Compounds, compositions, organic electroluminescent elements, and electronic devices

Abstract

To provide a compound that can extend the lifespan of organic EL elements. [Solution] A compound represented by general formula (1). In general formula (1), A1 is an aromatic hydrocarbon ring group consisting of a substituted or unsubstituted fused ring composed of 4 or more rings, or a heterocyclic group consisting of a substituted or unsubstituted fused ring composed of 5 or more rings, which includes a nitrogen atom, an oxygen atom, or a sulfur atom as part of the skeleton, and B1 is a group represented by general formula (10), Ak D When forming a monoring or fused ring, the Ak D The monocycle or fused ring formed by contains one or more deuterium atoms, and does not form monocycles or fused rings. D This refers to a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms containing one or more deuterium atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms forming a ring, containing one or more deuterium atoms. TIFF2026065229000169.tif42149

Description

[Technical Field]

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

[0002] When a voltage is applied to an organic electroluminescent device (hereinafter sometimes referred to as an "organic EL device"), holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%. Fluorescent organic light-emitting diodes (OLEDs), which use light emission from singlet excitons, are being applied to full-color displays in mobile phones and televisions, but their internal quantum efficiency is said to be limited to 25%. Therefore, research is being conducted to improve the performance of OLEDs.

[0003] For example, Patent Documents 1 and 2 disclose condensed ring compounds containing nitrogen and boron atoms as compounds that can be used in organic electroluminescent elements. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] International Publication No. 2023 / 042574 [Patent Document 2] Japanese Patent Publication No. 2019-156822 [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] Further improvements in the performance of organic EL elements are needed to enhance the performance of electronic devices such as displays. Examples of organic EL element performance include brightness, emission wavelength, full width at half maximum, chromaticity, luminous efficiency, driving voltage, and lifespan.

[0006] An object of the present invention is to provide compounds and compositions that can extend the lifespan of organic electroluminescent elements. Another object of the present invention is to provide organic electroluminescent elements that emit light for a long lifespan, and to provide electronic devices equipped with such organic electroluminescent elements. [Means for solving the problem]

[0007] According to one aspect of the present invention, a compound represented by the following general formula (1) is provided.

[0008] [ka]

[0009] (In the above general formula (1), A1 is Aromatic hydrocarbon ring groups consisting of substituted or unsubstituted fused rings composed of four or more rings, or A heterocyclic group consisting of a fused ring comprising five or more rings, substituted or unsubstituted, containing a nitrogen atom, oxygen atom, or sulfur atom as part of its skeleton. B1 is a group represented by the general formula (10) above, n is 1, 2, 3, 4, or 5. When n is 2, 3, 4, or 5, the multiple B1s are either identical or different from one another. In the above general formula (10), Ra, Rb, Rc, and Ak D Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, Ak D When Ak forms the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted condensed ring, the Ak D -formed substituted or unsubstituted monocyclic ring or substituted or unsubstituted condensed ring contains one or more deuterium atoms, Ak that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring D is, independently of each other, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms containing one or more deuterium atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms containing one or more deuterium atoms, A plurality of Aks D are the same as or different from each other, Ra, Rb and Rc that do not form the substituted or unsubstituted monocyclic ring and do not form the substituted or unsubstituted condensed ring are, independently of each other, a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -N(R 131 )(R 132 )-represented group, -Si(R 133 )(R 134 )(R 135 )-represented group, -O-(R 136 )-represented group, -S-(R 137 )-represented group, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, Ar1 is A substituted or unsubstituted hydrocarbon ring group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. * indicates the bonding position with A1 in the general formula (1) above. (In the compound represented by the general formula (1) above, R 131 ~R 137 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 131 If multiple R 131 They are either identical or different from each other. R 132 If multiple R 132 They are either identical or different from each other. R 133 If multiple R 133 They are either identical or different from each other. R 134 If multiple R 134 They are either identical or different from each other. R 135 If multiple R 135 They are either identical or different from each other. R 136 If multiple R 136 They are either identical or different from each other. R 137 If multiple R 137 They are either identical or different to one another.

[0010] According to one aspect of the present invention, a composition is provided, wherein the composition contains a compound according to one aspect of the present invention as a first compound, and the composition contains or does not contain a light hydrogen compound in which all hydrogen atoms in the compound represented by the general formula (1) are light hydrogen atoms, and the content ratio of the first compound to the total of the first compound and the light hydrogen compound in the composition is 0.1 mol% or more.

[0011] According to one aspect of the present invention, an organic electroluminescent element is provided, comprising a cathode, an anode, and an organic layer contained between the cathode and the anode, wherein at least one layer contained in the organic layer contains a compound according to one aspect of the present invention as a first compound.

[0012] According to one aspect of the present invention, an electronic device is provided that incorporates an organic electroluminescent element according to one aspect of the present invention. [Effects of the Invention]

[0013] According to one aspect of the present invention, compounds and compositions that can extend the lifespan of organic electroluminescent elements can be provided. According to one aspect of the present invention, an organic electroluminescent element that emits light for a long lifespan can be provided, as well as an electronic device equipped with the organic electroluminescent element. [Brief explanation of the drawing]

[0014] [Figure 1] This figure shows a schematic configuration of an example of an organic electroluminescent element according to the fourth embodiment of the present invention. [Figure 2] This figure shows a schematic configuration of an example of an organic electroluminescent element according to the fifth embodiment of the present invention. [Figure 3] This figure shows a schematic configuration of another example of an organic electroluminescent element according to the fifth embodiment of the present invention. [Modes for carrying out the invention]

[0015] [Definition] In this specification, the term "hydrogen atom" includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0016] 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.

[0017] In this specification, the ring-forming carbon number refers to the number of carbon atoms among the atoms constituting the ring itself in a compound with a structure in which atoms are bonded in a ring (e.g., monocyclic compounds, fused ring compounds, crosslinked compounds, carbocyclic compounds, and heterocyclic compounds). If the ring is substituted by a substituent, the carbon atoms in the substituent are not included in the ring-forming carbon number. The same applies to the "ring-forming carbon number" described below unless otherwise specified. For example, a benzene ring has 6 ring-forming carbon atoms, a naphthalene ring has 10 ring-forming carbon atoms, a pyridine ring has 5 ring-forming carbon atoms, and a furan ring has 4 ring-forming carbon atoms. Also, for example, the ring-forming carbon number of a 9,9-diphenylfluorenyl group is 13, and the ring-forming carbon number of a 9,9'-spirobifluorenyl group is 25. Furthermore, when a benzene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the benzene ring. Therefore, the number of ring-forming carbon atoms in a benzene ring substituted with an alkyl group is 6. Similarly, when a naphthalene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the naphthalene ring. Therefore, the number of ring-forming carbon atoms in a naphthalene ring substituted with an alkyl group is 10.

[0018] In this specification, the number of ring-forming atoms refers to the number of atoms that constitute the ring itself in compounds with a ring-bonded structure (e.g., monocyclic compounds, fused rings, and ring aggregates) (e.g., monocyclic compounds, fused ring compounds, bridged compounds, carbocyclic compounds, and heterocyclic compounds). Atoms that do not constitute a ring (e.g., hydrogen atoms that terminate the bonds of ring-forming atoms) and atoms included in substituents when the ring is substituted by substituents are not included in the number of ring-forming atoms. The same applies to "number of ring-forming atoms" as described below unless otherwise specified. For example, the number of ring-forming atoms in a pyridine ring is 6, the number of ring-forming atoms in a quinazoline ring is 10, and the number of ring-forming atoms in a furan ring is 5. For example, the number of hydrogen atoms bonded to a pyridine ring, or the number of atoms constituting substituents, are not included in the number of pyridine ring-forming atoms. Therefore, the number of ring-forming atoms in a pyridine ring to which hydrogen atoms or substituents are bonded is 6. Furthermore, for example, hydrogen atoms bonded to the carbon atom of the quinazoline ring, or atoms constituting substituents, are not included in the number of ring-forming atoms of the quinazoline ring. Therefore, the number of ring-forming atoms of a quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

[0019] In this specification, the expression "substituted or unsubstituted ZZ group having XX to YY carbon atoms" means that "XX to YY carbon atoms" represents the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of substituents when it is substituted. Here, "YY" is greater than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0020] In this specification, the expression "ZZ group with substituted or unsubstituted atoms of XX to YY" means that "atom count XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of substituent atoms when it is substituted. Here, "YY" is greater than "XX", where "XX" is an integer of 1 or more, and "YY" is an integer of 2 or more.

[0021] In this specification, an unsubstituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "unsubstituted ZZ group," and a substituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "substituted ZZ group." In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that the hydrogen atoms in the ZZ group are not replaced by substituents. The hydrogen atoms in an "unsubstituted ZZ group" are light hydrogen atoms, deuterium atoms, or tritium atoms. Furthermore, in this specification, "substituted" in the context of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced by a substituent. Similarly, "substituted" in the context of "BB group substituted with AA group" means that one or more hydrogen atoms in the BB group are replaced by an AA group.

[0022] "Substituents as described herein" The substituents described herein will be explained below.

[0023] The number of ring-forming carbon atoms in the "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkyl group" as described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted cycloalkyl groups" described herein is 3 to 50, preferably 3 to 20, and more preferably 3 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein.

[0024] • "substituted or unsubstituted aryl groups" Specific examples of "substituted or unsubstituted aryl groups" as described herein (Specific Examples Group G1) include the following unsubstituted aryl groups (Specific Examples Group G1A) and substituted aryl groups (Specific Examples Group G1B), etc. (Here, "unsubstituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and "substituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply includes both "unsubstituted aryl groups" and "substituted aryl groups." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced by substituents. Examples of "substituted aryl groups" include the groups in which one or more hydrogen atoms of an "unsubstituted aryl group" in specific example group G1A below are replaced by substituents, and the examples of substituted aryl groups in specific example group G1B below. Note that the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed here are merely examples, and the "substituted aryl groups" described herein also include groups in which the hydrogen atoms bonded to the carbon atom of the aryl group itself in the "substituted aryl group" in specific example group G1B below are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted aryl group" in specific example group G1B below are further replaced by substituents.

[0025] • Unsubstituted aryl groups (specific examples group G1A): Phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-Naphthyl group, 2-Naphthyl group, anthryl group, Benzoantryl group, Phenanthryl group, Benzophenanthryl group, Phenalenyl group, Pyrenyl group, Chrysenyl group, Benzocrisenyl group, Triphenylenyl group, benzotriphenylenyl group, Tetraceryl group, Pentacenyl group, Fluorenyl group, 9,9'-Spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, Fluoranthenyl group, Benzofluoranthenyl group, Perilenyl group, and A monovalent aryl group derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0026] [ka]

[0027] [ka]

[0028] • Substitutive aryl groups (Specific examples group G1B): o-Tryl group, m-tolyl group, p-tril group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, Meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, Cyanophenyl group, Triphenylsilylphenyl group, Trimethylsilylphenyl group, Phenylnaphthyl group, Naphthylphenyl group, and A group obtained by replacing one or more hydrogen atoms of a monovalent group derived from the ring structure represented by the general formulas (TEMP-1) to (TEMP-15) above with substituents.

[0029] • "Substitutable or unsubstituted heterocyclic groups" The “heterocyclic group” as described herein is a cyclic group containing at least one heteroatom in its ring-forming atoms. Specific examples of heteroatoms include nitrogen, oxygen, sulfur, silicon, phosphorus, and boron. The "heterocyclic group" as described herein is either a monocyclic group or a fused-cyclic group. The term "heterocyclic group" as used herein refers to either an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples of "substituted or unsubstituted heterocyclic groups" as described herein (Specific Examples Group G2) include the following unsubstituted heterocyclic groups (Specific Examples Group G2A) and substituted heterocyclic groups (Specific Examples Group G2B), etc. (Here, "unsubstituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "unsubstituted heterocyclic group," and "substituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply includes both "unsubstituted heterocyclic groups" and "substituted heterocyclic groups." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced by substituents. Specific examples of "substituted heterocyclic groups" include the groups in specific example group G2A below in which hydrogen atoms of an "unsubstituted heterocyclic group" are replaced, and the examples of substituted heterocyclic groups in specific example group G2B below. Note that the examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are merely examples, and the "substituted heterocyclic groups" described herein also include groups in which hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself are further replaced by substituents, and groups in which hydrogen atoms of substituents are further replaced by substituents.

[0030] The specific examples group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0031] Specific examples group G2B includes, for example, substituted heterocyclic groups containing a nitrogen atom (Specific Examples Group G2B1), substituted heterocyclic groups containing an oxygen atom (Specific Examples Group G2B2), substituted heterocyclic groups containing a sulfur atom (Specific Examples Group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (Specific Examples Group G2B4).

[0032] • Unsubstituted heterocyclic groups containing a nitrogen atom (specific examples group G2A1): Pyrrolyl group, imidazolyl group, Pyrazolyl group, Triazolyl group, Tetrazolyl group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Pyridyl group, Pyridazinyl group, Pyrimidinyl group, pyrazinyl group, Triazinyl group, Indolyl group, isoindolyl group, indolidinyl group, Quinolidinyl group, quinolyl group, Isoquinolyl group, cinnolyl group, Phthalazinyl group, Quinazolinyl group, Quinoxalinyl group, Benzimidazolyl group, Indazolyl group, Phenanthrolinyl group, Phenantridinyl group, Acridinyl group, Phenazinyl group, Carbazolyl group, Benzocarbazolyl group, Morpholino group, Phenoxadinyl group, Phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.

[0033] • Unsubstituted heterocyclic groups containing an oxygen atom (specific examples group G2A2): Frill group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, xanthenyl group, Benzofuranyl group, Isobenzofuranyl group, Dibenzofuranyl group, Naphthobenzofuranyl group, Benzoxazolyl group, Benzoisoxazolyl group, Phenoxadinyl group, Morpholino group, Dinaphthofuranyl group, Azadibenzofuranyl group, Diazadibenzofuranyl group, Azanaftobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0034] • Unsubstituted heterocyclic groups containing a sulfur atom (specific examples group G2A3): Thienyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Benzothiophenyl group (benzothienyl group), Isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), Naphthobenzothiophenyl group (naphthobenzothienyl group), Benzothiazolyl group, Benzoisothiazolyl group, Phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), azadibenzothiophenyl group (azadibenzothienyl group), Diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphtobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0035] • 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):

[0036] [ka]

[0037] [ka]

[0038] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A Each of these is independently an oxygen atom, a sulfur atom, NH, or CH2. However, X A and Y A At least one of them is an oxygen atom, a sulfur atom, or NH. In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A If at least one of the members is NH or CH2, the monovalent heterocyclic groups derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) include monovalent groups obtained by removing one hydrogen atom from these NH or CH2 members.

[0039] • Heterocyclic groups with substitutions containing a nitrogen atom (Specific examples group G2B1): (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (9-naphthyl)carbazolyl group, diphenylcarbazole-9-yl group, Phenylcarbazole-9-yl group, Methyl benzimidazolyl group, Ethyl benzimidazolyl group, Phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, Phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0040] • Heterocyclic groups with substitutions containing an oxygen atom (Specific examples group G2B2): Phenyldibenzofuranyl group, Methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0041] • Heterocyclic groups with substitutions containing a sulfur atom (specific examples group G2B3): Phenyldibenzothiophenyl group, Methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0042] • 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):

[0043] 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 AThis refers to one or more hydrogen atoms selected from the hydrogen atoms of the methylene group when one of the atoms is CH2.

[0044] • "Substituted or unsubstituted alkyl groups" Specific examples of "substituted or unsubstituted alkyl groups" as described herein (Specific Examples Group G3) include the following unsubstituted alkyl groups (Specific Examples Group G3A) and substituted alkyl groups (Specific Examples Group G3B). (Here, "unsubstituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "unsubstituted alkyl group," and "substituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "substituted alkyl group.") Hereafter, "alkyl group" simply refers to both "unsubstituted alkyl groups" and "substituted alkyl groups." A "substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced by substituents. Specific examples of "substituted alkyl groups" include the groups in which one or more hydrogen atoms in the "unsubstituted alkyl groups" (specific example group G3A) below are replaced by substituents, and examples of substituted alkyl groups (specific example group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" refers to a linear alkyl group. Therefore, "unsubstituted alkyl groups" include both linear "unsubstituted alkyl groups" and branched "unsubstituted alkyl groups". The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples, and the "substituted alkyl groups" described herein also include groups in which the hydrogen atoms of the alkyl group itself in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents.

[0045] • 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.

[0046] • Substituting alkyl groups (specific examples group G3B): Heptafluoropropyl group (including isomers), Pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0047] • "Substituted or unsubstituted alkenyl groups" Specific examples of "substituted or unsubstituted alkenyl groups" as described herein (Specific Examples Group G4) include the following unsubstituted alkenyl groups (Specific Examples Group G4A) and substituted alkenyl groups (Specific Examples Group G4B), etc. (Here, "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and "substituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both "unsubstituted alkenyl groups" and "substituted alkenyl groups." A "substituted alkenyl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted alkenyl group" are replaced by substituents. Specific examples of "substituted alkenyl groups" include groups in which the "unsubstituted alkenyl group" (Specific Example Group G4A) has substituents, and examples of substituted alkenyl groups (Specific Example Group G4B). Note that the examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl groups" described herein also include groups in which the hydrogen atoms of the alkenyl group itself in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents.

[0048] • Unsubstituted alkenyl groups (specific examples group G4A): vinyl group, allyl group, 1-Butenyl group, 2-butenyl group, and 3-Butenyl group.

[0049] • Substitutive 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.

[0050] • "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, "unsubstituted alkynyl group" refers to the case where "substituted or unsubstituted alkynyl group" is "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" refers to 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 groups in which one or more hydrogen atoms in an "unsubstituted alkynyl group" (specific example group G5A) are replaced by substituents.

[0051] • Unsubstituted alkynyl groups (specific examples group G5A): Ethynyl group

[0052] • "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), etc. (Here, "unsubstituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "unsubstituted cycloalkyl group," and "substituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "substituted cycloalkyl group.") In this specification, the term "cycloalkyl group" simply includes both "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups." A "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced by a substituent. Specific examples of "substituted cycloalkyl groups" include the groups in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" (specific example group G6A) are replaced by a substituent, and examples of substituted cycloalkyl groups (specific example group G6B). It should be noted that the examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself are replaced by a substituent, and groups in which the hydrogen atoms of the substituent in the "substituted cycloalkyl group" of specific example group G6B are further replaced by a substituent.

[0053] • 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.

[0054] • Substituting cycloalkyl groups (specific examples group G6B): 4-methylcyclohexyl group.

[0055] · "-Si(R 901 )(R 902 )(R 903 ) a base represented by -Si(R 901 )(R 902 )(R 903 ) Examples of the base represented by (Example Group G7) are: -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here are some examples. G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from one another. In -Si(G1)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G1)(G1)(G2), the multiple G1s are either identical or different from one another. In -Si(G2)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G3)(G3)(G3), the multiple G3s are either identical or different from one another. In -Si(G6)(G6)(G6), the multiple G6s are either identical or different from one another.

[0056] ·「-O-(R 904 ) a base represented by The following information is provided in this specification -O-(R904 ) Examples of the base represented by (Example Group G8) are: -O(G1), -O(G2), -O(G3), and -O(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0057] · "-S-(R 905 ) a base represented by The following information pertains to the -S-(R 905 ) Examples of the base represented by (example group G9) are: -S(G1), -S(G2), -S(G3), and -S(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0058] · "-N(R 906 )(R 907 ) a base represented by -N(R) as described in this specification 906 )(R 907 ) Examples of the base represented by (Example Group G10) are: -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -N(G1)(G1), multiple G1s are either identical or different from one another. In -N(G2)(G2), multiple G2s are either identical or different from one another. In -N(G3)(G3), multiple G3s are either identical or different from one another. In -N(G6)(G6), multiple G6s are either identical or different from one another.

[0059] • "Halogen atom" Specific examples of "halogen atoms" as described herein (Specific Examples Group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0060] • "Substituted or unsubstituted fluoroalkyl groups" The terms "substituted or unsubstituted fluoroalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a fluorine atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by fluorine atoms (perfluoro groups). The number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. A "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced by substituents. The terms "substituted fluoroalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted fluoroalkyl groups" include the example of a group in which one or more hydrogen atoms in the aforementioned "alkyl group" (specific example group G3) are replaced by fluorine atoms.

[0061] • "Substituted or unsubstituted haloalkyl groups" The terms "substituted or unsubstituted haloalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a halogen atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. A "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms of a "haloalkyl group" are replaced by substituents. The terms "substituted haloalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted haloalkyl groups" include groups in which one or more hydrogen atoms of the aforementioned "alkyl group" (specific example group G3) are replaced by halogen atoms. Haloalkyl groups are sometimes referred to as alkyl halogens.

[0062] • "Substituted or unsubstituted alkoxy groups" A specific example of a "substituted or unsubstituted alkoxy group" as described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. The number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0063] • "substituted or unsubstituted alkylthio groups" A specific example of the "substituted or unsubstituted alkylthio group" described herein is the group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0064] • "Substituted or unsubstituted aryloxy groups" A specific example of a "substituted or unsubstituted aryloxy group" as described herein is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0065] • "Substituted or unsubstituted arylthio groups" A specific example of the "substituted or unsubstituted arylthio group" described herein is the group represented by -S(G1), where G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0066] • "Substituted or unsubstituted trialkylsilyl groups" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are either identical or different from one another. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0067] • "Substituted or unsubstituted aralkyl groups" Specific examples of the "substituted or unsubstituted aralkyl group" described herein include the group represented by -(G3)-(G1), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3, and G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. Therefore, an "aralkyl group" is a group in which the hydrogen atom of an "alkyl group" is replaced by an "aryl group" as a substituent, and is one form of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" in which an "unsubstituted aryl group" is substituted, and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl-t-butyl group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group.

[0068] 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.

[0069] 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.

[0070] In this specification, unless otherwise specified, the carbazolyl group is specifically one of the following groups:

[0071] [ka]

[0072] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically one of the following groups:

[0073] [ka]

[0074] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents a bond position.

[0075] In this specification, unless otherwise specified, the dibenzofuranyl group and the dibenzothiophenyl group specifically refer to any of the following groups:

[0076] [ka]

[0077] In the general formulas (TEMP-34) to (TEMP-41) above, * represents a bond position.

[0078] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and t-butyl groups.

[0079] • "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described herein is a divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described above. Specific examples of the "substituted or unsubstituted arylene group" (Specific Examples Group G12) include the divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described in Specific Examples Group G1.

[0080] • "Substitutable or unsubstituted divalent heterocyclic groups" Unless otherwise specified, the “substituted or unsubstituted divalent heterocyclic groups” described herein refer to divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described above. Specific examples of “substituted or unsubstituted divalent heterocyclic groups” (Specific Examples Group G13) include the divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described in Specific Examples Group G2.

[0081] • "Substituted or unsubstituted alkylene groups" Unless otherwise specified, the "substituted or unsubstituted alkylene groups" described herein are divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described above. Specific examples of "substituted or unsubstituted alkylene groups" (Specific Examples Group G14) include the divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described in Specific Examples Group G3.

[0082] Unless otherwise specified herein, the substituted or unsubstituted arylene groups are preferably any of the following general formulas (TEMP-42) to (TEMP-68).

