Organic electroluminescent element and electronic apparatus
The innovative layer structure in OLEDs, featuring distinct organic materials and refractive index relationships, addresses inefficiencies in hole and electron recombination, enhancing light emission efficiency and performance in full-color displays.
Patent Information
- Application Number
- JP2021163148
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2021-10-01
- Publication Date
- 2025-01-29
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Existing organic electroluminescence elements (OLEDs) face challenges in improving light emission efficiency and performance, particularly in full-color displays such as mobile phones and televisions, due to inefficiencies in hole and electron recombination in the light-emitting layer.
The proposed organic electroluminescence element incorporates a specific layer structure with a cathode, anode, and a hole transport band, featuring at least one light-emitting layer with distinct organic materials and host compounds, including a first and second organic layer with different compositions and refractive indices, to enhance light emission efficiency.
This configuration improves light emission efficiency and extends the lifespan of the OLEDs by optimizing the recombination of holes and electrons, leading to enhanced performance in full-color displays.
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Figure 2025014071000001_ABST
Abstract
Description
[Technical Field]
[0001] The present invention relates to an organic electroluminescence element and an electronic device. [Background technology]
[0002] Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are used in full-color displays such as those for mobile phones and televisions. When a voltage is applied to an organic EL element, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. The injected holes and electrons then recombine in the light-emitting layer to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons at a rate of 75%. For example, Patent Documents 1 to 6 discuss improvements in the performance of organic EL elements, including, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. Furthermore, Patent Documents 1 to 6 disclose organic EL devices in which the hole transport region is made up of multiple layers. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] International Publication No. 2020 / 189316 [Patent Document 2] Japanese Patent Application Publication No. 2019-161218 [Patent Document 3] International Publication No. 2011 / 093056 [Patent Document 4] US Patent Application Publication No. 2021 / 0159418 [Patent Document 5] US Patent Application Publication No. 2021 / 234098 [Patent Document 6] Japanese Patent Application Publication No. 2019-161218 Summary of the Invention [Problem to be solved by the invention]
[0004] An object of the present invention is to provide an organic electroluminescent element with improved luminous efficiency and an electronic device incorporating the organic electroluminescent element. [Means for solving the problem]
[0005] According to one aspect of the present invention, A cathode; an anode; a light-emitting region disposed between the cathode and the anode; a hole transporting region disposed between the anode and the light emitting region; the light-emitting region includes at least one light-emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; the hole transporting region includes a first anode-side organic layer and a second anode-side organic layer; the first anode-side organic layer is in direct contact with the second anode-side organic layer; the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer contains a second hole-transporting zone material; the second hole transporting region material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transporting zone material and the first organic material are different from each other; the second hole transporting zone material and the second organic material are the same or different; the first light-emitting layer is a fluorescent light-emitting layer, a refractive index NM1 of a constituent material contained in the first anode-side organic layer and a refractive index NM2 of a constituent material contained in the second anode-side organic layer satisfy the relationship of the following mathematical formula (number NM): An organic electroluminescent device is provided. NM1>NM2…(Number of NM)
[0006] According to one aspect of the present invention, A cathode; an anode; a light-emitting region disposed between the cathode and the anode; a hole transporting zone disposed between the anode and the light emitting region; an electron transporting zone disposed between the cathode and the light-emitting region; the light-emitting region includes at least one light-emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; the electron-transporting zone comprises at least one electron-transporting layer; the hole transporting region includes a first anode-side organic layer and a second anode-side organic layer; the first anode-side organic layer is in direct contact with the second anode-side organic layer; the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer contains a second hole-transporting zone material; the second hole transporting region material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transporting zone material and the first organic material are different from each other; the second hole transporting zone material and the second organic material are the same or different; at least one electron transport layer in the electron transport zone contains a phenanthroline compound having a phenanthroline skeleton; The phenanthroline compound has at least one group represented by the following general formula (21) and is a compound represented by the following general formula (20): the first light-emitting layer is a fluorescent light-emitting layer, a refractive index NM1 of a constituent material contained in the first anode-side organic layer and a refractive index NM2 of a constituent material contained in the second anode-side organic layer satisfy the relationship of the following mathematical formula (number NM): An organic electroluminescent device is provided. NM1>NM2…(Number of NM)
[0007] [ka]
[0008] (In the general formula (20), X 21 ~X 28are each independently a nitrogen atom, CR 21 or a carbon atom bonded to the group represented by the general formula (21), X 21 ~X 28 at least one of which is a carbon atom bonded to the group represented by general formula (21), When a plurality of groups represented by the general formula (21) are present, the plurality of groups represented by the general formula (21) are the same or different from each other, Multiple R 21 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 21 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 931 a group represented by -COOR 932 a group represented by -S(=O)2R 933 a group represented by -B(R 934 )(R 935 ) a group represented by -P(=O)(R 936 )(R 937 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the general formula (21), Ar2 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, p is 1, 2, 3, 4 or 5; When two or more Ar2's are present, the two or more Ar2's are the same or different from each other, L2 is a single bond or a linking group, L2 as a linking group is a substituted or unsubstituted linear, branched or cyclic polyvalent aliphatic hydrocarbon group having 1 to 50 carbon atoms; a substituted or unsubstituted polyvalent aromatic hydrocarbon group having 6 to 50 ring carbon atoms, a substituted or unsubstituted polyvalent heterocyclic group having 5 to 50 ring atoms, or a polyvalent multiple linking group formed by bonding two or three groups selected from the polyvalent aromatic hydrocarbon ring group and the polyvalent heterocyclic group, the aromatic hydrocarbon ring group and the heterocyclic group constituting L2 as the multiple linking group are the same or different, and adjacent groups are bonded to each other to form a ring or are not bonded to each other, Ar2 and L2 as a linking group are bonded to each other to form a ring or are not bonded to each other, L2 as a linking group and X adjacent to the carbon atom bonded to L2 21 ~X 28Either carbon atom or CR 21 R 21 and are bonded to each other to form a ring or are not bonded to each other, In the general formula (21), * indicates the bonding position to the ring represented by the general formula (20). (In the phenanthroline compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 and R 937 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R907 If there are multiple R 907 are the same or different from each other, R 931 If there are multiple R 931 are the same or different from each other, R 932 If there are multiple R 932 are the same or different from each other, R 933 If there are multiple R 933 are the same or different from each other, R 934 If there are multiple R 934 are the same or different from each other, R 935 If there are multiple R 935 are the same or different from each other, R 936 If there are multiple R 936 are the same or different from each other, R 937 If there are multiple R 937 are either identical or different.)
[0009] According to one aspect of the present invention, A cathode; an anode; a light-emitting region disposed between the cathode and the anode; a hole transporting region disposed between the anode and the light emitting region; the light-emitting region includes at least one light-emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; The first host material is a compound represented by the following general formula (H10): The first additional host material is a compound represented by the following general formula (H20): However, the compound represented by the general formula (H20) has at least one deuterium atom, the hole transporting region includes a first anode-side organic layer and a second anode-side organic layer; the first anode-side organic layer is in direct contact with the second anode-side organic layer; the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer contains a second hole-transporting zone material; the second hole transporting region material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transporting zone material and the first organic material are different from each other; the second hole transporting zone material and the second organic material are the same or different; the first light-emitting layer is a fluorescent light-emitting layer, a refractive index NM1 of a constituent material contained in the first anode-side organic layer and a refractive index NM2 of a constituent material contained in the second anode-side organic layer satisfy the relationship of the following mathematical formula (number NM): An organic electroluminescent device is provided. NM1>NM2…(Number of NM)
[0010] [ka]
[0011] (In the general formula (H10), X3 is an oxygen atom or a sulfur atom, The Three Rs 310 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 311 ~R 314 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, R 301 ~R 308 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 310 ~R 314 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 301 and L 302 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 301 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0012] [ka]
[0013] (In the general formula (H20), R 201 ~R 208 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a group represented by the following general formula (H21): [ka] (In the general formulas (H20) and (H21), L 201 , L 202 and L 203 are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 201 , Ar 202 and Ar 203 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. (In the first host material and the first additional host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are either identical or different.)
[0014] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to one aspect of the present invention. [Effects of the Invention]
[0015] According to one embodiment of the present invention, it is possible to provide an organic electroluminescence element with improved luminous efficiency and an electronic device equipped with the organic electroluminescence element. [Brief explanation of the drawings]
[0016] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to a first embodiment. [Figure 2] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 3] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 4] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 5] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 6] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 7] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. [Figure 8] FIG. 2 is a diagram showing a schematic configuration of another example of the organic electroluminescence element according to the first embodiment. DETAILED DESCRIPTION OF THE INVENTION
[0017] [Definition] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.
[0018] In this specification, in a chemical structural formula, a hydrogen atom, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly marked with a symbol such as "R" or "D" representing a deuterium atom.
[0019] As used herein, the term "number of ring carbon atoms" refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). When the ring is substituted with a substituent, the carbon atoms contained in the substituent are not included in the number of ring carbon atoms. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 ring carbon atoms, a naphthalene ring has 10 ring carbon atoms, a pyridine ring has 5 ring carbon atoms, and a furan ring has 4 ring carbon atoms. For example, a 9,9-diphenylfluorenyl group has 13 ring carbon atoms, and a 9,9'-spirobifluorenyl group has 25 ring carbon atoms. Furthermore, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of the benzene ring substituted with an alkyl group is 6. Furthermore, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the naphthalene ring. Therefore, the number of ring carbon atoms of the naphthalene ring substituted with an alkyl group is 10.
[0020] In this specification, the number of ring atoms refers to the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound) having a structure in which atoms are bonded in a ring (e.g., a monocyclic ring, a fused ring, and a ring assembly). Atoms that do not constitute the ring (e.g., hydrogen atoms terminating the bonds of atoms constituting the ring) and atoms contained in the substituent when the ring is substituted with a substituent are not included in the number of ring atoms. The "number of ring atoms" described below is the same unless otherwise specified. For example, the number of ring atoms of a pyridine ring is 6, the number of ring atoms of a quinazoline ring is 10, and the number of ring atoms of a furan ring is 5. For example, the number of hydrogen atoms or atoms constituting a substituent bonded to the pyridine ring are not included in the number of pyridine ring atoms. Therefore, the number of ring atoms of a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. Furthermore, for example, hydrogen atoms bonded to carbon atoms of the quinazoline ring or atoms constituting substituents are not included in the number of ring atoms of the quinazoline ring, so the number of ring atoms of a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.
[0021] In this specification, the "number of carbon atoms XX to YY" in the expression "substituted or unsubstituted ZZ group having carbon atoms XX to YY" refers to the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.
[0022] In this specification, the "number of atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having XX to YY atoms" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.
[0023] In this specification, an unsubstituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that a hydrogen atom in the ZZ group is not replaced with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protist atom, a deuterium atom, or a tritium atom. In this specification, "substituted" in the context of "a substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced with a substituent. Similarly, "substituted" in the context of "a BB group substituted with an AA group" means that one or more hydrogen atoms in the BB group are replaced with an AA group.
[0024] "Substituents described herein" The substituents described in this specification will be explained below.
[0025] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. Unless otherwise specified in this specification, the "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. Unless otherwise specified in this specification, the "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.
[0026] "Substituted or unsubstituted aryl group" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the term "unsubstituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and the term "substituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply refers to both an "unsubstituted aryl group" and a "substituted aryl group." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include groups in which one or more hydrogen atoms of the "unsubstituted aryl group" are replaced with a substituent, and examples of the substituted aryl group in the specific example group G1A below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent.
[0027] Unsubstituted aryl groups (specific example group G1A): phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, benzanthryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, chrysenyl group, benzochrysenyl group, a triphenylenyl group, benzotriphenylenyl group, tetracenyl group, pentacenyl groups, fluorenyl groups, 9,9'-spirobifluorenyl group, benzofluorenyl groups, dibenzofluorenyl groups, fluoranthenyl group, benzofluoranthenyl group, perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-1) to (TEMP-15).
[0028] [ka]
[0029] [ka]
[0030] Substituted aryl groups (specific example group G1B): o-tolyl group, m-tolyl group, p-tolyl group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, cyanophenyl groups, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl groups, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.
[0031] "Substituted or unsubstituted heterocyclic group" The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom among the ring-forming atoms. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group," and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply refers to both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which a hydrogen atom of the "unsubstituted heterocyclic group" in the specific example group G2A below is replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are also included. The examples of the "unsubstituted heterocyclic group" and the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes groups in which a hydrogen atom bonded to a ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent.
[0032] Specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4).
[0033] Specific example group G2B includes, for example, the following substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1), substituted heterocyclic groups containing an oxygen atom (specific example group G2B2), substituted heterocyclic groups containing a sulfur atom (specific example group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the following general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4).
[0034] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): pyrrolyl group, imidazolyl group, pyrazolyl group, a triazolyl group, tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, pyridyl group, pyridazinyl group, pyrimidinyl group, pyrazinyl group, a triazinyl group, Indolyl groups, isoindolyl groups, an indolizinyl group, a quinolidinyl group, quinolyl group, isoquinolyl group, cinnolyl group, phthalazinyl group, a quinazolinyl group, quinoxalinyl group, benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, acridinyl group, phenazinyl group, a carbazolyl group, a benzocarbazolyl group, morpholino group, phenoxazinyl group, a phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.
[0035] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl groups, benzoisoxazolyl group, phenoxazinyl group, morpholino group, a dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and Diazanaphthobenzofuranyl group.
[0036] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): thienyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, Benzothiophenyl group (benzothienyl group), isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, benzoisothiazolyl group, a phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).
[0037] Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4):
[0038] [ka]
[0039] [ka]
[0040] In the general formulae (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. A and Y A At least one of is an oxygen atom, a sulfur atom, or NH. In the general formulae (TEMP-16) to (TEMP-33), X A and Y A When at least one of is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulae (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from NH or CH2.
[0041] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): a (9-phenyl)carbazolyl group, a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a (9-naphthyl)carbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, ethylbenzimidazolyl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, a phenylquinazolinyl group, and a biphenylylquinazolinyl group.
[0042] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].
[0043] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].
[0044] Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the above general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4):
[0045] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, X A and Y A a hydrogen atom bonded to a nitrogen atom when at least one of A and Y A or more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.
[0046] "Substituted or unsubstituted alkyl groups" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described herein include the following unsubstituted alkyl group (specific example group G3A) and substituted alkyl group (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereinafter, when simply referring to an "alkyl group," both an "unsubstituted alkyl group" and a "substituted alkyl group" are included. The term "substituted alkyl group" refers to an "unsubstituted alkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group." Note that the examples of the "unsubstituted alkyl group" and the "substituted alkyl group" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent.
[0047] Unsubstituted alkyl groups (specific example group G3A): methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.
[0048] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.
[0049] "Substituted or unsubstituted alkenyl group" Specific examples (specific example group G4) of the "substituted or unsubstituted alkenyl group" described herein include the following unsubstituted alkenyl group (specific example group G4A) and substituted alkenyl group (specific example group G4B). (Here, the term "unsubstituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and the term "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to an "unsubstituted alkenyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and the examples of substituted alkenyl groups (specific example group G4B). The examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of the alkenyl group itself has been further replaced with a substituent, and groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of a substituent has been further replaced with a substituent.
[0050] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.
[0051] Substituted alkenyl groups (specific example group G4B): 1,3-butadienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-dimethylallyl group.
[0052] "Substituted or unsubstituted alkynyl group" Specific examples (specific example group G5) of the "substituted or unsubstituted alkynyl group" described in this specification include the following unsubstituted alkynyl groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to a case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group.") Hereinafter, when simply referring to an "alkynyl group," it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group." A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced with substituents. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl group" (specific example group G5A) are replaced with substituents, etc.
[0053] Unsubstituted alkynyl groups (specific example group G5A): ethynyl groups.
[0054] "Substituted or unsubstituted cycloalkyl groups" Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described herein include the following unsubstituted cycloalkyl group (specific example group G6A) and substituted cycloalkyl group (specific example group G6B). (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group," and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group.") In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group." A "substituted cycloalkyl group" refers to an "unsubstituted cycloalkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted cycloalkyl group (specific example group G6B). The examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl group" described in this specification also includes a group in the "substituted cycloalkyl group" of specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself have been replaced with a substituent, and a group in the "substituted cycloalkyl group" of specific example group G6B in which a hydrogen atom of a substituent has been further replaced with a substituent.
[0055] Unsubstituted cycloalkyl groups (specific example group G6A): a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group.
[0056] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.
[0057] -Si(R 901 )(R 902 )(R 903 ) a group represented by -Si(R) 901 )(R 902 )(R 903 Specific examples (specific example group G7) of the group represented by -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in —Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) may be the same as or different from each other.
[0058] -O-(R 904 ) a group represented by -O-(R 904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.
[0059] -S-(R 905 ) a group represented by -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.
[0060] -N(R 906 )(R 907 ) a group represented by -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6. -The multiple G1s in N(G1)(G1) are the same as or different from each other. The multiple G2's in -N(G2)(G2) are the same as or different from each other. -The multiple G3s in N(G3)(G3) are the same as or different from each other. The multiple G6s in -N(G6)(G6) are the same as or different from each other.
[0061] "Halogen atoms" Specific examples (specific example group G11) of the "halogen atom" described in this specification include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
[0062] "Substituted or unsubstituted fluoroalkyl groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a fluorine atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with fluorine atoms (perfluoro group). Unless otherwise specified herein, the number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The term "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain in a "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms are replaced with a fluorine atom.
[0063] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. The term "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms in a "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in a "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted haloalkyl group" are further replaced with a substituent. Specific examples of "unsubstituted haloalkyl groups" include the examples of the above-mentioned "alkyl groups" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.
[0064] "Substituted or unsubstituted alkoxy group" A specific example of the "substituted or unsubstituted alkoxy group" described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkoxy group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.
[0065] "Substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described herein is a group represented by -S(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkylthio group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.
[0066] "Substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.
[0067] "Substituted or unsubstituted arylthio group" A specific example of the "substituted or unsubstituted arylthio group" described in this specification is a group represented by -S(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.
[0068] "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) may be the same or different. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.
[0069] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described herein is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, an "aralkyl group" is a group in which a hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is one embodiment of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group," and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl groups.
[0070] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, an m-biphenyl group, an o-biphenyl group, a p-terphenyl-4-yl group, a p-terphenyl-3-yl group, a p-terphenyl-2-yl group, an m-terphenyl-4-yl group, an m-terphenyl-3-yl group, an m-terphenyl-2-yl group, an o-terphenyl-4-yl group, an o-terphenyl-3-yl group, an o-terphenyl-2-yl group, a 1-naphthyl group, a 2-naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a chrysenyl group, a triphenylenyl group, a fluorenyl group, a 9,9'-spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, or the like.
