Organic electroluminescent element and electronic device

Abstract

An organic EL element (1) has an organic layer (10) that includes a light-emitting zone (5). The organic layer (10) has a first layer (61) including a first compound that is represented by formula (1), and a second layer (50) including a second compound that is represented by formula (2). The first compound includes a first deuterated compound that is represented by formula (1) and has one or more deuterium atoms per molecule, and the deuteration percentage RD of the first deuterated compound is 1% or greater. The second compound includes a second deuterated compound that is a compound represented by formula (2) and has one or more deuterium atoms per molecule, and the deuteration percentage RD of the second deuterated compound is 1% or greater. The deuteration percentage RD of each compound is calculated using the following formula (formula 10), on the basis of the number NA of all hydrogen atoms per molecule of the compound and the number ND of deuterium atoms per molecule of the compound. (Formula 10): RD=(ND / NA)×100

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. The injected holes and electrons then recombine in the light-emitting layer to form excitons. According to the statistical law of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons at a rate of 75%. Performance characteristics of organic EL elements include, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime. For example, Patent Documents 1, 2, 3, 4, and 5 discuss efforts to improve the performance of organic EL elements.

[0003] International Publication No. 2022 / 071350 International Publication No. 2020 / 209307 US Patent Application Publication No. 2019 / 0181350 Korean Patent Registration No. 10-2191018 European Patent Application Publication No. 4056576

[0004] An object of the present invention is to provide an organic electroluminescent element with improved performance, and to provide an electronic device incorporating the organic electroluminescent element.

[0005] According to one aspect of the present invention, there is provided a light-emitting device comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode and including an emission band, the organic layer comprising a first layer containing a first compound represented by the following formula (1) and a second layer containing a second compound represented by the following formula (2), the first layer and the second layer being different from each other, the first compound comprising a first deuterated compound represented by the following formula (1) and having one or more deuterium atoms in a molecule, and a deuteration ratio R of the first deuterated compound: Ｄis 1% or more, the second compound is a compound represented by the following formula (2) and includes a second deuterated compound having one or more deuterium atoms in the molecule, and the deuteration ratio R of the second deuterated compound is Ｄ The organic electroluminescence device has a deuteration ratio R of 1% or more. 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)

[0006]

[0007] (In the formula (1), L １１ , L １２ and L １３ are each independently 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, 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 １２１ ) (R １２２ ) (R １２３ ) is a group represented by R １２１ , R １２２ and R １２３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R １２１ If there are multiple R １２１ are the same or different from each other, R １２２ If there are multiple R １２２ are the same or different from each other, R１２３ If there are multiple R １２３ are the same or different from each other.)

[0008]

[0009] (In the formula (2), the Ax ring, the Bx ring, and the Cx ring 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 ２０１ and R ２０２ each independently represents R which bonds with the Ax ring, Bx ring or Cx ring to form a substituted or unsubstituted monocycle, R which bonds with the Ax ring, Bx ring or Cx ring to form a substituted or unsubstituted fused ring, or R which does not bond with the Ax ring, Bx ring or Cx ring to form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring ２０１ and R ２０２ 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 ２５ 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, ２５ 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 ２５ If there are multiple R ２５ are the same or different from each other.)

[0010] According to one aspect of the present invention, there is provided an organic electroluminescent element comprising an anode, a cathode, two or more light-emitting units disposed between the anode and the cathode, and charge generation zones disposed between the respective light-emitting units, wherein the two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, and the charge generation zone includes at least a first charge generation layer disposed between the first light-emitting unit and the second light-emitting unit, and the first light-emitting unit, the first charge generation layer, and the second light-emitting unit are disposed in this order from the anode side toward the cathode side, and the first light-emitting unit includes a first hole transport zone and a first light-emitting zone, and the first hole transport zone is disposed between the anode and the first light-emitting zone, and the first hole transport zone includes an organic compound layer OL11, and the first light-emitting zone includes an light-emitting layer EM11, The second light-emitting unit includes a second hole-transporting region and a second light-emitting region, the second hole-transporting region is disposed between the first charge-generating layer and the second light-emitting region, the second hole-transporting region includes an organic compound layer OL21, and the second light-emitting region includes an light-emitting layer EM21, and one or both of the following conditions (TDM1) and (TDM2) are satisfied. (Condition (TDM1): The organic compound layer OL11 has a deuteration ratio R Ｄ The light-emitting layer EM11 contains a first deuterated amine compound having a deuteration ratio R Ｄ [Condition (TDM2): The organic compound layer OL21 contains a first deuterated light-emitting compound having a deuteration ratio R Ｄ The light-emitting layer EM21 contains a second deuterated amine compound having a deuteration ratio R Ｄ The compound contains a second deuterated light-emitting compound having a deuteration ratio R of 1% or more. 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 ＤBased on this, it is calculated using the following formula (Formula 10): Ｄ = (N Ｄ / N Ａ ) x 100 ... (Number 10)

[0011] 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.

[0012] According to one aspect of the present invention, it is possible to provide an organic electroluminescence element with improved performance, and to provide an electronic device equipped with the organic electroluminescence element.

[0013] 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; 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; 3 is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to the second embodiment of the present invention;

[0014] [Definitions] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0015] 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.

[0016] 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.

[0017] 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.

[0018] 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.

[0019] 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.

[0020] 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.

[0021] "Substituents Described in This Specification" The substituents described in this specification are explained below.

[0022] 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.

[0023] "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.

[0024] 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, 9,9'-spirobifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, fluoranthenyl group, benzofluoranthenyl group, perylenyl group, and monovalent aryl groups derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-1) to (TEMP-15):

[0025]

[0026]

[0027] 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.

[0028] "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.

[0029] 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).

[0030] 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).

[0031] 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.

[0032] 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.

[0033] 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).

[0034] 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):

[0035]

[0036]

[0037] 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:

[0038] 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.

[0039] 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].

[0040] 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].

[0041] 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):

[0042] 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).

[0043] "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.

[0044] 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.

[0045] 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.

[0046] "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.

[0047] 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.

[0048] 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.

[0049] - "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.

[0050] Unsubstituted alkynyl groups (specific example group G5A): ethynyl group.

[0051] "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.

[0052] 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.

[0053] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.

[0054] -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.

[0055] ・「-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.

[0056] ・"-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.

[0057] ・「-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.

[0058] "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.

[0059] "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.

[0060] "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.

[0061] - "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.

[0062] - "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.

[0063] - "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.

[0064] - "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.

[0065] - "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.

[0066] "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.

[0067] 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.

[0068] 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.

[0069] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.

[0070]

[0071] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically any of the following groups:

[0072]

[0073] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0074] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0075]

[0076] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0077] 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.

[0078] "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.

[0079] "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.

[0080] "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.

[0081] 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).

[0082]

[0083]

[0084] 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.

[0085]

[0086] 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.

[0087]

[0088] 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.

[0089] Unless otherwise specified in this specification, the substituted or unsubstituted divalent heterocyclic group described in this specification is preferably any one of the groups represented by the following general formulae (TEMP-69) to (TEMP-102).

[0090]

[0091]

[0092]

[0093] In the general formulae (TEMP-69) to (TEMP-82), Q １ ~Q ９ are each independently a hydrogen atom or a substituent.

[0094]

[0095]

[0096]

[0097]

[0098] In the general formulae (TEMP-83) to (TEMP-102), Q １ ~Q ８ are each independently a hydrogen atom or a substituent.

[0099] The above is the explanation of "substituents described in this specification."

[0100] "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.

[0101]

[0102] 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 Paired with R ９２２ and R ９２３ Paired with R ９２３ and R ９２４ Paired with R ９２４ and R ９３０ Paired with R ９３０ and R ９２５ Paired with R ９２５ and R ９２６ Paired with R ９２６ and R ９２７ Paired with R ９２７ and R ９２８ Paired with R ９２８ and R ９２９ and R ９２９ and R ９２１ It is paired with.

[0103] 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).

[0104]

[0105] 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.

[0106]

[0107] 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.

[0108] 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

[0109] 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.

[0110] 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").

[0111] 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.

[0112] 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.

[0113] 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.

[0114] 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."

[0115] 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.

[0116] 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.

[0117] [First Embodiment] [Organic Electroluminescence Element] An organic electroluminescence element according to this embodiment includes an anode, a cathode, and an organic layer disposed between the anode and the cathode and including an emission band, the organic layer including a first layer containing a first compound represented by the following formula (1) and a second layer containing a second compound represented by the following formula (2), the first layer and the second layer being different from each other, the first compound including a first deuterated compound represented by the following formula (1) and having one or more deuterium atoms in a molecule, and a deuteration ratio R of the first deuterated compound: Ｄ is 1% or more, the second compound is a compound represented by the following formula (2) and includes a second deuterated compound having one or more deuterium atoms in the molecule, and the deuteration ratio R of the second deuterated compound is Ｄ is 1% or more (the deuteration rate R 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)

[0118]

[0119] (In the formula (1), L １１ , L １２ and L １３ are each independently 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, 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 １２１ ) (R １２２ ) (R １２３ ) is a group represented by R １２１ , R １２２ and R １２３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R １２１ If there are multiple R １２１ are the same or different from each other, R １２２ If there are multiple R １２２ are the same or different from each other, R １２３ If there are multiple R １２３ are the same or different from each other.)

[0120]

[0121] (In the formula (2), the Ax ring, the Bx ring, and the Cx ring 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 ２０１ and R ２０２each independently represents R which bonds with the Ax ring, Bx ring or Cx ring to form a substituted or unsubstituted monocycle, R which bonds with the Ax ring, Bx ring or Cx ring to form a substituted or unsubstituted fused ring, or R which does not bond with the Ax ring, Bx ring or Cx ring to form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring ２０１ and R ２０２ 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 ２５ 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, ２５ 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 ２５ If there are multiple R ２５ are the same or different from each other.)

[0122] The organic electroluminescent element according to this embodiment can improve element performance. Examples of element performance include at least one selected from the group consisting of luminance, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime. The organic electroluminescent element according to this embodiment contains a deuterated compound represented by a predetermined structural formula and having a deuteration rate of 1% or more in the first and second layers, which is believed to improve the exciton tolerance of the first and second layers. The improved exciton tolerance of the first and second layers is believed to result in, for example, a longer lifetime of the organic EL element according to this embodiment.

[0123] <Organic Layer> The organic EL device according to this embodiment includes a cathode, an anode, and an organic layer between the cathode and the anode. The organic layer includes at least one layer containing an organic compound. Alternatively, the organic layer may be formed by stacking multiple layers containing organic compounds. Each of the organic compound-containing layers (organic compound layers) constituting the organic layer may independently further contain an inorganic substance. The organic layer may, for example, be formed of a single light-emitting layer, or two or more light-emitting layers, or may further include one or more layers that can be employed in an organic EL device in addition to the light-emitting layer. Layers that can be employed in an organic EL device are not particularly limited, but may include, for example, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0124] In the organic EL device according to this embodiment, the organic layer includes an emission zone, which is disposed between the anode and the cathode.

[0125] <First Layer and Second Layer> In the organic EL element according to this embodiment, the organic layer includes a first layer and a second layer, and the first layer and the second layer are different layers. In one aspect of the organic EL element according to this embodiment, at least one of the first layer and the second layer may be included in the emission band. In one aspect of the organic EL element according to this embodiment, at least one of the first layer and the second layer may be included in the hole transport band.

[0126] 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 organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 includes, in order from the anode 3 side, a hole transporting region 6, an emission 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. In the organic EL element 1, the electron blocking layer 61 corresponds to the first layer. The emission region 5 includes one emission layer 50. The electron transporting region 7 includes, in order from the emission region 5 side, a hole blocking layer 71, an electron transporting layer 72, and an electron injection layer 73. The present invention is not limited to the configuration of the organic EL element shown in FIG. 1.

[0127] <Emission Band> In the organic EL element according to this embodiment, the organic layer has an emission band. In one aspect of the organic EL element according to this embodiment, the emission band includes at least one emission layer. In one aspect of the organic EL element according to this embodiment, the emission band may include only one emission layer, or may include two or more emission layers.

[0128] In one aspect of the organic EL element according to this embodiment, the emission band includes a second layer. In one aspect of the organic EL element according to this embodiment, the emission layer is the second layer, and the emission layer as the second layer contains the compound represented by formula (2).

[0129] In one aspect of the organic EL element according to this embodiment, the layer located closest to the anode among the layers included in the light-emitting band contains the second compound represented by the formula (2).

[0130] In one aspect of the organic EL element according to this embodiment, among the layers included in the light-emitting region, a layer that is in direct contact with the first layer included in the hole-transporting region (for example, an electron blocking layer or a hole-transporting layer) contains the second compound represented by formula (2).

[0131] In one aspect of the organic EL element according to this embodiment, the second layer contains a third compound represented by the following formula (3): The third compound represented by formula (3) will be described later. In one aspect of the organic EL element according to this embodiment, the light-emitting layer as the second layer contains the second compound represented by formula (2) and the third compound represented by formula (3):

[0132] (Second Compound) The second compound is a compound represented by the formula (2). The second compound includes a second deuterated compound represented by the formula (2) and having one or more deuterium atoms in the molecule. The deuteration ratio R of the second deuterated compound is Ｄ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R Ｄis 3% or more, 5% or more, 10% or more, 15% or more, or 25% or more. Ｄ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0133] In this embodiment, the second compound may contain only a second deuterated compound. Alternatively, in this embodiment, the second compound may contain a second protium compound having no deuterium atoms in the molecule. Alternatively, in this embodiment, the second compound may contain a second protium compound having a deuteration ratio R Ｄ The compound may contain a compound having a degree of deuteration of more than 0% and less than 1% (sometimes referred to as a second low-deuteration compound).

[0134] In one aspect of the organic EL element according to this embodiment, the second layer contains the second deuterated compound in an amount of 1% by mass or more. Also, in another aspect of the organic EL element according to this embodiment, the second layer contains the second deuterated compound in an amount of 0.5% by mass or more, or 3% by mass or more. Also, in another aspect of the organic EL element according to this embodiment, the second layer contains the second deuterated compound in an amount of 10% by mass or less, or 8% by mass or less, or 5% by mass or less.

[0135] In one aspect of the organic EL element according to this embodiment, the second compound is a compound represented by the following formula (21) or (22).

[0136]

[0137] (In the formula (21), R ２０１ and R ２２１ Paired with R ２２１ ~R ２２３ a set of two or more adjacent ２２３ and R ２０２ Paired with R ２０２ and R ２２４ Paired with R ２２４ ~R ２２７ a set of two or more adjacent２２７ and R ２２８ Paired with R ２２８ ~R ２３１ and R ２３１ and R ２０１ 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. ２０１ and R ２０２ are R in the formula (2), respectively. ２０１ and R ２０２ In the formula (22), Xa is O, S, Se, C(R ２０３ ) (R ２０４ ), or N(R ２０５ ) and R ２０１ and R ２２１ Paired with R ２２１ ~R ２２３ a set of two or more adjacent ２２３ and R ２０２ Paired with R ２０２ and R ２２４ Paired with R ２２４ ~R ２２７ and R ２３７ ~R ２４０ 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 to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring. ２０１ and R ２０２ are each independently R in formula (2). ２０１ and R ２０２ In the formula (21) or (22), R ２０３ , R ２０４ and R ２０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring.２２１ , R ２２２ , R ２２３ , R ２２４ , R ２２５ , R ２２６ , R ２２７ , R ２２８ , R ２２９ , R ２３０ , R ２３１ , R ２３７ , R ２３８ , R ２３９ and R ２４０ 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.)

[0138] In one aspect of the organic EL element according to this embodiment, R ２０１ and R 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.

[0139] In one aspect of the organic EL element according to this embodiment, R ２０１ and R ２０２ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0140] In one aspect of the organic EL element according to this embodiment, R ２０１ and R ２０２ are each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0141] In one aspect of the organic EL element according to this embodiment, R ２０１ and R ２０２ are each independently a group represented by the following formula (23):

[0142]

[0143] (In the formula (23), R ２４１ , R ２４２ , R ２４３ , R ２４４ , and R ２４５one 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 to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring ２４１ , R ２４２ , R ２４３ , R ２４４ , and R ２４５ 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 R in the formulas (21) and (22). ９０１ ~R ９０７ and plural R ２４１ If there are multiple R ２４１ are the same or different from each other, and a plurality of R ２４２ If there are multiple R ２４２ are the same or different from each other, and a plurality of R ２４３ If there are multiple R ２４３ are the same or different from each other, and a plurality of R ２４４ If there are multiple R ２４４ are the same or different from each other, and a plurality of R ２４５ If there are multiple R ２４５are the same or different, and * indicates the bonding position.)

[0144] In one aspect of the organic EL element according to this embodiment, the second compound is a compound represented by the following formula (211) or (221).

[0145]

[0146]

[0147] (In the formulas (211) and (221), R ２２１ ~R ２３１ and R ２３７ ~R ２４０ are R in the formulas (21) and (22), respectively. ２２１ ~R ２３１ and R ２３７ ~R ２４０ is synonymous with R ２４１ ~R ２４５ are R in the formula (23), respectively. ２４１ ~R ２４５ and Xa in the formula (221) has the same meaning as Xa in the formula (22).

[0148] In one aspect of the organic EL element according to this embodiment, the second compound is a compound represented by the following formula (212) or (222).

[0149]

[0150] (In the formula (212), R ２２２ , R ２２６ and R ２２９ are R in the formula (21), respectively. ２２２ , R ２２６ and R ２２９ In the formula (222), Xa, R ２２５ and R ２３９ respectively represent Xa and R in the formula (22). ２２５ and R ２３９ R in the formulas (212) and (222) has the same meaning as ２４３ are each independently R in the formula (23). ２４３ is synonymous with

[0151] In one aspect of the organic EL element according to this embodiment, in the formulas (22), (221), and (222), Xa is S (sulfur atom) or O (oxygen atom).

[0152] In this specification, the maximum peak wavelength of fluorescent light may be referred to as the maximum peak wavelength of fluorescent light.

[0153] In one aspect of this embodiment, the second compound preferably has a maximum fluorescent emission peak wavelength of 430 nm or more, more preferably 440 nm or more, and even more preferably 445 nm or more. In one aspect of this embodiment, the second compound preferably has a maximum fluorescent emission peak wavelength of 480 nm or less, more preferably 470 nm or less, and even more preferably 465 nm or less. In this embodiment, when the second compound has a maximum fluorescent emission peak wavelength of 430 nm or more, electronic devices such as displays equipped with an organic EL element containing the compound of this embodiment are likely to emit a moderate blue light. In this embodiment, when the second compound has a maximum fluorescent emission peak wavelength of 480 nm or less, electronic devices such as displays equipped with an organic EL element containing the compound of this embodiment are likely to emit a moderate blue light.

[0154] In this specification, the maximum fluorescence emission peak wavelength is the wavelength at which the compound to be measured is 10 －６ moles / liter or more, 10 －５ The maximum peak wavelength of the fluorescence spectrum at which the emission intensity is maximum in a fluorescence spectrum measured for a toluene solution in which the compound is dissolved at a concentration of 1 mole / liter or less. The measurement device may be a fluorescence spectrum measurement device (device name: FP-8300, manufactured by JASCO Corporation). Note that the fluorescence spectrum measurement device is not limited to the device exemplified here.

