Organic electroluminescent element and electronic device

Abstract

An organic electroluminescent element (1) is provided with: a first layer (71) that is included between an anode (3) and a light-emitting layer (5); a second layer (72) included between the first layer (71) and the light-emitting layer (5); and a third layer (73) included between the anode (3) and the first layer (71), the light-emitting layer (5) containing a delayed fluorescent compound as a second compound, the content of the second compound in the light-emitting layer (5) being 30-50 mass%, the first layer (71) containing a fourth compound, the second layer (72) containing a fifth compound, the third layer (73) containing a sixth compound, and the third layer (73) containing a fifth compound. These compounds satisfy mathematical formulae (number 41) and (number 42). (number 41): HOMO (M5) > = 5.70 eV; (42) NM6 > NM4. (HOMO (M5) is the energy level of the highest occupied orbit of the fifth compound, NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound).

Description

Technical Field

[0001] The invention relates to an organic electroluminescent element and an electronic device. Background Art

[0002] When voltage is applied to an organic electroluminescent element (hereinafter sometimes referred to as an "organic EL element"), holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical theorem of electron spin, singlet excitons are generated at a ratio of 25% and triplet excitons are generated at a ratio of 75%.

[0003] Fluorescent organic EL devices that use light emission from singlet excitons are being used in full-color displays such as mobile phones and televisions, but internal quantum efficiency of 25% is considered to be the limit. Therefore, research is being conducted to improve the performance of organic EL devices.

[0004] For example, it is expected that organic EL elements can emit light more efficiently by utilizing triplet excitons in addition to singlet excitons. In this context, efficient fluorescent organic EL elements utilizing thermally activated delayed fluorescence (hereinafter sometimes referred to as "delayed fluorescence") have been proposed and studied.

[0005] The TADF (Thermally Activated Delayed Fluorescence) mechanism is a mechanism that utilizes the phenomenon that reverse intersystem crossing from triplet excitons to singlet excitons occurs under the action of heat when a material with a small energy difference (ΔST) between the singlet energy level and the triplet energy level is used. Thermally activated delayed fluorescence is described, for example, in "Device Properties of Organic Semiconductors, edited by Chiba Ya Ando, ​​Kodansha, published on April 1, 2012, pages 261-268".

[0006] As a compound showing thermally activated delayed fluorescence (TADF property), for example, a compound in which a donor site and an acceptor site are bonded in a molecule is known.

[0007] For example, Document 1 (International Publication No. 2022 / 260117) and Document 2 (International Publication No. 2020 / 241580) describe organic EL devices having a light-emitting layer containing a delayed fluorescent compound. In addition, Documents 1 and 2 describe organic EL devices having an electron blocking layer containing a specific compound.

[0008] In order to improve the performance of electronic devices such as displays, it is desired to further improve the performance of organic EL elements. Examples of the performance of organic EL elements include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. Summary of the invention

[0009] An object of the present invention is to provide an organic electroluminescent element capable of improving light emission efficiency, and to provide an electronic device equipped with the organic electroluminescent element.

[0010] According to one embodiment of the present invention, an organic electroluminescent element can be provided, which comprises: an anode; a cathode; a light-emitting layer contained between the anode and the cathode; a first layer contained between the anode and the light-emitting layer; a second layer contained between the first layer and the light-emitting layer; and a third layer contained between the anode and the first layer, the light-emitting layer containing a delayed fluorescence compound as a second compound, the content of the second compound in the light-emitting layer is greater than 30% by mass and less than 50% by mass, the first layer contains a fourth compound, the second layer contains a fifth compound, and the third layer contains a sixth compound, the fourth compound, the fifth compound and the sixth compound are different from each other, and the fourth compound, the fifth compound and the sixth compound satisfy the following mathematical formula (41) and mathematical formula (42).

[0011] (Number 41): |HOMO(M5)|≥5.70eV

[0012] (Number 42): NM6>NM4

[0013] (HOMO(M5) is the energy level of the highest occupied orbital of the fifth compound, NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound.)

[0014] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescent element according to one aspect of the present invention.

[0015] According to one aspect of the present invention, an organic electroluminescent element capable of improving light emission efficiency can be provided. According to one aspect of the present invention, an electronic device equipped with the organic electroluminescent element can be provided. BRIEF DESCRIPTION OF THE DRAWINGS

[0016] Figure 1 It is a diagram showing a schematic configuration of an example of an organic electroluminescent element according to the first embodiment of the present invention.

[0017] Figure 2 This is a schematic diagram of a device for measuring transition PL.

[0018] Figure 3 This is a diagram showing an example of a decay curve of the transition PL.

[0019] Figure 4This is a diagram showing the relationship between the energy levels and energy transfer of the first compound, the second compound, and the third compound in the light-emitting layer of an example of the organic electroluminescent device according to the first embodiment of the present invention.

[0020] Figure 5 This is a diagram showing the relationship between the energy levels and energy transfer of the second compound and the third compound in the light-emitting layer of an example of the organic electroluminescent device according to the second embodiment of the present invention. DETAILED DESCRIPTION

[0021] [definition]

[0022] In this specification, the hydrogen atom includes isotopes having different numbers of neutrons, namely, protium, deuterium, and tritium.

[0023] In this specification, it is assumed that a hydrogen atom, that is, a protium atom, a deuterium atom, or a tritium atom is bonded to a bondable position in a chemical structural formula where a symbol such as "R" or "D" representing a deuterium atom is not explicitly shown.

[0024] In this specification, the number of ring carbons represents the number of carbon atoms in the atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, and a heterocyclic compound) in which atoms are bonded to form a ring structure. In the case where the ring is substituted with a substituent, the carbon contained in the substituent is not included in the number of ring carbons. For the "number of ring carbons" described below, the same is true unless otherwise specified. For example, the number of ring carbons of a benzene ring is 6, the number of ring carbons of a naphthalene ring is 10, the number of ring carbons of a pyridine ring is 5, and the number of ring carbons of a furan ring is 4. In addition, for example, the number of ring carbons of 9,9-diphenylfluorenyl is 13, and the number of ring carbons of 9,9'-spirobifluorenyl is 25.

[0025] In addition, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the carbon number of the alkyl group is not included in the ring carbon number of the benzene ring. Therefore, the ring carbon number of the benzene ring substituted with an alkyl group is 6. In addition, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the carbon number of the alkyl group is not included in the ring carbon number of the naphthalene ring. Therefore, the ring carbon number of the naphthalene ring substituted with an alkyl group is 10.

[0026] In this specification, the number of ring atoms represents the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, and a heterocyclic compound) in which atoms are bonded to form a cyclic structure (e.g., a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, and a heterocyclic compound). Atoms that do not constitute a ring (e.g., hydrogen atoms that terminate the bonds of atoms constituting the ring) and atoms contained in a substituent when the ring is substituted by a substituent are not included in the number of ring atoms. For the "number of ring atoms" recorded below, the same is true 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 bonded to a pyridine ring or atoms constituting a substituent is not included in the number of ring atoms of the pyridine ring. Therefore, the number of ring atoms of a pyridine ring bonded with a hydrogen atom or a substituent is 6. In addition, 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. Therefore, the number of ring atoms of the quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

[0027] In this specification, "the carbon number is XX to YY" in the expression "a substituted or unsubstituted ZZ group having a carbon number of XX to YY" means the carbon number of the ZZ group when it is unsubstituted, and does not include the carbon number of the substituent when it is substituted. Here, "YY" is greater than "XX", "XX" represents an integer greater than 1, and "YY" represents an integer greater than 2.

[0028] In this specification, "the number of atoms is XX to YY" in the expression "a substituted or unsubstituted ZZ group having a number of atoms of XX to YY" means the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when substituted. Here, "YY" is greater than "XX", "XX" represents an integer greater than 1, and "YY" represents an integer greater than 2.

[0029] In the present specification, an unsubstituted ZZ group means a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group means a case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group".

[0030] In the present specification, "unsubstituted" in the case of "substituted or unsubstituted ZZ group" means that the hydrogen atom in the ZZ group is not substituted with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protium atom, a deuterium atom or a tritium atom.

[0031] In addition, in the present specification, "substituted" in the case of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced by a substituent. "Substituted" in the case of "BB group substituted by AA group" also means that one or more hydrogen atoms in the BB group are replaced by an AA group.

[0032] "Substituents described in this specification"

[0033] The substituents described in the present specification are described below.

[0034] Unless otherwise specified in the present specification, the number of ring carbon atoms in the “unsubstituted aryl group” described in the present specification is 6 to 50, preferably 6 to 30, and more preferably 6 to 18.

[0035] Unless otherwise specified in the present specification, the number of ring atoms of the "unsubstituted heterocyclic group" described in the present specification is 5 to 50, preferably 5 to 30, and more preferably 5 to 18.

[0036] Unless otherwise specified in the present specification, the “unsubstituted alkyl group” described in the present specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms.

[0037] Unless otherwise specified in the present specification, the “unsubstituted alkenyl group” described in the present specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0038] Unless otherwise specified in the present specification, the “unsubstituted alkynyl group” described in the present specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0039] Unless otherwise specified in the present specification, the “unsubstituted cycloalkyl group” described in the present specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6.

[0040] Unless otherwise specified in the present specification, the “unsubstituted arylene group” described in the present specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring atoms, and more preferably 6 to 18 ring carbon atoms.

[0041] Unless otherwise specified in the present specification, the number of ring atoms in the "unsubstituted divalent heterocyclic group" described in the present specification is 5 to 50, preferably 5 to 30, and more preferably 5 to 18.

[0042] Unless otherwise specified in the present specification, the “unsubstituted alkylene group” described in the present specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms.

[0043] "Substituted or unsubstituted aryl"

[0044] As specific examples of the "substituted or unsubstituted aryl group" described in this specification (specific example group G1), the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1 B) can be cited. (Here, the unsubstituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group", and the substituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group".) In this specification, when simply referred to as "aryl group", both "unsubstituted aryl group" and "substituted aryl group" are included.

[0045] "Substituted aryl group" means a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced by a substituent. As a "substituted aryl group", for example, a group in which one or more hydrogen atoms of an "unsubstituted aryl group" of the following specific example group G1A are replaced by a substituent, and an example of a substituted aryl group of the following specific example group G1 B can be cited. In addition, the examples of "unsubstituted aryl group" and "substituted aryl group" cited here are only examples, and the "substituted aryl group" described in this specification also includes: a group in which a hydrogen atom bonded to a carbon atom of an aryl group itself in the "substituted aryl group" of the following specific example group G1 B is further replaced by a substituent, and a group in which a hydrogen atom of a substituent in the "substituted aryl group" of the following specific example group G1 B is further replaced by a substituent.

[0046] Unsubstituted aryl (specific example group G1A):

[0047] Phenyl,

[0048] p-Biphenyl,

[0049] m-Biphenyl,

[0050] o-Biphenyl,

[0051] 4-terphenyl-4-yl,

[0052] 3-Bis(triphenyl)phenyl,

[0053] 2-Bis(triphenyl)benzene,

[0054] 4-terphenyl,

[0055] 3-terphenyl,

[0056] 2-terphenylene,

[0057] o-Triphenyl-4-yl,

[0058] o-Triphenyl-3-yl,

[0059] o-Triphenyl-2-yl,

[0060] 1-naphthyl,

[0061] 2-naphthyl,

[0062] Anthracene,

[0063] Benzanthryl,

[0064] Fiki,

[0065] Triphenylene,

[0066] Phenyl,

[0067] Pyrene

[0068] base,

[0069] Benzo base,

[0070] Triphenylene,

[0071] Benzotriphenylene,

[0072] Tetraphenylene (tetraceny l),

[0073] Pentaceny l,

[0074] Fluorene,

[0075] 9,9'-spirobifluorenyl,

[0076] Benzofluorenyl,

[0077] Dibenzofluorenyl,

[0078] Fluoranthene group,

[0079] Benzofluoranthene,

[0080] Perylene, and

[0081] A monovalent aromatic group derived by removing one hydrogen atom from the ring structure represented by the following general formulae (TEMP-1) to (TEMP-15).

[0082]

[0083] ·Substituted aryl (specific example group G1 B): o-tolyl,

[0084] m-Toluene

[0085] p-Tolyl,

[0086] p-Xylyl,

[0087] m-Xylyl,

[0088] o-Xylyl,

[0089] p-Isopropylphenyl,

[0090] m-isopropylphenyl,

[0091] o-isopropylphenyl,

[0092] 4-tert-Butylphenyl,

[0093] m-tert-butylphenyl,

[0094] o-tert-butylphenyl,

[0095] 3,4,5-Trimethylphenyl,

[0096] 9,9-dimethylfluorenyl,

[0097] 9,9-diphenylfluorenyl,

[0098] 9,9-bis(4-methylphenyl)fluorenyl,

[0099] 9,9-bis(4-isopropylphenyl)fluorenyl,

[0100] 9,9-bis(4-tert-butylphenyl)fluorenyl,

[0101] Cyanophenyl,

[0102] Triphenylsilylphenyl,

[0103] Trimethylsilylphenyl,

[0104] Benzene naphthyl,

[0105] Naphthylphenyl, and

[0106] A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0107] "Substituted or unsubstituted heterocyclic group"

[0108] The "heterocyclic group" described in the present specification 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.

[0109] The "heterocyclic group" described in the present specification is a monocyclic group or a condensed ring group.

[0110] The "heterocyclic group" described in the present specification is an aromatic heterocyclic group or a non-aromatic heterocyclic group.

[0111] As specific examples of the "substituted or unsubstituted heterocyclic group" described in the present specification (specific example group G2), the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B) can be cited. (Herein, 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 the present specification, when simply referred to as a "heterocyclic group", both "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" are included.

[0112] "Substituted heterocyclic group" means a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced by a substituent. Specific examples of "substituted heterocyclic group" include groups in which hydrogen atoms of the "unsubstituted heterocyclic group" of the following specific example group G2A are replaced, and examples of substituted heterocyclic groups of the following specific example group G2B are mentioned. In addition, the examples of "unsubstituted heterocyclic group" and "substituted heterocyclic group" listed here are only examples, and the "substituted heterocyclic group" described in this specification also includes: groups in which hydrogen atoms bonded to ring atoms of the heterocyclic group itself in the "substituted heterocyclic group" of the specific example group G2B are further replaced by substituents, and groups in which hydrogen atoms of substituents in the "substituted heterocyclic group" of the specific example group G2B are further replaced by substituents.

[0113] Specific example group G2A includes, for example, the following groups: an unsubstituted heterocyclic group containing a nitrogen atom (specific example group G2A1), an unsubstituted heterocyclic group containing an oxygen atom (specific example group G2A2), an unsubstituted heterocyclic group containing a sulfur atom (specific example group G2A3), and a monovalent heterocyclic group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0114] Specific example group G2B includes, for example, the following groups: a heterocyclic group containing a nitrogen atom as a substitution (specific example group G2B1), a heterocyclic group containing an oxygen atom as a substitution (specific example group G2B2), a heterocyclic group containing a sulfur atom as a substitution (specific example group G2B3), and a group 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 by a substituent (specific example group G2B4).

[0115] Unsubstituted heterocyclic group containing a nitrogen atom (specific example group G2A1):

[0116] Pyrrolyl,

[0117] Imidazole,

[0118] Pyrazolyl,

[0119] Triazole,

[0120] Tetrazolyl,

[0121] Oxazolyl,

[0122] Isoxazolyl,

[0123] Oxadiazolyl,

[0124] Thiazolyl,

[0125] Isothiazolyl,

[0126] Thiadiazole,

[0127] Pyridyl,

[0128] Pyridazine

[0129] Pyrimidine,

[0130] Pyrazinyl,

[0131] Triazine,

[0132] Indolyl,

[0133] Isoindolyl,

[0134] Indolizinyl,

[0135] Quinolizinyl,

[0136] Quinoline,

[0137] Isoquinolinyl,

[0138] Cinnolyl group,

[0139] Phthalocyanine

[0140] Quinazoline,

[0141] Quinoxaline,

[0142] Benzimidazolyl,

[0143] Indazolyl,

[0144] Phenanthroline,

[0145] Phenanthridinyl,

[0146] Acridinium,

[0147] Phenazine,

[0148] Carbazolyl,

[0149] Benzocarbazolyl,

[0150] Morpholinyl,

[0151] Phenoxazine,

[0152] Phenothiazine,

[0153] an azacarbazolyl group, and a diazacarbazolyl group.

[0154] Unsubstituted heterocyclic group containing an oxygen atom (specific example group G2A2):

[0155] Furanyl,

[0156] Oxazolyl,

[0157] Isoxazolyl,

[0158] Oxadiazolyl,

[0159] Xanthyl,

[0160] Benzofuranyl,

[0161] Isobenzofuranyl,

[0162] Dibenzofuranyl,

[0163] Naphthobenzofuranyl,

[0164] Benzoxazolyl,

[0165] Benzisoxazolyl,

[0166] Phenoxazine,

[0167] Morpholinyl,

[0168] Dinaphthofuranyl,

[0169] Azadibenzofuranyl,

[0170] Diazadibenzofuranyl,

[0171] Azanaphthobenzofuranyl, and

[0172] Phthalobenzofuranyl.

[0173] Unsubstituted heterocyclic group containing a sulfur atom (specific example group G2A3):

[0174] Thienyl,

[0175] Thiazolyl,

[0176] Isothiazolyl,

[0177] Thiadiazole,

[0178] benzothienyl,

[0179] Isobenzothienyl,

[0180] dibenzothienyl,

[0181] naphthobenzothienyl,

[0182] Benzothiazolyl,

[0183] Benzisothiazolyl,

[0184] Phenothiazine,

[0185] Dinaphthothienyl,

[0186] azadibenzothienyl,

[0187] diazadibenzothienyl,

[0188] azanaphthobenzothienyl, and

[0189] Diazanaphthobenzothienyl group.

[0190] A monovalent heterocyclic group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-16) to (TEMP-33) (Specific example group G2A4):

[0191]

[0192] In the general formulas (TEMP-16) to (TEMP-33), X A and Y A are independently oxygen atoms, sulfur atoms, NH or CH2. A and Y A At least one of them is an oxygen atom, a sulfur atom or NH.

[0193] In the general formulas (TEMP-16) to (TEMP-33), X A and Y A When at least any one of them is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formula (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from these NH or CH2.

