Organic electroluminescent element and electronic device

Abstract

Disclosed is an organic electroluminescent element (1) which includes a light emitting unit (10) that is disposed between an anode (3) and a cathode (4), wherein: the light emitting unit (10) contains a first deuterated compound and a second deuterated compound, and also contains at least one compound that is selected from the group consisting of a third deuterated compound and a fourth deuterated compound; the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound each independently have at least one deuterium atom; the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are different from each other; the light emitting unit (10) includes two or more organic layers; the two or more organic layers include at least a first light emitting layer (51) and a second light emitting layer (52); the first light emitting layer (51) contains at least the first deuterated compound and a first luminescent compound; the second light emitting layer (52) contains at least the second deuterated compound and a second luminescent compound; the first luminescent compound and the second luminescent compound are the same as or different from each other; and the triplet energy T1(H1) of the first deuterated compound and the triplet energy T1(H2) of the second deuterated compound satisfy the relationship of the following mathematical formula (expression 1).　(Expression 1): T1(H1) > T1(H2)

Description

Organic electroluminescence element and electronic device

[0001] The present invention relates to an organic electroluminescence element and an electronic device.

[0002] Organic electroluminescence elements (hereinafter sometimes referred to as "organic EL elements") are applied to full-color displays such as mobile phones and televisions. When a voltage is applied to an organic EL element, 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 law of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons are generated at a rate of 75%. Performance characteristics of organic EL elements include, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. For example, Patent Document 1 discusses ways to improve the performance of organic EL elements.

[0003] Japanese Patent Application Laid-Open No. 2019-161218

[0004] An object of the present invention is to provide an organic electroluminescent element having a long life and an electronic device incorporating the organic electroluminescent element.

[0005] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and a light-emitting unit disposed between the anode and the cathode, wherein the light-emitting unit contains a first deuterated compound and a second deuterated compound, and also contains at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound, wherein the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are each independently a compound having at least one deuterium atom, and the first deuterated compound the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are different compounds from one another; the light-emitting unit includes two or more organic layers, the two or more organic layers including at least a first light-emitting layer and a second light-emitting layer, the first light-emitting layer containing at least the first deuterated compound and a first light-emitting compound, the second light-emitting layer containing at least the second deuterated compound and a second light-emitting compound, the first light-emitting compound and the second light-emitting compound being the same or different from one another; and the triplet energy T １ (H1) and the triplet energy T of the second deuterated compound １ (H2) satisfies the relationship of the following mathematical formula (1): T １ (H1)>T １ (H2) ... (Equation 1)

[0006] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to one aspect of the present invention.

[0007] According to one aspect of the present invention, it is possible to provide an organic electroluminescent element having a long life and an electronic device equipped with the organic electroluminescent element.

[0008] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to a first embodiment of the present invention, and FIG. 2 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to a second embodiment of the present invention.

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

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

[0011] As used herein, the term "number of ring carbon atoms" refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). When the ring is substituted with a substituent, the carbon atoms contained in the substituent are not included in the number of ring carbon atoms. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 ring carbon atoms, a naphthalene ring has 10 ring carbon atoms, a pyridine ring has 5 ring carbon atoms, and a furan ring has 4 ring carbon atoms. For example, a 9,9-diphenylfluorenyl group has 13 ring carbon atoms, and a 9,9'-spirobifluorenyl group has 25 ring carbon atoms. When a benzene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of a benzene ring substituted with an alkyl group is 6. Furthermore, when the naphthalene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the naphthalene ring. Therefore, the number of ring carbon atoms of the naphthalene ring substituted with an alkyl group is 10.

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

[0013] In this specification, the "number of carbon atoms XX to YY" in the expression "substituted or unsubstituted ZZ group having carbon atoms XX to YY" represents the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

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

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

[0016] "Substituents Described in This Specification" The substituents described in this specification are explained below.

[0017] The number of ring carbon atoms of an "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 atoms of an "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 of an "unsubstituted alkyl group" 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 of an "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 of an "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 carbon atoms of an "unsubstituted cycloalkyl group" described herein is 3 to 50, preferably 3 to 20, and more preferably 3 to 6, unless otherwise specified herein. Unless otherwise specified herein, the number of ring carbon atoms of an "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 atoms of an "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 of an "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0018] "Substituted or Unsubstituted Aryl Group" Specific examples (Specific Example Group G1) of the "substituted or unsubstituted aryl group" described herein include the following unsubstituted aryl group (Specific Example Group G1A) and substituted aryl group (Specific Example Group G1B). (Here, an unsubstituted aryl group refers to a case where a "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and a substituted aryl group refers to a case where a "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply refers to both an "unsubstituted aryl group" and a "substituted aryl group." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with substituents. Examples of the "substituted aryl group" include a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with substituents in the "unsubstituted aryl group" of the following Specific Example Group G1A, and examples of the substituted aryl group of the following Specific Example Group G1B. It should be noted that the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed here are merely examples, and the "substituted aryl groups" described in this specification also include groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl groups" of the following specific example group G1B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl groups" of the following specific example group G1B is further replaced with a substituent.

[0019] Unsubstituted aryl groups (specific example group G1A): a phenyl group, a p-biphenyl group, an m-biphenyl group, an o-biphenyl group, a p-terphenyl-4-yl group, a p-terphenyl-3-yl group, a p-terphenyl-2-yl group, an m-terphenyl-4-yl group, an m-terphenyl-3-yl group, an m-terphenyl-2-yl group, an o-terphenyl-4-yl group, an o-terphenyl-3-yl group, an o-terphenyl-2-yl group, a 1-naphthyl group, a 2-naphthyl group, an anthryl group, a benzanthryl group, a phenanthryl group, a benzophenanthryl group, a phenalenyl group, a pyrenyl group, a chrysenyl group, a benzochrysenyl group, a triphenylenyl group, a benzotriphenylenyl group, a tetracenyl group, a pentacenyl group, a fluorenyl group, A 9,9'-spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a fluoranthenyl group, a benzofluoranthenyl group, a perylenyl group, and a monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0020]

[0021]

[0022] Substituted aryl groups (specific example group G1B): o-tolyl group, m-tolyl group, p-tolyl group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, cyanophenyl group, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl group, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by the above general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

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

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

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

[0026] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl group, an indolyl group, an isoindolyl group, an indolizinyl group, a quinolidinyl group, a quinolyl group, an isoquinolyl group, a cinnolyl group, a phthalazinyl group, a quinazolinyl group, a quinoxalinyl group, a benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, an acridinyl group, a phenazinyl group, a carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, phenothiazinyl group, azacarbazolyl group, and diazacarbazolyl group.

[0027] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): a furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a xanthenyl group, a benzofuranyl group, an isobenzofuranyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, a benzoxazolyl group, a benzisoxazolyl group, a phenoxazinyl group, a morpholino group, a dinaphthofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and a diazanaphthobenzofuranyl group.

[0028] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): a thienyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, a benzothiophenyl group (benzothienyl group), an isobenzothiophenyl group (isobenzothienyl group), a dibenzothiophenyl group (dibenzothienyl group), a naphthobenzothiophenyl group (naphthobenzothienyl group), a benzothiazolyl group, a benzisothiazolyl group, a phenothiazinyl group, a dinaphthothiophenyl group (dinaphthothienyl group), an azadibenzothiophenyl group (azadibenzothienyl group), a diazadibenzothiophenyl group (diazadibenzothienyl group), an azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and a diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

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

[0030]

[0031]

[0032] In the general formulae (TEMP-16) to (TEMP-33), X Ａ and Y Ａ are each independently an oxygen atom, a sulfur atom, NH, or CH ２ However, X Ａ and Y Ａ At least one of X is an oxygen atom, a sulfur atom, or NH. Ａ and Y Ａ At least one of the groups is NH or CH ２ In this case, the monovalent heterocyclic group derived from the ring structure represented by the general formulae (TEMP-16) to (TEMP-33) may contain any of these NH, CH ２ and monovalent groups obtained by removing one hydrogen atom from the group consisting of:

[0033] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): a (9-phenyl)carbazolyl group, a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a (9-naphthyl)carbazolyl group, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a methylbenzimidazolyl group, an ethylbenzimidazolyl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenylquinazolinyl group, and a biphenylylquinazolinyl group.

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

[0035] Substituted heterocyclic groups containing a sulfur atom (specific example group G2B3): a phenyldibenzothiophenyl group, a methyldibenzothiophenyl group, a t-butyldibenzothiophenyl group, and a monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

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

[0037] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, X Ａ and Y Ａ a hydrogen atom bonded to a nitrogen atom when at least one of Ａ and Y Ａ One of them is CH ２ and n is 0 or more. The methylene group in the formula (I) is one or more hydrogen atoms selected from the hydrogen atoms of the methylene group in the formula (I).

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

[0039] Unsubstituted alkyl groups (specific example group G3A): a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, an s-butyl group, and a t-butyl group.

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

[0041] "Substituted or Unsubstituted Alkenyl Group" Specific examples (Specific Example Group G4) of the "substituted or unsubstituted alkenyl group" described herein include the following unsubstituted alkenyl group (Specific Example Group G4A) and substituted alkenyl group (Specific Example Group G4B). (Here, an unsubstituted alkenyl group refers to a case where a "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and a "substituted alkenyl group" refers to a case where a "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply refers to both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are replaced with substituents. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and examples of substituted alkenyl groups (specific example group G4B). The examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes groups in which a hydrogen atom of the alkenyl group itself in the "substituted alkenyl groups" of specific example group G4B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted alkenyl groups" of specific example group G4B is further replaced with a substituent.

[0042] Unsubstituted alkenyl groups (specific example group G4A): a vinyl group, an allyl group, a 1-butenyl group, a 2-butenyl group, and a 3-butenyl group.

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

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

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

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

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

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

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

[0050] ・「-O-(R ９０４ A group represented by —O—(R ９０４ ) (Specific example group G8) includes -O(G1), -O(G2), -O(G3), and -O(G6). Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0051] ・"-S-(R ９０５ A group represented by —S—(R ９０５) (Specific example group G9) includes -S(G1), -S(G2), -S(G3), and -S(G6). Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0052] ・「-N(R ９０６ ) (R ９０７ A group represented by —N(R ９０６ ) (R ９０７ Specific examples (specific example group G10) of groups represented by the formula (G1) include -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6). Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. Multiple G1s in -N(G1)(G1) may be the same as or different from one another. Multiple G2s in -N(G2)(G2) may be the same as or different from one another. Multiple G3s in -N(G3)(G3) may be the same as or different from one another. The multiple G6s in -N(G6)(G6) are the same as or different from each other.

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

[0054] "Substituted or unsubstituted fluoroalkyl group" As used herein, a "substituted or unsubstituted fluoroalkyl group" refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a fluorine atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with fluorine atoms (perfluoro group). Unless otherwise specified herein, the number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. A "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. Note that the "substituted fluoroalkyl group" described herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain in a "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of a substituent in a "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms have been replaced with fluorine atoms.

[0055] "Substituted or unsubstituted haloalkyl group" As used herein, a "substituted or unsubstituted haloalkyl group" refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with 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 with a substituent. Note that the "substituted haloalkyl group" described herein also includes a "substituted haloalkyl group" in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain are further replaced with a substituent, and a "substituted haloalkyl group" in which one or more hydrogen atoms of the substituent are further replaced with a substituent. Specific examples of the "unsubstituted haloalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. A haloalkyl group may also be referred to as a halogenated alkyl group.

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

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

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

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

[0060] - "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described in this specification is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Multiple G3s in -Si(G3)(G3)(G3) are the same as or different from one another. Unless otherwise specified in this specification, 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.

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

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

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

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

[0065]

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

[0067]

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

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

[0070]

[0071] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

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

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

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

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

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

[0077]

[0078]

[0079] In the general formulae (TEMP-42) to (TEMP-52), Q １ ~Q １０ are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.

[0080]

[0081] In the general formulae (TEMP-53) to (TEMP-62), Q １ ~Q １０ are each independently a hydrogen atom or a substituent. ９ and Q １０ may be bonded to each other via a single bond to form a ring. In the general formulae (TEMP-53) to (TEMP-62), * represents the bonding position.

[0082]

[0083] In the general formulae (TEMP-63) to (TEMP-68), Q １ ~Q ８ are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

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

[0085]

[0086]

[0087]

[0088] In the general formulae (TEMP-69) to (TEMP-82), Q １ ~Q ９ are each independently a hydrogen atom or a substituent.

[0089]

[0090]

[0091]

[0092]

[0093] In the general formulae (TEMP-83) to (TEMP-102), Q １ ~Q ８ are each independently a hydrogen atom or a substituent.

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

[0095] "When bonded to form a ring" In this specification, when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle, bond to each other to form a substituted or unsubstituted fused ring, or do not bond to each other," it means when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle," when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring," and when "one or more pairs of adjacent groups do not bond to each other." In this specification, the cases when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle" and "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "when bonded to form a ring") will be explained below. An anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be described as an example.

[0096]

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

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

[0099]

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

[0101]

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

[0103] The term "unsaturated ring" means an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" means an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of aromatic hydrocarbon rings include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of aromatic heterocyclic rings include structures in which the aromatic heterocyclic groups given as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of aliphatic hydrocarbon rings include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. "Forming a ring" means forming a ring only with a plurality of atoms of the main skeleton, or with a plurality of atoms of the main skeleton and one or more optional elements. For example, R ９２１ and R ９２２ and a ring Q formed by bonding together Ａ is R ９２１ and the carbon atom of the anthracene skeleton to which R ９２２ It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. ９２１ and R ９２２ Todekan Q Ａ In the case where R ９２１ and the carbon atom of the anthracene skeleton to which R ９２２ When a monocyclic unsaturated ring is formed by the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, R ９２１ and R ９２２ The ring formed by

[0104] Here, unless otherwise specified herein, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In any element (for example, in the case of carbon or nitrogen), a bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When any element other than a carbon element is included, the formed ring is a heterocycle. Unless otherwise specified herein, the "one or more arbitrary elements" constituting the monocycle or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5. Unless otherwise specified herein, of the "monocycle" and the "fused ring," the "monocycle" is preferred. Unless otherwise specified herein, of the "saturated ring" and the "unsaturated ring," the "unsaturated ring" is preferred. Unless otherwise specified herein, the "monocycle" is preferably a benzene ring. Unless otherwise specified herein, the "unsaturated ring" is preferably a benzene ring. When "one or more pairs of adjacent two or more rings" "combine with each other to form a substituted or unsubstituted monocyclic ring" or "combine with each other to form a substituted or unsubstituted fused ring," unless otherwise specified in this specification, preferably, one or more pairs of adjacent two or more rings combine with each other to form a substituted or unsubstituted "unsaturated ring" consisting of a plurality of atoms of the parent skeleton and at least one element selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.

[0105] When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents Described Herein." When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents Described Herein." The above is an explanation of the case where "one or more pairs of adjacent two or more rings are bonded to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent two or more rings are bonded to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").

[0106] Substituents in the case of "substituted or unsubstituted" In one embodiment of the present specification, the substituents in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituents" in the present specification) include, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted alkenyl group having 2 to 50 carbon atoms, an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), -O-(R ９０４ ), -S-(R ９０５ ), -N(R ９０６ ) (R ９０７ ), a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and an unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. ９０１ When there are two or more R９０１ are the same or different from each other, R ９０２ When there are two or more R ９０２ are the same or different from each other, R ９０３ When there are two or more R ９０３ are the same or different from each other, R ９０４ When there are two or more R ９０４ are the same or different from each other, R ９０５ When there are two or more R ９０５ are the same or different from each other, R ９０６ When there are two or more R ９０６ are the same or different from each other, R ９０７ When there are two or more R ９０７ are the same or different from each other.

