Organic electroluminescent device and electronic apparatus

Abstract

To provide an organic electroluminescent device that emits light with a long life.SOLUTION: In an organic electroluminescent device 1A, an organic layer 10A includes one or more layers, and at least one layer (e.g., an emitting layer 5) of the layers included in the organic layer 10A contains a first material and a second material, the first material includes at least one compound selected from the group consisting of compounds represented by the formula (11) and compounds represented by the formula (12), and the compounds represented by the formula (11) and the formula (12) are each independently a delayed fluorescent compound, and the second material includes a compound represented by the following formula (2).SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to an organic electroluminescence element and an electronic device. [Background technology]

[0002] When a voltage is applied to an organic electroluminescence device (hereinafter sometimes referred to as an "organic EL device"), holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical law of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons are generated at a rate of 75%. Fluorescent organic EL devices that use light emission from singlet excitons are increasingly being applied to full-color displays such as those for mobile phones and televisions, but their internal quantum efficiency is said to be limited to 25%. To improve the performance of organic EL devices, various studies have been conducted on the compounds and device configurations used in organic EL devices (see, for example, Patent Document 1). Examples of the performance of organic EL devices include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] US Patent Application Publication No. 2022 / 0399517 Summary of the Invention [Problem to be solved by the invention]

[0004] There is a demand for further improvements in the performance of organic EL elements, for example, an increase in their lifetime. An object of the present invention is to provide an organic electroluminescent element that emits light with a long lifetime, and to provide an electronic device equipped with the organic electroluminescent element. [Means for solving the problem]

[0005] According to one aspect of the present invention, there is provided an organic electroluminescence device, a cathode, an anode, and an organic layer between the cathode and the anode; The organic layer comprises one or more layers, At least one layer of the organic layer contains a first material and a second material; The first material contains at least one compound selected from the group consisting of compounds represented by the following formula (11) and compounds represented by the following formula (12): The compound represented by the following formula (11) and the compound represented by the following formula (12) are each independently a delayed fluorescent compound, The second material contains a compound represented by the following formula (2): An organic electroluminescent device is provided.

[0006] [ka]

[0007] (In the formula (11), X1, X2, X3, X4, and X5 each independently represent a nitrogen atom or C—Rn; Two or three of X1, X2, X3, X4, and X5 are nitrogen atoms. (In the formula (12), Y1, Y2, Y3, Y4, and Y5 each independently represent a nitrogen atom or C—Rn; two or three of Y1, Y2, Y3, Y4, and Y5 are nitrogen atoms; ring Ax and ring Bx each independently represent a substituted or unsubstituted aryl ring having 6 to 12 ring carbon atoms or a heterocyclic ring having 5 to 13 ring atoms; Z1 is a single bond, C(Rp)(Rq), N—Rs, an oxygen atom, or a sulfur atom; a pair consisting of Rp and Rq bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or not bonded to each other; Rs, and Rp and Rq which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms. (R1, R2, R3, R4, R5 and Rn in the formula (11) or (12) are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R935 ) a group represented by -B(R 936 )(R 937 ) a group represented by -B(OR 938 )(OR 939 ) a group represented by -OS(=O)2(R 940 ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, Multiple Rn's may be the same or different.

[0008] [ka]

[0009] (In the formula (2), R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 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 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, R 201 , R 202 , R 203 and R 204 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 201 , R 202 , R203 and R 204 one or more pairs of adjacent two or more of R 205 , R 206 , R 207 and R 208 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 205 , R 206 , R 207 and R 208 one or more pairs of adjacent two or more of R 221 , R 222 and R 223 wherein at least one selected from the group consisting of is HAr1; Y is HAr2 or R Y and R Y and L2 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, L2 which does not form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring is 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, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkylene group having 3 to 20 ring carbon atoms, n is 0, 1, 2 or 3, and when n is 0, -(L2)0- is a single bond; when n is 2 or 3, multiple L2s are the same or different from each other; R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring Y teeth, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, HAr1 and HAr2 each independently represent a group represented by the formula (20), R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219 is a bond in HAr1 or HAr2, and R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219one or more pairs of adjacent two or more of R is not a bond in HAr1 or HAr2, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, Z2 is an oxygen atom, a sulfur atom, or C(R 225 )(R 226 ) and R 225 and R 226 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 225 and R 226 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or It is a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms.

[0010] (In the compounds contained in the first material and the second material, R 901 , R 902 , R 903 , R 904 , R 905 , R 801 , R 802 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 , R 937 , R 938 , R 939 and R 940 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 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R 906 and R 907are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 906 and R 907 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 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, 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 931If there are multiple R 931 are the same or different from each other, R 932 If there are multiple R 932 are the same or different from each other, R 933 If there are multiple R 933 are the same or different from each other, R 934 If there are multiple R 934 are the same or different from each other, R 935 If there are multiple R 935 are the same or different from each other, R 936 If there are multiple R 936 are the same or different from each other, R 937 If there are multiple R 937 are the same or different from each other, R 938 If there are multiple R 938 are the same or different from each other, R 939 If there are multiple R 939 are the same or different from each other, R 940 If there are multiple R 940 are either identical or different.)

[0011] According to one aspect of the present invention, an electronic device is provided that incorporates the organic electroluminescence element according to one aspect of the present invention. [Effects of the Invention]

[0012] According to one aspect of the present invention, it is possible to provide an organic electroluminescence element that emits light with a long lifetime, and an electronic device equipped with the organic electroluminescence element. [Brief explanation of the drawings]

[0013] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to a first embodiment of the present invention. [Figure 2] FIG. 1 is a schematic diagram of an apparatus for measuring transient PL. [Figure 3] FIG. 10 is a diagram showing an example of an attenuation curve of a transient PL. [Figure 4] 2 is a diagram showing the energy levels of a sensitizing material and a fluorescent material in an emitting layer of an example of an organic electroluminescence element according to a first embodiment of the present invention, and the relationship between energy transfer. FIG. [Figure 5] FIG. 4 is a diagram showing the energy levels of a host material, a sensitizing material, and a fluorescent material in an emitting layer of an example of an organic electroluminescence element according to a second embodiment of the present invention, as well as the relationship between energy transfer. DETAILED DESCRIPTION OF THE INVENTION

[0014] [Definition] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0015] 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.

[0016] 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.

[0017] 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.

[0018] 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.

[0019] 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.

[0020] 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.

[0021] "Substituents described herein" The substituents described in this specification will be explained below.

[0022] 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.

[0023] "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.

[0024] 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).

[0025] [ka]

[0026] [ka]

[0027] 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.

[0028] "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.

[0029] 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).

[0030] 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).

[0031] 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.

[0032] 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.

[0033] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): a 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).

[0034] 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):

[0035] [ka]

[0036] [ka]

[0037] 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.

[0038] 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.

[0039] 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].

[0040] 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].

[0041] 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):

[0042] 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 Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0043] "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.

[0044] 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.

[0045] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0046] "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.

[0047] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.

[0048] 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.

[0049] "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.

[0050] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group.

[0051] "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.

[0052] 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.

[0053] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.

[0054] -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.

[0055] -O-(R 904 ) a group represented by -O-(R904 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.

[0056] -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.

[0057] -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.

[0058] "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.

[0059] "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.

[0060] "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.

[0061] "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.

[0062] "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.

[0063] "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.

[0064] "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.

[0065] "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.

[0066] "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.

[0067] 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.

[0068] 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.

[0069] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.

[0070] [ka]

[0071] In this specification, unless otherwise specified in this specification, a (9-phenyl)carbazolyl group specifically means any of the following groups:

[0072] [ka]

[0073] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0074] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0075] [ka]

[0076] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0077] 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.

[0078] "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.

[0079] "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.

[0080] "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.

[0081] 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).

[0082] [ka]

[0083] [ka]

[0084] 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.

[0085] [ka]

[0086] 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.

[0087] [ka]

[0088] 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.

[0089] 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).

[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0099] The above is the explanation of "substituents described in this specification."

[0100] - "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.

[0101] [ka]

[0102] 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.

[0103] 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).

[0104] [ka]

[0105] 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.

[0106] [ka]

[0107] 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.

[0108] 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

[0109] 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.

[0110] 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").

[0111] 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.

[0112] 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:

[0113] 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:

[0114] 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."

[0115] 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.

[0116] 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.

[0117] First Embodiment <Organic electroluminescence element> The organic EL element according to this embodiment will be described. The organic EL device according to this embodiment has a cathode, an anode, and an organic layer between the cathode and the anode, the organic layer including one or more layers, at least one of which contains a first material and a second material, the first material including at least one compound selected from the group consisting of compounds represented by the following formula (11) and compounds represented by the following formula (12), the compounds represented by the following formula (11) and the compounds represented by the following formula (12) being each independently a delayed fluorescent compound, and the second material including a compound represented by the following formula (2). The first material and the second material will be described later.

[0118] According to this embodiment, at least one of the layers included in the organic layer contains a first material (at least one selected from the group consisting of delayed fluorescent compounds represented by formula (11) and formula (12)) and a second material (a compound represented by formula (2)), thereby improving the device performance of the organic EL device. For example, the organic EL device according to this embodiment can emit light with a long life.

[0119] (organic layer) The organic EL device according to this embodiment includes an organic layer between an anode and a cathode. The organic layer includes one or more layers. The organic layer includes at least one layer made of an organic compound. Alternatively, the organic layer is formed by stacking multiple layers made of organic compounds. The organic layer may further include an inorganic substance (at least one of an inorganic compound and a simple substance).

[0120] In one aspect of the organic EL device according to this embodiment, the organic layer may be, for example, composed of a single light-emitting layer, or may include a layer that can be employed in an organic EL device. The layer that can be employed in an organic EL device is not particularly limited, and examples thereof include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0121] In the organic EL device according to this embodiment, the layer containing the first material and the second material may be referred to as a first organic layer. In one aspect of the organic EL device according to this embodiment, the first organic layer is an emitting layer.

[0122] FIG. 1 shows a schematic configuration of an example of an organic EL device according to this embodiment. The organic EL device 1A shown in FIG. 1 includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10A disposed between the anode 3 and the cathode 4. The organic layer 10A includes, in order from the anode 3 side, a hole-transporting region 6, an emission region 5A, and an electron-transporting region 7. The hole-transporting region 6 includes, in order from the anode 3 side, a hole-injection layer 61 and a hole-transporting layer 62. The emission region 5A includes one emission layer 5. The electron-transporting region 7 includes, in order from the emission region 5A side, an electron-transporting layer 71 and an electron-injection layer 72. The present invention is not limited to the configuration of the organic EL device shown in FIG. 1.

[0123] (Emission band) In one aspect of the organic EL device according to this embodiment, the organic layer has an emission zone. In one aspect of the organic EL device according to this embodiment, the emission zone contains a first material and a second material. In one aspect of the organic EL device according to this embodiment, the emission zone includes at least one emission layer.

[0124] (Emitting layer) In one aspect of the organic EL element according to this embodiment, the organic layer includes an emitting layer. In one aspect of the organic EL element according to this embodiment, at least one of the layers included in the organic layer is an emitting layer, and the emitting layer contains a first material and a second material. The compound represented by the following formula (11) or the compound represented by formula (12) contained in the first material may be referred to as the first compound. The compound represented by the following formula (2) may be referred to as the second compound.

[0125] In one aspect of the organic EL device according to this embodiment, the light-emitting layer contains a light-emitting material. The first material and the light-emitting material are different compounds. The light-emitting material is, for example, a fluorescent material or a phosphorescent material.

[0126] In one aspect of the organic EL element according to this embodiment, the light-emitting layer contains the first material as a sensitizing material, or in one aspect of the organic EL element according to this embodiment, the light-emitting layer contains the first material as a host material.

[0127] In one aspect of the organic EL device according to this embodiment, the light-emitting layer contains a second material as a fluorescent material.

[0128] In one aspect of the organic EL device according to this embodiment, the light-emitting layer contains a first material as a sensitizing material and a second material as a fluorescent material.

[0129] In one aspect of the organic EL device according to this embodiment, at least one light-emitting layer in the light-emitting zone contains a first material and a second material. In one aspect of the organic EL device according to this embodiment, the sensitizing material and the fluorescent material are contained in a single layer. For example, when the organic EL device has one light-emitting layer, the sensitizing material and the fluorescent material are contained in the single light-emitting layer. When the organic EL device has multiple light-emitting layers, the sensitizing material and the fluorescent material are contained in any one of the multiple light-emitting layers.

[0130] In one aspect of the organic EL device according to this embodiment, the light-emitting layer does not contain a metal complex.

[0131] In one aspect of the organic EL device according to this embodiment, the light-emitting layer does not contain a phosphorescent material. In one aspect of the organic EL device according to this embodiment, the light-emitting layer 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.

[0132] [Sensitizing material]

[0133] In the organic EL device according to this embodiment, the sensitizing material is preferably a delayed fluorescent compound. In one aspect of the organic EL device according to this embodiment, when the light-emitting layer contains the delayed fluorescent compound as the sensitizing material, the light-emitting layer does not contain a phosphorescent material.

[0134] In the light-emitting layer of the organic EL device according to this embodiment, recombination of holes and electrons is more likely to occur on the molecules of the sensitizing material rather than on the molecules of the fluorescent material, and when the sensitizing material is a delayed fluorescent compound, it is thought that reverse intersystem crossing occurs from the lowest excited triplet state to the lowest excited singlet state. Thus, after the energy state transition to the lowest excited singlet state occurs in the sensitizing material, energy transfer occurs from the sensitizing material to the fluorescent material, and fluorescence emission from the lowest excited singlet state of the fluorescent material is thought to occur.

[0135] (thermally activated delayed fluorescence) In this specification, thermally activated delayed fluorescence may be referred to as delayed fluorescence. In the organic EL device according to this embodiment, the compound represented by formula (11) and the compound represented by formula (12) are each independently a delayed fluorescent compound. The delayed fluorescent compound is a compound in which reverse intersystem crossing from the lowest excited triplet state to the lowest excited singlet state occurs efficiently, and therefore, it is thought that the fluorescent material that receives the energy loses little energy and emits light with high efficiency.

[0136] Delayed fluorescence is explained on pages 261-268 of "Device Properties of Organic Semiconductors" (edited by Adachi Chihaya, published by Kodansha). In that paper, the energy difference ΔE between the excited singlet state and the excited triplet state of a fluorescent material is 13 It has been explained that if the transition probability can be reduced, the reverse energy transfer from the excited triplet state to the excited singlet state, which normally has a low transition probability, occurs with high efficiency, resulting in the appearance of thermally activated delayed fluorescence (TADF). Furthermore, Figure 10.38 in the literature explains the mechanism of delayed fluorescence generation. The TADF mechanism utilizes the phenomenon of reverse intersystem crossing from triplet excitons to singlet excitons occurring thermally when a material with a small energy difference (ΔST) between the singlet and triplet levels is used. Compounds that exhibit thermally activated delayed fluorescence (TADF properties) (hereinafter also referred to as TADF compounds) are known, for example, to have donor and acceptor moieties bonded within the molecule.

[0137] Generally, delayed fluorescence can be confirmed by transient PL (photoluminescence) measurement.

[0138] The behavior of delayed fluorescence can also be analyzed based on the decay curve obtained from transient PL measurements. Transient PL measurements are a technique in which a sample is excited by irradiating it with a pulsed laser, and then the decay behavior (transient characteristics) of the PL emission is measured after the irradiation is stopped. PL emission from TADF compounds is classified into emission components from singlet excitons generated during the initial PL excitation, and emission components from singlet excitons generated via triplet excitons. The lifetime of singlet excitons generated during the initial PL excitation is extremely short, on the order of nanoseconds. Therefore, the emission from these singlet excitons decays quickly after irradiation with a pulsed laser. On the other hand, delayed fluorescence decays slowly because it is emitted from singlet excitons generated via triplet excitons, which have a long lifetime. Thus, there is a large time difference between the emission from the singlet excitons generated by the initial PL excitation and the emission from the singlet excitons generated via triplet excitons. Therefore, the emission intensity derived from delayed fluorescence can be measured.

[0139] A schematic diagram of an exemplary apparatus for measuring transient PL is shown in Figure 2. An example of a method for measuring transient PL and an analysis of the behavior of delayed fluorescence will be described below using Figure 2.

