Compound and organic electroluminescent device including the same

Abstract

To provide a high-performance organic EL device and a compound that can achieve the organic EL device.SOLUTION: The present invention provides a compound represented by the formula (1).SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a novel compound and an organic electroluminescence device using the same. [Background technology]

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

[0003] Conventional organic EL elements have not yet achieved sufficient element performance. Although the materials used in organic EL elements have been gradually improved to enhance element performance (Patent Documents 1 to 5), further improvements in performance are still required. For example, Patent Document 6 describes the use of a phenomenon in which singlet excitons are generated by the collision and fusion of two triplet excitons (hereinafter sometimes referred to as the Triplet-Triplet Fusion (TTF) phenomenon) in order to improve the performance of organic EL elements. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] US Patent Application Publication No. 2017 / 331051 [Patent Document 2] European Patent Application Publication No. 3127906 [Patent Document 3] US Patent Application Publication No. 2016 / 133857 [Patent Document 4] US Patent Application Publication No. 2016 / 79546 [Patent Document 5] US Patent Application Publication No. 2017 / 194571 [Patent Document 6] International Publication No. 2021 / 210582 Summary of the Invention [Problem to be solved by the invention]

[0005] An object of the present invention is to provide a high-performance organic EL device and a compound capable of realizing the organic EL device. [Means for solving the problem]

[0006] According to the present invention, the following compounds and the like are provided: 1. A compound represented by the following formula (1): [ka] [In formula (1), R1 to R5 and R8 to R 12 One of them is a single bond bonded to a group represented by the following formula (A1). [ka] (In formula (A1), L A1 teeth, Single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, a substituted or unsubstituted terphenyldiyl group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthryldiyl group, a substituted or unsubstituted benzophenanthryldiyl group, a substituted or unsubstituted benzanthracenediyl group, a substituted or unsubstituted pyrenediyl group, a substituted or unsubstituted chrysenediyl group; a substituted or unsubstituted triphenylenediyl group, a substituted or unsubstituted fluorenediyl group; a substituted or unsubstituted benzofluorenediyl group, a substituted or unsubstituted fluoranthene diyl group; a substituted or unsubstituted benzofluoranthene diyl group; a substituted or unsubstituted divalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted divalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. Ar A1 teeth, a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group; a substituted or unsubstituted naphthyl group, a substituted or unsubstituted benzanthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted benzochrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzotriphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted 9,9'-spirobifluorenyl group; a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofluorenyl group, a substituted or unsubstituted fluoranthenyl group; a substituted or unsubstituted benzofluoranthenyl group; a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. R6 and R7, and R1 to R5 and R8 to R9 which are not single bonds bonded to the group represented by formula (A1) 12 is a hydrogen atom. 2. A cathode; An anode; a light-emitting layer disposed between the cathode and the anode; having the light-emitting layer includes a first light-emitting layer and a second light-emitting layer, The organic electroluminescence device, wherein the first light-emitting layer contains a compound represented by the following formula (101): [ka] [In formula (101), R 207 is a hydrogen atom. R 201 ~R 206 and R 208 ~R 212 At least one of them is a single bond bonded to a group represented by the following formula (A101). [ka] (In formula (A101), L A101 teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 19 ring atoms. Ar A101 teeth, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 30 ring atoms. R that is not a single bond bonded to the group represented by formula (A101) 201 ~R 206 and R 208 ~R 212 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms.] 3. An electronic device comprising the organic electroluminescence element according to 2 above. Effect of the Invention

[0007] According to the present invention, it is possible to provide a high-performance organic EL device and a compound capable of realizing the organic EL device. [Brief description of the drawings]

[0008] [Figure 1] FIG. 1 is a diagram showing a schematic configuration of an organic EL element according to one embodiment of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0009] [Definition] In this specification, hydrogen atoms include isotopes having different numbers of neutrons, namely protium, deuterium, and tritium.

[0010] In the present specification, in a chemical structural formula, a hydrogen atom, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly indicated with a symbol such as "R" or "D" representing a deuterium atom.

[0011] In this specification, the number of ring carbon atoms represents 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, a monocyclic compound, a condensed ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). When the ring is substituted with a substituent, the carbon contained in the substituent is not included in the number of ring carbon atoms. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 ring carbon atoms, a naphthalene ring has 10 ring carbon atoms, a pyridine ring has 5 ring carbon atoms, and a furan ring has 4 ring carbon atoms. For example, the number of ring carbon atoms of a 9,9-diphenylfluorenyl group is 13, and the number of ring carbon atoms of a 9,9'-spirobifluorenyl group is 25. In addition, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the carbon number of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of the benzene ring substituted with an alkyl group is 6. In addition, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the carbon number of the alkyl group is not included in the number of ring carbon atoms of the naphthalene ring. Therefore, the number of ring carbon atoms of the naphthalene ring substituted with an alkyl group is 10.

[0012] In this specification, the number of ring atoms refers to the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound) having a structure in which atoms are bonded in a ring (e.g., a monocyclic compound, a fused ring compound, and a ring assembly). The number of ring atoms does not include atoms that do not constitute a ring (e.g., a hydrogen atom that terminates the bond of an atom constituting a ring) or atoms contained in a substituent when the ring is substituted with a substituent. The "number of ring atoms" described below is the same unless otherwise specified. For example, the number of ring atoms of a pyridine ring is 6, the number of ring atoms of a quinazoline ring is 10, and the number of ring atoms of a furan ring is 5. For example, the number of hydrogen atoms or atoms constituting a substituent bonded to a pyridine ring is not included in the number of pyridine ring atoms. Therefore, the number of ring atoms of a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. For example, hydrogen atoms bonded to carbon atoms of a quinazoline ring or atoms constituting a substituent are not included in the number of ring atoms of the quinazoline ring. Therefore, the number of ring atoms of a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.

[0013] In the present specification, the "number of carbon atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having carbon atoms XX to YY" 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 the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0014] In the present specification, the "number of atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having the number of atoms XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0015] In this specification, the term "unsubstituted ZZ group" refers to the case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and the term "substituted ZZ group" refers to the case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In the present specification, "unsubstituted" in the case of "a substituted or unsubstituted ZZ group" means that a hydrogen atom in the ZZ group is not replaced with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protium atom, a deuterium atom, or a tritium atom. In the present specification, "substituted" in the case of "a substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced with a substituent. Similarly, "substituted" in the case of "a BB group substituted with an AA group" means that one or more hydrogen atoms in the BB group are replaced with an AA group.

[0016] "Substituents Described Herein" The substituents described in this specification will be described below.

[0017] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.

[0018] "Substituted or unsubstituted aryl groups" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the unsubstituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group", and the substituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group".) In this specification, when the term "aryl group" is simply used, it includes both an "unsubstituted aryl group" and a "substituted aryl group". The term "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include the "unsubstituted aryl group" in the specific example group G1A below in which one or more hydrogen atoms are replaced with a substituent, and the substituted aryl group in the specific example group G1B below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes the "substituted aryl group" in the specific example group G1B below in which a hydrogen atom bonded to a carbon atom of the aryl group itself is further replaced with a substituent, and the "substituted aryl group" in the specific example group G1B below in which a hydrogen atom of a substituent is further replaced with a substituent.

[0019] Unsubstituted aryl groups (specific example group G1A): Phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, Benzanthryl group, A phenanthryl group, Benzophenanthryl group, A phenalenyl group, Pyrenyl group, Chrysenyl group, benzochrysenyl group, A triphenylenyl group, Benzotriphenylenyl group, tetracenyl group, Pentacenyl group, fluorenyl group, 9,9'-spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, fluoranthenyl group, Benzofluoranthenyl group, Perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0020] [ka]

[0021] [ka]

[0022] Substituted aryl groups (specific example group G1B): o-tolyl group, m-tolyl group, p-tolyl group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, Cyanophenyl 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 a ring structure represented by any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0023] "Substituted or unsubstituted heterocyclic groups" The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom as a ring-forming atom. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group", and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group".) In this specification, when the term "heterocyclic group" is simply used, it includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group". The term "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which the hydrogen atoms of the "unsubstituted heterocyclic group" in the specific example group G2A below are replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are exemplified. The examples of the "unsubstituted heterocyclic group" and the examples of the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes the groups in which the hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B are further replaced with a substituent, and the groups in which the hydrogen atoms of the substituents in the "substituted heterocyclic group" in the specific example group G2B are further replaced with a substituent.

[0024] The specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0025] Specific example group G2B includes, for example, the following nitrogen atom-containing substituted heterocyclic groups (specific example group G2B1), oxygen atom-containing substituted heterocyclic groups (specific example group G2B2), sulfur atom-containing substituted heterocyclic groups (specific example group G2B3), and monovalent heterocyclic groups derived from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33), in which one or more hydrogen atoms are replaced with substituents (specific example group G2B4).

[0026] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): Pyrrolyl group, imidazolyl group, A pyrazolyl group, A triazolyl group, Tetrazolyl group, oxazolyl group, an isoxazolyl group, oxadiazolyl group, A thiazolyl group, isothiazolyl group, A thiadiazolyl group, Pyridyl group, pyridazinyl group, pyrimidinyl group, A pyrazinyl group, Triazinyl group, Indolyl groups, isoindolyl group, Indolizinyl group, A quinolizinyl group, A quinolyl group, isoquinolyl group, Cinnolyl group, phthalazinyl group, A quinazolinyl group, A quinoxalinyl group, Benzimidazolyl group, Indazolyl group, A phenanthrolinyl group, A phenanthridinyl group, acridinyl group, A phenazinyl group, A carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, A phenothiazinyl group, Azacarbazolyl and diazacarbazolyl groups.

[0027] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): Furyl group, oxazolyl group, an isoxazolyl group, oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, Dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl group, benzoisoxazolyl group, phenoxazinyl group, morpholino group, Dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, Azanaphthobenzofuranyl groups, and Diazanaphthobenzofuranyl group.

[0028] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): A thienyl group, A thiazolyl group, isothiazolyl group, A thiadiazolyl group, Benzothiophenyl group (benzothienyl group), Isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), Naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, Benzisothiazolyl group, A phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), Diazadibenzothiophenyl group (diazadibenzothienyl group), Azanapthobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0029] Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0030] [ka]

[0031] [ka]

[0032] In the general formulae (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. A and Y A At least one of is an oxygen atom, a sulfur atom, or NH. In the general formulae (TEMP-16) to (TEMP-33), X A and Y A When at least one of is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from NH or CH2.

[0033] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): A (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, Ethyl benzimidazolyl group, phenyltriazinyl group, Biphenylyltriazinyl group, diphenyltriazinyl group, phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0034] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0035] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): Phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-Butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0036] Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the above general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4):

[0037] The above "one or more hydrogen atoms of a monovalent heterocyclic group" means one or more hydrogen atoms selected from a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, a hydrogen atom bonded to a nitrogen atom when at least one of XA and YA is NH, and a hydrogen atom of a methylene group when one of XA and YA is CH2.