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

[0108] In one embodiment, the substituent in the "substituted or unsubstituted" is a group selected from the group consisting of an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring carbon atoms, and a heterocyclic group having 5 to 18 ring atoms.

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

[0110] Unless otherwise specified in this specification, adjacent optional substituents may form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituents further possessed by the optional substituent are the same as those of the optional substituents described above.

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

[0112] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, the expression "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.

[0113] [First Embodiment] [Organic Electroluminescent Device] An organic electroluminescent device according to this embodiment includes an anode, a cathode, and a light-emitting unit disposed between the anode and the cathode, wherein the light-emitting unit contains a first deuterated compound and a second deuterated compound, and also contains at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound, wherein the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are each independently a compound having at least one deuterium atom, and the first deuterated compound, the the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are different compounds; the light-emitting unit includes two or more organic layers, and the two or more organic layers include at least a first light-emitting layer and a second light-emitting layer; the first light-emitting layer contains at least the first deuterated compound and a first light-emitting compound; the second light-emitting layer contains at least the second deuterated compound and a second light-emitting compound; the first light-emitting compound and the second light-emitting compound are the same as or different from each other; and the triplet energy T １ (H1) and the triplet energy T of the second deuterated compound １ (H2) satisfies the relationship of the following formula (Formula 1): T １ (H1)>T １ (H2) ... (Equation 1)

[0114] <Light-emitting unit> The organic EL device according to this embodiment includes an anode, a cathode, and a light-emitting unit disposed between the anode and the cathode. The light-emitting unit contains a first deuterated compound and a second deuterated compound. The light-emitting unit also contains at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound.

[0115] <Organic Layer> The light-emitting unit includes two or more organic layers, and the two or more organic layers include at least a first light-emitting layer and a second light-emitting layer.

[0116] In one aspect of the organic EL device according to this embodiment, the first light-emitting layer and the second light-emitting layer are preferably in direct contact with each other. In this specification, a layer structure in which "the first light-emitting layer and the second light-emitting layer are in direct contact with each other" may include, for example, any of the following aspects (LS1), (LS2), and (LS3). (LS1) An aspect in which a region in which both the first deuterated compound and the second deuterated compound are mixed is generated during the process of vapor-depositing the compound for the first light-emitting layer and the compound for the second light-emitting layer, and this region is present at the interface between the first light-emitting layer and the second light-emitting layer. (LS2) An aspect in which a region in which the first deuterated compound, the first light-emitting compound, the second deuterated compound, and the second light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the first light-emitting layer and the compound for the second light-emitting layer, and this region is present at the interface between the first light-emitting layer and the second light-emitting layer. (LS3) An embodiment in which a region consisting of the first light-emitting compound, a region consisting of the first deuterated compound, a region consisting of the second light-emitting compound, or a region consisting of the second deuterated compound is generated during the process of vapor-depositing the compound for the first light-emitting layer and the compound for the second light-emitting layer, and the region is present at the interface between the first light-emitting layer and the second light-emitting layer.

[0117] In one aspect of the organic EL device according to this embodiment, the light-emitting unit preferably has an emission zone including the first and second emission layers, and a hole-transport zone disposed between the emission zone and the anode. When the light-emitting unit has a hole-transport zone, the hole-transport zone preferably includes an electron blocking layer.

[0118] In one aspect of the organic EL device according to this embodiment, the electron blocking layer is preferably in direct contact with the first emitting layer or the second emitting layer in the emission band.

[0119] In one aspect of the organic EL element according to this embodiment, it is also preferable that the hole transporting region includes a hole transporting layer, and that the hole transporting layer is disposed between the anode and the electron blocking layer.

[0120] In one aspect of the organic EL element according to this embodiment, it is also preferable that a second light-emitting layer is disposed between the first light-emitting layer and the cathode, that is, the first light-emitting layer and the second light-emitting layer are preferably stacked in this order from the anode side.

[0121] In one aspect of the organic EL element according to this embodiment, it is also preferable that a second light-emitting layer is disposed between the first light-emitting layer and the anode, i.e., the second light-emitting layer and the first light-emitting layer are disposed in this order from the anode side.

[0122] In one aspect of the organic EL device according to this embodiment, the light-emitting unit preferably has an electron-transporting region disposed between the light-emitting region and the cathode. When the light-emitting unit has an electron-transporting region, the electron-transporting region preferably includes a hole-blocking layer.

[0123] In one aspect of the organic EL element according to this embodiment, it is also preferable that the hole blocking layer is in direct contact with the first emitting layer or the second emitting layer in the emitting band.

[0124] In one aspect of the organic EL element according to this embodiment, it is also preferable that the electron transporting zone includes an electron transporting layer, and the electron transporting layer is disposed between the hole blocking layer and the cathode.

[0125] FIG. 1 shows a schematic configuration of an example of an organic EL element according to this embodiment. The organic EL element 1 shown in FIG. 1 includes a substrate 2, an anode 3, a cathode 4, and an emitting unit 10 disposed between the anode 3 and the cathode 4. The emitting unit 10 includes, in order from the anode 3 side, a hole transporting region 6, an emitting region 5, and an electron transporting region 7. The hole transporting region 6 includes, in order from the anode 3 side, a hole injection layer 63, a hole transporting layer 62, and an electron blocking layer 61. The emitting region 5 includes, in order from the hole transporting region 6 side, a first emitting layer 51 and a second emitting layer 52. The electron transporting region 7 includes, in order from the emitting region 5 side, a hole blocking layer 71, an electron transporting layer 72, and an electron injection layer 73. In the organic EL element 1, the hole injection layer 63, the hole transport layer 62, the electron blocking layer 61, the first light-emitting layer 51, the second light-emitting layer 52, the hole blocking layer 71, the electron transport layer 72, and the electron injection layer 73 correspond to organic layers. Note that the present invention is not limited to the configuration of the organic EL element shown in Fig. 1. As another configuration of the organic EL element, for example, a configuration in which the light-emitting zone 5 includes the second light-emitting layer 52 and the first light-emitting layer 51 in this order from the hole-transport zone 6 side can be mentioned.

[0126] <Emission Band> (First Light-Emitting Layer) The first light-emitting layer contains at least a first deuterated compound and a first light-emitting compound. The first light-emitting layer may contain only one type of first deuterated compound, or may contain two or more types of first light-emitting compounds. The first light-emitting layer may contain only one type of first light-emitting compound, or may contain two or more types of first light-emitting compounds.

[0127] (First deuterated compound) The first deuterated compound is a compound having at least one deuterium atom. The first deuterated compound is a compound different from the second deuterated compound, the third deuterated compound, and the fourth deuterated compound described below.

[0128] In one aspect of the organic EL device according to this embodiment, the first deuterated compound is a compound represented by the following formula (H1-1) or (H1-2).

[0129]

[0130] (In the formula (H1-1), R １０１ ~R １１０are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by formula (h1-1), wherein R １０１ ~R １１０ is a group represented by the formula (h1-1), and when a plurality of groups represented by the formula (h1-1) are present, the plurality of groups represented by the formula (h1-1) are the same or different from one another, and L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, １０１ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4, or 5, and L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, Ar １０１ When two or more are present, two or more Ar １０１ are the same or different, and * in the formula (h1-1) represents R １０１ ~R １１０ is bonded to the compound of formula (H1-1) at any one of the positions９０１ ~R ９０５ , R ８０１ and R ８０２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, provided that the compound represented by formula (H1-1) has at least one deuterium atom.

[0131] If mx is 0, Ar １０１ is bonded to the pyrene ring in the general formula (1) via a single bond.

[0132]

[0133] (In the formula (H1-2), R １０１ ~R １１２are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by formula (h1-2), wherein R １０１ ~R １１２ is a group represented by the formula (h1-2), and when a plurality of groups represented by the formula (h1-2) are present, the plurality of groups represented by the formula (h1-2) are the same or different from one another, and L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, １０１ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx is 1, 2, 3, 4, or 5, and L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, Ar １０１ When two or more are present, two or more Ar １０１ are the same or different, * in the formula (h1-2) represents R １０１ ~R １１２ and R９０１ ~R ９０５ , R ８０１ and R ８０２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, provided that the compound represented by formula (H1-2) has at least one deuterium atom.

[0134] In one aspect of the organic EL element according to this embodiment, the first deuterated compound is a compound represented by the following formula (H11-1) or (H11-2).

[0135]

[0136] (In the formula (H11-1), R １０１ ~R １２０are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, with the proviso that R １０１ ~R １１０ One of them is L １０１ indicates the bonding position with R １１１ ~R １２０ One of them is L １０１ indicates the bonding position with L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4, or 5, and L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, provided that the compound represented by formula (H11-1) has at least one deuterium atom.

[0137]

[0138] (In the formula (H11-2), R １１１ and R １１２ One of them is L １０１ indicates the bonding position with R １３３ and R １３４ One of them is L １０１ indicates the bonding position with R １０１ ~R １１０ , R １２１ ~R １３０ , L １０１ R is not a bonding position with １１１ or R １１２ , and L １０１ R is not a bonding position with １３３ or R １３４ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, and L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2, 3, 4, or 5, and L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ８０１ If there are multiple R ８０１are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, provided that the compound represented by formula (H11-2) has at least one deuterium atom.

[0139] In one aspect of the organic EL element according to this embodiment, the first deuterated compound is a compound represented by the following formula (H111-1), (H111-2), (H111-3), (H111-4), (H111-5), or (H111-6).

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146] (In the formulae (H111-1) to (H111-6), R １０１ , R １０２ , R １０３ , R １０４ , R １０５ , R １０６ , R １０７ , R １０８ , R １０９ , R １１０ , R １１１ , R １１２ , R １１３ , R １１４ , R １１５ , R １１６ , R １１７ , R １１８ , R １１９ and R １２０are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, and L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4, or 5, and L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, and the compounds represented by the formulae (H111-1) to (H111-6) each independently have at least one deuterium atom.

[0147] In one aspect of the organic EL element according to this embodiment, R １０１ , R １０２ , R １０３ , R １０４ , R １０５ , R １０６ , R １０７ , R １０８ , R １０９ , R １１０ , R １１１ , R １１２ , R １１３ , R １１４ , R １１５ , R １１６ , R １１７ , R １１８ , R １１９ and R １２０ At least one selected from the group consisting of: is independently a deuterium atom or a substituent containing at least one deuterium atom.

[0148] In one aspect of the organic EL element according to this embodiment, L in the first deuterated compound １０１ are each independently a single bond or a group represented by the following formula (L1), (L2), (L3), (L4), (L5), (L6), (L7), (L8), (L9) or (L10).

[0149]

[0150] In the formulae (L1) to (L10), * indicates a bonding position. The groups represented by the formulae (L1) to (L10) may or may not each independently have one or more of the above-mentioned "optional substituents." The groups represented by the formulae (L1) to (L10) may each independently have one or more deuterium atoms.

[0151] In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the first deuterated compound Ｄ１ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the first deuterated compound is 1% or more. Ｄ１ is 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more. Ｄ１ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0152] As used herein, the deuteration ratio R of a deuterated compound Ｄ is the number of all hydrogen atoms in the molecule of the compound, N Ａ and the number of deuterium atoms in the molecule of the compound, N Ｄ Based on this, it is calculated using the following formula (Formula 10): Ｄ = (N Ｄ / N Ａ ) x 100 ... (Number 10)

[0153] (Method for Producing the First Deuterated Compound According to the Present Embodiment) The first deuterated compound according to the present embodiment can be produced by a known method. The first deuterated compound according to the present embodiment can also be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0154] (Specific Examples of the First Deuterated Compound According to the Present Embodiment) Specific examples of the first deuterated compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples.

[0155] In the present specification, in the 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.

[0156]

[0157]

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[0201]

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[0230]

[0231]

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[0240]

[0241]

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[0250]

[0251]

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[0271]

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[0280]

[0281]

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[0289]

[0290]

[0291]

[0292]

[0293] (First Light-Emitting Compound) In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is a third deuterated compound.

[0294] In one aspect of the organic EL element according to this embodiment, the first light-emitting compound is a fluorescent material or a phosphorescent material. In the organic EL element according to this embodiment, the first light-emitting compound is preferably a fluorescent material.

[0295] (Third Deuterated Compound) The third deuterated compound is a compound having at least one deuterium atom. The third deuterated compound is a compound different from the first deuterated compound described above and the second and fourth deuterated compounds described below.

[0296] In one aspect of the organic EL element according to this embodiment, the third deuterated compound is a compound represented by the following formula (D1):

[0297]

[0298] (In the formula (D1), the ring a, the ring b, and the ring c are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, and L ３０１ and L ３０２ are each independently O, S, Se, or NR ３０ , C(R ３１ ) (R ３２ ), or Si(R ３３ ) (R ３４ ) and L ３０３ is B, P, or P=O, and R ３０ ~R ３４ each independently represents a ring a, a ring b, or a ring c bonded to form a substituted or unsubstituted monocycle, a ring a, a ring b, or a ring c bonded to form a substituted or unsubstituted fused ring, or a ring a, a ring b, or a ring c is not bonded to any of the rings a, b, and c, and R ３１ and R ３２ are bonded to each other to form a substituted or unsubstituted monocyclic ring, are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and R ３３ and R ３４ are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０ ~R ３４ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ is a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R ３０ If there are multiple R ３０ are the same or different from each other, R ３１ If there are multiple R ３１ are the same or different from each other, R ３２ If there are multiple R ３２ are the same or different from each other, R ３３ If there are multiple R ３３ are the same or different from each other, R ３４ If there are multiple R ３４ are the same or different from each other, R ３５ If there are multiple R ３５ are the same or different, provided that the compound represented by formula (D1) has at least one deuterium atom.

[0299] In one aspect of the organic EL element according to this embodiment, the third deuterated compound is a compound represented by the following formula (D11).

[0300]

[0301] (In the formula (D11), the ring a, the ring b, and the ring c are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, and R ３０１ and R ３０２each independently represents R which bonds with the ring a, ring b, or ring c to form a substituted or unsubstituted monocycle, R which bonds with the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or R which does not bond with the ring a, ring b, or ring c to form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, with the proviso that the compound represented by formula (D11) has at least one deuterium atom.

[0302] In one aspect of the organic EL element according to this embodiment, the third deuterated compound is a compound represented by the following formula (D111).

[0303]

[0304] (In the formula (D111), R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３０２ and R ３２４ With the pair, R ３２４ ~R ３２７ a set of two or more adjacent ３２７ and R ３２８ With the pair, R ３２８ ~R３３１ and R ３３１ and R ３０１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ is a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and R does not form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring. ３２１ ~R ３３１ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R９０７ ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other, provided that the compound represented by formula (D111) has at least one deuterium atom.