[0083] [ka]

[0084] [ka]

[0085] In the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. In the general formulas (TEMP-42) to (TEMP-52) above, * represents a bond position.

[0086] [ka]

[0087] In the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. Equations Q9 and Q 10 These elements may be bonded to each other via single bonds to form a ring. In the general formulas (TEMP-53) to (TEMP-62) above, * represents a bond position.

[0088] [ka]

[0089] In the general formulas (TEMP-63) to (TEMP-68) above, Q1 to Q8 are each independently a hydrogen atom or a substituent. In the general formulas (TEMP-63) to (TEMP-68) above, * represents a bond position.

[0090] 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).

[0091] [ka]

[0092] [ka]

[0093] [ka]

[0094] In the general formulas (TEMP-69) to (TEMP-82) above, Q1 to Q9 are each independently a hydrogen atom or a substituent.

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] In the general formulas (TEMP-83) to (TEMP-102) above, Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0100] The above is a description of the substituents described herein.

[0101] • "When they combine to form a ring" In this specification, the phrase "one or more pairs of adjacent elements join together to form a substituted or unsubstituted monoring, join together to form a substituted or unsubstituted fused ring, or do not join together" means the case where "one or more pairs of adjacent elements join together to form a substituted or unsubstituted monoring," the case where "one or more pairs of adjacent elements join together to form a substituted or unsubstituted fused ring," and the case where "one or more pairs of adjacent elements do not join together." In this specification, the cases in which "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "cases where elements bond to form a ring") will be explained below. An example will be given of an anthracene compound represented by the following general formula (TEMP-103), whose parent skeleton is an anthracene ring.

[0102] [ka]

[0103] For example, R921 ~R 930 In the case where "one or more pairs of adjacent groups are joined together to form a ring," the pairs of adjacent groups that make up one set are R 921 and R 922 The pair, R 922 and R 923 The pair, R 923 and R 924 The pair, R 924 and R 930 The pair, R 930 and R 925 The pair, R 925 and R 926 The pair, R 926 and R 927 The pair, R 927 and R 928 The pair, R 928 and R 929 The pair with, and R 929 and R 921 They are a pair.

[0104] The phrase "one or more pairs" above means that two or more pairs of adjacent pairs may simultaneously form a ring. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 925 and R 926 and are joined to form a ring Q B If the above general formula (TEMP-103) is formed, the anthracene compound represented by the above general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0105] [ka]

[0106] The case where "two or more adjacent elements form a ring" includes not only cases where two adjacent elements are joined, as in the example above, but also cases where three or more adjacent elements are joined. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 922 and R923 are combined with each other to form ring Q C to form, and a group consisting of three adjacent ones (R 921 , R 922 and R 923 ) are combined with each other to form a ring and condensed to the anthracene skeleton. In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and ring Q C share R 922 .

[0107] [Chemical formula] <00所求的「单环」或「稠环」作为仅由形成的环构成的结构,可以是饱和环也可以是不饱和环。即使是“由相邻的两个组成的一组”形成“单环”或“稠环”的情况,该“单环”或“稠环”也可以形成饱和环或不饱和环。例如,在上述通式(TEMP-104)中形成的环Q A 和环Q B 分别为“单环”或“稠环”。另外,在上述通式(TEMP-105)中形成的环Q A `和环Q C 为“稠环”。上述通式(TEMP-105)的环Q A 与环Q C 是通过环Q A 与环Q C 缩合而成为稠环的。如果上述通式(TMEP-104)的环Q A 是苯环,则环Q A 为单环。如果上述通式(TMEP-104)的环Q A 是萘环,则环Q A 为稠环。

[0109] ​​​An "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocycle. A "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocycle. Specific examples of aromatic hydrocarbon rings include structures in which the groups listed as examples in specific example group G1 are terminated by hydrogen atoms. A concrete example of an aromatic heterocycle is the structure in which the aromatic heterocycle group listed as a concrete example in concrete example group G2 is terminated by a hydrogen atom. Specific examples of aliphatic hydrocarbon rings include structures in which the groups listed as examples in example group G6 are terminated by hydrogen atoms. "To form a ring" means to form a ring with only multiple atoms of the parent skeleton, or with multiple atoms of the parent skeleton and one or more additional arbitrary elements. For example, as shown in the general formula (TEMP-104), 921 and R 922 A ring Q is formed when these two elements are bonded together. A R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 It refers to a ring formed by the carbon atoms of the anthracene skeleton to which the R atoms are bonded, and one or more arbitrary elements. A specific example is R 921 and R 922 And the environment Q A When forming R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 When the carbon atoms of the anthracene skeleton bonded to the four carbon atoms form a monocyclic unsaturated ring, R 921 and R 922 The ring formed by these two is a benzene ring.

[0110] Here, "any element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur, unless otherwise specified herein. In any element (for example, carbon or nitrogen), bonds that do not form a ring may be terminated with a hydrogen atom or the like, or substituted with "any substituent" as described later. If any element other than carbon is included, the formed ring is a heterocycle. The "one or more arbitrary elements" constituting the monoring or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5, unless otherwise specified herein. Unless otherwise specified herein, the preferred form is a monoring or a fused ring. Unless otherwise specified herein, the "unsaturated ring" is preferred over the "saturated ring". Unless otherwise specified herein, “monocyclic” is preferably a benzene ring. Unless otherwise specified herein, the “unsaturated ring” is preferably a benzene ring. When "one or more sets of two or more adjacent elements" "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 elements bond to each other to form a substituted or unsubstituted "unsaturated ring" consisting of multiple atoms of the parent skeleton and at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur elements, ranging from one to fifteen.

[0111] When the above-mentioned "monocyclic ring" or "fused ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "monocyclic ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. When the above-mentioned "saturated ring" or "unsaturated ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "mono-ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. The above explains the cases in which "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring" ("the case of combining to form a ring").

[0112] • Substituents in the phrase "substituted or unsubstituted" In one embodiment described herein, the substituent referred to as "substituted or unsubstituted" (which may be referred to herein as "any substituent") is, for example, Unsubstituted alkyl groups with 1 to 50 carbon atoms, Unsubstituted alkenyl groups with 2 to 50 carbon atoms, Unsubstituted alkynyl groups with 2 to 50 carbon atoms, Unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, Unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, and Unsubstituted heterocyclic groups with 5 to 50 ring-forming atoms It is a base selected from the group consisting of, Here, R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If there are two or more of them, then there are two or more R 901 They are either identical or different from each other. R 902 If there are two or more of them, then there are two or more R 902 They are either identical or different from each other. R903 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.

[0113] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 50 carbon atoms, A ring-forming aryl group with 6 to 50 carbon atoms, and Heterocyclic groups with 5 to 50 ring-forming atoms It is a group selected from the group consisting of the following.

[0114] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 18 carbon atoms, Ring-forming aryl groups with 6 to 18 carbon atoms, and Heterocyclic groups with 5 to 18 ring-forming atoms It is a group selected from the group consisting of the following.

[0115] Specific examples of each of the above-mentioned substituents are the specific examples of substituents described in the section "Substituents as described herein" above.

[0116] Unless otherwise specified herein, adjacent substituents may form a "saturated ring" or an "unsaturated ring," preferably a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, and more preferably a benzene ring. Unless otherwise specified herein, any substituent may have further substituents, such as those described above.

[0117] In this specification, a numerical range expressed using "AA~BB" means a range that includes the numerical value AA, which is listed before "AA~BB", as the lower limit, and the numerical value BB, which is listed after "AA~BB", as the upper limit.

[0118] [First Embodiment] (compound) The compound according to the first embodiment is a compound represented by the following general formula (1).

[0119] [ka]

[0120] (In the above general formula (1), A1 is Aromatic hydrocarbon ring groups consisting of substituted or unsubstituted fused rings composed of four or more rings, or A heterocyclic group consisting of a fused ring comprising five or more rings, substituted or unsubstituted, containing a nitrogen atom, oxygen atom, or sulfur atom as part of its skeleton. B1 is a group represented by the general formula (10) above, n is 1, 2, 3, 4, or 5. When n is 2, 3, 4, or 5, the multiple B1s are either identical or different from one another. In the above general formula (10), Ra, Rb, Rc, and Ak D Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, Ak D When the Ak forms the substituted or unsubstituted monoring or the substituted or unsubstituted fused ring, D The substituted or unsubstituted monoring or substituted or unsubstituted fused ring formed by contains one or more deuterium atoms. Ak that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted fused ring D Each of them operates independently. A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, containing one or more deuterium atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms and containing one or more deuterium atoms, Multiple Ak D They are either identical or different from each other. Ra, Rb, and Rc, which do not form the aforementioned substituted or unsubstituted monorings and do not form the aforementioned substituted or unsubstituted fused rings, are each independently: hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 ) a base represented by -S-(R 137 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ar1 is A substituted or unsubstituted hydrocarbon ring group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. * indicates the bonding position with A1 in the general formula (1) above. (In the compound represented by the general formula (1) above, R 131 ~R 137 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 131 If multiple R 131 They are either identical or different from each other. R 132 If multiple R 132 They are either identical or different from each other. R 133 If multiple R 133 They are either identical or different from each other. R 134 If multiple R 134 They are either identical or different from each other. R 135 If multiple R 135 They are either identical or different from each other. R 136 If multiple R 136 They are either identical or different from each other. R 137 If multiple R 137 They are either identical or different to one another.

[0121] In the compound according to this embodiment, the phenyl group bonded to the nitrogen atom of the amino group has an Ak group at the ortho position of the phenyl group. D (Having an alkyl group or cycloalkyl group), (i)Ak D (ii)Ak D When forming a monoring or fused ring, the Ak D One or more hydrogen atoms in the monocyclic or fused ring formed by the compound are deuterized. The inventors have found that using the compound according to this embodiment as a light-emitting material in an organic EL element extends the lifespan of the organic EL element. In other words, the compound according to this embodiment can extend the lifespan of an organic electroluminescent element.

[0122] In this specification, a hydrocarbon ring group includes an aryl group (aromatic hydrocarbon group), an aliphatic hydrocarbon ring group, and a partially saturated hydrocarbon ring group (containing at least one bond selected from the group consisting of single bonds, double bonds, and triple bonds), and the hydrocarbon ring group is either a monocyclic group or a fused ring group.

[0123] In this specification, a fused ring consisting of four or more rings is not particularly limited as long as it is a ring formed by the condensation of four or more monorings. For example, an aromatic hydrocarbon ring group consisting of a fused ring consisting of four or more rings, which may or may not be substituted as A1, is a group derived from a ring structure selected from the group consisting of the following general formulas (A1-1) to (A1-25), and the group derived from the ring structure selected from the group consisting of the general formulas (A1-1) to (A1-25) may or may not have substituents (i.e., may be unsubstituted), and the group represented by the above general formula (10) as B1 is bonded to the group derived from the ring structure.

[0124] [ka]

[0125] A fused ring composed of five or more rings is not particularly limited as long as it is a ring formed by the fusion of five or more monorings. For example, the fusion of four benzene rings and one furan ring forms a dinaphtho[2,3-b:2',3'-d]furan ring represented by the following general formula (A2-1). The mode of ring fusion is not limited; the fusion of four benzene rings and one furan ring may form a dinaphtho[2,1-b:1',2'-d]furan ring represented by the following general formula (A2-2), or a dinaphtho[1,2-b:1',2'-d]furan ring represented by the following general formula (A2-3).

[0126] [ka]

[0127] Furthermore, the condensation of three benzene rings and two 1,4-azavorin rings forms a ring represented by, for example, the following general formula (A2-15N). In addition, the condensation of three benzene rings, one 1,4-azavorin ring, and one 1,2-azavorin ring forms a ring represented by, for example, the following general formula (A2-19N).

[0128] [ka]

[0129] "Containing a nitrogen atom, oxygen atom, or sulfur atom as part of the skeleton" means that at least one of the five or more monorings constituting the "fused ring composed of five or more rings" contains at least one nitrogen atom, oxygen atom, or sulfur atom as a ring-forming atom. In this case, the ring-forming atoms may include atoms other than carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms; for example, they may include at least one atom selected from the group consisting of boron atoms and silicon atoms. For example, A1 is a heterocyclic group consisting of a fused ring comprising five or more rings, which may or may not contain a nitrogen atom, an oxygen atom, or a sulfur atom as part of its skeleton, and may be substituted or unsubstituted. This group is derived from a ring structure selected from the group consisting of the general formulas (A2-1) to (A2-12) and the following general formulas (A2-13) to (A2-19). The group derived from the ring structure selected from the group consisting of the general formulas (A2-1) to (A2-19) may or may not have substituents, and the group represented by the general formula (10) as B1 is bonded to the group derived from the ring structure.

[0130] [ka]

[0131] (In the general formulas (A2-15) to (A2-19), Y A and Y B Each of these independently, C(R 111 )(R 112 ), N(R 113 ), Si(R 114 )(R 115 ), oxygen atom, or sulfur atom, Z A and Z B Each of these independently, C(R 111 )(R 112 ), oxygen atom, or sulfur atom, R 111 ~R 115 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted hydrocarbon ring group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 111 If multiple R 111 They are either identical or different from each other. R 112If multiple R 112 They are either identical or different from each other. R 113 If multiple R 113 They are either identical or different from each other. R 114 If multiple R 114 They are either identical or different from each other. R 115 If multiple R 115 They are either identical or different from each other. R 131 If multiple R 131 They are either identical or different from each other. R 132 If multiple R 132 They are either identical or different from each other. R 133 If multiple R 133 They are either identical or different from each other. R 134 If multiple R 134 They are either identical or different from each other. R 135 If multiple R 135 They are either identical or different from each other. R 136 If multiple R 136 They are either identical or different from each other. R 137 If multiple R 137 They are either identical or different to one another.

[0132] In the compound described in this embodiment, B1 is bonded by a single bond to an atom included in the skeleton of A1, or an atom included as part of a substituent.

[0133] In the compound according to this embodiment, it is preferable that the compound represented by general formula (1) is one of the compounds selected from the group consisting of compounds represented by the following general formulas (11) to (17).

[0134] [ka]

[0135] (In the above general formulas (11), (12), (13), (14), (15), (16), and (17), R1~R 11 , R A1 ~R A11 , R B1 ~R B11 , R C1 ~R C16 , R D1 ~R D11 , R E1 ~R E11 , and R F1 ~R F11 Each of them operates independently. hydrogen atom, The base represented by the general formula (10) above, -L 13 -B1 is a base, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 ) a base represented by -S-(R 137 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted hydrocarbon ring group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Y Aand Y B Each of these independently, C(R 111 )(R 112 ), N(R 113 ), NL 13 -B1, Si(R 114 )(R 115 ), oxygen atom, or sulfur atom, L 13 teeth, A substituted or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, B1 is a group represented by the general formula (10) above, Z A and Z B Each of these independently, C(R 111 )(R 112 ), oxygen atom, or sulfur atom, R 111 ~R 115 R 131 ~R 137 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted hydrocarbon ring group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 111 If multiple R 111 They are either identical or different from each other. R 112 If multiple R 112 They are either identical or different from each other. R 113 If multiple R 113 They are either identical or different from each other. R 114 If multiple R 114 They are either identical or different from each other. R 115 If multiple R115 They are either identical or different from each other. R 131 If multiple R 131 They are either identical or different from each other. R 132 If multiple R 132 They are either identical or different from each other. R 133 If multiple R 133 They are either identical or different from each other. R 134 If multiple R 134 They are either identical or different from each other. R 135 If multiple R 135 They are either identical or different from each other. R 136 If multiple R 136 They are either identical or different from each other. R 137 If multiple R 137 They are either identical or different from one another. However, the compound represented by the general formula (11) satisfies at least one of the following conditions (a1) and (a2). Condition (a1): R1~R 11 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. Condition (a2):Y A and Y B At least one of them is -L 13 This is the group represented by -B1. However, the compound represented by the general formula (12) satisfies the following condition (a3). Condition (a3):R A1 ~R A11 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. However, the compound represented by the general formula (13) satisfies at least one of the following conditions (a4) and (a5). Condition (a4):R B1 ~R B11 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. Condition (a5):Y A and Y B At least one of them is -L 13 This is the group represented by -B1. However, the compound represented by the general formula (14) satisfies the following condition (a6). Condition (a6):R C1 ~R C16 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. However, the compound represented by the general formula (15) satisfies at least one of the following conditions (a7) and (a8). Condition (a7):R D1 ~R D11 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. Condition (a8):Y A and Y B At least one of them is -L 13 This is the group represented by -B1. However, the compound represented by the general formula (16) satisfies at least one of the following conditions (a9) and (a10). Condition (a9):R E1 ~R E11 At least one of them is a group represented by the general formula (10) or -L 13 This is the group represented by -B1. Condition (a10):Y A and Y B At least one of them is -L 13 This is the group represented by -B1. However, the compound represented by the general formula (17) satisfies at least one of the following conditions (a11) and (a12). Condition (a11):R F1 ~R F11 At least one of them is a group represented by the general formula (10) or -L 13This is the group represented by -B1. Condition (a12):Y A and Y B At least one of them is -L 13 (This is the group represented by -B1.)

[0136] In the compound according to this embodiment, R1~R 11 Of these, at least one is a group represented by the general formula (10), R A1 ~R A11 Of these, at least one is a group represented by the general formula (10), R B1 ~R B11 Of these, at least one is a group represented by the general formula (10), R C1 ~R C16 Of these, at least one is a group represented by the general formula (10), R D1 ~R D11 Of these, at least one is a group represented by the general formula (10), R E1 ~R E11 Of these, at least one is a group represented by the general formula (10), R F1 ~R F11 Preferably, at least one of these is a group represented by the general formula (10). In the compound according to this embodiment, it is preferable that the group represented by general formula (10) is directly bonded to the ring structure itself represented by general formula (11), (12), (13), (14), (15), (16), or (17).

[0137] In the compounds according to this embodiment, Y is used independently. A and Y B N(R) 113 ) or NL 13 -B1 is also preferable. N(R 113 ) in R 113 is, -L 11 -Ar 11 A group represented by -L12 -Ar 12 It is also preferable that the group be represented by L 11 Ar 11 , L 12 and Ar 12 These are L in the group represented by the general formula (111) described below. 11 Ar 11 , L 12 and Ar 12 It is synonymous with [the above].

[0138] In this embodiment, it is more preferable that the compound represented by general formula (1) is the compound represented by general formula (11). The compound represented by general formula (11) is an example of a compound in which a group derived from the ring structure represented by general formula (A2-15) is bonded to at least one B1 represented by general formula (10).

[0139] In this embodiment, the compound represented by the general formula (11) is also preferably the compound represented by the following general formula (1A).

[0140] [ka]

[0141] (In the above general formula (1A), R1 to R 11 , Y A and Y B These are, respectively, R1 to R in the general formula (11) above. 11 , Y A and Y B This is equivalent to the above, and B1, n, and * are equivalent to B1, n, and * in general formula (10), respectively.

[0142] In the compound according to this embodiment, Y A and Y B Each of them independently, N(R 113 ) is preferable.

[0143] In the compound according to this embodiment, it is preferable that the compound represented by general formula (1) is the compound represented by the following general formula (111).

[0144] [ka]

[0145] (In the above general formula (111), R1~R 11 These are R1 to R in the general formula (11) mentioned above. 11 It is synonymous with, L 11 and L 12 Each of them operates independently. single bond, Substituted or unsubstituted alkylene groups with 1 to 30 carbon atoms, A substituted or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, Ar 11 and Ar 12 Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0146] In the compound according to this embodiment, it is preferable that the compound represented by general formula (1) is the compound represented by the following general formula (112).

[0147] [ka]

[0148] (In the above general formula (112), R1~R 11 , L 11 , L 12 And Ar 11These are R1 to R in the general formula (111) mentioned above. 11 , L 11 , L 12 And Ar 11 It is synonymous with, R 121 ~R 128 Of the sets of two or more adjacent items, one or more sets are They bond to each other to form a ring represented by the following general formula (12A), They combine with each other to form a ring represented by the following general formula (12B), or They do not bind to each other.

[0149] [ka]

[0150] (In the above general formulas (12A) and (12B), R 141 ~R 144 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R 151 ~R 154 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, *1, *2, *3, and *4 each independently indicate the bonding position. (In the above general formulas (112), (12A), and (12B), X1 and X2 are each independently an oxygen atom, a sulfur atom, or C(R) 129 )(R 130 ) and R 129 and R 130 A group consisting of, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R 121 ~R 130 , R 141 ~R 144 R 151 ~R 154 One of them is a single bond that connects to *a, *R is not a single bond bonded to a, but does not form the ring represented by the general formula (12A) and the ring represented by the general formula (12B). 121 ~R 128 Furthermore, R is not a single bond bonded to *a, and does not form the substituted or unsubstituted monoring, nor does it form the substituted or unsubstituted fused ring. 141 ~R 144 and R 151 ~R 154 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 ) a base represented by -S-(R 137 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. *a is not a single bond that binds to a, and does not form the aforementioned substituted or unsubstituted monoring, nor does it form the aforementioned substituted or unsubstituted fused ring. 129 ~R 130 teeth, hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0151] In the compound according to this embodiment, Ar 11 and Ar 12 It is also preferable that at least one of them is a group represented by the following general formula (112a).

[0152] [ka]

[0153] (In the above general formula (112a), X1, R 121 ~R 128 Furthermore, *a are X1 and R in the general formula (112), respectively. 121 ~R 128 *a is synonymous with L 11 or L 12 (This indicates the bonding position.)

[0154] In the compound according to this embodiment, X1 in the general formula (112) is C(R 129 )(R 130 ) is preferable.

[0155] In the compound according to this embodiment, L in the general formula (112) 12 It is preferable that the bond is a single bond.

[0156] In the compounds according to this embodiment, it is preferable that the compound is represented by the general formula (1) and the compound is represented by the following general formula (113).

[0157] [ka]

[0158] (In the above general formula (113), R1~R 11 , L 11 Ar 11 , R 121 ~R 130 Furthermore, *a are R1 to R in the general formula (112), respectively. 11 , L 11 Ar 11 , R 121 ~R 130 (Also synonymous with *a.)

[0159] In the compound according to this embodiment, it is preferable that R2 or R7 is B1.

[0160] In the compound according to this embodiment, R7 is preferably B1.

[0161] In this embodiment, if the compound represented by general formula (1) is the compound represented by general formula (11) and R7 is B1, then the compound represented by general formula (1) is represented by the following general formula (121).

[0162] [ka]

[0163] (In the above general formula (121), R1~R6, R8~R 11 , Y A and Y B These correspond to R1~R6 and R8~R in the general formula (11) above, respectively. 11 , Y A and Y B It is synonymous with, Ra, Rb, Rc, Ak D And Ar1 are Ra, Rb, Rc, and Ak in the general formula (10), respectively. D (And synonymous with Ar1.)

[0164] In this embodiment, if the compound represented by general formula (1) is the compound represented by general formula (111) and R7 is B1, then the compound represented by general formula (1) is represented by the following general formula (122).

[0165] [ka]

[0166] (In the above general formula (122), R1-R6 and R8-R 11 These correspond to R1-R6 and R8-R in the general formula (11) above, respectively. 11 It is synonymous with, L 11 , L 12 Ar 11 and Ar 12 These are, respectively, L in the general formula (111) above. 11 , L 12 Ar 11 and Ar 12 It is synonymous with, Ra, Rb, Rc, Ak D And Ar1 are Ra, Rb, Rc, and Ak in the general formula (10), respectively. D (And synonymous with Ar1.)

