Compounds, organic electroluminescent elements, and electronic devices

Abstract

To provide higher-performance organic EL elements. [Solution] A compound represented by formula (1). TIFF2026090178000193.tif57170

Description

[Technical Field]

[0001] The present invention relates to novel compounds, organic electroluminescent elements, and electronic devices. [Background technology]

[0002] When a voltage is applied to an organic electroluminescent element (hereinafter also called an organic EL element), holes are injected from the anode and electrons from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons.

[0003] Conventional organic EL elements still lacked sufficient performance. While improvements to organic EL elements are gradually being made to enhance their performance, there is a demand for even higher performance. Patent Document 1 discloses a compound having a specific structure for use in organic EL elements. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2021-090050 [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] The objective of this invention is to provide a higher-performance organic EL element. [Means for solving the problem]

[0006] As a result of diligent research to achieve the above objective, the inventors of the present invention have discovered that a high-performance organic EL element can be obtained by using a compound having a specific structure in at least one of the organic layers of the organic EL element, and have completed the present invention.

[0007] According to the present invention, the following compounds and the like are provided. 1. A compound represented by formula (1).

Chemical formula

Chemical formula

[0008] According to the present invention, a higher-performance organic EL element can be provided. [Brief explanation of the drawing]

[0009] [Figure 1] This figure shows a schematic configuration of an organic EL element according to one aspect of the present invention. [Modes for carrying out the invention]

[0010] [Definition] In this specification, the term "hydrogen atom" includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0011] In this specification, in chemical structural formulas, any bondable positions where symbols such as "R" or "D" representing a deuterium atom are not explicitly indicated shall be assumed to be bonded to hydrogen atoms, i.e., light hydrogen atoms, deuterium atoms, or tritium atoms.

[0012] In this specification, the ring-forming carbon number refers to the number of carbon atoms among the atoms constituting the ring itself in a compound with a structure in which atoms are bonded in a ring (e.g., monocyclic compounds, fused ring compounds, crosslinked compounds, carbocyclic compounds, and heterocyclic compounds). If the ring is substituted by a substituent, the carbon atoms in the substituent are not included in the ring-forming carbon number. The same applies to the "ring-forming carbon number" described below unless otherwise specified. For example, a benzene ring has 6 ring-forming carbon atoms, a naphthalene ring has 10 ring-forming carbon atoms, a pyridine ring has 5 ring-forming carbon atoms, and a furan ring has 4 ring-forming carbon atoms. Also, for example, the ring-forming carbon number of a 9,9-diphenylfluorenyl group is 13, and the ring-forming carbon number of a 9,9'-spirobifluorenyl group is 25. Furthermore, when a benzene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the benzene ring. Therefore, the number of ring-forming carbon atoms in a benzene ring substituted with an alkyl group is 6. Similarly, when a naphthalene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the naphthalene ring. Therefore, the number of ring-forming carbon atoms in a naphthalene ring substituted with an alkyl group is 10.

[0013] In this specification, the number of ring-forming atoms refers to the number of atoms that constitute the ring itself in compounds with a ring-bonded structure (e.g., monocyclic compounds, fused rings, and ring aggregates) (e.g., monocyclic compounds, fused ring compounds, bridged compounds, carbocyclic compounds, and heterocyclic compounds). Atoms that do not constitute a ring (e.g., hydrogen atoms that terminate the bonds of ring-forming atoms) and atoms included in substituents when the ring is substituted by substituents are not included in the number of ring-forming atoms. The same applies to "number of ring-forming atoms" as described below unless otherwise specified. For example, the number of ring-forming atoms in a pyridine ring is 6, the number of ring-forming atoms in a quinazoline ring is 10, and the number of ring-forming atoms in a furan ring is 5. For example, the number of hydrogen atoms bonded to a pyridine ring, or the number of atoms constituting substituents, are not included in the number of pyridine ring-forming atoms. Therefore, the number of ring-forming atoms in a pyridine ring to which hydrogen atoms or substituents are bonded is 6. Furthermore, for example, hydrogen atoms bonded to the carbon atom of the quinazoline ring, or atoms constituting substituents, are not included in the number of ring-forming atoms of the quinazoline ring. Therefore, the number of ring-forming atoms of a quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

[0014] In this specification, the expression "substituted or unsubstituted ZZ group having XX to YY carbon atoms" means that "XX to YY carbon atoms" represents the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of substituents when it is substituted. Here, "YY" is greater than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0015] In this specification, the expression "ZZ group with substituted or unsubstituted atoms of XX to YY" means that "atom count XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of substituent atoms when it is substituted. Here, "YY" is greater than "XX", where "XX" is an integer of 1 or more, and "YY" is an integer of 2 or more.

[0016] In this specification, an unsubstituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "unsubstituted ZZ group," and a substituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "substituted ZZ group." In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that the hydrogen atoms in the ZZ group are not replaced by substituents. The hydrogen atoms in an "unsubstituted ZZ group" are light hydrogen atoms, deuterium atoms, or tritium atoms. Furthermore, in this specification, "substituted" in the context of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced by a substituent. Similarly, "substituted" in the context of "BB group substituted with AA group" means that one or more hydrogen atoms in the BB group are replaced by an AA group.

[0017] "Substituents as described herein" The substituents described herein will be explained below.

[0018] The number of ring-forming carbon atoms in the "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkyl group" as described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted cycloalkyl groups" described herein is 3 to 50, preferably 3 to 20, and more preferably 3 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein.

[0019] • "substituted or unsubstituted aryl groups" Specific examples of "substituted or unsubstituted aryl groups" as described herein (Specific Examples Group G1) include the following unsubstituted aryl groups (Specific Examples Group G1A) and substituted aryl groups (Specific Examples Group G1B), etc. (Here, "unsubstituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and "substituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply includes both "unsubstituted aryl groups" and "substituted aryl groups." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced by substituents. Examples of "substituted aryl groups" include the groups in which one or more hydrogen atoms of an "unsubstituted aryl group" in specific example group G1A below are replaced by substituents, and the examples of substituted aryl groups in specific example group G1B below. Note that the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed here are merely examples, and the "substituted aryl groups" described herein also include groups in which the hydrogen atoms bonded to the carbon atom of the aryl group itself in the "substituted aryl group" in specific example group G1B below are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted aryl group" in specific example group G1B below are further replaced by substituents.

[0020] • Unsubstituted aryl groups (specific examples 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, Benzoantryl group, Phenanthryl group, Benzophenanthryl group, Phenalenyl group, Pyrenyl group, Chrysenyl group, Benzocrisenyl group, Triphenylenyl group, benzotriphenylenyl group, Tetraceryl group, Pentacenyl group, Fluorenyl group, 9,9'-Spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, Fluoranthenyl group, Benzofluoranthenyl group, Perilenyl group, and A monovalent aryl group derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0021] [ka]

[0022] [ka]

[0023] • Substitutive aryl groups (Specific examples group G1B): o-Tryl group, m-tolyl group, p-tril 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 group, Triphenylsilylphenyl group, Trimethylsilylphenyl group, Phenylnaphthyl group, Naphthylphenyl group, and A group obtained by replacing one or more hydrogen atoms of a monovalent group derived from the ring structure represented by the general formulas (TEMP-1) to (TEMP-15) above with substituents.

[0024] • "Substitutable or unsubstituted heterocyclic groups" The “heterocyclic group” as described herein is a cyclic group containing at least one heteroatom in its ring-forming atoms. Specific examples of heteroatoms include nitrogen, oxygen, sulfur, silicon, phosphorus, and boron. The "heterocyclic group" as described herein is either a monocyclic group or a fused ring group. The term "heterocyclic group" as used herein refers to either an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples of "substituted or unsubstituted heterocyclic groups" as described herein (Specific Examples Group G2) include the following unsubstituted heterocyclic groups (Specific Examples Group G2A) and substituted heterocyclic groups (Specific Examples Group G2B), etc. (Here, "unsubstituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "unsubstituted heterocyclic group," and "substituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply includes both "unsubstituted heterocyclic groups" and "substituted heterocyclic groups." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced by substituents. Specific examples of "substituted heterocyclic groups" include the groups in specific example group G2A below in which hydrogen atoms of an "unsubstituted heterocyclic group" are replaced, and the examples of substituted heterocyclic groups in specific example group G2B below. Note that the examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are merely examples, and the "substituted heterocyclic groups" described herein also include groups in which hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself are further replaced by substituents, and groups in which hydrogen atoms of substituents are further replaced by substituents.

[0025] The specific examples 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 the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0026] Specific examples group G2B includes, for example, substituted heterocyclic groups containing a nitrogen atom (Specific Examples Group G2B1), substituted heterocyclic groups containing an oxygen atom (Specific Examples Group G2B2), substituted heterocyclic groups containing a sulfur atom (Specific Examples Group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (Specific Examples Group G2B4).

[0027] • Unsubstituted heterocyclic groups containing a nitrogen atom (specific examples group G2A1): Pyrrolyl group, imidazolyl group, Pyrazolyl group, Triazolyl group, Tetrazolyl group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Pyridyl group, Pyridazinyl group, Pyrimidinyl group, pyrazinyl group, Triazinyl group, Indolyl group, isoindolyl group, indolidinyl group, Quinolidinyl group, quinolyl group, Isoquinolyl group, cinnolyl group, Phthalazinyl group, Quinazolinyl group, Quinoxalinyl group, Benzimidazolyl group, Indazolyl group, Phenanthrolinyl group, Phenantridinyl group, Acridinyl group, Phenazinyl group, Carbazolyl group, Benzocarbazolyl group, Morpholino group, Phenoxadinyl group, Phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.

[0028] • Unsubstituted heterocyclic groups containing an oxygen atom (specific examples group G2A2): Frill group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, xanthenyl group, Benzofuranyl group, Isobenzofuranyl group, Dibenzofuranyl group, Naphthobenzofuranyl group, Benzoxazolyl group, Benzoisoxazolyl group, Phenoxadinyl group, Morpholino group, Dinaphthofuranyl group, Azadibenzofuranyl group, Diazadibenzofuranyl group, Azanaftobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0029] • Unsubstituted heterocyclic groups containing a sulfur atom (specific examples group G2A3): Thienyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Benzothiophenyl group (benzothienyl group), Isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), Naphthobenzothiophenyl group (naphthobenzothienyl group), Benzothiazolyl group, Benzoisothiazolyl group, Phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), azadibenzothiophenyl group (azadibenzothienyl group), Diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphtobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0030] • Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (Specific examples group G2A4):

[0031] [ka]

[0032] [ka]

[0033] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A Each of these is independently an oxygen atom, a sulfur atom, NH, or CH2. However, X A and Y A At least one of them is an oxygen atom, a sulfur atom, or NH. In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A If at least one of the members is NH or CH2, the monovalent heterocyclic groups derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) include monovalent groups obtained by removing one hydrogen atom from these NH or CH2 members.