[0305] In this embodiment, the third deuterated compound is also preferably a compound selected from the group consisting of compounds represented by the following formulas (D112) to (D116):

[0306]

[0307]

[0308]

[0309] (In the formula (D112), Xa is O, S, Se, C(R ３０３ ) (R ３０４ ), or NR ３０５ and R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３０２ and R ３２４ With the pair, R ３２４ ~R ３２７ a set of two or more adjacent ３２７ and R ３１２ and R ３１２ and R ３１１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ is a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R ３０３ ~R ３０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ３１１ , R ３１２ , and R ３２１~R ３２７ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７If there are multiple R ９０７ are the same or different from each other, and the compound represented by the formula (D112) has at least one deuterium atom.) (In the formula (D113), Xa is O, S, Se, C(R ３０３ ) (R ３０４ ), or NR ３０５ and R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３０２ and R ３２４ With the pair, R ３２４ ~R ３２７ a set of two or more adjacent ３１３ and R ３１４ and R ３１４ and R ３０１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents R in formula (D112). ３５ is synonymous with R ３０３ ~R ３０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ３１３ , R ３１４ , and R ３２１ ~R３２７ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ represents the substituent R in the formula (D112). Ｘ is synonymous with R ３０３ If there are multiple R ３０３ are the same or different from each other, R ３０４ If there are multiple R ３０４ are the same or different from each other, R ３０５ If there are multiple R ３０５ are the same or different from each other, and the compound represented by the formula (D113) has at least one deuterium atom.) (In the formula (D114), Xa and Xb each independently represent O, S, Se, C(R ３０３ ) (R ３０４ ), or NR ３０５ and R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３１５ and R ３１６ With the pair, R ３１６ and R ３１２ and R ３１２ and R ３１１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents R in formula (D112). ３５ is synonymous with R ３０３ ~R ３０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ３１１ , R ３１２ , R ３１５ , R ３１６ , and R ３２１ ~R ３２３ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ represents the substituent R in the general formula (D112). Ｘ is synonymous with R ３０３ If there are multiple R ３０３ are the same or different from each other, R ３０４ If there are multiple R ３０４ are the same or different from each other, R ３０５ If there are multiple R ３０５ are the same or different from each other, and the compound represented by the formula (D114) has at least one deuterium atom.) (In the formula (D115), Xa and Xb each independently represent O, S, Se, C(R ３０３ ) (R ３０４ ), or NR ３０５ and R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３０２ and R ３１８ With the pair, R ３１８ and R ３１７ and R ３１２ and R ３１１and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents R in formula (D112). ３５ is synonymous with R ３０３ ~R ３０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ３１１ , R ３１２ , R ３１７ , R ３１８ , and R ３２１ ~R ３２３ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ represents the substituent R in the general formula (D112). Ｘ is synonymous with R ３０３ If there are multiple R ３０３ are the same or different from each other, R ３０４ If there are multiple R ３０４ are the same or different from each other, R ３０５ If there are multiple R ３０５ are the same or different from each other, and the compound represented by the formula (D115) has at least one deuterium atom.) (In the formula (D116), Xa and Xb each independently represent O, S, Se, C(R ３０３ ) (R３０４ ), or NR ３０５ and R ３０１ and R ３２１ With the pair, R ３２１ ~R ３２３ a set of two or more adjacent ３２３ and R ３０２ With the pair, R ３０２ and R ３１８ With the pair, R ３１８ and R ３１７ With the pair, R ３１３ and R ３１４ and R ３１４ and R ３０１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocycle or the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by ═N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents R in formula (D112). ３５ is synonymous with R ３０３ ~R ３０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. ３１３ , R ３１４ , R ３１７ , R ３１８ , and R ３２１ ~R ３２３ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ represents the substituent R in the general formula (D112). Ｘ is synonymous with R３０３ If there are multiple R ３０３ are the same or different from each other, R ３０４ If there are multiple R ３０４ are the same or different from each other, R ３０５ If there are multiple R ３０５ are the same or different, provided that the compound represented by formula (D116) has at least one deuterium atom.

[0310] In the compounds represented by the formulae (D112) to (D116), R ３１２ and R ３１１ With the pair, R ３１３ and R ３１４ With the pair, R ３１５ and R ３１６ and R ３１７ and R ３１８ and

[0311] In one aspect of the organic EL element according to this embodiment, R ３２５ and R ３３０ At least one selected from the group consisting of: is independently a deuterium atom or a substituent containing at least one deuterium atom.

[0312] In one aspect of the organic EL element according to this embodiment, R ３０１ and R ３０２ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0313] In one aspect of the organic EL element according to this embodiment, R ３２１ ~R ３３１ are each independently a hydrogen atom or a substituent R Ｘ and the substituent R Ｘeach independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —N(R ９０６ ) (R ９０７ ) a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0314] In one aspect of the organic EL device according to this embodiment, at least one substituent R Ｘ contains at least one deuterium atom.

[0315] In one aspect of the organic EL device according to this embodiment, at least one substituent R Ｘ -N (R ９０６ ) (R ９０７ ) and this substituent R Ｘ as -N(R ９０６ ) (R ９０７ ) contains at least one deuterium atom.

[0316] In one aspect of the organic EL device according to this embodiment, at least one substituent R Ｘ -N (R ９０６ ) (R ９０７ ) and this substituent R Ｘ as -N(R ９０６ ) (R ９０７ ) in the group represented by ９０６ and R ９０７ each independently contains at least one deuterium atom.

[0317] In one aspect of the organic EL element according to this embodiment, the substituent R Ｘ as -N(R ９０６ ) (R ９０７ ) in the group represented by ９０６ and R ９０７are each independently a substituted or unsubstituted aryl group containing at least one deuterium atom and having 6 to 50 ring carbon atoms.

[0318] In one aspect of the organic EL element according to this embodiment, R ３２４ ~R ３３１ At least one of the following is -N(R ９０６ ) (R ９０７ ) is a group represented by the formula:

[0319] In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the third deuterated compound Ｄ３ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the third deuterated compound is 1% or more. Ｄ３ is 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more. Ｄ３ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0320] (Method for Producing the Third Deuterated Compound According to the Present Embodiment) The third deuterated compound according to the present embodiment can be produced by a known method. The third deuterated compound according to the present embodiment can also be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0321] (Specific Examples of the Third Deuterated Compound According to the Present Embodiment) Specific examples of the third deuterated compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples. Among the following compounds, in compounds that do not explicitly include any "D" representing a deuterium atom, at least one of the hydrogen atoms is a deuterium atom.

[0322]

[0323]

[0324]

[0325]

[0326]

[0327]

[0328]

[0329]

[0330]

[0331]

[0332]

[0333]

[0334]

[0335]

[0336]

[0337]

[0338]

[0339]

[0340]

[0341]

[0342]

[0343]

[0344]

[0345]

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358]

[0359]

[0360]

[0361]

[0362]

[0363]

[0364]

[0365]

[0366]

[0367]

[0368]

[0369]

[0370]

[0371]

[0372]

[0373]

[0374]

[0375]

[0376]

[0377]

[0378]

[0379]

[0380]

[0381]

[0382]

[0383]

[0384]

[0385] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound may be a compound in which all of the hydrogen atoms in the third deuterated compound described above have been replaced with protium atoms.

[0386] In one aspect of the organic EL element according to this embodiment, the first light-emitting compound is preferably a compound that emits light with a maximum peak wavelength of 500 nm or less, and more preferably a compound that emits light with a wavelength of 430 nm or more and 480 nm or less.

[0387] The method for measuring the maximum peak wavelength of a compound is as follows. －６ mol / L or more 10 －５A toluene solution of 1000 mol / L or less is prepared and placed in a quartz cell, and the emission spectrum (vertical axis: emission intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300 K). The emission spectrum can be measured using a spectrophotometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measurement device is not limited to the device used here. The peak wavelength of the emission spectrum at which the emission intensity is maximum is defined as the maximum peak wavelength. Note that in this specification, the maximum peak wavelength of fluorescence emission may also be referred to as the maximum fluorescence emission peak wavelength (FL-peak).

[0388] In the first deuterated compound and the first light-emitting compound according to this embodiment, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0389] In this specification, unless otherwise specified, details of the substituents (optional substituents) in the case of "substituted or unsubstituted" included in the definition of each formula of each compound are as described in the section "Substituents in the case of 'substituted or unsubstituted'".

[0390] In one aspect of the organic EL element according to this embodiment, the first deuterated compound is preferably a host material. The first deuterated compound serving as a host material may be referred to as a first host material.

[0391] In one aspect of the organic EL element according to this embodiment, the first deuterated compound is preferably a host material (also referred to as a matrix material), and the first light-emitting compound is preferably a dopant material (also referred to as a guest material, an emitter, or a light-emitting material).

[0392] In one aspect of the organic EL element according to this embodiment, the singlet energy S １ (H1) and the singlet energy S of the first luminescent compound １ It is preferable that (D1) and (D2) satisfy the relationship of the following mathematical formula (math X1): １ (H1)>S １ (D1)...(Number X1) Singlet energy S １means the energy difference between the lowest excited singlet state and the ground state.

[0393] (Host Material) In this specification, the term "host material" refers to a material that is contained in, for example, "50% by mass or more of the layer." Therefore, for example, when the first deuterated compound is the host material, the first emitting layer contains the first deuterated compound in an amount of 50% by mass or more of the total mass of the first emitting layer. Furthermore, for example, the "host material" may be contained in an amount of 60% by mass or more of the layer, 70% by mass or more of the layer, 80% by mass or more of the layer, 90% by mass or more of the layer, or 95% by mass or more of the layer.

[0394] (singlet energy S １ ) Singlet energy S using solution １ The following methods can be used to measure the compound to be measured (sometimes referred to as the solution method). －５ mol / L or more 10 －４ A toluene solution of 100 mol / L or less is prepared and placed in a quartz cell, and the absorption spectrum of this sample (vertical axis: absorption intensity, horizontal axis: wavelength) is measured at room temperature (300 K). A tangent line is drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of this tangent line and the horizontal axis is substituted into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S １ [eV]=1239.85 / λedge. The absorption spectrum measuring device may be, for example, a spectrophotometer (device name: U3310) manufactured by Hitachi High-Tech Science Corporation, but is not limited to this.

[0395] A tangent to the fall of the absorption spectrum on the long wavelength side is drawn as follows: When moving along the spectral curve from the longest maximum value on the longest wavelength side among the maximum values ​​of the absorption spectrum in the direction of longer wavelengths, consider the tangent at each point on the curve. 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 slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall of the absorption spectrum on the long wavelength side. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum value on the longest wavelength side.

[0396] The first light-emitting layer preferably does not contain a phosphorescent material (dopant material). The first light-emitting layer also preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[0397] In one aspect of the organic electroluminescent device according to this embodiment, it is also preferable that the first light-emitting layer does not contain a metal complex.

[0398] (Film Thickness of First Light-Emitting Layer) The film thickness of the first light-emitting layer of the organic EL element according to this embodiment is preferably 5 nm or more and 50 nm or less, more preferably 5 nm or more and 30 nm or less, and even more preferably 5 nm or more and 150 nm or less. When the film thickness of the first light-emitting layer is 5 nm or more, it is easy to form the light-emitting layer and adjust the chromaticity. When the film thickness of the first light-emitting layer is 50 nm or less, it is easy to suppress an increase in driving voltage. The film thickness of the first light-emitting layer and the film thickness of the second light-emitting layer described below may be the same or different.

[0399] (Compound Content in First Light-Emitting Layer) The contents of the first deuterated compound and the first light-emitting compound in the first light-emitting layer are preferably within the following ranges, for example. The content of the first deuterated compound is preferably 80% by mass or more and 99% by mass or less, more preferably 90% by mass or more and 99% by mass or less, and even more preferably 95% by mass or more and 99% by mass or less. The content of the first light-emitting compound is preferably 1% by mass or more and 10% by mass or less, more preferably 1% by mass or more and 7% by mass or less, and even more preferably 1% by mass or more and 5% by mass or less. However, the upper limit of the total content of the first deuterated compound and the first light-emitting compound in the first light-emitting layer is 100% by mass.

[0400] Note that this embodiment does not exclude the case where the first light-emitting layer contains materials other than the first deuterated compound and the first light-emitting compound.

[0401] (Second Light-Emitting Layer) The second light-emitting layer contains at least a second deuterated compound and a second light-emitting compound. The second light-emitting layer may contain only one type of second deuterated compound, or may contain two or more types of second light-emitting compounds. The second light-emitting layer may contain only one type of second light-emitting compound, or may contain two or more types of second light-emitting compounds.

[0402] (Second deuterated compound) The second deuterated compound is a compound having at least one deuterium atom. The second deuterated compound is a compound different from the first deuterated compound and the third deuterated compound described above, and the fourth deuterated compound described below.

[0403] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is a compound represented by the following formula (H2):

[0404]

[0405] (In the formula (H2), R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ and R２０８ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ a group represented by -COOR ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, and L ２０１ and L ２０２ each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, ２０１ and Ar ２０２ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different, provided that the compound represented by formula (H2) has at least one deuterium atom.

[0406] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is a compound represented by the following formula (H21), (H22), (H23), (H24), (H25), (H26), (H27), (H28), or (H29).

[0407]

[0408]

[0409]

[0410]

[0411]

[0412] (In the formulas (H21) to (H29), L ２０１ and Ar ２０１ respectively represent L in the formula (H2). ２０１ and Ar ２０１ is synonymous with R ２０１ ~R ２０８ are R in the formula (H2), respectively. ２０１ ~R ２０８ and the compounds represented by the formulae (H21) to (H29) each independently have at least one deuterium atom.

[0413] In one aspect of the organic EL element according to this embodiment, R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ and R ２０８ At least one selected from the group consisting of: is independently a deuterium atom or a substituent containing at least one deuterium atom.

[0414] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is a compound represented by the following formula (H20A):

[0415]

[0416] (In the formula (H20A), R ２０１ ~R ２０８ , L ２０１ , L ２０２ , and Ar ２０２ represents R in formula (H2). ２０１ ~R ２０８ , L ２０１ , L ２０２ , and Ar ２０２ is synonymous with X ２０ is an oxygen atom or a sulfur atom, provided that R ２１１ ~R ２１８one of the R is a single bond that binds to *p1, and one of the R is a non-single bond that binds to *p1 ２１１ ~R ２１８ one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *p1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, ２１１ ~R ２１８ are each independently 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 carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other.)

[0417] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is a compound represented by the following formula (H20B), (H20C), or (H20D).

[0418]

[0419]

[0420]

[0421] (In the formulae (H20B), (H20C) and (H20D), R ２０１ ~R ２０８ , L ２０１ , L ２０２ , and Ar ２０２ are R in the formula (H2), respectively. ２０１ ~R ２０８ , L ２０１ , L ２０２ , and Ar ２０２ is synonymous with X ２０ represents X in the formula (H20A). ２０ where R ２１１ ~R ２１８ and R ２２１ ~R ２２４ one of the R is a single bond that binds to *p1, and one of the R is a non-single bond that binds to *p1 ２１１ ~R ２１８ and R ２２１ ~R ２２４one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *p1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, ２１１ ~R ２１８ and R ２２１ ~R ２２４ are each independently 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 carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other.)

[0422] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is represented by the formula (H20B), and R ２１１ is a single bond that bonds to *p1.

[0423] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is represented by the formula (H20C), and R ２１１ is a single bond that bonds to *p1.

[0424] In one aspect of the organic EL element of this embodiment, the compound represented by formula (H2) is a compound represented by the following formula (H200A), (H200B), (H200C), or (H200D).

[0425]

[0426]

[0427]

[0428]

[0429] (In the formulae (H200A), (H200B), (H200C) and (H200D), R ２０１ ~R ２０８ , R ２１１ ~R ２１８ , L ２０１ , L ２０２ , Ar ２０２ and X ２０ are as defined in the formula (H2) or (H20A).

[0430] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ２１１ ~R ２１８One or more pairs of adjacent two or more of the groups may be bonded to each other to form a substituted or unsubstituted monocyclic ring, or may be bonded to each other to form a substituted or unsubstituted fused ring.