[0071] Unless otherwise specified in the present specification, the substituted or unsubstituted heterocyclic group described herein is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, a phenanthrolinyl group, a carbazolyl group (a 1-carbazolyl group, a 2-carbazolyl group, a 3-carbazolyl group, a 4-carbazolyl group, or a 9-carbazolyl group), a benzocarbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzothiophenyl group, an aza Examples include a dibenzothiophenyl group, a diazadibenzothiophenyl group, a (9-phenyl)carbazolyl group (a (9-phenyl)carbazol-1-yl group, a (9-phenyl)carbazol-2-yl group, a (9-phenyl)carbazol-3-yl group, or a (9-phenyl)carbazol-4-yl group), a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenyldibenzofuranyl group, and a phenyldibenzothiophenyl group.
[0072] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.
[0073] [ka]
[0074] In this specification, unless otherwise specified in this specification, a (9-phenyl)carbazolyl group specifically means any of the following groups:
[0075] [ka]
[0076] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.
[0077] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.
[0078] [ka]
[0079] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.
[0080] Unless otherwise specified herein, the substituted or unsubstituted alkyl group described herein is preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, or the like.
[0081] "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above-mentioned "substituted or unsubstituted aryl group". Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.
[0082] "Substituted or unsubstituted divalent heterocyclic group" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived by removing one hydrogen atom on the heterocycle from the above-mentioned "substituted or unsubstituted heterocyclic group". Specific examples (specific example group G13) of the "substituted or unsubstituted divalent heterocyclic group" include divalent groups derived by removing one hydrogen atom on the heterocycle from the "substituted or unsubstituted heterocyclic group" described in specific example group G2.
[0083] "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above-mentioned "substituted or unsubstituted alkyl group." Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.
[0084] Unless otherwise specified in the present specification, the substituted or unsubstituted arylene group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-42) to (TEMP-68).
[0085] [ka]
[0086] [ka]
[0087] In the general formulae (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.
[0088] [ka]
[0089] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the general formulae (TEMP-53) to (TEMP-62), * represents a bonding position.
[0090] [ka]
[0091] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.
[0092] Unless otherwise specified in the present specification, the substituted or unsubstituted divalent heterocyclic group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-69) to (TEMP-102).
[0093] [ka]
[0094] [ka]
[0095] [ka]
[0096] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.
[0097] [ka]
[0098] [ka]
[0099] [ka]
[0100] [ka]
[0101] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.
[0102] The above is the explanation of "substituents described in this specification."
[0103] - "When bonded to form a ring" In this specification, the phrase "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle, bond with each other to form a substituted or unsubstituted fused ring, or are not bonded to each other" means the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle", the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring", or the case where "one or more pairs of adjacent groups do not bond with each other". In this specification, the cases where "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "a case where they bond to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be explained as an example.
[0104] [ka]
[0105] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 Paired with R 922 and R 923 Paired with R 923 and R 924 Paired with R 924 and R 930 Paired with R 930 and R 925 Paired with R 925 and R 926 Paired with R 926 and R 927 Paired with R 927 and R 928 Paired with R 928 and R 929 Pairs with and R 929 and R 921 It is paired with.
[0106] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to each other to form ring Q A At the same time, R 925 and R 926 and are bonded to each other to form ring Q B When the anthracene compound represented by the general formula (TEMP-103) is formed, the anthracene compound represented by the general formula (TEMP-104) is represented by the following general formula (TEMP-104).
[0107] [ka]
[0108] When a "set of two or more adjacent units" forms a ring, it includes not only the case where a set of two adjacent units is bonded, as in the example above, but also the case where a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to each other to form ring Q A and R 922 and R923 and are bonded to each other to form ring Q C and form three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105): A and Ring Q C is R 922 Share.
[0109] [ka]
[0110] The "monocyclic ring" or "fused ring" formed may be a saturated ring or an unsaturated ring as the structure of only the ring formed. Even when "one pair of adjacent two" forms a "monocyclic ring" or a "fused ring", the "monocyclic ring" or the "fused ring" may form a saturated ring or an unsaturated ring. For example, in the case of the ring Q formed in the general formula (TEMP-104), A and Ring Q B are "monocyclic rings" or "fused rings", respectively. A , and ring Q C is a "fused ring". A and Tamaki Q C That is, Tamaki Q A and Tamaki Q C The ring Q in the general formula (TMEP-104) is fused to form a fused ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.
[0111] The term "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "forming a ring" means that a ring is formed only with a plurality of atoms of the main skeleton, or with a plurality of atoms of the main skeleton and one or more optional elements. For example, R 921 and R 922 and are bonded to form a ring Q A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When a monocyclic unsaturated ring is formed with the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, 921 and R 922 The ring formed by
[0112] Here, unless otherwise specified in this specification, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In the arbitrary element (for example, in the case of carbon or nitrogen), the bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When an arbitrary element other than carbon is included, the formed ring is a heterocycle. Unless otherwise specified in this specification, the "one or more arbitrary elements" constituting the monocyclic or fused ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "fused ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified herein, a "monocyclic ring" is preferably a benzene ring. Unless otherwise specified herein, the "unsaturated ring" is preferably a benzene ring. When "one or more pairs of adjacent two or more groups" "combine with each other to form a substituted or unsubstituted monocyclic ring" or "combine with each other to form a substituted or unsubstituted fused ring," unless otherwise specified in this specification, preferably, one or more pairs of adjacent two or more groups combine with each other to form a substituted or unsubstituted "unsaturated ring" consisting of a plurality of atoms of the parent skeleton and at least one element selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.
[0113] When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." The above is an explanation of the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").
[0114] Substituents in "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) includes, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms; an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, a group selected from the group consisting of where R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical to or different from each other, R 902 If there are two or more, there are two or more R 902 are identical to or different from each other, R 903If there are two or more, there are two or more R 903 are identical to or different from each other, R 904 If there are two or more, there are two or more R 904 are identical to or different from each other, R 905 If there are two or more, there are two or more R 905 are identical to or different from each other, R 906 If there are two or more, there are two or more R 906 are identical to or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.
[0115] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:
[0116] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 18 carbon atoms; an aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:
[0117] Specific examples of each group of the above optional substituents are the specific examples of the substituents described above in the section "Substituents described in this specification."
[0118] Unless otherwise specified in this specification, any adjacent substituents may be bonded to each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent described above.
[0119] In this specification, a numerical range expressed using "AA to BB" means a range that includes the number AA written before "AA to BB" as the lower limit and the number BB written after "AA to BB" as the upper limit.
[0120] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, the expression "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.
[0121] First Embodiment (organic electroluminescence element) The organic electroluminescent device of this embodiment has a cathode, an anode, a light-emitting region disposed between the cathode and the anode, and a hole-transporting zone disposed between the anode and the light-emitting region, the light-emitting region including at least one light-emitting layer, the at least one light-emitting layer being a first light-emitting layer, the first light-emitting layer containing a first host material, a first additional host material different from the first host material, and a first light-emitting compound, and the hole-transporting zone the light-emitting region includes a first anode-side organic layer and a second anode-side organic layer, the first anode-side organic layer is in direct contact with the second anode-side organic layer, the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, and the first organic material and the second organic material are mutually the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule or a diamine compound having two substituted or unsubstituted amino groups in the molecule; the second anode-side organic layer contains a second hole-transporting region material, which is a monoamine compound having one substituted or unsubstituted amino group in the molecule or a diamine compound having two substituted or unsubstituted amino groups in the molecule; the second hole-transporting region material and the first organic material are different from each other; the second hole-transporting region material and the second organic material are the same as or different from each other; the first emitting layer is a fluorescent emitting layer; and a refractive index NM1 of a constituent material contained in the first anode-side organic layer and a refractive index NM2 of a constituent material contained in the second anode-side organic layer satisfy the relationship of the following mathematical formula (number NM): NM1>NM2…(Number of NM)
[0122] According to this embodiment, the performance of the organic EL element can be improved. In one aspect of this embodiment, the luminous efficiency of the organic EL element is improved. In one aspect of this embodiment, the life of the organic EL element is extended.
[0123] (hole transport band) In this specification, the region consisting of multiple organic layers disposed between the anode and the light-emitting region is referred to as the hole-transporting region.
[0124] In one aspect of the organic EL element of this embodiment, the anode and the hole transport region are in direct contact with each other, and the light emitting region and the hole transport region are in direct contact with each other.
[0125] (First Anode-Side Organic Layer and Second Anode-Side Organic Layer) The hole transporting region includes at least a first anode-side organic layer and a second anode-side organic layer.
[0126] In one aspect of the organic EL element of the present embodiment, the refractive index NM1 of the constituent material contained in the first anode-side organic layer and the refractive index NM2 of the constituent material contained in the second anode-side organic layer satisfy the relationship of the above mathematical formula (number NM), thereby improving the light extraction efficiency of the organic EL element. The refractive index NM1 of the constituent material contained in the first anode-side organic layer corresponds to the refractive index of a mixture of compounds (at least a first organic material and a second organic material) contained in the first anode-side organic layer. The refractive index NM2 of the constituent material contained in the second anode-side organic layer corresponds to the refractive index of that single compound when the second anode-side organic layer contains a single compound, and corresponds to the refractive index of a mixture containing those multiple compounds when the second anode-side organic layer contains multiple compounds. The refractive indexes of the constituent materials contained in the other organic layers are also specified in the same manner. The refractive index can be measured by the measurement method described in the Examples below.
[0127] In one aspect of the organic EL element of the present embodiment, a difference NM1-NM2 between the refractive index NM1 of the constituent material contained in the first anode-side organic layer and the refractive index NM2 of the constituent material contained in the second anode-side organic layer satisfies the relationship of the following mathematical formula (number NM1): NM1-NM2≧0.01 …(number NM1)
[0128] In one aspect of the organic EL element of the present embodiment, a difference NM1-NM2 between a refractive index NM1 of a constituent material contained in the first anode-side organic layer and a refractive index NM2 of a constituent material contained in the second anode-side organic layer satisfies the relationship of the following mathematical formula (number NM2), mathematical formula (number NM3), or mathematical formula (number NM4): NM1-NM2≧0.05 …(number NM2) NM1-NM2≧0.075 …(number NM3) NM1-NM2≧0.10 …(number NM4)
[0129] In one aspect of the organic EL element of this embodiment, the refractive index NM1 of the constituent material contained in the first anode-side organic layer is 1.90 or more. In one aspect of the organic EL element of this embodiment, the refractive index of the second organic material contained in the first anode-side organic layer is 1.90 or more.
[0130] In one aspect of the organic EL element of this embodiment, the refractive index NM1 of the constituent material contained in the first anode-side organic layer is 1.94 or more. In one aspect of the organic EL element of this embodiment, the refractive index of the second organic material contained in the first anode-side organic layer is 1.94 or more.
[0131] In one aspect of the organic EL element of the present embodiment, the refractive index NM2 of the constituent material contained in the second anode-side organic layer is 1.89 or less. In one aspect of the organic EL element of this embodiment, the refractive index of the second hole transporting region material contained in the second anode-side organic layer is 1.89 or less.
[0132] In one aspect of the organic EL device of the present embodiment, the hole-transporting region is composed of only the first anode-side organic layer and the second anode-side organic layer, and in this case, the total thickness of the hole-transporting region corresponds to the sum of the thickness of the first anode-side organic layer and the thickness of the second anode-side organic layer.
[0133] In one aspect of the organic EL element of this embodiment, the thickness of the first anode-side organic layer is 20 nm or less.
[0134] In one aspect of the organic EL element of the present embodiment, the film thickness of the second anode-side organic layer is 30 nm or more and 150 nm or less. In one aspect of the organic EL element of the present embodiment, the film thickness of the second anode-side organic layer is 30 nm or more and 80 nm or less. In one aspect of the organic EL element of the present embodiment, the film thickness of the second anode-side organic layer is 80 nm or more and 150 nm or less.
[0135] In one aspect of the organic EL element of the present embodiment, the ratio of the film thickness of the first anode-side organic layer to the film thickness of the second anode-side organic layer preferably satisfies the relationship of the following mathematical formula (Mathematical formula A1), and more preferably satisfies the relationship of the following mathematical formula (Mathematical formula A2). 2.0 < TL2 / TL1 < 30 …(Mathematical formula A1) 8.0 < TL2 / TL1 < 16 …(Mathematical formula A2) (TL1 is the film thickness of the first anode-side organic layer, TL2 is the film thickness of the second anode-side organic layer, and the unit of the film thickness is nm.)
[0136] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer is in direct contact with the anode. In one aspect of the organic EL element of the present embodiment, when the hole transport band consists only of the first anode-side organic layer and the second anode-side organic layer, the second anode-side organic layer and the light-emitting region are in direct contact.
[0137] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer does not contain the compound contained in the second anode-side organic layer. As an aspect that satisfies this condition, for example, when the compound CA, the compound CB, and the compound AA are different compounds from each other, the first anode-side organic layer contains two kinds of the compound CA as the first organic material and the compound CB as the second organic material, and the second anode-side organic layer contains one kind of the compound AA. Since both the compound CA and the compound CB contained in the first anode-side organic layer are different from the compound AA, this condition is satisfied. On the other hand, for example, when the first anode-side organic layer contains two compounds, compound CA and compound CB, and the second anode-side organic layer contains only one compound, compound CB, the first anode-side organic layer and the second anode-side organic layer contain the same compound with respect to compound CB, and therefore the condition is not satisfied.
[0138] In one aspect of the organic EL element of the present embodiment, the compounds contained in the first anode-side organic layer are all different from the compounds contained in the second anode-side organic layer. An example of an embodiment that satisfies this condition is when compound CA, compound CB, compound AA, and compound AB are different compounds, and the second anode-side organic layer contains one type of compound AA, and the first anode-side organic layer contains two types of compounds CA and CB. Another embodiment that satisfies this condition is when the second anode-side organic layer contains two types of compounds AA and AB, and the first anode-side organic layer contains two types of compounds CA and CB. On the other hand, when the second anode-side organic layer contains one type of compound AA, and the first anode-side organic layer contains two types of compounds CA and AA, the first anode-side organic layer and the second anode-side organic layer contain the same compound with respect to compound AA, and therefore the condition is not satisfied.
[0139] In the organic EL element of the present embodiment, the second organic material contained in the first anode-side organic layer is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule. In the monoamine compounds and diamine compounds, the nitrogen atom of the amino group is not a ring-forming atom. When the nitrogen atom is a ring-forming atom of a carbazole ring, an azine ring, or the like, the nitrogen atom is not a nitrogen atom as an amino group. For example, the following compound HT-X contains two nitrogen atoms in the molecule, but one of the nitrogen atoms in HT-X is a ring-forming atom of a carbazole ring, and the other nitrogen atom is not a ring-forming atom but a nitrogen atom of an amino group. The following compound HT-X is a compound having a structure in which a 9-phenyl-3-carbazolyl group is bonded to the nitrogen atom of the amino group via a linking group, and is a monoamine compound. The compound HT-Y shown below is also a monoamine compound having a structure in which a 9-carbazolyl group is bonded to the nitrogen atom of an amino group via a linking group.
[0140] [ka]
[0141] In one aspect of the organic EL element of the present embodiment, the second organic material contained in the first anode-side organic layer is at least one compound selected from the group consisting of compounds represented by the following general formula (cHT2-1), compounds represented by the following general formula (cHT2-2), and compounds represented by the following general formula (cHT2-3):
[0142] [ka]
[0143] [ka]
[0144] [ka]
[0145] (In the general formula (cHT2-1), general formula (cHT2-2) and general formula (cHT2-3), Ar 112 , Ar 113 , Ar 121 ,Ar 122 , Ar 123 and Ar 124are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 )(R C2 )(R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are identical to or different from each other, R C2 If there are multiple R C2 are identical to or different from each other, R C3 If there are multiple R C3 are identical to or different from each other, L A1 , L A2 , L A3 , L B1 , L B2 , L B3 and L B4 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, nb is 1, 2, 3 or 4; If nb is 1, L B5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, If nb is 2, 3, or 4, multiple L B5 are identical to or different from each other, If nb is 2, 3, or 4, multiple L B5 teeth, they combine together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. B5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, R A35 and R A36 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R A25 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. A35 and R A36 are each independently, hydrogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R A20 ~R A24 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R A30 ~R A34 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring A20 ~R A24 and R A30 ~R A34 are each independently, hydrogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the compounds represented by the general formula (cHT2-1), the general formula (cHT2-2), and the general formula (cHT2-3), R 901 ~R 904 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R901 If there are multiple R 901 are identical to or different from each other, R 902 If there are multiple R 902 are identical to or different from each other, R 903 If there are multiple R 903 are identical to or different from each other, R 904 If there are multiple R 904 are either identical or different.)
[0146] In one aspect of the organic EL element of the present embodiment, in the compounds represented by the general formulas (cHT2-1), (cHT2-2), and (cHT2-3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 ), but not a group represented by R C6 and R C7 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0147] In one aspect of the organic EL device of this embodiment, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule.
[0148] In one aspect of the organic EL device of the present embodiment, the compound represented by the general formula (cHT2-1) and the compound represented by the general formula (cHT2-2) are monoamine compounds.
[0149] In one aspect of the organic EL element of this embodiment, the second organic material contained in the first anode-side organic layer is a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[0150] In one aspect of the organic EL device of the present embodiment, the compound represented by the general formula (cHT2-3) is a diamine compound.
[0151] In one aspect of the organic EL element of the present embodiment, the second organic material is at least one compound selected from the group consisting of compounds represented by the general formula (cHT2-1), compounds represented by the general formula (cHT2-2), and compounds represented by the general formula (cHT2-3).
[0152] In one aspect of the organic EL element of the present embodiment, the second organic material has at least one group selected from the group consisting of a group represented by the following general formula (2-a), a group represented by the general formula (2-b), a group represented by the general formula (2-c), a group represented by the general formula (2-d), a group represented by the general formula (2-e), and a group represented by the general formula (2-f).
[0153] [ka]
[0154] (In the general formula (2-a), R 251 ~R 255 Any pair of two or more adjacent groups of R 251 ~R 255 are each independently, a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, ** indicates the bond position.)