[0194] Substituted heterocyclic group containing a nitrogen atom (specific example group G2B1):

[0195] (9-phenyl)carbazolyl,

[0196] (9-biphenyl)carbazolyl,

[0197] (9-phenyl)phenylcarbazolyl,

[0198] (9-naphthyl)carbazolyl,

[0199] Diphenylcarbazole-9-yl,

[0200] Phenylcarbazol-9-yl,

[0201] Methylbenzimidazolyl,

[0202] Ethylbenzimidazolyl,

[0203] Phenyl triazine,

[0204] Biphenyl triazine,

[0205] Diphenyltriazine,

[0206] phenylquinazolinyl, and biphenylquinazolinyl.

[0207] Substituted heterocyclic group containing an oxygen atom (specific example group G2B2):

[0208] Phenyldibenzofuranyl,

[0209] Methyldibenzofuranyl,

[0210] tert-Butyldibenzofuranyl, and

[0211] The monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0212] Substituted heterocyclic group containing a sulfur atom (specific example group G2B3):

[0213] Phenyldibenzothiophene,

[0214] Methyldibenzothiophene,

[0215] tert-Butyldibenzothienyl, and

[0216] The monovalent residue of spiro[9H-thioxanthen-9,9'-[9H]fluorene].

[0217] A group in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the general formula (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4):

[0218] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to the hydrogen atoms bonded to the ring-constituting carbon atoms of the monovalent heterocyclic group,A and Y A When at least one of them is NH, the hydrogen atom bonded to the nitrogen atom, and X A and Y A When one of them is CH2, one or more hydrogen atoms selected from the hydrogen atoms of the methylene group.

[0219] "Substituted or unsubstituted alkyl"

[0220] As specific examples of "substituted or unsubstituted alkyl" described in this specification (specific example group G3), the following unsubstituted alkyl (specific example group G3A) and substituted alkyl (specific example group G3B) can be cited. (Here, unsubstituted alkyl refers to the case where "substituted or unsubstituted alkyl" is "unsubstituted alkyl", and substituted alkyl refers to the case where "substituted or unsubstituted alkyl" is "substituted alkyl".) Hereinafter, when simply referred to as "alkyl", both "unsubstituted alkyl" and "substituted alkyl" are included.

[0221] "Substituted alkyl" means a group in which one or more hydrogen atoms in an "unsubstituted alkyl" are replaced with a substituent. Specific examples of "substituted alkyl" include groups in which one or more hydrogen atoms in the following "unsubstituted alkyl" (specific example group G3A) are replaced with a substituent, and examples of substituted alkyl (specific example group G3B) can be cited. In the present specification, the alkyl group in the "unsubstituted alkyl" represents a chain alkyl group. Therefore, the "unsubstituted alkyl" includes a straight-chain "unsubstituted alkyl" and a branched "unsubstituted alkyl". In addition, the examples of "unsubstituted alkyl" and "substituted alkyl" cited here are only examples, and the "substituted alkyl" recorded in the present specification also includes: a group in which the hydrogen atom of the alkyl itself in the "substituted alkyl" of the specific example group G3B is further substituted with a substituent, and a group in which the hydrogen atom of the substituent in the "substituted alkyl" of the specific example group G3B is further substituted with a substituent.

[0222] Unsubstituted alkyl (specific example group G3A):

[0223] methyl,

[0224] Ethyl,

[0225] n-propyl,

[0226] Isopropyl,

[0227] n-Butyl,

[0228] Isobutyl,

[0229] sec-butyl, and

[0230] Tert-butyl.

[0231] Substituted alkyl (specific example group G3B):

[0232] Heptafluoropropyl (including isomers),

[0233] Pentafluoroethyl,

[0234] 2,2,2-trifluoroethyl, and

[0235] Trifluoromethyl.

[0236] "Substituted or unsubstituted alkenyl"

[0237] As specific examples of "substituted or unsubstituted alkenyl" described in the present specification (specific example group G4), the following unsubstituted alkenyl (specific example group G4A) and substituted alkenyl (specific example group G4B) can be cited. (Here, unsubstituted alkenyl refers to the case where "substituted or unsubstituted alkenyl" is "unsubstituted alkenyl", and "substituted alkenyl" refers to the case where "substituted or unsubstituted alkenyl" is "substituted alkenyl".) In the present specification, when simply referred to as "alkenyl", both "unsubstituted alkenyl" and "substituted alkenyl" are included.

[0238] "Substituted alkenyl" means a group in which one or more hydrogen atoms in an "unsubstituted alkenyl" are replaced with a substituent. Specific examples of "substituted alkenyl" include the following "unsubstituted alkenyl" (specific example group G4A) having a substituent, and examples of substituted alkenyl (specific example group G4B). In addition, the examples of "unsubstituted alkenyl" and "substituted alkenyl" cited here are only examples, and the "substituted alkenyl" recorded in this specification also includes: a group in which the hydrogen atom of the alkenyl itself in the "substituted alkenyl" of the specific example group G4B is further substituted with a substituent, and a group in which the hydrogen atom of the substituent in the "substituted alkenyl" of the specific example group G4B is further substituted with a substituent.

[0239] Unsubstituted alkenyl (specific example group G4A):

[0240] Vinyl,

[0241] Allyl,

[0242] 1-Butenyl,

[0243] 2-Butenyl, and

[0244] 3-Butenyl.

[0245] Substituted alkenyl (specific example group G4B):

[0246] 1,3-Butadienyl,

[0247] 1-Methylvinyl,

[0248] 1-methylallyl,

[0249] 1,1-dimethylallyl,

[0250] 2-methylallyl, and

[0251] 1,2-Dimethylallyl.

[0252] "Substituted or unsubstituted alkynyl"

[0253] As specific examples of "substituted or unsubstituted alkynyl" described in this specification (specific example group G5), the following unsubstituted alkynyl (specific example group G5A) etc. can be cited. (Here, unsubstituted alkynyl refers to the case where "substituted or unsubstituted alkynyl" is "unsubstituted alkynyl".) Hereinafter, when simply referred to as "alkynyl", both "unsubstituted alkynyl" and "substituted alkynyl" are included.

[0254] "Substituted alkynyl" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl" are replaced by a substituent. Specific examples of "substituted alkynyl" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl" (specific example group G5A) are replaced by a substituent.

[0255] Unsubstituted alkynyl (specific example Group G5A): ethynyl.

[0256] "Substituted or unsubstituted cycloalkyl"

[0257] As specific examples of "substituted or unsubstituted cycloalkyl" described in the present specification (specific example group G6), the following unsubstituted cycloalkyl (specific example group G6A) and substituted cycloalkyl (specific example group G6B) can be cited. (Here, unsubstituted cycloalkyl refers to the case where "substituted or unsubstituted cycloalkyl" is "unsubstituted cycloalkyl", and substituted cycloalkyl refers to the case where "substituted or unsubstituted cycloalkyl" is "substituted cycloalkyl".) In the present specification, when simply referred to as "cycloalkyl", both "unsubstituted cycloalkyl" and "substituted cycloalkyl" are included.

[0258] "Substituted cycloalkyl" means a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl" are replaced with a substituent. Specific examples of "substituted cycloalkyl" include groups in which one or more hydrogen atoms in the following "unsubstituted cycloalkyl" (specific example group G6A) are replaced with a substituent, and examples of substituted cycloalkyl (specific example group G6B) can be cited. In addition, the examples of "unsubstituted cycloalkyl" and "substituted cycloalkyl" cited here are only examples, and the "substituted cycloalkyl" recorded in this specification also includes: groups in which one or more hydrogen atoms bonded to the carbon atoms of the cycloalkyl itself in the "substituted cycloalkyl" of the specific example group G6B are replaced with a substituent, and groups in which the hydrogen atoms of the substituent in the "substituted cycloalkyl" of the specific example group G6B are further replaced with a substituent.

[0259] Unsubstituted cycloalkyl (specific example group G6A):

[0260] Cyclopropyl,

[0261] Cyclobutyl,

[0262] Cyclopentyl,

[0263] Cyclohexyl,

[0264] 1-adamantyl,

[0265] 2-adamantyl,

[0266] 1-Norbornyl, and

[0267] 2-Norborneol.

[0268] Substituted cycloalkyl (specific example group G6B):

[0269] 4-Methylcyclohexyl.

[0270] · "-Si(R 901 )(R 902 )(R 903 )"

[0271] As described in this specification, -Si(R 901 )(R 902 )(R 903 ) are represented by (specific example group G7), and include:

[0272] -Si(G1)(G1)(G1),

[0273] -Si(G1)(G2)(G2),

[0274] -Si(G1)(G1)(G2),

[0275] -Si(G2)(G2)(G2),

[0276] -Si(G3)(G3)(G3), and

[0277] -Si(G6)(G6)(G6).

[0278] Here,

[0279] G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1.

[0280] G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2.

[0281] G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3.

[0282] G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6.

[0283] A plurality of G1's in -Si(G1)(G1)(G1) are the same as or different from each other.

[0284] Multiple G2 in -Si(G1)(G2)(G2) are the same as or different from each other.

[0285] A plurality of G1's in -Si(G1)(G1)(G2) are the same as or different from each other.

[0286] Multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other.

[0287] Multiple G3 in -Si(G3)(G3)(G3) are the same as or different from each other.

[0288] Multiple G6's in -Si(G6)(G6)(G6) are the same as or different from each other.

[0289] · "With -O-(R 904 )"

[0290] As described in this specification, -O-(R 904 ) are represented by (specific example group G8), and include:

[0291] -O(G1),

[0292] -O(G2),

[0293] -O(G3), and

[0294] -O(G6).

[0295] Here,

[0296] G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1.

[0297] G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2.

[0298] G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3.

[0299] G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6.

[0300] · "With -S-(R 905 )"

[0301] As described in this specification, -S-(R 905 ) are represented by (specific example group G9), and include:

[0302] -S(G1),

[0303] -S(G2),

[0304] -S(G3), and

[0305] -S(G6).

[0306] Here,

[0307] G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1.

[0308] G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2.

[0309] G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3.

[0310] G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6.

[0311] · "With -N(R 906 )(R 907 )"

[0312] As described in this specification, -N(R 906 )(R 907 ) are represented by (specific example group G10), and the following may be mentioned:

[0313] -N(G1)(G1),

[0314] -N(G2)(G2),

[0315] -N(G1)(G2),

[0316] -N(G3)(G3), and

[0317] -N(G6)(G6).

[0318] Here,

[0319] G1 is the "substituted or unsubstituted aryl group" described in Specific Example Group G1.

[0320] G2 is the "substituted or unsubstituted heterocyclic group" described in Specific Example Group G2.

[0321] G3 is the "substituted or unsubstituted alkyl group" described in Specific Example Group G3.

[0322] G6 is the "substituted or unsubstituted cycloalkyl group" described in Specific Example Group G6.

[0323] - A plurality of G1 in N(G1)(G1) are the same as or different from each other.

[0324] - Multiple G2 in N(G2)(G2) are the same as or different from each other.

[0325] - Multiple G3 in N(G3)(G3) are the same as or different from each other.

[0326] - Multiple G6 in N(G6)(G6) are the same as or different from each other.

[0327] "Halogen atoms"

[0328] Specific examples of the "halogen atom" described in the present specification (specific example group G11) include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

[0329] "Substituted or unsubstituted fluoroalkyl"

[0330] The "substituted or unsubstituted fluoroalkyl group" described in the present specification means a group in which at least one hydrogen atom bonded to a carbon atom constituting an alkyl group in the "substituted or unsubstituted alkyl group" is replaced by a fluorine atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting an alkyl group in the "substituted or unsubstituted alkyl group" are replaced by fluorine atoms (perfluoro group). Unless otherwise specified in the present specification, the carbon number of the "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The "substituted fluoroalkyl group" means a group in which one or more hydrogen atoms of the "fluoroalkyl group" are replaced by a substituent. In addition, the "substituted fluoroalkyl group" described in the present specification also includes a group in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain in the "substituted fluoroalkyl group" are further replaced by a substituent, and a group in which one or more hydrogen atoms of a substituent in the "substituted fluoroalkyl group" are further replaced by a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include groups in which one or more hydrogen atoms in the above-mentioned "alkyl group" (specific example group G3) are substituted with fluorine atoms.

[0331] "Substituted or unsubstituted haloalkyl"

[0332] The "substituted or unsubstituted haloalkyl group" described in the present specification means a group in which at least one hydrogen atom bonded to a carbon atom constituting an alkyl group in the "substituted or unsubstituted alkyl group" is substituted with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting an alkyl group in the "substituted or unsubstituted alkyl group" are substituted with halogen atoms. Unless otherwise specified in the present specification, the carbon number of the "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The "substituted haloalkyl group" means a group in which one or more hydrogen atoms of the "haloalkyl group" are substituted with a substituent. In addition, the "substituted haloalkyl group" described in the present specification also includes a group in which one or more hydrogen atoms bonded to a carbon atom of an alkyl chain in the "substituted haloalkyl group" are further substituted with a substituent, and a group in which one or more hydrogen atoms of a substituent in the "substituted haloalkyl group" are further substituted with a substituent. Specific examples of "unsubstituted haloalkyl" include groups in which one or more hydrogen atoms in the above-mentioned "alkyl" (specific example group G3) are substituted with halogen atoms. A haloalkyl group may be referred to as a halogenated alkyl group.

[0333] "Substituted or unsubstituted alkoxy"

[0334] A specific example of the "substituted or unsubstituted alkoxy group" described in the present specification is a group represented by -O(G3), where G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. Unless otherwise specified in the present specification, the carbon number of the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0335] "Substituted or unsubstituted alkylthio"

[0336] A specific example of the "substituted or unsubstituted alkylthio group" described in the present specification is a group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. Unless otherwise specified in the present specification, the carbon number of the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0337] "Substituted or unsubstituted aryloxy group"

[0338] A specific example of the "substituted or unsubstituted aryloxy group" described in the present specification is a group represented by -O(G1), where G1 is the "substituted or unsubstituted aryl group" described in the specific example group G1. Unless otherwise specified in the present specification, the number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18.

[0339] "Substituted or unsubstituted arylthio"

[0340] A specific example of the "substituted or unsubstituted arylthio group" described in the present specification is a group represented by -S(G1), where G1 is the "substituted or unsubstituted aryl group" described in the specific example group G1. Unless otherwise specified in the present specification, the number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18.

[0341] "Substituted or unsubstituted trialkylsilyl"

[0342] A specific example of a "trialkylsilyl group" described in the present specification is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3. Multiple G3's in -Si(G3)(G3)(G3) may be the same or different from each other. Unless otherwise specified in the present specification, the number of carbon atoms of each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0343] "Substituted or unsubstituted aralkyl"

[0344] A specific example of the "substituted or unsubstituted aralkyl group" described in the present specification is a group represented by -(G3)-(G1), wherein G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is the "substituted or unsubstituted aryl group" described in the specific example group G1. Therefore, the "aralkyl group" is a group in which the hydrogen atom of the "alkyl group" is replaced by an "aryl group" as a substituent, and is a form of the "substituted alkyl group". The "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group", and unless otherwise specified in the present specification, the "unsubstituted aralkyl group" has 7 to 50 carbon atoms, preferably 7 to 30, and more preferably 7 to 18 carbon atoms.

[0345] Specific examples of the “substituted or unsubstituted aralkyl group” include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-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.

[0346] In the case where there is no particular description in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably phenyl, p-biphenyl, m-biphenyl, o-biphenyl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-terphenyl-4-yl, o-terphenyl-3-yl, o-terphenyl-2-yl, 1-naphthyl, 2-naphthyl, anthracenyl, phenanthrenyl, pyrenyl, fluorenyl, 9,9'-spirobifluorenyl, 9,9-dimethylfluorenyl and 9,9-diphenylfluorenyl, etc.

[0347] In the case where there is no particular description in the present specification, the substituted or unsubstituted heterocyclic group described in the present specification is preferably a pyridyl group, a pyrimidyl group, a triazine group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, a phenanthroline group, a carbazolyl group (1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group or 9-carbazolyl group), a benzocarbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a dibenzofuranyl group, a naphthylbenzofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, a dibenzothiophenyl group, a naphthylbenzofuranyl group benzothiophenyl, azadibenzothiophenyl, diazadibenzothiophenyl, (9-phenyl)carbazolyl ((9-phenyl)carbazol-1-yl, (9-phenyl)carbazol-2-yl, (9-phenyl)carbazol-3-yl or (9-phenyl)carbazol-4-yl), (9-biphenyl)carbazolyl, (9-phenyl)phenylcarbazolyl, diphenylcarbazol-9-yl, phenylcarbazol-9-yl, phenyltriazine, biphenyltriazine, diphenyltriazine, phenyldibenzofuranyl and phenyldibenzothiophenyl, etc.

[0348] Unless otherwise specified in the present specification, the carbazolyl group in the present specification is specifically any of the following groups.

[0349]

[0350] Unless otherwise specified in the present specification, in the present specification, a (9-phenyl)carbazolyl group is specifically any of the following groups.

[0351]

[0352] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0353] Unless otherwise specified in the present specification, in the present specification, the dibenzofuranyl group and the dibenzothienyl group are specifically any of the following groups.

[0354]

[0355] In the general formulas (TEMP-34) to (TEMP-41), * represents a bonding position.

[0356] Unless otherwise specified in the present specification, the substituted or unsubstituted alkyl group described in the present specification is preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, or the like.

[0357] "Substituted or unsubstituted arylene group"

[0358] Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived from the above-mentioned "substituted or unsubstituted aryl group" by removing one hydrogen atom on the aromatic ring. Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived from the "substituted or unsubstituted aryl group" described in specific example group G1 by removing one hydrogen atom on the aromatic ring.

[0359] · "Substituted or unsubstituted divalent heterocyclic group"

[0360] Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived from the above-mentioned "substituted or unsubstituted heterocyclic group" by removing one hydrogen atom on the heterocyclic ring. Specific examples of the "substituted or unsubstituted divalent heterocyclic group" (specific example group G13) include divalent groups derived from the "substituted or unsubstituted heterocyclic group" described in specific example group G2 by removing one hydrogen atom on the heterocyclic ring.

[0361] "Substituted or unsubstituted alkylene"

[0362] Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived from the above-mentioned "substituted or unsubstituted alkyl group" by removing one hydrogen atom on the alkyl chain. Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived from the "substituted or unsubstituted alkyl group" described in specific example group G3 by removing one hydrogen atom on the alkyl chain.

[0363] Unless otherwise specified in the present specification, the substituted or unsubstituted arylene group described in the present specification is preferably any one of the following general formulae (TEMP-42) to (TEMP-68).

