Compound, Organic Electroluminescence Element, and Electronic Device

Abstract

The present invention provides a compound that is represented by formula (1).

Description

Technical Field

[0001] The present invention relates to a compound, an organic electroluminescence device, and an electronic device.

Background Art

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

[0003] Conventional organic EL devices have not yet had sufficient device performance. Although the improvement of materials used in organic EL devices has been gradually advanced to enhance the device performance, further high performance is required.

[0004] Patent Documents 1 to 3 disclose using a deuterated anthracene host compound having a specific structure in the light-emitting layer of an organic EL device.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Patent Document 2

Patent Document 3

Summary of the Invention

[0006] An object of the present invention is to provide an organic EL device with a long lifespan.

[0007] As a result of intensive studies to achieve the above object, the present inventors have found that an organic EL device with a long lifespan can be obtained by using a compound having a specific structure, and thus completed the present invention. According to the present invention, the following compounds, organic electroluminescence elements, and electronic devices are provided. 1. A compound represented by the following formula (1).

Chemical formula

Chemical formula

[0008] According to the present invention, a long-life organic EL element can be provided.

Brief Description of Drawings

[0009]

Figure 1

Modes for Carrying Out the Invention

[0010] [Definitions] In this specification, the hydrogen atom includes isotopes having different numbers of neutrons, that is, protium, deuterium, and tritium.

[0011] In this specification, in a chemical structural formula, at a bondable position where symbols such as "R" and "D" representing a deuterium atom are not explicitly shown, it is assumed that a hydrogen atom, that is, a protium atom, a deuterium atom, or a tritium atom is bonded.

[0012] In this specification, the number of ring-forming carbon atoms refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (for example, monocyclic compounds, condensed ring compounds, bridged compounds, carbocyclic compounds, and heterocyclic compounds). When the ring is substituted by a substituent, the carbon contained in the substituent is not included in the number of ring-forming carbon atoms. The same shall apply to the "number of ring-forming carbon atoms" 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. Further, for example, the number of ring-forming carbon atoms of a 9,9-diphenylfluorenyl group is 13, and the number of ring-forming carbon atoms of a 9,9'-spirobifluorenyl group is 25. Also, when an alkyl group, for example, is substituted as a substituent on a benzene ring, the number of carbon atoms of the 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 of a benzene ring substituted with an alkyl group is 6. Further, when an alkyl group, for example, is substituted as a substituent on a naphthalene ring, the number of carbon atoms of the 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 of 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 a compound having a structure in which atoms are bonded in a ring (for example, a monocyclic ring, a condensed ring, and a ring assembly) (for example, a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, and a heterocyclic compound). Atoms that do not constitute the ring (for example, hydrogen atoms that terminate the bonds of the atoms constituting the ring) and atoms contained in the substituent when the ring is substituted by a substituent are not included in the number of ring-forming atoms. The "number of ring-forming atoms" described below shall be the same 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 a substituent is not included in the number of pyridine ring-forming atoms. Therefore, the number of ring-forming atoms in a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. Also, for example, the number of hydrogen atoms bonded to a carbon atom of a quinazoline ring or the number of atoms constituting a substituent is not included in the number of quinazoline ring-forming atoms. Therefore, the number of ring-forming atoms in a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.

[0014] In this specification, in the expression "substituted or unsubstituted ZZ group having XX to YY carbon atoms", "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 the substituent 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, in the expression "substituted or unsubstituted ZZ group having XX to YY atoms", "XX to YY atoms" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent 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.

[0016] In this specification, an unsubstituted ZZ group represents the case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group represents the case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the case of a "substituted or unsubstituted ZZ group" means that a hydrogen atom in the ZZ group has not been replaced by a substituent. A hydrogen atom in an "unsubstituted ZZ group" is a protium atom, a deuterium atom, or a tritium atom. Also, in this specification, "substituted" in the case of a "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group have been replaced by a substituent. Similarly, "substituted" in the case of a "BB group substituted with an AA group" means that one or more hydrogen atoms in the BB group have been replaced by an AA group.

[0017] "Substituents described in this specification" Hereinafter, the substituents described in this specification will be described.

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

[0019] · "Substituted or unsubstituted aryl group" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl groups (specific example group G1A) and substituted aryl groups (specific example group G1B), etc. (Here, the unsubstituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is the "unsubstituted aryl group", and the substituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is the "substituted aryl group"). In this specification, when simply referring to the "aryl group", it includes both the "unsubstituted aryl group" and the "substituted aryl group". The "substituted aryl group" means a group in which one or more hydrogen atoms of the "unsubstituted aryl group" are replaced by substituents. Examples of the "substituted aryl group" include, for example, a group in which one or more hydrogen atoms of the "unsubstituted aryl group" in the following specific example group G1A are replaced by substituents, and examples of the substituted aryl groups in the following specific example group G1B. It should be noted that the examples of the "unsubstituted aryl group" and the "substituted aryl group" listed here are only examples, and the "substituted aryl group" described in this specification includes a group in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl group" in the following specific example group G1B is further replaced by a substituent, and a group in which a hydrogen atom of the substituent in the "substituted aryl group" in the following specific example group G1B is further replaced by a substituent.

[0020] · Aryl group without substitution (specific example group G1A): Phenyl group, p - Biphenyl group, m - Biphenyl group, o - Biphenyl group, p - Terphenyl - 4 - yl group, p - Terphenyl - 3 - yl group, p - Terphenyl - 2 - yl group, m - Terphenyl - 4 - yl group, m - Terphenyl - 3 - yl group, m - Terphenyl - 2 - yl group, o - Terphenyl - 4 - yl group, o - Terphenyl - 3 - yl group, o - Terphenyl - 2 - yl group, 1 - Naphthyl group, 2 - Naphthyl group, Anthryl group, Benzoanthryl group, Phenanthryl group, Benzophenanthryl group, Phenalenyl group, Pyrenyl group, Chrysenyl group, Benzochrysenyl group, Triphenylenyl group, Benzotriphenylenyl group, Tetracenyl group, Pentacenyl group, Fluorenyl group, 9,9’ - Spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, Fluoranthenyl group, Benzofluoranthenyl group, Perylenyl group, and A monovalent aryl group derived by removing one hydrogen atom from the ring structures represented by the following general formulas (TEMP - 1) to (TEMP - 15).

[0021]

Chemical formula

[0022] [Chem.]

[0023] ·Aryl group for substitution (specific example group G1B): o-Tolyl group, m-Tolyl group, p-Tolyl group, Para-xylyl group, Meta-xylyl group, Ortho-xylyl group, Para-isopropylphenyl group, Meta-isopropylphenyl group, Ortho-isopropylphenyl group, Para-t-butylphenyl group, Meta-t-butylphenyl group, Ortho-t-butylphenyl group, 3,4,5-Trimethylphenyl group, 9,9-Dimethylfluorenyl group, 9,9-Diphenylfluorenyl group 9,9-Bis(4-methylphenyl)fluorenyl group, 9,9-Bis(4-isopropylphenyl)fluorenyl group, 9,9-Bis(4-t-butylphenyl)fluorenyl group, Cyanophenyl group, Triphenylsilylphenyl group, Trimethylsilylphenyl group, Phenylnaphthyl group, Naphthylphenyl group, and A group in which one or more hydrogen atoms of a monovalent group derived from the ring structures represented by the general formulas (TEMP-1) to (TEMP-15) are replaced with substituents.

[0024] ·"Substituted or unsubstituted heterocyclic group" The "heterocyclic group" described in this specification is a cyclic group containing at least one heteroatom in the ring-forming atoms. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic group" described in this specification is a monocyclic group or a condensed ring group. The "heterocyclic group" described in this specification is an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic groups (specific example group G2A), substituted heterocyclic groups (specific example group G2B), and the like. (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group", and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group".) In this specification, when simply referring to the "heterocyclic group", it includes both the "unsubstituted heterocyclic group" and the "substituted heterocyclic group". The "substituted heterocyclic group" means a group in which one or more hydrogen atoms of the "unsubstituted heterocyclic group" are replaced by substituents. Specific examples of the "substituted heterocyclic group" include groups in which the hydrogen atoms of the "unsubstituted heterocyclic group" in the following specific example group G2A are replaced, and examples of the substituted heterocyclic group in the following specific example group G2B. It should be noted that the examples of the "unsubstituted heterocyclic group" and the "substituted heterocyclic group" listed here are only examples, and the "substituted heterocyclic group" described in this specification also includes groups in which the hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself in the "substituted heterocyclic group" of specific example group G2B are further replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted heterocyclic group" of specific example group G2B are further replaced by substituents.

[0025] Specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4).

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

[0027] · Unsubstituted heterocyclic group containing a nitrogen atom (specific example group G2A1): Pyrrolyl group, Imidazolyl group, Pyrazolyl group, Triazolyl group, Tetrazolyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Pyridyl group, Pyridazinyl group, Pyrimidinyl group, Pyrazinyl group, Triazinyl group, Indolyl group, Isoindolyl group, Indolizinyl group, Quinolizinyl group, Quinolyl group, Isoquinolyl group, Cinnolyl group, Phthalazinyl group, Quinazolinyl group, Quinoxalinyl group, Benzimidazolyl group, Indazolyl group, Phenanthrolinyl group, Phenanthridinyl group, Acridinyl group, Phenazinyl group, Carbazolyl group, Benzocarbazolyl group, Morpholino group, a phenoxazinyl group, a phenothiazinyl group, an azacarbazolyl group, and a diazacarbazolyl group.

[0028] · an unsubstituted heterocyclic group containing an oxygen atom (specific example group G2A2): a furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a xanthenyl group, a benzofuranyl group, an isobenzofuranyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, a benzoxazolyl group, a benzoisoxazolyl group, a phenoxazinyl group, a morpholino group, a dinaphthofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and a diazanaphthobenzofuranyl group.

[0029] · an unsubstituted heterocyclic group containing a sulfur atom (specific example group G2A3): a thienyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, a benzothiophenyl group (benzothienyl group), an isobenzothiophenyl group (isobenzothienyl group), a dibenzothiophenyl group (dibenzothienyl group), a naphthobenzothiophenyl group (naphthobenzothienyl group), a benzothiazolyl group, a benzoisothiazolyl group, a phenothiazinyl group, a dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), Diazaazadibenzothiophenyl group (diazaazadibenzothienyl group), Azananofbenzothiophenyl group (azananofbenzothienyl group), and Diazaazananofbenzothiophenyl group (diazaazananofbenzothienyl group).

[0030] · A monovalent heterocyclic group derived by removing one hydrogen atom from the ring structures represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0031]

Chemical formula

[0032]

Chemical formula

[0033] In the general formulas (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. However, at least one of X A and Y A is an oxygen atom, a sulfur atom, or NH. In the general formulas (TEMP-16) to (TEMP-33), when at least one of X A and Y A is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from these NH or CH2.

[0034] · A substituted heterocyclic group containing a nitrogen atom (specific example 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] The "one or more hydrogen atoms of the monovalent heterocyclic group" means one or more hydrogen atoms selected from the hydrogen atoms bonded to the ring-forming carbon atoms of the monovalent heterocyclic group, the hydrogen atoms bonded to the nitrogen atoms when at least one of XA and YA is NH, and the hydrogen atoms of the methylene group when one of XA and YA is CH2.

[0039] · "Substituted or unsubstituted alkyl group" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described in this specification include the following unsubstituted alkyl groups (specific example group G3A) and substituted alkyl groups (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group", and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group".) Hereinafter, when simply referred to as "alkyl group", both "unsubstituted alkyl group" and "substituted alkyl group" are included. "Substituted alkyl group" means a group in which one or more hydrogen atoms in the "unsubstituted alkyl group" are replaced by substituents. Specific examples of the "substituted alkyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkyl groups" (specific example group G3A) are replaced by substituents, and examples of the substituted alkyl groups (specific example group G3B), etc. In this specification, the alkyl group in the "unsubstituted alkyl group" means a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group". Note that the examples of the "unsubstituted alkyl group" and the examples of the "substituted alkyl group" listed here are only examples, and the "substituted alkyl group" described in this specification includes groups in which the hydrogen atoms of the alkyl group itself in the "substituted alkyl group" of specific example group G3B are further replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted alkyl group" of specific example group G3B are further replaced by substituents.

[0040] · Unsubstituted alkyl group (specific example group G3A): Methyl group, Ethyl group, n-Propyl group, Isopropyl group, n-Butyl group, Isobutyl group, s-Butyl group, and t-Butyl group.

[0041] · Substituted alkyl group (specific example group G3B): Heptafluoropropyl group (including isomers), Pentafluoroethyl group, 2,2,2-Trifluoroethyl group, and Trifluoromethyl group.

[0042] · "Substituted or unsubstituted alkenyl group" Specific examples (specific example group G4) of the "substituted or unsubstituted alkenyl group" described in this specification include the following unsubstituted alkenyl groups (specific example group G4A) and substituted alkenyl groups (specific example group G4B), etc. (Here, the unsubstituted alkenyl group refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group", and the "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group".) In this specification, when simply referring to an "alkenyl group", it includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group". The "substituted alkenyl group" means a group in which one or more hydrogen atoms in the "unsubstituted alkenyl group" are replaced by substituents. Specific examples of the "substituted alkenyl group" include groups in which the following "unsubstituted alkenyl groups" (specific example group G4A) have substituents, and examples of substituted alkenyl groups (specific example group G4B), etc. Note that the examples of the "unsubstituted alkenyl group" and the examples of the "substituted alkenyl group" listed here are only examples, and the "substituted alkenyl group" described in this specification includes 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 substituents in the "substituted alkenyl group" of specific example group G4B are further replaced by substituents.

[0043] · Unsubstituted alkenyl group (specific example group G4A): Vinyl group, Allyl group, 1-Butenyl group, 2-Butenyl group, and 3-Butenyl group.

[0044] · Substituted alkenyl group (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". A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "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 (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described in this specification include the following unsubstituted cycloalkyl groups (specific example group G6A), and substituted cycloalkyl groups (specific example group G6B), etc. (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group", and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group"). In this specification, when simply referring to a "cycloalkyl group", it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group". "Substituted cycloalkyl group" means a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced by substituents. Specific examples of the "substituted cycloalkyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted cycloalkyl group" (specific example group G6A) are replaced by substituents, and examples of the substituted cycloalkyl group (specific example group G6B). It should be noted that the examples of the "unsubstituted cycloalkyl group" and the "substituted cycloalkyl group" listed here are only examples, and the "substituted cycloalkyl group" described in this specification includes groups in which one or more hydrogen atoms bonded to the carbon atoms of the cycloalkyl group itself in the "substituted cycloalkyl group" of specific example group G6B are replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted cycloalkyl group" of specific example group G6B are further replaced by substituents.

[0048] · Unsubstituted cycloalkyl group (specific example group G6A): Cyclopropyl group, Cyclobutyl group, Cyclopentyl group, Cyclohexyl group, 1-Adamantyl group, 2-Adamantyl group, 1-Norbornyl group, and 2-Norbornyl group.

[0049] · Substituted cycloalkyl group (specific example group G6B): 4-Methylcyclohexyl group.

[0050] · Group represented by "-Si(R 901 )(R 902 )(R 903 )" Specific examples (specific example group G7) of the group represented by -Si(R 901 )(R 902 )(R 903 ) described in this specification include -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) may be mentioned. Here, G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1. G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2. G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3. G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6. The plurality of G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The plurality of G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The plurality of G1s in -Si(G1)(G1)(G2) are the same as or different from each other. The plurality of G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The plurality of G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The plurality of G6s in -Si(G6)(G6)(G6) are the same as or different from each other.

[0051] · "Group represented by -O-(R 904 )" Specific examples (Specific Example Group G8) of the group represented by -O-(R 904 ) described in this specification include -O(G1), -O(G2), -O(G3), and -O(G6) may be mentioned. Here, G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1. G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2. G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. G6 is the "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.