[0167] In this embodiment, if the compound represented by general formula (1) is the compound represented by general formula (112) and R7 is B1, then the compound represented by general formula (1) is represented by the following general formula (123).

[0168] [ka]

[0169] (In the above general formula (123), R1-R6 and R8-R 11 These correspond to R1-R6 and R8-R in the general formula (11) above, respectively. 11 It is synonymous with, L 11 , L 12 , and Ar 11 These are, respectively, L in the general formula (111) above. 11 , L 12 , and Ar 11 It is synonymous with, Ra, Rb, Rc, Ak D And Ar1 are Ra, Rb, Rc, and Ak in the general formula (10), respectively. D And is synonymous with Ar1, X1, R 121 ~R 128 Furthermore, *a are X1 and R in the general formula (112), respectively. 121 ~R 128 (Also synonymous with *a.)

[0170] In the compound according to this embodiment, it is preferable that n is 1 or 2.

[0171] In the compound according to this embodiment, the two Ak in the general formula (10) D In all cases, it is preferable that neither the substituted nor the unsubstituted monoring is formed, nor that the substituted or unsubstituted condensed ring is formed.

[0172] In the compound according to this embodiment, Ra, Rb, Rc, and Ak D It is also preferable that one or more pairs of adjacent elements from among them combine to form a substituted or unsubstituted monoring, or combine to form a substituted or unsubstituted fused ring.

[0173] In the compound according to this embodiment, Rc and Ak D When a set consisting of these elements combines with each other to form a substituted or unsubstituted monoring, or combines with each other to form a substituted or unsubstituted fused ring, the group represented by general formula (10) is preferably represented by the following general formula (10A). In the compound according to this embodiment, Ra and one of the Ak D A set consisting of Rc and the other Ak DWhen a set consisting of these elements combines with each other to form a substituted or unsubstituted monoring, or combines with each other to form a substituted or unsubstituted fused ring, the group represented by general formula (10) is preferably represented by the following general formula (10B).

[0174] [ka]

[0175] (In the above general formula (10A), Ra and Ak D They do not bind to each other, Ra, Rb, Ak D ,Ar1 and * are Ra, Rb, and Ak in the general formula (10), respectively. D This is synonymous with Ar1 and *, In the general formula (10B) above, Rb, Ar1, and * are the same as Rb, Ar1, and * in the general formula (10) above, respectively. In the above general formulas (10A) and (10B), ring D1 and ring D2 are independently substituted or unsubstituted monorings or substituted or unsubstituted fused rings. However, one or more of the hydrogen atoms bonded to ring D1 and the hydrogen atoms in the substituents bonded to ring D1 are deuterium atoms. One or more hydrogen atoms bonded to ring D2 and hydrogen atoms in the substituents bonded to ring D2 are deuterium atoms.

[0176] In the compound according to this embodiment, it is preferable that ring D1 and ring D2 are independently substituted or unsubstituted hydrocarbon rings having 6 to 50 ring-forming carbon atoms, or substituted or unsubstituted heterocycles having 5 to 50 ring-forming atoms.

[0177] In this specification, hydrocarbon rings include aryl rings (aromatic hydrocarbon rings), aliphatic hydrocarbon rings, and partially saturated hydrocarbon rings (containing at least one of the bonds selected from the group consisting of single, double, and triple bonds), where the hydrocarbon ring is either a monoring or a fused ring.

[0178] In the compound according to this embodiment, the group represented by the general formula (10) may also be represented by the following general formulas (10A-1), (10A-2), (10B-1), (10B-2), or (10B-3).

[0179] [ka]

[0180] (In the above general formulas (10A-1) and (10A-2), Ra and Ak D They do not bind to each other, Ra, Rb, Ak D ,Ar1 and * are Ra, Rb, and Ak in the general formula (10), respectively. D This is synonymous with Ar1 and *, In the above general formulas (10B-1), (10B-2), and (10B-3), Rb, Ar1, and * are equivalent to Rb, Ar1, and * in the above general formula (10), respectively. In the above general formulas (10A-1), (10A-2), (10B-1), (10B-2), and (10B-3), R D Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, A substituted or unsubstituted ring-forming cycloalkyl group having 3 to 20 carbon atoms, Multiple R D They are either identical or different from each other. In each of the above general formulas (10A-1), (10A-2), (10B-1), (10B-2), and (10B-3), one or more R D teeth, Deuterium atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, containing one or more deuterium atoms, It is a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms and containing one or more deuterium atoms.

[0181] In the compound according to this embodiment, Ak DWhen the Ak forms the substituted or unsubstituted monoring or the substituted or unsubstituted fused ring, D It is preferable that all of the hydrogen atoms on the substituted or unsubstituted monoring or on the substituted or unsubstituted fused ring formed are deuterium atoms.

[0182] In the compound according to this embodiment, Ar1 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms.

[0183] In the compound according to this embodiment, it is also preferable that Ar1 is an aryl group having 6 to 50 ring-forming atoms, having one or more substituents selected from the group consisting of an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 12 ring-forming atoms, and an unsubstituted heterocyclic group having 5 to 13 ring-forming atoms.

[0184] In the compound according to this embodiment, B1 is preferably a group represented by the following general formula (101).

[0185] [ka]

[0186] (In the above general formula (101), Ak D Ra, Rb, Rc, and * are, respectively, Ak in the general formula (10). D It is synonymous with Ra, Rb, Rc, and *, Ar 101 These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. Rd, Re, Rf, and Rg are each independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 ) a base represented by -S-(R 137 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0187] In the compound according to this embodiment, Ar1 is also preferably a group represented by the following general formula (103) or (104).

[0188] [ka]

[0189] (In the above general formula (103), Ar 101 Rd, Re, Rf, and Rg are, respectively, Ar in the general formula (101). 101 , is synonymous with Rd, Re, Rf, and Rg, and * indicates the binding position. In the above general formula (104), Rd, Re, Rf, and Rg are equivalent to Rd, Re, Rf, and Rg in the above general formula (101), respectively, and Alk 102 (where * is a substituted or unsubstituted alkyl group with 1 to 50 carbon atoms, and * indicates the bond position.)

[0190] In the compound according to this embodiment, Ar 101 It is preferable that this is a substituted or unsubstituted phenyl group.

[0191] In the compound according to this embodiment, B1 is preferably a group represented by the following general formula (102).

[0192] [ka]

[0193] (In the above general formula (102), Ra, Rb, Rc, Rd, Re, Rf, Rg, Ar 101 And * are Ra, Rb, Rc, Rd, Re, Rf, Rg, Ar in the general formula (101), respectively. 101 (And is synonymous with *.)

[0194] In the compound according to this embodiment, Ak D teeth, An unsubstituted alkyl group having 1 to 50 carbon atoms, in which all hydrogen atoms in the group are deuterium atoms, or It is preferable that the group consists of an unsubstituted cycloalkyl group with 3 to 50 carbon atoms, where all hydrogen atoms are deuterium atoms.

[0195] In the compound according to this embodiment, Ak D Each of them operates independently. A methyl group containing one or more deuterium atoms, An ethyl group containing one or more deuterium atoms, A tert-butyl group containing one or more deuterium atoms, an isopropyl group containing one or more deuterium atoms, or It is preferable that the ring-forming cycloalkyl group has 3 to 50 carbon atoms and contains one or more deuterium atoms, either substituted or unsubstituted.

[0196] In the compound according to this embodiment, Ak D It is also preferable that the alkyl group has a branched chain.

[0197] In the compound according to this embodiment, Ak D Each of these is preferably a methyl group containing one or more deuterium atoms.

[0198] In the compound according to this embodiment, the Ak at B1, which is the group represented by the general formula (10), D Preferably, all hydrogen atoms other than the hydrogen atoms present are light hydrogen atoms.

[0199] In this embodiment, the Ak of ​​the compound represented by the general formula (1) within the molecule D Preferably, all hydrogen atoms other than the hydrogen atoms present are light hydrogen atoms.

[0200] In this embodiment, the compound represented by the general formula (1) is preferably represented by the following general formula (114).

[0201] [ka]

[0202] (In the above general formula (114), R1-R6 and R8-R 11 These correspond to R1-R6 and R8-R in the general formula (11) above, respectively. 11 It is synonymous with, L 11 teeth, single bond, Substituted or unsubstituted alkylene groups with 1 to 30 carbon atoms, A substituted or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, Ar 11 teeth, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ra, Rb, Rc, Rd, Re, Rf, and Rg are each independent of the others. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 ) a base represented by -S-(R 137 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ar 101 These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R 121 ~R 126 and R 128 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R 131 )(R 132 ) a base represented by -Si(R 133 )(R 134 )(R 135 ) a base represented by -O-(R 136 A base represented by ) or -S-(R 137 It is a base represented by ), R 129 ~R 130Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0203] In the compound according to this embodiment, Ra, Rb, and Rc are each independently hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R 131 )(R 132 ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or It is preferable that the heterocyclic group has 5 to 30 substituted or unsubstituted ring-forming atoms.

[0204] In the compound according to this embodiment, Ra, Rb, and Rc are each independently hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, It is preferable that the ring-forming aryl group has 6 to 30 carbon atoms and is either substituted or unsubstituted.

[0205] In the compound according to this embodiment, Ra and Rc are preferably hydrogen atoms, and Rb is preferably a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

[0206] In the compound according to this embodiment, R1 to R are not groups represented by the general formula (10). 11 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R 131 )(R 132) a base represented by A substituted or unsubstituted hydrocarbon ring group having 6 to 30 carbon atoms, or It is preferable that the heterocyclic group has 5 to 30 substituted or unsubstituted ring-forming atoms.

[0207] In the compound according to this embodiment, R1 to R are not groups represented by the general formula (10). 11 Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, It is preferable that the ring-forming hydrocarbon ring group has 6 to 30 carbon atoms and is either substituted or unsubstituted.

[0208] In the compound according to this embodiment, R1, R4, R5, R8, R9 and R 11 It is preferable that it be a hydrogen atom.

[0209] In the compound according to this embodiment, it is preferable that one of R2 and R3 is a hydrogen atom, the other of R2 and R3 is a substituent other than a hydrogen atom, and one of R6 and R7 is a hydrogen atom, the other of R6 and R7 is a substituent other than a hydrogen atom.

[0210] In the compound according to this embodiment, R 121 ~R 128 , R 141 ~R 144 R 151 ~R 154 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R 131 )(R 132 ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or It is preferable that the heterocyclic group has 5 to 30 substituted or unsubstituted ring-forming atoms.

[0211] In the compound according to this embodiment, R 121 ~R 128 , R 141 ~R 144 R 151 ~R 154 Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, It is preferable that the ring-forming aryl group has 6 to 30 carbon atoms and is either substituted or unsubstituted.

[0212] In the compound according to this embodiment, it is preferable that all hydrocarbon ring groups in the general formula (1), excluding the hydrocarbon ring group as Ar1, are aryl groups.

[0213] In the compounds according to this embodiment, the substituent in the case of "substituted or unsubstituted" is preferably an unsubstituted C1-C6 alkyl group, an unsubstituted ring-forming C6-C12 aryl group, or an unsubstituted ring-forming C5-C13 heterocyclic group.

[0214] In the compounds according to this embodiment, it is preferable that any group described as "substituted or unsubstituted" is an "unsubstituted" group.

[0215] (Maximum fluorescence emission peak wavelength) In this specification, the maximum peak wavelength of fluorescence emission may be referred to as the maximum peak wavelength of fluorescence emission. In the compound according to this embodiment, the maximum fluorescence emission peak wavelength of the compound according to this embodiment is preferably 440 nm or higher, and preferably 445 nm or higher. In the compound according to this embodiment, the maximum fluorescence emission peak wavelength of the compound according to this embodiment is preferably 480 nm or less, and more preferably 470 nm or less. If the maximum peak wavelength of fluorescence emission of the compound according to this embodiment is 440 nm or higher, electronic devices such as displays equipped with organic EL elements containing the compound according to this embodiment can easily obtain the desired appropriate blue light emission. If the maximum fluorescence emission peak wavelength of the compound according to this embodiment is 480 nm or less, electronic devices such as displays equipped with organic EL elements containing the compound according to this embodiment can easily obtain the desired appropriate blue light emission.

[0216] In this specification, the maximum fluorescence emission peak wavelength is defined as the wavelength at which the compound being measured is 10 -6 moles / liter or more, 10 -5 For a toluene solution dissolved at a concentration of mol / liter or less, this refers to the maximum peak wavelength of the fluorescence spectrum at which the emission intensity is maximized. A fluorescence spectrum analyzer (model name: FP-8300, manufactured by JASCO Corporation) can be used for measurement. However, the fluorescence spectrum analyzer is not limited to the example shown here.

[0217] (Method for producing the compound according to this embodiment) The compounds according to this embodiment can be produced by following the synthesis method described in the examples below, or by using known alternative reactions and raw materials tailored to the target product, in accordance with that synthesis method.

[0218] (Specific examples of compounds according to this embodiment) Specific examples of compounds according to this embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples.

[0219] [ka]

[0220] [ka]

[0221] [ka]

[0222] [ka]

[0223]

change

[0224]

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[0225]

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[0226]

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[0227]

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[0228]

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[0229]

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[0230]

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[0231]

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[0232]

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[0233] [ka]

[0234] [ka]

[0235] [ka]

[0236] [ka]

[0237] [ka]

[0238] [ka]

[0239] [Second Embodiment] (Materials for organic electroluminescent devices) The material for an organic electroluminescent device according to this embodiment contains the compound according to the first embodiment. One embodiment is a material for an organic electroluminescent device that contains only the compound according to the first embodiment, and another embodiment is a material for an organic electroluminescent device that contains the compound according to the first embodiment and other compounds different from the compound in the first embodiment. In the organic electroluminescent element material of this embodiment, it is preferable that the compound according to the first embodiment is a dopant material. In this case, the organic electroluminescent element material may include the compound according to the first embodiment as a dopant material and other compounds such as a host material.

[0240] The compound according to the first embodiment is useful as a material for organic EL devices, useful as a material for the light-emitting layer of an organic EL device, and in particular useful as a blue light-emitting material for the light-emitting layer.

[0241] [Third Embodiment] (composition) The composition according to this embodiment contains the compound according to the first embodiment as the first compound. The compound according to the first embodiment (the first compound) is a deuterium compound containing at least one deuterium atom in its molecule. The composition according to this embodiment contains or does not contain a light hydrogen compound Mp in which all hydrogen atoms in the compound represented by the general formula (1) (the compound according to the first embodiment) are light hydrogen atoms (i.e., all hydrogen atoms present in the molecule are light hydrogen atoms, and there are no deuterium atoms in the molecule), and the content ratio D of the first compound to the total of the first compound and the light hydrogen compound in the composition according to this embodiment is X It is 0.1 mol% or more. The content Dx of this first compound is calculated using the following formula (Equation 1D). Dx={Xd / (Xd+Xp)}×100…(Math 1D) (In the above formula (Equation 1D), Xd is the number of molecules of the first compound in the composition, and Xp is the number of molecules of the light hydrogen compound Mp in the composition.)

[0242] The composition according to this embodiment may contain two or more compounds that have different structures from each other, as long as they are compounds represented by the general formula (1) (i.e., it may contain a plurality of first compounds. In this case, the sum of the number of molecules of the plurality of first compounds is used as Xd in the formula (Equation 1D)). For example, the composition according to this embodiment may contain two or more compounds that are compounds represented by the general formula (1) and have deuterium atoms in positions that are different from each other. Furthermore, the composition according to this embodiment may contain two or more compounds in which the ratio of deuterium atoms to the sum of light hydrogen atoms and deuterium atoms in the compound represented by the general formula (1) is different, in the case where the compound represented by the general formula (1) "has a deuterium atom as a hydrogen atom".

[0243] A composition according to one aspect of this embodiment does not contain a light hydrogen compound Mp (a light hydrogen compound having the same structure as the compound represented by general formula (1) except that it contains only light hydrogen atoms as hydrogen atoms), and contains a first compound and one or more compounds other than the first compound and the light hydrogen compound Mp. A composition according to one aspect of this embodiment does not contain the light hydrogen compound Mp and does not contain any compounds other than the first compound and the light hydrogen compound Mp. In other words, the composition according to this aspect of this embodiment consists (substantially) only of the first compound.

[0244] A composition according to one aspect of this embodiment contains a first compound and a light hydrogen compound Mp.

[0245] A composition according to one aspect of this embodiment contains a first compound, a light hydrogen compound Mp, and one or more compounds other than the first compound and the light hydrogen compound Mp.

[0246] A composition according to one aspect of this embodiment consists substantially only of the first compound and the light hydrogen compound Mp. "Substantially consisting of only the first compound and the light hydrogen compound Mp" means that the composition contains no other components other than the first compound and the light hydrogen compound Mp, or contains trace amounts of other components that do not impair the effects of the present invention. For example, if other components are present as unavoidable impurities, this falls under the condition of "substantially consisting of only the first compound and the light hydrogen compound Mp."

[0247] A composition according to one aspect of this embodiment consists only of the first compound and the light hydrogen compound Mp.

[0248] In a composition according to one aspect of this embodiment, the content ratio Dx of the first compound relative to the total of the first compound and the light hydrogen compound Mp is preferably 1 mol% or more, 5 mol% or more, 10 mol% or more, 20 mol% or more, 30 mol% or more, 50 mol% or more, 70 mol% or more, 90 mol% or more, 95 mol% or more, 99 mol% or more, or 100 mol%. In a composition according to one aspect of this embodiment, the content ratio Dx of the first compound relative to the total of the first compound and the light hydrogen compound Mp may be less than 100 mol%, 99 mol% or less, 95 mol% or less, 90 mol% or less, 80 mol% or less, 70 mol% or less, 60 mol% or less, 50 mol% or less, or 40 mol% or less.

[0249] The composition according to this embodiment is useful as a material for organic EL devices and is useful as a material for the light-emitting layer of an organic EL device.

[0250] Since the composition according to this embodiment contains the compound according to the first embodiment, the composition according to this embodiment can extend the lifespan of the organic electroluminescent element.

[0251] [Fourth Embodiment] (Organic electroluminescent element) The organic EL element according to this embodiment will be described below. The organic EL element according to this embodiment includes an organic layer between the anode and cathode electrodes. This organic layer includes at least one layer composed of an organic compound. Alternatively, this organic layer is formed by stacking multiple layers composed of organic compounds. The organic layer may further contain an inorganic compound.

[0252] In the organic EL element according to this embodiment, the organic layer contains the compound according to the first embodiment. That is, the organic EL element according to this embodiment has a cathode, an anode, and an organic layer contained between the cathode and the anode, and at least one layer contained in the organic layer contains the compound according to the first embodiment as the first compound.

[0253] According to this embodiment, the lifespan of the organic electroluminescent element can be extended.

[0254] In the organic EL element of this embodiment, at least one layer of the organic layer may contain the compound according to the first embodiment (first compound) and a light hydrogen compound Mp in which all the hydrogen atoms in the compound represented by the general formula (1) (compound according to the first embodiment) are light hydrogen atoms.

[0255] In the organic EL element of this embodiment, the organic layer includes a light-emitting layer, and it is preferable that the light-emitting layer contains a first compound (a compound according to the first embodiment).

[0256] In the organic EL element of this embodiment, the light-emitting layer may contain the compound according to the first embodiment (first compound) and a light hydrogen compound Mp in which all the hydrogen atoms in the compound represented by the general formula (1) (compound according to the first embodiment) are light hydrogen atoms.

[0257] The organic EL element according to this embodiment includes a cathode, an anode, and one or more light-emitting layers disposed between the cathode and the anode, wherein at least one of the one or more light-emitting layers contains a first compound (a compound according to the first embodiment).

[0258] In a fourth embodiment, the organic EL element according to this embodiment may be an organic EL element having a single-layer light-emitting layer.

[0259] A schematic configuration of an organic EL element according to one aspect of this embodiment will be described with reference to Figure 1. Figure 1 shows a schematic configuration of an example of an organic EL element according to the fourth embodiment. An organic EL element 1 according to one aspect of this embodiment includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 is constructed by stacking a first organic layer 67, a light-emitting layer 5, and a second organic layer 89 in that order, starting from the anode 3 side. The first organic layer 67 and the second organic layer 89 may each be a single layer or consist of multiple layers. Furthermore, the first organic layer 67 may include a hole transport region. The hole transport region may include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, and an electron barrier layer. The second organic layer 89 may include an electron transport region. The electron transport region may include at least one layer selected from the group consisting of an electron injection layer, an electron transport layer, and a hole barrier layer. For example, the first organic layer 67 may be constructed by stacking a hole injection layer and a hole transport layer in that order from the anode 3 side. The second organic layer 89 may be constructed by stacking an electron transport layer and an electron injection layer in that order from the anode 3 side. The organic EL element 1 may be constructed by stacking a hole injection layer, a hole transport layer, a light-emitting layer 5, an electron transport layer, and an electron injection layer in that order from the anode 3 side. Furthermore, for example, the first organic layer 67 may be constructed by stacking a hole injection layer, a hole transport layer, and an electron barrier layer in that order from the anode 3 side. Also, for example, the second organic layer 89 may be constructed by stacking a hole barrier layer, an electron transport layer, and an electron injection layer in that order from the anode 3 side. The present invention is not limited to the organic EL element with the configuration shown in Figure 1. The compound according to the first embodiment or the composition according to the third embodiment is included in the first organic layer 67, the light-emitting layer 5, or the second organic layer 89. In one embodiment, the compound according to the first embodiment or the composition according to the third embodiment is included in the light-emitting layer 5. The compound according to the first embodiment can function as a light-emitting compound in the light-emitting layer 5.

[0260] In the organic EL element according to the fourth embodiment, the light-emitting layer preferably contains the compound according to the first embodiment (first compound) as a light-emitting compound, as well as a host material. The host material is not particularly limited, but preferably, for example, it is a compound that can be used together with the fluorescent compound.

[0261] (The first compound and the second compound) In the organic EL element according to the fourth embodiment, the light-emitting layer preferably contains a second compound represented by the following general formula (H10).

[0262] In the organic EL element according to this embodiment, it is also preferable that the light-emitting layer does not contain a metal complex. Furthermore, in the organic EL element according to this embodiment, it is also preferable that the light-emitting layer does not contain a boron-containing complex.

[0263] In the organic EL element according to this embodiment, it is preferable that the light-emitting layer does not contain phosphorescent material (dopant material). It is also preferable that the light-emitting layer does not contain heavy metal complexes and phosphorescent rare earth metal complexes.

[0264] In the organic EL element according to the fourth embodiment, it is preferable that the light-emitting layer of the organic EL element contains a combination of the compound according to the first embodiment (first compound) and the compound represented by the following general formula (H10) (second compound).

[0265] <Compounds represented by the general formula (H10)> This section will explain the compound represented by the general formula (H10) (the second compound).