[0034] • Heterocyclic groups with substitutions containing a nitrogen atom (Specific examples group G2B1): (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (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.

[0035] ·Substituted heterocyclic group containing an oxygen atom (specific example group G2B2): Phenyldibenzofuranyl group, Methyldibenzofuranyl group, t-Butyldibenzofuranyl group, and Monovalent residue of spiro[9H-xanthene-9,9’-[9H]fluorene].

[0036] ·Substituted heterocyclic group containing a sulfur atom (specific example group G2B3): Phenyldibenzothiophenyl group, Methyldibenzothiophenyl group, t-Butyldibenzothiophenyl group, and Monovalent residue of spiro[9H-thioxanthene-9,9’-[9H]fluorene].

[0037] ·A group in which one or more hydrogen atoms of the monovalent heterocyclic group derived from the ring structures represented by the general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (specific example group G2B4):

[0038] Said "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 them is NH, and X A and Y AThis refers to one or more hydrogen atoms selected from the hydrogen atoms of the methylene group when one of the atoms is CH2.

[0039] • "Substituted or unsubstituted alkyl groups" Specific examples of "substituted or unsubstituted alkyl groups" as described herein (Specific Examples Group G3) include the following unsubstituted alkyl groups (Specific Examples Group G3A) and substituted alkyl groups (Specific Examples Group G3B). (Here, "unsubstituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "unsubstituted alkyl group," and "substituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "substituted alkyl group.") Hereafter, "alkyl group" simply refers to both "unsubstituted alkyl groups" and "substituted alkyl groups." A "substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced by substituents. Specific examples of "substituted alkyl groups" include the groups in which one or more hydrogen atoms in the "unsubstituted alkyl groups" (specific example group G3A) below are replaced by substituents, and examples of substituted alkyl groups (specific example group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" refers to a linear alkyl group. Therefore, "unsubstituted alkyl groups" include both linear "unsubstituted alkyl groups" and branched "unsubstituted alkyl groups". The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples, and the "substituted alkyl groups" described herein also include groups in which the hydrogen atoms of the alkyl group itself in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents.

[0040] • Unsubstituted alkyl groups (specific examples group G3A): Methyl group, Ethyl group, n-propyl group, Isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.

[0041] • Substituting alkyl groups (specific examples group G3B): Heptafluoropropyl group (including isomers), Pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0042] • "Substituted or unsubstituted alkenyl groups" Specific examples of "substituted or unsubstituted alkenyl groups" as described herein (Specific Examples Group G4) include the following unsubstituted alkenyl groups (Specific Examples Group G4A) and substituted alkenyl groups (Specific Examples Group G4B), etc. (Here, "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and "substituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both "unsubstituted alkenyl groups" and "substituted alkenyl groups." A "substituted alkenyl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted alkenyl group" are replaced by substituents. Specific examples of "substituted alkenyl groups" include groups in which the "unsubstituted alkenyl group" (Specific Example Group G4A) has substituents, and examples of substituted alkenyl groups (Specific Example Group G4B). Note that the examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl groups" described herein also include groups in which the hydrogen atoms of the alkenyl group itself in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents.

[0043] • Unsubstituted alkenyl groups (specific examples group G4A): vinyl group, allyl group, 1-Butenyl group, 2-butenyl group, and 3-Butenyl group.

[0044] ·Alkenyl groups for substitution (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.

[0045] ·"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), etc. (Here, the unsubstituted alkynyl group refers to the 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". The "substituted alkynyl group" means a group in which one or more hydrogen atoms in the "unsubstituted alkynyl group" are replaced by substituents. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl groups" (specific example group G5A) are replaced by substituents, etc.

[0046] ·Unsubstituted alkynyl group (specific example group G5A): Ethynyl group

[0047] ·"Substituted or unsubstituted cycloalkyl group" Specific examples of "substituted or unsubstituted cycloalkyl groups" as described herein (Specific Examples Group G6) include the following unsubstituted cycloalkyl groups (Specific Examples Group G6A) and substituted cycloalkyl groups (Specific Examples Group G6B), etc. (Here, "unsubstituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "unsubstituted cycloalkyl group," and "substituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "substituted cycloalkyl group.") In this specification, the term "cycloalkyl group" simply includes both "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups." A "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced by a substituent. Specific examples of "substituted cycloalkyl groups" include the groups in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" (specific example group G6A) are replaced by a substituent, and examples of substituted cycloalkyl groups (specific example group G6B). It should be noted that the examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself are replaced by a substituent, and groups in which the hydrogen atoms of the substituent in the "substituted cycloalkyl group" of specific example group G6B are further replaced by a substituent.

[0048] • Unsubstituted cycloalkyl groups (specific examples group G6A): Cyclopropyl group, Cyclobutyl group, Cyclopentyl group, Cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group.

[0049] • Substituting cycloalkyl groups (specific examples group G6B): 4-methylcyclohexyl group.

[0050] · "-Si(R 901 )(R 902 )(R 903 ) represented by the base -Si(R 901 )(R 902 )(R 903 ) Examples of the base represented by (Example Group G7) are: -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 are some examples. G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from one another. In -Si(G1)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G1)(G1)(G2), the multiple G1s are either identical or different from one another. In -Si(G2)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G3)(G3)(G3), the multiple G3s are either identical or different from one another. In -Si(G6)(G6)(G6), the multiple G6s are either identical or different from one another.

[0051] ·「-O-(R 904 ) represented by the base The following information pertains to the -O-(R904 ) Examples of the base represented by (Example Group G8) are: -O(G1), -O(G2), -O(G3), and -O(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0052] · "-S-(R 905 ) represented by the base The following information pertains to the -S-(R 905 ) Examples of the base represented by (example group G9) are: -S(G1), -S(G2), -S(G3), and -S(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0053] · "-N(R 906 )(R 907 ) represented by the base -N(R) as described in this specification 906 )(R 907 ) Examples of the base represented by (Example Group G10) are: -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -N(G1)(G1), multiple G1s are either identical or different from one another. In -N(G2)(G2), multiple G2s are either identical or different from one another. In -N(G3)(G3), multiple G3s are either identical or different from one another. In -N(G6)(G6), multiple G6s are either identical or different from one another.

[0054] • "Halogen atom" Specific examples of "halogen atoms" as described herein (Specific Examples Group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0055] • "Substituted or unsubstituted fluoroalkyl groups" The terms "substituted or unsubstituted fluoroalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a fluorine atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by fluorine atoms (perfluoro groups). The number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. A "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced by substituents. The terms "substituted fluoroalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted fluoroalkyl groups" include the example of a group in which one or more hydrogen atoms in the aforementioned "alkyl group" (specific example group G3) are replaced by fluorine atoms.

[0056] • "Substituted or unsubstituted haloalkyl groups" The terms "substituted or unsubstituted haloalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a halogen atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by 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. A "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms of a "haloalkyl group" are replaced by substituents. The terms "substituted haloalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted haloalkyl groups" include groups in which one or more hydrogen atoms of the aforementioned "alkyl group" (specific example group G3) are replaced by halogen atoms. Haloalkyl groups are sometimes referred to as alkyl halogens.

[0057] • "Substituted or unsubstituted alkoxy groups" A specific example of a "substituted or unsubstituted alkoxy group" as described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. The number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0058] • "substituted or unsubstituted alkylthio groups" A specific example of the "substituted or unsubstituted alkylthio group" described herein is the group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0059] • "Substituted or unsubstituted aryloxy groups" A specific example of a "substituted or unsubstituted aryloxy group" as described herein is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0060] • "Substituted or unsubstituted arylthio groups" A specific example of the "substituted or unsubstituted arylthio group" described herein is the group represented by -S(G1), where G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0061] • "Substituted or unsubstituted trialkylsilyl groups" 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" as described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are either identical or different from one another. 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.

[0062] • "Substituted or unsubstituted aralkyl groups" Specific examples of the "substituted or unsubstituted aralkyl group" described herein include the group represented by -(G3)-(G1), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3, and G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. Therefore, an "aralkyl group" is a group in which the hydrogen atom of an "alkyl group" is replaced by an "aryl group" as a substituent, and is one form of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" in which an "unsubstituted aryl group" is substituted, 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 group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl-t-butyl group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group.

[0063] Unless otherwise specified herein, the substituted or unsubstituted aryl groups are preferably phenyl, p-biphenyl, m-biphenyl, o-biphenyl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-terphenyl-4-yl, o-terphenyl-3-yl, o-terphenyl-2-yl, 1-naphthyl, 2-naphthyl, anthryl, phenanthryl, pyrenyl, chrysenyl, triphenylenyl, fluorenyl, 9,9'-spirobifluorenyl, 9,9-dimethylfluorenyl, and 9,9-diphenylfluorenyl.

[0064] Unless otherwise specified herein, the substituted or unsubstituted heterocyclic groups are preferably pyridyl, pyrimidinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, benzimidazolyl, phenanthrolinyl, carbazolyl (1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, or 9-carbazolyl), benzocarbazolyl, azacarbazolyl, diazacarbazolyl, dibenzofuranyl, naphthobenzofuranyl, azadibenzofuranyl, diazadibenzofuranyl, dibenzothiophenyl, naphthobenzothiophenyl, aza These include dibenzothiophenyl group, diazadibenzothiophenyl group, (9-phenyl)carbazolyl group ((9-phenyl)carbazole-1-yl group, (9-phenyl)carbazole-2-yl group, (9-phenyl)carbazole-3-yl group, or (9-phenyl)carbazole-4-yl group), (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazole-9-yl group, phenylcarbazole-9-yl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group, etc.

[0065] In this specification, unless otherwise specified, the carbazolyl group is specifically one of the following groups:

[0066] [ka]

[0067] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically one of the following groups:

[0068] [ka]

[0069] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents a binding site.

[0070] In this specification, unless otherwise specified, the dibenzofuranyl group and the dibenzothiophenyl group are specifically any of the following groups:

[0071] [ka]

[0072] In the general formulas (TEMP-34) to (TEMP-41) above, * represents a binding site.

[0073] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and t-butyl groups.