[0155] In one aspect of the organic EL element according to this embodiment, it is also preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0156] 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'".

[0157] (Method for Producing the Second Compound According to the Present Embodiment) The second compound according to the present embodiment can be produced by a known method. The second 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.

[0158] (Specific Examples of the Second Compound According to this Embodiment) Specific examples of the second compound according to this embodiment include the following compounds. However, the present invention is not limited to these specific examples. Note that a compound in which all hydrogen atoms in the second deuterated compound shown below are replaced with proton atoms corresponds to the second proton compound, and a compound in which hydrogen atoms are replaced so that the deuteration rate is less than 1% corresponds to the second low-deuteration compound. Furthermore, a compound in which one or more proton atoms in the second proton compound are replaced with deuterium atoms and the deuteration rate is 1% or more corresponds to the second deuterated compound.

[0159] 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.

[0160]

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[0220] (Third Compound) In the organic EL device according to this embodiment, the third compound is a compound represented by the following formula (3).

[0221]

[0222] (In the formula (3), R ３１ ~R ３８ 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 ３１ and L ３２ 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, ３１ and Ar ３２ 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.

[0223] In the third compound, R ９０１ ~R ９０７ and R ８０１ ~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 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 from each other.

[0224] In one aspect of the organic EL element according to this embodiment, the third compound includes a third deuterated compound represented by the formula (3) and having one or more deuterium atoms in the molecule. Ｄ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R Ｄis 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more. Ｄ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0225] In one aspect of the organic EL element according to this embodiment, the second layer contains a third deuterated compound represented by the formula (3) and having one or more deuterium atoms in the molecule.

[0226] In this embodiment, the third compound may contain only a third deuterated compound. In addition, in this embodiment, the third compound may contain a third protium compound having no deuterium atoms in the molecule. In addition, in this embodiment, the third compound has a deuteration ratio R Ｄ The composition may contain a compound having a degree of deuteration of more than 0% and less than 1% (sometimes referred to as a third low-deuteration compound).

[0227] In one aspect of the organic EL element according to this embodiment, the second layer contains the third deuterated compound in an amount of 20% by mass or more. Also, in another aspect of the organic EL element according to this embodiment, the second layer contains the third deuterated compound in an amount of 30% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 90% by mass or more. Also, in another aspect of the organic EL element according to this embodiment, the second layer contains the third deuterated compound in an amount of 99.5% by mass or less, 99% by mass or less, 97% by mass or less, or 95% by mass or less.

[0228] In one aspect of the organic EL element according to this embodiment, the third compound is a compound represented by the following formula (31).

[0229]

[0230] (In the formula (31), R ３１ ~R ３８are 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, ３ is an oxygen atom or a sulfur atom, provided that R ３１１ ~R ３１８ 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 ３１１ ~R ３１８ 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, ３１１ ~R ３１８ 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 ９０７a 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, ３１ and L ３２ 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, ３２ is 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.

[0231] In one aspect of the organic EL element according to this embodiment, the third compound is a compound represented by the following formula (31A), (31B), or (31C).

[0232]

[0233]

[0234]

[0235] (In the above formulas (31A), (31B) and (31C), R ３１ ~R ３８ , L ３１ , L ３２ , and Ar ３２ are R in the formula (3), respectively. ３１ ~R ３８ , L ３１ , L ３２ , and Ar ３２ and X ３ is X in the formula (31). ３ where R ３１１ ~R ３１８ and R ３２１ ~R ３２４ 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 ３１１ ~R ３１８ and R ３２１ ~R ３２４one 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, ３１１ ~R ３１８ and R ３２１ ~R ３２４ 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.

[0236] In one aspect of the organic EL element according to this embodiment, the third compound is represented by the formula (31A), and R ３１１ is a single bond that bonds to *p1.

[0237] In one aspect of the organic EL element according to this embodiment, the third compound is represented by the formula (31B), and R ３１１ is a single bond that bonds to *p1.

[0238] In one aspect of the organic EL element of this embodiment, the compound represented by formula (3) is a compound represented by formula (311), (312), (313), or (314) below.

[0239]

[0240]

[0241]

[0242]

[0243] (In the formulas (311), (312), (313) and (314), R ３１ ~R ３８ , R ３１１ ~R ３１８ , L ３１ , L ３２ , Ar ３２ and X ３ are as defined in the above formula (3) or (31), respectively.

[0244] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ３１１ ~R ３１８ One 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.

[0245] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ３１１ ~R ３１４ 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 ３１５ ~R ３１８ 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.

[0246] In one aspect of the organic EL element of this embodiment, R which is not a single bond bonded to *p1 ３１１ ~R ３１８ Any pair of two or more adjacent pairs of

[0247] In one aspect of the organic EL element of this embodiment, L ３１ and L ３２ are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

[0248] In one aspect of the organic EL element of this embodiment, L ３１ and L ３２ are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0249] In one aspect of the organic EL element of this embodiment, Ar ３１ and Ar ３２ At least one of the groups is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0250] In one aspect of the organic EL element of this embodiment, Ar ３２ is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0251] In one aspect of the organic EL element of this embodiment, Ar ３１ and Ar ３２ At least one of the above is a group represented by the following formula (32a), (32b), (32c) or (32d).

[0252]

[0253] (In the formulas (32a), (32b), (32c) and (32d), a plurality of R ３２０ 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 ３２０ 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 ) (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, ３２０ are the same or different from each other, * is L ３１ or L ３２ is a single bond that bonds to

[0254] In one aspect of the organic EL element of this embodiment, X ３ is an oxygen atom.

[0255] In one aspect of the organic EL element of this embodiment, Ar ３２ is a group represented by the formula (32a), (32b), (32c) or (32d).

[0256] In one aspect of the organic EL element of this embodiment, R ３１ ~R ３８ is a hydrogen atom.

[0257] In one aspect of the organic EL element of this embodiment, the compound represented by formula (3) is a compound represented by formula (325), (326), (327), (328), or (329) below.

[0258]

[0259]

[0260]

[0261] (In the formulas (325) to (329), R ３１５ ~R ３１８ and Ar ３２ are R in the formula (3), respectively. ３１５ ~R ３１８ and Ar ３２ is synonymous with

[0262] In one aspect of the organic EL element of this embodiment, R ３１５ ~R ３１８ At least one pair of adjacent two or more of the groups may be bonded to each other to form a substituted or unsubstituted monocyclic ring.

[0263] In one aspect of the organic EL element of this embodiment, R ３１５ ~R ３１８ At least one pair of adjacent two or more of the above groups are bonded to each other to form a substituted or unsubstituted benzene ring.

[0264] (Method for Producing the Third Compound According to the Present Embodiment) The third compound according to the present embodiment can be produced by a known method. The third 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.

[0265] (Specific Examples of the Third Compound According to the Present Embodiment) Specific examples of the third compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples. Note that a compound in which all hydrogen atoms in the third deuterated compound shown below are replaced with proton atoms corresponds to the third proton compound, and a compound in the third deuterated compound shown below in which hydrogen atoms are replaced so that the deuteration rate is less than 1% corresponds to the third low-deuteration compound. Furthermore, a compound in which one or more proton atoms in the third proton compound are replaced with deuterium atoms and the deuteration rate is 1% or more corresponds to the third deuterated compound.

[0266]

[0267]

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277]

[0278]

[0279]

[0280]

[0281]

[0282]

[0283]

[0284]

[0285]

[0286]

[0287]

[0288]

[0289] <First Light-Emitting Layer and Second Light-Emitting Layer> In one aspect of the organic EL element according to this embodiment, the light-emitting zone may include two light-emitting layers, one of which may be referred to as the first light-emitting layer and the other as the second light-emitting layer. In this case, the second layer according to this embodiment is preferably the first light-emitting layer or the second light-emitting layer. In one aspect of the organic EL element according to this embodiment, the light-emitting zone includes the first light-emitting layer and the second light-emitting layer, and both the first light-emitting layer and the second light-emitting layer may be the second layer according to this embodiment, and the second layer serving as the first light-emitting layer and the second layer serving as the second light-emitting layer have different layer compositions.

[0290] In one aspect of the organic EL element according to this embodiment, the second light-emitting layer may be included between the first light-emitting layer and the first layer, or between the first light-emitting layer and the cathode, or, in the case of an element having an electron-transporting zone, between the first light-emitting layer and the electron-transporting zone.

[0291] In one aspect of the organic EL element according to this embodiment, the second emitting layer contains a second compound (a compound represented by the formula (2)). In one aspect of the organic EL element according to this embodiment, the second emitting layer contains a deuteration ratio R Ｄ The second deuterated compounds contained in the first and second light-emitting layers may be the same or different from each other.

[0292] In one aspect of the organic EL device according to this embodiment, one or more of the light-emitting layers in the emission band do not contain a metal complex. Also, in one aspect of the organic EL device according to this embodiment, one or more of the light-emitting layers do not contain a boron-containing complex.

[0293] In one aspect of the organic EL device according to this embodiment, one or more of the light-emitting layers in the light-emitting band does not contain a phosphorescent material.

[0294] In one aspect of the organic EL device according to this embodiment, one or more light-emitting layers in the light-emitting zone do not contain a heavy metal complex or a phosphorescent rare earth metal complex, for example, an iridium complex, an osmium complex, or a platinum complex.

[0295] (Host Material and Dopant Material) In one aspect of the organic EL device according to this embodiment, one or more emitting layers in the emitting band each independently contain a host material and a dopant material. In one aspect of the organic EL device according to this embodiment, the second compound (the compound represented by the formula (2)) is a dopant material, and the second deuterated compound is also a dopant material. In one aspect of the organic EL device according to this embodiment, when the first emitting layer contains the second compound as a dopant material, the dopant material contained in the second emitting layer may be the second compound or a compound different from the second compound.

[0296] In one aspect of the organic EL element according to this embodiment, the third compound (the compound represented by the formula (3)) is a host material, and the third deuterated compound is also a host material. In one aspect of the organic EL element according to this embodiment, when the first emitting layer contains the third compound as a host material, the host material contained in the second emitting layer may be the third compound or a compound different from the third compound.

[0297] In one aspect of the organic EL device according to this embodiment, one or more emitting layers in the emitting band each independently contain at least one dopant material selected from the group consisting of dopant materials shown below and at least one host material selected from the group consisting of host materials shown below.

[0298] (Dopant Material of the Light-Emitting Layer) The light-emitting layer is a layer containing a highly light-emitting substance, and various materials can be used. For example, as the highly light-emitting substance, a fluorescent compound that emits fluorescence or a phosphorescent compound that emits phosphorescence can be used. A fluorescent compound is a compound that can emit light from a singlet excited state, and a phosphorescent compound is a compound that can emit light from a triplet excited state. A dopant material may also be called a guest material, an emitter, or a light-emitting material.

[0299] Examples of blue fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc. Specific examples include N,N'-bis[4-(9H-carbazol-9-yl)phenyl]-N,N'-diphenylstilbene-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carbazol-9-yl)-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA), 4-(10-phenyl-9-anthryl)-4'-(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBAPA), etc.

[0300] As a green fluorescent material that can be used in the light-emitting layer, aromatic amine derivatives and the like can be used. Specifically, N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCABPhA), N-(9,10-diphenyl-2-anthryl)-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPA), N-[ 9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPABPhA), N-[9,10-bis(1,1'-biphenyl-2-yl)]-N-[4-(9H-carbazol-9-yl)phenyl]-N-phenylanthracen-2-amine (abbreviation: 2YGABPhA), N,N,9-triphenylanthracen-9-amine (abbreviation: DPhAPhA), and the like.

[0301] Red fluorescent materials that can be used in the light-emitting layer include tetracene derivatives, diamine derivatives, etc. Specific examples include N,N,N',N'-tetrakis(4-methylphenyl)tetracene-5,11-diamine (abbreviation: p-mPhTD) and 7,14-diphenyl-N,N,N',N'-tetrakis(4-methylphenyl)acenaphtho[1,2-a]fluoranthene-3,10-diamine (abbreviation: p-mPhAFD).

[0302] Examples of blue phosphorescent materials that can be used in the light-emitting layer include metal complexes such as iridium complexes, osmium complexes, and platinum complexes. Specific examples include bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) tetrakis(1-pyrazolyl)borate (abbreviation: FIr6), bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) picolinate (abbreviation: FIrpic), and bis[2-(3',5'bistrifluoromethylphenyl)pyridinato-N,C2']iridium(III) picolinate (abbreviation: Ir(CF ３ ppy)２ (pic)), bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) acetylacetonate (abbreviation: FIracac), and the like.

[0303] An iridium complex or the like is used as a green phosphorescent material that can be used in the light-emitting layer. Tris(2-phenylpyridinato-N,C2')iridium(III) (abbreviation: Ir(ppy) ３ ), bis(2-phenylpyridinato-N,C2′)iridium(III) acetylacetonate (abbreviation: Ir(ppy) ２ (acac)), bis(1,2-diphenyl-1H-benzimidazolato)iridium(III) acetylacetonate (abbreviation: Ir(pbi) ２ (acac)), bis(benzo[h]quinolinato)iridium(III) acetylacetonate (abbreviation: Ir(bzq) ２ (acac)) and the like.

[0304] As a red phosphorescent material that can be used in the light-emitting layer, metal complexes such as iridium complexes, platinum complexes, terbium complexes, and europium complexes are used. Specifically, bis[2-(2'-benzo[4,5-α]thienyl)pyridinato-N,C3']iridium(III) acetylacetonate (abbreviated as Ir(btp) ２ (acac)), bis(1-phenylisoquinolinato-N,C2′)iridium(III) acetylacetonate (abbreviation: Ir(piq) ２ (acac)), (acetylacetonato)bis[2,3-bis(4-fluorophenyl)quinoxalinato]iridium(III) (abbreviation: Ir(Fdpq) ２ 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin platinum(II) (abbreviation: PtOEP), and other organometallic complexes. In addition, tris(acetylacetonato)(monophenanthroline)terbium(III) (abbreviation: Tb(acac) ３(Phen)), tris(1,3-diphenyl-1,3-propanedionato)(monophenanthroline)europium(III) (abbreviation: Eu(DBM) ３ (Phen)), tris[1-(2-thenoyl)-3,3,3-trifluoroacetonato](monophenanthroline)europium(III) (abbreviation: Eu(TTA) ３ Rare earth metal complexes such as (Phen) can be used as phosphorescent compounds because they emit light from rare earth metal ions (electron transition between different multiplicities).

[0305] (Host Material of Light-Emitting Layer) The light-emitting layer may have a configuration in which the highly light-emitting substance (dopant material) described above is dispersed in another substance (host material). The host material may also be called a matrix material.

[0306] As a substance for dispersing a highly luminescent substance, various compounds can be used, and it is preferable to use a substance having a lower lowest unoccupied molecular orbital (LUMO) level than the highly luminescent substance and a lower highest occupied molecular orbital (HOMO) level.

[0307] The substance (host material) for dispersing the highly luminescent substance is preferably at least one selected from the group consisting of the following compounds (1) to (4): (1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; (2) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, and phenanthroline derivatives; (3) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, benzanthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives; and (4) aromatic amine compounds such as triarylamine derivatives and condensed polycyclic aromatic amine derivatives. Specifically, examples of the metal complexes include tris(8-quinolinolato)aluminum(III) (abbreviation: Alq), tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Almq), and the like. ３ ), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation: BeBq ２), bis(2-methyl-8-quinolinolato)(4-phenylphenolato)aluminum(III) (abbreviation: BAlq), bis(8-quinolinolato)zinc(II) (abbreviation: Znq), bis[2-(2-benzoxazolyl)phenolato]zinc(II) (abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)phenolato]zinc(II) (abbreviation: ZnBTZ), and the like. Examples of the heterocyclic compound include 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazole (abbreviation: TAZ), 2,2′,2″-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzimidazole) (abbreviation: TPBI), bathophenanthroline (abbreviation: BPhen), and bathocuproine (abbreviation: BCP). The condensed aromatic compounds include 9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: CzPA), 3,6-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: DPCzPA), 9,10-bis(3,5-diphenylphenyl)anthracene (abbreviation: DPPA), 9,10-di(2-naphthyl)anthracene (abbreviation: DNA), and 2-tert-butyl-9,10-di(2-naphthyl)anthracene. (abbreviation: t-BuDNA), 9,9'-bianthryl (abbreviation: BANT), 9,9'-(stilbene-3,3'-diyl)diphenanthrene (abbreviation: DPNS), 9,9'-(stilbene-4,4'-diyl)diphenanthrene (abbreviation: DPNS2), 3,3',3''-(benzene-1,3,5-triyl)tripylene (abbreviation: TPB3), 9,10-diphenylanthracene (abbreviation: DPAnth), and 6,12-dimethoxy-5,11-diphenylchrysene.Examples of the aromatic amine compound include N,N-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: CzA1PA), 4-(10-phenyl-9-anthryl)triphenylamine (abbreviation: DPhPA), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: PCAPA), N,9-diphenyl-N-{4-[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H-carbazole-3-amine (abbreviation: PCAPBA), N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), NPB (or α-NPD), TPD, DFLDPBi, and BSPB.

[0308] 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, the light-emitting layer contains, for example, the host material in an amount of 50% by mass or more of the total mass of the light-emitting layer. When the organic EL device has multiple light-emitting layers, for example, each of the multiple light-emitting layers contains the host material in an amount of 50% by mass or more of the total mass of each light-emitting layer. Furthermore, for example, the "host material" may be contained in an amount of 60% by mass or more of the light-emitting layer, 70% by mass or more of the light-emitting layer, 80% by mass or more of the light-emitting layer, 90% by mass or more of the light-emitting layer, or 95% by mass or more of the light-emitting layer. Furthermore, for example, the "host material" may be contained in an amount of 99.5% by mass or less of the light-emitting layer, or 99% by mass or less of the light-emitting layer. When the light-emitting layer contains a host material and a dopant material, the upper limit of the total content of the host material and the dopant material is 100% by mass.

[0309] <Hole Transport Zone> In one aspect of the organic EL element according to this embodiment, a hole transport zone is disposed between the anode and the light emitting zone. In one aspect of the organic EL element according to this embodiment, the hole transport zone includes one or more layers. At least one of the layers included in the hole transport zone contains the first compound represented by formula (1). That is, in one aspect of the organic EL element according to this embodiment, the hole transport zone includes the first layer.

[0310] In one aspect of the organic EL element according to this embodiment, the hole transport region includes, in order from the anode side, a hole injection layer and a hole transport layer. In another aspect of the organic EL element according to this embodiment, the hole transport region includes, in order from the light emitting region side, a hole injection layer, a hole transport layer and an electron blocking layer.

[0311] In one aspect of the organic EL element of the present embodiment, the hole-transporting region includes two or more layers, and at least one of the two or more layers included in the hole-transporting region contains the first compound represented by formula (1).