[0155] [ka]
[0156] (In the general formula (2-b), R 261 ~R 268 One of them is a single bond that connects to *b, *R that is not a single bond attached to b261 ~R 268 Any pair of two or more adjacent groups of *R that is not a single bond attached to b 261 ~R 268 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0157] [ka]
[0158] (In the general formula (2-c), R 271 ~R 282 One of them is a single bond that connects to *c, *R that is not a single bond attached to c 271 ~R 282 Any pair of two or more adjacent groups of *R that is not a single bond attached to c 271 ~R 282 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0159] [ka]
[0160] (In the general formula (2-d), R 291 ~R 300 One of them is a single bond that connects to *d, *R that is not a single bond attached to d 291 ~R 300Any pair of two or more adjacent groups of *R that is not a single bond attached to d 291 ~R 300 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0161] [ka]
[0162] (In the general formula (2-e), Z3 is an oxygen atom, a sulfur atom, or NR 319 or C(R 320 )(R 321 ) and R 311 ~R 321 one of the groups is a single bond bonded to *e, or R 311 ~R 318 Any carbon atom of the following substituted or unsubstituted benzene ring formed by bonding together two or more adjacent pairs of the following is bonded to *e by a single bond, *R that is not a single bond attached to e 311 ~R 318 A pair of two or more adjacent combine with each other to form a substituted or unsubstituted benzene ring, or Not bonded to each other, *R is not a single bond bonded to e and does not form the substituted or unsubstituted benzene ring 311 ~R 318 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms, *R that is not a single bond attached to e 319 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, *R that is not a single bond attached to e 320 and R 321 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, * R which is not a single bond bonded to e, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring 320 and R 321 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0163] [ka]
[0164] (In the general formula (2-f), R 341 ~R 345 One of these is a single bond that binds to *h1, and R 341 ~R 345 The other one is a single bond that connects to *h2, *R that is not a single bond bonded to h1 and is not a single bond bonded to h2 341 ~R 345 Any pair of two or more adjacent groups of R 351 ~R 355 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 361 ~R 365 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, *R that is not a single bond bonded to h1 and is not a single bond bonded to h2 341 ~R 345 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 351 ~R 355 and R 361 ~R 365 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0165] In one aspect of the organic EL element of the present embodiment, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, and the group represented by the general formula (2-a), the group represented by the general formula (2-b), the group represented by the general formula (2-c), the group represented by the general formula (2-d), the group represented by the general formula (2-e), and the group represented by the general formula (2-f) are each independently bonded to a nitrogen atom of the amino group of the monoamine compound directly, via a phenylene group, or via a biphenylene group.
[0166] In one aspect of the organic EL element of the present embodiment, the group represented by the general formula (2-e) is a group represented by the following general formula (2-e1), general formula (2-e2), or general formula (2-e3).
[0167] [ka]
[0168] (In the general formula (2-e1), general formula (2-e2) and general formula (2-e3), Z3 is an oxygen atom, a sulfur atom, or NR 319 or C(R 320 )(R 321 ) and R 311 ~R 325 One of these is a single bond that connects to *e, *R that is not a single bond attached to e 311 ~R 318 and R 322 ~R 325 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms, *R that is not a single bond attached to e 319 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, *R that is not a single bond attached to e 320 and R 321 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, * R which is not a single bond bonded to e, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring 320 and R 321 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
[0169] In one aspect of the organic EL element of this embodiment, the compound (second organic material) contained in the first anode-side organic layer is a compound that does not contain a thiophene ring in the molecule.
[0170] In one aspect of the organic EL element of this embodiment, the second organic material contained in the first anode-side organic layer may be referred to as a first hole-transporting region material.
[0171] In one aspect of the organic EL element of the present embodiment, the content of the first organic material in the first anode-side organic layer is less than 50% by mass. In one aspect of the organic EL element of the present embodiment, the content of the first organic material in the first anode-side organic layer is 15% by mass or less. In one aspect of the organic EL element of the present embodiment, the content of the first organic material in the first anode-side organic layer is 5% by mass or more.
[0172] In one aspect of the organic EL element of the present embodiment, the content of the first organic material in the first anode-side organic layer is 30% by mass or less, 20% by mass or less, or 15% by mass or less.
[0173] In one aspect of the organic EL element of the present embodiment, the content of the second organic material in the first anode-side organic layer is more than 50% by mass, 70% by mass or more, 80% by mass or more, or 85% by mass or more. In one aspect of the organic EL element of the present embodiment, the content of the second organic material in the first anode-side organic layer is 95% by mass or less. The total content of the first organic material and the second organic material in the first anode-side organic layer is 100 mass % or less.
[0174] In one aspect of the organic EL device of this embodiment, the first anode-side organic layer contains a doping compound as the first organic material and a first hole-transporting material as the second organic material. In one aspect of the organic EL device of this embodiment, the doped compound is a compound including at least one of a first ring structure represented by the following general formula (P11) and a second ring structure represented by the following general formula (P12).
[0175] [ka]
[0176] (The first ring structure represented by the general formula (P11) is fused with at least one ring structure selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms in the molecule of the dope compound, =Z 10 The structure represented by the formula (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m) is represented by the following general formula (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m).
[0177] [ka]
[0178] [ka]
[0179] (In the general formula (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k), or (11m), R 11 ~R 14 and R 1101 ~R 1110 are each independently, hydrogen atoms, halogen atoms, hydroxy groups, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or In the general formula (P12), Z1 to Z5 each independently represent a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. nitrogen atom, R 15 a carbon atom bonded to a carbon atom bonded to another atom in the molecule of the doping compound, At least one of Z1 to Z5 is a carbon atom bonded to another atom in the molecule of the doping compound; R 15 teeth, hydrogen atoms, halogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; carboxyl group, a substituted or unsubstituted ester group, a substituted or unsubstituted carbamoyl group, a nitro group, and is selected from the group consisting of substituted or unsubstituted siloxanyl groups; R 15 If there are multiple R 15 are either identical or different.) (In the doped compound, R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are identical to or different from each other, R 902 If there are multiple R 902 are identical to or different from each other, R 903 If there are multiple R 903 are identical to or different from each other, R 904 If there are multiple R 904 are identical to or different from each other, R 905 If there are multiple R 905 are identical to or different from each other, R906 If there are multiple R 906 are identical to or different from each other, R 907 If there are multiple R 907 are either identical or different.)
[0180] The ester group in this specification is at least one group selected from the group consisting of an alkyl ester group and an aryl ester group. The alkyl ester group herein is, for example, —C(═O)OR E It is expressed as R E is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 10 carbon atoms). The aryl ester group herein is, for example, —C(═O)OR Ar It is expressed as R Ar is, for example, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.
[0181] The siloxanyl group in this specification is a silicon compound group connected via an ether bond, such as a trimethylsiloxanyl group.
[0182] In this specification, a carbamoyl group is represented by -CONH2. The substituted carbamoyl group herein includes, for example, -CONH-Ar C , or -CONH-R C It is expressed as Ar C is, for example, at least one group selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 50 ring carbon atoms (preferably 6 to 10 ring carbon atoms) and heterocyclic groups having 5 to 50 ring atoms (preferably 5 to 14 ring atoms). C may be a group in which a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms is bonded to a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R C is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 6 carbon atoms). In the doping compound, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted".
[0183] In one aspect of the organic EL device of this embodiment, the second organic material is a monoamine compound having only one substituted or unsubstituted amino group in the molecule.
[0184] In one aspect of the organic EL element of this embodiment, the second organic material contains at least one compound selected from the group consisting of compounds represented by the general formula (cHT2-1) and compounds represented by the general formula (cHT2-2).
[0185] In one aspect of the organic EL device of the present embodiment, the compound represented by the general formula (cHT2-1) and the compound represented by the general formula (cHT2-2) as the second organic material are monoamine compounds.
[0186] In the organic EL device of this embodiment, the second hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[0187] In one aspect of the organic EL device of this embodiment, the second hole-transporting region material is a monoamine compound having one substituted or unsubstituted amino group in the molecule.
[0188] In one aspect of the organic EL device of the present embodiment, the second hole-transporting region material is at least one compound selected from the group consisting of compounds represented by the following general formula (C1) and compounds represented by the following general formula (C3):
[0189] [ka]
[0190] (In the general formula (C1), Ar311 , Ar 312 and Ar 313 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 )(R C2 )(R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are identical to or different from each other, R C2 If there are multiple R C2 are identical to or different from each other, R C3 If there are multiple R C3 are identical to or different from each other, L D1 , L D2 and L D3 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms.
[0191] [ka]
[0192] (In the general formula (C3), L C1 , L C2 , L C3 and L C4 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, n2 is 1, 2, 3 or 4; If n2 is 1, L C5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, When n2 is 2, 3, or 4, multiple L C5 are identical to or different from each other, When n2 is 2, 3, or 4, multiple L C5 teeth, they combine together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. C5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 131 , Ar 132 , Ar 133 and Ar 134 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 )(R C2 )(R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are identical to or different from each other, R C2 If there are multiple RC2 are identical to or different from each other, R C3 If there are multiple R C3 are identical to or different from each other, The first amino group represented by the following general formula (C3-1) and the second amino group represented by the following general formula (C3-2) are the same group.
[0193] [ka]
[0194] (In the general formulas (C3-1) and (C3-2), * represents L C5 ) (In the compound represented by the general formula (C3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 ), but not a group represented by R C6 and R C7 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0195] In one aspect of the organic EL device of the present embodiment, in the compound represented by the general formula (C1), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 ), but not a group represented by R C6 and R C7 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0196] In one aspect of the organic EL device of the present embodiment, the compound represented by general formula (C1) is at least one compound selected from the group consisting of compounds represented by the following general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4):
[0197] [ka]
[0198] [ka]
[0199] [ka]
[0200] [ka]
[0201] (In the general formula (cHT3-1), general formula (cHT3-2), general formula (cHT3-3) and general formula (cHT3-4), Ar 312 , Ar 313 , L D1 , L D2 and L D3 each independently represents Ar in the general formula (C1). 312 , Ar 313 , L D1 , L D2 and L D3 is synonymous with Ar 311 is a group represented by any one of the following general formulas (1-a), (1-b), (1-c), and (1-d), R D20 ~R D24 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D31 ~R D38 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D40 ~R D44 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, X3 is an oxygen atom, a sulfur atom, or a C(R D45 )(R D46 ) and R D45 and R D46 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D25 R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring D20 ~R D24 , R D31 ~R D38 , R D40 ~R D44 , R D45 and R D46 are each independently, hydrogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the compounds represented by the general formula (cHT3-1), the general formula (cHT3-2), the general formula (cHT3-3), and the general formula (cHT3-4), R 901 ~R 904 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are identical to or different from each other, R 902 If there are multiple R 902 are identical to or different from each other, R 903 If there are multiple R 903 are identical to or different from each other, R 904 If there are multiple R 904 are either identical or different.)
[0202] [ka]
[0203] (In the general formula (1-a), R 51 ~R 55Any pair of two or more adjacent groups of R 51 ~R 55 are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, ** is L D1 )
[0204] [ka]
[0205] (In the general formula (1-b), R 61 ~R 68 One of them is a single bond that connects to *b, *R that is not a single bond attached to b 61 ~R 68 Any pair of two or more adjacent groups of *R that is not a single bond attached to b 61 ~R 68 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 )
[0206] [ka]
[0207] (In the general formula (1-c), R 71 ~R 80 One of them is a single bond that connects to *d, *R that is not a single bond attached to d 71 ~R 80 Any pair of two or more adjacent groups of *R that is not a single bond attached to d 71 ~R 80each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 )
[0208] [ka]
[0209] (In the general formula (1-d), R 141 ~R 145 One of these is a single bond that binds to *h1, and R 141 ~R 145 The other one is a single bond that connects to *h2, *R that is not a single bond bonded to h1 and is not a single bond bonded to h2 141 ~R 145 Any pair of two or more adjacent groups of R 151 ~R 155 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 161 ~R 165 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, *R that is not a single bond bonded to h1 and is not a single bond bonded to h2 141 ~R 145 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 151 ~R 155 and R 161 ~R 165each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 )
[0210] In one aspect of the organic EL element of the present embodiment, in the compounds represented by the general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 ), but not a group represented by R C6 and R C7 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0211] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer contains at least one compound selected from the group consisting of the compound represented by general formula (cHT2-1), the compound represented by general formula (cHT2-2), and the compound represented by general formula (cHT2-3), and the second anode-side organic layer contains at least one compound selected from the group consisting of the compound represented by general formula (cHT3-1), the compound represented by general formula (cHT3-2), the compound represented by general formula (cHT3-3), and the compound represented by general formula (cHT3-4).
[0212] (Third anode-side organic layer) In one aspect of the organic EL device of the present embodiment, the hole-transporting region further includes a third anode-side organic layer, and the third anode-side organic layer is disposed between the second anode-side organic layer and the light-emitting region.
[0213] In one aspect of the organic EL element of this embodiment, the second anode-side organic layer and the third anode-side organic layer are in direct contact with each other.
[0214] In one aspect of the organic EL element of this embodiment, the third anode-side organic layer and the light-emitting region are in direct contact with each other.
[0215] In one aspect of the organic EL device of the present embodiment, the hole-transporting region is composed of only the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer, and in this case, the total thickness of the hole-transporting region corresponds to the sum of the thicknesses of the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer.
[0216] In one aspect of the organic EL element of the present embodiment, the compounds contained in the second anode-side organic layer are all different from the compounds contained in the third anode-side organic layer. An example of an embodiment that satisfies this condition is when compound AA, compound AB, and compound BB are different from one another, and the second anode-side organic layer contains one compound AA, and the third anode-side organic layer contains one compound BB. Also, for example, when the second anode-side organic layer contains two compounds, compound AA and compound AB, and the third anode-side organic layer contains one compound BB, this embodiment satisfies the condition because both compound AA and compound AB are different from compound BB. On the other hand, for example, when the second anode-side organic layer contains two compounds, compound AA and compound AB, and the third anode-side organic layer contains only one compound, compound AB, the second anode-side organic layer and the third anode-side organic layer contain the same compound with respect to compound AB, and therefore the condition is not satisfied.
[0217] In one aspect of the organic EL element of the present embodiment, the third anode-side organic layer does not contain the compound contained in the first anode-side organic layer.
[0218] In one aspect of the organic EL element of the present embodiment, the third anode-side organic layer contains at least one compound selected from the group consisting of the compound represented by the general formula (cHT3-1), the compound represented by the general formula (cHT3-2), the compound represented by the general formula (cHT3-3), and the compound represented by the general formula (cHT3-4).
[0219] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer contain a monoamine compound having only one substituted or unsubstituted amino group in the molecule. In one aspect of the organic EL device of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer do not contain a diamine compound.
[0220] In one aspect of the organic EL element of the present embodiment, at least one of the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer may contain a diamine compound.
[0221] In one aspect of the organic EL element of this embodiment, the compound forming the third anode-side organic layer may be referred to as a third hole-transporting region material.
[0222] (Fourth anode-side organic layer) In one aspect of the organic EL device of the present embodiment, the hole-transporting region further includes a fourth anode-side organic layer, and the fourth anode-side organic layer is disposed between the third anode-side organic layer and the light-emitting region.
[0223] In one aspect of the organic EL element of this embodiment, the fourth anode-side organic layer and the light-emitting region are in direct contact with each other. In one aspect of the organic EL element of the present embodiment, the fourth anode-side organic layer and the third anode-side organic layer are in direct contact with each other. In one aspect of the organic EL element of the present embodiment, a first anode-side organic layer, a second anode-side organic layer, a third anode-side organic layer, and a fourth anode-side organic layer are arranged in this order from the anode side.
[0224] In one aspect of the organic EL device of this embodiment, the fourth anode-side organic layer is a barrier layer. For example, when a barrier layer is disposed on the anode side of the first emitting layer, the barrier layer transports holes and blocks electrons from reaching each organic layer in the hole transport zone disposed on the anode side of the barrier layer. Alternatively, a barrier layer may be provided in direct contact with the first emitting layer to prevent excitation energy from leaking from the first emitting layer to its surrounding layers. The barrier layer disposed on the anode side of the first emitting layer blocks excitons generated in the first emitting layer from migrating to each organic layer in the hole transport zone. It is preferable that the first emitting layer and the barrier layer are in direct contact with each other.
[0225] In one aspect of the organic EL device of this embodiment, the fourth anode-side organic layer contains a fourth hole-transporting region material. In one aspect of the organic EL device of this embodiment, the fourth hole transporting region material and the third hole transporting region material are different compounds. In one aspect of the organic EL device of this embodiment, the fourth hole transporting region material, the third hole transporting region material, and the second hole transporting region material are different compounds.
[0226] In one aspect of the organic EL element of the present embodiment, the fourth anode-side organic layer contains at least one compound selected from the group consisting of the compound represented by the general formula (cHT3-1), the compound represented by the general formula (cHT3-2), the compound represented by the general formula (cHT3-3), and the compound represented by the general formula (cHT3-4). In one aspect of the organic EL element of the present embodiment, both the third anode-side organic layer and the fourth anode-side organic layer may contain a compound represented by General Formula (cHT3-1). However, the compound contained in the third anode-side organic layer and the compound contained in the fourth anode-side organic layer have different molecular structures.
[0227] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer contain a monoamine compound having only one substituted or unsubstituted amino group in the molecule. In one aspect of the organic EL device of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer do not contain a diamine compound.
[0228] In one aspect of the organic EL element of the present embodiment, at least any one of the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer may contain a diamine compound.
[0229] In this embodiment, all groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.
[0230] In this embodiment, the first hole transport zone material, the second hole transport zone material, the third hole transport zone material, and the fourth hole transport zone material may be referred to as hole transport zone materials.
[0231] (Method of manufacturing hole transporting material) The hole transporting material according to this embodiment can be produced by a known method, or can be produced by following the method and using known alternative reactions and raw materials suited to the intended product.
[0232] (Specific Examples of Hole Transporting Zone Materials) Specific examples of the hole transport material according to this embodiment include the following compounds, however, the present invention is not limited to these specific examples.
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[0317] In one aspect of the organic EL element of the present embodiment, the second organic material (first hole-transporting region material) contained in the first anode-side organic layer is preferably at least one compound selected from the group of compounds listed below.
[0318] [ka]
[0319] [ka]
[0320] [ka]
[0321] In one aspect of the organic EL element of the present embodiment, the compound (second hole-transporting region material) contained in the second anode-side organic layer is preferably at least one compound selected from the group of compounds listed below.
[0322] [ka]
[0323] [ka]
[0324] [ka]
[0325] In one aspect of the organic EL element of the present embodiment, the compound (third hole-transporting region material) contained in the third anode-side organic layer is preferably at least one compound selected from the group of compounds listed below.
[0326] [ka]
[0327] [ka]
[0328] In some cases, a compound exemplified as a compound contained in any one of the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer is also shown as an example of another layer. In the present embodiment, however, different compounds can be appropriately selected from the group of exemplified compounds as compounds that can be used in the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer.
[0329] (Specific Examples of Doping Compounds) Specific examples of the doping compound as the first organic material include the following compounds, however, the present invention is not limited to these specific examples of the doping compound.
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[0376] (Light-emitting area) The light-emitting region includes at least one light-emitting layer, the at least one light-emitting layer being a first light-emitting layer.
[0377] (First light-emitting layer) The first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound. The first host material is not particularly limited, but for example, a compound selected from the group consisting of a compound represented by general formula (H10) described below and a first compound described below can be used. The first additional host material is not particularly limited, but for example, a compound represented by general formula (H20) described below can be used. The first light-emitting compound is not particularly limited, but for example, a compound selected from the group consisting of a compound represented by general formula (6) described later, a third compound and a fourth compound described later can be used. The first light-emitting compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 500 nm or less, more preferably a compound that exhibits luminescence with a maximum peak wavelength of 430 nm or more and 480 nm or less. The first light-emitting compound is preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, more preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more and 480 nm or less.
