Compound and organic electroluminescent element using same
Novel compounds in OLEDs address performance limitations by optimizing electron-hole recombination, resulting in improved efficiency and brightness.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- IDEMITSU KOSAN CO LTD
- Filing Date
- 2025-12-09
- Publication Date
- 2026-06-18
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Figure JP2025042950_18062026_PF_FP_ABST
Abstract
Description
Compounds and organic electroluminescent elements using the same 【0001】 This invention relates to a novel compound and an organic electroluminescent device using the same. 【0002】 When a voltage is applied to an organic electroluminescent element (hereinafter also called an organic EL element), holes are injected from the anode and electrons from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. 【0003】 Conventional organic EL devices have not yet achieved sufficient performance. While improvements to the materials used in organic EL devices are gradually being made to enhance performance (for example, Patent Document 1), further performance improvements are required. 【0004】 International Publication No. 2022 / 264827 【0005】 The object of the present invention is to provide a high-performance organic EL element and a compound capable of realizing said organic EL element. 【0006】 The present invention provides the following compounds, etc. 1. A compound represented by the following formula (1). (In formula (1), R 1 ~R 11 Each of these is independently a hydrogen atom, or a substituted or unsubstituted ring-forming aryl group having 6 to 14 carbon atoms. 21 ~R 34 Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, or a substituted or unsubstituted ring-forming C5-C10 cycloalkyl group. 2. An organic electroluminescent element comprising: a cathode; an anode; and one or more organic layers disposed between the cathode and the anode, wherein at least one of the organic layers contains the compound described in 1 above. 【0007】 According to the present invention, a high-performance organic EL element and a compound capable of realizing the organic EL element can be provided. 【0008】 This figure shows a schematic configuration of an organic EL element according to one aspect of the present invention. 【0009】 [Definition] In this specification, the term "hydrogen atom" includes isotopes with different numbers of neutrons, namely protium atom, deuterium atom, and tritium atom. 【0010】 In this specification, in chemical structural formulas, any bondable positions where symbols such as "R" or "D" representing a deuterium atom are not explicitly indicated shall be assumed to be bonded to hydrogen atoms, i.e., light hydrogen atoms, deuterium atoms, or tritium atoms. 【0011】 In this specification, the ring-forming carbon number refers to the number of carbon atoms among the atoms constituting the ring itself in a compound with a structure in which atoms are bonded in a ring (e.g., monocyclic compounds, fused ring compounds, crosslinked compounds, carbocyclic compounds, and heterocyclic compounds). If the ring is substituted by a substituent, the carbon atoms in the substituent are not included in the ring-forming carbon number. The same applies to "ring-forming carbon number" as described below unless otherwise specified. For example, a benzene ring has 6 ring-forming carbon atoms, a naphthalene ring has 10 ring-forming carbon atoms, a pyridine ring has 5 ring-forming carbon atoms, and a furan ring has 4 ring-forming carbon atoms. Also, for example, a 9,9-diphenylfluorenyl group has 13 ring-forming carbon atoms, and a 9,9'-spirobifluorenyl group has 25 ring-forming carbon atoms. Furthermore, if a benzene ring is substituted with an alkyl group as a substituent, the number of carbon atoms in the alkyl group is not included in the ring-forming carbon number of the benzene ring. Therefore, the ring-forming carbon number of a benzene ring substituted with an alkyl group is 6. Furthermore, if an alkyl group is substituted as a substituent on the naphthalene ring, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the naphthalene ring. Therefore, the number of ring-forming carbon atoms in a naphthalene ring substituted with an alkyl group is 10. 【0012】In this specification, the number of ring-forming atoms refers to the number of atoms that constitute the ring itself in compounds with a ring-bonded structure (e.g., monocyclic compounds, fused rings, and ring assemblies) (e.g., monocyclic compounds, fused ring compounds, bridged compounds, carbocyclic compounds, and heterocyclic compounds). Atoms that do not constitute a ring (e.g., hydrogen atoms that terminate the bonds of ring-forming atoms) and atoms included in substituents when the ring is substituted by substituents are not included in the number of ring-forming atoms. The same applies to "number of ring-forming atoms" as described below unless otherwise specified. For example, the number of ring-forming atoms in a pyridine ring is 6, the number of ring-forming atoms in a quinazoline ring is 10, and the number of ring-forming atoms in a furan ring is 5. For example, the number of hydrogen atoms bonded to a pyridine ring, or the number of atoms constituting a substituent, are not included in the number of pyridine ring-forming atoms. Therefore, the number of ring-forming atoms in a pyridine ring to which hydrogen atoms or substituents are bonded is 6. Furthermore, for example, hydrogen atoms bonded to the carbon atom of the quinazoline ring, or atoms constituting substituents, are not included in the number of ring-forming atoms of the quinazoline ring. Therefore, the number of ring-forming atoms of a quinazoline ring to which hydrogen atoms or substituents are bonded is 10. 【0013】 In this specification, the expression "substituted or unsubstituted ZZ group having XX to YY carbon atoms" means that "XX to YY carbon atoms" refers to the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of substituents when it is substituted. Here, "YY" is greater than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more. 【0014】 In this specification, the expression "ZZ group with substituted or unsubstituted atoms number XX to YY" means that "number of atoms XX to YY" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of substituent atoms when it is substituted. Here, "YY" is greater than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more. 【0015】In this specification, an unsubstituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group," and a substituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is a "substituted ZZ group." In this specification, "unsubstituted" in the case of "substituted or unsubstituted ZZ group" means that the hydrogen atoms in the ZZ group are not replaced by substituents. The hydrogen atoms in an "unsubstituted ZZ group" are light hydrogen atoms, deuterium atoms, or tritium atoms. Also, in this specification, "substituted" in the case of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced by substituents. Similarly, "substituted" in the case of "BB group substituted with AA group" means that one or more hydrogen atoms in the BB group are replaced by AA group. 【0016】 "Substituents described herein" Hereinafter, substituents described herein will be explained. 【0017】The number of ring-forming carbon atoms in the "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkyl group" described herein is 1 to 50, preferably 1 to 20, more preferably 1 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, more preferably 2 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, more preferably 2 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted cycloalkyl group" described herein is 3 to 50, preferably 3 to 20, more preferably 3 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein. 【0018】・"Substitutable or unsubstituted aryl groups" Specific examples of "substituted or unsubstituted aryl groups" as described herein (Specific Example Group G1) include the following unsubstituted aryl groups (Specific Example Group G1A) and substituted aryl groups (Specific Example Group G1B). (Here, "unsubstituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and "substituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, when simply referred to as "aryl group," it includes both "unsubstituted aryl groups" and "substituted aryl groups." A "substituted aryl group" means a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced by substituents. Examples of "substituted aryl groups" include the group in which one or more hydrogen atoms of an "unsubstituted aryl group" in Specific Example Group G1A below are replaced by substituents, and the example of a substituted aryl group in Specific Example Group G1B below. The examples of "unsubstituted aryl groups" and "substituted aryl groups" listed herein are merely examples. The "substituted aryl groups" described herein also include groups in which the hydrogen atoms bonded to the carbon atom of the aryl group itself in the "substituted aryl groups" of specific examples group G1B below are further replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted aryl groups" of specific examples group G1B below are further replaced by substituents. 