[0074] • "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described herein is a divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described above. Specific examples of the "substituted or unsubstituted arylene group" (Specific Examples Group G12) include the divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described in Specific Examples Group G1.

[0075] • "Substitutable or unsubstituted divalent heterocyclic groups" Unless otherwise specified, the “substituted or unsubstituted divalent heterocyclic groups” described herein refer to divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described above. Specific examples of “substituted or unsubstituted divalent heterocyclic groups” (Specific Examples Group G13) include the divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described in Specific Examples Group G2.

[0076] • "Substituted or unsubstituted alkylene groups" Unless otherwise specified, the "substituted or unsubstituted alkylene groups" described herein are divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described above. Specific examples of "substituted or unsubstituted alkylene groups" (Specific Examples Group G14) include the divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described in Specific Examples Group G3.

[0077] Unless otherwise specified herein, the substituted or unsubstituted arylene groups are preferably any of the following general formulas (TEMP-42) to (TEMP-68).

[0078] [ka]

[0079] [ka]

[0080] In the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. In the above general formulas (TEMP-42) to (TEMP-52), * represents a binding site.

[0081] [ka]

[0082] In the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. Equations Q9 and Q 10 These elements may be bonded to each other via single bonds to form a ring. In the above general formulas (TEMP-53) to (TEMP-62), * represents a binding site.

[0083] [ka]

[0084] In the general formulas (TEMP-63) to (TEMP-68) above, Q1 to Q8 are each independently a hydrogen atom or a substituent. In the above general formulas (TEMP-63) to (TEMP-68), * represents a binding site.

[0085] Unless otherwise specified herein, the substituted or unsubstituted divalent heterocyclic groups described herein are preferably any of the following general formulas (TEMP-69) to (TEMP-102).

[0086] [ka]

[0087] [ka]

[0088] [ka]

[0089] In the general formulas (TEMP-69) to (TEMP-82) above, Q1 to Q9 are each independently a hydrogen atom or a substituent.

[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] [ka]

[0094] In the general formulas (TEMP-83) to (TEMP-102) above, Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0095] The above is a description of the substituents described herein.

[0096] • "When they combine to form a ring" In this specification, the phrase "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other" means the following: "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring," "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring," and "one or more pairs of adjacent elements do not combine with each other." In this specification, the cases in which "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "cases where elements bond to form a ring") will be explained below. An example will be given of an anthracene compound represented by the following general formula (TEMP-103), whose parent skeleton is an anthracene ring.

[0097] [ka]

[0098] For example, R921 ~R 930 In the case where "one or more pairs of adjacent groups are joined together to form a ring," the pairs of adjacent groups that make up one set are R 921 and R 922 The pair, R 922 and R 923 The pair, R 923 and R 924 The pair, R 924 and R 930 The pair, R 930 and R 925 The pair, R 925 and R 926 The pair, R 926 and R 927 The pair, R 927 and R 928 The pair, R 928 and R 929 The pair with, and R 929 and R 921 They are a pair.

[0099] The phrase "one or more pairs" above means that two or more pairs of adjacent pairs may simultaneously form a ring. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 925 and R 926 and are joined to form a ring Q B If the above general formula (TEMP-103) is formed, the anthracene compound represented by the above general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0100] [ka]

[0101] The case where "two or more adjacent elements form a ring" includes not only cases where two adjacent elements are joined, as in the example above, but also cases where three or more adjacent elements are joined. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 922 and R923 are combined with each other to form ring Q C to form, and a group consisting of three (R 921 , R 922 and R 923 ) are combined with each other to form a ring and condensed to the anthracene backbone. In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and ring Q C share R 922 .

[0102] [Chemical formula]

[0103] The "monocyclic ring" or "condensed ring" formed may be a saturated ring or an unsaturated ring as the structure of only the formed ring. Even when "a pair consisting of two adjacent ones" forms a "monocyclic ring" or "condensed ring", the "monocyclic ring" or "condensed ring" can form a saturated ring or an unsaturated ring. For example, ring Q A and ring Q B formed in the general formula (TEMP-104) are each a "monocyclic ring" or "condensed ring". Also, ring Q A and ring Q C formed in the general formula (TEMP-105) are "condensed rings". Ring Q A and ring Q C in the general formula (TEMP-105) are a condensed ring formed by the condensation of ring Q A and ring Q C . If ring Q A in the general formula (TMEP-104) is a benzene ring, ring Q A is a monocyclic ring. If ring Q A in the general formula (TMEP-104) is a naphthalene ring, ring Q A is a condensed ring.

[0104] The "unsaturated ring" includes an aromatic hydrocarbon ring, an aromatic heterocyclic ring, an aliphatic hydrocarbon ring having an unsaturated bond, i.e., a double bond and / or a triple bond in the ring structure (e.g., cyclohexene, cyclohexadiene, etc.), and a non-aromatic heterocyclic ring having an unsaturated bond (e.g., dihydropyran, imidazoline, pyrazoline, quinolizine, indoline, isoindoline, etc.). The "saturated ring" includes an aliphatic hydrocarbon ring having no unsaturated bond or a non-aromatic heterocyclic ring having no unsaturated bond. Specific examples of the aromatic hydrocarbon ring include structures in which the groups exemplified as specific examples in Specific Example Group G1 are terminated by hydrogen atoms. Specific examples of the aromatic heterocyclic ring include structures in which the aromatic heterocyclic ring groups exemplified as specific examples in Specific Example Group G2 are terminated by hydrogen atoms. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups exemplified as specific examples in Specific Example Group G6 are terminated by hydrogen atoms. "Forming a ring" means forming a ring with only a plurality of atoms of the parent skeleton or a plurality of atoms of the parent skeleton and one or more arbitrary atoms. For example, in the general formula (TEMP-104), the ring Q formed by bonding R 921 and R 922 to each other means a ring formed by a carbon atom of the anthracene skeleton to which R A is bonded, a carbon atom of the anthracene skeleton to which R 921 is bonded, and one or more arbitrary atoms. As a specific example, when forming the ring Q 922 with R 921 and R 922 , when a single-ring unsaturated ring is formed by a carbon atom of the anthracene skeleton to which R A is bonded, a carbon atom of the anthracene skeleton to which R 921 is bonded, and four carbon atoms, the ring formed by R 922 and R 921 and R 922 is a benzene ring.

[0105] Here, "any atom" is preferably at least one atom selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, unless otherwise specified herein. In any atom (for example, carbon atoms or nitrogen atoms), bonds that do not form a ring may be terminated with hydrogen atoms or the like, or substituted with "any substituents" as described later. If any atom other than carbon atoms is included, the formed ring is a heterocycle. Unless otherwise specified herein, the "one or more arbitrary atoms" constituting a monocycle or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5. Unless otherwise specified herein, the preferred form is a monoring or a fused ring. Unless otherwise specified herein, the "unsaturated ring" is preferred over the "saturated ring". Unless otherwise specified herein, “monocyclic” is preferably a benzene ring. Unless otherwise specified herein, the “unsaturated ring” is preferably a benzene ring. When "one or more sets of two or more adjacent atoms" "bond to each other to form a substituted or unsubstituted monoring" or "bond to each other to form a substituted or unsubstituted fused ring", unless otherwise specified herein, preferably, one or more sets of two or more adjacent atoms bond to each other to form a substituted or unsubstituted "unsaturated ring" consisting of multiple atoms of the parent skeleton and at least one atom selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.

[0106] When the above-mentioned "monocyclic ring" or "fused ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "monocyclic ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. When the above-mentioned "saturated ring" or "unsaturated ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "mono-ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. The above explains the cases in which "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring" ("the case of combining to form a ring").

[0107] • Substituents in the phrase "substituted or unsubstituted" In one embodiment described herein, the substituent referred to as "substituted or unsubstituted" (which may be referred to herein as "any substituent") is, for example, Unsubstituted alkyl groups with 1 to 50 carbon atoms, Unsubstituted alkenyl groups with 2 to 50 carbon atoms, Unsubstituted alkynyl groups with 2 to 50 carbon atoms, Unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, Unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, and Unsubstituted heterocyclic groups with 5 to 50 ring-forming atoms It is a base selected from the group consisting of, Here, R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If there are two or more of them, then there are two or more R 901 They are either identical or different from each other. R 902 If there are two or more of them, then there are two or more R 902 They are either identical or different from each other. R 903 If there are two or more of them, then there are two or more R 903 They are either identical or different from each other. R 904 If there are two or more of them, then there are two or more R 904 They are either identical or different from each other. R 905 If there are two or more of them, then there are two or more R 905 They are either identical or different from each other. R 906 If there are two or more of them, then there are two or more R 906 They are either identical or different from each other. R 907 If there are two or more of them, then there are two or more R 907 They are either identical or different from one another.

[0108] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 50 carbon atoms, A ring-forming aryl group with 6 to 50 carbon atoms, and Heterocyclic groups with 5 to 50 ring-forming atoms It is a group selected from the group consisting of the following.

[0109] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 18 carbon atoms, Ring-forming aryl groups with 6 to 18 carbon atoms, and Heterocyclic groups with 5 to 18 ring-forming atoms It is a group selected from the group consisting of the following.

[0110] Specific examples of each of the above-mentioned substituents are the specific examples of substituents described in the section "Substituents as described herein" above.

[0111] Unless otherwise specified herein, adjacent substituents may form a "saturated ring" or an "unsaturated ring," preferably a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, and more preferably a benzene ring. Unless otherwise specified herein, any substituent may have further substituents, such as those described above.

[0112] In this specification, a numerical range expressed using "AA~BB" means a range that includes the numerical value AA, which is listed before "AA~BB", as the lower limit, and the numerical value BB, which is listed after "AA~BB", as the upper limit.

[0113] [Novel compounds] A compound according to one aspect of the present invention is represented by formula (1). [ka] [In equation (1), R1~R 10 Each of these is independently either a hydrogen atom or a substituent Q. R1~R 10 Two or more adjacent pairs of these pairs cannot be combined with each other. n1 is an integer between 0 and 3. If n1 is 0, (L1) n1 It is a single bond. If n1 is 2 or 3, multiple L1s may be the same or different from one another. L1 is Single bond, or These are substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms. Ar1 is These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. Ar2 is a group represented by the following formulas (1A), (1B), or (1C). [ka] In formulas (1A), (1B), and (1C), * represents a bond with the benzanthracene skeleton of formula (1). R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 A set of two or more adjacent items is: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. R that does not form the monoring and the fused ring A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 Each of these is independently either a hydrogen atom or a substituent Q. The substituent Q is Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, Halogen atom, cyano group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms.