[0431] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ２１１ ~R ２１４ Any pair of adjacent two or more of these is not bonded to each other, and *p1 is bonded to a non-single bond R ２１５ ~R ２１８ One or more pairs of adjacent two or more of the following may be bonded to each other to form a substituted or unsubstituted monocyclic ring, or may be bonded to each other to form a substituted or unsubstituted fused ring.

[0432] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ２１１ ~R ２１８ Any pair of two or more adjacent pairs of

[0433] In one aspect of the organic EL element of this embodiment, L ２０１ and L ２０２ are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

[0434] In one aspect of the organic EL element of this embodiment, L ２０１ and L ２０２ are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0435] In one aspect of the organic EL element of this embodiment, Ar ２０１ and Ar ２０２ At least one of the groups is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0436] In one aspect of the organic EL element of this embodiment, Ar ２０２ is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0437] In one aspect of the organic EL element of this embodiment, Ar ２０１and Ar ２０２ At least one of the above is a group represented by the following formula (20a), (20b), (20c) or (20d).

[0438]

[0439] (In the formulae (20a), (20b), (20c) and (20d), a plurality of R ２００ one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring ２００ represents 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 carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ２００ are the same or different from each other, * is L ２０１ or L ２０２ is a single bond bonding to R ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other.)

[0440] In one aspect of the organic EL element of this embodiment, X ２０ is an oxygen atom.

[0441] In one aspect of the organic EL element of this embodiment, Ar ２０２ is a group represented by the formula (20a), (20b), (20c) or (20d).

[0442] In one aspect of the organic EL element of this embodiment, R ２０１ ~R ２０８ is a hydrogen atom.

[0443] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is a compound represented by the following formula (H201), (H202), (H203), (H204), (H205), (H206), (H207), (H208), or (H209).

[0444]

[0445]

[0446]

[0447]

[0448]

[0449] (In the formulas (H201) to (H209), L ２０１ respectively represent L in the formula (H2). ２０１ is synonymous with R ２０１ ~R ２０８ are R in the formula (H2), respectively. ２０１ ~R ２０８ is synonymous with R ２１２ ~R ２１８ one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring, ２１２ ~R ２１８ are each independently 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 carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ ), a group represented by —S—(R ９０５ a group represented by —N(R ９０６ ) (R ９０７ ) a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ２０ is an oxygen atom or a sulfur atom, R ９０１ ~R ９０７ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different, provided that the compounds represented by the formulae (H201) to (H209) each independently have at least one deuterium atom.

[0450] In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the second deuterated compound is Ｄ２ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the second deuterated compound is 1% or more. Ｄ２ is 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more. Ｄ２ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0451] (Method for Producing the Second Deuterated Compound According to the Present Embodiment) The second deuterated compound according to the present embodiment can be produced by a known method. The second deuterated compound according to the present embodiment can also be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0452] (Specific Examples of the Second Deuterated Compound According to the Present Embodiment) Specific examples of the second deuterated compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples.

[0453]

[0454]

[0455]

[0456]

[0457]

[0458]

[0459]

[0460]

[0461]

[0462]

[0463]

[0464]

[0465]

[0466]

[0467]

[0468]

[0469]

[0470]

[0471] (Second Light-Emitting Compound) The second light-emitting compound and the first light-emitting compound may be the same or different. In one aspect of the organic EL element according to this embodiment, the second light-emitting compound is the third deuterated compound described above. In another aspect of the organic EL element according to this embodiment, the second light-emitting compound is the third deuterated compound described above, in which all hydrogen atoms have been replaced with proton atoms.

[0472] In one aspect of the organic EL element according to this embodiment, the second light-emitting compound is a fluorescent material or a phosphorescent material. In the organic EL element according to this embodiment, it is preferable that the second light-emitting compound is a fluorescent material. In one aspect of the organic EL element according to this embodiment, it is preferable that both the first light-emitting compound and the second light-emitting compound are fluorescent materials.

[0473] In one aspect of the organic EL element according to this embodiment, it is preferable that one of the first light-emitting compound and the second light-emitting compound is a third deuterated compound. Furthermore, in one aspect of the organic EL element according to this embodiment, it is also preferable that both the first light-emitting compound and the second light-emitting compound are third deuterated compounds. In one aspect of the organic EL element according to this embodiment, when a plurality of third deuterated compounds are present, the plurality of third deuterated compounds are the same or different from each other.

[0474] In one aspect of the organic EL element according to this embodiment, the second light-emitting compound is preferably a compound that exhibits emission with a maximum peak wavelength of 500 nm or less, and is preferably a compound that exhibits emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. In one aspect of the organic EL element according to this embodiment, it is also preferable that the first light-emitting compound is a compound that exhibits emission with a maximum peak wavelength of 500 nm or less, and the second light-emitting compound is a compound that exhibits emission with a maximum peak wavelength of 500 nm or less. In one aspect of the organic EL element according to this embodiment, it is also preferable that the first light-emitting compound is a compound that exhibits emission with a maximum peak wavelength of 430 nm or more and 480 nm or less, and the second light-emitting compound is a compound that exhibits emission with a maximum peak wavelength of 430 nm or more and 480 nm or less.

[0475] In the second deuterated compound and the second light-emitting compound according to this embodiment, it is preferable that all of the groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0476] In one aspect of the organic EL element according to this embodiment, the second deuterated compound is preferably a host material. The second deuterated compound serving as a host material may be referred to as a second host material.

[0477] In one aspect of the organic EL device according to this embodiment, the second compound is preferably a host material, and the second light-emitting compound is preferably a dopant material.

[0478] In one aspect of the organic EL element according to this embodiment, the singlet energy S １ (H2) and the singlet energy S of the second luminescent compound １ (D2) preferably satisfy the relationship of the following mathematical formula (math X2): １ (H2)>S １ (D2)...(number x2)

[0479] In one aspect of the organic EL element according to this embodiment, it is also preferable that the first emitting layer contains a first host material as a first deuterated compound and a dopant material as a first emitting compound (sometimes referred to as a first dopant material), and that the second emitting layer contains a second host material as a second deuterated compound and a dopant material as a second emitting compound (sometimes referred to as a second dopant material).

[0480] In one aspect of the organic EL element according to this embodiment, the second light-emitting layer preferably does not contain a phosphorescent material (dopant material). Furthermore, the second light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex. The first light-emitting layer and the second light-emitting layer preferably do not contain a phosphorescent material (dopant material). Furthermore, the first light-emitting layer and the second light-emitting layer preferably do not contain a heavy metal complex or a phosphorescent rare earth metal complex.

[0481] In one aspect of the organic EL element according to this embodiment, it is also preferable that the second light-emitting layer does not contain a metal complex.It is also preferable that both the first light-emitting layer and the second light-emitting layer do not contain a metal complex.

[0482] (Film Thickness of Second Light-Emitting Layer) The film thickness of the second light-emitting layer of the organic EL element according to this embodiment is preferably 5 nm or more and 50 nm or less, more preferably 7 nm or more and 50 nm or less, and even more preferably 10 nm or more and 50 nm or less. When the film thickness of the second light-emitting layer is 5 nm or more, it is easy to form the light-emitting layer and adjust the chromaticity. When the film thickness of the second light-emitting layer is 50 nm or less, it is easy to suppress an increase in driving voltage. The film thickness of the second light-emitting layer may be the same as or different from the film thickness of the first light-emitting layer described above. In one aspect of the organic EL element according to this embodiment, when the first light-emitting layer and the second light-emitting layer are arranged in this order from the hole-transporting zone side, the film thickness of the first light-emitting layer is smaller than the film thickness of the second light-emitting layer.

[0483] (Compound Content in Second Light-Emitting Layer) The contents of the second deuterated compound and the second light-emitting compound in the second light-emitting layer are preferably, for example, within the following ranges. The content of the second deuterated compound is preferably 80% by mass or more and 99% by mass or less, more preferably 90% by mass or more and 99% by mass or less, and even more preferably 95% by mass or more and 99% by mass or less. The content of the second light-emitting compound is preferably 1% by mass or more and 10% by mass or less, more preferably 1% by mass or more and 7% by mass or less, and even more preferably 1% by mass or more and 5% by mass or less. However, the upper limit of the total content of the second deuterated compound and the second light-emitting compound in the second light-emitting layer is 100% by mass.

[0484] Note that this embodiment does not exclude the case where the second light-emitting layer contains materials other than the second deuterated compound and the second light-emitting compound.

[0485] In the organic electroluminescence device according to this embodiment, the triplet energy T １ (H1) and the triplet energy T of the second deuterated compound １ (H2) satisfies the relationship of the following formula (Formula 1): T １ (H1)>T １ (H2) ... (Equation 1)

[0486] (triplet energy T １ ) Triplet energy T １ The following method can be used to measure the compound to be measured: －５ mol / L or more 10 －４ The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77 [K]), and a tangent line was drawn to the rising edge of the phosphorescence spectrum on the short wavelength side, and the wavelength value λ at the intersection of the tangent line and the horizontal axis was determined. ｅｄｇｅ Based on [nm], the amount of energy calculated from the following conversion formula (F1) is the triplet energy T１ Conversion formula (F1): T １ [eV]=1239.85 / λ ｅｄｇｅ

[0487] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is taken as the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that maximum points with peak intensities of 15% or less of the maximum peak intensity of the spectrum are not included in the shortest wavelength maximum, and the tangent drawn at the point where the slope is closest to the shortest wavelength maximum is taken as the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Phosphorescence can be measured using an F-4500 spectrofluorophotometer manufactured by Hitachi High-Tech Science Corporation. However, the measuring device is not limited to this, and measurements may be performed by combining a cooling device, a cryogenic container, an excitation light source, and a light receiving device.

[0488] In one aspect of the organic EL element according to the present embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, the electron mobility μe(H1) of the first host material and the electron mobility μe(H2) of the second host material satisfy the relationship of the following mathematical formula (30): μe(H2)>μe(H1) (Mathematical Formula 30) When the first host material and the second host material satisfy the relationship of the mathematical formula (30), the recombination ability of holes and electrons in the first emitting layer is improved.

[0489] In one aspect of the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, 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 of the following mathematical formula (31): μh(H1)>μh(H2) (Mathematical Formula 31).

[0490] In one aspect of the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, 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 of the following mathematical formula (32): (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) (32)

[0491] <Hole-Transporting Region> In one aspect of the organic EL device according to this embodiment, the hole-transporting region is disposed between the emission region and the anode. In one aspect of the organic EL device according to this embodiment, the hole-transporting region includes an organic layer containing a fourth deuterated compound.

[0492] In one aspect of the organic EL device according to this embodiment, it is preferred that one or both of the first light-emitting compound and the second light-emitting compound is a third deuterated compound, and the hole-transporting region contains a fourth deuterated compound.

[0493] (Electron Blocking Layer) In one aspect of the organic EL device according to this embodiment, when the hole-transporting region includes an organic layer containing a fourth deuterated compound, the electron blocking layer contains a fourth deuterated compound. In another aspect of the organic EL device according to this embodiment, the electron blocking layer is a compound in which all hydrogen atoms in the fourth deuterated compound described below are replaced with proton atoms.

[0494] (Fourth deuterated compound) The fourth deuterated compound is a compound having at least one deuterium atom. The fourth deuterated compound is a compound different from the first deuterated compound, the second deuterated compound, and the third deuterated compound.

[0495] In one aspect of the organic EL element according to this embodiment, the fourth deuterated compound is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule.

[0496] In one aspect of the organic EL element according to this embodiment, the fourth deuterated compound is a monoamine compound having one substituted or unsubstituted amino group in the molecule.

[0497] In one aspect of the organic EL element according to this embodiment, the fourth deuterated compound is a compound represented by the following formula (EB1).

[0498]

[0499] (In the formula (EB1), L Ａ１ , L Ｂ１ , and L Ｃ１ each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, or a divalent group formed by bonding two groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms; L Ａ１ and L Ｂ１ When is a single bond, A １ and B １ are not bonded to each other, and L Ａ１ and L Ｃ１ When is a single bond, A １ and C １ are not bonded to each other, and L Ｂ１ and L Ｃ１ When is a single bond, B １ and C １ are not bonded to each other, and A １ , B １, and C １ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or —Si(R ９２１ ) (R ９２２ ) (R ９２３ ) is a group represented by R ９２１ , R ９２２ and R ９２３ are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R ９２１ If there are multiple R ９２１ are the same or different from each other, R ９２２ If there are multiple R ９２２ are the same or different from each other, R ９２３ If there are multiple R ９２３ are the same or different, provided that the compound represented by formula (EB1) has at least one deuterium atom.

[0500] In one aspect of the organic EL element according to this embodiment, A in formula (EB1) １ , B １ and C １ are each independently a group represented by any one of the formulae selected from the group consisting of the following formulae (1A), (1B), (1C), (1D), (1E), and (1F):

[0501]

[0502] (In the formula (1A), *11 represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to R １０１ ~R １０５ is a single bond bonded to *12, and R １０６ ~R １１０ is a single bond bonded to *13, and R １０１ ~R １０５ and R １０６ ~R １１０are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms, and R １０１ ~R １０５ and wherein none of the pairs of adjacent two or more of R １０６ ~R １１０ Among the groups of two or more adjacent groups, none of the groups are bonded to each other, and R １１１ ~R １１５ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, １１１ ~R １１５ When m=0 and n=0, *13 is L Ａ１ , L Ｂ１ or L Ｃ１ When m=0 and n=1, *12 is the bonding position to L Ａ１ , L Ｂ１ or L Ｃ１ When m=1 and n=0, R １０１ ~R １０５ One selected from is a single bond bonded to *13.

[0503]

[0504] (In the formula (1B), *14 represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to R １２１ ~R １２８ one selected from is a single bond bonded to *15, and R １２１ ~R １２８ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R １２１ ~R １２８Any pair of adjacent pairs of two or more of the groups are not bonded to each other.)

[0505]

[0506] (In the formula (1C), *16 represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to R １３１ ~R １４０ is a single bond bonded to *17, and R １３１ ~R １４０ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R １３１ ~R １４０ Any pair of adjacent pairs of two or more of the groups are not bonded to each other.)

[0507]

[0508] (In the formula (1D), *18 represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to X １１ is an oxygen atom, a sulfur atom, C(Ra)(Rb) or N(Rc), a pair consisting of Ra and Rb bond to each other to form a substituted or unsubstituted monocycle, bond to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, n is 0 or 1, and when n is 0, R １４１ ~R １４８ , Rc, and one selected from Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring is a single bond bonding to *19, when n is 1, R １４１ and R １４２ is a single bond bonded to *a, and R １４１ and R １４２ The other of is a single bond bonded to *b, or R １４２ and R １４３ is a single bond bonded to *a, and R １４２ and R１４３ The other of is a single bond bonded to *b, or R １４３ and R １４４ is a single bond bonded to *a, and R １４３ and R １４４ the other is a single bond bonded to *b, (i) R １４５ ~R １４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and (ii) R that is not a single bond bonded to *a and *b １４１ ~R １４４ and (iii) one selected from the group consisting of Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring is a single bond bonded to *19, and R that is not a single bond bonded to *19 １４１ ~R １４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and Ra and Rb that are not single bonds bonded to *19, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms.

[0509]

[0510] (In the formula (1E), *11a represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to R １５１ ~R １５５ is a single bond bonded to *11b, and R １５１ ~R １５５ the other selected from is a single bond bonded to *11c, and R １５１ ~R １５５are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted phenyl group, and R １５１ ~R １５５ Among the groups of two or more adjacent groups, none of the groups are bonded to each other, and R １６１ ~R １６５ and R １７１ ~R １７５ are each independently a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms.