[0140] 2 includes a pulsed laser unit 101 capable of irradiating light of a predetermined wavelength, a sample chamber 102 for accommodating a measurement sample, a spectroscope 103 for dispersing the light emitted from the measurement sample, a streak camera 104 for forming a two-dimensional image, and a personal computer 105 for capturing and analyzing the two-dimensional image. Note that the measurement of transient PL is not limited to the device shown in FIG. 2.

[0141] The sample accommodated in the sample chamber 102 is obtained by forming a thin film on a quartz substrate, in which the matrix material is doped with a doping material at a concentration of 12 mass %.

[0142] A pulsed laser is irradiated from the pulsed laser unit 101 onto a thin film sample placed in the sample chamber 102 to excite the doping material. Emission light is extracted in a direction 90 degrees to the irradiation direction of the excitation light, and the extracted light is dispersed by the spectrometer 103, forming a two-dimensional image in the streak camera 104. As a result, a two-dimensional image can be obtained in which the vertical axis corresponds to time, the horizontal axis corresponds to wavelength, and bright spots correspond to emission intensity. By cutting out this two-dimensional image along a predetermined time axis, an emission spectrum can be obtained in which the vertical axis represents emission intensity and the horizontal axis represents wavelength. Furthermore, by cutting out the two-dimensional image along the wavelength axis, a decay curve (transient PL) can be obtained in which the vertical axis represents the logarithm of emission intensity and the horizontal axis represents time.

[0143] For example, a thin film sample A was prepared as described above using the following compound HX1 as the matrix material and the following compound DX1 as the doping material, and transient PL measurement was carried out.

[0144] [ka]

[0145] Here, the attenuation curves were analyzed using the above-mentioned thin film sample A and thin film sample B. Thin film sample B was prepared as described above using the following compound HX2 as a matrix material and the above-mentioned compound DX1 as a doping material.

[0146] FIG. 3 shows the decay curves obtained from the transient PL measured for thin film sample A and thin film sample B.

[0147] [ka]

[0148] As described above, transient PL measurements can be used to obtain an emission decay curve with emission intensity on the vertical axis and time on the horizontal axis. Based on this emission decay curve, the fluorescence intensity ratio between the fluorescence emitted from the singlet excited state generated by photoexcitation and the delayed fluorescence emitted from the singlet excited state generated by back energy transfer via the triplet excited state can be estimated. In delayed fluorescent materials, the ratio of the intensity of the delayed fluorescence, which decays slowly, to the intensity of the fluorescence, which decays quickly, is somewhat larger.

[0149] Specifically, there are two types of luminescence from delayed fluorescent materials: prompt luminescence and delayed luminescence. Prompt luminescence is luminescence that is observed immediately from the excited state after being excited by pulsed light (light irradiated from a pulsed laser) with a wavelength that the delayed fluorescent material absorbs. Delayed luminescence is luminescence that is not observed immediately after excitation by the pulsed light, but is observed later.

[0150] The amounts of prompt luminescence and delay luminescence and their ratio can be determined by a method similar to that described in "Nature 492, 234-238, 2012" (Reference 1). Note that the device used to calculate the amounts of prompt luminescence and delay luminescence is not limited to the device described in Reference 1 or the device shown in FIG. 1.

[0151] Furthermore, to measure the delayed fluorescence of the delayed fluorescent compound, a sample prepared by the following method is used. For example, the delayed fluorescent compound according to this embodiment is dissolved in toluene to prepare a dilute solution having an absorbance of 0.05 or less at the excitation wavelength to eliminate the contribution of self-absorption. To prevent quenching by oxygen, the sample solution is frozen and degassed, and then sealed in a lidded cell under an argon atmosphere to obtain an oxygen-free sample solution saturated with argon. The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (JASCO Corporation), and the fluorescence spectrum of an ethanol solution of 9,10-diphenylanthracene was also measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensities of both spectra according to equation (1) in Morris et al., J. Phys. Chem. 80 (1976) 969.

[0152] In this embodiment, the amount of prompt luminescence (instant luminescence) of the compound to be measured is X P and the amount of delay light emission is X D When X D / X P It is preferable that the value is 0.05 or more. The amounts of prompt luminescence and delayed luminescence and their ratios for compounds other than the delayed fluorescent compound in this specification are measured in the same manner as the amounts of prompt luminescence and delayed luminescence and their ratios for the delayed fluorescent compound according to this embodiment.

[0153] (ΔST) In this specification, the lowest excited singlet energy S1 and the energy gap T at 77 [K] 77K The difference between (S1-T 77K ) is defined as ΔST.

[0154] In one aspect of the organic EL device according to this embodiment, the lowest excited singlet energy S1 (M1) of the delayed fluorescent compound (first compound) and the energy gap T 77K The difference ΔST(M1) from (M1) is preferably less than 0.5 eV, more preferably less than 0.3 eV, even more preferably less than 0.2 eV, still more preferably less than 0.1 eV, even more preferably less than 0.05 eV, and even more preferably less than 0.01 eV. That is, ΔST(M1) preferably satisfies the following formula (Mathematical Formula 2), (Mathematical Formula 2A), (Mathematical Formula 2B), (Mathematical Formula 2C), (Mathematical Formula 2D), or (Mathematical Formula 2E). ΔST(M1)=S1(M1)-T 77K (M1)<0.5 eV …(Equation 2) ΔST(M1)=S1(M1)-T 77K (M1)<0.3eV…(Several 2A) ΔST(M1)=S1(M1)-T 77K (M1)<0.2eV…(Several 2B) ΔST(M1)=S1(M1)-T 77K (M1)<0.1eV...(math 2C) ΔST(M1)=S1(M1)-T 77K (M1)<0.05eV …(mathematical formula 2D) ΔST(M1)=S1(M1)-T 77K (M1)<0.01eV...(math 2E)

[0155] (Relationship between triplet energy and energy gap at 77[K]) Here, the relationship between the triplet energy and the energy gap at 77 K will be described. In this embodiment, the energy gap at 77 K differs from the triplet energy that is usually defined. The triplet energy is measured as follows. First, a sample is prepared by dissolving the compound to be measured in an appropriate solvent and sealing the solution in a quartz glass tube. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this sample is measured at low temperature (77[K]). ) is measured, a tangent line is drawn to the rising edge on the short wavelength side of this phosphorescence spectrum, and the triplet energy is calculated using a predetermined conversion formula based on the wavelength value at the intersection of the tangent line and the horizontal axis. In this embodiment, the thermally activated delayed fluorescent compound is preferably a compound with a small ΔST. When ΔST is small, intersystem crossing and reverse intersystem crossing are likely to occur even at low temperatures (77 [K]), resulting in a mixture of excited singlet and excited triplet states. As a result, the spectrum measured in the same manner as above contains light emission from both the excited singlet and excited triplet states, and although it is difficult to clearly distinguish which state the light emission originates from, the triplet energy value is considered to be fundamentally dominant. Therefore, in this embodiment, although the measurement method is the same as that of the normal triplet energy T, in order to distinguish that it is different in the strict sense, the value measured as follows is referred to as the energy gap T 77K The compound to be measured is dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to obtain a solution with a concentration of 10 μmol / L, and this solution is placed in a quartz cell to be used as a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample is measured at low temperature (77 [K]), and a tangent line is drawn to the rising edge on the short wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of this tangent line and the horizontal axis is determined. edge Based on the [nm], the amount of energy calculated using the following conversion formula (F1) is the energy gap T at 77 [K]. 77K Let's say. Conversion formula (F1):T 77K [eV]=1239.85 / λ edge

[0156] 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.

[0157] (Lowest excited singlet energy S1) The following method can be used to measure the lowest excited singlet energy S1 using a solution (sometimes referred to as a solution method). A 10 μmol / L toluene solution of the compound to be measured 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 lowest excited 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.

[0158] 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.

[0159] (First ingredient) The first material includes at least one compound selected from the group consisting of compounds represented by the following formula (11) and compounds represented by the following formula (12): In one aspect of the organic EL element according to this embodiment, the compound represented by the following formula (11) and the compound represented by the formula (12) are different from each other.

[0160] [ka]

[0161] (In the formula (11), X1, X2, X3, X4, and X5 each independently represent a nitrogen atom or C—Rn; Two or three of X1, X2, X3, X4, and X5 are nitrogen atoms. (In the formula (12), Y1, Y2, Y3, Y4, and Y5 each independently represent a nitrogen atom or C—Rn; two or three of Y1, Y2, Y3, Y4, and Y5 are nitrogen atoms; ring Ax and ring Bx each independently represent a substituted or unsubstituted aryl ring having 6 to 12 ring carbon atoms or a heterocyclic ring having 5 to 13 ring atoms; Z1 is a single bond, C(Rp)(Rq), N—Rs, an oxygen atom, or a sulfur atom; a pair consisting of Rp and Rq bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or not bonded to each other; Rs, and Rp and Rq which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms. (R1, R2, R3, R4, R5 and Rn in the formula (11) or (12) are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by -B(OR 938 )(OR 939 ) a group represented by -OS(=O)2(R 940 ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, Multiple Rn's may be the same or different.

[0162] In one aspect of the organic EL element according to this embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 801 , R 802, R 931 , R 932 , R 933 , R 934 , R 935 , R 936 , R 937 , R 938 , R 939 and R 940 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 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R 906 and R 907 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 906 and R 907 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 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 904are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other, R 931 If there are multiple R 931 are the same or different from each other, R 932 If there are multiple R 932 are the same or different from each other, R 933 If there are multiple R 933 are the same or different from each other, R 934 If there are multiple R 934 are the same or different from each other, R 935 If there are multiple R 935 are the same or different from each other, R 936 If there are multiple R 936 are the same or different from each other, R 937 If there are multiple R 937 are the same or different from each other, R 938 If there are multiple R 938 are the same or different from each other, R 939 If there are multiple R 939are the same or different from each other, R 940 If there are multiple R 940 are either identical or different.)

[0163] In one aspect of the organic EL device according to this embodiment, the heterocyclic groups represented by R1, R2, R3, R4, R5, and Rn in formula (11) or (12) are substituted or unsubstituted heterocyclic groups having 5 to 13 ring atoms.

[0164] In one aspect of the organic EL device according to this embodiment, X2 and X4 in the compound represented by formula (11) are C—Rn. In one aspect of the organic EL device according to this embodiment, Y2 and Y4 in the compound represented by formula (12) are C-Rn.

[0165] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (11) is a compound represented by the following formula (110). In one aspect of the organic EL device according to this embodiment, the compound represented by formula (12) is a compound represented by the following formula (120).

[0166] [ka]

[0167] (In the formula (110), R1 to R5, X1, X3, X5, and Rn have the same meanings as R1 to R5, X1, X3, X5, and Rn in the formula (11), respectively, and multiple Rn's are the same or different from one another.)

[0168] (In the formula (120), Z1, ring Ax, ring Bx, Y1, Y3, Y5, and Rn have the same meanings as Z1, ring Ax, ring Bx, Y1, Y3, Y5, and Rn in the formula (12), respectively, and multiple Rn are the same or different from one another.)

[0169] In one aspect of the organic EL device according to this embodiment, X1, X3, and X5 in the compound represented by formula (11) are nitrogen atoms, and X2 and X4 are C—Rn. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (12), Y1, Y3, and Y5 are nitrogen atoms, and Y2 and Y4 are C—Rn.

[0170] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (11) is a compound represented by the following formula (111). In one aspect of the organic EL device according to this embodiment, the compound represented by formula (12) is a compound represented by the following formula (121).

[0171] [ka]

[0172] (In the formula (111), R1 to R5 and Rn have the same meanings as R1 to R5 and Rn in the formula (11), respectively, and the multiple Rn's are the same or different from one another.)

[0173] (In the formula (121), Z1, ring Ax, ring Bx, and Rn have the same meanings as Z1, ring Ax, ring Bx, and Rn in the formula (12), respectively, and multiple Rn are the same or different from one another.)

[0174] In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), one of X1 and X5 is a nitrogen atom, the other of X1 and X5 is C—Rn, X2 and X4 are C—Rn, and X3 is a nitrogen atom. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (12), one of Y1 and Y5 is a nitrogen atom, the other of Y1 and Y5 is C—Rn, Y2 and Y4 are C—Rn, and Y3 is a nitrogen atom.

[0175] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (11) is a compound represented by the following formula (112). In one aspect of the organic EL device according to this embodiment, the compound represented by formula (12) is a compound represented by the following formula (122).

[0176] [ka]

[0177] (In the formula (112), R1 to R5 have the same meanings as R1 to R5 in the formula (11), Rn2, Rn4, and Rn5 each independently have the same meaning as Rn in the formula (11), and Rn2, Rn4, and Rn5 are the same as or different from one another.)

[0178] (In the formula (122), Z1, ring Ax, and ring Bx have the same meanings as Z1, ring Ax, and ring Bx in the formula (12), respectively; Rn2, Rn4, and Rn5 each independently have the same meaning as Rn in the formula (12), and Rn2, Rn4, and Rn5 are the same as or different from one another.)

[0179] In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), X1 and X5 are nitrogen atoms, and X2, X3, and X4 are C—Rn. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (12), Y1 and Y5 are nitrogen atoms, and Y2, Y3, and Y4 are C—Rn.

[0180] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (11) is a compound represented by the following formula (113). In one aspect of the organic EL device according to this embodiment, the compound represented by formula (12) is a compound represented by the following formula (123).

[0181] [ka]

[0182] (In the formula (113), R1 to R5 have the same meanings as R1 to R5 in the formula (11), Rn2, Rn3, and Rn4 each independently have the same meaning as Rn in the formula (11), and Rn2, Rn3, and Rn4 are the same as or different from one another.)

[0183] (In the formula (123), Z1, ring Ax, and ring Bx have the same meanings as Z1, ring Ax, and ring Bx in the formula (12), respectively; Rn2, Rn3, and Rn4 each independently have the same meaning as Rn in the formula (12), and Rn2, Rn3, and Rn4 are the same as or different from one another.)

[0184] In one aspect of the organic EL device according to this embodiment, at least one Rn in the compound represented by formula (11) and the compound represented by formula (12) is a group represented by formula (13):

[0185] [ka]

[0186] (In the formula (13), Z 11 is N-Ra, an oxygen atom, a sulfur atom, or C(Rb)(Rc), R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , Ra, Rb, and Rc is a single bond bonding to C in the C-Rn, and R that is not a single bond 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 and R 18are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by -B(OR 938 )(OR 939 ) a group represented by -OS(=O)2(R 940 ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, the pair of Rb and Rc that are not single bonds are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, The Ra that is not a single bond, and the Rb and Rc that are not single bonds, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0187] In one aspect of the organic EL element according to this embodiment, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 and R 18 The heterocyclic group as represented by the formula (I) is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0188] In one aspect of the organic EL device according to this embodiment, Z in the group represented by formula (13) 11 is N-Ra.

[0189] In one aspect of the organic EL device according to this embodiment, Z in the group represented by formula (13) 11 is N-Ra, and Ra is a single bond bonding to C in the C-Rn.

[0190] For example, in the compound represented by the formula (11), X2 is C—Rn, Rn is a group represented by the formula (13), and Z 11 is N-Ra, and Ra is a single bond bonding to C in the C-Rn, the compound represented by the formula (11) is represented by the following formula (114).

[0191] For example, in the compound represented by the formula (11), X2 and X4 are C—Rn, Rn is a group represented by the formula (13), and Z 11 is N-Ra, and Ra is a single bond bonding to C in the C-Rn, the compound represented by the formula (11) is represented by the following formula (115).

[0192] [ka]

[0193] (In the formulas (114) and (115), R1 to R5, X1, X3, X4, and X5 are defined as R1 to R5, X1, X3, X4, and X5 in the formula (11), respectively. 111 ~R 118 and R 121 ~R 128 are each independently R in the formula (13). 11 ~R 18 is equivalent to

[0194] For example, in the compound represented by the formula (12), Y2 is C—Rn, Rn is a group represented by the formula (13), and Z 11 is N-Ra, and Ra is a single bond bonding to C in the C-Rn, the compound represented by the formula (12) is represented by the following formula (124).

