Organic electroluminescent element, electronic apparatus, and composition
By employing specific film thickness ratios and triplet energy relationships in the host materials of the first and second light-emitting layers, the device addresses inefficiencies in luminous efficiency and lifespan issues, enhancing performance through the TTF mechanism.
Patent Information
- Application Number
- JP2021148211
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2021-09-10
- Publication Date
- 2024-12-25
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Organic electroluminescent devices with multiple stacked light emitting layers experience reduced luminous efficiency at low current densities due to the use of anthracene compounds with heteroatom-containing rings in the second light-emitting layer, even when the film thicknesses of the layers are similar, leading to inefficiencies and potential performance degradation.
The device incorporates a first and second light-emitting layer with specific film thickness ratios and distinct host materials, where the triplet energies of the host materials in each layer follow certain relationships, utilizing a compound represented by general formula (H20) and (H30) to enhance the TTF mechanism, thereby improving luminous efficiency and lifespan.
The solution effectively enhances luminous efficiency and extends the lifespan of the organic electroluminescent device by optimizing the triplet energy levels and film thickness ratios of the layers, leveraging the TTF mechanism to convert triplet excitons into singlet excitons for improved light emission.
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Figure 2024178475000001_ABST
Abstract
Description
[Technical Field]
[0001] The present invention relates to an organic electroluminescent device, an electronic device, and a composition. [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%. In order to improve the performance of organic EL elements, for example, Patent Documents 1 and 2 discuss stacking a plurality of light-emitting layers. Furthermore, Patent Document 3 describes a phenomenon in which singlet excitons are generated by the collision fusion of two triplet excitons (hereinafter, this phenomenon may be referred to as Triplet-Triplet Fusion (TTF) phenomenon) in order to improve the performance of organic EL elements. The performance of an organic EL element includes, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] US Patent Application Publication No. 2019 / 280209 [Patent Document 2] Japanese Patent Application Laid-Open No. 2007-294261 [Patent Document 3] International Publication No. 2010 / 134350 Summary of the Invention [Problem to be solved by the invention]
[0004] When a plurality of light-emitting layers (for example, a first light-emitting layer and a second light-emitting layer) are laminated, it is preferable that the difference in film thickness between the light-emitting layers is small from the viewpoint of production control. In addition, in organic EL devices with multiple stacked light-emitting layers, low current densities (1 mA / cm 2 or less, for example, about 0.01 mA / cm 2 ) may result in a decrease in device performance (e.g., luminous efficiency) during operation. From the viewpoint of improving such a decrease in luminous efficiency at low current densities, it is preferable to use an anthracene compound having a heteroatom-containing ring as the host material of the second luminescent layer. However, when the film thickness of the first luminescent layer and the film thickness of the second luminescent layer are the same, there is a problem in that the luminous efficiency at both low and high current densities is low when an anthracene compound having a heteroatom-containing ring is used for the second luminescent layer.
[0005] An object of the present invention is to provide an organic electroluminescence element that can improve the decrease in luminous efficiency at low current density and can have a long life, to provide a composition for use in the organic electroluminescence element, and to provide an electronic device equipped with the organic electroluminescence element. [Means for solving the problem]
[0006] According to one aspect of the present invention, there is provided an organic electroluminescence device, an anode; A cathode; a light-emitting region disposed between the anode and the cathode; the light-emitting region includes a first light-emitting layer and a second light-emitting layer; The thickness D of the second light-emitting layer EM2 The thickness D of the first light-emitting layer EM1 Ratio of D EM1 / D EM2 is between 2 / 3 and 3 / 2, the first light-emitting layer contains a first host material and a first light-emitting compound; the second light-emitting layer contains a second host material, a third host material, and a second light-emitting compound; the first host material, the second host material, and the third host material are different from each other, the first luminescent compound and the second luminescent compound are the same or different from each other, a triplet energy T1(H1) of the first host material and a triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1), a triplet energy T1(H1) of the first host material and a triplet energy T1(H3) of the third host material satisfy the relationship of the following mathematical formula (Mathematical Formula 2), the second host material is a compound represented by the following general formula (H20), the third host material is a compound represented by the following general formula (H30): An organic electroluminescent device is provided. T1(H1)>T1(H2) ... (Number 1) T1(H1)>T1(H3) ... (Number 2)
[0007] [ka]
[0008] (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):
[0009] [ka]
[0010] (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.
[0011] [ka]
[0012] (In the general formula (H30), 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, R311 ~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 second host material and the third 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 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.)
[0013] According to one aspect of the present invention, there is provided a composition comprising a compound represented by the following general formula (H20) and a compound represented by the following general formula (H30), wherein the compound represented by the following general formula (H20) and the compound represented by the following general formula (H30) are different compounds.
[0014] [ka]
[0015] (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):
[0016] [ka]
[0017] (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 At least one of the groups is a substituted or unsubstituted aryl group having four or more fused rings.
[0018] [ka]
[0019] (In the general formula (H30), 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 compound represented by the general formula (H20) and the compound represented by the general formula (H30), 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 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.)
[0020] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to the above-described aspect of the present invention. [Effects of the Invention]
[0021] According to one aspect of the present invention, it is possible to provide an organic electroluminescence element that can improve the decrease in luminous efficiency at low current density and can have a long life. According to another aspect of the present invention, it is possible to provide a composition for use in the organic electroluminescence element. According to another aspect of the present invention, it is possible to provide an electronic device equipped with the organic electroluminescence element. [Brief explanation of the drawings]
[0022] [Figure 1]1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to an embodiment of the present invention. [Figure 2] FIG. 2 is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to one embodiment of the present invention. DETAILED DESCRIPTION OF THE INVENTION
[0023] [Definition] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.
[0024] 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.
[0025] 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.
[0026] 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.
[0027] 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.
[0028] 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.
[0029] 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.
[0030] "Substituents described herein" The substituents described in this specification will be explained below.
[0031] 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, 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.
[0032] "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.
[0033] 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).
[0034] [ka]
[0035] [ka]
[0036] 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.
[0037] "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 includes 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.
[0038] 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).
[0039] 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).
[0040] 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.
[0041] 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.
[0042] 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).
[0043] 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):
[0044] [ka]
[0045] [ka]
[0046] 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.
[0047] 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, phenylquinazolinyl group, and Biphenylylquinazolinyl group.
[0048] 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].
[0049] 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].
[0050] 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):
[0051] 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.
[0052] "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.
[0053] 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.
[0054] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.
[0055] "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.
[0056] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.
[0057] 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.
[0058] "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.
[0059] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group
[0060] "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.
[0061] 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.
[0062] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.
[0063] -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.
[0064] -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.
[0065] -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.
[0066] -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.
[0067] "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.
[0068] "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.
[0069] "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.
[0070] "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.
[0071] "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.
[0072] "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.
[0073] "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.
[0074] "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.
[0075] "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.
[0076] 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.
[0077] 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.
[0078] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.
[0079] [ka]
[0080] In this specification, unless otherwise specified in this specification, a (9-phenyl)carbazolyl group specifically means any of the following groups:
[0081] [ka]
[0082] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.
[0083] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.
[0084] [ka]
[0085] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.
[0086] 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.
[0087] "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.
[0088] "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.
[0089] "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.
[0090] 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).
[0091] [ka]
[0092] [ka]
[0093] 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.
[0094] [ka]
[0095] 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.
[0096] [ka]
[0097] 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.
[0098] 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).
[0099] [ka]
[0100] [ka]
[0101] [ka]
[0102] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.
[0103] [ka]
[0104] [ka]
[0105] [ka]
[0106] [ka]
[0107] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.
[0108] The above is the explanation of "substituents described in this specification."
[0109] - "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.
[0110] [ka]
[0111] 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.
[0112] 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).
[0113] [ka]
[0114] When a "set of two or more adjacent units" forms a ring, it does not only mean that a set of two adjacent units is bonded, as in the previous example, but also that 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.
[0115] [ka]
[0116] 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.
[0117] 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
[0118] 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.
[0119] 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").
[0120] 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, 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. 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, R903 If 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.
[0121] 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:
[0122] 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:
[0123] 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."
[0124] 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.
[0125] 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.
[0126] 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.
[0127] First Embodiment <Organic electroluminescence element> The organic electroluminescent element of the present embodiment has an anode, a cathode, and a light-emitting region disposed between the anode and the cathode, the light-emitting region including a first light-emitting layer and a second light-emitting layer, and the second light-emitting layer has a thickness D EM2 The thickness D of the first light-emitting layer EM1 Ratio of D EM1 / D EM2is 2 / 3 or more and 3 / 2 or less, the first emitting layer contains a first host material and a first emitting compound, the second emitting layer contains a second host material, a third host material and a second emitting compound, the first host material, the second host material and the third host material are different from one another, the first emitting compound and the second emitting compound are the same as or different from one another, a triplet energy T1(H1) of the first host material and a triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1), a triplet energy T1(H1) of the first host material and a triplet energy T1(H3) of the third host material satisfy the relationship of the following mathematical formula (Mathematical Formula 2), the second host material is a compound represented by the following general formula (H20), and the third host material is a compound represented by the following general formula (H30): T1(H1)>T1(H2) ... (Number 1) T1(H1)>T1(H3) ... (Number 2)
[0128] (Light-emitting area) The organic EL device of this embodiment has a light-emitting region including a first light-emitting layer and a second light-emitting layer. The light-emitting region of this embodiment may include only the first light-emitting layer and the second light-emitting layer, or may include an organic layer different from the first light-emitting layer and the second light-emitting layer.
[0129] The first emitting layer contains a first host material and a first emitting compound, and the second emitting layer contains a second host material, a third host material, and a second emitting compound. The first host material, the second host material, and the third host material are different compounds. The first emitting compound and the second emitting compound are the same compound or different compounds.
[0130] In the organic EL element of this embodiment, the thickness D of the second light-emitting layer EM2 The thickness D of the first light-emitting layer EM1 Ratio of D EM1 / D EM2is preferably 0.67 or more and 1.50 or less, and more preferably 0.75 or more and 1.25 or less.
[0131] The thickness of the first light-emitting layer and the second light-emitting layer is the above-mentioned thickness ratio D EM1 / D EM2 The thickness of the first light-emitting layer and the second light-emitting layer is preferably, for example, each independently from 5 nm to 25 nm, and more preferably from 5 nm to 15 nm.
[0132] According to this embodiment, it is possible to provide an organic electroluminescence element with improved luminous efficiency. Triplet-triplet-annihilation (sometimes referred to as TTA) has been known as a technique for improving the luminous efficiency of organic electroluminescence devices. TTA is a mechanism in which triplet excitons collide with each other to generate singlet excitons. The TTA mechanism is also sometimes referred to as the TTF mechanism, as described in Patent Document 3.
[0133] 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%.
[0134] According to the organic electroluminescent device of this embodiment, triplet excitons generated by recombination of holes and electrons in the first light-emitting layer are thought to be less likely to be quenched at the interface between the first light-emitting layer and the organic layer, even if excess carriers are present at the interface between the first light-emitting layer and the organic layer that is in direct contact with the first light-emitting layer. For example, when the recombination region is locally present at the interface between the first light-emitting layer and the hole transport layer or the electron blocking layer, quenching by excess electrons is thought to be possible. On the other hand, when the recombination region is locally present at the interface between the first light-emitting layer and the electron transport layer or the hole blocking layer, quenching by excess holes is thought to be possible. The organic electroluminescent device according to this embodiment includes at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, in which the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship of the above-mentioned mathematical formula (1), and the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H3) of the third host material in the second light-emitting layer satisfy the relationship of the above-mentioned mathematical formula (2). By providing the first and second light-emitting layers so as to satisfy the relationships of the above mathematical formulas (1) and (2), triplet excitons generated in the first light-emitting layer can migrate to the second light-emitting layer without being quenched by excess carriers, and reverse migration from the second light-emitting layer to the first light-emitting layer can be suppressed. As a result, the TTF mechanism is exerted in the second light-emitting layer, singlet excitons are efficiently generated, and luminous efficiency is improved. In this way, the organic electroluminescence device has a first light-emitting layer that mainly generates triplet excitons and a second light-emitting layer that mainly exhibits the TTF mechanism by utilizing triplet excitons transferred from the first light-emitting layer, as distinct regions. The second host material and the third host material in the second light-emitting layer are compounds having a triplet energy smaller than that of the first host material in the first light-emitting layer, thereby providing a difference in triplet energy, thereby improving the luminous efficiency.