[0038] "Substituted or unsubstituted alkyl groups" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described in this specification include the following unsubstituted alkyl group (specific example group G3A) and substituted alkyl group (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group", and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group".) Hereinafter, when the term "alkyl group" is simply mentioned, it includes both the "unsubstituted alkyl group" and the "substituted alkyl group". The term "substituted alkyl group" refers to a group in which one or more hydrogen atoms in the "unsubstituted alkyl group" are replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms are replaced with a substituent, and examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a straight-chain "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 merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in the specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in the specific example group G3B is further replaced with a substituent.

[0039] Unsubstituted alkyl groups (specific example group G3A): Methyl group, Ethyl group, n-propyl group, isopropyl group, n-Butyl group, isobutyl group, s-Butyl group, and t-Butyl group.

[0040] Substituted alkyl groups (specific example group G3B): Heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0041] "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 group (specific example group G4A) and substituted alkenyl group (specific example group G4B). (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, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group". The term "substituted alkenyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl group" (specific example group G4A) having a substituent, and examples of substituted alkenyl groups (specific example group G4B). The examples of the "unsubstituted alkenyl group" and the examples of the "substituted alkenyl group" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes a group in which a hydrogen atom of the alkenyl group itself in the "substituted alkenyl group" in specific example group G4B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkenyl group" in specific example group G4B is further replaced with a substituent.

[0042] Unsubstituted alkenyl groups (specific example group G4A): Vinyl group, Allyl groups, 1-butenyl group, 2-butenyl group, and 3-Butenyl group.

[0043] Substituted alkenyl groups (specific example group G4B): 1,3-butanedienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-Dimethylallyl group.

[0044] "Substituted or unsubstituted alkynyl groups" Specific examples (specific example group G5) of the "substituted or unsubstituted alkynyl group" described in this specification include the following unsubstituted alkynyl groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to the case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group".) Hereinafter, when simply referring to an "alkynyl group", it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group". The term "substituted alkynyl group" refers to an "unsubstituted alkynyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkynyl group" include the following "unsubstituted alkynyl groups" (specific example group G5A) in which one or more hydrogen atoms have been replaced with a substituent.

[0045] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group

[0046] "Substituted or unsubstituted cycloalkyl groups" Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described in this specification include the following unsubstituted cycloalkyl group (specific example group G6A) and substituted cycloalkyl group (specific example group G6B). (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group", and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group".) In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group". The term "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in the "unsubstituted cycloalkyl group" are replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms are replaced with a substituent, and the examples of the substituted cycloalkyl group (specific example group G6B). The examples of the "unsubstituted cycloalkyl group" and the examples of the "substituted cycloalkyl group" listed here are merely examples, and the "substituted cycloalkyl group" described in this specification also includes a group in the "substituted cycloalkyl group" in the specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself are replaced with a substituent, and a group in the "substituted cycloalkyl group" in the specific example group G6B in which a hydrogen atom of a substituent is further replaced with a substituent.

[0047] Unsubstituted cycloalkyl groups (specific example group G6A): A cyclopropyl group, A cyclobutyl group, Cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-Norbornyl group.

[0048] Substituted cycloalkyl groups (specific example group G6B): 4-Methylcyclohexyl group.

[0049] -Si(R 901 )(R 902 )(R 903 ) a group represented by As described herein, -Si(R 901 )(R 902 )(R 903 Specific examples (specific example group G7) of the group represented by -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in -Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) are the same as or different from each other.

[0050] -O-(R 904 ) a group represented by As described herein, -O-(R 904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0051] -S-(R 905 ) a group represented by As described herein, -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0052] -N(R 906 )(R 907 ) a group represented by As described herein, -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. -The multiple G1's in N(G1)(G1) are the same or different from each other. -The multiple G2's in N(G2)(G2) are the same or different from each other. -The multiple G3's in N(G3)(G3) are the same or different from each other. -N(G6)(G6) may be the same or different.

[0053] "Halogen atoms" Specific examples of the "halogen atom" described in this specification (specific example group G11) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0054] "Substituted or unsubstituted fluoroalkyl groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein 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 with a fluorine atom, and also includes a group (perfluoro group) in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in the "substituted or unsubstituted alkyl group" are replaced with fluorine atoms. The number of carbon atoms in the "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in the present specification. The term "substituted fluoroalkyl group" means a group in which one or more hydrogen atoms in the "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in the "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms in the substituent in the "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a fluorine atom.

[0055] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein 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 with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in the "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in the "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in the present specification. The term "substituted haloalkyl group" means a group in which one or more hydrogen atoms in the "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in the "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms in the substituent in the "substituted haloalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted haloalkyl group" include the examples of the group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a halogen atom. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.

[0056] "Substituted or unsubstituted alkoxy groups" A specific example of the "substituted or unsubstituted alkoxy group" described in this specification is a group represented by -O(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in this specification.

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

[0058] "Substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

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

[0060] "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described in this specification is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are the same 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.

[0061] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described in the present specification is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, the "aralkyl group" is a group in which a hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is one aspect of a "substituted alkyl group". The "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group", and the carbon number of the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified in the present specification. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl.

[0062] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, a m-biphenyl group, an o-biphenyl group, a p-terphenyl-4-yl group, a p-terphenyl-3-yl group, a p-terphenyl-2-yl group, a m-terphenyl-4-yl group, a m-terphenyl-3-yl group, a m-terphenyl-2-yl group, an o-terphenyl-4-yl group, an o-terphenyl-3-yl group, an o-terphenyl-2-yl group, a 1-naphthyl group, a 2-naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a chrysenyl group, a triphenylenyl group, a fluorenyl group, a 9,9'-spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, and the like.

[0063] The substituted or unsubstituted heterocyclic group described in the present specification, unless otherwise specified in the present specification, is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, a phenanthrolinyl group, a carbazolyl group (a 1-carbazolyl group, a 2-carbazolyl group, a 3-carbazolyl group, a 4-carbazolyl group, or a 9-carbazolyl group), a benzocarbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzothiophenyl group, an aza Examples of such groups include a dibenzothiophenyl group, a diazadibenzothiophenyl group, a (9-phenyl)carbazolyl group (a (9-phenyl)carbazol-1-yl group, a (9-phenyl)carbazol-2-yl group, a (9-phenyl)carbazol-3-yl group, or a (9-phenyl)carbazol-4-yl group), a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenyldibenzofuranyl group, and a phenyldibenzothiophenyl group.

[0064] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0065] [ka]

[0066] In this specification, the (9-phenyl)carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0067] [ka]

[0068] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a binding site.

[0069] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0070] [ka]

[0071] In the above general formulae (TEMP-34) to (TEMP-41), * represents a binding site.

[0072] The substituted or unsubstituted alkyl groups described herein are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, and the like, unless otherwise specified herein.

[0073] "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above-mentioned "substituted or unsubstituted aryl group". Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.

[0074] "Substituted or unsubstituted divalent heterocyclic group" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived by removing one hydrogen atom on the heterocycle from the above-mentioned "substituted or unsubstituted heterocyclic group". Specific examples of the "substituted or unsubstituted divalent heterocyclic group" (specific example group G13) include divalent groups derived by removing one hydrogen atom on the heterocycle from the "substituted or unsubstituted heterocyclic group" described in specific example group G2.

[0075] "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above-mentioned "substituted or unsubstituted alkyl group". Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.

[0076] The substituted or unsubstituted arylene group described in this specification is preferably any of the groups represented by the following general formulae (TEMP-42) to (TEMP-68), unless otherwise specified in this specification.

[0077] [ka]

[0078] [ka]

[0079] In the general formulae (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the above general formulae (TEMP-42) to (TEMP-52), * represents a binding site.

[0080] [ka]

[0081] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the above general formulae (TEMP-53) to (TEMP-62), * represents a binding site.

[0082] [ka]

[0083] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the above general formulae (TEMP-63) to (TEMP-68), * represents a binding site.

[0084] The substituted or unsubstituted divalent heterocyclic group described in this specification is preferably any of the groups represented by the following general formulae (TEMP-69) to (TEMP-102), unless otherwise specified in this specification.

[0085] [ka]

[0086] [ka]

[0087] [ka]

[0088] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0089] [ka]

[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0094] The above is an explanation of "the substituents described in this specification".

[0095] - "When bonded to form a ring" In this specification, the phrase "one or more of a set consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocycle, bond to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other" means the case where "one or more of a set consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocycle", the case where "one or more of a set consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring", and the case where "one or more of a set consisting of two or more adjacent groups are not bonded to each other". In this specification, the cases where "one or more of a set of two or more adjacent rings are bonded to each other to form a substituted or unsubstituted monocyclic ring" and "one or more of a set of two or more adjacent rings are bonded to each other to form a substituted or unsubstituted condensed ring" (hereinafter, these cases may be collectively referred to as "a case where they are bonded to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the mother skeleton is an anthracene ring, will be explained as an example.

[0096] [ka]

[0097] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 With R 922 and R 923 With R 923 and R 924 With R 924 and R 930 With R 930 and R 925 With R 925 and R 926 With R 926 and R 927 With R 927 and R 928 With R 928 and R 929 and R 929 and R 921 It is paired with .

[0098] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to ring Q A At the same time, R 925 and R 926 and are bonded to ring Q B When the above general formula (TEMP-103) is formed, the anthracene compound represented by the general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0099] [ka]

[0100] The case where a "set of two or more adjacent units" forms a ring includes not only the case where a set of two adjacent units is bonded as in the previous example, but also the case where a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to ring Q A and R 922 and R923 and are bonded to ring Q C The three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), the ring Q A and Ring Q C is R 922 Share.

[0101] [ka]

[0102] The "monocyclic ring" or "condensed ring" formed may be a saturated or unsaturated ring as the structure of only the ring formed. Even when "one of the pairs of adjacent two" forms a "monocyclic ring" or a "condensed ring", the "monocyclic ring" or the "condensed ring" may form a saturated or unsaturated ring. For example, the ring Q formed in the general formula (TEMP-104) may be a saturated or unsaturated ring. A and Ring Q B are "monocyclic" or "condensed rings". In addition, the ring Q formed in the general formula (TEMP-105) A , and ring Q C is a "fused ring". The ring Q in the above general formula (TEMP-105) A and Kan Q C That is, Ring Q A and Kan Q C The ring Q in the general formula (TMEP-104) is condensed to form a condensed ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.