[0195] For example, in the compound represented by the formula (12), Y2 and Y4 are C—Rn, Rn is a group represented by the formula (13), and Z 11 is N-Ra, and Ra is a single bond bonding to C in the C-Rn, the compound represented by the formula (12) is represented by the following formula (125).

[0196] [ka]

[0197] (In the formula (124) and the formula (125), Z1, ring Ax, ring Bx, Y1, Y3, Y4, and Y5 are defined as Z1, ring Ax, ring Bx, Y1, Y3, Y4, and Y5 in the formula (12), respectively; R 111 ~R 118 and R 121 ~R 128 are each independently R in the formula (13). 11 ~R 18 is equivalent to

[0198] In one aspect of the organic EL device according to this embodiment, two Rn in the compound represented by formula (11) and the compound represented by formula (12) are groups represented by formula (13).

[0199] In one aspect of the organic EL device according to this embodiment, at least one Rn in the compound represented by formula (11) and the compound represented by formula (12) is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0200] In one aspect of the organic EL device according to this embodiment, at least one Rn in the compound represented by formula (11) and the compound represented by formula (12) is a group represented by formula (14):

[0201] [ka]

[0202] (In the formula (14), L1 is a substituted or unsubstituted arylene group having 6 to 12 ring carbon atoms or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, m is 0, 1, 2 or 3, and when m is 0, -(L1)0- is a single bond; when m is 2 or 3, multiple L1s are the same or different from each other; R 10 is a hydrogen atom, -Si(R 901 )(R 902 )(R 903), a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, where * indicates the bonding position.

[0203] In one aspect of the organic EL device according to this embodiment, the heterocyclic group represented by L1 is a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. In one aspect of the organic EL element according to this embodiment, R 10 The heterocyclic group as represented by the formula (I) is a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0204] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R1, R2, R3, R4, and R5 in the compound represented by formula (11) is —Si(R 901 )(R 902 )(R 903 ) or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0205] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R1, R2, R4, and R5 in the compound represented by formula (11) is —Si(R 901 )(R 902 )(R 903 ) or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0206] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R1, R2, R4, and R5 in the compound represented by formula (11) is a substituted or unsubstituted carbazolyl group.

[0207] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R1, R2, R3, R4, and R5 in the compound represented by formula (11) is a group represented by formula (15) below.

[0208] [ka]

[0209] (In the formula (15), Za is N-Rd, an oxygen atom, a sulfur atom, or C(Re)(Rf), R 151 , R 152 , R 153 , R 154 , R 155 , R 156 , R 157 , R 158 , Rd, Re, and Rf is a bond, and R 151 , R 152 , R 153 , R 154 , R 155 , R 156 , R 157 and R 158 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by -B(OR 938 )(OR 939 ) a group represented by -OS(=O)2(R 940 ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, the pair of Re and Rf that are not single bonds are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, The Rd that is not a single bond, and the Re and Rf that are not single bonds, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0210] In one aspect of the organic EL element according to this embodiment, R 151 , R 152 , R 153 , R 154 , R 155 , R 156 , R 157 and R 158 The heterocyclic group as represented by the formula (I) is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0211] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R1 and R5 in the compound represented by formula (11) is a group represented by formula (15).

[0212] In one aspect of the organic EL device according to this embodiment, one selected from the group consisting of R1 and R5 in the compound represented by formula (11) is a group represented by formula (15).

[0213] In one aspect of the organic EL device according to this embodiment, two selected from the group consisting of R1 and R5 in the compound represented by formula (11) are groups represented by formula (15).

[0214] In one aspect of the organic EL device according to this embodiment, Za in the group represented by formula (15) is N-Rd.

[0215] In one aspect of the organic EL element according to this embodiment, Za in the group represented by formula (15) is N-Rd, and Rd is a bond.

[0216] For example, when R1 in the compound represented by formula (11) is a group represented by formula (15), Za is N-Rd, and Rd is a bond, the compound represented by formula (11) is represented by the following formula (116).

[0217] For example, when R1 and R2 in the compound represented by the formula (11) are groups represented by the formula (15), Za is N-Rd, and Rd is a bond, the compound represented by the formula (11) is represented by the following formula (117).

[0218] [ka]

[0219] (In the formula (116), R2 to R5 and X1 to X5 are defined as R2 to R5 and X1 to X5 in the formula (11), respectively. 151 ~R 158 are R in the formula (15), respectively. 151 ~R 158 is equivalent to

[0220] (In the formula (117), R3 to R5 and X1 to X5 are defined as R3 to R5 and X1 to X5 in the formula (11), respectively. 151 ~R 158 are R in the formula (15), respectively. 151 ~R 158 is synonymous with R 161 ~R 168 are each independently R in the formula (15). 151 ~R 158 is equivalent to

[0221] In this embodiment, for example, when R1 in the compound represented by formula (11) is a group represented by formula (15), Za is N-Rd, and Rd is a bond, the compound represented by formula (114) is represented by the following formula (114A), and the compound represented by formula (115) is represented by the following formula (115A).

[0222] [ka]

[0223] (In the formula (114A), R2 to R5, X1, and X3 to X5 are defined as R2 to R5, X1, and X3 to X5 in the formula (11), respectively. 111 ~R 118 are each independently R in the formula (13). 11 ~R 18 is synonymous with R 151 ~R 158 are R in the formula (15), respectively. 151 ~R 158 is equivalent to

[0224] [ka]

[0225] (In the formula (115A), R2 to R5, X1, X3, and X5 are defined as R2 to R5, X1, X3, and X5 in the formula (11), respectively, and R 111 ~R 118 and R 121 ~R 128 are each independently R in the formula (13). 11 ~R 18 is synonymous with R 151 ~R 158 are R in the formula (15), respectively. 151 ~R 158 is equivalent to

[0226] In one aspect of the organic EL device according to this embodiment, X2 and X4 in the compound represented by formula (11) are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, X2 and X4 in the compound represented by formula (11) are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, X2 and X4 in the compound represented by formula (11) are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, X2 and X4 in the compound represented by formula (11) are C—Rn, and Rn is each independently a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group.

[0227] In this embodiment, for example, when X2 and X4 in the compound represented by formula (11) are C—Rn, and Rn is each independently a substituted or unsubstituted phenyl group, the compound represented by formula (116) is represented by the following formula (116A).

[0228] [ka]

[0229] (In the formula (116A), R2 to R5, X1, X3, and X5 are defined as R2 to R5, X1, X3, and X5 in the formula (11), respectively, and R 151 ~R 158 are R in the formula (15), respectively. 151 ~R 158 is synonymous with R X1 , R X2 , R X3 , R X4 , R X5 , R X6 , R X7 , R X8 , R X9 and R X10 each independently represents a 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R 801 a group represented by -C(=O)(OR 802 ), a halogen atom, a cyano group, a nitro group, -P(=O)(R 931 )(R 932 ), a group represented by -Ge(R933 )(R 934 )(R 935 ), a group represented by -B(R 936 )(R 937 ), a group represented by -B(OR 938 )(OR 939 ), a group represented by -OS(=O)2(R 940 ) a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. In one aspect of the organic EL device according to this embodiment, R X1 , R X2 , R X3 , R X4 , R X5 , R X6 , R X7 , R X8 , R X9 and R X10 The heterocyclic group as represented by the formula (I) is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0230] In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), X1, X3, and X5 are nitrogen atoms, X2 and X4 are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), X1, X3, and X5 are nitrogen atoms, X2 and X4 are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), X1, X3, and X5 are nitrogen atoms, X2 and X4 are C—Rn, and Rn is each independently a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, in the compound represented by formula (11), X1, X3, and X5 are nitrogen atoms, X2 and X4 are C—Rn, and Rn is each independently a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group.

[0231] In one aspect of the organic EL device according to this embodiment, at least one selected from the group consisting of R2 and R4 in the compound represented by formula (11) is —Si(R 901 )(R 902 )(R 903 For example, in the compound represented by the formula (11), R2 is a group represented by -Si(R 901 )(R 902 )(R 903 ), the compound represented by the formula (11) is represented by the following formula (118).

[0232] [ka]

[0233] (In the formula (118), R1, R3 to R5, and X1 to X5 are defined as R1, R3 to R5, and X1 to X5 in the formula (11), respectively. 901 ~R 903 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0234] In this embodiment, for example, R2 in the compound represented by the formula (11) is —Si(R 901 )(R 902 )(R 903 ), the compound represented by the formula (114) is represented by the following formula (114B), and the compound represented by the formula (115) is represented by the following formula (115B).

[0235] [ka]

[0236] (In the formula (114B) and the formula (115B), R1, R3 to R5, X1, X3, X4, and X5 are defined as R1, R3 to R5, X1, X3, X4, and X5 in the formula (11), respectively. 111 ~R 118 and R 121 ~R 128 are each independently R in the formula (13). 11 ~R 18 is synonymous with R 901 ~R 903 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0237] In one aspect of the organic EL device according to this embodiment, R 901 ~R 903 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, R 901 ~R 903 are each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, R 901 ~R 903 are each independently a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms. In one aspect of the organic EL device according to this embodiment, R 901 ~R 903 are each independently a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group.

[0238] In one aspect of the organic EL device according to this embodiment, R3 in the compound represented by formula (11) is a hydrogen atom.

[0239] In one aspect of the organic EL device according to this embodiment, one or more pairs of two or more substituents on the ring Ax in the compound represented by formula (12) may be bonded to each other to form a substituted or unsubstituted monocycle, or may be bonded to each other to form a substituted or unsubstituted fused ring. In one aspect of the organic EL device according to this embodiment, one or more pairs of two or more substituents on the ring Bx in the compound represented by formula (12) may be bonded to each other to form a substituted or unsubstituted monocycle, or may be bonded to each other to form a substituted or unsubstituted fused ring.

[0240] In one aspect of the organic EL device according to this embodiment, the ring Ax and the ring Bx in the compound represented by the formula (12) are each independently a substituted or unsubstituted benzene ring or a substituted or unsubstituted naphthalene ring.

[0241] In one aspect of the organic EL device according to this embodiment, the ring Ax and the ring Bx in the compound represented by the formula (12) are each independently a substituted or unsubstituted heterocycle having 5 to 6 ring atoms.

[0242] In one aspect of the organic EL device according to this embodiment, when the ring Ax and the ring Bx in the compound represented by formula (12) are substituted or unsubstituted benzene rings, the compound represented by formula (12) is a compound represented by formula (126) below.

[0243] [ka]

[0244] (In the formula (126), Z1 and Y1 to Y5 are defined as Z1 and Y1 to Y5 in the formula (12), respectively. R 171~R 178 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 171 ~R 178 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R937 ) a group represented by -B(OR 938 )(OR 939 ) a group represented by -OS(=O)2(R 940 ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0245] In one aspect of the organic EL device according to this embodiment, a pair of Rp and Rq in the compound represented by formula (12) bond to each other to form a substituted or unsubstituted monocycle, or bond to each other to form a substituted or unsubstituted fused ring, or do not bond to each other, and Rs, and Rp and Rq that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring, are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0246] In one aspect of the organic EL device according to the present embodiment, a pair of Rp and Rq in the compound represented by formula (12) is bonded to each other to form a substituted or unsubstituted fluorene ring, or is not bonded to each other, and Rs, and Rp and Rq that do not form the substituted or unsubstituted fluorene ring are each independently a methyl group or a substituted or unsubstituted phenyl group.

[0247] (Method for producing the compound represented by formula (11) and the compound represented by formula (12)) The compound represented by formula (11) and the compound represented by formula (12) can be produced by known methods. Alternatively, the compound represented by formula (11) and the compound represented by formula (12) can be produced by following known methods and using known alternative reactions and raw materials suited to the target product.

[0248] (Specific examples of the compound represented by formula (11) or (12)) Specific examples of the compound represented by formula (11) or (12) include the following compounds. However, the present invention is not limited to these specific examples. In this specification, among the specific examples of the compound, D may represent a deuterium atom, Me may represent a methyl group, Ph may represent a phenyl group, tBu may represent a tert-butyl group, and tAm may represent a tert-amyl group.

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[0317] [Fluorescent materials] In the organic EL device according to this embodiment, the fluorescent material is preferably a compound that does not exhibit thermally activated delayed fluorescence. In this embodiment, the fluorescent material is not a phosphorescent metal complex. In this embodiment, the fluorescent material is preferably not a metal complex. In one aspect of the organic EL device according to this embodiment, the second material is used as a fluorescent material.

[0318] (Second ingredient) The second material includes a compound represented by the following formula (2): In one aspect of the organic EL element according to this embodiment, the compound represented by formula (11), the compound represented by formula (12), and the compound represented by formula (2) are different from each other.

[0319] [ka]

[0320] (In the formula (2), R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 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 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, R 201 , R 202 , R 203 and R 204 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 201 , R 202 , R 203 and R 204 one or more pairs of adjacent two or more of R 205 , R 206 , R 207 and R 208 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 205 , R 206 , R 207 and R 208one or more pairs of adjacent two or more of R 221 , R 222 and R 223 wherein at least one selected from the group consisting of is HAr1; Y is HAr2 or R Y and R Y and L2 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, L2 which does not form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring is 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, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkylene group having 3 to 20 ring carbon atoms, n is 0, 1, 2 or 3, and when n is 0, -(L2)0- is a single bond; when n is 2 or 3, multiple L2s are the same or different from each other; R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring Y teeth, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, HAr1 and HAr2 each independently represent a group represented by the formula (20), R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219 is a bond in HAr1 or HAr2, and R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219 one or more pairs of adjacent two or more of R is not a bond in HAr1 or HAr2, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 and R 219 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 801 a group represented by -C(=O)(OR 802 ) a group represented by is a halogen atom, Z2 is an oxygen atom, a sulfur atom, or C(R 225 )(R 226 ) and R 225 and R 226 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 225 and R 226 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or It is a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms.

[0321] In one aspect of the organic EL device according to this embodiment, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 When one or more pairs of adjacent two or more of the above are bonded to each other to form a substituted or unsubstituted monocycle or to form a substituted or unsubstituted fused ring, the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring are substituted or unsubstituted aliphatic rings, substituted or unsubstituted aliphatic rings having 5 to 18 ring carbon atoms, or substituted or unsubstituted aliphatic rings having 5 to 6 ring carbon atoms.

[0322] In one aspect of the organic EL device according to this embodiment, R 202 and R 203 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 202 and R 203 are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring.

[0323] In one aspect of the organic EL device according to this embodiment, R 202 and R 203one of R is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, 202 and R 203 The other is a hydrogen atom.

[0324] In one aspect of the organic EL device according to this embodiment, R 202 and R 203 one of R is a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, 202 and R 203 The other is a hydrogen atom.

[0325] In one aspect of the organic EL element according to this embodiment, the substituted or unsubstituted alkyl group is a branched alkyl group.

[0326] In one aspect of the organic EL device according to this embodiment, R 202 and R 203 are bonded to each other to form a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted aliphatic ring having 5 to 18 ring carbon atoms, or a substituted or unsubstituted aliphatic ring having 5 to 6 ring carbon atoms.

[0327] In one aspect of the organic EL device according to this embodiment, R 206 and R 207 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R 206 and R 207 are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring.

[0328] In one aspect of the organic EL device according to this embodiment, R 206 and R 207one of R is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, 206 and R 207 The other is a hydrogen atom.

[0329] In one aspect of the organic EL device according to this embodiment, R 206 and R 207 one of R is a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, 206 and R 207 The other is a hydrogen atom.

[0330] In one aspect of the organic EL device according to this embodiment, R 206 and R 207 are bonded to each other to form a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted aliphatic ring having 5 to 18 ring carbon atoms, or a substituted or unsubstituted aliphatic ring having 5 to 6 ring carbon atoms.

[0331] In one aspect of the organic EL device according to this embodiment, R 202 and R 203 are bonded to each other, and R 206 and R 207 are bonded to each other to form, independently, a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted aliphatic ring having 5 to 18 ring carbon atoms, or a substituted or unsubstituted aliphatic ring having 5 to 6 ring carbon atoms.