[0378] In one aspect of the organic EL device according to this embodiment, the half width of the maximum peak of the first light-emitting compound is 1 nm or more and 30 nm or less.
[0379] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is a compound that does not contain an azine ring structure in the molecule.
[0380] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.
[0381] Examples of fluorescent compounds that can be used in the first light-emitting layer and emit blue fluorescence include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives. In this specification, blue light emission refers to light emission having a maximum peak wavelength in the emission spectrum within the range of 430 nm or more and 500 nm or less.
[0382] In one aspect of the organic EL element of the present embodiment, when the light-emitting region has two or more light-emitting layers, all of the two or more light-emitting layers are fluorescent light-emitting layers. In one aspect of the organic EL device according to this embodiment, the first emitting layer does not contain a metal complex. Also, in one aspect of the organic EL device according to this embodiment, the first emitting layer does not contain a boron-containing complex.
[0383] In one aspect of the organic EL device according to this embodiment, the first emitting layer does not contain a phosphorescent material (dopant material). In one aspect of the organic EL device according to this embodiment, the first light-emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex, for example, an iridium complex, an osmium complex, or a platinum complex.
[0384] The maximum peak wavelength of a compound is measured as follows: A 5 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the emission spectrum of this sample (vertical axis: emission intensity, horizontal axis: wavelength) is measured at room temperature (300 K). The emission spectrum can be measured using a spectrofluorometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measurement device is not limited to the device used here. In the emission spectrum, the peak wavelength at which the emission intensity is maximum is defined as the maximum peak wavelength. In this specification, the maximum peak wavelength of fluorescent emission may be referred to as the maximum fluorescent emission peak wavelength (FL-peak).
[0385] In the emission spectrum of the first light-emitting compound, the peak at which the emission intensity is greatest is defined as the maximum peak, and when the height of the maximum peak is defined as 1, the heights of other peaks appearing in the emission spectrum are preferably less than 0.6. Note that the peaks in the emission spectrum are defined as local maxima. In addition, it is preferable that the number of peaks in the emission spectrum of the first luminescent compound is less than three.
[0386] In one aspect of the organic EL device according to this embodiment, the first light-emitting layer contains the first light-emitting compound in an amount of 0.5% by mass or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first light-emitting compound in an amount of 10 mass % or less of the total mass of the first light-emitting layer, more preferably 7 mass % or less of the total mass of the first light-emitting layer, and even more preferably 5 mass % or less of the total mass of the first light-emitting layer.
[0387] In this specification, the term "host material" refers to a material that is contained in "50% by mass or more of a layer", for example. In one aspect of the organic EL device according to this embodiment, the first emitting layer preferably contains the first host material and the first additional host material in a total amount of 60 mass % or more of the total mass of the first emitting layer, more preferably 70 mass % or more of the total mass of the first emitting layer, even more preferably 80 mass % or more of the total mass of the first emitting layer, still more preferably 90 mass % or more of the total mass of the first emitting layer, and even more preferably 95 mass % or more of the total mass of the first emitting layer. The first emitting layer preferably contains the first host material and the first additional host material in a total amount of 99% by mass or less of the total mass of the first emitting layer. The upper limit of the total content of the first host material, the first additional host material, and the first light-emitting compound in the first light-emitting layer is 100% by mass.
[0388] In the organic EL device according to this embodiment, the first light-emitting layer may contain materials other than the first host material, the first additional host material, and the first light-emitting compound. The first light-emitting layer may contain only one type of first host material or two or more types. The first light-emitting layer may contain only one type of first additional host material or two or more types. The first light-emitting layer may contain only one type of first light-emitting compound or two or more types.
[0389] (First Host Material) In one aspect of the organic EL device according to this embodiment, the first host material has at least one deuterium atom. In one aspect of the organic EL device according to this embodiment, the first host material does not have a deuterium atom.
[0390] In one aspect of the organic EL device according to this embodiment, the first host material is a compound represented by the following general formula (H10).
[0391] [ka]
[0392] (In the general formula (H10), X3 is an oxygen atom or a sulfur atom, The Three Rs 310 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 311 ~R 314 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, R 301 ~R 308 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 310 ~R 314 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 301 and L 302 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 301 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the first host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are either identical or different.)
[0393] In one aspect of the organic EL element of the present embodiment, R 311 ~R 314 At least one pair of adjacent two or more of the groups bond to each other to form a substituted or unsubstituted benzene ring.
[0394] In one aspect of the organic EL element according to this embodiment, R 301 ~R 308 each independently has at least one deuterium atom. In one aspect of the organic EL element according to this embodiment, L 301 , L 302 , Ar 301 and R 310 ~R 314 each independently has at least one deuterium atom.
[0395] In one aspect of the organic EL device of this embodiment, the first host material is a compound represented by the following general formula (H31), (H32), or (H33).
[0396] [ka]
[0397] [ka]
[0398] [ka]
[0399] (In the general formulae (H31), (H32) and (H33), X3, R 301 ~R 308 , R 310 ~R 314 , L 301 , L 302 and Ar 301 each independently represents X3, R in the general formula (H10). 301 ~R 308 , R 310 ~R 314 , L 301 , L 302 and Ar 301 is synonymous with R 321 ~R 324 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0400] In one aspect of the organic EL device of this embodiment, the first host material is a compound represented by the following general formula (H301) or (H302).
[0401] [ka]
[0402] [ka]
[0403] (In the general formulae (H301) and (H302), X3, R 301 ~R 308 , R 311 ~R 314 , L 301 , L 302 and Ar 301 each independently represents X3, R in the general formula (H10). 301 ~R 308 , R 311 ~R 314 , L 301 , L 302 and Ar 301 is synonymous with R 315 ~R 317 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 315 ~R 317 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0404] In one aspect of the organic EL device of this embodiment, the first host material is a compound represented by the following general formula (H311), (H312), (H321), (H322), (H331), or (H332).
[0405] [ka]
[0406] [ka]
[0407] [ka]
[0408] [ka]
[0409] [ka]
[0410] [ka]
[0411] (In the general formulae (H311), (H312), (H321), (H322), (H331) and (H332), X3, R 301 ~R 308 , L 301 , L 302 and Ar 301 each independently represents X3, R in the general formula (H10). 301 ~R 308 , L 301 , L 302 and Ar 301 is synonymous with R 311 ~R 317 and R 321 ~R 324 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0412] In one aspect of the organic EL device of this embodiment, the L 301 and L 302 are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.
[0413] In one aspect of the organic EL device of this embodiment, the L 301 and L 302 are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.
[0414] In one aspect of the organic EL device of this embodiment, the L 301 and L 302 is a single bond.
[0415] In one aspect of the organic EL device of this embodiment, the first host material is a compound represented by the following general formula (H313), (H314), (H323), (H324), (H333), or (H334).
[0416] [ka]
[0417] [ka]
[0418] [ka]
[0419] [ka]
[0420] [ka]
[0421] [ka]
[0422] (In the general formulae (H313), (H314), (H323), (H324), (H333), and (H334), X3, R 301 ~R 308 , and Ar 301 each independently represents X3, R in the general formula (H10). 301 ~R 308 , and Ar 301 is synonymous with R 311 ~R 317 , R 321 ~R 324 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0423] In one aspect of the organic EL element of this embodiment, R 311 ~R 317 , R 321 ~R 324 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0424] In one aspect of the organic EL element of this embodiment, R 311 ~R 317 , R 321 ~R 324 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0425] In one aspect of the organic EL element of this embodiment, the first host material, Ar 301 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0426] In one aspect of the organic EL element of this embodiment, the first host material, Ar 301 is a group represented by the following general formula (a1), (a2), (a3) or (a4).
[0427] [ka]
[0428] (In the general formulae (a1), (a2), (a3) and (a4), R 330 ~R 335 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 341 ~R 348 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 330 ~R 335 and R 341 ~R 348 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, Multiple R 330 are the same or different from each other, *L 301 )
[0429] In one aspect of the organic EL element of this embodiment, the first host material, Ar 301 is a group represented by the general formula (a1) or (a2).
[0430] In one aspect of the organic EL element of this embodiment, R 330 ~R 335 and R 341 ~R 348 is a hydrogen atom.
[0431] In one aspect of the organic EL device of this embodiment, X3 in the first host material is an oxygen atom.
[0432] In one aspect of the organic EL element of this embodiment, R 301 ~R 308 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0433] In one aspect of the organic EL element of this embodiment, R 301 ~R 308 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0434] In one aspect of the organic EL element of this embodiment, R 301 ~R 308 is a hydrogen atom.
[0435] (First Additional Host Material) In one aspect of the organic EL device according to this embodiment, the first additional host material has at least one deuterium atom. In one aspect of the organic EL device according to this embodiment, the first additional host material does not have a deuterium atom.
[0436] Compounds represented by the general formula (H20) In one aspect of the organic EL device according to this embodiment, the first additional host material is a compound represented by the following general formula (H20).
[0437] [ka]
[0438] (In the general formula (H20), R 201 ~R 208 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a group represented by the following general formula (H21): [ka] (In the general formulas (H20) and (H21), L 201 , L 202 and L 203 are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 201 , Ar 202 and Ar 203 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. (In the first additional host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are either identical or different.)
[0439] In one aspect of the organic EL element according to this embodiment, Ar 201 , Ar 202 and Ar 203 are each independently a phenyl group, a naphthyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothienyl group, a naphthobenzofuranyl group, or a naphthobenzothienyl group.
[0440] In one aspect of the organic EL element according to this embodiment, R 201 ~R 208 each independently has at least one deuterium atom. In one aspect of the organic EL element according to this embodiment, L 201 , L 202 , L 203 , Ar 201 , Ar 202 and Ar 203 each independently has at least one deuterium atom.
[0441] In one aspect of the organic EL device according to this embodiment, the compound represented by the general formula (H20) is a compound represented by the following general formula (201), general formula (202), general formula (203), general formula (204), general formula (205), general formula (206), general formula (207), general formula (208), or general formula (209).
[0442] [ka]
[0443] [ka]
[0444] [ka]
[0445] [ka]
[0446] [ka]
[0447] [ka]
[0448] [ka]
[0449] [ka]
[0450] [ka]
[0451] (In the general formulas (201) to (209), L 201 and Ar 201 represents L in the general formula (H20). 201 and Ar 201 is synonymous with R 201 ~R 208 are each independently R in the general formula (H20). 201 ~R 208 is equivalent to
[0452] In one aspect of the organic EL element according to this embodiment, the compound represented by the general formula (H20) is a compound represented by the following general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula (226), general formula (227), general formula (228), or general formula (229).
[0453] [ka]
[0454] [ka]
[0455] [ka]
[0456] [ka]
[0457] [ka]
[0458] [ka]
[0459] [ka]
[0460] [ka]
[0461] [ka]
[0462] (In the general formula (221), the general formula (222), the general formula (223), the general formula (224), the general formula (225), the general formula (226), the general formula (227), the general formula (228) and the general formula (229), R 201 and R 203 ~R 208 are each independently R in the general formula (H20). 201 and R 203 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (H20). 201 and Ar 201 is synonymous with L 203 represents L in the general formula (H21). 203 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (H21). 203 is synonymous with Ar 203 and Ar 201 are either identical or different.)
[0463] In one aspect of the organic EL device according to this embodiment, the compound represented by the general formula (H20) is a compound represented by the following general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula (246), general formula (247), general formula (248), or general formula (249).
[0464] [ka]
[0465] [ka]
[0466] [ka]
[0467] [ka]
[0468] [ka]
[0469] [ka]
[0470] [ka]
[0471] [ka]
[0472] [ka]
[0473] (In the general formula (241), the general formula (242), the general formula (243), the general formula (244), the general formula (245), the general formula (246), the general formula (247), the general formula (248) and the general formula (249), R 201 , R 202 and R 204 ~R 208 are each independently R in the general formula (H20). 201 , R 202 and R 204 ~R 208 is synonymous with L 201 and Ar 201respectively represent L in the general formula (H20). 201 and Ar 201 is synonymous with L 203 represents L in the general formula (H21). 203 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (H21). 203 is synonymous with Ar 203 and Ar 201 are either identical or different.)
[0474] In one aspect of the organic EL element according to this embodiment, in the general formula (H20), R 201 ~R 208 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or —Si(R 901 )(R 902 )(R 903 ) is a group represented by the formula:
[0475] In one aspect of the organic EL element according to this embodiment, in the general formula (H20), L 101 is a single bond or an unsubstituted arylene group having 6 to 22 ring carbon atoms, and Ar 101 represents a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.
[0476] In one aspect of the organic EL element according to this embodiment, in the general formula (H20), R 201 ~R 208 is preferably a hydrogen atom in order to prevent the suppression of intermolecular interactions and the decrease in electron mobility. 201 ~R 208 may be a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0477] In one aspect of the organic EL device according to this embodiment, when the light-emitting region has at least a first light-emitting layer containing a first host material represented by general formula (H10) and a first additional host material represented by general formula (H20), and a second light-emitting layer containing a second host material, in the compounds represented by general formulas (H10) and (H20), R which is a substituent of the anthracene skeleton 301 ~R 308 and R 201 ~R 208 is preferably a hydrogen atom in order to prevent the suppression of intermolecular interactions and the decrease in electron mobility. 301 ~R 308 and R 201 ~R 208 may be a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. One aspect of the organic EL element according to this embodiment may have an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order, or the order of the first light-emitting layer and the second light-emitting layer may be reversed. For example, when the stacking order of the first emitting layer and the second emitting layer is the second emitting layer and the first emitting layer from the anode side, and the first host material contained in the first emitting layer is represented by the general formula (H10) and the first additional host material is a compound represented by the general formula (H20), the following phenomenon may occur. 301 ~R 308 and R 201 ~R 208 is preferably not a bulky substituent. In the general formulae (H10) and (H20), R 301 ~R 308 and R 201 ~R 208When H1 becomes a bulky substituent such as an alkyl group or a cycloalkyl group, intermolecular interactions are suppressed, the electron mobility with respect to the second host material decreases, and the relationship μe(H1)>μe(H2) in the formula (Mathematical formula 3) described below may not be satisfied. When the first emitting layer contains a first host material represented by the general formula (H10) and a first additional host material represented by the general formula (H20), satisfying the relationship μe(H1)>μe(H2) is expected to suppress a decrease in the recombination ability of holes and electrons in the second emitting layer and a decrease in luminous efficiency. The substituent may be a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 The group represented by the formula (I), the halogen atom, the cyano group, and the nitro group may be bulky, and the alkyl group and the cycloalkyl group may be even more bulky. In the compounds represented by the general formulas (H10) and (H20), R 301 ~R 308 and R 201 ~R 208 is preferably not a bulky substituent, is preferably not an alkyl group or a cycloalkyl group, and is preferably not an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.
[0478] In the general formulae (H10) and (H20), R 301 ~R 308 and R 201 ~R 208 It is also preferable that the substituent in the case of "substituted or unsubstituted" does not include the above-mentioned potentially bulky substituents, particularly substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. 301 ~R 308 and R 201 ~R 208 When the substituent in "substituted or unsubstituted" in the above does not include a substituted or unsubstituted alkyl group or a substituted or unsubstituted cycloalkyl group, it is possible to prevent suppression of intermolecular interactions due to the presence of bulky substituents such as alkyl groups and cycloalkyl groups, and to prevent a decrease in electron mobility. Furthermore, when such a compound is used in the first emitting layer as the first host material and the first additional host material, it is possible to suppress a decrease in the recombination ability of holes and electrons in the second emitting layer and a decrease in luminous efficiency.
[0479] R, a substituent of the anthracene skeleton 301 ~R 308 and R 201 ~R 208 R is not a bulky substituent, but rather a substituent 301 ~R 308 and R 201 ~R 208 It is more preferable that R is unsubstituted. 301 ~R 308 and R 201 ~R 208 is not a bulky substituent, R as a non-bulky substituent 301 ~R 308 and R 201 ~R 208 When a substituent is bonded to R, the substituent is preferably not a bulky substituent. 301 ~R 308 and R 201 ~R 208The substituent bonded to is preferably not an alkyl group or a cycloalkyl group, and is preferably an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, or —Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.
[0480] In the first host material, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted". In the first additional host material, any group described as "substituted or unsubstituted" is preferably an "unsubstituted" group.
[0481] In one aspect of the organic EL device according to this embodiment, the first host material is substantially free of deuterium atoms, and the first additional host material has at least one deuterium atom. In one aspect of the organic EL device according to this embodiment, the first emitting layer contains a compound represented by general formula (H10) as a first host material and a compound represented by general formula (H20) as a first additional host material, and at least one of the compound represented by general formula (H10) and the compound represented by general formula (H20) has at least one deuterium atom.
[0482] In one aspect of the organic EL device according to this embodiment, the first emitting layer comprises a compound represented by general formula (H10) as a first host material and a compound represented by general formula (H20) as a first additional host material, wherein the compound represented by general formula (H10) is substantially free of deuterium atoms, and the compound represented by general formula (H20) comprises at least one deuterium atom. In one aspect of the organic EL device according to this embodiment, the first emitting layer comprises a compound represented by general formula (H10) as a first host material and a compound represented by general formula (H20) as a first additional host material, wherein the compound represented by general formula (H10) contains at least one deuterium atom and the compound represented by general formula (H20) contains substantially no deuterium atoms. Here, the phrase "the compound is substantially free of compounds having deuterium atoms" means that the compound may contain no deuterium atoms at all or may contain deuterium atoms at a natural abundance level, for example, 0.015% or less. In one aspect of the organic EL device according to this embodiment, the first emitting layer comprises a compound represented by general formula (H10) as a first host material, and a compound represented by general formula (H20) as a first additional host material, and the compound represented by general formula (H10) and the compound represented by general formula (H20) are substantially free of deuterium atoms.
[0483] (Method for Producing First Host Material and First Additional Host Material) The first host material and the first additional host material can be produced by a known method. Alternatively, the first host material and the first additional host material can be produced by following a known method and using known alternative reactions and raw materials suited to the intended product.
[0484] (Specific Examples of the First Host Material and the First Additional Host Material) Specific examples of the first host material and the first additional host material include the following compounds, however, the present invention is not limited to these specific examples of the first host material and the first additional host material.
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[0510] (First luminescent compound) In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is a compound represented by the following general formula (6).
[0511] [ka]
[0512] (In the general formula (6), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 601 and R 602 each independently bond to the ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle, R that does not form the substituted or unsubstituted heterocycle 601 and R 602 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0513] In one aspect of the organic EL device according to this embodiment, ring a, ring b, and ring c are rings (substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring carbon atoms, or substituted or unsubstituted heterocyclic rings having 5 to 50 ring atoms) fused to the central fused bicyclic structure of general formula (6) composed of a boron atom and two nitrogen atoms.
