Organic electroluminescent element and electronic apparatus

Abstract

To provide an organic EL element improved in luminous efficiency.SOLUTION: A light emitting zone 5 in an organic EL element 1 includes a first light emitting layer 51 containing a first host material and a second light emitting layer 52 containing a second host material. The first host material is a specific first compound, and the first host material and the second host material are different from each other. A film thickness ratio TCA / TAN is 0.3 or more and 1.5 or less, where TAN is the film thickness of a layer disposed on the anode 3 side and TCA is the film thickness of a layer disposed on the cathode 4 side, in the first light emitting layer 51 and the second light emitting layer 52. The organic EL element 1 includes at least one of the following structures i and ii. The structure i: the anode 3 is a light reflective electrode that exhibits light reflectivity, and the cathode 4 is a light transmissive electrode that exhibits light transmissivity. The structure ii: a color conversion section is disposed on the light extraction side of the organic EL element 1.SELECTED DRAWING: Figure 1

Description

[Technical Field]

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

[0002] Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are used in full-color displays such as those for 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. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons at a rate of 75%. In order to improve the performance of organic EL devices, for example, Patent Documents 1 and 2 discuss stacking a plurality of light-emitting layers and compounds (e.g., pyrene compounds) used in the stacked light-emitting layers. Furthermore, Patent Document 3 describes a phenomenon in which a singlet exciton is generated by the collision fusion of two triplet excitons (hereinafter, this phenomenon may be referred to as the triplet-triplet fusion (TTF) phenomenon) in order to improve the performance of organic EL devices. The performance of an organic EL element includes, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Publication No. 2019-161218 [Patent Document 2] International Publication No. 2021 / 049663 [Patent Document 3] International Publication No. 2010 / 134350 Summary of the Invention [Problem to be solved by the invention]

[0004] When a pyrene compound is used as a host material in a stacked light-emitting layer, the emission wavelength of the light emitted from the light-emitting layer may become longer or the emission half-width may increase, resulting in chromaticity deviation. This chromaticity deviation weakens the interference of the light emitted from each light-emitting layer, resulting in a decrease in luminous efficiency. Therefore, there has been a demand for improving the luminous efficiency of organic EL devices with stacked light-emitting layers.

[0005] An object of the present invention is to provide an organic electroluminescence element with improved luminous efficiency, and to provide an electronic device incorporating the organic electroluminescence element. [Means for solving the problem]

[0006] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising: a substrate; an anode; a cathode; and an emission zone disposed between the anode and the cathode, wherein the substrate, the anode, the emission zone, and the cathode are disposed in this order; the emission zone includes a first emission layer and a second emission layer; the first emission layer contains a first host material, and the first host material is a first compound represented by the following general formula (1); the second emission layer contains a second host material, and the first host material and the second host material are different from each other; AN and the thickness T of the layer disposed on the cathode side CA The film thickness ratio T CA / T AN is 0.3 or more and 1.5 or less, and the organic electroluminescence element has at least one of the following configurations (i) and (ii):

[0007] Configuration (i): The anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transmittance.

[0008] Configuration (ii): A color conversion section is disposed on the light extraction side of the organic electroluminescence element.

[0009] [ka]

[0010] (In the general formula (1), R1 to R5 and Ra are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, The four Ra ​​may be identical or different from one another, L1 is Single bond a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 20 ring atoms, Ar1 is a group represented by the general formula (11), (12), or (13), In the general formulas (11), (12) and (13), X1 is an oxygen atom, a sulfur atom, or C(Rb1)(Rb2), The pair consisting of Rb1 and Rb2 is joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 101 ~R 110 , R 111 ~R 120 , R 121 ~R 130、 and Rb1 and Rb2 that do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, However, R 101 ~R 110 One of these is a single bond that connects to L1, and R 111 ~R 120 One of these is a single bond that connects to L1, and R 121 ~R 130 One of these is a single bond that connects to L1.)

[0011] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to the above-described aspect of the present invention. [Effects of the Invention]

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

[0013] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to an embodiment of the present invention. [Figure 2] FIG. 2 is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to one embodiment of the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0014] [Definition] 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, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly marked 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. Furthermore, 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 the benzene ring substituted with an alkyl group is 6. Furthermore, when a 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, or a heterocyclic compound) having a structure in which atoms are bonded in a ring (e.g., a monocyclic ring, a fused ring, or 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 a pyridine ring is not included in the number of pyridine ring atoms. Therefore, the number of ring atoms of a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. 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" refers to 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 "a substituted or unsubstituted ZZ group having XX to YY atoms" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0020] In this specification, an unsubstituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the context 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. In this specification, "substituted" in the context 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 context 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 herein" The substituents described in this specification will be explained below.

[0022] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. Unless otherwise specified in this specification, the "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. Unless otherwise specified in this specification, the "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.

[0023] "Substituted or unsubstituted aryl group" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the term "unsubstituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and the term "substituted aryl group" refers to the case where the "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 a substituent. Examples of the "substituted aryl group" include groups in which one or more hydrogen atoms of the "unsubstituted aryl group" are replaced with a substituent, and examples of the substituted aryl group in the specific example group G1A below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent.

[0024] Unsubstituted aryl groups (specific example group G1A): phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, benzanthryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, chrysenyl group, benzochrysenyl group, a triphenylenyl group, benzotriphenylenyl group, tetracenyl group, pentacenyl group, fluorenyl groups, 9,9'-spirobifluorenyl group, benzofluorenyl groups, dibenzofluorenyl groups, fluoranthenyl group, benzofluoranthenyl group, perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-1) to (TEMP-15).

[0025] [ka]

[0026] [ka]

[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 groups, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl groups, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[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 groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group," and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which a hydrogen atom of the "unsubstituted heterocyclic group" in the specific example group G2A below is replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are also included. The examples of the "unsubstituted heterocyclic group" and the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes groups in which a hydrogen atom bonded to a ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted heterocyclic group" in the 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 a substituent (specific example group G2B4).

[0031] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): pyrrolyl group, imidazolyl group, pyrazolyl group, a triazolyl group, tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, pyridyl group, pyridazinyl group, pyrimidinyl group, pyrazinyl group, a triazinyl group, Indolyl groups, isoindolyl groups, an indolizinyl group, a quinolidinyl group, quinolyl group, isoquinolyl group, cinnolyl group, phthalazinyl group, a quinazolinyl group, quinoxalinyl group, benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, acridinyl group, phenazinyl group, a carbazolyl group, a benzocarbazolyl group, morpholino group, phenoxazinyl group, a phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.

[0032] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl groups, benzoisoxazolyl group, phenoxazinyl group, morpholino group, a dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0033] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): thienyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, Benzothiophenyl group (benzothienyl group), isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, benzoisothiazolyl group, a phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and 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] [ka]

[0036] [ka]

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

[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, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, ethylbenzimidazolyl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0039] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0040] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[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 Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0043] "Substituted or unsubstituted alkyl groups" 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 unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereinafter, when simply referring to an "alkyl group," both an "unsubstituted alkyl group" and a "substituted alkyl group" are included. The term "substituted alkyl group" refers to an "unsubstituted alkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group." Note that the examples of the "unsubstituted alkyl group" and the "substituted alkyl group" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent.

[0044] Unsubstituted alkyl groups (specific example group G3A): methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.

[0045] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and 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, the term "unsubstituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and the term "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to an "unsubstituted alkenyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and the 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 the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of the alkenyl group itself has been further replaced with a substituent, and groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0047] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.

[0048] Substituted alkenyl groups (specific example group G4B): 1,3-butadienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 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 groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to a case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group.") Hereinafter, when simply referring to an "alkynyl group," it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group." A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced with substituents. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl group" (specific example group G5A) are replaced with substituents, etc.

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

[0051] "Substituted or unsubstituted cycloalkyl groups" 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 unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group," and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group.") In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group." A "substituted cycloalkyl group" refers to an "unsubstituted cycloalkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms have been replaced with a substituent, 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 group" described in this specification also includes a group in the "substituted cycloalkyl group" of specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself have been replaced with a substituent, and a group in the "substituted cycloalkyl group" of specific example group G6B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0052] Unsubstituted cycloalkyl groups (specific example group G6A): a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 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 -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in —Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) are the same as or different from each other.

[0055] -O-(R 904 ) a group represented by -O-(R904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.

[0056] -S-(R 905 ) a group represented by -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the 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 the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. -The multiple G1s in N(G1)(G1) are the same as or different from each other. The multiple G2's in -N(G2)(G2) are the same as or different from each other. -The multiple G3s in N(G3)(G3) are the same as or different from each other. The multiple G6s in -N(G6)(G6) are the same as or different from each other.

[0058] "Halogen atoms" 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 groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein 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. The term "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom 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 the 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 are replaced with a fluorine atom.

[0060] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein 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. The term "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms in a "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain of a "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted haloalkyl group" are further replaced with a substituent. Specific examples of "unsubstituted haloalkyl groups" include the examples of the above-mentioned "alkyl groups" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.

[0061] "Substituted or unsubstituted alkoxy group" A specific example of the "substituted or unsubstituted alkoxy group" described herein 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 herein, the "unsubstituted alkoxy group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[0062] "Substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described herein 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 herein, the "unsubstituted alkylthio group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[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. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[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. The number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0065] "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) may be the same or different. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0066] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described herein is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, 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 herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl groups.

[0067] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, 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 the present specification, the substituted or unsubstituted heterocyclic group described herein 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 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] [ka]

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

[0072] [ka]

[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] [ka]

[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 of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.

[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 of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.

[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] [ka]

[0083] [ka]

[0084] In the general formulae (TEMP-42) to (TEMP-52), Q1 to 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] [ka]

[0086] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the general formulae (TEMP-53) to (TEMP-62), * represents a bonding position.

[0087] [ka]

[0088] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

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

[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent 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, the phrase "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle, bond with each other to form a substituted or unsubstituted fused ring, or are not bonded to each other" means the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle", the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring", or the case where "one or more pairs of adjacent groups do not bond with each other". In this specification, the cases where "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "a case where they bond to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be explained as an example.

[0101] [ka]

[0102] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 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 Pairs with and R 929 and R 921 It is paired with.

[0103] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to each other to form ring Q A At the same time, 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] [ka]

[0105] When a "set of two or more adjacent units" forms a ring, it includes not only the case where a set of two adjacent units is bonded, as in the example above, but also the case where a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to each other to form ring Q A and R 922 and R923 and are bonded to each other to form ring Q C and form three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105): A and Ring Q C is R 922 Share.

[0106] [ka]

[0107] The "monocyclic ring" or "fused ring" formed may be a saturated ring or an unsaturated ring as the structure of only the ring formed. 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", respectively. A , and ring Q C is a "fused ring". A and Tamaki Q C That is, Tamaki Q A and Tamaki Q C The ring Q in the general formula (TMEP-104) is fused to form a fused ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.

[0108] The term "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "forming a ring" means that a ring is formed 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 Q are bonded together to form a ring A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When a monocyclic unsaturated ring is formed with the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, 921 and R 922 The ring formed by

[0109] Here, unless otherwise specified in this specification, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In the arbitrary element (for example, in the case of carbon or nitrogen), the bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When an arbitrary element other than carbon is included, the formed ring is a heterocycle. Unless otherwise specified in this specification, the "one or more arbitrary elements" constituting the monocyclic or fused ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "fused ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified herein, a "monocyclic ring" 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 groups" "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 groups 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 later. 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 in this specification." When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." The above is an explanation of the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").

[0111] Substituents in "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) includes, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms; an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, a group selected from the group consisting of where R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical to or different from each other, R 902 If there are two or more, there are two or more R 902 are identical to or different from each other, R903 If there are two or more, there are two or more R 903 are identical to or different from each other, R 904 If there are two or more, there are two or more R 904 are identical to or different from each other, R 905 If there are two or more, there are two or more R 905 are identical to or different from each other, R 906 If there are two or more, there are two or more R 906 are identical to or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.

[0112] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:

[0113] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 18 carbon atoms; an aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:

[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, any adjacent substituents may be bonded to each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent 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] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, the expression "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.

[0118] First Embodiment [Organic electroluminescence element] The organic electroluminescent device according to this embodiment includes a substrate, an anode, a cathode, and an emission band disposed between the anode and the cathode, the substrate, the anode, the emission band, and the cathode being disposed in this order, the emission band including a first emission layer and a second emission layer, the first emission layer containing a first host material, the first host material being a first compound represented by the following general formula (1), the second emission layer containing a second host material, the first host material and the second host material being different from each other, and the layer of the first emission layer and the second emission layer disposed on the anode side having a thickness T AN and the thickness T of the layer disposed on the cathode side CA The film thickness ratio T CA / T ANis 0.3 or more and 1.5 or less, and has at least one of the following configurations (i) and (ii).

[0119] Configuration (i): The anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transmittance.

[0120] Configuration (ii): A color conversion section is disposed on the light extraction side of the organic electroluminescence element.