【0019】- Unsubstituted aryl groups (specific examples group G1A): Phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, benzoantryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, crisenyl group, benzocrisenyl group, triphenylenyl group, benzotriphenylenyl group, tetracerenyl group, pentaceryl group, fluorenyl group, 9,9'-spirobifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, fluoranthenyl group, benzofluoranthenyl group, perilenyl group, and monovalent aryl groups derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-1) to (TEMP-15). 【0020】 【0021】 【0022】Substitutive aryl groups (specific examples 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, A naphthylphenyl group, and a monovalent group derived from the ring structure represented by the general formulas (TEMP-1) to (TEMP-15) in which one or more hydrogen atoms are replaced by substituents. 【0023】- "Substituted or unsubstituted heterocyclic groups" The "heterocyclic groups" described herein are cyclic groups containing at least one heteroatom in the ring-forming atoms. Specific examples of heteroatoms include nitrogen, oxygen, sulfur, silicon, phosphorus, and boron. The "heterocyclic groups" described herein are monocyclic groups or fused ring groups. The "heterocyclic groups" described herein are aromatic heterocyclic groups or non-aromatic heterocyclic groups. Specific examples of "substituted or unsubstituted heterocyclic groups" described herein (Specific Examples Group G2) include the following unsubstituted heterocyclic groups (Specific Examples Group G2A) and substituted heterocyclic groups (Specific Examples Group G2B). (Here, "unsubstituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "unsubstituted heterocyclic group," and "substituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "substituted heterocyclic group.") In this specification, the term "heterocyclic group" alone includes both "unsubstituted heterocyclic groups" and "substituted heterocyclic groups." A "substituted heterocyclic group" means a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced by substituents. Specific examples of "substituted heterocyclic groups" include the groups in the following example group G2A in which hydrogen atoms of an "unsubstituted heterocyclic group" are replaced, and the examples of substituted heterocyclic groups in the following example group G2B. Furthermore, the examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are merely examples, and the "substituted heterocyclic groups" described herein also include groups in which the hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself in the "substituted heterocyclic groups" of specific examples group G2B are further replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted heterocyclic groups" of specific examples group G2B are further replaced by substituents. 【0024】 The specific examples group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (Specific Examples Group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (Specific Examples Group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (Specific Examples Group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (Specific Examples Group G2A4). 【0025】Specific examples group G2B includes, for example, the following substituted heterocyclic groups containing a nitrogen atom (Specific Examples Group G2B1), substituted heterocyclic groups containing an oxygen atom (Specific Examples Group G2B2), substituted heterocyclic groups containing a sulfur atom (Specific Examples Group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (Specific Examples Group G2B4). 【0026】 ・Unsubstituted heterocyclic groups containing nitrogen atoms (specific examples group G2A1): Pyrrolyl group, imidazolyl group, pyrazolyl group, triazolyl group, tetrazolyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pyridyl group, pyridadinyl group, pyrimidinyl group, pyrazinyl group, triazinyl group, indolyl group, isoindolyl group, indolidinyl group, quinolidinyl group, quinolyl group, isoquinolyl group, cinnolyl group, phthalazinyl group, quinazolinyl group, quinoxalinyl group, benzimidazolyl group, indazolyl group, phenanthrolinyl group, phenanthridineyl group, acridinyl group, phenadinyl group, carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, phenothiazinyl group, azacarbazolyl group, and diazacarbazolyl group. 【0027】 - Unsubstituted heterocyclic groups containing an oxygen atom (specific examples group G2A2): furyl group, oxazolyl group, 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, azanaftobenzofuranyl group, and diazanaftobenzofuranyl group. 【0028】- Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): thienyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, benzothiophenyl group (benzothienyl group), isobenzothiophenyl group (isobenzothienyl group), dibenzothiophenyl group (dibenzothienyl group), naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, benzoisothiazolyl group, phenothiazinyl group, dinaphthothiophenyl group (dinaphthothienyl group), azadibenzothiophenyl group (azadibenzothienyl group), diazadibenzothiophenyl group (diazadibenzothienyl group), azanaphthobenzothiophenyl 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 formulas (TEMP-16) to (TEMP-33) (specific example group G2A4): 【0030】 【0031】 【0032】 In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH 2 However, at least one of X A and Y A is an oxygen atom, a sulfur atom, or NH. In the above general formulas (TEMP-16) to (TEMP-33), when at least one of X A and Y A is NH or CH 2 the monovalent heterocyclic groups derived from the ring structures represented by the above general formulas (TEMP-16) to (TEMP-33) include monovalent groups obtained by removing one hydrogen atom from these NH or CH 2 【0033】 - Substitutive heterocyclic groups containing a nitrogen atom (specific examples group G2B1): (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (9-naphthyl)carbazolyl group, diphenylcarbazole-9-yl group, phenylcarbazole-9-yl group, methylbenzimidazolyl group, ethylbenzimidazolyl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenylquinazolinyl group, and biphenylylquinazolinyl group. 【0034】 - Heterocyclic groups with oxygen atoms substituted (specific examples group G2B2): Phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and monovalent residues of spiro[9H-xanthene-9,9'-[9H]fluorene]. 【0035】 - Substitutive heterocyclic groups containing a sulfur atom (specific examples group G2B3): Phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and monovalent residues of spiro[9H-thioxanthene-9,9'-[9H]fluorene]. 【0036】 - Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (specific examples group G2B4): 【0037】 The aforementioned "one or more hydrogen atoms of a monovalent heterocyclic group" refers to hydrogen atoms bonded to the ring-forming carbon atoms of the monovalent heterocyclic group, X A and Y A A hydrogen atom bonded to a nitrogen atom when at least one of them is NH, and X A and Y A One of them is CH 2 This refers to one or more hydrogen atoms selected from the hydrogen atoms of the methylene group in that case. 【0038】・"Substitutable or unsubstituted alkyl groups" Specific examples of "substituted or unsubstituted alkyl groups" as described herein (Specific Examples Group G3) include the following unsubstituted alkyl groups (Specific Examples Group G3A) and substituted alkyl groups (Specific Examples Group G3B). (Here, "unsubstituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and "substituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereafter, when simply referred to as "alkyl group," it includes both "unsubstituted alkyl groups" and "substituted alkyl groups." "Substitutable alkyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced by substituents. Specific examples of "substituted alkyl groups" include the group in which one or more hydrogen atoms in the following "unsubstituted alkyl group" (Specific Examples Group G3A) are replaced by substituents, and examples of substituted alkyl groups (Specific Examples Group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" means a chain-like alkyl group. Therefore, "unsubstituted alkyl groups" include both linear and branched "unsubstituted alkyl groups." The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples; the "substituted alkyl groups" described herein also include groups in which the hydrogen atoms of the alkyl group itself are further replaced by substituents, as well as groups in which the hydrogen atoms of the substituents are further replaced by substituents. 