[0364]

[0365]

[0366] In the general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent.

[0367] In the general formulas (TEMP-42) to (TEMP-52), * represents a bonding position.

[0368]

[0369] In the general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent.

[0370] Formula Q9 and Q 10 They may be bonded to each other via a single bond to form a ring.

[0371] In the general formulas (TEMP-53) to (TEMP-62), * represents a bonding position.

[0372]

[0373] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0374] In the general formulas (TEMP-63) to (TEMP-68), * represents a bonding position.

[0375] 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 following general formulae (TEMP-69) to (TEMP-102).

[0376]

[0377]

[0378] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 are each independently a hydrogen atom or a substituent.

[0379]

[0380]

[0381] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0382] The above is the description of the “substituents described in the present specification”.

[0383] ・"When bonding to form a ring"

[0384] In the present specification, the case where “one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other” means the case where “one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring”, the case where “one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted condensed ring”, and the case where “one or more of the groups consisting of two or more adjacent groups are not bonded to each other”.

[0385] The following describes the case where "one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more of the groups consisting of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted condensed ring" (hereinafter, these cases are sometimes collectively referred to as "cases of bonding to form a ring") in this specification. The case of an anthracene compound represented by the following general formula (TEMP-103) in which the parent skeleton is an anthracene ring is described as an example.

[0386]

[0387] For example, in R 921 ~R 930 In the case of "one or more groups consisting of two or more adjacent groups are bonded to each other to form a ring", the group consisting of two adjacent groups forming one group refers to R 921 With R 922 Group, R 922 With R 923 Group, R 923 With R 924 Group, R 924 With R 930 Group, R 930 With R 925 Group, R 925 With R 926 Group, R 926 With R 927 Group, R 927 With R 928 Group, R 928 With R 929 The group and R 929 With R 921 group.

[0388] The above “one or more groups” means that two or more groups of the above two or more adjacent groups can simultaneously form a ring. 921 With R 922 Bonded to each other to form ring Q A , while R 925 With R 926 Bonded to each other to form ring Q B In the case of, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-104).

[0389]

[0390] The case where a ring is formed by a group of two or more adjacent groups includes not only the case where a group of two adjacent groups is bonded as in the above example, but also the case where a group of three or more adjacent groups is bonded.921 With R 922 Bonded to each other to form ring Q A , and R 922 With R 923 Bonded to each other to form ring Q C , so that the three adjacent (R 921 , R 922 and R 923 ) are bonded to each other to form a ring and condensed to the anthracene mother skeleton. In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and Ring Q C Shared R 922 .

[0391]

[0392] The formed "monocyclic ring" or "condensed ring" may be a saturated ring or an unsaturated ring only as the structure of the formed ring. Even when "one of the two adjacent groups" forms a "monocyclic ring" or "condensed ring", the "monocyclic ring" or "condensed ring" may form a saturated ring or an unsaturated ring. For example, the ring Q formed in the general formula (TEMP-104) A and Ring Q B In addition, the ring Q formed in the general formula (TEMP-105) A and Ring Q C is a "condensed ring". A With Ring Q C By RingQ A With Ring Q C If the ring Q of the general formula (TMEP-104) A is a benzene ring, then ring Q A If the ring Q of the general formula (TMEP-104) A is a naphthalene ring, then ring Q A It is a condensed ring.

[0393] "Unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. "Saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring.

[0394] Specific examples of the aromatic hydrocarbon ring include structures in which the groups exemplified as specific examples in Specific Example Group G1 are terminated with a hydrogen atom.

[0395] Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in Specific Example Group G2 are terminated with a hydrogen atom.

[0396] Specific examples of the aliphatic hydrocarbon ring include structures in which the groups exemplified as specific examples in Specific Example Group G6 are terminated with a hydrogen atom.

[0397] "Forming a ring" means that a ring is formed only by multiple atoms of the parent skeleton, or by multiple atoms of the parent skeleton and one or more arbitrary elements. For example, R 921 With R 922 The ring Q formed by bonding A Represented by R 921 The carbon atom of the anthracene skeleton bonded to R 922 As a specific example, in the case where R 921 With R 922 Ring Q A In the case of R 921 The carbon atom of the anthracene skeleton bonded to R 922 When the carbon atoms of the anthracene skeleton bonded to the four carbon atoms form a monocyclic unsaturated ring, R 921 With R 922 The ring formed is a benzene ring.

[0398] Here, in the case where no particular explanation is given in this specification, "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen and sulfur. In any element (for example, in the case of carbon or nitrogen), the bond that does not form a ring may be terminated by a hydrogen atom or the like, or may be substituted by an "arbitrary substituent" described later. In the case of containing any element other than carbon, the formed ring is a heterocyclic ring.

[0399] Unless otherwise specified in the present specification, the number of "one or more arbitrary elements" constituting a monocyclic or condensed 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.

[0400] Unless otherwise specified in the present specification, of "monocyclic ring" and "condensed ring", "monocyclic ring" is preferred.

[0401] Unless otherwise specified in the present specification, of "saturated ring" and "unsaturated ring", "unsaturated ring" is preferred.

[0402] Unless otherwise specified in the present specification, the "monocyclic ring" is preferably a benzene ring.

[0403] Unless otherwise specified in the present specification, the "unsaturated ring" is preferably a benzene ring.

[0404] Unless otherwise specified in the present specification, in the case of "one or more groups consisting of two or more adjacent groups" "bonded to each other to form a substituted or unsubstituted single ring" or "bonded to each other to form a substituted or unsubstituted condensed ring", it is preferred that one or more groups consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted "unsaturated ring", and the substituted or unsubstituted "unsaturated ring" is composed of multiple atoms of the parent skeleton and one or more and less than 15 elements selected from the group consisting of carbon, nitrogen, oxygen and sulfur.

[0405] When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, the substituent is, for example, the "optional substituent" described later. Specific examples of the substituent when the above-mentioned "monocyclic ring" or "condensed ring" has a substituent are the substituents described in the above-mentioned "substituents described in the present specification".

[0406] When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, specific examples of the substituent are the substituents described in the above-mentioned "substituents described in the present specification".

[0407] The above is an explanation of the case where "one or more groups of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more groups of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted condensed ring" ("the case where they are bonded to form a ring").

[0408] ·Substituents in the case of "substituted or unsubstituted"

[0409] 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) is, for example,

[0410] An unsubstituted alkyl group having 1 to 50 carbon atoms,

[0411] unsubstituted alkenyl having 2 to 50 carbon atoms,

[0412] unsubstituted alkynyl having 2 to 50 carbon atoms,

[0413] unsubstituted cycloalkyl having 3 to 50 ring carbon atoms,

[0414] -Si(R 901 )(R 902 )(R 903 ),

[0415] -O-(R 904 ),

[0416] -S-(R 905 ),

[0417] -N(R 906 )(R 907 ),

[0418] Halogen atoms, cyano, nitro,

[0419] unsubstituted aryl group having 6 to 50 ring carbon atoms, and

[0420] a group selected from the group consisting of an unsubstituted heterocyclic group having 5 to 50 ring atoms, etc.,

[0421] Here, R 901 ~R 907 Independently,

[0422] Hydrogen atoms,

[0423] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0424] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0425] 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.

[0426] In the presence of two or more R 901 In the case of 2 or more R 901 Same or different from each other,

[0427] In the presence of two or more R 902 In the case of 2 or more R 902 Same or different from each other,

[0428] In the presence of two or more R 903 In the case of 2 or more R 903 Same or different from each other,

[0429] In the presence of two or more R 904 In the case of 2 or more R 904 Same or different from each other,

[0430] In the presence of two or more R 905 In the case of 2 or more R 905 Same or different from each other,

[0431] In the presence of two or more R 906 In the case of 2 or more R 906 Same or different from each other,

[0432] In the presence of two or more R 907 In the case of 2 or more R 907 The same as or different from each other.

[0433] In one embodiment, the substituent in the case of "substituted or unsubstituted" is

[0434] An alkyl group having 1 to 50 carbon atoms,

[0435] an aryl group having 6 to 50 ring carbon atoms, and

[0436] A group selected from the group consisting of heterocyclic groups having 5 to 50 ring atoms.

[0437] In one embodiment, the substituent in the case of "substituted or unsubstituted" is

[0438] An alkyl group having 1 to 18 carbon atoms,

[0439] an aryl group having 6 to 18 ring carbon atoms, and

[0440] A group selected from the group consisting of heterocyclic groups having 5 to 18 ring atoms.

[0441] Specific examples of each group of the above-mentioned optional substituent are the specific examples of the substituent described in the above-mentioned section of "substituent described in the present specification".

[0442] Unless otherwise specified in the present specification, any adjacent substituents may form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, more preferably a benzene ring.

[0443] Unless otherwise specified in the present specification, the optional substituent may further have a substituent. The substituent further possessed by the optional substituent is the same as the optional substituent described above.

[0444] In this specification, the numerical range expressed using "AA to BB" means a range including the numerical value AA described before "AA to BB" as the lower limit value and the numerical value BB described after "AA to BB" as the upper limit value.

[0445] In this specification, a mathematical formula represented by “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.

[0446] In this specification, a mathematical formula represented by “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.

[0447] In this specification, the ordinal numbers “first”, “second”, and “third” are used to distinguish between components and do not indicate the order.

[0448] [First embodiment]

[0449] <Organic electroluminescent element>

[0450] The organic EL element involved in the first embodiment has an organic layer between two electrodes, an anode and a cathode. The organic layer includes at least one layer composed of an organic compound. Alternatively, the organic layer is composed of a plurality of layers composed of organic compounds stacked together. The organic layer may further include an inorganic compound.

[0451] In the first embodiment, at least four of the organic layers are a light-emitting layer included between the anode and the cathode, a first layer included between the anode and the light-emitting layer, a second layer included between the first layer and the light-emitting layer, and a third layer included between the anode and the first layer.

[0452] In one aspect of the organic EL device of the first embodiment, the first layer and the second layer are electron blocking layers. In one aspect of the organic EL device of the first embodiment, the third layer is a hole transport layer.

[0453] The organic layer may be composed of, for example, a light-emitting layer, a first layer, a second layer, and a third layer, and may include a layer that can be used in an organic EL element.

[0454] The layer that can be used in the organic EL element is not particularly limited, and for example, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer other than the third layer, an electron blocking layer other than the first layer and the second layer, an electron injection layer, an electron transport layer, and a hole blocking layer can be cited. In one embodiment of the organic EL element of the first embodiment, a hole injection layer is included between the anode and the third layer. In one embodiment of the organic EL element of the first embodiment, an electron transport layer is included between the cathode and the light-emitting layer.

[0455] The organic EL element involved in the first embodiment comprises: an anode; a cathode; a light-emitting layer contained between the anode and the cathode; a first layer contained between the anode and the light-emitting layer; a second layer contained between the first layer and the light-emitting layer; and a third layer contained between the anode and the first layer.

[0456] The light-emitting layer contains a delayed fluorescence compound as a second compound, and a content of the second compound in the light-emitting layer is 30 mass % or more and 50 mass % or less.

[0457] The first layer includes a fourth compound, the second layer includes a fifth compound, and the third layer includes a sixth compound. The fourth compound, the fifth compound, and the sixth compound are different from each other.

[0458] The fourth compound, the fifth compound, and the sixth compound satisfy the following mathematical formula (41) and mathematical formula (42).

[0459] (Number 41): |HOMO(M5)|≥5.70eV

[0460] (Number 42): NM6>NM4

[0461] (HOMO(M5) is the energy level of the highest occupied orbital of the fifth compound, NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound.)

[0462] In this specification, the first layer may be referred to as a first electron blocking layer, and the second layer may be referred to as a second electron blocking layer.

[0463] In the stacked structure (third layer, first layer, and second layer) from the anode side of this embodiment, the third layer is preferably a hole transport layer with a large film thickness. Therefore, the third layer is sometimes referred to as a thick hole transport layer or a thick HT layer.

[0464] In organic EL elements, the following technical problem is found: if the TADF material is included in the light-emitting layer and the TADF material is included at a higher concentration (30% by mass or more) than the previous concentration (about 25% by mass), although the life of the element can be extended, the luminous efficiency is greatly reduced. The TADF material has high electron transport properties, so it is believed that if the TADF material in the light-emitting layer is highly concentrated, the light-emitting layer becomes electron-rich and the charge balance is destroyed, resulting in a reduction in luminous efficiency.

[0465] In view of the above technical problems, the present inventors have found that by stacking a first layer (first electron blocking layer (anode side)) and a second layer (second electron blocking layer (light-emitting layer side)), the second electron blocking layer includes a fifth compound satisfying the above mathematical formula (41), thereby increasing the amount of holes in the light-emitting layer and adjusting the charge balance, resulting in improved luminous efficiency. Furthermore, the present inventors have found that by including a third layer (preferably a thick film HT layer) between the anode and the first layer, the refractive index NM4 of the fourth compound included in the first layer is smaller than the refractive index NM6 of the sixth compound included in the third layer (the above mathematical formula (42)), thereby improving light extraction efficiency and further improving luminous efficiency.

[0466] <Hole transport region>

[0467] In this specification, a region composed of a plurality of organic layers disposed between the anode and the light-emitting layer is sometimes referred to as a hole transport region. In this embodiment, the first layer (first electron blocking layer), the second layer (second electron blocking layer) and the third layer (thick film hole transport layer) are layers included in the hole transport region. In addition to the first layer, the second layer and the third layer, the hole transport region may also include one or more organic layers (e.g., a hole injection layer).

[0468] In one aspect of the organic EL device of the first embodiment, the hole transport region includes, in order from the anode side, a hole injection layer, a third layer, a first layer, and a second layer.

[0469] In one aspect of the organic EL device according to the first embodiment, the hole transport region includes the third layer, the first layer, and the second layer in this order from the anode side.

[0470] In one aspect of the organic EL element of the first embodiment, the anode is in direct contact with the third layer. In one aspect of the organic EL element of the first embodiment, when a hole injection layer is included between the anode and the third layer, the anode is in direct contact with the hole injection layer, and the hole injection layer is in direct contact with the third layer.

[0471] In one aspect of the organic EL element of the first embodiment, the first layer and the third layer are directly in contact with each other.

[0472] In one aspect of the organic EL element according to the first embodiment, the first layer and the second layer are directly in contact with each other.

[0473] In one aspect of the organic EL element of the first embodiment, the light-emitting layer is directly in contact with the second layer.

[0474] In one aspect of the organic EL device according to the first embodiment, the thickness of the first layer is 35 nm or less, or 30 nm or less.

[0475] In one aspect of the organic EL device of the first embodiment, the thickness of the second layer is 10 nm or less, or 8 nm or less, or 5 nm or less.

[0476] In one aspect of the organic EL element of the first embodiment, the film thickness TL1 of the first layer and the film thickness TL2 of the second layer satisfy the relationship of the following mathematical formula (number A1).

[0477] (Number A1): TL1>TL2

[0478] (TL1 is the film thickness of the first layer, TL2 is the film thickness of the second layer, and the unit of film thickness is nm.)

[0479] In one aspect of the organic EL element of the first embodiment, the film thickness of the first layer and the film thickness of the third layer satisfy the relationship of the following mathematical formula (number A2).

[0480] (number A2): TL3>TL1

[0481] (TL1 is the film thickness of the first layer, TL3 is the film thickness of the third layer, and the unit of film thickness is nm.)

[0482] In one aspect of the organic EL element of the first embodiment, the film thickness of the first layer, the film thickness of the second layer, and the film thickness of the third layer satisfy the relationship of the following mathematical formula (number A3).

[0483] (number A3): TL3>TL1>TL2

[0484] (TL1 is the film thickness of the first layer, TL2 is the film thickness of the second layer, and TL3 is the film thickness of the third layer. The unit of film thickness is nm.)

[0485] In one aspect of the organic EL element of the first embodiment, the total thickness of the first layer, the second layer, and the third layer is 160 nm or less, 150 nm or less, 140 nm or less, or 130 nm or less.

[0486] In one aspect of the organic EL element of the first embodiment, the total thickness of the first layer, the second layer, and the third layer is 80 nm or more.

[0487] In one aspect of the organic EL device of the first embodiment, the third layer (thick hole transport layer) has a thickness of 30 nm or more, or 50 nm or more, or 70 nm or more, or 80 nm or more.

[0488] In one aspect of the organic EL device according to the first embodiment, the third layer (thick hole transport layer) has a thickness of 130 nm or less.

[0489] In one aspect of the organic EL device of the first embodiment, the fifth compound satisfies the following mathematical formula (41), mathematical formula (41A), or mathematical formula (41B).

[0490] When the fifth compound satisfies the following mathematical formula (Formula 41), the luminous efficiency can be easily improved.

[0491] (Number 41): |HOMO(M5)|≥5.70eV

[0492] (Number 41A): |HOMO(M5)|≥5.80eV

[0493] (Number 41B): |HOMO(M5)|≥5.85eV

[0494] (HOMO(M5) is the energy level of the highest occupied orbital of the fifth compound.)

[0495] In one aspect of the organic EL device according to the first embodiment, |HOMO(M5)| is, for example, 6.0 eV or less.

[0496] In one aspect of the organic EL device of the first embodiment, the fourth compound and the fifth compound satisfy the following mathematical formula (43), mathematical formula (43A), or mathematical formula (43B).

[0497] When the fourth compound and the fifth compound satisfy the following mathematical formula (Formula 43), the luminous efficiency can be easily improved.

[0498] (Number 43): 0<|HOMO(M4)-HOMO(M5)|≤0.40eV

[0499] (Number 43A): 0.05<|HOMO(M4)-HOMO(M5)|≤0.40eV

[0500] (Number 43B): 0.05<|HOMO(M4)-HOMO(M5)|≤0.35eV

[0501] (HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.)

[0502] In one aspect of the organic EL device according to the first embodiment, the fourth compound and the fifth compound satisfy the following mathematical formula (Formula 46).

[0503] When the fourth compound and the fifth compound satisfy the following mathematical formula (Formula 46), the luminous efficiency can be easily improved.

[0504] (Number 46): |HOMO(M5)|>|HOMO(M4)|

[0505] (HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.)

[0506] In one aspect of the organic EL device of the first embodiment, the second compound, the fourth compound, and the fifth compound satisfy the following mathematical formula (Formula 47).

[0507] If the second compound, the fourth compound and the fifth compound satisfy the following mathematical formula (Formula 47), the luminous efficiency can be easily improved.