[0052] · The group represented by "-S-(R 905 )" Specific examples (specific example group G9) of the group represented by -S-(R 905 ) described in this specification include -S(G1), -S(G2), -S(G3), and -S(G6) are included. Here, G1 is the "substituted or unsubstituted aryl group" described in the specific example group G1. G2 is the "substituted or unsubstituted heterocyclic group" described in the specific example group G2. G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. G6 is the "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.

[0053] · The group represented by "-N(R 906 )(R 907 )" Specific examples (specific example group G10) of the group represented by -N(R 906 )(R 907 ) described in this specification include -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) are included. Here, G1 is the "substituted or unsubstituted aryl group" described in the specific example group G1. G2 is the "substituted or unsubstituted heterocyclic group" described in the specific example group G2. G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6. Multiple G1s in -N(G1)(G1) are the same as or different from each other. Multiple G2s in -N(G2)(G2) are the same as or different from each other. Multiple G3s in -N(G3)(G3) are the same as or different from each other. Multiple G6s in -N(G6)(G6) are the same as or different from each other

[0054] · "halogen atom" Specific examples (Specific Example Group G11) of the "halogen atom" described in this specification include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc.

[0055] · "substituted or unsubstituted fluoroalkyl group" The "substituted or unsubstituted fluoroalkyl group" described in this specification means a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in the "substituted or unsubstituted alkyl group" is replaced by a fluorine atom, and also includes a group in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group in the "substituted or unsubstituted alkyl group" are replaced by fluorine atoms (perfluoro group). The carbon number of the "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, more preferably 1 to 18, unless otherwise specified in this specification. The "substituted fluoroalkyl group" means a group in which one or more hydrogen atoms of the "fluoroalkyl group" are replaced by substituents. In addition, the "substituted fluoroalkyl group" described in this specification includes a group in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain in the "substituted fluoroalkyl group" are further replaced by substituents, and a group in which one or more hydrogen atoms of the substituents in the "substituted fluoroalkyl group" are further replaced by substituents. Specific examples of the "unsubstituted fluoroalkyl group" include examples of groups in which one or more hydrogen atoms in the above-mentioned "alkyl group" (Specific Example Group G3) are replaced by fluorine atoms.

[0056] · "Substituted or unsubstituted haloalkyl group" As used herein, the "substituted or unsubstituted haloalkyl group" means a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in the "substituted or unsubstituted alkyl group" is replaced by a halogen atom, and also includes a group in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group in the "substituted or unsubstituted alkyl group" are replaced by halogen atoms. Unless otherwise specified herein, the number of carbon atoms in the "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The "substituted haloalkyl group" means a group in which one or more hydrogen atoms in the "haloalkyl group" are replaced by substituents. It should be noted that the "substituted haloalkyl group" described herein includes a group in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain in the "substituted haloalkyl group" are further replaced by substituents, and a group in which one or more hydrogen atoms of the substituents in the "substituted haloalkyl group" are further replaced by substituents. Specific examples of the "unsubstituted haloalkyl group" include examples of groups in which one or more hydrogen atoms in the above-mentioned "alkyl group" (specific example group G3) are replaced by halogen atoms. The haloalkyl group may be referred to as a halogenated alkyl group.

[0057] · "Substituted or unsubstituted alkoxy group" Specific examples of the "substituted or unsubstituted alkoxy group" described herein include groups represented by -O(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0058] · "Substituted or unsubstituted alkylthio group" Specific examples of the "substituted or unsubstituted alkylthio group" described in this specification are groups 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 in this specification.

[0059] · "Substituted or unsubstituted aryloxy group" Specific examples of the "substituted or unsubstituted aryloxy group" described in this specification are groups represented by -O(G1), where G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1. The number of ring-forming carbon atoms in the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0060] · "Substituted or unsubstituted arylthio group" Specific examples of the "substituted or unsubstituted arylthio group" described in this specification are groups 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 in the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0061] · "Substituted or unsubstituted trialkylsilyl group" Specific examples of the "trialkylsilyl group" described in this specification are groups represented by -Si(G3)(G3)(G3), where G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3. The plurality of G3 in -Si(G3)(G3)(G3) may be the same as or different from each other. 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, unless otherwise specified in this specification.

[0062] · "Substituted or unsubstituted aralkyl group" Specific examples of the "substituted or unsubstituted aralkyl group" described in this specification include a 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 a hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is a form of a "substituted alkyl group". An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group", and the number of carbon atoms of the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified in this specification. Specific examples of the "substituted or unsubstituted aralkyl group" include a 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, etc.

[0063] Unless otherwise specified in this specification, the substituted or unsubstituted aryl group described in this specification is preferably a 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, phenanthryl group, pyrenyl group, chrysenyl group, triphenylenyl group, fluorenyl group, 9,9'-spirobifluorenyl group, 9,9-dimethylfluorenyl group, and 9,9-diphenylfluorenyl group, etc.

[0064] Unless otherwise described herein, the substituted or unsubstituted heterocyclic group described in this specification is preferably a pyridyl group, pyrimidinyl group, triazinyl group, quinolyl group, isoquinolyl group, quinazolinyl group, benzimidazolyl group, phenanthrolinyl group, carbazolyl group (1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, or 9-carbazolyl group), benzocarbazolyl group, azacarbazolyl group, diazacarbazolyl group, dibenzofuranyl group, naphthobenzofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, dibenzothiophenyl group, naphthobenzothiophenyl group, azadibenzothiophenyl group, diazadibenzothiophenyl group, (9-phenyl)carbazolyl group ((9-phenyl)carbazol-1-yl group, (9-phenyl)carbazol-2-yl group, (9-phenyl)carbazol-3-yl group, or (9-phenyl)carbazol-4-yl group), (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group, etc.

[0065] In this specification, unless otherwise described herein, the carbazolyl group is specifically any one of the following groups.

[0066]

Chemical formula

[0067] In this specification, unless otherwise described herein, the (9-phenyl)carbazolyl group is specifically any one of the following groups.

[0068]

Chemical formula

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

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

[0071]

Chemical formula

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

[0073] Unless otherwise specified herein, the substituted or unsubstituted alkyl group described in this specification is preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, etc.

[0074] · "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above "substituted or unsubstituted aryl group". Specific examples (specific example group G12) of the "substituted or unsubstituted arylene group" include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1, etc.

[0075] · "Substituted or unsubstituted divalent heterocyclic group" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived by removing one hydrogen atom on the heterocyclic ring from the above "substituted or unsubstituted heterocyclic group". Specific examples (specific example group G13) of the "substituted or unsubstituted divalent heterocyclic group" include divalent groups derived by removing one hydrogen atom on the heterocyclic ring from the "substituted or unsubstituted heterocyclic group" described in specific example group G2, etc.

[0076] · "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above "substituted or unsubstituted alkyl group". Specific examples (specific example group G14) of the "substituted or unsubstituted alkylene group" include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3 and the like.

[0077] Unless otherwise specified in this specification, the substituted or unsubstituted arylene group described in this specification is preferably a group of any of the following general formulas (TEMP-42) to (TEMP-68).

[0078]

Chemical formula

[0079]

Chemical formula

[0080] In the general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the general formulas (TEMP-42) to (TEMP-52), * represents a bonding site.

[0081]

Chemical formula

[0082] In the general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Formula Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the general formulas (TEMP-53) to (TEMP-62), * represents a bonding site.

[0083]

Chemical formula

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

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

[0086]

Chemical formula

[0087]

Chemical formula

[0088]

Chemical formula

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

[0090]

Chemical formula

[0091]

Chemical formula

[0092] [Chemical formula]

[0093] [Chemical formula]

[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 the description of "substituents described in this specification".

[0096] · "When bonding to form a ring" In this specification, the case of "one or more sets of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring, or bond to each other to form a substituted or unsubstituted condensed ring, or do not bond to each other" means the case of "one or more sets of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring", the case of "one or more sets of two or more adjacent groups bond to each other to form a substituted or unsubstituted condensed ring", and the case of "one or more sets of two or more adjacent groups do not bond to each other". In this specification, the case of "one or more sets of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring", and the case of "one or more sets of two or more adjacent groups bond to each other to form a substituted or unsubstituted condensed ring" (hereinafter, these cases may be collectively referred to as "the case of bonding to form a ring") will be described below. Taking the case of an anthracene compound represented by the following general formula (TEMP-103) whose mother skeleton is an anthracene ring as an example.

[0097] [Chemical formula]

[0098] For example, R921 ~R 930 Among them, in the case of "one or more sets consisting of two or more adjacent ones are combined with each other to form a ring", the set consisting of two adjacent ones that form one set refers to R 921 and R 922 and the set of R 922 and R 923 and the set of R 923 and R 924 and the set of R 924 and R 930 and the set of R 930 and R 925 and the set of R 925 and R 926 and the set of R 926 and R 927 and the set of R 927 and R 928 and the set of R 928 and R 929 and the set of, and R 929 and R 921 and the set of.

[0099] The above "one or more sets" means that two or more sets consisting of the above two or more adjacent ones may form a ring at the same time. For example, R 921 and R 922 are combined with each other to form ring Q A , and at the same time R 925 and R 926 are combined with each other to form ring Q B is formed. In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-104).

[0100]

Chemical formula

[0101] The case where a "set consisting of two or more adjacent ones" forms a ring includes not only the case where a set consisting of "two" adjacent ones is combined as in the above example, but also the case where a set consisting of "three or more" adjacent ones is combined. For example, R 921 and R 922 are combined with each other to form ring Q A , and R 922 and R923 are bonded to each other to form ring Q C to form, and a group consisting of three adjacent ones (R 921 , R 922 and R 923 ) are bonded to each other to form a ring and are condensed to the anthracene skeleton. 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 set 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", respectively. 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, in addition to the aromatic hydrocarbon ring and the 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 mother skeleton or a plurality of atoms of the mother 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, unless otherwise described herein, preferably at least one atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom. In any atom (for example, in the case of a carbon atom or a nitrogen atom), the bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "optional substituent" described later. When any atom other than a carbon atom is included, the formed ring is a heterocyclic ring. The "one or more arbitrary atoms" constituting a monocyclic or condensed ring are, unless otherwise described herein, preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and still more preferably 3 or more and 5 or less. Unless otherwise described herein, among the "monocyclic ring" and the "condensed ring", the "monocyclic ring" is preferred. Unless otherwise described herein, among the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise described herein, the "monocyclic ring" is preferably a benzene ring. Unless otherwise described herein, the "unsaturated ring" is preferably a benzene ring. When "one or more sets of two or more adjacent ones" "are bonded to each other to form a substituted or unsubstituted monocyclic ring" or "are bonded to each other to form a substituted or unsubstituted condensed ring", unless otherwise described herein, preferably, one or more sets of two or more adjacent ones are bonded to each other to form a substituted or unsubstituted "unsaturated ring" composed of a plurality of 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] The substituent when the above-mentioned "monocyclic ring" or "condensed ring" has a substituent is, for example, the "optional substituent" described later. Specific examples of the substituent when the above-mentioned "monocyclic ring" or "condensed ring" has a substituent are the substituents described in the section of the "substituents described in this specification" mentioned above. When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "arbitrary substituent" described later. Specific examples of the substituent when the above-mentioned "monocyclic ring" or "condensed ring" has a substituent are the substituents described in the section of "substituents described in this specification" mentioned above. The above is the explanation of the case where "one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted condensed ring" (the case of "bonding to form a ring").

[0107] · Substituents in the case of "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (which may be referred to as "arbitrary substituent" in this specification) is, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted alkenyl group having 2 to 50 carbon atoms, an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms and groups selected from the group consisting of, Here, R 901 ~R 907 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A cycloalkyl group having 3 to 50 ring-forming carbon atoms, which may be substituted or unsubstituted, an aryl group having 6 to 50 ring-forming carbon atoms, which may be substituted or unsubstituted, or a heterocyclic group having 5 to 50 ring-forming atoms, which may be substituted or unsubstituted. R 901 When two or more Rs are present, the two or more Rs 901 are the same as or different from each other, R 902 When two or more Rs are present, the two or more Rs 902 are the same as or different from each other, R 903 When two or more Rs are present, the two or more Rs 903 are the same as or different from each other, R 904 When two or more Rs are present, the two or more Rs 904 are the same as or different from each other, R 905 When two or more Rs are present, the two or more Rs 905 are the same as or different from each other, R 906 When two or more Rs are present, the two or more Rs 906 are the same as or different from each other, R 907 When two or more Rs are present, the two or more Rs 907 are the same as or different from each other.

[0108] In one embodiment, the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, and a heterocyclic group having 5 to 50 ring-forming atoms selected from the group consisting of.

[0109] In one embodiment, the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and a heterocyclic group having 5 to 18 ring-forming atoms a group selected from the group consisting of

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

[0111] Unless otherwise specified in this specification, any adjacent optional substituents may form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, and more preferably form a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituents further possessed by any optional substituent are the same as the above-mentioned optional substituents.

[0112] In this specification, the numerical range represented by "AA to BB" means a range including the numerical value AA described before "AA to BB" as the lower limit value and the numerical value BB described after "AA to BB" as the upper limit value.

[0113] [Compound] The compound according to one aspect of the present invention is represented by the following formula (1). [Chemical formula] [In formula (1), R1 to R8 are each independently a hydrogen atom or a substituent R. L1 and L2 are each independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a divalent group formed by combining two of these. Ar1 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, A substituted or unsubstituted o - biphenyl group, A substituted or unsubstituted 1 - naphthyl group, A substituted or unsubstituted 2 - naphthyl group, or A substituted or unsubstituted phenanthryl group. R 101 ~R 108 Among them, two adjacent ones are bonded to each other to form a substituted or unsubstituted benzene ring, or are not bonded to each other. R that does not form the substituted or unsubstituted benzene ring 101 ~R 108 , and R 101 ~R 108 When two adjacent ones among them are bonded to each other to form a substituted or unsubstituted benzene ring, one of the carbon atoms in the substituted or unsubstituted benzene ring is bonded to L2 by a single bond. R that does not form the substituted or unsubstituted benzene ring and is not bonded to L2 101 ~R 108 Each is independently a hydrogen atom or a substituent R. The substituent R is A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring - forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ) (Here, R 901 ~R 907 are each independently A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A cycloalkyl group having 3 to 50 carbon atoms in the ring, which may or may not be substituted, an aryl group having 6 to 50 carbon atoms in the ring, which may or may not be substituted, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may or may not be substituted. R 901 ~R 907 When two or more are present, each of the two or more R 901 ~R 907 may be the same or different. ), a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 carbon atoms in the ring, which may or may not be substituted, and a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may or may not be substituted is selected from the group consisting of. However, all of the following Conditions 1 to 3 are satisfied. Condition 1: R1 to R8 that are hydrogen atoms are not deuterium atoms. Condition 2: Hydrogen atoms of L1, L2, and Ar1, hydrogen atoms of substituents when L1, L2, and Ar1 are substituted, hydrogen atoms of substituents R of R1 to R8 that are substituents R, hydrogen atoms of R 101 ~R 108 , hydrogen atoms of substituents R of R 101 ~R 108 that are substituents R, and among R 101 ~R 108 when two adjacent ones of them are bonded to each other to form a substituted or unsubstituted benzene ring, one or more of the hydrogen atoms of the substituted or unsubstituted benzene ring are deuterium atoms. Condition 3: When L1 is a single bond, Ar1 is not a phenyl group.

[0114] In formula (1), when L1 is a single bond, Ar1 is directly bonded to the anthracene skeleton. In formula (1), when L2 is a single bond, the structure in parentheses is at a bondable position (R that does not form a substituted or unsubstituted benzene ring 101 ~R 108 , and one of the carbon atoms in the substituted or unsubstituted benzene ring), and is directly bonded to the anthracene skeleton.

[0115] Explain "R1 to R8 which are hydrogen atoms are not deuterium atoms". In this specification, "a hydrogen atom is not a deuterium atom" means that in the hydrogen atom, the ratio of deuterium atoms to the total of light hydrogen atoms and deuterium atoms is equal to or less than the natural abundance ratio. That is, it means that the inclusion of deuterium atoms at the level of the natural abundance ratio is allowed. The natural abundance ratio of deuterium atoms is, for example, 0.015% or less. In the hydrogen atom, the fact that the ratio of deuterium atoms to the total of light hydrogen atoms and deuterium atoms is equal to or less than the natural abundance ratio can be confirmed by a nuclear magnetic resonance apparatus.