[0312] In one aspect of the organic EL device according to this embodiment, the hole-transporting region includes a hole-injection layer and a hole-transporting layer. In one aspect of the organic EL device according to this embodiment, when the hole-transporting region includes two layers, that is, a hole-injection layer and a hole-transporting layer, the hole-transporting layer contains the first compound represented by formula (1). In one aspect of the organic EL device according to this embodiment, the hole-transporting layer is in direct contact with the light-emitting layer in the light-emitting region.

[0313] In one aspect of the organic EL element of the present embodiment, the hole-transporting region includes three or more layers, and at least one of the three or more layers included in the hole-transporting region contains the first compound represented by formula (1).

[0314] In one aspect of the organic EL element according to this embodiment, the hole transporting region further includes a third layer and a fourth layer, the third layer being disposed between the anode and the first layer, and the fourth layer being disposed between the anode and the third layer.

[0315] In one aspect of the organic EL device according to this embodiment, when the hole-transporting region includes three organic compound layers, i.e., a hole-injection layer, a hole-transporting layer, and an electron-blocking layer, the electron-blocking layer contains the first compound represented by formula (1). In this case, the hole-transporting layer corresponds to the third layer, and the hole-injection layer corresponds to the fourth layer.

[0316] In one aspect of the organic EL device according to this embodiment, it is preferable that the electron blocking layer be in direct contact with the light-emitting layer in the light-emitting band.

[0317] In one aspect of the organic EL element according to this embodiment, the layer located closest to the cathode among the layers included in the hole transport region contains the first compound represented by the formula (1).

[0318] In one aspect of the organic EL element according to this embodiment, among the layers included in the hole transport region, a layer in direct contact with the light-emitting layer in the light-emitting region contains the first compound represented by formula (1).

[0319] In one aspect of the organic EL element according to this embodiment, the first layer and the second layer are in direct contact with each other. In one aspect of the organic EL element according to this embodiment, the electron blocking layer as the first layer in the hole transporting zone and the light-emitting layer as the second layer in the light-emitting zone are in direct contact with each other.

[0320] (First Compound) The first compound is a compound represented by the formula (1). The first compound includes a first deuterated compound represented by the formula (1) and having one or more deuterium atoms in the molecule. The deuteration ratio R of the first deuterated compound is Ｄ is 1% or more.

[0321] In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the first deuterated compound Ｄ In one aspect of the organic EL element according to this embodiment, the deuteration ratio R of the first deuterated compound is 5% or more. Ｄ is 10% or more, 15% or more, 20% or more, 25% or more, or 30% or more. Ｄ is 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0322] In this embodiment, the first compound may contain only a first deuterated compound. In addition, in this embodiment, the first compound may contain a first protium compound that does not have a deuterium atom in the molecule. In this embodiment, the first compound has a deuteration ratio R ＤThe deuteration degree of the first compound may be more than 0% and less than 1% (sometimes referred to as a first low deuteration degree compound).

[0323] In one aspect of the organic EL element according to this embodiment, the first layer contains 15% by mass or more of the first deuterated compound. Also, in one aspect of the organic EL element according to this embodiment, the first layer contains 30% by mass or more, 50% by mass or more, 80% by mass or more, or 90% by mass or more of the first deuterated compound.

[0324] In one aspect of the organic EL element according to this embodiment, A in formula (1) 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):

[0325]

[0326] (In the formula (1A), *11 represents L １１ , L １２ or L １３ 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 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, 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 １１５are 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 １１ , L １２ or L １３ When m=0 and n=1, *12 is the bonding position to L １１ , L １２ or L １３ When m=1 and n=0, R １０１ ~R １０５ One selected from is a single bond bonded to *13.

[0327]

[0328] (In the formula (1B), *14 represents L １１ , L １２ or L １３ 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 １２８ Any pair of adjacent pairs of two or more of the groups are not bonded to each other.)

[0329]

[0330] (In the formula (1C), *16 represents L １１ , L １２ or L １３ is the bonding position to R １３１ ~R １４０ is a single bond bonded to *17, and R１３１ ~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.)

[0331]

[0332] (In the formula (1D), *18 represents L １１ , L １２ or L １３ 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 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 １４Ｄand Rc, and (ii) R that is not a single bond bonded to *a and *b １４１ ~R １４４ and (iii) Ra and Rb which are not single bonds bonded to *a and *b, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, and one selected from the group consisting of is a single bond bonded to *19, and R which 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.

[0333]

[0334] (In the formula (1E), *11a represents L １１ , L １２ or L １３ 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 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, 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.

[0335]

[0336] (In the formula (1F), *11d represents L １１ , L １２ or L １３ 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

[0337] 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 R １４１ 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).

[0338] In one aspect of the organic EL element according to this embodiment, A in formula (1) 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):

[0339]

[0340]

[0341]

[0342] (In the formulas (11D), (12D) and (13D), *18 represents L １１ , L １２ or L １３ 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 ~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.

[0343] In one aspect of the organic EL element according to this embodiment, R １４８ is a single bond that bonds to *19.

[0344] In one aspect of the organic EL element according to this embodiment, X in formula (11D) １１ is an oxygen atom.

[0345] In one aspect of the organic EL element according to this embodiment, n in formula (1D) is 0.

[0346] In one aspect of the organic EL element according to this embodiment, A in formula (1) 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.

[0347]

[0348]

[0349]

[0350]

[0351] (In the formulas (14D), (15D), (16D) and (17D), *18 represents L １１ , L １２ or L １３ (vi) R １４１ ~R １４８ and 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.

[0352] 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.

[0353] In one aspect of the organic EL element according to this embodiment, Rc in formula (15D) is a single bond bonded to *19.

[0354] In one aspect of the organic EL element according to this embodiment, L in formula (1) １１ , L １２ and L １３ 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).

[0355]

[0356] In the formulas (L1) to (L10), * indicates a bonding position. The groups represented by the formulas (L1) to (L10) may or may not each independently have one or more of the above-mentioned "optional substituents." The groups represented by the formulas (L1) to (L10) may each independently have one or more deuterium atoms.

[0357] In one aspect of the organic EL element according to this embodiment, L １１ is a single bond, A １ is directly bonded to the nitrogen atom of the amino group in the formula (1), and L １２ is a single bond, B １ is directly bonded to the nitrogen atom of the amino group in the formula (1), and L １３ is a single bond, C １ is directly bonded to the nitrogen atom of the amino group in the formula (1).

[0358] In one aspect of the organic EL element according to this embodiment, the first compound is a compound represented by the following formula (10), (11), (12), (13), (14), or (15).

[0359]

[0360]

[0361]

[0362] (In the formulas (10), (11), (12), (13), (14), and (15), L１１ , L １２ , L １３ , A １ , B １ and C １ are the L in the formula (1), respectively. １１ , L １２ , L １３ , A １ , B １ and 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 from each other.)

[0363] In one aspect of the organic EL element according to this embodiment, R １ , R ２ and R ３ In one aspect of the organic EL element according to this embodiment, R １ , R ２ R ３ and R ４ is a deuterium atom.

[0364] In one aspect of the organic EL element according to this embodiment, A in the formulas (1), (10), (11), (12), (13), (14), and (15) 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).

[0365] In one aspect of the organic EL element according to this embodiment, A in the formulas (1), (10), (11), (12), (13), (14), and (15) １ , B １ and C １ one selected from the group consisting of: １ , B １ and C １ and the remaining two selected from the group consisting of formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D), and (17D) contain at least one group selected from the group consisting of groups represented by formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D), and (17D).

[0366] In one aspect of the organic EL element according to this embodiment, A in the formulas (1), (10), (11), (12), (13), (14), and (15) １ , B １ and C １ and two selected from the group consisting of:

[0367] In one aspect of the organic EL element according to this embodiment, A in the formulas (1), (10), (11), (12), (13), (14), and (15) １ , B １ and C １ two selected from the group consisting of: １ , B １ and C １ and the remaining one selected from the group consisting of formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D), and (17D) contains at least one group selected from the group consisting of groups represented by formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D), and (17D).

[0368] In one aspect of the organic EL element according to this embodiment, A in the formulas (1), (10), (11), (12), (13), (14), and (15) １ , B １ and C １two selected from the group consisting of: １ , B １ and C １ The remaining one selected from the group consisting of includes a group represented by formula (1C).

[0369] In one aspect of the organic EL element according to this embodiment, R １３１ , or R １３８ is a single bond that bonds to *17.

[0370] In one aspect of the organic EL element according to this embodiment, -L １１ -A １ a group represented by -L １２ -B １ and -L １３ -C １ Among the groups represented by the formula (I), two are the same groups, and the remaining group is a group different from the two groups.

[0371] In one aspect of the organic EL element according to this embodiment, -L １１ -A １ a group represented by -L １２ -B １ and -L １３ -C １ are different groups.

[0372] In one aspect of the organic EL element according to this embodiment, the first 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.

[0373] In one aspect of the organic EL element according to this embodiment, the first compound is a monoamine compound having one substituted or unsubstituted amino group in the molecule.

[0374] In the first deuterated compound according to this embodiment, one or more hydrogen atoms in the molecule of the first compound described above are deuterium atoms.

[0375] (Method for Producing the First Compound According to the Present Embodiment) The first compound according to the present embodiment can be produced according to the synthesis method described in the Examples below, or by imitating the synthesis method and using known alternative reactions and raw materials suited to the target substance. The first compound according to the present embodiment can also be produced by a known method. The first compound according to the present embodiment can also be produced by imitating the known method and using known alternative reactions and raw materials suited to the target substance.

[0376] (Specific Examples of the First Compound According to the Present Embodiment) Specific examples of the first compound according to the present embodiment include the following compounds. However, the present invention is not limited to these specific examples. Note that a compound in which all hydrogen atoms in the first deuterated compound shown below are replaced with proton atoms corresponds to the first proton compound, and a compound in the first deuterated compound shown below in which hydrogen atoms are replaced so that the deuteration rate is less than 1% corresponds to the first low-deuteration compound. Furthermore, a compound in which one or more proton atoms in the first proton compound are replaced with deuterium atoms and the deuteration rate is 1% or more corresponds to the first deuterated compound.

[0377]

[0378]

[0379]

[0380]

[0381]

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[0495]

[0496] <Electron Blocking Layer> The electron blocking layer is preferably a layer that transports holes and blocks electrons from reaching a layer (e.g., a hole transport layer) closer to the anode than the electron blocking layer. In one aspect of the organic EL device of this embodiment, the electron blocking layer contains a first compound represented by formula (1). In the organic EL device of this embodiment, the compound contained in the electron blocking layer may be, in addition to the first compound represented by formula (1), a compound used in known electron blocking layers, such as at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. The compound contained in the electron blocking layer may also be a monoamine compound having only one substituted or unsubstituted amino group in the molecule. The compound contained in the electron blocking layer may also have a substituted or unsubstituted carbazolyl group and one substituted or unsubstituted amino group in the molecule. The electron blocking layer may be a layer that prevents excitons generated in the light-emitting layer from migrating to a layer closer to the anode than the electron blocking layer (e.g., a hole transport layer or a hole injection layer) so that excitation energy does not leak from the light-emitting layer to a peripheral layer.

[0497] <Hole injection layer> In one aspect of the organic EL element according to this embodiment, a hole injection layer is disposed between the anode and the light-emitting zone. In one aspect of the organic EL element according to this embodiment, the anode and the hole injection layer are in direct contact with each other. In one aspect of the organic EL element according to this embodiment, the hole injection layer and the hole transport layer are in direct contact with each other.

[0498] The hole injection layer is a layer containing a substance with high hole injection properties. Examples of the substance with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide. Examples of the substance 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, Examples of the aromatic amine compound include 3,5-tris[N-(4-diphenylaminophenyl)-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). Furthermore, a polymer compound (such as an oligomer, dendrimer, or polymer) can also be used as the substance with high hole injection properties. 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.

[0499] In one aspect of the organic EL device according to this embodiment, a compound (hole-transporting material) that can be used in the hole-transporting layer can also be used in the hole-injecting layer. In this case, the hole-injecting layer preferably contains a hole-transporting material and an acceptor material.

[0500] (Acceptor Material) The acceptor material contains at least one of a first ring structure represented by the following formula (P11) and a second ring structure represented by the following formula (P12).

[0501]

[0502] (The first ring structure represented by the formula (P11) is fused with at least one ring structure selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms in the molecule of the acceptor material, and =Z １０ The structure represented by the formula (P11a), (P11b), (P11c), (P11d), (P11e), (P11f), (P11g), (P11h), (P11i), (P11j), (P11k) or (P11m) is represented by the following formula:

[0503]

[0504]

[0505] (In the formula (P11a), (P11b), (P11c), (P11d), (P11e), (P11f), (P11g), (P11h), (P11i), (P11j), (P11k), or (P11m), R １１ ~R １４ and R １１１ ~R １２０are each independently a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated 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 group represented by —S—(R ９０５ 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.

[0506] (In the formula (P12), Z １ ~Z ５ are each independently a nitrogen atom, R １５ or a carbon atom bonded to another atom in a molecule of the acceptor material, １ ~Z ５ at least one of R is a carbon atom bonded to another atom in the molecule of the acceptor material; １５ is a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated 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, a substituted or unsubstituted heterocyclic group having 5 to 50 ring 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 alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a carboxy group, a substituted or unsubstituted ester group, a substituted or unsubstituted carbamoyl group, a nitro group, and a substituted or unsubstituted siloxanyl group; R １５ If there are multiple R １５ are the same or different.)

[0507] (In the acceptor material, 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 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.)

[0508] In one aspect of the organic EL device according to this embodiment, the acceptor material has at least one cyano group.

[0509] In one aspect of the organic EL element according to this embodiment, the hole injection layer contains a hole transporting zone material, the acceptor material and the hole transporting zone material are different from each other, and the content of the acceptor material in the hole injection layer is less than 50% by mass.

[0510] In one aspect of the organic EL element according to this embodiment, the content of the acceptor material in the hole injection layer is 10% by mass or less, or 5% by mass or less.

[0511] In one aspect of the organic EL element according to this embodiment, the content of the acceptor material in the hole injection layer is 1% by mass or more, or 3% by mass or less.

[0512] In one aspect of the organic EL element according to this embodiment, the hole-transporting region material is preferably a compound selected from the group consisting of compounds that can be used in the hole-transporting layer described below.

[0513] In one aspect of the organic EL device according to this embodiment, when the hole injection layer contains an acceptor material and a hole transport material, the content of the hole transport material in the hole injection layer is preferably 40% by mass or more, more preferably 45% by mass or more, and even more preferably 50% by mass or more. The content of the hole transport material in the hole injection layer is preferably 99.5% by mass or less. The total content of the acceptor material and the hole transport material in the hole injection layer is 100% by mass or less.

[0514] The ester group in this specification is at least one group selected from the group consisting of an alkyl ester group and an aryl ester group.

[0515] The alkyl ester group herein is, for example, —C(═O)OR Ｅ It is expressed as: R Ｅ is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 10 carbon atoms).

[0516] The aryl ester group herein is, for example, —C(═O)OR Ａｒ It is expressed as: R Ａｒis, for example, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0517] The siloxanyl group in this specification is a silicon compound group connected via an ether bond, such as a trimethylsiloxanyl group.

[0518] In this specification, the carbamoyl group is —CONH ２ The substituted carbamoyl group herein is represented by, for example, —CONH-Ar Ｃ , or -CONH-R Ｃ It is expressed as: Ar Ｃ is, for example, at least one group selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 50 ring carbon atoms (preferably 6 to 10 ring carbon atoms) and heterocyclic groups having 5 to 50 ring atoms (preferably 5 to 14 ring atoms). Ｃ may be a group in which a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms is bonded to a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. Ｃ is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 6 carbon atoms).

[0519] In the acceptor material, it is also preferred that any groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0520] (Specific Examples of Acceptor Materials) Specific examples of acceptor materials include the following compounds: However, the present invention is not limited to these specific examples of acceptor materials.

[0521]

[0522]

[0523] <Hole Transport Layer> In one aspect of the organic EL element according to this embodiment, a hole transport layer is disposed between the anode and the light-emitting region. In one aspect of the organic EL element according to this embodiment, the hole transport region may include one hole transport layer or two or more hole transport layers.

[0524] 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. Specific examples of the hole transport layer include 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), and 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl. 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 hole-transporting layer may be a material having a hole mobility of 1 / (V·s) or more. For the hole-transporting layer, carbazole derivatives such as CBP, CzPA, and PCzPA, or anthracene derivatives such as t-BuDNA, DNA, and DPAnth may be used. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) may also be used. However, other materials may also be used as long as they have a higher hole-transporting property than electron-transporting property. The layer containing the material having a high hole-transporting property may be a single layer or a layer in which two or more layers made of the above-mentioned materials are stacked.

[0525] In one aspect of the organic EL device according to this embodiment, the hole transport layer contains a hole transporting material.

[0526] In one aspect of the organic EL element according to this embodiment, the hole-transporting material 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.

[0527] In one aspect of the organic EL device according to this embodiment, the hole transporting material is a monoamine compound having one substituted or unsubstituted amino group in the molecule.

[0528] (Hole Transporting Zone Material) In one aspect of the organic EL element according to this embodiment, the hole transporting zone material may be the first compound represented by formula (1) or at least one compound selected from the group consisting of compounds represented by formula (C1) and compounds represented by formula (C3) below:

[0529]

[0530] (In the formula (C1), L Ａ１ , L Ａ２ and L Ａ３ 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, １１１ , Ar １１２ and Ar １１３ 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 Ｃ１ ) (R Ｃ２ ) (R Ｃ３ ) and R Ｃ１ , R Ｃ２ and R Ｃ３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R Ｃ１ If there are multiple R Ｃ１ are the same or different from each other, R Ｃ２ If there are multiple R Ｃ２ are the same or different from each other, R Ｃ３ If there are multiple R Ｃ３ are the same or different from each other.)

[0531]

[0532] (In the formula (C3), LＣ１ , L Ｃ２ , L Ｃ３ and L Ｃ４ are each independently 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, n2 is 1, 2, 3, or 4, and when n2 is 1, L Ｃ５ represents 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, and when n2 is 2, 3, or 4, a plurality of L Ｃ５ are the same or different from each other, and when n2 is 2, 3 or 4, a plurality of L Ｃ５ are bonded to each other to form a substituted or unsubstituted monocyclic ring, 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 monocyclic ring or the substituted or unsubstituted fused ring. Ｃ５ is 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, １３１ , Ar １３２ , Ar １３３ and Ar １３４ 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 Ｃ１ ) (R Ｃ２ ) (R Ｃ３ ) and R Ｃ１ , R Ｃ２ and R Ｃ３ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R Ｃ１ If there are multiple R Ｃ１ are the same or different from each other, R Ｃ２ If there are multiple R Ｃ２ are the same or different from each other, R Ｃ３ If there are multiple R Ｃ３are the same or different from each other.)

[0533] In one aspect of the organic EL element according to this embodiment, in the compound represented by formula (C3), the first amino group represented by formula (C3-1) below and the second amino group represented by formula (C3-2) below are the same group:

[0534]

[0535] (In the formulas (C3-1) and (C3-2), * represents L Ｃ５ )

[0536] In one aspect of the organic EL element according to this embodiment, the first amino group represented by formula (C3-1) and the second amino group represented by formula (C3-2) may be different from each other.