[0135] In the organic EL device of this embodiment, a first light-emitting layer and a second light-emitting layer are laminated, and the second light-emitting layer contains a compound represented by the following general formula (H20) as a second host material, and a compound represented by the following general formula (H30) as a third host material. In this way, the second light-emitting layer contains both a hydrocarbon-based anthracene compound and an anthracene compound having a heteroatom-containing ring, thereby improving the life and light-emitting efficiency of the organic EL device while improving the decrease in light-emitting efficiency at low current density, even when the difference in film thickness between the first light-emitting layer and the second light-emitting layer is small (for example, when the film thickness of the first light-emitting layer and the film thickness of the second light-emitting layer are the same).
[0136] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Math A1). T1(H1)-T1(H2)>0.03eV …(Math A1)
[0137] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H3) of the third host material satisfy the relationship of the following mathematical formula (Mathematical Formula A2). T1(H1)-T1(H3)>0.03eV …(Number A2)
[0138] (First Host Material) In the organic EL device according to this embodiment, the first host material is not particularly limited as long as it is a compound that satisfies the relationships of the above mathematical formulas (1) and (2).
[0139] In the organic EL device of this embodiment, it is also preferable that the first 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 first 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 first 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 first 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.
[0140] [ka]
[0141] In the organic EL device of this embodiment, it is also preferable that the crosslink contains a double bond. That is, it is also preferable that the benzene-naphthalene linking structure has a structure in which the benzene ring and the naphthalene ring are further linked by a crosslinking structure containing a double bond at a portion other than the single bond.
[0142] 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).
[0143] [ka]
[0144] In the organic EL device of this embodiment, it is also preferable that the first 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 crosslink at at least one portion other than the single bond.
[0145] In the organic EL device of 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 first host material has a biphenyl structure including such a bridge, it is expected that deterioration in chromaticity of the organic EL device can be suppressed.
[0146] In the organic EL device of 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.
[0147] In the organic EL device of 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 portions other than the single bond, and the bridge does not contain a double bond. When the first host material has a biphenyl structure including such a bridge, it is expected that deterioration in chromaticity of the organic EL device can be suppressed.
[0148] 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).
[0149] [ka]
[0150] 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.
[0151] In the organic EL device according to this embodiment, the first host material is preferably a first compound represented by, for example, the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X), or general formula (16X).
[0152] (First Compound) In the organic EL device according to this embodiment, the first host material is preferably a compound represented by the following general formula (1).
[0153] [ka]
[0154] (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 110at 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, In the general formula (11), * indicates the bonding position to the pyrene ring in the general formula (1).
[0155] (In the first compound according to this embodiment, 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 901If 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.)
[0156] In the organic EL device according to this embodiment, the group represented by the general formula (11) is preferably a group represented by the following general formula (111).
[0157] [ka]
[0158] (In the general formula (111), X1 is a CR 123 R 124 , oxygen atom, sulfur atom, or NR 125 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 0, 1, 2, 3 or 4; mb is 0, 1, 2, 3 or 4; ma+mb is 0, 1, 2, 3 or 4, Ar 101 represents Ar in the general formula (11). 101 is synonymous with R 121 , R 122 , R 123 , R 124 and R 125 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 Rs 121 are identical to or different from each other, md is 3, The Three Rs 122 are either identical or different.)
[0159] In the group represented by the general formula (111), 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 (111a): 111 is bonded, and R is placed in the remaining three positions of *1 to *4. 121 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. 122 are combined.
[0160] [ka]
[0161] For example, in the group represented by the general formula (111), L 111 is bonded to the carbon atom marked with *2 in the ring structure represented by the general formula (111a), and L 112 When is bonded to the carbon atom at *7 in the ring structure represented by the general formula (111a), the group represented by the general formula (111) is represented by the following general formula (111b).
[0162] [ka]
[0163] (In the general formula (111b), X1, L 111 , L 112 , ma, mb, Ar 101 , R 121 , R 122 , R 123 , R 124 and R 125 each independently represents X1, L in the general formula (111). 111 , L112 , ma, mb, Ar 101 , R 121 , R 122 , R 123 , R 124 and R 125 is synonymous with Multiple R 121 are identical to or different from each other, Multiple R 122 are either identical or different.)
[0164] In the organic EL device according to this embodiment, the group represented by the general formula (111) is preferably a group represented by the general formula (111b).
[0165] In the organic EL element according to this embodiment, ma is 0, 1 or 2; Preferably, mb is 0, 1 or 2.
[0166] In the organic EL element according to this embodiment, ma is 0 or 1, mb is preferably 0 or 1.
[0167] In the organic EL element according to this embodiment, Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0168] In the organic EL element according to this 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.
[0169] In the organic EL element according to this embodiment, Ar 101 is also preferably a group represented by the following general formula (12), general formula (13) or general formula (14).
[0170] [ka]
[0171] (In the general formula (12), general formula (13) and general formula (14), 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 124 a group represented by -COOR 125 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 (12), general formula (13) and general formula (14) represents L in the general formula (11). 101 or the bonding position of L in the general formula (111) or the general formula (111b). 112 )
[0172] In the organic EL device according to this embodiment, the first compound is preferably represented by the following general formula (101).
[0173] [ka]
[0174] (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.)
[0175] In the organic EL element according to this embodiment, L 101 is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
[0176] In the organic EL device according to this embodiment, the first compound is preferably represented by the following general formula (102).
[0177] [ka]
[0178] (In the general formula (102), R 101 ~R 120 are each independently R in the general formula (101). 101 ~R 120 is synonymous with However, R 101 ~R 110 One of them is L 111 indicates the bond position with R 111 ~R 120 One of them is L 112 indicates the bonding position with X1 is a CR 123 R 124 , oxygen atom, sulfur atom, or NR 125 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 0, 1, 2, 3 or 4; mb is 0, 1, 2, 3 or 4; ma+mb is 0, 1, 2, 3 or 4, R 121 , R 122 , R 123 , R 124 and R 125 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 Rs 121 are identical to or different from each other, md is 3, The Three Rs 122 are either identical or different.)
[0179] In the compound represented by the general formula (102), it is preferable that ma is 0, 1 or 2, and mb is 0, 1 or 2.
[0180] In the compound represented by the general formula (102), it is preferable that ma is 0 or 1, and mb is 0 or 1.
[0181] In the organic EL element according to this embodiment, R 101 ~R 110 It is preferable that two or more of the above are groups represented by the general formula (11).
[0182] In the organic EL element according to this 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.
[0183] In the organic EL element according to this 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.
[0184] In the organic EL element according to this embodiment, R which is not a group represented by the 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.
[0185] In the organic EL element according to this embodiment, R which is not a group represented by the 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.
[0186] In the organic EL device according to this embodiment, R 101 ~R 110 is preferably a hydrogen atom.
[0187] A compound represented by the general formula (1X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (1X).
[0188] [ka]
[0189] (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 -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 (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).
[0190] In the organic EL device according to this embodiment, the group represented by the general formula (11X) is preferably a group represented by the following general formula (111X).
[0191] [ka]
[0192] (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 (11X). 101 is synonymous with R 141 , R 142 , R 143 , R 144 and R145 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 Rs 141 are identical to or different from each other, md is 3, The Three Rs 142 are either identical or different.)
[0193] 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.
[0194] [ka]
[0195] 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).
[0196] [ka]
[0197] (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.)
[0198] 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).
[0199] In the compound represented by the general formula (1X), it is preferable that ma is 1 or 2, and mb is 1 or 2.
[0200] In the compound represented by the general formula (1X), it is preferable that ma is 1 and mb is 1.
[0201] 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.
[0202] 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.
[0203] The compound represented by the general formula (1X) is also preferably represented by the following general formula (101X).
[0204] [ka]
[0205] (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 R101 ~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 101If there are two or more, there are two or more L 101 are either identical or different.)
[0206] 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.
[0207] The compound represented by the general formula (1X) is also preferably represented by the following general formula (102X).
[0208] [ka]
[0209] (In the general formula (102X), R 111 and R 112 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 )(R902 )(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 Rs 141 are identical to or different from each other, md is 3, The Three Rs 142 are either identical or different.)
[0210] 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.
[0211] 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.
[0212] 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).
[0213] [ka]
[0214] (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).
[0215] The compound represented by the general formula (1X) is also preferably represented by the following general formula (103X).
[0216] [ka]
[0217] (In the general formula (103X), R 101 ~R 110 and R 112 are R in the general formula (1X), respectively. 101 ~R 110 and 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
[0218] 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.
[0219] 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.
[0220] In the compound represented by the general formula (1X), R 101 ~R112 It is also preferable that two or more of the above are groups represented by the general formula (11X).
[0221] 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.
[0222] 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 110 It 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.
[0223] 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.
[0224] 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.
[0225] In the compound represented by the general formula (1X), R 101 ~R 112 is preferably a hydrogen atom.
[0226] A compound represented by the general formula (12X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (12X).
[0227] [ka]
[0228] (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 1210 at 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 1201are 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).
[0229] 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.
[0230] A compound represented by the general formula (13X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (13X).
[0231] [ka]
[0232] (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 1310 at 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 1301are 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).
[0233] 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 R 1309 and R 1310 It is paired with.
[0234] A compound represented by the general formula (14X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (14X).
[0235] [ka]
[0236] (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 1401are 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).
[0237] A compound represented by the general formula (15X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (15X).
[0238] [ka]
[0239] (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).
[0240] A compound represented by the general formula (16X) In the organic EL device according to this embodiment, the first host material is also preferably a compound represented by the following general formula (16X).
[0241] [ka]
[0242] (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).
[0243] In the first host material, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted".
[0244] (Method for producing first host material) The first host material can be produced by a known method. Alternatively, the first host material can be produced by following a known method and using known alternative reactions and raw materials suited to the target material.
[0245] (Specific Examples of the First Host Material) Specific examples of the first host material include the following compounds: However, the present invention is not limited to these specific examples of the first host material. 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.
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[0336] (Second Host Material) In the organic EL device of this embodiment, the second host material is a compound represented by the following general formula (H20): However, the second host material is a compound different from the third host material.
[0337] [ka]
[0338] (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-(R905 ) 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):
[0339] [ka]
[0340] (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.
[0341] (In the second 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 901are 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 either identical or different.)
[0342] In the organic EL device of this embodiment, the second host material preferably has, in the molecule, at least one substituted or unsubstituted aryl group in which four or more rings are fused.
[0343] In the organic EL device of this embodiment, the second host material Ar 201 , Ar 202 and Ar 203 At least one of the above is preferably a substituted or unsubstituted aryl group having four or more condensed rings.
[0344] In the organic EL device of this embodiment, the second host material Ar 201 or Ar 202 is preferably a substituted or unsubstituted aryl group having four or more fused rings.
[0345] In the organic EL device of this embodiment, the substituted or unsubstituted aryl group having four or more fused rings contained in the molecule of the second host material preferably includes at least one skeleton selected from the group consisting of a pyrene skeleton, a benzanthracene skeleton, a chrysene skeleton, a benzochrysene skeleton, a benzofluorene skeleton, a fluoranthene skeleton, a benzofluoranthene skeleton, a triphenylene skeleton, a benzotriphenylene skeleton, and a benzophenanthrene skeleton.
[0346] In the organic EL device of this embodiment, the second host material Ar 201 or Ar 202 is also preferably a group represented by the following general formula (b20).
[0347] [ka]
[0348] (In the general formula (b20), R 211 ~R 224 One of the following is L 201 or L 202 indicates the bond position with L 201 or L 202 R is not a bond position with 211 ~R 224 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, a nitro group, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0349] In the organic EL element of this embodiment, R 223 L 201 or L 202 It is preferable to indicate the bonding position with
[0350] In the organic EL device of this embodiment, the second host material is also preferably a compound represented by the following general formula (H201).
[0351] [ka]
[0352] (In the general formula (H201), R 201 ~R 208 , L 201 , L 202 and Ar 202 are as defined in the general formula (H20), and R 211 ~R 222 and R 224 are as defined in the general formula (b20) above.