[0121] According to this embodiment, it is possible to provide an organic electroluminescence element with improved luminous efficiency. Among organic EL elements having a stacked light-emitting layer, for example, top-emission organic EL elements and organic EL elements having a color conversion unit on the light extraction side have had the problem that they cannot achieve high efficiency by stacking light-emitting layers to the same extent as bottom-emission organic EL elements that do not have a color conversion unit on the light extraction side. When the host material contained in the first emitting layer and the host material contained in the second emitting layer are different in type, the strength of the interaction between the host material and the light-emitting compound in each emitting layer also differs, making it difficult to achieve complete overlap between the emission spectrum of the first emitting layer and the emission spectrum of the second emitting layer. The overlap of the emission spectra can be reduced, for example, by shifting the peak wavelength of the emission spectrum from the first emitting layer and the second emitting layer or widening the half-width of the emission spectrum. In other words, chromaticity deviation occurs. It is believed that a reduction in the overlap of the emission spectra increases the proportion of emission spectrums outside of specific wavelengths. Therefore, it is believed that reducing the light caused by the emission spectrum outside of specific wavelengths can reduce light loss when extracting light from an organic EL device. By using a compound represented by the following general formula (1) in the first light-emitting layer, it is possible to suppress the increase in the emission wavelength and the emission half-width, even in top-emission organic EL devices and organic EL devices equipped with a color conversion part on the light extraction side. As a result, the overlap between the emission spectrum of the first light-emitting layer and the emission spectrum of the second light-emitting layer increases (chromaticity deviation is suppressed), light interference is strengthened, and luminous efficiency is improved.

[0122] According to one aspect of this embodiment, it is possible to provide an organic electroluminescence element having improved luminous efficiency and a longer life.

[0123] In the organic EL element according to this embodiment, the light extraction side may be the anode side or the cathode side.

[0124] The organic EL device according to this embodiment has the above-mentioned configuration (i), and is also preferably a top-emission type device in which light emitted from the light-emitting band is extracted from the cathode side.

[0125] In the organic EL element according to this embodiment, it is also preferable that a color conversion part is disposed on the light extraction side. The color conversion part is not particularly limited, but examples thereof include a color filter and quantum dots.

[0126] The organic EL device according to this embodiment preferably has the above-described configurations (i) and (ii).

[0127] The organic EL device according to this embodiment preferably has the configuration of the above condition (ii) and is a bottom emission type device in which light emitted from the emission band is extracted from the substrate side.

[0128] (Emission band) The light-emitting zone is disposed between the anode and the cathode. In the organic EL device according to this embodiment, the light-emitting zone includes a first light-emitting layer and a second light-emitting layer.

[0129] The thickness T of the layer of the first light-emitting layer and the second light-emitting layer that is located on the anode side AN and the thickness T of the layer located on the cathode side CA The film thickness ratio T CA / T AN is preferably 0.5 or more and 1.5 or less, and more preferably 0.8 or more and 1.2 or less.

[0130] In the organic EL device of this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1). T1(H1)>T1(H2) ... (Number 1)

[0131] By satisfying the relationship of the above mathematical formula (Mathematical Formula 1), the luminous efficiency of the organic electroluminescence element can be improved. Triplet-Triplet-Annhilation (sometimes referred to as TTA) has been known as a technique for improving the luminous efficiency of organic electroluminescence devices. TTA is a mechanism in which triplet excitons collide with other triplet excitons to generate singlet excitons. The TTA mechanism is also sometimes referred to as the TTF mechanism, as described in Patent Document 3.

[0132] The TTF phenomenon will be explained. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As has been conventionally known, the spin state of these excitons is 25% singlet excitons and 75% triplet excitons. In conventional fluorescent elements, 25% of the singlet excitons emit light when they relax to the ground state, but the remaining 75% of the triplet excitons return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent elements was said to be 25%. On the other hand, the behavior of triplet excitons generated inside organic materials has been theoretically investigated. According to S.M. Bachilo et al. (J.Phys.Chem.A,104,7711(2000)), assuming that higher-order excitons such as quintets immediately return to triplets, triplet excitons (hereinafter referred to as triplet excitons) 3 A * When the density of triplet excitons (hereinafter referred to as triplet excitons) increases, triplet excitons collide with each other, causing the reaction shown in the following formula: 1 A represents the ground state, 1 A * represents the lowest excited singlet exciton. 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A * That is, 5 3 A * →4 1 A+1A * It is predicted that 1 / 5, or 20%, of the 75% of triplet excitons initially generated will convert to singlet excitons. Therefore, the singlet excitons contributing to light are 40%, calculated by adding 75% × (1 / 5) = 15% to the initially generated 25%. In this case, the TTF ratio (TTF ratio) of the total luminescence intensity is 15 / 40, or 37.5%. Furthermore, if we assume that singlet excitons are generated by collisions between the initially generated 75% triplet excitons (i.e., one singlet exciton is generated from two triplet excitons), then an extremely high internal quantum efficiency of 62.5% is obtained by adding 75% × (1 / 2) = 37.5% to the initially generated 25% singlet excitons. In this case, the TTF ratio is 37.5 / 62.5 = 60%.

[0133] In the organic electroluminescent device according to one aspect of this embodiment, triplet excitons generated by recombination of holes and electrons in the first light-emitting layer are thought to be less likely to be quenched at the interface between the first light-emitting layer and the organic layer, even if excess carriers are present at the interface between the first light-emitting layer and the organic layer that is in direct contact with the first light-emitting layer. For example, when the recombination region is locally present at the interface between the first light-emitting layer and the hole transport layer or the electron blocking layer, quenching by excess electrons is thought to occur. On the other hand, when the recombination region is locally present at the interface between the first light-emitting layer and the electron transport layer or the hole blocking layer, quenching by excess holes is thought to occur. The organic electroluminescent device according to one aspect of the present embodiment includes at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, and the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship of the above mathematical formula (Mathematical Formula 1). By providing the first and second light-emitting layers so as to satisfy the relationship of the above mathematical formula (Mathematical Formula 1), triplet excitons generated in the first light-emitting layer can migrate to the second light-emitting layer without being quenched by excess carriers, and reverse migration from the second light-emitting layer to the first light-emitting layer can be suppressed. As a result, the TTF mechanism is exerted in the second light-emitting layer, singlet excitons are efficiently generated, and luminous efficiency is improved. In this way, the organic electroluminescent device has a first light-emitting layer that mainly generates triplet excitons and a second light-emitting layer that mainly exhibits the TTF mechanism by utilizing triplet excitons transferred from the first light-emitting layer, as distinct regions. By using a compound having a smaller triplet energy than the first host material in the first light-emitting layer as the second host material in the second light-emitting layer, and by creating a difference in triplet energy, the luminous efficiency is improved.

[0134] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1B). T1(H1)-T1(H2)>0.03eV...(Math 1B)

[0135] 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." Thus, for example, the first light-emitting layer contains the first host material in an amount of 50% by mass or more of the total mass of the first light-emitting layer. The second light-emitting layer contains, for example, the second host material in an amount of 50% by mass or more of the total mass of the second light-emitting layer.

[0136] In the organic EL device of this embodiment, it is preferable that the first light-emitting layer contains a first host material and a first light-emitting compound, and the second light-emitting layer contains a second host material and a second light-emitting compound, which may be the same as or different from each other.

[0137] In the organic EL device according to this embodiment, it is preferable that the maximum peak wavelength λ1 and half width FWHM1 of the PL spectrum of the first film obtained by adding a first light-emitting compound to a first host material, and the maximum peak wavelength λ2 and half width FWHM2 of the PL spectrum of the second film obtained by adding a second light-emitting compound to a second host material, satisfy the following mathematical expressions (15) and (16): In other words, it is preferable that the organic EL device according to this embodiment includes two films (the first film and the second film) that satisfy the relationships of the following mathematical expressions (15) and (16), and light-emitting layers (the first light-emitting layer and the second light-emitting layer) that have the same configuration. |λ1-λ2|≦3 nm … (Equation 15) |FWHM1-FWHM2|≦2 nm … (Equation 16) In the organic EL element of the first embodiment, the first film made of the components of the first light-emitting layer and the second film made of the components of the second light-emitting layer are combined to produce a small change (difference) in PL spectrum, thereby reducing loss when light is extracted from the upper electrode (cathode) or the lower electrode (anode). The maximum peak wavelength λ1 and half width FWHM1 of the PL spectrum of the first film, and the maximum peak wavelength λ2 and half width FWHM2 of the PL spectrum of the second film can be measured by the method described in the Examples below.

[0138] In the organic EL device according to this embodiment, the first light-emitting compound and the second light-emitting compound are preferably each independently a compound that emits light with a maximum peak wavelength of 500 nm or less.

[0139] In the organic EL device according to this embodiment, the first light-emitting layer is preferably disposed between the anode and the second light-emitting layer.

[0140] In the organic EL device according to this embodiment, the first light-emitting layer may be disposed between the cathode and the second light-emitting layer.

[0141] In the organic EL device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is preferably the layer disposed closest to the anode among the multiple layers in the light-emitting band.

[0142] In the organic EL device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is preferably the layer disposed closest to the cathode among the multiple layers in the light-emitting band.

[0143] The organic EL device according to this embodiment may have an anode, a first light-emitting layer, a second light-emitting layer, and a cathode in this order, or the order of the first light-emitting layer and the second light-emitting layer may be reversed. That is, the organic EL device may have an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order. Regardless of the order of the first light-emitting layer and the second light-emitting layer, the effects of the stacked structure of the first light-emitting layer and the second light-emitting layer can be expected by selecting a combination of materials that satisfies the relationship of the above mathematical formula (Mathematical Formula 1).

[0144] (First light-emitting layer) In the organic EL device according to this embodiment, the first emitting layer preferably contains a first host material and a first emitting compound, the first host material being a compound different from the second host material contained in the second emitting layer.

[0145] In the organic EL device according to this embodiment, the first light-emitting compound preferably emits light having a maximum peak wavelength of 500 nm or less, and more preferably emits light having a maximum peak wavelength of 480 nm or less. In the organic EL device according to this embodiment, the first light-emitting compound preferably emits light with a maximum peak wavelength of 430 nm or more.

[0146] In the organic EL device according to this embodiment, the first light-emitting compound is preferably a fluorescent compound. In the organic EL device according to this embodiment, the first light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, and more preferably exhibits fluorescent emission with a maximum peak wavelength of 480 nm or less. In the organic EL device according to this embodiment, the first light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more.

[0147] The maximum peak wavelength of a compound is measured as follows: A 5 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the emission spectrum of this sample (vertical axis: emission intensity, horizontal axis: wavelength) is measured at room temperature (300 K). The emission spectrum can be measured using a spectrofluorometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measurement device is not limited to the device used here. In the emission spectrum, the peak wavelength at which the emission intensity is maximum is defined as the maximum peak wavelength. In this specification, the maximum peak wavelength of fluorescent emission may be referred to as the maximum fluorescent emission peak wavelength (FL-peak).

[0148] In the emission spectrum of the first light-emitting compound, the peak at which the emission intensity is greatest is defined as the maximum peak, and when the height of the maximum peak is defined as 1, the heights of other peaks appearing in the emission spectrum are preferably less than 0.6. Note that the peaks in the emission spectrum are defined as local maxima. In addition, it is preferable that the number of peaks in the emission spectrum of the first luminescent compound is less than three.

[0149] In the organic EL device according to this embodiment, the first light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.

[0150] In the organic EL device according to this embodiment, the first light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0151] In the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a metal complex. Also, in the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a boron-containing complex.

[0152] In the organic EL device according to this embodiment, the first light-emitting layer preferably does not contain a phosphorescent material (dopant material). The first light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, such as an iridium complex, an osmium complex, or a platinum complex.

[0153] In the organic EL device according to this embodiment, the first light-emitting compound is preferably contained in the first light-emitting layer in an amount of 0.5% by mass or more. That is, the first light-emitting layer preferably contains the first light-emitting compound in an amount of 0.5% by mass or more of the total mass of the first light-emitting layer, more preferably 1.0% by mass or more of the total mass of the first light-emitting layer, even more preferably 1.2% by mass or more of the total mass of the first light-emitting layer, and even more preferably 1.5% by mass or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first light-emitting compound in an amount of 10 mass % or less of the total mass of the first light-emitting layer, more preferably 7 mass % or less of the total mass of the first light-emitting layer, and even more preferably 5 mass % or less of the total mass of the first light-emitting layer.

[0154] In the organic EL device according to this embodiment, the first emitting layer preferably contains the first compound as a first host material in an amount of 60 mass % or more of the total mass of the first emitting layer, more preferably 70 mass % or more of the total mass of the first emitting layer, even more preferably 80 mass % or more of the total mass of the first emitting layer, still more preferably 90 mass % or more of the total mass of the first emitting layer, and even more preferably 95 mass % or more of the total mass of the first emitting layer. The first emitting layer preferably contains the first host material in an amount of 99% by mass or less of the total mass of the first emitting layer. However, when the first light-emitting layer contains a first host material and a first light-emitting compound, the upper limit of the total content of the first host material and the first light-emitting compound is 100% by mass.

[0155] In this embodiment, the first light-emitting layer may contain a material other than the first host material and the first light-emitting compound. The first light-emitting layer may contain only one type of first host material or two or more types of first light-emitting compounds.

[0156] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first light-emitting compound satisfy the relationship shown in the following formula (5): The singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state. S1(H1)>S1(D1) ... (Number 5)

[0157] When the first host material and the first light-emitting compound satisfy the relationship of the mathematical formula (Mathematical Formula 5), ​​singlet excitons generated on the first host material can easily transfer energy from the first host material to the first light-emitting compound, contributing to the fluorescent emission of the first light-emitting compound.