[0537] In one aspect of the organic EL device according to this embodiment, it is also preferable that the hole-transporting material is at least one amine compound selected from the group consisting of: a monoamine compound having one substituted or unsubstituted amino group in the molecule; a diamine compound having two substituted or unsubstituted amino groups in the molecule; a triamine compound having three substituted or unsubstituted amino groups in the molecule; and a tetraamine compound having four substituted or unsubstituted amino groups in the molecule.

[0538] (Specific Examples of Hole Transporting Zone Materials) Specific examples of hole transporting zone materials include the following compounds: However, the present invention is not limited to these specific examples of hole transporting zone materials.

[0539]

[0540]

[0541] <Other Configurations of Organic EL Element> The configuration of the organic EL element will be further described.

[0542] (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.

[0543] (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), titanium (Ti), or nitrides of metal materials (e.g., titanium nitride). These materials are typically deposited by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% by mass to 10% by 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% by mass to 5% by mass of tungsten oxide and 0.1% by mass to 1% by mass of zinc oxide relative to indium oxide. Other methods for preparation include vacuum deposition, coating, inkjet printing, and spin coating. Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that facilitates hole injection regardless of the work function of the anode, and therefore, materials that can be used as electrode materials (e.g., metals, alloys, electrically conductive compounds, and mixtures thereof, including elements belonging to Group 1 or Group 2 of the periodic table) can be used. It is also possible to use materials with small work functions, such as 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), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form the anode, a vacuum deposition method or a sputtering method can be used. Furthermore, when a silver paste or the like is used, a coating method or an inkjet method can be used.

[0544] When the organic EL element is a bottom-emission type, the anode is a light-transmitting electrode having light transparency. The light-transmitting electrode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light emitted from the light-emitting layer. In this specification, light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the anode section. The light-transmitting or semi-transmitting metal material may be a material listed as a material used for the conductive layer (or transparent conductive layer) described below.

[0545] When the organic EL element is a top-emission type, the anode is a light-reflective electrode having a light-reflective layer. The light-reflective layer is preferably formed of a metal material having light reflectivity. In this specification, light reflectivity refers to the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-reflective metal material can be appropriately selected from the materials listed in the anode section. Examples of metal materials used for the light-reflective layer include a simple metal material selected from the group consisting of Al, Ag, Ta, Zn, Mo, W, Ni, and Cr, or an alloy material containing a metal selected from this group as the main component (preferably 50% by mass or more of the total); an amorphous alloy selected from the group consisting of NiP, NiB, CrP, and CrB; a microcrystalline alloy selected from the group consisting of NiAl and a silver alloy; and the like. The metal material used for the light-reflecting layer may be at least one alloy selected from the group consisting of APC (an alloy of silver, palladium, and copper), ARA (an alloy of silver, rubidium, and gold), MoCr (an alloy of molybdenum and chromium), and NiCr (an alloy of nickel and chromium). The light-reflecting layer may be a single layer or multiple layers.

[0546] The anode as a light-reflective electrode may be composed of only a light-reflecting layer, or may have a multilayer structure including a light-reflecting layer and a conductive layer (preferably a transparent conductive layer). When the anode has a light-reflecting layer and a conductive layer, the conductive layer is preferably disposed between the reflective layer and a layer containing a hole-transporting region (e.g., a hole-injection layer or a hole-transporting layer). The anode may also have a multilayer structure in which a light-reflecting layer is disposed between two conductive layers (a first conductive layer and a second conductive layer). In such a multilayer structure, the first conductive layer and the second conductive layer may be formed of the same material or different materials. The material used for the conductive layer can be appropriately selected from the materials listed in the anode section. Furthermore, the conductive layer (transparent conductive layer) as a transparent electrode may also be formed of a metal, alloy, electrically conductive compound, or mixture thereof having a high work function (specifically, 4.0 eV or more). The conductive layer may also be made of, for example, alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing at least one selected from the group consisting of alkali metals and alkaline earth metals (e.g., MgAg and AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing at least one selected from rare earth metals.

[0547] (Cathode) For the cathode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof having a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), and ytterbium (Yb), and alloys containing these. When forming a cathode using alkali metals, alkaline earth metals, or alloys containing these, vacuum deposition or sputtering can be used. When using silver paste or the like, coating or inkjet printing can be used. By providing an electron injection layer, it is possible to form a cathode 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 sputtering, ink jetting, spin coating, or the like.

[0548] When the organic EL element is a bottom-emission type, the cathode is a light-reflective electrode. The light-reflective electrode is preferably formed of a metal material having light reflectivity. The light-reflective metal material can be appropriately selected from the materials listed in the cathode section. In addition, the light-reflective metal material may be the material listed as the metal material used for the light-reflecting layer.

[0549] When the organic EL element is a top-emission type, the cathode is a light-transmitting electrode having light transparency. The light-transmitting electrode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light emitted from the light-emitting layer. Light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can also be appropriately selected from the materials listed in the section on the cathode. The light-transmitting or semi-transmitting metal material may be the material listed as the material used for the conductive layer (or transparent conductive layer) described above.

[0550] (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.

[0551] 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.

[0552] (Hole Blocking Layer) The hole blocking layer is preferably a layer that transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) closer to the cathode than the hole blocking layer. The compound contained in the hole blocking layer is, for example, a compound used in known hole blocking layers. The compound contained in the hole blocking layer is preferably at least one compound selected from the group consisting of metal complexes, heteroaromatic compounds, and polymer compounds, similar to the compounds that can be used in the electron transport layer described below. The compound contained in the hole blocking layer may also be at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives. The hole blocking layer is also preferably a layer that prevents excitons generated in the light-emitting layer from migrating to a layer (e.g., an electron transport layer or an electron injection layer) closer to the cathode than the hole blocking layer, so as to prevent excitation energy from leaking from the light-emitting layer to a peripheral layer.

[0553] (Electron Transport Layer) In the organic EL device according to this embodiment, it is preferable to include an electron transport layer between the cathode and the light-emitting 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, 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: OXD-8), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-9 ... 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. The substances mentioned here are mainly 10 －６ cm ２ / (V·s) or more. Note that other substances may be used as the electron-transport layer as long as they have a higher electron-transporting property than a hole-transporting property. The electron-transport layer may be composed of a single layer or a stack of two or more layers made of the above-mentioned substances. In one aspect of the organic EL element according to this embodiment, the electron-transport layer preferably contains an azine derivative as an electron-transporting material. The azine derivative is preferably a diazine derivative or a triazine derivative, and more preferably a pyrimidine derivative or a 1,3,5-triazine derivative. Furthermore, a polymer compound may also be used for the electron-transport layer. For example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py), poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy), or the like may be used.

[0554] (Specific Examples of Electron Transporting Materials) Specific examples of electron transporting materials that can be used in the electron transporting layer include the following compounds, however, the present invention is not limited to these specific examples of electron transporting materials.

[0555]

[0556]

[0557]

[0558] (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), may be used. Alternatively, a material having electron transport properties containing an alkali metal, alkaline earth metal, or compound thereof, such as magnesium (Mg) in Alq, may be used. In this case, electron injection from the cathode can be performed more efficiently. Alternatively, a composite material containing an organic compound and an electron donor (donor) may be used for the electron injection layer. 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, the above-mentioned materials constituting the electron transport layer (e.g., metal complexes and heteroaromatic compounds) may be used. The electron donor may be any material 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. In addition, alkali metal oxides and alkaline earth metal oxides are 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.

[0559] (Layer Formation Method) The method for forming each layer of the organic EL device of this embodiment is not limited to those specifically mentioned above, and known methods can be used, such as dry film-forming methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet film-forming methods such as spin coating, dipping, flow coating, and inkjet deposition. In the organic EL device of this embodiment, a layer containing multiple substances can be formed, for example, by co-evaporation using multiple compounds, or by evaporation using a premixed mixture of multiple compounds, or by coating using a premixed mixture of multiple compounds. The premixed mixture of multiple compounds may be in the form of a powder. The premixed mixture of multiple compounds may be in the form of a solution. The method of premixing multiple compounds is sometimes referred to as "premixing." The premixing method is not particularly limited, and the evaporation ratio of the compounds constituting the premixed mixture can be adjusted, for example, by adjusting the molecular weight of the compounds by adjusting the substituents of the compounds constituting the mixture, or by adjusting the mixing ratio.

[0560] (Film Thickness) In the organic EL element of the present embodiment, the film thickness of each of the organic compound layers 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 of the organic compound layers of the organic EL element is usually preferably in the range of several nm to 1 μm.

[0561] (Emission Wavelength of Organic EL Element) The organic EL element according to one aspect of this embodiment emits blue, green, or red light. In this specification, blue light emission refers to light emission having a maximum peak wavelength in the emission spectrum ranging from 430 nm to 480 nm. In this specification, green light emission refers to light emission having a maximum peak wavelength in the emission spectrum ranging from 500 nm to 560 nm. In this specification, red light emission refers to light emission having a maximum peak wavelength in the emission spectrum ranging from 600 nm to 660 nm. The maximum peak wavelength is the peak wavelength at which the emission intensity is greatest in the emission spectrum.

[0562] In one aspect of the organic EL element according to this embodiment, the maximum peak wavelength of light emitted from the organic EL element is 430 nm or more and 480 nm or less. When the organic EL element according to this embodiment is a blue-emitting element, excitons are likely to be generated in the hole-transporting region of the light-emitting layer. Therefore, by incorporating a deuterated compound into each of the first layer and the second layer of a blue-emitting organic EL element, the exciton tolerance of the first layer and the second layer is improved, and as a result, it is thought that the element performance is likely to be improved (e.g., the lifetime is likely to be extended).

[0563] In one aspect of the organic EL element according to this embodiment, the maximum peak wavelength of light emitted from the organic EL element is 500 nm or more and 560 nm or less.

[0564] In one aspect of the organic EL element according to this embodiment, the maximum peak wavelength of light emitted from the organic EL element is 600 nm or more and 660 nm or less.

[0565] The organic electroluminescence element according to this embodiment preferably emits light having a maximum peak wavelength of 500 nm or less, or light having a 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. ２A 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).

[0566] [Second Embodiment] <Organic Electroluminescence Element> An organic electroluminescence 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 are denoted by the same reference numerals or names, and the description thereof will be omitted or simplified, but all of these are applied to the organic EL element according to the second embodiment. 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.

[0567] The organic EL element according to the second embodiment is an element in which a plurality of light-emitting units are stacked with a charge generation layer interposed therebetween. An element in which a plurality of light-emitting units are stacked with a charge generation layer interposed therebetween is sometimes called a tandem organic EL element. The charge generation layer disposed between the light-emitting units is sometimes called an intermediate layer or the like. Examples of tandem organic EL elements include the following organic EL elements.

[0568] An organic electroluminescence device according to one aspect of the second embodiment includes an anode, a cathode, two or more light-emitting units disposed between the anode and the cathode, and a charge generation zone disposed between each of the light-emitting units, wherein the two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, and the charge generation zone includes at least a first charge generation layer disposed between the first light-emitting unit and the second light-emitting unit, and the first light-emitting unit, the first charge generation layer, and the second light-emitting unit are arranged in a direction from the anode side to the cathode side. The first light-emitting unit includes a first hole-transporting region and a first light-emitting region, the first hole-transporting region is disposed between the anode and the first light-emitting region, the first hole-transporting region includes an organic compound layer OL11, the first light-emitting region includes an light-emitting layer EM11, the second light-emitting unit includes a second hole-transporting region and a second light-emitting region, the second hole-transporting region is disposed between the first charge-generating layer and the second light-emitting region, the second hole-transporting region includes an organic compound layer OL21, and the second light-emitting region includes an light-emitting layer EM21. Furthermore, in an organic electroluminescent element according to one aspect of the second embodiment, one or both of the following conditions (TDM1) and (TDM2) are satisfied. (Condition (TDM1): The organic compound layer OL11 has a deuteration ratio R Ｄ The light-emitting layer EM11 contains a first deuterated amine compound having a deuteration ratio R Ｄ [Condition (TDM2): The organic compound layer OL21 contains a first deuterated light-emitting compound having a deuteration ratio R Ｄ The light-emitting layer EM21 contains a second deuterated amine compound having a deuteration ratio R Ｄ The compound contains a second deuterated light-emitting compound having a deuteration ratio R of 1% or more. 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)

[0569] The organic electroluminescent element according to the second embodiment can improve element performance. In the organic electroluminescent element according to the second embodiment, the organic compound layer OL11, the emitting layer EM11, the organic compound layer OL21, and the emitting layer EM21 satisfy one or both of the conditions (TDM1) and (TDM2), and therefore it is believed that the exciton tolerance of the organic compound layer OL11, the emitting layer EM11, the organic compound layer OL21, and the emitting layer EM21 is improved. It is believed that the improved exciton tolerance of these layers results in a longer life of the organic electroluminescent element according to the second embodiment, for example.

[0570] <Light-Emitting Unit> The organic EL element according to the second embodiment includes at least a first light-emitting unit and a second light-emitting unit as the two or more light-emitting units.

[0571] In the organic EL element according to the second embodiment, the first light-emitting unit includes a first hole-transporting region and a first light-emitting region, and the second light-emitting unit includes a second hole-transporting region and a second light-emitting region.

[0572] <Hole transport region> (First hole transport region) The first hole transport region according to the second embodiment includes at least an organic compound layer OL11. In one aspect of the organic EL element according to the second embodiment, the first hole transport region is the hole transport region in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL11 is the first layer in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL11 is in direct contact with the first emission region.

[0573] In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL11 contains the first compound (the compound represented by the formula (1)) according to the first embodiment. ＤIn one aspect of the organic EL element according to the second embodiment, the first deuterated amine compound is the first deuterated compound according to the first embodiment.

[0574] In one aspect of the organic EL element according to the second embodiment, the first hole-transport region further includes at least an organic compound layer OL12 and an organic compound layer OL13. The organic compound layer OL12 is disposed between the anode and the organic compound layer OL11. The organic compound layer OL13 is disposed between the anode and the organic compound layer OL12. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL12 is a hole-transport layer, and the organic compound layer OL13 is a hole-injection layer.

[0575] (Second hole transport region) The second hole transport region according to the second embodiment includes at least an organic compound layer OL21. In one aspect of the organic EL element according to the second embodiment, the second hole transport region is the hole transport region in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL21 is the first layer in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL21 is in direct contact with the second emission region.

[0576] In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL21 contains the first compound (the compound represented by the formula (1)) according to the first embodiment. Ｄ In one aspect of the organic EL element according to the second embodiment, the second deuterated amine compound is the first deuterated compound according to the first embodiment.

[0577] In one aspect of the organic EL element according to the second embodiment, the first deuterated amine compound in the organic compound layer OL11 and the second deuterated amine compound in the organic compound layer OL21 may be the same compound or different compounds.

[0578] In one aspect of the organic EL element according to the second embodiment, the second hole-transport region further includes at least an organic compound layer OL22 and an organic compound layer OL23. The organic compound layer OL22 is disposed between the first charge generation layer and the organic compound layer OL21. The organic compound layer OL23 is disposed between the first charge generation layer and the organic compound layer OL22. In one aspect of the organic EL element according to the second embodiment, the organic compound layer OL22 is a hole-transport layer, and the organic compound layer OL23 is a hole-injection layer.

[0579] In one aspect of the organic EL element according to the second embodiment, when the organic compound layer OL11 and the organic compound layer OL21 are the first layer in the first embodiment, the compound contained in the organic compound layer OL11 and the compound contained in the organic compound layer OL21 may be the same as or different from each other.

[0580] In one aspect of the organic EL element according to the second embodiment, the first deuterated amine compound in the organic compound layer OL11 and the second deuterated amine compound in the organic compound layer OL21 may be the same as or different from each other.

[0581] In one aspect of the organic EL element according to the second embodiment, the deuteration ratio R of one or both of the first deuterated amine compound and the second deuterated amine compound is Ｄ is 5% or more.

[0582] In one aspect of the organic EL element according to the second embodiment, one or both of the first deuterated amine compound and the second deuterated amine compound are compounds represented by the formula (1).

[0583] In one aspect of the organic EL element according to the second embodiment, the first deuterated amine compound and the second deuterated amine compound are each independently a first deuterated compound represented by the formula (1) and having one or more deuterium atoms in the molecule.

[0584] In one aspect of the organic EL element according to the second embodiment, when the first deuterated amine compound and the second deuterated amine compound are each independently represented by the formula (1), A １, B １ and C １ are each independently a group represented by any one of formulae selected from the group consisting of formulae (1A), (1B), (1C), (1D), (1E) and (1F).

[0585] <Emission Band> (First Emission Band) The first emission band according to the second embodiment includes at least an emission layer EM11. In one aspect of the organic EL element according to the second embodiment, the first emission band is the emission band in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the emission layer EM11 is the second layer in the first embodiment.

[0586] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11 contains the second compound (the compound represented by the formula (2)) according to the first embodiment. The emitting layer EM11 according to the second embodiment has a deuteration ratio R Ｄ In one aspect of the organic EL device according to the second embodiment, the first deuterated luminescent compound is the second deuterated compound according to the first embodiment.

[0587] In one aspect of the organic EL element according to the second embodiment, the first emission zone further includes at least an emission layer EM12. In one aspect of the organic EL element according to the second embodiment, the emission layer EM12 may be included between the emission layer EM11 and the organic compound layer OL11, or between the emission layer EM11 and the cathode, or, in the case of an element having an electron transport zone, between the emission layer EM11 and the electron transport zone.

[0588] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11 and the organic compound layer OL11 may be in direct contact with each other, or the emitting layer EM12 and the organic compound layer OL11 may be in direct contact with each other.

[0589] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM12 contains the second compound (the compound represented by the formula (2)) in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the emitting layer EM12 has a deuteration ratio R ＤThe first deuterated luminescent compounds contained in the emitting layer EM11 and the emitting layer EM12 may be the same as or different from each other.

[0590] (Second Emission Band) The second emission band according to the second embodiment includes at least an emission layer EM21. In one aspect of the organic EL element according to the second embodiment, the second emission band is the emission band in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the emission layer EM21 is the second layer in the first embodiment.

[0591] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM21 contains the second compound (the compound represented by the formula (2)) according to the first embodiment. The emitting layer EM21 according to the second embodiment has a deuteration ratio R Ｄ In one aspect of the organic EL device according to the second embodiment, the second deuterated luminescent compound is the second deuterated compound according to the first embodiment.

[0592] In one aspect of the organic EL element according to the second embodiment, the first deuterated luminescent compound in the emitting layer EM11 and the second deuterated luminescent compound in the emitting layer EM21 may be the same compound or different compounds.

[0593] In one aspect of the organic EL element according to the second embodiment, the second emission zone further includes at least an emission layer EM22. In one aspect of the organic EL element according to the second embodiment, the emission layer EM22 may be included between the emission layer EM21 and the organic compound layer OL21, or between the emission layer EM21 and the cathode, or, in the case of an element having an electron transport zone, between the emission layer EM21 and the electron transport zone.

[0594] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM21 and the organic compound layer OL21 may be in direct contact with each other, or the emitting layer EM22 and the organic compound layer OL21 may be in direct contact with each other.