[0514] The "aromatic hydrocarbon rings" of rings a, b, and c have the same structure as compounds in which a hydrogen atom has been introduced into an "aryl group." The "aromatic hydrocarbon ring" of ring a contains the three carbon atoms on the central fused two-ring structure of the general formula (6) as ring-forming atoms. The "aromatic hydrocarbon ring" of ring b and ring c contains the two carbon atoms on the central fused two-ring structure of general formula (6) as ring-forming atoms.
[0515] Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom has been introduced into the "aryl group" described in specific example group G1. The "heterocycles" of ring a, ring b, and ring c have the same structure as the compounds in which a hydrogen atom has been introduced into the above-mentioned "heterocyclic group." The "heterocycle" of ring a contains three carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. The "heterocycle" of rings b and c contains two carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. Specific examples of "substituted or unsubstituted heterocycles having 5 to 50 ring atoms" include compounds in which a hydrogen atom has been introduced into the "heterocyclic group" described in specific example group G2.
[0516] R 601 and R 602 may each independently bond to ring a, ring b, or ring c to form a substituted or unsubstituted heterocyclic ring. In this case, the heterocyclic ring contains the nitrogen atom on the central fused bicyclic structure of the general formula (6). In this case, the heterocyclic ring may contain a heteroatom other than the nitrogen atom. R 601 and R 602 is bonded to ring a, ring b, or ring c specifically means that an atom constituting ring a, ring b, or ring c is bonded to R601 and R 602 It means that the atoms that make up R are bonded together. 601 is bonded to the a ring, and R 601 and ring a may be fused to form a two-ring (or three- or more-ring) fused nitrogen-containing heterocycle. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to the nitrogen-containing two- or more-ring fused heterocyclic groups in specific example group G2. R 601 When is bonded to ring b, R 602 When R is bonded to ring a, 602 The same applies when is bonded to ring c. R 601 and R 602 may each independently not be bonded to ring a, ring b, or ring c.
[0517] In one embodiment, the ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms. In one embodiment, the ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.
[0518] In one embodiment, R in general formula (6) 601 and R 602 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms is preferred.
[0519] In one embodiment, the compound represented by the general formula (6) is a compound represented by the following general formula (62):
[0520] [ka]
[0521] (In the general formula (62), R 601A is R 611 and R 621 to form a substituted or unsubstituted heterocycle, or not to form a substituted or unsubstituted heterocycle, R 602A is R 613 and R 614 to form a substituted or unsubstituted heterocycle, or not to form a substituted or unsubstituted heterocycle, R that does not form the substituted or unsubstituted heterocycle 601A and R 602A are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 611 ~R 621 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted heterocyclic ring, the monocyclic ring, or the fused ring. 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the general formula (62), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are either identical or different.)
[0522] R in the general formula (62) 601A and R 602A are R in the general formula (6), respectively. 601 and R 602 is a group corresponding to For example, R 601A and R 611 may be bonded to form a two-ring (or three- or more-ring) nitrogen-containing heterocyclic ring in which a ring containing the ring is fused with a benzene ring corresponding to ring a. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing two- or more-ring fused heterocyclic groups in specific example group G2. 601A and R 621 If R 602A and R 613 When R is bonded, 602A and R 614 The same applies when the two are combined.
[0523] R 611 ~R 621 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or They may be bonded to each other to form a substituted or unsubstituted fused ring. For example, R 611 and R 612 may be bonded to form a structure in which a benzene ring, an indole ring, a pyrrole ring, a benzofuran ring, a benzothiophene ring, or the like is fused to the six-membered ring to which they are bonded, and the fused ring formed is a naphthalene ring, a carbazole ring, an indole ring, a dibenzofuran ring, or a dibenzothiophene ring.
[0524] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0525] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0526] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, a hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0527] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R 611 ~R 621 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0528] In one embodiment, the compound represented by the general formula (62) is a compound represented by the following general formula (63):
[0529] [ka]
[0530] (In the general formula (63), R 631 is R 646 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 633 is R 647 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 634 is R 651 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 641 is R 642 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 631 ~R 651 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted heterocyclic ring, the monocyclic ring, or the fused ring. 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0531] R 631 is R 646 may be bonded to form a substituted or unsubstituted heterocycle. For example, R 631 and R 646 are combined to form R 646 The benzene ring to which R is bonded, the ring containing N, and the benzene ring corresponding to ring a may be condensed to form a nitrogen-containing heterocyclic ring having three or more condensed rings. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing heterocyclic group having three or more condensed rings in the specific example group G2. 633 and R 647 If R 634 and R 651 When R is bonded, 641 and R 642 The same applies when the two are combined.
[0532] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0533] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0534] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, a hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0535] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R 631 ~R 651 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0536] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63A):
[0537] [ka]
[0538] (In the general formula (63A), R 661 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 662 ~R 665 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0539] In one embodiment, R 661 ~R 665 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0540] In one embodiment, R 661 ~R 665 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0541] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B):
[0542] [ka]
[0543] (In the general formula (63B), R 671 and R 672 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 673 ~R 675 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0544] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B').
[0545] [ka]
[0546] (In the general formula (63B'), R 672 ~R 675 are each independently R in the general formula (63B). 672 ~R 675 is equivalent to
[0547] In one embodiment, R 671 ~R 675 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0548] In one embodiment, R 672 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 671 and R 673 ~R 675 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0549] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C):
[0550] [ka]
[0551] (In the general formula (63C), R 681 and R 682 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R683 ~R 686 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0552] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C'):
[0553] [ka]
[0554] (In the general formula (63C'), R 683 ~R 686 are each independently R in the general formula (63C). 683 ~R 686 is equivalent to
[0555] In one embodiment, R 681 ~R 686 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0556] In one embodiment, R 681 ~R 686 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0557] The compound represented by the general formula (6) is first prepared by connecting the ring a, ring b, and ring c to a linking group (NR 601 and groups containing NR 602The intermediate is produced by linking the rings a, b, and c with a linking group (a group containing a boron atom) (reaction 2), and the final product is produced by linking the rings a, b, and c with a linking group (a group containing a boron atom) (reaction 2). In reaction 1, an amination reaction such as the Bachburt-Hartwig reaction can be applied. In reaction 2, a tandem hetero-Friedel-Crafts reaction can be applied.
[0558] In one embodiment, the compound represented by the general formula (6) is a compound represented by the following general formula (42-2):
[0559] [ka]
[0560] (In the general formula (42-2), R 611 ~R 617 , R 601A and R 602A are each independently R in the general formula (62). 611 ~R 617 , R 601A and R 602A is synonymous with X4 is an oxygen atom or a sulfur atom, R 701 ~R 704 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the fused ring 701 ~R 704 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, (In the general formula (42-2), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently R in the general formula (62). 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 is equivalent to
[0561] (Specific examples of compounds represented by formula (6)) Specific examples of the compound represented by the general formula (6) are listed below, but these are merely illustrative, and the compound represented by the general formula (6) is not limited to the following specific examples.
[0562] [ka]
[0563] [ka]
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[0575] In one aspect of the organic EL element of this embodiment, the light-emitting region is composed of only the first light-emitting layer. In one aspect of the organic EL device of this embodiment, the light-emitting region includes a first light-emitting layer and a second light-emitting layer. In one aspect of the organic EL element of this embodiment, the light-emitting region is composed of only the first light-emitting layer and the second light-emitting layer. In one aspect of the organic EL device of this embodiment, the light-emitting region may include an organic layer different from the first light-emitting layer and the second light-emitting layer.
[0576] In one aspect of the organic EL device according to this embodiment, the light-emitting region includes at least a first light-emitting layer containing a first host material and a first additional host material, and a second light-emitting layer containing a second host material, the first host material and the second host material being different from each other, and the first additional host material and the second host material being different from each other. When the light-emitting region has at least a first light-emitting layer and a second light-emitting layer, the light-emitting efficiency can be improved by utilizing triplet-triplet annhilation (sometimes referred to as TTA). TTA is a mechanism in which triplet excitons collide with each other to generate singlet excitons. The TTA mechanism is also sometimes called the TTF mechanism, as described in WO 2010 / 134350.
[0577] The TTF phenomenon will be explained. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As has been conventionally known, the spin state of these excitons is 25% singlet excitons and 75% triplet excitons. In conventional fluorescent elements, 25% of the singlet excitons emit light when they relax to the ground state, but the remaining 75% of the triplet excitons return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent elements was said to be 25%. On the other hand, the behavior of triplet excitons generated inside organic materials has been theoretically investigated. According to S.M. Bachilo et al. (J.Phys.Chem.A,104,7711(2000)), assuming that higher-order excitons such as quintets immediately return to triplets, triplet excitons (hereinafter referred to as triplet excitons) 3 A * When the density of triplet excitons (hereinafter referred to as triplet excitons) increases, triplet excitons collide with each other, causing the reaction shown in the following formula: 1 A represents the ground state, 1 A * represents the lowest excited singlet exciton. 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A * That is, 5 3 A * →4 1 A+1A * It is predicted that 1 / 5, or 20%, of the 75% of triplet excitons initially generated will convert to singlet excitons. Therefore, the singlet excitons contributing to light are 40%, calculated by adding 75% × (1 / 5) = 15% to the initially generated 25%. In this case, the TTF ratio (TTF ratio) of the total luminescence intensity is 15 / 40, or 37.5%. Furthermore, if we assume that singlet excitons are generated by collisions between the initially generated 75% triplet excitons (i.e., one singlet exciton is generated from two triplet excitons), then an extremely high internal quantum efficiency of 62.5% is obtained by adding 75% × (1 / 2) = 37.5% to the initially generated 25% singlet excitons. In this case, the TTF ratio is 37.5 / 62.5 = 60%.
[0578] In one aspect of the organic EL element according to the present embodiment, from the viewpoint of exhibiting the TTF mechanism, the triplet energy T1 of the first host material or the first additional host material and the triplet energy T1(H2) of the second host material preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 1), and more preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 2). In the following description, the triplet energy T1 of the first host material or the first additional host material will be collectively referred to as T1(H1). T1(H2)>T1(H1) ... (Number 1) T1(H2)-T1(H1)>0.03 eV … (Equation 2)
[0579] In one aspect of the organic EL element according to this embodiment, when the organic EL element has the first and second light-emitting layers that satisfy the relationship of the above mathematical formula (Mathematical Formula 1), the luminous efficiency of the element can be improved.
[0580] In one aspect of the organic EL device according to this embodiment, by satisfying the relationship of the above mathematical formula (Mathematical Formula 1), triplet excitons generated by recombination of holes and electrons in the second emitting layer are thought to be less likely to be quenched at the interface between the second emitting layer and the organic layer, even if excess carriers are present at the interface between the second emitting layer and the organic layer that is in direct contact with the second emitting layer. For example, when the recombination region is locally present at the interface between the second emitting layer and the hole transport layer or the electron blocking layer, quenching by excess electrons is thought to occur. On the other hand, when the recombination region is locally present at the interface between the second emitting layer and the electron transport layer or the hole blocking layer, quenching by excess holes is thought to occur. In one aspect of the organic EL device according to this embodiment, the first and second emitting layers are provided so as to satisfy the relationship of the above mathematical formula (Mathematical Formula 1), whereby triplet excitons generated in the second emitting layer can migrate to the first emitting layer without being quenched by excess carriers, and reverse migration from the first emitting layer to the second emitting layer can be suppressed. As a result, the TTF mechanism is exerted in the first emitting layer, singlet excitons are efficiently generated, and luminous efficiency is improved. In this way, the organic EL device comprises the second emitting layer, which mainly generates triplet excitons, and the first emitting layer, which mainly exhibits the TTF mechanism by utilizing triplet excitons transferred from the second emitting layer, as distinct regions, and uses compounds having a smaller triplet energy than the second host material in the second emitting layer as the first host material and the first additional host material in the first emitting layer, thereby creating a difference in triplet energy, thereby improving the luminous efficiency.
[0581] In one aspect of the organic EL element according to this embodiment, the first light-emitting layer and the second light-emitting layer are in direct contact with each other.
[0582] In this specification, a layer structure in which "the first light-emitting layer and the second light-emitting layer are in direct contact with each other" can include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) An embodiment in which a region in which the first host material, the first additional host material, and the second host material are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the process of vapor-depositing the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS2) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region in which the first host material, the first additional host material, the second host material, and the light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the process of vapor-depositing the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS3) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region consisting of the light-emitting compound, a region consisting of the first host material and the first additional host material, or a region consisting of the second host material is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and the region is present at the interface between the first emitting layer and the second emitting layer.
[0583] (Second light-emitting layer) In one aspect of the organic EL device according to this embodiment, the second emitting layer contains a second host material. The second host material is not particularly limited, but may be, for example, a compound selected from the group consisting of the first compound described below and the compound represented by general formula (H1). In one aspect of the organic EL device according to this embodiment, the second light-emitting layer contains a second light-emitting compound. The second light-emitting compound is not particularly limited, but may be, for example, a compound selected from the group consisting of a compound represented by general formula (6) described later, a third compound, and a fourth compound described later.
[0584] In one aspect of the organic EL device of this embodiment, the second emitting layer contains a second host material and a second emitting compound. In one aspect of the organic EL device of the present embodiment, the second light-emitting compound and the first light-emitting compound contained in the first light-emitting layer are either the same or different compounds. In one aspect of the organic EL device of this embodiment, the second host material and the first host material contained in the first emitting layer are different compounds. In one aspect of the organic EL device of this embodiment, the second host material and the first additional host material contained in the first emitting layer are different compounds. The second light-emitting compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 500 nm or less, more preferably a compound that exhibits luminescence with a maximum peak wavelength of 430 nm or more and 480 nm or less. The second light-emitting compound is preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, more preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. In one aspect of the organic EL device of this embodiment, the second emitting layer contains a second host material and a second emitting compound that emits light having a maximum peak wavelength of 500 nm or less.
[0585] In one aspect of the organic EL device according to this embodiment, the half width of the maximum peak of the second light-emitting compound is 1 nm or more and 30 nm or less. The method for measuring the maximum peak wavelength of the compound is as described above.
[0586] In one aspect of the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D1) of the first light-emitting compound and the triplet energy T1(H1) of the first host material or the first additional host material satisfy the relationship shown in the following mathematical formula (Mathematical Formula 4A): T1(D1)>T1(H1) ... (Math 4A)
[0587] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound and the first host material or the first additional host material satisfy the relationship of the mathematical formula (Mathematical Formula 4A). When triplet excitons generated in the second light-emitting layer move to the first light-emitting layer, they transfer energy to the molecules of the first host material or the first additional host material, rather than to the first light-emitting compound having a higher triplet energy. Furthermore, triplet excitons generated by recombination of holes and electrons on the first host material or the first additional host material do not transfer to the first light-emitting compound having a higher triplet energy. Triplet excitons generated by recombination on molecules of the first light-emitting compound quickly transfer energy to molecules of the first host material or the first additional host material. Triplet excitons of the first host material or the first additional host material do not transfer to the first light-emitting compound, but instead efficiently collide with each other on the first host material or the first additional host material due to the TTF phenomenon, thereby generating singlet excitons.
[0588] In one aspect of the organic EL device according to this embodiment, it is preferable that the singlet energy S1 of the first host material or the first additional host material and the singlet energy S1(D1) of the first light-emitting compound satisfy the relationship shown in the following mathematical formula (Mathematical Formula 4). In the following description, the singlet energy S1 of the first host material or the first additional host material will be collectively referred to as S1(H1). S1(H1)>S1(D1) ... (Number 4)
[0589] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound and the first host material or the first additional host material satisfy the relationship of the mathematical formula (Mathematical Formula 4), whereby the singlet energy of the first light-emitting compound is smaller than the singlet energy of the first host material or the first additional host material. Therefore, singlet excitons generated by the TTF phenomenon transfer energy from the first host material or the first additional host material to the first light-emitting compound, and contribute to the emission (preferably fluorescent emission) of the first light-emitting compound.
[0590] In one aspect of the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the second emitting layer and the first emitting layer from the anode side, it is preferable that the electron mobility μe(H2) of the second host material and the electron mobility μe of the first host material or the first additional host material satisfy the relationship of the following mathematical formula (3): When the first host material or the first additional host material and the second host material satisfy the relationship of the following mathematical formula (3), the recombination ability of holes and electrons in the second emitting layer is improved. In the following description, the electron mobility μe of the first host material or the first additional host material will be collectively referred to as μe(H1). μe(H1)>μe(H2) ... (Equation 3)
[0591] In one aspect of the organic EL element according to the present embodiment, when the stacking order of the first emitting layer and the second emitting layer is the second emitting layer and the first emitting layer from the anode side, it is also preferable that the hole mobility μh(H2) of the second host material and the hole mobility μh of the first host material or the first additional host material satisfy the relationship of the following mathematical formula (Mathematical Formula 31). In the following description, the hole mobility μh of the first host material or the first additional host material will be collectively referred to as μh(H1). μh(H2)>μh(H1) …(Equation 31)
[0592] In one aspect of the organic EL element according to this embodiment, when the stacking order of the first emitting layer and the second emitting layer is the second emitting layer and the first emitting layer from the anode side, it is also preferable that the hole mobility μh(H2) of the second host material, the electron mobility μe(H2) of the second host material, the hole mobility μh(H1) of the first host material or the first additional host material, and the electron mobility μe(H1) of the first host material or the first additional host material satisfy the relationship shown in the following formula (Formula 32). (μe(H1) / μh(H1))>(μe(H2) / μh(H2)) …(Math. 32)
[0593] In one aspect of the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second light-emitting compound satisfy the relationship shown in the following mathematical formula (Mathematical Formula 20). S1(H2)>S1(D2)…(Number 20)
[0594] When the second host material and the second light-emitting compound satisfy the relationship of mathematical formula (Mathematical Formula 20), singlet excitons generated on the second host material can easily transfer energy from the second host material to the second dopant material, contributing to the emission (preferably fluorescent emission) of the second light-emitting compound.
[0595] In the organic EL device according to the second embodiment, it is preferable that the triplet energy T1(H2) of the second host material and the triplet energy T1(D2) of the second light-emitting compound satisfy the relationship shown in the following mathematical formula (Mathematical Formula 20A). T1(D2)>T1(H2) ... (Math 20A)
[0596] When the second host material and the second light-emitting compound satisfy the relationship of mathematical formula (Mathematical Formula 20A), triplet excitons generated in the second light-emitting layer move over the second host material rather than the second light-emitting compound, which has a higher triplet energy, and therefore are more likely to move to the first light-emitting layer.
[0597] The methods for measuring the triplet energy T1, singlet energy S1, hole mobility, and electron mobility will be described later.