【0039】 Unsubstituted alkyl groups (specific examples group G3A): methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group. 【0040】 Substitutive alkyl groups (specific examples group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and trifluoromethyl group. 【0041】- "Substitutable or unsubstituted alkenyl groups" Specific examples of "substituted or unsubstituted alkenyl groups" as described herein (Specific Examples Group G4) include the following unsubstituted alkenyl groups (Specific Examples Group G4A) and substituted alkenyl groups (Specific Examples Group G4B). (Here, "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and "substituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both "unsubstituted alkenyl groups" and "substituted alkenyl groups." A "substituted alkenyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are replaced by substituents. Specific examples of "substituted alkenyl groups" include groups in which the "unsubstituted alkenyl groups" (specific example group G4A) have substituents, and examples of substituted alkenyl groups (specific example group G4B). Note that the examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl groups" described herein also include groups in which the hydrogen atoms of the alkenyl group itself in the "substituted alkenyl groups" of specific example group G4B are further replaced by substituents, and groups in which the hydrogen atoms of the substituents in the "substituted alkenyl groups" of specific example group G4B are further replaced by substituents. 【0042】 - Unsubstituted alkenyl groups (specific examples group G4A): vinyl group, allyl group, 1-butenyl group, 2-butenyl group, and 3-butenyl group. 【0043】 Substitutable alkenyl groups (specific examples 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 of "substituted or unsubstituted alkynyl groups" as described herein (Specific Examples Group G5) include the following unsubstituted alkynyl groups (Specific Examples Group G5A), etc. (Here, an unsubstituted alkynyl group refers to the case where "substituted or unsubstituted alkynyl groups" is an "unsubstituted alkynyl group.") Hereafter, when simply referred to as "alkynyl group," it includes both "unsubstituted alkynyl groups" and "substituted alkynyl groups." A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced by substituents. Specific examples of "substituted alkynyl groups" include the following groups in which one or more hydrogen atoms in an "unsubstituted alkynyl group" (Specific Examples Group G5A) are replaced by substituents, etc. 【0045】 • Unsubstituted alkynyl groups (specific examples group G5A): Ethynyl group 【0046】・"Substituted or unsubstituted cycloalkyl groups" Specific examples of "substituted or unsubstituted cycloalkyl groups" as described herein (Specific Examples Group G6) include the following unsubstituted cycloalkyl groups (Specific Examples Group G6A) and substituted cycloalkyl groups (Specific Examples Group G6B). (Here, "unsubstituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "unsubstituted cycloalkyl group," and "substituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "substituted cycloalkyl group.") In this specification, "cycloalkyl group" simply includes both "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups." "Substituted cycloalkyl group" means a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced by substituents. Specific examples of "substituted cycloalkyl groups" include the following groups in which one or more hydrogen atoms in the "unsubstituted cycloalkyl group" (Specific Examples Group G6A) are replaced by substituents, and examples of substituted cycloalkyl groups (Specific Examples Group G6B). The examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed herein are merely examples. The "substituted cycloalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself are replaced by substituents, as well as groups in which the hydrogen atoms of the substituents in the "substituted cycloalkyl groups" of specific examples group G6B are further replaced by substituents. 【0047】 Unsubstituted cycloalkyl groups (specific examples group G6A): cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group. 【0048】 Substitutive cycloalkyl groups (specific examples group G6B): 4-methylcyclohexyl group. 【0049】 - Si(R 901 ) (Caution 902 ) (Caution 903 The group represented by ) as described herein -Si(R 901 ) (Caution 902) (Caution 903 Specific examples of the group represented by (Specific Examples Group G7) include -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6). Here, G1 is a "substituted or unsubstituted aryl group" as described in Specific Examples Group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in Specific Examples Group G2. G3 is a "substituted or unsubstituted alkyl group" as described in Specific Examples Group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Examples Group G6. In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from one another. - In Si(G1)(G2)(G2), multiple G2s are either identical or different from each other. - In Si(G1)(G1)(G2), multiple G1s are either identical or different from each other. - In Si(G2)(G2)(G2), multiple G2s are either identical or different from each other. - In Si(G3)(G3)(G3), multiple G3s are either identical or different from each other. - In Si(G6)(G6)(G6), multiple G6s are either identical or different from each other. 【0050】 ・"-O-(R 904 The group represented by ) as described herein -O-(R 904 Specific examples of the group represented by (Specific Examples Group G8) include -O(G1), -O(G2), -O(G3), and -O(G6). Here, G1 is a "substituted or unsubstituted aryl group" as described in Specific Examples Group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in Specific Examples Group G2. G3 is a "substituted or unsubstituted alkyl group" as described in Specific Examples Group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Examples Group G6. 【0051】 ・"-S-(R 905 The group represented by ) as described herein -S-(R 905Specific examples of the group represented by (Specific Examples Group G9) include -S (G1), -S (G2), -S (G3), and -S (G6). Here, G1 is a "substituted or unsubstituted aryl group" as described in Specific Examples Group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in Specific Examples Group G2. G3 is a "substituted or unsubstituted alkyl group" as described in Specific Examples Group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Examples Group G6. 【0052】 -N(R) 906 ) (Caution 907 The group represented by ) as described herein -N(R 906 ) (Caution 907 Specific examples of the group represented by (Specific Examples Group G10) include -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6). Here, G1 is a "substituted or unsubstituted aryl group" as described in Specific Examples Group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in Specific Examples Group G2. G3 is a "substituted or unsubstituted alkyl group" as described in Specific Examples Group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Examples Group G6. In -N(G1)(G1), the multiple G1s are either identical or different from each other. In -N(G2)(G2), the multiple G2s are either identical or different from each other. In -N(G3)(G3), the multiple G3s are either identical or different from each other. -N(G6)(G6) The multiple G6s are either identical or different from one another. 【0053】 ・"Halogen atom" Specific examples of "halogen atom" as described herein (Specific Examples Group G11) include fluorine atom, chlorine atom, bromine atom, and iodine atom. 【0054】- "Substituted or unsubstituted fluoroalkyl groups" The "substituted or unsubstituted fluoroalkyl groups" described herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a fluorine atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by fluorine atoms (perfluoro groups). The number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. "Substituted fluoroalkyl groups" refer to groups in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced by substituents. The "substituted fluoroalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted fluoroalkyl groups" include groups in which one or more hydrogen atoms in the aforementioned "alkyl group" (specific example group G3) are replaced by fluorine atoms. 