[0595] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM22 contains the second compound (the compound represented by the formula (2)) in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the emitting layer EM22 has a deuteration ratio R Ｄ The second deuterated luminescent compound contained in each of the light-emitting layers EM21 and EM22 may be the same as or different from each other.

[0596] In one aspect of the organic EL element according to the second embodiment, when the emitting layer EM11 and the emitting layer EM21 are the first layer in the first embodiment, the compound contained in the emitting layer EM11 and the compound contained in the emitting layer EM21 may be the same as or different from each other.

[0597] In one aspect of the organic EL element according to the second embodiment, the first deuterated light-emitting compound in the light-emitting layer EM11 and the second deuterated light-emitting compound in the light-emitting layer EM21 may be the same as or different from each other.

[0598] In one aspect of the organic EL device according to the second embodiment, one or both of the first deuterated luminescent compound and the second deuterated luminescent compound are compounds represented by the formula (2).

[0599] In one aspect of the organic EL element according to the second embodiment, the first deuterated luminescent compound and the second deuterated luminescent compound are each independently a second deuterated compound represented by the formula (2) and having one or more deuterium atoms in the molecule.

[0600] In one aspect of the organic EL element according to the second embodiment, one or both of the first deuterated luminescent compound and the second deuterated luminescent compound are compounds represented by formula (21) or (22).

[0601] In one aspect of the organic EL element according to the second embodiment, one or both of the emitting layer EM11 and the emitting layer EM21 contains the third compound (the compound represented by the formula (3)) according to the first embodiment.

[0602] In one aspect of the organic EL element according to the second embodiment, one or both of the emitting layer EM11 and the emitting layer EM21 are represented by the formula (3) and have a deuteration ratio R Ｄ The deuterated anthracene compound in the light-emitting layer EM11 may be referred to as a first deuterated anthracene compound, and the deuterated anthracene compound in the light-emitting layer EM21 may be referred to as a second deuterated anthracene compound.

[0603] In one aspect of the organic EL element according to the second embodiment, the first deuterated anthracene compound in the emitting layer EM11 and the second deuterated anthracene compound in the emitting layer EM21 may be the same compound or different compounds.

[0604] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11 contains a first deuterated luminescent compound and a first deuterated anthracene compound, and the emitting layer EM21 contains a second deuterated luminescent compound and a second deuterated anthracene compound.

[0605] The organic EL element according to one aspect of the second embodiment satisfies both of the conditions (TDM1) and (TDM2).

[0606] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11, the emitting layer EM12, the emitting layer EM21, and the emitting layer EM22 do not contain a metal complex.

[0607] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11, the emitting layer EM12, the emitting layer EM21, and the emitting layer EM22 do not contain a boron-containing complex.

[0608] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11, the emitting layer EM12, the emitting layer EM21, and the emitting layer EM22 do not contain a phosphorescent material.

[0609] In one aspect of the organic EL element according to the second embodiment, the emitting layers EM11, EM12, EM21, and EM22 do not contain a heavy metal complex or a phosphorescent rare earth metal complex. In one aspect of the organic EL element according to the second embodiment, the emitting layers EM11, EM12, EM21, and EM22 do not contain a heavy metal complex such as an iridium complex, an osmium complex, or a platinum complex.

[0610] (Host Material and Dopant Material) In one aspect of the organic EL element according to the second embodiment, the emitting layer in the emission band contains a host material and a dopant material. In one aspect of the organic EL element according to the second embodiment, the second compound (the compound represented by the formula (2)) is a dopant material, and the first deuterated luminescent compound and the second deuterated luminescent compound are also dopant materials. In one aspect of the organic EL element according to the second embodiment, the third compound (the compound represented by the formula (3)) is a host material, and the deuterated anthracene compound is also a host material.

[0611] In one aspect of the organic EL element according to the second embodiment, the emitting layers in the emission band each independently contain at least one dopant material selected from the group consisting of the dopant materials described in the first embodiment and at least one host material selected from the group consisting of the host materials described in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the host material is at least one selected from the group consisting of benzanthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives.

[0612] In one aspect of the organic EL element according to the second embodiment, the deuteration ratio R of the host material contained in the emitting layer in the emitting band is Ｄ In one aspect of the organic EL element according to the second embodiment, the deuteration ratio R Ｄ In one aspect of the organic EL element according to the second embodiment, the deuteration ratio R of the host material is 3% or more, 5% or more, 10% or more, 15% or more, or 25% or more. Ｄis 100%, less than 100%, 95% or less, 90% or less, 80% or less, 70% or less, 60% or less, or 50% or less.

[0613] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11 is represented by the formula (3) and has a deuteration ratio R Ｄ contains 1% or more of a deuterated anthracene compound, and the light-emitting layer EM12 does not contain a third compound (a compound represented by the formula (3)).

[0614] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM11 is represented by the formula (3) and has a deuteration ratio R Ｄ Deuterated anthracene compounds with a deuteration ratio R of 1% or more Ｄ In one aspect of the organic EL element according to the second embodiment, the host material in the emitting layer EM12 is preferably at least one selected from the group consisting of benzanthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives, more preferably a benzanthracene derivative, and even more preferably a deuteration ratio R Ｄ In one aspect of the organic EL element according to the second embodiment, the dopant material in the emitting layer EM12 is preferably a benzanthracene derivative having a deuteration ratio R Ｄ is 1% or more.

[0615] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM21 is represented by the formula (3) and has a deuteration ratio R Ｄ contains 1% or more of a deuterated anthracene compound, and the light-emitting layer EM22 does not contain the third compound (the compound represented by the formula (3)).

[0616] In one aspect of the organic EL element according to the second embodiment, the emitting layer EM21 is represented by the formula (3) and has a deuteration ratio R Ｄ Deuterated anthracene compounds with a deuteration ratio R of 1% or more ＤIn one aspect of the organic EL element according to the second embodiment, the host material in the emitting layer EM22 is preferably at least one selected from the group consisting of benzanthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives, more preferably a benzanthracene derivative, and even more preferably a deuteration ratio R Ｄ In one aspect of the organic EL element according to the second embodiment, the dopant material in the emitting layer EM22 is preferably a benzanthracene derivative having a deuteration ratio R Ｄ is 1% or more.

[0617] <Charge Generation Zone> In the organic EL element according to one aspect of the second embodiment, the charge generation zone includes at least a first charge generation layer disposed between the first light-emitting unit and the second light-emitting unit. The charge generation layer is a layer that generates holes and electrons when a voltage is applied to the organic EL element, and supplies electrons to a layer located on the anode side of the charge generation layer and holes to a layer located on the cathode side of the charge generation layer. The charge generation layer may also be called an intermediate layer, intermediate electrode, intermediate conductive layer, electron-withdrawing layer, connecting layer, or intermediate insulating layer.

[0618] When the charge generation zone is composed of multiple charge generation layers, the charge generation zone preferably has an N-type charge generation layer disposed on the anode side for injecting electrons into the first light-emitting unit, and a P-type charge generation layer disposed on the cathode side for injecting holes into the second light-emitting unit. In the organic EL element according to one aspect of the second embodiment, one of the N-type charge generation layer and the P-type charge generation layer may be the first charge generation layer. Examples of materials that can be used for the charge generation layer in the charge generation zone include known materials that can be used for the charge generation layer in a tandem organic EL element.

[0619] <Other Configurations of Organic EL Element> The configurations of the organic EL element described in the first embodiment can be applied to other configurations of the organic EL element according to the second embodiment.

[0620] <Schematic Structure of Organic EL Element> Fig. 2 shows a schematic structure of an example of an organic EL element according to the second embodiment. The organic EL element 100 shown in Fig. 2 includes a substrate 20, an anode 30, a cathode 40, and an organic layer 10A disposed between the anode 30 and the cathode 40. 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 organic layer 10A includes, in order from the anode 30 side, a first light-emitting unit 110, a charge generation zone 810, and a second light-emitting unit 120. The first light-emitting unit 110 includes, in 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 hole-injection layer 613 as the organic compound layer OL13, a hole-transporting layer 612 as the organic compound layer OL12, and an electron-blocking layer 611 as the organic compound layer OL11. The first emission region 510 includes an emission layer 511 as the emission layer EM11. The first electron-transporting region 710 includes an electron-transporting layer 712. The charge-generating region 810 includes a first charge-generating layer 811. The second light-emitting unit 120 includes, in order from the anode 30 side, a second hole-transporting region 620, a second emission region 520, and a second electron-transporting region 720. The second hole-transporting region 620 includes, in order from the anode 30 side, a hole-injecting layer 623 as the organic compound layer OL23, a hole-transporting layer 622 as the organic compound layer OL22, and an electron-blocking layer 621 as the organic compound layer OL21. The second emission-zone 520 includes an emission layer 521 as the emission layer EM21. The second electron-transporting region 720 includes, in order from the anode 30 side, a hole-blocking layer 721, an electron-transporting layer 722, and an electron-injecting layer 723.

[0621] FIG. 3 shows a schematic configuration of another example of an organic EL element according to the second embodiment. The organic EL element 100B shown in FIG. 3 includes a substrate 20, an anode 30, a cathode 40, and an organic layer 10B disposed between the anode 30 and the cathode 40. The organic layer 10B includes a first light-emitting unit 110B, a charge generation zone 810, and a second light-emitting unit 120B. The organic EL element 100B is similar to the organic EL element 100 shown in FIG. 2 except that a first light-emitting zone 510B in the first light-emitting unit 110B and a second light-emitting zone 520B in the second light-emitting unit 120B are different from the first light-emitting zone 510 and the second light-emitting zone 520 in the organic EL element 100 shown in FIG. 2, respectively. The first light-emitting zone 510B includes, in order from the anode 30 side, a light-emitting layer 512 serving as the light-emitting layer EM12 and a light-emitting layer 511 serving as the light-emitting layer EM11. The second emission band 520B includes, in order from the anode 30 side, an emission layer 522 as the emission layer EM22 and an emission layer 521 as the emission layer EM21. The present invention is not limited to the configuration of the organic EL element shown in FIGS.

[0622] As a schematic configuration of yet another example of the organic EL element according to the second embodiment, for example, a configuration in which the stacking order of the emitting layer EM12 (emitting layer 512) and the emitting layer EM11 (emitting layer 511) in the organic EL element 100B shown in FIG. 3 is reversed. That is, in this configuration, the emitting layer EM11 (emitting layer 511) and the emitting layer EM12 (emitting layer 512) are stacked in order from the anode 30 side. As a schematic configuration of yet another example of the organic EL element according to the second embodiment, for example, a configuration in which the stacking order of the emitting layer EM22 (emitting layer 522) and the emitting layer EM21 (emitting layer 521) in the organic EL element 100B shown in FIG. 3 is reversed. That is, in this configuration, the emitting layer EM21 (emitting layer 521) and the emitting layer EM22 (emitting layer 522) are stacked in order from the anode 30 side.

[0623] In one aspect of the organic EL element according to the second embodiment, three or more light-emitting units may be included. For example, one aspect of the organic EL element according to the second embodiment includes three light-emitting units: a first light-emitting unit, a second light-emitting unit, and a third light-emitting unit, and charge generation zones are disposed between the first and second light-emitting units and between the second and third light-emitting units, respectively.

[0624] (Emission Wavelength of Organic EL Element) The organic EL element according to one aspect of the second embodiment emits blue, red, or green light. When the organic EL element according to the second embodiment emits green, red, or blue light, the maximum peak wavelength of the light emitted from the organic EL element is the same as the maximum peak wavelength described in the first embodiment.

[0625] In one aspect of the organic EL element according to the second embodiment, the plurality of light-emitting units each independently emit blue, red, or green light. When each of the plurality of light-emitting units of the organic EL element according to the second embodiment emits green, red, or blue light, the maximum peak wavelength of the light emitted from each light-emitting unit is the same as the maximum peak wavelength of the organic EL element according to the first embodiment.

[0626] In one aspect of the organic EL element according to the second embodiment, it is preferable that at least one of the plurality of light-emitting units emits light having a maximum peak wavelength of 500 nm or less, or emits light of 430 nm or more and 480 nm or less, when the element is driven. The maximum peak wavelength of light emitted by the light-emitting units of the organic EL element when the element is driven can be measured, for example, by performing the same method for measuring the maximum peak wavelength as described in the first embodiment on an element configuration excluding light-emitting units other than the light-emitting unit to be measured.

[0627] When the organic EL element of the second embodiment includes a blue-emitting light-emitting unit, excitons are likely to be generated on the hole-transporting band side of the light-emitting layer included in the blue-emitting light-emitting unit. Therefore, by incorporating a deuterated compound into the organic compound layer and the light-emitting layer of the blue-emitting light-emitting unit, respectively, it is thought that the exciton tolerance of the organic compound layer and the light-emitting layer is improved, and as a result, the element performance is likely to be improved (for example, the lifetime is likely to be extended).

[0628] 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.

[0629] [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.

[0630] For example, the number of light-emitting layers is not limited to one or two, and more than two light-emitting layers 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.

[0631] 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.

[0632] 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.

[0633] <Compound> The structure of the first deuterated compound (or the first deuterated amine compound or the second deuterated amine compound) represented by formula (1) and having one or more deuterium atoms in the molecule, which was used in the production of the organic EL devices according to Examples 1-1 to 1-11 and Examples 2-1 to 2-4, is shown below.

[0634]

[0635]

[0636]

[0637]

[0638] The structure of the second deuterated compound (or the first deuterated luminescent compound or the second deuterated luminescent compound) represented by formula (2) and having one or more deuterium atoms in the molecule, which was used in the production of the organic EL devices according to Examples 1-1 to 1-11 and 2-1 to 2-4, is shown below.

[0639]

[0640]

[0641] The structure of the third deuterated compound (or the first deuterated anthracene compound or the second deuterated anthracene compound) represented by formula (3) and having one or more deuterium atoms in the molecule, which was used in the production of the organic EL devices according to Examples 1-1 to 1-11 and Example 2-1, is shown below.

[0642]

[0643]

[0644] Deuteration rate R used in the production of organic EL devices according to Examples 2-3 and 2-4 Ｄ The structure of the host material having a content of 1% or more is shown below.

[0645]

[0646] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 1-1 to 1-14 and Comparative Examples 2-1 to 2-6 are shown below.

[0647]

[0648]

[0649]

[0650]

[0651]

[0652]

[0653]

[0654] The compound BH-F was also used in the production of the organic EL devices according to Examples 2-2 and 2-4.

[0655] The structures of other compounds used in the production of the organic EL devices according to Examples 1-1 to 1-11, Examples 2-1 to 2-4, Comparative Examples 1-1 to 1-14, and Comparative Examples 2-1 to 2-6 are shown below.

[0656]

[0657]

[0658]

[0659] <Preparation of Organic EL Device (1)> [Example 1-1] 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-1A and Compound HA were co-deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a film thickness of 10 nm. The proportion of Compound HT-1A in this hole injection layer was 97% by mass, and the proportion of Compound HA was 3% by mass. In this example, the hole injection layer corresponds to the fourth layer. Compound HT-1A was vapor-deposited on the hole injection layer to form a hole transport layer (sometimes referred to as a first hole transport layer) with a thickness of 85 nm. In this example, the hole transport layer corresponds to the third layer. Next, compound HT-2D (first deuterated compound) was vapor-deposited on the hole transport layer to form a 5 nm-thick electron blocking layer (sometimes referred to as a second hole transport layer). In this example, the electron blocking layer corresponds to the first layer. Compound BH-C (third deuterated compound) as a host material and compound BD-D (second deuterated compound) as a light-emitting material were co-deposited on the electron blocking layer to form a 20 nm-thick light-emitting layer. The proportion of compound BH-C in this light-emitting layer was 99 mass %, and the proportion of compound BD-D was 1 mass %. In this example, the light-emitting layer corresponds to the second layer. Compound ET-1A was vapor-deposited on the light-emitting layer to form a first electron transport layer with a thickness of 5 nm. The first electron transport layer may be referred to as a hole blocking layer. Compound ET-2A and Liq were co-deposited on the first electron transport layer to form a second electron transport layer with a film thickness of 31 nm. The proportion of compound ET-2A in this second electron transport layer was 50 mass %, and the proportion of Liq was 50 mass %. Liq is an abbreviation for (8-quinolinolato)lithium. Liq was deposited on the second electron transport layer to form an electron injection layer with a film thickness of 1 nm. Metallic Al was deposited on the electron injection layer to form a cathode with a film thickness of 80 nm.As described above, an organic EL element according to Example 1-1 was fabricated. The element configuration of the organic EL element according to Example 1-1 is roughly shown as follows: ITO(130) / HT-1A:HA(10,97%:3%) / HT-1A(85) / HT-2D(5) / BH-C:BD-D(20,99%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Liq(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 1-1, the percentages in parentheses (97%:3%) indicate the proportions (unit: mass %) of Compound HT-1A and Compound HA in the hole injection layer, the percentages (99%:1%) indicate the proportions (unit: mass %) of the host material (Compound BH-C) and the light-emitting material (Compound BD-D) in the light-emitting layer, and the percentages (50%:50%) indicate the proportions (unit: mass %) of Compound ET-2A and Liq in the second electron-transport layer. The same notations are used hereinafter.

[0660] Comparative Example 1-1 The organic EL device of Comparative Example 1-1 was prepared in the same manner as in Example 1-1, except that the first compound (compound HT-2D) used in the electron blocking layer of Example 1-1 was changed to compound HT-2A shown in Table 1, and the second compound (compound BD-D) used in the emitting layer was changed to compound BD-A shown in Table 1.

[0661]

[0662] Example 1-2 The organic EL device of Example 1-2 was fabricated in the same manner as in Example 1-1, except that the first compound (compound HT-2D) used in the electron blocking layer of Example 1-1 was changed to compound HT-2E listed in Table 2, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F listed in Table 2, and the third compound (BH-C) was changed to compounds BH-B and BH-C listed in Table 2. That is, the emitting layer of Example 1-2 was formed by co-evaporation of compounds BH-B and BH-C (third deuterated compounds) as host materials and compound BD-F (second deuterated compound) as a luminescent material. The proportion of compound BH-B in the emitting layer of Example 1-2 was 9.9% by mass, the proportion of compound BH-C was 89.1% by mass, and the proportion of compound BD-F was 1% by mass.

[0663] Comparative Example 1-2 The organic EL device of Comparative Example 1-2 was produced in the same manner as in Example 1-2, except that the first compound (compound HT-2E) used in the electron blocking layer of Example 1-2 was changed to compound HT-2B shown in Table 2, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 2.

[0664] [Comparative Example 1-3] The organic EL device of Comparative Example 1-3 was prepared in the same manner as in Example 1-2, except that the first compound (compound HT-2E) used in the electron blocking layer of Example 1-2 was changed to compound HT-2B shown in Table 2.

[0665]

[0666] Example 1-3 The organic EL device of Example 1-3 was fabricated in the same manner as in Example 1-1, except that the first compound (compound HT-2D) used in the electron blocking layer of Example 1-1 was changed to compound HT-2F shown in Table 3, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F shown in Table 3, and the third compound (BH-C) was changed to compound BH-A shown in Table 3.