[0116] "The hydrogen atoms of L1, L2, and Ar1, the hydrogen atoms of the substituents when L1, L2, and Ar1 are substituted, the hydrogen atoms of R1 to R8 which are the substituent R, the hydrogen atom of R 101 ~R 108 、the substituent R is R 101 ~R 108 、and the hydrogen atoms of the substituted or unsubstituted benzene ring, one or more of which are deuterium atoms", will be explained. In this specification, "a hydrogen atom is a deuterium atom" means that in the hydrogen atom, the ratio of deuterium atoms to the total of light hydrogen atoms and deuterium atoms is more than the natural abundance ratio. The fact that the ratio of deuterium atoms to the total of light hydrogen atoms and deuterium atoms is more than the natural abundance ratio can be confirmed by a nuclear magnetic resonance apparatus.

[0117] In one embodiment, two adjacent ones of R 101 ~R 108 are bonded to each other to form a substituted or unsubstituted benzene ring.

[0118] In one embodiment, R 101 is bonded to L2 by a single bond.

[0119] In one embodiment, the compound represented by the formula (1) is a compound represented by the following formula (1-1). [Chemical formula] [In formula (1-1), R1 to R8, R 102 ~R 108 , L1, L2 and Ar1 are as defined in the formula (1).]

[0120] In one embodiment, two adjacent ones of R 105 ~R 108 are bonded to each other to form a substituted or unsubstituted benzene ring.

[0121] In one embodiment, the compound represented by the formula (1) is a compound represented by any one of the following formulas (1-11) to (1-13). [Chemical formula] [In formulas (1-11) to (1-13), R1 to R8, L1, L2 and Ar1 are as defined in the formula (1). In formula (1-11), R 112 ~R 120 are each independently a hydrogen atom or a substituent R. In formula (1-12), R 122 ~R 130 are each independently a hydrogen atom or a substituent R. In formula (1-13), R 132 ~R 140 are each independently a hydrogen atom or a substituent R. The substituent R is as defined in the formula (1).]

[0122] In one embodiment, L1 is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group, and one or more of the hydrogen atoms that L1 has are deuterium atoms.

[0123] In one embodiment, the compound represented by the formula (1-11) to (1-13) is a compound represented by any of the following formula (1-21) to (1-23). [Chemical formula] [In formula (1-21) to (1-23), R1 to R8, R 112 ~R 120 , R 122 ~R 130 , R 132 ~R 140 , L2 and Ar1 are as defined in the formula (1-11) to (1-13). Four R a are each independently a hydrogen atom or a substituent R. However, one or more of the four R a are deuterium atoms. The substituent R is as defined in the formula (1).]

[0124] In formula (1), from the viewpoint of the magnitude of the effect of improving the element lifetime, a compound in which one or more of the hydrogen atoms of L1 are deuterium atoms and the hydrogen atoms of Ar1 are not deuterium, or a compound in which one or more of the hydrogen atoms of L1 are deuterium atoms and one or more of the hydrogen atoms of Ar1 are deuterium atoms is preferably used. Hereinafter, a compound in which all deuterium atoms in formula (1) are replaced with hydrogen atoms (hereinafter sometimes referred to as "light hydrogen form"), a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms of L1 are deuterium atoms (hereinafter sometimes referred to as "deuterium form α"), a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms of Ar1 are deuterium atoms (hereinafter sometimes referred to as "deuterium form β"), and a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms of L1 are deuterium atoms and one or more of the hydrogen atoms of Ar1 are deuterium atoms (hereinafter sometimes referred to as "deuterium form γ") will be specifically described by way of example. Examples of the "light hydrogen form", "deuterium form α", "deuterium form β", and "deuterium form γ" include the following compounds. [Chem.] [Chem.] Based on the lifetime of the device using the light hydrogen form, when comparing the increase rates of the lifetimes of the devices using deuterium form α, deuterium form β, and deuterium form γ, the devices using deuterium form α or deuterium form γ have a larger increase rate than the device using deuterium form β. That is, using deuterium form α or deuterium form γ is preferable because it has a greater effect of improving the lifetime of the device compared to using deuterium form β.

[0125] In one embodiment, the hydrogen atoms that Ar1 has are not deuterium atoms.

[0126] In one embodiment, when the substituent in the case of "substituted or unsubstituted" in formula (1) is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R 41 )(R 42 )(R 43 ), -C(=O)R 44 , -COOR 45 , -S(=O)2R 46 , -P(=O)(R 47 )(R 48 ), -Ge(R 49 )(R 50)(R 51 ), -N(R 52 )(R 53 )(wherein R 41 ~R 53 are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R 41 ~R 53 are present, each of the two or more R 41 ~R 53 may be the same or different.), a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 50 ring-forming atoms, selected from the group consisting of.

[0127] In one embodiment, the substituent in the case of "substituted or unsubstituted" in formula (1) is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 18 ring-forming atoms, selected from the group consisting of.

[0128] The compound according to one aspect of the present invention can be synthesized by following the examples and using known alternative reactions and raw materials according to the target product.

[0129] Specific examples of the compound (compound represented by formula (1)) according to one aspect of the present invention are described below, but these are merely examples, and the compound according to one aspect of the present invention is not limited to the following specific examples.

[0130] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical] [Chemical]

[0131] [The First Organic Electroluminescence Element]

[0132] The organic EL element according to one aspect of the present invention has a cathode, an anode, and one or more light-emitting layers disposed between the cathode and the anode, and at least one of the one or more light-emitting layers contains a compound represented by the following formula (1A) and a compound represented by the following formula (41).

[0133] [The Second Organic Electroluminescence Element]

[0134] The organic EL element according to one aspect of the present invention has a cathode, an anode, and one or more light-emitting layers disposed between the cathode and the anode, and at least one of the one or more light-emitting layers contains a compound represented by the following formula (1B) and a compound represented by the following formula (41).

[0135] The organic EL element according to one aspect of the present invention can improve the lifetime of the element by having the above configuration. Hereinafter, the details of each compound will be described.

[0136] [Compound Represented by Formula (1A)] The compound represented by formula (1A) is as follows. [Chemical] In formula (1A), R 1A ~R 8A are each independently a hydrogen atom or a substituent R. L 1A and L 2A are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar 1A is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, or a substituted or unsubstituted phenanthryl group. R 101A ~R 104A One of them is bonded to L 2A by a single bond. L 2A The R 101A ~R 104A not bonded to are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms. R 105A ~R 108A are hydrogen atoms. The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ) (wherein R 901 ~R 907 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more of R 901 ~R 907 are present, each of the two or more R 901 ~R 907 may be the same or different.). A halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms are selected from the group consisting of. However, the following conditions A1 and A2 are satisfied. Condition A1: R 1A ~R 8A that is a hydrogen atom is not a deuterium atom. Condition A2: Hydrogen atoms possessed by L 1A , L 2A and Ar 1A ; hydrogen atoms possessed by substituents when L 1A , L 2A and Ar 1A are substituted; hydrogen atoms possessed by R 1A ~R 8A which is a substituent; R 101A ~R 108A; and R which is a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms 101A ~R 104A One or more of the hydrogen atoms it has are deuterium atoms.

[0137] In formula (1A), when L 1A is a single bond, Ar 1A is directly bonded to the anthracene skeleton. In formula (1A), when L 2A is a single bond, the structure in parentheses is directly bonded to the anthracene skeleton at a bondable position (one of R 101A ~R 104A ).

[0138] In one embodiment, the compound represented by formula (1A) is a compound represented by the following formula (1A-1).

Chemical formula

[0139] In one embodiment, the compound represented by formula (1A) is a compound represented by any one of the following formulas (1A-11) to (1A-14).

Chemical formula

Chemical formula

[0140] In one embodiment, L 1A is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group, and one or more of the hydrogen atoms that L 1A has are deuterium atoms.

[0141] In one embodiment, the compound represented by the formulas (1A-11) to (1A-14) is a compound represented by any of the following formulas (1A-21) to (1A-24).

Chemical formula

Chemical formula

[0142] In one embodiment, the hydrogen atom(s) that Ar 1A has is / are not deuterium atoms.

[0143] In formula (1A), from the viewpoint of the magnitude of the effect of improving the lifetime of the device, one or more of the hydrogen atoms that L 1A has is / are deuterium atoms, and it is preferable to use a compound in which the hydrogen atoms that Ar 1A has are not deuterium. Hereinafter, a compound in which all deuterium atoms in formula (1A) are replaced with hydrogen atoms (hereinafter sometimes referred to as "light hydrogen form"), a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms that L 1A has is / are deuterium atoms (hereinafter sometimes referred to as "deuterium form α"), and a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms that Ar 1A has is / are deuterium atoms (hereinafter sometimes referred to as "deuterium form β") will be specifically described by way of example. Examples of the "light hydrogen form", "deuterium form α", and "deuterium form β" include the following compounds.

Chemical formula

[0144] In one embodiment, the compound represented by the above formula (1A) is the compound represented by the above formula (1A-13).

[0145] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the above formula (1A) is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R 41 )(R 42 )(R 43 ), -C(=O)R 44 , -COOR 45 , -S(=O)2R 46 , -P(=O)(R 47 )(R 48 ), -Ge(R 49 )(R 50 )(R 51 ), -N(R 52 )(R 53 )(wherein R 41 to R 53 are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R 41 to R 53 are present, each of the two or more R 41 to R 53 may be the same or different.). a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 50 ring-forming atoms, selected from the group consisting of.

[0146] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the formula (1A) is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and is selected from the group consisting of monovalent heterocyclic groups having 5 to 18 ring-forming atoms.

[0147] The compound represented by the formula (1A) can be synthesized by using known alternative reactions and raw materials according to the target product.

[0148] Specific examples of the compound represented by the formula (1A) are described below, but these are merely illustrative, and the compound represented by the formula (1A) is not limited to the following specific examples.

[0149]

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0150] [Compound represented by formula (1B)] The compound represented by formula (1B) is as follows. [Chemical formula] [In formula (1B), R 1B ~R 8B are each independently a hydrogen atom or a substituent R. L 1B and L 2B are each independently a single bond, A substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar 1B is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, or a substituted or unsubstituted phenanthryl group. R 101B ~R 108B Among them, two adjacent ones are bonded to each other to form a substituted or unsubstituted benzene ring. R that does not form the substituted or unsubstituted benzene ring 101B ~R 108B , and one of the carbon atoms in the substituted or unsubstituted benzene ring is bonded to L 2B by a single bond. R that does not form the substituted or unsubstituted benzene ring and is not bonded to L 2B ~R 101B ~R 108B are each independently a hydrogen atom or a substituent R. The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907) (Here, R 901 ~R 907 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more R 901 ~R 907 are present, two or more of R 901 ~R 907 may be the same or different.). a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms are selected from the group consisting of. However, the following conditions B1 and B2 are satisfied. Condition B1: R 1B ~R 8B that is a hydrogen atom is not a deuterium atom. Condition B2: One or more of the hydrogen atoms of L 1B , L 2B and Ar 1B , the hydrogen atoms of the substituents when L 1B , L 2B and Ar 1B are substituted, the hydrogen atoms of the substituents R which are substituents, the hydrogen atoms of R 1B ~R 8B which are substituents R, the hydrogen atoms of R 101B ~R 108B that is a hydrogen atom, the hydrogen atoms of R 101B ~R 108B which are substituents R, and the hydrogen atoms of the substituted or unsubstituted benzene ring are deuterium atoms.]

[0151] In formula (1B), when L 1B is a single bond, Ar 1Bis directly bonded to the anthracene skeleton. In formula (1B), L 2B is a single bond, the structure in parentheses is at a bondable position (R that does not form a substituted or unsubstituted benzene ring 101B ~R 108B , and one of the carbon atoms in the substituted or unsubstituted benzene ring), and is directly bonded to the anthracene skeleton.

[0152] In one embodiment, R 101B is bonded to L 2B by a single bond.

[0153] In one embodiment, the compound represented by formula (1B) is a compound represented by the following formula (1B-1).

Chemical formula

[0154] In one embodiment, in the formula (1B), one or more pairs of two or more adjacent ones among R 105B ~R 108B are bonded to each other to form a substituted or unsubstituted benzene ring.

[0155] In one embodiment, the compound represented by the formula (1B) is a compound represented by any one of the following formulas (1B-11) to (1B-13).

Chemical formula

[0156] In one embodiment, L 1B is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group, and one or more of the hydrogen atoms that L 1B has are deuterium atoms.

[0157] In one embodiment, the compounds represented by the above formulas (1B-11) to (1B-13) are compounds represented by any of the following formulas (1B-21) to (1B-23).

Chemical formula

[0158] In one embodiment, the hydrogen atom(s) of Ar 1B is not a deuterium atom.

[0159] In formula (1B), from the viewpoint of the magnitude of the effect of improving the device lifetime, L 1B is preferably a compound in which one or more of the hydrogen atoms it has are deuterium atoms and the hydrogen atom(s) of Ar 1B is not deuterium. Hereinafter, a compound in which all deuterium atoms in formula (1B) are replaced with hydrogen atoms (hereinafter sometimes referred to as a "light hydrogen form"), a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms of L 1B are deuterium atoms (hereinafter sometimes referred to as a "deuterium form α"), and a compound having the same structure as the light hydrogen form except that one or more of the hydrogen atoms of Ar 1B are deuterium atoms (hereinafter sometimes referred to as a "deuterium form β") will be specifically described by way of example. Examples of the "light hydrogen form", "deuterium form α", and "deuterium form β" include the following compounds.

Chemical formula

[0160] In one embodiment, the compound represented by the formula (1B) is a compound represented by the following formula (1B-121).

Chemical formula

[0161] In one embodiment, R 211B ~R 215B is a hydrogen atom.

[0162] In one embodiment, R 1B ~R 8B is a hydrogen atom.

[0163] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the above formula (1B) is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R 41 )(R 42 )(R 43 ), -C(=O)R 44 , -COOR 45 , -S(=O)2R 46 , -P(=O)(R47 )(R 48 )、 -Ge(R 49 )(R 50 )(R 51 )、 -N(R 52 )(R 53 )(wherein R 41 ~R 53 are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R 41 ~R 53 are present, each of the two or more R 41 ~R 53 may be the same or different.)、 a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 50 ring-forming atoms, selected from the group consisting of.)、

[0164] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the formula (1B) is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 18 ring-forming atoms, selected from the group consisting of.)、

[0165] The compound represented by the formula (1B) can be synthesized by using known alternative reactions and raw materials according to the target product.)、

[0166] Specific examples of the compound represented by the formula (1B) are described below, but these are merely illustrative, and the compound represented by the formula (1B) is not limited to the following specific examples.)、

[0167]

Chemical formula

Chemical formula

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

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Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

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Chem.

Chem.

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Chem.

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Chem.

[0168] [Compound represented by formula (41)] The compound represented by formula (41) is as follows. [Chemical formula] [In formula (41), ring a, ring b, and ring c are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring-forming atoms. L 401 and L 402 are each independently O, S, Se, NR 401 , C(R 402 )(R 403 ), or Si(R 404 )(R 405 ). (Here, R 401 to R 405 are bonded to the ring a, ring b, or ring c to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R 402 and R 403 are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R 404 and R 405which are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the substituted or unsubstituted saturated or unsaturated ring 401 ~R 405 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 401 ~R 405 When two or more R 401 ~R 405 are present, each of the two or more R L 403 is B, P, or P=O.

[0169] The compound represented by the formula (41) can be used as a guest (dopant) material in the light-emitting layer of an organic EL element. The guest material can be configured to be dispersed in another substance (host material). However, since the compound represented by the formula (41) has high molecular planarity, it generally has high orientation, and while the effect of enhancing the light extraction efficiency can be obtained, when dispersed in a host material having too high planarity, the interaction between the hosts becomes strong, and energy transfer from the host material to the guest material hardly occurs, and it is difficult to improve the light emission efficiency. Since the compound represented by the formula (1A) and the compound represented by the formula (1B) do not have too high molecular planarity as host materials, when taking a configuration in which the compound represented by the formula (41) is dispersed, energy transfer from the host material to the guest material can be sufficiently ensured. Thereby, the light emission efficiency can be improved and the lifetime of the element can be improved.