[0598] In one aspect of the organic EL device according to this embodiment, the second light-emitting compound is a compound that does not contain an azine ring structure in the molecule.
[0599] In one aspect of the organic EL device according to this embodiment, the second light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.
[0600] Examples of compounds that can be used in the second light-emitting layer and emit blue fluorescence include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives.
[0601] In one aspect of the organic EL device according to this embodiment, the second emitting layer does not contain a metal complex. Also, in one aspect of the organic EL device according to this embodiment, the second emitting layer does not contain a boron-containing complex.
[0602] In one aspect of the organic EL device according to this embodiment, the second emitting layer does not contain a phosphorescent material (dopant material). In one aspect of the organic EL device according to this embodiment, the second light-emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex.
[0603] In one aspect of the organic EL device according to this embodiment, the second light-emitting layer contains the light-emitting compound in an amount of 0.5% by mass or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the light-emitting compound in an amount of 10% by mass or less of the total mass of the second light-emitting layer, more preferably 7% by mass or less of the total mass of the second light-emitting layer, and even more preferably 5% by mass or less of the total mass of the second light-emitting layer.
[0604] In one aspect of the organic EL device according to this embodiment, the second emitting layer preferably contains the second host material in an amount of 60 mass % or more of the total mass of the second emitting layer, more preferably 70 mass % or more of the total mass of the second emitting layer, even more preferably 80 mass % or more of the total mass of the second emitting layer, still more preferably 90 mass % or more of the total mass of the second emitting layer, and even more preferably 95 mass % or more of the total mass of the second emitting layer. The second emitting layer preferably contains the second host material in an amount of 99.5% by mass or less of the total mass of the second emitting layer. When the second light-emitting layer contains a second host material and a second light-emitting compound, the upper limit of the total content of the second host material and the second light-emitting compound is 100% by mass.
[0605] In the organic EL device according to this embodiment, the second light-emitting layer may contain materials other than the second host material and the second light-emitting compound. The second light-emitting layer may contain only one type of second host material or two or more types of second light-emitting compounds.
[0606] In one aspect of the organic EL device according to this embodiment, the thickness of the first emitting layer is preferably 5 nm or more, more preferably 15 nm or more. When the thickness of the first emitting layer is 5 nm or more, if the emitting region includes a second emitting layer, triplet excitons that have migrated from the second emitting layer to the first emitting layer can be easily prevented from returning to the second emitting layer. Furthermore, when the thickness of the first emitting layer is 5 nm or more, triplet excitons can be sufficiently separated from the recombination moiety in the second emitting layer. In one aspect of the organic EL device according to the present embodiment, the thickness of the first light-emitting layer is preferably 20 nm or less, which can increase the density of triplet excitons in the first light-emitting layer and make the TTF phenomenon more likely to occur. In one aspect of the organic EL element according to this embodiment, the thickness of the first light-emitting layer is preferably 5 nm or more and 20 nm or less.
[0607] In one aspect of the organic EL device according to this embodiment, the thickness of the second light-emitting layer is preferably 3 nm or more, more preferably 5 nm or more, which is sufficient to cause recombination of holes and electrons in the second light-emitting layer. In one aspect of the organic EL device according to this embodiment, the thickness of the second emitting layer is preferably 15 nm or less, more preferably 10 nm or less, which is thin enough to allow triplet excitons to transfer to the first emitting layer. In one aspect of the organic EL element according to this embodiment, the thickness of the second light-emitting layer is more preferably 3 nm or more and 15 nm or less.
[0608] (First Host Material and Second Host Material) In one aspect of the organic EL device according to this embodiment, the first host material is preferably, in addition to the compounds exemplified above (such as the compounds represented by the general formulae (H10) and (H20)), a compound selected from the group consisting of first compounds represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X), general formula (16X), general formula (1000B), general formula (16X), general formula (17X-1), general formula (17X-2), general formula (17X-3), or general formula (18). In one aspect of the organic EL device according to this embodiment, the second host material is preferably a compound selected from the group consisting of a first compound represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X), general formula (16X), general formula (1000B), general formula (16X), general formula (17X-1), general formula (17X-2), general formula (17X-3) or general formula (18), a compound represented by the general formula (H10) and a compound represented by the general formula (H20). The first compound can also be used as the first host material, the first additional host material, and the second host material.
[0609] A compound represented by general formula (1) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (1): The first compound represented by the following general formula (1) has at least one group represented by the following general formula (11).
[0610] [ka]
[0611] In the general formula (1), R 101 ~R 110 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (11), However, R 101 ~R 110 at least one of is a group represented by the general formula (11), When a plurality of groups represented by the general formula (11) are present, the plurality of groups represented by the general formula (11) are the same or different from each other, L 101 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 101 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4 or 5; L 101 If there are two or more, there are two or more L 101 are identical to or different from each other, Ar 101 If there are two or more, there are two or more Ar 101 are identical to or different from each other, The symbol * in the general formula (11) indicates the bonding position to the pyrene ring in the general formula (1).
[0612] In the first compound represented by the general formula (1), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other.
[0613] In one embodiment, Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0614] In one embodiment, Ar 101 teeth, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, or A substituted or unsubstituted fluorenyl group is preferred.
[0615] In one embodiment, the first compound is preferably represented by the following general formula (101):
[0616] [ka]
[0617] (In the general formula (101), R 101 ~R 120 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, However, R 101 ~R 110 One of them is L 101 indicates the bond position with R 111 ~R 120 One of them is L 101 indicates the bonding position with L 101 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4 or 5; L 101 If there are two or more, there are two or more L 101 are either identical or different.)
[0618] In one embodiment, L 101is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
[0619] In one embodiment, R 101 ~R 110 It is preferable that two or more of the above are groups represented by the general formula (11).
[0620] In one embodiment, R 101 ~R 110 At least two of the groups are groups represented by the general formula (11), and Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0621] In one embodiment, Ar 101 is not a substituted or unsubstituted pyrenyl group, L 101 is not a substituted or unsubstituted pyrenylene group, R which is not a group represented by the general formula (11) 101 ~R 110 The substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as represented by is preferably not a substituted or unsubstituted pyrenyl group.
[0622] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0623] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms is preferred.
[0624] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 is preferably a hydrogen atom.
[0625] A compound represented by the general formula (1X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (1X).
[0626] [ka]
[0627] (In the general formula (1X), R 101 ~R 112 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (11X), However, R 101 ~R 112 at least one of is a group represented by the general formula (11X), When a plurality of groups represented by the general formula (11X) are present, the plurality of groups represented by the general formula (11X) are the same or different from each other, L 101 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 101 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx is 1, 2, 3, 4 or 5; L 101 If there are two or more, there are two or more L 101 are identical to or different from each other, Ar 101 If there are two or more, there are two or more Ar 101 are identical to or different from each other, The symbol * in the general formula (11X) indicates the bonding position to the benz[a]anthracene ring in the general formula (1X).
[0628] In one aspect of the organic EL device according to this embodiment, the group represented by the general formula (11X) is a group represented by the following general formula (111X).
[0629] [ka]
[0630] (In the general formula (111X), X1 is a CR 143 R 144 , oxygen atom, sulfur atom, or NR 145 and L 111 and L 112 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, ma is 1, 2, 3 or 4; mb is 1, 2, 3 or 4; ma+mb is 2, 3 or 4, Ar 101 represents Ar in the general formula (11). 101 is synonymous with R 141 , R 142 , R 143 , R 144 and R 145 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mc is 3, The Three Rs 141 are identical to or different from each other, md is 3, The Three Rs 142 are either identical or different.)
[0631] In the group represented by the general formula (111X), L is located at any one of positions *1 to *4 among positions *1 to *8 of carbon atoms in the ring structure represented by the following general formula (111aX): 111 is bonded, and R is placed in the remaining three positions of *1 to *4. 141 is bonded, and L is at any one of positions *5 to *8. 112 is bonded, and R is placed in the remaining three positions of *5 to *8. 142 are combined.
[0632] [ka]
[0633] For example, in the group represented by the general formula (111X), L 111 is bonded to the carbon atom marked with *2 in the ring structure represented by the general formula (111aX), and L 112 When is bonded to the carbon atom at *7 in the ring structure represented by the general formula (111aX), the group represented by the general formula (111X) is represented by the following general formula (111bX).
[0634] [ka]
[0635] (In the general formula (111bX), X1, L 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R 145 each independently represents X1, L in the general formula (111X). 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R 145 is synonymous with Multiple R 141 are identical to or different from each other, Multiple R 142 are either identical or different.)
[0636] In the organic EL device according to this embodiment, the group represented by the general formula (111X) is preferably a group represented by the general formula (111bX).
[0637] In the compound represented by the general formula (1X), it is preferable that ma is 1 or 2, and mb is 1 or 2.
[0638] In the compound represented by the general formula (1X), it is preferable that ma is 1 and mb is 1.
[0639] In the compound represented by the general formula (1X), Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0640] In the compound represented by the general formula (1X), Ar 101 teeth, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted benz[a]anthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, or A substituted or unsubstituted fluorenyl group is preferred.
[0641] The compound represented by the general formula (1X) is also preferably represented by the following general formula (101X).
[0642] [ka]
[0643] (In the general formula (101X), R 111 and R 112 One of them is L 101 indicates the bond position with R 133 and R 134 One of them is L 101 indicates the bonding position with R 101 ~R 110 , R 121 ~R 130 , L 101 R is not a bond position with 111 or R 112 , and L 101 R is not a bond position with 133 or R 134 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 101 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2, 3, 4 or 5; L 101 If there are two or more, there are two or more L 101 are either identical or different.)
[0644] In the compound represented by the general formula (1X), L 101 teeth, a single bond, or It is preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
[0645] The compound represented by the general formula (1X) is also preferably represented by the following general formula (102X).
[0646] [ka]
[0647] (In the general formula (102X), R 111 and R112 One of them is L 111 indicates the bond position with R 133 and R 134 One of them is L 112 indicates the bonding position with R 101 ~R 110 , R 121 ~R 130 , L 111 R is not a bond position with 111 or R 112 and L 112 R is not a bond position with 133 or R 134 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, X1 is a CR 143 R 144 , oxygen atom, sulfur atom, or NR 145 and L 111 and L 112 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, ma is 1, 2, 3 or 4; mb is 1, 2, 3 or 4; ma+mb is 2, 3, 4 or 5, R 141 , R 142 , R 143 , R 144 and R 145 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mc is 3, The Three Rs141 are identical to or different from each other, md is 3, The Three Rs 142 are either identical or different.)
[0648] In the compound represented by the general formula (1X), it is preferable that ma in the general formula (102X) is 1 or 2, and mb is 1 or 2.
[0649] In the compound represented by the general formula (1X), it is preferable that ma in the general formula (102X) is 1 and mb is 1.
[0650] In the compound represented by the general formula (1X), the group represented by the general formula (11X) is also preferably a group represented by the following general formula (11AX) or a group represented by the following general formula (11BX).
[0651] [ka]
[0652] (In the general formula (11AX) and the general formula (11BX), R 121 ~R 131 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, When a plurality of groups represented by the general formula (11AX) are present, the plurality of groups represented by the general formula (11AX) are the same or different from each other, When a plurality of groups represented by the general formula (11BX) are present, the plurality of groups represented by the general formula (11BX) are the same or different from each other, L 131 and L 132 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, * in the general formula (11AX) and the general formula (11BX) respectively indicates the bonding position to the benz[a]anthracene ring in the general formula (1X).
[0653] The compound represented by the general formula (1X) is also preferably represented by the following general formula (103X).
[0654] [ka]
[0655] (In the general formula (103X), R 101 ~R 110 and R 112 are R in the general formula (1X), respectively. 101 ~R 110and R 112 is synonymous with R 121 ~R 131 , L 131 and L 132 are R in the general formula (11BX), respectively. 121 ~R 131 , L 131 and L 132 is equivalent to
[0656] In the compound represented by the general formula (1X), L 131 is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
[0657] In the compound represented by the general formula (1X), L 132 is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
[0658] In the compound represented by the general formula (1X), R 101 ~R 112 It is also preferable that two or more of the above are groups represented by the general formula (11).
[0659] In the compound represented by the general formula (1X), R 101 ~R 112 two or more of the above are groups represented by the general formula (11X), and Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0660] In the compound represented by the general formula (1X), Ar 101 is not a substituted or unsubstituted benz[a]anthryl group, L 101 is not a substituted or unsubstituted benz[a]anthrylene group, R which is not a group represented by the general formula (11X) 101 ~R 110It is also preferable that the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as represented by is not a substituted or unsubstituted benz[a]anthryl group.
[0661] In the compound represented by the general formula (1X), R 101 ~R 112 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0662] In the compound represented by the general formula (1X), R 101 ~R 112 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms is preferred.
[0663] In the compound represented by the general formula (1X), R 101 ~R 112 is preferably a hydrogen atom.
[0664] A compound represented by the general formula (12X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (12X).
[0665] [ka]
[0666] (In the general formula (12X), R 1201 ~R 1210 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 1201 ~R 1210 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (121), However, when the substituted or unsubstituted monocyclic ring has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and R 1201 ~R 1210at least one of is a group represented by the general formula (121), When a plurality of groups represented by the general formula (121) are present, the plurality of groups represented by the general formula (121) are the same or different from each other, L 1201 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1201 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx2 is 0, 1, 2, 3, 4 or 5; L 1201 If there are two or more, there are two or more L 1201 are identical to or different from each other, Ar 1201 If there are two or more, there are two or more Ar 1201 are identical to or different from each other, In the general formula (121), * indicates the bonding position to the ring represented by the general formula (12X).
[0667] In the general formula (12X), R 1201 ~R 1210 A pair of adjacent pairs of R 1201 and R 1202 Paired with R 1202 and R 1203 Paired with R 1203 and R 1204 Paired with R 1204 and R 1205 Paired with R 1205 and R 1206 Paired with R 1207 and R 1208 Paired with R 1208 and R 1209 Pairs with and R 1209 and R 1210 It is paired with.
[0668] A compound represented by the general formula (13X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (13X).
[0669] [ka]
[0670] (In the general formula (13X), R 1301 ~R 1310 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (131), However, R 1301 ~R 1310at least one of is a group represented by the general formula (131), When a plurality of groups represented by the general formula (131) are present, the plurality of groups represented by the general formula (131) are the same or different from each other, L 1301 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1301 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx3 is 0, 1, 2, 3, 4 or 5; L 1301 If there are two or more, there are two or more L 1301 are identical to or different from each other, Ar 1301 If there are two or more, there are two or more Ar 1301 are identical to or different from each other, * in the general formula (131) indicates the bonding position to the fluoranthene ring in the general formula (13X).
[0671] In the organic EL device according to this embodiment, R 1301 ~R 1310 In the general formula (13X), the pair of adjacent two or more groups is not bonded to each other. 1301 and R 1302 Paired with R 1302 and R 1303 Paired with R 1303 and R 1304 Paired with R 1304 and R 1305 Paired with R 1305 and R 1306 Paired with R 1307 and R 1308 Paired with R 1308 and R 1309 Pairs with and R1309 and R 1310 It is paired with.
[0672] A compound represented by the general formula (14X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (14X).
[0673] [ka]
[0674] (In the general formula (14X), R 1401 ~R 1410 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (141), However, R 1401 ~R 1410 at least one of is a group represented by the general formula (141), When a plurality of groups represented by the general formula (141) are present, the plurality of groups represented by the general formula (141) are the same or different from each other, L 1401 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1401 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx4 is 0, 1, 2, 3, 4 or 5, L 1401 If there are two or more, there are two or more L 1401 are identical to or different from each other, Ar 1401 If there are two or more, there are two or more Ar 1401 are identical to or different from each other, In the general formula (141), * indicates the bonding position to the ring represented by the general formula (14X).
[0675] A compound represented by the general formula (15X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (15X).
[0676] [ka]
[0677] (In the general formula (15X), R 1501 ~R 1514 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (151), However, R 1501 ~R 1514 at least one of is a group represented by the general formula (151), When a plurality of groups represented by the general formula (151) are present, the plurality of groups represented by the general formula (151) are the same or different from each other, L 1501 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1501 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx5 is 0, 1, 2, 3, 4 or 5, L 1501 If there are two or more, there are two or more L 1501 are identical to or different from each other, Ar 1501 If there are two or more, there are two or more Ar 1501 are identical to or different from each other, In the general formula (151), * indicates the bonding position to the ring represented by the general formula (15X).
[0678] A compound represented by the general formula (16X) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (16X).
[0679] [ka]
[0680] (In the general formula (16X), R 1601 ~R 1614 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (161), However, R 1601 ~R 1614 at least one of is a group represented by the general formula (161), When a plurality of groups represented by the general formula (161) are present, the plurality of groups represented by the general formula (161) are the same or different from each other, L 1601 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1601 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx6 is 0, 1, 2, 3, 4 or 5, L 1601 If there are two or more, there are two or more L 1601 are identical to or different from each other, Ar 1601 If there are two or more, there are two or more Ar 1601 are identical to or different from each other, In the general formula (161), * indicates the bonding position to the ring represented by the general formula (16X).
[0681] A compound represented by the general formula (1000B) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (1000B).
[0682] [ka]
[0683] (In the general formula (1000B), X is an oxygen atom or a sulfur atom, R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (110), However, R 10 ~R 19 at least one of is a group represented by the general formula (110), When a plurality of groups represented by the general formula (110) are present, the plurality of groups represented by the general formula (110) are the same or different from each other, L 100 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2 or 3; L 100 If there are two or more, there are two or more L 100 are identical to or different from each other, Ar 100 teeth, a substituted or unsubstituted aryl group containing three or more rings, or a substituted or unsubstituted heterocyclic group containing two or more aromatic rings and one or more heterocyclic rings, Ar 100 does not contain an anthracene ring, Ar 100 If there are two or more, there are two or more Ar 100 are identical to or different from each other, In the general formula (110), * indicates a bonding position, In the first compound represented by the general formula (1000B), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)
[0684] In the general formula (1000B), X is preferably an oxygen atom.
[0685] The compound represented by the general formula (1000B) has at least one group represented by the general formula (110) and is preferably a compound represented by the following general formula (100).
[0686] [ka]
[0687] (In the general formula (100), R 10 ~R 19 are each independently R in the general formula (1000B). 10 ~R 19 is synonymous with Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)
[0688] The compound represented by the general formula (1000B) is also preferably a compound represented by the following general formula (101) or (102).
[0689] [ka]
[0690] [ka]
[0691] (In the general formula (101) and the general formula (102), R 10 ~R 19 are each independently R in the general formula (1000B). 10 ~R 19 is synonymous with Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)
[0692] In the general formula (1000B), R is not a group represented by the general formula (110). 10 ~R 19 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0693] In the general formula (1000B), R is not a group represented by the general formula (110). 10 ~R 19 is preferably a hydrogen atom.
[0694] In the general formula (1000B), L 100 is preferably a single bond or an arylene group containing three or less substituted or unsubstituted benzene rings.