[0103] The "unsaturated ring" includes aromatic hydrocarbon rings and aromatic heterocycles, as well as aliphatic hydrocarbon rings having an unsaturated bond in the ring structure, i.e., a double bond and / or a triple bond (e.g., cyclohexene, cyclohexadiene, etc.), and non-aromatic heterocycles 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 heterocycle having no unsaturated bond. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "form a ring" means that a ring is formed only with a plurality of atoms of the parent skeleton, or with a plurality of atoms of the parent skeleton and one or more optional atoms. For example, R 921 and R 922 and are bonded together to form a ring Q A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary atoms. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When the carbon atom of the anthracene skeleton to which R is bonded forms a monocyclic unsaturated ring with four carbon atoms, R 921 and R 922 The ring formed by this is a benzene ring.

[0104] Here, unless otherwise specified in the present specification, the "arbitrary atom" is preferably at least one atom selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. In the arbitrary 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 "arbitrary substituent" described below. When an arbitrary atom other than a carbon atom is included, the ring formed is a heterocycle. Unless otherwise specified in this specification, the "any one or more atoms" constituting the single ring or the fused ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "condensed ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified in this specification, a "monocyclic ring" is preferably a benzene ring. Unless otherwise specified in this specification, the "unsaturated ring" is preferably a benzene ring. When "one or more of a set of two or more adjacent rings" "combine with each other to form a substituted or unsubstituted monocyclic ring" or "combine with each other to form a substituted or unsubstituted fused ring", unless otherwise specified in this specification, preferably, one or more of a set of two or more adjacent rings combine with each other to form a substituted or unsubstituted "unsaturated ring" consisting of a plurality of atoms of the parent skeleton and at least one atom selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.

[0105] When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, specific examples of the substituent are the substituents described in the above-mentioned section "Substituents described in this specification". When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification". The above is an explanation of the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring" ("combined to form a ring").

[0106] Substituents in the phrase "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) 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 carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, Here, R 901 ~R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical or different from each other, R 902 If there are two or more, there are two or more R 902 are identical or different from each other, R 903 If there are two or more, there are two or more R 903 are identical or different from each other, R 904 If there are two or more, there are two or more R 904 are identical or different from each other, R 905 If there are two or more, there are two or more R 905 are identical or different from each other, R 906 If there are two or more, there are two or more R 906 are identical or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.

[0107] In one embodiment, the substituent in the above "substituted or unsubstituted" is: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:

[0108] In one embodiment, the substituent in the above "substituted or unsubstituted" is: an alkyl group having 1 to 18 carbon atoms; An aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:

[0109] Specific examples of each group of the above optional substituents are the specific examples of the substituents described above in the section "Substituents described in this specification."

[0110] Unless otherwise specified in this specification, any adjacent substituents may be combined with each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in the present specification, the optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent described above.

[0111] In this specification, a numerical range expressed using "AA to BB" means a range including the number AA written before "AA to BB" as the lower limit and the number BB written after "AA to BB" as the upper limit.

[0112] [New compounds] A compound according to one embodiment of the present invention is a compound represented by the following formula (1). [ka] [In formula (1), R1 to R5 and R8 to R 12 One of them is a single bond bonded to a group represented by the following formula (A1). [ka] (In formula (A1), L A1 teeth, Single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, a substituted or unsubstituted terphenyldiyl group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthryldiyl group, a substituted or unsubstituted benzophenanthryldiyl group, a substituted or unsubstituted benzanthracenediyl group, a substituted or unsubstituted pyrenediyl group, a substituted or unsubstituted chrysenediyl group; a substituted or unsubstituted triphenylenediyl group, a substituted or unsubstituted fluorenediyl group; a substituted or unsubstituted benzofluorenediyl group, a substituted or unsubstituted fluoranthene diyl group; a substituted or unsubstituted benzofluoranthene diyl group; a substituted or unsubstituted divalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted divalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. Ar A1 teeth, a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group; a substituted or unsubstituted naphthyl group, a substituted or unsubstituted benzanthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted benzochrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzotriphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted 9,9'-spirobifluorenyl group; a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofluorenyl group, a substituted or unsubstituted fluoranthenyl group; a substituted or unsubstituted benzofluoranthenyl group; a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. R6 and R7, and R1 to R5 and R8 to R9 which are not single bonds bonded to the group represented by formula (A1) 12 is a hydrogen atom.

[0113] In formula (1), L in formula (A1) A1 If is a single bond, Ar A1 is directly bonded to the dinaphthofuran skeleton.

[0114] The compound according to one embodiment of the present invention has the above-described structure, and thus is useful for the production of an organic electroluminescence device. In particular, by using the compound in one of the stacked light-emitting layers, the recombination region can be localized in the light-emitting layer more than in the conventional case, thereby improving the efficiency of the device and also improving the device life.

[0115] In one embodiment, L A1 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or It is a substituted or unsubstituted pyrenediyl group.

[0116] In one embodiment, L A1 teeth, A single bond, or It is a substituted or unsubstituted phenylene group.

[0117] In one embodiment, Ar A1 teeth, a substituted or unsubstituted phenyl group; a substituted or unsubstituted naphthyl group, or It is a substituted or unsubstituted pyrenyl group.

[0118] In one embodiment, Ar A1 teeth, It is a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms.

[0119] In one embodiment, Ar A1 teeth, a substituted or unsubstituted pyrenyl group, or It is a substituted or unsubstituted benzoxanthenyl group.

[0120] In one embodiment, Ar A1 is a substituted or unsubstituted pyren-1-yl group It is. In one embodiment, Ar A1 is a substituted or unsubstituted benzoxanthene-4-yl group.

[0121] In one embodiment, the compound represented by formula (1) is a compound represented by formula (11) or formula (21) below. [ka] [In the formulas (11) and (21), R 101 ~R 105 and R 108 ~R 112 One of them is L A11 It is a single bond that bonds to R 106 and R 107 , and L A11 R that is not a single bond 101 ~R 105 and R 108 ~R 112 is a hydrogen atom. L A11 teeth, Single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or It is a substituted or unsubstituted pyrenediyl group. R A11 ~R A19 and R A21 ~R A29 are each independently Hydrogen atom, an alkyl group having 1 to 50 carbon atoms; An unsubstituted phenyl group, An unsubstituted biphenyl group, unsubstituted terphenyl groups; an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, An unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group; an unsubstituted benzofluorenyl group; an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group; an unsubstituted benzofluoranthenyl group; an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.]

[0122] In one embodiment, the compound represented by formula (1) is a compound represented by formula (12) or (22): [ka] [In formulas (12) and (22), R 101 ~R 108 , R 110 ~R 112 , L A11 , R A11 ~R A19 , and R A21 ~R A29is as defined in formulas (11) and (21) above.

[0123] In one embodiment, 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 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 carbon atoms, an arylthio group having 6 to 50 ring 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’ ) (where R 41’ ~R 51’ are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. 41’ ~R 51’ If there are two or more, there are two or more R 41’ ~R 51’may be the same or different.), a hydroxy group, a halogen atom, a cyano group, a nitro group, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.

[0124] In one embodiment, the substituents in the context of "substituted or unsubstituted" are an alkyl group having 1 to 50 carbon atoms; An unsubstituted phenyl group, An unsubstituted biphenyl group, An unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, An unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, An unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group; an unsubstituted benzofluorenyl group; an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group; an unsubstituted benzofluoranthenyl group; an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.

[0125] The compound represented by formula (1) is preferably a compound having high electron accepting property. In one embodiment, the electron affinity Af of the compound represented by formula (1) is 1.80 eV or more and 2.20 eV or less. The electron affinity Af of the compound represented by formula (1) may be, for example, 2.15 eV or less, or 2.10 eV or less, and may be, for example, 1.85 eV or more, or 1.90 eV or more. In one embodiment, the electron affinity Af of the compound represented by formula (1) is 1.90 eV or more and 2.10 eV or less.

[0126] (Electron affinity Af) The electron affinity Af can be calculated by the following formula. Af = -1.19 × (Ere - Efc) -4.78 eV Here, the symbols have the following meanings: Ere: First reduction potential (DPV, Negative scan) Efc: First oxidation potential of ferrocene (DPV, Positive scan), (ca. +0.55V vs Ag / AgCl) The redox potential is measured by differential pulse voltammetry (DPV) using an electrochemical analyzer (ALS: CHI630B). The solvent is N,N-dimethylformamide (DMF), and the sample concentration is 1.0 mmol / L. The supporting electrolyte is tetrabuthylammonium hexafluorophosphate (TBHP) (100 mmol / L). The working and counter electrodes are glassy carbon and Pt, respectively. (References) ME Thompson, et.al., Organic Electronics, 6 (2005), p. 11-20, Organic Electronics, 10 (2009), p. 515-520

[0127] In one embodiment, the triplet energy T1 of the compound represented by formula (1) is 1.90 eV or more and 2.40 eV or less. The triplet energy T1 of the compound represented by formula (1) may be, for example, 2.35 eV or less, or 2.30 eV or less, and T1 may be, for example, 1.95 eV or more, or 2.00 eV or more. In one embodiment, the triplet energy T1 of the compound represented by formula (1) is 2.00 eV or more and 2.30 eV or less.

[0128] (Triplet energy T1) The triplet energy T1 can be measured by the following method. The compound to be measured was dissolved in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)) at 10 -5 mol / L or more 10 -4 The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this sample is measured at low temperature (77[K]), a tangent is drawn to the rising edge of the phosphorescence spectrum on the short wavelength side, and the wavelength value λ at the intersection of the tangent and the horizontal axis is determined. edge The amount of energy calculated from the following conversion formula (F1) based on [nm] is the triplet energy T1. Conversion formula (F1): T1[eV]=1239.85 / λ edge The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows. When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity of 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is regarded as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. Phosphorescence can be measured using a spectrofluorometer body, model F-7100, manufactured by Hitachi High-Tech Corp. However, the measuring device is not limited to this, and measurements may be performed by combining a cooling device, a cryogenic container, an excitation light source, and a light receiving device.

[0129] The compound represented by formula (1) can be synthesized by following the examples and using known alternative reactions and raw materials suited to the target compound.

[0130] Specific examples of the compound represented by formula (1) are given below, however, these are merely illustrative and the compound represented by formula (1) is not limited to the following specific examples.

[0131] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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[0132] [Materials for organic electroluminescence devices] The compound according to one embodiment of the present invention is useful as a material for an organic EL device, for example, as a material used in the light-emitting layer of an organic EL device.

[0133] [Organic EL element] An organic EL element according to one embodiment of the present invention will be described. An organic EL device according to one embodiment of the present invention includes a cathode, an anode, and an emitting layer disposed between the cathode and the anode. The emitting layer includes a first emitting layer and a second emitting layer, and the first emitting layer includes a compound represented by formula (101) described below.