[0170] From the viewpoint of enhancing the planarity of the molecule, at least one of the b-ring and the c-ring is a ring containing a five-membered ring, and the five-membered ring contains L 401 and L 403 and is preferably condensed with a six-membered ring containing L 402 and L 403 In this case, the overlap between the hydrogen atoms of the b-ring and the hydrogen atoms of the c-ring is suppressed, and the planarity is maintained, so that the planarity of the molecule is increased. As a result, when a structure in which the compound represented by the formula (1A) or (1B) is used as a host material and the compound represented by the formula (41) is dispersed as a guest material is adopted, it is expected that the light emission efficiency will be improved and the effect of improving the lifetime of the device will be enhanced. The b-ring and the c-ring are both benzofuran rings containing a five-membered ring, and the five-membered ring (furan ring) contains L 401 and L 403 and is condensed with a six-membered ring containing L 402 and L 403 respectively. An example of this case is shown in the following figure. [Chemical formula]

[0171] In one embodiment, the compound represented by the formula (41) is selected from the group consisting of compounds represented by the following formulas (41-1) to (41-6). [Chemical formula] [In formula (41-1), X is O, S, Se, C(R 403 )(R 404 ), or NR 405 . R 401 and R 421 ; two or more adjacent ones of R 421 to R 423 ; R 423 and R 402 ; R 402 and R 424 ; two or more adjacent ones of R 424 to R 427 ; R427 and R 412 ; and R 412 and R 411 One or more of the groups form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. The R that does not form a substituted or unsubstituted saturated or unsaturated ring 401 and R 402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 ~R 405 , and the R that does not form a substituted or unsubstituted saturated or unsaturated ring 411 R 412 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R. In formula (41-2), X is O, S, Se, C(R 403 )(R 404 ), or NR 405 . R 401 and R 421 ; R 421 ~R 423 Among two or more adjacent ones; R 423 and R 402 ; R 402 and R 424 ; R 424 ~R 427 Among two or more adjacent ones; R 413 and R 414 ; and R 414 and R 401One or more of the groups form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R that does not form a substituted or unsubstituted saturated or unsaturated ring 401 and R 402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 ~R 405 and R that does not form a substituted or unsubstituted saturated or unsaturated ring 413 R 414 and R 421 ~R 427 are each independently a hydrogen atom or a substituent R. In formula (41-3), X and X' are each independently O, S, Se, C(R 403 )(R 404 ), or NR 405 . R 401 and R 421 ; two or more adjacent ones of R 421 ~R 423 ; R 423 and R 402 ; R 415 and R 416 ; R 416 and R 412 ; and one or more of R 412 and R 411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R that does not form a substituted or unsubstituted saturated or unsaturated ring 401 and R 402are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 ~R 405 , and the unsubstituted or substituted R that does not form a saturated or unsaturated ring 411 , R 412 , R 415 , R 416 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R. R 403 ~R 405 When two or more R 403 ~R 405 are present, each of the two or more R In formula (41-4), X and X' are each independently O, S, Se, C(R 403 )(R 404 ), or NR 405 . R 401 and R 421 ; two or more adjacent ones of R 421 ~R 423 ; R 423 and R 402 ; R 402 and R 418 ; R 418 and R 417 ; and R 412 and R 411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. The unsubstituted or substituted R that does not form a saturated or unsaturated ring 401 and R 402are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 ~R 405 and the R that does not form a substituted or unsubstituted saturated or unsaturated ring 411 R 412 R 417 R 418 and R 421 ~R 427 are each independently a hydrogen atom or a substituent R. R 403 ~R 405 When two or more of them exist, each of the two or more R 403 ~R 405 may be the same or different. In formula (41-5), X and X' are each independently O, S, Se, C(R 403 )(R 404 ), or NR 405 . R 401 and R 421 ; two or more adjacent ones among R 421 ~R 423 ; R 423 and R 402 ; R 402 and R 418 ; R 418 and R 417 ; R 413 and R 414 ; and one or more pairs of R 414 and R 401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. The R that does not form a substituted or unsubstituted saturated or unsaturated ring401 and R 402 each independently is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 ~R 405 , and the R 411 , R 412 , R 417 , R 418 , and R 421 ~R 427 each independently is a hydrogen atom or a substituent R. R 403 ~R 405 When two or more are present, each of the two or more R 403 ~R 405 may be the same or different from each other. In formula (41-6), R 401 and R 421 ; two or more adjacent ones of R 421 ~R 423 ; R 423 and R 402 ; R 402 and R 424 ; two or more adjacent ones of R 424 ~R 427 ; R 427 and R 428 ; R 428 ~R 431 ; two or more adjacent ones of; and one or more pairs of R 431 and R 401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. The R 401and R 402 is, independently of one another, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. The unsubstituted or substituted R that does not form a saturated or unsaturated ring 421 ~R 431 is, independently of one another, a hydrogen atom or a substituent R. The substituent R is as defined in the above formula (1A).

[0172] In one embodiment, the compound represented by the formula (41) is selected from the group consisting of the compounds represented by the formulas (41-1) to (41-5).

[0173] In one embodiment, the compound represented by the formula (41) is a compound represented by the following formula (42-2).

Chemical formula

[0174] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the above formula (41) is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R 41 )(R 42 )(R 43 ), -C(=O)R 44 , -COOR 45 , -S(=O)2R 46 , -P(=O)(R 47 )(R 48 ), -Ge(R 49 )(R 50 )(R 51 ), -N(R 52 )(R 53 )(wherein R 41 to R 53 are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R 41 to R 53 are present, each of the two or more R 41 to R 53 may be the same or different.). a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and is selected from the group consisting of monovalent heterocyclic groups having 5 to 50 ring-forming atoms.

[0175] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the formula (41) is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and is selected from the group consisting of monovalent heterocyclic groups having 5 to 18 ring-forming atoms.

[0176] The compound represented by the formula (41) can be synthesized by using known alternative reactions and raw materials according to the target product.

[0177] Specific examples of the compound represented by the formula (41) are described below, but these are merely illustrative, and the compound represented by the formula (41) is not limited to the following specific examples. In the following specific examples, Me represents a methyl group, tBu represents a tertiary butyl group, and Ph represents a phenyl group.

[0178]

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

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[0179] The organic EL element according to one aspect of the present invention, as long as the effect of the present invention is not impaired, a conventionally known material and element configuration can be applied, except that at least one layer of the one or more light-emitting layers contains a compound represented by formula (1A) or (1B) and a compound represented by formula (41). Hereinafter, members that can be used in the organic EL element according to one aspect of the present invention, and materials other than the above compounds that constitute each layer will be described.

[0180] Typical element configurations of the organic EL element of the present invention include: (1) Anode / Light-emitting layer / Cathode (2) Anode / Hole injection layer / Light-emitting layer / Cathode (3) Anode / Light-emitting layer / Electron injection / transport layer / Cathode (4) Anode / Hole injection layer / Light-emitting layer / Electron injection / transport layer / Cathode (5) Anode / Organic semiconductor layer / Light-emitting layer / Cathode (6) Anode / Organic semiconductor layer / Electron barrier layer / Light-emitting layer / Cathode (7) Anode / Organic semiconductor layer / Light-emitting layer / Adhesion improvement layer / Cathode (8) Anode / Hole injection / transport layer / Light-emitting layer / Electron injection / transport layer / Cathode (9) Anode / Insulating layer / Light-emitting layer / Insulating layer / Cathode (10) Anode / Inorganic semiconductor layer / Insulating layer / Light-emitting layer / Insulating layer / Cathode (11) Anode / Organic semiconductor layer / Insulating layer / Light-emitting layer / Insulating layer / Cathode (12) Anode / Insulating layer / Hole injection / transport layer / Light-emitting layer / Insulating layer / Cathode (13) Anode / Insulating layer / Hole injection / transport layer / Light-emitting layer / Electron injection / transport layer / Cathode Structures such as the above can be cited. Among the above, the structure of (8) is preferably used, but it is not limited thereto.

[0181] In this specification, the "hole injection / transport layer" means "at least one of the hole injection layer and the hole transport layer", and the "electron injection / transport layer" means "at least one of the electron injection layer and the electron transport layer".

[0182] Hereinafter, members that can be used in the organic EL element according to one aspect of the present invention, and materials other than the above compounds that constitute each layer will be described.

[0183] (Substrate) The substrate is used as a support for the light-emitting element. As the substrate, for example, glass, quartz, plastic, etc. can be used. Also, a flexible substrate may be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include plastic substrates made of polycarbonate and polyvinyl chloride.

[0184] (Anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, and mixtures thereof having a large work function (specifically, 4.0 eV or more). Specifically, for example, indium tin oxide (ITO: Indium Tin Oxide), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene, etc. can be cited. In addition, gold (Au), platinum (Pt), or nitrides of metal materials (for example, titanium nitride) etc. can be cited.

[0185] (Hole injection layer) The positive hole injection layer is a layer containing a substance with high positive hole injection property. As substances with high positive hole injection property, 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.) can be used.

[0186] (Positive hole transport layer) The positive hole transport layer is a layer containing a substance with high positive hole transport property. For the positive hole transport layer, aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc. can be used. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) can also be used. However, as long as it is a substance with higher positive hole transport property than electrons, other substances can be used. In addition, the layer containing a substance with high positive hole transport property may be not only a single layer but also a laminate of two or more layers composed of the above substances.

[0187] (Guest (dopant) material of the light-emitting layer) The light-emitting layer is a layer containing a substance with high light-emitting property. In addition to the materials (compounds represented by formula (41)) used in the present invention described above, various materials can be used. For example, as substances with high light-emitting property, fluorescent compounds that emit fluorescence and phosphorescent compounds that emit phosphorescence can be used. Fluorescent compounds are compounds that can emit light from the singlet excited state, and phosphorescent compounds are compounds that can emit light from the triplet excited state. As blue fluorescent light-emitting materials that can be used in the light-emitting layer, pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc. can be used. As green fluorescent light-emitting materials that can be used in the light-emitting layer, aromatic amine derivatives, etc. can be used. As red fluorescent light-emitting materials that can be used in the light-emitting layer, tetracene derivatives, diamine derivatives, etc. can be used. As blue phosphorescent materials that can be used in the light-emitting layer, metal complexes such as iridium complexes, osmium complexes, and platinum complexes are used. As green phosphorescent materials that can be used in the light-emitting layer, iridium complexes and the like are used. As red 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. In one aspect of the present invention, as the dopant material, in addition to the compound represented by the above formula (41), the above other substances may or may not be included.

[0188] (Host material of the light-emitting layer) The light-emitting layer may have a structure in which the above-described highly luminescent substance (guest material) is dispersed in another substance (host material). As the substance for dispersing the highly luminescent substance, in addition to the materials used in the present invention described above (the compound represented by formula (1), the compound represented by formula (1A), or the compound represented by formula (1B)), various substances can be used, and it is preferable to use a substance having a higher lowest unoccupied molecular orbital level (LUMO level) and a lower highest occupied molecular orbital level (HOMO level) than the highly luminescent substance. As the substance (host material) for dispersing the highly luminescent substance, 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, 4) aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives are used. In addition, a compound having delayed fluorescence (thermally activated delayed fluorescence) can also be used as the host material. It is also preferable that the light-emitting layer contains the material used in the present invention described above and a host compound having delayed fluorescence.

[0189] (Electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties. In the electron transport layer, 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 can be used.

[0190] (Electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. In the electron injection layer, metal complex compounds such as lithium (Li), ytterbium (Yb), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium 8-hydroxyquinolinate (Liq), and alkali metals, alkaline earth metals, or their compounds such as lithium oxide (LiO x ) can be used.

[0191] (Cathode) For the cathode, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture 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, that is, alkali metals such as lithium (Li) and cesium (Cs), and alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (for example, MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these. The cathode is usually formed by a vacuum evaporation method or a sputtering method. When using a silver paste or the like, a coating method or an inkjet method can be used.

[0192] Also, when an electron injection layer is provided, regardless of the work function, the cathode can be formed using various conductive materials such as aluminum, silver, ITO, graphene, silicon, or indium tin oxide containing silicon oxide.

[0193] (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. The electron blocking layer is a layer having a function of preventing electrons from leaking from the light-emitting layer to the hole transport layer. The hole blocking layer is a layer having a function of preventing holes from leaking from the light-emitting layer to the electron transport layer. The exciton blocking layer is a layer having a function of preventing excitons generated in the light-emitting layer from diffusing into adjacent layers and confining the excitons within the light-emitting layer.

[0194] In the organic EL element according to one aspect of the present invention, the film thickness of each layer is not particularly limited. Generally, in order to suppress defects such as pinholes, keep the applied voltage low, and improve the light emission efficiency, a range of usually several nm to 1 μm is preferable.

[0195] In the organic EL element according to one aspect of the present invention, the method for forming each layer is not particularly limited. A conventionally known formation method such as a vacuum evaporation method or a spin coating method can be used. Each layer such as the light-emitting layer can be formed by a known method such as a vacuum evaporation method, a molecular beam epitaxy (MBE) method, or a coating method such as a dipping method, a spin coating method, a casting method, a bar coating method, or a roll coating method of a solution dissolved in a solvent.

[0196] In the organic EL element according to one aspect of the present invention, the above light-emitting layer can be formed by vaporizing a compound represented by formula (1A) or a compound represented by formula (1B) and a compound represented by formula (41) from separate evaporation sources (crucibles) and simultaneously depositing them. Further, the above light-emitting layer may be formed by depositing, after previously mixing a compound represented by formula (1A) or a compound represented by formula (1B) and a compound represented by formula (41), from the same evaporation source. This method has the advantage of simplifying the manufacturing apparatus and manufacturing process.

[0197] [Electronic device] An electronic device according to one aspect of the present invention is characterized by including an organic EL element according to one aspect of the present invention. Specific examples of the electronic device include display components such as an organic EL panel module, display devices such as a television, a mobile phone, or a personal computer, and light-emitting devices such as lighting or vehicle lamps.

Example

[0198] Hereinafter, examples according to the present invention will be described. The present invention is not limited by these examples at all.

[0199] <Compound> The compounds represented by formula (1), (1A), or (1B) used in the production of the organic EL elements of Examples 1 to 21 are shown below.

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[0200] The compounds represented by formula (41) used in the production of the organic EL elements of Examples 1 to 21 and Comparative Examples 1 to 18 are shown below.

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[0201] The comparative example compounds used in the production of the organic EL elements of Comparative Examples 1 to 18 are shown below.

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[0202] The structures of other compounds used in the production of the organic EL elements of Examples 1 to 21 and Comparative Examples 1 to 18 are shown below.

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[0203] Example 1 <Fabrication of Organic EL Element> An organic EL element was fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) having a size of 25 mm × 75 mm × 1.1 mm in thickness was ultrasonically cleaned in isopropyl alcohol for 5 minutes and then UV ozone cleaned for 30 minutes. The film thickness of ITO was 130 nm. The glass substrate with the transparent electrode after cleaning was mounted on the substrate holder of a vacuum evaporation apparatus. First, Compound HI-1 was evaporated so as to cover the transparent electrode on the surface where the transparent electrode was formed, and a Compound HI-1 film with a film thickness of 5 nm was formed. This HI-1 film functions as a hole injection layer.

[0204] Subsequent to the formation of this HI-1 film, Compound HT-1 was evaporated, and an HT-1 film with a film thickness of 80 nm was formed on the HI-1 film. This HT-1 film functions as the first hole transport layer. Subsequent to the formation of the HT-1 film, Compound EBL-1 was evaporated, and an EBL-1 film with a film thickness of 10 nm was formed on the HT-1 film. This EBL-1 film functions as the second hole transport layer. BH-1 (host material) and BD-1 (dopant material) were co-evaporated on the EBL-1 film such that the ratio (weight ratio) of Compound BD-1 was 2%, and a light-emitting layer with a film thickness of 25 nm was formed.