[0667] Comparative Example 1-4 The organic EL device of Comparative Example 1-4 was prepared in the same manner as in Example 1-3, except that the first compound (compound HT-2F) used in the electron blocking layer of Example 1-3 was changed to compound HT-2C shown in Table 3, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 3.

[0668]

[0669] Example 1-4 The organic EL device of Example 1-4 was fabricated in the same manner as in Example 1-1, except that compound HT-1A used in the hole injection layer and hole transport layer of Example 1-1 was changed to compound HT-1B shown in Table 4, the first compound (compound HT-2D) used in the electron blocking layer was changed to compound HT-2H shown in Table 4, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F shown in Table 4, and the third compound (compound BH-C) was changed to compounds BH-D and BH-E shown in Table 4. That is, the emitting layer of Example 1-4 was formed by co-evaporation of compounds BH-D and BH-E (third deuterated compound) as host materials and compound BD-F (second deuterated compound) as a luminescent material. In the light-emitting layer of Example 1-4, the proportion of compound BH-D was 29.7 mass %, the proportion of compound BH-E was 69.3 mass %, and the proportion of compound BD-F was 1 mass %.

[0670] Comparative Example 1-5 The organic EL device of Comparative Example 1-5 was prepared in the same manner as in Example 1-4, except that the first compound (compound HT-2H) used in the electron blocking layer of Example 1-4 was changed to compound HT-2G shown in Table 4, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 4.

[0671] [Comparative Example 1-6] The organic EL element of Comparative Example 1-6 was produced in the same manner as in Example 1-4, except that the second compound (compound BD-F) used in the emitting layer of Example 1-4 was changed to compound BD-C shown in Table 4.

[0672]

[0673] Example 1-5 The organic EL device of Example 1-5 was fabricated in the same manner as in Example 1-1, except that the first compound (compound HT-2D) used in the electron blocking layer of Example 1-1 was changed to compound HT-2J shown in Table 5, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F shown in Table 5, and the third compound (BH-C) was changed to compound BH-A shown in Table 5.

[0674] Comparative Example 1-7 The organic EL device of Comparative Example 1-7 was produced in the same manner as in Example 1-5, except that compound HT-1A used in the hole injection layer and hole transport layer of Example 1-5 was changed to compound HT-1C shown in Table 5, the first compound (compound HT-2J) used in the electron blocking layer was changed to compound HT-2A shown in Table 5, the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 5, and the third compound (compound BH-A) was changed to compounds BH-D and BH-E shown in Table 5. That is, the emitting layer of Comparative Example 1-7 was formed by co-deposition of compounds BH-D and BH-E (third deuterated compounds) as host materials and compound BD-C (second deuterated compound) as a luminescent material. In the light-emitting layer of Comparative Example 1-7, the proportion of compound BH-D was 29.7% by mass, the proportion of compound BH-E was 69.3% by mass, and the proportion of compound BD-C was 1% by mass.

[0675] Comparative Example 1-8 The organic EL device of Comparative Example 1-8 was prepared in the same manner as in Example 1-5, except that the first compound (compound HT-2J) used in the electron blocking layer of Example 1-5 was changed to compound HT-2I shown in Table 5, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 5.

[0676]

[0677] Example 1-6 The organic EL device of Example 1-6 was fabricated in the same manner as in Example 1-1, except that compound HT-1A used in the hole injection layer and hole transport layer of Example 1-1 was changed to compound HT-1B listed in Table 6, the first compound (compound HT-2D) used in the electron blocking layer was changed to compound HT-2H listed in Table 6, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F listed in Table 6, and the third compound (compound BH-C) was changed to compounds BH-B and BH-D listed in Table 6. That is, the emitting layer of Example 1-6 was formed by co-evaporation of compounds BH-B and BH-D (third deuterated compound) as host materials and compound BD-F (second deuterated compound) as a luminescent material. In the light-emitting layer of Example 1-6, the proportion of compound BH-B was 9.9 mass %, the proportion of compound BH-D was 89.1 mass %, and the proportion of compound BD-F was 1 mass %.

[0678] Comparative Example 1-9 The organic EL device of Comparative Example 1-9 was prepared in the same manner as in Example 1-6, except that the first compound (compound HT-2H) used in the electron blocking layer of Example 1-6 was changed to compound HT-2G shown in Table 6, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 6.

[0679]

[0680] Example 1-7 The organic EL device of Example 1-7 was fabricated in the same manner as in Example 1-1, except that compound HT-1A used in the hole injection layer and hole transport layer of Example 1-1 was changed to compound HT-1B shown in Table 7, the first compound (compound HT-2D) used in the electron blocking layer was changed to compound HT-2L shown in Table 7, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F shown in Table 7, and the third compound (compound BH-C) was changed to compounds BH-B and BH-D shown in Table 7. That is, the emitting layer of Example 1-7 was formed by co-evaporation of compounds BH-B and BH-D (third deuterated compound) as host materials and compound BD-F (second deuterated compound) as a luminescent material. In Example 1-7, the proportion of compound BH-B in the emitting layer was 49.5% by mass, the proportion of compound BH-D was 49.5% by mass, and the proportion of compound BD-F was 1% by mass. The device configuration of the organic EL device according to Example 1-7 is shown in outline as follows: ITO(130) / HT-1B:HA(10,97%:3%) / HT-1B(85) / HT-2L(5) / BH-B:BH-D:BD-F(20,49.5%:49.5%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Liq(1) / Al(80)

[0681] Example 1-8 The organic EL device of Example 1-8 was fabricated in the same manner as in Example 1-7, except that the first compound (compound HT-2L) used in the electron blocking layer of Example 1-7 was changed to compound HT-2N shown in Table 7, and the third compound (BH-B and BH-D) used in the emitting layer was changed to compounds BH-G and BH-D shown in Table 7. That is, the emitting layer of Example 1-8 was formed by co-evaporation of compounds BH-G and BH-D (third deuterated compounds) as host materials and compound BD-F (second deuterated compound) as an emitting material. The proportion of compound BH-G in the emitting layer of Example 1-8 was 49.5% by mass, the proportion of compound BH-D was 49.5% by mass, and the proportion of compound BD-F was 1% by mass.

[0682] Example 1-9 The organic EL device of Example 1-9 was fabricated in the same manner as in Example 1-7, except that the first compound (compound HT-2L) used in the electron blocking layer of Example 1-7 was changed to compound HT-2N shown in Table 7, and the third compound (BH-B and BH-D) used in the emitting layer was changed to compounds BH-H and BH-I shown in Table 7. That is, the emitting layer of Example 1-9 was formed by co-evaporation of compounds BH-H and BH-I (third deuterated compounds) as host materials and compound BD-F (second deuterated compound) as an emitting material. The proportion of compound BH-H in the emitting layer of Example 1-9 was 49.5% by mass, the proportion of compound BH-I was 49.5% by mass, and the proportion of compound BD-F was 1% by mass.

[0683] Comparative Example 1-10 The organic EL device of Comparative Example 1-10 was produced in the same manner as in Example 1-7, except that the first compound (compound HT-2L) used in the electron blocking layer of Example 1-7 was changed to compound HT-2K shown in Table 7, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 7.

[0684] Comparative Example 1-11 The organic EL device of Comparative Example 1-11 was prepared in the same manner as in Example 1-8, except that the first compound (compound HT-2N) used in the electron blocking layer of Example 1-8 was changed to compound HT-2M shown in Table 7, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 7.

[0685] Comparative Example 1-12 The organic EL device of Comparative Example 1-12 was produced in the same manner as in Example 1-9, except that the first compound (compound HT-2N) used in the electron blocking layer of Example 1-9 was changed to compound HT-2M shown in Table 7, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 7.

[0686]

[0687] [Example 1-10] The organic EL device of Example 1-10 was fabricated in the same manner as in Example 1-1, except that the first compound (compound HT-2D) used in the electron blocking layer was changed to compound HT-2P listed in Table 8, the second compound (compound BD-D) used in the emitting layer was changed to compound BD-F listed in Table 8, and the third compound (compound BH-C) was changed to compound BH-A listed in Table 8. The device configuration of the organic EL device of Example 1-10 is roughly shown as follows: ITO(130) / HT-1A:HA(10,97%:3%) / HT-1A(85) / HT-2P(5) / BH-A:BD-F(20,99%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Liq(1) / Al(80)

[0688] Comparative Example 1-13 The organic EL device of Comparative Example 1-13 was produced in the same manner as in Example 1-10, except that the first compound (compound HT-2P) used in the electron blocking layer of Example 1-10 was changed to compound HT-2O shown in Table 8, and the second compound (compound BD-F) used in the emitting layer was changed to compound BD-C shown in Table 8.

[0689]

[0690] [Example 1-11] The organic EL device of Example 1-11 was fabricated in the same manner as in Example 1-1, except that the second compound (compound BD-D) used in the emitting layer was changed to compound BD-H shown in Table 9. The device configuration of the organic EL device of Example 1-11 is shown in outline as follows: ITO(130) / HT-1A:HA(10,97%:3%) / HT-1A(85) / HT-2D(5) / BH-C:BD-H(20,99%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Liq(1) / Al(80)

[0691] Comparative Example 1-14 The organic EL device of Comparative Example 1-14 was prepared in the same manner as in Example 1-11, except that the first compound (compound HT-2D) used in the electron blocking layer of Example 1-11 was changed to compound HT-2A shown in Table 9, and the second compound (compound BD-H) used in the emitting layer was changed to compound BD-G shown in Table 9.

[0692]

[0693] As shown in Tables 1 to 9, the organic EL devices according to Examples 1-1 to 1-11 contained deuterated compounds represented by predetermined structural formulas and having deuteration rates of 1% or more in the first and second layers, which improved the exciton tolerance of the first and second layers and significantly extended the lifetime of the organic EL devices.

[0694] <Evaluation of Organic EL Devices (1)> The following evaluations were carried out on the prepared organic EL devices. The evaluation results are shown in Tables 1 to 9. The deuteration ratio R of the compounds used in the electron blocking layer and the light-emitting layer of each example was also shown in Tables 1 to 9. Ｄ are also shown in Tables 1 to 9.

[0695] (Driving voltage) A current density of 10 mA / cm was applied between the anode and cathode of the prepared organic EL element. ２ The voltage (unit: V) was measured when a current was applied so as to satisfy the following condition.

[0696] (External quantum efficiency EQE) The fabricated organic EL element was applied with a current density of 10 mA / cm ２ The spectral radiance spectrum when a voltage was applied so that the maximum peak wavelength λ was obtained was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that Lambertian radiation was performed. In addition, from the obtained spectral radiance spectrum, the maximum peak wavelength λ ＥＬ The maximum peak wavelength λ of the organic EL elements according to Examples 1-1 to 1-11 and Comparative Examples 1-1 to 1-14 was measured. ＥＬ was 459 nm.

[0697] (Lifespan LT95) The organic EL element thus fabricated was subjected to a current density of 30 mA / cm ２ The time required for the luminance to reach 95% of the initial luminance (LT95 (unit: hours)) was measured as the lifetime. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.).

[0698] <Fabrication of Organic EL Device (2)> [Example 2-1] 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 thick). 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).

[0699] (First Light-Emitting Unit) Compound HT-1D and Compound HA were co-deposited to cover the lower electrode (anode) to form a hole injection layer (organic compound layer OL13) with a thickness of 10 nm. The proportion of Compound HT-1D in this hole injection layer (organic compound layer OL13) was 97 mass %, and the proportion of Compound HA was 3 mass %. Compound HT-1D was deposited on the hole injection layer (organic compound layer OL13) to form a first hole transport layer (organic compound layer OL12) with a thickness of 25 nm. Next, Compound HT-2F (first deuterated compound) was deposited on the first hole transport layer to form an electron blocking layer (organic compound layer OL11) with a thickness of 5 nm. On the electron blocking layer, compound BH-A (third deuterated compound) as a host material and compound BD-F (second deuterated compound) as a light-emitting material were co-deposited to form an emitting layer EM11 with a thickness of 19 nm. The proportion of compound BH-A in this emitting layer EM11 was 99 mass %, and the proportion of compound BD-F was 1 mass %. On the emitting layer EM11, compound CGL was deposited to form an electron transport layer with a thickness of 15 nm.

[0700] (Charge Generation Zone) The compound CGL and ytterbium (Yb) were co-deposited on the electron transport layer of the first light-emitting unit to form a first charge generation layer having a thickness of 7.5 nm, in which the proportion of the compound CGL in the first charge generation layer was 97.5% by mass and the proportion of Yb in the first charge generation layer was 2.5% by mass.

[0701] (Second Light-Emitting Unit) Compound HT-1A and compound HA were co-deposited on the first charge generation layer in the charge generation zone to form a hole injection layer (organic compound layer OL23) with a thickness of 10 nm. The proportion of compound HT-1A in this hole injection layer (organic compound layer OL23) was 93 mass %, and the proportion of compound HA was 7 mass %. Compound HT-1A was deposited on the hole injection layer (organic compound layer OL23) to form a hole transport layer (organic compound layer OL22) with a thickness of 31 nm. Next, compound HT-2F (first deuterated compound) was deposited on the hole transport layer (organic compound layer OL22) to form an electron blocking layer (organic compound layer OL21) with a thickness of 5 nm. On the electron blocking layer (organic compound layer OL21), compound BH-A (third deuterated compound) as a host material and compound BD-F (second deuterated compound) as a light-emitting material were co-deposited to form an emitting layer EM21 with a thickness of 19 nm. The proportion of compound BH-A in this emitting layer EM21 was 99% by mass, and the proportion of compound BD-F was 1% by mass. Compound ET-1B was deposited on the emitting layer EM21 to form a first electron transport layer with a thickness of 5 nm. Compounds ET-2B 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-2B 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 an electron injection layer with a thickness of 1 nm.

[0702] Next, on the electron injection layer of the second light-emitting unit, Mg and Ag were co-deposited 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 over the entire upper electrode (cathode) to form a capping layer with a thickness of 65 nm. In this manner, a top-emission organic EL device according to Example 2-1 was fabricated. The device configuration of Example 2-1 is schematically shown as follows: Ag / ITO(10) / HT-1D:HA(10,97%:3%) / HT-1D(25) / HT-2F(5) / BH-A:BD-F(19,99%:1%) / CGL(15) / CGL:Yb(7.5,97.5%:2.5%) / HT-1A:HA(1 0,93%:7%) / HT-1A(31) / HT-2F(5) / BH-A:BD-F(19,99%:1%) / ET-1B(5) / ET-2B:Liq(31,50%:50%) / Yb(1) / Mg:Ag(13,10%:90%) / CAP(65)

[0703] Comparative Example 2-1 The organic EL element of Comparative Example 2-1 was produced in the same manner as in Example 2-1, except that the first compound (compound HT-2F) used in the electron blocking layers (organic compound layer OL11 and organic compound layer OL21) of the first and second emitting units of Example 2-1 was changed to compound HT-2C shown in Table 10, and the second compound (compound BD-F) used in the emitting layers EM11 and EM21 of the first and second emitting units was changed to compound BD-C shown in Table 10.

[0704]

[0705] Example 2-2 The organic EL device of Example 2-2 was fabricated in the same manner as in Example 2-1, except that the hole-transporting region material (compound HT-1D) used in the hole-injection layer and hole-transport layer (organic compound layer OL12) of the first light-emitting unit of Example 2-1 was changed to compound HT-1B shown in Table 11, and the third compound (compound BH-A) used in the light-emitting layers EM11 and EM21 of the first and second light-emitting units was changed to compound BH-F shown in Table 11.

[0706] Comparative Example 2-2 The organic EL element of Comparative Example 2-2 was produced in the same manner as in Example 2-2, except that the first compound (compound HT-2F) used in the electron blocking layers (organic compound layer OL11 and organic compound layer OL21) of the first and second emitting units of Example 2-2 was changed to compound HT-2C shown in Table 11, and the second compound (compound BD-F) used in the emitting layers EM11 and EM21 of the first and second emitting units was changed to compound BD-C shown in Table 11.

[0707] Comparative Example 2-3 The organic EL element of Comparative Example 2-3 was fabricated in the same manner as in Example 2-2, except that the first compound (compound HT-2F) used in the electron blocking layer (organic compound layer OL21) of the second emitting unit of Example 2-2 was changed to compound HT-2C shown in Table 11, and the second compound (compound BD-F) used in the emitting layers EM11 and EM21 of the first and second emitting units was changed to compound BD-C shown in Table 11.

[0708] Comparative Example 2-4 The organic EL element of Comparative Example 2-4 was prepared in the same manner as in Example 2-2, except that the first compound (compound HT-2F) used in the electron blocking layers (organic compound layer OL11 and organic compound layer OL21) of the first and second light-emitting units of Example 2-2 was changed to compound HT-2C shown in Table 11.

[0709]

[0710] As shown in Tables 10 and 11, the organic EL elements according to Examples 2-1 and 2-2 contain deuterated compounds represented by a predetermined structural formula and having a deuteration rate of 1% or more in the organic compound layer OL11, the light-emitting layer EM11, the organic compound layer OL21, and the light-emitting layer EM21. As a result, the exciton tolerance of the organic compound layer OL11, the light-emitting layer EM11, the organic compound layer OL21, and the light-emitting layer EM21 is improved, and the life of the organic EL elements is significantly extended.

[0711] Example 2-3: A substrate for device fabrication 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 substrate for device fabrication, 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).

[0712] (First Light-Emitting Unit) Compound HT-1C and Compound HA were co-deposited to cover the lower electrode (anode) to form a hole injection layer (organic compound layer OL13) with a thickness of 10 nm. The proportion of Compound HT-1C in this hole injection layer (organic compound layer OL13) was 97 mass %, and the proportion of Compound HA was 3 mass %. Compound HT-1C was deposited on the hole injection layer (organic compound layer OL13) to form a first hole transport layer (organic compound layer OL12) with a thickness of 25 nm. Next, Compound HT-2F (first deuterated compound) was deposited on the first hole transport layer to form an electron blocking layer (organic compound layer OL11) with a thickness of 5 nm. On the electron blocking layer, compound BH-A (third deuterated compound) as a host material and compound BD-F (second deuterated compound) as a light-emitting material were co-deposited to form an emitting layer EM11 with a thickness of 19 nm. The proportion of compound BH-A in this emitting layer EM11 was 99 mass %, and the proportion of compound BD-F was 1 mass %. On the emitting layer EM11, compound CGL was deposited to form an electron transport layer with a thickness of 15 nm.

[0713] (Charge Generation Zone) The compound CGL and ytterbium (Yb) were co-deposited on the electron transport layer of the first light-emitting unit to form a first charge generation layer having a thickness of 7.5 nm, in which the proportion of the compound CGL in the first charge generation layer was 97.5% by mass and the proportion of Yb in the first charge generation layer was 2.5% by mass.