【0055】- "Substituted or unsubstituted haloalkyl groups" The "substituted or unsubstituted haloalkyl groups" described herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a halogen atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. "Substituted haloalkyl groups" refer to groups in which one or more hydrogen atoms of a "haloalkyl group" are replaced by substituents. The "substituted haloalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted haloalkyl groups" include groups in which one or more hydrogen atoms in the aforementioned "alkyl group" (specific example group G3) are replaced by halogen atoms. Haloalkyl groups are sometimes referred to as alkyl halides. 【0056】 - "Substituted or unsubstituted alkoxy groups" Specific examples of "substituted or unsubstituted alkoxy groups" as described herein include the 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 herein. 【0057】 - "substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described herein is the group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. 【0058】- "substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described herein is a group represented by -O(G1), where G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. 【0059】 - "substituted or unsubstituted arylthio group" A specific example of the "substituted or unsubstituted arylthio group" described herein is the group represented by -S(G1), where G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. 【0060】 - "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are either 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 herein. 【0061】- "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described herein is a group represented by -(G3)-(G1), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3, and G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. Therefore, an "aralkyl group" is a group in which the hydrogen atom of an "alkyl group" is replaced by an "aryl group" as a substituent, and is one form of a "substituted alkyl group". An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" in which an "unsubstituted aryl group" is substituted, and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl-t-butyl group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group. 【0062】 Unless otherwise specified herein, the substituted or unsubstituted aryl groups are preferably phenyl, p-biphenyl, m-biphenyl, o-biphenyl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-terphenyl-4-yl, o-terphenyl-3-yl, o-terphenyl-2-yl, 1-naphthyl, 2-naphthyl, anthryl, phenanthryl, pyrenyl, chrysenyl, triphenylenyl, fluorenyl, 9,9'-spirobifluorenyl, 9,9-dimethylfluorenyl, and 9,9-diphenylfluorenyl. 【0063】Unless otherwise specified herein, the substituted or unsubstituted heterocyclic groups are preferably pyridyl, pyrimidinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, benzimidazolyl, phenanthrolinyl, carbazolyl (1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, or 9-carbazolyl), benzocarbazolyl, azacarbazolyl, diazacarbazolyl, dibenzofuranyl, naphthobenzofuranyl, azadibenzofuranyl, diazadibenzofuranyl, dibenzothiophenyl, naphthobenzothiophenyl, aza These include dibenzothiophenyl group, diazadibenzothiophenyl group, (9-phenyl)carbazolyl group ((9-phenyl)carbazole-1-yl group, (9-phenyl)carbazole-2-yl group, (9-phenyl)carbazole-3-yl group, or (9-phenyl)carbazole-4-yl group), (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazole-9-yl group, phenylcarbazole-9-yl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group, etc. 【0064】 In this specification, unless otherwise specified, the carbazolyl group is specifically one of the following groups: 【0065】 【0066】 In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically one of the following groups: 【0067】 【0068】 In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents a binding site. 【0069】 In this specification, unless otherwise specified, the dibenzofuranyl group and the dibenzothiophenyl group are specifically any of the following groups: 【0070】 【0071】 In the general formulas (TEMP-34) to (TEMP-41) above, * represents a binding site. 【0072】 Unless otherwise specified herein, the substituted or unsubstituted alkyl groups are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and t-butyl groups. 【0073】 - "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described herein is a divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described above. Specific examples of "substituted or unsubstituted arylene groups" (Specific Examples Group G12) include divalent groups derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described in Specific Examples Group G1. 【0074】 - "Substitutable or unsubstituted divalent heterocyclic groups" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic groups" described herein are divalent groups derived by removing one hydrogen atom from the heterocycle of the "substituted or unsubstituted heterocyclic groups" described above. Specific examples of "substituted or unsubstituted divalent heterocyclic groups" (Specific Examples Group G13) include divalent groups derived by removing one hydrogen atom from the heterocycle of the "substituted or unsubstituted heterocyclic groups" described in Specific Examples Group G2. 【0075】 - "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described herein is a divalent group derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl group" described above. Specific examples of the "substituted or unsubstituted alkylene group" (Specific Examples Group G14) include the divalent group derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl group" described in Specific Examples Group G3. 【0076】Unless otherwise specified herein, the substituted or unsubstituted arylene groups are preferably any of the following general formulas (TEMP-42) to (TEMP-68). 【0077】 【0078】 【0079】 In the above general formulas (TEMP-42) to (TEMP-52), Q 1 ~Q 10 Each of these is independently a hydrogen atom or a substituent. In the general formulas (TEMP-42) to (TEMP-52) above, * represents a bonding site. 【0080】 【0081】 In the above general formulas (TEMP-53) to (TEMP-62), Q 1 ~Q 10 Each of these is independently either a hydrogen atom or a substituent. Formula Q 9 and Q 10 These elements may be bonded to each other via single bonds to form a ring. In the general formulas (TEMP-53) to (TEMP-62), * represents a bonding site. 【0082】 【0083】 In the above general formulas (TEMP-63) to (TEMP-68), Q 1 ~Q 8 Each of these is independently a hydrogen atom or a substituent. In the general formulas (TEMP-63) to (TEMP-68), * represents a bonding site. 【0084】 Unless otherwise specified herein, the substituted or unsubstituted divalent heterocyclic groups described herein are preferably any of the following general formulas (TEMP-69) to (TEMP-102). 【0085】 【0086】 【0087】 【0088】In the above general formulas (TEMP-69) to (TEMP-82), Q 1 ~Q 9 Each of these is independently either a hydrogen atom or a substituent. 【0089】 【0090】 【0091】 【0092】 【0093】 In the above general formulas (TEMP-83) to (TEMP-102), Q 1 ~Q 8 Each of these is independently either a hydrogen atom or a substituent. 【0094】 The above is a description of the substituents described herein. 【0095】 ・"When they combine to form a ring" In this specification, "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring, or combine to form a substituted or unsubstituted fused ring, or do not combine to form a ring" means the case in which "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring," the case in which "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring," and the case in which "one or more pairs of adjacent elements do not combine to form a ring." The cases in this specification where "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring" and the case where "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "when they combine to form a ring") will be explained below. We will explain using the example of an anthracene compound represented by the following general formula (TEMP-103), whose parent skeleton is an anthracene ring. 【0096】 【0097】 For example, R 921~R 930 In the case where "one or more pairs of adjacent groups are joined together to form a ring," the pairs of adjacent groups that make up one set are R 921 and R 922 The group, R 922 and R 923 The group, R 923 and R 924 The group, R 924 and R 930 The group, R 930 and R 925 The group, R 925 and R 926 The group, R 926 and R 927 The group, R 927 and R 928 The group, R 928 and R 929 The pair with, and R 929 and R 921 They are a pair. 【0098】 The phrase "one or more sets" above means that two or more sets of the above-mentioned sets of two or more adjacent elements may simultaneously form a ring. For example, R 921 and R 922 and are joined to each other to form a ring Q A Forms R 925 and R 926 and are joined to each other to form a ring Q B If the above general formula (TEMP-103) is formed, the anthracene compound represented by the above general formula (TEMP-104) is represented by the following general formula (TEMP-104). 