[0353] Second host material Ar 201 , Ar 202 and Ar 203 It is also preferable that at least one of the above is a group represented by the following general formula (b1), (b2), (b3) or (b4).
[0354] [ka]
[0355] (In the general formulae (b1), (b2), (b3) and (b4), R 230 ~R 235 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 241 ~R 248 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 230 ~R 235 and R 241 ~R 248 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, a nitro group, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, Multiple R 230 are the same or different from each other, *L 201 , L 202 or L 203 )
[0356] In the organic EL device of this embodiment, the second host material Ar 201 and Ar 202 is a substituted or unsubstituted aryl group having four or more fused rings, and Ar 201 and Ar 202 The other of the above is also preferably a group represented by the general formula (b1), (b2), (b3) or (b4).
[0357] In the organic EL device of this embodiment, the second host material Ar 201 and Ar 202 one of the groups is an aryl group containing at least one skeleton selected from the group consisting of a pyrene skeleton, a benzanthracene skeleton, a chrysene skeleton, a benzochrysene skeleton, a benzofluorene skeleton, a fluoranthene skeleton, a benzofluoranthene skeleton, a triphenylene skeleton, a benzotriphenylene skeleton, and a benzophenanthrene skeleton, and Ar 201 and Ar 202 The other of the above is also preferably a group represented by the general formula (b1), (b2), (b3) or (b4).
[0358] In the organic EL device of this embodiment, the second host material Ar 201 and Ar 202 It is preferable that one of the above is a group represented by the general formula (b1) or (b2).
[0359] In the organic EL device of this embodiment, the third host material R 230 ~R 235 and R 241 ~R 248 is preferably a hydrogen atom.
[0360] In the organic EL device of this embodiment, the L 201 , L 202 and L 203 are preferably each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.
[0361] In the organic EL device of this embodiment, the L 201 , L 202 and L 203 are preferably each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.
[0362] In the organic EL device of this embodiment, the 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 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 group represented by the general formula (H21) is also preferred.
[0363] In the organic EL device of this embodiment, the 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 aryl group having 6 to 50 ring carbon atoms, or A group represented by the general formula (H21) is also preferred.
[0364] In the organic EL device of this embodiment, the R 201 ~R 208is also preferably a hydrogen atom.
[0365] In the organic EL device of this embodiment, the second host material preferably does not contain a substituted or unsubstituted heterocyclic group in the molecule.
[0366] In the second host material, all groups described as "substituted or unsubstituted" are preferably "unsubstituted".
[0367] (Method for producing second host material) The second host material can be produced by a known method. Alternatively, the second host material can be produced by following a known method and using known alternative reactions and raw materials suited to the target material.
[0368] (Specific Examples of Second Host Material) Specific examples of the second host material include the following compounds: However, the present invention is not limited to these specific examples of the second host material.
[0369] [ka]
[0370] [ka]
[0371] [ka]
[0372] [ka]
[0373] [ka]
[0374] [ka]
[0375] [ka]
[0376] [ka]
[0377] [ka]
[0378] (Third Host Material) In the organic EL device of this embodiment, the third host material is a compound represented by the following general formula (H30).
[0379] [ka]
[0380] (In the general formula (H30), 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 308and 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.
[0381] (In the third 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 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.)
[0382] In the organic EL device of this embodiment, the third host material R 311 ~R 314 It is preferred that one or more pairs of adjacent two or more of the above be bonded to each other to form a substituted or unsubstituted benzene ring.
[0383] In the organic EL device of this embodiment, the third host material is also preferably a compound represented by the following general formula (H31), (H32), or (H33).
[0384] [ka]
[0385] [ka]
[0386] [ka]
[0387] (In the general formulae (H31), (H32) and (H33), X3, R 301 ~R 308 , R 310 ~R 314 , L 301 , L 302 and Ar 301 are as defined in the general formula (H30), 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.
[0388] In the organic EL device of this embodiment, the third host material is also preferably a compound represented by the following general formula (H301) or (H302).
[0389] [ka]
[0390] [ka]
[0391] (In the general formulae (H301) and (H302), X3, R 301 ~R 308 , R 311 ~R 314 , L 301 , L 302 and Ar 301 are as defined in the general formula (H30), 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.
[0392] In the organic EL device of this embodiment, the third host material is also preferably a compound represented by the following general formula (H311), (H312), (H321), (H322), (H331) or (H332).
[0393] [ka]
[0394] [ka]
[0395] [ka]
[0396] [ka]
[0397] [ka]
[0398] [ka]
[0399] (In the general formulae (H311), (H312), (H321), (H322), (H331) and (H332), X3, R 301 ~R 308 , L 301 , L 302 and Ar 301 are as defined in the general formula (H30), 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.
[0400] In the organic EL device of this embodiment, the third host material L 301 and L 302 are preferably each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.
[0401] In the organic EL device of this embodiment, the third host material L 301 and L 302 are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.
[0402] In the organic EL device of this embodiment, the third host material L 301 and L 302 is also preferably a single bond.
[0403] In the organic EL device of this embodiment, the third host material is also preferably a compound represented by the following general formula (H313), (H314), (H323), (H324), (H333) or (H334).
[0404] [ka]
[0405] [ka]
[0406] [ka]
[0407] [ka]
[0408] [ka]
[0409] [ka]
[0410] (In the general formulae (H313), (H314), (H323), (H324), (H333), and (H334), X3, R 301 ~R 308 , and Ar 301 are as defined in the general formula (H30), 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.
[0411] In the organic EL device of this embodiment, the third host material 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 preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0412] In the organic EL device of this embodiment, the third host material 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 more preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0413] In the organic EL device of this embodiment, the third host material, Ar 301 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0414] In the organic EL device of this embodiment, the third host material, Ar 301 is preferably a group represented by the following general formula (a1), (a2), (a3) or (a4).
[0415] [ka] (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 )
[0416] In the organic EL device of this embodiment, the third host material, Ar 301 is preferably a group represented by the general formula (a1) or (a2).
[0417] In the organic EL device of this embodiment, the third host material R 330 ~R 335 and R 341 ~R 348 is preferably a hydrogen atom.
[0418] In the organic EL device of this embodiment, X3 in the third host material is preferably an oxygen atom.
[0419] In the organic EL device of this embodiment, the third host material 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 A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms is also preferred.
[0420] In the organic EL device of this embodiment, the third host material R 301 ~R 308 are each independently, hydrogen 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 is also preferred.
[0421] In the organic EL device of this embodiment, the third host material R 301 ~R 308 is also preferably a hydrogen atom.
[0422] In the third host material, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted".
[0423] (Third Method for Producing Host Material) The third host material can be produced by a known method. Alternatively, the third host material can be produced by following a known method and using known alternative reactions and raw materials suited to the target material.
[0424] (Specific Example of Third Host Material) Specific examples of the third host material include the following compounds: However, the present invention is not limited to these specific examples of the third host material.
[0425] [ka]
[0426] [ka]
[0427] [ka]
[0428] [ka]
[0429] [ka]
[0430] [ka]
[0431] [ka]
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[0443] [ka]
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[0445] [ka]
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[0449] [ka]
[0450] [ka]
[0451] (luminescent compounds) In the organic EL device according to this embodiment, the light-emitting compounds such as the first light-emitting compound, the second light-emitting compound, and the third light-emitting compound are not particularly limited, but are preferably, for example, each independently one or more compounds selected from the group consisting of a compound represented by the following general formula (3A), 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 (6), 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).
[0452] (Compound represented by general formula (3A)) The compound represented by general formula (3A) will be explained.
[0453] [ka]
[0454] (In the general formula (3A), Ra 301 , Ra 302 , Ra 303 , Ra 304 , Ra 305 , Ra 306 , Ra 307 , Ra 308 , Ra 309 and Ra 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, Ra 301 ~Ra 310 At least one of the above is a monovalent group represented by the following general formula (31A): Ra does not form the monocyclic ring, does not form the fused ring, and is not a monovalent group represented by the following general formula (31A): 301 ~Ra 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.
[0455] [ka]
[0456] (In the general formula (31A), Ara 301 and Ara 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, La 301 , La 302 and La 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 (3A).
[0457] In the sixth compound and the seventh 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 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.
[0458] In the general formula (3A), Ra 301 ~Ra310 It is preferable that two of them are groups represented by the general formula (31A).
[0459] In one embodiment, the compound represented by the general formula (3A) is a compound represented by the following general formula (33A).
[0460] [ka]
[0461] (In the general formula (33A), Ra 311 , Ra 312 , Ra 313 , Ra 314 , Ra 315 , Ra 316 , Ra 317 and Ra 318 are each independently a monovalent group in the general formula (3A) that is not represented by the general formula (31A). 301 ~Ra 310 is synonymous with La 311 , La 312 , La 313 , La 314 , La 315 and La 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, Ara 312 , Ara 313 , Ara 315 and Ara 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.
[0462] In the general formula (31A), La 301 is preferably a single bond, and La302 and La 303 is preferably a single bond.
[0463] In one embodiment, the compound represented by the general formula (3A) is represented by the following general formula (34A) or general formula (35A).
[0464] [ka]
[0465] (In the general formula (34A), Ra 311 ~Ra 318 are each independently a monovalent group in the general formula (3A) that is not represented by the general formula (31A). 301 ~Ra 310 is synonymous with La 312 , La 313 , La 315 and La 316 each independently represents La in the general formula (33A). 312 , La 313 , La 315 and La 316 is synonymous with Ara 312 , Ara 313 , Ara 315 and Ara 316 each independently represents Ara in the general formula (33A). 312 , Ara 313 , Ara 315 and Ara 316 is equivalent to
[0466] [ka]
[0467] (In the general formula (35A), Ra 311 ~Ra 318are each independently a monovalent group in the general formula (3A) that is not represented by the general formula (31A). 301 ~Ra 310 is synonymous with Ara 312 , Ara 313 , Ara 315 and Ara 316 each independently represents Ara in the general formula (33A). 312 , Ara 313 , Ara 315 and Ara 316 is equivalent to
[0468] In the general formula (31A), preferably, Ara 301 and Ara 302 At least one of the above is a group represented by the following general formula (36A). In the general formulae (33A) to (35A), preferably, Ara 312 and Ara 313 At least one of the above is a group represented by the following general formula (36A). In the general formulae (33A) to (35A), preferably, Ara 315 and Ara 316 At least one of the above is a group represented by the following general formula (36A).
[0469] [ka]
[0470] (In the general formula (36A), Xa3 represents an oxygen atom or a sulfur atom; Ra 321 ~Ra 327 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, Ra does not form the single ring and does not form the fused ring321 , Ra 322 , Ra 323 , Ra 324 , Ra 325 , Ra 326 and Ra 327 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, * indicates La 302 , La 303 , La 312 , La 313 , La 315 Or La 316 )
[0471] Xa3 is preferably an oxygen atom.
[0472] Ra 321 ~Ra 327 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, 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.
[0473] In the general formula (31A), Ara 301 is a group represented by the general formula (36A), and Ara 302 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In the general formulae (33A) to (35A), Ara 312 is a group represented by the general formula (36A), and Ara 313 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In the general formulae (33A) to (35A), Ara 315 is a group represented by the general formula (36A), and Ara 316 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0474] In one embodiment, the compound represented by general formula (3A) is represented by the following general formula (37A).
[0475] [ka]
[0476] (In the general formula (37A), Ra 311 ~Ra 318 are each independently a monovalent group in the general formula (3A) that is not represented by the general formula (31A). 301 ~Ra 310 is synonymous with Ra 321 ~Ra 327 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, Ra 341 ~Ra 347 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, Ra does not form the single ring and does not form the fused ring 321 ~Ra 327 and Ra 341 ~Ra 347 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, Ra 331 ~Ra 335 and Ra 351 ~Ra 355 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 groups, nitro groups, 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.
[0477] (Specific examples of compounds represented by general formula (3A)) Specific examples of the compound represented by the general formula (3A) include the compounds shown below.
[0478] [ka]
[0479] [ka]
[0480] [ka]
[0481] [ka]
[0482] [ka]
[0483] (Compound represented by general formula (4)) The compound represented by general formula (4) will be explained.