[0266] [ka]

[0267] [In the above general formula (H10), R 101 ~R 110 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 101 ~R 110 Each of them operates independently. hydrogen atom, Substituent R, or It is a group represented by the following general formula (H10A), However, R does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring. 101 ~R 110 At least one of them is a group represented by the following general formula (H10A), If there are two or more groups represented by the following general formula (H10A), then the two or more groups represented by the following general formula (H10A) are either identical or different from one another. -L 101 -Ar 101 (H10A) (In the above general formula (H10A), L 101 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar 101 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. The substituent R is Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. If there are two or more substituents R, the two or more substituents R are either identical or different from each other. R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from each other. R 902 If multiple R 902 They are either identical or different from each other. R 903 If multiple R 903 They are either identical or different from each other. R 904 If multiple R 904 They are either identical or different from each other. R 905 If multiple R 905 They are either identical or different from each other. R 906 If multiple R 906 They are either identical or different from each other. R 907 If multiple R 907 They are either identical or different from each other.

[0268] The compound represented by the general formula (H10) may have a deuterium atom as a hydrogen atom.

[0269] In one embodiment, Ar in the general formula (H10) 101At least one of these is a substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms.

[0270] In one embodiment, Ar in the general formula (H10) 101 At least one of these is a monovalent heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms.

[0271] In one embodiment, all Ar in the general formula (H10) 101 However, these are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. 101 They may be the same as or different from each other.

[0272] In one embodiment, Ar in the general formula (H10) 101 One of them is a heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, and the remaining Ar 101 These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. 101 They may be the same as or different from each other.

[0273] In one embodiment, L in the general formula (H10) 101 At least one of them is a single bond. In one embodiment, L in the general formula (H10) 101 All of them are single bonds. In one embodiment, L in the general formula (H10) 101 At least one of these is a substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms. In one embodiment, L in the general formula (H10) 101 At least one of these is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0274] In one embodiment, -L in the general formula (H10) 101 -Ar 101 The base represented by, Substituted or unsubstituted phenyl groups, Substituted or unsubstituted naphthyl groups, Substituted or unsubstituted biphenyl groups, Substituted or unsubstituted phenantrenyl groups, Substituted or unsubstituted benzophenantrenyl groups, Substituted or unsubstituted fluorenyl groups, Substituted or unsubstituted benzofluorenyl groups, Substituted or unsubstituted dibenzofuranyl groups, Substituted or unsubstituted naphthobenzofuranyl groups, Substituted or unsubstituted dibenzothiophenyl groups, and Selected from the group consisting of substituted or unsubstituted carbazolyl groups.

[0275] In one embodiment, each substituent R in the general formula (H10) is independently, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by halogen atom, cyano group, nitro group, or A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, R 901 ~R 907 This is as defined in the general formula (H10) above.

[0276] In one embodiment, the substituents in the phrase "substituted or unsubstituted" in the general formula (H10) are each independently: Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 This is as defined in the general formula (H10) above.

[0277] In one embodiment, the substituents in the phrase "substituted or unsubstituted" in the general formula (H10) are each independently: Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by halogen atom, cyano group, nitro group, or A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, R 901 ~R 907 This is as defined in the general formula (H10) above.

[0278] In one embodiment, the substituent in the general formula (H10) referred to as "substituted or unsubstituted" is 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.

[0279] In one embodiment, the substituent in the phrase "substituted or unsubstituted" in the general formula (H10) is an alkyl group having 1 to 5 carbon atoms.

[0280] In one embodiment, the compound represented by the general formula (H10) is the compound represented by the following general formula (H20).

[0281] [ka]

[0282] (In the above general formula (H20), R 101 ~R 108 , L 101 and Ar 101 This is as defined in the general formula (H10) above.

[0283] That is, in one embodiment, the compound represented by the general formula (H10) or general formula (H20) has at least two groups represented by the general formula (H10A). In one embodiment, the compound represented by the general formula (H10) or general formula (H20) has two or three groups represented by the general formula (H10A).

[0284] The compound represented by the general formula (H2O) may have a deuterium atom as a hydrogen atom.

[0285] In one embodiment, R in the general formulas (H10) and (H20) 101 ~R 110 Any pair consisting of two or more adjacent elements cannot be combined with each other. In one embodiment, R in the general formulas (H10) and (H20) 101 ~R 110 However, it is a hydrogen atom.

[0286] In one embodiment, the compound represented by the general formula (H20) is the compound represented by the following general formula (H30).

[0287] [ka]

[0288] (In the general formula (H30), L 101 and Ar 101 This is as defined in the general formula (H10) above, R 101A ~R 108A Of these, any pairs consisting of two or more adjacent items do not combine with each other. R 101A ~R 108A Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10).

[0289] In other words, the compound represented by the general formula (H30) is a compound having two groups represented by the general formula (H10A).

[0290] In one embodiment, the compound represented by the general formula (H30) is the compound represented by the following general formula (H31).

[0291] [ka]

[0292] (In the general formula (H31), L 101 and Ar 101 This is as defined in the general formula (H10) above, R 101A ~R 108A This is as defined in the general formula (H30) above, X b It consists of an oxygen atom, a sulfur atom, and N(R) 331 ), or C(R 332 )(R 333 ) and R 121 ~R 128 , and R 331 ~R 333 One of them is L 101 It is a single bond that connects to, L 101 R is not a single bond that connects to it. 121 ~R 128 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, L 101 R is not a single bond that bonds to the aforementioned substituted or unsubstituted monoring, and does not form the aforementioned substituted or unsubstituted fused ring. 121 ~R 128 Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10), L 101 R is not a single bond that connects to it. 331 ~R 333 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 331 If multiple R 331 They are either identical or different from each other. R 332 If multiple R 332 They are either identical or different from each other. R333 If multiple R 333 They are either identical or different to one another.

[0293] In one embodiment, the compound represented by the general formula (H31) is the compound represented by the following general formula (H32).

[0294] [ka]

[0295] (In the above general formula (H32), R 101A ~R 108A , L 101 Ar 101 , R 121 ~R 128 , R 332 and R 333 This is as defined in the general formula (H31) above.

[0296] In one embodiment, the compound represented by the general formula (H31) is the compound represented by the following general formula (H33).

[0297] [ka]

[0298] (In the above general formula (H33), R 101A ~R 108A , L 101 Ar 101 , and R 121 ~R 128 This is as defined in the general formula (H31) above, X c is an oxygen atom, a sulfur atom, or N(R) 331 ) and R 331 This is as defined in the general formula (H31) above.

[0299] In one embodiment, the compound represented by the general formula (H31) is the compound represented by the following general formula (H34).

[0300] [ka]

[0301] (In the above general formula (H34), R 101A ~R 108A , L 101 and Ar 101 This is as defined in the general formula (H31) above, X c is an oxygen atom, a sulfur atom, or N(R) 331 ) and R 331 This is as defined in the general formula (H31) above, R 121A ~R 128A One of them is L 101 It is a single bond that connects to, L 101 R is not a single bond that connects to it. 121A ~R 128A Of these, any set consisting of two or more adjacent elements does not combine with each other. L 101 R is not a single bond that connects to it. 121A ~R 128A Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10).

[0302] In one embodiment, the compound represented by the general formula (H31) is the compound represented by the following general formula (H35).

[0303] [ka]

[0304] [In the above general formula (H35), R 101A ~R 108A , L 101 Ar 101 and X b This is as defined in the general formula (H31) above. R121A ~R 124A Any set of two or more adjacent elements among them does not combine with each other. R 125A and R 126A , R 126A and R 127A , and R 127A and R 128A Any one of these pairs combines with each other to form a ring represented by the following general formula (H35a) or general formula (H35b).

[0305] [ka]

[0306] (In the above general formulas (H35a) and (H35b), The two * symbols are, respectively, R 125A and R 126A , R 126A and R 127A , and R 127A and R 128A It combines with any one of the following pairs, R 341 ~R 344 Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10), X d (This is either an oxygen atom or a sulfur atom.) R 121A ~R 124A , R that does not form a ring represented by the general formula (H35a) or general formula (H35b) 125A ~R 128A , and R 341 ~R 344 One of them is L 101 It is a single bond that connects to, L 101 R is not a single bond that connects to it. 121A ~R 124A , and L 101 R is not a single bond that bonds to and does not form a ring represented by the general formula (H35a) or general formula (H35b). 125A ~R 128AEach of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10).

[0307] In one embodiment, the compound represented by the general formula (H35) is the compound represented by the following general formula (H36).

[0308] [ka]

[0309] (In the above general formula (H36), R 101A ~R 108A , L 101 , and Ar 101 This is as defined in the general formula (H35) above, and R 125B ~R 128B Each of these independently corresponds to R in the general formula (H35) 125A ~R 128A (This is synonymous with...)

[0310] In one embodiment, the compound represented by the general formula (H34) is the compound represented by the following general formula (H37).

[0311] [ka]

[0312] (In the above general formula (H37), R 101A ~R 108A , R 125A ~R 128A , L 101 and Ar 101 This is as defined in the general formula (H34) above.

[0313] In one embodiment, R in the general formulas (H30) to (H37) 101A ~R 108A However, it is a hydrogen atom.

[0314] In one embodiment, the compound represented by the general formula (H10) is the compound represented by the following general formula (H40).

[0315] [ka]

[0316] (In the above general formula (H40), L 101 and Ar 101 This is as defined in the general formula (H10) above, R 101A , and R 103A ~R 108A Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 101A , and R 103A ~R 108A Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10). In other words, the compound represented by the general formula (H40) is a compound having three groups represented by the general formula (H10A).

[0317] In one embodiment, the compound represented by the general formula (H40) is represented by the following general formula (H41).

[0318] [ka]

[0319] (In the above general formula (H41), L 101 and Ar 101 This is as defined in the general formula (H40) above.

[0320] In one embodiment, the compound represented by the general formula (H40) is a compound represented by any of the following general formulas (H42-1) to (H42-3).

[0321] [ka]

[0322] (In the above general formulas (H42-1) to general formulas (H42-3), R 101A , R 103A ~R 108A , L 101 and Ar 101 This is as defined in the general formula (H40) above.

[0323] In one embodiment, the compound represented by general formulas (H42-1) to (H42-3) is a compound represented by any of the following general formulas (H43-1) to (H43-3).

[0324] [ka]

[0325] (In the above general formulas (H43-1) to general formulas (H43-3), L 101 and Ar 101 This is as defined in the general formula (H40) above.

[0326] In one embodiment, the -L in the general formulas (H40), (H41), (H42-1) to (H42-3), and (H43-1) to (H43-3) is 101 -Ar 101 The base represented by, Substituted or unsubstituted phenyl groups, Substituted or unsubstituted naphthyl groups, Substituted or unsubstituted biphenyl groups, Substituted or unsubstituted phenantrenyl groups, Substituted or unsubstituted benzophenantrenyl groups, Substituted or unsubstituted fluorenyl groups, Substituted or unsubstituted benzofluorenyl groups, Substituted or unsubstituted dibenzofuranyl groups, Substituted or unsubstituted naphthobenzofuranyl groups, Substituted or unsubstituted dibenzothiophenyl groups, and Selected from the group consisting of substituted or unsubstituted carbazolyl groups.

[0327] In one embodiment, the compounds represented by the general formula (H10) or general formula (H20) include compounds in which at least one of the hydrogen atoms in these compounds is a deuterium atom.

[0328] In one embodiment, the general formula (H20) R is a hydrogen atom 101 ~R 108 , R is the substituent R mentioned above. 101 ~R 108 The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom.

[0329] The compounds represented by the general formulas (H30) to (H37) include compounds in which at least one of the hydrogen atoms in these compounds is a deuterium atom. In one embodiment, at least one of the hydrogen atoms bonded to the carbon atoms constituting the anthracene skeleton in the compound represented by general formulas (H30) to (H37) is a deuterium atom.

[0330] In one embodiment, the compound represented by the general formula (H30) is the compound represented by the following general formula (H30D).

[0331] [ka]

[0332] (In the above general formula (H30D), R 101A ~R 108A , L 101 and Ar 101 This is as defined in the general formula (H30) above. however, R is a hydrogen atom 101A ~R 108A , R is the substituent R mentioned above. 101A ~R 108A The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom. That is, the compound represented by the general formula (H30D) is a compound in which at least one of the hydrogen atoms in the compound represented by the general formula (H30) is a deuterium atom.

[0333] In one embodiment, R is a hydrogen atom in the general formula (H30D). 101A ~R 108A At least one of them is a deuterium atom.

[0334] In one embodiment, the compound represented by the general formula (H30D) is the compound represented by the following general formula (H31D).

[0335] [ka]

[0336] (In the above general formula (H31D), R 101A ~R108A , L 101 and Ar 101 This is as defined in the general formula (H30D) above, X d is an oxygen atom or a sulfur atom, R 121 ~R 128 One of them is L 101 It is a single bond that connects to, L 101 R is not a single bond that connects to it. 121 ~R 128 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, L 101 R is not a single bond that bonds to the aforementioned substituted or unsubstituted monoring, and does not form the aforementioned substituted or unsubstituted fused ring. 121 ~R 128 Each of them operates independently. Hydrogen atom, or The substituent R is The substituent R is defined as shown in the general formula (H10). however, R is a hydrogen atom 101A ~R 108A , R is the substituent R mentioned above. 101A ~R 108A The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, Ar 101 The hydrogen atoms of the substituent R is a hydrogen atom 121 ~R 128 , and R is the substituent R mentioned above. 121 ~R 128 The hydrogen atoms that it possesses At least one of them is a deuterium atom.

[0337] In one embodiment, the compound represented by the general formula (H31D) is the compound represented by the following general formula (H32D).

[0338] [ka]

[0339] (In the above general formula (H32D), R 101A ~R 108A , L 101 and Ar 101 This is as defined in the general formula (H31D) above, and R 125A ~R 128A Each of these independently corresponds to R in the general formula (H31D) 125 ~R 128 It is synonymous with [the above]. however, R is a hydrogen atom 101A ~R 108A , R is the substituent R mentioned above. 101A ~R 108A The hydrogen atoms that it possesses, R is a hydrogen atom 125A ~R 128A , R is the substituent R mentioned above. 125A ~R 128A The hydrogen atoms that it possesses, The hydrogen atoms bonded to the carbon atoms in the dibenzofuran skeleton in the general formula (H32D), L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom.

[0340] In one embodiment, the compound represented by the general formula (H32D) is a compound represented by the following general formula (H32D-1) or general formula (H32D-2).

[0341] [ka]

[0342] (In the above general formulas (H32D-1) and (H32D-2), R 101A ~R 108A , R 125A ~R 128A , L 101 and Ar 101 This is as defined in the general formula (H32D) above. however, R is a hydrogen atom 101A ~R 108A , R is the substituent R mentioned above. 101A ~R 108A The hydrogen atoms that it possesses, R is a hydrogen atom 125A ~R 128A , R is the substituent R mentioned above. 125A ~R 128A The hydrogen atoms that it possesses, Hydrogen atoms bonded to carbon atoms in the dibenzofuran skeleton in general formulas (H32D-1) and (H32D-2), L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom.

[0343] In one embodiment, at least one of the hydrogen atoms in the compound represented by the general formula (H40), general formula (H41), general formula (H42-1) to general formula (H42-3), or general formula (H43-1) to general formula (H43-3) is a deuterium atom.

[0344] In one embodiment, at least one of the hydrogen atoms bonded to the carbon atoms constituting the anthracene skeleton in the compound represented by the general formula (H41) is a deuterium atom.

[0345] In one embodiment, the compound represented by the general formula (H40) is the compound represented by the following general formula (H40D).

[0346] [ka]

[0347] (In the above general formula (H40D), L 101 and Ar 101 This is as defined in the general formula (H10) above, R 101A , and R 103A ~R 108A Of these, any set consisting of two or more adjacent elements does not combine with each other. R 101A , and R 103A ~R 108A Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10). however, R is a hydrogen atom 101A , and R 103A ~R 108A , R is the substituent R mentioned above. 101A , and R 103A ~R 108A The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom.

[0348] In one embodiment, R in the general formula (H40D) 101A , and R 103A ~R 108A At least one of them is a deuterium atom.

[0349] In one embodiment, the compound represented by the general formula (H40D) is the compound represented by the following general formula (H41D).

[0350] [ka]

[0351] (In the above general formula (H41D), L 101 and Ar 101 This is as defined in the general formula (H40D) above. However, in the general formula (H41D) Hydrogen atoms bonded to carbon atoms that make up the anthracene skeleton, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, and Ar 101 The hydrogen atoms of the substituent At least one of them is a deuterium atom.

[0352] In one embodiment, the compound represented by the general formula (H40D) is a compound represented by any of the following general formulas (H42D-1) to (H42D-3).

[0353] [ka]

[0354] (In the above general formulas (H42D-1) to (H42D-3), R 101A , R 103A ~R 108A , L 101 and Ar 101This is as defined in the general formula (H40D) above. However, in the above general formula (H42D-1) R is a hydrogen atom 101A , and R 103A ~R 108A , R is the substituent R mentioned above. 101A , and R 103A ~R 108A The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, Ar 101 The hydrogen atoms of the substituents, and Hydrogen atoms bonded to carbon atoms constituting the phenyl group in the general formula (H42D-1) At least one of them is a deuterium atom, In the above general formula (H42D-2) R is a hydrogen atom 101A , and R 103A ~R 108A , R is the substituent R mentioned above. 101A , and R 103A ~R 108A The hydrogen atoms that it possesses, L 101 The hydrogen atoms that it possesses, L 101 The hydrogen atoms of the substituents, Ar 101 The hydrogen atoms that it possesses, Ar 101 The hydrogen atoms of the substituents, and Hydrogen atoms bonded to carbon atoms constituting the naphthyl group in the general formula (H42D-2) At least one of them is a deuterium atom, In the above general formula (H42D-3) R is a hydrogen atom 101A , and R 103A ~R 108A , R is the substituent R mentioned above. 101A , and R 103A~R 108A The hydrogen atoms possessed by L 101 The hydrogen atoms possessed by L 101 The hydrogen atoms possessed by the substituents of Ar 101 The hydrogen atoms possessed by Ar 101 The hydrogen atoms possessed by the substituents of, and The hydrogen atoms bonded to the carbon atoms constituting the naphthyl group in the general formula (H42D-3) At least one of them is a deuterium atom.)

[0355] In one embodiment, the compounds represented by the general formulas (H42D-1) to (H42D-3) are compounds represented by any of the following general formulas (H43D-1) to (H43D-3). <(

[0356]

Chemical formula

[0357] (In the general formulas (H43D-1) to (H43D-3), L 101 and Ar 101 are as defined in the general formula (H40D). However, The hydrogen atoms bonded to the carbon atoms constituting the anthracene skeleton in the general formula (H43D-1), L 101 The hydrogen atoms possessed by ​​​​​​​​​​​​​​​​​​​101 The hydrogen atom(s) possessed by L 101 The hydrogen atom(s) possessed by the substituent of Ar 101 The hydrogen atom(s) possessed by Ar 101 The hydrogen atom(s) possessed by the substituent of, and The hydrogen atom(s) bonded to the carbon atom(s) constituting the naphthyl group in the general formula (H43D-2) At least one of which is a deuterium atom, The hydrogen atom(s) bonded to the carbon atom(s) constituting the anthracene skeleton in the general formula (H43D-3), L 101 The hydrogen atom(s) possessed by L 101 The hydrogen atom(s) possessed by the substituent of Ar 101 The hydrogen atom(s) possessed by Ar 101 The hydrogen atom(s) possessed by the substituent of, and The hydrogen atom(s) bonded to the carbon atom(s) constituting the naphthyl group in the general formula (H43D-3) At least one of which is a deuterium atom.)

[0358] In one embodiment, in the compound represented by the general formula (H20), at least one of Ar 101 is a monovalent group having a structure represented by the following general formula (H50).

[0359]

Chemical formula

[0360] (In the general formula (H50), X 151 is an oxygen atom, a sulfur atom, or C(R 161 )(R 162 ), and R 151 ~R 160 One of is a single bond that binds to L 101 and is not a single bond that binds to L L 101 R 151~R 154 A set of two or more adjacent items, and R 155 ~R 160 Of the pairs of two or more adjacent items, one or more pairs are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R 161 and R 162 The group consisting of is They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 161 and R 162 , and L 101 R is not a single bond that bonds to the aforementioned substituted or unsubstituted monoring, and does not form the aforementioned substituted or unsubstituted fused ring. 151 ~R 160 Each of these is independently a hydrogen atom or a substituent R, The substituent R is defined as shown in the general formula (H10), Ar, which is not a monovalent group having the structure represented by the general formula (H50) 101 This refers to a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms.

[0361] In the above general formula (H50), L 101 The position where a single bond is formed is not particularly limited. In one embodiment, R in the general formula (H50) 151 ~R 154 one of the following, or R 155 ~R 160 One of them is L 101 This is a single bond that connects to [the other element].

[0362] In one embodiment, Ar101 However, the following general formula (H50-R 152 ), general formula (H50-R 153 ), general formula (H50-R 154 ), general formula (H50-R 157 ) or general formula (H50-R 158 It is a monovalent group represented by ).

[0363] [ka]

[0364] (The above general formula (H50-R 152 ), general formula (H50-R 153 ), general formula (H50-R 154 ), general formula (H50-R 157 ) and general type (H50-R 158 ), X 151 , R 151 ~R 160 This is as defined in the general formula (H50) above, * is L 101 (It combines with it.)

[0365] (Specific examples of compounds represented by the general formula (H10)) Examples of compounds represented by the general formula (H10) include the compounds listed below. The compounds represented by the general formula (H10) are not limited to these examples. In the examples below, D represents a deuterium atom.

[0366] [ka]

[0367] [ka]

[0368] [ka]

[0369]

change

[0370]

change

[0371]

change

[0372]

change

[0373]

change

[0374]

change

[0375]

change

[0376]

change

[0377]

change

[0378]

change

[0379]

change

[0380] Specific examples of each of the above-mentioned units are as described in the [Definitions] section of this specification.

[0381] As described above, an organic EL element according to one aspect of the present invention has a cathode, an anode, and a light-emitting layer between the cathode and the anode, and other than the light-emitting layer containing the compound according to the first embodiment, conventionally known materials and element configurations can be applied as long as they do not impair the effects of the present invention.

[0382] In this embodiment, it is preferable that the organic EL element emits light with a maximum peak wavelength of 445 nm or more and 470 nm or less when the element is driven. The maximum peak wavelength of light emitted from the organic EL element during element drive is measured as follows: Current density is 10 mA / cm². 2 The spectral radiance spectrum of an organic EL element is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage is applied to the element in such a manner. The peak wavelength of the emission spectrum with the maximum emission intensity is measured from the obtained spectral radiance spectrum and defined as the maximum peak wavelength (unit: nm).

[0383] The content of the compound according to the first embodiment in the light-emitting layer is preferably 1% by mass or more and 20% by mass or less relative to the entire light-emitting layer. The compound according to the first embodiment is preferably a dopant material.

[0384] In the organic EL element according to this embodiment, if the light-emitting layer contains the aforementioned second compound, it is preferable that the light-emitting layer contains the aforementioned second compound in an amount of 60% by mass or more of the total mass of the light-emitting layer, more preferably 70% by mass or more of the total mass of the light-emitting layer, and even more preferably 80% by mass or more of the total mass of the light-emitting layer. The aforementioned second compound is preferably a host material. When the light-emitting layer contains the aforementioned second compound as a host material and the compound according to the first embodiment as a dopant material, the upper limit of the total content of the host material and the dopant material is 100% by mass.