[0332] In one aspect of the organic EL device according to this embodiment, R 209 , R 210 and R 211at least one selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -N(R 906 )(R 907 ) or R 209 , R 210 and R 211 and one or more pairs of adjacent two or more of the above are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring.

[0333] In one aspect of the organic EL device according to this embodiment, R 209 , R 210 and R 211 Two of the atoms are hydrogen atoms, and R 209 , R 210 and R 211 the remaining one of the above is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -N(R 906 )(R 907 ) is a group represented by the formula:

[0334] In one aspect of the organic EL device according to this embodiment, R 209 , R 210 and R 211 Two of the atoms are hydrogen atoms, and R 209 , R 210 and R 211 The remaining one of these is a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms.

[0335] In one aspect of the organic EL device according to this embodiment, R 209 and R 211 is a hydrogen atom, and R 210is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -N(R 906 )(R 907 ) is a group represented by the formula:

[0336] In one aspect of the organic EL device according to this embodiment, R 209 and R 211 is a hydrogen atom, and R 210 is a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms.

[0337] In one aspect of the organic EL device according to this embodiment, R 209 , R 210 and R 211 is a hydrogen atom.

[0338] In one aspect of the organic EL device according to this embodiment, R 209 , R 210 and R 211 At least one pair of adjacent two or more of the above may be bonded to each other to form a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted aliphatic ring having 5 to 18 ring carbon atoms, or a substituted or unsubstituted aliphatic ring having 5 to 6 ring carbon atoms.

[0339] In this embodiment, the aliphatic ring is a saturated ring or an unsaturated ring, and specific examples of the aliphatic ring include a cyclopropane ring, a cyclobutane ring, a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, an adamantane ring, a norbornene ring, a cyclopropene ring, a cyclobutene ring, a cyclopentene ring, a cyclohexene ring, and a cycloheptene ring, etc. In this embodiment, the aliphatic ring may have a substituent or may be unsubstituted.

[0340] In one aspect of the organic EL device according to this embodiment, R 221 or R 222 is HAr1.

[0341] In one aspect of the organic EL device according to this embodiment, R 222 is HAr1.

[0342] In one aspect of the organic EL device according to this embodiment, n is 0, 1 or 2 in the compound represented by formula (2).

[0343] In one aspect of the organic EL device according to this embodiment, n is 0 or 1 in the compound represented by formula (2).

[0344] In one aspect of the organic EL device according to this embodiment, n is 1 in the compound represented by formula (2).

[0345] In one aspect of the organic EL device according to this embodiment, Z2 in the compound represented by the formula (2) is an oxygen atom.

[0346] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) is a compound represented by formula (21) or (22) below.

[0347] [ka]

[0348] (In the formula (21) and formula (22), R 201 ~R 211 , R 220 ~R 224 , L2, n, HAr2, and R Y are R in the formula (2), respectively. 201 ~R 211 , R 220 ~R 224 , L2, n, HAr2, and R Yis equivalent to

[0349] In one aspect of the organic EL device according to this embodiment, R 201 , R 204 , R 205 , R 208 , R 209 , R 211 , R 220 and R 224 is a hydrogen atom, or R 201 , R 204 , R 205 , R 208 , R 209 and R 211 is a hydrogen atom, and R 220 and R 224 are each independently a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0350] In one aspect of the organic EL device according to this embodiment, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 and R 211 is -N(R 906 )(R 907 ) is not a group represented by the formula:

[0351] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) is a compound represented by formula (23), a compound represented by formula (24), a compound represented by formula (25), or a compound represented by formula (26).

[0352] [ka]

[0353] [ka]

[0354] (In the above formulas (23), (24), (25) and (26), R 201 , R 204 , R 205 , R 208 , R 209 , R 211 , R 220 and R 224 is a hydrogen atom, or R 201 , R 204 , R 205 , R 208 , R 209 and R 211 is a hydrogen atom, and R 220 and R 224 each independently represents a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R 202 and R 203 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and the remaining R 202 or R 203 is a hydrogen atom, or R 202 and R 203 are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted aliphatic ring, R 206 and R 207 At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and the remaining R 206 and R 207 is a hydrogen atom, or R 206 and R 207 are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted aliphatic ring, R 210is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, -N(R 906 )(R 907 ) or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R 906 and R 907 each independently represents a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R Y and L2 bond together to form a substituted or unsubstituted aliphatic ring, or R Y is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R Y is a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, L2 that does not form a substituted or unsubstituted aliphatic ring is a substituted or unsubstituted phenylene group, n is 0 or 1, R 222 , R 223 , HAr1 and HAr2 are R in the formula (2), respectively. 222 , R 223 , HAr1 and HAr2.)

[0355] In one aspect of the organic EL device according to this embodiment, R 212 , R 213 , R 218 and R 219 The bond in HAr1 is one selected from the group consisting of:

[0356] In one aspect of the organic EL device according to this embodiment, R 212 or R 219 is the bond in HAr1.

[0357] In one aspect of the organic EL device according to this embodiment, R 212 , R 213 , R 218 and R 219 The bond in HAr2 is one selected from the group consisting of:

[0358] In one aspect of the organic EL device according to this embodiment, R 212 or R 219 is the bond in HAr2.

[0359] In one aspect of the organic EL device according to this embodiment, R 212 is a bond in HAr1, the compound represented by the formula (23) is a compound represented by the following formula (231), and the compound represented by the formula (24) is a compound represented by the following formula (241).

[0360] [ka]

[0361] (In the formula (231), R 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and HAr2 are R in the formula (2), respectively. 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and HAr2, and Z2 and R 213 ~R 219 are Z2 and R in the formula (20), respectively. 213 ~R 219 is equivalent to [ka]

[0362] (In the formula (241), R 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and R Y are R in the formula (2), respectively. 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and R Y and Z2 and R 213 ~R 219 are Z2 and R in the formula (20), respectively. 213 ~R 219 is equivalent to

[0363] In one aspect of the organic EL device according to this embodiment, R 213 is a bond in HAr1, the compound represented by the formula (23) is a compound represented by the following formula (232), and the compound represented by the formula (24) is a compound represented by the following formula (242).

[0364] [ka]

[0365] (In the formula (232), R 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and HAr2 are R in the formula (2), respectively. 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and HAr2, and Z2, R 212 and R 214 ~R 219 are Z2 and R in the formula (20), respectively. 212 and R214 ~R 219 is equivalent to

[0366] [ka]

[0367] (In the formula (242), R 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and R Y are R in the formula (2), respectively. 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , n, L2 and R Y and Z2, R 212 and R 214 ~R 219 are Z2 and R in the formula (20), respectively. 212 and R 214 ~R 219 is equivalent to

[0368] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) is a compound represented by formula (231), formula (232), formula (241), or formula (242).

[0369] In one aspect of the organic EL device according to this embodiment, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 and R 211 is -N(R 906 )(R 907 ) is not a group represented by the formula:

[0370] In one aspect of the organic EL device according to this embodiment, R 202 and R 207 is not a substituted or unsubstituted N-carbazolyl group.

[0371] In one aspect of the organic EL device according to this embodiment, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 and R 208 is not a substituted or unsubstituted N-carbazolyl group.

[0372] In one aspect of the organic EL device according to this embodiment, L2 in the compound represented by formula (2) is a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, a substituted or unsubstituted arylene group having 6 to 10 ring carbon atoms, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0373] In one aspect of the organic EL device according to this embodiment, L2 in the compound represented by formula (2) contains at least one divalent group selected from the group consisting of a divalent group represented by formula (L1), a divalent group represented by formula (L2), and a divalent group represented by formula (L3):

[0374] [ka]

[0375] (In the formulas (L1), (L2) and (L3), R 241 , R 242 , R 243 , R 244 , R 245each independently represents a hydrogen atom, 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 -C(=O)R 801 a group represented by -C(=O)(OR 802 ), a halogen atom, a cyano group, a 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, *7 indicates the bonding position to Y or the bonding position to the adjacent L2, and *8 indicates the bonding position to the nitrogen atom marked with *1 in the skeleton represented by the following formula (2A) in the compound represented by the formula (2) above, or the bonding position to the adjacent L2.

[0376] [ka]

[0377] In one aspect of the organic EL device according to this embodiment, the group represented by Y-(L2)n- in the compound represented by formula (2) includes a group represented by the following formula (Y1), formula (Y2), or formula (Y3):

[0378] [ka]

[0379] (In the formulae (Y1), (Y2) and (Y3), HAr2 has the same meaning as HAr2 in formula (2), R 241 , R 242 , R 243 , R244 , R 245 each independently represents a hydrogen atom, 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 -C(=O)R 801 a group represented by -C(=O)(OR 802 ), a halogen atom, a cyano group, a 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, *8 indicates the bonding position to the nitrogen atom marked with *1 in the skeleton represented by formula (2A) in the compound represented by formula (2), or the bonding position to the adjacent L2.

[0380] In one aspect of the organic EL device according to this embodiment, the group represented by Y-(L2)n- in the compound represented by formula (2) is a group represented by formula (Y1), formula (Y2), or formula (Y3).

[0381] In one aspect of the organic EL device according to this embodiment, L2 in the compound represented by formula (2) is a divalent group represented by formula (L1).

[0382] In one aspect of the organic EL device according to the present embodiment, in the compound represented by formula (2), L2 is a divalent group represented by formula (L1), n ​​is 1, and *7 is HAr2 or R Y and *8 is the bonding position to the nitrogen atom, the compound represented by the formula (21) is a compound represented by the following formula (211), and the compound represented by the formula (22) is a compound represented by the following formula (221).

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[0385] (In the formula (211) and formula (221), R 201 ~R 211 , R 220 ~R 224 , HAr2 and R Y are R in the formula (2), respectively. 201 ~R 211 , R 220 ~R 224 , HAr2 and R Y is synonymous with R 241 , R 242 , R 244 and R 245 are R in the formula (L1), respectively. 241 , R 242 , R 244 and R 245 is equivalent to

[0386] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) is a compound represented by formula (211) or formula (221).

[0387] In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) is a compound represented by the following formula (233), formula (234), formula (243), or formula (244).

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[0392] (In the formulas (233), (234), (243) and (244), R 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , HAr2 and R Y are R in the formula (2), respectively. 201 ~R 211 , R 220、 R 221 , R 223 , R 224 , HAr2 and R Y and Z2 and R 212 ~R 219 are Z2 and R in the formula (20), respectively. 212 ~R 219 is synonymous with R 241 , R 242 , R 244 and R 245 are R in the formula (L1), respectively. 241 , R 242 , R 244 and R 245 is equivalent to

[0393] In one aspect of the organic EL device according to this embodiment, R 242 and R 244 At least one selected from the group consisting of is a substituent.

[0394] In one aspect of the organic EL device according to this embodiment, R 242 and R 244At least one selected from the group consisting of is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms, or a substituted or unsubstituted phenyl group.

[0395] In one aspect of the organic EL device according to this embodiment, R 242 and R 244 is a hydrogen atom.

[0396] In one aspect of the organic EL device according to this embodiment, R Y is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms.

[0397] In one aspect of the organic EL element according to this embodiment, R as Y Y is a heterocyclic group, R as the heterocyclic group Y is a group containing at least one heteroatom other than an oxygen atom, or a group containing at least one heteroatom selected from the group consisting of a nitrogen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom.

[0398] In one aspect of the organic EL device according to this embodiment, R as Y in the compound represented by formula (2) Y is a group represented by the following formula (Y4).

[0399] [ka]

[0400] (In the formula (Y4), R 251 , R 252 , R 253 , R 254 and R 255one or more pairs of adjacent two or more of R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 251 , R 252 , R 253 , R 254 and R 255 each independently represents a hydrogen atom, 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 -C(=O)R 801 a group represented by -C(=O)(OR 802 ), a halogen atom, a cyano group, a 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, *9 indicates the bonding position to L2, or the bonding position to the nitrogen atom marked with *1 in the skeleton represented by formula (2A) in the compound represented by formula (2).

[0401] In one aspect of the organic EL device according to this embodiment, R 251 and R 255 At least one selected from the group consisting of is a substituent, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms, or a substituted or unsubstituted phenyl group.

[0402] In one aspect of the organic EL device according to this embodiment, R 253 is a substituent, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms.

[0403] In one aspect of the organic EL device according to this embodiment, R 253 and R 254 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring.

[0404] In one aspect of the organic EL device according to this embodiment, R 253 and R 254 are bonded to each other to form a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted aliphatic ring having 5 to 18 ring carbon atoms, or a substituted or unsubstituted aliphatic ring having 5 to 6 ring carbon atoms.

[0405] In one aspect of the organic EL device according to this embodiment, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 , R 210 , R 211 , R 220 , R 221 , R 222 , R 223 and R 224 Any pair of two or more adjacent ones of

[0406] In one aspect of the organic EL device according to this embodiment, R 251 , R 252 , R 253 , R 254 and R 255Any pair of two or more adjacent ones of

[0407] In one aspect of the organic EL element according to the present embodiment, the substituent in the case of "substituted or unsubstituted" is an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 12 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0408] In one aspect of the organic EL element according to this embodiment, all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0409] (maximum fluorescence emission peak wavelength) In this specification, the maximum peak wavelength of fluorescent light may be referred to as the maximum peak wavelength of fluorescent light. In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) has a maximum fluorescent emission peak wavelength of 440 nm or more, or 445 nm or more. In one aspect of the organic EL device according to this embodiment, the compound represented by formula (2) has a maximum fluorescent emission peak wavelength of 480 nm or less, or 470 nm or less. When the compound represented by formula (2) has a maximum fluorescent emission peak wavelength of 440 nm or more, an electronic device such as a display equipped with an organic EL element containing the compound represented by formula (2) can easily emit a desired appropriate blue light. When the compound represented by formula (2) has a maximum fluorescence emission peak wavelength of 480 nm or less, an electronic device such as a display equipped with an organic EL element containing the compound represented by formula (2) can easily emit the desired appropriate blue light.

[0410] In this specification, the maximum peak wavelength of fluorescence emission is the wavelength at which the compound to be measured is 10 -6 moles / liter or more, 10 -5The maximum peak wavelength of the fluorescence spectrum at which the emission intensity is maximum in a toluene solution in which the compound is dissolved at a concentration of 0.1 mole / liter or less is measured. A fluorescence spectrum measuring device (device name: FP-8300, manufactured by JASCO Corporation) can be used as the measuring device. Note that the fluorescence spectrum measuring device is not limited to the device exemplified here.

[0411] (Method for producing the compound represented by formula (2)) The compound represented by formula (2) can be produced by a known method. Alternatively, the compound represented by formula (2) can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0412] (Specific examples of compounds represented by formula (2)) Specific examples of the compound represented by formula (2) include the following compounds. However, the present invention is not limited to these specific examples. In this specification, among the specific examples of the compound, D may represent a deuterium atom, Me may represent a methyl group, Ph may represent a phenyl group, tBu may represent a tert-butyl group, and tAm may represent a tert-amyl group.

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[0470] (Relationship between sensitizing material and fluorescent material in the light-emitting layer) In one embodiment, the sensitizing material (the compound according to the first embodiment) is a delayed fluorescent compound. In one embodiment, the light-emitting layer contains a delayed fluorescent compound as a sensitizing material, but may not contain a phosphorescent metal complex.

[0471] Fig. 4 shows an example of the relationship between the energy levels of a sensitizing material and a fluorescent material when an emitting layer contains a delayed fluorescent compound (first compound) as a sensitizing material and a second compound as a fluorescent material. In Fig. 4, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the delayed fluorescent compound, and T1(M1) represents the lowest excited triplet state of the delayed fluorescent compound. S1(M2) represents the lowest excited singlet state of the fluorescent material, and T1(M2) represents the lowest excited triplet state of the fluorescent material. The dashed arrow from S1(M1) to S1(M2) in Fig. 4 represents Förster energy transfer from the lowest excited singlet state of the delayed fluorescent compound to the lowest excited singlet state of the fluorescent material. As shown in Figure 4, when a compound with a small ΔST(M1) is used as the delayed fluorescent compound, the lowest excited triplet state T1(M1) can undergo reverse intersystem crossing to the lowest excited singlet state S1(M1) due to thermal energy. Then, Förster-type energy transfer occurs from the lowest excited singlet state S1(M1) of the delayed fluorescent compound to the fluorescent material, generating the lowest excited singlet state S1(M2). As a result, fluorescence emission from the lowest excited singlet state S1(M2) of the fluorescent material can be observed. It is believed that the internal quantum efficiency can theoretically be increased to 100% by utilizing delayed fluorescence via this TADF mechanism.