【0099】 【0100】 The case where "two or more adjacent elements form a ring" includes not only cases where two adjacent elements are joined, as in the example above, but also cases where three or more adjacent elements are joined. For example, R 921 and R 922 and are joined to each other to form a ring Q A Forms R 922 and R 923 and are joined to each other to form a ring Q C It forms three adjacent (R 921 , R 922 and R923 A combination consisting of ) combines with each other to form a ring and condenses with the anthracene backbone. In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and ring Q C share R 922 . 【0101】 【0102】 The "monocyclic" or "condensed ring" formed is a saturated or unsaturated ring as the structure of only the formed ring. Even when "one set consisting of two adjacent ones" forms a "monocyclic" or "condensed ring", the "monocyclic" or "condensed ring" can form a saturated or unsaturated ring. For example, ring Q formed in the general formula (TEMP-104) A and ring Q B are each a "monocyclic" or "condensed ring". Also, ring Q formed in the general formula (TEMP-105) A , and ring Q C are "condensed rings". Ring Q A and ring Q C in the general formula (TEMP-105) are a condensed ring formed by the condensation of ring Q A and ring Q C . If ring Q A in the general formula (TEMP-104) is a benzene ring, ring Q A is a monocyclic ring. If ring Q A in the general formula (TEMP-104) is a naphthalene ring, ring Q A is a condensed ring. 【0103】"Unsaturated ring" includes aromatic hydrocarbon rings, aromatic heterocyclic rings, aliphatic hydrocarbon rings having unsaturated bonds, i.e., double bonds and / or triple bonds in the ring structure (e.g., cyclohexene, cyclohexadiene, etc.), and non-aromatic heterocyclic rings having unsaturated bonds (e.g., dihydropyran, imidazoline, pyrazoline, quinolidine, indoline, isoindoline, etc.). "Saturated ring" includes aliphatic hydrocarbon rings having no unsaturated bonds or non-aromatic heterocyclic rings having no unsaturated bonds. Specific examples of aromatic hydrocarbon rings include structures in which the groups listed as specific examples in specific example group G1 are terminated by hydrogen atoms. Specific examples of aromatic heterocyclic rings include structures in which the aromatic heterocyclic groups listed as specific examples in specific example group G2 are terminated by hydrogen atoms. Specific examples of aliphatic hydrocarbon rings include structures in which the groups listed as specific examples in specific example group G6 are terminated by hydrogen atoms. "Forming a ring" means forming a ring with only a plurality of atoms of the mother skeleton or with a plurality of atoms of the mother skeleton and one or more arbitrary atoms. For example, in the general formula (TEMP-104), the ring Q formed by bonding R 921 and R 922 to each other means a ring formed by a carbon atom of the anthracene skeleton to which R A is bonded, a carbon atom of the anthracene skeleton to which R 921 is bonded, and one or more arbitrary atoms. As a specific example, when forming the ring Q 922 with R 921 and R 922 , a monocyclic unsaturated ring is formed by a carbon atom of the anthracene skeleton to which R A is bonded, a carbon atom of the anthracene skeleton to which R 921 is bonded, and four carbon atoms. When R 922 and R 921 form a ring, the ring formed is a benzene ring. 【0104】 Here, "any atom" is preferably at least one atom selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, unless otherwise specified herein. In any atom (for example, carbon atoms or nitrogen atoms), bonds that do not form a ring may be terminated with hydrogen atoms or the like, or substituted with "any substituents" described later. If any atom other than carbon atoms is included, the formed ring is a heterocycle. The "one or more any atoms" constituting a monocycle or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5, unless otherwise specified herein. Of "monocycles" and "fused rings," "monocycles" are preferred, unless otherwise specified herein. Of "saturated rings" and "unsaturated rings," "unsaturated rings" are preferred, unless otherwise specified herein. When "one or more sets of two or more adjacent atoms" "bond to each other to form a substituted or unsubstituted monoring" or "bond to each other to form a substituted or unsubstituted fused ring", unless otherwise specified herein, preferably, one or more sets of two or more adjacent atoms bond to each other to form a substituted or unsubstituted "unsaturated ring" consisting of multiple atoms of the parent skeleton and at least one atom selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. 【0105】The substituents in the case where the above-mentioned "mono-ring" or "fused ring" has substituents are, for example, "any substituents" as described later. Specific examples of substituents in the case where the above-mentioned "mono-ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described in this specification" above. The substituents in the case where the above-mentioned "saturated ring" or "unsaturated ring" has substituents are, for example, "any substituents" as described later. Specific examples of substituents in the case where the above-mentioned "mono-ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described in this specification" above. The above explains the cases where "one or more sets of two or more adjacent elements are bonded to each other to form a substituted or unsubstituted mono-ring" and where "one or more sets of two or more adjacent elements are bonded to each other to form a substituted or unsubstituted fused ring" ("when they are bonded to form a ring"). 【0106】 - Substituents in the case of "substituted or unsubstituted" In one embodiment of this specification, the substituents in the case of "substituted or unsubstituted" (which may be referred to as "any substituents" in this specification) are, for example, unsubstituted C1-C50 alkyl groups, unsubstituted C2-C50 alkenyl groups, unsubstituted C2-C50 alkynyl groups, unsubstituted ring-forming C3-C50 cycloalkyl groups, -Si(R 901 ) (Caution 902 ) (Caution 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 ) (Caution 907 ), a group selected from the group consisting of halogen atoms, cyano groups, nitro groups, unsubstituted aryl groups with 6 to 50 ring-forming atoms, and unsubstituted heterocyclic groups with 5 to 50 ring-forming atoms, where R 901 ~R 907 Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted ring-forming C3-C50 cycloalkyl group, a substituted or unsubstituted ring-forming C6-C50 aryl group, or a substituted or unsubstituted ring-forming C5-C50 heterocyclic group. 901 If there are two or more of them, then there are two or more R901 They are either identical or different from each other, R 902 If there are two or more of them, then there are two or more R 902 They are either identical or different from each other, R 903 If there are two or more of them, then there are two or more R 903 They are either identical or different from each other, R 904 If there are two or more of them, then there are two or more R 904 They are either identical or different from each other, R 905 If there are two or more of them, then there are two or more R 905 They are either identical or different from each other, R 906 If there are two or more of them, then there are two or more R 906 They are either identical or different from each other, R 907 If there are two or more of them, then there are two or more R 907 They are either identical or different from one another. 【0107】 In one embodiment, the substituent in the case of "substituted or unsubstituted" is a group selected from the group consisting of alkyl groups having 1 to 50 carbon atoms, aryl groups having 6 to 50 ring-forming carbon atoms, and heterocyclic groups having 5 to 50 ring-forming atoms. 【0108】 In one embodiment, the substituent in the case of "substituted or unsubstituted" is a group selected from the group consisting of alkyl groups having 1 to 18 carbon atoms, aryl groups having 6 to 18 ring-forming carbon atoms, and heterocyclic groups having 5 to 18 ring-forming atoms. 【0109】 Specific examples of each of the above-mentioned substituents are the specific examples of substituents described in the section "Substituents as described herein" above. 【0110】Unless otherwise specified herein, any adjacent substituents may form a "saturated ring" or an "unsaturated ring," preferably a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, and more preferably a benzene ring. Unless otherwise specified herein, any substituent may have further substituents, the same as those described above for any substituent. 