[0484] [ka]
[0485] (In the general formula (4), Each Z is independently CRa or a nitrogen atom; Ring A1 and ring A2 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, When there are a plurality of Ra, one or more pairs of adjacent two or more of the plurality of Ra are 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, n21 and n22 each independently represent 0, 1, 2, 3, or 4; When a plurality of Rb's are present, one or more pairs of adjacent two or more Rb's are 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, When there are a plurality of Rc's, one or more pairs of adjacent two or more Rc's are 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, Ra, Rb, and Rc that do not form a single ring and do not form a fused ring each independently represent: 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.
[0486] The "aromatic hydrocarbon ring" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "aryl group." The "aromatic hydrocarbon ring" of ring A1 and ring A2 contains, as ring-forming atoms, two carbon atoms on the central fused two-ring structure of general formula (4). 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.
[0487] The "heterocycle" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "heterocyclic group." The "heterocycle" of ring A1 and ring A2 contains the two carbon atoms on the central fused two-ring structure of general formula (4) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocyclic ring 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.
[0488] Rb is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A1, or any of the atoms forming the heterocycle as ring A1.
[0489] Rc is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A2, or any of the atoms forming the heterocycle as ring A2.
[0490] At least one of Ra, Rb, and Rc is preferably a group represented by the following general formula (4a), and more preferably at least two of them are groups represented by the following general formula (4a).
[0491] [ka]
[0492] (In the general formula (4a), L 401 teeth, 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 401 teeth, 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 It is a group represented by the following general formula (4b):
[0493] [ka]
[0494] (In the general formula (4b), L402 and L 403 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 402 and Ar 403 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, Ar does not form the single ring and does not form the fused ring 402 and Ar 403 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.
[0495] In one embodiment, the compound represented by the general formula (4) is represented by the following general formula (42).
[0496] [ka]
[0497] (In the general formula (42), R 401 ~R 411 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 monocyclic ring and does not form the fused ring 401 ~R 411 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.
[0498] R 401 ~R 411 Among these, at least one is preferably a group represented by the general formula (4a), and more preferably at least two are groups represented by the general formula (4a). R 404 and R 411 is preferably a group represented by the general formula (4a).
[0499] In one embodiment, the compound represented by the general formula (4) is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the A1 ring. In one embodiment, the compound represented by the general formula (42) is R 404 ~R 407 is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the ring to which
[0500] [ka]
[0501] (In the general formula (4-1), two * are each independently bonded to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle as the A1 ring in the general formula (4), or to a ring-forming atom of R in the general formula (42). 404 ~R 407 and combine with either The three * in the general formula (4-2) each independently bond to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle as the A1 ring in the general formula (4), or bond to R in the general formula (42). 404 ~R 407 and combine with either R 421 ~R 427 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 431 ~R 438 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 monocyclic ring and does not form the fused ring 421 ~R 427 and R 431 ~R 438 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.
[0502] In one embodiment, the compound represented by the general formula (4) is a compound represented by the following general formula (41-3), general formula (41-4), or general formula (41-5).
[0503] [ka]
[0504] [ka]
[0505] [ka]
[0506] (In the general formula (41-3), formula (41-4) and formula (41-5), Ring A1 is as defined in general formula (4), R 421 ~R 427 are each independently R in the general formula (4-1). 421 ~R 427 is synonymous with R 440 ~R 448 are each independently R in the general formula (42). 401 ~R 411 is equivalent to
[0507] In one embodiment, the substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms as ring A1 in general formula (41-5) is a substituted or unsubstituted naphthalene ring, or It is a substituted or unsubstituted fluorene ring.
[0508] In one embodiment, the substituted or unsubstituted heterocycle having 5 to 50 ring atoms as ring A1 in general formula (41-5) is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.
[0509] In one embodiment, the compound represented by the general formula (4) or the general formula (42) is selected from the group consisting of compounds represented by the following general formulas (461) to (467).
[0510] [ka]
[0511] [ka]
[0512] [ka]
[0513] [ka]
[0514] [ka]
[0515] (In the general formula (461), the general formula (462), the general formula (463), the general formula (464), the general formula (465), the general formula (466) and the general formula (467), R 421 ~R 427 are each independently R in the general formula (4-1). 421 ~R 427 is synonymous with R 431 ~R 438 are each independently R in the general formula (4-2). 431 ~R 438 is synonymous with R 440 ~R 448 and R 451 ~R 454 are each independently R in the general formula (42). 401 ~R 411 is synonymous with X4 is an oxygen atom, NR 801 , or C(R 802 )(R 803 ) and R 801 , R 802 and R 803 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 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, R 803 If there are multiple R803 are either identical or different.)
[0516] In one embodiment, the compound represented by general formula (42) is R 401 ~R 411 one or more pairs of adjacent two or more of these bond to each other to form a substituted or unsubstituted monocycle, or bond to each other to form a substituted or unsubstituted fused ring, and this embodiment will be described in detail below as a compound represented by general formula (45).
[0517] (Compound represented by general formula (45)) The compound represented by general formula (45) will be explained.
[0518] [ka]
[0519] (In the general formula (45), R 461 and R 462 A set consisting of 462 and R 463 A set consisting of 464 and R 465 A set consisting of 465 and R 466 A set consisting of 466 and R 467 A set consisting of 468 and R 469 A set consisting of 469 and R 470 and R 470 and R 471 two or more of the pairs selected from the group consisting of pairs of however, R 461 and R 462 and R 462 and R 463 A set consisting of and; R 464 and R 465 and R465 and R 466 A set consisting of and; R 465 and R 466 and R 466 and R 467 A set consisting of and; R 468 and R 469 and R 469 and R 470 and R 469 and R 470 and R 470 and R 471 and do not simultaneously form a ring, R 461 ~R 471 The two or more rings formed by are the same or different, R does not form the monocyclic ring and does not form the fused ring 461 ~R 471 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 ), -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.
[0520] In the general formula (45), R n and R n+1 (n represents an integer selected from 461, 462, 464 to 466, and 468 to 470) are bonded to each other to form R n and R n+1 is bonded to the two ring-forming carbon atoms to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring. The ring is preferably composed of atoms selected from the group consisting of carbon atoms, oxygen atoms, sulfur atoms, and nitrogen atoms, and the number of atoms in the ring is preferably 3 to 7, and more preferably 5 or 6.
[0521] The number of the ring structures in the compound represented by the general formula (45) is, for example, two, three, or four. The two or more ring structures may be present on the same benzene ring on the parent skeleton of the general formula (45), or may be present on different benzene rings. For example, when the compound has three ring structures, one ring structure may be present on each of the three benzene rings in the general formula (45).
[0522] Examples of the ring structure in the compound represented by the general formula (45) include structures represented by the following general formulae (451) to (460).
[0523] [ka]
[0524] (In the general formulae (451) to (457), *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14 are R n and R n+1 represents the two ring-forming carbon atoms to which are bonded, R n The ring-forming carbon atom to which is bonded may be either of the two ring-forming carbon atoms represented by *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14, X 45 is C(R4512 )(R 4513 ), NR 4514 , an oxygen atom or a sulfur atom, R 4501 ~R 4506 and R 4512 ~R 4513 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 monocyclic ring and does not form the fused ring 4501 ~R 4514 are each independently R in the general formula (45). 461 ~R 471 is equivalent to
[0525] [ka]
[0526] (In the general formulae (458) to (460), *1 and *2, and *3 and *4 are R n and R n+1 represents the two ring-forming carbon atoms to which are bonded, R n The ring carbon atom to which is bonded may be either the two ring carbon atoms represented by *1 and *2, or *3 and *4, X 45 is C(R 4512 )(R 4513 ), NR 4514 , an oxygen atom or a sulfur atom, R 4512 ~R 4513 and R 4515 ~R 4525 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 monocyclic ring and does not form the fused ring 4512 ~R 4513 , R 4515 ~R 4521 and R 4522 ~R 4525 , and R 4514 are each independently R in the general formula (45). 461 ~R 471 is equivalent to
[0527] In the general formula (45), R 462 , R 464 , R 465 , R 470 and R 471 at least one of (preferably R 462 , R 465 and R 470 and more preferably at least one of R 462 ) is preferably a group that does not form a ring structure.
[0528] (i) In the general formula (45), R n and R n+1 a substituent when the ring structure formed by the formula (I) has a substituent, (ii) In the general formula (45), R 461 ~R 471 , and (iii) R in equations (451) to (460) 4501 ~R 4514 , R 4515 ~R 4525 are preferably 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; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or It is any one of groups selected from the group consisting of groups represented by the following general formulae (461) to (464).
[0529] [ka]
[0530] (In the general formulas (461) to (464), R d 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, X 46 is C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 801 , R 802 and R 803 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 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, R 803 If there are multiple R 803 are the same or different from each other, p1 is 5, p2 is 4, p3 is 3, p4 is 7, In the general formulae (461) to (464), * each independently indicates the bonding position to the ring structure. In the luminescent compound, R 901 ~R 907 is as defined above.
[0531] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-1) to (45-6).
[0532] [ka]
[0533] [ka]
[0534] (In the general formulae (45-1) to (45-6), rings d to i each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to
[0535] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-7) to (45-12).
[0536] [ka]
[0537] [ka]
[0538] (In the general formulae (45-7) to (45-12), rings d to f, k, and j each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to
[0539] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-13) to (45-21).
[0540] [ka]
[0541] [ka]
[0542] [ka]
[0543] (In the general formulae (45-13) to (45-21), rings d to k each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to
[0544] When the ring g or the ring h further has a substituent, examples of the substituent include: 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; A group represented by the general formula (461), A group represented by the general formula (463), or Examples include the group represented by the general formula (464).
[0545] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-22) to (45-25).
[0546] [ka]
[0547] (In the general formulae (45-22) to (45-25), X 46 and X 47 are each independently C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 461 ~R 471 and R 481~R 488 are each independently R in the general formula (45). 461 ~R 471 is synonymous with. R 801 , R 802 and R 803 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 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, R 803 If there are multiple R 803 are either identical or different.)
[0548] In one embodiment, the compound represented by the general formula (45) is represented by the following general formula (45-26):
[0549] [ka]
[0550] (In the general formula (45-26), X 46 is C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 463 , R 464 , R467 , R 468 , R 471 , and R 481 ~R 492 are each independently R in the general formula (45). 461 ~R 471 is synonymous with. R 801 , R 802 and R 803 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 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, R 803 If there are multiple R 803 are either identical or different.)
[0551] (Specific examples of compounds represented by formula (4)) Specific examples of the compound represented by the general formula (4) include the compounds shown below: In the specific examples below, Ph represents a phenyl group, and D represents a deuterium atom.
[0552] [ka]
[0553] [ka]
[0554] [ka]
[0555] [ka]
[0556] [ka]
[0557] [ka]
[0558] [ka]
[0559] [ka]
[0560] [ka]
[0561] [ka]
[0562] (Compound represented by general formula (5)) The compound represented by general formula (5) will be explained below: The compound represented by general formula (5) corresponds to the compound represented by general formula (41-3) described above.
[0563] [ka]
[0564] (In the general formula (5), R 501 ~R 507 and R 511 ~R 517 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 monocyclic ring and does not form the fused ring 501 ~R 507 and R 511 ~R 517 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. R 521 and R 522 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.
[0565] "R 501 ~R 507 and R 511 ~R 517 "A set of two or more adjacent pairs of R" is, for example, 501 and R 502 A set consisting of R 502 and R 503 A set consisting of R 503 and R 504 A set consisting of R 505 and R 506 A set consisting of R 506 and R 507 A set consisting of R 501 and R 502 and R 503 It is a combination of a set consisting of:
[0566] In one embodiment, R 501 ~R 507 and R 511 ~R 517 At least one, preferably two of the following are -N(R 906 )(R 907 ) is a group represented by the formula:
[0567] In one embodiment, R 501 ~R 507 and R 511 ~R 517 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.
[0568] In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (52):
[0569] [ka]
[0570] (In the general formula (52), R 531 ~R 534 and R 541 ~R 544 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 monocyclic ring and does not form the fused ring 531 ~R 534 , R 541 ~R 544 , and R 551 and R 552 are each independently, hydrogen 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 561 ~R 564 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.