[0114] A compound according to one aspect of the present invention can improve the performance of an organic EL element when used in the organic layer of the organic EL element. For example, it can realize an organic EL element with excellent chromaticity (CIE-x, CIE-y), high efficiency, and long lifespan. Widening the color gamut of a display is important for expanding the range of colors that can be displayed and for expressing more natural and vivid colors. According to one aspect of the present invention, it is possible to realize an organic EL element that maintains a chromaticity at the same level as conventional displays, while being more efficient and having a longer lifespan compared to conventional displays.

[0115] CIE-x refers to the x-component in the CIE1931 chromaticity coordinate system, and CIE-y refers to the y-component in the CIE1931 chromaticity coordinate system.

[0116] The chromaticity, efficiency, and lifespan of the organic EL element are measured by the method described in the examples.

[0117] A compound according to one aspect of the present invention includes a structure in which a benzonaphthofuranyl group (Ar2) represented by formula (1A), (1B), or (1C) is bonded to the 12th position of the benzanthracene skeleton via a single bond, and it is believed that the above effect can be obtained by adopting such a structure.

[0118] Although the reason for the above effect is not entirely clear, it is thought that the binding of the benzonaphthofuran skeleton to the 12th position of the benzanthracene skeleton at a specific bonding position (see formulas (1A), (1B), and (1C)) causes the two skeletons to twist sterically, resulting in a bulky shape, which suppresses intermolecular interactions and leads to the above effect.

[0119] In one embodiment, R1~R 10 This is a hydrogen atom.

[0120] In equation (1), n1 is an integer between 0 and 3. If n1 is 0, (L1) n1This is a single bond, and Ar1 directly bonds to the benzanthracene skeleton. When n1 is 1, Ar1 and the benzanthracene skeleton are bonded via L1. When n1 is 2 or 3, the 2 or 3 L1s are connected in series. In this case, Ar1 and the benzanthracene skeleton are bonded to the L1s that are furthest apart from each other among the L1s connected in series.

[0121] In one embodiment, n1 is 0, 1, or 2. In one embodiment, n1 is 0 or 1. In one embodiment, n1 is 0.

[0122] In one embodiment, L1 is a single bond, an unsubstituted phenylene group, or an unsubstituted naphthylene group. In one embodiment, L1 is a single bond.

[0123] In one embodiment, Ar1 is an unsubstituted phenyl group, an unsubstituted biphenyl group, or an unsubstituted naphthyl group.

[0124] In one embodiment, R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 Two or more adjacent pairs of these pairs cannot be combined with each other.

[0125] In one embodiment, R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms.

[0126] In one embodiment, RA11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 Each of them operates independently. Hydrogen atom, or These are substituted or unsubstituted ring-forming aryl groups with 6 to 18 carbon atoms.

[0127] In one embodiment, R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 These are, independently, a hydrogen atom, an unsubstituted phenyl group, an unsubstituted biphenyl group, or an unsubstituted naphthyl group.

[0128] In one embodiment, R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 This is a hydrogen atom.

[0129] In one embodiment, R A15 , R A18 , R B17 , or R C12 This is substituent Q.

[0130] In one embodiment, the substituent Q is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. In one embodiment, substituent Q is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. In one embodiment, substituent Q is a substituted or unsubstituted ring-forming aryl group having 6 to 18 carbon atoms. In one embodiment, the substituent Q is an unsubstituted phenyl group, an unsubstituted biphenyl group, or an unsubstituted naphthyl group.

[0131] In one embodiment, the compound represented by formula (1) is represented by the following formulas (1-1), (1-2), or (1-3). [ka] [In equations (1-1) to (1-3), R1 to R 10 Ar1, R A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 This is as defined in equation (1) above.

[0132] In one embodiment, the compound represented by formula (1) is represented by any of the following formulas (1-11) to (1-31). [ka] [In equations (1-11) to (1-31), Ar1, R A12 ~R A13 , R A15 ~R A18 , R B12 ~R B17 , R C12 ~R C13 , and R C16 ~R C19 This is as defined in equation (1) above.

[0133] In one embodiment, the compound represented by formula (1) is represented by the following formulas (1-11) or (1-21). [ka] [In equations (1-11) to (1-21), Ar1, R A12 ~R A13 , R A15 ~R A18 , and R B12 ~R B17 This is as defined in equation (1) above.

[0134] In one embodiment, the compound represented by formula (1) has at least one deuterium atom.

[0135] In one embodiment, hydrogen atoms R1~R 10 At least one of them is a deuterium atom. In one embodiment, R1~R 10 It is a deuterium atom.

[0136] In one embodiment, R1~R 10 It is a light hydrogen atom.

[0137] In one embodiment, Ar1 has at least one deuterium atom. In one embodiment, all the hydrogen atoms in Ar1 are deuterium atoms. In one embodiment, all of the hydrogen atoms in Ar1 are light hydrogen atoms.

[0138] In one embodiment, Ar2 has at least one deuterium atom. In one embodiment, all the hydrogen atoms in Ar2 are deuterium atoms. In one embodiment, all of the hydrogen atoms in Ar2 are light hydrogen atoms.

[0139] In one embodiment, R is a hydrogen atom. A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 At least one of them is a light hydrogen atom. In one embodiment, R is a hydrogen atom. A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 It is a light hydrogen atom.

[0140] In one embodiment, R is a hydrogen atom. A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19At least one of them is a deuterium atom. In one embodiment, R is a hydrogen atom. A11 ~R A19 , R B11 ~R B19 , and R C11 ~R C19 It is a deuterium atom.

[0141] In one embodiment, substituent Q has at least one deuterium atom. In one embodiment, all hydrogen atoms in substituent Q are deuterium atoms.

[0142] In this specification, a compound or group is said to "have a deuterium atom" to mean that, among the hydrogen atoms of the compound or group, at least one hydrogen atom has a proportion of deuterium atoms greater than the natural abundance of deuterium atoms relative to the sum of light hydrogen atoms.

[0143] In this specification, a specific hydrogen atom (or a hydrogen atom R) x (where X is an integer to identify the substituent) is said to be a "deuterium atom" to mean that in that hydrogen atom, the proportion of deuterium atoms to the sum of light hydrogen atoms is greater than the natural abundance. Nuclear magnetic resonance (NMRI) can confirm that the proportion of deuterium atoms is higher than its natural abundance relative to the total number of light hydrogen atoms.

[0144] In this specification, a specific hydrogen atom (or a hydrogen atom R) x (X represents a number or symbol used to identify the substituent) is considered a "practic hydrogen atom" if, in that hydrogen atom, the proportion of deuterium atoms to the total of practic hydrogen atoms is less than or equal to the natural abundance. Nuclear magnetic resonance (NMU) testing can confirm that the proportion of deuterium atoms relative to the total number of light hydrogen atoms is below its natural abundance.

[0145] In one embodiment, the substituent in formula (1) when referring to "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 50 carbon atoms, Alkenyl groups with 2 to 50 carbon atoms, Alkynyl groups with 2 to 50 carbon atoms, Cycloalkyl groups with 3 to 50 carbon atoms forming the ring, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A ring-forming aryl group with 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms. R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms.

[0146] In one embodiment, the substituent in formula (1) when referring to "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 50 carbon atoms, A ring-forming aryl group with 6 to 50 carbon atoms, and Heterocyclic groups with 5 to 50 ring-forming atoms A group selected from the group consisting of,

[0147] In one embodiment, the substituent in formula (1) when referring to "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 18 carbon atoms, Ring-forming aryl groups with 6 to 18 carbon atoms, and Heterocyclic groups with 5 to 18 ring-forming atoms It is a group selected from the group consisting of the following.

[0148] Compounds according to one aspect of the present invention can be synthesized by following the examples and using known alternative reactions or starting materials suited to the target product.

[0149] The following are specific examples of compounds according to one aspect of the present invention, but these are merely illustrative examples, and the compounds according to one aspect of the present invention are not limited to the following examples.

[0150] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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[0151] [Materials for organic electroluminescent devices] A compound according to one aspect of the present invention is useful as a material for organic EL devices, and for example, is useful as a material used in the light-emitting layer of an organic EL device.

[0152] [Organic EL element] An organic EL element according to one aspect of the present invention will be described. An organic EL element according to one aspect of the present invention comprises a cathode, an anode, and one or more organic layers disposed between the cathode and the anode, wherein at least one of the organic layers contains a compound according to one aspect of the present invention (a compound represented by formula (1)).

[0153] An organic EL element according to one aspect of the present invention can improve performance by having the above configuration.

[0154] In one embodiment, the system includes an anode, a light-emitting layer, and a cathode in that order, and at least one organic layer in the light-emitting layer contains a compound according to one aspect of the present invention.

[0155] In one embodiment, the light-emitting layer includes a first layer and a second layer from the anode side, and the first layer contains a compound according to one aspect of the present invention.

[0156] In one embodiment, the organic EL element according to one aspect of the present invention further comprises a light-emitting layer containing a compound represented by any of the following formulas (D11) to (D41). [ka]

[0157] Equations (D11) to (D41) will be discussed later.

[0158] (The compound represented by formula (D11)) The compound represented by formula (D11) will be explained. [ka] [In formula (D11), The three Zs are each independent of CR a Or it is a nitrogen atom. Rings A1 and A2 are independent of each other. A substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, or It is a heterocycle with 5 to 50 ring-forming atoms, either substituted or unsubstituted. R a If multiple R a Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. nD11 and nD12 are independently 0, 1, 2, 3, or 4. Rb If multiple R b Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. R c If multiple R c Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. R that does not form the monoring and the fused ring a , R b , and R c Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 This is as defined in equation (1) above.

[0159] The "aromatic hydrocarbon rings" of rings A1 and A2 have the same structure as the compounds in which a hydrogen atom is introduced into the "aryl group with 6 to 50 carbon atoms forming the ring" mentioned above. The "aromatic hydrocarbon rings" of rings A1 and A2 include two carbon atoms on the central condensed biring structure of formula (D11) as ring-forming atoms. Specific examples of "substituted or unsubstituted ring-forming aromatic hydrocarbon rings with 6 to 50 carbon atoms" include compounds in which a hydrogen atom has been introduced to the "substituted or unsubstituted aryl group" described in specific example group G1.