【0111】 In this specification, the numerical range expressed using "AA to BB" means a range that includes the numerical value AA, which is written before "AA to BB", as the lower limit, and the numerical value BB, which is written after "AA to BB", as the upper limit. [Novel Compound] A compound according to one aspect of the present invention is a compound represented by formula (1) described later. 【0112】 A compound according to one aspect of the present invention can improve the performance of an organic EL device when used in such a device. For example, by using a compound according to one aspect of the present invention, an organic EL device with a low driving voltage and excellent external quantum efficiency can be provided. 【0113】 [Compound represented by formula (1)] A compound according to one aspect of the present invention is represented by the following formula (1). (In formula (1), R 1 ~R 11 Each of these is independently a hydrogen atom, or a substituted or unsubstituted ring-forming aryl group having 6 to 14 carbon atoms. 21 ~R 34 Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, or a substituted or unsubstituted ring-forming C5-C10 cycloalkyl group. 【0114】 R 1 ~R 11 Of the pairs of adjacent elements, one or more pairs do not bond with each other and do not form substituted or unsubstituted monorings or fused rings. In one embodiment, R 1 ~R 10 R is a hydrogen atom. In one embodiment, R11 R is a substituted or unsubstituted ring-forming aryl group having 6 to 14 carbon atoms. In one embodiment, R 11 is a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. In one embodiment, R 11 This is a hydrogen atom. 【0115】 R 21 ~R 34 Of the pairs of adjacent elements, one or more pairs do not bond with each other and do not form substituted or unsubstituted monorings or fused rings. In one embodiment, R 21 ~R 30 R is a hydrogen atom. In one embodiment, R 31 ~R 34 This is a hydrogen atom. 【0116】 In one embodiment, the compound represented by formula (1) is represented by any of the following formulas (1-1) to (1-4). (In formulas (1-1) to (1-4), R 1 ~R 10 and R 21 ~R 34 This is as defined in formula (1) above. R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137Each of these independently comprises: a hydrogen atom, a C1-C6 alkyl group (preferably a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, or tert-butyl group), a C1-C6 haloalkyl group (preferably a trifluoromethyl group, 2,2,2-tolufluoroethyl group, pentafluoroethyl group, or 1,1,1,3,3,3-hexafluoroisopropyl group), a C2-C6 alkenyl group (preferably a vinyl group or propenyl group), a ring-forming C5-C10 cycloalkyl group (preferably a cyclopentyl group, cyclohexyl group, cycloheptyl group, norbornyl group, or adamantyl group), and a halogen atom (preferably a fluorine atom, chlorine atom, or bromine atom). The group is selected from the group consisting of a cyano group and an aryl group having 6 to 14 (preferably 6 to 13, more preferably 6 to 12, and even more preferably 6 to 10) ring-forming carbon atoms (preferably a phenyl group, naphthyl group, biphenylyl group, or phenantrenyl group). 【0117】 In one embodiment, the compound represented by formula (1) is represented by any of the following formulas (1-11) to (1-14). (In formulas (1-11) to (1-14), R 1 ~R 10 , R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137 This is as defined in equations (1-1) to (1-4) above. 【0118】 In one embodiment, R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137 This is a hydrogen atom. 【0119】 In one embodiment, the C1-C6 alkyl group in formula (1) is a methyl group, an ethyl group, an n-pulpy group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, or an n-hexyl group. 【0120】 In one embodiment, the ring-forming cycloalkyl group having 5 to 10 carbon atoms in formula (1) is a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a norbornyl group, or an adamantyl group. 【0121】 In one embodiment, the ring-forming aryl group having 6 to 14 carbon atoms in formula (1) is a phenyl group, a naphthyl group, a biphenylyl group, a fluorenyl group, or a phenantrenyl group. 【0122】 In one embodiment, the substituted ring-forming aryl group having 6 to 14 carbon atoms in formula (1) is a terphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a naphthylphenyl group, or a phenylnaphthyl group. 【0123】 In one embodiment, the substituents in formula (1) when referring to "substituted or unsubstituted" are: C1-C6 alkyl groups (preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, or tert-butyl groups); C1-C6 haloalkyl groups (preferably trifluoromethyl, 2,2,2-tolufluoroethyl, pentafluoroethyl, or 1,1,1,3,3,3-hexafluoroisopropyl groups); C2-C6 alkenyl groups (preferably vinyl or propenyl groups); ring-forming C5-C10 cycloalkyl groups (preferably cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or adamantyl groups); halogen atoms (preferably fluorine, chlorine, or bromine atoms). The group is selected from the group consisting of a cyano group and an aryl group having 6 to 14 ring-forming carbon atoms (preferably 6 to 13, more preferably 6 to 12, and even more preferably 6 to 10) (preferably a phenyl group, naphthyl group, biphenylyl group, or phenantrenyl group). 【0124】 The compound represented by formula (1) can be synthesized by following the examples and using known alternative reactions or starting materials suited to the target product. 【0125】The following are specific examples of compounds according to one aspect of the present invention, but these are merely illustrative examples, and the compounds according to one aspect of the present invention are not limited to the following examples. 【0126】 【0127】 [Materials for Organic Electroluminescent Devices] A compound according to one aspect of the present invention is useful as a material for organic EL devices, and is useful, for example, as a material used in the electron transport band of an organic EL device. 【0128】 [Organic EL element] An organic EL element according to one aspect of the present invention will be described. The organic EL element according to one aspect of the present invention has a cathode, an anode, and one or more organic layers disposed between the cathode and the anode, wherein at least one of the organic layers contains a compound according to one aspect of the present invention. 【0129】 An organic EL element according to one aspect of the present invention can improve performance by having the above configuration. 【0130】 A schematic configuration of an organic EL element according to one aspect of the present invention will be described with reference to Figure 1. In one embodiment, the organic EL element 1 according to one aspect of the present invention includes a substrate 2, an anode 3, a light-emitting layer 5, a cathode 10, an organic layer 4 between the anode 3 and the light-emitting layer 5, and an organic layer 6 between the light-emitting layer 5 and the cathode 10. The organic layer 4 and the organic layer 6 may each be a single layer or consist of multiple layers. 【0131】 In one embodiment, an organic EL element according to one aspect of the present invention includes an anode, a light-emitting layer, an electron transport band, and a cathode in this order, wherein at least one layer in the electron transport band contains a compound according to one aspect of the present invention. 【0132】(Electron Transport Band) The electron transport band is a general term for one or more layers placed between the light-emitting layer and the cathode. The electron transport band is composed of, for example, layers called a hole blocking layer, an electron transport layer, and an electron injection layer, which will be described later, starting from the light-emitting layer side. It may be a laminated structure including all of these layers, or it may be a layer configuration of only some of these layers. Furthermore, two or more types of layers may be used for each of the above layers. For example, two electron transport layers with different compositions may be laminated. Each layer may be formed using only one type of material, or it may be formed using two or more types of materials in combination. 【0133】 In one embodiment, the electron transport band has at least a first layer (also referred to as a "hole blocking layer" or "first electron transport layer") and a second layer (also referred to as an "electron transport layer" or "second electron transport layer") in that order from the side of the light-emitting layer, and the second layer contains a compound according to one aspect of the present invention. 【0134】 In one embodiment, the second layer consists substantially only of compounds according to one aspect of the present invention. "Substantially consisting only of compounds according to one aspect of the present invention" means that the second layer contains no other components at all, or contains other components in trace amounts that do not impair the effects of the present invention. For example, this state is met when other components are present as unavoidable impurities. 