[0508] (Number 47): |HOMO(M2)|>|HOMO(M5)|>|HOMO(M4)|

[0509] (HOMO(M2) is the energy level of the highest occupied molecular orbital of the second compound, HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.)

[0510] (Method for measuring ionization potential Ip and highest occupied molecular orbital energy level HOMO)

[0511] In this specification, the ionization potential and the highest occupied molecular orbital (HOMO) of a compound are measured in the atmosphere using a photoelectron spectrometer. Specifically, the ionization potential and the highest occupied molecular orbital (HOMO) of a compound can be measured by the method described in the Examples.

[0512] In one aspect of the organic EL device of the first embodiment, the fourth compound and the sixth compound satisfy the following mathematical formula (Equation 42), (Equation 411), or (Equation 411A).

[0513] (Number 42): NM6>NM4

[0514] (Number 411): NM6-NM4>0.10

[0515] (Number 411A): NM6-NM4>0.12

[0516] (NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound.)

[0517] In one aspect of the organic EL element of the first embodiment, “NM6-NM4” is, for example, 2.5 or less.

[0518] In one aspect of the organic EL device of the first embodiment, the fourth compound satisfies the following mathematical formula (numeral 412), (numeral 412A), or (numeral 412B).

[0519] (Number 412): NM4≥1.65

[0520] (Number 412A): NM4≥1.66

[0521] (Number 412B): NM4≥1.69

[0522] (NM4 is the refractive index of the fourth compound.)

[0523] In one aspect of the organic EL element of the first embodiment, NM4 is, for example, 1.75 or less.

[0524] In one aspect of the organic EL device of the first embodiment, the sixth compound satisfies the following mathematical formula (Equation 413), (Equation 413A), or (Equation 413B).

[0525] (Number 413): NM6≥1.75

[0526] (Number 413A): NM6≥1.80

[0527] (Number 413B): NM6≥1.85

[0528] (NM6 is the refractive index of the sixth compound.)

[0529] In one aspect of the organic EL element of the first embodiment, NM6 is, for example, 2.0 or less.

[0530] The refractive index can be measured, for example, by the measurement method described in the embodiments described later. In this specification, the refractive index at 2.25 eV in the direction parallel to the substrate (Ordinary direction) measured by multi-incident angle spectroscopic ellipsometer is used as the refractive index of the measured object material. The refractive index at 2.25 eV corresponds to the refractive index at 550 nm.

[0531] In one aspect of the organic EL device of the first embodiment, the fourth compound satisfies the following mathematical formula (Equation 53), mathematical formula (Equation 53A), or mathematical formula (Equation 53B).

[0532] When the fourth compound satisfies the following mathematical formula (Formula 53), the driving voltage can be easily reduced.

[0533] (number 53): μ H (M4)≥1.0×10 -4 cm 2 / Vs

[0534] (number 53A): μ H (M4)≥1.0×10 -3 cm 2 / Vs

[0535] (number 53B): μ H (M4)≥1.0×10 -2 cm 2 / Vs

[0536] (μ H (M4) is the hole mobility of the fourth compound.)

[0537] (Measurement Method of Hole Mobility)

[0538] The hole mobility can be measured by performing impedance measurement using a mobility evaluation element produced according to the following procedure. The mobility evaluation element is produced, for example, according to the following procedure.

[0539] On a glass substrate with an ITO transparent electrode (anode), the following compound HT-1 and compound HA were co-deposited in a manner covering the transparent electrode to form a hole injection layer. Compound HT-1 was evaporated on the hole injection layer to form a first hole transport layer. Next, the following compound HT-2 was evaporated on the first hole transport layer to form a second hole transport layer. Next, a hole mobility μ H The compound Target of the measurement object is formed into a measurement object layer. Metal aluminum (Al) is evaporated on the measurement object layer to form a metal cathode.

[0540] The above-mentioned configuration of the element for evaluating mobility is schematically shown as follows.

[0541] I TO(130) / HT-1: HA(10, 97%: 3%) / HT-1(10) / HT-2(10) / Target(200) / A l(80)

[0542] In the mobility evaluation device configuration, the numbers in parentheses represent the film thickness (unit: nm). Similarly, in the mobility evaluation device configuration, the numbers in parentheses representing percentages (97%:3%) represent the ratio (mass %) of compound HT-1 and compound HA in the hole injection layer.

[0543]

[0544] The mobility evaluation element of the hole mobility is placed in an impedance measurement device to perform impedance measurement. The impedance measurement is performed by scanning at a measurement frequency of 1 Hz to 1 MHz. At this time, a DC voltage V is applied to the element at an AC amplitude of 0.1 V. Based on the measured impedance Z, the modulus M is calculated using the relationship of the following calculation formula (C1).

[0545] Calculation formula (C1): M = jωZ

[0546] In the above calculation formula (C1), j is an imaginary unit whose square becomes -1, and ω is an angular frequency [rad / s].

[0547] The electrical time constant τ of the mobility evaluation element was determined from the frequency fmax showing a peak in the Bode plot having the imaginary part of the modulus M as the vertical axis and the frequency [Hz] as the horizontal axis using the following calculation formula (C2).

[0548] Calculation formula (C2): τ = 1 / (2πfmax)

[0549] In the above calculation formula (C2), π is the symbol representing pi.

[0550] Using τ obtained by the calculation formula (C2), the hole mobility μ is calculated according to the relationship of the following calculation formula (C3-2): H .

[0551] Calculation formula (C3-2): μ H =d 2 / (Vτ)

[0552] In the above calculation formula (C3-2), d is the total film thickness of the organic thin films constituting the device. In the case of a device for evaluating the mobility of the hole mobility, d=230 [nm].

[0553] The hole mobility in this specification is the square root of the electric field strength, E 1 / 2 =500[V 1 / 2 / cm 1 / 2 ] value. The square root of the electric field strength E 1 / 2 It can be calculated based on the relationship of the following calculation formula (C4).

[0554] Calculation formula (C4): E 1 / 2 =V 1 / 2 / d 1 / 2

[0555] In the impedance measurement, a 1260 model manufactured by SOLARTRON is used as an impedance measuring device. For higher accuracy, a 1296 model dielectric constant measurement interface manufactured by SOLARTRON can be used in combination.

[0556] exist Figure 1 A schematic configuration of an example of the organic EL element according to the first embodiment is shown.

[0557] Figure 1 The organic EL element 1 shown includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 includes a hole transport region 7, a light emitting layer 5, and an electron transport region 8 in order from the anode 3 side. The hole transport region 7 includes a hole injection layer 74, a third layer 73, a first layer 71, and a second layer 72 in order from the anode 3 side. The electron transport region 8 includes an electron transport layer 81 and an electron injection layer 82 in order from the anode 3 side.

[0558] The present invention is not limited to Figure 1 As an organic EL element of another structure, for example, an organic EL element in which the light emitting layer 5 is composed of two organic layers can be mentioned.

[0559] (Second floor)

[0560] In the organic EL element of the first embodiment, the second layer includes a fifth compound. The fifth compound is not particularly limited as long as it satisfies the mathematical formula (41), and is preferably an amine compound. One embodiment of the fifth compound is, for example, a compound that satisfies the mathematical formula (41) and is represented by the following general formula (5).

[0561] As the fifth compound, for example, a compound that satisfies the above-mentioned mathematical formula (41) among the compounds represented by the following general formula (5) can be selected and used.

[0562]

[0563] (In the general formula (5),

[0564] L A1 , L A2 and L A3 Independently,

[0565] single bond,

[0566] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or

[0567] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,

[0568] *2 is the same as L A1 , L A2 or L A3 The bonding position,

[0569] Ar 511 ,Ar 512 and Ar 513 Independently,

[0570] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

[0571] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0572] -Si(R C1 )(R C2 )(R C3 ) or

[0573] The group represented by the general formula (5A) is

[0574] Among them, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by the general formula (5A),

[0575] When there are two or more groups represented by the general formula (5A), the two or more groups represented by the general formula (5A) are the same as or different from each other.

[0576] R C1 , R C2 and R C3 Independently,

[0577] Hydrogen atoms,

[0578] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0579] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0580] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0581] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0582] In the presence of multiple R C1 In the case of multiple R C1 Same or different from each other,

[0583] In the presence of multiple R C2 In the case of multiple R C2 Same or different from each other,

[0584] In the presence of multiple R C3 In the case of multiple R C3 Same or different from each other,

[0585] In the general formula (5A),

[0586] X5 is an oxygen atom, a sulfur atom, C(R 51A )(R 52A ) or N(R 53A ),

[0587] By R 51A and R 52A The group composed

[0588] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0589] bonded to each other to form a substituted or unsubstituted fused ring, or

[0590] Not bonded to each other,

[0591] By R 51 ~R 58 One or more of the groups of two or more adjacent

[0592] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0593] bonded to each other to form a substituted or unsubstituted fused ring, or

[0594] Not bonded to each other,

[0595] R 51 ~R 58 , R 51A , R 52A and R 53A One of them is a single bond to *1,

[0596] R is not a single bond bonded to *1 and does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 51 ~R 58 , R 51A , R 52A and R 53A Independently,

[0597] Hydrogen atoms,

[0598] Cyano,

[0599] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0600] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[0601] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0602] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0603] -O-(R 904 ) represents a group,

[0604] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0605] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0606] In the general formula (5A), R 901 ~R 904 Independently,

[0607] Hydrogen atoms,

[0608] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0609] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0610] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0611] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0612] In the presence of multiple R 901 In the case of multiple R 901 Same or different from each other,

[0613] In the presence of multiple R 902 In the case of multiple R 902 Same or different from each other,

[0614] In the presence of multiple R 903 In the case of multiple R 903 Same or different from each other,

[0615] In the presence of multiple R 904 In the case of multiple R 904 The same or different from each other.)

[0616] In the general formula (5), L A1 , L A2 or L A3 In the case of a single bond, *2 is a position bonded to the nitrogen atom in the general formula (5).

[0617] In one embodiment of the fifth compound, L A1 , L A2 and L A3 Each of the following is independently a single bond, a substituted or unsubstituted furanylene group, a substituted or unsubstituted thienylene group, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group.

[0618] In one embodiment of the fifth compound, L A1 , L A2 and L A3 Each independently represents a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted naphthylene group or a substituted or unsubstituted phenanthrenyl group.

[0619] In one mode of the organic EL device of the first embodiment, the fifth compound is a compound represented by the following general formula (50).

[0620]

[0621] (In the general formula (50), Ar 511 ,Ar 512 and Ar 513 respectively with Ar in the general formula (5) 511 ,Ar 512 and Ar 513 Synonymous,

[0622] n1 is 4, 4 Ra 11 Same or different from each other,

[0623] By 4 Ra 11 One or more of the groups of two or more adjacent

[0624] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0625] bonded to each other to form a substituted or unsubstituted fused ring, or

[0626] Not bonded to each other,

[0627] n2 is 4, 4 Ra 12 Same or different from each other,

[0628] By 4 Ra 12 One or more of the groups of two or more adjacent

[0629] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0630] bonded to each other to form a substituted or unsubstituted fused ring, or

[0631] Not bonded to each other,

[0632] n3 is 4, 4 Ra 13 Same or different from each other,

[0633] By 4 Ra 13 One or more of the groups of two or more adjacent

[0634] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0635] bonded to each other to form a substituted or unsubstituted fused ring, or

[0636] Not bonded to each other,

[0637] Ra which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 11 , Ra 12 and Ra 13 Independently,

[0638] Hydrogen atoms,

[0639] Cyano,

[0640] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0641] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0642] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0643] -O-(R 904 ) represents a group,

[0644] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0645] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0646] In the general formula (50), R 901 ~R 904 respectively with R in the general formula (5A) 901 ~R 904 Synonymous.)

[0647] In one aspect of the organic EL device of the first embodiment, the fifth compound is a compound represented by the following general formula (500).

[0648]

[0649] (In the general formula (500), Ar 511 ,Ar 512 ,Ar 513 , Ra 12 , Ra 13 , n2 and n3 are respectively the same as Ar in the general formula (50) 511 ,Ar 512 ,Ar 513 , Ra 12 , Ra 13 , n2 and n3 are synonymous. )

[0650] In one aspect of the organic EL device of the first embodiment, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by any one of the following general formulae (51) and (61) to (64).

[0651]

[0652] (In the general formulae (51) and (61) to (64),

[0653] R 51 ~R 58 respectively with R in the general formula (5A) 51 ~R 58 Synonymous,

[0654] In the general formulae (51) and (61) to (64), * is independently the same as L in the general formula (5). A1 , L A2 and L A3 The bonding position (*2 in the general formula (5)), or the bonding position to the carbon atom constituting the benzene ring in the general formula (50), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formula (500).

[0655] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by any one of the following general formulae (51) to (80).

[0656]

[0657] (In the general formulas (51) to (55), R 51 ~R 58 and R 53A respectively with R in the general formula (5A) 51 ~R 58 and R 53A Synonymous,

[0658] * are independently the same as L in the general formula (5) A1 , L A2 and L A3 The bonding position (*2 in the general formula (5)), or the bonding position to the carbon atom constituting the benzene ring in the general formula (50), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formula (500).

[0659]

[0660] (In the general formulas (56) to (60), R 51 ~R 58 , R 51A and R 52A respectively with R in the general formula (5A) 51 ~R 58 , R 51A and R 52ASynonymous,

[0661] * are independently the same as L in the general formula (5) A1 , L A2 and L A3 The bonding position (*2 in the general formula (5)), or the bonding position to the carbon atom constituting the benzene ring in the general formula (50), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formula (500).

[0662]

[0663] (In the general formulas (61) to (68), R 51 ~R 58 respectively with R in the general formula (5A) 51 ~R 58 The same meaning, * is independently the same as L in the general formula (5) A1 , L A2 and L A3 The bonding position (*2 in the general formula (5)), or the bonding position to the carbon atom constituting the benzene ring in the general formula (50), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formula (500).

[0664]

[0665] (In the general formulas (69) to (80), R 51 ~R 58 and X5 are respectively the same as R in the general formula (5A) 51 ~R 58 Synonymous with X5,

[0666] By R 51B ~R 54B One or more of the groups of two or more adjacent

[0667] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0668] bonded to each other to form a substituted or unsubstituted fused ring, or

[0669] Not bonded to each other,

[0670] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 51B ~R 54B R in the general formula (5A) is independently connected to *1, which is not a single bond and does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 51 ~R 58 Synonymous,

[0671] * are independently the same as L in the general formula (5) A1 , L A2 and L A3 The bonding position (*2 in the general formula (5)), or the bonding position to the carbon atom constituting the benzene ring in the general formula (50), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formula (500).

[0672] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by the general formula (51).

[0673] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by the general formula (64).

[0674] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 At least one of them is a group represented by any one of the general formulae (51) to (80).

[0675] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 Two of them are groups represented by any one of the general formulae (51) to (80).

[0676] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 Three of them are groups represented by any one of the general formulae (51) to (80).

[0677] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 Three of them are groups represented by any one of the general formulae (51) and (61) to (64).

[0678] In one embodiment of the fifth compound, in Ar 511 ,Ar 512 and Ar 513 When two or three of the groups are groups represented by any one of the general formulae (51) to (80), two or three of Ar 511,Ar 512 and Ar 513 The same as or different from each other.

[0679] In one embodiment of the fifth compound, Ar 511 ,Ar 512 and Ar 513 Ar which is not a group represented by the general formula (5A) 511 ,Ar 512 and Ar 513 Each independently represents a group represented by any one of the following general formulae (5B) to (12B).

[0680] In one embodiment of the fifth compound, in Ar 511 ,Ar 512 and Ar 513 When two of them are not groups represented by the general formula (5A), the two may be the same as or different from each other.

[0681]

[0682] (In the general formulas (5B) to (7B),

[0683] By R 41 ~R 45 One or more of the groups of two or more adjacent

[0684] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0685] bonded to each other to form a substituted or unsubstituted fused ring, or

[0686] Not bonded to each other,

[0687] By R 40A , R 40B and R 40C One or more of the groups of two or more adjacent

[0688] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0689] bonded to each other to form a substituted or unsubstituted fused ring, or

[0690] Not bonded to each other,

[0691] Multiple R 40A Same or different from each other,

[0692] Multiple R 40B Same or different from each other,

[0693] Multiple R 40C Same or different from each other,

[0694] In the general formulae (8B) to (10B),

[0695] By R 40 ~R 43 , R 46 ~R 49 and R 40A One or more of the groups of two or more adjacent

[0696] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0697] bonded to each other to form a substituted or unsubstituted fused ring, or

[0698] Not bonded to each other,

[0699] Multiple R 40A Same or different from each other,

[0700] In the general formulae (11B) to (12B),

[0701] X6 is an oxygen atom, a sulfur atom, C(R 51C )(R 52C ) or N(R 53C ),

[0702] By R 51C and R 52C The group composed

[0703] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0704] bonded to each other to form a substituted or unsubstituted fused ring, or

[0705] Not bonded to each other,

[0706] By R 41A ~R 44A One or more of the groups of two or more adjacent

[0707] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0708] bonded to each other to form a substituted or unsubstituted fused ring, or

[0709] Not bonded to each other,

[0710] In the general formulae (5B) to (12B),

[0711] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 40 ~R 49 , R 40A , R40B , R 40C , R 41A ~R 44A , R 51C , R 52C and R 53C R in the general formula (5A) is independently connected to *1, which is not a single bond and does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 51 ~R 58 Synonymous,

[0712] * are independently the same as L in the general formula (5) A1 , L A2 and L A3 The position where the carbon atom is bonded to the benzene ring in the general formula (50), or the position where the carbon atom is bonded to the nitrogen atom or the benzene ring in the general formula (500).

[0713] In one embodiment of the fifth compound, R 51 ~R 58 , R 51A , R 52A and R 53A Each of them is 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.

[0714] In one embodiment of the fifth compound, R 51 ~R 58 , R 51A , R 52A and R 53A Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 18 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0715] In one embodiment of the fifth compound, R 40 ~R 49 , R 40A , R 40B , R 40C , R 41A ~R 44A , R 51B ~R 54B , R 51C , R 52C , R 53C , Ra 11 , Ra12 and Ra 13 Each of them is 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.