[0695] In the general formula (1000B), L 100 is preferably not a substituted or unsubstituted anthrylene group.
[0696] In the general formula (1000B), L 100 is also preferably a single bond.
[0697] In the general formula (1000B), -(L 100 ) mx It is also preferable that the group represented by - is a group represented by any one of the following general formulae (111) to (120).
[0698] [ka]
[0699] [ka]
[0700] (In the general formulae (111) to (120), * indicates a bonding position.)
[0701] -(L 100 ) mx The group represented by - is preferably a group represented by the general formula (111) or (112).
[0702] In the general formula (1000B), Ar 100 is preferably an aryl group in which four or more substituted or unsubstituted benzene rings are condensed.
[0703] In the general formula (1000B), Ar 100 is preferably an aryl group in which four substituted or unsubstituted benzene rings are condensed, or an aryl group in which five substituted or unsubstituted benzene rings are condensed.
[0704] In the general formula (1000B), Ar 100 is preferably a group represented by the following general formula (1100), (1200), (1300), (1400), (1500), (1600), (1700) or (1800).
[0705] [ka]
[0706] [ka]
[0707] [ka]
[0708] [ka]
[0709] (In the general formula (1100), R111 ~R 120 One of them is a bond, In the general formula (1200), R 1201 ~R 1212 One of them is a bond, In the general formula (1300), R 1301 ~R 1314 One of them is a bond, In the general formula (1400), R 1401 ~R 1414 One of them is a bond, In the general formula (1500), R 1501 ~R 1514 One of them is a bond, In the general formula (1600), R 1601 ~R 1612 One of them is a bond, In the general formula (1700), R 1701 ~R 1710 One of them is a bond, In the general formula (1800), R 1801 ~R 1812 One of them is a bond, R is not a bond 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710 , and R which is not a bond 1801 ~R 1812 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0710] The group represented by the general formula (1100) is R 111 is a bond, it is a group represented by the following general formula (1112), and R 120 is a bond, it is a group represented by the following general formula (1113), and R 119 When is a bond, it is a group represented by the following general formula (1114).
[0711] [ka]
[0712] (In the general formula (1112), the general formula (1113) and the general formula (1114), R 111 ~R 120 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formulae (1112) to (1114), * indicates a bonding position.
[0713] In the general formulae (1100), (1200), (1300), (1400), (1500), (1600), (1700), and (1800), R that is not a bond 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710, and R which is not a bond 1801 ~R 1812 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0714] In the general formulae (1100), (1200), (1300), (1400), (1500), (1600), (1700), and (1800), R that is not a bond 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710 , and R which is not a bond 1801 ~R 1812 is preferably a hydrogen atom.
[0715] The compound represented by the general formula (1000B) preferably contains only one benzoxanthene ring in the molecule. Compounds in which the benzoxanthene ring in the general formula (100), general formula (101) and general formula (102) is replaced with a benzothioxanthene ring are also preferred.
[0716] A compound represented by the general formula (17X-1) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (17X-1).
[0717] [ka]
[0718] (In the general formula (17X-1), X 14 is an oxygen atom or a sulfur atom, R 1401 ~R 1404 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 1405 ~R 1410 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 1401 ~R 1410 at least one of is a group represented by the general formula (171-1), R which does not form the monocyclic ring, does not form the fused ring, and is not a group represented by general formula (171-1) 1401 ~R 1410 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (171-1), However, R 1401 ~R 1410 at least one of is a group represented by the general formula (171-1), When a plurality of groups represented by the general formula (171-1) are present, the plurality of groups represented by the general formula (171-1) are the same or different from each other, L 1701 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1701 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx7 is 0, 1, 2, 3, 4 or 5, L 1701 If there are two or more, there are two or more L 1701 are identical to or different from each other, Ar 1701 If there are two or more, there are two or more Ar 1701 are identical to or different from each other, R 901 ~R 905 , R 801 and R 802 and each independently represent R in the general formula (1000B). 901 ~R 905 , R 801 and R 802 is synonymous with In the general formula (171-1), * indicates the bonding position to the ring represented by the general formula (17X-1).
[0719] [ka]
[0720] (In the general formula (17X-2), R 1401 ~R 1410 and X 14 each independently represents R in the general formula (17X-1). 1401 ~R 1410 and X 14 is synonymous with The group represented by the general formula (171-2) has the same meaning as the group represented by the general formula (171-1), and in the general formula (171-2), L 1701 , Ar 1701 and mx7 each independently represent L in the general formula (171-1). 1701 , Ar 1701 and mx7, When a plurality of groups represented by the general formula (171-2) are present, the plurality of groups represented by the general formula (171-2) are the same or different from each other, In the general formula (171-2), * indicates the bonding position to the ring represented by the general formula (17X-2).
[0721] [ka]
[0722] (In the general formula (17X-3), R 1401 ~R 1410 and X 14 each independently represents R in the general formula (17X-1). 1401 ~R 1410 and X 14 is synonymous with The group represented by the general formula (171-3) has the same meaning as the group represented by the general formula (171-1), and in the general formula (171-3), L 1701 , Ar1701 and mx7 each independently represent L in the general formula (171-1). 1701 , Ar 1701 and mx7, When a plurality of groups represented by the general formula (171-3) are present, the plurality of groups represented by the general formula (171-3) are the same or different from each other, In the general formula (171-3), * indicates the bonding position to the ring represented by the general formula (17X-3).
[0723] In the general formulae (17X-1), (17X-2) and (17X-3), X 14 is preferably an oxygen atom.
[0724] A compound represented by general formula (18) In one aspect of the organic EL device according to this embodiment, the first compound is a compound represented by the following general formula (18).
[0725] [ka]
[0726] (In the general formula (18), X 18 is an oxygen atom or a sulfur atom, R 1801 ~R 1804 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 1805 ~R 1808 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R1801 ~R 1808 at least one of is a group represented by general formula (18X) R which does not form the monocyclic ring, does not form the fused ring, and is not a group represented by general formula (18X) 1801 ~R 1808 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (18X), However, R 1801 ~R 1808 at least one of is a group represented by general formula (18X) When a plurality of groups represented by the general formula (18X) are present, the plurality of groups represented by the general formula (18X) are the same or different from each other, L 1801 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 1801 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx8 is 0, 1, 2, 3, 4 or 5, L 1801 If there are two or more, there are two or more L 1801 are identical to or different from each other, Ar 1801 If there are two or more, there are two or more Ar 1801 are identical to or different from each other, R 901 ~R 905 , R 801 and R 802 and each independently represent R in the general formula (1000B). 901 ~R 905 , R 801 and R 802 is synonymous with In the general formula (18X), * indicates the bonding position to the ring represented by the general formula (18).
[0727] In the general formula (18), X 18 is preferably an oxygen atom.
[0728] In the first compound, all groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.
[0729] In the organic EL device according to this embodiment, it is also preferable that the second host material has a linking structure in the molecule including a benzene ring and a naphthalene ring linked by a single bond, and that the benzene ring and the naphthalene ring in the linking structure are each independently further fused with a single ring or a fused ring, or are not fused with a single ring or a fused ring, and that the benzene ring and the naphthalene ring in the linking structure are further linked by a crosslink at at least one portion other than the single bond. When the second host material has a linking structure including such a crosslink, it is expected that deterioration of the chromaticity of the organic EL device can be suppressed. In this case, the second host material only needs to have, as a minimum unit in the molecule, a linked structure containing a benzene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X1) or (X2) (sometimes referred to as a benzene-naphthalene linked structure), and the benzene ring may be further fused with a single ring or a fused ring, or the naphthalene ring may be further fused with a single ring or a fused ring. For example, even when the second host material has, in the molecule, a linked structure containing a naphthalene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X3), (X4), or (X5) (sometimes referred to as a naphthalene-naphthalene linked structure), one of the naphthalene rings contains a benzene ring, and therefore contains a benzene-naphthalene linked structure.
[0730] [ka]
[0731] In the organic EL device according to this embodiment, it is also preferable that the crosslink contains a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which they are further connected by a crosslinked structure containing a double bond at a portion other than the single bond.
[0732] When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge at at least one portion other than a single bond, for example, in the case of the formula (X1), the linked structure (fused ring) is represented by the following formula (X11), and in the case of the formula (X3), the linked structure (fused ring) is represented by the following formula (X31). When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge containing a double bond at a portion other than the single bond, for example, in the case of the formula (X1), the linked structure (fused ring) is represented by the following formula (X12); in the case of the formula (X2), the linked structure (fused ring) is represented by the following formula (X21) or formula (X22); in the case of the formula (X4), the linked structure (fused ring) is represented by the following formula (X41); and in the case of the formula (X5), the linked structure (fused ring) is represented by the following formula (X51). When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge containing a heteroatom (e.g., an oxygen atom) in at least one portion other than the single bond, for example, in the case of the above formula (X1), the linked structure (fused ring) is represented by the following formula (X13).
[0733] [ka]
[0734] In the organic EL device according to this embodiment, it is also preferable that the second host material has a biphenyl structure in which a first benzene ring and a second benzene ring are linked by a single bond in the molecule, and that the first benzene ring and the second benzene ring in the biphenyl structure are further linked by a bridge at at least one portion other than the single bond.
[0735] In the organic EL device according to this embodiment, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at a portion other than the single bond. When the second host material has a biphenyl structure including such a bridge, deterioration in chromaticity of the organic EL device can be expected to be suppressed.
[0736] In the organic EL device according to this embodiment, it is also preferable that the crosslink contains a double bond. In the organic EL device according to this embodiment, it is also preferable that the crosslink does not contain a double bond.
[0737] It is also preferred that the first and second benzene rings in the biphenyl structure are further linked by the bridge at two sites other than the single bond.
[0738] In the organic EL device according to this embodiment, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at two positions other than the single bond, and the bridge does not contain a double bond. When the second host material has a biphenyl structure including such a bridge, deterioration in chromaticity of the organic EL device can be expected to be suppressed.
[0739] For example, when the first benzene ring and the second benzene ring in the biphenyl structure represented by the following formula (BP1) are further linked by a bridge at at least one moiety other than a single bond, the biphenyl structure becomes a linked structure (fused ring) such as those of the following formulae (BP11) to (BP15).
[0740] [ka]
[0741] The formula (BP11) is a structure in which the units are linked by a bridge that does not contain a double bond in one part other than the single bond. The formula (BP12) is a structure in which the units are linked by a bridge containing a double bond in one part other than the single bond. The formula (BP13) has a structure in which the two parts other than the single bond are linked by a bridge that does not contain a double bond. The formula (BP14) has a structure in which one of the two moieties other than the single bond is linked by a bridge that does not contain a double bond, and the other of the two moieties other than the single bond is linked by a bridge that contains a double bond. The formula (BP15) has a structure in which the two moieties other than the single bond are linked by a bridge containing a double bond.
[0742] In the first compound, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.
[0743] (Method for producing the first compound) The first compound that can be used in the organic EL device according to this embodiment can be produced by a known method. Alternatively, the first compound can be produced by following a known method and using known alternative reactions and raw materials that are suited to the target compound.
[0744] (Specific Example of the First Compound) Specific examples of the first compound that can be used in the organic EL device according to this embodiment include the following compounds: However, the present invention is not limited to these specific examples of the first compound. In the present specification, in specific examples of compounds, D represents a deuterium atom, Me represents a methyl group, and tBu represents a tert-butyl group.
[0745] [ka]
[0746] [ka]
[0747] [ka]
[0748] [ka]
[0749]
change
[0750]
change
[0751]
change
[0752]
change
[0753]
change
[0754]
change
[0755]
change
[0756]
change
[0757]
change
[0758]
change
[0759] [ka]
[0760] [ka]
[0761] [ka]
[0762] (First luminescent compound and second luminescent compound) In one aspect of the organic EL device according to this embodiment, examples of the first light-emitting compound and the second light-emitting compound include, in addition to the compounds exemplified above (e.g., the compound represented by the general formula (6)), the following third compound and the following fourth compound: The third compound and the fourth compound are each independently one or more compounds selected from the group consisting of a compound represented by the following general formula (3), a compound represented by the following general formula (4), a compound represented by the following general formula (5), a compound represented by the following general formula (7), a compound represented by the following general formula (8), a compound represented by the following general formula (9), and a compound represented by the following general formula (10).
[0763] (Compound represented by general formula (3)) The compound represented by general formula (3) will be explained.
[0764] [ka]
[0765] (In the general formula (3), R 301 ~R 310 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 301 ~R 310 At least one of the groups is a monovalent group represented by the following general formula (31): R which does not form the monocyclic ring, does not form the fused ring, and is not a monovalent group represented by the following general formula (31): 301 ~R 310 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0766] [ka]
[0767] (In the general formula (31), Ar 301 and Ar 302 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L301 ~L 303 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, * indicates the bonding position on the pyrene ring in the general formula (3).
[0768] In the third compound and the fourth compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other.
[0769] In the general formula (3), R 301 ~R 310 It is preferable that two of them are groups represented by the general formula (31).
[0770] In one embodiment, the compound represented by the general formula (3) is a compound represented by the following general formula (33).
[0771] [ka]
[0772] (In the general formula (33), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with L 311 ~L 316 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0773] In the general formula (31), L 301 is preferably a single bond, and L302 and L 303 is preferably a single bond.
[0774] In one embodiment, the compound represented by the general formula (3) is represented by the following general formula (34) or (35).
[0775] [ka]
[0776] (In the general formula (34), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with L 312 , L 313 , L 315 and L 316 each independently represents L in the general formula (33). 312 , L 313 , L 315 and L 316 is synonymous with Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently the Ar in the general formula (33). 312 , Ar 313 , Ar 315 and Ar 316 is equivalent to
[0777] [ka]
[0778] (In the general formula (35), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310is synonymous with Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently the Ar in the general formula (33). 312 , Ar 313 , Ar 315 and Ar 316 is equivalent to
[0779] In the general formula (31), preferably, Ar 301 and Ar 302 At least one of the above is a group represented by the following general formula (36). In the general formulas (33) to (35), preferably, Ar 312 and Ar 313 At least one of the above is a group represented by the following general formula (36). In the general formulas (33) to (35), preferably, Ar 315 and Ar 316 At least one of the above is a group represented by the following general formula (36).
[0780] [ka]
[0781] (In the general formula (36), X3 represents an oxygen atom or a sulfur atom; R 321 ~R 327 At least one pair of two or mo...
Claims
1. A cathode; An anode; a light emitting region disposed between the cathode and the anode; a hole transport zone disposed between the anode and the light emitting region; the light emitting region comprises at least one light emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; the hole transport region includes a first anode-side organic layer and a second anode-side organic layer, the first anode-side organic layer is in direct contact with the second anode-side organic layer, the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer comprises a second hole transporting zone material; the second hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transport zone material and the first organic material are different from one another; the second hole transport zone material and the second organic material are the same or different; the first light-emitting layer is a fluorescent light-emitting layer, The refractive index NM of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 and satisfy the relationship of the following formula (number NM), Organic electroluminescent element. NM 1 >NM 2 …(NM)
2. the first anode-side organic layer does not contain a compound contained in the second anode-side organic layer; The organic electroluminescence device according to claim 1 .
3. The content of the first organic material in the first anode-side organic layer is 15 mass% or less. The organic electroluminescence device according to claim 1 or 2.
4. the first anode-side organic layer is in direct contact with the anode; The organic electroluminescence device according to claim 1 .
5. Each of the light-emitting layers included in the light-emitting region is a fluorescent light-emitting layer. The organic electroluminescence device according to claim 1 .
6. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 Difference with NM 1 -N.M. 2 satisfies the relationship of the following formula (number NM1): The organic electroluminescence device according to claim 1 . NM 1 -NM 2 ≧0.01…(number NM1)
7. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 Difference with NM 1 -N.M. 2 satisfies the relationship of the following formula (number NM2): The organic electroluminescence device according to claim 1 . NM 1 -NM 2 ≧0.05…(NumberNM2)
8. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 Difference with NM 1 -N.M. 2 satisfies the relationship of the following formula (number NM3): The organic electroluminescence device according to claim 1 . NM 1 -NM 2 ≧0.075…(NumberNM3)
9. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 and satisfy the relationship of the following formula (number NM4), The organic electroluminescence device according to claim 1 . NM 1 -NM 2 ≥0.10 … (Number NM4)
10. The refractive index N M of the constituent material contained in the second anode-side organic layer 2 is less than or equal to 1.89; The organic electroluminescence device according to claim 1 .
11. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 is 1.90 or more; The organic electroluminescence device according to claim 1 .
12. The refractive index N M of the constituent material contained in the first anode-side organic layer 1 is equal to or greater than 1.94; The organic electroluminescence device according to claim 1 .
13. the light-emitting region is composed only of the first light-emitting layer, The organic electroluminescence device according to claim 1 .
14. the light-emitting region includes the first light-emitting layer and a second light-emitting layer; The organic electroluminescence device according to claim 1 .
15. the light-emitting region is composed only of the first light-emitting layer and the second light-emitting layer, The organic electroluminescence device according to claim 14 .
16. The thickness of the first anode-side organic layer is 20 nm or less. The organic electroluminescence device according to claim 1 .
17. The thickness of the second anode-side organic layer is 30 nm or more and 150 nm or less. The organic electroluminescence device according to claim 1 .
18. The thickness of the second anode-side organic layer is 30 nm or more and 80 nm or less. The organic electroluminescence device according to claim 1 .
19. The thickness of the second anode-side organic layer is 80 nm or more and 150 nm or less. The organic electroluminescence device according to claim 1 .
20. the second hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule; The organic electroluminescence device according to claim 1 .