[0160] The heterocyclic rings of the A1 and A2 rings have the same structure as the compounds in which hydrogen atoms are introduced into the heterocyclic groups with 5 to 50 ring-forming atoms, as described above. The "heterocyclic rings" of the A1 and A2 rings include two carbon atoms on the fused bicyclic structure in the center of formula (D11) as ring-forming atoms. Specific examples of "heterocyclic rings with 5 to 50 substituted or unsubstituted ring-forming atoms" include compounds in which hydrogen atoms have been introduced into the "substituted or unsubstituted heterocyclic groups" described in specific example group G2.

[0161] Rb is bonded to either one of the carbon atoms forming an aromatic hydrocarbon ring as an A1 ring, or to any of the atoms forming a heterocycle as an A1 ring.

[0162] Rc is bonded to either one of the carbon atoms forming an aromatic hydrocarbon ring as an A2 ring, or to any of the atoms forming a heterocycle as an A2 ring.

[0163] In one embodiment, at least one of Ra, Rb, and Rc is a group represented by the following formula (D11a). In one embodiment, at least two of Ra, Rb, and Rc are groups represented by the following formula (D11a).

[0164] [ka] [In formula (D11a), L D101 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or It is a divalent heterocyclic group with 5 to 30 substituted or unsubstituted ring-forming atoms. Ar D101 teeth, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, or This is the group represented by the following formula (D11b). [ka] (In equation (D11b), L D102 and L D103 Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or It is a divalent heterocyclic group with 5 to 30 substituted or unsubstituted ring-forming atoms. Ar D102 and Ar D103 The group consisting of is They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. Ar that does not form the monoring or fused ring. D102 and Ar D103 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0165] The following are specific examples of compounds represented by formula (D11), but these are merely examples, and the compounds represented by formula (D11) are not limited to the examples below.

[0166] [ka]

[0167] (The compound represented by formula (D21)) The compound represented by formula (D21) will be explained. [ka] [In formula (D21), R D201 and R D202 , R D202 and R D203 , and R D203 and R D204 At least one pair of these groups combines with each other to form a divalent group represented by the following formula (D22). R D205 and R D206 , R D206 and R D207 , and R D207 and R D208 At least one pair of these groups combines with each other to form a divalent group represented by the following formula (D23). [ka] (R D211 ~R D214 , and R that does not form a divalent group as shown in formula (D22) D201 ~R D204 At least one of these is a monovalent group represented by the following formula (D24). R D221 ~R D224 , and R that does not form a divalent group as shown in formula (D23) D205 ~R D208 At least one of these is a monovalent group represented by the following formula (D24). X D2 is an oxygen atom, a sulfur atom, or NR D209 That is the case. R does not form a divalent group represented by formulas (D22) and (D23), and is not a monovalent group represented by formula (D24). D201 ~R D208 , R which is not a monovalent group represented by the above formula (D24) D211 ~R D214 and RD221 ~R D224 , and R D209 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. [ka] (In formula (D24), Ar D201 and Ar D202 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L D201 ~L D203 Each of them operates independently. single bond, Substituted or unsubstituted ring-forming arylene groups with 6 to 30 carbon atoms, A substituted or unsubstituted divalent heterocyclic group with 5 to 30 ring-forming atoms, or It is a divalent linking group formed by the bonding of 2 to 4 groups selected from the group consisting of substituted or unsubstituted arylene groups with 6 to 30 ring-forming carbon atoms and substituted or unsubstituted divalent heterocyclic groups with 5 to 30 ring-forming atoms. * indicates the bond position with the ring structure represented by formula (D21), or the group represented by formula (D22) or formula (D23). R 901 ~R 907 This is as defined in equation (1) above.

[0168] In formula (D21), the positions in which the divalent group shown in formula (D22) and the divalent group shown in formula (D23) are formed are not particularly limited, R D201 ~R D208 The group can be formed at any possible location.

[0169] Compounds represented by formula (D21) include those listed in International Publication No. 2014 / 104144, as well as, for example, the compounds shown below. However, these are merely examples, and compounds represented by formula (21) are not limited to the examples listed below.

[0170] [ka]

[0171] (The compound represented by formula (D31)) The compound represented by formula (D31) will be explained. [ka] [In formula (D31), R D301 ~R D307 and R D311 ~R D317 One or more adjacent pairs of these elements either bond to each other to form a substituted or unsubstituted monoring, bond to each other to form a substituted or unsubstituted fused ring, or do not bond to each other. R that does not form the monoring and the fused ring D301 ~RD307 and R D311 ~R D317 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R D321 and R D322 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 This is as defined in equation (1) above.

[0172] "R D301 ~R D307 and R D311 ~R D317 A set of two or more adjacent elements is, for example, R D301 and R D302 A group consisting of R D302 and R D303 A group consisting of R D303 and R D304 A group consisting of R D305 and R D306 A group consisting of R D306 and R D307 A group consisting of R D301 and R D302 and R D303 This is a combination of sets and other elements.

[0173] In one embodiment, R D301 ~R D307 and R D311 ~R D317 At least one of them is -N(R 906 )(R 907 ) In one embodiment, R D301 ~R D307 and R D311 ~R D317 The two are -N(R 906 )(R 907 )

[0174] In one embodiment, R D301 ~R D307 and R D311 ~R D317 Each of them operates independently. hydrogen atom, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms.

[0175] The following are specific examples of compounds represented by formula (D31), but these are merely examples, and the compounds represented by formula (D31) are not limited to the examples listed below.

[0176] [ka] [ka]

[0177] (Compound represented by formula (D41)) This section describes the compound represented by formula (D41). [ka] [In formula (D41), Rings a, b, and c are each independent of the others. A substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, or It is a heterocycle with 5 to 50 ring-forming atoms, either substituted or unsubstituted. R D401 and R D402 Each of these rings independently bonds with the a, b, or c ring to form a substituted or unsubstituted heterocycle, or does not bond with them. R that does not form the aforementioned hetero ring D401 and R D402 Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms.

[0178] The a, b, and c rings are rings that condense into the central condensed biring structure of formula (D41), which consists of a B atom and two N atoms (substituted or unsubstituted aromatic hydrocarbon rings with 6 to 50 ring-forming carbon atoms, or substituted or unsubstituted heterocycles with 5 to 50 ring-forming atoms).

[0179] The "aromatic hydrocarbon rings" of rings a, b, and c have the same structure as the compounds in which a hydrogen atom is introduced into the "aryl group" described above. The "aromatic hydrocarbon ring" of ring a contains three carbon atoms on the fused biring structure in the center of formula (D41) as ring-forming atoms. The "aromatic hydrocarbon rings" of rings b and c contain two carbon atoms on the fused biring structure in the center of formula (D41) as ring-forming atoms. Specific examples of "substituted or unsubstituted aromatic hydrocarbon rings with 6 to 50 ring-forming carbon atoms" include compounds in which a hydrogen atom is introduced into the "aryl group" described in specific example group G1. The heterocycles of rings a, b, and c have the same structure as compounds in which hydrogen atoms are introduced into the heterocyclic group described above. The heterocycle of ring a contains three carbon atoms on the fused bicyclic structure in the center of formula (D41) as ring-forming atoms. The heterocycles of rings b and c contain two carbon atoms on the fused bicyclic structure in the center of formula (D41) as ring-forming atoms. Specific examples of heterocycles with 5 to 50 substituted or unsubstituted ring-forming atoms include compounds in which hydrogen atoms are introduced into the heterocyclic group described in specific example group G2.

[0180] R D401 and R D402 Each of these may independently bond with an a-ring, a-ring, or a-ring to form a substituted or unsubstituted heterocycle. In this case, the heterocycle will contain a nitrogen atom on the central fused bi-ring structure of formula (D41). In this case, the heterocycle may also contain heteroatoms other than nitrogen. D401 and R D402 Specifically, when it is said that it bonds with ring a, ring b, or ring c, it means that it bonds with an atom constituting ring a, ring b, or ring c and R D401 and R D402 This means that the atoms that make up the compound are bonded together. For example, R D401 It binds to the a ring, R D401A nitrogen-containing heterocycle of two-ring condensation (or three-ring condensation or more) may be formed by the condensation of a ring containing a nitrogen ring with an a-ring. Specific examples of such nitrogen-containing heterocycles include compounds from specific example group G2 that correspond to two-ring condensation or more heterocyclic groups containing nitrogen. R D401 When it bonds with the b ring, R D402 When it bonds with the a ring, and R D402 The same applies when it is bonded to a c-ring.

[0181] In one embodiment, the a-ring, b-ring, and c-ring in formula (D41) are each independently substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring-forming carbon atoms. In one embodiment, the a-ring, b-ring, and c-ring in formula (D41) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

[0182] In one embodiment, R in formula (D41) D401 and R D402 Each of these is independently a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms, preferably a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms.

[0183] In one embodiment, the compound represented by formula (D41) is the compound represented by the following formula (D42). [ka] (In equation (D42), R D401A R D411 and R D421 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or it does not combine. D402A R D413 and R D414 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or it does not combine at all. R that does not form the aforementioned substituted or unsubstituted heteroalgebraD401A and R D402A Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R D411 ~R D421 Two or more adjacent pairs of these elements either bond to each other to form a substituted or unsubstituted saturated or unsaturated ring, or they do not bond to each other. R that does not form the aforementioned substituted or unsubstituted heterocycle or the aforementioned substituted or unsubstituted saturated or unsaturated ring D411 ~R D421 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907This is as defined in equation (1) above.

[0184] R in equation (D42) D401A and R D402A R in equation (D41) D401 and R D402 It is the corresponding base. For example, R D401A and R D411 These may bond to form a two-ring condensation (or three-ring condensation or more) nitrogen-containing heterocycle in which the ring containing these and the benzene ring corresponding to the a-ring are fused. Specific examples of such nitrogen-containing heterocycles include compounds from specific example group G2 that correspond to two-ring condensation or more heterocycle groups containing nitrogen. D401A and R D412 When they are joined, R D402A and R D413 When they are joined, and R D402A and R D414 The same applies when they are joined together.

[0185] R D411 ~R D421 Two or more adjacent pairs of these may combine to form a substituted or unsubstituted saturated or unsaturated ring. For example, R D411 and R D412 These rings may bond together to form a structure in which a benzene ring, indole ring, pyrrole ring, benzofuran ring, or benzothiophene ring is fused to the six-membered ring to which they are bonded. The resulting fused ring may be a naphthalene ring, carbazole ring, indole ring, dibenzofuran ring, or dibenzothiophene ring.

[0186] In one embodiment, R does not contribute to ring formation. D411 ~R D421 Each of these is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms.

[0187] In one embodiment, R does not contribute to ring formation. D411 ~R D421Each of these is independently a hydrogen atom, a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group with 5 to 50 ring-forming atoms.