[0472] In one aspect of the organic EL device according to the present embodiment, the lowest excited singlet energy S1(M1) of the delayed fluorescent compound (first compound) as the sensitizing material and the lowest excited singlet energy S1(M2) of the second compound as the fluorescent material satisfy the relationship shown in the following mathematical formula (Mathematical Formula 3): S1(M1)>S1(M2)…(Math 3)

[0473] In one aspect of the organic EL device according to this embodiment, the delayed fluorescent compound (first compound) as the sensitizer has an energy gap T 77K (M1) and the energy gap T at 77[K] of the second compound as a fluorescent material 77K (M2) satisfy the relationship of the following mathematical formula (Math. 3A). T 77K (M1)>T 77K (M2) …(Number 3A)

[0474] (content of compound in organic layer) In the organic EL device according to this embodiment, the contents of the first compound (the compound represented by formula (11) or the compound represented by formula (12)) and the second compound (the compound represented by formula (2)) in the first organic layer (the layer containing the first material and the second material) are preferably, for example, in the following ranges.

[0475] In the organic EL device according to this embodiment, the content of the first compound in the first organic layer is preferably 10% by mass to 80% by mass, more preferably 10% by mass to 60% by mass, and even more preferably 20% by mass to 60% by mass. The content of the first compound in the first organic layer may be 90% by mass to 99.9% by mass, 95% by mass to 99.9% by mass, or 99% by mass to 99.9% by mass.

[0476] In the organic EL device according to this embodiment, the content of the second compound in the first organic layer is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.01% by mass or more and 5% by mass or less, and even more preferably 0.01% by mass or more and 2% by mass or less.

[0477] The upper limit of the total content of the first compound and the second compound in the first organic layer is 100% by mass. Note that this embodiment does not exclude the first organic layer containing materials other than the first compound and the second compound. The first organic layer may contain only one type of first compound, or two or more types. The first organic layer may contain only one type of second compound, or two or more types.

[0478] (Maximum peak wavelength when the element is driven) The organic EL element according to one aspect of this embodiment emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the element is driven. The maximum peak wavelength of light emitted from an organic EL device is measured as follows: 2 A voltage is applied to the organic EL element so that the spectral radiance spectrum is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum at which the emission intensity is maximum is measured, and this is defined as the maximum peak wavelength (unit: nm).

[0479] (substrate) The structure of the organic EL element will be further explained. The substrate is used as a support for the organic EL element. Examples of materials that can be used for the substrate include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor-deposited films may also be used.

[0480] (anode) The anode formed on the substrate is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or higher). Specific examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metal materials (e.g., titanium nitride).

[0481] These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% by mass or more and 10% by mass or less of zinc oxide added to indium oxide. Furthermore, for example, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% by mass or more and 5% by mass or less of tungsten oxide and 0.1% by mass or more and 1% by mass or less of zinc oxide relative to indium oxide. Alternatively, the films may be formed by vacuum deposition, coating, inkjet printing, spin coating, or the like.

[0482] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that easily injects holes regardless of the work function of the anode, so materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0483] Materials with low work functions, such as elements belonging to Group 1 or 2 of the periodic table, can also be used. These include alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these metals (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these metals. Vacuum deposition and sputtering methods can be used to form the anode using alkali metals, alkaline earth metals, and alloys containing these metals. Furthermore, when using silver paste, coating methods and inkjet methods can be used.

[0484] When the organic EL device is a bottom-emission type, the anode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. In this specification, light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the anode section.

[0485] When the organic EL device is a top-emission type, the anode is a reflective electrode having a reflective layer. The reflective layer is preferably formed of a metal material having light reflectivity. In this specification, light reflectivity means the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metal material having light reflectivity can be appropriately selected from the materials listed in the above section on the anode. The anode may be composed of only a reflective layer, or may have a multilayer structure including a reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode has a reflective layer and a conductive layer, it is preferable that the conductive layer is disposed between the reflective layer and the hole transport region. The conductive layer can be appropriately selected from the materials listed in the anode section.

[0486] (cathode) The cathode is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof, each having a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.

[0487] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0488] By providing an electron injection layer, the cathode can be formed using various conductive materials, regardless of the magnitude of the work function, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, etc. These conductive materials can be deposited by sputtering, inkjet printing, spin coating, etc.

[0489] When the organic EL device is a bottom-emission type, the cathode is a reflective electrode. The reflective electrode is preferably formed of a metal material having light reflectivity. The metal material having light reflectivity can be appropriately selected from the materials listed in the cathode section.

[0490] When the organic EL device is a top-emission type, the cathode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the cathode section.

[0491] The organic EL element according to this embodiment may be a bottom-emission type organic EL element, or may be a top-emission type organic EL element. When the organic EL element is a bottom-emission type, it is preferable that the anode is a light-transmitting electrode having light transparency, and the cathode is a light-reflective electrode having light reflection. When the organic EL element is a top-emission type, it is preferable that the anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transmittance.

[0492] (capping layer) When the organic EL device is a top-emission type, the organic EL device usually has a capping layer on the cathode. The capping layer may contain, for example, at least one compound selected from the group consisting of polymer compounds, metal oxides, metal fluorides, metal borides, silicon nitride, and silicon compounds (such as silicon oxide). The capping layer may also contain, for example, at least one compound selected from the group consisting of aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, and dibenzofuran derivatives. A laminate obtained by stacking layers containing these substances can also be used as the capping layer.

[0493] (hole transport band) In one aspect of the organic EL device according to this embodiment, the hole transporting region is disposed between the anode and the light emitting region. In one aspect of the organic EL device according to this embodiment, the hole-transporting region includes, in order from the anode side, a hole-injection layer and a hole-transporting layer. In another aspect of the organic EL device according to this embodiment, the hole-transporting region includes, in order from the emission region side, a hole-injection layer, a hole-transporting layer and an electron-blocking layer.

[0494] (hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, or manganese oxide. In addition, materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1, Other examples include aromatic amine compounds such as 3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1). Furthermore, polymeric compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples include poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD). Acid-added polymeric compounds such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can also be used.

[0495] (Hole transport layer) In the organic EL device according to this embodiment, a hole transport layer is preferably disposed between the anode and the light-emitting zone. The organic EL device according to this embodiment preferably includes a hole transport layer between the anode and the light-emitting layer. The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: NPB), Aromatic amine compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) can be used. The substances mentioned here are mainly 10 -6 cm 2 A material with a hole mobility of at least / (V·s). The hole transport layer may be made of carbazole derivatives such as CBP, CzPA, and PCzPA, or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) may also be used. However, other substances may be used as long as they have a higher hole-transporting property than an electron-transporting property. The layer containing the substance having a high hole-transporting property may be a single layer or a layer in which two or more layers made of the above-mentioned substances are stacked.

[0496] (electron transport band) In one aspect of the organic EL device according to this embodiment, the electron transporting region is disposed between the light emitting region and the cathode. In one aspect of the organic EL device according to this embodiment, the electron transporting region includes, in order from the light emitting region side, an electron transporting layer and an electron injection layer. In one aspect of the organic EL device according to this embodiment, the electron transporting region includes, in order from the light emitting region side, a hole blocking layer, an electron transporting layer and an electron injection layer.

[0497] (electron transport layer) In the organic EL device according to this embodiment, an electron transport layer is preferably disposed between the cathode and the light-emitting zone. The organic EL device according to this embodiment preferably includes an electron transport layer between the cathode and the light-emitting layer. The electron transport layer is a layer containing a substance with high electron transport properties. Examples of materials that can be used for the electron transport layer include: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. Specifically, examples of low-molecular-weight organic compounds that can be used include metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), bathophenanthroline (abbreviated as BPhen), bathocuproine (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviated as BzOs) can also be used. The substances mentioned here are mainly from the 10 -6 cm 2 / (V·s) or more. Note that other substances may be used as the electron-transporting layer as long as they have a higher electron-transporting property than a hole-transporting property. The electron-transporting layer may be a single layer or a stack of two or more layers made of the above substances. The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0498] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. For the electron injection layer, alkali metals, alkaline earth metals, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF), and lithium oxide (LiOx), or compounds thereof can be used. Alternatively, a substance having electron transport properties containing an alkali metal, alkaline earth metal, or a compound thereof, such as Alq containing magnesium (Mg), can be used. In this case, electron injection from the cathode can be performed more efficiently. Alternatively, the electron injection layer may be formed using a composite material obtained by mixing an organic compound and an electron donor (donor). Such composite materials have excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent at transporting the generated electrons. Specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (TTF) can also be used.

[0499] (Layer formation method) The method for forming each layer of the organic EL element according to any of the above-described embodiments is not limited to those specifically mentioned above, but may be any known method, such as a dry film formation method, such as a vacuum deposition method, a sputtering method, a plasma method, or an ion plating method, or a wet film formation method, such as a spin coating method, a dipping method, a flow coating method, or an inkjet method.

[0500] (film thickness) The thickness of each organic layer in the organic EL device according to the first embodiment is not limited unless otherwise specified above. Generally, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer in the organic EL device is usually preferably in the range of several nm to 1 μm.

[0501] Second Embodiment <Organic electroluminescence element> The configuration of an organic EL element according to a second embodiment will be described. In the description of the second embodiment, the same components as those in the first embodiment will be denoted by the same reference numerals or names, and the description thereof will be omitted or simplified. Furthermore, in the second embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first embodiment can be used.

[0502] In the organic EL device according to this embodiment, the layer containing the first material and the second material among the layers contained in the organic layer further contains a third material.

[0503] That is, the organic EL device according to the second embodiment differs from the organic EL device according to the first embodiment in that the layer (first organic layer) containing the first material and the second material further contains a third material. The other points are the same as those of the first embodiment. In the organic EL device according to this embodiment, the first material, the second material, and the third material are different compounds.

[0504] According to this embodiment, at least one of the layers included in the organic layer contains a first material (at least one selected from the group consisting of delayed fluorescent compounds represented by formula (11) and formula (12)), a second material (a compound represented by formula (2)), and a third material, thereby improving the device performance of the organic EL device. For example, the organic EL device according to this embodiment can emit light with a long life.

[0505] (Emitting layer) In one aspect of the organic EL device according to this embodiment, the host material, the sensitizing material, and the fluorescent material are contained in a single layer. For example, when the organic EL device has one light-emitting layer, the host material, the sensitizing material, and the fluorescent material are contained in the single light-emitting layer. When the organic EL device has multiple light-emitting layers, the host material, the sensitizing material, and the fluorescent material are contained in any one of the multiple light-emitting layers.

[0506] In one aspect of the organic EL device according to this embodiment, the first organic layer is an emitting layer. In one aspect of the organic EL device according to this embodiment, the emitting layer contains a third material as a host material, a first material as a sensitizing material, and a second material as a fluorescent material. In the organic EL device according to this embodiment, the first material as a sensitizing material and the second material as a fluorescent material are the same as those in the first embodiment.

[0507] In one aspect of the organic EL device according to this embodiment, the light-emitting layer does not contain a metal complex.

[0508] In one aspect of the organic EL device according to this embodiment, the light-emitting layer does not contain a phosphorescent material. In one aspect of the organic EL device according to this embodiment, the light-emitting layer 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.

[0509] [Host material (third compound)] In one aspect of the organic EL device according to the present embodiment, the host material is a third material, and the third material contains a third compound. In one aspect of the organic EL device according to the present embodiment, the energy gap T at 77 [K] of the third compound as the host material is 77K (M3) is the energy gap T at 77[K] of the delayed fluorescent compound (first compound) as a sensitizer. 77K (M1) is larger.

[0510] In one aspect of the organic EL device according to this embodiment, the third compound as the host material is a compound containing, in one molecule, one or more partial structures selected from the group consisting of partial structures represented by the following general formulas (301) to (318):

[0511] [ka]

[0512] [ka]

[0513] (In the general formula (301), A 31 ~A 36 are each independently a nitrogen atom, CR 31 or a carbon atom bonded to another atom or structure in the molecule of the third compound, However, A 31 ~A 36 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the third compound, R 31 If there are multiple R 31 are the same or different, and multiple R 31 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, In the general formula (302), A1 to A4 each independently represent a nitrogen atom, CR 32 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 32 are each independently a hydrogen atom or a substituent, or an adjacent R 32 one or more pairs of the two groups are bonded to each other to form a ring, R 32 If there are multiple R 32 are the same or different, and multiple R 32 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, X30 is NR 33 , C(R 34 )(R 35 ), Si(R 36 )(R 37 ), an oxygen atom, a sulfur atom, a nitrogen atom bonded to another atom or another structure in the molecule of the third compound, R 38 and a carbon atom bonded to another atom or structure in the molecule of the third compound, or R 39 and a silicon atom bonded to another atom or structure in the molecule of the third compound, However, carbon atoms in A1 to A4, X 30 Nitrogen atom in X 30 Carbon atoms and X in 30 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the third compound; R 34 and R 35 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 36 and R 37 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, In the general formula (303), R 315 and R 316 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, In the general formulae (301) to (304), R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring31 , R 32 , R 34 , R 35 , R 36 , R 37 , R 315 and R 316 , and R 33 , R 38 , R 39 and 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 -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -P(=O)(OR 912 )(OR 913 ) a group represented by -Ge(R 914 )(R 915 )(R 916 ) a group represented by -B(R 917 )(R 918 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; 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 formulae (303) to (318), * represents a bonding point to another atom or another structure in the molecule of the third compound, When the third compound has a plurality of partial structures represented by the general formulas (301) to (304), The plurality of partial structures represented by the general formula (301) are the same or different from each other, The plurality of partial structures represented by the general formula (302) are the same or different from each other, The plurality of partial structures represented by the general formula (303) are the same or different from each other, The plurality of partial structures represented by the general formula (304) are the same or different.

[0514] (In the third compound, R 901 ~R 918 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908 If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 910 If there are multiple R 910 are the same or different from each other, R 911 If there are multiple R 911 are the same or different from each other, R 912 If there are multiple R 912 are the same or different from each other, R 913 If there are multiple R 913 are the same or different from each other, R 914 If there are multiple R 914 are the same or different from each other, R 915 If there are multiple R 915 are the same or different from each other, R 916 If there are multiple R 916 are the same or different from each other, R 917 If there are multiple R 917 are the same or different from each other, R 918 If there are multiple R 918are either identical or different.)

[0515] In the general formula (302), X 30 is "a nitrogen atom bonded to another atom or another structure in the molecule of the third compound", the general formula (302) is represented by the following general formula (302-1). In the general formula (302), X 30 "R 38 and a carbon atom bonded to another atom or another structure in the molecule of the third compound,” the general formula (302) is represented by the following general formula (302-2). In the general formula (302), X 30 "R 39 and a silicon atom bonded to another atom or another structure in the molecule of the third compound,” the general formula (302) is represented by the following general formula (302-3). In the general formulae (302-1) to (302-3), A1 to A4 each independently represent the same as A1 to A4 in the general formula (302), and R 38 and R 39 are each independently R in the general formula (302). 32 and * is the point of attachment to another atom or structure in the molecule of the third compound.

[0516] [ka]

[0517] In one embodiment, the host material has at least one partial structure represented by the general formula (301). In one embodiment, the partial structure represented by the general formula (301) is at least one selected from the group consisting of partial structures represented by the following general formulae (A31) to (A39).

[0518] [ka]

[0519] [ka]

[0520] [ka]

[0521] (In the general formulae (A31) to (A36), A 32 ~A 36 are each independently a nitrogen atom or CR 31 and R 31 is R in the general formula (301). 31 * represents a bonding point to another atom or another structure in the molecule of the third compound, In the general formulae (A37) and (A38), A 31 ~A 42 are each independently a nitrogen atom or CR 31 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 31 are each independently R in the general formula (301). 31 is synonymous with A 31 ~A 42 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the third compound, In the general formula (A39), A 31 ~A 38 are each independently a nitrogen atom or CR 31 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 31 are each independently R in the general formula (301). 31 is synonymous with X 31 and X 32 each independently represents X in the general formula (302). 30 and A 31 ~A 38 Carbon atoms in X 31 and X32 Nitrogen atom in X 31 and X 32 Carbon atoms in, and X 31 and X 32 At least one of the silicon atoms in is bonded to another atom or another structure in the molecule of the third compound.