[0134] The organic EL device according to one embodiment of the present invention has the above-mentioned configuration, and thus the performance can be improved. In particular, by using a specific compound in the first light-emitting layer, the recombination region can be localized in the first light-emitting layer more than in the past, and therefore the efficiency of the device can be improved and the device life can be improved.

[0135] The schematic configuration of an organic EL device according to one embodiment of the present invention will be described with reference to FIG. An organic EL device 1 according to one embodiment of the present invention includes a substrate 2, an anode 3, an emitting layer 5, a cathode 10, a hole transporting zone 4 between the anode 3 and the emitting layer 5, and an electron transporting zone 6 between the emitting layer 5 and the cathode 10. The light-emitting layer 5 has a laminated structure and includes at least a first light-emitting layer and a second light-emitting layer.

[0136] Representative 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 The following structures can be mentioned. Among the above, the configuration (8) is preferably used, but the present invention is not limited to this.

[0137] In the light-emitting layer, the positions at which the first light-emitting layer and the second light-emitting layer are formed are not limited. In one embodiment, the light-emitting layer includes the first light-emitting layer and the second light-emitting layer in this order from the anode side.

[0138] In one embodiment, the first light-emitting layer and the second light-emitting layer are immediately adjacent.

[0139] In this specification, the term "hole injection / transport layer" means "at least one of a hole injection layer and a hole transport layer", and the term "electron injection / transport layer" means "at least one of an electron injection layer and an electron transport layer".

[0140] In one embodiment, the organic EL device according to one aspect of the present invention has a hole transport layer between the anode and the light-emitting layer.

[0141] In one embodiment, the organic EL device according to one aspect of the present invention has an electron transport layer between the cathode and the light-emitting layer.

[0142] Hereinafter, members that can be used in the organic EL device according to one embodiment of the present invention, and materials constituting each layer will be described.

[0143] (First light-emitting layer) The first light-emitting layer contains a compound represented by the following formula (101). [ka] [In formula (101), R 207 is a hydrogen atom. R 201 ~R 206 and R 208 ~R 212 At least one of them is a single bond bonded to a group represented by the following formula (A101). [ka] (In formula (A101), L A101 teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 19 ring atoms. Ar A101 teeth, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 30 ring atoms. R that is not a single bond bonded to the group represented by formula (A101) 201 ~R 206 and R 208 ~R 212 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms.]

[0144] In formula (101), L in formula (A101) A101 If is a single bond, Ar A101 is directly bonded to the dinaphthofuran skeleton.

[0145] In one embodiment, Ar A101 teeth, a substituted or unsubstituted phenyl group; a substituted or unsubstituted naphthyl group, or It is a substituted or unsubstituted pyrenyl group.

[0146] In one embodiment, Ar A101 teeth, It is a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms.

[0147] In one embodiment, Ar A101 teeth, a substituted or unsubstituted pyrenyl group, or It is a substituted or unsubstituted benzoxanthenyl group.

[0148] In one embodiment, L A101 teeth, A single bond, or It is a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms.

[0149] In one embodiment, the compound represented by formula (101) is a compound represented by formula (111) or formula (121): [ka] [In formulas (111) and (121), R 207 is a hydrogen atom. R 201 ~R206 and R 208 ~R 212 One of them is L A111 It is a single bond that bonds to L A111 R that is not a single bond 201 ~R 206 and R 208 ~R 212 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms. L A111 teeth, A single bond, or It is a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms. R A201 ~R A209 and R A211 ~R A219 are each independently Hydrogen atoms, an unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is an unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms.

[0150] In formula (111), L A111 When is a single bond, the pyrene skeleton is directly bonded to the dinaphthofuran skeleton. In formula (121), L A111 When is a single bond, the benzoxanthene skeleton is directly bonded to the dinaphthofuran skeleton.

[0151] In one embodiment, the compound represented by formula (101) is a compound represented by formula (112) or formula (122): [ka] [In formulas (112) and (122), R 201 ~R 208 , R 210 ~R 212 , L A111 , RA201 ~R A209 , and R A211 ~R A219 is as defined in formulas (111) and (121) above.

[0152] In one embodiment, R A201 ~R A209 and R A211 ~R A219 are each independently Hydrogen atoms, an unsubstituted phenyl group, or It is an unsubstituted naphthyl group.

[0153] In one embodiment, R A201 ~R A209 and R A211 ~R A219 is a hydrogen atom.

[0154] In one embodiment, R 201 ~R 206 , R 208 , and R 210 ~R 212 is a hydrogen atom.

[0155] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the formula (101) 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 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 carbon atoms; an arylthio group having 6 to 50 ring carbon atoms, an aralkyl group having 7 to 50 carbon atoms; -Si(R 41 )(R 42 )(R 43 ), -C(=O)R44 , -COOR 45 , -S(=O)2R 46 , -P(=O)(R 47 )(R 48 ), -Ge(R 49 )(R 50 )(R 51 ), -N(R 52 )(R 53 ) (where R 41 ~R 53 R are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring carbon atoms, or a monovalent heterocyclic group having 5 to 50 ring atoms. 41 ~R 53 If there are two or more, there are two or more R 41 ~R 53 may be the same or different. Hydroxy groups, Halogen atoms, Cyano group, Nitro group, an aryl group having 6 to 50 ring carbon atoms, and It is selected from the group consisting of monovalent heterocyclic groups having 5 to 50 ring atoms.

[0156] In one embodiment, the substituent in the case of "substituted or unsubstituted" in the formula (101) is an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and It is selected from the group consisting of monovalent heterocyclic groups having 5 to 50 ring atoms.

[0157] In one embodiment, the compound represented by formula (101) is a compound represented by formula (1).

[0158] The compound represented by formula (101) is preferably a compound having high electron accepting property. In one embodiment, the electron affinity Af of the compound represented by formula (101) is 1.80 eV or more and 2.20 eV or less. The electron affinity Af of the compound represented by formula (101) may be, for example, 2.15 eV or less, or 2.10 eV or less, and may be, for example, 1.85 eV or more, or 1.90 eV or more. In one embodiment, the electron affinity Af of the compound represented by formula (101) is 1.90 eV or more and 2.10 eV or less.

[0159] The method for calculating the electron affinity Af is as explained for the compound represented by formula (1) above.

[0160] In one embodiment, the triplet energy T1 of the compound represented by formula (101) is 1.90 eV or more and 2.40 eV or less. The triplet energy T1 of the compound represented by formula (101) may be, for example, 2.35 eV or less, or 2.30 eV or less, and T1 may be, for example, 1.95 eV or more, or 2.00 eV or more. In one embodiment, the triplet energy T1 of the compound represented by formula (101) is 2.00 eV or more and 2.30 eV or less.

[0161] The method for measuring the triplet energy T1 is as explained for the compound represented by formula (1) above.

[0162] The compound represented by formula (101) can be synthesized by following the examples and using known alternative reactions and raw materials appropriate for the target compound.

[0163] Specific examples of the compound represented by formula (101) include the following compounds in addition to the specific examples of the compound represented by formula (1) described above. These are merely illustrative, and the compound represented by formula (101) is not limited to the specific examples below.

[0164] [ka] [ka] [ka] [ka] [ka]

[0165] In one embodiment, the first light-emitting layer contains a compound represented by the above formula (101) and a second compound. The compound represented by the above formula (101) and the second compound are different from each other.

[0166] (Second Compound) In one embodiment, the second compound is an emissive material. In one embodiment, the second compound is a fluorescent compound. In one embodiment, the second compound is a compound that exhibits a maximum fluorescence emission peak wavelength of 430 nm or more and 480 nm or less. In this specification, the maximum fluorescence emission peak wavelength may be referred to as the maximum fluorescence emission peak wavelength.

[0167] In this specification, the maximum fluorescence emission peak wavelength is the wavelength at which the compound to be measured is within 10 -6 Moles / liter or more, 10 -5 It means the maximum peak wavelength of the fluorescence spectrum at which the emission intensity is maximum in the fluorescence spectrum measured for a toluene solution in which the compound is dissolved at a concentration of mol / L or less. The measurement device may be a fluorescence spectrum measuring device (device name: FP-8300, manufactured by JASCO Corporation). Note that the fluorescence spectrum measuring device is not limited to the device exemplified here.

[0168] Examples of the second compound include bisarylaminonaphthalene derivatives, aryl-substituted naphthalene derivatives, bisarylaminoanthracene derivatives, aryl-substituted anthracene derivatives, bisarylaminopyrene derivatives, aryl-substituted pyrene derivatives, bisarylaminochrysene derivatives, aryl-substituted chrysene derivatives, bisarylaminofluoranthene derivatives, aryl-substituted fluoranthene derivatives, indenoperylene derivatives, acenaphthofluoranthene derivatives, compounds containing a boron atom, pyrromethene boron complex compounds, compounds having a pyrromethene skeleton, metal complexes of compounds having a pyrromethene skeleton, diketopyrrolopyrrole derivatives, perylene derivatives, and naphthacene derivatives.

[0169] The second compound may be, for example, one or more compounds selected from the group consisting of a compound represented by the following formula (D1), a compound represented by the following formula (D2), a compound represented by the following formula (D3), and a compound represented by the following formula (D4).

[0170] (Compound represented by formula (D1)) The compound represented by formula (D1) will be described.

[0171] [ka] (In formula (D1), Each Z is independently CRa or a nitrogen atom. Ring A1 and ring A2 each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. When a plurality of Ra are present, one or more pairs of adjacent two or more of the plurality of Ra are bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. n21 and n22 each independently represent 0, 1, 2, 3, or 4. When a plurality of Rb's are present, one or more pairs of adjacent two or more of the plurality of Rb's are bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. When a plurality of Rc's are present, one or more pairs of adjacent two or more of the plurality of Rc's are bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. Ra, Rb, and Rc that are not bonded to each other are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907If there are two or more, there are two or more R 901 ~R 907 may be the same or different.)

[0172] Examples of the "aromatic hydrocarbon ring" of the A1 ring and the A2 ring include the same structures as the compounds in which a hydrogen atom has been introduced into the above-mentioned "aryl group having 6 to 50 ring carbon atoms". The "aromatic hydrocarbon ring" of ring A1 and ring A2 contains the two carbon atoms on the central fused two-ring structure of formula (D1) as ring-forming atoms. Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom has been introduced into the "substituted or unsubstituted aryl group" described in specific example group G1.

[0173] Examples of the "heterocycle" of ring A1 and ring A2 include the same structures as the compounds in which a hydrogen atom has been introduced into the above-mentioned "heterocyclic group having 5 to 50 ring atoms". The "heterocycle" of ring A1 and ring A2 contains the two carbon atoms on the central fused two-ring structure of formula (D1) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms" include compounds in which a hydrogen atom has been introduced into the "substituted or unsubstituted heterocyclic group" described in specific example group G2.