[0511]

[0512] (In the formula (1F), *11d represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to R １８１ ~R １９２ one selected from is a single bond bonded to *11e, and R １８１ ~R １９２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R １８１ ~R １９２ Any pair of adjacent pairs of two or more of

[0513] In one aspect of the organic EL element according to this embodiment, the fourth deuterated compound is a compound represented by the following formula (EB11).

[0514]

[0515] (In the formula (EB11), L Ｃ１ , A １ , B １ and C １ respectively represent L in the formula (EB1). Ｃ１ , A １ , B １ and C １n1 and n2 are 4, the plurality of R's are the same as or different from one another, and one or more pairs of adjacent two or more of the plurality of R's are bonded to one another to form a substituted or unsubstituted monocycle, or bonded to one another to form a substituted or unsubstituted fused ring, or are not bonded to one another, and the R's that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring are selected from the group consisting of a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ a group represented by —O—(R ９０４ a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０４ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, provided that the compound represented by formula (EB11) has at least one deuterium atom.

[0516] In one aspect of the organic EL element according to this embodiment, when n is 1 in the formula (1D), R １４１ and R １４２ is a single bond bonded to *a, and R１４１ and R １４２ When the other is a single bond bonded to *b, the formula (1D) is represented by the following formula (13D): １４２ and R １４３ is a single bond bonded to *a, and R １４２ and R １４３ When the other is a single bond bonded to *b, the formula (1D) is represented by the following formula (12D): １４３ and R １４４ is a single bond bonded to *a, and R １４３ and R １４４ When the other is a single bond bonded to *b, the formula (1D) is represented by the following formula (11D).

[0517] In one aspect of the organic EL element according to this embodiment, A in formula (EB1) １ , B １ and C １ At least one selected from the group consisting of: is a group represented by any one of the formulae selected from the group consisting of the following formulae (11D), (12D) and (13D):

[0518]

[0519]

[0520]

[0521] (In the formulas (11D), (12D) and (13D), *18 represents L Ａ１ , L Ｂ１ or L Ｃ１ is the bonding position to X １１ represents X in the formula (1D). １１ (iv) R １４１ ~R １４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and (v) Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring, one selected from the group consisting of is a single bond bonded to *19, and R that is not a single bond bonded to *19 １４１ ~R１４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and Ra and Rb that are not single bonds bonded to *19, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms.

[0522] In one aspect of the organic EL element according to this embodiment, R １４８ is a single bond that bonds to *19.

[0523] In one aspect of the organic EL element according to this embodiment, X in formula (11D) １１ is an oxygen atom.

[0524] In one aspect of the organic EL element according to this embodiment, n in formula (1D) is 0.

[0525] In one aspect of the organic EL element according to this embodiment, A in formula (EB1) １ , B １ and C １ At least one selected from the group consisting of: is a group represented by any one of the formulae (14D), (15D), (16D) and (17D) below.

[0526]

[0527]

[0528]

[0529]

[0530] (In the formulas (14D), (15D), (16D) and (17D), *18 represents L Ａ１ , L Ｂ１ or L Ｃ１ (vi) R １４１ ~R １４８and Rc, and (vii) Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring are a single bond bonded to *19, and R that is not a single bond bonded to *19 is １４１ ~R １４８ and Rc, and Ra and Rb that are not single bonds bonded to *19, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms.

[0531] In one aspect of the organic EL element according to this embodiment, R in formula (14D) １４１ , R １４４ , R １４５ , or R １４８ is a single bond that bonds to *19.

[0532] In one aspect of the organic EL element according to this embodiment, Rc in formula (15D) is a single bond bonded to *19.

[0533] In one aspect of the organic EL element according to this embodiment, the fourth deuterated compound may be a compound represented by the following formula (EB12), (EB13), (EB14), (EB15), or (EB16):

[0534]

[0535]

[0536]

[0537] (In the formulae (EB12), (EB13), (EB14), (EB15), and (EB16), L Ｂ１ , L Ｃ１ , A １ , B １ and C １ respectively represent L in the formula (EB1). Ｂ１ , L Ｃ１ , A １ , B １and C １ is synonymous with R １ , R ２ , R ３ and R ４ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms, １ are the same or different from each other, and four R ２ are the same or different from each other, and four R ３ are the same or different from each other, and four R ４ are the same or different, provided that the compounds represented by formulas (EB12) to (EB16) each independently have at least one deuterium atom.

[0538] In one aspect of the organic EL element according to this embodiment, L Ａ１ , L Ｂ１ , and L Ｃ１ At least one selected from the group consisting of each independently contains a deuterium atom.

[0539] In one aspect of the organic EL element according to this embodiment, R, R in the fourth deuterated compound １ , R ２ , and R ３ is a deuterium atom.

[0540] In one aspect of the organic EL element according to this embodiment, A in the formulae (EB1), (EB11), (EB12), (EB13), (EB14), (EB15), and (EB16) １ , B １ , and C １ At least one selected from the group consisting of: contains at least one group selected from the group consisting of groups represented by formulas (1A) and (1B).

[0541] In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the fourth deuterated compound Ｄ４In one aspect of the organic EL element according to this embodiment, the deuteration ratio R Ｄ４ is 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more. Ｄ４ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0542] (Method for Producing the Fourth Deuterated Compound According to the Present Embodiment) The fourth deuterated compound according to the present embodiment can be produced by a known method. The fourth deuterated compound according to the present embodiment can also be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0543] (Specific Examples of the Fourth Deuterated Compound According to the Present Embodiment) Specific examples of the fourth deuterated compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples.

[0544]

[0545]

[0546]

[0547]

[0548]

[0549]

[0550]

[0551]

[0552]

[0553]

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561]

[0562]

[0563]

[0564]

[0565]

[0566]

[0567]

[0568] (Hole Transport Layer) The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl, etc. Examples of aromatic amine compounds that can be used include 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB). The substances mentioned here are mainly 10 －６ cm ２ The material has a hole mobility of 1 / (V·s) or more.

[0569] The hole transport layer may be formed using 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), as well as anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) may also be used.

[0570] However, other substances may be used as long as they have a higher hole-transporting property than an electron-transporting property. Note that the layer containing the substance having a high hole-transporting property may be not only a single layer, but also a stack of two or more layers containing the above-mentioned substances.

[0571] In one aspect of the organic EL element according to this embodiment, the hole-transporting region includes a hole-injecting layer and a hole-transporting layer in addition to the above-mentioned electron-blocking layer.

[0572] (Hole Injection Layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide.

[0573] Furthermore, examples of the material with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DNTPD). aromatic amine compounds such as [N-(9-phenylcarbazol-3-yl)-N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), as well as dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN).

[0574] Furthermore, as a substance with high hole injection properties, a polymer compound (oligomer, dendrimer, polymer, etc.) can also be used. Examples of such polymer compounds include poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD). Furthermore, polymer compounds to which an acid has been added, such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS), can also be used.

[0575] <Electron Transporting Zone> In one aspect of the organic EL device according to this embodiment, the electron transporting zone is disposed between the light emitting zone and the cathode. In one aspect of the organic EL device according to this embodiment, the electron transporting zone includes a hole blocking layer.

[0576] (Hole Blocking Layer) In one aspect of the organic EL element according to this embodiment, the hole blocking layer contains a compound represented by the following formula (HB1).

[0577]

[0578] (In the formula (HB1), X １ , X ２ and X ３ are each independently a nitrogen atom or CR １ and X １ , X ２ and X ３ At least one selected from the group consisting of is a nitrogen atom, and R １are each independently a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 50 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms; １ , A ２ and A ３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0579] In one aspect of the organic EL element according to this embodiment, the hole blocking layer is １ , A ２ and A ３ are each independently a group represented by the following formula (HB11):

[0580]

[0581] (In the formula (HB11), mh is 1, 2, or 3; L ＨＢ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, ＨＢ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, and * represents the bonding position.

[0582] In one aspect of the organic EL element according to this embodiment, the electron transporting region includes an electron transporting layer and an electron injection layer in addition to the hole blocking layer described above.

[0583] (Electron Transport Layer) The electron transport layer is a layer containing a substance with high electron transport properties. For the electron transport layer, 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes, 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives, and 3) polymer compounds can be used. Specifically, low-molecular organic compounds such as Alq and tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq) can be used. ３ ), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviation: BeBq ２ ), BAlq, Znq, ZnPBO, and ZnBTZ, and other metal complexes can be used. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: BzOs) can also be used. In this embodiment, benzimidazole compounds can be preferably used. The substances mentioned here are mainly 10 －６ cm ２ The electron-transport layer is a substance having an electron mobility of 1 / (V·s) or more. Note that any substance other than those mentioned above may be used as the electron-transport layer as long as it has a higher electron-transporting property than a hole-transporting property. The electron-transport layer may be formed as a single layer or as a stack of two or more layers made of the above-mentioned substances.

[0584] Specific examples of compounds that can be used in the electron transport layer include the following compounds, however, the present invention is not limited to these specific examples of compounds.

[0585]

[0586] The electron transport layer can also be formed using a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2′-bipyridine-6,6′-diyl)] (abbreviation: PF-BPy).

[0587] (Electron Injection Layer) The electron injection layer is a layer containing a substance with high electron injection properties. Examples of the electron injection layer include lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), and calcium fluoride (CaF ２ Alkali metals, alkaline earth metals, or compounds thereof, such as lithium oxide (LiOx), can be used. Alternatively, a substance having electron transport properties containing an alkali metal, alkaline earth metal, or a compound thereof, such as Alq containing magnesium (Mg), can be used. In this case, electron injection from the cathode can be performed more efficiently.

[0588] Alternatively, the electron injection layer may be formed using a composite material obtained by mixing an organic compound and an electron donor (donor). Such composite materials have 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. Specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may 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.

[0589] <Other Configurations of Organic EL Element> The configuration of the organic EL element will be further described. (Substrate) The substrate is used as a support for the organic EL element. For example, glass, quartz, plastic, etc. can be used as the substrate. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor deposition films can also be used.

[0590] (Anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof having a large work function (specifically, 4.0 eV or more). Specific examples include indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), and titanium (Ti), as well as nitrides of metal materials (e.g., titanium nitride).

[0591] These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1 mass % to 10 mass % of zinc oxide added to indium oxide. Furthermore, for example, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5 mass % to 5 mass % of tungsten oxide and 0.1 mass % to 1 mass % of zinc oxide relative to indium oxide. Alternatively, the films may be formed by vacuum deposition, coating, inkjet printing, spin coating, or the like.

[0592] Of the organic 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 work function of the anode, and therefore materials that can be used as electrode materials (for example, 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.

[0593] Materials with low work functions, such as elements belonging to Group 1 or 2 of the periodic table, can also be used, including alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), and rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these. When forming an anode using alkali metals, alkaline earth metals, and alloys containing these, vacuum deposition or sputtering can be used. Furthermore, when using silver paste, coating or inkjet printing can be used.

[0594] (Cathode) For the cathode, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof having a small work function (specifically, 3.8 eV or less). Specific examples of such a cathode material include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), and rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these.

[0595] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0596] By providing an electron injection layer, the cathode can be formed using various conductive materials, regardless of the magnitude of the work function, such as Al, Ag, ITO, graphene, and indium oxide-tin oxide containing silicon or silicon oxide. These conductive materials can be formed into films by a sputtering method, an inkjet method, a spin coating method, or the like.

[0597] (Capping Layer) When the organic EL element is a top-emission type, the organic EL element usually has a capping layer on the cathode. The capping layer may contain, for example, at least one compound selected from the group consisting of polymer compounds, metal oxides, metal fluorides, metal borides, silicon nitride, and silicon compounds (such as silicon oxide). The capping layer may also contain, for example, at least one compound selected from the group consisting of aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives. A laminate obtained by stacking layers containing these substances can also be used as the capping layer.

[0598] The organic EL element according to this embodiment may be a bottom-emission organic EL element. The organic EL element according to this embodiment may also be a top-emission organic EL element. When the organic EL element is a bottom-emission type, it is preferable that the anode is a light-transmitting electrode having light transparency, and the cathode is a light-reflective electrode having light reflectivity. When the organic EL element is a top-emission type, it is preferable that the anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transparency.

[0599] <Layer Formation Method> The method for forming each layer of the organic EL element of this embodiment is not limited to those specifically mentioned above. For example, known methods can be used, such as dry film formation methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet film formation methods such as spin coating, dipping, flow coating, and inkjet deposition.

[0600] <Film Thickness> The film thickness of each organic layer in the organic EL element of this embodiment is not limited unless specifically mentioned 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 the organic EL element is usually preferably in the range of several nm to 1 μm.

[0601] <Emission Wavelength of Organic EL Element> The organic electroluminescence element according to this embodiment preferably emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the element is driven. The maximum peak wavelength of the light emitted by the organic EL element when the element is driven is measured as follows. ２ A voltage is applied to the organic EL element so that the spectral radiance spectrum obtained is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum at which the emission intensity is maximum is measured, and this is defined as the maximum peak wavelength (unit: nm).

[0602] In the organic electroluminescence device according to this embodiment, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0603] In the organic electroluminescent device according to this embodiment, the light-emitting unit includes at least two light-emitting layers (a first light-emitting layer and a second light-emitting layer), and both the first light-emitting layer and the second light-emitting layer contain a deuterated compound. Furthermore, in the organic electroluminescent device according to this embodiment, the light-emitting unit includes at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound. To further improve the luminous efficiency of an organic electroluminescent device including at least two light-emitting layers, it is necessary to concentrate the recombination region in the anode-side light-emitting layer. In this case, localized light emission tends to increase the load on the light-emitting compound and the load on the interface between the light-emitting layer and the anode-side layer, such as the electron-blocking layer. Under these circumstances, the use of at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound in the light-emitting unit including a first light-emitting layer containing a first deuterated compound and a second light-emitting layer containing a second deuterated compound is believed to improve durability against the above loads and thereby extend the life of the organic electroluminescent device. In particular, the organic electroluminescent device according to this embodiment has a longer life span when a third deuterated compound is further used as a light-emitting compound in the first light-emitting layer containing the first deuterated compound and the second light-emitting layer containing the second deuterated compound.Furthermore, the organic electroluminescent device according to this embodiment has a longer life span when a third deuterated compound is further used as a light-emitting compound in the first light-emitting layer containing the first deuterated compound and the second light-emitting layer containing the second deuterated compound, and a fourth deuterated compound is further used as a hole-transporting material.

[0604] [Second Embodiment] The configuration of an organic EL element according to a second embodiment will be described. In the description of the second embodiment, the same components as those in the first embodiment will be denoted by the same reference numerals or names, and the description thereof will be omitted or simplified. Furthermore, in the second embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first embodiment can be used.

[0605] The organic EL device according to this embodiment includes an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode. At least one of the two or more light-emitting units contains a first deuterated compound, a second deuterated compound, and at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound. An organic EL device having a plurality of stacked light-emitting units, such as the organic EL device according to this embodiment, is sometimes referred to as a tandem organic EL device.