[0205] Compound HBL-1 was evaporated on this light-emitting layer to form an electron transport layer with a film thickness of 10 nm. Compound ET-1, which is an electron injection material, was evaporated on this electron transport layer to form an electron injection layer with a film thickness of 15 nm. LiF was evaporated on this electron injection layer to form a LiF film with a film thickness of 1 nm. Metal Al was evaporated on this LiF film to form a metal cathode with a film thickness of 80 nm.

[0206] The element structure of the organic EL element of Example 1 is schematically shown as follows. ITO(130) / HI-1(5) / HT-1(80) / EBL-1(10) / BH-1:BD-1(25:2%) / HBL-1(10) / ET-1(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (unit: nm). Also, the numbers shown as percentages in parentheses indicate the ratio (mass %) of the latter compound in the layer.

[0207] <Evaluation of Organic EL Element> · Driving voltage The initial characteristics of the organic EL element were measured by driving at a DC (direct current) constant current of 10 mA / cm at room temperature. The results are shown in Table 1. 2 · External quantum efficiency A voltage was applied to the organic EL element so that the current density became 10 mA / cm, and the EL emission spectrum was measured with a spectro-radiometer CS-2000 (manufactured by Konica Minolta, Inc.). The external quantum efficiency EQE (%) was calculated from the obtained spectro-radiance spectrum. The results are shown in Table 1. 2 · Element lifetime For the obtained organic EL element, a voltage was applied to the organic EL element at room temperature so that the current density became 50 mA / cm, and the time (LT95 (unit: hours)) until the luminance reached 95% of the initial luminance was measured. The results are shown in Table 1. 2

[0208] (Comparative Example 1) An organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-Ref1 in the formation of the light-emitting layer.

[0209]

Table 1

[0210] (Example 2) An organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-2 in the formation of the light-emitting layer. The results are shown in Table 2.

[0211] ​​​ (Example 3) In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-3. The results are shown in Table 2.

[0212] (Comparative Example 2) In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 2, except that the compound BH-1 in Example 1 was replaced with BH-Ref2. The results are shown in Table 2.

[0213]

Table 2

[0214] (Example 4) In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-4. The results are shown in Table 3.

[0215] (Example 5) In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-5. The results are shown in Table 3.

[0216] (Comparative Example 3) In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 1, except that the compound BH-1 in Example 1 was replaced with BH-Ref3. The results are shown in Table 3.

[0217]

Table 3

[0218] Example 6 <Fabrication of Organic EL Element> An organic EL element was fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with a 25 mm × 75 mm × 1.1 mm thick ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes and then UV ozone cleaned for 30 minutes. The film thickness of ITO was 130 nm. The glass substrate with the transparent electrode after cleaning was mounted on the substrate holder of a vacuum evaporation apparatus. First, compound HI-1 was evaporated so as to cover the transparent electrode on the surface where the transparent electrode was formed, and a compound HI-1 film with a film thickness of 5 nm was formed. This HI-1 film functions as a hole injection layer.

[0219] Subsequent to the formation of this HI-1 film, compound HT-1 was evaporated, and an HT-1 film with a film thickness of 80 nm was formed on the HI-1 film. This HT-1 film functions as the first hole transport layer. Subsequent to the formation of the HT-1 film, compound EBL-1 was evaporated, and an EBL-1 film with a film thickness of 10 nm was formed on the HT-1 film. This EBL-1 film functions as the second hole transport layer. BH-6 (host material) and BD-1 (dopant material) were co-evaporated on the EBL-1 film such that the ratio (weight ratio) of compound BD-1 was 2%, and a light-emitting layer with a film thickness of 25 nm was formed.

[0220] Compound HBL-1 was evaporated on this light-emitting layer to form an electron transport layer with a film thickness of 10 nm. Compound ET-1, which is an electron injection material, was evaporated on this electron transport layer to form an electron injection layer with a film thickness of 15 nm. LiF was evaporated on this electron injection layer to form a LiF film with a film thickness of 1 nm. Metal Al was evaporated on this LiF film to form a metal cathode with a film thickness of 80 nm.

[0221] The device structure of the organic EL device of Example 6 is schematically shown as follows. ITO(130) / HI-1(5) / HT-1(80) / EBL-1(10) / BH-6:BD-1(25:2%) / HBL-1(10) / ET-1(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (unit: nm). Also, the numbers indicated in percentage within the parentheses represent the ratio (mass %) of the latter compound in the layer.

[0222] <Evaluation of Organic EL Element> The driving voltage, external quantum efficiency, and element lifetime of the organic EL element were measured in the same manner as in Example 1. The results are shown in Table 4.

[0223] Example 7 An organic EL element was manufactured and evaluated in the same manner as in Example 6, except that compound BD-1 in Example 6 was replaced with BD-2 in the formation of the light-emitting layer. The results are shown in Table 4.

[0224] Example 8 An organic EL element was manufactured and evaluated in the same manner as in Example 6, except that compound BD-1 in Example 6 was replaced with BD-3 in the formation of the light-emitting layer. The results are shown in Table 4.

[0225] Comparative Example 4 An organic EL element was manufactured and evaluated in the same manner as in Example 6, except that compound BH-6 in Example 6 was replaced with BH-Ref4 in the formation of the light-emitting layer. The results are shown in Table 4.

[0226] Comparative Example 5 An organic EL element was manufactured and evaluated in the same manner as in Example 7, except that compound BH-6 in Example 7 was replaced with BH-Ref4 in the formation of the light-emitting layer. The results are shown in Table 4.

[0227] Comparative Example 6 An organic EL element was manufactured and evaluated in the same manner as in Example 8, except that compound BH-6 in Example 8 was replaced with BH-Ref4 in the formation of the light-emitting layer. The results are shown in Table 4.

[0228]

Table 4

[0229] Example 9 An organic EL element was manufactured and evaluated in the same manner as in Example 6, except that compound BH-6 in Example 6 was replaced with BH-7 in the formation of the light-emitting layer. The results are shown in Table 5.

[0230] Example 10 An organic EL element was manufactured and evaluated in the same manner as in Example 9, except that the compound BD-1 in Example 9 was replaced with BD-2 in the formation of the light-emitting layer. The results are shown in Table 5.

[0231] Example 11 An organic EL element was manufactured and evaluated in the same manner as in Example 9, except that the compound BD-1 in Example 9 was replaced with BD-3 in the formation of the light-emitting layer. The results are shown in Table 5.

[0232] Comparative Example 7 An organic EL element was manufactured and evaluated in the same manner as in Example 9, except that the compound BH-7 in Example 9 was replaced with BH-Ref5 in the formation of the light-emitting layer. The results are shown in Table 5.

[0233] Comparative Example 8 An organic EL element was manufactured and evaluated in the same manner as in Example 10, except that the compound BH-7 in Example 10 was replaced with BH-Ref5 in the formation of the light-emitting layer. The results are shown in Table 5.

[0234] Comparative Example 9 An organic EL element was manufactured and evaluated in the same manner as in Example 11, except that the compound BH-7 in Example 11 was replaced with BH-Ref5 in the formation of the light-emitting layer. The results are shown in Table 5.

[0235] [Table 5]

[0236] Example 12 <Fabrication of Organic EL Element> An organic EL element was fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) having a size of 25 mm × 75 mm × 1.1 mm in thickness was ultrasonically cleaned in isopropyl alcohol for 5 minutes and then subjected to UV ozone cleaning for 30 minutes. The film thickness of ITO was 130 nm. The glass substrate with a transparent electrode after cleaning was mounted on the substrate holder of a vacuum evaporation apparatus. First, compound HI-1 was evaporated so as to cover the transparent electrode on the surface where the transparent electrode was formed, and a compound HI-1 film with a thickness of 5 nm was formed. This HI-1 film functions as a hole injection layer.

[0237] Subsequent to the formation of this HI-1 film, compound HT-2 was evaporated, and an HT-2 film with a thickness of 80 nm was formed on the HI-1 film. This HT-2 film functions as the first hole transport layer. Subsequent to the formation of the HT-1 film, compound EBL-1 was evaporated, and an EBL-1 film with a thickness of 10 nm was formed on the HT-1 film. This EBL-1 film functions as the second hole transport layer. On the EBL-1 film, BH-8 (host material) and BD-1 (dopant material) were co-evaporated such that the ratio (weight ratio) of compound BD-1 was 2%, and a light-emitting layer with a thickness of 25 nm was formed.

[0238] On this light-emitting layer, compound HBL-1 was evaporated to form an electron transport layer with a thickness of 10 nm. On this electron transport layer, compound ET-1, which is an electron injection material, was evaporated to form an electron injection layer with a thickness of 15 nm. On this electron injection layer, LiF was evaporated to form a LiF film with a thickness of 1 nm. On this LiF film, metal Al was evaporated to form a metal cathode with a thickness of 80 nm.

[0239] The device structure of the organic EL device of Example 12 is schematically shown as follows. ITO(130) / HI-1(5) / HT-2(80) / EBL-1(10) / BH-8:BD-1(25:2%) / HBL-1(10) / ET-1(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (unit: nm). Also, the numbers indicated in percentage within the parentheses represent the ratio (mass %) of the latter compound in the layer.

[0240] <Evaluation of Organic EL Device> The driving voltage, external quantum efficiency, and device lifetime of the organic EL device were measured in the same manner as in Example 1. The results are shown in Table 6.

[0241] Example 13 An organic EL element was manufactured and evaluated in the same manner as in Example 12, except that compound BD-1 in Example 12 was replaced with BD-2 in the formation of the light-emitting layer. The results are shown in Table 6.

[0242] Example 14 An organic EL element was manufactured and evaluated in the same manner as in Example 12, except that compound BD-1 in Example 12 was replaced with BD-3 in the formation of the light-emitting layer. The results are shown in Table 6.

[0243] Example 15 An organic EL element was manufactured and evaluated in the same manner as in Example 12, except that compound BH-8 in Example 12 was replaced with BH-9 in the formation of the light-emitting layer. The results are shown in Table 6.

[0244] Example 16 An organic EL element was manufactured and evaluated in the same manner as in Example 12, except that compound BH-8 in Example 12 was replaced with BH-10 in the formation of the light-emitting layer. The results are shown in Table 6.

[0245] Comparative Example 10 An organic EL element was manufactured and evaluated in the same manner as in Example 12, except that compound BH-8 in Example 12 was replaced with BH-Ref6 in the formation of the light-emitting layer. The results are shown in Table 6.

[0246] Comparative Example 11 An organic EL element was manufactured and evaluated in the same manner as in Example 13, except that compound BH-8 in Example 13 was replaced with BH-Ref6 in the formation of the light-emitting layer. The results are shown in Table 6.

[0247] Comparative Example 12 An organic EL element was manufactured and evaluated in the same manner as in Example 14, except that compound BH-8 in Example 14 was replaced with BH-Ref6 in the formation of the light-emitting layer. The results are shown in Table 6.

[0248] Comparative Example 13 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 15, except that the compound BH-9 of Example 15 was replaced with BH-Ref7. The results are shown in Table 6.

[0249] Comparative Example 14 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 16, except that the compound BH-10 of Example 16 was replaced with BH-Ref8. The results are shown in Table 6.

[0250]

Table 6

[0251] Example 17 <Fabrication of Organic EL Element> An organic EL element was fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) having a size of 25 mm × 75 mm × 1.1 mm thick was ultrasonically cleaned in isopropyl alcohol for 5 minutes and then UV ozone cleaned for 30 minutes. The film thickness of the ITO was 130 nm. The cleaned glass substrate with the transparent electrode was mounted on the substrate holder of a vacuum evaporation apparatus. First, Compound HI-1 was evaporated so as to cover the transparent electrode on the surface where the transparent electrode was formed, and a Compound HI-1 film with a film thickness of 5 nm was formed. This HI-1 film functions as a hole injection layer.

[0252] Subsequent to the formation of this HI-1 film, Compound HT-1 was evaporated, and an HT-1 film with a film thickness of 80 nm was formed on the HI-1 film. This HT-1 film functions as a first hole transport layer. Subsequent to the formation of the HT-1 film, Compound EBL-1 was evaporated, and an EBL-1 film with a film thickness of 10 nm was formed on the HT-1 film. This EBL-1 film functions as a second hole transport layer. On the EBL-1 film, BH-11 (host material) and BD-1 (dopant material) were co-evaporated so that the ratio (weight ratio) of Compound BD-1 was 4%, and a light-emitting layer with a film thickness of 25 nm was formed.

[0253] Compound HBL-1 was deposited on this light-emitting layer to form an electron transport layer with a film thickness of 10 nm. Compound ET-1, which is an electron injection material, was deposited on this electron transport layer to form an electron injection layer with a film thickness of 15 nm. LiF was deposited on this electron injection layer to form a LiF film with a film thickness of 1 nm. Metal Al was deposited on this LiF film to form a metal cathode with a film thickness of 80 nm.

[0254] When the device structure of the organic EL device of Example 1 is schematically shown, it is as follows. ITO(130) / HI-1(5) / HT-1(80) / EBL-1(10) / BH-11:BD-1(25:4%) / HBL-1(10) / ET-1(15) / LiF(1) / Al(80) The numbers in parentheses represent the film thickness (unit: nm). In addition, the numbers indicated in percentage within the parentheses represent the ratio (mass %) of the latter compound in the layer.

[0255] <Evaluation of Organic EL Device> The driving voltage, external quantum efficiency, and device lifetime of the organic EL device were measured in the same manner as in Example 1. The results are shown in Table 7.

[0256] Example 18 An organic EL device was manufactured and evaluated in the same manner as in Example 17, except that compound BD-1 in Example 17 was replaced with BD-2 in the formation of the light-emitting layer. The results are shown in Table 7.

[0257] Example 19 An organic EL device was manufactured and evaluated in the same manner as in Example 17, except that compound BD-1 in Example 17 was replaced with BD-3 in the formation of the light-emitting layer. The results are shown in Table 7.

[0258] Example 20 An organic EL device was manufactured and evaluated in the same manner as in Example 17, except that compound BH-11 in Example 17 was replaced with BH-12 in the formation of the light-emitting layer. The results are shown in Table 7.

[0259] Comparative Example 15 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 17, except that the compound BH-11 of Example 17 was replaced with BH-Ref9. The results are shown in Table 7.

[0260] Comparative Example 16 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 18, except that the compound BH-11 of Example 18 was replaced with BH-Ref9. The results are shown in Table 7.

[0261] Comparative Example 17 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 19, except that the compound BH-11 of Example 19 was replaced with BH-Ref9. The results are shown in Table 7.

[0262] Comparative Example 4 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 17, except that the compound BH-11 of Example 17 was replaced with BH-Ref10. The results are shown in Table 7.

[0263]

Table 7

[0264] Example 21 In the formation of the light-emitting layer, an organic EL element was manufactured and evaluated in the same manner as in Example 17, except that a mixed powder obtained by weighing the compound BH-P1 and the compound BH-13 so as to satisfy a molar ratio of 35:65 and mixing them while grinding in a mortar was used instead of the compound BH-11 of Example 17. The results are shown in Table 8.

[0265]

Table 8

[0266] <Synthesis of Compound> (Synthesis Example 1) An anthracene derivative (Compound BH-1) was synthesized according to the following synthetic route.

[0267] [Chemical formula]

[0268] Under an argon atmosphere, 2.06 g of naphtho[2,3-b]benzofuran-1-yl trifluoromethanesulfonate synthesized by a known method, 2.00 g of boronic acid (Intermediate 1) synthesized by a known method, 0.26 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 1.19 g of sodium carbonate, 42 mL of 1,4-dioxane, and 15 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred for 18 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and acetone, and then recrystallized from a mixed solvent of toluene and cyclohexane to obtain 2.22 g of a pale yellow solid (yield 75%). As a result of mass spectrum analysis, this pale yellow solid was Compound BH-1, and for a molecular weight of 527.67, m / e = 528.

[0269] (Synthesis Example 2) An anthracene derivative (Compound BH-2) was synthesized according to the following synthetic route.