[0174] Rb is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A1, or any of the atoms forming the heterocycle as ring A1.

[0175] Rc is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A2, or any of the atoms forming the heterocycle as ring A2.

[0176] In one embodiment, at least one of Ra, Rb, and Rc is a group represented by the following formula (D1a): In one embodiment, at least two of Ra, Rb, and Rc are a group represented by the following formula (D1a).

[0177] [ka] (In formula (D1a), L D101 teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms. Ar D101 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, or It is a group represented by the following formula (D1b). [ka] (In formula (D1b), L D102 and L D103 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms. Ar D102 and Ar D103 may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. Ar that are not bonded to each other D102 and Ar D103 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0178] In one embodiment, R 901 ~R 907 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0179] The compound represented by formula (D1) can be synthesized by using known reactions and raw materials suited to the target compound.

[0180] Specific examples of the compound represented by formula (D1) include the following compounds. These are merely examples, and the compound represented by formula (D1) is not limited to the following specific examples.

[0181] [ka]

[0182] (Compound represented by formula (D2)) The compound represented by formula (D2) will be described.

[0183] [ka] (In formula (D2), R D201 ~R D207 and R D211 ~R D217 Among these, one or more pairs of adjacent two or more groups are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. R that does not bond with each other D201 ~R D207 and R D211 ~R D217 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R902 )(R 903 ) -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R D221 and R D222 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (D1).

[0184] "R D201 ~R D207 and R D211 ~R D217 "A set of two or more adjacent pairs of R D201 and R D202A set consisting of R D202 and R D203 A set consisting of R D203 and R D204 A set consisting of R D205 and R D206 A set consisting of R D206 and R D207 A set consisting of R D201 and R D202 and R D203 A combination of a set consisting of:

[0185] In one embodiment, R D201 ~R D207 and R D211 ~R D217 At least one of -N(R 906 )(R 907 ).

[0186] In one embodiment, R D201 ~R D207 and R D211 ~R D217 At least two of -N(R 906 )(R 907 ).

[0187] In one embodiment, R D201 ~R D207 At least one of -N(R 906 )(R 907 ). In one embodiment, R D211 ~R D217 At least one of -N(R 906 )(R 907 ).

[0188] In one embodiment, R D201 ~R D207 At least one of, and R D211 ~R D217 At least one of each independently represents -N(R 906 )(R 907 ).

[0189] In one embodiment, -N(R 906 )(R 907) is not R D201 ~R D207 and R D211 ~R D217 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0190] The compound represented by formula (D2) can be synthesized by using known reactions and raw materials suited to the target compound.

[0191] Specific examples of the compound represented by formula (D2) include the following compounds. These are merely examples, and the compound represented by formula (D2) is not limited to the following specific examples.

[0192] [ka] [ka]

[0193] (Compound represented by formula (D3)) The compound represented by formula (D3) will be described.

[0194] [ka] (In formula (D3), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. R D301 and R D302 each independently bonds to the ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle. R that does not form a substituted or unsubstituted heterocycleD301 and R D302 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0195] The a, b, and c rings are fused to a central fused two-ring structure of formula (D3) consisting of a boron atom, two nitrogen atoms, and seven carbon atoms.

[0196] The "aromatic hydrocarbon rings" of ring a, ring b and ring c have the same structure as the compounds in which a hydrogen atom has been introduced into the above-mentioned "aryl group having 6 to 50 ring carbon atoms". The "aromatic hydrocarbon ring" of ring a contains the three carbon atoms on the central fused two-ring structure of formula (D3) as ring-forming atoms. The "aromatic hydrocarbon ring" of ring b and ring c contains the two carbon atoms on the central fused two-ring structure of formula (D3) as ring-forming atoms.

[0197] Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom has been introduced into the "substituted or unsubstituted aryl group" described in specific example group G1. Examples of the "heterocycle" of ring a, ring b, and ring c include the same structures as the compounds in which a hydrogen atom has been introduced into the above-mentioned "heterocyclic group having 5 to 50 ring atoms". The "heterocycle" of ring a contains three carbon atoms on the central fused bicyclic structure of formula (D3) as ring-forming atoms. The "heterocycle" of rings b and c contains two carbon atoms on the central fused bicyclic structure of formula (D3) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocycle having 5 to 50 ring-forming atoms" include compounds in which a hydrogen atom is introduced into the "substituted or unsubstituted heterocyclic group" described in specific example group G2.

[0198] R D301 and R D302 may each independently bond to ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle. In this case, the heterocycle contains the nitrogen atom on the central fused two-ring structure of formula (D3). In this case, the heterocycle may contain a heteroatom other than the nitrogen atom. R D301 or R D302 is bonded to the ring a, ring b, or ring c, specifically, means that an atom constituting the ring a, ring b, or ring c is bonded to R D301 or R D302 It means that the atoms that make up R are bonded to each other. For example, R D301 is bonded to the a ring, R D301 and ring a may be condensed to form a 2-ring, 3-ring, 4-ring, or 5-ring or more condensed nitrogen-containing heterocycle. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to the nitrogen-containing 2-ring or more condensed heterocyclic groups in specific example group G2. R D301 When is bonded to ring b, R D302 is bonded to ring a, and R D302 The same applies when is bonded to ring c.

[0199] In one embodiment, the ring a, ring b, and ring c in the formula (D3) are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms. In one embodiment, the ring a, ring b, and ring c in formula (D3) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

[0200] In one embodiment, R in formula (D3) D301 and R D302 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0201] In one embodiment, R in formula (D3) D301 and R D302 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0202] In one embodiment, the compound represented by formula (D3) is a compound represented by formula (D32): [ka] (In formula (D32), R D301A is R D311 and R D321 may be bonded to one or more selected from the group consisting of: to form a substituted or unsubstituted heterocycle, or may not form a substituted or unsubstituted heterocycle. R D302A is R D313 and R D314 may be bonded to one or more selected from the group consisting of: to form a substituted or unsubstituted heterocycle, or may not form a substituted or unsubstituted heterocycle. R that does not form a substituted or unsubstituted heterocycle D301A and R D302A are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R D311 ~R D321 one or more of the adjacent pairs of two or more of are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. R does not form the substituted or unsubstituted heterocycle, does not form the monocycle, and does not form the fused ring. D311 ~R D321 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (D1).

[0203] R in the above formula (D32) D301A and R D302A are R in the above formula (D3), D301 and R D302 Corresponds to. For example, R D301A and R D311may be bonded to a ring containing the ring a and a benzene ring corresponding to the ring a to form a nitrogen-containing heterocyclic ring having two, three, four, or five or more rings. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing heterocyclic ring group having two or more rings in the specific example group G2. R D301A and R D321 If R is bonded, D302A and R D313 When R is bonded, D302A and R D314 The same applies when is combined.

[0204] In one embodiment, R D311 ~R D321 At least one pair of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or They combine with each other to form a substituted or unsubstituted fused ring. For example, R D311 and R D312 may be bonded to the six-membered ring to form a structure in which a benzene ring, an indole ring, a pyrrole ring, a benzofuran ring, a benzothiophene ring, or the like is condensed with the six-membered ring to which they are bonded. The condensed ring formed is a naphthalene ring, a carbazole ring, an indole ring, a benzofuran ring, a dibenzofuran ring, or a dibenzothiophene ring, respectively.

[0205] In one embodiment, R D311 ~R D321 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0206] In one embodiment, R D311 ~R D321 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0207] In one embodiment, R D311 ~R D321 are each independently A hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0208] In one embodiment, R D311 ~R D321 are each independently A hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; R D311 ~R D321 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0209] In one embodiment, the compound represented by formula (D32) is a compound represented by formula (D33): [ka] (In formula (D33), R D331 is R D346 may be linked to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R D333 is R D347 may be linked to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R D334 is R D351 may be linked to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R D341 is R D342may be linked to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R D331 ~R D351 one or more of the adjacent pairs of two or more of are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other. R that does not bond with each other D331 ~R D351 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (D1).

[0210] R D331 is R D346 may combine with R to form a substituted or unsubstituted heterocycle. For example, R D331 and R D346 Combined, R D346may be bonded to a benzene ring, a ring containing N, and a benzene ring corresponding to ring a to form a nitrogen-containing heterocyclic ring having three or more condensed rings. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing heterocyclic ring group having three or more condensed rings in the specific example group G2. D333 and R D347 If R is bonded, D334 and R D351 When R is bonded, D341 and R D342 The same applies when is combined.

[0211] In one embodiment, R D331 ~R D351 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0212] In one embodiment, R D331 ~R D351 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0213] In one embodiment, R D331 ~R D351 are each independently A hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0214] In one embodiment, R D331 ~R D351 are each independently A hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; R D331 ~R D351 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0215] In one embodiment, the compound represented by formula (D33) is a compound represented by formula (D33A):

[0216] [ka]

[0217] (In formula (D33A), R D361 teeth, Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R D362 ~R D365 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0218] In one embodiment, R D361 ~R D365 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0219] In one embodiment, R D361 ~R D365 each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0220] In one embodiment, the compound represented by formula (D33) is a compound represented by formula (D33B):

[0221] [ka] (In formula (D33B), R D371 and R D372 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R D373 ~R D375 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R 906 and R 907 is as defined in the above formula (D1).

[0222] In one embodiment, the compound represented by formula (D33) is a compound represented by formula (D33B'):

[0223] [ka] (In formula (D33B'), R D372 ~R D375 is as defined in formula (D33B) above.

[0224] In one embodiment, R D371 ~R D375 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0225] In one embodiment, R D372 teeth, Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; -N(R 906 )(R 907 ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R D371 and R D373 ~R D375 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0226] In one embodiment, the compound represented by formula (D33) is a compound represented by formula (D33C):

[0227] [ka] (In formula (D33C), R D381 and R D382 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R D383 ~R D386 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0228] In one embodiment, the compound represented by formula (D33) is a compound represented by formula (D33C'):

[0229] [ka]

[0230] (In formula (D33C'), R D383 ~R D386 is as defined in formula (D33C) above.

[0231] In one embodiment, R D381 ~R D386 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0232] In one embodiment, R D381 ~R D386 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0233] The compound represented by the formula (D3) is prepared by first connecting the ring a, the ring b, and the ring c to a first linking group (NR D301 Groups containing NR D302 An intermediate can be produced by linking the a, b, and c rings with a second linking group (a group containing a boron atom) (reaction 2). In reaction 1, an amination reaction such as the Bachbrut-Hartwig reaction can be applied. In reaction 2, a tandem hetero Friedel-Crafts reaction can be applied.

[0234] The compound represented by formula (D3) can be synthesized by using known reactions and raw materials suited to the target compound.

[0235] Specific examples of the compound represented by formula (D3) include the following compounds. These are merely examples, and the compound represented by formula (D3) is not limited to the following specific examples.