[0522] In one embodiment, the host material has at least one partial structure represented by the general formula (302). In one embodiment, the partial structure represented by the general formula (302) is at least one selected from the group consisting of partial structures represented by the following general formulae (B31) to (B44).

[0523] [ka]

[0524] In the general formulae (B31) to (B36), Ax1 to Ax4 each independently represent a nitrogen atom or CR 32 and R 32 are each independently R in the general formula (302). 32 is synonymous with X 30 represents X in the general formula (302). 30 * represents a bonding point to another atom or another structure in the molecule of the third compound, In the general formula (B37), Ax1, Ax2, and Ay1 to Ay4 each independently represent a nitrogen atom or CR 32 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 32 are each independently R in the general formula (302). 32 is synonymous with X 30 represents X in the general formula (302). 30 and the carbon atoms in Ax1, Ax2, and Ay1 to Ay4, X 30 Nitrogen atom in X 30 Carbon atoms and X in 30at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the third compound; In the general formula (B38), Ay1 to Ay8 each independently represent a nitrogen atom or CR 32 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 32 are each independently R in the general formula (302). 32 is synonymous with X 30 represents X in the general formula (302). 30 The carbon atoms in Ay1 to Ay8, X 30 Nitrogen atom in X 30 Carbon atoms and X in 30 At least one of the silicon atoms in is bonded to another atom or another structure in the molecule of the third compound.

[0525] [ka]

[0526] [ka]

[0527] (In the general formulae (B39) to (B44), Ay1 to Ay8 and Ay9 to Ay 12 are each independently a nitrogen atom or CR 32 or a carbon atom bonded to another atom or structure in the molecule of the third compound, R 32 are each independently R in the general formula (302). 32 is synonymous with X 39 and X 30 each independently represents X in the general formula (302). 30 is synonymous with Ay1 to Ay8 and Ay9 to Ay 12 Carbon atoms in X 39 and X 30 Nitrogen atom in X39 and X 30 Carbon atoms in, and X 39 and X 30 At least one of the silicon atoms in is bonded to another atom or another structure in the molecule of the third compound.

[0528] In the third compound of this embodiment, R 31、 R 32 and R 315 ~R 317 are preferably each independently a hydrogen atom, a halogen atom, a cyano group, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 30 carbon atoms, an unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, an unsubstituted arylphosphoryl group having 6 to 60 ring carbon atoms, an unsubstituted alkoxy group having 1 to 30 carbon atoms, an unsubstituted aryloxy group having 6 to 30 ring carbon atoms, an amino group, an unsubstituted alkylamino group having 2 to 30 carbon atoms, an unsubstituted arylamino group having 6 to 60 ring carbon atoms, a thiol group, an unsubstituted alkylthio group having 1 to 30 carbon atoms, or an unsubstituted arylthio group having 6 to 30 ring carbon atoms. In the third compound of this embodiment, R 31、 R 32 and R 315 ~R 317 are each independently preferably a hydrogen atom, a halogen atom, a cyano group, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms, an unsubstituted alkylsilyl group having 3 to 6 carbon atoms, an unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, an unsubstituted arylphosphoryl group having 6 to 60 ring carbon atoms, an unsubstituted alkoxy group having 1 to 6 carbon atoms, an unsubstituted aryloxy group having 6 to 14 ring carbon atoms, an amino group, an unsubstituted alkylamino group having 2 to 12 carbon atoms, an unsubstituted arylamino group having 6 to 60 ring carbon atoms, a thiol group, an unsubstituted alkylthio group having 1 to 6 carbon atoms, or an unsubstituted arylthio group having 6 to 14 ring carbon atoms. In the third compound of this embodiment, R 31、 R 32 and R 315 ~R 317 is more preferably a hydrogen atom.

[0529] In the third compound of this embodiment, X 30 R in 33 ~R 39 , and X 39 R in 33 ~R 39 (X 30 R in 33 ~R 39 and the like) are preferably each independently a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms. In the third compound of this embodiment, X 30 R in 33 ~R 39 , and X 39 R in 33 ~R 39 are each independently a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms. In the third compound of this embodiment, X 30 R in 33 ~R 39 , and X 39 R in 33 ~R 39 and are each independently an unsubstituted aryl group having 6 to 14 ring carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0530] Examples of the partial structure represented by any one of the general formulae (301) to (318) include partial structures represented by the following general formulae (A301) to (A321) and (B301) to (B325). It is also preferable that the third compound contains at least one of the partial structures represented by the following general formulae (A301) to (A321) and (B301) to (B325) in one molecule.

[0531] [ka]

[0532] [ka]

[0533] In the general formulae (A301) to (A307), R 301 ~R 306 are each independently R in the general formula (301). 31 is synonymous with R 301 ~R 306 At least one of is a single bond that connects to another atom or other structure in the molecule of the third compound. In the general formulae (A301) to (A307), adjacent R 301 and R 302 Group R 302 and R 303 Group R 303 and R 304 Group R 304 and R 305 Group R 305 and R 306 and R 306 and R 301 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0534] [ka]

[0535] In the general formulae (A308) to (A309), R 310 are each independently R in the general formula (301).31 is synonymous with R 310 at least one of R is a single bond bonding to another atom or another structure in the molecule of the third compound, 310 are the same or different, and multiple R 310 one or more pairs of adjacent groups among

[0536] [ka]

[0537] [ka]

[0538] In the general formulae (A310) to (A314), R 310 and R 312 ~R 314 are each independently R in the general formula (301). 31 is synonymous with X 310 each independently represents X in the general formula (302). 30 is synonymous with R 310 and R 312 ~R 314 At least one of X is a single bond connecting to another atom or another structure in the molecule of the third compound, or 310 At least one of the nitrogen atom, carbon atom, and silicon atom in the third compound is bonded to another atom or another structure in the molecule of the third compound, and a plurality of R 310 are the same or different from each other. In the general formulae (A310) to (A314), a plurality of R 310 A set of two or more adjacent 312 and R 313 and X 310 R in 34 and R 35 The set (X 30R in 34 and R 35 (synonymous with a set of X) 310 R in 36 and R 37 The set (X 30 R in 36 and R 37 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0539] [ka]

[0540] [ka]

[0541] In the general formulae (A315) to (A319), R 310 and R 312 ~R 314 are each independently R in the general formula (301). 31 is synonymous with R 310 and R 312 ~R 314 at least one of R is a single bond bonding to another atom or another structure in the molecule of the third compound, 310 are the same or different from each other. In the general formulae (A315) to (A319), a plurality of R 310 and R 312 and R 313 One or more of the pairs of may be bonded to each other to form a substituted or unsubstituted monocyclic ring, a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0542] [ka]

[0543] In the general formulae (A320) to (A321), R 310 are each independently R in the general formula (301). 31 is synonymous with R 310 at least one of R is a single bond bonding to another atom or another structure in the molecule of the third compound, 310 are the same or different from each other. In the general formulae (A320) to (A321), a plurality of R 310 one or more pairs of adjacent groups among

[0544] [ka]

[0545] [ka]

[0546] [ka]

[0547] In the general formulae (B301) to (B309), R 314 and R 321 ~R 331 are each independently R in the general formula (302). 32 is synonymous with R 314 and R 321 ~R 331 At least one of the bonds is a single bond that bonds to another atom or other structure in the molecule of the third compound. In the general formulae (B301) and (B302), R 322 and R 323 Group R 323 and R 314 and R 314 and R 321one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formulae (B305) and (B306), R 324 and R 325 Group R 325 and R 326 Group R 326 and R 327 Group R 327 and R 328 and R 328 and R 329 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formula (B307), R 324 and R 325 Group R 325 and R 326 Group R 326 and R 327 Group R 327 and R 328 Group R 328 and R 329 Group R 329 and R 314 and R 314 and R 324 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formulae (B308) and (B309), R 324 and R 325 Group R 325 and R 326 Group R 330 and R 331 and R 331 and R 329 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0548] [ka]

[0549] [ka]

[0550] [ka]

[0551] In the general formulae (B310) to (B317), R 310 and R 332 ~R 335 are each independently R in the general formula (302). 32 is synonymous with R 310 and R 332 ~R 335 at least one of R is a single bond bonding to another atom or another structure in the molecule of the third compound, 310 are the same or different from each other. In the general formulae (B310) to (B317), a plurality of R 310 and R 332 and R 333 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0552] [ka]

[0553] [ka]

[0554] [ka]

[0555] In the general formulae (B318) to (B323), R 310 are each independently R in the general formula (302). 32 Xa and Xb each independently represent X in the general formula (302). 30 is synonymous with R 310 at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa and Xb are single bonds bonding to other atoms or other structures in the molecule of the third compound, or at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa and Xb are single bonds bonding to other atoms or other structures in the molecule of the third compound, and a plurality of R 310 are the same or different from each other. In the general formulae (B318) to (B323), a plurality of R 310 a pair of two or more adjacent 34 and R 35 and R in Xb 34 and R 35 The set (X 30 R in 34 and R 35 ) and R in Xa 36 and R 37 and R in Xb 36 and R 37 The set (X 30 R in 36 and R 37 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0556] [ka]

[0557] In the general formulae (B324) and (B325), R 310 are each independently R in the general formula (302). 32 Xa, Xb, and Xc each independently represent X in the general formula (302). 30 is synonymous with R310 at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa, Xb and Xc is a single bond bonding to another atom or another structure in the molecule of the third compound, or at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa, Xb and Xc is a single bond bonding to another atom or another structure in the molecule of the third compound, and a plurality of R 310 are the same or different from each other. In the general formulae (B324) and (B325), a plurality of R 310 R in Xa, Xb and Xc 34 and R 35 The set (X 30 R in 34 and R 35 (same meaning as a set of Xa, Xb and Xc) and R 36 and R 37 The set (X 30 Oke R 36 and R 37 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0558] In the general formulae (A301) to (A321) and (B301) to (B325), R 310 , R 301 ~R 306 , R 312 ~R 314 , R 321 ~R 331 and R 332 ~R 335 are each independently preferably a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms; more preferably a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms; and even more preferably a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0559] In the general formulae (A301) to (A321) and (B301) to (B325), Xa, Xb, Xc and X 310 R in 33 ~R 39 (X 30 R in 33 ~R 39 and the same meaning as above) are each independently preferably a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms, and even more preferably an unsubstituted aryl group having 6 to 14 ring carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0560] In the present embodiment, the third compound preferably has (I) at least one of a cyano group, an amino group, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, and a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, or (II) at least one monovalent or higher residue derived from any of substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted indole, substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyrazine, substituted or unsubstituted imidazole, substituted or unsubstituted benzimidazole, substituted or unsubstituted phenanthrene, and substituted or unsubstituted triphenylene.

[0561] In the present embodiment, the third compound more preferably has (III) at least one cyano group, or (IV) at least one monovalent or higher residue derived from any of substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, and substituted or unsubstituted triphenylene.

[0562] In the present embodiment, it is more preferable that the third compound has at least one monovalent or higher residue derived from any one of substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted triazine, and substituted or unsubstituted pyrimidine.

[0563] In this embodiment, the third compound preferably has at least one monovalent or higher valent residue derived from a substituted or unsubstituted carbazole.

[0564] In this embodiment, the third compound preferably has at least one partial structure represented by the following general formula (35).

[0565] [ka]

[0566] (In the general formula (35), R 350 ~R 358 at least one of the bonds is a single bond bonding to another atom or another structure in the molecule of the third compound, R350 to R358 that are not single bonds each independently represent: 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 -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -Ge(R 912 )(R 913 )(R 914 ) a group represented by -B(R 915 )(R 916 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; 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.

[0567] In the general formula (35), R 350is preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and even more preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0568] (Third compound represented by general formula (361) or (362)) In this embodiment, the third compound is also preferably a compound represented by the following general formula (361) or the following general formula (362).

[0569] [ka]

[0570] (In the general formula (361), Ar 361 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, m1 is 1, 2, 3, 4, 5 or 6; R 361 is an electron donating group, and R 361 are respectively Ar 361 It bonds to the elements that make up If m1 is 2 or more, multiple R 361 are the same or different from each other, However, Ar 361 is not an electron-accepting aromatic hydrocarbon ring or heterocycle, but an Ar 361 When the group has a substituent, the substituent is not an electron-accepting group, In the general formula (362), Ar 362 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, n1 is 1, 2, 3, 4, 5 or 6; R 362 is an electron-accepting group, and R 362 are respectively Ar 362 It bonds to the elements that make up If n1 is 2 or more, multiple R 362 are the same or different from each other, However, Ar 362 is not an electron-donating aromatic hydrocarbon ring or heterocyclic ring, but an Ar 362 When has a substituent, the substituent is not an electron-donating group.

[0571] In the general formulas (361) and (362), Ar 361 and Ar 362 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulas (A61) and (A62).

[0572] [ka]

[0573] In this embodiment, R in the general formula (361) 361 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulas (DN1) to (DN6) and (DN8) to (DN10), or a group represented by the following general formula (DN7).

[0574] [ka]

[0575] [ka]

[0576] [ka]

[0577] (In the general formula (DN7), * represents Ar 361 It represents the bonding site with the elements that make up the molecule.)

[0578] In this embodiment, R in the general formula (362) 362 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulae (AC4) to (AC18) and (AC22) to (AC23), or any of the groups represented by the following general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24).

[0579] [ka]

[0580] [ka]

[0581] (In the general formula (AC1), n A is 1, 2 or 3, In the general formulae (AC22) and (AC23), X1 to X8 each independently represent CR 363 or a carbon atom bonded to another atom or another structure in the molecule of the third compound, provided that at least one of the carbon atoms in X1 to X8 is Ar 362 It combines with the elements that make up In the general formula (AC24), X1 to X8 each independently represent a nitrogen atom or CR 363 or Ar 362 is a carbon atom bonded to the elements that make up In the general formulae (AC22) to (AC24), R 363 If there are multiple R 363 are the same or different, and multiple R 363One 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 363 are each independently R in the general formula (302). 32 is synonymous with In the general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24), * represents Ar 362 It represents the bonding site with the elements that make up the molecule.)

[0582] In this embodiment, the third compound is also preferably a compound represented by the following general formula (33).

[0583] [ka]

[0584] (In the general formula (33), X 33 is an oxygen atom, a sulfur atom, or a group represented by N—Rb, Z1~Z 12 are each independently a nitrogen atom or a group represented by C-Rc, Ar 34 and Ar 35 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 34 and L 35 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, Rb and Rc each independently represent 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 cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -Si(R 901 )(R 902 )(R 903 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -Ge(R 912 )(R 913 )(R 914 ) a group represented by 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 there are multiple Rc's, the multiple Rc's may be the same or different.

[0585] In the compound represented by the general formula (33), -L 34 -Ar 34 and a group represented by -L 35 -Ar 35 When Z1 and Z 12 , Z2 and Z 11 , Z3 and Z 10 It is also preferable that Z4 and Z9, Z5 and Z8, and Z6 and Z7 are not all the same groups. In this case, in the general formula (33), X 33 and a structure fused to the right of a five-membered ring containing X 33The compound represented by the general formula (33) is a compound having an asymmetric structure, unlike the structure in which a 5-membered ring containing the following is fused to the left side of the ring:

[0586] In the compound represented by the general formula (33), -L 34 -Ar 34 and a group represented by -L 35 -Ar 35 In this case, as in the above, the compound represented by the general formula (33) is a compound having an asymmetric structure.