[0270] [Chemical formula]

[0271] Under an argon atmosphere, 1.93 g of naphtho[1,2-b]benzofuran-7-yl trifluoromethanesulfonate synthesized by a known method, 2.00 g of boronic acid (Intermediate 2) synthesized by a known method, 0.24 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 1.21 g of sodium carbonate, 40 mL of toluene, and 13 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred for 18 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and acetone, and then recrystallized from a mixed solvent of toluene and hexane to obtain 2.02 g of a pale yellow solid (yield 69%). As a result of mass spectrum analysis, this pale yellow solid was Compound BH-2, and for a molecular weight of 551.70, m / e = 552.

[0272] (Synthesis Example 3) The anthracene derivative (Compound BH-3) was synthesized according to the following synthetic route.

[0273] (1) Synthesis of Intermediate 3

Chemical formula

[0274] Under an argon atmosphere, 5.01 g of 3-bromo-1,1'-biphenyl-2,4,5,6-d4 synthesized by a known method, 4.80 g of anthracen-9-ylboronic acid, 0.90 g of dichlorobis[di-tert-butyl(4-dimethylaminophenyl)phosphine]palladium(II), 3.51 g of sodium carbonate, 135 mL of 1,4-dioxane, and 15 mL of ion-exchanged water were added to a flask, and the mixture was heated and stirred at 100 °C for 18 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and acetone, and then recrystallized from a mixed solvent of toluene and cyclohexane to obtain 5.03 g of a pale yellow solid (yield 71%). As a result of mass spectrum analysis, this pale yellow solid was Intermediate 3, and for a molecular weight of 334.45, m / e = 334.

[0275] (2) Synthesis of Intermediate 4

Chemical formula

[0276] Under an argon atmosphere, 5.40 g of Intermediate 3, 3.10 g of N-bromosuccinimide, and 100 mL of N,N-dimethylformamide were added to a flask, and the mixture was heated and stirred at 50 °C for 10 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and methanol, and then recrystallized from a mixed solvent of toluene and cyclohexane to obtain 4.38 g of a pale yellow solid (yield 66%). As a result of mass spectrum analysis, this pale yellow solid was Intermediate 4, and for a molecular weight of 413.35, m / e = 413.

[0277] (3) Synthesis of Intermediate 5

Chem.

[0278] Under an argon atmosphere, 3.00 g of Intermediate 4 and 30 mL of tetrahydrofuran were added to a flask and stirred at -78 °C for 1 hour. 5.80 mL of an n-butyllithium hexane solution (1.55 moL / L) was added dropwise thereto, and then stirred at -78 °C for 1 hour. 2.51 mL of trimethoxyborane was added to the reaction solution, and the mixture was stirred for 2 hours while warming up to room temperature. After stirring, 40 mL of 1N aqueous hydrochloric acid solution was added, and the organic phase was extracted with a separatory funnel. The organic phase was dried over magnesium sulfate and dried to dryness with an evaporator. The obtained crude product was recrystallized from a mixed solvent of tetrahydrofuran and hexane to obtain 1.80 g of a pale yellow solid (yield 66%). This pale yellow solid was Intermediate 5 as a result of mass spectrum analysis, and m / e = 379 with respect to a molecular weight of 378.27.

[0279] (4) Synthesis of Anthracene Derivative (Compound BH-3)

Chem.

[0280] Under an argon atmosphere, 1.94 g of naphtho[1,2-b]benzofuran-7-yl trifluoromethanesulfonate synthesized by a known method, 2.00 g of Intermediate 5, 0.24 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 1.21 g of sodium carbonate, 40 mL of toluene, and 13 mL of ion-exchanged water were added to a flask and refluxed with stirring for 18 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and acetone, and then recrystallized from a mixed solvent of toluene and hexane to obtain 2.22 g of a pale yellow solid (yield 76%). This pale yellow solid was Compound BH-3 as a result of mass spectrum analysis, and m / e = 551 with respect to a molecular weight of 550.69.

[0281] (Synthesis Example 4) An anthracene derivative (Compound BH-4) was synthesized according to the following synthetic route.

[0282] (1) Synthesis of Intermediate 6

Chemical formula

[0283] A pale yellow solid was obtained with reference to the synthesis of Intermediate 3, except that 4-bromo-1,1'-biphenyl-2,3,5,6-d4 synthesized by a known method was used instead of 3-bromo-1,1'-biphenyl-2,4,5,6-d4. As a result of mass spectrum analysis, this pale yellow solid was Intermediate 6, and for a molecular weight of 334.45, m / e = 334.

[0284] (2) Synthesis of Intermediate 7

Chemical formula

[0285] Synthesis was carried out with reference to the synthesis of Intermediate 4, except that Intermediate 6 was used instead of Intermediate 3, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was Intermediate 7, and for a molecular weight of 413.35, m / e = 413.

[0286] (3) Synthesis of Intermediate 9

Chemical formula

[0287] Synthesis was carried out with reference to the synthesis of Intermediate 5, except that Intermediate 8 was used instead of Intermediate 4, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was Intermediate 9, and for a molecular weight of 378.27, m / e = 378.

[0288] (4) Synthesis of Anthracene Derivative (BH-4)

Chemical formula

[0289] The synthesis was carried out with reference to the synthesis of BH-3, except that intermediate 9 was used instead of intermediate 5, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was compound BH-4, with m / e = 552 for a molecular weight of 551.70.

[0290] (Synthesis Example 5) An anthracene derivative (compound BH-5) was synthesized according to the following synthetic route.

[0291] (1) Synthesis of intermediate 10

Chemical formula

[0292] The synthesis was carried out with reference to the synthesis of intermediate 3, except that 4-bromo-1,1'-biphenyl-d9 synthesized by a known method was used instead of 3-bromo-1,1'-biphenyl-2,4,5,6-d4, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was intermediate 10, with m / e = 339 for a molecular weight of 339.49.

[0293] (2) Synthesis of intermediate 11

Chemical formula

[0294] The synthesis was carried out with reference to the synthesis of intermediate 4, except that intermediate 10 was used instead of intermediate 3, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was intermediate 11, with m / e = 418 for a molecular weight of 418.38.

[0295] (3) Synthesis of intermediate 12

Chemical formula

[0296] Instead of intermediate 4, the synthesis was carried out with reference to the synthesis of intermediate 5 except that intermediate 11 was used, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was intermediate 12, and for a molecular weight of 383.30, m / e = 383.

[0297] (4) Synthesis of anthracene derivative (compound BH-5)

Chemical formula

[0298] Instead of intermediate 5, the synthesis was carried out with reference to the synthesis of BH-3 except that intermediate 12 was used, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was compound BH-5, and for a molecular weight of 555.72, m / e = 556.

[0299] (Synthesis Example 6) An anthracene derivative (compound BH-14) was synthesized according to the following synthetic route.

Chemical formula

[0300] Synthesis was carried out with reference to the synthesis of BH-3 except that naphtho[1,2-b]benzofuran-7-yl trifluoromethanesulfonate, intermediate 13, and intermediate 14 were used instead of intermediate 5, and a pale yellow solid was obtained. As a result of mass spectrum analysis, this pale yellow solid was compound BH-14, and for a molecular weight of 627.80, m / e = 628.

[0301] (Synthesis Example 7) Synthesis of BH-15 (A) Compound BH-15 was synthesized according to the following synthetic route.

Chemical formula

[0302] (Synthesis Example 8) Synthesis of BH-15 (B) Compound BH-15 was synthesized according to the following synthetic route.

Chemical formula

[0303] (Synthesis Example 9) Synthesis of BH-16 (A) Compound BH-16 was synthesized according to the following synthetic route.

Chemical formula

[0304] (Synthesis Example 10) Synthesis of BH-16 (B) Compound BH-16 was synthesized according to the following synthetic route.

Chemical Structure

[0305] (Synthesis Example 11) Synthesis of BH-17 Compound BH-17 was synthesized according to the following synthetic route.

Chemical Structure

[0306] (Synthesis Example 12) Synthesis of BH-12 (A) Compound BH-12 was synthesized according to the following synthetic route.

Chemical Structure

[0307] (Synthesis Example 13) Synthesis of BH-12 (B) Compound BH-12 was synthesized according to the following synthetic route.

[0308] (1) Synthesis of 4-C

Chemical Structure

[0309] (2) Synthesis of 4-D

Chemical Structure

[0310] (3) Synthesis of 4-E

Chemical Structure

[0311] (4) Synthesis of 4-F

Chemical Structure

[0312] (5) Synthesis of 4-H

Chemical Structure

[0313] (6) Synthesis of BH-12

Chem.

[0314] (Synthesis Example 14) Synthesis of BH-18 Compound BH-18 was synthesized according to the following synthetic route.

Chem.

[0315] (Synthesis Example 15) Synthesis of BH-Ref10 Compound BH-Ref10 was synthesized according to the following synthetic route.

Chem.

[0316] (Synthesis Example 16) Synthesis of BH-19 Compound BH-19 was synthesized according to the following synthetic route.

[0317] (1) Synthesis of 3-B

Chem.

[0318] (2) Synthesis of 3-C [Chemical formula] Under an argon atmosphere, 3-B: 1.14 g (4.98 mmol), iodomethane: 0.30 mL (4.80 mmol), potassium carbonate: 0.70 g (5.06 mmol), and acetonitrile: 40 mL were charged into a flask and heated with stirring at room temperature for 6 hours. Then, 300 mL of water was added to the reaction solution and the organic phase was extracted. Subsequently, the obtained solid was purified by silica gel column chromatography to obtain 5.06 g (yield 88%) of a white solid. By LC-MS analysis, the white solid was identified as 3-C.

[0319] (3) Synthesis of 3-D [Chemical formula] Under an argon atmosphere, 3-C: 7.74 g (31.8 mmol) and diethyl ether: 130 mL were charged into a flask, cooled to -78 °C, and then normal butyllithium: 30.8 mL (47.8 mmol, 1.55 M) was added dropwise. The mixture was stirred for 30 minutes while maintaining -78 °C. Then, trimethoxyborane: 7.08 mL (63.7 mmol) was added dropwise and the mixture was stirred for 6 hours while slowly warming to room temperature. Then, 150 mL of water was added to the reaction solution and the organic phase was extracted. Subsequently, the obtained solid was purified by silica gel column chromatography to obtain 5.82 g (yield 62%) of a white solid. By LC-MS analysis, the white solid was identified as 3-D.

[0320] (4) Synthesis of 3-E

Chem.

[0321] (5) Synthesis of 3-F

Chem.

[0322] (6) Synthesis of 3-G

Chem.

[0323] (7) Synthesis of BH-19

Chem.

[0324] Although several embodiments and / or examples of the present invention have been described in detail above, those skilled in the art can easily make many changes to these exemplary embodiments and / or examples without substantially departing from the novel teachings and effects of the present invention. Therefore, many of these changes are included in the scope of the present invention. All of the documents described in this specification and the contents of the application that form the basis of the priority under the Paris Convention of this application are incorporated by reference.

Claims

1. A compound represented by any one of the following formulas (1-21) to (1-23). 【Chemical 1】 [In formulas (1-21) to (1-23), The four Ra are each independently a hydrogen atom or a substituent R. However, one or more of the four Ra are deuterium atoms. Ar1 is A substituted or unsubstituted phenyl group, A substituted or unsubstituted p-biphenyl group, A substituted or unsubstituted m-biphenyl group, A substituted or unsubstituted o-biphenyl group, A substituted or unsubstituted 1-naphthyl group, A substituted or unsubstituted 2-naphthyl group, or A substituted or unsubstituted phenanthryl group. R1 to R8 are each independently a hydrogen atom or a substituent R. L2 is A single bond, A substituted or unsubstituted phenylene group, A substituted or unsubstituted naphthylene group, or A divalent group formed by combining two of these. R112 to R120 are each independently a hydrogen atom or a substituent R. R122 to R130 are each independently a hydrogen atom or a substituent R. R132 to R140 are each independently a hydrogen atom or a substituent R. The substituent R is A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R901)(R902)(R903), -O-(R904), -S-(R905), -N(R906)(R907) (wherein R901 to R907 are each independently A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or A monovalent heterocyclic group having 5 to 50 ring-forming atoms which may be substituted or unsubstituted. When two or more of R901 to R907 are present, each of the two or more R901 to R907 may be the same or different.) A halogen atom, a cyano group, a nitro group, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and A substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms Selected from the group consisting of. However, R1 to R8 which are hydrogen atoms are not deuterium atoms. ]

2. In the case of "substituted or unsubstituted", the substituent is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R ４１ )(R ４２ )(R ４３ ), -C(=O)R ４４ 、-COOR ４５ 、 -S(=O) ２ R ４６ , -P(=O)(R ４７ )(R ４８ ), -Ge(R ４９ )(R ５０ )(R ５１ ), -N(R ５２ )(R ５３ )(wherein R ４１ to R ５３ are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R ４１ to R ５３ are present, each of the two or more R ４１ to R ５３ may be the same or different.). a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and a compound according to claim 1, selected from the group consisting of monovalent heterocyclic groups having 5 to 50 ring-forming atoms.

3. In the case of "substituted or unsubstituted", the substituent is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and a compound according to claim 1 or 2, selected from the group consisting of monovalent heterocyclic groups having 5 to 18 ring-forming atoms.

4. a cathode, an anode, one or more organic layers disposed between the cathode and the anode, and at least one of the one or more organic layers contains a compound according to any one of claims 1 to 3, an organic electroluminescence device.

5. a cathode, an anode, one or more light-emitting layers disposed between the cathode and the anode, and at least one of the one or more light-emitting layers contains a compound according to any one of claims 1 to 3, an organic electroluminescence device.

6. The organic electroluminescence device according to claim 5, having a hole transport layer between the anode and the light-emitting layer.

7. The organic electroluminescence device according to claim 5 or 6, having an electron transport layer between the cathode and the light-emitting layer.

8. At least one of the one or more light-emitting layers further contains one or more condensed aromatic compounds selected from the group consisting of carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, naphthacene derivatives, fluoranthene derivatives, triphenylene derivatives, fluorene derivatives, and chrysene derivatives, The organic electroluminescence device according to any one of claims 5 to 7.

9. At least one of the one or more light-emitting layers further contains a delayed fluorescence host compound, The organic electroluminescence device according to any one of claims 5 to 8.

10. a cathode, an anode, One or more light-emitting layers disposed between the cathode and the anode, wherein at least one of the one or more light-emitting layers contains a compound represented by the following formula (1A) and a compound represented by the following formula (41). An organic electroluminescence device. 【Chemical 2】 [In formula (1A), R １Ａ to R ８Ａ is each independently a hydrogen atom or a substituent R. L １Ａ and L ２Ａ are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar １Ａ is A substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, or a substituted or unsubstituted phenanthryl group. R １０１Ａ ~R １０４Ａ One of them is bonded to L ２Ａ by a single bond. L ２Ａ R that does not combine with １０１Ａ ~R １０４Ａ are each independently A hydrogen atom, a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms. R １０５Ａ to R １０８Ａ is a hydrogen atom. The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ ), -O-(R ９０４ ), -S-(R ９０５ ), -N(R ９０６ )(R ９０７ ) (Here, R ９０１ to R ９０７ are each independently, a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or It is a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may be substituted or unsubstituted. R ９０１ ~R ９０７ When two or more are present, each of the two or more Rs ９０１ ~R ９０７ may be the same or different. ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms is selected from the group consisting of. However, the following conditions A1 and A2 are satisfied. Condition A1: R is a hydrogen atom １Ａ ~R ８Ａ is not a deuterium atom. Condition A2: L １Ａ and L ２Ａ and the hydrogen atoms possessed by Ar １Ａ ; the hydrogen atoms possessed by the substituents when L １Ａ and L ２Ａ and Ar １Ａ are substituted; the hydrogen atoms possessed by the substituents R which are the substituents R １Ａ to R ８Ａ ; the hydrogen atoms possessed by R which is a hydrogen atom １０１Ａ to R １０８Ａ ; and one or more of the hydrogen atoms possessed by R １０１Ａ to R １０４Ａ which is a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms are deuterium atoms.] 【Chemical Formula 3】 [In formula (41), ring a, ring b, and ring c are each independently a substituted or unsubstituted monocyclic aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, an unsubstituted condensed-ring aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, a substituted or unsubstituted monocyclic heterocyclic ring having 5 to 50 ring-forming atoms, or an unsubstituted condensed-ring heterocyclic ring having 5 to 50 ring-forming atoms. However, at least two of ring a, ring b, and ring c are monocyclic. L ４０１ and L ４０２ are each independently O, S, Se, NR ４０１ , C(R ４０２ )(R ４０３ ), or Si(R ４０４ )(R ４０５ ). (Here, R ４０１ ~R ４０５ is bonded to the a-ring, b-ring or c-ring to form a substituted or unsubstituted saturated or unsaturated ring, or does not form a substituted or unsubstituted saturated or unsaturated ring.) R ４０２ and R ４０３ are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R ４０４ and R ４０５ are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the above-described substituted or unsubstituted saturated or unsaturated ring ４０１ ~R ４０５ are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or It is a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may or may not be substituted. R ４０１ ~R ４０５ When two or more R ４０１ ~R ４０５ exist, each of the two or more R ~R may be the same or different. L ４０３ is B, P, or P=O.]