[0714] (Second Light-Emitting Unit) On the first charge generation layer in the charge generation zone, the compound HT-1A and the compound HA were co-deposited to form a hole injection layer (organic compound layer OL23) having a thickness of 10 nm. The proportion of the compound HT-1A in this hole injection layer (organic compound layer OL23) was 93 mass %, and the proportion of the compound HA was 7 mass %. The compound HT-1A was deposited on the hole injection layer (organic compound layer OL23) to form a hole transport layer (organic compound layer OL22) having a thickness of 31 nm. Next, the compound HT-2R (first deuterated compound) was deposited on the hole transport layer (organic compound layer OL22) to form an electron blocking layer (organic compound layer OL21) having a thickness of 5 nm. On the electron blocking layer (organic compound layer OL21), compound BH-J as a host material and compound BD-F (second deuterated compound) as a light-emitting material were co-deposited to form an emitting layer EM22 with a thickness of 5 nm. The proportion of compound BH-J in this emitting layer EM22 was 99% by mass, and the proportion of compound BD-F was 1% by mass. On the emitting layer EM22, compound BH-A (third deuterated compound) as a host material and compound BD-F (second deuterated compound) as a light-emitting material were co-deposited to form an emitting layer EM21 with a thickness of 14 nm. The proportion of compound BH-A in this emitting layer EM21 was 99% by mass, and the proportion of compound BD-F was 1% by mass. Compound ET-1A was deposited on the emitting layer EM21 to form a first electron-transporting layer with a thickness of 5 nm. On the first electron transport layer, the compound ET-2A and Liq were co-deposited to form a second electron transport layer with a thickness of 31 nm. The proportion of the compound ET-2A in this second electron transport layer was 50 mass %, and the proportion of Liq was 50 mass %. On the second electron transport layer, ytterbium (Yb) was deposited to form an electron injection layer with a thickness of 1 nm.

[0715] Next, on the electron injection layer of the second light-emitting unit, Mg and Ag were co-deposited at a mixture 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 over the entire upper electrode (cathode) to form a capping layer with a thickness of 65 nm. In this manner, a top-emission organic EL device according to Example 2-3 was fabricated. The device configuration of Example 2-3 is schematically shown as follows: Ag / ITO(10) / HT-1C:HA(10,97%:3%) / HT-1C(25) / HT-2F(5) / BH-A:BD-F(19,99%:1%) / CGL(15) / CGL:Yb(7.5,97.5%:2.5%) / HT-1A:HA(10,93%:7%) / HT-1A(31) / HT-2R(5) / BH-J:BD-F(5,99%:1%) / BH-A:BD-F(14,99%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Yb(1) / Mg:Ag(13,10%:90%) / CAP(65)

[0716] Comparative Example 2-5 The organic EL device of Comparative Example 2-5 was fabricated in the same manner as in Example 2-3, except that, as shown in Table 12, the first compound (compound HT-2F) used in the electron blocking layer (organic compound layer OL11) of the first emitting unit in Example 2-3 was changed to compound HT-2C, the first compound (compound HT-2R) used in the electron blocking layer (organic compound layer OL21) of the second emitting unit was changed to compound HT-2Q, and the second compound (compound BD-F) used in the emitting layer EM11 of the first emitting unit and the emitting layers EM21 and EM22 of the second emitting unit was changed to compound BD-C shown in Table 12.

[0717] Example 2-4 The organic EL device of Example 2-4 was fabricated in the same manner as in Example 2-3, except that the compound HT-1C used in the hole injection layer (organic compound layer OL13) and the first hole transport layer (organic compound layer OL12) of the first light-emitting unit of Example 2-3 was changed to the compound HT-1B, the first compound (compound HT-2F) used in the electron blocking layer (organic compound layer OL11) was changed to the compound HT-2J, and the third compound (compound BH-A) used in the light-emitting layer EM11 of the first light-emitting unit was changed to the compound BH-F, as shown in Table 12. The device configuration of the organic EL device of Example 2-4 is schematically shown as follows. Ag / ITO(10) / HT-1B:HA(10,97%:3%) / HT-1B(25) / HT-2J(5) / BH-F:BD-F(19,99%:1%) / CGL(15) / CGL:Yb(7.5,97.5%:2.5%) / HT-1A:HA(10,93%:7%) / HT-1A(31) / HT-2R(5) / BH-J:BD-F(5,99%:1%) / BH-A:BD-F(14,99%:1%) / ET-1A(5) / ET-2A:Liq(31,50%:50%) / Yb(1) / Mg:Ag(13,10%:90%) / CAP(65)

[0718] Comparative Example 2-6 The organic EL device of Comparative Example 2-6 was fabricated in the same manner as in Example 2-4, except that, as shown in Table 12, the first compound (compound HT-2J) used in the electron blocking layer (organic compound layer OL11) of the first emitting unit in Example 2-4 was changed to compound HT-2I, the first compound (compound HT-2R) used in the electron blocking layer (organic compound layer OL21) of the second emitting unit was changed to compound HT-2Q, and the second compound (compound BD-F) used in the emitting layer EM11 of the first emitting unit and the emitting layers EM21 and EM22 of the second emitting unit was changed to compound BD-C shown in Table 12.

[0719]

[0720] As shown in Table 12, the organic EL elements according to Examples 2-3 and 2-4 contain deuterated compounds represented by a predetermined structural formula and having a deuteration rate of 1% or more in the organic compound layer OL11, the light-emitting layer EM11, the organic compound layer OL21, the light-emitting layer EM21, and the light-emitting layer EM22. As a result, the exciton tolerance of the organic compound layer OL11, the light-emitting layer EM11, the organic compound layer OL21, the light-emitting layer EM21, and the light-emitting layer EM22 is improved, and the life of the organic EL elements is significantly extended.

[0721] <Evaluation of Organic EL Devices (2)> The following evaluations were carried out on the prepared organic EL devices. The evaluation results are shown in Tables 10 to 12. The deuteration ratio R of the compounds used in the electron blocking layer and the emitting layer of each example was also shown. Ｄ are also shown in Tables 10 to 12.

[0722] (Driving Voltage) The driving voltage was measured in the same manner as described in <Evaluation of Organic EL Device (1)> above.

[0723] (External Quantum Efficiency EQE) As described above in <Evaluation of Organic EL Device (1)>, the external quantum efficiency EQE and the maximum peak wavelength λ ＥＬ The maximum peak wavelength λ of the organic EL elements according to Examples 2-1 to 2-4 and Comparative Examples 2-1 to 2-6 was measured. ＥＬ was 459 nm.

[0724] (Lifespan LT95) The organic EL element thus fabricated was subjected to a current density of 15 mA / cm ２ A voltage was applied so that the voltage was such that the voltage was 0.01 V, and the time required for the luminance to reach 95% of the initial luminance (LT95 (unit: hour)) was measured as the lifetime. The luminance was measured in the same manner as described in <Evaluation of Organic EL Device (1)> above.

[0725] <Evaluation of Compound> Deuteration rate R of compound Ｄ is the number of deuterium atoms in the molecule of the compound, N Ｄ and the number of hydrogen atoms in the molecule of the compound, N Ｈ and the number N of all hydrogen atoms in the molecule of the compound. Ａ (=N Ｄ +N Ｈ ) and the deuteration rate R of each compound was calculated using the following formula (Formula 10). Ｄare shown in Tables 1 to 12 and are also summarized in Table 13. Ｄ = (N Ｄ / N Ａ ) x 100 ... (Number 10)

[0726]

[0727] <Synthesis Examples> Examples of synthesis of deuterated compounds are shown below.

[0728] (Synthesis Example 1) Compound HT-2D was synthesized by the method of "Synthesis Example 7" described in WO2022 / 071350 A1.

[0729] Synthesis Example 2 Compound HT-2F was synthesized by the method of "Synthesis Example 11" described in WO2023 / 120714 A1.

[0730] Synthesis Example 3 Compound HT-2J was synthesized by the following method: First, intermediate A-1 was synthesized.

[0731]

[0732] Under an argon atmosphere, a mixture of 12.05 g (35.0 mmol) of 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]naphtho[2,1-d]furan, 6.84 g (35.0 mmol) of 5-bromo-6-chlorobenzene-1,2,3,4-d4, 0.857 g (1.05 mmol) of [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct, 52.5 mL (105 mmol) of 2 M aqueous sodium carbonate, and 175 mL of DME was refluxed at the boiling point for 6 hours. The reaction solution was cooled to room temperature and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain 10.7 g of a white solid. Mass spectrometry analysis of this white solid indicated that it was Intermediate A-1, with a molecular weight of 332.82 and an m / e of 334. The yield of intermediate A-1 was 92%. DME is an abbreviation for 1,2-dimethoxyethane.

[0733]

[0734] Subsequently, under an argon atmosphere, 10.7 g (32.3 mmol) of Intermediate A-1, 12.6 g (29.3 mmol) of Intermediate C-1 (4-(2-naphthalenyl)-N-[4-(2-naphthalenyl)phenyl-2,3,5,6-d]-benzene-2,3,5,6-damine), tris(dibenzylideneacetone)dipalladium(0) (Pd ２ (dba) ３ A mixture of 0.537 g (0.20 mmol) of methyl 2-methylpropanol (H2O), 0.963 g (2.35 mmol) of Sphos, 4.23 g (44.0 mmol) of sodium t-butoxide, and 293 mL of xylene was stirred at 130°C for 7 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography and recrystallization to obtain 19.5 g of a white solid. Mass spectrometry analysis of the resulting white solid identified it as compound HT-2J, with a molecular weight of 725.95 and an m / e ratio of 726. The yield of compound HT-2J was 91%. Sphos is an abbreviation for 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl.

[0735] Synthesis Example 4 Compound HT-2E was synthesized in the same manner as in Synthesis Example 3, except that intermediate C-1 in Synthesis Example 3 was changed to the following intermediate D-1. Mass spectrometry analysis of the white solid obtained by this synthesis showed that it was compound HT-2E, with a molecular weight of 701.93 and an m / e of 702. The yield of compound HT-2E was 88%.

[0736]

[0737] Synthesis Example 5 Compound HT-2H was synthesized by the following method: First, intermediate B-1 was synthesized.

[0738]

[0739] Under an argon atmosphere, a mixture of 1.83 g (10.0 mmol) of 1-dibenzofuranamine, 3.27 g (10.0 mmol) of 4-(4-bromophenyl-2,3,5,6-d4)-dibenzofuran, 0.183 g (0.20 mmol) of tris(dibenzylideneacetone)dipalladium(0), 0.249 g (0.40 mmol) of BINAP, 1.35 g (14.0 mmol) of sodium t-butoxide, and 66 mL of toluene was refluxed at the boiling point for 7 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography and recrystallization to obtain 3.26 g of a white solid. Mass spectrometry analysis of this white solid indicated that it was Intermediate B-1, with a molecular weight of 429.51 and an m / e of 430. The yield of Intermediate B-1 was 76%.

[0740]

[0741] Compound HT-2H was synthesized in the same manner as in Synthesis Example 3, except that Intermediate A-1 in Synthesis Example 3 was changed to Intermediate E-1 and Intermediate C-1 was changed to Intermediate B-1. Mass spectrometry analysis of the white solid obtained by this synthesis showed that it was Compound HT-2H, with a molecular weight of 711.89 and an m / e of 712. The yield of Compound HT-2H was 75%.

[0742] (Synthesis Example 6) Compound BH-A was synthesized by the method of "Synthesis Example 2" described in WO2021 / 210305 A1.

[0743] (Synthesis Example 7) Compound BH-B was synthesized in the same manner as in "Synthesis Example 15" described in WO2022 / 050656 A1.

[0744] (Synthesis Example 8) Compound BH-C was synthesized in the same manner as in "Synthesis Example 6" described in KR10-2021-0067267 A1.

[0745] (Synthesis Example 9) Compound BH-D was synthesized in the same manner as in "Synthesis Example 9" described in WO2020 / 075784 A1.

[0746] (Synthesis Example 10) Compound BH-E was synthesized in the same manner as in "Synthesis Example 8" described in WO2020 / 075763 A1.

[0747] (Synthesis Example 11) Compound BD-D was synthesized by referring to "Synthesis Example (2)" described in US2019 / 0229277 A1, except that the intermediate was changed to an intermediate containing deuterium.

[0748] Synthesis Example 12 Compound BD-F was synthesized by changing the intermediate described in "Synthesis Example 2" described in WO2023 / 128521 A1 to an intermediate containing deuterium.

[0749] Synthesis Example 13 Compound HT-2P was synthesized in the same manner as in Synthesis Example 3, except that intermediate A-1 in Synthesis Example 3 was changed to the following intermediate F-1. Mass spectrometry analysis of the white solid obtained by this synthesis showed that it was compound HT-2P, with a molecular weight of 681.91 and an m / e of 682. The yield of compound HT-2P was 61%.

[0750]

[0751] Synthesis Example 14 Compound HT-2R was synthesized by the method of "Synthesis Example 11" described in WO2022 / 009999 A2.

[0752] Synthesis Example 15 Compound BD-H was synthesized by the following method: First, intermediate M1 was synthesized.

[0753]

[0754] 2,6-Dimethyl-N-phenylaniline (CAS: 4058-04-2) (10.8 g, 52.8 mmol), 1-bromo-4-chloro-2-iodobenzene (CAS: 148836-41-3) (18.1 g, 57.1 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.45 g, 3 mol%), tri-tert-butylphosphonium tetrafluoroborate (1.84 g, 12 mol%), and sodium tert-butoxide (17.8 g, 185 mmol) were mixed, and toluene (130 mL) was added. The mixture was heated at 80°C for 1 hour under a nitrogen atmosphere. The mixture was then heated at boiling point reflux for 17 hours. The reaction mixture was then cooled to room temperature, washed with water, then washed with saturated aqueous sodium chloride, dehydrated with magnesium sulfate, and filtered through a silica pad while washing with toluene. The solvent was removed under reduced pressure and the resulting mixture was used directly in the next reaction. The yield of intermediate M1 was 67%.

[0755]

[0756] Next, intermediate M2 was synthesized. Intermediate M1 (17.7 g, 46.8 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.858 g, 2 mol%), [1,1'-biphenyl]-2-yldicyclohexylphosphine (0.788 g, 5 mol%), and tetrahydrofuran (220 mL) were mixed and stirred at room temperature. Next, 1 M lithium bis(trimethylsilyl)amide toluene solution (94 mL) was added dropwise, and the mixture was heated at 70°C for 3 hours. After the reaction mixture was cooled to room temperature, 10% aqueous ammonium chloride solution was added. Next, toluene (130 mL) was added to the reaction mixture, and the reaction mixture was washed with water, then with saturated aqueous sodium chloride, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the crude product was purified by column chromatography using hexane / toluene (1:2) as an eluent to obtain intermediate M2 (12.59 g) as a colorless oil. The yield of intermediate M2 was 57%. This oil was identified by ESI-MS (electrospray ionization mass spectrometry). The results are as follows: ESI-MS: C ２０ H １８ N２ Calculated value = 286, Measured value = 286(M+1)

[0757]

[0758] Next, intermediate M3-1 was synthesized. 2-Bromo-5-tert-butyl-1,3-dimethylbenzene (CAS: 5345-05-1) (39.2 g, 163 mmol) and DMSO-d6 (205 g, 2.438 mol) were mixed, and then potassium tert-butoxide (9.12 g, 81 mmol) was added. The mixture was heated at 50°C for 24 hours and then cooled to room temperature. ２ After quenching with O, the reaction mixture was diluted with heptane, washed with water and saturated aqueous sodium chloride solution, and dried over magnesium sulfate. After drying, the solvent was removed under reduced pressure to obtain intermediate M3-1 (36.9 g) as a colorless oil. The yield of intermediate M3-1 was 92%. This intermediate M3-1 was used directly in the next reaction without further purification.

[0759]

[0760] Next, intermediate M3 was synthesized. Intermediate M2 (19.0 g, 69.7 mmol), intermediate M3-1 (2-bromo-5-tert-butyl-1,3-di(methyl-d3)benzene) (17.2 g, 69.7 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.21 g, 1.33 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (1.54 g, 2.65 mmol), and sodium tert-butoxide (10.2 g, 106 mmol) were mixed, and toluene (300 mL) was added. The mixture was refluxed at the boiling point for 18 hours under a nitrogen atmosphere. The reaction mixture was then cooled to room temperature, washed with water, then washed with a saturated aqueous sodium chloride solution, dehydrated with magnesium sulfate, and filtered through a silica pad while washing with toluene. The solvent was removed under reduced pressure, and the crude product was purified by column chromatography using hexane / toluene as an eluent to obtain intermediate M3 (2.07 g) as a white solid. The yield of intermediate M3 was 77%. The white solid was identified by ESI-MS. The results are as follows: ESI-MS: C ３２ H ２８ D ６ N ２ Calculated value = 452, Measured value = 453 (M + 1)

[0761]

[0762] Next, intermediate M4 was synthesized. Intermediate M3 (26.8 g, 59.1 mmol), intermediate M1-3 (28.3 g, 56.3 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.03 g, 1.13 mmol), tri-tert-butylphosphonium tetrafluoroborate (1.31 g, 4.51 mmol), and sodium tert-butoxide (11.4 g, 118 mmol) were mixed, and toluene (500 mL) was added. The mixture was heated at 90°C for 1 hour under a nitrogen atmosphere. The reaction mixture was then cooled to room temperature, washed with water, then with saturated aqueous sodium chloride, dehydrated with magnesium sulfate, and filtered through a silica pad while washing with toluene. The solvent was removed under reduced pressure, and the crude product was triturated with methanol to obtain intermediate M4 (34.6 g) as a white solid. The yield of intermediate M4 was 70%. This white solid was identified by ESI-MS. The results are as follows: ESI-MS: C ６０ H ６０ D ６ ClN ３ Calculated value = 869, Measured value = 870 (M + 1)

[0763]

[0764] Next, intermediate M5 was synthesized. First, intermediate M4 (34.6 g, 39.7 mmol) dissolved in tert-butylbenzene (350 mL) was mixed with DMSO-d6 (87 g, 1.03 mol), followed by further mixing with potassium tert-butoxide (17.8 g, 159 mmol). DMSO is the abbreviation for dimethyl sulfoxide. The reaction mixture was heated at 50°C for 24 hours and then cooled to room temperature. DMSO was added to the reaction mixture. ２After quenching with O, the reaction mixture was diluted with ethyl acetate, washed with water, then washed with saturated aqueous sodium chloride, dried over magnesium sulfate, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using hexane / dichloromethane as an eluent (dichloromethane gradient: 0-100%) to obtain Intermediate M5 (35.4 g) as a white solid. The yield of Intermediate M5 was 100%. The white solid was identified by ESI-MS. The results are as follows: ESI-MS: C ６０ H ４８ D １８ ClN ３ Calculated value = 881, Measured value = 882 (M + 1)

[0765]

[0766] Next, intermediate M6 was synthesized. Under a nitrogen atmosphere, intermediate M5 (35.0 g, 39.6 mmol) and tert-butylbenzene (340 mL) were mixed, and sodium iodide (35.7 g, 238 mmol) and boron tribromide (39.8 g, 159 mmol) were added in that order, followed by heating at 110° C. for 12 hours. The reaction mixture was cooled to room temperature and ２ After adding 200 mL of O, the reaction mixture was stirred for 1 hour. Toluene (200 mL) and saturated aqueous sodium bicarbonate solution (400 mL) were then added, and the reaction mixture was stirred for another hour. After removing the aqueous layer, the organic layer was washed with water, followed by a saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The dried solution was filtered through a silica pad, washing with toluene, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using toluene as an eluent to obtain intermediate M6 (13.0 g) as a yellow solid. The yield of intermediate M6 was 37%. This yellow solid was identified by ESI-MS. The results are as follows: ESI-MS: C ６０ H ４５ D １８ BClN ３ Calculated value = 889, Measured value = 890 (M + 1)

[0767]

[0768] Next, compound BD-H was synthesized. Intermediate M6 (1.00 g, 0.838 mmol), dibenzo[b,d]furan-4-ylboronic acid (CAS: 100124-06-9) (0.357 g, 1.68 mmol), palladium(II) acetate (13 mg, 0.060 mmol), dicyclohexyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-3-yl)phosphane (54 mg, 0.112 mmol), cesium carbonate (0.549 g, 1.68 mmol), toluene (5 mL), ethanol (3 mL), and water (3 mL) were mixed and heated at 90°C for 16 hours under a nitrogen atmosphere. The reaction mixture was rapidly cooled to room temperature, washed with water, followed by a saturated aqueous sodium chloride solution, and then dehydrated over magnesium sulfate. The dehydrated solution was filtered through a silica pad, washing with toluene, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using hexane / dichloromethane (8:1 ratio) as an eluent to obtain compound BD-H (0.880 g) as a yellow solid. The yield of compound BD-H was 80%. This yellow solid was identified by ESI-MS. The results are as follows: ESI-MS: C ７２ H ５２ D １８ BN ３ Calculated O = 1021, Measured O = 1022 (M+1)

[0769] Synthesis Example 16 The intermediate M1-3 used in Synthesis Example 15 was synthesized by the following method: First, the intermediate M1-2 was synthesized.