[0587] In this embodiment, the third compound is also preferably a compound represented by the following general formula (32):

[0588] [ka]

[0589] (In the general formula (32), Ar 31 and Ar 32 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 31 and L 32 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, L 33 teeth, a substituted or unsubstituted monocyclic hydrocarbon group having 6 or less ring carbon atoms, or a substituted or unsubstituted monocyclic heterocyclic group having 6 or less ring atoms, m is 0, 1, 2, or 3; 33 are the same or different from each other, X1 to X8 and Y1 to Y8 each independently represent N or CRf; However, one of X5 to X8 and one of Y1 to Y4 are L 33 is a carbon atom bonded via Rf is independently hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by halogen 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, When a plurality of Rf's are present, the plurality of Rf's are the same or different from each other, The compound represented by the general formula (32) satisfies one or both of the following (i) and (ii): (i)Ar 31 and Ar 32 At least one of the groups is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms. (ii) At least one of X1 to X4 and Y5 to Y8 is CRf, and at least one of Rf in X1 to X4 and Y5 to Y8 is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms.

[0590] In the compound represented by the general formula (32), the aromatic hydrocarbon group having 6 to 50 ring carbon atoms and substituted with a cyano group, and the heterocyclic group having 5 to 50 ring atoms and substituted with a cyano group may further have a substituent other than a cyano group.

[0591] In the compound represented by the general formula (32), m is preferably 0, 1 or 2, and more preferably 0 or 1. In the compound represented by the general formula (32), when m is 0, one of X5 to X8 and one of Y1 to Y4 are directly bonded via a single bond.

[0592] In the compound represented by the general formula (32), any pair selected from the group consisting of a pair of X6 and Y3, a pair of X6 and Y2, and a pair of X7 and Y3 is L 33 It is preferable that the carbon atom is bonded via a carbon atom bonded directly to the carbon atom.

[0593] The pair of X6 and Y3 is L 33 When the carbon atom is bonded via the following formula (32) or directly bonded, the compound represented by the general formula (32) is represented by the following general formula (321).

[0594] [ka]

[0595] (In the general formula (321), Ar 31 , Ar 32 , L 31 , L 32 , L 33 , m, X1 to X5, X7 to X8, Y1 to Y2, and Y4 to Y8 each represent Ar in the general formula (32). 31 , Ar 32 , L 31 , L 32 , L 33 , m, X1 to X5, X7 to X8, Y1 to Y2, and Y4 to Y8 are synonymous with each other, and the compound represented by the general formula (321) satisfies at least one of the conditions (i) and (ii).

[0596] In the compound represented by the general formula (32), -Ar 31 -L 31 and a group represented by -Ar 32 -L 32and the groups represented by the following formula (I) are preferably different from each other.

[0597] L 33 The monocyclic hydrocarbon group having 6 or less ring carbon atoms as the aryl group is preferably at least one group selected from the group consisting of a phenylene group, a cyclopentenylene group, a cyclopentadienylene group, a cyclohexylene group, and a cyclopentylene group, and more preferably a phenylene group. L 33 The monocyclic heterocyclic group having 6 or less ring atoms as represented by is preferably at least one group selected from the group consisting of a pyrrolylene group, a pyrazinylene group, a pyridinylene group, a furylene group, and a thiophenylene group.

[0598] In one embodiment, the light-emitting layer may contain two or more third compounds having different molecular structures. By mixing compounds with different charge transport properties, the charge balance in the light-emitting layer is improved, and the light-emitting efficiency is expected to be improved. Furthermore, by forming an exciplex between two or more third compounds (host materials), the excitation energy is reduced, enabling lower voltage operation than when a single host material is contained in the light-emitting layer.

[0599] (Method for producing the third compound) The third compound can be produced by a known method. Alternatively, the third compound can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0600] (Specific Example of the Third Compound) Specific examples of the third compound of this embodiment include the following compounds, however, the present invention is not limited to these specific examples of compounds.

[0601] [ka]

[0602] [ka]

[0603] [ka]

[0604] [ka]

[0605] [ka]

[0606] (Relationship between host material, sensitizing material, and fluorescent material in the light-emitting layer) FIG. 5 shows an example of the relationship between the energy levels of a host material (third compound), a delayed fluorescent compound (first compound) as a sensitizer, and a fluorescent material (second compound) when the emitting layer contains the host material (third compound), a delayed fluorescent compound (first compound) as a sensitizer, and a fluorescent material (second compound). In FIG. 5, S0 represents the ground state. S1(M3) represents the lowest excited singlet state of the host material, and T1(M3) represents the lowest excited triplet state of the host material. S1(M1) represents the lowest excited singlet state of the delayed fluorescent compound, and T1(M1) represents the lowest excited triplet state of the delayed fluorescent compound. S1(M2) represents the lowest excited singlet state of the fluorescent material, and T1(M2) represents the lowest excited triplet state of the fluorescent material. The dashed arrow from S1(M1) to S1(M2) in FIG. 5 represents Förster energy transfer from the lowest excited singlet state of the delayed fluorescent compound to the lowest excited singlet state of the fluorescent material. As shown in Figure 5, when a compound with a small ΔST(M1) is used as the delayed fluorescent compound, the lowest excited triplet state T1(M1) can undergo reverse intersystem crossing to the lowest excited singlet state S1(M1) due to thermal energy. Then, Förster-type energy transfer occurs from the lowest excited singlet state S1(M1) of the delayed fluorescent compound to the fluorescent material, generating the lowest excited singlet state S1(M2). As a result, fluorescence emission from the lowest excited singlet state S1(M2) of the fluorescent material can be observed. It is believed that the internal quantum efficiency can theoretically be increased to 100% by utilizing delayed fluorescence via this TADF mechanism.

[0607] In one embodiment, the energy gap T at 77[K] of the third compound as the host material 77K (M3) and the energy gap T at 77[K] of the delayed fluorescent compound (first compound) as a sensitizer 77K It is preferable that (M1) satisfies the relationship of the following mathematical formula (Mathematical Formula 4). T 77K (M3)>T 77K (M1) ... (Number 4)

[0608] In one embodiment, it is also preferable that the lowest excited singlet energy S1(M3) of the third compound as the host material and the lowest excited singlet energy S1(M1) of the delayed fluorescent compound (first compound) as the sensitizing material satisfy the relationship of the following mathematical formula (Mathematical Formula 4A). S1(M3)>S1(M1) ... (Math 4A)

[0609] In one embodiment, it is also preferable that the lowest excited singlet energy S1 of the third compound as a host material, the delayed fluorescent compound (first compound) as a sensitizing material, and the second compound as a fluorescent material satisfies the relationship of the following mathematical formula (Mathematical Formula 4B): S1(M3)>S1(M1)>S1(M2)…(Number 4B)

[0610] In one embodiment, the third compound as a host material, the delayed fluorescent compound (first compound) as a sensitizing material, and the second compound as a fluorescent material have an energy gap T at 77 [K] 77K It is also preferable that satisfies the relationship of the following mathematical formula (Mathematical Formula 4C). T 77K (M3)>T 77K (M1)>T 77K (M2) …(Number 4C)

[0611] (content of compound in organic layer) In the organic EL device according to this embodiment, the contents of the third compound as a host material in the first organic layer, the first compound (the compound represented by formula (11) or the compound represented by formula (12)), and the second compound (the compound represented by formula (2)) are preferably, for example, in the following ranges.

[0612] In the organic EL device according to this embodiment, the content of the third compound in the first organic layer is preferably 50% by mass or more, and more preferably 70% by mass or more. In the organic EL device according to this embodiment, the content of the third compound in the first organic layer is preferably 95% by mass or less, and more preferably 90% by mass or less.

[0613] In the organic EL device according to this embodiment, the content of the first compound in the first organic layer is preferably 5% by mass or more, and more preferably 10% by mass or more. In the organic EL device according to this embodiment, the content of the first compound in the first organic layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0614] In the organic EL device according to this embodiment, the content of the second compound in the first organic layer is preferably 0.5% by mass or more, and more preferably 1% by mass or more. In the organic EL device according to this embodiment, the content of the second compound in the first organic layer is preferably 10% by mass or less, and more preferably 5% by mass or less.

[0615] The upper limit of the total content of the first compound, the second compound, and the third compound in the first organic layer is 100% by mass. Note that this embodiment does not exclude the first organic layer containing materials other than the first compound, the second compound, and the third compound. In this embodiment, the first organic layer may contain only one type of first compound, or two or more types. The first organic layer may contain only one type of second compound, or two or more types. The first organic layer may contain only one type of third compound, or two or more types.

[0616] Third Embodiment (electronic equipment) The electronic device according to this embodiment is equipped with the organic EL element according to the above-described embodiment. Examples of the electronic device include a display device and a light-emitting device. Examples of the display device include display components (e.g., an organic EL panel module), televisions, mobile phones, tablets, and personal computers. Examples of the light-emitting device include lighting and vehicle lighting fixtures. The light-emitting device can be used in a display device, for example, as a backlight for a display device.

[0617] [Modifications of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0618] For example, the number of light-emitting layers is not limited to one, and multiple light-emitting layers may be stacked. When the organic EL element has multiple light-emitting layers, it is sufficient that at least one of the light-emitting layers satisfies the conditions described in the above embodiment. For example, the other light-emitting layers may be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission due to electron transition from a triplet excited state directly to the ground state. Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0619] Furthermore, for example, a blocking layer may be provided adjacent to at least one of the anode side and the cathode side of the light-emitting layer. The blocking layer is preferably disposed in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons. For example, when a blocking layer is disposed adjacent to the cathode side of the light-emitting layer, the blocking layer transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) located closer to the cathode than the blocking layer. When the organic EL device includes an electron transport layer, it is preferable to include the blocking layer between the light-emitting layer and the electron transport layer. Furthermore, when a blocking layer is disposed in contact with the light-emitting layer on the anode side, the blocking layer transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) located closer to the anode than the blocking layer. When the organic EL device includes a hole transport layer, it is preferable to include the blocking layer between the light-emitting layer and the hole transport layer. A barrier layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to surrounding layers, and prevents excitons generated in the light-emitting layer from migrating to layers closer to the electrode than the barrier layer (e.g., electron transport layer and hole transport layer). The light-emitting layer and the barrier layer are preferably in contact with each other.

[0620] In addition, the specific structure and shape in carrying out the present invention may be other structures within the scope that the object of the present invention can be achieved. [Example]

[0621] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples in any way.

[0622] <Compound> The structure of the compound represented by formula (11) used in the production of the organic EL devices according to Examples 1 to 5 and Comparative Example 1 is shown below.

[0623] [ka]

[0624] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 2 and 3 are shown below.

[0625] [ka]

[0626] The structures of the compounds represented by formula (2) used in the production of the organic EL devices according to Examples 1 to 5 and Comparative Example 2 are shown below.

[0627] [ka]

[0628] [ka]

[0629] [ka]

[0630] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 1 and 3 are shown below.

[0631] [ka]

[0632] The structures of other compounds used in the production of the organic EL devices according to Examples 1 to 5 and Comparative Examples 1 to 3 are shown below.

[0633] [ka]

[0634] [ka]

[0635] <Fabrication of organic EL elements> Example 1 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO transparent electrode had a film thickness of 130nm. The washed glass substrate with transparent electrode lines was mounted on a substrate holder in a vacuum deposition apparatus, and the compound HT and the compound HA were co-deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 10 nm. The proportion of the compound HT in this hole injection layer was 97% by mass, and the proportion of the compound HA was 3% by mass. The compound HT was vapor-deposited on the hole injection layer to form a first hole transport layer having a thickness of 60 nm. Next, a compound EBL was vapor-deposited on the first hole transport layer to form an electron blocking layer (sometimes referred to as a second hole transport layer) having a thickness of 5 nm. On the electron blocking layer, a compound Matrix (third compound) as a host material, a compound TADF-1 (first compound) as a sensitizing material, and a compound BD-1 (second compound) as a fluorescent material were co-deposited to form an emitting layer with a thickness of 31 nm. The proportion of the compound Matrix in this emitting layer was 73.8 mass %, the proportion of the compound TADF-1 was 25 mass %, and the proportion of the compound BD-1 was 1.2 mass %. The compound HBL was deposited on the light-emitting layer to form a first electron-transporting layer having a thickness of 5 nm. The first electron-transporting layer may be referred to as a hole-blocking layer. On the first electron-transporting layer, the compounds ET and Liq were co-deposited to form a second electron-transporting layer with a thickness of 31 nm. The proportion of the compound ET in this second electron-transporting layer was 50 mass %, and the proportion of Liq was 50 mass %. Liq is an abbreviation for (8-quinolinolato)lithium. LiF was evaporated onto the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Metallic Al was evaporated onto the electron injection layer to form a cathode with a thickness of 50 nm. As described above, an organic EL element according to Example 1 was produced. The device configuration of the organic EL element according to Example 1 is shown in outline below. ITO(130) / HT:HA(10,97%:3%) / HT(60) / EBL(5) / Matrix:TADF-1:BD-1(31,73.8%:25%:1.2%) / HBL(5) / ET:Liq(31,50%:50%) / LiF(1) / Al(50) The numbers in parentheses indicate film thickness (unit: nm). Regarding the device configuration of the organic EL device according to Example 1, the percentages in parentheses (97%:3%) indicate the proportions (unit: mass%) of the compound HT and the compound HA in the hole injection layer, the percentages (73.8%:25%:1.2%) indicate the proportions (unit: mass%) of the host material (compound Matrix), the sensitizing material (compound TADF-1), and the fluorescent material (compound BD-1) in the light-emitting layer, and the percentages (50%:50%) indicate the proportions (unit: mass%) of ET and Liq in the second electron-transport layer. The same notations are used hereinafter.

[0636] Examples 2 to 5 The organic EL devices of Examples 2 to 5 were fabricated in the same manner as in Example 1, except that the compound BD-1 used as the luminescent material in the luminescent layer of Example 1 was changed to the luminescent materials (compounds BD-2 to BD-5) shown in Table 1.

[0637] Comparative Example 1 The organic EL device of Comparative Example 1 was prepared in the same manner as in Example 1, except that the compound BD-1 used as the luminescent material in the luminescent layer of Example 1 was changed to the luminescent material (compound Ref-2) shown in Table 1.

[0638] Comparative Example 2 The organic EL device of Comparative Example 2 was fabricated in the same manner as in Example 1, except that the compound TADF-1 used as the sensitizing material in the light-emitting layer of Example 1 was changed to the sensitizing material (compound Ref-1) shown in Table 1.

[0639] Comparative Example 3 The organic EL device of Comparative Example 3 was produced in the same manner as in Example 1, except that the compound TADF-1 used as the sensitizing material in the light-emitting layer of Example 1 was changed to a sensitizing material (compound Ref-1) shown in Table 1, and the compound BD-1 used as the light-emitting material was changed to a light-emitting material (compound Ref-2) shown in Table 1.

[0640] <Evaluation of organic EL elements> The organic EL devices thus fabricated were evaluated as follows. The evaluation results are shown in Table 1.

[0641] (Life span LT95) The organic EL device was fabricated with a current density of 50 mA / cm 2 The time required for the luminance to reach 95% of the initial luminance (LT95 (unit: hours)) was measured as the lifetime. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). The relative LT95 values ​​are shown in Table 1. The relative LT95 values ​​were calculated based on the measured LT95 values ​​of each example (Examples 1 to 5 and Comparative Examples 1 to 3) and the following mathematical formula (Math 1X). LT95 (relative value) = (LT95 of each example / LT95 of Comparative Example 3) × 100 (equation 1X)

[0642] (Maximum peak wavelength λ EL ) Current density is 10mA / cm 2The spectral radiance spectrum when a voltage was applied to the organic EL element was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). From the obtained spectral radiance spectrum, the maximum peak wavelength λ EL (unit: nm) was calculated.

[0643] [Table 1]

[0644] In the organic EL elements of Examples 1 to 5, one of the layers (light-emitting layer) included in the organic layer contained the first material and the second material, and the lifespan was significantly longer than that of the organic EL elements of Comparative Examples 1 to 3.