【0135】 (Other configurations of organic EL elements) An organic EL element according to one aspect of the present invention comprises a cathode, an anode, and one or more organic layers disposed between the cathode and the anode, and as long as at least one of the organic layers contains a compound according to one aspect of the present invention, conventionally known materials and element configurations can be applied without impairing the effects of the present invention. 【0136】 Typical device configurations for this organic EL element include a structure in which the following structures are stacked on a substrate: (1) Anode / emissive layer / electron transport band / cathode (2) Anode / hole transport band / emissive layer / electron transport band / cathode (The " / " indicates that each layer is stacked adjacent to another.) 【0137】(Hole Transport Band) The hole transport band is a collective term for one or more layers arranged between the anode and the light-emitting layer. The hole transport band is composed of, for example, layers called an electron blocking layer, a hole transport layer, and a hole injection layer, which will be described later, starting from the light-emitting layer side. It may be a laminated structure including all of these layers, or it may be a layer configuration of only some of these layers. Furthermore, two or more types of layers may be used for each of the above layers. For example, two types of hole transport layers with different compositions may be laminated. Each layer may be formed using only one type of material, or it may be formed using two or more types of materials in combination. 【0138】 The following describes the element configuration and materials constituting each layer of an organic EL element according to one aspect of the present invention. 【0139】 (Substrate) The substrate is used as a support for the light-emitting element. Examples of substrates include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples include plastic substrates made of polycarbonate and polyvinyl chloride. 【0140】 (Anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or more). Specifically, examples include indium tin oxide (ITO), indium zinc oxide, indium tin oxide containing silicon or silicon oxide, indium oxide containing zinc oxide, tungsten oxide, and graphene. Other examples include gold (Au), platinum (Pt), or nitrides of metallic materials (e.g., titanium nitride). 【0141】(Hole Injection Layer) The hole injection layer is a layer containing a material with high hole injection properties. Materials with high hole injection properties can include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, aromatic amine compounds, electron-withdrawing (acceptor) compounds, or polymer compounds (oligomers, dendrimers, polymers, etc.). 【0142】 (Hole Transport Layer) The hole transport layer is a layer containing a substance with high hole transport properties. Aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc., can be used in the hole transport layer. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used. However, other substances may be used as long as they have higher hole transport properties than electron transport properties. Furthermore, the layer containing the substance with high hole transport properties may be a single layer, or it may be a layer of two or more layers made of the above substances stacked together. 【0143】(Guest materials for the light-emitting layer) The light-emitting layer is a layer containing a highly luminescent substance, and various materials can be used. For example, as a highly luminescent substance, fluorescent compounds that emit fluorescence and phosphorescent compounds that emit phosphorescence can be used. Fluorescent compounds are compounds that can emit light from a singlet excited state, and phosphorescent compounds are compounds that can emit light from a triplet excited state. Blue fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluorantene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc. Green fluorescent materials that can be used in the light-emitting layer include aromatic amine derivatives, etc. Red fluorescent materials that can be used in the light-emitting layer include tetracene derivatives, diamine derivatives, etc. Metal complexes such as iridium complexes, osmium complexes, and platinum complexes can be used as blue phosphorescent materials that can be used in the light-emitting layer. Iridium complexes, etc. can be used as green phosphorescent materials that can be used in the light-emitting layer. Metal complexes such as iridium complexes, platinum complexes, terbium complexes, and europium complexes are used as red phosphorescent materials that can be used in the light-emitting layer. 【0144】 (Host material for the light-emitting layer) The light-emitting layer may be configured by dispersing the above-mentioned highly luminescent substance (guest material) in another substance (host material). Various substances can be used to disperse the highly luminescent substance, but it is preferable to use a substance that has a lower lowest unoccupied orbital level (LUMO level) and a lower highest occupied orbital level (HOMO level) than the highly luminescent substance. Examples of substances used to disperse the highly luminescent substance (host material) include: 1) metal complexes such as aluminum complexes, beryllium complexes, or zinc complexes; 2) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, or phenanthroline derivatives; 3) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, or chrysene derivatives; and 4) aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives. 【0145】(Electron transport layer) The electron transport layer is a layer containing a material with high electron transport properties. In addition to the compound represented by formula (1) above, the electron transport layer can also contain: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. 【0146】 (Electron injection layer) The electron injection layer is a layer containing a material with high electron injection potential. The electron injection layer can contain the compounds used in the electron transport layer mentioned above, lithium (Li), ytterbium (Yb), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF). 2 ), metal complex compounds such as 8-hydroxyquinolinolatolithium (Liq), lithium oxide (LiO x Alkali metals, alkaline earth metals, or compounds thereof can be used. 【0147】 (Cathode) For the cathode, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table, namely alkali metals such as lithium (Li) and cesium (Cs), and alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), as well as alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these. 【0148】 (Electron blocking layer, hole blocking layer, exciton blocking layer) An electron blocking layer, hole blocking layer, exciton (triplet) blocking layer, etc. may be provided adjacent to the light-emitting layer. An electron blocking layer is a layer that has the function of preventing electrons from leaking from the light-emitting layer to the hole transport layer. A hole blocking layer is a layer that has the function of preventing holes from leaking from the light-emitting layer to the electron transport layer. An exciton blocking layer is a layer that has the function of preventing excitons generated in the light-emitting layer from diffusing to adjacent layers and confining the excitons within the light-emitting layer. 【0149】In one embodiment of the organic EL element of the present invention, the method for forming each layer is not particularly limited. Conventional known formation methods such as vacuum deposition and spin coating can be used. Each layer, such as the light-emitting layer, can be formed by known methods such as vacuum deposition, molecular beam deposition (MBE), or coating methods such as dipping with a solution dissolved in a solvent, spin coating, casting, bar coating, and roll coating. 【0150】 In one embodiment of the organic EL element of the present invention, the thickness of each layer is not particularly limited, but generally, in order to suppress defects such as pinholes, keep the applied voltage low, and improve luminous efficiency, a range of several nm to 1 μm is usually preferred. 【0151】 One embodiment of the electronic device of the present invention comprises the above-described organic electroluminescent element. Specific examples of the electronic device include display components such as organic EL panel modules; display devices such as televisions, mobile phones, smartphones, and personal computers; and light-emitting devices for lighting and vehicle lighting. 