[0716] In one embodiment of the fifth compound, R 40 ~R 49 , R 40A , R 40B , R 40C , R 41A ~R 44A , R 51B ~R 54B , R 51C , R 52C , R 53C , Ra 11 , Ra 12 and Ra 13 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 18 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0717] In one embodiment of the fifth compound, the substituents in the case of "substituted or unsubstituted" are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 ring carbon atoms, 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 -N(R 906 )(R 907 ) represents a group, R 906 and R 907 are independently 901 ~R 904 Synonymous, in the presence of multiple R 906 In the case of multiple R 906 The same or different from each other, in the presence of multiple R 907 In the case of multiple R 907 The same as or different from each other.

[0718] In one embodiment of the fifth compound, the substituents in the case of "substituted or unsubstituted" are independently substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, or -N(R 906 )(R907 ) represented by a group.

[0719] In one embodiment of the fifth compound, the substituent in the case of "substituted or unsubstituted" is an "unsubstituted" group, or -N(R 906 )(R 907 ) represented by -N(R 906 )(R 907 ) 906 and R 907 In one embodiment of the fifth compound, the substituent in the case of "substituted or unsubstituted" is an "unsubstituted" group.

[0720] In one embodiment of the organic EL element according to the first embodiment, the second layer contains 50 mass % or more, 60 mass % or more, 70 mass % or more, 80 mass % or more, 90 mass % or more, 95 mass % or more, or 99 mass % or more of the fifth compound. In one embodiment of the organic EL element according to the first embodiment, the second layer may be a layer containing only the fifth compound.

[0721] (Method for producing the fifth compound)

[0722] The fifth compound can be produced by a known method.

[0723] (Specific example of the fifth compound)

[0724] Specific examples of the fifth compound include the following compounds, but the present invention is not limited to these specific examples of the compound.

[0725]

[0726]

[0727]

[0728]

[0729]

[0730]

[0731]

[0732]

[0733]

[0734]

[0735]

[0736] (First floor)

[0737] In the organic EL element of the first embodiment, the first layer includes a fourth compound. The fourth compound is not particularly limited as long as it satisfies the mathematical formula (42), and is preferably an amine compound. One embodiment of the fourth compound is, for example, a compound that satisfies the relationship of the mathematical formula (42) and is represented by the following general formula (4).

[0738] As the fourth compound, for example, a compound satisfying the above-mentioned mathematical formula (42) can be selected and used among the compounds represented by the following general formula (4).

[0739]

[0740] (In the general formula (4),

[0741] L A1 , L A2 and L A3 Independently,

[0742] single bond,

[0743] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or

[0744] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,

[0745] *4 is the same as L A1 , L A2 or L A3 The bonding position,

[0746] Ar 411 ,Ar 412 and Ar 413 Independently,

[0747] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

[0748] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0749] -Si(R C1 )(R C2 )(R C3 ) or

[0750] The group represented by the general formula (4A) is

[0751] Among them, Ar 411 ,Ar 412 and Ar413 At least one of them is a group represented by the general formula (4A),

[0752] When there are two or more groups represented by the general formula (4A), the two or more groups represented by the general formula (4A) are the same as or different from each other.

[0753] R C1 , R C2 and R C3 Independently,

[0754] Hydrogen atoms,

[0755] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0756] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0757] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0758] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0759] In the presence of multiple R C1 In the case of multiple R C1 Same or different from each other,

[0760] In the presence of multiple R C2 In the case of multiple R C2 Same or different from each other,

[0761] In the presence of multiple R C3 In the case of multiple R C3 Same or different from each other,

[0762] In the general formula (4A),

[0763] X5 is an oxygen atom, a sulfur atom, C(R 51A )(R 52A ) or N(R 53A ),

[0764] By R 51A and R 52A The group composed

[0765] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0766] bonded to each other to form a substituted or unsubstituted fused ring, or

[0767] Not bonded to each other,

[0768] By R 51 ~R 58One or more of the groups of two or more adjacent

[0769] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0770] bonded to each other to form a substituted or unsubstituted fused ring, or

[0771] Not bonded to each other,

[0772] R 51 ~R 58 , R 51A , R 52A and R 53A One of them is a single bond bonded to *3,

[0773] R is not a single bond bonded to *3 and does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 51 ~R 58 , R 51A , R 52A and R 53A Independently,

[0774] Hydrogen atoms,

[0775] Cyano,

[0776] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0777] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[0778] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0779] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0780] -O-(R 904 ) represents a group,

[0781] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0782] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0783] In the general formula (5A), R 901 ~R 904 Independently,

[0784] Hydrogen atoms,

[0785] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0786] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0787] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0788] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0789] In the presence of multiple R 901 In the case of multiple R 901 Same or different from each other,

[0790] In the presence of multiple R 902 In the case of multiple R 902 Same or different from each other,

[0791] In the presence of multiple R 903 In the case of multiple R 903 Same or different from each other,

[0792] In the presence of multiple R 904 In the case of multiple R 904 The same or different from each other.)

[0793] In the general formula (4), L A1 , L A2 or L A3 In the case of a single bond, *4 is a position bonded to the nitrogen atom in the general formula (4).

[0794] In one embodiment of the fourth compound, L A1 , L A2 and L A3 Each of the above groups is independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthrenylene group, or a substituted or unsubstituted fluorenylene group.

[0795] In one aspect of the organic EL device of the first embodiment, L in the general formula (4) is A1 , L A2 and L A3 Each independently represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0796] In one mode of the organic EL device of the first embodiment, the fourth compound is a compound represented by the following general formula (40), (41) or (42).

[0797]

[0798] (In the general formulas (40) to (42), Ar411 ,Ar 412 and Ar 413 respectively with Ar in the general formula (4) 411 ,Ar 412 and Ar 413 Synonymous,

[0799] n2 is 4, 4 Ra 12 Same or different from each other,

[0800] By 4 Ra 12 One or more of the groups of two or more adjacent

[0801] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0802] bonded to each other to form a substituted or unsubstituted fused ring, or

[0803] Not bonded to each other,

[0804] n3 is 4, 4 Ra 13 Same or different from each other,

[0805] By 4 Ra 13 One or more of the groups of two or more adjacent

[0806] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0807] bonded to each other to form a substituted or unsubstituted fused ring, or

[0808] Not bonded to each other,

[0809] Ra which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 12 and Ra 13 Independently,

[0810] Hydrogen atoms,

[0811] Cyano,

[0812] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0813] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0814] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0815] -O-(R 904 ) represents a group,

[0816] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0817] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0818] In the general formula (40), R 901 ~R 904 respectively with R in the general formula (4A) 901 ~R 904 Synonymous.)

[0819] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 At least one of them is a group represented by any one of the general formulae (56A) to (68A).

[0820]

[0821] (In the general formulae (56A) to (60A), R 51 ~R 58 , R 51A and R 52A respectively with R in the general formula (4A) 51 ~R 58 , R 51A and R 52A Synonymous,

[0822] * are independently the same as L in the general formula (4) A1 , L A2 and L A3 The bonding position (*4 in the general formula (4)), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formulas (40) to (41), or the bonding position to the nitrogen atom in the general formula (42).

[0823]

[0824] (In the general formulae (61A) to (68A), R 51 ~R 58 respectively with R in the general formula (4A) 51 ~R 58 Synonymous,

[0825] * are independently the same as L in the general formula (4) A1 , L A2 and L A3The bonding position (*4 in the general formula (4)), or the bonding position to the nitrogen atom or the carbon atom constituting the benzene ring in the general formulas (40) to (41), or the bonding position to the nitrogen atom in the general formula (42).

[0826] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 At least one of them is a group represented by any one of the general formulae (56A) to (68A).

[0827] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 At least one of them is a group represented by any one of the general formulae (56A) to (60A).

[0828] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Two of them are groups represented by any one of the general formulae (56A) to (68A).

[0829] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Two of them are groups represented by any one of the general formulae (56A) to (60A).

[0830] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Three of them are groups represented by any one of the general formulae (56A) to (68A).

[0831] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Three of them are groups represented by any one of the general formulae (56A) to (60A).

[0832] In one embodiment of the fourth compound, in Ar 411 ,Ar 412 and Ar 413 When two or three of the groups are groups represented by any one of the general formulae (56A) to (68A), two or three of the groups Ar 411 ,Ar 412 and Ar 413 The same as or different from each other.

[0833] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Ar which is not a group represented by the general formula (4A) 411 ,Ar 412 and Ar 413 Each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group.

[0834] In one embodiment of the fourth compound, Ar 411 ,Ar 412 and Ar 413 Ar which is not a group represented by the general formula (4A) 411 ,Ar 412 and Ar 413 Each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

[0835] In one embodiment of the fourth compound, in Ar 411 ,Ar 412 and Ar 413 When two of them are not groups represented by the general formula (4A), the two may be the same as or different from each other.

[0836] In one embodiment of the fourth compound, R 51 ~R 58 , R 51A , R 52A , R 53A , Ra 12 and Ra 13 Each of them is 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.

[0837] In one embodiment of the fourth compound, R 51 ~R 58 , R 51A , R 52A , R 53A , Ra 12 and Ra 13 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 18 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0838] In one embodiment of the fourth compound, the substituents in the case of "substituted or unsubstituted" are independently substituted or unsubstituted alkyl having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 30 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0839] In one embodiment of the fourth compound, the substituents in the case of "substituted or unsubstituted" are independently substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted phenanthrenyl.

[0840] In one embodiment of the fourth compound, the substituent in the case of "substituted or unsubstituted" is an "unsubstituted" group.

[0841] In one embodiment of the organic EL element according to the first embodiment, the first layer contains 50 mass % or more, 60 mass % or more, 70 mass % or more, 80 mass % or more, 90 mass % or more, 95 mass % or more, or 99 mass % or more of the fourth compound. In one embodiment of the organic EL element according to the first embodiment, the first layer may be a layer containing only the fourth compound.

[0842] (Method for producing the fourth compound)

[0843] The fourth compound can be produced by a known method.

[0844] (Specific example of the fourth compound)

[0845] Specific examples of the fourth compound include the following compounds, but the present invention is not limited to these specific examples of the compound.

[0846]

[0847]

[0848]

[0849] (Third layer (thick film hole transport layer))

[0850] In the organic EL device of the first embodiment, the third layer contains a sixth compound. The sixth compound is not particularly limited as long as it satisfies the above-mentioned mathematical formula (42).

[0851] The sixth compound is, for example, a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule. The sixth compound may be a compound having a substituted or unsubstituted carbazole group and one substituted or unsubstituted amino group in the molecule.

[0852] As the sixth compound, for example, a compound that satisfies the above-mentioned mathematical formula (42) can be selected and used from among the compound represented by the above-mentioned general formula (4), the compound represented by the above-mentioned general formula (5), and the compound represented by the following general formula (620).

[0853]

[0854] (In the general formula (620),

[0855] p2 is 4, p3 is 4, p5 is 4, p7 is 3, p8 is 4,

[0856] Multiple R 42 The same or different from each other, composed of multiple R 42 One or more of the groups of two or more adjacent

[0857] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0858] bonded to each other to form a substituted or unsubstituted fused ring, or

[0859] Not bonded to each other,

[0860] Multiple R 43 The same or different from each other, composed of multiple R 43 One or more of the groups of two or more adjacent

[0861] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0862] bonded to each other to form a substituted or unsubstituted fused ring, or

[0863] Not bonded to each other,

[0864] Multiple R 45 The same or different from each other, composed of multiple R 45 One or more of the groups of two or more adjacent

[0865] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0866] bonded to each other to form a substituted or unsubstituted fused ring, or

[0867] Not bonded to each other,

[0868] Multiple R47 Same or different from each other,

[0869] Multiple R 48 Same or different from each other,

[0870] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 42 , R 43 , R 45 , R 47 and R 48 Independently,

[0871] Hydrogen atoms,

[0872] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0873] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[0874] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[0875] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[0876] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0877] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0878] -O-(R 904 ) represents a group,

[0879] -S-(R 905 ) represents a group,

[0880] -N(R 906 )(R 907 ) represents a group,

[0881] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[0882] -C(=O)R 908 The groups represented

[0883] -COOR 909 The groups represented

[0884] Cyano,

[0885] Nitro,

[0886] -P(=O)(R 931 )(R 932 ) represents a group,

[0887] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[0888] -B(R 936 )(R 937 ) represents a group,

[0889] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0890] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0891] From R 411 ~R 415 A group of two or more adjacent pairs in R 441 ~R 445 A group of two or more adjacent pairs in R 461 ~R 465 One or more groups selected from the group consisting of two or more adjacent groups in are bonded to each other to form a ring represented by the general formula (621) or (622), or are not bonded to each other,

[0892] R which does not form a ring represented by the general formula (621) or (622) 411 ~R 415 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 42 Synonymous,

[0893] R which does not form a ring represented by the general formula (621) or (622) 441 ~R 445 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 42 Synonymous,

[0894] R which does not form a ring represented by the general formula (621) or (622) 461 ~R 465 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 42 Synonymous,

[0895] In the general formula (621),

[0896] By R 401 ~R 404 One or more of the groups of two or more adjacent

[0897] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0898] bonded to each other to form a substituted or unsubstituted fused ring, or

[0899] Not bonded to each other,

[0900] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 401 ~R 404 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 42 Synonymous,

[0901] *a and *b represent the bonding positions,

[0902] In the general formula (622),

[0903] X 41 is C(Rc4)(Rd4), an oxygen atom, a sulfur atom or N(Rf4),

[0904] Combination of Rc4 and Rd4

[0905] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0906] bonded to each other to form a substituted or unsubstituted fused ring, or

[0907] Not bonded to each other,

[0908] By R 405 ~R 408 One or more of the groups of two or more adjacent

[0909] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0910] bonded to each other to form a substituted or unsubstituted fused ring, or

[0911] Not bonded to each other,

[0912] Rf4, R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 405 ~R 408 , and Rc4 and Rd4 which do not form the substituted or unsubstituted monocyclic ring and do not form the substituted or unsubstituted condensed ring are independently combined with R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 42 Synonymous,

[0913] *c and *d represent the bonding positions, respectively. )

[0914] In one embodiment of the organic EL element according to the first embodiment, the third layer contains 50 mass % or more, 60 mass % or more, 70 mass % or more, 80 mass % or more, 90 mass % or more, 95 mass % or more, or 99 mass % or more of the sixth compound. In one embodiment of the organic EL element according to the first embodiment, the third layer may be a layer containing only the sixth compound.

[0915] (Hole Injection Layer)

[0916] One aspect of the organic EL device of the first embodiment includes a hole injection layer between the anode and the third layer. As the hole injection layer, for example, “a material with high hole injection property” described in <Configuration of Organic EL Device> described later can be used.

[0917] In one embodiment of the organic EL element of the first embodiment, the hole injection layer may be composed of only one material. In one embodiment of the organic EL element of the first embodiment, the hole injection layer contains an acceptor material. In one embodiment of the organic EL element of the first embodiment, the hole injection layer contains a first organic material and an acceptor material. The first organic material and the acceptor material are different compounds from each other. The first organic material is, for example, a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule.

[0918] As the first organic material, a compound represented by the general formula (5), a compound represented by the general formula (4), or a compound represented by the general formula (620) can be used.

[0919] In one aspect of the organic EL device of the first embodiment, the first organic material contained in the hole injection layer and the sixth compound contained in the third layer are the same as or different from each other.

[0920] In one aspect of the organic EL device according to the first embodiment, the content of the acceptor material in the hole injection layer is less than 50 mass %.

[0921] (Luminous layer)

[0922] In the organic EL device of the first embodiment, the light-emitting layer contains a delayed fluorescence compound as the second compound.

[0923] Hereinafter, a configuration in which the light-emitting layer in the organic EL device of the first embodiment includes a delayed fluorescent compound (second compound), a first compound (preferably a fluorescent compound) and a third compound will be described. The first compound, the second compound and the third compound are different compounds.

[0924] In the organic EL element of the first embodiment, the first compound is preferably a dopant material (sometimes also called a guest material, an emitter, or a light-emitting material), the second compound is preferably a host material (sometimes also called a matrix material), and the third compound is preferably a host material.

[0925] In the organic EL device of the first embodiment, the first compound, the second compound, and the third compound are preferably contained in the same layer. That is, the first compound, the second compound, and the third compound are preferably contained in the same light-emitting layer.

[0926] In the first embodiment, the light-emitting layer preferably does not contain a phosphorescent metal complex, and preferably does not contain a metal complex other than the phosphorescent metal complex.

[0927] In one embodiment, the light emitting layer may include a metal complex.

[0928] Furthermore, in one embodiment, the light-emitting layer also preferably does not contain a metal complex.

[0929] Furthermore, in one embodiment, the light-emitting layer preferably does not contain a phosphorescent material.

[0930] In one embodiment, the light-emitting layer preferably does not contain a heavy metal complex and a phosphorescent rare earth metal complex. Examples of the heavy metal complex include iridium complexes, osmium complexes, and platinum complexes.

[0931] (Second Compound)

[0932] In the organic EL device according to the first embodiment, the second compound is, for example, a delayed fluorescence compound represented by the following general formula (1).

[0933]

[0934] (In the general formula (1),

[0935] CN is cyano,

[0936] L is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms,

[0937] D 11 and D 12 are each independently a group represented by the following general formula (11), (12) or (13),

[0938] h is an integer greater than or equal to 2,

[0939] k is an integer greater than or equal to 1,

[0940] m is an integer greater than or equal to 0,

[0941] D 11 and D 12 Same or different from each other,

[0942] Multiple D 11 Same or different from each other,

[0943] Multiple D 12 The same or different from each other.)

[0944]

[0945] (One or more groups of two or more adjacent R1 to R8 in the general formula (11)

[0946] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0947] bonded to each other to form a substituted or unsubstituted fused ring, or

[0948] Not bonded to each other,

[0949] According to the general formula (12), R 11 ~R 18 One or more of the groups of two or more adjacent

[0950] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0951] bonded to each other to form a substituted or unsubstituted fused ring, or

[0952] Not bonded to each other,

[0953] According to the general formula (13), R 111 ~R 118 One or more of the groups of two or more adjacent

[0954] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0955] bonded to each other to form a substituted or unsubstituted fused ring, or

[0956] Not bonded to each other,

[0957] R1 to R8 in the general formula (11) that do not form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted condensed ring, R in the general formula (12) that do not form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted condensed ring 11 ~R 18 and R in the general formula (13) does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 111 ~R 118Independently,

[0958] Hydrogen atoms,

[0959] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[0960] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[0961] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[0962] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[0963] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[0964] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[0965] -O-(R 904 ) represents a group,

[0966] -S-(R 905 ) represents a group,

[0967] -N(R 906 )(R 907 ) represents a group,

[0968] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[0969] -C(=O)R 908 The groups represented

[0970] -COOR 909 The groups represented

[0971] Halogen atoms,

[0972] Cyano,

[0973] Nitro,

[0974] -P(=O)(R 931 )(R 932 ) represents a group,

[0975] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[0976] -B(R 936 )(R 937 ) represents a group,

[0977] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[0978] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[0979] In the general formula (12) and the general formula (13),

[0980] Ring A, Ring B and Ring C are each independently any ring structure selected from the group consisting of ring structures represented by the following general formulae (14) and (15),

[0981] Ring A, Ring B and Ring C are condensed with the adjacent rings at any position,

[0982] p, px and py are independently 1, 2, 3 or 4,

[0983] When p is 2, 3 or 4, the plurality of rings A are identical to or different from each other.