[0385] [Fifth Embodiment] (Organic electroluminescent element) The organic EL element according to this embodiment will be described below. In the fifth embodiment, the organic EL element according to this embodiment may be an organic EL element having two or more light-emitting layers. The organic EL element of the fifth embodiment differs from the organic EL element of the fourth embodiment in that it has at least two or more light-emitting layers. In other respects, it is the same as the fourth embodiment. In the description of the fifth embodiment, components identical to those in the fourth embodiment will be given the same reference numerals or names, and their descriptions will be omitted or simplified. Furthermore, in the fifth embodiment, materials and compounds not specifically mentioned can be the same as those described in the first, second, third, and fourth embodiments.

[0386] The organic electroluminescent element according to this embodiment includes an anode, a cathode, and a light-emitting band disposed between the anode and the cathode, wherein the light-emitting band includes a first light-emitting layer and a second light-emitting layer, the first light-emitting layer containing a first host material and a first light-emitting compound, the second light-emitting layer containing a second host material and a second light-emitting compound, the first host material and the second host material being different from each other, and the first light-emitting compound and the second light-emitting compound being the same or different from each other.

[0387] The organic EL element according to this embodiment comprises at least two light-emitting layers (a first light-emitting layer and a second light-emitting layer). Below, we will mainly describe the differences from the fourth embodiment, and redundant explanations will be omitted or simplified.

[0388] (Emission band) The light-emitting band is located between the anode and the cathode. In the organic EL element according to this embodiment, the light-emitting band includes a first light-emitting layer and a second light-emitting layer.

[0389] In the organic EL element according to this embodiment, the first light-emitting layer may be disposed between the anode and the second light-emitting layer, or the first light-emitting layer may be disposed between the cathode and the second light-emitting layer. In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer is disposed between the anode and the second light-emitting layer.

[0390] In one embodiment of the organic EL element according to this embodiment, among a plurality of layers having an emission band, one of the first emission layer and the second emission layer is the layer located furthest towards the anode within the emission band, and the other of the first emission layer and the second emission layer is the layer located furthest towards the cathode within the emission band.

[0391] According to this embodiment, the lifespan of the organic electroluminescent element can be extended.

[0392] Conventionally, Triplet-Triplet-Annihilation (sometimes referred to as TTA) is known as a technique for improving the luminescence efficiency of organic electroluminescent devices. TTA is a mechanism in which triplet excitons collide with other triplet excitons to produce singlet excitons. The TTA mechanism is also sometimes referred to as the TTF (Triplet-Triplet Fusion) mechanism, as described in International Publication No. 2010 / 134350.

[0393] In this embodiment of the organic EL element, from the viewpoint of exhibiting the TTF mechanism, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the following equation (Equation 1), and more preferably the following equation (Equation 1A). T1(H1)>T1(H2) …(Math 1) T1(H1)-T1(H2)>0.03eV …(Math 1A)

[0394] Explain the TTF phenomenon. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As is conventionally known, the spin state has a ratio of 25% singlet excitons and 75% triplet excitons. In a conventionally known fluorescent element, light is emitted when 25% of the singlet excitons relax to the ground state, but for the remaining 75% of the triplet excitons, they return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit value of the internal quantum efficiency of a conventional fluorescent element has been said to be 25%. On the other hand, the behavior of triplet excitons generated inside an organic substance has been theoretically investigated. According to S.M. Bachilo et al. (J. Phys. Chem. A, 104, 7711 (2000)), assuming that higher-order excitons such as quintets immediately return to triplets, when the density of triplet excitons (hereinafter 3 A * described as such) increases, triplet excitons collide with each other and a reaction as shown in the following formula occurs. Here, 1 A represents the ground state, 1 A * represents the lowest excited singlet exciton. 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A * That is, 5 3 A * →4 1 A+1A * Thus, among the initially generated 75% of the triplet excitons, It is predicted that 1 / 5, or 20%, will be converted into singlet excitons. Therefore, the singlet excitons contributing as light will be 40%, which is the initial 25% plus 75% × (1 / 5) = 15%. In this case, the ratio of emission from TTF to the total emission intensity (TTF ratio) will be 15 / 40, or 37.5%. Furthermore, if we assume that the initial 75% of triplet excitons collide with each other to produce singlet excitons (one singlet exciton is produced from two triplet excitons), then a very high internal quantum efficiency of 62.5% is obtained, which is the initial 25% of singlet excitons plus 75% × (1 / 2) = 37.5%. In this case, the TTF ratio is 37.5 / 62.5 = 60%.

[0395] According to the organic electroluminescent element of this embodiment, triplet excitons generated by the recombination of holes and electrons in the first light-emitting layer are less likely to be quenched at the interface between the first light-emitting layer and the organic layer in direct contact with the first light-emitting layer, even if there is an excess of carriers at the interface between the first light-emitting layer and the organic layer in direct contact with the first light-emitting layer. For example, if the recombination region is locally located at the interface between the first light-emitting layer and the hole transport layer or electron barrier layer, quenching by an excess of electrons is possible. On the other hand, if the recombination region is locally located at the interface between the first light-emitting layer and the electron transport layer or hole barrier layer, quenching by an excess of holes is possible. The organic electroluminescent element according to this embodiment comprises at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, wherein the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship given by the formula (Equation 1). By providing a first and second light-emitting layer that satisfy the relationship in the above formula (Equation 1), triplet excitons generated in the first light-emitting layer can move to the second light-emitting layer without being quenched by excess carriers, and the reverse movement from the second light-emitting layer to the first light-emitting layer can be suppressed. As a result, the TTF mechanism is activated in the second light-emitting layer, singlet excitons are efficiently generated, and the luminescence efficiency is improved. Thus, the organic electroluminescent element comprises a first light-emitting layer that primarily generates triplet excitons and a second light-emitting layer that primarily exhibits the TTF mechanism by utilizing triplet excitons migrated from the first light-emitting layer, as separate regions. By using a compound with a lower triplet energy than the first host material in the first light-emitting layer as the second host material in the second light-emitting layer, a difference in triplet energy is created, thereby improving the luminescence efficiency.

[0396] In this specification, "host material" refers to a material that is included in the layer in an amount of, for example, "50% by mass or more". Therefore, the first light-emitting layer contains, for example, the first host material in an amount of 50% by mass or more of the total mass of the first light-emitting layer. The second light-emitting layer contains, for example, the second host material in an amount of 50% by mass or more of the total mass of the second light-emitting layer.

[0397] In the organic EL element according to this embodiment, at least one of the first luminescent compound and the second luminescent compound is the compound according to the first embodiment. In the organic EL element according to this embodiment, if one of the first luminescent compound and the second luminescent compound is a compound according to the first embodiment, and the other is not a compound according to the first embodiment, the other luminescent compound is not particularly limited.

[0398] In the organic EL element according to this embodiment, the first light-emitting compound is preferably the compound according to the first embodiment.

[0399] In one embodiment of the organic EL element according to this embodiment, both the first luminescent compound and the second luminescent compound are compounds according to the first embodiment.

[0400] (First light-emitting layer) The first light-emitting layer comprises a first host material and a first light-emitting compound. The first host material is a different compound from the second host material contained in the second light-emitting layer.

[0401] In the organic EL element according to this embodiment, the first light-emitting compound is preferably a compound that does not contain an azine ring structure in its molecule.

[0402] In the organic EL element according to this embodiment, the first luminescent compound is preferably not a boron-containing complex, and more preferably not a complex.

[0403] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer does not contain a metal complex. Furthermore, in the organic EL element according to this embodiment, it is also preferable that the first light-emitting layer does not contain a boron-containing complex.

[0404] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer does not contain a phosphorescent material (dopant material). Furthermore, it is preferable that the first light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[0405] In one embodiment of the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first luminescent compound satisfy the following relationship (Equation 3). T1(D1)>T1(H1) …(Math 3)

[0406] Because the first host material and the first luminescent compound satisfy the relationship shown in equation (Equation 3), triplet excitons generated in the first luminescent layer move over the first host material rather than the first luminescent compound, which has a higher triplet energy, making it easier for them to move to the second luminescent layer.

[0407] In one embodiment of the organic EL element according to this embodiment, if the relationship of formula (Equation 3) is satisfied, it is preferable that the first host material, the first luminescent compound, and the second host material satisfy the relationship of formula (Equation 3B) below. T1(D1)>T1(H1)>T1(H2) …(Equation 3B)

[0408] In the organic EL element according to this embodiment, when the relationship of the formula (Equation 3) is satisfied, it is preferable that the triplet energy T1(D1) of the first host material, the first light-emitting compound, and the second host material satisfies the relationship of the following formula (Equation 3C). 2.6 eV>T1(D1)>T1(H1)>T1(H2) …(Equation 3C)

[0409] In the organic EL element according to this embodiment, when the relationship of the formula (Equation 3) is satisfied, it is preferable that the triplet energy T1(D1) of the first light-emitting compound material satisfies the relationship of the following formula (Equation 11A). 0 eV<T1(D1)-T1(H1)<0.6 eV …(Equation 11A)

[0410] In the organic EL element according to this embodiment, it is preferable that the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first light-emitting compound satisfy the relationship of the following formula (Equation 4). The singlet energy S1 means the energy difference between the lowest excited singlet state and the ground state. S1(H1)>S1(D1) …(Equation 4)

[0411] When the first host material and the first light-emitting compound satisfy the relationship of the formula (Equation 4), the singlet excitons generated on the first host material are likely to transfer energy from the first host material to the first light-emitting compound, contributing to the fluorescent emission of the first light-emitting compound.

[0412] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (Equation 12). T1(H1)>2.0 eV …(Equation 12)

[0413] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material satisfies the relationship shown in the following formula (Equation 12A), and it is also preferable that it satisfies the relationship shown in the following formula (Equation 12B). T1(H1)>2.10eV …(Calculus 12A) T1(H1)>2.15eV …(Math 12B)

[0414] In the organic EL element according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of formula (Equation 12A) or formula (Equation 12B), triplet excitons generated in the first light-emitting layer can easily move to the second light-emitting layer, and the reverse movement from the second light-emitting layer to the first light-emitting layer can be easily suppressed. As a result, singlet excitons are efficiently generated in the second light-emitting layer, and the luminescence efficiency is improved.

[0415] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material satisfies the relationship shown in the following formula (Equation 12C), and it is also preferable that it satisfies the relationship shown in the following formula (Equation 12D). 2.08eV > T1(H1) > 1.87eV …(Calculus 12C) 2.05eV > T1(H1) > 1.90eV …(Math 12D)

[0416] In the organic EL element according to this embodiment, if the triplet energy T1(H1) of the first host material satisfies the relationship of formula (Equation 12C) or formula (Equation 12D), the energy of the triplet excitons generated in the first light-emitting layer becomes smaller, and a longer lifespan for the organic EL element can be expected.

[0417] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D1) of the first light-emitting compound satisfies the relationship shown in the following formula (Equation 14A), and also preferable that it satisfies the relationship shown in the following formula (Equation 14B). 2.60eV>T1(D1) …(Calculus 14A) 2.50eV>T1(D1) …(Math 14B) The first light-emitting layer contains a compound that satisfies the relationship in the above formula (Equation 14A) or (Equation 14B), thereby extending the lifespan of the organic EL element.

[0418] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D1) of the first luminescent compound satisfies the relationship shown in the following formula (Equation 14C), and it is also preferable that it satisfies the relationship shown in the following formula (Equation 14D). 2.20eV>T1(D1) …(Math 14C) 2.10eV>T1(D1) …(Math 14D)

[0419] (Triplet energy T1) The following methods can be used to measure the triplet energy T1. The compound to be measured is placed in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)) and 10 -5 mol / L or more 10 -4 Dissolve the solution to a concentration of mol / L or less, and place this solution in a quartz cell to prepare the sample for measurement. Measure the phosphorescence spectrum of this sample at a low temperature (77[K]) (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength). Draw a tangent line to the rise point on the short-wavelength side of this phosphorescence spectrum, and measure the wavelength λ at the intersection of this tangent line and the horizontal axis. edge Based on [nm], the amount of energy calculated from the following conversion formula (F1) is defined as the triplet energy T1. Conversion formula (F1): T1[eV]=1239.85 / λ edge

[0420] The tangent to the rise 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 wavelength maximum value of the spectrum, 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 value is maximum (i.e., the tangent at the inflection point) is considered the tangent to the rise of the phosphorescence spectrum on the short-wavelength side. Furthermore, maxima with peak intensity less than 15% of the maximum peak intensity of the spectrum are not included in the shortest wavelength maxima mentioned above. Instead, the tangent line drawn at the point closest to the shortest wavelength maxima, where the slope value is at its maximum, is considered the tangent line to the rising edge of the phosphorescence spectrum on the short wavelength side. For phosphorescence measurement, a Hitachi High-Technologies Corporation F-4500 spectrofluorometer can be used. However, the measuring apparatus is not limited to this; measurements may also be performed by combining a cooling device, a low-temperature container, an excitation light source, and a light-receiving device.

[0421] (Singlet energy S1) The following methods can be used to measure the singlet energy S1 using a solution (sometimes referred to as the solution method). 10 compounds to be measured -5 mol / L or more 10 -4 Prepare a toluene solution with a concentration of mol / L or less and place it in a quartz cell. Measure the absorption spectrum of this sample at room temperature (300K) (vertical axis: absorption intensity, horizontal axis: wavelength). Draw a tangent line to the falling edge of the absorption spectrum at longer wavelengths, and substitute the wavelength value λedge [nm] at the intersection of the tangent line and the horizontal axis into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge Examples of absorption spectrum measuring devices include, but are not limited to, Hitachi's spectrophotometer (device name: U3310).

[0422] The tangent to the falling edge of an absorption spectrum on the longer wavelength side is drawn as follows: Consider the tangents at each point on the spectral curve as we move along the spectral curve in the longer wavelength direction from the maximum value on the longest wavelength side of the absorption spectrum. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the value of the slope is minimized on the longest wavelength side (except when the absorbance is 0.1 or less) is taken as the tangent to the falling edge of the absorption spectrum on the longer wavelength side. Note that maximum absorbance values ​​of 0.2 or less are not included in the maximum value at the longest wavelength mentioned above.

[0423] (Content) In the organic EL element according to this embodiment, the first luminescent compound is preferably contained in the first light-emitting layer in an amount of 0.5% by mass or more. That is, the first light-emitting layer preferably contains the first luminescent compound in an amount of 0.5% by mass or more of the total mass of the first light-emitting layer, more preferably in an amount of 1.0% by mass or more of the total mass of the first light-emitting layer, even more preferably in an amount of 1.2% by mass or more of the total mass of the first light-emitting layer, and even more preferably in an amount of 1.5% by mass or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first light-emitting compound in an amount of 10% by mass or less of the total mass of the first light-emitting layer, more preferably in an amount of 7% by mass or less of the total mass of the first light-emitting layer, and even more preferably in an amount of 5% by mass or less of the total mass of the first light-emitting layer.

[0424] In the organic EL element according to this embodiment, the first light-emitting layer preferably contains the first compound as the first host material in an amount of 60% by mass or more of the total mass of the first light-emitting layer, more preferably 70% by mass or more of the total mass of the first light-emitting layer, even more preferably 80% by mass or more of the total mass of the first light-emitting layer, even more preferably 90% by mass or more of the total mass of the first light-emitting layer, and still more preferably 95% by mass or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first host material in an amount of 99% by mass or less of the total mass of the first light-emitting layer. However, if the first light-emitting layer contains a first host material and a first light-emitting compound, the upper limit of the total content of the first host material and the first light-emitting compound is 100% by mass.

[0425] This embodiment does not exclude the first light-emitting layer from containing materials other than the first host material and the first light-emitting compound. The first light-emitting layer may contain only one type of first host material, or two or more types. The first light-emitting layer may contain only one type of first light-emitting compound, or two or more types.

[0426] (First host material) In the organic EL element according to this embodiment, the first host material is not particularly limited.

[0427] In one embodiment of the organic EL element of this embodiment, the first host material contains in its molecule at least one of the following structures: structure (i) and structure (ii).

[0428] Condition (i) The biphenyl structure has a first benzene ring and a second benzene ring linked by a single bond, and the first benzene ring and the second benzene ring in the biphenyl structure are further linked by crosslinking at least one portion other than the single bond.

[0429] Condition (ii) Having a first linkage structure comprising a benzene ring and a naphthalene ring linked by a single bond, wherein the benzene ring and the naphthalene ring in the first linkage structure are independently further fused or unfused with a single ring or a fused ring, and the benzene ring and the naphthalene ring in the first linkage structure are further linked by crosslinking at least one portion other than the single bond.

[0430] In one embodiment of the organic EL element of this embodiment, the first host material contains the structure of condition (i) in its molecule.

[0431] In one embodiment of the organic EL element of this embodiment, the first benzene ring and the second benzene ring in the biphenyl structure under condition (i) are further connected by the crosslinking under condition (i) at one portion other than the single bond. Because the first host material has a biphenyl structure containing such crosslinking, it is expected that chromaticity degradation will be suppressed when the first host material is used in the light-emitting layer of an organic EL element.

[0432] In one embodiment of the organic EL element of this embodiment, the first benzene ring and the second benzene ring in the biphenyl structure of condition (i) are further connected by the crosslinking of condition (i) at two portions other than the single bond.

[0433] In one embodiment of the organic EL element of this embodiment, the crosslinking in condition (i) includes a double bond.

[0434] In one embodiment of the organic EL element of this embodiment, the crosslinking in condition (i) does not include double bonds.

[0435] In one embodiment of the organic EL element of this embodiment, the first host material has the structure of condition (i) in its molecule, and the first benzene ring and the second benzene ring in the biphenyl structure are further linked by the crosslinking of condition (i) at two portions other than the single bond, and the crosslinking of condition (i) does not contain a double bond. Because the first host material has a biphenyl structure including such crosslinking, when the first host material is used in the light-emitting layer of the organic EL element, it is expected that the deterioration of chromaticity will be suppressed.

[0436] For example, if the first benzene ring and the second benzene ring in the biphenyl structure represented by the following formula (BP1) are further linked by crosslinking at at least one part other than the single bond, the biphenyl structure becomes a linked structure (condensed ring) such as those represented by the following formulas (BP11) to (BP15).

[0437] [ka]

[0438] The above formula (BP11) represents a structure in which the parts other than the single bond are connected by a bridge that does not contain a double bond. The above formula (BP12) is a structure in which the parts other than the single bond are connected by a bridge containing a double bond. The above formula (BP13) is a structure in which the two parts other than the single bond are connected by bridges that do not contain double bonds. The above formula (BP14) is a structure in which one of the two parts other than the single bond is connected by a bridge that does not contain a double bond, and the other of the two parts other than the single bond is connected by a bridge that contains a double bond. The above formula (BP15) is a structure in which the two parts other than the single bond are connected by bridges containing double bonds.

[0439] In one embodiment of the organic EL element of this embodiment, the first host material contains the structure of condition (ii) in its molecule.

[0440] Because the first host material has a linked structure including such cross-linking, when the first host material is used in the light-emitting layer of an organic EL element, it is expected that the deterioration of chromaticity will be suppressed. In this case, the first host material only needs to have a first linkage structure (sometimes referred to as a benzene-naphthalene linkage structure) as its minimum unit in the molecule, which includes a benzene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X1) or formula (X2). A single ring or fused ring may be further fused to the benzene ring, or a single ring or fused ring may be further fused to the naphthalene ring. For example, even if the first host material has a second linkage structure (sometimes referred to as a naphthalene-naphthalene linkage structure) in the molecule, which includes a naphthalene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X3), formula (X4), or formula (X5), one of the naphthalene rings contains a benzene ring, and therefore contains a benzene-naphthalene linkage structure.

[0441] [ka]

[0442] In one embodiment of the organic EL element of this embodiment, the crosslinking in condition (ii) includes a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which they are further connected by a crosslinking structure that includes a double bond in the portion other than the single bond.

[0443] If the benzene ring and naphthalene ring in the first linkage structure (benzene-naphthalene linkage structure) are further linked by crosslinking at at least one portion other than the single bond, for example, in the case of formula (X1), a linkage structure (condensed ring) represented by the following formula (X11) is formed, and in the case of formula (X3), a linkage structure (condensed ring) represented by the following formula (X31) is formed. When the benzene ring and naphthalene ring in the benzene-naphthalene linkage structure are further linked by crosslinking including double bonds in parts other than the single bond, for example, in the case of formula (X1), a linkage structure (condensed ring) represented by formula (X12) is formed; in the case of formula (X2), a linkage structure (condensed ring) represented by formula (X21), formula (X22), or formula (X23) is formed; in the case of formula (X4), a linkage structure (condensed ring) represented by formula (X41) is formed; and in the case of formula (X5), a linkage structure (condensed ring) represented by formula (X51) is formed. If the benzene ring and naphthalene ring in the benzene-naphthalene linkage structure are further linked by a bridge containing a heteroatom (e.g., an oxygen atom) at at least one portion other than the single bond, then, for example, in the case of formula (X1), a linkage structure (fused ring) represented by the following formula (X13) is formed.

[0444] [ka]

[0445] In the organic EL element of this embodiment, it is also preferable that the compound is selected from the group consisting of, for example, the compound represented by the following general formula (H11), the compound represented by the general formula (H12), the compound represented by the general formula (H13), the compound represented by the general formula (H14), the compound represented by the general formula (H15), and the compound represented by the general formula (H16).

[0446] (Compounds represented by the general formula (H11)) This section describes compounds represented by the general formula (H11).

[0447] [ka]

[0448] (In the above general formula (H11), R 101 ~R 110 , and R 111 ~R 120 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. However, R 101 ~R 110 One of them is L 101 This indicates the bonding position with R111 ~R 120 One of them is L 101 It shows the bonding position with, L 101 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 24 carbon atoms, or A divalent heterocyclic group having 5 to 24 substituted or unsubstituted ring-forming atoms, mx is 0, 1, 2, 3, 4, or 5. L 101 If there are 2 or more, then 2 or more L 101 They are either identical or different to one another.

[0449] (In the first host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from each other. R 902 If multiple R 902 They are either identical or different from each other. R 903 If multiple R 903 They are either identical or different from each other. R 904 If multiple R 904 They are either identical or different from each other. R 905 If multiple R905 They are either identical or different from each other. R 906 If multiple R 906 They are either identical or different from each other. R 907 If multiple R 907 They are either identical or different from each other. R 801 If multiple R 801 They are either identical or different from each other. R 802 If multiple R 802 They are either identical or different to one another.

[0450] In one embodiment of the organic EL element according to this embodiment, the compound represented by general formula (H11) is the compound represented by the following general formula (H111).

[0451] [ka]

[0452] (In the above general formula (H111), R 101 , R 102 , R 104 ~R 110 , and R 111 ~R 119 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 101 and mx are, respectively, L in the general formula (H11) 101 (And it is synonymous with MX.)

[0453] In one embodiment of the organic EL element according to this embodiment, mx is 1 or 2.

[0454] According to this embodiment, one embodiment of the organic EL element, L 101 These are substituted or unsubstituted ring-forming arylene groups with 6 to 24 carbon atoms.

[0455] In one embodiment of the organic EL element according to this embodiment, the first compound is a compound having only two pyrene rings in its molecule (sometimes referred to as a bispyrene compound). In one embodiment of the organic EL element according to this embodiment, the compound represented by the general formula (H11) is a bispyrene compound.

[0456] (Compounds represented by the general formula (H12)) This section describes compounds represented by the general formula (H12).