11. The organic electroluminescent element according to claim 10, wherein the compound represented by the formula (1A) is a compound represented by the following formula (1A-1). 【Chemical Formula 4】 [In formula (1A-1), R １Ａ to R ８Ａ , R １０２Ａ to R １０８Ａ , L １Ａ , L ２Ａ and Ar １Ａ are as defined in the above formula (1A).]

12. The organic electroluminescent element according to claim 10 or 11, wherein the compound represented by the formula (1A) is a compound represented by any one of the following formulas (1A-11) to (1A-14). 【Chemical Formula 5】 【Chemical Formula 6】 In formulas (1A-11) to (1A-14), R １Ａ to R ８Ａ , R １０５Ａ to R １０８Ａ , L １Ａ , L ２Ａ and Ar １Ａ are as defined in the above formula (1A). In formula (1A-11), R １０２Ａ ~R １０４Ａ is a hydrogen atom. In formula (1A-12), R １０３Ａ , R １０４Ａ and R １１１Ａ ~R １１５Ａ are hydrogen atoms. In formula (1A-13), R １０２Ａ , R １０４Ａ and R １１１Ａ ~R １１５Ａ are hydrogen atoms. In formula (1A-14), R １０２Ａ , R １０３Ａ and R １１１Ａ ~R １１５Ａ are hydrogen atoms.]

13. L １Ａ is A substituted or unsubstituted phenylene group, or A substituted or unsubstituted naphthylene group, L １Ａ The organic electroluminescence device according to any one of claims 10 to 12, wherein one or more of the hydrogen atoms of

14. The organic electroluminescent element according to claim 12, wherein the compound represented by the formulas (1A-11) to (1A-14) is a compound represented by any one of the following formulas (1A-21) to (1A-24). 【Chemical 7】 【Chemical Formula 8】 In formulas (1A-21) to (1A-24), R １Ａ to R ８Ａ , R １０２Ａ to R １０８Ａ , R １１１Ａ to R １１５Ａ , L ２Ａ and Ar １Ａ are as defined in the above formulas (1A-11) to (1A-14). Four Rs ａ are each independently a hydrogen atom or a substituent R. However, one or more of the four Rs ａ is a deuterium atom. The substituent R is as defined in the formula (1A).

15. Ar １Ａ The organic electroluminescence device according to any one of claims 10 to 14, wherein the hydrogen atom possessed by

16. The organic electroluminescent element according to claim 12, wherein the compound represented by the formula (1A) is a compound represented by the formula (1A-13).

17. The organic electroluminescent element according to any one of claims 10 to 16, wherein the compound represented by the formula (41) is selected from the group consisting of compounds represented by the following formulas (41-1) to (41-6). 【Chemical Formula 9】 [In the formula (41-1), X is O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . The pair of R412 and R411 forms an unsubstituted saturated or unsaturated ring, or does not form an unsubstituted saturated or unsaturated ring. The pairs of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones among R424 to R427; and R427 and R412 do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or It is a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may or may not be substituted. R 403 to R 405 and R 421 to R 427, and R 411 and R 412 which do not form the unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. In formula (41-2), X is O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . The pair of R 413 and R 414 forms an unsubstituted saturated or unsaturated ring, or does not form an unsubstituted saturated or unsaturated ring. The pairs of R 401 and R 421; two or more adjacent ones among R 421 to R 423; R 423 and R 402; R 402 and R 424; two or more adjacent ones among R 424 to R 427; and the pair of R 414 and R 401 do not form a substituted or unsubstituted saturated or unsaturated ring. R 401 and R 402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 to R 405 and R 421 to R 427, and R 413 and R 414 which do not form the unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. In formula (41-3), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . The pairs of R 415 and R 416 and R 412 and R 411 each independently form an unsubstituted saturated or unsaturated ring, or do not form an unsubstituted saturated or unsaturated ring. However, when the pair of R 415 and R 416 forms an unsubstituted saturated or unsaturated ring, the pair of R 412 and R 411 does not form an unsubstituted saturated or unsaturated ring, and when the pair of R 412 and R 411 forms an unsubstituted saturated or unsaturated ring, the pair of R 415 and R 416 does not form an unsubstituted saturated or unsaturated ring The pairs of R 401 and R 421; two or more adjacent ones among R 421 to R 423; R 423 and R 402; and the pair of R 416 and R 412 do not form a substituted or unsubstituted saturated or unsaturated ring. R 401 and R 402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405 and R421 to R423, and the unsubstituted R411, R412, R415, and R416 that do not form a saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. R ４０３ ~R ４０５ If two or more R ４０３ ~R ４０５ exist, each of the two or more R ~R may be the same or different. In formula (41-4), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . The pairs of R418 and R417 and R412 and R411 each independently form an unsubstituted saturated or unsaturated ring or do not form an unsubstituted saturated or unsaturated ring. However, when the pair of R418 and R417 forms an unsubstituted saturated or unsaturated ring, the pair of R412 and R411 does not form an unsubstituted saturated or unsaturated ring, and when the pair of R412 and R411 forms an unsubstituted saturated or unsaturated ring, the pair of R418 and R417 does not form an unsubstituted saturated or unsaturated ring. The pairs of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; and R402 and R418; R418 do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405 and R421 to R423, and the unsubstituted R411, R412, R417, and R418 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. R ４０３ ~R ４０５ If two or more R ４０３ ~R ４０５ exist, each of the two or more R ~R may be the same or different. In formula (41-5), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . The pairs of R418 and R417 and R413 and R414 each independently form an unsubstituted saturated or unsaturated ring or do not form an unsubstituted saturated or unsaturated ring. However, when the pair of R418 and R417 forms an unsubstituted saturated or unsaturated ring, the pair of R413 and R414 does not form an unsubstituted saturated or unsaturated ring, and when the pair of R413 and R414 forms an unsubstituted saturated or unsaturated ring, the pair of R418 and R417 does not form an unsubstituted saturated or unsaturated ring. One or more pairs of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R418; and R414 and R401 do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405 and R421 to R423, and R413, R414, R417, and R418 that do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. R ４０３ ~R ４０５ If two or more R's ４０３ to ４０５ exist, each of the two or more R's ４０３ to ４０５ may be the same or different. ４０３ ~R ４０５ The respective ones of ４０３ to ４０５ may be the same or different. In formula (41-6), One or more pairs of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones among R424 to R427; R427 and R428; two or more adjacent ones among R428 to R431; and R431 and R401 do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４２１ ~R ４３１ Each independently represents a hydrogen atom or a substituent R. The substituent R is as defined in the above formula (1).

18. A cathode, an anode, One or more light-emitting layers disposed between the cathode and the anode, At least one layer of the one or more light-emitting layers, A compound represented by the following formula (1A), A compound represented by the following formula (41), and contains, An organic electroluminescence element. 【Chemical 10】 [In formula (1A), R 1A to R 8A are each independently a hydrogen atom or a substituent R. L 1A is a single bond. L 2A is A single bond, A substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or A substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar 1A is An unsubstituted 1-naphthyl group, or An unsubstituted 2-naphthyl group. One of R 101A to R 104A is bonded to L 2A by a single bond. R 101A to R 104A not bonded to L 2A are each independently A hydrogen atom, A substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or A substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms. R 105A to R 108A are hydrogen atoms. The substituent R is A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901)(R 902)(R 903), -O-(R 904), -S-(R 905), -N(R 906)(R 907) (Here, R 901 to R 907 are each independently A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more of R 901 to R 907 are present, each of the two or more R 901 to R 907 may be the same or different.) A halogen atom, a cyano group, a nitro group, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and A substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms Selected from the group consisting of. However, the following conditions A1 and A2 are satisfied. Condition A1: R 1A to R 8A that are hydrogen atoms are not deuterium atoms. Condition A2: One or more of the hydrogen atoms of L1A, L2A, and Ar1A; the hydrogen atoms of the substituents when L1A, L2A, and Ar1A are substituted; the hydrogen atoms of R1A to R8A which are the substituent R; R101A to R108A which are hydrogen atoms; and the hydrogen atoms of R101A to R104A which are a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms are deuterium atoms. 【Chemical Formula 11】 [In formula (41), the a-ring, b-ring, and c-ring are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring-forming atoms. L401 and L402 are each independently O, S, Se, NR401, C(R402)(R403), or Si(R404)(R405). (Here, R401 to R405 are bonded to the a-ring, b-ring, or c-ring to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R402 and R403 are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R404 and R405 are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 to R405 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more of R401 to R405 are present, each of the two or more R401 to R405 may be the same or different.) L403 is B, P, or P=O.

19. The organic electroluminescence device according to claim 18, wherein the compound represented by the formula (1A) is a compound represented by the following formula (1A-1). 【Chemical Formula 12】 [In formula (1A-1), R1A to R8A, R102A to R108A, L1A, L2A and Ar1A are as defined in the formula (1A).]

20. The organic electroluminescence device according to claim 18 or 19, wherein the compound represented by the formula (1A) is a compound represented by any one of the following formulas (1A-11) to (1A-14). 【Chemical 13】 【Chemical Formula 14】 [In formulas (1A-11) to (1A-14), R1A to R8A, R105A to R108A, L1A, L2A and Ar1A are as defined in the formula (1A). In formula (1A-11), R102A to R104A are hydrogen atoms. In formula (1A-12), R103A, R104A and R111A to R115A are hydrogen atoms. In formula (1A-13), R102A, R104A and R111A to R115A are hydrogen atoms. In formula (1A-14), R102A, R103A and R111A to R115A are hydrogen atoms.]

21. The organic electroluminescence device according to any one of claims 18 to 20, wherein the hydrogen atom of Ar1A is not a deuterium atom.

22. The organic electroluminescence device according to claim 20, wherein the compound represented by the formula (1A) is a compound represented by the formula (1A-13).

23. The organic electroluminescence device according to any one of claims 18 to 22, wherein the compound represented by the formula (41) is selected from the group consisting of compounds represented by the following formulas (41-1) to (41-6). 【Chemical Formula 15】 [In formula (41-1), X is O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones of R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones of R424 to R427; R427 and R412; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402, which do not form the substituted or unsubstituted saturated or unsaturated ring, are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R411, R412, and R421 to R427, which do not form the substituted or unsubstituted saturated or unsaturated ring, are each independently a hydrogen atom or a substituent R. In formula (41-2), X is O, S, Se, C(R403)(R404), or NR405. One or more of the pairs of R401 and R421; two or more adjacent ones of R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones of R424 to R427; R413 and R414; and R414 and R401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402, which do not form the substituted or unsubstituted saturated or unsaturated ring, are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R413, R414, and R421 to R427, which do not form the substituted or unsubstituted saturated or unsaturated ring, are each independently a hydrogen atom or a substituent R. In formula (41-3), X and X' are each independently O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R415 and R416; R416 and R412; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R411, R412, R415, R416, and R421 to R427 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R403 to R405 are present, each of the two or more R403 to R405 may be the same or different. In formula (41-4), X and X' are each independently O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R418; R418 and R417; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 to R 405, and R 411, R 412, R 417, R 418, and R 421 to R 427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R 403 to R 405 are present, each of the two or more R 403 to R 405 may be the same or different. In formula (41-5), X and X' are each independently O, S, Se, C(R 403)(R 404), or NR 405. One or more of the pairs of R 401 and R 421; two or more adjacent ones among R 421 to R 423; R 423 and R 402; R 402 and R 418; R 418 and R 417; R 413 and R 414; and R 414 and R 401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R 401 and R 402 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 to R 405, and R 411, R 412, R 417, R 418, and R 421 to R 427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R 403 to R 405 are present, each of the two or more R 403 to R 405 may be the same or different. In formula (41-6), One or more pairs among R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones among R424 to R427; R427 and R428; two or more adjacent ones among R428 to R431; and R431 and R401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R421 to R431 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. The substituent R is as defined in the formula (1).

24. A cathode, an anode, and one or more light-emitting layers disposed between the cathode and the anode, and at least one layer of the one or more light-emitting layers contains a compound represented by the following formula (1A) and a compound represented by the following formula (41), an organic electroluminescence device. 【Chemical Formula 16】 [In the formula (1A), R1A to R8A are each independently a hydrogen atom or a substituent R. L1A is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group, and one or more of the hydrogen atoms that L1A has are deuterium atoms. L2A is a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar1A is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, or a substituted or unsubstituted phenanthryl group. One of R101A to R104A is bonded to L2A by a single bond. R101A to R104A that are not bonded to L2A are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms. R105A to R108A are hydrogen atoms. The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R901)(R902)(R903), -O-(R904), -S-(R905), -N(R906)(R907) (wherein R901 to R907 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more of R901 to R907 are present, each of the two or more R901 to R907 may be the same or different.) a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms is selected from the group consisting of. However, the following conditions A1 and A2 are satisfied. Condition A1: R1A to R8A that are hydrogen atoms are not deuterium atoms. Condition A2: One or more of the hydrogen atoms of L1A, L2A and Ar1A; the hydrogen atoms of the substituents when L1A, L2A and Ar1A are substituted; the hydrogen atoms of R1A to R8A that are the substituent R; the hydrogen atoms of R101A to R108A that are hydrogen atoms; and the hydrogen atoms of R101A to R104A that are a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms or a substituted or unsubstituted monovalent heterocyclic group having 5 to 12 ring-forming atoms are deuterium atoms. ] 【Chemical 17】 [In formula (41), the a-ring, b-ring and c-ring are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, or, It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring-forming atoms. L401 and L402 are each independently O, S, Se, NR401, C(R402)(R403), or Si(R404)(R405). (Here, R401 to R405 are bonded to the a-ring, b-ring, or c-ring to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R402 and R403 are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R404 and R405 are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 to R405 that do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. When two or more of R401 to R405 are present, each of the two or more R401 to R405 may be the same or different.) L403 is B, P, or P=O. ]

25. The organic electroluminescence device according to claim 24, wherein the compound represented by the formula (1A) is a compound represented by the following formula (1A-1). 【Chemical Formula 18】 [In the formula (1A-1), R1A to R8A, R102A to R108A, L1A, L2A, and Ar1A are as defined in the formula (1A). ]

26. The organic electroluminescence device according to claim 24 or 25, wherein the compound represented by the formula (1A) is a compound represented by any one of the following formulas (1A-11) to (1A-14). 【Chemical Formula 19】 【Chemical 20】 [In the formulas (1A-11) to (1A-14), R1A to R8A, R105A to R108A, L1A, L2A, and Ar1A are as defined in the formula (1A). In formula (1A-11), R102A to R104A are hydrogen atoms. In formula (1A-12), R103A, R104A, and R111A to R115A are hydrogen atoms. In formula (1A-13), R102A, R104A, and R111A to R115A are hydrogen atoms. In formula (1A-14), R102A, R103A, and R111A to R115A are hydrogen atoms.