[0571] In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (53):
[0572] [ka]
[0573] (In the general formula (53), R 551 , R 552 and R 561 ~R 564 are each independently R in the general formula (52). 551 , R 552 and R 561 ~R 564 is equivalent to
[0574] In one embodiment, R in the general formula (52) and the general formula (53) 561 ~R 564 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms (preferably a phenyl group).
[0575] In one embodiment, R in general formula (5) 521 and R 522 R in the general formula (52) and the general formula (53) 551 and R 552 is a hydrogen atom.
[0576] In one embodiment, the substituent in the case of “substituted or unsubstituted” in the general formula (5), the general formula (52), and the general formula (53) is 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.
[0577] (Specific examples of compounds represented by formula (5)) Specific examples of the compound represented by the general formula (5) include the compounds shown below.
[0578] [ka]
[0579] [ka]
[0580] [ka]
[0581] [ka]
[0582] [ka]
[0583] [ka]
[0584] [ka]
[0585] [ka]
[0586] [ka]
[0587] [ka]
[0588] [ka]
[0589] [ka]
[0590] [ka]
[0591] [ka]
[0592] [ka]
[0593] [ka]
[0594] (Compound represented by general formula (6)) The compound represented by general formula (6) will be explained.
[0595] [ka]
[0596] (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.
[0597] The rings a, b, and 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 the general formula (6) composed of a boron atom and two nitrogen atoms.
[0598] The "aromatic hydrocarbon rings" of rings a, b, and c have the same structure as the compounds in which a hydrogen atom has been introduced into the above-mentioned "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.
[0599] 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.
[0600] 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 R 601 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.
[0601] 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.
[0602] 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.
[0603] In one embodiment, the compound represented by the general formula (6) is a compound represented by the following general formula (62):
[0604] [ka]
[0605] (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.
[0606] 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.
[0607] 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.
[0608] 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.
[0609] In one embodiment, R that does not contribute to ring formation 611 ~R 621are 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.
[0610] 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.
[0611] 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.
[0612] In one embodiment, the compound represented by the general formula (62) is a compound represented by the following general formula (63):
[0613] [ka]
[0614] (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 651and 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.
[0615] R 631 is R 646may 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.
[0616] 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.
[0617] 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.
[0618] 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.
[0619] In one embodiment, R that does not contribute to ring formation 631 ~R 651are 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.
[0620] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63A):
[0621] [ka]
[0622] (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.
[0623] 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.
[0624] In one embodiment, R 661 ~R 665 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0625] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B):
[0626] [ka]
[0627] (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.
[0628] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B').
[0629] [ka]
[0630] (In the general formula (63B'), R 672 ~R 675 are each independently R in the general formula (63B). 672 ~R 675 is equivalent to
[0631] 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.
[0632] 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 R673 ~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.
[0633] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C):
[0634] [ka]
[0635] (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. R 683 ~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.
[0636] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C'):
[0637] [ka]
[0638] (In the general formula (63C'), R 683 ~R 686 are each independently R in the general formula (63C). 683 ~R 686 is equivalent to
[0639] 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.
[0640] In one embodiment, R 681 ~R 686 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0641] 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 602 The 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.
[0642] (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.
[0643]
change
[0644]
change
[0645]
change
[0646]
change
[0647]
change
[0648]
change
[0649]
change
[0650]
change
[0651]
change
[0652]
change
[0653]
change
[0654] [ka]
[0655] (Compound represented by general formula (7)) The compound represented by general formula (7) will be explained.
[0656] [ka]
[0657] [ka]
[0658] (In the general formula (7), ring r is a ring represented by general formula (72) or general formula (73) fused at any position to an adjacent ring, ring q and ring s are each independently a ring represented by general formula (74) fused to an adjacent ring at any position, The p ring and the t ring each independently represent a structure represented by the general formula (75) or the general formula (76) fused at any position of the adjacent ring, X7 is an oxygen atom, a sulfur atom, or NR 702 is. R 701 If there are multiple R 701 teeth, 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 monocyclic ring and does not form the fused ring 701 and R 702 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, -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, Ar 701 and Ar 702 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, L 701 teeth, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenylene group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynylene group having 2 to 50 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 50 ring carbon atoms, 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, m1 is 0, 1 or 2; m2 is 0, 1, 2, 3 or 4; m3 is independently 0, 1, 2 or 3; m4 is independently 0, 1, 2, 3, 4 or 5; R 701 If there are multiple R 701 are identical to or different from each other, When a plurality of X7s are present, the plurality of X7s are the same or different from one another, R 702 If there are multiple R 702 are identical to or different from each other, Ar 701 If there are multiple Ar 701 are identical to or different from each other, Ar 702 If there are multiple Ar 702 are identical to or different from each other, L 701 If there are multiple L 701 are either identical or different.)
[0659] In the general formula (7), each of the p, q, r, s, and t rings is fused to an adjacent ring by sharing two carbon atoms. The fused position and orientation are not limited, and fusion is possible at any position and orientation.
[0660] In one embodiment, in the general formula (72) or (73) as the r ring, m1=0 or m2=0.
[0661] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-1) to (71-6).
[0662] [ka]
[0663] [ka]
[0664] [ka]
[0665] [ka]
[0666] [ka]
[0667] [ka]
[0668] (In the general formulae (71-1) to (71-6), R 701 , X7, Ar 701 , Ar 702 , L 701 , m1, and m3 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1 and m3.)
[0669] In one embodiment, the compound represented by general formula (7) is represented by any one of the following general formulae (71-11) to (71-13).
[0670] [ka]
[0671] [ka]
[0672] [ka]
[0673] (In the general formulas (71-11) to (71-13), R 701 , X7, Ar 701 , Ar 702 , L 701 , m1, m3, and m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1, m3 and m4.)
[0674] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-21) to (71-25).
[0675] [ka]
[0676] [ka]
[0677] [ka]
[0678] [ka]
[0679] [ka]
[0680] (In the general formulas (71-21) to (71-25), R 701 , X7, Ar 701 , Ar702 , L 701 , m1, and m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1 and m4.)
[0681] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-31) to (71-33).
[0682] [ka]
[0683] [ka]
[0684] [ka]
[0685] (In the general formulas (71-31) to (71-33), R 701 , X7, Ar 701 , Ar 702 , L 701 , m2 to m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m2 to m4 are synonymous.)
[0686] In one embodiment, Ar 701 and Ar 702 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0687] In one embodiment, Ar 701 and Ar 702 one of the groups is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and Ar 701and Ar 702 The other is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0688] (Specific examples of compounds represented by general formula (7)) Specific examples of the compound represented by the general formula (7) include the compounds shown below.
[0689] [ka]
[0690] [ka]
[0691] [ka]
[0692] [ka]
[0693] [ka]
[0694] [ka]
[0695] (Compound represented by general formula (8)) The compound represented by general formula (8) will be explained.
[0696] [ka]
[0697] (In the general formula (8), R 801 and R802 , R 802 and R 803 , and R 803 and R 804 At least one pair of these bonds together to form a divalent group represented by the following general formula (82): R 805 and R 806 , R 806 and R 807 , and R 807 and R 808 At least one pair of these is bonded to each other to form a divalent group represented by the following general formula (83):
[0698] [ka]
[0699] (R not forming a divalent group represented by the general formula (82) 801 ~R 804 , and R 811 ~R 814 At least one of the above is a monovalent group represented by the following general formula (84): R that does not form a divalent group represented by the general formula (83) 805 ~R 808 , and R 821 ~R 824 At least one of the above is a monovalent group represented by the following general formula (84): X8 is an oxygen atom, a sulfur atom, or NR 809 and R which does not form a divalent group represented by the general formula (82) and the general formula (83) and is not a monovalent group represented by the general formula (84) 801 ~R 808 R is not a monovalent group represented by the general formula (84). 811 ~R 814 and R 821 ~R 824 , and R 809 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.
[0700] [ka]
[0701] (In the general formula (84), Ar 801 and Ar 802 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, L 801 ~L 803 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or a divalent linking group formed by bonding 2 to 4 groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, In the general formula (84), * indicates the bonding position with the ring structure represented by the general formula (8), the group represented by the general formula (82) or the general formula (83).
[0702] In the general formula (8), the positions at which the divalent group represented by the general formula (82) and the divalent group represented by the general formula (83) are formed are not particularly limited, and R 801 ~R 808 The group can be formed at any possible position.
[0703] In one embodiment, the compound represented by the general formula (8) is represented by any one of the following general formulae (81-1) to (81-6).
[0704] [ka]
[0705] [ka]
[0706] [ka]
[0707] (In the general formulae (81-1) to (81-6), X8 has the same meaning as X8 in general formula (8), R 801 ~R 824 at least two of the groups are monovalent groups represented by general formula (84), R which is not a monovalent group represented by the general formula (84) 801 ~R 824 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.
[0708] In one embodiment, the compound represented by the general formula (8) is represented by any one of the following general formulae (81-7) to (81-18).
[0709] [ka]
[0710] [ka]
[0711] [ka]
[0712] [ka]
[0713] [ka]
[0714] [ka]
[0715] (In the general formulae (81-7) to (81-18), X8 has the same meaning as X8 in general formula (8), * is a single bond bonding to the monovalent group represented by the general formula (84), R 801 ~R 824 are each independently R which is not a monovalent group represented by the general formula (84) in the general formulas (81-1) to (81-6). 801 ~R 824 is equivalent to
[0716] R which does not form a divalent group represented by the general formula (82) and the general formula (83) and is not a monovalent group represented by the general formula (84) 801 ~R 808 and R which is not a monovalent group represented by the general formula (84). 811 ~R 814 and R 821 ~R 824 are preferably 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, 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.
[0717] The monovalent group represented by the general formula (84) is preferably represented by the following general formula (85) or general formula (86).
[0718] [ka]
[0719] (In the general formula (85), R 831 ~R 840 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 (85) has the same meaning as * in the general formula (84).
[0720] [ka]
[0721] (In the general formula (86), Ar 801 , L 801 and L 803 represents Ar in the general formula (84). 801 , L 801 and L 803 is synonymous with HAr 801 is a structure represented by the following general formula (87):
[0722] [ka]
[0723] (In the general formula (87), X 81 is an oxygen atom or a sulfur atom, R 841 ~R 848 One of the following is L 803 is a single bond that connects to R that is not a single bond 841 ~R 848 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.
[0724] (Specific examples of compounds represented by general formula (8)) Specific examples of the compound represented by the general formula (8) include the compounds described in WO 2014 / 104144 as well as the compounds shown below.
[0725] [ka]
[0726] [ka]
[0727] [ka]
[0728] [ka]
[0729] [ka]
[0730] [ka]
[0731] (Compound represented by general formula (9)) The compound represented by general formula (9) will be explained.
[0732] [ka]
[0733] (In the general formula (9), A 91 Ring and A 92 The rings are each independently 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, A 91 Ring and A 92 One or more rings selected from the group consisting of: It bonds to * in the structure represented by the following general formula (92):
[0734] [ka]
[0735] (In the general formula (92), A 93 The ring is 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, X9 is NR 93 , C(R 94 )(R 95 ), Si(R 96 )(R 97 ), Ge(R 98 )(R 99 ), an oxygen atom, a sulfur atom, or a selenium atom; R 91 and R 92 teeth, 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 monocyclic ring and does not form the fused ring 91 and R 92 , and R 93 ~R 99 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.
[0736] A 91 Ring and A 92 One or more rings selected from the group consisting of rings are bonded to * in the structure represented by the general formula (92). 91 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92). 92 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92).
[0737] In one embodiment, A 91 Ring and A 92 A group represented by the following general formula (93) is bonded to one or both of the rings.
[0738] [ka]
[0739] (In the general formula (93), Ar 91 and Ar 92 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, L 91 ~L 93 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or a divalent linking group formed by the bonding of 2 to 4 groups selected from the group consisting of substituted or unsubstituted arylene groups having 6 to 30 ring carbon atoms and substituted or unsubstituted divalent heterocyclic groups having 5 to 30 ring atoms, * in the general formula (93) represents A 91 Ring and A 92 Indicates the bonding position to one of the rings.
[0740] In one embodiment, A 91 In addition to the ring, A 92 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92). In this case, the structures represented by general formula (92) may be the same or different from each other.