[0984] When px is 2, 3 or 4, the multiple rings B are the same or different from each other,

[0985] When py is 2, 3 or 4, the plurality of ring Cs are the same or different from each other,

[0986] In the general formulae (11) to (13), * indicates the position of bonding to L in the general formula (1).

[0987]

[0988] (In the general formula (14),

[0989] r is 0, 2 or 4,

[0990] By multiple R 19 The group composed

[0991] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0992] bonded to each other to form a substituted or unsubstituted fused ring, or

[0993] Not bonded to each other,

[0994] In the general formula (15), X1 is a sulfur atom, an oxygen atom, C(R 151 )(R 152 ) or N(R 153 ),

[0995] By R 151 and R 152 The group composed

[0996] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[0997] bonded to each other to form a substituted or unsubstituted fused ring, or

[0998] Not bonded to each other,

[0999] R 153 , R which does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 151 and R 152 , and R which does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 19 Independently,

[1000] Hydrogen atoms,

[1001] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1002] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1003] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1004] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1005] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1006] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1007] -O-(R 904 ) represents a group,

[1008] -S-(R 905 ) represents a group,

[1009] -N(R 906 )(R 907 ) represents a group,

[1010] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1011] -C(=O)R 908 The groups represented

[1012] -COOR 909 The groups represented

[1013] Halogen atoms,

[1014] Cyano,

[1015] Nitro,

[1016] -P(=O)(R 931 )(R 932 ) represents a group,

[1017] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1018] -B(R 936 )(R 937 ) represents a group,

[1019] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1020] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1021] Multiple R 19 Same or different from each other,

[1022] Multiple X1s may be the same or different from each other.)

[1023] In the second compound, R 901 ~R 907 and R 931 ~R 937 Independently,

[1024] Hydrogen atoms,

[1025] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1026] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1027] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1028] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1029] In the presence of multiple R 901 In the case of multiple R 901 Same or different from each other,

[1030] In the presence of multiple R 902 In the case of multiple R 902 Same or different from each other,

[1031] In the presence of multiple R 903 In the case of multiple R 903 Same or different from each other,

[1032] In the presence of multiple R 904 In the case of multiple R 904 Same or different from each other,

[1033] In the presence of multiple R 905 In the case of multiple R 905 Same or different from each other,

[1034] In the presence of multiple R 906 In the case of multiple R 906 Same or different from each other,

[1035] In the presence of multiple R 907 In the case of multiple R 907 Same or different from each other,

[1036] In the presence of multiple R 908 In the case of multiple R 908 Same or different from each other,

[1037] In the presence of multiple R 909 In the case of multiple R 909 Same or different from each other,

[1038] In the presence of multiple R 931 In the case of multiple R 931 Same or different from each other,

[1039] In the presence of multiple R 932 In the case of multiple R 932 Same or different from each other,

[1040] In the presence of multiple R 933 In the case of multiple R 933 Same or different from each other,

[1041] In the presence of multiple R 934 In the case of multiple R 934 Same or different from each other,

[1042] In the presence of multiple R 935 In the case of multiple R 935 Same or different from each other,

[1043] In the presence of multiple R 936 In the case of multiple R 936 Same or different from each other,

[1044] In the presence of multiple R 937 In the case of multiple R 937 The same or different from each other.)

[1045] In one aspect of the organic EL element according to the first embodiment, at least one D 11A group represented by the general formula (11), a group represented by the general formula (12) or a group represented by the general formula (13), wherein one or more groups of two or more adjacent groups of R1 to R8 are bonded to each other to form the substituted or unsubstituted monocyclic ring or substituted or unsubstituted condensed ring.

[1046] The second compound is also preferably a compound represented by the following general formula (100).

[1047]

[1048] (In the general formula (100), L, D 11 , D 12 , h, k and m are respectively the same as L, D in the general formula (1) 11 , D 12 , h, k and m are synonymous,

[1049] R are independently,

[1050] Hydrogen atoms,

[1051] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1052] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1053] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1054] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1055] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1056] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1057] -O-(R 904 ) represents a group,

[1058] -S-(R 905 ) represents a group,

[1059] -N(R 906 )(R 907 ) represents a group,

[1060] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1061] -C(=O)R 908 The groups represented

[1062] -COOR 909The groups represented

[1063] Cyano,

[1064] Nitro,

[1065] -P(=O)(R 931 )(R 932 ) represents a group,

[1066] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1067] -B(R 936 )(R 937 ) represents a group,

[1068] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1069] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1070] wherein at least one R is a substituent, and the at least one substituent R is bonded to L of the compound represented by the general formula (100) via a carbon-carbon bond,

[1071] n is an integer greater than or equal to 1,

[1072] A plurality of R's may be the same as or different from each other.)

[1073] In the compound represented by the general formula (1) or (100), L is preferably a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 14 ring carbon atoms, and more preferably a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 10 ring carbon atoms.

[1074] In the compound represented by the general formula (1) or (100), the aromatic hydrocarbon ring having 6 to 14 ring carbon atoms as L is preferably a benzene ring, a naphthalene ring, a fluorene ring or a phenanthrene ring.

[1075] In the compound represented by the general formula (1) or (100), L is preferably a benzene ring. When L is a benzene ring, the compound represented by the general formula (100) is represented by the following general formula (101).

[1076] In the organic EL device according to the first embodiment, the compound (second compound) represented by the general formula (1) is preferably represented by the following general formula (101).

[1077]

[1078] (In the general formula (101), D 11 and D12 respectively with D in the general formula (1) 11 and D 12 Synonymous,

[1079] h is 2, 3, 4 or 5,

[1080] k is 1, 2, 3 or 4,

[1081] m is 0, 1, 2 or 3,

[1082] n is 0, 1, 2 or 3,

[1083] h+k+m+n=6,

[1084] R are independently,

[1085] Hydrogen atoms,

[1086] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1087] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1088] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1089] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1090] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1091] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1092] -O-(R 904 ) represents a group,

[1093] -S-(R 905 ) represents a group,

[1094] -N(R 906 )(R 907 ) represents a group,

[1095] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1096] -C(=O)R 908 The groups represented

[1097] -COOR 909 The groups represented

[1098] Cyano,

[1099] Nitro,

[1100] -P(=O)(R 931 )(R 932 ) represents a group,

[1101] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1102] -B(R 936 )(R 937 ) represents a group,

[1103] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1104] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1105] A plurality of R's may be the same as or different from each other.)

[1106] In the second compound, the benzene ring of the general formula (101) to which the group represented by the general formulae (11) to (13) is bonded refers to the benzene ring itself explicitly shown in the general formula (101), not R, D 11 and D 12 The benzene ring contained in .

[1107] In the second compound, h is preferably 2, 3 or 4, k is 1, 2 or 3, m is 0, 1 or 2, and n is 1, 2 or 3, wherein at least one R is a substituent, and at least one R as a substituent is bonded to the benzene ring in the general formula (101) through a carbon-carbon bond.

[1108] In the second compound, h is preferably 2 or 3, more preferably 2.

[1109] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably a compound represented by the following general formula (110), (120) or (130).

[1110]

[1111] (In the general formulae (110), (120) and (130), D 11 , D 12 , R, k, m and n are respectively the same as D in the general formula (1) or (101) 11 , D 12 , R, k, m, and n are synonymous. )

[1112] In the second compound, k is 1, m is 1, and n is 2.

[1113] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably represented by the following general formula (126) or (127).

[1114]

[1115] (In the general formula (126) and the general formula (127), D 11 and D in the general formula (1) 11 Synonymous, D 12 and D in the general formula (1) 12 Synonymous, R 101 ~R 104 Each of them is independently synonymous with R in the general formula (1), k is 1 or 2, m is 0 or 1, and k+m is 2.)

[1116] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably further represented by the following general formula (126A), general formula (127A) or general formula (127B).

[1117]

[1118] (In the general formula (126A), the general formula (127A) and the general formula (127B), D 11 and D in the general formula (1) 11 Synonymous, D 12 and D in the general formula (1) 12 Synonymous, R 101 ~R 104 Each independently has the same meaning as R in the general formula (1).

[1119] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably one in which D 11 and D 12 are different groups from each other.

[1120] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably represented by the following general formula (126C) or (127C).

[1121]

[1122] (In the general formula (126C) and the general formula (127C), D 11 and D in the general formula (1) 11 Synonymous, D 12 and D in the general formula (1)12 Synonymous, R 131 ~R 140 and R 141 ~R 150 Each of them is independently synonymous with R in the general formula (1), k is 1 or 2, m is 0 or 1, and k+m is 2.)

[1123] In the organic EL device according to the first embodiment, the compound represented by the general formula (1) is preferably represented by the following general formula (126D) or (127D).

[1124]

[1125] (In the general formulae (126D) and (127D), D 11 and D in the general formula (1) 11 Synonymous, D 12 and D in the general formula (1) 12 Synonymous, R 131 ~R 140 and R 141 ~R 150 Each independently has the same meaning as R in the general formula (1).

[1126] Preferably, in the second compound, at least one D 11 It is a group represented by the general formula (12) or (13).

[1127] Preferably, in the second compound, at least one D 11 It is a group represented by the following general formula (121), (122) or (131).

[1128]

[1129] (In the general formulae (121) and (122), R 11 ~R 18 respectively with R in the general formula (12) 11 ~R 18 Synonymous,

[1130] Two of ring A1, ring A2, ring A3 and ring A4 are ring structures represented by the general formula (14), and the remaining two are ring structures represented by the general formula (15),

[1131] In the general formula (131), R 111 ~R 118 respectively with R in the general formula (13) 111 ~R 118 Synonymous,

[1132] One of the ring B1 and the ring B2 is a ring structure represented by the general formula (14), and the other of the ring B1 and the ring B2 is a ring structure represented by the general formula (15),

[1133] One of the ring C1 and the ring C2 is a ring structure represented by the general formula (14), and the other of the ring C1 and the ring C2 is a ring structure represented by the general formula (15),

[1134] The * in the general formulae (121), (122) and (131) represents the position bonded to L in the general formula (1) or the position bonded to the benzene ring in the general formulae (101), (110), (120), (126), (126A), (126C), (126D), (127), (127A), (127B), (127C), (127D) or (130).

[1135] In the second compound, it is preferred that ring A1 and ring A3 are ring structures represented by the general formula (14), and ring A2 and ring A4 are ring structures represented by the general formula (15).

[1136] In the second compound, it is preferred that ring B1 is a ring structure represented by the general formula (14), and ring B2 is a ring structure represented by the general formula (15).

[1137] In the second compound, it is preferred that ring C1 is a ring structure represented by the general formula (14), and ring C2 is a ring structure represented by the general formula (15).

[1138] Preferably, in the second compound, at least one D 11 It is a group represented by the general formula (131).

[1139] Preferably, in the second compound, at least one D 11 It is a group represented by the following general formula (123), (124), (125) or (132).

[1140]

[1141]

[1142] (In the general formulae (123), (124) and (125), R 11 ~R 18 respectively with R in the general formula (12) 11 ~R 18 Synonymous, R 191 ~R 194 are independently connected to R in the general formula (14) 19 Synonymous,

[1143] In the general formula (132), R 111 ~R 118 respectively with R in the general formula (13) 111 ~R 118 Synonymous, R 195 ~R 198 are independently connected to R in the general formula (14) 19 Synonymous,

[1144] In the general formulae (123), (124), (125) and (132), X 13 and X 14 Each of them is independently synonymous with X1 in the general formula (15); * represents the position of bonding to L in the general formula (1) or the position of bonding to the benzene ring in the general formula (101), (110), (120), (126), (126A), (126C), (126D), (127), (127A), (127B), (127C), (127D) or (130).

[1145] Preferably, in the second compound, X 13 A sulfur atom.

[1146] Preferably, in the second compound, at least one D 11 It is a group represented by the general formula (132).

[1147] In the second compound, m is preferably an integer of 1 or more.

[1148] Preferably, in the second compound, D 12 It is a group represented by the general formula (11) or (12), and m is an integer of 1 or more.

[1149] In the second compound, k and m are preferably 1.

[1150] It is also preferred that, in the second compound, at least one D 12 It is a group represented by the general formula (11).

[1151] It is also preferred that, in the second compound, at least one D 12 It is a group represented by the general formula (12).

[1152] In the second compound, the group represented by the general formula (12) is preferably any group selected from the group consisting of groups represented by the following general formulae (12A), (12B), (12C), (12D), (12E) and (12F).

[1153]

[1154]

[1155] (In the general formulae (12A), (12B), (12C), (12D), (12E) and (12F),

[1156] R 11 ~R 18 respectively with R in the general formula (12) 11 ~R 18 Synonymous,

[1157] R 19 and R 20 are independently connected to R in the general formula (14) 19 Synonymous,

[1158] X1 has the same meaning as X1 in the general formula (15),

[1159] The * in the general formulae (12A), (12B), (12C), (12D), (12E) and (12F) indicates the position bonded to L in the general formula (1) or the position bonded to the benzene ring in the general formulae (101), (110), (120), (126), (126A), (126C), (126D), (127), (127A), (127B), (127C), (127D) or (130).

[1160] Preferably, in the second compound, X1 is an oxygen atom or a sulfur atom.

[1161] It is also preferred that in the second compound, a group consisting of two or more adjacent groups of R1 to R8 are not bonded to each other.

[1162] It is also preferred that, in the second compound, R 11 ~R 18 The groups of two or more adjacent ones in are not bonded to each other.

[1163] It is also preferred that, in the second compound, R 111 ~R 118 The groups of two or more adjacent ones in are not bonded to each other.

[1164] Preferably, in the second compound, R in the general formula (100) or (101) is independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, 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.

[1165] Preferably, in the second compound, R in the general formula (100) or (101) is independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[1166] Preferably, in the second compound, R1 to R8 in the general formula (11) and R in the general formula (12) 11 ~R 18 , R in the general formula (13) 111 ~R 118 And R in the general formula (14) 19 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, 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.

[1167] Preferably, in the second compound, R1 to R8 in the general formula (11) and R in the general formula (12) 11 ~R 18 , R in the general formula (13) 111 ~R 118 And R in the general formula (14) 19 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[1168] Preferably, in the second compound, R in the general formula (100) or (101) is independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, 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,

[1169] R1 to R8 in the general formula (11), R in the general formula (12) 11 ~R 18 , R in the general formula (13) 111 ~R 118 And R in the general formula (14) 19 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, 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.

[1170] Preferably, in the second compound, R in the general formula (100) or (101) is independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms,

[1171] R1 to R8 in the general formula (11), R in the general formula (12) 11 ~R 18 , R in the general formula (13) 111 ~R 118 And R in the general formula (14) 19 Each of them is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[1172] Preferably, in the second compound, the substituent in the case of "substituted or unsubstituted" is,

[1173] unsubstituted alkyl having 1 to 25 carbon atoms,

[1174] unsubstituted alkenyl having 2 to 25 carbon atoms,

[1175] unsubstituted alkynyl having 2 to 25 carbon atoms,

[1176] unsubstituted cycloalkyl having 3 to 25 ring carbon atoms,

[1177] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1178] -O-(R 904 ) represents a group,

[1179] -S-(R 905 ) represents a group,

[1180] -N(R 906 )(R 907 ) represents a group,

[1181] unsubstituted aralkyl having 7 to 50 carbon atoms,

[1182] -C(=O)R 908 The groups represented

[1183] -COOR 909 The groups represented

[1184] -P(=O)(R 931 )(R932 ) represents a group,

[1185] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1186] -B(R 936 )(R 937 ) represents a group,

[1187] Take -S(=O)2R 938 The groups represented

[1188] Halogen atoms,

[1189] Cyano,

[1190] Nitro,

[1191] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1192] an unsubstituted heterocyclic group having 5 to 25 ring atoms,

[1193] R 901 ~R 909 and R 931 ~R 938 Independently,

[1194] Hydrogen atoms,

[1195] unsubstituted alkyl having 1 to 25 carbon atoms,

[1196] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1197] An unsubstituted heterocyclic group having 5 to 25 ring atoms.

[1198] Preferably, in the second compound, the substituent in the case of "substituted or unsubstituted" is a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring atoms.

[1199] In the second compound, the substituent in the case of "substituted or unsubstituted" is preferably an unsubstituted alkyl group having 1 to 10 carbon atoms, an unsubstituted aryl group having 6 to 12 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 12 ring atoms.

[1200] In the organic EL device according to the first embodiment, it is also preferred that all groups described as “substituted or unsubstituted” in the second compound are “unsubstituted” groups.

[1201] In this manual, R904 In the case of a hydrogen atom, -O-(R 904 ) is a hydroxyl group.

[1202] In this manual, R 905 In the case of a hydrogen atom, -S-(R 905 ) is a thiol group.

[1203] In this manual, R 931 and R 932 When -P(=O)(R 931 )(R 932 ) is a substituted phosphine oxide group, in R 931 and R 932 In the case of an aryl group, -P(=O)(R 931 )(R 932 ) is an arylphosphoryl group.

[1204] In this manual, R 933 , R 934 and R 935 In the case of -Ge(R 933 )(R 934 )(R 935 ) is a substituted germanium group.

[1205] In this manual, R 936 and R 937 In the case of a substituent, -B(R 936 )(R 937 ) is a substituted boron group.

[1206] (Delayed fluorescence)

[1207] Delayed fluorescence is explained in "Device Properties of Organic Semiconductors" (edited by Chiba Ya Adachi, published by Kodansha) on pages 261 to 268. This document states that if the energy difference ΔE between the excited singlet state and the excited triplet state of the fluorescent material can be reduced, 13 , then the reverse energy transfer from the excited triplet state to the excited singlet state, which usually has a low migration probability, occurs efficiently, generating thermally activated delayed fluorescence (TADF). Furthermore, the mechanism of delayed fluorescence is illustrated in Figure 10.38 in the document. The second compound involved in the first embodiment is preferably a compound that shows thermally activated delayed fluorescence generated by such a mechanism.