[0158] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first light-emitting compound satisfy the relationship of the following mathematical formula (Mathematical Formula 6). T1(D1)>T1(H1) ... (Number 6)

[0159] When the first host material and the first light-emitting compound satisfy the relationship of mathematical formula (6), triplet excitons generated in the first light-emitting layer move over the first host material rather than the first light-emitting compound, which has a higher triplet energy, and therefore are more likely to move to the second light-emitting layer.

[0160] The organic EL element according to this embodiment preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 20B). T1(D1)>T1(H1)>T1(H2) ... (Math 20B)

[0161] <First host material> In the organic EL device according to this embodiment, the first host material is a first compound represented by the following general formula (1).

[0162] [ka]

[0163] (In the general formula (1), R1 to R5 and Ra are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, The four Ra ​​may be identical or different from one another, L1 is Single bond a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 20 ring atoms, Ar1 is a group represented by the general formula (11), (12), or (13), In the general formulas (11), (12) and (13), X1 is an oxygen atom, a sulfur atom, or C(Rb1)(Rb2), The pair consisting of Rb1 and Rb2 is joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 101 ~R 110 , R 111 ~R 120 , R 121 ~R 130、 and Rb1 and Rb2 that do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, However, R 101 ~R 110 One of these is a single bond that connects to L1, and R 111 ~R 120 One of these is a single bond that connects to L1, and R 121 ~R 130 One of these is a single bond that connects to L1.)

[0164] In the organic EL device according to this embodiment, it is preferred that R1 to R5 and Ra of the first compound are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms.

[0165] In the organic EL device according to this embodiment, it is preferred that R1 to R5 and Ra of the first compound are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms.

[0166] In the organic EL device according to this embodiment, the first compound is also preferably represented by the following general formula (101).

[0167] [ka]

[0168] In the general formula (101), R1 to R5, L1 and Ar1 are as defined in the general formula (1), and R6, R7, R9 and R 10 are each independently defined as Ra in the general formula (1).

[0169] In the organic EL device according to this embodiment, the first compound is preferably represented by the following general formula (103) or (104).

[0170] [ka]

[0171] In the general formulas (103) and (104), R1 to R5, L1, and Ar1 are as defined in the general formula (1), and R6, R7, R9, R8, and R 10 are each independently defined as Ra in the general formula (1).

[0172] In the organic EL device according to this embodiment, R 101 ~R 103 It is preferred that one of them is a single bond binding to L1. In the organic EL device according to this embodiment, R 111 ~R 113 It is preferred that one of them is a single bond binding to L1. In the organic EL device according to this embodiment, R 121 ~R 123 It is preferred that one of them is a single bond binding to L1.

[0173] In the organic EL device according to this embodiment, the first compound is preferably represented by the following general formula (111), (121), or (131).

[0174] [ka]

[0175] (In the general formulas (111), (121), and (131), R1 to R5, and L1 are as defined in the general formula (1), respectively, and R6, R7, R9, and R 10 are each independently defined as Ra in the general formula (1), and X1, R 102 ~R 110 , R 112 ~R 120 and R 122 ~R 130 are as defined in the general formulae (11) to (13).

[0176] In the organic EL device according to this embodiment, X1 of the first compound is preferably an oxygen atom.

[0177] In the organic EL device according to this embodiment, the first compound is also preferably represented by the following general formula (141).

[0178] [ka]

[0179] (In the general formula (141), R1 to R5 and L1 are as defined in the general formula (1), and R6, R7, R9 and R 10 are each independently defined as Ra in the general formula (1), and X1, R 111 , R 112 and R 114 ~R 120 are as defined in the general formula (12).

[0180] In the organic EL device according to this embodiment, it is also preferable that X1 of the first compound is C(Rb1)(Rb2).

[0181] In the organic EL device according to this embodiment, L1 in the first compound is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms.

[0182] In the organic EL device according to this embodiment, L1 in the first compound is preferably a single bond or a substituted or unsubstituted p-phenylene group.

[0183] In the organic EL device according to this embodiment, R1, R2 and R4 to R 10 When is a hydrogen atom, the compound represented by the general formula (101) is represented by the following general formula (102).

[0184] [ka]

[0185] (In the general formula (102), R3, L1, and Ar1 are as defined in the general formula (1).)

[0186] In the organic EL device according to this embodiment, it is preferred that R1, R2, R4, and R5 of the first compound are hydrogen atoms, and R3 is a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms.

[0187] In the organic EL device according to this embodiment, Ra of the first compound is preferably a hydrogen atom.

[0188] In the organic EL device according to this embodiment, R5 to R7, R9 and R 10 is preferably a hydrogen atom.

[0189] In the organic EL device according to this embodiment, it is preferred that R1, R2, R4, R5 and Ra of the first compound are hydrogen atoms, and R3 is a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms.

[0190] In the organic EL device according to this embodiment, R 101 ~R 110 , R 111 ~R 120 , R 121 ~R 130、 and Rb1 and Rb2 that do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring are each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms, or It is also preferably a substituted or unsubstituted heterocyclic group having 5 to 10 ring atoms.

[0191] In the organic EL device according to this embodiment, R 101 ~R 110 , R 111 ~R 120 and R 121 ~R 130 is preferably a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms.

[0192] In the organic EL device according to this embodiment, it is also preferable that all of the groups described as "substituted or unsubstituted" in the first compound are "unsubstituted" groups.

[0193] (Method for producing the first compound) The first compound according to this 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 compound.

[0194] (Specific Examples of the First Compound According to the Present Embodiment) Specific examples of the first compound according to this embodiment include the following compounds. However, the present invention is not limited to these specific examples. In this specification, a deuterium atom is represented as D in a chemical formula, and a proton atom is represented as H or is omitted. In this specification, a methyl group may be represented as Me, and a phenyl group may be represented as Ph.

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[0213] (Second light-emitting layer) In the organic EL device according to this embodiment, the second light-emitting layer preferably contains a second host material and a second light-emitting compound. The second host material is a compound different from the first host material contained in the first light-emitting layer. In the organic EL device according to this embodiment, the first light-emitting compound and the second light-emitting compound may be the same or different.

[0214] In the organic EL device according to this embodiment, the second light-emitting compound preferably emits light having a maximum peak wavelength of 500 nm or less, and more preferably emits light having a maximum peak wavelength of 480 nm or less. In the organic EL device according to this embodiment, the second light-emitting compound preferably emits light with a maximum peak wavelength of 430 nm or more.

[0215] In the organic EL device according to this embodiment, the second light-emitting compound is preferably a fluorescent compound. In the organic EL device according to this embodiment, the second light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, and more preferably exhibits fluorescent emission with a maximum peak wavelength of 480 nm or less. In the organic EL device according to this embodiment, the second light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more. The method for measuring the maximum peak wavelength of the compound is as described above.

[0216] In the organic EL device according to this embodiment, the half width of the maximum peak of the second light-emitting compound is preferably 1 nm or more and 20 nm or less.

[0217] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second light-emitting compound satisfy the relationship of the following mathematical formula (Mathematical Formula 7). S1(H2)>S1(D2)…(Number 7)

[0218] In the organic EL device according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above mathematical formula (Mathematical Formula 7), and therefore the singlet energy of the second light-emitting compound is smaller than the singlet energy of the second host material. Therefore, the singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second light-emitting compound, contributing to the fluorescent emission of the second light-emitting compound.

[0219] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 8). T1(D2)>T1(H2) ... (Number 8)

[0220] In the organic EL device according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above mathematical formula (Mathematical Formula 8), and therefore, when triplet excitons generated in the first light-emitting layer move to the second light-emitting layer, they transfer energy to molecules of the second host material, not to molecules of the second light-emitting compound having a higher triplet energy. Furthermore, triplet excitons generated by recombination of holes and electrons on the second host material do not transfer to the second light-emitting compound having a higher triplet energy. Triplet excitons generated by recombination on molecules of the second light-emitting compound quickly transfer energy to molecules of the second host material. Triplet excitons in the second host material do not transfer to the second light-emitting compound, but instead collide efficiently with each other on the second host material due to the TTF phenomenon, generating singlet excitons.

[0221] In the organic EL device according to this embodiment, the second light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.

[0222] In the organic EL device according to this embodiment, the second light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0223] In the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a metal complex. Also, in the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a boron-containing complex.

[0224] In the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a phosphorescent material (dopant material). The second light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, such as an iridium complex, an osmium complex, or a platinum complex.

[0225] In the organic EL device according to this embodiment, the second light-emitting compound is preferably contained in the second light-emitting layer in an amount of 0.5% by mass or more. That is, the second light-emitting layer preferably contains the second light-emitting compound in an amount of 0.5% by mass or more of the total mass of the second light-emitting layer, more preferably 1.0% by mass or more of the total mass of the second light-emitting layer, even more preferably 1.2% by mass or more of the total mass of the second light-emitting layer, and even more preferably 1.5% by mass or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the second light-emitting compound in an amount of 10 mass % or less of the total mass of the second light-emitting layer, more preferably 7 mass % or less of the total mass of the second light-emitting layer, and even more preferably 5 mass % or less of the total mass of the second light-emitting layer.

[0226] The second emitting layer preferably contains the second compound as a second host material in an amount of 60 mass% or more of the total mass of the second emitting layer, more preferably 70 mass% or more of the total mass of the second emitting layer, even more preferably 80 mass% or more of the total mass of the second emitting layer, still more preferably 90 mass% or more of the total mass of the second emitting layer, and even more preferably 95 mass% or more of the total mass of the second emitting layer. The second emitting layer preferably contains the second host material in an amount of 99% by mass or less of the total mass of the second emitting layer. When the second light-emitting layer contains a second host material and a second light-emitting compound, the upper limit of the total content of the second host material and the second light-emitting compound is 100% by mass.

[0227] Note that this embodiment does not exclude the case where the second light-emitting layer contains a material other than the second host material and the second light-emitting compound. The second light-emitting layer may contain only one type of second host material or two or more types of second light-emitting compounds.

[0228] <Second host material> In the organic EL device according to this embodiment, the second host material is not particularly limited, but examples thereof include a second compound represented by the following general formula (2).

[0229] (Second Compound) In the organic EL device according to this embodiment, the second compound is preferably a compound represented by the following general formula (2): The second host material is preferably a second compound represented by the following general formula (2).

[0230] [ka]

[0231] (In the general formula (2), R 201 ~R 208 are each independently, hydrogen atoms, 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, cyano group, 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, L 201 and L 202 are each independently, 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, Ar 201 and Ar 202 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0232] In the second host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, 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.

[0233] In the organic EL element according to this embodiment, R 201 ~R 208 are each independently, hydrogen atoms, 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801a group represented by -COOR 802 a group represented by halogen atoms, a cyano group, or is a nitro group, L 201 and L 202 are each independently, 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, Ar 201 and Ar 202 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0234] In the organic EL element according to this embodiment, L 201 and L 202 are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, and Ar 201 and Ar 202 are preferably each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0235] In the organic EL element according to this embodiment, Ar 201 and Ar 202 are preferably each independently a phenyl group, a naphthyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothienyl group, a naphthobenzofuranyl group, or a naphthobenzothienyl group.

[0236] In the organic EL device according to this embodiment, the second compound represented by the general formula (2) is preferably a compound represented by the following general formula (201), general formula (202), general formula (203), general formula (204), general formula (205), general formula (206), general formula (207), general formula (208), or general formula (209).

[0237] [ka]

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[0246] (In the general formulas (201) to (209), L 201 and Ar 201 is L in the general formula (2). 201 and Ar 201 is synonymous with R 201 ~R 208 are each independently R in the general formula (2). 201 ~R 208 is equivalent to

[0247] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula (226), general formula (227), general formula (228), or general formula (229).

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[0257] (In the general formula (221), the general formula (222), the general formula (223), the general formula (224), the general formula (225), the general formula (226), the general formula (227), the general formula (228) and the general formula (229), R 201 and R 203 ~R 208 are each independently R in the general formula (2). 201 and R 203 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (2). 201 is synonymous with Ar 203 and Ar 201 are either identical or different.)

[0258] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula (246), general formula (247), general formula (248), or general formula (249).

[0259] [ka]

[0260] [ka]

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[0268] (In the general formula (241), the general formula (242), the general formula (243), the general formula (244), the general formula (245), the general formula (246), the general formula (247), the general formula (248) and the general formula (249), R 201 , R 202 and R 204 ~R 208 are each independently R in the general formula (2). 201 , R 202 and R 204 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (2). 201 is synonymous with Ar 203 and Ar 201 are either identical or different.)

[0269] In the second compound represented by the general formula (2), R 201 ~R 208 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, or —Si(R 901 )(R 902 )(R 903 ) is preferably a group represented by the formula (I).

[0270] L 201 is a single bond or an unsubstituted arylene group having 6 to 22 ring carbon atoms, and Ar 201 is preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.