[0236] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0237] (Compound represented by formula (D4)) The compound represented by formula (D4) will be described.

[0238] [ka]

[0239] (In formula (D4), R D401 and R D402 Group R D402 and R D403 and R D403 and R D404 At least one of the pairs is bonded to each other to form a divalent group represented by the following formula (D42). R D405 and R D406 Group R D406 and R D407 and R D407 and R D408At least one of the pairs is bonded to each other to form a divalent group represented by the following formula (D43). [ka] R which does not form a divalent group represented by the formula (D42) D401 ~R D404 and R D411 ~R D414 At least one of these is a monovalent group represented by the following formula (D44). R which does not form a divalent group represented by the formula (D43) D405 ~R D408 and R D421 ~R D424 At least one of these is a monovalent group represented by the following formula (D44). X D4 is an oxygen atom, a sulfur atom, or NR D409 It is. R which does not form a divalent group represented by the formula (D42) and the formula (D43) and is not a monovalent group represented by the formula (D44) D401 ~R D408 R which is not a monovalent group represented by formula (D44) D411 ~R D414 and R D421 ~R D424 , and R D409 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. [ka]

[0240] In formula (D44), Ar D401 and Ar D402 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L D401 ~L D403 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or It is a divalent linking group formed by bonding 2 to 4 groups selected from the group consisting of substituted or unsubstituted arylene groups having 6 to 30 ring carbon atoms and substituted or unsubstituted divalent heterocyclic groups having 5 to 30 ring atoms. L D401 is bonded to the ring structure represented by formula (D4), the group represented by formula (D42), or the group represented by formula (D43).

[0241] In the formula (D4), the positions at which the divalent group represented by the formula (D42) and the divalent group represented by the formula (D43) are formed are not particularly limited, and R D401 ~R D408 The group can be formed at any possible position.

[0242] The compound represented by formula (D4) can be synthesized by using known reactions and raw materials suited to the target compound.

[0243] Specific examples of the compound represented by formula (D4) include the compounds described in WO 2014 / 104144 and the compounds shown below. These are merely examples, and the compound represented by formula (D4) is not limited to the specific examples below.

[0244] [ka]

[0245] In addition to the compounds represented by the above-mentioned formulae (D1), (D2), (D3), and (D4), for example, the compounds shown below can be used as the second compound. [ka] [ka] [ka] [ka]

[0246] In one embodiment, the first light-emitting layer contains a compound represented by the above formula (101) as a host material (sometimes referred to as a matrix material). In one embodiment, the first light-emitting layer further comprises a dopant material. In one embodiment, the first light-emitting layer comprises the second compound as a dopant material (also sometimes referred to as a guest material, an emitter, or an emissive material).

[0247] In one embodiment, the first light-emitting layer contains more than 1.1 weight percent, 1.2 weight percent or more, or 1.5 weight percent or more of the dopant material based on the total weight of the first light-emitting layer. In one embodiment, the first light-emitting layer contains no more than 10% by weight, no more than 7% by weight, or no more than 5% by weight of the dopant material based on the total weight of the first light-emitting layer.

[0248] In one embodiment, the first light-emitting layer contains 60% by weight or more, 70% by weight or more, 80% by weight or more, 90% by weight or more, or 95% by weight or more of the host material based on the total weight of the first light-emitting layer. In one embodiment, the first light-emitting layer contains up to 99% by weight of the host material based on the total weight of the first light-emitting layer.

[0249] The first light-emitting layer may contain materials other than the host material and the dopant material.

[0250] The first light-emitting layer may contain only one type of host material or may contain two or more types of dopant materials.The first light-emitting layer may contain only one type of dopant material or may contain two or more types of dopant materials.

[0251] In one embodiment, the thickness of the first light-emitting layer is 3 nm or more, or 5 nm or more. If the thickness of the first light-emitting layer is 3 nm or more, the thickness is sufficient to cause recombination of holes and electrons in the first light-emitting layer. In one embodiment, the thickness of the first light-emitting layer is 15 nm or less, or 10 nm or less. If the thickness of the first light-emitting layer is 15 nm or less, the thickness is sufficiently thin for triplet excitons to transfer to the second light-emitting layer.

[0252] In one embodiment, the first light-emitting layer has a thickness of 3 nm or more and 15 nm or less.

[0253] (Second light-emitting layer) The second light-emitting layer contains at least one compound different from the first light-emitting layer. In one embodiment, the second light-emitting layer contains a host material. As the host material, in addition to the compound represented by the above formula (101), for example, 1) a metal complex such as an aluminum complex, a beryllium complex, or a zinc complex, 2) a heterocyclic compound such as an oxadiazole derivative, a benzimidazole derivative, or a phenanthroline derivative, 3) a condensed aromatic compound such as a carbazole derivative, an anthracene derivative, a phenanthrene derivative, a pyrene derivative, or a chrysene derivative, or 4) an aromatic amine compound such as a triarylamine derivative or a condensed polycyclic aromatic amine derivative can be used. In one embodiment, the second host material is a different compound than the first host material contained in the first light-emitting layer.

[0254] In one embodiment, the second light-emitting layer further includes a dopant material. As the dopant material, for example, the second compound described above can be used. In addition, a known phosphorescent material can also be used as the dopant material. The dopant material of the second light-emitting layer can be the same compound as the dopant material of the first light-emitting layer, or it can be a different compound. In one embodiment, the dopant material of the second light-emitting layer is a different compound than the dopant material of the first light-emitting layer. In one embodiment, the dopant material of the second light-emitting layer is the same compound as the dopant material of the first light-emitting layer.

[0255] In one embodiment, the second light-emitting layer contains more than 1.1 weight percent, 1.2 weight percent or more, or 1.5 weight percent or more of the dopant material based on the total weight of the second light-emitting layer. In one embodiment, the second light-emitting layer contains no more than 10% by weight, no more than 7% by weight, or no more than 5% by weight of the dopant material based on the total weight of the second light-emitting layer.

[0256] In one embodiment, the second light-emitting layer contains 60% by weight or more, 70% by weight or more, 80% by weight or more, 90% by weight or more, or 95% by weight or more of the host material based on the total weight of the second light-emitting layer. In one embodiment, the second light-emitting layer contains up to 99% by weight of the host material based on the total weight of the second light-emitting layer.

[0257] The second light-emitting layer may contain materials other than the host material and the dopant material.

[0258] The second light-emitting layer may contain only one type of host material or may contain two or more types of dopant materials.

[0259] The second light-emitting layer may be a fluorescent light-emitting layer or a phosphorescent light-emitting layer. In one embodiment, the second light-emitting layer is a fluorescent-type light-emitting layer.

[0260] In one embodiment, the thickness of the second light-emitting layer is 5 nm or more, 10 nm or more, or 15 nm or more. If the thickness of the first light-emitting layer is 5 nm or more, triplet excitons can be sufficiently separated from the recombination moiety in the first light-emitting layer. In one embodiment, the thickness of the second light-emitting layer is 20 nm or less. If the thickness of the second light-emitting layer is 20 nm or less, the density of triplet excitons in the second light-emitting layer can be improved, making the TTF phenomenon more likely to occur.

[0261] In one embodiment, the second light-emitting layer has a thickness of 5 nm or more and 20 nm or less.

[0262] In the organic EL device according to one embodiment of the present invention, except that the first light-emitting layer contains one or more compounds selected from the group consisting of compounds represented by formula (101), conventionally known materials and device configurations can be applied as long as the effects of the present invention are not impaired.

[0263] (substrate) The substrate is used as a support for the light-emitting element. For example, glass, quartz, plastic, etc. can be used as the substrate. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples of the flexible substrate include plastic substrates made of polycarbonate and polyvinyl chloride.

[0264] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture thereof having a large work function (specifically, 4.0 eV or more). Specific examples include indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. Other examples include gold (Au), platinum (Pt), or nitrides of metal materials (e.g., titanium nitride).

[0265] (Hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, aromatic amine compounds, or polymer compounds (oligomers, dendrimers, polymers, etc.).

[0266] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) can also be used. However, other substances may be used as long as they have a higher hole transport property than electron transport properties. The layer containing the substance with high hole transport properties may be not only a single layer, but also a laminate of two or more layers made of the above substances.

[0267] (Guest (dopant) material in the light-emitting layer) The light-emitting layer is a layer containing a highly light-emitting substance, and various materials can be used. For example, as the highly light-emitting substance, a compound represented by formula (D1), a compound represented by formula (D2), a compound represented by formula (D3), and a compound represented by formula (D4), as well as a fluorescent compound that emits fluorescence and a phosphorescent compound that emits phosphorescence can be used. A fluorescent compound is a compound that can emit light from a singlet excited state, and a phosphorescent compound is a compound that can emit light from a triplet excited state. Examples of blue-based fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives. Examples of green-based fluorescent materials that can be used in the light-emitting layer include aromatic amine derivatives. Examples of red-based fluorescent materials that can be used in the light-emitting layer include tetracene derivatives and diamine derivatives. As blue phosphorescent materials usable in the light-emitting layer, metal complexes such as iridium complexes, osmium complexes, platinum complexes, etc. are used. As green phosphorescent materials usable in the light-emitting layer, iridium complexes, etc. are used. As red phosphorescent materials usable in the light-emitting layer, metal complexes such as iridium complexes, platinum complexes, terbium complexes, europium complexes, etc. are used.

[0268] (Host material for the light-emitting layer) The light-emitting layer may have a structure in which the highly light-emitting substance (guest material) described above is dispersed in another substance (host material). As a substance for dispersing the highly light-emitting substance, various substances can be used in addition to the above-described materials used in the present invention (the compound represented by formula (1) and the compound represented by formula (101)), and it is preferable to use a substance having a lower lowest unoccupied molecular orbital level (LUMO level) and a lower highest occupied molecular orbital level (HOMO level) than the highly light-emitting substance. As a substance (host material) for dispersing a highly luminescent substance, 1) a metal complex such as an aluminum complex, a beryllium complex, or a zinc complex; 2) a heterocyclic compound such as an oxadiazole derivative, a benzimidazole derivative, or a phenanthroline derivative; 3) a condensed aromatic compound such as a carbazole derivative, an anthracene derivative, a phenanthrene derivative, a pyrene derivative, or a chrysene derivative; or 4) an aromatic amine compound such as a triarylamine derivative or a condensed polycyclic aromatic amine derivative. In addition, a delayed fluorescent (thermally activated delayed fluorescent) compound can 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 delayed fluorescent host compound. The light-emitting layer may or may not contain the above-mentioned other substances in addition to the materials used in the present invention described above.

[0269] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties, and may be formed using 1) a metal complex such as an aluminum complex, a beryllium complex, or a zinc complex, 2) a heteroaromatic compound such as an imidazole derivative, a benzimidazole derivative, an azine derivative, a carbazole derivative, or a phenanthroline derivative, or 3) a polymer compound.