[0770]

[0771] 3-(tert-butyl)aniline (CAS: 5369-19-7) (20.0 g, 131 mmol), 2-bromo-5-chloro-1,3-dimethylbenzene (CAS: 103724-99-8) (30.3 g, 135 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.86 g, 1.5 mol%), 2,2'-bis(diphenylphosphino)-1,1'-binaphthalene (2.50 g, 3 mol%), and sodium tert-butoxide (26.0 g, 263 mmol) were mixed, toluene (600 mL) was added, and the reaction mixture was heated in an oil bath at 95°C under a nitrogen atmosphere for 18 hours. The reaction mixture was then cooled to room temperature, washed with water, then with saturated aqueous sodium chloride, and dehydrated over magnesium sulfate. After drying, the solution was filtered through a silica pad, washing with toluene. The solvent was removed under reduced pressure. The crude product was dissolved in a minimum amount of toluene and ethanol and sonicated until a precipitate formed. The precipitate was collected by filtration and washed with ethanol to give intermediate M1-2 (8.61 g) as a beige solid. The yield of intermediate M1-2 was 23%. The beige solid was identified by ESI-MS. The results are as follows: ESI-MS: C １８ H ２２ Calculated for ClN = 287, Found = 288 (M+1)

[0772]

[0773] Next, intermediate M1-3 was synthesized. Intermediate M1-2 (36.0 g, 125 mmol), 1-bromo-3-(1,1-dimethylethyl)-5-iodobenzene (CAS: 186772-43-0) (50.9 g, 150 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.842 g, 3.75 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (4.34 g, 7.50 mmol), and sodium tert-butoxide (24.0 g, 250 mmol) were mixed, and toluene (420 mL) was added. The reaction mixture was heated at 120°C for 18 hours under a nitrogen atmosphere. The reaction mixture was then cooled to room temperature, washed with water, then with a saturated aqueous sodium chloride solution, dehydrated with magnesium sulfate, and filtered through a silica pad while washing with toluene. The solvent was removed under reduced pressure. The crude product was recrystallized from 2-propanol and filtered to obtain intermediate M1-3 (56.8 g) as a beige solid. The yield of intermediate M1-3 was 91%. This beige solid was identified by ESI-MS. The results are as follows: ESI-MS: C ２８ H ３３ Calculated for BrClN = 497, Found = 498 (M+1)

[0774] Reference Signs List 1, 100, 100B... organic EL element, 3, 30... anode, 4, 40... cathode, 5... light-emitting zone, 6... hole-transport zone, 10, 10A, 10B... organic layer, 50... light-emitting layer, 110, 110B... first light-emitting unit, 120, 120B... second light-emitting unit, 510, 510B... first light-emitting zone, 511... light-emitting layer (light-emitting layer EM11), 512... light-emitting layer (light-emitting layer EM12), 520, 520B... second light-emitting zone, 521... light-emitting layer (light-emitting layer EM21), 522 ...light-emitting layer (light-emitting layer EM22), 610...first hole-transporting region, 611...electron blocking layer (organic compound layer OL11), 612...hole-transporting layer (organic compound layer OL12), 613...hole-injecting layer (organic compound layer OL13), 620...second hole-transporting region, 621...electron blocking layer (organic compound layer OL21), 622...hole-transporting layer (organic compound layer OL22), 623...hole-injecting layer (organic compound layer OL23), 810...charge-generating region, 811...first charge-generating layer.

Claims

1. A light-emitting device comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode and including a light-emitting band, the organic layer comprising a first layer containing a first compound represented by the following formula (1) and a second layer containing a second compound represented by the following formula (2), the first layer and the second layer being different layers, the first compound comprising a first deuterated compound represented by the following formula (1) and having one or more deuterium atoms in a molecule, and a deuteration ratio R of the first deuterated compound being: Ｄ is 1% or more, the second compound is a compound represented by the following formula (2) and includes a second deuterated compound having one or more deuterium atoms in a molecule, and the deuteration ratio R of the second deuterated compound is Ｄ An organic electroluminescence element, wherein the deuteration ratio R of the compound is 1% or more. 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 by the following formula (Formula 10). Ｄ = (N Ｄ / N Ａ ) x 100 ... (number 10) (In the above formula (1), L １１ , L １２ and L １３ 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, 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 １２１ ) (R １２２ ) (R １２３ ) is a group represented by R １２１ , R １２２ and R １２３ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R １２１ When there are multiple R １２１ are the same or different from each other, R １２２ When there are multiple R １２２ are the same or different from each other, R １２３ When there are multiple R １２３ are the same or different from each other.) (In the formula (2), the Ax ring, the Bx ring, and the Cx ring 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; R ２０１ and R ２０２ each independently represents: R which is bonded to the Ax ring, Bx ring, or Cx ring to form a substituted or unsubstituted monocycle, R which is bonded to the Ax ring, Bx ring, or Cx ring to form a substituted or unsubstituted fused ring, or R which is not bonded to the Ax ring, Bx ring, or Cx ring to form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring. ２０１ and R ２０２ 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 ２５ 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, ２５ 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 ２５ When there are multiple R ２５ are the same or different from each other.) 2. A in the above formula (1) １ , B １ and C １ each independently represents a group represented by any one of the formulae (1A), (1B), (1C), (1D), (1E) and (1F) below: The organic electroluminescence device according to claim 1 : (In the above formula (1A), *11 represents L １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ When m=0 and n=1, *12 is a bond position to L １１ , L １２ Or L １３ When m=1 and n=0, R １０１ ~R １０５ One selected from is a single bond bonded to *13. (In the above formula (1B), *14 represents L １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ 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) Ra and Rb which are not single bonds bonded to *a and *b, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring; and one selected from the group consisting of R a and R b which are not single bonds bonded to *a and *b, is 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 １１ , L １２ Or L １３ 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, 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 １１ , L １２ Or L １３ 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.) 3. The organic electroluminescence element according to claim 1 or 2, wherein the second compound is a compound represented by the following formula (21) or (22): (In the formula (21), R ２０１ and R ２２１ With R ２２１ ~R ２２３ A set of two or more adjacent ２２３ and R ２０２ With R ２０２ and R ２２４ With R ２２４ ~R ２２７ A set of two or more adjacent ２２７ and R ２２８ With R ２２８ ~R ２３１ A pair of two or more adjacent ２３１ and R ２０１ 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. ２０１ and R ２０２ are R in the formula (2), ２０１ and R ２０２ In the formula (22), Xa is O, S, Se, C(R ２０３ ) (R ２０４ ), or N(R ２０５ ) and R ２０１ and R ２２１ With R ２２１ ~R ２２３ A set of two or more adjacent ２２３ and R ２０２ With R ２０２ and R ２２４ With R ２２４ ~R ２２７ A pair of two or more adjacent ２３７ ~R ２４０ 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, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring. ２０１ and R ２０２ each independently represents R in formula (2) ２０１ and R ２０２ In the formula (21) or (22), R ２０３ , R ２０４ and R ２０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. ２２１ , R ２２２ , R ２２３ , R ２２４ , R ２２５ , R ２２６ , R ２２７ , R ２２８ , R ２２９ , R ２３０ , R ２３１ , R ２３７ , R ２３８ , R ２３９ and R ２４０ each independently 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 ) 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, R ９０２ When there are multiple R ９０２ are the same or different, R ９０３ When there are multiple R ９０３ are the same or different, R ９０４ When there are multiple R ９０４ are the same or different, R ９０５ When there are multiple R ９０５ are the same or different, R ９０６ When there are multiple R ９０６ are the same or different, R ９０７ When there are multiple R ９０７ are the same or different from each other.) 4. The organic electroluminescence device according to claim 1, wherein a hole transporting zone is disposed between the anode and the light emitting zone, the hole transporting zone including the first layer.

5. The organic electroluminescence device according to claim 4, wherein the hole transport zone further comprises a third layer and a fourth layer, the third layer being disposed between the anode and the first layer, and the fourth layer being disposed between the anode and the third layer.

6. The organic electroluminescence element according to any one of claims 1 to 5, wherein the first layer contains 15 mass % or more of the first deuterated compound.

7. The deuteration ratio R of the first deuterated compound Ｄ The organic electroluminescence device according to claim 1 , wherein the ratio of the first charge to the second charge is 5% or more.

8. The organic electroluminescence device according to claim 1, wherein the light-emitting zone includes the second layer.

9. The organic electroluminescence element according to any one of claims 1 to 8, wherein the second layer contains 1 mass % or more of the second deuterated compound.

10. The second layer contains a third deuterated compound represented by the following formula (3) and having one or more deuterium atoms in the molecule, and the deuteration rate R of the third deuterated compound is Ｄ The organic electroluminescence device according to claim 1 , wherein the content of the ZnO in the organic electroluminescence layer is 1% or more. (In the above formula (3), R ３１ ~R ３８ 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 ) 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, ３１ and L ３２ 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; ３１ and Ar ３２ each independently 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; R ９０１ ~R ９０７ and R ８０１ ~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, R ９０２ When there are multiple R ９０２ are the same or different, R ９０３ When there are multiple R ９０３ are the same or different, R ９０４ When there are multiple R ９０４ are the same or different, R ９０５ When there are multiple R ９０５ are the same or different, R ９０６ When there are multiple R ９０６ are the same or different, R ９０７ When there are multiple R ９０７ are the same or different, R ８０１ When there are multiple R ８０１ are the same or different, R ８０２ When there are multiple R ８０２ are the same or different from each other.) 11. The organic electroluminescence device according to claim 10, wherein the second layer contains 20% by mass or more of the third deuterated compound.

12. The organic electroluminescence element according to any one of claims 1 to 11, wherein the first layer and the second layer are in direct contact with each other.

13. An organic electroluminescence element, the organic electroluminescence element having an anode, a cathode, two or more light-emitting units disposed between the anode and the cathode, and a charge generation zone disposed between each of the light-emitting units, the two or more light-emitting units including at least a first light-emitting unit and a second light-emitting unit, the charge generation zone including at least a first charge generation layer disposed between the first light-emitting unit and the second light-emitting unit, the first light-emitting unit, the first charge generation layer, and the second light-emitting unit being disposed in this order from the anode side toward the cathode side, the first light-emitting unit including a first hole transport zone and a first light-emitting zone, the first hole transport zone being disposed between the anode and the first light-emitting zone, the first hole transport zone including an organic compound layer OL11, and the first light-emitting zone including a light-emitting layer EM11, The second light-emitting unit includes a second hole transporting zone and a second light-emitting zone, the second hole transporting zone is disposed between the first charge generating layer and the second light-emitting zone, the second hole transporting zone includes an organic compound layer OL21, and the second light-emitting zone includes an emitting layer EM21, and one or both of the following conditions (TDM1) and (TDM2) are satisfied. ([Condition (TDM1): The organic compound layer OL11 has a deuteration rate R Ｄ The light-emitting layer EM11 contains a first deuterated amine compound having a deuteration ratio R Ｄ [Condition (TDM2): The organic compound layer OL21 contains a first deuterated light-emitting compound having a deuteration rate R Ｄ The light-emitting layer EM21 contains a second deuterated amine compound having a deuteration ratio R Ｄ The compound contains a second deuterated light-emitting compound having a deuteration ratio R 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 by the following formula (Formula 10). Ｄ = (N Ｄ / N Ａ ) x 100 ... (number 10) 14. The organic electroluminescence element according to claim 13, wherein the organic compound layer OL11 is in direct contact with the first light-emitting band.

15. The organic electroluminescence element according to claim 13 or 14, wherein the organic compound layer OL21 is in direct contact with the second light-emitting band.

16. The deuteration ratio R of one or both of the first deuterated amine compound and the second deuterated amine compound. Ｄ The organic electroluminescence device according to claim 13 , wherein the content of the ZnO in the organic electroluminescence layer is 5% or more.

17. An organic electroluminescent element as described in any one of claims 13 to 16, wherein the first hole transport zone further includes at least an organic compound layer OL12 and an organic compound layer OL13, the organic compound layer OL12 being disposed between the anode and the organic compound layer OL11, and the organic compound layer OL13 being disposed between the anode and the organic compound layer OL12.

18. An organic electroluminescent element as described in any one of claims 13 to 17, wherein the second hole transport zone further includes at least an organic compound layer OL22 and an organic compound layer OL23, the organic compound layer OL22 being disposed between the first charge generation layer and the organic compound layer OL21, and the organic compound layer OL23 being disposed between the first charge generation layer and the organic compound layer OL22.

19. An organic electroluminescence element according to any one of claims 13 to 18, wherein the first emission band further includes at least an emission layer EM12.

20. An organic electroluminescence element according to any one of claims 13 to 19, wherein the second emission band further includes at least an emission layer EM22.

21. The organic electroluminescence element according to claim 13, which satisfies both of the conditions (TDM1) and (TDM2).

22. An organic electroluminescence device according to any one of claims 13 to 21, wherein one or both of the first deuterated light-emitting compound and the second deuterated light-emitting compound are compounds represented by the following formula (2): (In the formula (2), the Ax ring, the Bx ring, and the Cx ring 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; R ２０１ and R ２０２ each independently represents: R which is bonded to the Ax ring, Bx ring, or Cx ring to form a substituted or unsubstituted monocycle, R which is bonded to the Ax ring, Bx ring, or Cx ring to form a substituted or unsubstituted fused ring, or R which is not bonded to the Ax ring, Bx ring, or Cx ring to form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring. ２０１ and R ２０２ 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 ２５ 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, ２５ 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 ２５ When there are multiple R ２５ are the same or different from each other.) 23. The organic electroluminescence device according to claim 22, wherein one or both of the first deuterated light-emitting compound and the second deuterated light-emitting compound are compounds represented by the following formula (21) or (22): (In the formula (21), R ２０１ and R ２２１ With R ２２１ ~R ２２３ A set of two or more adjacent ２２３ and R ２０２ With R ２０２ and R ２２４ With R ２２４ ~R ２２７ A set of two or more adjacent ２２７ and R ２２８ With R ２２８ ~R ２３１ A pair of two or more adjacent ２３１ and R ２０１ 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. ２０１ and R ２０２ are R in the formula (2), ２０１ and R ２０２ In the formula (22), Xa is O, S, Se, C(R ２０３ ) (R ２０４ ), or N(R ２０５ ) and R ２０１ and R ２２１ With R ２２１ ~R ２２３ A set of two or more adjacent ２２３ and R ２０２ With R ２０２ and R ２２４ With R ２２４ ~R ２２７ A pair of two or more adjacent ２３７ ~R ２４０ 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, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring. ２０１ and R ２０２ each independently represents R in formula (2) ２０１ and R ２０２ In the formula (21) or (22), R ２０３ , R ２０４ and R ２０５ and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. ２２１ , R ２２２ , R ２２３ , R ２２４ , R ２２５ , R ２２６ , R ２２７ , R ２２８ , R ２２９ , R ２３０ , R ２３１ , R ２３７ , R ２３８ , R ２３９ and R ２４０ each independently 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 ) 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, R ９０２ When there are multiple R ９０２ are the same or different, R ９０３ When there are multiple R ９０３ are the same or different, R ９０４ When there are multiple R ９０４ are the same or different, R ９０５ When there are multiple R ９０５ are the same or different, R ９０６ When there are multiple R ９０６ are the same or different, R ９０７ When there are multiple R ９０７ are the same or different from each other.) 24. An organic electroluminescence element according to any one of claims 13 to 23, wherein one or both of the first deuterated amine compound and the second deuterated amine compound are compounds represented by the following formula (1): (In the above formula (1), L １１ , L １２ and L １３ 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, 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 １２１ ) (R １２２ ) (R １２３ ) is a group represented by R １２１ , R １２２ and R １２３ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R １２１ When there are multiple R １２１ are the same or different from each other, R １２２ When there are multiple R １２２ are the same or different from each other, R １２３ When there are multiple R １２３ are the same or different from each other.) 25. A in the above formula (1) 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 １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ When m=0 and n=1, *12 is a bond position to L １１ , L １２ Or L １３ When m=1 and n=0, R １０１ ~R １０５ One selected from is a single bond bonded to *13. (In the above formula (1B), *14 represents L １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ 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 １１ , L １２ Or L １３ 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) Ra and Rb which are not single bonds bonded to *a and *b, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring; and one selected from the group consisting of R a and R b which are not single bonds bonded to *a and *b, is 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 １１ , L １２ Or L １３ 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, 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 １１ , L １２ Or L １３ 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.) 26. One or both of the light-emitting layer EM11 and the light-emitting layer EM21 are represented by the following formula (3) and have a deuteration rate R Ｄ The organic electroluminescence device according to claim 13 , wherein the organic electroluminescence device contains 1% or more of a deuterated anthracene compound. (In the above formula (3), R ３１ ~R ３８ 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 ) 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, ３１ and L ３２ 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; ３１ and Ar ３２ each independently 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; R ９０１ ~R ９０７ and R ８０１ ~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, R ９０２ When there are multiple R ９０２ are the same or different, R ９０３ When there are multiple R ９０３ are the same or different, R ９０４ When there are multiple R ９０４ are the same or different, R ９０５ When there are multiple R ９０５ are the same or different, R ９０６ When there are multiple R ９０６ are the same or different, R ９０７ When there are multiple R ９０７ are the same or different, R ８０１ When there are multiple R ８０１ are the same or different, R ８０２ When there are multiple R ８０２ are the same or different from each other.) 27. An electronic device equipped with the organic electroluminescence element according to any one of claims 1 to 26.

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