[1208] Generally, delayed fluorescence emission can be confirmed by transient PL (Photo Luminescence) measurement.

[1209] It is also possible to analyze the behavior of delayed fluorescence based on the decay curve obtained by transition PL measurement. Transition PL measurement refers to a method of irradiating a sample with a pulsed laser to excite it and measuring the decay behavior (transition characteristics) of the PL luminescence after stopping the irradiation. The PL luminescence in the TADF material is divided into a luminescence component from a singlet exciton generated by the initial PL excitation and a luminescence component from a singlet exciton generated via a triplet exciton. The lifetime of the singlet exciton generated by the initial PL excitation is in the nanosecond range, which is very short. Therefore, the luminescence from the singlet exciton decays rapidly after irradiation with the pulsed laser.

[1210] On the other hand, delayed fluorescence is the emission of singlet excitons generated via triplet excitons with a long lifetime, and therefore decays slowly. Thus, there is a large time difference between the emission of singlet excitons generated by the initial PL excitation and the emission of singlet excitons generated via triplet excitons. Therefore, the emission intensity from delayed fluorescence can be obtained.

[1211] Figure 2 A schematic diagram of an example apparatus for measuring transition PL is shown in FIG. Figure 2 An example of the transition PL measurement method and delayed fluorescence behavior analysis is described.

[1212] Figure 2 The transient PL measurement device 100 comprises: a pulse laser unit 101, which can irradiate light of a predetermined wavelength; a sample chamber 102, which stores the measurement sample; a spectrometer 103, which splits the light emitted from the measurement sample; a streak camera 104, which is used to form a two-dimensional image; and a personal computer 105, which reads the two-dimensional image for analysis. In addition, the measurement of transient PL is not limited to Figure 2 The device described.

[1213] The sample accommodated in the sample chamber 102 can be obtained by forming a thin film in which a host material is doped with a doping material at a concentration of 12% by mass on a quartz substrate.

[1214] The thin film sample housed in the sample chamber 102 is irradiated with a pulse laser from the pulse laser unit 101 to excite the doping material. The luminescence is extracted in a direction of 90 degrees relative to the irradiation direction of the excitation light, the extracted light is split by the spectrometer 103, and a two-dimensional image is formed in the streak camera 104. As a result, a two-dimensional image can be obtained in which the vertical axis corresponds to time, the horizontal axis corresponds to wavelength, and the bright spot corresponds to the luminescence intensity. If the two-dimensional image is cut out along a specified time axis, a luminescence spectrum can be obtained in which the vertical axis is the luminescence intensity and the horizontal axis is the wavelength. In addition, if the two-dimensional image is cut out along the wavelength axis, an attenuation curve (transition PL) can be obtained in which the vertical axis is the logarithm of the luminescence intensity and the horizontal axis is time.

[1215] For example, using the following compound HX1 as a host material and the following compound DX1 as a dopant material, a thin film sample A was prepared as described above, and transition PL measurement was performed.

[1216]

[1217] Here, the attenuation curves were analyzed using the thin film sample A and the thin film sample B. The thin film sample B was prepared as described above using the following compound HX2 as a host material and the above compound DX1 as a dopant material.

[1218] Figure 3 2 shows the decay curves obtained from the transition PL measured for the film sample A and the film sample B.

[1219]

[1220] As described above, by transient PL measurement, a luminescence decay curve with luminescence intensity as the vertical axis and time as the horizontal axis can be obtained. Based on the luminescence decay curve, the fluorescence intensity ratio of the fluorescence emitted from the singlet excited state generated by light excitation and the delayed fluorescence emitted from the singlet excited state generated by reverse energy transfer via the triplet excited state can be calculated. In delayed fluorescent materials, the ratio of the intensity of the slowly decaying delayed fluorescence to the intensity of the rapidly decaying fluorescence is larger to a certain extent.

[1221] Specifically, as luminescence from delayed fluorescent materials, there are prompt luminescence and delay luminescence. Prompt luminescence refers to luminescence observed immediately from the excited state after being excited by pulsed light (light irradiated by pulsed laser) of a wavelength absorbed by the delayed fluorescent material. Delay luminescence refers to luminescence that cannot be observed immediately after being excited by the pulsed light but is observed later.

[1222] The amount of prompt luminescence and delay luminescence and the ratio of the two can be calculated by the same method as described in "Nature" 492, 234-238, 2012 (reference 1). In addition, the device for calculating the amount of prompt luminescence and delay luminescence is not limited to the device described in reference 1 or Figure 2 The device described in .

[1223] In addition, in the measurement of the delayed fluorescence of the second compound involved in the first embodiment, a sample prepared by the method shown below is used. For example, the second compound involved in the first embodiment is dissolved in toluene, and in order to eliminate the influence of self-absorption, a dilute solution with an absorbance of 0.05 or less at the excitation wavelength is prepared. In addition, in order to prevent extinction caused by oxygen, the sample solution is frozen and exhausted, and then sealed in a covered cell under an argon atmosphere, thereby preparing an oxygen-free sample solution saturated with argon gas.

[1224] The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (manufactured by JASCO Corporation), and the fluorescence spectrum of the ethanol solution of 9,10-diphenylanthracene was measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensity of the two spectra according to the formula (1) in Morris et al., J. Phys. Chem., 80 (1976) 969.

[1225] In the first embodiment, the amount of prompt luminescence (immediate luminescence) of the compound to be measured is denoted as X. P , the amount of Delay luminescence is recorded as X D When X D / X P The value of is preferably 0.05 or more.

[1226] The measurement of the amount of Prompt luminescence and Delay luminescence and the ratio thereof of a compound other than the second compound involved in the first embodiment in this specification is also the same as the measurement of the amount of Prompt luminescence and Delay luminescence and the ratio thereof of the second compound involved in the first embodiment.

[1227] (△ST)

[1228] In the first embodiment, the lowest excited singlet energy S1 is compared with the energy gap T at 77 [K]. 77K The difference (S1-T 77K ) is defined as △ST.

[1229] The lowest excited singlet energy S1(M2) of the second compound according to the first embodiment and the energy gap T at 77[K] of the second compound according to the first embodiment 77KThe difference ΔST(M2) of (M2) is preferably less than 0.3 eV, more preferably less than 0.2 eV, further preferably less than 0.1 eV, and further preferably less than 0.01 eV. That is, ΔST(M2) preferably satisfies the relationship of the following mathematical formula (Equation 10), (Equation 11), (Equation 12) or (Equation 13).

[1230] △ST(M2)=S1(M2)-T 77K (M2)<0.3eV…(number 10)

[1231] △ST(M2)=S1(M2)-T 77K (M2)<0.2eV…(Number 11)

[1232] △ST(M2)=S1(M2)-T 77K (M2)<0.1eV…(number 12)

[1233] △ST(M2)=S1(M2)-T 77K (M2)<0.01eV…(Number 13)

[1234] Relationship between triplet energy and energy gap at 77[K]

[1235] Here, the relationship between the triplet energy and the energy gap at 77 [K] is described. In the first embodiment, the energy gap at 77 [K] is different from the triplet energy generally defined.

[1236] The triplet energy is measured as follows. First, the compound to be measured is dissolved in an appropriate solvent, and the resulting solution is sealed in a quartz glass tube to prepare a sample. For this sample, the phosphorescence spectrum is measured at a low temperature (77 [K]) (with a vertical axis: phosphorescence emission intensity and a horizontal axis: wavelength), a tangent is drawn to the rising edge of the short wavelength side of the phosphorescence spectrum, and the triplet energy is calculated based on the wavelength value of the intersection of the tangent and the horizontal axis according to a prescribed conversion formula.

[1237] Here, the second compound involved in the first embodiment is preferably a compound of thermally activated delayed fluorescence, and is a compound with a small ΔST. If ΔST is small, intersystem crossing and reverse intersystem crossing are likely to occur even at a low temperature (77 [K]), and the excited singlet state and the excited triplet state coexist. As a result, it can be considered that the spectrum measured in the same way as above contains luminescence from both the excited singlet state and the excited triplet state. Although it is difficult to distinguish which state the luminescence comes from, the value of the triplet energy is basically dominant.

[1238] Therefore, in the first embodiment, the measurement method is the same as the normal triplet energy T, but in order to distinguish the difference in a strict sense, the value measured as follows is referred to as the energy gap T 77K The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) at a concentration of 10 μmol / L, and the solution was placed in a quartz cell as a measurement sample. For the measurement sample, the phosphorescence spectrum was measured at a low temperature (77 [K]) (with the vertical axis: phosphorescence emission intensity and the horizontal axis: wavelength), and a tangent was drawn to the rising edge of the short-wavelength side of the phosphorescence spectrum. The wavelength value λ based on the intersection of the tangent and the horizontal axis was calculated. edge [nm], the energy calculated by the following conversion formula (F1) is taken as the energy gap T at 77 [K] 77K .

[1239] Conversion formula (F1): T 77K [eV] = 1239.85 / λ edge

[1240] The tangent line for the rising edge of the short wavelength side of the phosphorescence spectrum is drawn as shown below. Consider that the tangent line is a tangent line at each point on the long wavelength side curve when moving on the spectrum curve from the short wavelength side of the phosphorescence spectrum to the maximum value on the shortest wavelength side of the spectrum maximum value. The slope of the tangent line increases as the curve rises (i.e., as the vertical axis value increases). The tangent line drawn at the point where the slope value takes the maximum value (i.e., the tangent line at the inflection point) is used as the tangent line for the rising edge of the short wavelength side of the phosphorescence spectrum.

[1241] In addition, the maximum point with a peak intensity of less than 15% 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 closest to the maximum value on the shortest wavelength side and where the slope value takes the maximum value is used as the tangent to the rising edge of the short wavelength side of the phosphorescence spectrum.

[1242] Phosphorescence can be measured using a spectrofluorophotometer model F-4500 manufactured by Hitachi High-Technologies Corporation. The measuring device is not limited thereto, and measurement can be performed by combining a cooling device, a low-temperature container, an excitation light source, and a light receiving device.

[1243] ·Lowest excited singlet state energy S1

[1244] As a measurement method of the lowest excited singlet energy S1 using a solution (sometimes referred to as a solution method), the following method can be mentioned.

[1245] A 10 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the absorption spectrum of the sample is measured at room temperature (300K) (with a vertical axis: absorption intensity and a horizontal axis: wavelength). A tangent is drawn to the falling edge of the long-wavelength side of the absorption spectrum, and the wavelength value λedge [nm] of the intersection of the tangent and the horizontal axis is substituted into the conversion formula (F2) shown below to calculate the minimum excited singlet energy.

[1246] Conversion formula (F2): S1[eV]=1239.85 / λedge

[1247] As an absorption spectrum measuring device, for example, a spectrophotometer manufactured by Hitachi, Ltd. (device name: U3310) can be mentioned, but the present invention is not limited to this.

[1248] The tangent line for the falling edge on the long wavelength side of the absorption spectrum is drawn as shown below. Consider that the tangent line is the tangent line at each point on the curve when moving along the long wavelength direction on the spectrum curve from the maximum value on the longest wavelength side among the maximum values ​​of the absorption spectrum. As the curve descends (i.e., as the vertical axis value decreases), the slope of the tangent line repeatedly decreases and then increases. The tangent line drawn at the point where the slope value takes the minimum value on the longest wavelength side (excluding the case where the absorbance reaches 0.1 or less) is used as the tangent line for the falling edge on the long wavelength side of the absorption spectrum.

[1249] In addition, the maximum point where the absorbance value is 0.2 or less is not included in the above-mentioned maximum value on the longest wavelength side.

[1250] (Method for producing the second compound according to the first embodiment)

[1251] The second compound can be produced by a known method. Alternatively, the second compound can be produced by following a known method using a known substitution reaction and raw materials that match the target compound.

[1252] (Specific example of the second compound)

[1253] As specific examples of the second compound involved in the first embodiment, for example, the following compounds can be cited. However, the present invention is not limited to these specific examples. In this specification, a deuterium atom is marked as D in a chemical formula, and a protium atom is marked as H or omitted. In this specification, a methyl group is sometimes referred to as Me, and a phenyl group is sometimes referred to as Ph.

[1254]

[1255]

[1256]

[1257]

[1258]

[1259]

[1260]

[1261]

[1262]

[1263]

[1264]

[1265]

[1266]

[1267] (First Compound)

[1268] In one mode of the organic EL device of the first embodiment, the first compound is a fluorescent compound. Preferably, the first compound is a compound that does not exhibit thermally activated delayed fluorescence.

[1269] The first compound of the first embodiment is not a phosphorescent metal complex. The first compound is preferably not a heavy metal complex. In addition, the first compound is preferably not a metal complex.

[1270] As the first compound of the first embodiment, a fluorescent material can be used. Specifically, the fluorescent material includes, for example, diarylaminonaphthalene derivatives, aryl-substituted naphthalene derivatives, diarylaminoanthracene derivatives, aryl-substituted anthracene derivatives, diarylaminopyrene derivatives, aryl-substituted pyrene derivatives, diarylaminopyrene derivatives, Derivatives, aryl substitution Derivatives, diarylaminofluoranthene derivatives, aryl-substituted fluoranthene derivatives, indenoperylene derivatives, acenaphthenefluoranthene derivatives, compounds containing boron atoms, pyrromethene boron complex compounds, compounds having a pyrromethene skeleton, metal complexes of compounds having a pyrromethene skeleton, diketopyrrolopyrrole derivatives, perylene derivatives and tetracene derivatives, etc.

[1271] Preferably, the first compound is a compound that emits light having a maximum peak wavelength of 400 nm to 700 nm.

[1272] In this specification, the maximum peak wavelength refers to the wavelength at which the compound to be measured is 10 -6 mol / L or more 10 -5The peak wavelength of the fluorescence spectrum at which the emission intensity in the fluorescence spectrum of the toluene solution dissolved at a concentration of mol / L or less is measured is the peak wavelength of the fluorescence spectrum at which the emission intensity in the fluorescence spectrum is the maximum. A spectrofluorophotometer (F-7000, manufactured by Hitachi High-Technologies Corporation) was used as the measuring device.

[1273] Preferably, the first compound emits red light or green light.

[1274] In this specification, red light emission refers to light emission having a maximum peak wavelength in a fluorescence spectrum within a range of 600 nm to 660 nm.

[1275] When the first compound is a red fluorescent compound, the maximum peak wavelength of the first compound is preferably from 600 nm to 660 nm, more preferably from 600 nm to 640 nm, and further preferably from 610 nm to 630 nm.

[1276] In this specification, green light emission refers to light emission having a maximum peak wavelength in a fluorescence spectrum within a range of 500 nm to 560 nm.

[1277] When the first compound is a green fluorescent compound, the maximum peak wavelength of the first compound is preferably 500 nm to 560 nm, more preferably 500 nm to 540 nm, and even more preferably 510 nm to 540 nm.

[1278] In this specification, blue light emission refers to light emission having a maximum peak wavelength in a fluorescence spectrum within a range of 430 nm to 480 nm.

[1279] When the first compound is a blue fluorescent compound, the maximum peak wavelength of the first compound is preferably from 430 nm to 480 nm, and more preferably from 440 nm to 480 nm.

[1280] It is preferred that the first compound satisfies the following mathematical formula (Formula 21): |HOMO(M1)| is synonymous with the ionization potential I p(M1) of the first compound.

[1281] When |HOMO(M1)| of the first compound satisfies the following mathematical formula (Formula 21), it is considered that holes are difficult to be captured by the dopant material and holes are widely distributed in the light-emitting layer.

[1282] (Number 21): |HOMO(M1)|≥5.25eV

[1283] (HOMO(M1) is the energy level of the highest occupied molecular orbital of the first compound.)

[1284] It is preferred that the first compound satisfies the following mathematical formula (numeral 2C).

[1285] If |HOMO(M1)| of the first compound satisfies the following mathematical formula (number 2C), the relationship of |HOMO(M1)|<|HOMO(M3)| is easily achieved, so that the charge balance in the light-emitting layer is easily adjusted. HOMO(M3) represents the energy level of the highest occupied orbital of the third compound. |HOMO(M3)| is synonymous with the ionization potential I p(M3) of the third compound.

[1286] (Number 2C): |HOMO(M1)|≤5.65eV

[1287] The first compound is not particularly limited, but is preferably a compound satisfying the above-mentioned mathematical formula (Formula 21).

[1288] Examples of the first compound include compounds represented by the following general formula (D1), general formula (D11), general formula (D10) and general formula (D20).

[1289] As the first compound, it is preferred to select and use the above-mentioned fluorescent material, and the compound satisfying the above-mentioned mathematical formula (21) from the compounds represented by the following general formula (D1), general formula (D11), general formula (D10) and general formula (D20).

[1290] (Compound represented by general formula (D1))

[1291] In the first embodiment, it is also preferred that the first compound is a compound represented by the following general formula (D1).

[1292]

[1293] (In the general formula (D1),

[1294] Ring Ax, ring Bx, ring Dx, ring Ex and ring Fx are each independently

[1295] A substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms, and

[1296] a ring structure selected from the group consisting of a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms,

[1297] Only one of the ring Bx and the ring Dx exists, or both the ring Bx and the ring Dx exist.

[1298] When both ring Bx and ring Dx are present, ring Bx and ring Dx share the bond connecting Zc and Zh.

[1299] Only one of the ring Ex and the ring Fx exists, or both the ring Ex and the ring Fx exist.

[1300] When both ring Ex and ring Fx are present, ring Ex and ring Fx share the bond connecting Zf and Zi.