[0188] In one embodiment, R does not contribute to ring formation. D411 ~R D421 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0189] In one embodiment, R does not contribute to ring formation. D411 ~R D421 Each is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R D411 ~R D421 At least one of these is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0190] In one embodiment, the compound represented by formula (D42) is the compound represented by the following formula (D43). [ka] (In formula (D43), R D431 R D446 It combines with R to form a substituted or unsubstituted heterocycle, or it does not combine. D433 R D447 It combines with R to form a substituted or unsubstituted heterocycle, or it does not combine. D434 R D451 It combines with R to form a substituted or unsubstituted heterocycle, or it does not combine. D441 R D442 It combines with other elements to form a substituted or unsubstituted heterocyclic ring, or it does not combine with other elements. R D431 ~R D451 Two or more adjacent pairs of these elements either bond to each other to form a substituted or unsubstituted saturated or unsaturated ring, or they do not bond to each other. R that does not form the aforementioned substituted or unsubstituted heterocycle or the aforementioned substituted or unsubstituted saturated or unsaturated ring D431 ~R D451 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 This is as defined in equation (1) above.

[0191] R D431 R D446 It may be combined with to form a substituted or unsubstituted heterocyclic ring. For example, R D431 and R D446 They combine, R D446 A nitrogen-containing heterocycle of three or more rings may be formed by the condensation of a benzene ring to which the nitrogen is bonded, a ring containing nitrogen, and a benzene ring corresponding to the a-ring. Specific examples of such nitrogen-containing heterocycles include compounds from specific example group G2 that correspond to three or more heterocyclic groups containing nitrogen. D433 and R D447 When they are joined, R D434 and R D451 When they are joined, and R D441 and R D442The same applies when they are joined together.

[0192] In one embodiment, R does not contribute to ring formation. D431 ~R D451 Each of these is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms.

[0193] In one embodiment, R does not contribute to ring formation. D431 ~R D451 Each of these is independently a hydrogen atom, a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group with 5 to 50 ring-forming atoms.

[0194] In one embodiment, R does not contribute to ring formation. D431 ~R D451 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0195] In one embodiment, R does not contribute to ring formation. D431 ~R D451 Each is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R D431 ~R D451 At least one of these is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0196] In one embodiment, the compound represented by formula (D43) is the compound represented by the following formula (D43A). [ka] (In formula (D43A), R D461 teeth, hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R D462 ~R D465 Each of them is independent, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, (These are substituted or unsubstituted aryl groups with 6 to 50 carbon atoms forming a ring.)

[0197] In one embodiment, R D461 ~R D465 Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[0198] In one embodiment, R D461 ~R D465 Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0199] In one embodiment, the compound represented by formula (D43) is the compound represented by the following formula (D43B). [ka] (In equation (D43B), R D471 and R D472 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 906 )(R 907 ), or These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R D473 ~R D475 Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 906 )(R 907 ), or These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R 906 and R 907 This is as defined in equation (1) above.

[0200] In one embodiment, the compound represented by formula (D43) is the compound represented by the following formula (D43B'). [ka] (In equation (D43B'), R D472 ~R D475 This is as defined in the above formula (D43B).

[0201] In one embodiment, R D471 ~R D475 At least one of them is Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 906 )(R 907), or These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms.

[0202] In one embodiment, R D472 teeth, hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, -N(R 906 )(R 907 ), or A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, R D471 and R D473 ~R D475 Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, -N(R 906 )(R 907 ), or These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms.

[0203] In one embodiment, the compound represented by formula (D43) is the compound represented by the following formula (D43C). [ka] (In equation (D43C), R D481 and R D482 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R D483 ~R D486 Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, (These are substituted or unsubstituted aryl groups with 6 to 50 carbon atoms forming a ring.)

[0204] In one embodiment, the compound represented by formula (D43) is the compound represented by the following formula (D43C'). [ka] (In equation (D43C'), R D483 ~R D486 This is as defined in the above formula (D43C).

[0205] In one embodiment, R D481 ~R D486 Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[0206] In one embodiment, R D481 ~R D486 These are, independently, substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms.

[0207] In one embodiment, the compound represented by formula (D41) is the compound represented by the following formula (D44). [ka] (In formula (D44), X D401 It is either O or S. R D401B R D487 and R D497 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or it does not combine. D402B R D489 and RD490 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or it does not combine at all. R that does not form the aforementioned substituted or unsubstituted heteroalgebra D401B and R D402B Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R D487 ~R D497 Two or more adjacent pairs of these elements either bond to each other to form a substituted or unsubstituted saturated or unsaturated ring, or they do not bond to each other. R that does not form the aforementioned substituted or unsubstituted heterocycle or the aforementioned substituted or unsubstituted saturated or unsaturated ring D487 ~R D497 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 This is as defined in equation (1) above.

[0208] In one embodiment, R D401B and R D402B Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[0209] In one embodiment, R D487 ~R D497 Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[0210] The compound represented by formula (D41) first has the a-ring, b-ring, and c-ring linked by a linking group (NR D401 Groups including NR D402 An intermediate can be prepared by linking the rings with a group containing (B) (first reaction), and the final product can be prepared by linking the a, b, and c rings with a linking group (a group containing B) (second reaction). In the first reaction, amination reactions such as the Bachbrutt-Hartwig reaction can be applied. In the second reaction, tandem hetero-Friedel-Crafts reactions can be applied.

[0211] The following are specific examples of compounds represented by formula (D41), but these are merely examples, and the compounds represented by formula (D41) are not limited to the examples listed below.

[0212] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0213] Furthermore, in addition to the compounds represented by formulas (D11), (D21), (D31), or (D41) described above, the light-emitting layer can also be made from the compounds shown below, for example.

[0214] [ka]

[0215] In one embodiment, the light-emitting layer contains a compound represented by formula (D31) or (D41) described above. In one embodiment, the light-emitting layer contains a compound represented by formula (D31) described above.

[0216] In one embodiment, an organic EL element according to one aspect of the present invention has a hole transport band between the anode and the light-emitting layer.

[0217] In one embodiment, an organic EL element according to one aspect of the present invention has an electron transport band between the cathode and the light-emitting layer.

[0218] A schematic configuration of an organic EL element according to one aspect of the present invention will be described with reference to Figure 1. An organic EL element 1 according to one embodiment of the present invention comprises a substrate 2, an anode 3, a light-emitting layer 5, a cathode 10, a hole transport band 4 between the anode 3 and the light-emitting layer 5, and an electron transport band 6 between the light-emitting layer 5 and the cathode 10.

[0219] A typical element configuration of the organic EL element of the present invention is an example of a structure in which the following structures are stacked on a substrate. (1) Anode / Emitting layer / Cathode (2) Anode / Hole transport zone / Emitting layer / Cathode (3) Anode / Emitting layer / Electron transport band / Cathode (4) Anode / Hole transport band / Emitting layer / Electron transport band / Cathode (The " / " indicates that each layer is stacked adjacent to another.)

[0220] The hole transport band is a collective term for one or more layers arranged between the anode and the light-emitting layer. The hole transport band may consist of, for example, layers called an electron blocking layer, a hole transport layer, and a hole injection layer, which will be described later, starting from the light-emitting layer side. It may be a laminated structure including all of these layers, or it may be a layer configuration of only some of these layers. Furthermore, two or more types of layers may be used for each of the above layers; for example, two types of hole transport layers with different compositions may be laminated. Each layer may be formed using only one type of material, or it may be formed using two or more types of materials in combination.

[0221] The electron transport band is a collective term for one or more layers placed between the cathode and the light-emitting layer. The electron transport band may consist of, for example, layers called a hole blocking layer, an exciton blocking layer, an electron transport layer, and an electron injection layer, starting from the light-emitting layer side, and may be a laminated structure including all of these layers, or a layer configuration including only some of these layers. Furthermore, two or more types of layers may be used for each of the above layers; for example, two electron transport layers with different compositions may be laminated. Each layer may be formed using only one type of material, or it may be formed using two or more types of materials in combination.

[0222] The following describes components that can be used in an organic EL element according to one aspect of the present invention, as well as materials that constitute each layer.

[0223] (Emitting layer) In one embodiment, the light-emitting layer includes a compound according to one aspect of the present invention (a compound represented by formula (1)).

[0224] In one embodiment, the light-emitting layer contains a compound according to one aspect of the present invention and a compound represented by any of the above formulas (D11) to (D41). In one embodiment, the light-emitting layer contains a compound according to one aspect of the present invention as a host material (sometimes referred to as a matrix material). In one embodiment, the light-emitting layer further includes a dopant material. In one embodiment, the light-emitting layer includes a compound represented by any of the above formulas (D11) to (D41) as a dopant material (which may also be referred to as a guest material, emitter, or light-emitting material).

[0225] In one embodiment, the light-emitting layer contains a dopant material in an amount exceeding 1.1% by mass, but at least 1.2% by mass, or at least 1.5% by mass, of the total mass of the light-emitting layer. In one embodiment, the light-emitting layer contains a dopant material in an amount of 10% by mass or less, 7% by mass or less, or 5% by mass or less of the total mass of the light-emitting layer.

[0226] In one embodiment, the light-emitting layer contains a host material in an amount of 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of the total mass of the light-emitting layer. In one embodiment, the light-emitting layer contains a host material in an amount of 99% by mass or less of the total mass of the light-emitting layer.

[0227] The light-emitting layer may contain materials other than the host material and the dopant material.

[0228] In one embodiment, the light-emitting layer consists only of a host material and a dopant material, or substantially only of a host material and a dopant material. In the latter case, it may contain unavoidable impurities. In one embodiment, the light-emitting layer consists of a host material and a dopant material in amounts of 80% or more by mass, 85% or more by mass, 90% or more by mass, 95% or more by mass, 99% or more by mass, 99.5% or more by mass, 99.9% or more by mass, 99.99% or more by mass, or 100% by mass.

[0229] The light-emitting layer may contain only one type of host material, or two or more types. The light-emitting layer may contain only one type of dopant material, or two or more types.