21. The second hole transport material is at least one compound selected from the group consisting of compounds represented by the following general formula (C1) and compounds represented by the following general formula (C3): The organic electroluminescence device according to claim 1 . 【Chemistry 1】 (In the general formula (C1), Ar 311 , Ar 312 and Ar 313 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 ) (R C2 ) (R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 When there are multiple R C1 are identical or different from each other, R C2 When there are multiple R C2 are identical or different from each other, R C3 When there are multiple R C3 are identical or different from each other, L D1 , L D2 and L D3 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. 【Chemistry 2】 (In the general formula (C3), L C1 , L C2 , L C3 and L C4 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, n2 is 1, 2, 3 or 4; When n2 is 1, L C5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, When n2 is 2, 3, or 4, multiple L C5 are identical or different from each other, When n2 is 2, 3, or 4, multiple L C5 teeth, combine together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. C5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 131 , Ar 132 , Ar 133 and Ar 134 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 ) (R C2 ) (R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 When there are multiple R C1 are identical or different from each other, R C2 When there are multiple R C2 are identical or different from each other, R C3 When there are multiple R C3 are identical or different from each other, The first amino group represented by the following general formula (C3-1) and the second amino group represented by the following general formula (C3-2) are the same group. 【Chemistry 3】 (In the general formulas (C3-1) and (C3-2), * represents L C5 ) (In the compound represented by the general formula (C3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 ) (R C7 ) is not a group represented by R C6 and R C7 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
22. The compound represented by the general formula (C1) is at least one compound selected from the group consisting of a compound represented by the following general formula (cHT3-1), a compound represented by the general formula (cHT3-2), a compound represented by the general formula (cHT3-3), and a compound represented by the general formula (cHT3-4): The organic electroluminescence device according to claim 21 . 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 【Chemistry 7】 (In the general formulae (cHT3-1), (cHT3-2), (cHT3-3) and (cHT3-4), Ar 312 , Ar 313 , L D1 , L D2 and L D3 each independently represents Ar in the general formula (C1). 312 , Ar 313 , L D1 , L D2 and L D3 is synonymous with Ar 311 is a group represented by any one of the following general formulas (1-a), (1-b), (1-c), and (1-d), R D20 ~R D24 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D31 ~R D38 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D40 ~R D44 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, X 3 is an oxygen atom, a sulfur atom or C(R D45 ) (R D46 ) and R D45 and R D46 A set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R D25 R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. D20 ~R D24 , R D31 ~R D38 , R D40 ~R D44 , R D45 And R D46 are each independently Hydrogen atom, Cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the compounds represented by the general formulae (cHT3-1), (cHT3-2), (cHT3-3) and (cHT3-4), R 901 ~R 904 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are identical or different from each other, R 902 If there are multiple R 902 are identical or different from each other, R 903 If there are multiple R 903 are identical or different from each other, R 904 If there are multiple R 904 are the same or different from each other.) 【Chemistry 8】 (In the general formula (1-a), R 51 ~R 55 Any pair of adjacent two or more of R 51 ~R 55 each independently represents a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, ** is L D1 represents the bonding position with 【Chemistry 9】 (In the general formula (1-b), R 61 ~R 68 one of them is a single bond bonded to *b, * R that is not a single bond bonded to b 61 ~R 68 Any pair of adjacent two or more of * R that is not a single bond bonded to b 61 ~R 68 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 represents the bonding position with 【Chemistry 10】 (In the general formula (1-c), R 71 ~R 80 one of them is a single bond bonded to *d, * R that is not a single bond bonded to d 71 ~R 80 Any pair of adjacent two or more of * R that is not a single bond bonded to d 71 ~R 80 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 represents the bonding position with 【Chemistry 11】 (In the general formula (1-d), R 141 ~R 145 One of the bonds is a single bond bonded to *h1, and R 141 ~R 145 The other of is a single bond bonded to *h2, * R that is not a single bond bonded to h1 and is not a single bond bonded to h2 141 ~R 145 Any pair of adjacent two or more of R 151 ~R 155 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 161 ~R 165 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, * R that is not a single bond bonded to h1 and is not a single bond bonded to h2 141 ~R 145 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 151 ~R 155 and R 161 ~R 165 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** is L D1 represents the bonding position with
23. The second organic material is at least one compound selected from the group consisting of a compound represented by the following general formula (cHT2-1), a compound represented by the following general formula (cHT2-2), and a compound represented by the following general formula (cHT2-3): The organic electroluminescence device according to claim 1 . 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 (In the general formulae (cHT2-1), (cHT2-2) and (cHT2-3), Ar 112 , Ar 113 , Ar 121 , Ar 122 , Ar 123 and Ar 124 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R C1 ) (R C2 ) (R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 When there are multiple R C1 are identical or different from each other, R C2 When there are multiple R C2 are identical or different from each other, R C3 When there are multiple R C3 are identical or different from each other, L A1 , L A2 , L A3 , L B1 , L B2 , L B3 and L B4 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, nb is 1, 2, 3 or 4; When nb is 1, L B5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, When nb is 2, 3, or 4, multiple L B5 are identical or different from each other, When nb is 2, 3, or 4, multiple L B5 teeth, combine together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. B5 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, R A35 and R A36 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R A25 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. A35 and R A36 are each independently Hydrogen atom, Cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R A20 ~R A24 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R A30 ~R A34 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. A20 ~R A24 And R A30 ~R A34 are each independently Hydrogen atom, Cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the compounds represented by the general formulae (cHT2-1), (cHT2-2) and (cHT2-3), R 901 ~R 904 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are identical or different from each other, R 902 If there are multiple R 902 are identical or different from each other, R 903 If there are multiple R 903 are identical or different from each other, R 904 If there are multiple R 904 are the same or different from each other.)
24. The second organic material has at least one group selected from the group consisting of a group represented by the following general formula (2-a), a group represented by the general formula (2-b), a group represented by the general formula (2-c), a group represented by the general formula (2-d), a group represented by the general formula (2-e), and a group represented by the general formula (2-f), The organic electroluminescence device according to claim 1 . 【Chemistry 15】 (In the general formula (2-a), R 251 ~R 255 Any pair of adjacent two or more of R 251 ~R 255 are each independently A hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; ** indicates the bond position.) 【Chemistry 16】 (In the general formula (2-b), R 261 ~R 268 one of them is a single bond bonded to *b, * R that is not a single bond bonded to b 261 ~R 268 Any pair of adjacent two or more of * R that is not a single bond bonded to b 261 ~R 268 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.) 【Chemistry 17】 (In the general formula (2-c), R 271 ~R 282 one of them is a single bond bonded to *c, * R that is not a single bond bonded to c 271 ~R 282 Any pair of adjacent two or more of * R that is not a single bond bonded to c 271 ~R 282 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.) 【Chemistry 18】 (In the general formula (2-d), R 291 ~R 300 one of them is a single bond bonded to *d, * R that is not a single bond bonded to d 291 ~R 300 Any pair of adjacent two or more of * R that is not a single bond bonded to d 291 ~R 300 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.) 【Chemistry 19】 (In the general formula (2-e), Z 3 is an oxygen atom, a sulfur atom, NR 319 Or C(R 320 ) (R 321 ) and R 311 ~R 321 one of R is a single bond bonded to *e, or 311 ~R 318 Any carbon atom of the following substituted or unsubstituted benzene ring formed by bonding together two or more adjacent pairs of the following is bonded to *e by a single bond, * R that is not a single bond bonded to e 311 ~R 318 A pair of two or more adjacent combine with each other to form a substituted or unsubstituted benzene ring, or Not bonded to each other, * R which is not a single bond bonded to e and does not form the substituted or unsubstituted benzene ring 311 ~R 318 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms, * R that is not a single bond bonded to e 319 teeth, Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, * R that is not a single bond bonded to e 320 and R 321 A set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, * R which is not a single bond bonded to e, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted condensed ring 320 and R 321 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.) 【Chemistry 20】 (In the general formula (2-f), R 341 ~R 345 One of the bonds is a single bond bonded to *h1, and R 341 ~R 345 The other of is a single bond bonded to *h2, * R that is not a single bond bonded to h1 and is not a single bond bonded to h2 341 ~R 345 Any pair of adjacent two or more of R 351 ~R 355 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 361 ~R 365 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, * R that is not a single bond bonded to h1 and is not a single bond bonded to h2 341 ~R 345 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 351 ~R 355 and R 361 ~R 365 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates the bond position.)
25. the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule; The organic electroluminescence device according to claim 1 .
26. the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, the group represented by the general formula (2-a), the group represented by the general formula (2-b), the group represented by the general formula (2-c), the group represented by the general formula (2-d), the group represented by the general formula (2-e) and the group represented by the general formula (2-f) are each independently bonded to a nitrogen atom of an amino group of the monoamine compound directly, via a phenylene group or via a biphenylene group; The organic electroluminescence device according to claim 24.
27. the hole transporting region further comprises a third anode-side organic layer; the third anode-side organic layer is disposed between the second anode-side organic layer and the light-emitting region; The organic electroluminescence device according to claim 1 .
28. the second anode-side organic layer and the third anode-side organic layer are in direct contact with each other; 28. The organic electroluminescence device according to claim 27.
29. the third anode-side organic layer and the light-emitting region are in direct contact with each other; 29. The organic electroluminescence device according to claim 27 or 28.
30. The first luminescent compound exhibits luminescence having a maximum peak wavelength of 500 nm or less.
30. The organic electroluminescence device according to claim 1 .
31. The half width of the maximum peak of the first light-emitting compound is 1 nm or more and 30 nm or less. The organic electroluminescence device according to claim 30.
32. The first light-emitting compound is a compound represented by the following general formula (6): The organic electroluminescence device according to claim 1 . 【Chemistry 21】 (In the general formula (6), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 601 and R 602 each independently forms a substituted or unsubstituted heterocycle together with the ring a, ring b, or ring c, or does not form a substituted or unsubstituted heterocycle; R which does not form a substituted or unsubstituted heterocycle 601 and R 602 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
33. The first host material is a compound represented by the following general formula (H10): The organic electroluminescence device according to claim 1 . (In the general formula (H10), X 3 is an oxygen atom or a sulfur atom, The Three R's 310 At least one pair of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 311 ~R 314 At least one pair of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring; R 301 ~R 308 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 310 ~R 314 teeth, Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 301 and L 302 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 301 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the first host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other, R 905 When there are multiple R 905 are the same or different from each other, R 906 When there are multiple R 906 are the same or different from each other, R 907 When there are multiple R 907 are the same or different from each other.)
34. The first additional host material has at least one deuterium atom. The organic electroluminescence device according to any one of claims 1 to 33.
35. The first additional host material is a compound represented by the following general formula (H20): The organic electroluminescence device according to claim 1 . 【Chemistry 23】 (In the general formula (H20), R 201 ~R 208 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a group represented by the following general formula (H21). 【Chemistry 24】 (In the general formulae (H20) and (H21), L 201 , L 202 and L 203 are each independently A single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 201 , Ar 202 and Ar 203 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. (In the first additional host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other, R 905 When there are multiple R 905 are the same or different from each other, R 906 When there are multiple R 906 are the same or different from each other, R 907 When there are multiple R 907 are the same or different from each other.)
36. R 201 ~R 208 each independently has at least one deuterium atom; The organic electroluminescence device according to claim 35.
37. L 201 , L 202 , Ar 201 and Ar 202 each independently has at least one deuterium atom; The organic electroluminescence device according to claim 35 or 36.
38. the first host material is substantially free of deuterium atoms; The first additional host material has at least one deuterium atom. The organic electroluminescence device according to claim 1 .
39. an electron transport zone disposed between the cathode and the light emitting region; the electron transport zone comprises at least one electron transport layer; At least one electron transport layer in the electron transport zone contains a nitrogen-containing compound having at least one of a five-membered ring containing a nitrogen atom and a six-membered ring containing a nitrogen atom.
39. The organic electroluminescence device according to claim 1 .
40. 40. The organic electroluminescence device according to claim 39, wherein at least one electron transport layer in the electron transport zone contains, as the nitrogen-containing compound, at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives.
41. A cathode; An anode; a light emitting region disposed between the cathode and the anode; a hole transport zone disposed between the anode and the light emitting region; an electron transport zone disposed between the cathode and the light emitting region; the light emitting region comprises at least one light emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; the electron transport zone comprises at least one electron transport layer; the hole transport region includes a first anode-side organic layer and a second anode-side organic layer, the first anode-side organic layer is in direct contact with the second anode-side organic layer, the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer comprises a second hole transporting zone material; the second hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transport zone material and the first organic material are different from one another; the second hole transport zone material and the second organic material are the same or different; At least one electron transport layer in the electron transport zone contains a phenanthroline compound having a phenanthroline skeleton, The phenanthroline compound has at least one group represented by the following general formula (21) and is a compound represented by the following general formula (20): the first light-emitting layer is a fluorescent light-emitting layer, The refractive index NM of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 and satisfy the relationship of the following formula (number NM), Organic electroluminescent element. NM 1 >NM 2 …(NM) 【Chemistry 25】 (In the general formula (20), X 21 ~X 28 each independently represents a nitrogen atom, CR 21 or a carbon atom bonded to the group represented by general formula (21), X 21 ~X 28 At least one of the carbon atoms is bonded to the group represented by general formula (21), When a plurality of groups represented by the general formula (21) are present, the plurality of groups represented by the general formula (21) are the same or different from each other, Multiple R 21 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 21 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R 931 A group represented by -COOR 932 A group represented by -S(=O) 2 R 933 A group represented by -B(R 934 ) (R 935 ) a group represented by -P(=O)(R 936 ) (R 937 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the general formula (21), Ar 2 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, p is 1, 2, 3, 4 or 5; Ar 2 When two or more are present, two or more Ar 2 are identical or different from each other, L 2 is a single bond or a linking group, L as a Linking Group 2 teeth, a substituted or unsubstituted linear, branched or cyclic polyvalent aliphatic hydrocarbon group having 1 to 50 carbon atoms, a substituted or unsubstituted polyvalent aromatic hydrocarbon group having 6 to 50 ring carbon atoms, a substituted or unsubstituted polyvalent heterocyclic group having 5 to 50 ring atoms, or a polyvalent multiple linking group formed by bonding two or three groups selected from the polyvalent aromatic hydrocarbon ring group and the polyvalent heterocyclic group, L as the multiple linking group 2 the aromatic hydrocarbon ring group and the heterocyclic group constituting the formula (I) are the same or different, and adjacent groups are bonded to each other to form a ring or are not bonded to each other, Ar 2 and L as a linking group 2 and are bonded to each other to form a ring or are not bonded to each other, L as a Linking Group 2 And, L 2 X adjacent to the carbon atom bonded to 21 ~X 28 or any carbon atom of 21 R 21 and are bonded to each other to form a ring or are not bonded to each other, In the general formula (21), * indicates the bonding position to the ring represented by the general formula (20). (In the phenanthroline compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 and R 937 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other, R 905 When there are multiple R 905 are the same or different from each other, R 906 When there are multiple R 906 are the same or different from each other, R 907 When there are multiple R 907 are the same or different from each other, R 931 When there are multiple R 931 are the same or different from each other, R 932 When there are multiple R 932 are the same or different from each other, R 933 When there are multiple R 933 are the same or different from each other, R 934 When there are multiple R 934 are the same or different from each other, R 935 When there are multiple R 935 are the same or different from each other, R 936 When there are multiple R 936 are the same or different from each other, R 937 When there are multiple R 937 are the same or different from each other.)
42. A cathode; An anode; a light emitting region disposed between the cathode and the anode; a hole transport zone disposed between the anode and the light emitting region; the light emitting region comprises at least one light emitting layer; the at least one light-emitting layer is a first light-emitting layer; the first light-emitting layer contains a first host material, a first additional host material different from the first host material, and a first light-emitting compound; The first host material is a compound represented by the following general formula (H10): The first additional host material is a compound represented by the following general formula (H20): However, the compound represented by the general formula (H20) has at least one deuterium atom, the hole transport region includes a first anode-side organic layer and a second anode-side organic layer, the first anode-side organic layer is in direct contact with the second anode-side organic layer, the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in the order of the first anode-side organic layer and the second anode-side organic layer from the anode side, the first anode-side organic layer contains a first organic material and a second organic material, the first organic material and the second organic material are different from each other, the content of the first organic material in the first anode-side organic layer is less than 50 mass %, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second anode-side organic layer comprises a second hole transporting zone material; the second hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule, the second hole transport zone material and the first organic material are different from one another; the second hole transport zone material and the second organic material are the same or different; the first light-emitting layer is a fluorescent light-emitting layer, The refractive index NM of the constituent material contained in the first anode-side organic layer 1 and the refractive index N M of the constituent material contained in the second anode-side organic layer. 2 and satisfy the relationship of the following formula (number NM), Organic electroluminescent element. NM 1 >NM 2 …(NM) 【Chemistry 26】 (In the general formula (H10), X 3 is an oxygen atom or a sulfur atom, The Three R's 310 At least one pair of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 311 ~R 314 At least one pair of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring; R 301 ~R 308 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 310 ~R 314 teeth, Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 301 and L 302 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 301 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. 【Chemical 27】 (In the general formula (H20), R 201 ~R 208 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a group represented by the following general formula (H21). 【Chemistry 28】 (In the general formulae (H20) and (H21), L 201 , L 202 and L 203 are each independently A single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 201 , Ar 202 and Ar 203 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. (In the first host material and the first additional host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other, R 905 When there are multiple R 905 are the same or different from each other, R 906 When there are multiple R 906 are the same or different from each other, R 907 When there are multiple R 907 are the same or different from each other.)
43. a first light-emitting unit including the hole-transporting region as a first hole-transporting region and the light-emitting region as a first light-emitting region; a first charge generating layer disposed between the first light emitting unit and the cathode; a second light-emitting unit including a second hole transport zone and a second light-emitting region disposed between the first charge generating layer and the cathode; the first hole transport zone, the first light emitting zone, the first charge generating layer, the second hole transport zone, and the second light emitting zone are arranged in this order; the second hole transporting region includes a first cathode-side organic layer and a second cathode-side organic layer, the first cathode-side organic layer and the second cathode-side organic layer are in direct contact with each other, the first cathode-side organic layer and the second cathode-side organic layer are disposed between the first charge generation layer and the second light-emitting region in this order from the first charge generation layer side, The refractive index NL of the constituent material contained in the first cathode-side organic layer 1 and the refractive index NL of the constituent material contained in the second cathode-side organic layer. 2 and satisfy the relationship of the following formula (number L), the second light-emitting region comprises at least one light-emitting layer; the at least one light-emitting layer is a third light-emitting layer; the third light-emitting layer comprises a third light-emitting compound, The maximum peak wavelength of the first luminescent compound and the maximum peak wavelength of the third luminescent compound are the same or different from each other; 43. The organic electroluminescence device according to claim 1 . NL 1 > NL 2 … (number L)
44. The maximum peak wavelength of the first luminescent compound and the maximum peak wavelength of the third luminescent compound are different from each other.
44. The organic electroluminescence device according to claim 43.
45. The maximum peak wavelength of the first luminescent compound is shorter than the maximum peak wavelength of the third luminescent compound; 45. The organic electroluminescence device according to claim 43 or 44.
46. the maximum peak wavelengths of the light-emitting compounds contained in the light-emitting layer in the first light-emitting region are all shorter than the maximum peak wavelengths of the light-emitting compounds contained in the light-emitting layer in the second light-emitting region; 46. The organic electroluminescence device according to claim 43.
47. the second hole-transporting region further comprises a third cathode-side organic layer; the first cathode-side organic layer is in direct contact with the second cathode-side organic layer, and the second cathode-side organic layer is in direct contact with the third cathode-side organic layer; the first cathode-side organic layer, the second cathode-side organic layer, and the third cathode-side organic layer are disposed between the first charge generation layer and the second light-emitting region in the following order from the first charge generation layer side: the first cathode-side organic layer, the second cathode-side organic layer, and the third cathode-side organic layer.
47. The organic electroluminescence device according to claim 43.
48. An electronic device comprising the organic electroluminescence element according to any one of claims 1 to 47.
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