[0741] In one embodiment, R 91 and R 92 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In one embodiment, R 91 and R 92 are bonded to each other to form a fluorene structure.
[0742] In one embodiment, ring A 91 and Ring A 92 are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring.
[0743] In one embodiment, ring A 93 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring. In one embodiment, X9 is an oxygen atom or a sulfur atom.
[0744] (Specific examples of compounds represented by general formula (9)) Specific examples of the compound represented by the general formula (9) include the compounds shown below.
[0745] [ka]
[0746] [ka]
[0747] [ka]
[0748] [ka]
[0749] (Compound represented by general formula (10)) The compound represented by general formula (10) will be explained.
[0750] [ka]
[0751] [ka]
[0752] (In the general formula (10), ring Ax1 is a ring represented by general formula (10a) fused to an adjacent ring at any position, ring Ax2 is a ring represented by general formula (10b) fused to an adjacent ring at any position, In the general formula (10b), two * are bonded to any positions of the Ax3 ring, X A and X B are each independently C(R 1003 )(R1004 ), Si(R 1005 )(R 1006 ), an oxygen atom or a sulfur atom; The Ax3 ring is 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, Ar 1001 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, R 1001 ~R 1006 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, mx1 is 3 and mx2 is 2, Multiple R 1001 are identical to or different from each other, Multiple R 1002 are identical to or different from each other, ax is 0, 1 or 2; When ax is 0 or 1, the structures in the brackets shown as "3-ax" are the same or different from each other, If ax is 2, multiple Ar 1001 are either identical or different.)
[0753] In one embodiment, Ar 1001 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
[0754] In one embodiment, ring Ax3 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted anthracene ring.
[0755] In one embodiment, R 1003 and R 1004 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.
[0756] In one embodiment, ax is 1.
[0757] (Specific examples of compounds represented by general formula (10)) Specific examples of the compound represented by the general formula (10) include the compounds shown below.
[0758] [ka]
[0759] In one embodiment, the first light-emitting layer and the second light-emitting layer each independently contain, as a light-emitting compound, one or more compounds selected from the group consisting of a compound represented by general formula (4), a compound represented by general formula (5), a compound represented by general formula (7), a compound represented by general formula (8), a compound represented by general formula (9), and a compound represented by the following general formula (63a):
[0760] [ka]
[0761] (In the general formula (63a), R 631 is R 646 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 633 is R 647 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 634 is R 651 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 641 is R 642 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 631 ~R 651 One or more pairs of two or more adjacent 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, halogen atoms, cyano group, nitro group, 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 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, provided that R does not form the substituted or unsubstituted heterocyclic ring, does not form the monocyclic ring, and does not form the fused ring. 631 ~R 651 At least one of the halogen atoms, cyano group, nitro group, 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.
[0762] In one embodiment, the compound represented by the general formula (4) is a compound represented by the general formula (41-3), (41-4), or (41-5), and the A1 ring in the general formula (41-5) is a substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms, or a substituted or unsubstituted fused heterocycle having 8 to 50 ring atoms.
[0763] In one embodiment, the substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms in the general formulae (41-3), (41-4), and (41-5) is a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted anthracene ring, or a substituted or unsubstituted fluorene ring, The substituted or unsubstituted fused heterocyclic ring having 8 to 50 ring atoms is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.
[0764] In one embodiment, the substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms in the general formula (41-3), the general formula (41-4), or the general formula (41-5) is a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted fluorene ring, The substituted or unsubstituted fused heterocyclic ring having 8 to 50 ring atoms is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.
[0765] In one embodiment, the compound represented by the general formula (4) is A compound represented by the following general formula (461): A compound represented by the following general formula (462): A compound represented by the following general formula (463): A compound represented by the following general formula (464): A compound represented by the following general formula (465): A compound represented by the following general formula (466), and The compound is selected from the group consisting of compounds represented by the following general formula (467):
[0766] [ka]
[0767] [ka]
[0768] [ka]
[0769] [ka]
[0770] [ka]
[0771] (In the general formulas (461) to (467), R 421 ~R 427 , R 431 ~R 436 , R 440 ~R 448 and R 451 ~R 454 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 437 , R 438and R which does not form the monocyclic ring and does not form the fused ring. 421 ~R 427 , R 431 ~R 436 , R 440 ~R 448 and R 451 ~R 454 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, X4 is an oxygen atom, NR 801 , or C(R 802 )(R 803 ) and R 801 , R 802 and R 803 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 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, R 803 If there are multiple R 803 are either identical or different.)
[0772] In one embodiment, R 421 ~R 427 and R 440 ~R 448 However, 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.
[0773] In one embodiment, R 421 ~R 427 and R 440 ~R 447 However, each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, and The heterocyclic group is selected from the group consisting of substituted or unsubstituted heterocyclic groups having 5 to 18 ring atoms.
[0774] In one embodiment, the compound represented by the general formula (41-3) is a compound represented by the following general formula (41-3-1):
[0775] [ka]
[0776] (In the general formula (41-3-1), R423 , R 425 , R 426 , R 442 , R 444 and R 445 are each independently R in the general formula (41-3). 423 , R 425 , R 426 , R 442 , R 444 and R 445 is equivalent to
[0777] In one embodiment, the compound represented by the general formula (41-3) is a compound represented by the following general formula (41-3-2):
[0778] [ka]
[0779] (In the general formula (41-3-2), R 421 ~R 427 and R 440 ~R 448 are each independently R in the general formula (41-3). 421 ~R 427 and R 440 ~R 448 is synonymous with However, R 421 ~R 427 and R 440 ~R 446 At least one of -N(R 906 )(R 907 ) is a group represented by
[0780] In one embodiment, in the formula (41-3-2), R 421 ~R 427 and R 440 ~R 446 Any two of -N(R 906 )(R 907 ) is a group represented by the formula:
[0781] In one embodiment, the compound represented by formula (41-3-2) is a compound represented by formula (41-3-3):
[0782] [ka]
[0783] (In the general formula (41-3-3), R 421 ~R 424 , R 440 ~R 443 , R 447 and R 448 are each independently R in the general formula (41-3). 421 ~R 424 , R 440 ~R 443 , R 447 and R 448 is synonymous with R A , R B , R C and R D are each independently, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.
[0784] In one embodiment, the compound represented by formula (41-3-3) is a compound represented by formula (41-3-4):
[0785] [ka]
[0786] (In the general formula (41-3-4), R 447 , R 448 , R A , R B , R C and R D are each independently R in the formula (41-3-3). 447 , R 448 , R A , R B, R C and R D is equivalent to
[0787] In one embodiment, R A , R B , R C and R D are each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.
[0788] In one embodiment, R A , R B , R C and R D are each independently a substituted or unsubstituted phenyl group.
[0789] In one embodiment, R 447 and R 448 is a hydrogen atom.
[0790] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is 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 901a )(R 902a )(R 903a ), -O-(R 904a ), -S-(R 905a ), -N(R 906a )(R 907a ), halogen atoms, cyano group, nitro group, an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a ~R 907a are each independently, hydrogen atoms, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a If there are two or more, there are two or more R 901a are identical to or different from each other, R 902a If there are two or more, there are two or more R 902a are identical to or different from each other, R 903a If there are two or more, there are two or more R 903a are identical to or different from each other, R 904a If there are two or more, there are two or more R 904a are identical to or different from each other, R 905a If there are two or more, there are two or more R 905a are identical to or different from each other, R 906a If there are two or more, there are two or more R 906a are identical to or different from each other, R 907a If there are two or more, there are two or more R 907a are the same as or different from each other.
[0791] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is an unsubstituted heterocyclic group having 5 to 50 ring atoms.
[0792] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 18 carbon atoms; an unsubstituted aryl group having 6 to 18 ring carbon atoms, or It is an unsubstituted heterocyclic group having 5 to 18 ring atoms.
[0793] (First light-emitting layer) The first light-emitting layer contains a first host material and a first light-emitting compound. The first host material is a compound different from the second host material and the third host material contained in the second light-emitting layer.
[0794] The first light-emitting compound is preferably a compound that emits light with a maximum peak wavelength of 500 nm or less, and more preferably a compound that emits fluorescent light with a maximum peak wavelength of 500 nm or less.
[0795] In the organic EL device according to this embodiment, the first light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.
[0796] In 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.
[0797] In the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a metal complex. Also, in the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a boron-containing complex.
[0798] In the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a phosphorescent material (dopant material). The first light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, such as an iridium complex, an osmium complex, or a platinum complex.
[0799] 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 may be referred to as the maximum fluorescence emission peak wavelength (FL-peak).
[0800] 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.
[0801] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first light-emitting compound satisfy the relationship shown in the following formula (Formula 11). S1(H1)>S1(D1) ... (Equation 11) The singlet energy S1 means the energy difference between the lowest excited singlet state and the ground state.
[0802] When the first host material and the first light-emitting compound satisfy the relationship of the above mathematical formula (Mathematical Formula 11), singlet excitons generated on the first host material can easily transfer energy from the first host material to the first light-emitting compound, contributing to the fluorescent emission of the first light-emitting compound.
[0803] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first light-emitting compound satisfy the relationship shown in the following formula (Formula 12). T1(D1)>T1(H1) ... (Equation 12)
[0804] When the first host material and the first light-emitting compound satisfy the relationship of the above mathematical formula (Mathematical Formula 12), triplet excitons generated in the first light-emitting layer move over the first host material rather than the first light-emitting compound, which has a higher triplet energy, and therefore are more likely to move to the second light-emitting layer.
[0805] The organic EL element according to this embodiment preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 13). T1(D1)>T1(H1)>T1(H2) ... (Equation 13)
[0806] The organic EL element according to this embodiment preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 14). T1(D1)>T1(H1)>T1(H3)…(Number 14)
[0807] (Triplet energy T1) The triplet energy T1 can be measured by the following method. The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) at 10 -5 mol / L or more 10 -4 The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77[K]), and a tangent line was drawn to the rising edge of the short wavelength side of this phosphorescence spectrum. The wavelength value λ at the intersection of this tangent line and the horizontal axis was determined. edge Based on [nm], the amount of energy calculated using the following conversion formula (F1) is taken as the triplet energy T1. Conversion formula (F1): T1[eV]=1239.85 / λ edge
[0808] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is defined as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. Phosphorescence can be measured using an F-4500 spectrofluorophotometer manufactured by Hitachi High-Technologies Corp. However, the measuring device is not limited to this, and measurements may be performed by combining a cooling device, a cryogenic container, an excitation light source, and a light-receiving device.
[0809] (singlet energy S1) The following method can be mentioned as a method for measuring the singlet energy S1 using a solution (sometimes referred to as a solution method). 10 of the compounds to be measured -5 mol / L or more 10 -4 A toluene solution of 1000 mol / L or less is prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300 K). A tangent line is drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of this tangent line and the horizontal axis is substituted into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge An example of an absorption spectrum measuring device is a spectrophotometer manufactured by Hitachi (device name: U3310), but is not limited to this.
[0810] The tangent to the fall on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the longest maximum value on the longest wavelength side of the absorption spectrum toward longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values of 0.2 or less are not included in the maximum values on the longest wavelength side.
[0811] In the organic EL device according to this embodiment, the first light-emitting layer preferably contains the first light-emitting compound in an amount of 0.5 mass % or more of the total mass of the first light-emitting layer, and more preferably 1 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.
[0812] In the organic EL device according to this embodiment, the first emitting layer preferably contains the first compound as a first host material in an 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 in an 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 and the first light-emitting compound in the first light-emitting layer is 100% by mass.
[0813] In this embodiment, the first light-emitting layer may contain a material other than the first host material and the first light-emitting compound.
[0814] (Second light-emitting layer) The second emitting layer contains a second host material, a third host material, and a second emitting compound. The second host material is a compound different from the first host material contained in the first emitting layer. The third host material is a compound different from the first host material contained in the first emitting layer. The second host material is a compound different from the third host material.
[0815] In one aspect of the organic EL device of the present embodiment, the second host material and the third host material are contained in a single second light-emitting layer.
[0816] The second luminescent compound is preferably a compound that emits luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a compound that emits fluorescent light with a maximum peak wavelength of 500 nm or less.