[0606] In one aspect of the organic EL element according to this embodiment, the two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, and the first light-emitting unit and the second light-emitting unit are arranged in this order from the anode side to the cathode side. In this case, the organic EL element according to this embodiment preferably satisfies any one of the following (Condition A1), (Condition A2), and (Condition A3). (Condition A1): The first light-emitting unit includes a first deuterated compound and a second deuterated compound, and the triplet energy T １ The triplet energy T of (H1) and the second deuterated compound １ (H2) satisfies the relationship of the above mathematical formula (Mathematical Formula 1). (Condition A2): The second light-emitting unit includes a first deuterated compound and a second deuterated compound, and the triplet energy T １ The triplet energy T of (H1) and the second deuterated compound １ (H2) satisfies the relationship of the above mathematical formula (Mathematical Formula 1). (Condition A3): The first light-emitting unit includes a first deuterated compound and a second deuterated compound, and the triplet energy T １ The triplet energy T of (H1) and the second deuterated compound １ (H2) satisfies the relationship of the above mathematical formula (Mathematical Formula 1), and the second light-emitting unit includes a first deuterated compound and a second deuterated compound, and the triplet energy T１ The triplet energy T of (H1) and the second deuterated compound １ (H2) satisfy the relationship of the above-mentioned mathematical formula (Math. 1).

[0607] The organic EL element according to this embodiment will be described below with reference to FIG. 2, but the organic EL element according to this embodiment is not limited to the configuration shown in FIG.

[0608] 2 shows a schematic configuration of an example of an organic EL element according to this embodiment. The organic EL element 100 includes a substrate 20, an anode 30, a cathode 40, and a first light-emitting unit 110, a first charge-generation zone 810, and a second light-emitting unit 120, which are disposed between the anode 30 and the cathode 40. The first light-emitting unit 110, the first charge-generation zone 810, and the second light-emitting unit 120 are disposed in this order from the anode 30 side. The organic EL element 100 also includes a capping layer 90 on the surface of the cathode 40 opposite to the surface facing the second light-emitting unit 120. The first light-emitting unit 110 includes, in this order from the anode 30 side, a first hole-transport zone 610, a first light-emitting zone 510, and a first electron-transport zone 710. The first hole-transporting region 610 includes, in order from the anode 30 side, a first hole-injection layer 613, a first hole-transporting layer 612, and a first electron-blocking layer 611. The first emission region 510 includes a first emission layer 511 and a second emission layer 512. The first electron-transporting region 710 includes, in order from the anode 30 side, a first hole-blocking layer 711 and a first electron-transporting layer 712. The first charge-generating region 810 includes, in order from the first emission unit 110 side, a first charge-generating layer 811 and a second charge-generating layer 812. The second emission unit 120 includes, in order from the first charge-generating region 810 side, a second hole-transporting region 620, a second emission region 520, and a second electron-transporting region 720. The second hole-transporting zone 620 includes, in order from the first charge-generation zone 810 side, a second hole-transporting layer 622 and a second electron-blocking layer 621. The second light-emitting zone 520 includes, in order from the second hole-transporting zone side, a third light-emitting layer 521 and a fourth light-emitting layer 522. The second electron-transporting zone 720 includes, in order from the second light-emitting zone 520, a second hole-blocking layer 721, a second electron-transporting layer 722, and a second electron-injecting layer 723.

[0609] <Light-emitting unit> In the organic EL element according to this embodiment, at least one of the first light-emitting unit and the second light-emitting unit may satisfy the conditions of the light-emitting unit in the organic EL element according to the first embodiment.

[0610] <First Light-Emitting Unit> In one aspect of the organic EL element according to this embodiment, the first light-emitting unit 110 satisfies the conditions of the light-emitting unit in the organic EL element according to the first embodiment. That is, in one aspect of the organic EL element according to this embodiment, the first light-emitting unit 110 contains a first deuterated compound and a second deuterated compound. The first light-emitting unit also contains at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound. The first light-emitting unit 110 in the organic EL element 100 can have the same configuration as the light-emitting unit in the first embodiment. That is, the configurations of the first hole transport zone 610 (first hole injection layer 613, first hole transport layer 612, and first electron blocking layer 611) can refer to the configurations of the hole injection layer, hole transport layer, and electron blocking layer in the first embodiment, respectively; the configurations of the first emission zone 510 (first emission layer 511 and second emission layer 512) can refer to the configurations of the first emission layer and second emission layer in the first embodiment, respectively; and the configurations of the first electron transport zone 710 (first hole blocking layer 711 and first electron transport layer 712) can refer to the configurations of the hole blocking layer and electron transport layer in the first embodiment, respectively.

[0611] <First Charge Generation Zone> The first charge generation zone 810 in the organic EL element 100 includes a first charge generation layer 811 and a second charge generation layer 812. The first charge generation layer 811 and the second charge generation layer 812 are layers that generate holes and electrons when a voltage is applied to the organic EL element, and supply electrons to a layer located on the anode side of the charge generation layer and supply holes to a layer located on the cathode side of the charge generation layer. The first charge generation layer 811 and the second charge generation layer 812 may be called an intermediate layer, an intermediate electrode, an intermediate conductive layer, an electron withdrawing layer, a connecting layer, or an intermediate insulating layer.

[0612] In the first charge generation region 810, the first charge generation layer 811 disposed on the anode side is preferably an N-type charge generation layer that injects electrons into the first light-emitting unit 110. The second charge generation layer 812 disposed on the cathode side is preferably a P-type charge generation layer that injects holes into the second light-emitting unit 120. In one aspect of the organic EL element according to this embodiment, examples of materials that can be used for the first charge generation layer and the second charge generation layer in the first charge generation region include known materials that can be used for charge generation layers in tandem organic EL elements.

[0613] <Second Light-Emitting Unit> In one aspect of the organic EL element according to this embodiment, it is also preferable that both the first light-emitting unit 110 and the second light-emitting unit 120 satisfy the conditions of the light-emitting units in the organic EL element according to the first embodiment. In this case, the first light-emitting unit 110 and the second light-emitting unit 120 in the organic EL element 100 can have the same configuration. In this case, it is preferable that the first light-emitting layer 511 and the third light-emitting layer 521 have the same configuration, and the second light-emitting layer 512 and the fourth light-emitting layer 522 have the same configuration.

[0614] In the organic EL device according to this embodiment, the first electron blocking layer 611 and the second electron blocking layer 621 preferably contain a fourth deuterated compound.

[0615] According to the organic EL element of this embodiment, even a tandem type organic EL element can have a long life.

[0616] Third Embodiment (Electronic Device) An electronic device according to this embodiment is equipped with an organic electroluminescence element according to the above-described embodiment. Examples of the electronic device include a display device and a light-emitting device. Examples of the display device include display components (e.g., an organic EL panel module), televisions, mobile phones, tablets, and personal computers. Examples of the light-emitting device include lighting and vehicle lighting fixtures. The light-emitting device can be used in a display device, and can also be used, for example, as a backlight for a display device.

[0617] [Modifications of the Embodiment] The present invention is not limited to the above-described embodiment, and any modifications, improvements, etc. that can achieve the object of the present invention are included in the present invention.

[0618] For example, the number of light-emitting layers is not limited to two, and a plurality of light-emitting layers of more than two may be stacked. For example, the other light-emitting layer may be a fluorescent light-emitting layer or a phosphorescent light-emitting layer that utilizes light emission due to electron transition from a triplet excited state directly to the ground state.

[0619] Alternatively, for example, the first light-emitting layer and the second light-emitting layer may not be in direct contact with each other, and one or more organic layers may be disposed between the first light-emitting layer and the second light-emitting layer.

[0620] Furthermore, for example, in a tandem organic EL element, the plurality of light-emitting units may have different configurations.

[0621] In addition, the specific structure and shape in carrying out the present invention may be other structures within the scope that the object of the present invention can be achieved.

[0622] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples in any way.

[0623] <Compound (1)> The structures of the first deuterated compound, the second deuterated compound, and the third deuterated compound having at least one deuterium atom in the molecule, which were used in the production of the organic EL devices according to Examples 1 and 2, are shown below.

[0624]

[0625] The structure of the fourth deuterated compound having at least one deuterium atom in the molecule, which was used in the production of the organic EL device according to Example 2, is shown below.

[0626]

[0627] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 1 to 4 are shown below.

[0628]

[0629] The structures of other compounds used in the production of the organic EL devices according to Examples 1 and 2 and Comparative Examples 1 to 4 are shown below.

[0630]

[0631] <Fabrication of Organic EL Device (1)> [Example 1] A 25 mm x 75 mm x 1.1 mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (indium tin oxide) transparent electrode (anode) was subjected to ultrasonic cleaning in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The film thickness of the ITO transparent electrode was 130 nm. The cleaned glass substrate with transparent electrode lines was attached to a substrate holder in a vacuum deposition apparatus, and Compound HT and Compound HA were first co-deposited on the surface on which the transparent electrode lines were formed, covering the transparent electrode, to form a hole injection layer with a film thickness of 10 nm. The proportion of Compound HT in this hole injection layer was 97% by mass, and the proportion of Compound HA was 3% by mass. Compound HT was vapor-deposited on the hole injection layer to form a first hole transport layer with a film thickness of 77.5 nm. Next, compound EBL-1 was vapor-deposited on the first hole-transporting layer to form an electron blocking layer with a thickness of 7.5 nm. The electron blocking layer may also be referred to as a second hole-transporting layer. Compound BH-1 (first deuterated compound) as a host material and compound BD-1 (first luminescent compound) as a luminescent material were co-deposited on the electron blocking layer to form a first luminescent layer with a thickness of 6 nm. The proportion of compound BH-1 in this first luminescent layer was 98% by mass, and the proportion of compound BD-1 was 2% by mass. Compound BD-1 used as the first luminescent compound was a third deuterated compound. Compound BH-2 (second deuterated compound) as a host material and compound BD-1 (second luminescent compound) as a luminescent material were co-deposited on the first luminescent layer to form a second luminescent layer with a thickness of 14 nm. The proportion of compound BH-2 in this second luminescent layer was 98% by mass, and the proportion of compound BD-1 was 2% by mass. The compound BD-1 used as the second light-emitting compound is a third deuterated compound. The compound HBL was vapor-deposited on the second light-emitting layer to form a first electron-transporting layer with a thickness of 5 nm. The first electron-transporting layer may also be referred to as a hole-blocking layer. The compounds ET and Liq were co-deposited on the first electron-transporting layer to form a second electron-transporting layer with a thickness of 25 nm. The proportion of the compound ET in this second electron-transporting layer was 67% by mass, and the proportion of Liq was 33% by mass. Liq is an abbreviation for (8-quinolinolato)lithium.Yb was vapor-deposited on the second electron transport layer to form a 1 nm-thick electron injection layer. Metallic Al was vapor-deposited on the electron injection layer to form an 80 nm-thick cathode. As described above, an organic EL device according to Example 1 was fabricated. The device configuration of the organic EL device according to Example 1 is summarized as follows: ITO(130) / HT:HA(10,97%:3%) / HT(77.5) / EBL-1(7.5) / BH-1:BD-1(6,98%:2%) / BH-2:BD-1(14,98%:2%) / HBL(5) / ET:Liq(25,67%:33%) / Yb(1) / Al(80). The numbers in parentheses indicate the film thickness (unit: nm). With respect to the element configuration of the organic EL element according to Example 1, the percentages in parentheses (97%:3%) indicate the proportions (unit: mass %) of Compound HT and Compound HA in the hole-injection layer, the percentages (98%:2%) indicate the proportions (unit: mass %) of the host material (Compound BH-1) and the light-emitting material (Compound BD-1) in the first light-emitting layer, or the proportions (unit: mass %) of the host material (Compound BH-2) and the light-emitting material (Compound BD-1) in the second light-emitting layer, and the percentages (67%:33%) indicate the proportions (unit: mass %) of Compound ET and Liq in the second electron-transport layer. The same notations are used hereinafter.

[0632] An organic EL device of Example 2 was fabricated in the same manner as in Example 1, except that the compound EBL-1 used in the electron blocking layer of Example 1 was changed to compound EBL-2 (a fourth deuterated compound) shown in Table 1. Compound EBL-2 is a fourth deuterated compound.

[0633] Comparative Example 1 The organic EL element of Comparative Example 1 was produced in the same manner as in Example 1, except that the compound BH-1 used in the first emitting layer of Example 1 was changed to the compound BH-Ref1 shown in Table 1, the compound BH-2 used in the second emitting layer was changed to the compound BH-Ref2 shown in Table 1, and the first emitting compound used in the first emitting layer and the second emitting compound (compound BD-1) used in the second emitting layer were changed to the compound BD-Ref1.

[0634] Comparative Example 2 The organic EL device of Comparative Example 2 was fabricated in the same manner as in Comparative Example 1, except that the compound EBL-1 used in the electron blocking layer of Comparative Example 1 was changed to the compound EBL-2 shown in Table 1.

[0635] Comparative Example 3 The organic EL element of Comparative Example 3 was produced in the same manner as in Comparative Example 1, except that the first light-emitting compound (compound BD-Ref1) used in the first light-emitting layer of Comparative Example 1 was changed to compound BD-1 shown in Table 1, and the second light-emitting compound (compound BD-Ref1) used in the second light-emitting layer was changed to compound BD-1 shown in Table 1.

[0636] Comparative Example 4 The organic EL element of Comparative Example 4 was produced in the same manner as in Comparative Example 1, except that the compound BH-Ref1 used in the first emitting layer of Comparative Example 1 was changed to the compound BH-1 shown in Table 1, and the compound BH-Ref2 used in the second emitting layer was changed to the compound BH-2 shown in Table 1.

[0637] <Evaluation of Organic EL Devices (1)> The following evaluations were carried out on the organic EL devices fabricated in Examples 1 and 2 and Comparative Examples 1 to 4. The evaluation results are shown in Table 1.

[0638] (Lifetime LT95) The organic EL element prepared in each example was subjected to a current density of 50 mA / cm ２ A voltage was applied so that the voltage was such that the luminance reached 95%, and the time (LT95 (unit: hour)) until the luminance reached 95% of the initial luminance was measured as the lifespan. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). Table 1 shows the relative value of LT95 calculated based on the following formula (Number Y1). The unit of the relative value of LT95 is %. LT95 (relative value) = (LT95 of each example / LT95 of Comparative Example 1) × 100 (Number Y1)

[0639]

[0640] As shown in Table 1, the organic EL devices according to Examples 1 and 2, which contained deuterated compounds in both of the laminated light-emitting layers (the first light-emitting layer and the second light-emitting layer), exhibited longer lifetimes than the organic EL device of Comparative Example 1. In particular, Example 1, in which deuterated compounds were used for the first compound and the first light-emitting compound in the first light-emitting layer and the second compound and the second light-emitting compound in the second light-emitting layer, exhibited a greater effect of extending the lifetime. Furthermore, Example 2, in which deuterated compounds were used for all of the hole-transporting region material in the electron blocking layer, the first compound and the first light-emitting compound in the first light-emitting layer, and the second compound and the second light-emitting compound in the second light-emitting layer, exhibited a more significant effect of extending the lifetime.

[0641] <Compound (2)> The structures of the first deuterated compound and the second deuterated compound having at least one deuterium atom in the molecule, which were used in the production of the organic EL devices according to Examples 3 to 5, are shown below.

[0642]

[0643] The structure of the third deuterated compound having at least one deuterium atom in the molecule, which was used in the production of the organic EL devices according to Examples 3 and 4, is shown below.

[0644]

[0645] The structure of a fourth deuterated compound having at least one deuterium atom in the molecule, which was used in the production of the organic EL devices according to Examples 4 and 5, is shown below.

[0646]

[0647] The structures of other compounds used in the production of the organic EL devices according to Examples 3 to 5 and Comparative Examples 5 to 7 are shown below.