[0270] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. The electron injection layer may contain a metal complex compound such as lithium (Li), ytterbium (Yb), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), or 8-hydroxyquinolinolato-lithium (Liq), or a lithium oxide (LiO x ) or an alkali metal, alkaline earth metal, or a compound thereof can be used.

[0271] (cathode) For the cathode, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture thereof, each having a small work function (specifically, 3.8 eV or less). Specific examples of such a cathode material include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these. The cathode is usually formed by a vacuum deposition method or a sputtering method. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0272] In addition, when an electron injection layer is provided, the cathode can be formed using various conductive materials, such as aluminum, silver, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, regardless of the magnitude of the work function.

[0273] (electron blocking layer, hole blocking layer, exciton blocking layer) Adjacent to the light-emitting layer, an electron blocking layer, a hole blocking layer, an exciton (triplet) blocking layer, etc. may be provided. 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 to adjacent layers and confining the excitons within the light-emitting layer.

[0274] In the organic EL element according to one embodiment of the present invention, the thickness of each layer is not particularly limited, but in order to generally suppress defects such as pinholes, keep the applied voltage low, and improve the luminous efficiency, the thickness is usually preferably in the range of several nm to 1 μm.

[0275] In the organic EL element according to one embodiment of the present invention, the method of forming each layer is not particularly limited. Conventionally known methods such as vacuum deposition and spin coating can be used. Each layer such as the light-emitting layer can be formed by a known method such as vacuum deposition, molecular beam deposition (MBE), or a coating method such as dipping a solution dissolved in a solvent, spin coating, casting, bar coating, or roll coating.

[0276] [Electronic equipment] An electronic device according to an aspect of the present invention includes the organic EL element according to an aspect of the present invention. Specific examples of electronic devices include display components such as organic EL panel modules, display devices for televisions, mobile phones, and personal computers, and light-emitting devices such as lighting and vehicle lamps. EXAMPLES

[0277] <Compound> The compounds represented by formula (1) or formula (101) used in the production of the organic EL devices of the Examples are shown below. [ka]

[0278] The compounds used in the production of the organic EL device of the comparative example are shown below. [ka]

[0279] The structures of other compounds used in the production of the organic EL devices of the Examples and Comparative Examples are shown below. [ka] [ka]

[0280] Example 1 <Fabrication of organic EL elements> The organic EL device was fabricated as follows. A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130nm. The cleaned glass substrate with the transparent electrode was attached to a substrate holder in a vacuum deposition apparatus, and compound HI1 was deposited on the surface on which the transparent electrode was formed so as to cover the transparent electrode, thereby forming a first hole transport layer with a thickness of 5 nm. On the first hole transport layer, a compound HT1 was evaporated to form a second hole transport layer having a thickness of 80 nm. On the second hole transport layer, the compound EBL1 was evaporated to form a third hole transport layer having a thickness of 10 nm. On the third hole transport layer, the compound BH1-1 (host material) and the compound BD1 (dopant material) were co-deposited so that the ratio of the compound BD1 was 2 mass %, to form a first emitting layer with a thickness of 5 nm. On the first emitting layer, the compound BH2-1 (host material) and the compound BD1 (dopant material) were co-deposited so that the ratio of the compound BD1 was 2 mass %, to form a second emitting layer with a thickness of 20 nm. On the second light-emitting layer, a compound HBL1 was deposited by vapor deposition to form a first electron transport layer having a thickness of 10 nm. On the first electron transport layer, a compound ET1 was deposited by vapor deposition to form a second electron transport layer having a thickness of 15 nm. LiF was evaporated onto the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Metallic Al was evaporated onto the electron injection layer to form a cathode with a thickness of 80 nm.

[0281] The device configuration of the organic EL device of Example 1 is shown in schematic form as follows. ITO(130) / HI1(5) / HT1(80) / EBL1(10) / BH1-1:BD1(5:2%) / BH2-1:BD1(20:2%) / HBL1(10) / ET1(15) / LiF(1) / Al(80) The numbers in parentheses indicate the film thickness (unit: nm). Moreover, the percentage numbers in parentheses indicate the proportion (mass %) of the latter compound in the layer.

[0282] <Evaluation of organic EL elements> The fabricated organic EL devices were evaluated as follows, and the results are shown in Table 1. External quantum efficiency Current density is 10mA / cm 2 A voltage was applied to the organic EL element so that the EL emission spectrum was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) The external quantum efficiency EQE (%) was calculated from the obtained spectral radiance spectrum. ·Element life At room temperature, the current density is 50mA / cm 2 A voltage was applied to the organic EL element so as to obtain a voltage of 95% relative to the initial brightness, and the time required for the brightness to reach 95% (LT95 (unit: h)) was measured.

[0283] Example 2, Comparative Example 1 An organic EL device was produced and evaluated in the same manner as in Example 1, except that in forming the first light-emitting layer, instead of compound BH1-1, a compound shown in Table 1 below was used. The results are shown in Table 1.

[0284] [Table 1]

[0285] <Synthesis of Compounds> (Synthesis Example 1) Synthesis of BH1-1 BH1-1 was synthesized according to the following synthetic route. [ka]

[0286] (1) Synthesis of 2,3',6'-trimethoxy-1,2'-binaphthalene (Intermediate 1) (3,6-dimethoxynaphthalene-2-yl)boronic acid (9.8 g), 1-bromo-2-methoxynaphthalene (10.0 g), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (1.4 g), tris(dibenzylideneacetone)dipalladium(0) (0.40 g), and 1,4-dioxane (430 mL) were placed in a flask and refluxed with heating and stirring for 30 minutes under an argon atmosphere. A 2 mol / L aqueous sodium carbonate solution (105 mL) was added dropwise over 15 minutes, and the reaction solution was refluxed with heating and stirring for 7 hours. After the reaction was completed, the solution was allowed to cool to room temperature, and a sufficient amount of water was added. The solid was collected by filtration and washed with methanol. The solid was dissolved in toluene by heating and passed through a silica gel short column. The solution was distilled off to obtain a white solid of 2,3',6'-trimethoxy-1,2'binaphthalene (12.9 g, yield 89%).

[0287] (2) Synthesis of [1,2'-binaphthalene]-2,3',6'-triol (intermediate 2) 2,3',6'-trimethoxy-1,2'binaphthalene (intermediate 1) (11.8 g), sodium hydroxide (15 g), and N-methyl-2-pyrrolidone (500 mL) were placed in a flask, and dodecane-1-thiol (80 g) was added under an argon atmosphere. The reaction solution was stirred while being heated at 130°C for 4 hours. After the reaction was completed, the reaction solution was ice-cooled, neutralized with 1N hydrochloric acid, and extracted with toluene. The organic phase was dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain a white solid of [1,2'-binaphthalene]-2,3',6'-triol (8.8 g, yield 83%).

[0288] (3) Synthesis of dinaphtho[2,1-b:2',3'-d]furan-10-ol (intermediate 3) [1,2'-binaphthalene]-2,3',6'-triol (intermediate 2) (8.2 g), p-toluenesulfonic acid monohydrate (1.6 g), and toluene (270 mL) were added and refluxed under argon atmosphere for 3 hours with heating and stirring. After the reaction was completed, 150 mL of toluene was distilled off, and the mixture was allowed to cool to room temperature. 50 mL of water was added, and the precipitated solid was filtered off. The obtained solid was recrystallized with toluene to obtain a white solid of dinaphtho[2,1-b:2',3'-d]furan-10-ol (5.7 g, yield 69%).

[0289] (4) Synthesis of dinaphtho[2,1-b:2',3'-d]furan-10-yl trifluoromethanesulfonate (intermediate 4) Dinaphtho[2,1-b:2',3'-d]furan-10-ol (intermediate 3) (4.7g) and dichloromethane (500mL) were placed in a flask, pyridine (1.6mL) was added, trifluoromethanesulfonic anhydride (3.4mL) was added dropwise under ice cooling, and the mixture was stirred for 5 hours while warming to room temperature. After the reaction was completed, water was added under ice cooling. The solution was extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain a white solid of dinaphtho[2,1-b:2',3'-d]furan-10-yl trifluoromethanesulfonate (4.9g, yield 71%).

[0290] (5) Synthesis of 10-[5-(pyren-1-yl)-[1,1'-biphenyl]-3-yl]dinaphtho[2,1-b:2',3'-d]furan (BH1-1) Dinaphtho[2,1-b:2',3'-d]furan-10-yl trifluoromethanesulfonate (intermediate 4) (2.0 g), 4,4,5,5-tetramethyl-2-[5-(pyren-1-yl)-[1,1'-biphenyl]-3-yl]-1,3,2-dioxaborolane (2.5 g), [4-(N,N-dimethylamino)phenyl]di-tert-butylphosphine (0.16 g), and tetrakis(triphenylphosphine)palladium(0) (0.19 g) were placed in a flask and refluxed with heating and stirring for 30 minutes under an argon atmosphere. 2 mol / L aqueous sodium carbonate solution (7.2 mL) was added dropwise over 15 minutes, and the reaction solution was refluxed with heating and stirring for 4 hours. After the reaction was completed, the solution was allowed to cool to room temperature and a sufficient amount of water was added. The solid was collected by filtration and washed with methanol. The solid was dissolved in toluene by heating and passed through a silica gel short column. The solvent was removed by distillation, and the resulting solid was recrystallized with toluene to obtain a white solid of 10-[5-(pyren-1-yl)-[1,1'-biphenyl]-3-yl]dinaphtho[2,1-b:2',3'-d]furan (BH1-1) (1.5 g, 50% yield). Mass spectrum analysis showed that m / e=621 for a molecular weight of 620.75, and identified it as the target product.

[0291] (Synthesis Example 2) Synthesis of BH1-2 BH1-2 was synthesized via the following synthetic route. [ka]

[0292] (1) Synthesis of 4-(3-chlorophenyl)benzo[kl]xanthene (Intermediate 5) 4-Bromobenzo[kl]xanthene (10.0 g), (3-chlorophenyl)boronic acid (6.6 g), and tetrakis(triphenylphosphine)palladium(0) (1.2 g) were placed in a flask and refluxed under argon atmosphere for 30 minutes with heating and stirring. 2 mol / L aqueous sodium carbonate solution (34 mL) was added dropwise over 15 minutes, and the reaction solution was refluxed for 5 hours with heating and stirring. After the reaction was completed, the solution was allowed to cool to room temperature, and a sufficient amount of water was added. The solid was filtered and washed with methanol. The solid was dissolved in toluene by heating and passed through a silica gel short column. The solution was distilled off, and the obtained solid was recrystallized with cyclohexane to obtain a white solid of 4-(3-chlorophenyl)benzo[kl]xanthene (intermediate 5) (8.3 g, yield 75%).