[0817] The first luminescent compound and the second luminescent compound are each preferably a compound that exhibits luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less. The method for measuring the maximum peak wavelength of the compound is as described above.
[0818] In the organic EL device according to this embodiment, the half width of the maximum peak of the second light-emitting compound is preferably 1 nm or more and 20 nm or less.
[0819] In the organic EL device according to this embodiment, the Stokes shift of the second light-emitting compound is preferably more than 7 nm. If the Stokes shift of the second luminescent compound exceeds 7 nm, it becomes easier to prevent a decrease in luminous efficiency due to self-absorption. Self-absorption is a phenomenon in which emitted light is absorbed by the same compound, which causes a decrease in luminous efficiency. Self-absorption is observed more prominently in compounds with a small Stokes shift (i.e., a large overlap between the absorption spectrum and the fluorescence spectrum). Therefore, to suppress self-absorption, it is preferable to use a compound with a large Stokes shift (a small overlap between the absorption spectrum and the fluorescence spectrum). The Stokes shift can be measured using the following method. The compound to be measured is placed in a solution of 2.0 x 10 -5 The compound is dissolved in toluene at a concentration of 1000 mol / L to prepare a measurement sample. The measurement sample is placed in a quartz cell and irradiated with continuous light in the ultraviolet-visible region at room temperature (300 K), and the absorption spectrum (vertical axis: absorbance, horizontal axis: wavelength) is measured. A spectrophotometer can be used to measure the absorption spectrum, for example, the Hitachi High-Tech Science U-3900 / 3900H spectrophotometer. The compound to be measured is dissolved in toluene at a concentration of 4.9 x 10 -6 The sample for measurement is prepared by dissolving it in toluene at a concentration of 1 mol / L. The sample for measurement is placed in a quartz cell and irradiated with excitation light at room temperature (300 K), and the fluorescence spectrum (vertical axis: fluorescence intensity, horizontal axis: wavelength) is measured. A spectrophotometer can be used to measure the fluorescence spectrum, such as the Hitachi High-Tech Science F-7000 fluorescence spectrophotometer. From these absorption and fluorescence spectra, the difference between the maximum absorption wavelength and the maximum fluorescence wavelength is calculated to determine the Stokes shift (SS). The unit of the Stokes shift SS is nm.
[0820] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound and the triplet energy T1(H2) of the second host material satisfy the relationship shown in the following formula (Formula 21). T1(D2)>T1(H2) ... (Equation 21)
[0821] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound and the triplet energy T1(H3) of the third host material satisfy the relationship shown in the following formula (Formula 22). T1(D2)>T1(H3) ... (Equation 22)
[0822] In the organic EL device according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above-mentioned mathematical formula (Mathematical Formula 21), and therefore, when triplet excitons generated in the first light-emitting layer move to the second light-emitting layer, energy is transferred to molecules of the second host material, rather than to the second light-emitting compound having higher triplet energy. In the organic EL device according to this embodiment, the second light-emitting compound and the third host material satisfy the relationship of the above-mentioned mathematical formula (Mathematical Formula 22), and therefore, when triplet excitons generated in the first light-emitting layer move to the second light-emitting layer, energy is transferred to molecules of the third host material, rather than to the second light-emitting compound having higher triplet energy. Furthermore, triplet excitons generated by recombination of holes and electrons on the second host material or the third host material do not transfer to the second light-emitting compound having higher triplet energy, whereas triplet excitons generated by recombination on molecules of the second light-emitting compound rapidly transfer energy to molecules of the second host material or the third host material. Triplet excitons from the second host material and the third host material do not transfer to the second light-emitting compound, but efficiently collide with each other on the second host material due to the TTF phenomenon, thereby generating singlet excitons.
[0823] In 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 formula (Formula 23). S1(H2)>S1(D2)…(Number 23)
[0824] In the organic EL device according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above mathematical formula (Mathematical Formula 23), and therefore the singlet energy of the second light-emitting compound is smaller than the singlet energy of the second host material. Therefore, the singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second light-emitting compound, contributing to the fluorescent emission of the second light-emitting compound.
[0825] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H3) of the third host material and the singlet energy S1(D2) of the second light-emitting compound satisfy the relationship shown in the following formula (Formula 24). S1(H3)>S1(D2)…(Number 24)
[0826] In the organic EL device according to this embodiment, the second light-emitting compound and the third host material satisfy the relationship of the above mathematical formula (Mathematical Formula 24), and therefore the singlet energy of the second light-emitting compound is smaller than the singlet energy of the third host material. Therefore, the singlet excitons generated by the TTF phenomenon transfer energy from the third host material to the second light-emitting compound, contributing to the fluorescent emission of the second light-emitting compound.
[0827] In the organic EL device according to this embodiment, the second light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.
[0828] In 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.
[0829] In the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a metal complex. Also, in the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a boron-containing complex.
[0830] In the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a phosphorescent material (dopant material). The second light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, such as an iridium complex, an osmium complex, or a platinum complex.
[0831] In the organic EL device according to this embodiment, the second light-emitting layer preferably contains the second light-emitting compound in an amount of 0.5 mass % or more, and more preferably 1 mass % or more, of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the second light-emitting compound in an amount of 10 mass % or less of the total mass of the second light-emitting layer, more preferably 7 mass % or less of the total mass of the second light-emitting layer, and even more preferably 5 mass % or less of the total mass of the second light-emitting layer.
[0832] In the organic EL device of this embodiment, the mass M of the second host material in the second emitting layer H2 and the mass M of the third host material H3 Total M H2 +M H3 Mass M of the third host material H3 The mass percentage of is preferably 5 mass % or more and 60 mass % or less.
[0833] In the organic EL element of this embodiment, a total of M H2 +M H3 Mass M of the third host material H3 The mass percentage of is preferably 8 mass % or more, more preferably 15 mass % or more, even more preferably 25 mass % or more, and even more preferably 35 mass % or more. In the organic EL element of this embodiment, a total of M H2 +M H3 Mass M of the third host material H3 The mass percentage of is preferably 55 mass % or less.
[0834] In the organic EL device of this embodiment, the second emitting layer preferably contains the second host material and the third host material in a total 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 and the third host material in a total amount of 99% by mass or less of the total mass of the second emitting layer. The upper limit of the total content of the second host material, the third host material, and the second light-emitting compound in the second light-emitting layer is 100% by mass.
[0835] Note that this embodiment does not exclude the case where the second light-emitting layer contains materials other than the second host material, the third host material, and the second light-emitting compound.
[0836] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D1) of the first light-emitting compound satisfies the relationship of the following mathematical formula (Mathematical Formula 15). 2.6 eV>T1(D1)>T1(H1)>T1(H2) ... (Equation 15)
[0837] In the organic EL device according to this embodiment, the triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 16). 2.6eV>T1(D1)>T1(H1)>T1(H3)…(Number 16)
[0838] In the organic EL device according to this embodiment, the triplet energy T1(D2) of the second light-emitting compound preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 17). 2.6eV>T1(D2)>T1(H1)>T1(H2)…(Number 17)
[0839] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (Formula 18). 2.6 eV > T1(D2) > T1(H1) > T1(H3) …(Formula 18)
[0840] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D1) of the first light-emitting compound satisfies the relationship of the following mathematical formula (Formula 19). 0 eV < T1(D1) - T1(H1) < 0.6 eV …(Formula 19)
[0841] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (Formula 25). 0 eV < T1(D2) - T1(H2) < 0.8 eV …(Formula 25)
[0842] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (Formula 26). 0 eV < T1(D2) - T1(H3) < 0.8 eV …(Formula 26)
[0843] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material satisfies the relationship of the following mathematical formula (Formula 27). T1(H1) > 2.0 eV …(Formula 27)
[0844] In the organic EL element according to this embodiment, it is also preferable that the triplet energy T1(H1) of the first host material satisfies the relationship of the following mathematical formula (Formula 27A), and it is also preferable that the triplet energy T1(H) satisfies the relationship of the following mathematical formula (Formula 27B). T1(H1) > 2.10 eV …(Formula 27A) T1(H1) > 2.15 eV …(Formula 27B)
[0845] In the organic EL device according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above-mentioned formula (27A) or (27B), triplet excitons generated in the first emitting layer are easily transferred to the second emitting layer, and reverse transfer from the second emitting layer to the first emitting layer is easily suppressed. As a result, singlet excitons are efficiently generated in the second emitting layer, and luminous efficiency is improved.
[0846] In the organic EL device according to this embodiment, the triplet energy T1(H1) of the first host material preferably satisfies the relationship of the following mathematical formula (27C), and also preferably satisfies the relationship of the following mathematical formula (27D). 2.08eV>T1(H1)>1.87eV …(Number 27C) 2.05eV>T1(H1)>1.90eV …(Number 27D)
[0847] In the organic EL element according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above-mentioned formula (27C) or (27D), the energy of the triplet excitons generated in the first emitting layer becomes small, and the lifetime of the organic EL element can be expected to be extended.
[0848] In the organic EL device according to this embodiment, the triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following mathematical formula (28A), and also preferably satisfies the relationship of the following mathematical formula (28B). 2.60eV>T1(D1) ...(Number 28A) 2.50eV>T1(D1) ... (Math 28B) When the first light-emitting layer contains a compound that satisfies the relationship of the above formula (28A) or (28B), the life of the organic EL device is extended.
[0849] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (28C), and it is also preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (28D). 2.60eV>T1(D2)…(Number 28C) 2.50eV>T1(D2) ...(number 28D) When the second light-emitting layer contains a compound that satisfies the relationship of the above formula (28C) or (28D), the life of the organic EL device is extended.
[0850] In the organic EL device of this embodiment, the first light-emitting layer is preferably disposed between the anode and the second light-emitting layer.
[0851] In the organic EL device of this embodiment, the second light-emitting layer is preferably disposed between the anode and the first light-emitting layer.
[0852] The organic EL device according to this embodiment may have an anode, a first light-emitting layer, a second 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. That is, the organic EL device may have an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order. Regardless of the order of the first light-emitting layer and the second light-emitting layer, the effects of the stacked structure of the first light-emitting layer and the second light-emitting layer can be expected by selecting a combination of materials that satisfies the relationship of the above mathematical formula (1) and mathematical formula (2).
[0853] In the organic EL device according to this embodiment, the first light-emitting layer and the second light-emitting layer are preferably in direct contact with each other.
[0854] 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 second host material, and the third host material are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and 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 second host material, the third 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, or a region consisting of the second host material and the third 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.
[0855] (Third light-emitting layer) The organic EL device according to this embodiment may further include a third light-emitting layer. The third light-emitting layer preferably contains a fourth host material. The first host material, the second host material, the third host material, and the fourth host material are preferably different from one another.
[0856] The third light-emitting layer preferably contains a third light-emitting compound. The third light-emitting compound preferably has a maximum peak wavelength of 500 nm or less. The third light-emitting compound is preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less. The method for measuring the maximum peak wavelength of the compound is as described above. The first light-emitting compound, the second light-emitting compound, and the third light-emitting compound may be the same or different from one another.
[0857] When the organic EL device according to this embodiment includes a third light-emitting layer, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H4) of the fourth host material satisfy the relationship shown in the following formula (Mathematical Formula 1C). T1(H1)>T1(H4) ...(Math 1C)
[0858] When the organic EL device according to this embodiment includes a third light-emitting layer, the triplet energy T1(H2) of the second host material and the triplet energy T1(H4) of the fourth host material preferably satisfy the relationship shown in the following formula (1D), and also preferably satisfy the relationship shown in the following formula (1E). T1(H4)>T1(H2) ...(Math 1D) T1(H1)>T1(H4)>T1(H2) ... (Math 1E)
[0859] When the organic EL device according to this embodiment includes a third light-emitting layer, the triplet energy T1(H2) of the second host material and the triplet energy T1(H4) of the fourth host material preferably satisfy the relationship represented by the following mathematical formula (Math. 1F) and also preferably satisfy the relationship represented by the following mathematical formula (Math. 1G). T1(H2)>T1(H4) ...(Math 1F) T1(H1)>T1(H2)>T1(H4)…(1G)
[0860] When the organic EL device according to this embodiment includes a third light-emitting layer, it is preferable that the triplet energy T1(H3) of the third host material and the triplet energy T1(H4) of the fourth host material satisfy the relationship shown in the following mathematical formula (Mathematical Formula 1H), and it is also preferable that the triplet energy T1(H4) of the fourth host material satisfy the relationship shown in the following mathematical formula (Mathematical Formula 1J). T1(H4)>T1(H3) ...(Math 1H) T1(H1)>T1(H4)>T1(H3)…(Number 1J)
[0861] When the organic EL device according to this embodiment includes a third light-emitting layer, the triplet energy T1(H3) of the third host material and the triplet energy T1(H4) of the fourth host material preferably satisfy the relationship shown in the following mathematical formula (1K), and also preferably satisfy the relationship shown in the following mathematical formula (1L). T1(H3)>T1(H4) ...(1K) T1(H1)>T1(H3)>T1(H4)…(1L)
[0862] When the organic EL element according to this embodiment includes a third light-emitting layer, the first light-emitting layer and the second light-emitting layer may be in direct contact with each other, and the second light-emitting layer and the third light-emitting layer may be in direct contact with each other.