【0152】 <Compounds> The compound represented by formula (1) used in the manufacture of the organic EL element in Example 1 is shown below. 【0153】 The compounds used in the manufacture of the organic EL element in Comparative Example 1 are shown below. 【0154】 The structures of the other compounds used in the production of the organic EL elements in Example 1 and Comparative Example 1 are shown below. 【0155】Example 1 <Fabrication of Organic EL Device> An organic EL device was fabricated as follows. A glass substrate (manufactured by Geomatic Co., Ltd.) with a 25 mm × 75 mm × 1.1 mm thick ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130 nm. The cleaned glass substrate with the transparent electrode was mounted in the substrate holder of a vacuum deposition apparatus. First, compounds HT-1 and HI-1 were co-deposited on the surface where the transparent electrode was formed, covering the transparent electrode, with the proportion of compound HI-1 being 3% by mass, to form a first hole transport layer with a film thickness of 10 nm. Compound HT-1 was deposited on the first hole transport layer to form a second hole transport layer with a film thickness of 77.5 nm. Compound EBL-1 was deposited on the second hole transport layer to form a third hole transport layer with a film thickness of 7.5 nm. Compound BH-1 (host material), BH-2 (host material), and compound BD-1 (dopant material) were co-deposited onto the third hole transport layer, with the proportion of compound BH-2 being 39% by mass and compound BD-1 being 2% by mass, to form a light-emitting layer with a thickness of 20 nm. Compound HBL-1 was deposited on the light-emitting layer to form a first electron transport layer with a thickness of 5 nm. Compound ET-1 and 8-hydroxyquinolinolate-lithium (Liq) were co-deposited onto the first electron transport layer, with the proportion of Liq being 33% by mass, to form a second electron transport layer with a thickness of 25 nm. Metal Yb was deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm. Metal Al was deposited on the electron injection layer to form a cathode with a thickness of 80 nm. 【0156】The element configuration of the organic EL element in Example 1 is schematically shown as follows: ITO(130) / HT-1:HI-1(10:3%) / HT-1(77.5) / EBL-1(7.5) / BH-1:BH-2:BD-1(20:39%:2%) / HBL-1(5) / ET-1:Liq(25:33%) / Yb(1) / Al(50) The numbers in parentheses represent the film thickness (unit: nm). Also, the numbers in parentheses expressed as percentages indicate the proportion (mass%) of the latter compound in that layer. If there are two numbers expressed as percentages in parentheses, they indicate the proportion (mass%) of the second compound and the proportion (mass%) of the third compound in that layer, respectively. <Evaluation of Organic EL Element> - Driving Voltage The initial characteristics of the organic EL element were evaluated at room temperature with a DC constant current of 10 mA / cm². 2 Measurements were taken during operation. The results are shown in Table 1. • External Quantum Efficiency (EQE) For the fabricated organic EL element, the current density was 10 mA / cm². 2 A voltage (in V) was applied to the organic EL element to achieve the desired result, and the EL emission spectrum was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). The results are shown in Table 1. 【0157】 Comparative Example 1: An organic EL element was fabricated and evaluated using the same method as in Example 1, except that the compounds listed in Table 1 were used instead of compound HBL-1. The results are shown in Table 1. 【0158】 【0159】 <Synthesis of Compounds> (Synthesis Example 1) Synthesis of HBL-1 HBL-1 was synthesized using the following synthesis route. 12-Bromo-7-phenyltetrafen (8.0g), 2,4-diphenyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,5-triazine (9.1g), Pd 2 (dba) 3(0.19 g) and S-Phos (0.3 g) were placed in a flask, the atmosphere in the flask was replaced with argon gas, and then 1,4-dioxane (100 mL) and sodium carbonate aqueous solution (2 M, 21 mL) were added. The mixture was heated and stirred under reflux conditions for 26 hours. The solvent was removed by distillation, and the resulting crude product was purified by silica gel chromatography and washed with toluene to obtain HBL-1 as a white solid (11.0 g, yield 86%). Mass spectrometry revealed a molecular weight of 611.75 and a m / e ratio of 612, identifying it as the target product. 【0160】 (Synthesis Example 2) Synthesis of HBL-2 HBL-2 was synthesized using the following synthesis route. Except for using 2,4-bis(phenyl-d5)-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,5-triazine instead of 2,4-diphenyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,3,5-triazine) used in Synthesis Example 1, the same procedure was followed to obtain HBL-2 as a white solid (3.9 g, yield 83%). Mass spectral analysis revealed a molecular weight of 621.81 and a m / e ratio of 622, identifying it as the target product. 【0161】 Although several embodiments and / or examples of the present invention have been described in detail above, those skilled in the art will find it easy to make many modifications to these exemplary embodiments and / or examples without substantially departing from the novel teachings and effects of the present invention. Accordingly, many of these modifications fall within the scope of the present invention. All references to the documents described in this specification and the contents of the application on which the priority claim under the Paris Convention of this application is based are incorporated herein by reference.
Claims
A compound represented by the following formula (1). (In formula (1), R 1 ~R 11 Each of them operates independently. Hydrogen atom, or These are substituted or unsubstituted ring-forming aryl groups with 6 to 14 carbon atoms. R 21 ~R 34 Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, (These are substituted or unsubstituted cycloalkyl groups with 5 to 10 carbon atoms forming a ring.) R 11 The compound according to claim 1, wherein the compound is a substituted or unsubstituted ring-forming aryl group having 6 to 14 carbon atoms. R 11 The compound according to claim 1 or 2, wherein the compound is a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. The compound according to claim 1, represented by any of the following formulas (1-1) to (1-4). (In formulas (1-1) to (1-4), R 1 ~R 10 and R 21 ~R 34 are as defined in the above formula (1). R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137 Each of them operates independently. hydrogen atom, Alkyl alkyl groups having 1 to 6 carbon atoms, Alkenyl groups with 2 to 6 carbon atoms, Cycloalkyl groups having 5 to 10 carbon atoms forming a ring, halogen atom, Cyano group, and Ring-forming aryl groups with 6 to 14 carbon atoms (Selected from the group consisting of the following.) The compound according to claim 4, represented by any of the following formulas (1-11) to (1-14). (In formulas (1-11) to (1-14), R 1 ~R 10 , R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137 This is as defined in equations (1-1) to (1-4) above. R 111 ~R 115 , R 121 ~R 127 , and R 131 ~R 137 The compound according to claim 4 or 5, wherein the atom is a hydrogen atom. R 21 ~R 30 The compound according to any one of claims 1 to 6, wherein the atom is a hydrogen atom. R 31 ~R 34 The compound according to any one of claims 1 to 7, wherein the atom is a hydrogen atom. R 1 ~R 10 The compound according to any one of claims 1 to 8, wherein the atom is a hydrogen atom. Cathode and, Anode and, One or more organic layers disposed between the cathode and the anode, It has, At least one of the organic layers contains the compound described in any one of claims 1 to 9. Organic electroluminescent element. The organic electroluminescent element according to claim 10, comprising an anode, a light-emitting layer, an electron transport band, and a cathode in this order, wherein at least one layer of the organic layer in the electron transport band contains the compound. The electron transport band has at least a first layer and a second layer in this order from the side of the light-emitting layer. The first layer contains the compound, The organic electroluminescent element according to claim 11. The electron transport band has at least a first layer and a second layer in this order from the side of the light-emitting layer. The second layer contains the compound, The organic electroluminescent element according to claim 11 or 12. The organic electroluminescent element according to any one of claims 11 to 13, having a hole transport band between the anode and the light-emitting layer. An electronic device comprising an organic electroluminescent element according to any one of claims 10 to 14.