[0293] (2) Synthesis of 2-(3-(benzo[kl]xanthen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Intermediate 6) 4-(3-chlorophenyl)benzo[kl]xanthene (intermediate 5) (6.0 g), bis(pinacolato)diboron (7.0 g), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (1.8 g), tris(dibenzylideneacetone)dipalladium(0) (0.51 g), potassium acetate (5.4 g), and 1,4-dioxane (92 mL) were placed in a flask and refluxed with heating and stirring for 5 hours under an argon atmosphere. After the reaction was completed, the solution was allowed to cool and filtered through Celite. The filtrate was distilled off, and the residue was purified by silica gel column chromatography to obtain a white solid of 2-(3-(benzo[kl]xanthene-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (5.2 g, yield 67%).

[0294] (3) Synthesis of 10-(3-(benzo[kl]xanthen-4-yl)phenyl)dinaphtho[2,1-b:2',3'-d]furan (BH1-2) Dinaphtho[2,1-b:2',3'-d]furan-10-yl trifluoromethanesulfonate (intermediate 4) (1.8 g), 2-(3-(benzo[kl]xanthen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (intermediate 6) (1.8 g), [4-(N,N-dimethylamino)phenyl]di-tert-butyl phosphine (0.10 g), and tetrakis(triphenylphosphine)palladium(0) (0.10 g) were placed in a flask and refluxed with heating and stirring for 30 minutes under an argon atmosphere. A 2 mol / L aqueous sodium carbonate solution (6.4 mL) was added dropwise over 15 minutes, and the reaction solution was refluxed with heating and stirring for 5 hours. After the reaction was completed, the solution was allowed to cool to room temperature, and a sufficient amount of water was added. The solid was collected by filtration and washed with methanol. The solid was dissolved in toluene by heating and passed through a silica gel short column. The solvent was removed by distillation, and the resulting solid was recrystallized with toluene to obtain a white solid of 10-(3-(benzo[kl]xanthen-4-yl)phenyl)dinaphtho[2,1-b:2',3'-d]furan (BH1-2) (1.54 g, 64% yield). Mass spectrum analysis showed that the molecular weight was 560.65 and m / e was 561, indicating that this was the target product.

Claims

1. A compound represented by the following formula (1): 【Chemical 1】 [In formula (1), R １ ~R ５ and R ８ ~R １２ One of them is a single bond bonding to a group represented by the following formula (A1). 【Chemistry 2】 (In formula (A1), L Ａ１ teeth, single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, a substituted or unsubstituted terphenyldiyl group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthryldiyl group, a substituted or unsubstituted benzophenanthryldiyl group, a substituted or unsubstituted benzanthracenediyl group, a substituted or unsubstituted pyrenediyl group, a substituted or unsubstituted chrysenediyl group, a substituted or unsubstituted triphenylenediyl group, a substituted or unsubstituted fluorenediyl group, a substituted or unsubstituted benzofluorene-diyl group, a substituted or unsubstituted fluoranthenediyl group, a substituted or unsubstituted benzofluoranthenediyl group, a substituted or unsubstituted divalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted divalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. Ar Ａ１ teeth, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted benzanthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted benzochrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzotriphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted 9,9'-spirobifluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofluorenyl group, a substituted or unsubstituted fluoranthenyl group, a substituted or unsubstituted benzofluoranthenyl group, a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is a substituted or unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. R ６ and R ７ and R which is not a single bond bonded to the group represented by formula (A1). １ ~R ５ and R ８ ~R １２ is a hydrogen atom.

2. L Ａ１ but, single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or The compound according to claim 1, which is a substituted or unsubstituted pyrenediyl group.

3. L Ａ１ but, a single bond, or The compound according to claim 1 or 2, which is a substituted or unsubstituted phenylene group.

4. Ar Ａ１ but, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or The compound according to claim 1 or 2, which is a substituted or unsubstituted pyrenyl group.

5. Ar Ａ１ but, The compound according to claim 1 or 2, which is a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms.

6. Ar Ａ１ but, a substituted or unsubstituted pyrenyl group, or The compound according to claim 1 or 2, which is a substituted or unsubstituted benzoxanthenyl group.

7. The compound according to claim 1, wherein the compound represented by formula (1) is a compound represented by the following formula (11) or formula (21): 【Chemistry 3】 [In formulas (11) and (21), R １０１ ~R １０５ and R １０８ ~R １１２ One of them is L Ａ１１ It is a single bond that bonds to R １０６ and R １０７ , and L Ａ１１ R that is not a single bond １０１ ~R １０５ and R １０８ ~R １１２ is a hydrogen atom. L Ａ１１ teeth, single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or It is a substituted or unsubstituted pyrenediyl group. R Ａ１１ ~R Ａ１９ and R Ａ２１ ~R Ａ２９ are each independently, hydrogen atoms, an alkyl group having 1 to 50 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or It is an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.]

8. The compound according to claim 7, wherein the compound represented by formula (1) is a compound represented by the following formula (12) or formula (22): 【Chemistry 4】 [In formulas (12) and (22), R １０１ ~R １０８ , R １１０ ~R １１２ , L Ａ１１ , R Ａ１１ ~R Ａ１９ , and R Ａ２１ ~R Ａ２９ is as defined in the above formulas (11) and (21).

9. 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 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 carbon atoms, an arylthio group having 6 to 50 ring 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’ ) (where R ４１’ ~R ５１’ are each independently a hydrogen atom, an alkyl group having 1 to 50 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms. ４１’ ~R ５１’ When two or more R ４１’ ~R ５１’ may be the same or different. ), a hydroxy group, a halogen atom, a cyano group, a nitro group, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzoanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.

10. The substituents in the case of "substituted or unsubstituted" are an alkyl group having 1 to 50 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted terphenyl group, an unsubstituted naphthyl group, an unsubstituted benzanthracenyl group, an unsubstituted phenanthryl group, an unsubstituted benzophenanthryl group, an unsubstituted pyrenyl group, an unsubstituted chrysenyl group, an unsubstituted benzochrysenyl group, an unsubstituted triphenylenyl group, an unsubstituted benzotriphenylenyl group, an unsubstituted fluorenyl group, an unsubstituted 9,9'-spirobifluorenyl group, an unsubstituted benzofluorenyl group, an unsubstituted dibenzofluorenyl group, an unsubstituted fluoranthenyl group, an unsubstituted benzofluoranthenyl group, an unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms, or The compound according to claim 1 or 2, which is an unsubstituted monovalent sulfur-containing heterocyclic group having 5 to 30 ring atoms.

11. The compound according to claim 1 or 2, which is a material for an organic electroluminescence device.

12. A cathode; an anode; a light-emitting layer disposed between the cathode and the anode; and the light-emitting layer includes a first light-emitting layer and a second light-emitting layer, The organic electroluminescence device, wherein the first light-emitting layer contains a compound represented by the following formula (101): 【Chemistry 5】 [In formula (101), R ２０７ is a hydrogen atom. R ２０１ ~R ２０６ and R ２０８ ~R ２１２ At least one of the groups is a single bond bonded to a group represented by the following formula (A101). 【Chemistry 6】 (In formula (A101), L Ａ１０１ teeth, single bond, a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 19 ring atoms. Ar Ａ１０１ teeth, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 30 ring atoms. R which is not a single bond bonded to the group represented by formula (A101) ２０１ ~R ２０６ and R ２０８ ~R ２１２ are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms.]

13. Ar Ａ１０１ but, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or The organic electroluminescence device according to claim 12 , wherein the pyrenyl group is a substituted or unsubstituted pyrenyl group.

14. Ar Ａ１０１ but, 13. The organic electroluminescence device according to claim 12, wherein the ring is a substituted or unsubstituted monovalent oxygen-containing heterocyclic group having 5 to 30 ring atoms.

15. Ar Ａ１０１ but, a substituted or unsubstituted pyrenyl group, or The organic electroluminescence device according to claim 12 , wherein the benzoxanthenyl group is a substituted or unsubstituted benzoxanthenyl group.

16. L Ａ１０１ but, a single bond, or 16. The organic electroluminescence device according to claim 12, wherein the aryl group is a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms.

17. 13. The organic electroluminescence device according to claim 12, wherein the compound represented by formula (101) is a compound represented by formula (111) or formula (121): 【Chemistry 7】 [In formulas (111) and (121), R ２０７ is a hydrogen atom. R ２０１ ~R ２０６ and R ２０８ ~R ２１２ One of them is L Ａ１１１ It is a single bond that bonds to L Ａ１１１ R that is not a single bond ２０１ ~R ２０６ and R ２０８ ~R ２１２ are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms. L Ａ１１１ teeth, a single bond, or It is a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms. R Ａ２０１ ~R Ａ２０９ and R Ａ２１１ ~R Ａ２１９ are each independently, hydrogen atoms, an unsubstituted aryl group having 6 to 20 ring carbon atoms, or It is an unsubstituted monovalent heterocyclic group having 5 to 19 ring atoms.]

18. 18. The organic electroluminescence device according to claim 17, wherein the compound represented by formula (101) is a compound represented by the following formula (112) or formula (122): 【Chemistry 8】 [In formulas (112) and (122), R ２０１ ~R ２０８ , R ２１０ ~R ２１２ , L Ａ１１１ , R Ａ２０１ ~R Ａ２０９ , and R Ａ２１１ ~R Ａ２１９ is as defined in the above formulas (111) and (121).

19. R Ａ２０１ ~R Ａ２０９ and R Ａ２１１ ~R Ａ２１９ However, each independently, hydrogen atoms, an unsubstituted phenyl group, or 19. The organic electroluminescence device according to claim 17, wherein the naphthyl group is an unsubstituted naphthyl group.

20. R Ａ２０１ ~R Ａ２０９ and R Ａ２１１ ~R Ａ２１９ The organic electroluminescence device according to claim 17 or 18, wherein is a hydrogen atom.

21. R ２０１ ~R ２０６ , R ２０８ , and R ２１０ ~R ２１２ The organic electroluminescence device according to claim 17 or 18, wherein is a hydrogen atom.

22. 19. The organic electroluminescence device according to claim 12, wherein the light-emitting layer comprises the first light-emitting layer and the second light-emitting layer in this order from the anode side.

23. 19. The organic electroluminescence device according to claim 12, wherein the first light-emitting layer and the second light-emitting layer are directly adjacent to each other.

24. 19. The organic electroluminescence device according to claim 12, further comprising a hole transport layer between the anode and the light-emitting layer.

25. 19. The organic electroluminescence device according to claim 12, further comprising an electron transport layer between the cathode and the light-emitting layer.

26. An electronic device comprising the organic electroluminescence device according to any one of claims 12 to 15, 17 and 18.

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