[0230] The light-emitting layer is a layer containing a highly luminescent substance, and various materials can be used. For example, as a highly luminescent substance, in addition to compounds represented by any of the above formulas (D11) to (D41), fluorescent compounds that emit fluorescence and phosphorescent compounds that emit phosphorescence can be used. Fluorescent compounds are compounds that can emit light from a singlet excited state, and phosphorescent compounds are compounds that can emit light from a triplet excited state. As blue fluorescent materials that can be used in the light-emitting layer, pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluorantene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc., can be used. As green fluorescent materials that can be used in the light-emitting layer, aromatic amine derivatives, etc., can be used. As red fluorescent materials that can be used in the light-emitting layer, tetracene derivatives, diamine derivatives, etc., can be used. Metal complexes such as iridium complexes, osmium complexes, and platinum complexes are used as blue phosphorescent materials that can be used in the light-emitting layer. Iridium complexes and the like are used as green phosphorescent materials that can be used in the light-emitting layer. Metal complexes such as iridium complexes, platinum complexes, terbium complexes, and europium complexes are used as red phosphorescent materials that can be used in the light-emitting layer.

[0231] The light-emitting layer may be configured by dispersing the highly luminescent substance (guest material) described above in another substance (host material). In addition to the material used in the present invention described above (compound according to one aspect of the present invention), various other materials can be used as the material for dispersing the highly luminescent substance. It is preferable to use a material that has a lower least unoccupied orbital level (LUMO level) and a lower highest occupied orbital level (HOMO level) than the highly luminescent substance. The following materials are used as host materials for dispersing highly luminescent substances: 1) metal complexes such as aluminum complexes, beryllium complexes, or zinc complexes; 2) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, or phenanthroline derivatives; 3) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, or chrysene derivatives; and 4) aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives. Furthermore, a compound exhibiting delayed fluorescence (thermally activated delayed fluorescence) can also be used as the host material. It is also preferable that the light-emitting layer includes the material used in the present invention as described above, and a delayed-fluorescence host compound. The light-emitting layer may or may not contain the other substances described above, in addition to the materials used in the present invention as described above.

[0232] (Second layer) In one embodiment, the light-emitting layer includes a first layer containing a compound according to one aspect of the present invention (a compound represented by formula (1)) and a second layer containing at least one compound different from the first layer. For the first layer, the same principles described above for the light-emitting layer can be applied.

[0233] In one embodiment, the second layer includes a host material (second host material). As the host material, any of the substances listed above as the host material for the light-emitting layer can be used. In one embodiment, the second host material is a different compound from the host material contained in the first layer (the first host material). Furthermore, a compound exhibiting delayed fluorescence (thermally activated delayed fluorescence) can be used as the host material. The second layer may also include a compound according to one embodiment of the present invention described above, and a delayed fluorescence host compound.

[0234] In one embodiment, the second layer further includes a dopant material (second dopant material). As the dopant material, any of the substances listed above as dopant materials for the light-emitting layer can be used. In one embodiment, the second dopant material is a compound represented by any of the above formulas (D11) to (D41). In one embodiment, the second dopant material is a different compound from the dopant material (first dopant material) contained in the first layer. In one embodiment, the second dopant material is the same compound as the first dopant material.

[0235] In one embodiment, the second layer contains a dopant material in an amount exceeding 1.1% by mass of the total mass of the second layer, but at least 1.2% by mass or at least 1.5% by mass. In one embodiment, the second layer contains a dopant material in an amount of 10% by mass or less, 7% by mass or less, or 5% by mass or less of the total mass of the second layer.

[0236] In one embodiment, the second layer contains a host material in an amount of 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of the total mass of the second layer. In one embodiment, the second layer contains a host material in an amount of 99% by mass or less of the total mass of the second layer.

[0237] The second layer may contain materials other than the host material and the dopant material.

[0238] In one embodiment, the second layer consists only of a host material and a dopant material, or substantially only of a host material and a dopant material. In the latter case, it may contain unavoidable impurities. In one embodiment, the second layer consists of a host material and a dopant material in amounts of 80% by mass or more, 85% by mass or more, 90% by mass or more, 95% by mass or more, 99% by mass or more, 99.5% by mass or more, 99.9% by mass or more, 99.99% by mass or more, or 100% by mass.

[0239] The second layer may contain only one type of host material, or two or more types. The second layer may contain only one type of dopant material, or two or more types.

[0240] The second layer may be a fluorescent emissive layer or a phosphorescent emissive layer. In one embodiment, the second layer is a fluorescent light-emitting layer.

[0241] (substrate) The substrate is used as a support for the light-emitting element. Examples of substrates 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 include plastic substrates made of polycarbonate or polyvinyl chloride.

[0242] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or more). Specifically, 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), or nitrides of metallic materials (e.g., titanium nitride).

[0243] (Hole injection layer) The hole injection layer is a layer containing a material with high hole injection properties. Suitable materials with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, aromatic amine compounds, or polymer compounds (oligomers, dendrimers, polymers, etc.).

[0244] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. Aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc., can be used for the hole transport layer. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used. However, other substances may be used as long as they have higher hole transport properties than electron transport properties. Furthermore, the layer containing the substance with high hole transport properties may be a single layer, or it may be a layer of two or more layers made of the above substances stacked together.

[0245] (Electron blocking layer, hole blocking layer, exciton blocking layer) An electron blocking layer, a hole blocking layer, an exciton (triplet) blocking layer, etc., may be provided adjacent to the light-emitting layer. An electron blocking layer is a layer that prevents electrons from leaking from the light-emitting layer to the hole transport layer. A hole blocking layer is a layer that prevents holes from leaking from the light-emitting layer to the electron transport layer. An exciton blocking layer is a layer that prevents excitons generated in the light-emitting layer from diffusing to adjacent layers, thereby confining the excitons within the light-emitting layer.

[0246] (electron transport layer) The electron transport layer is a layer containing a material with high electron transport properties. The electron transport layer can contain: 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.

[0247] (electron injection layer) The electron injection layer is a layer containing a material with high electron injection potential. The electron injection layer may contain metal complex compounds such as lithium (Li), ytterbium (Yb), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and 8-hydroxyquinolinolatolithium (Liq), as well as lithium oxide (LiO2). x Alkali metals, alkaline earth metals, or compounds thereof can be used.

[0248] (cathode) For the cathode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof with a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table, namely 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 (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these.

[0249] In an organic EL element according to one aspect of the present invention, the thickness of each layer is not particularly limited, but generally, in order to suppress defects such as pinholes, keep the applied voltage low, and improve luminous efficiency, a range of several nm to 1 μm is usually preferred.

[0250] In an organic EL element according to one aspect of the present invention, the method of forming each layer is not particularly limited. Conventional known formation methods such as vacuum deposition and spin coating can be used. Each layer, such as the light-emitting layer, can be formed by known methods such as vacuum deposition, molecular beam deposition (MBE), or coating methods such as dipping with a solution dissolved in a solvent, spin coating, casting, bar coating, and roll coating.

[0251] [Electronic equipment] An electronic device according to one aspect of the present invention is characterized by comprising an organic EL element according to one aspect of the present invention. Specific examples of electronic devices include display components such as organic EL panel modules, display devices such as televisions, mobile phones, or personal computers, and light-emitting devices such as lighting or vehicle lights. [Examples]

[0252] <Compound> The compounds represented by formula (1) used in the manufacture of the organic EL elements in Examples 1 to 12 are shown below. [ka] [ka]

[0253] The comparative compounds used in the manufacture of the organic EL elements of Comparative Examples 1-4 and 6-8 are shown below. [ka] [ka]

[0254] The structures of other compounds used in the production of the organic EL elements in Examples 1-12 and Comparative Examples 1-8 are shown below. [ka] [ka]

[0255] Example 1 <Fabrication of Organic EL Devices> The organic EL elements were fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with a 25mm x 75mm x 1.1mm thick ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO film thickness was set to 130 nm. After cleaning, the glass substrate with the transparent electrode was mounted in the substrate holder of the vacuum deposition apparatus. First, compound HA was deposited on the side where the transparent electrode was formed, covering the transparent electrode, to create a hole injection layer with a thickness of 5 nm. Compound HT-1 was deposited onto the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Compound HT-2 was deposited on the first hole transport layer to form a second hole transport layer with a thickness of 10 nm. BH1-1 (first host material) and compound BD-1 (first dopant material) were co-deposited onto the second hole transport layer such that the proportion of compound BD-1 was 2% by mass, thereby forming a first light-emitting layer with a thickness of 5 nm. Compound BH-2 (second host material) and compound BD-1 (second dopant material) were co-deposited onto the first light-emitting layer such that the proportion of compound BD-1 was 2% by mass, thereby forming a second light-emitting layer with a thickness of 20 nm. Compound ET-1 was deposited on the second light-emitting layer to form a first electron transport layer with a thickness of 10 nm. Compound ET-2 was deposited onto the first electron transport layer to form a second electron transport layer with a thickness of 15 nm. LiF was deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm. A cathode with a thickness of 80 nm was formed by depositing metallic aluminum onto the electron injection layer.

[0256] The element configuration of the organic EL element in Example 1 is schematically shown below. ITO(130) / HA(5) / HT-1(80) / HT-2(10) / BH1-1:BD-1(5:2%) / BH-2:BD-1(20:2%) / ET-1(10) / ET-2(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (in nm). The percentages in parentheses indicate the proportion (by mass) of the latter compound in that layer.

[0257] <Evaluation of Organic EL Devices> ·Chromaticity The fabricated organic EL element has a current density of 10.00 mA / cm². 2 The CIE1931 chromaticity coordinates (x,y) were measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage was applied to the element in such a manner. The results are shown in Table 1. • External quantum efficiency (EQE) Current density is 10 mA / cm² 2 A voltage was applied to the organic EL element in such a manner, and the EL emission spectrum was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). • Element life At room temperature, the current density is 50 mA / cm². 2 A voltage was applied to the organic EL element in such a manner that the time (LT95 (unit: h)) until the brightness reached 95% of the initial brightness was measured.

[0258] Examples 2-6 In the formation of the first light-emitting layer, an organic EL element was fabricated and evaluated using the same method as in Example 1, except that the compounds shown in Table 1 were used as the first host material instead of BH1-1. The results are shown in Table 1.

[0259] Comparative Examples 1-4 In the formation of the first light-emitting layer, an organic EL element was fabricated and evaluated using the same method as in Example 1, except that the compounds shown in Table 1 were used as the first host material instead of BH1-1. The results are shown in Table 1.

[0260] Comparative Example 5 In forming the light-emitting layer, instead of the first and second light-emitting layers, BH-2 (host material) and compound BD-1 (dopant material) were co-deposited onto the second hole transport layer such that the proportion of compound BD-1 was 2% by mass, and a single light-emitting layer with a thickness of 25 nm was formed. Otherwise, an organic EL device was fabricated and evaluated using the same method as in Example 1. The results are shown in Table 1.