[0271] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 is preferably a hydrogen atom in order to prevent the suppression of intermolecular interactions and the decrease in electron mobility. 201 ~R 208 may be 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 201 ~R 208 When the second compound becomes a bulky substituent such as an alkyl group or a cycloalkyl group, the intermolecular interaction is suppressed, the electron mobility with respect to the first host material decreases, and the relationship μe(H2)>μe(H1) shown in the following mathematical formula (30) may not be satisfied. When the second compound is used in the second emitting layer, satisfying the relationship μe(H2)>μe(H1) is expected to suppress a decrease in the recombination ability of holes and electrons in the first emitting layer and a decrease in luminous efficiency. The substituent may be a haloalkyl group, an alkenyl group, an alkynyl group, -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 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 The group represented by the formula (I), the halogen atom, the cyano group, and the nitro group may be bulky, and the alkyl group and the cycloalkyl group may be even more bulky. In the second compound represented by the general formula (2), R 201 ~R 208 is preferably not a bulky substituent, is preferably not an alkyl group or a cycloalkyl group, and is preferably not an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, -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 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.

[0272] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 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, or —Si(R 901 )(R 902 )(R 903 ) is also preferred.

[0273] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 is preferably a hydrogen atom.

[0274] In the second compound, R 201 ~R 208 It is also preferable that the substituent in the case of "substituted or unsubstituted" does not include the above-mentioned potentially bulky substituents, particularly substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. 201 ~R 208 In the case of "substituted or unsubstituted" in the above, the substituent does not include a substituted or unsubstituted alkyl group or a substituted or unsubstituted cycloalkyl group, so that suppression of intermolecular interactions due to the presence of bulky substituents such as alkyl groups and cycloalkyl groups can be prevented, and a decrease in electron mobility can be prevented. Furthermore, when such a second compound is used in the second light-emitting layer, a decrease in the recombination ability of holes and electrons in the first light-emitting layer and a decrease in luminous efficiency can be suppressed.

[0275] R, a substituent of the anthracene skeleton 201 ~R 208 R is not a bulky substituent, but rather a substituent 201 ~R 208 It is more preferable that R is unsubstituted. 201 ~R 208 is not a bulky substituent, R as a non-bulky substituent 201 ~R 208 When a substituent is bonded to R, the substituent is preferably not a bulky substituent. 201 ~R 208 The substituent bonded to is preferably not an alkyl group or a cycloalkyl group, and is preferably an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, or —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 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.

[0276] In the second compound, any group described as "substituted or unsubstituted" is preferably an "unsubstituted" group.

[0277] (Method for producing the second compound) The second compound can be produced by a known method. Alternatively, the second compound can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0278] (Specific Example of the Second Compound) Specific examples of the second compound include the following compounds, however, the present invention is not limited to these specific examples of the second compound.

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[0308] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(DX) of the first light-emitting compound or the second light-emitting compound, the triplet energy T1(H1) of the first host material, and the triplet energy T1(H2) of the second host material satisfy the relationship shown in the following mathematical formula (Mathematical Formula 10). 2.6 eV > T1(DX) > T1(H1) > T1(H2) … (several 10)

[0309] The triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following formula (Formula 10A). 2.6 eV > T1(D1) > T1(H1) > T1(H2) … (Formula 10A)

[0310] The triplet energy T1(D2) of the second light-emitting compound preferably satisfies the relationship of the following formula (Formula 10B). 2.6 eV > T1(D2) > T1(H1) > T1(H2) … (Formula 10B)

[0311] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(DX) of the first light-emitting compound or the second light-emitting compound and the triplet energy T1(H1) of the first host material satisfy the relationship of the following formula (Formula 11). 0 eV < T1(DX) - T1(H1) < 0.6 eV … (Formula 11)

[0312] The triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following formula (Formula 11A). 0 eV < T1(D1) - T1(H1) < 0.6 eV … (Formula 11A)

[0313] [[ID=2,8]]The triplet energy T1(D2) of the second light-emitting compound preferably satisfies the relationship of the following formula (Formula 11B). 0 eV < T1(D2) - T1(H2) < 0.8 eV … (Formula 11B)

[0314] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (Formula 12). T1(H1) > 2.0 eV … (Formula 12)

[0315] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (12A), and that the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (12B): It is also preferable that the following relationship is satisfied. T1(H1)>2.10eV …(number 12A) T1(H1)>2.15 eV...(Math 12B)

[0316] In the organic EL device according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above formula (12A) or (12B), triplet excitons generated in the first emitting layer are easily transferred to the second emitting layer, and reverse transfer from the second emitting layer to the first emitting layer is easily suppressed. As a result, singlet excitons are efficiently generated in the second emitting layer, and luminous efficiency is improved.

[0317] In the organic EL device according to this embodiment, the triplet energy T1(H1) of the first host material preferably satisfies the relationship of the following mathematical formula (12C), and also preferably satisfies the relationship of the following mathematical formula (12D). 2.08eV>T1(H1)>1.87eV …(math 12C) 2.05eV>T1(H1)>1.90eV …(math 12D)

[0318] In the organic EL element according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above-mentioned formula (12C) or (12D), the energy of the triplet excitons generated in the first emitting layer becomes small, and the lifetime of the organic EL element can be expected to be extended.

[0319] In the organic EL device according to this embodiment, the triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following mathematical formula (14A), and also preferably satisfies the relationship of the following mathematical formula (14B). 2.60eV>T1(D1) ...(Number 14A) 2.50eV>T1(D1) ... (Math 14B) When the first light-emitting layer contains the first light-emitting compound that satisfies the relationship of the above mathematical formula (14A) or (14B), the life of the organic EL device is extended.

[0320] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (14C), and it is also preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (14D). 2.60eV>T1(D2)…(Number 14C) 2.50eV>T1(D2) ...(Number 14D) When the second light-emitting layer contains a compound that satisfies the relationship of the above-mentioned formula (14C) or (14D), the life of the organic EL device is extended.

[0321] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(H2) of the second host material satisfies the relationship of the following mathematical formula (Mathematical Formula 13). T1(H2)>1.9 eV … (Equation 13)

[0322] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(H2) of the second host material satisfies the relationship of the following mathematical formula (Mathematical Formula 13A). 1.9 eV ≥ T1(H2) ≥ 1.8 eV ... (Number 13A)

[0323] (luminescent compounds) In the organic EL device according to this embodiment, the light-emitting compounds such as the first light-emitting compound and the second light-emitting compound are not particularly limited, but are preferably, for example, each independently one or more compounds selected from the group consisting of a compound represented by the following general formula (4), a compound represented by the following general formula (5), and a compound represented by the following general formula (6).

[0324] (Compound represented by general formula (4)) The compound represented by general formula (4) will be explained.

[0325] [ka]

[0326] (In the general formula (4), Each Z is independently CRa or a nitrogen atom; Ring A1 and ring A2 each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, When there are a plurality of Ra, one or more pairs of adjacent two or more of the plurality of Ra are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, n21 and n22 each independently represent 0, 1, 2, 3, or 4; When a plurality of Rb's are present, one or more pairs of adjacent two or more Rb's are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, When there are a plurality of Rc's, one or more pairs of adjacent two or more Rc's are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, Ra, Rb, and Rc which do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring each independently represent 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(R901 )(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 group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0327] (Specific examples of compounds represented by formula (4)) Specific examples of the compound represented by the general formula (4) include the compounds shown below: In the specific examples below, Ph represents a phenyl group, and D represents a deuterium atom.

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[0338] (Compound represented by general formula (5)) The compound represented by general formula (5) will be explained.

[0339] [ka]

[0340] (In the general formula (5), R 501 ~R 507 and R 511 ~R 517 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 521 , R 522 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 501 ~R 507 and R 511 ~R 517are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0341] (Specific examples of compounds represented by formula (5)) Specific examples of the compound represented by the general formula (5) include the compounds shown below.

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[0358] (Compound represented by general formula (6)) The compound represented by general formula (6) will be explained.

[0359] [ka]

[0360] (In the general formula (6), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 601 and R 602 each independently bond to the ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle, R that does not form the substituted or unsubstituted heterocycle 601 and R 602 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0361] (Specific examples of compounds represented by formula (6)) Specific examples of the compound represented by the general formula (6) are listed below, but these are merely illustrative, and the compound represented by the general formula (6) is not limited to the following specific examples.

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[0376] In the luminescent compounds such as the first luminescent compound and the second luminescent compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, 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, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon 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.

[0377] (Other layers of organic EL element) The organic EL device according to this embodiment may have one or more organic layers in addition to the first and second light-emitting layers, such as 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 injection layer, and an electron transport layer.

[0378] The organic EL device according to this embodiment may be configured with only the first light-emitting layer and the second light-emitting layer, or may further 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 injection layer, and an electron transport layer.

[0379] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, the electron mobility μe(H1) of the first host material and the electron mobility μe(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 30). μe(H2)>μe(H1) …(Equation 30) When the first host material and the second host material satisfy the relationship of the above mathematical formula (Mathematical Formula 30), the recombination ability of holes and electrons in the first light-emitting layer is improved.

[0380] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, it is also preferable that the hole mobility μh(H1) of the first host material and the hole mobility μh(H2) of the second host material satisfy the relationship shown in the following formula (Formula 31). μh(H1)>μh(H2) …(Equation 31)

[0381] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, it is also preferable that the hole mobility μh(H1) of the first host material, the electron mobility μe(H1) of the first host material, the hole mobility μh(H2) of the second host material, and the electron mobility μe(H2) of the second host material satisfy the relationship shown in the following formula (Formula 32). (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) …(Math. 32)

[0382] The electron mobility can be measured by measuring impedance using a mobility evaluation element fabricated by the following procedure. The mobility evaluation element is fabricated, for example, by the following procedure. A compound (Target) whose electron mobility is to be measured is vapor-deposited on a glass substrate with an aluminum electrode (anode) so as to cover the aluminum electrode, thereby forming a measurement target layer. An electron transport layer is formed on this measurement target layer by vapor-depositing the following compound ET-A. An electron injection layer is formed on this electron transport layer by vapor-depositing LiF. A metal cathode is formed on this electron injection layer by vapor-depositing metallic aluminum (Al). The above-mentioned configuration of the device for evaluating mobility can be shown in simplified form as follows. glass / Al(50) / Target(200) / ET-A(10) / LiF(1) / Al(50) The numbers in parentheses indicate the film thickness (nm).

[0383] [ka]

[0384] The element for evaluating electron mobility is placed in an impedance measurement device and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At this time, a DC voltage V is applied to the element simultaneously with an AC amplitude of 0.1 V. The modulus M is calculated from the measured impedance Z using the relationship in the following calculation formula (C1). Calculation formula (C1): M=jωZ In the above formula (C1), j is an imaginary unit whose square is -1, and ω is the angular frequency [rad / s]. In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax showing the peak using the following calculation formula (C2). Calculation formula (C2): τ=1 / (2πfmax) In the above formula (C2), π is the symbol representing the ratio of the circumference of a circle to its diameter. Using the above τ, the electron mobility μe is calculated from the relationship of the following calculation formula (C3-1). Calculation formula (C3-1):μe=d 2 / (Vτ) In the above formula (C3-1), d is the total film thickness of the organic thin films that make up the device, and in the case of the device configuration for evaluating the electron mobility, d=210 [nm].

[0385] The hole mobility can be measured by measuring impedance using a mobility evaluation device fabricated by the following procedure. The mobility evaluation device is fabricated, for example, by the following procedure. On a glass substrate with an ITO transparent electrode (anode), the following compound HA-2 is vapor-deposited so as to cover the transparent electrode to form a hole injection layer. On top of this hole injection layer, the following compound HT-A is vapor-deposited to form a hole transport layer. Subsequently, a compound Target, whose hole mobility is to be measured, is vapor-deposited to form a measurement target layer. On top of this measurement target layer, metallic aluminum (Al) is vapor-deposited to form a metal cathode. The above-mentioned configuration of the device for evaluating mobility can be shown in simplified form as follows. ITO(130) / HA-2(5) / HT-A(10) / Target(200) / Al(80) The numbers in parentheses indicate the film thickness (nm).

[0386] [ka]

[0387] The hole mobility evaluation device is placed in an impedance measurement device, and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At this time, a DC voltage V is applied to the device simultaneously with an AC amplitude of 0.1 V. The modulus M is calculated from the measured impedance Z using the relationship in the above calculation formula (C1). In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax showing the peak using the above calculation formula (C2). Using τ obtained from the above formula (C2), the hole mobility μh is calculated from the relationship of the following formula (C3-2). Calculation formula (C3-2):μh=d 2 / (Vτ) In the above formula (C3-2), d is the total film thickness of the organic thin films that make up the device, and in the case of the device configuration for evaluating hole mobility, d=215 [nm].

[0388] The electron and hole mobilities herein are expressed as the square root of the electric field strength, E 1 / 2 =500[V 1 / 2 / cm 1 / 2 The square root of the electric field strength E 1 / 2 can be calculated from the relationship of the following calculation formula (C4). Calculation formula (C4): E 1 / 2 =V 1 / 2 / d 1 / 2 The impedance measurement is performed using a Solartron 1260 model impedance measuring device, and for higher accuracy, a Solartron 1296 model dielectric constant measurement interface can also be used.

[0389] In the organic EL device according to this embodiment, the first light-emitting layer and the second light-emitting layer are preferably in direct contact with each other.

[0390] In this specification, a layer structure in which "the first light-emitting layer and the second light-emitting layer are in direct contact with each other" can include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) An embodiment in which a region in which both the first host material and the second host material are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS2) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region in which the first host material, the second host material, and the light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the process of vapor-depositing the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS3) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region made of the light-emitting compound, a region made of the first host material, or a region made of the second host material is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and the region is present at the interface between the first emitting layer and the second emitting layer.