[0863] In this specification, a layer structure in which "the second light-emitting layer and the third light-emitting layer are in direct contact with each other" can include, for example, any of the following embodiments (LS4), (LS5), and (LS6). (LS4) An embodiment in which a region in which the second host material, the third host material, and the fourth host material are mixed is generated during the process of vapor-depositing the compound for the second emitting layer and the compound for the third emitting layer, and this region is present at the interface between the second emitting layer and the third emitting layer. (LS5) When the second emitting layer and the third emitting layer contain a light-emitting compound, a region in which the second host material, the third host material, the fourth host material, and the light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the second emitting layer and the process of vapor-depositing the compound for the third emitting layer, and this region is present at the interface between the second emitting layer and the third emitting layer. (LS6) When the second emitting layer and the third emitting layer contain a luminescent compound, a region consisting of the luminescent compound, a region consisting of the second host material and the third host material, or a region consisting of the fourth host material is generated during the process of vapor-depositing the compound for the second emitting layer and the compound for the third emitting layer, and the region is present at the interface between the second emitting layer and the third emitting layer.
[0864] (intervening layer) The organic EL device according to this embodiment may also have an intervening layer as an organic layer disposed between the first and second light-emitting layers, i.e., the light-emitting region of the organic EL device according to this embodiment may have the first light-emitting layer, the second light-emitting layer, and the intervening layer. In this embodiment, in order to prevent the Singlet light-emitting region and the TTF light-emitting region from overlapping, the intervening layer does not contain a light-emitting compound to the extent that this can be achieved. For example, the content of the luminescent compound in the intervening layer is not limited to 0% by mass, but if the luminescent compound is, for example, a component unintentionally mixed in during the manufacturing process or a component contained as an impurity in the raw materials, the intervening layer is allowed to contain these components. For example, if all materials constituting the intervening layer are material A, material B, and material C, the content of each of material A, material B, and material C in the intervening layer is 10 mass% or more, and the total content of material A, material B, and material C is 100 mass%. Hereinafter, the intervening layer may be referred to as a "non-doped layer," and the layer containing the light-emitting compound may be referred to as a "doped layer."
[0865] In general, when the light-emitting layer has a laminated structure, the Singlet light-emitting region and the TTF light-emitting region are easily separated, which is said to improve the light-emitting efficiency. In the organic EL device of this embodiment, when an intervening layer (non-doped layer) is disposed between the first and second light-emitting layers in the light-emitting region, the overlapping area between the Singlet light-emitting region and the TTF light-emitting region is reduced, and it is expected that the decrease in TTF efficiency caused by collisions between triplet excitons and carriers is suppressed. In other words, it is believed that the insertion of an intervening layer (non-doped layer) between the light-emitting layers contributes to improving the efficiency of TTF light emission.
[0866] The intermediate layer is a non-doped layer. The intervening layer does not contain metal atoms, and therefore does not contain a metal complex. The intervening layer includes an intervening layer material that is not a light-emitting compound. The material for the intervening layer is not particularly limited as long as it is a material other than a light-emitting com...
Claims
1. An organic electroluminescence element, An anode; A cathode; a light emitting region disposed between the anode and the cathode; the light-emitting region includes a first light-emitting layer and a second light-emitting layer; The thickness D of the second light-emitting layer EM2 The thickness D of the first light-emitting layer EM1 Ratio of D EM1 / D EM2 is greater than or equal to 2 / 3 and less than or equal to 3 / 2, the first light-emitting layer contains a first host material and a first light-emitting compound; the second light-emitting layer contains a second host material, a third host material, and a second light-emitting compound; the first host material, the second host material, and the third host material are different from each other, the first luminescent compound and the second luminescent compound are the same or different from each other, The triplet energy T of the first host material 1 (H1) and the triplet energy T 1 (H2) satisfies the relationship of the following formula (Formula 1), The triplet energy T of the first host material 1 (H1) and the triplet energy T 1 (H3) satisfies the relationship of the following formula (Formula 2), The second host material is a compound represented by the following general formula (H20): The third host material is a compound represented by the following general formula (H30): Organic electroluminescent element. T 1 (H1)>T 1 (H2)…(Number 1) T 1 (H1)>T 1 (H3) …(number 2) 【Chemistry 1】 (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 2】 (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. 【Chemistry 3】 (In the general formula (H30), 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 second host material and the third 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.)
2. The mass M of the second host material in the second emitting layer H2 and the mass M of the third host material H3 The total of M H2 +M H3 The mass M of the third host material H3 The mass percentage of is 5% by mass or more and 60% by mass or less; The organic electroluminescence device according to claim 1 .
3. The thickness D of the second light-emitting layer EM2 The thickness D of the first light-emitting layer EM1 Ratio of D EM1 / D EM2 is equal to or greater than 0.75 and equal to or less than 1.25; The organic electroluminescence device according to claim 1 or 2.
4. R 311 ~R 314 one or more pairs of adjacent two or more of The organic electroluminescence device according to claim 1 .
5. The third host material is a compound represented by the following general formula (H31), (H32), or (H33): The organic electroluminescence device according to claim 1 . 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 (In the above general formulae (H31), (H32) and (H33), X 3 , R 301 ~R 308 , R 310 ~R 314 , L 301 , L 302 and Ar 301 are as defined in general formula (H30), R 321 ~R 324 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 substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
6. The third host material is a compound represented by the following general formula (H301) or (H302): The organic electroluminescence device according to claim 1 . 【Chemistry 7】 【Chemistry 8】 (In the above general formulae (H301) and (H302), X 3 , R 301 ~R 308 , R 311 ~R 314 , L 301 , L 302 and Ar 301 are as defined in general formula (H30), R 315 ~R 317 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 does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 315 ~R 317 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 substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
7. L of the third host material 301 and L 302 each independently represents a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms; The organic electroluminescence device according to claim 1 .
8. L of the third host material 301 and L 302 each independently represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group; The organic electroluminescence device according to claim 1 .
9. Ar of the third host material 301 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; The organic electroluminescence device according to claim 1 .
10. X of the third host material 3 is an oxygen atom, The organic electroluminescence device according to claim 1 .
11. The second host material has at least one substituted or unsubstituted aryl group having four or more condensed rings in the molecule. The organic electroluminescence device according to claim 1 .
12. Ar of the second host material 201 , Ar 202 and Ar 203 At least one of the above is a substituted or unsubstituted aryl group having four or more condensed rings. The organic electroluminescence device according to claim 1 .
13. Ar of the second host material 201 Or Ar 202 is a substituted or unsubstituted aryl group having four or more condensed rings; The organic electroluminescence device according to claim 12.
14. the substituted or unsubstituted aryl group having four or more condensed rings in the molecule of the second host material includes at least one skeleton selected from the group consisting of a pyrene skeleton, a benzanthracene skeleton, a chrysene skeleton, a benzochrysene skeleton, a benzofluorene skeleton, a fluoranthene skeleton, a benzofluoranthene skeleton, a triphenylene skeleton, a benzotriphenylene skeleton, and a benzophenanthrene skeleton; The organic electroluminescence device according to claim 11 .
15. L of the second host material 201 , L 202 and L 203 each independently represents a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms; The organic electroluminescence device according to claim 1 .
16. L of the second host material 201 , L 202 and L 203 each independently represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group; The organic electroluminescence device according to claim 15 .
17. the second host material does not contain a substituted or unsubstituted heterocyclic group in the molecule; The organic electroluminescence device according to claim 1 .
18. the second host material and the third host material are contained in a single second light-emitting layer; The organic electroluminescence device according to claim 1 .
19. the first host material has a linking structure including a benzene ring and a naphthalene ring linked by a single bond in a molecule; the benzene ring and the naphthalene ring in the linking structure are each independently further condensed with a single ring or a condensed ring or are not condensed with a single ring or a condensed ring; the benzene ring and the naphthalene ring in the linking structure are further linked by a bridge at at least one portion other than the single bond; The organic electroluminescence device according to claim 1 .
20. the bridge comprises a double bond; 20. The organic electroluminescence device according to claim 19.
21. the first host material has a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond in a molecule; the first benzene ring and the second benzene ring in the biphenyl structure are further linked by a bridge at at least one moiety other than the single bond; The organic electroluminescence device according to claim 1 .
22. the first benzene ring and the second benzene ring in the biphenyl structure are further linked by the bridge at one portion other than the single bond; The organic electroluminescence device according to claim 21 .
23. the bridge comprises a double bond; The organic electroluminescence device according to claim 21 or 22.
24. the first benzene ring and the second benzene ring in the biphenyl structure are further linked by the bridge at two portions other than the single bond, The crosslinks do not contain double bonds; The organic electroluminescence device according to claim 21 .
25. a hole transport layer disposed between the anode and the light emitting region; The organic electroluminescence device according to claim 1 .
26. an electron transport layer disposed between the cathode and the light emitting region; The organic electroluminescence device according to claim 1 .
27. the first light-emitting layer and the second light-emitting layer are in direct contact with each other; The organic electroluminescence device according to claim 1 .
28. the first light-emitting layer is disposed between the anode and the second light-emitting layer; The organic electroluminescence device according to claim 1 .
29. the first luminescent compound and the second luminescent compound are each independently a compound that exhibits luminescence having a maximum peak wavelength of 500 nm or less; The organic electroluminescence device according to claim 1 .
30. An electronic device comprising the organic electroluminescence element according to any one of claims 1 to 29.
31. A composition comprising a compound represented by the following general formula (H20) and a compound represented by the following general formula (H30), wherein the compound represented by the following general formula (H20) and the compound represented by the following general formula (H30) are different compounds. 【Chemistry 9】 (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 10】 (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 At least one of the groups is a substituted or unsubstituted aryl group having four or more condensed rings. 【Chemistry 11】 (In the general formula (H30), 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 compound represented by the general formula (H20) and the compound represented by the general formula (H30), 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.)
32. The mass M of the compound represented by the general formula (H20) in the composition C2 and the mass M of the compound represented by the general formula (H30) C3 The total of M C2 +M C3 The mass M of the compound represented by the following general formula (H30) C3 The mass percentage of is 5% by mass or more and 60% by mass or less; 32. The composition of claim 31.
33. Ar of the compound represented by the general formula (H20) 201 Or Ar 202 is a substituted or unsubstituted aryl group having four or more condensed rings; 33. The composition of claim 31 or claim 32.
34. The substituted or unsubstituted aryl group having four or more condensed rings contained in the molecule of the compound represented by the general formula (H20) includes at least one skeleton selected from the group consisting of a pyrene skeleton, a benzanthracene skeleton, a chrysene skeleton, a benzochrysene skeleton, a benzofluorene skeleton, a fluoranthene skeleton, a benzofluoranthene skeleton, a triphenylene skeleton, a benzotriphenylene skeleton, and a benzophenanthrene skeleton.
34. The composition of any one of claims 31 to 33.
35. Ar of the compound represented by the general formula (H20) 201 Or Ar 202 is a group represented by the following general formula (b20):
35. The composition of any one of claims 31 to 34. 【Chemistry 12】 (In the general formula (b20), R 211 ~R 224 Either one of the following is L 201 Or L 202 indicates the bonding position with L 201 Or L 202 R that is not a bonding position with 211 ~R 224 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, a nitro group, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
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