[0648]

[0649]

[0650]

[0651]

[0652] <Fabrication of Organic EL Device (2)> [Example 3] A 25 mm x 75 mm x 1.1 mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (indium tin oxide) transparent electrode (anode) was subjected to ultrasonic cleaning in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The film thickness of the ITO transparent electrode was 130 nm. The cleaned glass substrate with transparent electrode lines was attached to a substrate holder in a vacuum deposition apparatus, and compound HA-2 was first vapor-deposited on the surface on which the transparent electrode lines were formed, covering the transparent electrode, to form a 5 nm thick hole injection layer. Compound HT-2 was vapor-deposited on the hole injection layer to form a first hole transport layer with a film thickness of 85 nm. Next, compound EBL-Ref3 was vapor-deposited on the first hole transport layer to form a 5 nm thick electron blocking layer. The electron blocking layer may also be referred to as the second hole transport layer. On the electron blocking layer, compound BH-1-2 (first deuterated compound) as a host material and compound BD-2 (first luminescent compound) as a luminescent material were co-deposited to form an luminescent layer with a thickness of 5 nm. The proportion of compound BH-1-2 in this luminescent layer was 98 mass %, and the proportion of compound BD-2 was 2 mass %. Compound BD-2 used as the first luminescent compound was a third deuterated compound. On the first luminescent layer, compound BH-2-2 (second deuterated compound) as a host material and compound BD-2 (second luminescent compound) as a luminescent material were co-deposited to form a second luminescent layer with a thickness of 15 nm. The proportion of compound BH-2-2 in this second luminescent layer was 98 mass %, and the proportion of compound BD-2 was 2 mass %. Compound BD-2 used as the second luminescent compound was a third deuterated compound. Compound HBL-2 ​​was vapor-deposited on the second emitting layer to form a first electron transport layer with a thickness of 5 nm. The first electron transport layer may also be referred to as a hole blocking layer. Compound ET-2 and Liq were co-deposited on the first electron transport layer to form a second electron transport layer with a thickness of 31 nm. The proportion of compound ET-2 in this second electron transport layer was 50 mass %, and the proportion of Liq was 50 mass %. Liq was vapor-deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm. Metallic Al was vapor-deposited on the electron injection layer to form a cathode with a thickness of 80 nm. In this manner, the organic EL device according to Example 3 was produced.The device configuration of the organic EL device according to Example 3 is shown in outline as follows: ITO(130) / HA-2(5) / HT-2(85) / EBL-Ref3(5) / BH-1-2:BD-2(5,98%:2%) / BH-2-2:BD-2(15,98%:2%) / HBL-2(5) / ET-2:Liq(31,50%:50%) / Liq(1) / Al(80).

[0653] Example 4 The organic EL device of Example 4 was fabricated in the same manner as in Example 3, except that the compound EBL-Ref3 used in the electron blocking layer of Example 3 was changed to the compound EBL-3 shown in Table 2. The compound EBL-3 used in the electron blocking layer is a fourth deuterated compound.

[0654] Comparative Example 5 An organic EL device of Comparative Example 5 was produced in the same manner as in Example 3, except that the first compound (compound BH-1-2) used in the first emitting layer of Example 3 was changed to compound BH-1-Ref2 shown in Table 2, the first emitting compound (compound BD-2) was changed to compound BD-Ref2 shown in Table 2, and the second compound (compound BH-2-2) used in the second emitting layer was changed to compound BH-2-Ref2 shown in Table 2, and the second emitting compound (compound BD-2) was changed to compound BD-Ref2 shown in Table 2.

[0655] Comparative Example 6 The organic EL device of Comparative Example 5 was produced in the same manner as in Example 3, except that the first emitting compound (compound BD-2) used in the first emitting layer of Example 3 was changed to compound BD-Ref2 shown in Table 2, and the second emitting compound (compound BD-2) used in the second emitting layer was changed to compound BD-Ref2 shown in Table 2.

[0656] <Evaluation of Organic EL Devices (2)> The following evaluations were carried out on the organic EL devices fabricated in Examples 3 and 4 and Comparative Examples 5 and 6. The evaluation results are shown in Table 2.

[0657] (Lifetime LT95) The organic EL element prepared in each example was subjected to a current density of 50 mA / cm ２A voltage was applied so that the voltage was such that the luminance reached 95%, and the time (LT95 (unit: hours)) until the luminance reached 95% of the initial luminance was measured as the lifespan. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). Table 2 shows the relative value of LT95 calculated based on the following formula (Y2). The unit of the relative value of LT95 is %. LT95 (relative value) = (LT95 of each example / LT95 of comparative example 5) × 100 (Y2)

[0658]

[0659] <Fabrication of Organic EL Device (3)> [Example 5] A device fabrication substrate was prepared by laminating, in this order, a metal Ag layer as a reflective layer and an ITO layer as a transparent conductive layer with a thickness of 10 nm on a glass substrate (25 mm × 75 mm × 0.7 mm). In this device fabrication substrate, the conductive material layer consisted of the metal Ag layer and the ITO layer. Subsequently, using conventional lithography techniques, this conductive material layer was patterned by etching using a resist pattern as a mask to form a lower electrode (anode).

[0660] (First Light-Emitting Unit) Compound HT-2 and compound HA were co-deposited to cover the lower electrode (anode) to form a hole injection layer with a thickness of 10 nm. The proportion of compound HT-2 in this hole injection layer was 97% by mass, and the proportion of compound HA was 3% by mass. Compound HT-2 was deposited on the hole injection layer to form a first hole transport layer with a thickness of 25 nm. Next, compound EBL-4 was deposited on the first hole transport layer to form a first electron blocking layer with a thickness of 5 nm. Compound EBL-4 used in the first electron blocking layer is a fourth deuterated compound. Compound BH-1-2 (first deuterated compound) as a host material and compound BD-3 (first light-emitting compound) as a light-emitting material were co-deposited on the first electron blocking layer to form a first light-emitting layer with a thickness of 5 nm. The proportion of compound BH-1-2 in this first emitting layer was 99% by mass, and the proportion of compound BD-3 was 1% by mass. On the first emitting layer, compound BH-2-3 (second deuterated compound) as a host material and compound BD-3 (second emitting compound) as a emitting material were co-deposited to form a second emitting layer with a film thickness of 14 nm. In this second emitting layer, the proportion of compound BH-2-3 was 99% by mass, and the proportion of compound BD-3 was 1% by mass. On the second emitting layer, compound HBL-3 was deposited by vapor deposition to form a first hole blocking layer with a film thickness of 5 nm. On the first hole blocking layer, compound ET-3 was deposited by vapor deposition to form a first electron transport layer with a film thickness of 10 nm. As described above, a first emitting unit including a first hole injection layer, a first hole transport layer, a first electron blocking layer, a first emitting layer, a second emitting layer, a first hole blocking layer, and a first electron transport layer was formed.

[0661] (First Charge Generation Zone) Compound CGL and ytterbium (Yb) were co-deposited on the second electron transport layer of the first light-emitting unit to form a first charge generation layer with a film thickness of 7.5 nm. The proportion of compound CGL in the first charge generation layer was 97.5 mass%, and the proportion of Yb was 2.5 mass%. Next, compound HT-3 and compound HA were co-deposited on the first charge generation layer to form a second charge generation layer with a film thickness of 10 nm. The proportion of compound HT-3 in this second charge generation layer was 93 mass%, and the proportion of compound HA was 7 mass%. As described above, a first charge generation zone including a first charge generation layer and a second charge generation layer was formed.

[0662] (Second Light-Emitting Unit) Compound HT-3 was deposited on the second charge-generating layer in the first charge-generating zone to form a second hole-transporting layer with a thickness of 34 nm. Next, compound EBL-4 was deposited on the second hole-transporting layer to form a second electron-blocking layer with a thickness of 5 nm. Compound EBL-4 used in the second electron-blocking layer was a fourth deuterated compound. Compound BH-1-2 (first deuterated compound) as a host material and compound BD-3 as a second light-emitting compound were co-deposited on the second electron-blocking layer to form a third light-emitting layer with a thickness of 5 nm. The proportion of compound BH-1-2 in this third light-emitting layer was 99% by mass, and the proportion of compound BD-3 was 1% by mass. Compound BH-2-3 (second deuterated compound) as a host material and compound BD-3 (second light-emitting compound) as a light-emitting material were co-deposited on the third light-emitting layer to form a fourth light-emitting layer with a thickness of 14 nm. The proportion of compound BH-2-3 in this fourth emitting layer was 99% by mass, and the proportion of compound BD-3 was 1% by mass. Compound HBL-4 was deposited on the fourth emitting layer to form a second hole blocking layer with a thickness of 5 nm. Compound ET-4 and Liq were co-deposited on the second hole blocking layer to form a second electron transport layer with a thickness of 31 nm. The proportion of compound ET-4 in this second electron transport layer was 50% by mass, and the proportion of Liq was 50% by mass. Ytterbium (Yb) was deposited on the second electron transport layer to form a second electron injection layer with a thickness of 1 nm. As described above, a second emitting unit was formed, including a second hole transport layer, a second electron blocking layer, a third emitting layer, a fourth emitting layer, a second hole blocking layer, a second electron transport layer, and a second electron injection layer.

[0663] Next, Mg and Ag were co-deposited on the second electron injection layer of the second light-emitting unit at a mixing ratio (mass % ratio) of 10%:90% to form a semi-transparent upper electrode (cathode) made of an MgAg alloy with a total thickness of 13 nm. Next, compound CAP was deposited on the entire upper electrode (cathode) by vapor deposition to form a capping layer with a thickness of 65 nm. In this manner, a tandem organic EL element according to Example 5 was fabricated. The element configuration of the organic EL element according to Example 5 is schematically shown as follows: Ag / ITO(10) / HT-2:HA(10,97%:3%) / HT-2(25) / EBL-4(5) / BH-1-2:BD-3(5,99%:1%) / BH-2-3:BD-3(14,99%:1%) / HBL-3(5) / ET-3(10) / CGL:Yb(7.5,97.5%:2.5%) / HT-3 :HA(10,93%:7%) / HT-3(34) / EBL-4(5) / BH-1-2:BD-3(5,99%:1%) / BH-2-3:BD-3(14 ,99%:1%) / HBL-4(5) / ET-4:Liq(31,50%:50%) / Yb(1) / Mg:Ag(13,10%:90%) / CAP(65)

[0664] Comparative Example 7 The organic EL device of Comparative Example 7 was fabricated in the same manner as in Example 5, except that the compound EBL-4 used in the first electron-blocking layer in the first light-emitting unit and the second electron-blocking layer in the second light-emitting unit of Example 5 was changed to the compound EBL-Ref4 shown in Table 3.

[0665] <Evaluation of Organic EL Devices (3)> The following evaluations were carried out on the organic EL devices fabricated in each of Example 5 and Comparative Example 7. The evaluation results are shown in Table 3.

[0666] (Lifetime LT95) The organic EL element prepared in each example was subjected to a current density of 50 mA / cm ２A voltage was applied so that the voltage was such that the luminance reached 95%, and the time (LT95 (unit: hour)) until the luminance reached 95% of the initial luminance was measured as the lifespan. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). Table 3 shows the relative value of LT95 calculated based on the following formula (Y3). The unit of the relative value of LT95 is %. LT95 (relative value) = (LT95 of each example / LT95 of Comparative Example 7) × 100 (Y3)

[0667]

[0668] <Evaluation of Compounds> The maximum peak wavelength of fluorescence emission was measured for Compound BD-1, Compound BD-2, and Compound BD-3 as follows.

[0669] [Maximum Fluorescence Emission Peak Wavelength] (Preparation of Toluene Solution) The compound to be measured was dissolved in 4.9 × 10 －６ The compound to be measured was dissolved in toluene at a concentration of 1 mol / L to prepare a toluene solution.

[0670] (Measurement of maximum fluorescence emission peak wavelength (FL-peak)) Using a fluorescence spectrum measuring device (fluorescence spectrophotometer F-7000 (manufactured by Hitachi High-Tech Science Corporation)), the maximum fluorescence emission peak wavelength was measured when a toluene solution of the compound to be measured was excited at 390 nm. The maximum fluorescence emission peak wavelength of compound BD-1 was 458 nm. The maximum fluorescence emission peak wavelength of compound BD-2 was 457 nm. The maximum fluorescence emission peak wavelength of compound BD-3 was 453 nm.

[0671] [Triplet energy T １ The triplet energies T １The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to a concentration of 10 μmol / L, and this solution was placed in a quartz cell to prepare a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77 [K]), and a tangent line was drawn to the rising edge on the short wavelength side of this phosphorescence spectrum. The energy amount calculated from the following conversion formula (F1) based on the wavelength value λedge [nm] at the intersection of this tangent line and the horizontal axis was determined as the triplet energy T １ Conversion formula (F1): T １ [eV]=1239.85 / λedge

[0672] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is taken as the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that maximum points with peak intensities of 15% or less of the maximum peak intensity of the spectrum are not included in the shortest wavelength maximum, and the tangent drawn at the point where the slope is closest to the shortest wavelength maximum is taken as the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Phosphorescence was measured using an F-4500 spectrofluorophotometer manufactured by Hitachi High-Tech Science Corporation.

[0673] The triplet energy T of compound BH-1 １ The triplet energy T of compound BH-2 was 2.09 eV. １ The triplet energy T of compound BH-1-2 was 1.84 eV. １ The triplet energy T of compound BH-2-2 was 2.07 eV. １ The triplet energy T of compound BH-2-3 was 1.85 eV. １ was 1.85 eV.

[0674] 1... organic EL element, 3... anode, 4... cathode, 5... light-emitting zone, 10... light-emitting unit, 51... first light-emitting layer, 52... second light-emitting layer

Claims

1. An organic electroluminescence device comprising: an anode; a cathode; and an emitting unit disposed between the anode and the cathode; the emitting unit contains a first deuterated compound and a second deuterated compound, and also contains at least one compound selected from the group consisting of a third deuterated compound and a fourth deuterated compound; the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are each independently a compound having at least one deuterium atom; the first deuterated compound, the second deuterated compound, the third deuterated compound, and the fourth deuterated compound are different compounds; the emitting unit comprises two or more organic layers, the two or more organic layers include at least a first emitting layer and a second emitting layer, and the first emitting layer contains at least the first deuterated compound and a first light-emitting compound; The second light-emitting layer contains at least the second deuterated compound and a second light-emitting compound, the first light-emitting compound and the second light-emitting compound are the same or different from each other, and the triplet energy T １ (H1) and the triplet energy T of the second deuterated compound １ (H2) satisfies the relationship of the following formula (Formula 1). １ (H1)>T １ (H2) ... (Equation 1) 2. The organic electroluminescence element according to claim 1, wherein one or both of the first light-emitting compound and the second light-emitting compound are the third deuterated compound, and when a plurality of the third deuterated compounds are present, the plurality of third deuterated compounds are the same or different from each other.

3. The organic electroluminescence device according to claim 1, wherein the light-emitting unit has an emission band including the first light-emitting layer and the second light-emitting layer, and a hole-transporting band disposed between the emission band and the anode, the hole-transporting band including an organic layer containing the fourth deuterated compound.

4. The organic electroluminescence device according to claim 1, wherein one or both of the first light-emitting compound and the second light-emitting compound is the third deuterated compound, the light-emitting unit has an emission band including the first light-emitting layer and the second light-emitting layer, and a hole transport band disposed between the emission band and the anode, and the hole transport band contains the fourth deuterated compound.

5. The organic electroluminescence device according to claim 3 or 4, wherein the hole transporting region includes an electron blocking layer, and the electron blocking layer contains the fourth deuterated compound.