[0391] (Schematic structure of organic EL element) An example of the schematic configuration of an organic EL element according to this embodiment is shown in Fig. 1. The organic EL element 1 shown in Fig. 1 is a top-emission organic EL element, and the light extraction side is the cathode 4 side. The organic EL element 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 is configured by laminating, in this order from the anode 3 side, a hole injection layer 61, a hole transport layer 62, a first light-emitting layer 51, a second light-emitting layer 52, an electron transport layer 71, and an electron injection layer 72. The anode 3 of the organic EL element 1 includes a conductive layer 31 and a light-reflecting layer 32, and the conductive layer 31 is disposed between the light-reflecting layer 32 and the hole injection layer 61. The light-emitting zone 5 of the organic EL element 1 includes the first light-emitting layer 51 on the anode 3 side and the second light-emitting layer 52 on the cathode 4 side.

[0392] A schematic configuration of another example of the organic EL element according to this embodiment is shown in Fig. 2. The organic EL element 1A shown in Fig. 2 is a bottom-emission organic EL element, and the light extraction side is the anode 3A side. The organic EL element 1A includes a light-transmitting substrate 2A, an anode 3A, a cathode 4A, and an organic layer 10 disposed between the anode 3A and the cathode 4A. The organic layer 10 is formed by stacking, in this order from the anode 3A side, a hole injection layer 61, a hole transport layer 62, a first light-emitting layer 51, a second light-emitting layer 52, an electron transport layer 71, and an electron injection layer 72. The organic EL element 1A also includes a color conversion section 8 that transmits light emitted from the first light-emitting layer 51 and the second light-emitting layer 52. In the organic EL element 1A, the color conversion section 8 is a color filter. The color conversion section 8 is disposed on the anode 3A side, which is the light extraction side of the organic EL element 1A. In the example shown in FIG. 2, the color conversion section 8 is disposed on the surface of the substrate 2A opposite to the surface facing the anode 3A.

[0393] The organic EL element according to this embodiment is not limited to the configuration of the organic EL element shown in FIGS. An example of an organic EL element having a different configuration is an organic EL element including organic layers in which a hole injection layer, a hole transport layer, a second light-emitting layer, a first light-emitting layer, an electron transport layer, and an electron injection layer are stacked in this order from the anode side. Another example of an organic EL element having a different configuration is a top-emission organic EL element in which a color conversion unit is disposed on the cathode side, which is the light extraction side. In this embodiment, the color conversion unit (e.g., a color filter and quantum dots) is disposed on the cathode. An example of an organic EL element having a different configuration is a top-emission organic EL element in which a light-reflecting layer, a substrate, and a conductive layer are arranged in this order. Furthermore, examples of organic EL elements with different configurations include bottom-emission organic EL elements in which a color conversion section is disposed between a substrate and an anode.

[0394] The structure of the organic EL element will be further described below. Hereinafter, the reference numerals may be omitted.

[0395] In the organic EL device according to this embodiment, an organic layer may be disposed between the first light-emitting layer and the second light-emitting layer.

[0396] (intervening layer) The organic EL device according to this embodiment may also have an intervening layer as an organic layer disposed between the first light-emitting layer and the second light-emitting layer. In this embodiment, in order to prevent the Singlet light-emitting region and the TTF light-emitting region from overlapping, the intervening layer does not contain a light-emitting compound to the extent that this can be achieved. For example, the content of the luminescent compound in the intervening layer is not limited to 0% by mass, but if the luminescent compound is, for example, a component unintentionally mixed in during the manufacturing process or a component contained as an impurity in the raw materials, the intervening layer is allowed to contain these components. For example, if all materials constituting the intervening layer are material A, material B, and material C, the content of each of material A, material B, and material C in the intervening layer is 10 mass% or more, and the total content of material A, material B, and material C is 100 mass%. Hereinafter, the intervening layer may be referred to as a "non-doped layer," and the layer containing the light-emitting compound may be referred to as a "doped layer."

[0397] In general, when the light-emitting layer has a laminated structure, the Singlet light-emitting region and the TTF light-emitting region are easily separated, which is said to improve the light-emitting efficiency. In the organic EL device of this embodiment, when an intervening layer (non-doped layer) is disposed between the first and second emitting layers in the emission band, the overlapping area between the Singlet emitting region and the TTF emitting region is reduced, and it is expected that the decrease in TTF efficiency caused by collisions between triplet excitons and carriers is suppressed. In other words, the insertion of the intervening layer (non-doped layer) between the emitting layers is thought to contribute to improving the efficiency of TTF emission.

[0398] The intermediate layer is a non-doped layer. The intervening layer does not contain metal atoms, and therefore does not contain a metal complex. The intervening layer includes an intervening layer material that is not a light-emitting compound. The material for the intervening layer is not particularly limited as long as it is a material other than a light-emitting compound. Examples of materials for the intervening layer include: 1) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, and phenanthroline derivatives; 2) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives; and 3) aromatic amine compounds such as triarylamine derivatives and condensed polycyclic aromatic amine derivatives.

[0399] The material for the intervening layer can be either or both of the first host material and the second host material, but is not particularly limited as long as it separates the Singlet emission region and the TTF emission region and does not inhibit the Singlet emission and the TTF emission.

[0400] In the organic EL device according to this embodiment, the content of each of the materials constituting the intervening layer in the intervening layer is 10% by mass or more. The intermediate layer includes the intermediate layer material as a material constituting the intermediate layer. The intervening layer preferably contains the intervening layer material in an amount of 60% by mass or more of the total mass of the intervening layer, more preferably 70% by mass or more of the total mass of the intervening layer, even more preferably 80% by mass or more of the total mass of the intervening layer, even more preferably 90% by mass or more of the total mass of the intervening layer, and even more preferably 95% by mass or more of the total mass of the intervening layer. The intervening layer may contain only one type of intervening layer material, or may contain two or more types. When the intervening layer contains two or more types of intervening layer materials, the upper limit of the total content of the two or more intervening layer materials is 100% by mass. It should be noted that this embodiment does not exclude the case where the intervening layer contains a material other than the intervening layer material.

[0401] The intervening layer may be composed of a single layer or may be composed of two or more layers laminated together.

[0402] The thickness of the intervening layer is not particularly limited as long as it can prevent the Singlet light-emitting region and the TTF light-emitting region from overlapping, but it is preferably 3 nm or more and 15 nm or less per layer, and more preferably 5 nm or more and 10 nm or less. If the thickness of the intervening layer is 3 nm or more, it becomes easier to separate the Singlet emission region from the emission region derived from TTF. If the thickness of the intervening layer is 15 nm or less, it becomes easier to prevent the host material of the intervening layer from emitting light.

[0403] The intervening layer includes an intervening layer material as a material constituting the intervening layer, and has a triplet energy T1(H1) of the first host material, a triplet energy T1(H2) of the second host material, and a triplet energy T1(M mid ) preferably satisfies the relationship of the following mathematical formula (Mathematical Formula 21). T1(H1) ≧ T1(M mid ) ≧ T1(H2) … (Equation 21)

[0404] When the intervening layer contains two or more intervening layer materials as materials constituting the intervening layer, the triplet energy T1(H1) of the first host material, the triplet energy T1(H2) of the second host material, and the triplet energy T1(M EA ) more preferably satisfy the relationship of the following mathematical formula (Math. 21A). T1(H1) ≧ T1(M EA ) ≧ T1(H2) …(Number 21A)

[0405] (substrate) The substrate is used as a support for the organic EL element. Examples of materials that can be used for the substrate include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples 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-deposited films may also be used.

[0406] (anode) The anode formed on the substrate is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or higher). Specific examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium 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).

[0407] These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% by mass or more and 10% by mass or less 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 or more and 5% by mass or less of tungsten oxide and 0.1% by mass or more and 1% by mass or less of zinc oxide relative to indium oxide. Alternatively, the films may be formed by vacuum deposition, coating, inkjet printing, spin coating, or the like.

[0408] 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 easily injects holes regardless of the work function of the anode, so materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0409] Materials with low work functions, such as elements belonging to Group 1 or 2 of the periodic table, can also be used. These include 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 metals (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these metals. Vacuum deposition and sputtering methods can be used to form the anode using alkali metals, alkaline earth metals, and alloys containing these metals. Furthermore, when using silver paste, coating methods and inkjet methods can be used.

[0410] When the organic EL element is a bottom-emission type, the anode is a light-transmitting electrode having light-transmitting properties. 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.

[0411] When the organic EL device 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 means the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metal material having light reflectivity can be appropriately selected from the materials listed in the above section on the anode. Examples of metal materials used for the light-reflecting 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; and a microcrystalline alloy selected from the group consisting of NiAl and silver alloys. In addition, 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.

[0412] 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 including 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. In addition, the conductive layer (transparent conductive layer) serving as a transparent electrode can also be made of a metal, alloy, electrically conductive compound, or mixture thereof having a large work function (specifically, 4.0 eV or more). Furthermore, the conductive layer may 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.

[0413] (cathode) The cathode is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof, each 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), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.

[0414] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0415] By providing an electron injection layer, the cathode can be formed using various conductive materials, regardless of the magnitude of the work function, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, etc. These conductive materials can be deposited by sputtering, inkjet printing, spin coating, etc.

[0416] 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.

[0417] When the organic EL element is a top-emission type, the cathode is a light-transmitting electrode having light-transmitting properties. 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 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 above as the material used for the conductive layer (or transparent conductive layer).

[0418] (capping layer) A top-emission organic EL device may have a capping layer on top of the cathode, which may be disposed on the surface of the cathode opposite to the surface facing the anode. 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 at least one compound selected from the group consisting of, for example, aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, and dibenzofuran derivatives. Furthermore, a laminate in which two or more layers containing compounds that can be used in the capping layer are laminated can also be used as the capping layer.

[0419] (Color conversion section) The color conversion section is provided on the light extraction side of the organic EL element, and serves to convert the light extracted from the light extraction side into light of a desired color. The color conversion section is preferably disposed on the electrode (transparent electrode) of the anode and cathode that is disposed on the light extraction side. The color conversion section may be, for example, a color filter, a material containing quantum dots, or a combination of a color filter and a material containing quantum dots.

[0420] Color filters Examples of materials for the color filter include the following dyes, or solid materials in which the dyes are dissolved or dispersed in a binder resin.

[0421] Red (R) dye: A single pigment selected from the group consisting of perylene pigments, lake pigments, azo pigments, quinacridone pigments, anthraquinone pigments, anthracene pigments, isoindoline pigments, and isoindolinone pigments, or a mixture containing two or more pigments can be used.

[0422] Green (G) dye: A single product selected from the group consisting of halogen-substituted phthalocyanine pigments, halogen-substituted copper phthalocyanine pigments, triphenthane-based basic dyes, isoindoline-based pigments, and isoindolinone-based pigments, or a mixture containing two or more products can be used.

[0423] Blue (B) dye: A single pigment selected from the group consisting of copper phthalocyanine pigments, indanthrone pigments, indophenol pigments, cyanine pigments, dioxazine pigments, etc., or a mixture containing two or more pigments can be used.

[0424] It is preferable to use a transparent material as the binder resin used in the color filter material, and for example, it is preferable to use a material having a transmittance of 50% or more in the visible light region. The binder resin used in the color filter material is preferably a transparent resin (polymer), etc. The binder resin used in the color filter material is preferably one or a mixture containing two or more selected from the group consisting of polymethyl methacrylate, polyacrylate, polycarbonate, polyvinyl alcohol, polyvinylpyrrolidone, hydroxyethyl cellulose, carboxymethyl cellulose, etc.

[0425] Quantum dots Examples of materials containing quantum dots include materials in which quantum dots are dispersed in a resin, etc. The quantum dots may be at least one selected from the group consisting of CdSe, ZnSe, CdS, CdSeS / ZnS, InP, InP / ZnS, CdS / CdSe, CdS / ZnS, PbS, and CdTe.

[0426] The color conversion unit may have a red conversion region that converts blue light to red light, a green conversion region that converts blue light to green light, and a blue transmission region that transmits blue light. The color conversion unit is also preferably configured to obtain three colors of light or a mixture of these colors from the organic EL element. For example, if the blue light emitted from the first and second light-emitting layers has a narrow half-width at half maximum and high color purity, the emitted light that passes through the red conversion region is converted into red light with high color purity, and the emitted light that passes through the green conversion region is converted into green light with high color purity.

[0427] (hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, or manganese oxide.

[0428] In addition, materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DNTPD). [N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), and other aromatic amine compounds, such as dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), are also included.

[0429] Furthermore, polymeric compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples 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). Acid-added polymeric compounds such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can also be used.

[0430] (Hole transport layer) The hole transport layer is a layer containing a substance having a high hole transport property. In the organic EL device according to this embodiment, the hole transport layer preferably contains a third compound. In the organic EL device according to this embodiment, a hole transport layer is preferably disposed between the anode and the light-emitting zone.

[0431] In the organic EL device according to this embodiment, the hole transport layer preferably contains a third compound represented by the following general formula (H1) or (H2).

[0432] [ka]

[0433] (In the general formula (H1), L 31 , L 32 and L 33 are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, Ar 31 , Ar 32 and Ar 33 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -Si(R C1 )(R C2 )(R C3 ) is a group represented by R C1、 R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R C1 If there are multiple R C1 are the same or different from each other, R C2If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are either identical or different.)