[0261] The element configuration of the organic EL element in Comparative Example 5 is shown in a simplified form as follows. ITO(130) / HA(5) / HT-1(80) / HT-2(10) / BH-2:BD-1(25:2%) / ET-1(10) / ET-2(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (in nm). The percentages in parentheses indicate the proportion (by mass) of the latter compound in that layer.

[0262] [Table 1]

[0263] In Table 1, the numbers in parentheses in the "Composition of the Light-Emitting Layer" column represent the film thickness (in nm). The percentages in parentheses indicate the proportion (by mass) of the latter compound in that layer.

[0264] Table 1 shows that the elements of Examples 1 to 6, which use the compound according to one embodiment of the present invention, have a longer lifespan while having the same level of chromaticity and efficiency as or better than the elements of Comparative Examples 1 to 4. Furthermore, it can be seen that the elements of Examples 1 to 6 using the compound according to one embodiment of the present application exhibited high efficiency and an equivalent or better lifespan while maintaining a similar level of chromaticity compared to the element of Comparative Example 5 having a single light-emitting layer.

[0265] Example 7 <Fabrication of Organic EL Devices> The organic EL elements were fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with a 25mm x 75mm x 1.1mm thick ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO film thickness was set to 130 nm. After cleaning, the glass substrate with the transparent electrode was mounted in the substrate holder of the vacuum deposition apparatus. First, compound HT-3 and compound HI-1 were co-deposited onto the side where the transparent electrode was formed, covering the transparent electrode, with compound HI-1 accounting for 3% by mass, thereby forming a hole injection layer with a thickness of 10 nm. Compound HT-3 was deposited onto the hole injection layer to form a first hole transport layer with a thickness of 85 nm. Compound HT-4 was deposited on the first hole transport layer to form a second hole transport layer with a thickness of 5 nm. BH1-3 (first host material) and compound BD-2 (first dopant material) were co-deposited onto the second hole transport layer such that the proportion of compound BD-2 was 2% by mass, thereby forming a first light-emitting layer with a thickness of 5 nm. Compound BH-3 (second host material) and compound BD-2 (second dopant material) were co-deposited onto the first light-emitting layer, with compound BD-2 accounting for 2% by mass, to form a second light-emitting layer with a thickness of 14 nm. Compound ET-3 was deposited on the second light-emitting layer to form a first electron transport layer with a thickness of 5 nm. Compound ET-4 and Liq were co-deposited onto the first electron transport layer so that the proportion of Liq was 50% by mass, forming a second electron transport layer with a thickness of 31 nm. Liq was deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm. A cathode with a thickness of 80 nm was formed by depositing metallic aluminum onto the electron injection layer.

[0266] The element configuration of the organic EL element in Example 7 is schematically shown below. ITO(130) / HT-3:HI-1(10:3%) / HT-3(85) / HT-4(5) / BH1-3:BD-2(5:2%) / BH-3:BD-2(14:2%) / ET-3(5) / ET-4:Liq(31:50%) / Liq(1) / Al(80) The numbers in parentheses represent the film thickness (in nm). The percentages in parentheses indicate the proportion (by mass) of the latter compound in that layer.

[0267] <Evaluation of Organic EL Devices> • Chromaticity, external quantum efficiency (EQE) The chromaticity and external quantum efficiency (EQE) of the fabricated organic EL elements were evaluated using the same method as in Example 1. The results are shown in Table 2. • Element life At room temperature, the current density is 30 mA / cm². 2 A voltage was applied to the organic EL element to achieve the desired result, and the time (LT95 (unit: h)) until the brightness reached 95% of the initial brightness was measured. The results are shown in Table 2.

[0268] Examples 8-12 In the formation of the first light-emitting layer, an organic EL device was fabricated and evaluated using the same method as in Example 7, except that the compounds shown in Table 2 were used as the first host material instead of BH1-3. The results are shown in Table 2.

[0269] Comparative Examples 6-8 In the formation of the first light-emitting layer, an organic EL device was fabricated and evaluated using the same method as in Example 7, except that the compounds shown in Table 2 were used as the first host material instead of BH1-3. The results are shown in Table 2.

[0270] [Table 2]

[0271] Table 2 shows that the elements of Examples 7 to 12, which use the compound according to one embodiment of the present application, exhibited higher efficiency and a longer lifespan while having a similar chromaticity to the element of Comparative Example 6. Furthermore, it can be seen that the elements of Examples 7 to 12, which use the compound according to one embodiment of the present application, exhibit superior chromaticity, higher efficiency, and a longer lifespan compared to the elements of Comparative Examples 7 and 8.

[0272] <Synthesis of Compounds> (Synthesis Example 1) Synthesis of BH1-1 BH1-1 was synthesized using the following synthesis route. [ka] Intermediate M-1 (1.75 g), intermediate M-2 (2.75 g), PdCl2(Amphos)3 (0.16 g), and sodium carbonate (0.97 g) were placed in a reaction vessel. After purging the reaction vessel with argon gas, 1,2-dimethoxyethane (DME, 15 mL) and water (7 mL) were added, and the mixture was heated and stirred at 75°C for 18 hours. After heating and stirring, the reaction solution was cooled, and the solvent was removed by distillation. The resulting crude product was purified by column chromatography using silica gel and activated alumina to obtain compound BH1-1 as a white solid (0.78 g, yield 33%). Mass spectrometry of the white solid revealed a molecular weight of 520.63 and a m / e ratio of 521, identifying the white solid as the target compound BH1-1.

[0273] (Synthesis Example 2) Synthesis of BH1-2 BH1-2 was synthesized using the following synthesis route. [ka] Compound BH1-2 was obtained as a white solid (0.45 g, yield 19%) by the same method as in Synthesis Example 1, using intermediate M-3 instead of intermediate M-2. Mass spectral analysis of this white solid revealed a molecular weight of 520.63 and an m / e ratio of 521, identifying the white solid as the target compound BH1-2.

[0274] (Synthesis Example 3) Synthesis of BH1-3 BH1-3 was synthesized using the following synthesis route. [ka] Intermediate M-3 (5.00 g), intermediate M-4 (5.80 g), tris(dibenzylideneacetone)dipalladium (0) (0.23 g), 2-dicyclohexylphosphin-2'-(N,N-dimethylamino)biphenyl (DavePhos, 0.40 g), and cesium carbonate (12.3 g) were placed in a reaction vessel. After purging the reaction vessel with argon gas, 1,4-dioxane (108 mL) and water (18 mL) were added, and the mixture was heated and stirred at 100°C for 6 hours. After heating and stirring, the reaction solution was cooled, and the solvent was removed by distillation. The resulting crude product was purified by column chromatography using silica gel and activated alumina to obtain compound BH1-3 as a white solid (5.03 g, yield 66%). Mass spectral analysis of the white solid revealed a molecular weight of 611.82 and a m / e ratio of 612, identifying the white solid as the target compound BH1-3.

[0275] (Synthesis Examples 4-12) Synthesis of BH1-4 to BH1-12 Compounds BH1-3 were synthesized in the same manner as in Synthesis Example 3, except that the intermediates in the synthesis example were changed as shown in Tables 3 and 4. [Table 3] [Table 4]

Claims

1. A compound represented by formula (1). 【Chemistry 185】 [In equation (1), R １ ~R １０ Each of these is independently either a hydrogen atom or a substituent Q. R １ ~R １０ Two or more adjacent pairs of these pairs cannot be combined with each other. n1 is an integer between 0 and 3. If n1 is 0, (L １ ) ｎ１ It is a single bond. If n1 is 2 or 3, multiple L １ They may be the same as or different from each other. L １ teeth, Single bond, or These are substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms. Ar １ is These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. Ar ２ This is a group represented by the following formulas (1A), (1B), or (1C). 【Chemistry 186】 In formulas (1A), (1B), and (1C), * represents a bond with the benzanthracene skeleton of formula (1). R Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ A set of two or more adjacent items is: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not combine with each other. R that does not form the monoring and the fused ring. Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ Each of these is independently either a hydrogen atom or a substituent Q. The substituent Q is Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, Halogen atom, cyano group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms.

2. R Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ The compound according to claim 1, wherein two or more adjacent pairs of these compounds are not bonded to each other.

3. L １ The compound according to claim 1 or 2, wherein the compound is a single bond, an unsubstituted phenylene group, or an unsubstituted naphthylene group.

4. Ar １ The compound according to any one of claims 1 to 3, wherein the compound is an unsubstituted phenyl group, an unsubstituted biphenyl group, or an unsubstituted naphthyl group.

5. R Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ The compound according to any one of claims 1 to 4, wherein each is independently a hydrogen atom, an unsubstituted phenyl group, an unsubstituted biphenyl group, or an unsubstituted naphthyl group.

6. R Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ The compound according to any one of claims 1 to 5, wherein the atom is a hydrogen atom.

7. R Ａ１５ , R Ａ１８ , R Ｂ１７ , or R Ｃ１２ The compound according to any one of claims 1 to 4, wherein substituent Q is present.

8. The compound according to claim 7, wherein the substituent Q is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

9. The compound according to claim 1, which is a compound represented by the following formula (1-1), (1-2), or (1-3). 【Chemistry 187】 [In equations (1-1) to (1-3), R １ ~R １０ Ar １ , R Ａ１１ ~R Ａ１９ , R Ｂ１１ ~R Ｂ１９ , and R Ｃ１１ ~R Ｃ１９ This is as defined in formula (1) above.

10. R １ ~R １０ The compound according to any one of claims 1 to 9, wherein the atom is a hydrogen atom.

11. The compound according to claim 1, which is a compound represented by any of the following formulas (1-11) to (1-31). 【Chemical Formula 188】 [In equations (1-11) to (1-31), Ar １ , R Ａ１２ ~R Ａ１３ , R Ａ１５ ~R Ａ１８ , R Ｂ１２ ~R Ｂ１７ , R Ｃ１２ ~R Ｃ１３ , and R Ｃ１６ ~R Ｃ１９ This is as defined in formula (1) above.

12. Cathode and, Anode and, One or more organic layers disposed between the cathode and the anode, It has, At least one of the organic layers contains the compound described in any one of claims 1 to 11. Organic electroluminescent element.

13. The organic electroluminescent element according to claim 12, comprising an anode, a light-emitting layer, and a cathode in that order, wherein at least one organic layer in the light-emitting layer contains the compound.

14. The organic electroluminescent element according to claim 13, wherein the light-emitting layer includes a first layer and a second layer from the anode side, and the first layer contains the compound.

15. An electronic device comprising an organic electroluminescent element according to any one of claims 12 to 14.

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