[0457] [ka]

[0458] (In the above general formula (H12), Xa consists of an oxygen atom, a sulfur atom, and C(R) 1201 )(R 1202 ), or Si(R 1203 )(R 1204 ) and R 1201 ~R 1204 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 121 ~R 130 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 121 ~R 130 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Nitro group, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (H121) mentioned above, However, R 121 ~R 130 At least one of them is a group represented by the general formula (H121), If there are multiple groups represented by the general formula (H121), the multiple groups represented by the general formula (H121) may be identical or different from each other. L 12 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, ma is 0, 1, 2, or 3. L 12 If there are 2 or more, then 2 or more L 12They are either identical or different from each other. Ar 12 This is a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms. Ar 12 If there are 2 or more Ar 12 They are either identical or different from each other. In the general formula (H121) above, * indicates the bond position.

[0459] In one embodiment of the organic EL element of this embodiment, L 12 This refers to an arylene group with 6 to 15 single-bonded, substituted, or unsubstituted ring-forming carbon atoms, or a divalent heterocyclic group with 5 to 15 substituted or unsubstituted ring-forming atoms.

[0460] One embodiment of the organic EL element according to this embodiment, Ar 12 However, it is a substituted or unsubstituted aryl group containing four or more rings, or a substituted or unsubstituted heterocyclic group containing four or more rings.

[0461] One embodiment of the organic EL element according to this embodiment, Ar 12 However, these are substituted or unsubstituted aryl groups containing four or more rings.

[0462] One embodiment of the organic EL element according to this embodiment, R 129 However, this is the group represented by the general formula (H121) mentioned above.

[0463] In one embodiment of the organic EL element according to this embodiment, Xa is an oxygen atom.

[0464] In one embodiment of the organic EL element according to this embodiment, the compound represented by the general formula (H12) is the compound represented by the following general formula (H122).

[0465] [ka]

[0466] (In the above general formula (H122), R 121 ~R 128 R 130 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ar 12 , L 12 and ma are, respectively, Ar in the general formula (H121) 12 , L 12 (And is synonymous with ma.)

[0467] In one embodiment of the organic EL element according to this embodiment, ma is 1 or 2.

[0468] (Compounds represented by the general formula (H13)) This section describes compounds represented by the general formula (H13).

[0469] [ka]

[0470] (In the above general formula (H13), R 131 ~R 140 Ar 131 and Ar 132 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (H131) mentioned above, However, R 131 ~R 140 Ar 131 and Ar 132At least one of them is a group represented by the general formula (H131), If there are multiple groups represented by the general formula (H131), the multiple groups represented by the general formula (H131) may be identical or different from each other. L 13 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar 13 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mb is 0, 1, 2, 3, 4, or 5. L 13 If there are 2 or more, then 2 or more L 13 They are either identical or different from each other. Ar 13 If there are 2 or more Ar 13 They are either identical or different from each other. In the general formula (H131) above, the asterisk (*) indicates the bonding position with the benz[a]anthracene ring in the general formula (H13) above.

[0471] One embodiment of the organic EL element according to this embodiment, Ar 131 and Ar 132 At least one of them is a group represented by the general formula (H131).

[0472] In one embodiment of the organic EL element according to this embodiment, the compound represented by the general formula (H13) is a compound represented by the following general formula (H132) or (H133).

[0473] [ka]

[0474] (In the above general formulas (H132) and (H133), R 131 ~R 140 Ar 131 and Ar 132 These are, hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 13 Ar 13 and mb are, respectively, L in the general formula (H131) 13 Ar 13 (And is synonymous with mb.)

[0475] In one embodiment of the organic EL element according to this embodiment, mb is 0, 1, or 2.

[0476] (Compounds represented by the general formula (H14)) This section explains compounds represented by the general formula (H14).

[0477] [ka]

[0478] (In the above general formula (H14), R 1A and R 1B Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 15 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 17 carbon atoms, or These are heterocyclic groups with 5 to 17 substituted or unsubstituted ring-forming atoms. However, R 1A and R 1B At least one of them is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, R 141 ~R 144 A set of two or more adjacent items from among them, and R 145 ~R 148 Of the sets of two or more adjacent items, at least one set is They combine with each other to form a substituted or unsubstituted monoring, or They bond to each other, forming substituted or unsubstituted fused rings. The group represented by the general formula (H141) is, If a substituted or unsubstituted monoring or a substituted or unsubstituted fused ring is formed on ring A, R 142 A carbon atom bonded to, or a carbon atom among the single ring on the ring A side and the fused ring on the ring A side, bonded to the carbon atom furthest from the carbon atom C1 of ring A that is single-bonded to carbon atom C2 on the ring B side, When a substituted or unsubstituted monoring or a substituted or unsubstituted fused ring is not formed on ring A but is formed on ring B, R 142 Bonded to a carbon atom, R is not a group represented by the general formula (H141) mentioned above. 142 R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring. 141 , R143 , R 144 and R 145 ~R 148 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 17 carbon atoms, or These are heterocyclic groups with 5 to 17 substituted or unsubstituted ring-forming atoms. In the above general formula (H141), Ar 14 This is a substituted or unsubstituted aryl group formed by the fusion of four or more rings, or a substituted or unsubstituted heterocyclic group formed by the fusion of four or more rings. L 14 teeth, single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 17 carbon atoms, or A divalent heterocyclic group having 5 to 17 substituted or unsubstituted ring-forming atoms, mc is 0, 1, or 2. * indicates the bonding position with the atoms constituting the ring of the general formula (H14) above. However, the compound represented by the general formula (H14) does not contain three or more substituted or unsubstituted aryl groups formed by the condensation of four or more rings, or substituted or unsubstituted heterocyclic groups formed by the condensation of four or more rings, in its molecule.

[0479] One embodiment of the organic EL element according to this embodiment, R 142 This is the group represented by the general formula (H141).

[0480] In one embodiment of the organic EL element according to this embodiment, in the compound represented by general formula (H14), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 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-C17 aryl group, or a substituted or unsubstituted ring-forming C5-C17 heterocyclic group.

[0481] In one embodiment of the organic EL element according to this embodiment, the compound represented by general formula (H14) is a compound represented by the following general formulas (H142), (H143), or (H144).

[0482] [ka]

[0483] [ka]

[0484] (In the above general formula (H142), general formula (H143), or general formula (H144), R 1A , R 1B , R 141 , R 143 , R 144 , R 145 , R 146 , R 147 and R 148 These are, respectively, R in the general formula (H14) above. 1A , R 1B , R 141 , R 143 , R 144 , R 145 , R 146 , R 147 and R 148 It is synonymous with, Ar 14 , L 14 and mc are, respectively, Ar in the general formula (H141) 14 , L 14 And is synonymous with mc, R 1401 ~R 1404 Of the pairs of adjacent elements, one or more pairs are not connected to each other. R 1401 ~R 1404 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by -N(R 906 )(R 907) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 17 carbon atoms, or It is a heterocyclic group with 5 to 17 ring-forming atoms, either substituted or unsubstituted.

[0485] In one embodiment of the organic EL element according to this embodiment, mc is 0, 1, or 2.

[0486] (Compounds represented by the general formula (H15)) This section explains compounds represented by the general formula (H15).

[0487] [ka]

[0488] (In the above general formula (H15), R 150 ~R 159 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (H150) mentioned above, However, R 150 ~R 159 At least one of them is a group represented by the general formula (H150), If there are multiple groups represented by the general formula (H150), the multiple groups represented by the general formula (H150) may be identical or different from each other. L 151 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar 151 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mg is 0, 1, 2, 3, 4, or 5. L 151 If there are 2 or more, then 2 or more L 151 They are either identical or different from each other. Ar 151 If there are 2 or more Ar 151 They are either identical or different from each other. In the general formula (H150), the asterisk (*) indicates the bonding position with the pyrene ring in the general formula (H15).

[0489] In one embodiment of the organic EL element according to this embodiment, the compound R represented by the general formula (H15) 153 This is the group represented by the general formula (H150).

[0490] According to this embodiment, one embodiment of the organic EL element, L 151 However, it is an arylene group with 6 to 50 carbon atoms forming a ring, either single-bonded, substituted, or unsubstituted, and Ar 151 However, these are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms.

[0491] According to this embodiment, one embodiment of the organic EL element, L 151 However, it is an arylene group with 6 to 14 carbon atoms forming a ring, either single-bonded, substituted, or unsubstituted, and Ar 151 However, these are substituted or unsubstituted ring-forming aryl groups with 6 to 14 carbon atoms.

[0492] In one embodiment of the organic EL element according to this embodiment, the group represented by the general formula (H150) is the group represented by the following general formula (H151).

[0493] [ka]

[0494] (In the above general formula (H151), X 15 is an oxygen atom or a sulfur atom, L 15 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, md is 0, 1, 2, 3, 4, or 5. L 15 If there are 2 or more, then 2 or more L 15 They are either identical or different from each other. R 1500 ~R 1504Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 1500 ~R 1504 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Multiple R 1500 They are either identical or different from each other. If there are multiple groups represented by the general formula (H151), the multiple groups represented by the general formula (H151) may be identical or different from each other. The asterisk (*) in the above general formula (H151) indicates the bonding position with the pyrene ring in the above general formula (H15).

[0495] In one embodiment of the organic EL element according to this embodiment, the compound represented by the general formula (H15) is the compound represented by the following general formula (H152). The R of the compound represented by the general formula (H15) 153 If the group is represented by the general formula (H151) above, it is represented by the following general formula (H152).

[0496] [ka]

[0497] (In the above general formula (H152), R 150 ~R 152 R 154 ~R 159 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. X 15 , L 15 and md are, respectively, X in the general formula (H151). 15 , L 15 It is synonymous with and md, R 1500 ~R 1504 Each of these independently corresponds to R in the general formula (H151) 1500 ~R 1504 (This is synonymous with...)

[0498] In one embodiment of the organic EL element according to this embodiment, md is 0, 1, or 2. In one embodiment of the organic EL element according to this embodiment, when md is 0, the compound represented by the general formula (H152) is represented by the following general formula (H153).

[0499] [ka]

[0500] (In the above general formula (H153), R 150 ~R 152 , R 154 ~R 159 , R 1500 ~R 1504 , and X 15 These are, respectively, R in the general formula (H152) above. 150 ~R 152 , R 154 ~R 159 , R 1500 ~R 1504 , and X 15 (This is synonymous with...)

[0501] In one embodiment of the organic EL element according to this embodiment, the first compound is a compound having only one pyrene ring in its molecule (sometimes referred to as a monopyrene compound). In one embodiment of the organic EL element according to this embodiment, the compound represented by the general formula (H15) is a monopyrene compound.

[0502] (Compounds represented by the general formula (H16)) This section explains compounds represented by the general formula (H16).

[0503] [ka]

[0504] (In the above general formula (H16), R 160 ~R 169 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 160 ~R 169 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (H161) mentioned above, However, the substituents in the case where the substituted or unsubstituted monoring has substituents, the substituents in the case where the substituted or unsubstituted fused ring has substituents, and R 160 ~R 169 At least one of these is a group represented by the general formula (H161), If there are multiple groups represented by the general formula (H161), the multiple groups represented by the general formula (H161) may be identical or different from each other. L 16 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar 16 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mf is 0, 1, 2, 3, 4, or 5. L 16 If there are 2 or more, then 2 or more L 16 They are either identical or different from each other. Ar 16 If there are 2 or more Ar 16 They are either identical or different from each other. In the general formula (H161) above, the asterisk (*) indicates the bonding position with the ring represented by the general formula (H16) above.

[0505] In one embodiment of the organic EL element according to this embodiment, the first compound is a compound represented by the following general formula (H162).

[0506] [ka]

[0507] (In the above general formula (H162), R 161 ~R 167 R 1601 ~R 1604 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a base represented by -O-(R 904 ) a base represented by -S-(R 905 ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ar 16 , L 16 and mf are, respectively, Ar in the general formula (H16) 16 , L 16(And it is synonymous with mf.)

[0508] In one embodiment of the organic EL element according to this embodiment, mf is 0, 1, or 2.

[0509] In one embodiment of the organic EL element according to this embodiment, the first host material is preferably one of the compounds independently selected from the group consisting of the compound represented by general formula (H111), the compound represented by general formula (H122), the compound represented by general formula (H132), and the compound represented by general formula (H133).

[0510] In one embodiment of the organic EL element according to this embodiment, it is preferable that the first host material does not have a bis-carbazole structure and an amine structure in its molecule.

[0511] In one embodiment of the organic EL element according to this embodiment, the first host material does not contain compounds having a bis-carbazole structure or compounds having an amine structure.

[0512] In the first host material and the second host material, it is preferable that the groups described as "substituted or unsubstituted" are both "unsubstituted" groups.

[0513] (Method for manufacturing the first host material) The first host material can be manufactured by known methods. Alternatively, the first host material can also be manufactured by following known methods and using known alternative reactions and raw materials suited to the target substance.

[0514] (Specific example of the first host material) Specific examples of the first host material include, for example, the following compounds. However, the present invention is not limited to these specific examples of the first host material. In this specification, in specific examples of compounds, D represents a deuterium atom, Me represents a methyl group, tBu represents a tert-butyl group, and Ph represents a phenyl group.

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[0536] [ka]

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[0538] [ka]

[0539] (film thickness) In the organic EL element according to this embodiment, the thickness of the first light-emitting layer is preferably 3 nm or more, and more preferably 5 nm or more. If the thickness of the first light-emitting layer is 3 nm or more, it is a sufficient thickness for hole-electron recombination to occur in the first light-emitting layer. In the organic EL element according to this embodiment, the thickness of the first light-emitting layer is preferably 15 nm or less, and more preferably 10 nm or less. If the thickness of the first light-emitting layer is 15 nm or less, it is thin enough for triplet excitons to move to the second light-emitting layer. In the organic EL element according to this embodiment, the thickness of the first light-emitting layer is more preferably 3 nm or more and 15 nm or less.

[0540] (Second light-emitting layer) In the organic EL element according to this embodiment, the second light-emitting layer includes a second host material and a second light-emitting compound. The second host material is a different compound from the first host material contained in the first light-emitting layer. In the organic EL element according to this embodiment, the first light-emitting compound and the second light-emitting compound are either identical or different from each other.

[0541] In the organic EL element according to this embodiment, the second light-emitting compound is preferably a compound that does not contain an azine ring structure in its molecule.

[0542] In the organic EL element according to this embodiment, the second luminescent compound is preferably not a boron-containing complex, and more preferably not a complex.

[0543] In the organic EL element according to this embodiment, it is preferable that the second light-emitting layer does not contain a metal complex. Furthermore, in the organic EL element according to this embodiment, it is also preferable that the second light-emitting layer does not contain a boron-containing complex.

[0544] In the organic EL element according to this embodiment, it is preferable that the second light-emitting layer does not contain a phosphorescent material (dopant material). Furthermore, it is preferable that the second light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[0545] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second luminescent compound and the triplet energy T1(H2) of the second host material satisfy the following equation (Equation 5). T1(D2)>T1(H2) …(Math 5)

[0546] In the organic EL element according to this embodiment, the relationship between the second luminescent compound and the second host material satisfies the relationship shown in equation (Equation 5). As a result, when triplet excitons generated in the first light-emitting layer move to the second light-emitting layer, they transfer energy to the molecules of the second host material rather than to the second luminescent compound, which has a higher triplet energy. Furthermore, triplet excitons generated by the recombination of holes and electrons on the second host material do not move to the second luminescent compound, which has a higher triplet energy. Triplet excitons generated by recombination on the molecules of the second luminescent compound rapidly transfer energy to the molecules of the second host material. Without the triplet excitons from the second host material moving to the second luminescent compound, the triplet excitons efficiently collide with each other on the second host material via the TTF phenomenon, generating singlet excitons.

[0547] In the organic EL element according to the present embodiment, it is preferable that the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second light-emitting compound satisfy the following relational expression (Equation 6). S1(H2)>S1(D2) …(Equation 6)

[0548] In the organic EL element according to the present embodiment, since the second host material and the second light-emitting compound satisfy the relational expression (Equation 6), the singlet energy of the second light-emitting compound is smaller than the singlet energy of the second host material. Therefore, the singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second light-emitting compound, contributing to the fluorescent emission of the second light-emitting compound.

[0549] In one aspect of the organic EL element according to the present embodiment, the first host material, the second light-emitting compound, and the second host material satisfy the following relational expression (Equation 5A). T1(H1)≧T1(D2)>T1(H2) …(Equation 5A)

[0550] In one aspect of the organic EL element according to the present embodiment, instead of the relational expression (Equation 5A), the first host material, the second host material, and the second light-emitting compound may satisfy the following relational expression (Equation 5B). T1(D2)>T1(H1)>T1(H2) …(Equation 5B)

[0551] In the organic EL element according to the present embodiment, when satisfying the relational expression (Equation 5B), it is preferable that the first host material, the second host material, and the second light-emitting compound satisfy the following relational expression (Equation 5C). 2.6eV>T1(D2)>T1(H1)>T1(H2) …(Equation 5C)

[0552] It is preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the following relational expression (Equation 11B). 0eV<T1(D2)-T1(H2)<0.8eV …(Equation 11B)

[0553] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second luminescent compound satisfies the relationship shown in the following formula (Equation 15A), and also preferable that it satisfies the relationship shown in the following formula (Equation 15B). 2.60eV>T1(D2) …(Calculus 15A) 2.50eV>T1(D2) …(Math 15B) The second light-emitting layer contains a compound that satisfies the relationship in the above formula (Equation 15A) or (Equation 15B), thereby extending the lifespan of the organic EL element.

[0554] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(D2) of the second luminescent compound satisfies the relationship shown in the following formula (Equation 15C), and also preferable that it satisfies the relationship shown in the following formula (Equation 15D). 2.20eV>T1(D2)…(Number 15C) 2.10eV>T1(D2) …(Math 15D)

[0555] In the organic EL element according to this embodiment, it is also preferable that the triplet energy T1(H2) of the second host material satisfies the relationship shown in the following formula (Equation 13). T1(H2)≧1.9eV …(Math 13)

[0556] In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer may have the same configuration as the light-emitting layer according to the fourth embodiment. The second light-emitting compound is preferably the compound according to the first embodiment (the compound represented by the general formula (1)). The second host material is preferably the compound represented by the general formula (H10) (the second compound). In the organic EL element according to the fifth embodiment, the compound according to the first embodiment and the compound represented by the general formula (H10) (the second compound) can be used in combination in the second light-emitting layer of the organic EL element.

[0557] In the organic EL element according to this embodiment, the second luminescent compound is preferably contained in the second light-emitting layer in an amount of 0.5% by mass or more. That is, the second light-emitting layer preferably contains the second luminescent compound in an amount of 0.5% by mass or more of the total mass of the second light-emitting layer, more preferably in an amount of 1.0% by mass or more of the total mass of the second light-emitting layer, even more preferably in an amount of 1.2% by mass or more of the total mass of the second light-emitting layer, and even more preferably in an amount of 1.5% by mass or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the second light-emitting compound in an amount of 10% by mass or less of the total mass of the second light-emitting layer, more preferably in an amount of 7% by mass or less of the total mass of the second light-emitting layer, and even more preferably in an amount of 5% by mass or less of the total mass of the second light-emitting layer.

[0558] The second light-emitting layer preferably contains the second compound as the second host material in an amount of 60% by mass or more of the total mass of the second light-emitting layer, more preferably 70% by mass or more of the total mass of the second light-emitting layer, even more preferably 80% by mass or more of the total mass of the second light-emitting layer, even more preferably 90% by mass or more of the total mass of the second light-emitting layer, and still more preferably 95% by mass or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the second host material in an amount of 99% by mass or less of the total mass of the second light-emitting layer. If the second light-emitting layer contains a second host material and a second light-emitting compound, the upper limit of the total content of the second host material and the second light-emitting compound is 100% by mass.

[0559] This embodiment does not exclude the possibility that the second light-emitting layer includes materials other than the second host material and the second light-emitting compound. The second light-emitting layer may contain only one type of second host material, or two or more types. The second light-emitting layer may contain only one type of second light-emitting compound, or two or more types.

[0560] (Second host material) In the organic EL element according to this embodiment, the second host material is not particularly limited, but for example, the second host material is preferably a compound represented by the general formula (H10) (the second compound).

[0561] (film thickness) In the organic EL element according to this embodiment, the thickness of the second light-emitting layer is preferably 5 nm or more, and more preferably 15 nm or more. If the thickness of the second light-emitting layer is 5 nm or more, it is easier to suppress triplet excitons that have moved from the first light-emitting layer to the second light-emitting layer from returning to the first light-emitting layer. Furthermore, if the thickness of the second light-emitting layer is 5 nm or more, triplet excitons can be completely separated from the recombination portion in the first light-emitting layer. In the organic EL element according to this embodiment, the thickness of the second light-emitting layer is preferably 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 increased, making the TTF phenomenon more likely to occur. In the organic EL element according to this embodiment, the thickness of the second light-emitting layer is preferably 5 nm or more and 20 nm or less.

[0562] The organic EL element according to this embodiment may have an anode, a first light-emitting layer, a second light-emitting layer, and a cathode in this order, or the order of the first and second light-emitting layers may be reversed. That is, it may have an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order. In either case of the order of the first and second light-emitting layers, by selecting a combination of host materials that satisfies the relationship in the above formula (Equation 1), the effects of having the aforementioned light-emitting layers in a stacked configuration can be expected.

[0563] In the organic EL element according to this embodiment, when the stacking order of the first light-emitting layer and the second light-emitting layer is from the anode side to the first light-emitting layer and then to the second light-emitting layer, the electron mobility μe(H1) of the first host material and the electron mobility μe(H2) of the second host material satisfy the relationship shown in the following formula (Equation 30). μe(H2) > μe(H1) …(Equation 30) The first host material and the second host material satisfy the relationship shown in the above formula (Equation 30), thereby improving the recombination ability of holes and electrons in the first light-emitting layer.

[0564] In the organic EL element according to this embodiment, when the stacking order of the first light-emitting layer and the second light-emitting layer is from the anode side to the first light-emitting layer and then to the second light-emitting layer, it is also preferable that the hole mobility μh(H1) of the first host material and the hole mobility μh(H2) of the second host material satisfy the relationship shown in the following formula (Equation 31). μh(H1) > μh(H2) …(Equation 31)

[0565] In the organic EL element according to this embodiment, when the stacking order of the first light-emitting layer and the second light-emitting layer is from the anode side in the order of the first light-emitting layer and the second light-emitting layer, it is also preferable that the hole mobility μh(H1) of the first host material, the electron mobility μe(H1) of the first host material, the hole mobility μh(H2) of the second host material, and the electron mobility μe(H2) of the second host material satisfy the relationship shown in the following formula (Equation 32). (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) …(Math. 32)

[0566] Electron mobility can be measured by impedance measurement using a mobility evaluation element fabricated according to the following procedure. The mobility evaluation element is fabricated, for example, according to the following procedure. A layer for measuring electron mobility is formed by depositing compound Target onto a glass substrate with an aluminum electrode (anode), covering the aluminum electrode. On this layer, compound ET-A is deposited to form an electron transport layer. On top of this electron transport layer, LiF is deposited to form an electron injection layer. On top of this electron injection layer, metallic aluminum (Al) is deposited to form a metallic cathode. The above-mentioned mobility evaluation element configuration can be summarized as follows: glass / Al(50) / Target(200) / ET-A(10) / LiF(1) / Al(50) The numbers in parentheses indicate the film thickness (nm).