[0434] [ka]

[0435] (In the general formula (H2), A 41 and A 42 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R 410 ~R 414 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 420 ~R 424 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 410 ~R 414 and R 420 ~R 424 are each independently, hydrogen atoms, cyano group, 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 halogen atoms, 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, m1 is 3, and three R 410 are the same or different from each other, m2 is 3, and 3 R 420 are the same or different from each other, L 41 and L 42 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms.

[0436] (In the third compound represented by the general formula (H2), R 901 , R 902 , R 903 and R 904 are each independently, hydrogen atoms, 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 R902 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 either identical or different.)

[0437] In the organic EL device according to this embodiment, the hole transport layer preferably contains a compound represented by the following general formula (H3) as a third compound.

[0438] [ka]

[0439] (In the general formula (H3), L 34 , L 35 , L 36 and L 37 are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, n2 is 1, 2, 3 or 4; If n2 is 1, L 38 represents a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, When n2 is 2, 3, or 4, multiple L 38 are identical to or different from each other, When n2 is 2, 3, or 4, multiple L 38 teeth, they combine together to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, L does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 38 represents a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, Ar34 , Ar 35 , Ar 36 and Ar 37 are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -Si(R C1 )(R C2 )(R C3 ) is a group represented by R C1、 R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 30 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 either identical or different.)

[0440] In the organic EL device according to this embodiment, the third compound, Ar 31 , Ar 32 and Ar 33 It is also preferable that at least one of the above is a group represented by the following general formula (H11). In the organic EL device according to this embodiment, the third compound, Ar 34 , Ar 35 , Ar 36 and Ar 37 It is also preferable that at least one of the above is a group represented by the following general formula (H11).

[0441] [ka]

[0442] (In the general formula (H11), X3 is an oxygen atom, a sulfur atom, or NR319 or C(R 320 )(R 321 ) and R 311 ~R 318 A pair of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 320 and R 321 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 311 ~R 321 One of the bonds is a single bond that connects to *e, or R 311 ~R 318 a carbon atom constituting the ring skeleton of the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring formed by bonding together a pair of adjacent two or more of the above is bonded to *a by a single bond, or R 320 and R 321 a carbon atom constituting a ring skeleton of the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring formed by bonding together a pair consisting of: R that does not form the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring and is not a single bond bonded to *a 311 ~R 318 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 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 10 ring atoms, *R that is not a single bond attached to a 319 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, *R is not a single bond bonded to a, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring 320 and R 321 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, ** indicates independently L 31 , L 32 Or L 33 or the bonding position with L 34 , L 35 , L 36 Or L 37 or the bonding position to the nitrogen atom of the amino group.

[0443] In at least one group represented by the general formula (H11) of the third compound, R 311 ~R 318 It is also preferred that at least one pair of adjacent two or more of the above be bonded to each other to form a substituted or unsubstituted monocycle or a substituted or unsubstituted fused ring.

[0444] In at least one group represented by the general formula (H11) of the third compound, R 311 ~R 318 It is also preferred that at least one pair of adjacent two or more of the above be bonded to each other to form a substituted or unsubstituted benzene ring.

[0445] In at least one group represented by the general formula (H11) of the third compound, R 311 ~R 318 It is also preferred that one or two pairs of adjacent two or more of the above be bonded to each other to form a substituted or unsubstituted benzene ring.

[0446] In at least one group represented by the general formula (H11) of the third compound, R 311 ~R 318 It is also preferred that no pair of adjacent two or more of the above is bonded to each other.

[0447] In the organic EL device according to this embodiment, the third compound is 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 It is also preferable that the amine compound is at least one selected from the group consisting of tetraamine compounds having four substituted or unsubstituted amino groups in the molecule.

[0448] In the compounds represented by the general formula (H1) and the compounds represented by the general formula (H3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 It is also preferable that the group is not a group represented by —N(R C6 )(R C7 ) in the group represented by R C6 and R C7 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.

[0449] In the organic EL device according to this embodiment, the third compound is preferably at least one amine compound selected from the group consisting of monoamine compounds and diamine compounds.

[0450] In the organic EL device according to this embodiment, the third compound is also preferably a monoamine compound.

[0451] In the organic EL device according to this embodiment, the hole transport layer can be made of an aromatic amine compound, a carbazole derivative, an anthracene derivative, etc. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl ... Aromatic amine 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), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) can be used. The substances mentioned here are mainly 10 -6 cm 2 A material with a hole mobility of at least / (V·s).

[0452] The hole transport layer may be made of carbazole derivatives such as CBP, 9-[4-(N-carbazolyl)]phenyl-10-phenylanthracene (CzPA), and 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) may also be used.

[0453] However, other substances may be used as long as they have a higher hole-transporting property than an electron-transporting property. Note that the layer containing the substance having a high hole-transporting property may be not only a single layer, but also a stack of two or more layers containing the above-mentioned substances.

[0454] (Specific Example of the Third Compound) Specific examples of the third compound include the following compounds, however, the present invention is not limited to these specific examples of the third compound.

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[0476] (electron barrier layer) The electron blocking layer is preferably a layer that transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) closer to the anode than the electron blocking layer. The compound contained in the electron blocking layer is, for example, a compound used in known electron blocking layers, and is preferably 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 be a compound having 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 and a hole injection layer) so that excitation energy does not leak from the light-emitting layer to a peripheral layer.

[0477] (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, for example, at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives. It is also preferable that the hole blocking layer is a layer that prevents excitons generated in the light-emitting layer from migrating to a layer closer to the cathode than the hole blocking layer (for example, an electron transport layer or an electron injection layer) so that excitation energy does not leak from the light-emitting layer to a peripheral layer.

[0478] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties. In the organic EL device according to this embodiment, the electron transport layer preferably contains a fourth compound. In the organic EL device according to this embodiment, an electron transport layer is preferably disposed between the light-emitting region and the cathode.

[0479] In the organic EL device according to this embodiment, the electron transport layer preferably contains a fourth compound represented by the following general formula (E1).

[0480] [ka]

[0481] (In the general formula (E1), X 51 , X 52 and X 53 are each independently a nitrogen atom or CR5, However, X 51 , X 52 and X 53 at least one of which is a nitrogen atom, R5 is hydrogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by 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, Ax is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, Bx is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, L5 is single bond, a substituted or unsubstituted (n+1)-valent aromatic hydrocarbon ring group having 6 to 18 ring carbon atoms; a substituted or unsubstituted (n+1)-valent heterocyclic group having 5 to 13 ring atoms, or an (n+1)-valent group formed by bonding two or three groups selected from the group consisting of substituted or unsubstituted aromatic hydrocarbon ring groups having 6 to 18 ring carbon atoms and substituted or unsubstituted heterocyclic groups having 5 to 13 ring atoms, n is 1, 2 or 3, and when n is 2 or 3, L5 is not a single bond, Cx is independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, When there are multiple Cx, the multiple Cx may be the same or different.

[0482] (In the fourth compound, R 901 , R 902 , R 903 and R 904 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are either identical or different.)

[0483] In the organic EL device according to this embodiment, X of the fourth compound 51 , X 52 and X 53 Among these, it is preferred that two or three are nitrogen atoms.

[0484] In the organic EL device according to this embodiment, the fourth compound is preferably a compound represented by the following general formula (E11), (E12), (E13) or (E14).

[0485] [ka]

[0486] (In the general formulae (E11) to (E14), Ax, Bx, Cx, R5, L5 and n are each as defined in the general formula (E1).)

[0487] In the organic EL device according to this embodiment, the substituent in the case of being "substituted or unsubstituted" is also preferably 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.

[0488] In the organic EL device according to this embodiment, the substituent in the case of being "substituted or unsubstituted" is also preferably 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.

[0489] In the organic EL device according to this embodiment, the electron transport layer may be formed using 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.Specific examples of low-molecular-weight organic compounds that may be used include metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), bathophenanthroline (abbreviated as BPhen), bathocuproine (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviated as BzOs) can also be used. In this embodiment, benzimidazole compounds can be preferably 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-transporting layer as long as they have a higher electron-transporting property than a hole-transporting property. The electron-transporting layer may be formed as a single layer or as a stack of two or more layers made of the above-mentioned substances.

[0490] The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0491] (Fourth Specific Example of Compound) Specific examples of the fourth compound include the following compounds: However, the present invention is not limited to these specific examples of the fourth compound.

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[0508] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. In the organic EL device according to this embodiment, the electron injection layer can be made of an alkali metal, alkaline earth metal, or compound thereof, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF), or lithium oxide (LiOx). Alternatively, an electron-transporting substance containing an alkali metal, alkaline earth metal, or compound thereof, such as magnesium (Mg) in Alq, can be used. In this case, electrons can be injected from the cathode more efficiently.

[0509] Alternatively, the electron injection layer may be formed using a composite material obtained by mixing an organic compound and an electron donor (donor). Such composite materials have excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent at transporting the generated electrons. Specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (TTF) can also be used.

[0510] (Layer formation method) The method for forming each layer of the organic EL element of this embodiment is not limited to those specifically mentioned above, but known methods can be used, such as dry film formation methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet film formation methods such as spin coating, dipping, flow coating, and inkjet deposition.

[0511] (film thickness) The thickness of each organic layer in the organic EL device of this embodiment is not limited unless otherwise specified above. Generally, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer in the organic EL device is usually preferably in the range of several nm to 1 μm.

[0512] (Emission wavelength of organic EL element) The organic electroluminescent element according to this embodiment preferably emits light having a maximum peak wavelength of 500 nm or less when the element is in operation. The organic electroluminescent element according to this embodiment preferably emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the element is driven. The maximum peak wavelength of light emitted from the organic EL element when the element is driven is measured as follows: 2 A voltage is applied to the organic EL element so that the spectral radiance spectrum is measured using a spectroradiometer CS-2000 (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).

[0513] Second Embodiment (electronic equipment) The electronic device according to this embodiment is equipped with the organic EL element according to any one of the above-described embodiments. 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, for example, as a backlight for a display device.

[0514] [Modifications of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0515] For example, the number of light-emitting layers in the organic EL element is not limited to two, and three or more light-emitting layers may be stacked. When the organic EL element has three or more light-emitting layers, it is sufficient that at least two of the light-emitting layers (the first light-emitting layer and the second light-emitting layer) satisfy the conditions described in the above embodiment. For example, the other light-emitting layers may be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission due to electron transition from a triplet excited state directly to the ground state.

[0516] Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0517] In addition, the specific structure and shape in carrying out the present invention may be other structures within the scope of achieving the object of the present invention. [Example]

[0518] 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.

[0519] <Compound> The structures of the compounds represented by general formula (1) used in the production of the organic EL devices according to Examples 1 to 16 are shown below.

[0520] [ka]

[0521] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 1 and 2 are shown below.

[0522] [ka]

[0523] The structures of other compounds used in the production of the organic EL devices according to Examples 1 to 16 and Comparative Examples 1 and 2 are shown below.

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[0525] <Fabrication of Organic EL Devices (1)> An organic EL device was fabricated and evaluated as follows.

[0526] Example 1 A 100 nm thick silver alloy layer, APC (Ag-Pd-Cu) layer, and a 10 nm thick indium oxide-zinc oxide (IZO) layer were deposited in this order on a glass substrate by sputtering. This resulted in a conductive material layer consisting of an APC layer and an IZO layer. The APC layer is a light-reflecting layer, and the IZO layer is a transparent conductive layer. IZO is a registered trademark. Next, using conventional lithography techniques, the conductive material layer consisting of the light-reflecting layer and the transparent conductive layer was patterned by etching using a resist pattern as a mask to form an anode. The substrate on which the lower electrode (anode) was formed was subjected to ultrasonic cleaning in isopropyl alcohol for 5 minutes, and then to UV ozone cleaning for 30 minutes. Next, on the lower electrode (anode), the compounds HT1 and HA1 were co-deposited by vacuum deposition to form a hole injection layer with a thickness of 10 nm, in which the proportion of the compound HT1 in the hole injection layer was 97% by mass and the proportion of the compound HA1 was 3% by mass. Next, the compound HT1 was vapor-deposited on the hole injection layer to form a first hole transport layer having a thickness of 114 nm. Next, the compound EB1 was vapor-deposited on the first hole transport layer to form a second hole transport layer having a thickness of 5 nm. The second hole transport layer may also be referred to as an electron blocking layer. Next, compound BH1-1 (first host material) and compound BD (first light-emitting compound) were co-deposited on the second hole-transporting layer to form a first light-emitting layer having a thickness of 10 nm, in which the proportion of compound BH1-1 in the first light-emitting layer was 99% by mass and the proportion of compound BD was 1% by mass. Next, compound BH2 (second host material) and compound BD (second light-emitting compound) were co-deposited on the first light-emitting layer to form a second light-emitting layer with a thickness of 10 nm, in which the proportion of compound BH2 in the second light-emitting layer was 99% by mass and the proportion of compound BD in the second light-emitting layer was 1% by mass. Next, the compound HB1 was vapor-deposited on the second light-emitting layer to form a first electron-transporting layer having a thickness of 5 nm. The first electron-transporting layer may also be referred to as a hole-blocking layer. On the first electron transport layer, the compound ET1 and the compound Liq were co-deposited to form a second electron transport layer with a thickness of 25 nm. The proportion of the compound ET1 in this second electron transport layer was 50 mass %, and the proportion of the compound Liq was 50 mass %. Liq is an abbreviation for (8-quinolinolato)lithium. Ytterbium (Yb) was evaporated onto the second electron transport layer to form an electron injection layer with a thickness of 1 nm. On the electron injection layer, Mg and Ag were vapor-deposited in a mixture ratio (mass %) of 10:90 to form a 12 nm thick upper electrode (cathode) made of a semi-transparent MgAg alloy. A compound Cap was deposited on the upper electrode (cathode) by vacuum deposition to form a capping layer with a thickness of 65 nm. In this manner, a top-emission organic EL element according to Example 1 was fabricated. The device configuration of Example 1 is shown in outline below. APC(100) / IZO(10) / HT1:HA1(10,97%:3%) / HT1(114) / EB1(5) / BH1-1:BD(10,99%:1%) / BH 2:BD(10,99%:1%) / HB1(5) / ET1:Liq(25,50%:50%) / Yb(1) / Mg:Ag(12,10%:90%) / Cap(65) In the above element configuration, the numbers in parentheses indicate film thickness (unit: nm). Regarding the device configuration of Example 1, the percentages (97%:3%) in parentheses indicate the ratio (mass%) of compound HT1 and compound HA1 in the hole injection layer, the percentages (99%:1%) indicate the ratio (mass%) of the host material (compound BH1-1 or BH2) and the light-emitting compound (compound BD) in the light-emitting layer, the percentages (50%:50%) indicate the ratio (mass%) of compounds ET and Liq in the second electron transport layer, and the percentages (10%:90%) indicate the mixing ratio (mass%) of Mg and Ag in the upper electrode (cathode). The same notations are used hereinafter. The thickness T of the first light-emitting layer disposed on the anode side of the first light-emitting layer and the second light-emitting layer is AN and the thickness T of the second light-emitting layer located on the cathode side. CA The film thickness ratio T CA / T AN was 1.0.