6. The organic electroluminescence device according to claim 5, wherein the electron blocking layer is in direct contact with the first light-emitting layer or the second light-emitting layer in the light-emitting band.

7. The organic electroluminescence device according to claim 5 or 6, wherein the hole transport zone includes a hole transport layer, and the hole transport layer is disposed between the anode and the electron blocking layer.

8. The organic electroluminescence device according to any one of claims 1 to 7, wherein the first light-emitting compound is a compound that exhibits light emission having a maximum peak wavelength of 500 nm or less.

9. The organic electroluminescence device according to any one of claims 1 to 7, wherein the second light-emitting compound is a compound that exhibits light emission having a maximum peak wavelength of 500 nm or less.

10. An organic electroluminescence element described in any one of claims 1 to 7, wherein the first light-emitting compound is a compound that exhibits light emission having a maximum peak wavelength of 500 nm or less, and the second light-emitting compound is a compound that exhibits light emission having a maximum peak wavelength of 500 nm or less.

11. The organic electroluminescence element according to any one of claims 1 to 10, wherein the first light-emitting layer and the second light-emitting layer are laminated in this order from the anode side.

12. The organic electroluminescence device according to any one of claims 1 to 11, wherein the first deuterated compound is a compound represented by the following formula (H1-1) or (H1-2): (In the above formula (H1-1), R １０１ ~R １１０ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by formula (h1-1) above, in which R １０１ ~R １１０ is a group represented by the formula (h1-1), and when a plurality of groups represented by the formula (h1-1) are present, the plurality of groups represented by the formula (h1-1) are the same or different from each other, L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, １０１ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; mx represents 0, 1, 2, 3, 4, or 5; L １０１ When there are two or more, there are two or more L １０１ are the same or different, Ar １０１ When two or more are present, two or more Ar １０１ are the same or different, and * in formula (h1-1) represents R １０１ ~R １１０ is bonded to the compound of formula (H1-1) at any one of the positions ９０１ ~R ９０５ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compound represented by formula (H1-1) has at least one deuterium atom. (In the above formula (H1-2), R １０１ ~R １１２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by formula (h1-2) above, in which R １０１ ~R １１２ is a group represented by the formula (h1-2), and when a plurality of groups represented by the formula (h1-2) are present, the plurality of groups represented by the formula (h1-2) are the same or different from each other, L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, １０１ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx represents 1, 2, 3, 4, or 5, L １０１ When there are two or more, there are two or more L １０１ are the same or different, Ar １０１ When two or more are present, two or more Ar １０１ are the same or different, and * in formula (h1-2) represents R １０１ ~R １１２ is bonded to the compound of formula (H1-2) at any one of the positions ９０１ ~R ９０５ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compound represented by formula (H1-2) has at least one deuterium atom.

13. The organic electroluminescence device according to claim 12, wherein the first deuterated compound is a compound represented by the following formula (H11-1) or (H11-2): (In the above formula (H11-1), R １０１ ~R １２０ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, where R １０１ ~R １１０ One of them is L １０１ indicates the bonding position with R １１１ ~R １２０ One of them is L １０１ indicates the bonding position with L １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4, or 5, L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compound represented by formula (H11-1) has at least one deuterium atom. (In the above formula (H11-2), R １１１ and R １１２ One of them is L １０１ indicates the bonding position with R １３３ and R １３４ One of them is L １０１ indicates the bonding position with R １０１ ~R １１０ , R １２１ ~R １３０ , L １０１ R that is not a bonding position with １１１ Or R １１２ , and L １０１ R that is not a bonding position with １３３ Or R １３４ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2, 3, 4, or 5, L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compound represented by formula (H11-2) has at least one deuterium atom.

14. The organic electroluminescence device according to claim 13, wherein the first deuterated compound is a compound represented by the following formula (H111-1), (H111-2), (H111-3), (H111-4), (H111-5), or (111-6). (In the above formulae (H111-1) to (H111-6), R １０１ , R １０２ , R １０３ , R １０４ , R １０５ , R １０６ , R １０７ , R １０８ , R １０９ , R １１０ , R １１１ , R １１２ , R １１３ , R １１４ , R １１５ , R １１６ , R １１７ , R １１８ , R １１９ and R １２０ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, １０１ represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 0, 1, 2, 3, 4, or 5, L １０１ When there are two or more, there are two or more L １０１ are the same or different from each other, R ９０１ ~R ９０５ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compounds represented by the formulae (H111-1) to (H111-6) each independently have at least one deuterium atom.

15. R １０１ , R １０２ , R １０３ , R １０４ , R １０５ , R １０６ , R １０７ , R １０８ , R １０９ , R １１０ , R １１１ , R １１２ , R １１３ , R １１４ , R １１５ , R １１６ , R １１７ , R １１８ , R １１９ and R １２０ The organic electroluminescence device according to claim 14 , wherein at least one selected from the group consisting of:

16. The organic electroluminescence device according to any one of claims 1 to 15, wherein the second deuterated compound is a compound represented by the following formula (H2): (In the above formula (H2), R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ and R ２０８ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ ), a group represented by —N(R ９０６ ) (R ９０７ a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R ８０１ A group represented by the formula: ８０２ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ２０１ and L ２０２ each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms; ２０１ and Ar ２０２ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ９０６ When there are multiple R ９０６ are the same or different from each other, R ９０７ When there are multiple R ９０７ are the same or different from each other, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different, with the proviso that the compound represented by formula (H2) has at least one deuterium atom.

17. The organic electroluminescence device according to claim 16, wherein the second deuterated compound is a compound represented by the following formula (H21), (H22), (H23), (H24), (H25), (H26), (H27), (H28) or (H29). (In the above formulas (H21) to (H29), L ２０１ and Ar ２０１ respectively represent L in the formula (H2). ２０１ and Ar ２０１ is synonymous with R ２０１ ~R ２０８ are R in the formula (H2), ２０１ ~R ２０８ and the compounds represented by the formulae (H21) to (H29) each independently have at least one deuterium atom.

18. R ２０１ , R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ and R ２０８ 18. The organic electroluminescence device according to claim 16, wherein at least one selected from the group consisting of: is independently a deuterium atom or a substituent containing at least one deuterium atom.

19. The organic electroluminescence device according to any one of claims 1 to 18, wherein the third deuterated compound is a compound represented by the following formula (D1): (In the formula (D1), ring a, ring b and ring c are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms; L ３０１ and L ３０２ each independently represents O, S, Se, or NR ３０ , C(R ３１ ) (R ３２ ), or Si(R ３３ ) (R ３４ ) and L ３０３ is B, P, or P=O; R ３０ ~R ３４ each independently represents: bonding to the ring a, ring b, or ring c to form a substituted or unsubstituted monocycle; bonding to the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring; or not bonding to the ring a, ring b, or ring c, ３１ and R ３２ are bonded to each other to form a substituted or unsubstituted monocyclic ring, are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, R ３３ and R ３４ are bonded to each other to form a substituted or unsubstituted monocycle, are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring. ３０ ~R ３４ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by N=N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ is a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R ３０ When there are multiple R ３０ are the same or different from each other, R ３１ When there are multiple R ３１ are the same or different from each other, R ３２ When there are multiple R ３２ are the same or different from each other, R ３３ When there are multiple R ３３ are the same or different from each other, R ３４ When there are multiple R ３４ are the same or different from each other, R ３５ When there are multiple R ３５ are the same or different, with the proviso that the compound represented by formula (D1) has at least one deuterium atom.

20. The organic electroluminescence device according to claim 19, wherein the third deuterated compound is a compound represented by the following formula (D11): (In the formula (D11), ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms; R ３０１ and R ３０２ R each independently represents a ring that is bonded to the ring a, ring b, or ring c to form a substituted or unsubstituted monocycle, a ring that is bonded to the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or a ring that is not bonded to the ring a, ring b, or ring c to form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by N=N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ represents a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, with the proviso that the compound represented by formula (D11) has at least one deuterium atom.

21. The organic electroluminescence device according to claim 20, wherein the third deuterated compound is a compound represented by the following formula (D111): (In the above formula (D111), R ３０１ and R ３２１ With R ３２１ ~R ３２３ A set of two or more adjacent ３２３ and R ３０２ With R ３０２ and R ３２４ With R ３２４ ~R ３２７ A set of two or more adjacent ３２７ and R ３２８ With R ３２８ ~R ３３１ A pair of two or more adjacent ３３１ and R ３０１ and R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring. ３０１ and R ３０２ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR ３５ an iminyl group represented by N=N, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ３５ is a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R not forming a substituted or unsubstituted monocycle and not forming a substituted or unsubstituted condensed ring ３２１ ~R ３３１ each independently represents a hydrogen atom or a substituent R Ｘ and the substituent R Ｘ each independently represents a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ ) group, -S-(R ９０５ ), a group represented by -N(R ９０６ ) (R ９０７ a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０７ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, R ９０５ When there are multiple R ９０５ are the same or different from each other, R ９０６ When there are multiple R ９０６ are the same or different from each other, R ９０７ When there are multiple R ９０７ are the same or different, with the proviso that the compound represented by formula (D111) has at least one deuterium atom.

22. R ３２５ and R ３３０ The organic electroluminescence device according to claim 21 , wherein at least one selected from the group consisting of:

23. The organic electroluminescence device according to any one of claims 1 to 22, wherein the fourth deuterated compound is a compound represented by the following formula (EB1): (In the above formula (EB1), L Ａ１ , L Ｂ１ , and L Ｃ１ each independently represents a divalent group formed by bonding two groups selected from the group consisting of a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms; L Ａ１ and L Ｂ１ When is a single bond, A １ and B １ are not bonded to each other, L Ａ１ and L Ｃ１ When is a single bond, A １ and C １ are not bonded to each other, L Ｂ１ and L Ｃ１ When is a single bond, B １ and C １ are not bonded to each other, １ , B １ , and C １ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or -Si(R ９２１ ) (R ９２２ ) (R ９２３ ) is a group represented by R ９２１ , R ９２２ and R ９２３ each independently represents a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; R ９２１ When there are multiple R ９２１ are the same or different from each other, R ９２２ When there are multiple R ９２２ are the same or different from each other, R ９２３ When there are multiple R ９２３ are the same or different, with the proviso that the compound represented by formula (EB1) has at least one deuterium atom.

24. A in the above formula (EB1) １ , B １ and C １ each independently represents a group represented by any one of the formulae selected from the group consisting of the following formulae (1A), (1B), (1C), (1D), (1E) and (1F): (In the above formula (1A), *11 represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to R １０１ ~R １０５ is a single bond bonded to *12, and R １０６ ~R １１０ is a single bond bonded to *13, and R １０１ ~R １０５ and R １０６ ~R １１０ are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms, １０１ ~R １０５ Any pair of adjacent pairs of R １０６ ~R １１０ Among the groups of two or more adjacent groups, none of the groups are bonded to each other, １１１ ~R １１５ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms; １１１ ~R １１５ Among the groups of two or more adjacent groups, none of the groups are bonded to each other, m is 0, 1 or 2, and n is 0 or 1. When m=0 and n=0, *13 is L Ａ１ , L Ｂ１ Or L Ｃ１ When m=0 and n=1, *12 is a bond position to L Ａ１ , L Ｂ１ Or L Ｃ１ When m=1 and n=0, R １０１ ~R １０５ One selected from is a single bond bonded to *13. (In the formula (1B), *14 represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to R １２１ ~R １２８ is a single bond bonded to *15, and R １２１ ~R １２８ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, １２１ ~R １２８ Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the above formula (1C), *16 represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to R １３１ ~R １４０ is a single bond bonded to *17, and R １３１ ~R １４０ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, １３１ ~R １４０ Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the above formula (1D), *18 represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to X １１ is an oxygen atom, a sulfur atom, C(Ra)(Rb) or N(Rc), a pair consisting of Ra and Rb bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted fused ring, or not bonded to each other, n is 0 or 1, and when n is 0, R １４１ ~R １４８ one selected from R, Rc, and Ra and Rb which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring is a single bond bonded to *19; １４１ and R １４２ is a single bond bonded to *a, and R １４１ and R １４２ The other is a single bond bonded to *b, or R １４２ and R １４３ is a single bond bonded to *a, and R １４２ and R １４３ The other of is a single bond bonded to *b, or R １４３ and R １４４ is a single bond bonded to *a, and R １４３ and R １４４ the other is a single bond bonded to *b; (i) R １４５ ~R １４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and (ii) R which is not a single bond bonded to *a and *b. １４１ ~R １４４ and (iii) one selected from the group consisting of Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring is a single bond bonded to *19, and R that is not a single bond bonded to *19 １４１ ~R １４８ , R １４Ａ , R １４Ｂ , R １４Ｃ , R １４Ｄ and Rc, and Ra and Rb which are not a single bond bonded to *19, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms. (In the above formula (1E), *11a represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to R １５１ ~R １５５ is a single bond bonded to *11b, and R １５１ ~R １５５ Another one selected from is a single bond bonded to *11c, and R １５１ ~R １５５ are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted phenyl group, and R １５１ ~R １５５ Among the groups of two or more adjacent groups, none of the groups are bonded to each other, １６１ ~R １６５ and R １７１ ~R １７５ are each independently a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms. (In the above formula (1F), *11d represents L Ａ１ , L Ｂ１ Or L Ｃ１ is the bond position to R １８１ ~R １９２ is a single bond bonded to *11e, and R １８１ ~R １９２ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, １８１ ~R １９２ Any pair of adjacent pairs of two or more of the groups are not bonded to each other.) 25. The organic electroluminescence device according to claim 23 or 24, wherein the fourth deuterated compound is a compound represented by the following formula (EB11): (In the above formula (EB11), L Ｃ１ , A １ , B １ and C １ respectively represent L in formula (EB1). Ｃ１ , A １ , B １ and C １ n1 and n2 are 4, the plurality of R's are the same as or different from one another, and one or more pairs of adjacent two or more of the plurality of R's are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, and the R's that do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted condensed ring are each a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ), a group represented by —O—(R ９０４ a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, ９０１ ~R ９０４ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; R ９０１ When there are multiple R ９０１ are the same or different from each other, R ９０２ When there are multiple R ９０２ are the same or different from each other, R ９０３ When there are multiple R ９０３ are the same or different from each other, R ９０４ When there are multiple R ９０４ are the same or different from each other, with the proviso that the compound represented by formula (EB11) has at least one deuterium atom.

26. L Ａ１ , L Ｂ１ , and L Ｃ１ The organic electroluminescence device according to claim 23 or 24, wherein at least one selected from the group consisting of: each independently contains a deuterium atom.

27. An organic electroluminescent device described in any one of claims 1 to 26, wherein the light-emitting unit has an electron transporting zone disposed between an emitting zone including the first emitting layer and the second emitting layer and the cathode, the electron transporting zone including a hole blocking layer, and the hole blocking layer including a compound represented by the following formula (HB1): (In the above formula (HB1), X １ , X ２ and X ３ each independently represents a nitrogen atom or CR １ And X １ , X ２ and X ３ At least one selected from the group consisting of is a nitrogen atom, R １ are each independently a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 50 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms; １ , A ２ and A ３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

28. The organic electroluminescence device according to claim 27, wherein the hole blocking layer is in direct contact with the first light-emitting layer or the second light-emitting layer in the light-emitting band.

29. The organic electroluminescence device according to claim 27 or 28, wherein the electron transporting zone includes an electron transporting layer, and the electron transporting layer is disposed between the hole blocking layer and the cathode.

30. An electronic device equipped with an organic electroluminescence element according to any one of claims 1 to 29.

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