27. The organic electroluminescence device according to claim 26, wherein the compound represented by the formula (1A-11) to (1A-14) is a compound represented by any one of the following formula (1A-21) to (1A-24). 【Chemical 21】 【Chemical 22】 [In formula (1A-21) to (1A-24), R1A to R8A, R102A to R108A, R111A to R115A, L2A, and Ar1A are as defined in the formula (1A-11) to (1A-14). The four Ra are each independently a hydrogen atom or a substituent R. However, one or more of the four Ra are deuterium atoms. The substituent R is as defined in the formula (1A).

28. The organic electroluminescence device according to any one of claims 24 to 27, wherein the hydrogen atom of Ar1A is not a deuterium atom.

29. The organic electroluminescence device according to claim 26, wherein the compound represented by the formula (1A) is the compound represented by the formula (1A-13).

30. The organic electroluminescence device according to any one of claims 24 to 29, wherein the compound represented by the formula (41) is selected from the group consisting of compounds represented by the following formula (41-1) to (41-6). 【Chemical 23】 [In formula (41-1), X is O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones of R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones of R424 to R427; R427 and R412; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form the substituted or unsubstituted saturated or unsaturated ring are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R411, R412, and R421 to R427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. In formula (41-2), X is O, S, Se, C(R403)(R404), or NR405. One or more pairs of R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones among R424 to R427; R413 and R414; and R414 and R401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. The unsubstituted or substituted R401 and R402 that do not form the saturated or unsaturated ring are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R413, R414, and R421 to R427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. In formula (41-3), X and X' are each independently O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones of R421 to R423; R423 and R402; R415 and R416; R416 and R412; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R403 to R405, and R411, R412, R415, R416, and R421 to R427 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R403 to R405 are present, each of the two or more R403 to R405 may be the same or different. In formula (41-4), X and X' are each independently O, S, Se, C(R403)(R404), or NR405. One or more of R401 and R421; two or more adjacent ones of R421 to R423; R423 and R402; R402 and R418; R418 and R417; and R412 and R411 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 to R 405, and R 411, R 412, R 417, R 418, and R 421 to R 427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R 403 to R 405 are present, each of the two or more R 403 to R 405 may be the same or different. In formula (41-5), X and X' are each independently O, S, Se, C(R 403)(R 404), or NR 405. One or more pairs of R 401 and R 421; two or more adjacent ones among R 421 to R 423; R 423 and R 402; R 402 and R 418; R 418 and R 417; R 413 and R 414; and R 414 and R 401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R 401 and R 402 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 403 to R 405, and R 411, R 412, R 417, R 418, and R 421 to R 427 which do not form the substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. When two or more of R 403 to R 405 are present, each of the two or more R 403 to R 405 may be the same or different. In formula (41-6), One or more of the following pairs: R401 and R421; two or more adjacent ones among R421 to R423; R423 and R402; R402 and R424; two or more adjacent ones among R424 to R427; R427 and R428; two or more adjacent ones among R428 to R431; and R431 and R401 form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R401 and R402 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R421 to R431 that do not form a substituted or unsubstituted saturated or unsaturated ring are each independently a hydrogen atom or a substituent R. The substituent R is as defined in the formula (1).

31. a cathode, an anode, and one or more light-emitting layers disposed between the cathode and the anode, and at least one layer of the one or more light-emitting layers contains a compound represented by the following formula (1B) and a compound represented by the following formula (41), an organic electroluminescence device. 【Chemical 24】 [In the formula (1B), R １Ｂ to R ８Ｂ is each independently a hydrogen atom or a substituent R. L1B is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group, and one or more of the hydrogen atoms of L1B are deuterium atoms. L ２Ｂ is a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring-forming atoms. Ar １Ｂ is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, or a substituted or unsubstituted phenanthryl group. R １０１Ｂ to R １０８Ｂ Among them, two adjacent ones are bonded to each other to form a substituted or unsubstituted benzene ring. R that does not form the substituted or unsubstituted benzene ring １０１Ｂ ~R １０８Ｂ , and one of the carbon atoms in the substituted or unsubstituted benzene ring is bonded to L ２Ｂ by a single bond. which does not form the substituted or unsubstituted benzene ring and does not bind to L ２Ｂ R which does not bind to １０１Ｂ ~R １０８Ｂ is each independently a hydrogen atom or a substituent R. The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ ), -O-(R ９０４ ), -S-(R ９０５ ), -N(R ９０６ )(R ９０７ )) (Here, R ９０１ to R ９０７ are each independently, A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or It is a monovalent heterocyclic group having 5 to 50 ring-forming atoms, which may be substituted or unsubstituted. R ９０１ ~R ９０７ When two or more are present, each of the two or more R ９０１ ~R ９０７ may be the same or different. ), A halogen atom, a cyano group, a nitro group, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and A substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring-forming atoms is selected from the group consisting of. However, the following conditions B1 and B2 are satisfied. Condition B1: R is a hydrogen atom １Ｂ ~R ８Ｂ is not a deuterium atom. Condition B2: L １Ｂ , L ２Ｂ and Ar １Ｂ has a hydrogen atom, L １Ｂ , L ２Ｂ and Ar １Ｂ when the substituents have a hydrogen atom, the substituent R, R １Ｂ ~R ８Ｂ has a hydrogen atom, the hydrogen atom R １０１Ｂ ~R １０８Ｂ , the substituent R, R １０１Ｂ ~R １０８Ｂ has a hydrogen atom, and one or more of the hydrogen atoms of the substituted or unsubstituted benzene ring are deuterium atoms.] 【Chemical 25】 [In formula (41), Ring a, ring b, and ring c are each independently A substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms, or A substituted or unsubstituted heterocyclic ring having 5 to 50 ring-forming atoms. L ４０１ and L ４０２ each independently is O, S, Se, NR ４０１ , C(R ４０２ )(R ４０３ ), or Si(R ４０４ )(R ４０５ ). (Here, R ４０１ ~R ４０５ is bonded to the a-ring, b-ring or c-ring to form a substituted or unsubstituted saturated or unsaturated ring, or does not form a substituted or unsubstituted saturated or unsaturated ring.) R ４０２ and R ４０３ are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R ４０４ and R ４０５ are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the above-described substituted or unsubstituted saturated or unsaturated ring ４０１ ~R ４０５ are each independently A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０１ ~R ４０５ If two or more R ４０１ ~R ４０５ exist, each of the two or more R ~R may be the same or different. L ４０３ is B, P, or P=O.]

32. In the formula (1B), R １０１Ｂ is bonded to L ２Ｂ by a single bond, and the organic electroluminescence element according to claim 31.

33. The organic electroluminescence element according to claim 31 or 32, wherein the compound represented by the formula (1B) is a compound represented by the following formula (1B-1). 【Chemical 26】 [In formula (1B-1), R １Ｂ to R ８Ｂ , R １０２Ｂ to R １０８Ｂ , L １Ｂ , L ２Ｂ and Ar １Ｂ are as defined in the said formula (1B).]

34. In the formula (1B), R １０５Ｂ ~R １０８Ｂ The organic electroluminescence device according to any one of claims 31 to 33, wherein at least one set of two or more adjacent ones of them are bonded to each other to form a substituted or unsubstituted benzene ring.

35. The organic electroluminescence element according to any one of claims 31 to 34, wherein the compound represented by the formula (1) is a compound represented by any one of the following formulas (1B-11) to (1B-13). 【Chemical 27】 In Formulae (1B-11) to (1B-13), R １Ｂ ~R ８Ｂ 、L １Ｂ 、L ２Ｂ and Ar １Ｂ are as defined in the said Formula (1B). In formula (1B-11), R １１２Ｂ ~R １２０Ｂ is each independently a hydrogen atom or a substituent R. In formula (1B-12), R １２２Ｂ ~R １３０Ｂ is each independently a hydrogen atom or a substituent R. In formula (1B-13), R １３２Ｂ ~R １４０Ｂ is each independently a hydrogen atom or a substituent R. The substituent R is as defined in the formula (1B). ]

36. The organic electroluminescence element according to claim 35, wherein the compounds represented by the formulas (1B-11) to (1B-13) are compounds represented by any one of the following formulas (1B-21) to (1B-23). 【Chemical Formula 28】 In formulas (1B-21) to (1B-23), R １Ｂ ~R ８Ｂ 、R １１２Ｂ ~R １２０Ｂ 、R １２２Ｂ ~R １３０Ｂ 、R １３２Ｂ ~R １４０Ｂ 、L ２Ｂ and Ar １Ｂ are as defined in the above formulas (1B-11) to (1B-13). Four Rs ａ Each independently is a hydrogen atom or a substituent R. However, one or more of the four Rs ａ is a deuterium atom. The substituent R is as defined in the formula (1B). ]

37. Ar １Ｂ The organic electroluminescence device according to any one of claims 31 to 36, wherein the hydrogen atom possessed by

38. The organic electroluminescence element according to any one of claims 31 to 35, wherein the compound represented by the formula (1B) is a compound represented by the following formula (1B-121). 【Chemical 29】 In formula (1B-121), R １Ｂ to R ８Ｂ are as defined in the above formula (1B). R ２１１Ｂ ~R ２１５Ｂ Each is independently a hydrogen atom or a substituent R. R ２２２Ｂ to R ２３０Ｂ is each independently a hydrogen atom or a substituent R. The substituent R is as defined in the formula (1). However, the following conditions B1-1 and B2-1 are satisfied Condition B1-1: R ２１１Ｂ ~R ２１５Ｂ At least one of which is a deuterium atom. Condition B2-1: R is a hydrogen atom ２２２Ｂ ~R ２３０Ｂ is not a deuterium atom.]

39. R ２１１Ｂ to R ２１５Ｂ The organic electroluminescence device according to claim 38, wherein R to R are hydrogen atoms.

40. R １Ｂ ~R ８Ｂ The organic electroluminescence device according to any one of claims 31 to 39, wherein R

41. The organic electroluminescence device according to any one of claims 31 to 40, wherein the compound represented by the formula (41) is selected from the group consisting of compounds represented by the following formulas (41-1) to (41-5). 【Chemical Formula 30】 [In formula (41-1), X is O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . R ４０１ and R ４２１ ; R ４２１ to R ４２３ two or more adjacent ones among; R ４２３ and R ４０２ ; R ４０２ and R ４２４ ; R ４２４ to R ４２７ two or more adjacent ones among; R ４２７ and R ４１２ ; and R ４１２ and R ４１１ One or more pairs of them form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the substituted or unsubstituted saturated or unsaturated ring ４０１ and R ４０２ each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０３ ~R ４０５ and R that do not form the substituted or unsubstituted saturated or unsaturated ring ４１１ R ４１２ and R ４２１ ~R ４２７ each independently represents a hydrogen atom or a substituent R In formula (41-2), X is O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . R ４０１ and R ４２１ ; R ４２１ to R ４２３ two or more adjacent ones among; R ４２３ and R ４０２ ; R ４０２ and R ４２４ ; R ４２４ to R ４２７ two or more adjacent ones among; R ４１３ and R ４１４ ; and R ４１４ and R ４０１ one or more sets of which form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the above-mentioned substituted or unsubstituted saturated or unsaturated ring ４０１ and R ４０２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０３ to R ４０５ , and R which does not form the substituted or unsubstituted saturated or unsaturated ring ４１３ R ４１４ , and R ４２１ to R ４２７ are each independently a hydrogen atom or a substituent R In formula (41-3), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . R ４０１ and R ４２１ ; R ４２１ ~R ４２３ two or more adjacent ones among; R ４２３ and R ４０２ ; R ４１５ and R ４１６ ; R ４１６ and R ４１２ ; and R ４１２ and R ４１１ one or more pairs of and form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form a substituted or unsubstituted saturated or unsaturated ring ４０１ and R ４０２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０３ to R ４０５ and R which does not form the substituted or unsubstituted saturated or unsaturated ring ４１１ R ４１２ R ４１５ R ４１６ and R ４２１ to R ４２７ are each independently a hydrogen atom or a substituent R. R ４０３ ~R ４０５ If there are two or more Rs ４０３ ~R ４０５ each of them may be the same or different. In formula (41-4), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . R ４０１ and R ４２１ ; R ４２１ ~R ４２３ among two or more adjacent ones; R ４２３ and R ４０２ ; R ４０２ and R ４１８ ; R ４１８ and R ４１７ ; and one or more sets of R ４１２ and R ４１１ form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form the above-described substituted or unsubstituted saturated or unsaturated ring ４０１ and R ４０２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０３ to R ４０５ and R which does not form a substituted or unsubstituted saturated or unsaturated ring ４１１ R ４１２ R ４１７ R ４１８ and R ４２１ to R ４２７ each independently represents a hydrogen atom or a substituent R R ４０３ ~R ４０５ When two or more Rs exist, each of the two or more Rs ４０３ ~R ４０５ may be the same or different from each other. In formula (41-5), X and X' are each independently O, S, Se, C(R ４０３ )(R ４０４ ), or NR ４０５ . R ４０１ and R ４２１ ; R ４２１ ~R ４２３ two or more adjacent ones among; R ４２３ and R ４０２ ; R ４０２ and R ４１８ ; R ４１８ and R ４１７ ; R ４１３ and R ４１４ ; and R ４１４ and R ４０１ one or more sets of which form a substituted or unsubstituted saturated or unsaturated ring, or do not form a substituted or unsubstituted saturated or unsaturated ring. R which does not form a substituted or unsubstituted saturated or unsaturated ring ４０１ and R ４０２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４０３ ~R ４０５ 、 and R which does not form the substituted or unsubstituted saturated or unsaturated ring ４１３ 、R ４１４ 、R ４１７ 、R ４１８ 、 and R ４２１ ~R ４２７ are each independently a hydrogen atom or a substituent R. R ４０３ to R ４０５ When two or more R's ４０３ ４０３ to R ４０５ exist, each of the two or more R's ４０５ may be the same or different. The substituent R is as defined in the formula (1).]

42. The organic electroluminescence device according to any one of claims 10 to 41, wherein the compound represented by the formula (41) is a compound represented by the following formula (42-2). 【Chemical 31】 [In the formula (42-2), R ４４１ and R ４４２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R ４４３ ~R ４４６ Each independently represents a hydrogen atom or a substituent R. X is O or S. The substituent R is as defined in the formula (1).]

43. When the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 50 carbon atoms, a haloalkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring-forming carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an alkylthio group having 1 to 50 carbon atoms, an aryloxy group having 6 to 50 ring-forming carbon atoms, an arylthio group having 6 to 50 ring-forming carbon atoms, an aralkyl group having 7 to 50 carbon atoms, -Si(R ４１ )(R ４２ )(R ４３ ), -C(=O)R ４４ 、-COOR ４５ 、 -S(=O) ２ R ４６ , -P(=O)(R ４７ )(R ４８ ), -Ge(R ４９ )(R ５０ )(R ５１ ), -N(R ５２ )(R ５３ )(wherein R ４１ to R ５３ are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring-forming carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring-forming atoms. When two or more of R ４１ to R ５３ are present, each of the two or more R ４１ to R ５３ may be the same or different.). a hydroxy group, a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 50 ring-forming atoms, the organic electroluminescence device according to any one of claims 10 to 42, selected from the group consisting of.

44. When the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring-forming carbon atoms, and a monovalent heterocyclic group having 5 to 18 ring-forming atoms, the organic electroluminescence device according to any one of claims 10 to 43, selected from the group consisting of.

45. The organic electroluminescence device according to any one of claims 10 to 44, having a hole transport layer between the anode and the light-emitting layer.

46. The organic electroluminescence device according to any one of claims 10 to 45, having an electron transport layer between the cathode and the light-emitting layer.

47. The organic electroluminescence device according to any one of claims 10 to 46, wherein at least one of the one or more light-emitting layers further contains one or more condensed aromatic compounds selected from the group consisting of a carbazole derivative, an anthracene derivative, a phenanthrene derivative, a pyrene derivative, a naphthacene derivative, a fluoranthene derivative, a triphenylene derivative, a fluorene derivative, and a chrysene derivative.

48. The organic electroluminescence device according to any one of claims 10 to 47, wherein at least one of the one or more light-emitting layers further contains a delayed fluorescence host compound.

49. An electronic device including the organic electroluminescence device according to any one of claims 4 to 48.

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