[0527] Examples 2 to 8 The organic EL devices of Examples 2 to 8 were each produced in the same manner as the organic EL device of Example 1, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 1.

[0528] (Comparative Example 1) The organic EL device of Comparative Example 1 was produced in the same manner as the organic EL device of Example 1, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 1.

[0529] <Evaluation of Organic EL Devices (1)> The organic EL devices thus fabricated were evaluated as follows. The evaluation results are shown in Table 1.

[0530] (Current efficiency L / J and "L / J / CIEy") The current density of the fabricated organic EL device was 10.00mA / cm 2The spectral radiance spectrum when a voltage was applied so that the value was 0.05 was measured using a spectroradiometer CS-1000 (manufactured by Konica Minolta, Inc.). From the obtained spectral radiance spectrum, the CIE 1931 chromaticity coordinates (CIEx and CIEy), current efficiency L / J (unit: cd / A), and "L / J / CIEy" were calculated. The "L / J / CIEy" value was calculated by dividing the current efficiency L / J value by the CIEy value. The "L / J / CIEy" value is sometimes referred to as the blue index (BI). In this evaluation, the blue index (BI) value was used as an index of luminous efficiency.

[0531] (Life span LT95) The current density of the fabricated organic EL device was 50 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.).

[0532] (Δλ and ΔFWHM) A first film and a second film were prepared using the method described below, and the maximum peak wavelength λ1 and half-width FWHM1 of the PL spectrum of the first film (with the same composition as the first light-emitting layer) and the maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the second film (with the same composition as the second light-emitting layer) were measured.

[0533] Δλ (unit: nm) was calculated from the obtained maximum peak wavelengths λ1 and λ2 (unit: nm) and the following mathematical formula (number X1). Δλ=|λ1-λ2| …(number X1)

[0534] ΔFWHM (unit: nm) was calculated from the obtained half widths FWHM1 and FWHM2 (unit: nm) and the following mathematical formula (number X2). ΔFWHM=|FWHM1-FWHM2| …(number x2)

[0535] The maximum peak wavelength λ1 and half width FWHM1 of the PL spectrum of the first film, and the maximum peak wavelength λ2 and half width FWHM2 of the PL spectrum of the second film were measured by the following method. First, a first film measurement sample was prepared by the following method so that the first film had the same structure as the first light-emitting layer. Furthermore, a second film measurement sample was prepared by the following method so that the second film had the same structure as the second light-emitting layer. "Same structure as the first light-emitting layer" means that the first film was prepared using the same materials as the first light-emitting layer in the same mass ratio. Specifically, when the first light-emitting layer is composed of a first host material and a first light-emitting compound, this means that the ratio (by mass) of the first light-emitting compound material to the first host material contained in the first light-emitting layer (first light-emitting compound / first host material) is the same as the ratio (by mass) of the first light-emitting compound to the first host material contained in the first film (first light-emitting compound / first host material). The same applies to "same structure as the second light-emitting layer."

[0536] A first film with a thickness of 50 nm was formed by co-evaporating a first host material and a first luminescent compound onto a quartz substrate (25 mm × 25 mm) so that the ratio (by mass) of the first luminescent compound to the first host material contained in the first luminescent layer (first luminescent compound / first host material) was the same. A sealing glass (outer dimensions 17 × 17 mm, inner diameter 13 × 13 mm, recessed depth 0.5 mm) coated with a coating-type desiccant (Futaba Corporation, OleDry-P2) was then sealed on the first film using a UV-curable resin (ThreeBond Fine Chemicals, TB3124N(IE)). In this way, a first film measurement sample was prepared. A second film measurement sample was also prepared in the same manner as the first film measurement sample. The PL spectrum was measured using a fluorescence spectrum measuring device (fluorescence spectrophotometer F-7000 (manufactured by Hitachi High-Tech Science Corporation)). The conditions for measuring the PL spectrum are as follows. The film measurement sample was excited at a specific wavelength (30 nm shorter than the maximum peak wavelength of the absorption spectrum), and the maximum peak wavelength λ (unit: nm) and full width at half maximum (FWHM) of the film were calculated from the PL spectrum. FWHM is an abbreviation for full width at half maximum.

[0537] [Table 1]

[0538] The results shown in Table 1 indicate that Examples 1 to 8, which used a compound represented by general formula (1) as the first host material, had smaller Δλ and ΔFWHM values, i.e., smaller change in emission color (chromaticity shift), compared to Comparative Example 1. The smaller the change in emission color, as in Examples 1 to 8, the smaller the loss of light when extracting light from the top-emission organic EL device, resulting in higher luminous efficiency and longer lifetime. The organic EL devices of Examples 1, 2, 3, 5, and 7 had higher luminous efficiency and longer lifetime than the organic EL devices of Examples 4 and 6. This is likely due to the high electron mobility of the compound related to the first host material used in Examples 1, 2, 3, 5, and 7, and the suppression of deactivation of triplet excitons (triplets) due to the exciton generation region being localized on the pyrene ring of the first host material.

[0539] <Fabrication of Organic EL Devices (2)> An organic EL device was fabricated and evaluated as follows.

[0540] Example 9 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO transparent electrode had a film thickness of 130nm. The washed glass substrate with transparent electrode lines was mounted on a substrate holder in a vacuum deposition apparatus, and the compounds HT1 and HA1 were co-deposited by vacuum deposition on the side with the transparent electrode lines so as to cover the transparent electrode, forming a hole injection layer with a thickness of 10 nm. The proportion of compound HT1 in the hole injection layer was 97% by mass, and the proportion of compound HA1 was 3% by mass. Next, the compound HT1 was vapor-deposited on the hole injection layer to form a first hole transport layer with a thickness of 85 nm. Next, the compound EB1 was vapor-deposited on the first hole transport layer to form a second hole transport layer having a thickness of 5 nm. The second hole transport layer may also be referred to as an electron blocking layer. Next, compound BH1-1 (first host material) and compound BD (first light-emitting compound) were co-deposited on the second hole-transporting layer to form a first light-emitting layer having a thickness of 10 nm, in which the proportion of compound BH1-1 in the first light-emitting layer was 99% by mass and the proportion of compound BD was 1% by mass. Next, compound BH2 (second host material) and compound BD (second light-emitting compound) were co-deposited on the first light-emitting layer to form a second light-emitting layer with a thickness of 10 nm, in which the proportion of compound BH2 in the second light-emitting layer was 99% by mass and the proportion of compound BD in the second light-emitting layer was 1% by mass. Next, the compound HB1 was vapor-deposited on the second light-emitting layer to form a first electron-transporting layer having a thickness of 5 nm. The first electron-transporting layer may also be referred to as a hole-blocking layer. On the first electron transport layer, the compound ET1 and the compound Liq were co-deposited to form a second electron transport layer having a thickness of 25 nm, in which the proportion of the compound ET1 in the second electron transport layer was 50 mass % and the proportion of the compound Liq in the second electron transport layer was 50 mass %. On the second electron transport layer, the compound Liq was evaporated to form an electron injection layer with a thickness of 1 nm. Metallic Al was vapor-deposited on the electron injection layer to form a cathode with a thickness of 80 nm. In this manner, a bottom-emission organic EL device according to Example 9 was fabricated. The device configuration of Example 9 is shown in outline below. ITO(130) / HT1:HA1(10,97%:3%) / HT1(85) / EB1(5) / BH1-1:BD(10,99%:1%) / BH2:BD(10,99%:1%) / HB1(5) / ET1:Liq(25,50%:50%) / Liq(1) / Al(80)

[0541] (Examples 10 to 16) The organic EL devices of Examples 10 to 16 were each produced in the same manner as the organic EL device of Example 9, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 2.

[0542] (Comparative Example 2) The organic EL device of Comparative Example 2 was produced in the same manner as the organic EL device of Example 9, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 2.

[0543] <Evaluation of Organic EL Devices (2)> The fabricated organic EL devices were evaluated as follows. The evaluation results are shown in Table 2.

[0544] (External quantum efficiency EQE) First, the external quantum efficiency EQE (unit: %) of the organic EL device before the color filter was attached was measured by the following method. Current density is 10mA / cm 2 The spectral radiance spectrum when a voltage was applied to the element so that the value was as follows 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 used. Next, a color filter was attached onto the glass substrate of the organic EL device using a transparent adhesive. The color filter used was a gelatin color filter (manufactured by Edmund Optics Japan, No. 47 Deep Blue, product code #53-700). After the color filter was attached to the organic EL element, the current density was again set to 10.0 mA / cm2 A voltage was applied so that the spectral radiance spectrum was measured using a CS-2000 spectroradiometer. From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated, assuming that Lambertian radiation was performed.

[0545] For each of the organic EL devices of Examples 8 to 16 and Comparative Example 2, the relative value (unit: %) of the EQE after the color filter was attached to the EQE before the color filter was attached was calculated using the following formula (number X3). The color filter may be abbreviated as CF. EQE relative value = (EQE after CF installation / EQE before CF installation) x 100 ... (number x 3)

[0546] [Table 2]

[0547] The results shown in Table 2 indicate that Examples 9 to 16, which used a compound represented by general formula (1) as the first host material, had smaller Δλ and ΔFWHM values, i.e., smaller change in emission color (chromaticity shift), compared to Comparative Example 2. The smaller the change in emission color, as in Examples 9 to 16, the smaller the loss of light when extracting light from a bottom-emission organic EL device using a color filter, resulting in higher luminous efficiency. The organic EL devices of Examples 1, 2, 3, 5, and 7 had higher luminous efficiency than the organic EL devices of Examples 4 and 6. This is likely due to the high electron mobility of the compound representing the first host material used in Examples 1, 2, 3, 5, and 7, and the suppression of deactivation of triplet excitons (triplets) due to the exciton generation region being localized on the pyrene ring of the first host material.

[0548] <Compound evaluation> (Triplet energy T1) The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to a concentration of 10 μmol / L to obtain a solution, and this solution was placed in a quartz cell to serve as a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77 [K]), and a tangent was drawn to the rising edge of the short wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of the tangent and the horizontal axis was determined. edge The triplet energy T1 was calculated from the following conversion formula (F1) based on [nm]. Note that the triplet energy T1 may have an error of about 0.02 eV depending on the measurement conditions. Conversion formula (F1): T1[eV]=1239.85 / λ edge

[0549] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is defined as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. The phosphorescence was measured using a spectrofluorometer model F-4500 manufactured by Hitachi High-Technologies Corporation.

[0550] (singlet energy S1) A 10 μmol / L toluene solution of the compound to be measured was prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample was measured at room temperature (300 K). A tangent line was drawn to the falling edge of the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of the tangent line and the horizontal axis was substituted into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge The absorption spectrum measuring device used was a spectrophotometer manufactured by Hitachi (device name: U3310).

[0551] The tangent to the fall on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the longest maximum value on the longest wavelength side of the absorption spectrum toward longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum values ​​on the longest wavelength side.

[0552] (Measurement of maximum fluorescence emission peak wavelength (FL-peak)) The compound to be measured is 4.9 x 10 -6 A toluene solution was prepared by dissolving the compound in toluene at a concentration of 100 mol / L. The maximum peak wavelength λ (unit: nm) of the fluorescence emission was measured when the toluene solution was excited at 390 nm using a fluorescence spectrophotometer (F-7000, manufactured by Hitachi High-Tech Science Corporation). The maximum peak wavelength λ of fluorescence emission of the compound BD was 455 nm.