[0567] [ka]

[0568] An element for evaluating electron mobility is installed in an impedance measuring device, and impedance measurements are performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At that time, a DC voltage V is applied to the element simultaneously with an AC amplitude of 0.1 V. From the measured impedance Z, the modulus M is calculated using the following formula (C1). Calculation formula (C1): M=jωZ In the above formula (C1), j is the imaginary unit whose square is -1, and ω is the angular frequency [rad / s]. In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax, which shows the peak, using the following formula (C2). Calculation formula (C2): τ=1 / (2πfmax) In the above calculation formula (C2), π is the symbol representing the ratio of a circle's circumference to its diameter (pi). Using the above τ, the electron mobility μe is calculated from the following formula (C3-1). Calculation formula (C3-1):μe=d 2 (Vτ) In the above calculation formula (C3-1), d is the total thickness of the organic thin film constituting the device, and in the case of a device configuration for evaluating electron mobility, d = 210 [nm].

[0569] Hole mobility can be measured by impedance measurement using a mobility evaluation element fabricated according to the following procedure. The mobility evaluation element is fabricated, for example, according to the following procedure. On a glass substrate with an ITO transparent electrode (anode), the compound HA-2 is deposited to cover the transparent electrode, forming a hole injection layer. On top of this hole injection layer, the compound HT-A is deposited to form a hole transport layer. Subsequently, the compound Target, whose hole mobility is to be measured, is deposited to form a measurement target layer. On top of this measurement target layer, metallic aluminum (Al) is deposited to form a metallic cathode. The above-mentioned mobility evaluation element configuration can be summarized as follows: ITO(130) / HA-2(5) / HT-A(10) / Target(200) / Al(80) The numbers in parentheses indicate the film thickness (nm).

[0570] [ka]

[0571] An element for evaluating hole mobility is installed in an impedance measuring device, and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At that time, a DC voltage V is applied to the element simultaneously with an AC amplitude of 0.1 V. From the measured impedance Z, the modulus M is calculated using the relationship of the calculation formula (C1) above. In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is determined from the frequency fmax, which shows a peak, using the calculation formula (C2). Using the τ obtained from the above calculation formula (C2), the hole mobility μh is calculated from the relationship in the following calculation formula (C3-2). Calculation formula (C3-2):μh=d 2 (Vτ) In the above calculation formula (C3-2), d is the total thickness of the organic thin film constituting the device, and in the case of a device configuration for evaluating hole mobility, d = 215 [nm].

[0572] In this specification, electron mobility and hole mobility are defined as the square root of the electric field strength E. 1 / 2 =500[V 1 / 2 / cm1 / 2 This is the value at the time of ]. The square root of the electric field strength E 1 / 2 This can be calculated from the relationship shown in the following formula (C4). Calculation formula (C4): E 1 / 2 =V 1 / 2 / d 1 / 2 For the impedance measurement described above, Solartron's Model 1260 impedance measuring device is used, and for higher accuracy, Solartron's Model 1296 dielectric constant measurement interface can also be used in conjunction with it.

[0573] (Third light-emitting layer) The organic EL element according to this embodiment may further include a third light-emitting layer. The third light-emitting layer includes a third host material, the first host material, the second host material, and the third host material are different from each other, and the third light-emitting layer includes at least a third luminescent compound, the first luminescent compound, the second luminescent compound, and the third luminescent compound are either identical or different from each other, and it is preferable that the triplet energy T1(H2) of the second host material and the triplet energy T1(H3) of the third host material satisfy the relationship shown in the following formula (Equation 5). T1(H2)>T1(H3) …(Math 5)

[0574] The third luminescent compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a compound that exhibits fluorescence luminescence with a maximum peak wavelength of 500 nm or less.

[0575] When the organic EL element according to this embodiment includes a third light-emitting layer, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H3) of the third host material satisfy the relationship shown in the following formula (Equation 6). T1(H1)>T1(H3) …(Math 6)

[0576] The third host material is not particularly limited, but for example, the host materials exemplified as the first and second host materials in this embodiment can be used. The third luminescent compound is not particularly limited, but for example, the luminescent compounds exemplified above as the first and second luminescent compounds can be used.

[0577] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer are in direct contact.

[0578] In this specification, the layer structure in which "the first light-emitting layer and the second light-emitting layer are in direct contact" may also include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) A configuration in which, during the process of depositing a compound for the first light-emitting layer and depositing a compound for the second light-emitting layer, a region is created in which both the first host material and the second host material are mixed, and this region is located at the interface between the first light-emitting layer and the second light-emitting layer. (LS2) In a configuration in which the first light-emitting layer and the second light-emitting layer contain a light-emitting compound (dopant material), a region in which the first host material, the second host material, and the light-emitting compound are mixed is created during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the second light-emitting layer, and this region is located at the interface between the first light-emitting layer and the second light-emitting layer. (LS3) A configuration in which, when the first light-emitting layer and the second light-emitting layer contain a light-emitting compound, a region made of the light-emitting compound, a region made of the first host material, or a region made of the second host material is generated during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the second light-emitting layer, and such region is located at the interface between the first light-emitting layer and the second light-emitting layer.

[0579] In the case where the organic EL element according to this embodiment includes a third light-emitting layer, it is preferable that the first light-emitting layer and the second light-emitting layer are in direct contact, and that the first light-emitting layer and the third light-emitting layer are in direct contact.

[0580] In this specification, the layer structure in which "the first light-emitting layer and the third light-emitting layer are in direct contact" may also include, for example, any of the following embodiments (LS4), (LS5), and (LS6). (LS4) A configuration in which, during the process of depositing the compound relating to the first light-emitting layer and the process of depositing the compound relating to the third light-emitting layer, a region is created in which both the first host material and the third host material are mixed, and this region is located at the interface between the first light-emitting layer and the third light-emitting layer. (LS5) In a configuration in which the first light-emitting layer and the third light-emitting layer contain a light-emitting compound (dopant material), a region in which the first host material, the third host material, and the light-emitting compound are mixed is created during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the third light-emitting layer, and this region is located at the interface between the first light-emitting layer and the third light-emitting layer. (LS6) A configuration in which, when the first light-emitting layer and the third light-emitting layer contain a light-emitting compound, a region made of the light-emitting compound, a region made of the first host material, or a region made of the third host material is generated during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the third light-emitting layer, and such region is located at the interface between the first light-emitting layer and the third light-emitting layer.

[0581] If the organic EL element according to this embodiment has an intervening layer, it is preferable that the intervening layer is placed between the first light-emitting layer and the second light-emitting layer.

[0582] The intercalating layer is preferably a non-doped layer. The intercalating layer is preferably a layer that does not contain luminescent compounds (dopant materials). The intercalating layer is preferably free of metal atoms. The intervening layer includes an intervening layer material. Preferably, the intervening layer material is not a luminescent compound. The intervening layer material is not particularly limited, but it is preferable that it be a material other than a luminescent compound. Examples of intercalated layer materials include: 1) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, or phenanthroline derivatives; 2) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, or chrysene derivatives; and 3) aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives.

[0583] The intervening layer material may be one or both of the host materials: the first host material contained in the first light-emitting layer and the second host material contained in the second light-emitting layer.

[0584] When the interlayer contains multiple interlayer materials, it is preferable that the content of each interlayer material is 10% by mass or more of the total mass of the interlayer. The intervening layer preferably contains the intervening layer material in an amount of 60% by mass or more of the total mass of the intervening layer, more preferably 70% by mass or more of the total mass of the intervening layer, even more preferably 80% by mass or more of the total mass of the intervening layer, even more preferably 90% by mass or more of the total mass of the intervening layer, and still more preferably 95% by mass or more of the total mass of the intervening layer. The intervening layer may contain only one type of intervening layer material, or it may contain two or more types. If the intervening layer contains two or more intervening layer materials, the upper limit of the total content of the two or more intervening layer materials is 100% by mass. Furthermore, the organic EL element according to the fifth embodiment does not exclude the inclusion of materials other than the inclusion layer material in the intervening layer.

[0585] The intervening layer may consist of a single layer or of two or more layers stacked together.

[0586] There are no particular restrictions on the thickness of the intervening layer, but it is preferably 3 nm to 15 nm per layer, and more preferably 5 nm to 10 nm.

[0587] (Other layers of the organic EL element) The organic EL element according to this embodiment may have layers composed of one or more organic compounds in addition to the first light-emitting layer and the second light-emitting layer. Examples of layers composed of organic compounds include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer.

[0588] The organic EL element according to this embodiment may have, for example, an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order, or the order of the second light-emitting layer and the first light-emitting layer may be reversed, and the anode, first light-emitting layer, second light-emitting layer, and cathode may be in this order. In either case of the order of the first light-emitting layer and the second light-emitting layer, by selecting a combination of host materials that satisfies the relationship in the above formula (Equation 1), the effects of having the aforementioned light-emitting layers in a stacked configuration can be expected.

[0589] In the organic EL element according to this embodiment, the organic layer may consist only of a first light-emitting layer and a second light-emitting layer, but for example, the organic layer may further have at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer.

[0590] In this embodiment, the organic EL element preferably includes a first light-emitting layer between the anode and the cathode, and a second light-emitting layer between the first light-emitting layer and the anode. The organic EL element according to this embodiment preferably includes a first light-emitting layer between the anode and the cathode, and a second light-emitting layer between the first light-emitting layer and the cathode.

[0591] In the organic EL element according to this embodiment, it is preferable to include a hole transport layer between the light-emitting band and the anode. In the organic EL element according to this embodiment, it is preferable to have a hole transport layer positioned between the anode and the light-emitting layer.

[0592] In the organic EL element according to this embodiment, it is preferable to include an electron transport layer between the light-emitting band and the cathode. In the organic EL element according to this embodiment, it is preferable to have an electron transport layer arranged between the cathode and the light-emitting layer.

[0593] Figure 2 shows a schematic configuration of another example of an organic EL element according to the fifth embodiment. The organic EL element 1A includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10A disposed between the anode 3 and the cathode 4. The organic layer 10A is constructed by stacking, in order from the anode 3 side, a hole injection layer 6, a hole transport layer 7, a first light-emitting layer 51, a second light-emitting layer 52, an electron transport layer 8, and an electron injection layer 9. The organic EL element 1A has a light-emitting band 50A, which includes the first light-emitting layer 51 and the second light-emitting layer 52. The first light-emitting layer 51 is the layer located furthest towards the anode within the light-emitting band 50A, and the second light-emitting layer 52 is the layer located furthest towards the cathode within the light-emitting band 50A.

[0594] Figure 3 shows a schematic configuration of another example of an organic EL element according to the fifth embodiment. The organic EL element 1B includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10B disposed between the anode 3 and the cathode 4. The organic layer 10B is constructed by stacking a hole injection layer 6, a hole transport layer 7, a second light-emitting layer 52, a first light-emitting layer 51, an electron transport layer 8, and an electron injection layer 9 in that order, starting from the anode 3 side. The organic EL element 1B has a light-emitting band 50B, which includes the first light-emitting layer 51 and the second light-emitting layer 52. The second light-emitting layer 52 is the layer located furthest towards the anode within the light-emitting band 50B, and the first light-emitting layer 51 is the layer located furthest towards the cathode within the light-emitting band 50B. The present invention is not limited to the configuration of the organic EL element shown in Figures 2 and 3.

[0595] The configuration of the organic EL element will be further described. This configuration is common to the organic EL elements of the fourth and fifth embodiments. Reference numerals may be omitted below.

[0596] (substrate) The substrate is used as a support for the organic EL 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), such as a plastic substrate. Examples of materials for forming a plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. An inorganic vapor-deposited film may also be used.

[0597] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or more). Specifically, examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, graphene, etc. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metallic materials (e.g., titanium nitride).

[0598] These materials are typically deposited by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% to 10% by mass of zinc oxide relative to indium oxide. Similarly, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% to 5% by mass of tungsten oxide and 0.1% to 1% by mass of zinc oxide relative to indium oxide. Other methods such as vacuum deposition, coating, inkjet, and spin coating may also be used.

[0599] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that facilitates hole injection regardless of the anode's work function. Therefore, any material suitable for electrode materials (e.g., metals, alloys, electrically conductive compounds, and mixtures thereof, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0600] Materials with low work functions, such as 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, can also be used. When forming an anode using alkali metals, alkaline earth metals, or alloys containing these, vacuum deposition or sputtering methods can be used. Furthermore, when using silver paste or similar materials, coating methods or inkjet methods can be employed.

[0601] (cathode) For the cathode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof with a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table, namely alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these.

[0602] Furthermore, when forming a cathode using alkali metals, alkaline earth metals, or alloys containing these, vacuum deposition or sputtering methods can be used. Additionally, when using silver paste or similar materials, coating or inkjet methods can be employed.

[0603] Furthermore, by providing an electron injection layer, cathodes can be formed using various conductive materials such as Al, Ag, ITO, graphene, silicon, or indium tin oxide containing silicon oxide, regardless of the magnitude of the work function. These conductive materials can be deposited using methods such as sputtering, inkjet printing, or spin coating.

[0604] (Hole injection layer) The hole injection layer is a layer containing a material with high hole injection properties. Suitable materials with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide.

[0605] Furthermore, substances with high hole injection potential include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviated as DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated as DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino] Aromatic amine compounds such as [phenylaminobenzene] (abbreviated as DPA3B), 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA1), 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviated as PCzPCN1) are also examples, as is dipyradino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonnitrile (HAT-CN).

[0606] Furthermore, polymer compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples of polymer compounds include poly(N-vinylcarbazole) (abbreviated as PVK), poly(4-vinyltriphenylamine) (abbreviated as PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviated as PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviated as Poly-TPD). In addition, polymer compounds to which acids such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) have been added can also be used.

[0607] (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. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviated as NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviated as TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviated as BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl Aromatic amine compounds such as phenyl (abbreviated as DFLDPBi), 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviated as BSPB) can be used. The substances described here are mainly 10 -6 cm 2 It is a substance having a hole mobility of / (V·s) or greater.

[0608] The hole transport layer may use carbazole derivatives such as CBP, 9-[4-(N-carbazolyl)]phenyl-10-phenylanthracene (CzPA), and 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. High molecular weight compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used.

[0609] However, other materials may be used as long as they have higher hole transport capabilities than electron transport capabilities. Furthermore, the layer containing the material with high hole transport capabilities may be a single layer, or it may consist of two or more layers of the above-mentioned material stacked together.

[0610] (electron transport layer) In the organic EL element according to the above embodiment, it is preferable to include an electron transport layer between the light-emitting layer and the cathode. The electron transport layer is a layer containing a material with high electron transport properties. The electron transport layer can contain: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. Specifically, low-molecular-weight organic compounds such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ, among others, can be used. In addition to metal complexes, there are also 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as (TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), vasophenanthroline (abbreviated as BPhen), vasocuproin (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazole-2-yl)stilbene (abbreviated as BzOs) can also be used. In the above embodiment, benzimidazole compounds can be suitably used. The substances described herein are mainly 10 -6 cm 2 The material has an electron mobility of 1 / (V·s) or greater. However, any material with higher electron transport properties than hole transport properties may be used as the electron transport layer. Furthermore, the electron transport layer may consist of a single layer, or it may consist of two or more layers of the above material stacked together.

[0611] Furthermore, polymer compounds can also be used in the electron transport layer. For example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviated as PF-Py) and poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviated as PF-BPy) can be used.

[0612] (electron injection layer) The electron injection layer is a layer containing a material with high electron injection potential. The electron injection layer can contain alkali metals, alkaline earth metals, or compounds thereof, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium oxide (LiOx). Alternatively, a material containing an alkali metal, alkaline earth metal, or compound thereof in an electron-transporting material, specifically one containing magnesium (Mg) in Alq, may also be used. In this case, electron injection from the cathode can be performed more efficiently.

[0613] Alternatively, a composite material formed by mixing an organic compound and an electron donor may be used in the electron injection layer. Such a composite material exhibits excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent at transporting the generated electrons, and specifically, for example, the substances that constitute the electron transport layer described above (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor can be any substance that exhibits electron-donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (abbreviated as TTF) can also be used.

[0614] (Layer formation method) The method for forming each layer of an organic EL element is not limited to those specifically mentioned above, but known methods such as dry deposition methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet deposition methods such as spin coating, dipping, flow coating, and inkjet deposition can be employed.

[0615] (film thickness) The film thickness of each organic layer in an organic EL device is not limited unless otherwise specified above. Generally, if the film thickness is too thin, defects such as pinholes are likely to occur, and if the film thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the film thickness of each organic layer in an organic EL device is usually preferably in the range of a few nanometers to 1 μm. [Sixth Embodiment] [Electronic equipment] The electronic device according to this embodiment incorporates an organic electroluminescent element according to any of the embodiments described above. Examples of electronic devices include display devices and light-emitting devices. Examples of display devices include display components (e.g., organic EL panel modules), televisions, mobile phones, tablets, and personal computers. Examples of light-emitting devices include lighting and vehicle lights. The light-emitting device can also be used in a display device, for example, as a backlight for a display device.

[0616] [Variations of the Embodiment] Furthermore, the present invention is not limited to the embodiments described above, and any modifications, improvements, etc., that can achieve the objectives of the present invention are included in the present invention.

[0617] For example, the light-emitting layer is not limited to one layer, but may consist of multiple light-emitting layers stacked together. When an organic EL element has multiple light-emitting layers, it is sufficient that at least one organic layer satisfies the conditions described in the above embodiment, and it is preferable that at least one light-emitting layer contains the compound of the first embodiment. When one of the multiple light-emitting layers contains the compound of the first embodiment, for example, the other light-emitting layers may be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission due to electron transitions from a triplet excited state to a direct ground state. Furthermore, if the organic EL element has multiple light-emitting layers, these light-emitting layers may be arranged adjacent to each other, or it may be a so-called tandem type organic EL element in which multiple light-emitting units are stacked with an intermediate layer in between.

[0618] Alternatively, for example, a barrier layer may be provided adjacent to at least one of the anode and cathode sides of the light-emitting layer. The barrier layer is preferably positioned in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons. For example, if a barrier layer is placed in contact with the cathode side of the light-emitting layer, the barrier layer transports electrons and prevents holes from reaching the layer on the cathode side of the barrier layer (e.g., the electron transport layer). If the organic EL element includes an electron transport layer, it is preferable to include the barrier layer between the light-emitting layer and the electron transport layer. Furthermore, if a barrier layer is placed in contact with the anode side of the light-emitting layer, the barrier layer transports holes and prevents electrons from reaching the layer on the anode side of the barrier layer (for example, a hole transport layer). If the organic EL element includes a hole transport layer, it is preferable to include the barrier layer between the light-emitting layer and the hole transport layer. Furthermore, a barrier layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to the surrounding layers. This prevents excitons generated in the light-emitting layer from moving to layers closer to the electrodes than the barrier layer (for example, electron transport layers and hole transport layers). It is preferable that the light-emitting layer and the barrier layer are bonded together.

[0619] Furthermore, the specific structure and shape in the implementation of the present invention may be other structures, etc., to the extent that the objectives of the present invention can be achieved. [Examples]

[0620] The present invention will be described in more detail below with reference to examples. The present invention is not limited to these examples.

[0621] <Compound> The structures of the compounds represented by general formula (1) used in the manufacture of the organic EL elements in Examples 1 and 2 are shown below.

[0622] [ka]

[0623] The structure of the comparative compound used in the manufacture of the organic EL element related to Comparative Example 1 is shown below.

[0624] [ka]

[0625] The structures of other compounds used in the production of organic EL elements in Examples 1 and 2 and Comparative Example 1 are shown below.

[0626] [ka]

[0627] <Fabrication of Organic EL Devices> [Example 1] A glass substrate (manufactured by Geomatec Co., Ltd.) with a 25mm x 75mm x 1.1mm thick ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The film thickness of the ITO transparent electrode was set to 130 nm. After cleaning, the glass substrate with transparent electrode lines was mounted in the substrate holder of the vacuum deposition apparatus. First, compound HT-1 and compound HA were co-deposited onto the surface on which the transparent electrode lines were formed, covering the transparent electrodes, to form a hole injection layer with a thickness of 10 nm. The proportion of compound HT-1 in this hole injection layer was set to 97% by mass, and the proportion of compound HA was set to 3% by mass. Compound HT-1 was deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, compound HT-2 was deposited on the first hole transport layer to form an electron barrier layer with a thickness of 10 nm (sometimes referred to as the second hole transport layer). Compound BH-1 (the second compound) as a host material and compound BD-1 (the first compound) as a luminescent compound were co-deposited onto an electron barrier layer to form a luminescent layer with a thickness of 25 nm. The proportion of compound BH-1 in this luminescent layer was set to 98% by mass, and the proportion of compound BD-1 was set to 2% by mass. Compound ET-1 was deposited on the light-emitting layer to form a first electron transport layer (sometimes referred to as a hole barrier layer) with a thickness of 10 nm. Compound ET-2 was deposited on the first electron transport layer to form a second electron transport layer with a thickness of 15 nm. A 1 nm thick electron injection layer was formed by depositing LiF onto the second electron transport layer. A cathode with a thickness of 80 nm was formed by depositing metallic aluminum onto the electron injection layer. As described above, an organic EL element according to Example 1 was fabricated. The element configuration of the organic EL element according to Example 1 is shown in a schematic manner as follows. ITO(130) / HT-1:HA(10,97%:3%) / HT-1(80) / HT-2(10) / BH-1:BD-1(25,98%:2%) / ET-1(10) / ET-2(15) / LiF(1) / Al(80) The numbers in parentheses indicate the film thickness (in nm). Regarding the device configuration of the organic EL element according to Example 1, the percentages in parentheses (97%:3%) indicate the ratio of compound HT-1 and compound HA in the hole injection layer (in mass%), and the percentages (98%:2%) indicate the ratio of the second compound (compound BH-1) and the first compound (compound BD-1) in the light-emitting layer (in mass%). The same notation will be used hereafter.

[0628] [Example 2] The organic EL element of Example 2 was fabricated in the same manner as the organic EL element of Example 1, except that the first compound (compound BD-1) used to form the light-emitting layer was changed to the first compound (compound BD-2) shown in Table 1.

[0629] [Comparative Example 1] The organic EL element of Comparative Example 1 was fabricated in the same manner as the organic EL element of Example 1, except that the first compound (compound BD-1) used to form the light-emitting layer was changed to one of the comparative compounds shown in Table 1.

[0630] <Evaluation of Organic EL Devices> The fabricated organic EL elements were evaluated as follows. The evaluation results are shown in Table 1.

[0631] (External quantum efficiency EQE, and maximum peak wavelength λ) EL ) Current density is 10 mA / cm² 2 The spectral radiance spectrum was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage was applied to the element in such a manner. From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that lambassian emission occurred. In addition, the maximum peak wavelength λ was calculated from the obtained spectral radiance spectrum. EL The emission width at half maximum (FWHM) was calculated (in nm). FWHM is an abbreviation for Full Width at Half Maximum.

[0632] (Life span LT95) The fabricated organic EL element has a current density of 50 mA / cm². 2 A voltage was applied to achieve the desired result, and the time it took for the brightness to reach 95% of the initial brightness (LT95 (unit: hours)) was measured as the lifespan. Brightness was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.).