[0645] <Compound evaluation> (Delayed fluorescence of the compound) Delayed fluorescence was confirmed by measuring transient PL using the apparatus shown in Figure 2. The compound TADF-1 was dissolved in toluene to prepare a dilute solution with an absorbance of 0.05 or less at the excitation wavelength to eliminate the contribution of self-absorption. To prevent quenching by oxygen, the sample solution was frozen and degassed, then sealed in a capped cell under an argon atmosphere to create an oxygen-free sample solution saturated with argon. The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (JASCO Corporation), and the fluorescence spectrum of an ethanol solution of 9,10-diphenylanthracene was also measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensity of both spectra according to equation (1) in Morris et al. J. Phys. Chem. 80 (1976) 969. After being excited by pulsed light (light irradiated from a pulsed laser) of a wavelength absorbed by the compound TADF-1, there are two types of emission: prompt emission (immediate emission) that is observed immediately from the excited state, and delayed emission (delayed emission) that is not observed immediately after the excitation but is observed later. In this example, delayed fluorescence emission means that the amount of delayed emission (delayed emission) is 5% or more of the amount of prompt emission (immediate emission). Specifically, when the amount of prompt emission (immediate emission) is XP and the amount of delay light emission is X D When X D / X P This means that the value of is 0.05 or more. The amounts of prompt luminescence and delay luminescence and their ratio can be determined by a method similar to that described in "Nature 492, 234-238, 2012" (Reference 1). Note that the device used to calculate the amounts of prompt luminescence and delay luminescence is not limited to the device described in Reference 1 or the device shown in FIG. 2. It was confirmed that the amount of delayed luminescence (delayed luminescence) of the compound TADF-1 was 5% or more of the amount of prompt luminescence (prompt luminescence). Specifically, for the compound TADF-1, X D / X P The value was 0.05 or higher. [Explanation of symbols]

[0646] 1A...organic EL element, 10A...organic layer, 2...substrate, 3...anode, 4...cathode, 5A...emission zone, 5...emission layer, 6...hole transport zone, 61...hole injection layer, 62...hole transport layer, 7...electron transport zone, 71...electron transport layer, 72...electron injection layer.

Claims

1. An organic electroluminescence element, a cathode, an anode, and an organic layer contained between the cathode and the anode; The organic layer comprises one or more layers, At least one layer of the organic layer contains a first material and a second material; The first material includes at least one compound selected from the group consisting of compounds represented by the following formula (11) and compounds represented by the following formula (12): The compound represented by the following formula (11) and the compound represented by the following formula (12) are each independently a delayed fluorescent compound, The second material contains a compound represented by the following formula (2): Organic electroluminescent element. 【Chemical 1】 (In the formula (11), X １ , X ２ , X ３ , X ４ and X ５ are each independently a nitrogen atom or C—Rn, X １ , X ２ , X ３ , X ４ and X ５ Two or three of the atoms are nitrogen atoms.) (In the formula (12), Y １ , Y ２ , Y ３ , Y ４ and Y ５ are each independently a nitrogen atom or C—Rn, Y １ , Y ２ , Y ３ , Y ４ and Y ５ two or three of the groups are nitrogen atoms, ring Ax and ring Bx each independently represent a substituted or unsubstituted aryl ring having 6 to 12 ring carbon atoms or a heterocyclic ring having 5 to 13 ring atoms; Z １ is a single bond, C(Rp)(Rq), N—Rs, an oxygen atom or a sulfur atom, a pair consisting of Rp and Rq are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other; Rs, and Rp and Rq which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms. (R in the formula (11) or (12) １ , R ２ , R ３ , R ４ , R ５ and Rn each independently represent hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -C(=O)(OR ８０２ ) a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R ９３１ ) (R ９３２ ) a group represented by -Ge(R ９３３ ) (R ９３４ ) (R ９３５ ) a group represented by -B(R ９３６ ) (R ９３７ ) a group represented by -B(OR ９３８ ) (OR ９３９ ) a group represented by -O-S(=O) ２ (R ９４０ ) a group represented by a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, Multiple Rn's are the same or different. 【Chemistry 2】 (In the formula (2), R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ , R ２０８ , R ２０９ , R ２１０ , R ２１１ , R ２２０ , R ２２１ , R ２２２ , R ２２３ and R ２２４ 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 ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ , R ２０８ , R ２０９ , R ２１０ , R ２１１ , R ２２０ , R ２２１ , R ２２２ , R ２２３ and R ２２４ are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by -C(=O)R ８０１ a group represented by -C(=O)(OR ８０２ ) a group represented by is a halogen atom, R ２０１ , R ２０２ , R ２０３ and R ２０４ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R ２０１ , R ２０２ , R ２０３ and R ２０４ one or more pairs of adjacent two or more of R ２０５ , R ２０６ , R ２０７ and R ２０８ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R ２０５ , R ２０６ , R ２０７ and R ２０８ one or more pairs of adjacent two or more of R ２２１ , R ２２２ and R ２２３ At least one selected from the group consisting of HAr １ and Y is HAr ２ or R Ｙ and R Ｙ and L ２ are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ２ represents 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, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkylene group having 3 to 20 ring carbon atoms, n is 0, 1, 2 or 3, and when n is 0, -(L ２ ) ０ - is a single bond, and when n is 2 or 3, multiple L ２ are the same or different from each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring Ｙ teeth, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by -C(=O)R ８０１ a group represented by -C(=O)(OR ８０２ ) a group represented by is a halogen atom, H.A.R. １ and HAr ２ are each independently a group represented by the formula (20), R ２１２ , R ２１３ , R ２１４ , R ２１５ , R ２１６ , R ２１７ , R ２１８ and R ２１９ One selected from the group consisting of HAr １ or HAr ２ R ２１２ , R ２１３ , R ２１４ , R ２１５ , R ２１６ , R ２１７ , R ２１８ and R ２１９ one or more pairs of adjacent two or more of H.A.R. １ or HAr ２ R is not a bond in ２１２ , R ２１３ , R ２１４ , R ２１５ , R ２１６ , R ２１７ , R ２１８ and R ２１９ are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, cyano group, nitro group, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by -C(=O)R ８０１ a group represented by -C(=O)(OR ８０２ ) a group represented by is a halogen atom, Z ２ is an oxygen atom, a sulfur atom, or C(R ２２５ ) (R ２２６ ) and R ２２５ and R ２２６ are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 ２２５ and R ２２６ are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or It is a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms. (In the compounds contained in the first material and the second material, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ８０１ , R ８０２ , R ９３１ , R ９３２ , R ９３３ , R ９３４ , R ９３５ , R ９３６ , R ９３７ , R ９３８ , R ９３９ and R ９４０ 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 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R ９０６ and R ９０７ are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring, or are 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 ９０６ and R ９０７ are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 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, 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 ９３１ If there are multiple R ９３１ are the same or different from each other, R ９３２ If there are multiple R ９３２ are the same or different from each other, R ９３３ If there are multiple R ９３３ are the same or different from each other, R ９３４ If there are multiple R ９３４ are the same or different from each other, R ９３５ If there are multiple R ９３５ are the same or different from each other, R ９３６ If there are multiple R ９３６ are the same or different from each other, R ９３７ If there are multiple R ９３７ are the same or different from each other, R ９３８ If there are multiple R ９３８ are the same or different from each other, R ９３９ If there are multiple R ９３９ are the same or different from each other, R ９４０ If there are multiple R ９４０ are the same or different from each other.)

2. In the compound represented by the formula (11), X ２ and X ４ is C—Rn, In the compound represented by the formula (12), Y ２ and Y ４ is C—Rn; The organic electroluminescence device according to claim 1 .

3. In the compound represented by the formula (11), X １ , X ３ and X ５ is a nitrogen atom, and X ２ and X ４ is C—Rn, In the compound represented by the formula (12), Y １ , Y ３ and Y ５ is a nitrogen atom, and Y ２ and Y ４ is C—Rn; The organic electroluminescence device according to claim 1 .

4. In the compound represented by the formula (11), X １ and X ５ is a nitrogen atom, and X １ and X ５ the other is C—Rn, and X ２ and X ４ is C—Rn, and X ３ is a nitrogen atom, In the compound represented by the formula (12), Y １ and Y ５ is a nitrogen atom, and Y １ and Y ５ the other is C—Rn, and Y ２ and Y ４ is C—Rn, and Y ３ is a nitrogen atom, The organic electroluminescence device according to claim 1 .

5. In the compound represented by the formula (11), X １ and X ５ is a nitrogen atom, and X ２ , X ３ and X ４ is C—Rn, In the compound represented by the formula (12), Y １ and Y ５ is a nitrogen atom, and Y ２ , Y ３ and Y ４ is C—Rn, The organic electroluminescence device according to claim 1 .

6. In the compound represented by formula (11) and the compound represented by formula (12), at least one Rn is a group represented by formula (13): The organic electroluminescence device according to claim 1 . 【Chemistry 3】 (In the formula (13), Z １１ is N—Ra, an oxygen atom, a sulfur atom, or C(Rb)(Rc), R １１ , R １２ , R １３ , R １４ , R １５ , R １６ , R １７ , R １８ , one selected from the group consisting of Ra, Rb, and Rc is a single bond bonding to C in the C—Rn, and R that is not a single bond １１ , R １２ , R １３ , R １４ , R １５ , R １６ , R １７ and R １８ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -C(=O)(OR ８０２ ) a group represented by halogen atoms, cyano group, nitro group, A group represented by -P(=O)(R931)(R932), a group represented by —Ge(R933)(R934)(R935); a group represented by —B(R936)(R937); a group represented by —B(OR938)(OR939), a group represented by —O—S(═O)2 (R940), a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, the pair of Rb and Rc that are not single bonds are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, The Ra that is not a single bond, and the Rb and Rc that are not single bonds, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, each independently represent: 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 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

7. Z in the group represented by formula (13) １１ is N-Ra, The organic electroluminescence device according to claim 6 .

8. In the compound represented by the formula (11) and the compound represented by the formula (12), two Rn are groups represented by the formula (13).

8. The organic electroluminescence device according to claim 6 or 7.

9. In the compound represented by formula (11) and the compound represented by formula (12), at least one Rn is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. The organic electroluminescence device according to claim 1 .

10. In the compound represented by formula (11) and the compound represented by formula (12), at least one Rn is a group represented by formula (14): The organic electroluminescence device according to claim 1 . 【Chemistry 4】 (In the formula (14), L １ represents a substituted or unsubstituted arylene group having 6 to 12 ring carbon atoms or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, m is 0, 1, 2 or 3, and when m is 0, -(L １ ) ０ - is a single bond, and when m is 2 or 3, multiple L １ are the same or different from each other, R １０ is a hydrogen atom, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, where * indicates the bonding position.

11. R in the compound represented by the formula (11) １ , R ２ , R ４ and R ５ At least one selected from the group consisting of -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, The organic electroluminescence device according to claim 1 .

12. R in the compound represented by the formula (11) １ , R ２ , R ４ and R ５ At least one selected from the group consisting of is a substituted or unsubstituted carbazolyl group. The organic electroluminescence device according to claim 1 .

13. R in the compound represented by the formula (11) ３ is a hydrogen atom, The organic electroluminescence device according to claim 1 .

14. a pair of Rp and Rq in the compound represented by formula (12) is bonded to each other to form a substituted or unsubstituted monocycle, or is bonded to each other to form a substituted or unsubstituted fused ring, or is not bonded to each other, Rs, and Rp and Rq which do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring, each independently represent a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms. The organic electroluminescence device according to claim 1 .

15. a pair of Rp and Rq in the compound represented by formula (12) is bonded to each other to form a substituted or unsubstituted fluorene ring, or is not bonded to each other; Rs, and Rp and Rq which do not form the substituted or unsubstituted fluorene ring, each independently represent a methyl group or a substituted or unsubstituted phenyl group. The organic electroluminescence device according to claim 1 .

16. In the compound represented by formula (2), R ２０２ and R ２０３ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R ２０２ and R ２０３ are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring, The organic electroluminescence device according to claim 1 .

17. In the compound represented by formula (2), R ２０６ and R ２０７ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R ２０６ and R ２０７ are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring, The organic electroluminescence device according to claim 1 .

18. In the compound represented by formula (2), R ２０９ , R ２１０ and R ２１１ at least one selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -N(R ９０６ ) (R ９０７ ) or a group represented by R ２０９ , R ２１０ and R ２１１ one or more pairs of adjacent two or more of The organic electroluminescence device according to claim 1 .

19. In the compound represented by formula (2), R ２２１ or R ２２２ HA １ That is, The organic electroluminescence device according to claim 1 .

20. In the compound represented by formula (2), n is 0 or 1. The organic electroluminescence device according to claim 1 .

21. In the compound represented by formula (2), n is 1. The organic electroluminescence device according to any one of claims 1 to 20.

22. In the compound represented by formula (2), Z ２ is an oxygen atom, The organic electroluminescence device according to any one of claims 1 to 21.

23. The compound represented by formula (2) is a compound represented by formula (21) or (22): The organic electroluminescence device according to any one of claims 1 to 22. 【Chemistry 5】 (In the formulas (21) and (22), R ２０１ ~R ２１１ , R ２２０ ~R ２２４ , L ２ , n, HAr ２ , and R Ｙ are R in the formula (2), respectively. ２０１ ~R ２１１ , R ２２０ ~R ２２４ , L ２ , n, HAr ２ , and R Ｙ is synonymous with

24. In the compound represented by formula (2), R ２０１ , R ２０４ , R ２０５ , R ２０８ , R ２０９ , R ２１１ , R ２２０ and R ２２４ is a hydrogen atom, or R ２０１ , R ２０４ , R ２０５ , R ２０８ , R ２０９ and R ２１１ is a hydrogen atom, and R ２２０ and R ２２４ each independently represents a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; The organic electroluminescence device according to any one of claims 1 to 23.

25. In the compound represented by formula (2), R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ , R ２０８ , R ２０９ , R ２１０ and R ２１１ is -N(R ９０６ ) (R ９０７ ) is not a group represented by The organic electroluminescence device according to any one of claims 1 to 24.

26. The compound represented by formula (2) is a compound represented by formula (23), a compound represented by formula (24), a compound represented by formula (25), or a compound represented by formula (26): The organic electroluminescence device according to any one of claims 1 to 24. 【Chemistry 6】 【Chemistry 7】 (In the above formulas (23), (24), (25) and (26), R ２０１ , R ２０４ , R ２０５ , R ２０８ , R ２０９ , R ２１１ , R ２２０ and R ２２４ is a hydrogen atom, or R ２０１ , R ２０４ , R ２０５ , R ２０８ , R ２０９ and R ２１１ is a hydrogen atom, and R ２２０ and R ２２４ each independently represents a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; R ２０２ and R ２０３ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and the remaining R ２０２ or R ２０３ is a hydrogen atom, or R ２０２ and R ２０３ are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted aliphatic ring, R ２０６ and R ２０７ At least one selected from the group consisting of is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and the remaining R ２０６ and R ２０７ is a hydrogen atom, or R ２０６ and R ２０７ are bonded to each other to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted aliphatic ring, R ２１０ is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, -N(R ９０６ ) (R ９０７ ) or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R ９０６ and R ９０７ each independently represents a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R Ｙ and L ２ are bonded to each other to form a substituted or unsubstituted aliphatic ring, or R Ｙ is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or R Ｙ is a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, The L which does not form a substituted or unsubstituted aliphatic ring ２ is a substituted or unsubstituted phenylene group, n is 0 or 1; R ２２２ , R ２２３ , H.A.R. １ and HAr ２ are R in the formula (2), respectively. ２２２ , R ２２３ , H.A.R. １ and HAr ２ is synonymous with

27. The organic electroluminescence element emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the element is driven. The organic electroluminescence device according to any one of claims 1 to 26.

28. the layer containing the first material and the second material among the layers included in the organic layer further contains a third material; 28. The organic electroluminescence device according to claim 1.

29. At least one layer among the layers included in the organic layer is an emitting layer, the light-emitting layer contains the first material and the second material; 29. The organic electroluminescence device according to claim 1.

30. The light-emitting layer does not contain a metal complex.

30. The organic electroluminescence device according to claim 29.

31. the light-emitting layer does not contain a phosphorescent material; 31. The organic electroluminescence device according to claim 29 or 30.

32. a hole transport layer between the anode and the light-emitting layer; 32. The organic electroluminescence device according to claim 29.

33. an electron transport layer between the cathode and the light-emitting layer; 33. The organic electroluminescence device according to claim 29.

34. An electronic device equipped with the organic electroluminescence element according to any one of claims 1 to 33.

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