[0553] [Table 3]

[0554] <Synthesis of Compounds> (Synthesis Example 1) (Synthesis of intermediate M1-C)

[0555] [ka]

[0556] Under an argon atmosphere, 3.66 g (10.0 mmol) of intermediate M1-A, 1.56 g (10.0 mmol) of intermediate M1-B, 0.14 g (0.2 mmol) of dichlorobisamphospalladium(II), 15.0 ml (30.0 mmol) of 2 M aqueous sodium carbonate, and 100 ml of 1,2-dimethoxyethane were charged into a flask and heated with stirring at 75°C for 8 hours. After cooling to room temperature (25°C), the reaction solution was concentrated and 500 ml of toluene was added. The resulting solution was stirred thoroughly, and the aqueous layer was removed. The remaining organic layer was concentrated, and the residue was purified by silica gel column chromatography to obtain 3.29 g (75% yield) of a white solid. LC-MS analysis identified the white solid as intermediate M1-C. Tf represents a trifluoromethylsulfonyl group.

[0557] (Synthesis of Compound BH1-1)

[0558] [ka]

[0559] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediates M1-C and M1-D were used instead of intermediates M1-A and M1-B, to obtain 1.12 g (48% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-1.

[0560] (Synthesis Example 2) (Synthesis of Compound BH1-2)

[0561] [ka]

[0562] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediate M1-C and intermediate M2-A were used instead of intermediate M1-A and intermediate M1-B, to obtain 2.30 g (39% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-2.

[0563] (Synthesis Example 3) (Synthesis of Intermediate M3-B)

[0564] [ka]

[0565] Intermediate M1-C was synthesized in the same manner as in the synthesis of Intermediate M1-C, except that Intermediate M3-A was used instead of Intermediate M1-A, to obtain 3.58 g (66% yield) of a white solid, which was identified as Intermediate M3-B by LC-MS analysis.

[0566] (Synthesis of Compounds BH1-3)

[0567] [ka]

[0568] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediates M3-B and M2-A were used instead of intermediates M1-A and M1-B, to obtain 1.73 g (52% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-3.

[0569] (Synthesis Example 4) (Synthesis of Intermediate M4-B)

[0570] [ka]

[0571] Intermediate M4-B was synthesized in the same manner as in the synthesis of Intermediate M1-C, except that Intermediate M4-A was used instead of Intermediate M1-A, to obtain 1.34 g (73% yield) of a white solid. LC-MS analysis identified the white solid as Intermediate M4-B.

[0572] (Synthesis of Compounds BH1-4)

[0573] [ka]

[0574] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediates M4-B and M2-A were used instead of intermediates M1-A and M1-B, to obtain 0.98 g (32% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-4.

[0575] (Synthesis Example 5) (Synthesis of Compounds BH1-5)

[0576] [ka]

[0577] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediate M2-A was used instead of intermediate M1-B, to obtain 2.16 g (53% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-5.

[0578] (Synthesis Example 6) (Synthesis of Intermediate M6-B)

[0579] [ka]

[0580] Intermediate M6-B was synthesized in the same manner as in the synthesis of Intermediate M1-C, except that Intermediate M6-A was used instead of Intermediate M1-A, to obtain 2.11 g (76% yield) of a white solid. LC-MS analysis identified the white solid as Intermediate M6-B.

[0581] (Synthesis of Compounds BH1-6)

[0582] [ka]

[0583] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediate M6-B and intermediate M2-A were used instead of intermediate M1-A and intermediate M1-B, to obtain 1.26 g (41% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-6.

[0584] (Synthesis Example 7) (Synthesis of Intermediate M7-B)

[0585] [ka]

[0586] Intermediate M7-B was synthesized in the same manner as in the synthesis of Intermediate M1-C, except that Intermediate M7-A was used instead of Intermediate M1-A, to obtain 1.73 g (64% yield) of a white solid. LC-MS analysis identified the white solid as Intermediate M7-B.

[0587] (Synthesis of Compounds BH1-7)

[0588] [ka]

[0589] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediates M7-B and M1-D were used instead of intermediates M1-A and M1-B, to obtain 1.33 g (46% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-7.

[0590] (Synthesis Example 8) (Synthesis of Compounds BH1-8)

[0591] [ka]

[0592] The synthesis of intermediate M1-C was carried out in the same manner as intermediate M1-C, except that intermediates M8-A and M1-D were used instead of intermediates M1-A and M1-B, to obtain 0.73 g (58% yield) of a white solid. LC-MS analysis identified the white solid as compound BH1-8. [Explanation of symbols]

[0593] 1,1A...organic EL element, 10...organic layer, 2,2A...substrate, 3,3A...anode, 31...conductive layer, 32...light-reflecting layer, 4,4A...cathode, 5...emission band, 51...first emission layer, 52...second emission layer, 61...hole injection layer, 62...hole transport layer, 71...electron transport layer, 72...electron injection layer, 8...color conversion section.

Claims

1. An organic electroluminescence element, A substrate; an anode; A cathode; a light-emitting zone disposed between the anode and the cathode; the substrate, the anode, the light-emitting zone, and the cathode are arranged in this order; the light-emitting zone includes a first light-emitting layer and a second light-emitting layer; the first light-emitting layer contains a first host material; The first host material is a first compound represented by the following general formula (1): the second light-emitting layer contains a second host material; the first host material and the second host material are different from each other, The thickness T of the layer of the first light-emitting layer and the second light-emitting layer that is disposed on the anode side ＡＮ and the thickness T of the layer disposed on the cathode side ＣＡ The film thickness ratio T ＣＡ / T ＡＮ is 0.3 or more and 1.5 or less, At least one of the following configurations (i) and (ii) is provided: Organic electroluminescent element. Configuration (i): The anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transmittance. Configuration (ii): A color conversion section is disposed on the light extraction side of the organic electroluminescence element. 【Chemical 1】 (In the general formula (1), R １ ~R ５ , Ra each independently represents hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, The four Ra ​​are the same or different from each other, L １ teeth, Single bond a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 20 ring atoms, Ar １ is a group represented by the general formula (11), (12) or (13), In the general formulas (11), (12) and (13), X １ is an oxygen atom, a sulfur atom, or C(Rb １ ) (Rb ２ ) and Rb １ and Rb ２ The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R １０１ ~R １１０ , R １１１ ~R １２０ , R １２１ ~R １３０、 and Rb which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. １ and Rb ２ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 20 ring atoms, However, R １０１ ~R １１０ One of them is L １ is a single bond that bonds to R １１１ ~R １２０ One of them is L １ is a single bond that bonds to R １２１ ~R １３０ One of them is L １ is a single bond that bonds to

2. a top-emission element having the configuration (i), in which light emitted from the emission band is extracted from the cathode side; The organic electroluminescence device according to claim 1 .

3. a bottom-emission element having the configuration (ii), in which light emitted from the emission band is extracted from the substrate side; The organic electroluminescence device according to claim 1 .

4. R １ ~R ５ , Ra each independently represents hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms; The organic electroluminescence device according to claim 1 .

5. The first compound is represented by the following general formula (101): The organic electroluminescence device according to claim 1 . 【Chemistry 2】 (In the general formula (101), R １ ~R ５ , L １ and Ar １ is as defined in the general formula (1), and R ６ , R ７ , R ９ and R １０ each independently has the same meaning as Ra in the general formula (1).

6. R １０１ ~R １０３ One of them is L １ is a single bond that connects to R １１１ ~R １１３ One of them is L １ is a single bond that connects to R １２１ ~R １２３ One of them is L １ is a single bond that bonds to The organic electroluminescence device according to claim 1 .

7. The first compound is represented by the following general formula (111), (121), or (131): The organic electroluminescence device according to claim 1 . 【Chemistry 3】 (In the general formulae (111), (121) and (131), R １ ~R ５ and L １ are as defined in the general formula (1), and R ６ , R ７ , R ９ and R １０ are each independently defined as Ra in the general formula (1), and X １ , R １０２ ~R １１０ , R １１２ ~R １２０ and R １２２ ~R １３０ are as defined in the general formulae (11) to (13).

8. X １ is an oxygen atom, The organic electroluminescence device according to claim 7 .

9. The first compound is represented by the following general formula (141): The organic electroluminescence device according to claim 1 . 【Chemistry 4】 (In the general formula (141), R １ ~R ５ and L １ are as defined in the general formula (1), and R ６ , R ７ , R ９ and R １０ are each independently defined as Ra in the general formula (1), and X １ , R １１１ , R １１２ and R １１４ ~R １２０ are as defined in the general formula (12).

10. X １ is C(Rb １ ) (Rb ２ ) The organic electroluminescence device according to claim 9 .

11. L in the first compound １ represents a single bond or a substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms; The organic electroluminescence device according to claim 1 .

12. L in the first compound １ represents a single bond or a substituted or unsubstituted p-phenylene group; The organic electroluminescence device according to claim 1 .

13. R １ , R ２ , R ４ , R ５ and Ra is a hydrogen atom, R ３ represents a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms; The organic electroluminescence device according to claim 1 .

14. L １ R that is not a single bond １０１ ~R １１０ , R １１１ ~R １２０ and R １２１ ~R １３０ represents a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 10 ring carbon atoms; The organic electroluminescence device according to claim 1 .

15. In the first compound, all of the groups described as "substituted or unsubstituted" are "unsubstituted" groups. The organic electroluminescence device according to claim 1 .

16. the first light-emitting layer comprises the first host material and a first light-emitting compound; the second light-emitting layer comprises the second host material and a second light-emitting compound, the first luminescent compound and the second luminescent compound are the same or different from each other; The organic electroluminescence device according to claim 1 .

17. the first luminescent compound and the second luminescent compound are each independently a compound that emits light having a maximum peak wavelength of 500 nm or less; The organic electroluminescence device according to claim 16 .

18. The triplet energy T of the first host material １ (H1) and the triplet energy T １ (H2) satisfies the relationship of the following formula (Formula 1): The organic electroluminescence device according to claim 1 . T １ (H1)>T １ (H2)…(Number 1)

19. the first light-emitting layer is disposed between the anode and the second light-emitting layer; The organic electroluminescence device according to claim 1 .

20. The second host material is a second compound represented by the following general formula (2): The organic electroluminescence device according to claim 1 . 【Chemistry 5】 (In the general formula (2), R ２０１ ~R ２０８ are each independently, hydrogen atoms, 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -COOR ８０２ a group represented by halogen atoms, cyano group, 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, L ２０１ and L ２０２ are each independently, 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, Ar ２０１ and Ar ２０２ are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the second host material, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently, hydrogen atoms, 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.)

21. a hole transport layer disposed between the anode and the light-emitting zone; The hole transport layer contains a third compound represented by the following general formula (H1) or the following general formula (H2): The organic electroluminescence device according to any one of claims 1 to 20. 【Chemistry 6】 (In the general formula (H1), L ３１ , L ３２ and L ３３ are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, Ar ３１ , Ar ３２ and Ar ３３ are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or -Si(R Ｃ１ ) (R Ｃ２ ) (R Ｃ３ ) is a group represented by R Ｃ１、 R Ｃ２ and R Ｃ３ each independently represents a substituted or unsubstituted aryl group having 6 to 30 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.) 【Chemistry 7】 (In the general formula (H2), A ４１ and A ４２ are each independently, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R ４１０ ~R ４１４ One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R ４２０ ~R ４２４ One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring ４１０ ~R ４１４ and R ４２０ ~R ４２４ are each independently, hydrogen atoms, cyano group, 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 halogen atoms, 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, m1 is 3, and three R ４１０ are the same or different from each other, m2 is 3, and three R ４２０ are the same or different from each other, L ４１ and L ４２ are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms. (In the third compound represented by the general formula (H2), R ９０１ , R ９０２ , R ９０３ and R ９０４ are each independently, hydrogen atoms, 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.)

22. an electron transport layer disposed between the light-emitting zone and the cathode; The electron transport layer contains a fourth compound represented by the following general formula (E1): The organic electroluminescence device according to any one of claims 1 to 21. 【Chemistry 8】 (In the general formula (E1), X ５１ , X ５２ and X ５３ are each independently a nitrogen atom or CR ５ and However, X ５１ , X ５２ and X ５３ at least one of which is a nitrogen atom, R ５ teeth, hydrogen atoms, cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by 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, Ax is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, Bx is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, L ５ teeth, single bond, a substituted or unsubstituted (n+1)-valent aromatic hydrocarbon ring group having 6 to 18 ring carbon atoms; a substituted or unsubstituted (n+1)-valent heterocyclic group having 5 to 13 ring atoms, or an (n+1)-valent group formed by bonding two or three ring atoms selected from the group consisting of substituted or unsubstituted aromatic hydrocarbon ring groups having 6 to 18 ring carbon atoms and substituted or unsubstituted heterocyclic groups having 5 to 13 ring atoms, n is 1, 2, or 3, and when n is 2 or 3, L ５ is not a single bond, Each Cx independently represents: a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, When multiple Cx are present, the multiple Cx may be the same or different. (In the fourth compound, R ９０１ , R ９０２ , R ９０３ and R ９０４ are each independently, hydrogen atoms, 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.)

23. An electronic device equipped with the organic electroluminescence element according to any one of claims 1 to 22.

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