[0633] [Table 1]

[0634] The organic EL elements in Examples 1 and 2 have different EQE and λ values ​​compared to the organic EL element in Comparative Example 1. EL And for FWHM, the lifespan was extended while maintaining equivalent performance. With compounds represented by general formula (1), such as compounds BD-1 and BD-2, the performance of the organic EL element (EQE, λ) was improved. EL We were able to extend the device lifespan while maintaining the FWHM (and other parameters) at an equivalent level.

[0635] <Example of synthesis> Unless otherwise specified, the percentages and ratios mentioned in the following examples are mass percentages and mass ratios.

[0636] [Synthesis of compound BD-1] The synthesis method for compound BD-1 is described below.

[0637] (Synthesis of intermediate M1-1) First, we synthesized the intermediate M1-1.

[0638] [ka]

[0639] 10.0 g (17.5 mmol) of 2,3-dibromo-5-(1,1-dimethylethyl)-N,N-bis[4-(1,1-dimethylethyl)phenyl]benzeneamine, 3.94 g (18.8 mmol) of 9,9-dimethyl-9H-fluoren-2-amine, and 2.69 g (28.0 mmol) of sodium tert-butoxide were added to 100 mL of toluene. This suspension was degassed using three freeze-pump-thaw cycles, and 160 mg (0.175 mmol) of tris(dibenzylideneacetone)dipalladium(0) and 436 mg (0.700 mmol) of BINAP were added to the reaction mixture. After two more freeze-pump-thaw cycles, the reaction mixture was heated at 90°C for 5 hours. The reaction mixture was cooled to room temperature and diluted with toluene and water. The organic extract was washed with water, dried over magnesium sulfate, filtered, and the solution was concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and dichloromethane as the eluent to obtain 7.46 g (56% yield) of intermediate M1-1 as a white solid. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:699.5[M+H]

[0640] (Synthesis of intermediates M1-2) Next, we synthesized intermediate M1-2.

[0641] [ka]

[0642] 7.00 g (10.0 mmol) of intermediate M1-1, 16.9 g (53.6 mmol) of 1-bromo-4-chloro-2-iodobenzene, 1.01 g (5.35 mmol) of copper(I) iodide, and 4.43 g (32.1 mmol) of potassium carbonate were heated at 200 °C for 24 hours. The reaction mixture was cooled to room temperature and diluted with toluene and water. The organic extract was washed with water, dried over magnesium sulfate, filtered, and the solution was concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and dichloromethane as the eluent to obtain 7.61 g (80% yield) of intermediate M1-2 as a colorless resin. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:889.3[M+H]

[0643] (Synthesis of intermediates M1-3) Next, we synthesized intermediate M1-3.

[0644] [ka]

[0645] 9.89 g (11.1 mmol) of intermediate M1-2 was added to 300 mL of tert-butylbenzene, and the solution was bubbling with argon for 20 minutes. 23.4 mL of 1.9 M tert-butyllithium pentane solution was added dropwise at 0°C, and the reaction mixture was stirred at 0°C for 1 hour. The reaction mixture was then warmed to room temperature and stirred for 1 hour. The reaction mixture was cooled to -30°C, 4.42 mL (46.7 mmol) of boron tribromide was added, and the reaction mixture was stirred at room temperature for 2 hours. After cooling the reaction mixture to 0°C, 10.1 mL (57.8 mmol) of N-ethyl-N-isopropylpropan-2-amine was added, and the reaction mixture was further heated to 145°C. After 1.5 hours, the reaction mixture was cooled to room temperature and quenched with 10% aqueous sodium acetate solution. The reaction mixture was diluted with ethyl acetate, and the organic extract was dried over magnesium sulfate, filtered, and concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and dichloromethane as the eluent. Subsequently, recrystallization was performed using the mixed solvent of heptane and dichloromethane to obtain 1.37 g (16% yield) of intermediate M1-3 as a yellow powder. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:739.5[M+H]

[0646] (Synthesis of intermediates M1-4) Next, we synthesized intermediate M1-4.

[0647] [ka]

[0648] Intermediates M1-4 were synthesized according to the procedure published in Org. Chem. Front., 2021, 8, 2981. 5.0 g (20.7 mmol) of 4-tert-butyl-2,6-dimethylbromobenzene and 2.33 g (20.7 mmol) of potassium tert-butoxide were mixed with 25 mL of DMSO-d 6The mixture was dissolved and heated at 86°C for 4 hours under an argon atmosphere. The reaction mixture was cooled to room temperature and diluted with ethyl acetate and water. The organic extract was washed with water, dried over magnesium sulfate, filtered, and the solution was concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and dichloromethane as the eluent to obtain 4.36 g (85% yield) of intermediate M1-4 as a colorless oil. Note that DMSO is an abbreviation for dimethyl sulfoxide, and DMSO-d 6 This indicates that it is a deuterium compound in which all six hydrogen atoms of dimethyl sulfoxide are replaced with deuterium atoms.

[0649] (Synthesis of intermediates M1-5) Next, we synthesized intermediates M1-5.

[0650] [ka]

[0651] 8.00 g (32.4 mmol) of intermediate M1-4, 7.82 g (45.3 mmol) of 4-aminobiphenyl, and 6.84 g (71.2 mmol) of sodium tert-butoxide were added to 162 mL of toluene. This suspension was degassed using three freeze-pump-thaw cycles, and 445 mg (0.49 mmol) of tris(dibenzylideneacetone)dipalladium(0) and 605 mg (0.97 mmol) of BINAP were added to the reaction mixture. After two more freeze-pump-thaw cycles, the reaction mixture was heated under reflux for 22.5 hours. The reaction mixture was cooled to room temperature and diluted with toluene and water. The organic extract was washed with water, dried over magnesium sulfate, filtered, and the solution was concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and dichloromethane as the eluent to obtain 7.06 g (65% yield) of intermediate M1-5 as an oily residue. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:336.5[M+H] +

[0652] (Synthesis of compound BD-1) Next, compound BD-1 was synthesized.

[0653] [ka]

[0654] 4.00 g (5.41 mmol) of intermediate M1-3, 2.36 g (7.03 mmol) of intermediate M1-5, and 0.59 g (8.12 mmol) of sodium tert-butoxide were added to 108 mL of toluene. This suspension was degassed using three freeze-pump-thaw cycles, and 99 mg (0.11 mmol) of tris(dibenzylideneacetone)dipalladium(0) and 103 mg (0.22 mmol) of dicyclohexyl(2',4',6'-tris(propan-2-yl)[1,1'-biphenyl]-2-yl]phosphane were added to the reaction mixture. After two more freeze-pump-thaw cycles, the reaction mixture was heated at 90°C for 2 hours. The reaction mixture was cooled to room temperature and diluted with toluene and water. The organic extract was washed with water, dried over magnesium sulfate, filtered, and the solution was concentrated. The residue was purified by silica gel column chromatography using a mixed solvent of heptane and toluene as the eluent to obtain 4.10 g (73% yield) of compound BD-1 as a yellow solid. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:1039.3[M+H] +

[0655] [Synthesis of compound BD-2] The synthesis method for compound BD-2 is described below.

[0656] (Synthesis of intermediate M1-1) First, we synthesized the intermediate M2-1.

[0657] [ka]

[0658] Intermediate M2-1 was synthesized according to the procedure of the synthesis example of intermediate M1-5 described above, except that it used intermediate M1-4 synthesized according to the procedure described above and 4-tert-butylaniline. The yield was 94%. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:316.5[M+H] +

[0659] (Synthesis of compound BD-2) Next, compound BD-2 was synthesized.

[0660] [ka]

[0661] Compound BD-2 was synthesized according to the procedure of the example synthesis of compound BD-1, except that intermediates M1-3 and M2-1, which were synthesized according to the procedure described above, were used. The yield was 76%. The results of liquid chromatography-mass spectrometry (LC-MS) were as follows. LC-MS:1019.3[M+H] + [Explanation of symbols]

[0662] 1, 1A, 1B... Organic EL element, 2... Substrate, 3... Anode, 4... Cathode, 5... Light-emitting layer, 51... First light-emitting layer, 52... Second light-emitting layer, 6... Hole injection layer, 7... Hole transport layer, 8... Electron transport layer, 9... Electron injection layer, 10, 10A, 10B... Organic layer, 50A, 50B... Light-emitting band, 67... First organic layer, 89... Second organic layer.

Claims

1. A compound represented by the following general formula (1). 【Chemistry 1】 (In the above general formula (1), A １ teeth, Aromatic hydrocarbon ring groups consisting of substituted or unsubstituted fused rings composed of four or more rings, or A heterocyclic group consisting of a fused ring composed of five or more rings, which may be substituted or unsubstituted, and which contains a nitrogen atom, an oxygen atom, or a sulfur atom as part of its skeleton. B １ This is a group represented by the general formula (10) above, n is 1, 2, 3, 4, or 5. When n is 2, 3, 4, or 5, multiple B １ They are either identical or different from each other. In the above general formula (10), Ra, Rb, Rc, and Ak Ｄ Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, Ak Ｄ When the Ak forms the substituted or unsubstituted monoring or the substituted or unsubstituted fused ring, Ｄ The substituted or unsubstituted monoring or substituted or unsubstituted fused ring formed by contains one or more deuterium atoms. Ak that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted fused ring Ｄ Each of them operates independently. A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, containing one or more deuterium atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms and containing one or more deuterium atoms, Multiple Ak Ｄ They are either identical or different from each other. Ra, Rb, and Rc, which do not form the substituted or unsubstituted monorings and do not form the substituted or unsubstituted condensed rings, are each independently: hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R １３１ )(R １３２ ) group represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ ) a base represented by -S-(R １３７ ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar １ teeth, Substituted or unsubstituted hydrocarbon ring groups having 6 to 50 carbon atoms, or A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, * is A in the general formula (1) above. １ (This indicates the bonding position.) (In the compound represented by the general formula (1) above, R １３１ ~R １３７ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R １３１ If multiple R １３１ They are either identical or different from each other. R １３２ If multiple R １３２ They are either identical or different from each other. R １３３ If multiple R １３３ They are either identical or different from each other. R １３４ If multiple R １３４ They are either identical or different from each other. R １３５ If multiple R １３５ They are either identical or different from each other. R １３６ If multiple R １３６ They are either identical or different from each other. R １３７ If multiple R １３７ (They are either identical or different to each other.)

2. The compound represented by the general formula (1) is the compound represented by the general formula (11) below. The compound according to claim 1. 【Chemistry 2】 (In the above general formula (11), R １ ~R １１ Each of them operates independently. hydrogen atom, The group represented by the general formula (10) above, -L １３ -B １ A base represented by Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ ) a base represented by -S-(R １３７ ) a base represented by halogen atom, Cyano group, Nitro group, Substituted or unsubstituted hydrocarbon ring groups having 6 to 50 carbon atoms, or A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Y Ａ and Y Ｂ Each of them independently, C(R １１１ ) (Caution １１２ ), N (R １１３ ), N-L １３ -B １ , Si(R １１４ ) (Caution １１５ ), an oxygen atom, or a sulfur atom, L １３ teeth, A substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, L １３ If there are multiple L １３ They are either identical or different from each other. B １ This is a group represented by the general formula (10) above, B １ If there are multiple B １ They are either identical or different from each other. R １１１ ~R １１５ And R １３１ ~R １３７ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, Substituted or unsubstituted hydrocarbon ring groups having 6 to 50 carbon atoms, or A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R １１１ If multiple R １１１ They are either identical or different from each other. R １１２ If multiple R １１２ They are either identical or different from each other. R １１３ If multiple R １１３ They are either identical or different from each other. R １１４ If multiple R １１４ They are either identical or different from each other. R １１５ If multiple R １１５ They are either identical or different from each other. R １３１ If multiple R １３１ They are either identical or different from each other. R １３２ If multiple R １３２ They are either identical or different from each other. R １３３ If multiple R １３３ They are either identical or different from each other. R １３４ If multiple R １３４ They are either identical or different from each other. R １３５ If multiple R １３５ They are either identical or different from each other. R １３６ If multiple R １３６ They are either identical or different from each other. R １３７ If multiple R １３７ They are either identical or different from one another. However, the compound represented by the general formula (11) satisfies at least one of the following conditions (a1) and (a2). Condition (a1): At least one of R １ to R １１ is a group represented by the general formula (10) or -L １３ -B １ represented by the formula. Condition (a2): Y Ａ and Y Ｂ At least one of them is -L １３ -B １ (This is the base represented by [this symbol].)

3. Y Ａ and Y Ｂ each independently is N(R １１３ ) The compound according to claim 2.

4. The compound represented by the general formula (1) is the compound represented by the following general formula (111). The compound according to claim 2 or claim 3. 【Transformation 3】 (In the above general formula (111), R １ ~R １１ These are R in the general formula (11) mentioned above. １ ~R １１ It is synonymous with, L １１ and L １２ Each of them operates independently. single bond, Substituted or unsubstituted alkylene groups having 1 to 30 carbon atoms, A substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, Ar １１ and Ar １２ Each of them operates independently. Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

5. The compound represented by the general formula (1) is the compound represented by the following general formula (112). The compound according to claim 4. 【Chemistry 4】 (In the above general formula (112), R １ ~R １１ , L １１ , L １２ And Ar １１ These are, respectively, R in the general formula (111) above. １ ~R １１ , L １１ , L １２ And Ar １１ It is synonymous with, R １２１ ~R １２８ Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a ring represented by the following general formula (12A), They combine with each other to form a ring represented by the following general formula (12B), or They do not bind to each other. 【Transformation 5】 (In the above general formulas (12A) and (12B), R １４１ ~R １４４ Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R １５１ ~R １５４ Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, *1, *2, *3, and *4 each independently indicate the bonding position. (In the above general formulas (112), (12A), and (12B), X １ and X ２ Each of these independently consists of an oxygen atom, a sulfur atom, or C(R) １２９ ) (Caution １３０ ) and R １２９ and R １３０ A group consisting of, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R １２１ ~R １３０ , R １４１ ~R １４４ And R １５１ ~R １５４ One of them is a single bond that connects to *a, *R is not a single bond bonded to a, but does not form the ring represented by the general formula (12A) and the ring represented by the general formula (12B). １２１ ~R １２８ Furthermore, R is not a single bond bonded to *a, and does not form the substituted or unsubstituted monoring, nor does it form the substituted or unsubstituted fused ring. １４１ ~R １４４ and R １５１ ~R １５４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ ) a base represented by -S-(R １３７ ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, *R is not a single bond bonded to a, and does not form the aforementioned substituted or unsubstituted monoring, nor does it form the aforementioned substituted or unsubstituted fused ring. １２９ ~R １３０ teeth, hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

6. X in the above general formula (112) １ is C(R １２９ ) (Caution １３０ ) The compound according to claim 5.

7. L in the above general formula (112) １２ It is a single bond. The compound according to claim 5.

8. The compound represented by the above general formula (1) is the compound represented by the following general formula (113). The compound according to claim 5. 【Transformation 6】 (In the above general formula (113), R １ ~R １１ , L １１ Ar １１ , R １２１ ~R １３０ Furthermore, *a represents R in the general formula (112), respectively. １ ~R １１ , L １１ Ar １１ , R １２１ ~R １３０ (And is synonymous with *a.)

9. R ２ or R ７ However, B １ The compound according to any one of claims 2 to 8.

10. R ７ However, B １ The compound according to any one of claims 2 to 9.

11. R １ ~R １１ At least one of these is a group represented by the general formula (10). The compound according to any one of claims 2 to 10.

12. The compound according to any one of claims 1 to 11, wherein n is 1 or 2.

13. The two Ak in the general formula (10) Ｄ None of them form the substituted or unsubstituted monoring, nor do they form the substituted or unsubstituted condensed ring. The compound according to any one of claims 1 to 12.

14. Ak Ｄ When forming the substituted or unsubstituted monoring or the substituted or unsubstituted condensed ring, The Ak Ｄ All of the hydrogen atoms on the substituted or unsubstituted monoring or on the substituted or unsubstituted fused ring formed are deuterium atoms. The compound according to any one of claims 1 to 12.

15. Ar １ These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. The compound according to any one of claims 1 to 14.

16. B １ This is a group represented by the following general formula (101): The compound according to any one of claims 1 to 15. 【Transformation 7】 (In the above general formula (101), Ak Ｄ Ra, Rb, Rc, and * are, respectively, Ak in the general formula (10). Ｄ It is synonymous with Ra, Rb, Rc and *, Ar １０１ These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. Rd, Re, Rf, and Rg are each independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ ) a base represented by -S-(R １３７ ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

17. B １ This is a group represented by the following general formula (102): The compound according to claim 16. 【Transformation 8】 (In the above general formula (102), Ra, Rb, Rc, Rd, Re, Rf, Rg, Ar １０１ And * are Ra, Rb, Rc, Rd, Re, Rf, Rg, Ar in the general formula (101), respectively. １０１ (And is synonymous with *.)

18. Ak Ｄ は、 An unsubstituted alkyl group having 1 to 50 carbon atoms, in which all hydrogen atoms in the group are deuterium atoms, or It is an unsubstituted cycloalkyl group with 3 to 50 carbon atoms in the ring, where all hydrogen atoms in the group are deuterium atoms. The compound according to any one of claims 1 to 16.

19. Ak Ｄ Each of them operates independently. A methyl group containing one or more deuterium atoms, An ethyl group containing one or more deuterium atoms, A tert-butyl group containing one or more deuterium atoms, an isopropyl group containing one or more deuterium atoms, or A substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms and containing one or more deuterium atoms, The compound according to any one of claims 1 to 16.

20. Ak Ｄ Each of these is independently a methyl group containing one or more deuterium atoms. The compound according to any one of claims 1 to 16.

21. The group B is represented by the general formula (10) mentioned above. １ Ak in Ｄ All hydrogen atoms other than the hydrogen atoms present are light hydrogen atoms. The compound according to any one of claims 1 to 20.

22. Intramolecular Ak of ​​the compound represented by the general formula (1) Ｄ All hydrogen atoms other than the hydrogen atoms present are light hydrogen atoms. The compound according to any one of claims 1 to 21.

23. The compound represented by the general formula (1) above is represented by the following general formula (114): The compound according to claim 2. 【Chemistry 9】 (In the above general formula (114), R １ ~R ６ and R ８ ~R １１ These are, respectively, R in the general formula (11) above. １ ~R ６ and R ８ ~R １１ It is synonymous with, L １１ teeth, single bond, Substituted or unsubstituted alkylene groups having 1 to 30 carbon atoms, A substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or A divalent heterocyclic group having 5 to 30 substituted or unsubstituted ring-forming atoms, Ar １１ teeth, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ra, Rb, Rc, Rd, Re, Rf, and Rg are each independent of the others. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ ) a base represented by -S-(R １３７ ) a base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar １０１ These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R １２１ ~R １２６ and R １２８ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by -Si(R １３３ ) (Caution １３４ ) (Caution １３５ ) a base represented by -O-(R １３６ A base represented by ) or -S-(R １３７ It is a base represented by ), R １２９ ~R １３０ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

24. Ra, Rb, and Rc are each independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or These are heterocyclic groups with 5 to 30 substituted or unsubstituted ring-forming atoms. The compound according to any one of claims 1 to 23.

25. Ra, Rb, and Rc are each independent of each other. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms. The compound according to any one of claims 1 to 24.

26. R is not a group represented by the general formula (10) mentioned above. １ ~R １１ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by A substituted or unsubstituted ring-forming hydrocarbon ring group having 6 to 30 carbon atoms, or These are heterocyclic groups with 5 to 30 substituted or unsubstituted ring-forming atoms. The compound according to any one of claims 2 to 10.

27. R is not a group represented by the general formula (10) mentioned above. １ ~R １１ Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, A substituted or unsubstituted hydrocarbon ring group having 6 to 30 carbon atoms, The compound according to any one of claims 2 to 10.

28. R １２１ ~R １２８ , R １４１ ~R １４４ And R １５１ ~R １５４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 20 carbon atoms, -N(R) １３１ ) (Caution １３２ ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or These are heterocyclic groups with 5 to 30 substituted or unsubstituted ring-forming atoms. The compound according to any one of claims 5 to 8.

29. R １２１ ~R １２８ , R １４１ ~R １４４ And R １５１ ~R １５４ Each of them operates independently. hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms. The compound according to any one of claims 5 to 8.

30. Ar １ The hydrocarbon ring groups in the general formula (1), excluding the hydrocarbon ring group as a whole, are all aryl groups. The compound according to any one of claims 1 to 29.

31. In the case of "substituted or unsubstituted," the substituent is an unsubstituted C1-C6 alkyl group, an unsubstituted ring-forming C6-C12 aryl group, or an unsubstituted ring-forming C5-C13 heterocyclic group. The compound according to any one of claims 1 to 30.

32. All bases described as "substitutable or unsubstitutable" are "unsubstitutable" bases. The compound according to any one of claims 1 to 30.

33. A composition, The composition contains the compound described in any one of claims 1 to 32 as the first compound, The composition contains or does not contain a light hydrogen compound in which all hydrogen atoms in the compound represented by the general formula (1) are light hydrogen atoms. A composition in which the content of the first compound relative to the total of the first compound and the light hydrogen compound in the composition is 0.1 mol% or more.

34. An organic electroluminescent element, It comprises a cathode, an anode, and an organic layer contained between the cathode and the anode, At least one layer contained in the organic layer contains the compound described in any one of claims 1 to 32 as the first compound. Organic electroluminescent element.

35. The aforementioned organic layer includes a light-emitting layer, The light-emitting layer contains the first compound, The organic electroluminescent element according to claim 34.

36. The light-emitting layer contains a second compound represented by the following general formula (H10): The organic electroluminescent element according to claim 35. 【Chemistry 10】 [In the above general formula (H10), R １０１ ~R １１０ Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring １０１ ~R １１０ Each of them operates independently. hydrogen atom, Substituent R, or The group is represented by the following general formula (H10A), However, R does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring. １０１ ~R １１０ At least one of these is a group represented by the following general formula (H10A), If there are two or more groups represented by the following general formula (H10A), then the two or more groups represented by the following general formula (H10A) are either identical or different from one another. -L １０１ -Ar １０１ (H10A) (In the above general formula (H10A), L １０１ teeth, single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar １０１ teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, The substituent R is Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R ９０１ ) (Caution ９０２ ) (Caution ９０３ ) a base represented by -O-(R ９０４ ) a base represented by -S-(R ９０５ ) a base represented by -N(R) ９０６ ) (Caution ９０７ ) a base represented by Halogen atom, cyano group, nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, If there are two or more substituents R, the two or more substituents R are either identical or different from each other. R ９０１ ~R ９０７ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ９０１ If multiple R ９０１ They are either identical or different from each other. R ９０２ If multiple R ９０２ They are either identical or different from each other. R ９０３ If multiple R ９０３ They are either identical or different from each other. R ９０４ If multiple R ９０４ They are either identical or different from each other. R ９０５ If multiple R ９０５ They are either identical or different from each other. R ９０６ If multiple R ９０６ They are either identical or different from each other. R ９０７ If multiple R ９０７ They are either identical or different from one another.

37. A hole transport layer is disposed between the anode and the light-emitting layer. The organic electroluminescent element according to claim 35 or claim 36.

38. An electron transport layer is disposed between the cathode and the light-emitting layer. An organic electroluminescent element according to any one of claims 35 to 37.

39. An electronic device equipped with an organic electroluminescent element according to any one of claims 34 to 38.

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