[1301] Za is a nitrogen atom or a carbon atom,

[1302] In the case of the presence of ring Bx, Zb is a nitrogen atom or a carbon atom,

[1303] In the absence of ring Bx, Zb is an oxygen atom, a sulfur atom, NRb, C(Rb1)(Rb2) or Si(Rb3)(Rb4),

[1304] Zc is a nitrogen atom or a carbon atom,

[1305] In the case of the presence of ring Dx, Zd is a nitrogen atom or a carbon atom,

[1306] In the absence of ring Dx, Zd is an oxygen atom, a sulfur atom or NRd,

[1307] In the case of the presence of a ring Ex, Ze is a nitrogen atom or a carbon atom,

[1308] In the absence of ring Ex, Ze is an oxygen atom, a sulfur atom or NRe,

[1309] Zf is a nitrogen atom or a carbon atom,

[1310] In the case of the presence of ring Fx, Zg is a nitrogen atom or a carbon atom,

[1311] In the absence of ring Fx, Zg is an oxygen atom, a sulfur atom, NRg, C(Rg1)(Rg2) or Si(Rg3)(Rg4),

[1312] Zh is a nitrogen atom or a carbon atom,

[1313] Zi is a nitrogen atom or a carbon atom,

[1314] Y is a boron atom, a phosphorus atom, SiRh, P=O or P=S,

[1315] Rb, Rb1, Rb2, Rb3, Rb4, Rd, Re, Rg, Rg1, Rg2, Rg3, Rg4 and Rh are each independently a hydrogen atom or a substituent,

[1316] Rb, Rb1, Rb2, Rb3, Rb4, Rd, Re, Rg, Rg1, Rg2, Rg3, Rg4 and Rh as substituents are each independently,

[1317] a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms,

[1318] a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms,

[1319] a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms,

[1320] a substituted or unsubstituted cycloalkyl group having 3 to 30 ring carbon atoms,

[1321] -Si(R 911 )(R 912 )(R 913 ) represents a group,

[1322] -O-(R 914 ) represents a group,

[1323] -S-(R 915 ) or

[1324] -N(R 916 )(R 917 ) represents a group,

[1325] Among them, the bond between Y and Za, the bond between Y and Zd, and the bond between Y and Ze are all single bonds.)

[1326] In the first compound, the bond between Y and Za, the bond between Y and Zd, and the bond between Y and Ze are all single bonds, which are covalent bonds rather than coordinate bonds.

[1327] In the present specification, examples of heterocycles include ring structures (heterocycles) obtained by removing chemical bonds from the "heterocyclic groups" exemplified in the above "substituents described in the present specification." These heterocycles may have a substituent or may be unsubstituted.

[1328] In the present specification, examples of aromatic rings include ring structures (aromatic rings) obtained by removing chemical bonds from the "aryl groups" exemplified in the above-mentioned "substituents described in the present specification." These aromatic rings may have a substituent or may be unsubstituted.

[1329] (Compound represented by general formula (D11))

[1330] In the organic EL device according to the first embodiment, the first compound is preferably a compound represented by the following general formula (D11). The compound represented by the general formula (D1) is preferably a compound represented by the following general formula (D11).

[1331]

[1332] (In the general formula (D11),

[1333] Ring Ax, ring Dx and ring Ex are each independently

[1334] A substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms, and

[1335] a ring structure selected from the group consisting of a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms,

[1336] Za is a nitrogen atom or a carbon atom,

[1337] Zb is an oxygen atom, a sulfur atom, NRb, C(Rb1)(Rb2) or Si(Rb3)(Rb4),

[1338] Zc is a nitrogen atom or a carbon atom,

[1339] Zd is a nitrogen atom or a carbon atom,

[1340] Ze is a nitrogen atom or a carbon atom,

[1341] Zf is a nitrogen atom or a carbon atom,

[1342] Zg is an oxygen atom, a sulfur atom, NRg, C(Rg1)(Rg2) or Si(Rg3)(Rg4),

[1343] Zh is a nitrogen atom or a carbon atom,

[1344] Zi is a nitrogen atom or a carbon atom,

[1345] Y is a boron atom, a phosphorus atom, SiRh, P=O or P=S,

[1346] Rb, Rb1, Rb2, Rb3, Rb4, Rg, Rg1, Rg2, Rg3, Rg4 and Rh are independently synonymous with Rb, Rb1, Rb2, Rb3, Rb4, Rg, Rg1, Rg2, Rg3, Rg4 and Rh in the general formula (D1).

[1347] (Compound represented by general formula (D10))

[1348] In the organic EL device according to the first embodiment, the first compound is preferably a compound represented by the following general formula (D10). The compound represented by the general formula (D1) is preferably a compound represented by the following general formula (D10).

[1349]

[1350] (In the general formula (D10),

[1351] X1 is CR1 or a nitrogen atom,

[1352] X2 is CR2 or a nitrogen atom,

[1353] X3 is CR3 or a nitrogen atom,

[1354] X4 is CR4 or a nitrogen atom,

[1355] X5 is CR5 or a nitrogen atom,

[1356] X6 is CR6 or a nitrogen atom,

[1357] X7 is CR7 or a nitrogen atom, or a carbon atom bonded to X8 via a single bond,

[1358] X8 is CR8 or a nitrogen atom, or a carbon atom bonded to X7 via a single bond,

[1359] X9 is CR9 or a nitrogen atom,

[1360] X 10 CR 10 or nitrogen atoms,

[1361] X 11 CR 11 or nitrogen atoms,

[1362] X 12 CR 12 or nitrogen atoms,

[1363] Q is CR Q or nitrogen atoms,

[1364] Y is NR Y1 , oxygen atom, sulfur atom, C(R Y2 )(R Y3 ) or Si(R Y4 )(R Y5 ), R1~R6 and R9~R 11 One or more of the adjacent two or more groups in are bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1365] bonded to each other to form a substituted or unsubstituted fused ring, or

[1366] Not bonded to each other,

[1367] By R3, R4 and R Y1 One or more of the groups of two or more adjacent

[1368] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1369] bonded to each other to form a substituted or unsubstituted fused ring, or

[1370] Not bonded to each other,

[1371] By R3, R4 and R Y1 At least one hydrogen atom in one or more of the two or more adjacent groups of the monocyclic or condensed rings formed by mutual bonding is removed from

[1372] An alkyl group having 1 to 50 carbon atoms,

[1373] An aryl group having 6 to 50 ring carbon atoms,

[1374] a heterocyclic group having 5 to 50 ring atoms,

[1375] -O-(R 920 ) represented by, and

[1376] -N(R 921 )(R 922 ) is substituted or unsubstituted with at least one substituent selected from the group consisting of the groups represented by

[1377] At least one hydrogen in the substituent is substituted with an aryl group having 6 to 50 ring carbon atoms or an alkyl group having 1 to 50 ring carbon atoms, or is unsubstituted,

[1378] R1 to R2 that do not form the substituted or unsubstituted monocyclic ring and do not form the substituted or unsubstituted condensed ring 11 and R 12 ~R 13 and R Q Independently,

[1379] Hydrogen atoms,

[1380] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1381] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1382] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1383] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1384] -Si(R 911 )(R 912 )(R 913 ) represents a group,

[1385] -O-(R 914 ) represents a group,

[1386] -S-(R 915 ) represents a group,

[1387] -N(R 916 )(R 917 ) represents a group,

[1388] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1389] -C(=O)R 918 The groups represented

[1390] -COOR 919 The groups represented

[1391] Halogen atoms,

[1392] Cyano,

[1393] Nitro,

[1394] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1395] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1396] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring Y1 for

[1397] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1398] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1399] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1400] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1401] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1402] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1403] By R Y2 and R Y3 The group composed

[1404] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1405] bonded to each other to form a substituted or unsubstituted fused ring, or

[1406] Not bonded to each other,

[1407] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring Y2 and R Y3 and R Y4 and R Y5 Independently,

[1408] Hydrogen atoms,

[1409] Halogen atoms,

[1410] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1411] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1412] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1413] R 911 ~R 922 Independently,

[1414] Hydrogen atoms,

[1415] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1416] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1417] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1418] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1419] In the presence of multiple R 911 In the case of multiple R 911 Same or different from each other,

[1420] In the presence of multiple R 912 In the case of multiple R 912 Same or different from each other,

[1421] In the presence of multiple R 913 In the case of multiple R 913 Same or different from each other,

[1422] In the presence of multiple R 914 In the case of multiple R 914 Same or different from each other,

[1423] In the presence of multiple R 915 In the case of multiple R 915 Same or different from each other,

[1424] In the presence of multiple R 916 In the case of multiple R 916 Same or different from each other,

[1425] In the presence of multiple R 917 In the case of multiple R 917 Same or different from each other,

[1426] In the presence of multiple R 918 In the case of multiple R 918 Same or different from each other,

[1427] In the presence of multiple R 919 In the case of multiple R 919 Same or different from each other,

[1428] In the presence of multiple R 920 In the case of multiple R 920 Same or different from each other,

[1429] In the presence of multiple R 921 In the case of multiple R 921 Same or different from each other,

[1430] In the presence of multiple R 922 In the case of multiple R 922 The same or different from each other.)

[1431] In the compound represented by the general formula (D10), when X7 is a carbon atom bonded to X8 via a single bond and X8 is a carbon atom bonded to X7 via a single bond, the general formula (D10) is represented by the following general formula (D10A), for example.

[1432]

[1433] (In the general formula (D10A), X1 to X6, X9 to X 12 , Y, Q, and R 13 are independently the same as those defined in the general formula (D10).

[1434] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D12).

[1435]

[1436] (In the general formula (D12), R1 to R 13 , R Y1 , R Q are independently the same as those defined in the general formula (D10).

[1437] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D12A).

[1438]

[1439] (In the general formula (D12A), R1 to R6, R9 to R 13 , R Y1, R Q are independently the same as those defined in the general formula (D10).

[1440] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D13).

[1441]

[1442] (In the general formula (D13),

[1443] R1~R3、R5~R 13 and R Q are independently the same as those defined in the general formula (D10),

[1444] By R x1 ~R x4 One or more of the groups of two or more adjacent

[1445] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1446] bonded to each other to form a substituted or unsubstituted fused ring, or

[1447] Not bonded to each other,

[1448] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring X1 ~R x4 Independently,

[1449] Hydrogen atoms,

[1450] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1451] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1452] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1453] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1454] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1455] -Si(R 931 )(R 932 )(R 933 ) represents a group,

[1456] -O-(R 934 ) represents a group,

[1457] -S-(R 935 ) represents a group,

[1458] -N(R 936 )(R 937 ) represents a group,

[1459] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1460] -C(=O)R 938 The groups represented

[1461] -COOR 939 The groups represented

[1462] Halogen atoms,

[1463] Cyano,

[1464] Nitro,

[1465] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1466] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1467] R 931 ~R 939 Independently,

[1468] Hydrogen atoms,

[1469] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1470] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1471] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1472] In the presence of multiple R 931 In the case of multiple R 931 Same or different from each other,

[1473] In the presence of multiple R 932 In the case of multiple R 932 Same or different from each other,

[1474] In the presence of multiple R 933 In the case of multiple R 933 Same or different from each other,

[1475] In the presence of multiple R 934 In the case of multiple R 934 Same or different from each other,

[1476] In the presence of multiple R 935 In the case of multiple R 935Same or different from each other,

[1477] In the presence of multiple R 936 In the case of multiple R 936 Same or different from each other,

[1478] In the presence of multiple R 937 In the case of multiple R 937 Same or different from each other,

[1479] In the presence of multiple R 938 In the case of multiple R 938 Same or different from each other,

[1480] In the presence of multiple R 939 In the case of multiple R 939 The same or different from each other.)

[1481] In the general formula (D13), for example, the group consisting of R5 and R6 may be bonded to each other to form a substituted or unsubstituted monocyclic ring, or may be bonded to each other to form a substituted or unsubstituted condensed ring, or may not be bonded to each other.

[1482] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D13A).

[1483]

[1484] (In the general formula (D13A), R1 to R3, R5 to R6, R9 to R 13 and R Q are independently the same as those defined in the general formula (D10), R x1 ~R x4 are independently the same as those defined in the general formula (D13).

[1485] It is also preferred that in the compound represented by the general formula (D10), R1 to R 13 and R Q Independently,

[1486] Hydrogen atoms,

[1487] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1488] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1489] A substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms.

[1490] It is also preferred that in the compound represented by the general formula (D10), R1 to R 13 and RQ Independently,

[1491] Hydrogen atoms,

[1492] a substituted or unsubstituted alkyl group having 1 to 25 carbon atoms,

[1493] a substituted or unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1494] A substituted or unsubstituted heteroaryl group having 5 to 25 ring atoms.

[1495] It is also preferred that in the compound represented by the general formula (D10), R1 to R3, R5 to R 13 , R Q and R x1 ~R x4 Independently,

[1496] Hydrogen atoms,

[1497] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1498] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1499] A substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms.

[1500] It is also preferred that in the compound represented by the general formula (D10), R1 to R3, R5 to R 13 , R Q and R x1 ~R x4 Independently,

[1501] Hydrogen atoms,

[1502] a substituted or unsubstituted alkyl group having 1 to 25 carbon atoms,

[1503] a substituted or unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1504] A substituted or unsubstituted heteroaryl group having 5 to 25 ring atoms.

[1505] Preferably, in the compound represented by the general formula (D10), R1 to R 13 , R Q and R x1 ~R x4 Independently,

[1506] Hydrogen atoms,

[1507] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1508] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1509] A substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms.

[1510] Preferably, in the compound represented by the general formula (D10), R1 to R 13 , R Q and R x1 ~R x4 Independently,

[1511] Hydrogen atoms,

[1512] a substituted or unsubstituted alkyl group having 1 to 25 carbon atoms,

[1513] a substituted or unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1514] A substituted or unsubstituted heteroaryl group having 5 to 25 ring atoms.

[1515] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D14).

[1516]

[1517] (In the general formula (D14),

[1518] R2, R6, R 13 , R Q and R x2 Independently,

[1519] Hydrogen atoms,

[1520] a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms,

[1521] a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or

[1522] A substituted or unsubstituted heteroaryl group having 5 to 18 ring atoms.

[1523] It is also preferred that the compound represented by the general formula (D10) is represented by the following general formula (D15).

[1524]

[1525] (In the general formula (D15),

[1526] R2, R6, R 13 , R Q and R x2 Independently,

[1527] Hydrogen atoms,

[1528] a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms,

[1529] a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or

[1530] A substituted or unsubstituted heteroaryl group having 5 to 18 ring atoms.

[1531] Preferably, among the compounds represented by the general formula (D10),

[1532] R 13 and R Q Independently,

[1533] a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms,

[1534] Substituted or unsubstituted phenyl,

[1535] Substituted or unsubstituted naphthyl, or

[1536] A substituted or unsubstituted dibenzofuranyl group.

[1537] Preferably, in the compound represented by the general formula (D10), R6 and R x2 Each independently represents a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[1538] (Compound represented by general formula (D20))

[1539] In the organic EL device according to the first embodiment, it is also preferred that the first compound is a compound represented by the following general formula (D20).

[1540]

[1541] In the general formula (D20),

[1542] X is a nitrogen atom or a carbon atom bonded to Y,

[1543] Y is a hydrogen atom or a substituent,

[1544] R 21 ~R 26 are independently a hydrogen atom or a substituent, or R 21 and R 22 Group, R 22 and R 23 Group, R 24 and R 25 The group, and R 25 and R 26 Any one or more of the groups are bonded to each other to form a ring,

[1545] Y and R as substituents 21 ~R 26 Independently from

[1546] A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms,

[1547] a substituted or unsubstituted halogenated alkyl group having 1 to 30 carbon atoms,

[1548] a substituted or unsubstituted cycloalkyl group having 3 to 30 ring carbon atoms,

[1549] a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms,

[1550] a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms,

[1551] a substituted or unsubstituted halogenated alkoxy group having 1 to 30 carbon atoms,

[1552] a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms,

[1553] a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,

[1554] a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,

[1555] a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms,

[1556] a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms,

[1557] a substituted or unsubstituted heteroaryl group having 5 to 30 ring atoms,

[1558] Halogen atoms,

[1559] carboxyl,

[1560] Substituted or unsubstituted ester group,

[1561] a substituted or unsubstituted carbamoyl group,

[1562] A substituted or unsubstituted amino group,

[1563] Nitro,

[1564] Cyano,

[1565] a substituted or unsubstituted silyl group, and

[1566] is selected from the group consisting of substituted or unsubstituted siloxane groups,

[1567] Z 21 and Z 22 are independently a substituent, or Z 21and Z 22 Bonded to each other to form a ring,

[1568] Z as a substituent 21 and Z 22 Independently from

[1569] Halogen atoms,

[1570] a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms,

[1571] a substituted or unsubstituted halogenated alkyl group having 1 to 30 carbon atoms,

[1572] a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms,

[1573] a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms,

[1574] a substituted or unsubstituted halogenated alkoxy group having 1 to 30 carbon atoms, and

[1575] The present invention is selected from the group consisting of substituted or unsubstituted aryloxy groups having 6 to 30 ring carbon atoms.

[1576] In the first compound according to the first embodiment, the substituent in the case of "substituted or unsubstituted" is preferably,

[1577] unsubstituted alkyl having 1 to 25 carbon atoms,

[1578] unsubstituted alkenyl having 2 to 25 carbon atoms,

[1579] unsubstituted alkynyl having 2 to 25 carbon atoms,

[1580] unsubstituted cycloalkyl having 3 to 25 ring carbon atoms,

[1581] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1582] -O-(R 904 ) represents a group,

[1583] -S-(R 905 ) represents a group,

[1584] -N(R 906 )(R 907 ) represents a group,

[1585] unsubstituted aralkyl having 7 to 50 carbon atoms,

[1586] -C(=O)R 908 The groups represented

[1587] -COOR 909 The groups represented

[1588] Take -S(=O)2R 941 The groups represented

[1589] -P(=O)(R 942 )(R 943 ) represents a group,

[1590] Take -Ge(R 944 )(R 945 )(R 946 ) represents a group,

[1591] Halogen atoms,

[1592] Cyano,

[1593] Nitro,

[1594] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1595] an unsubstituted heterocyclic group having 5 to 25 ring atoms,

[1596] R 901 ~R 909 and R 941 ~R 946 Independently,

[1597] Hydrogen atoms,

[1598] unsubstituted alkyl having 1 to 25 carbon atoms,

[1599] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[1600] An unsubstituted heterocyclic group having 5 to 25 ring atoms.

[1601] Preferably, in the first compound involved in the first embodiment, the substituent in the case of "substituted or unsubstituted" is a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring atoms.

[1602] Preferably, in the first compound involved in the first embodiment, the substituent in the case of "substituted or unsubstituted" is an unsubstituted alkyl group having 1 to 10 carbon atoms, an unsubstituted aryl group having 6 to 12 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 12 ring atoms.

[1603] In the first compound according to the first embodiment, it is also preferred that all groups described as “substituted or unsubstituted” are “unsubstituted” groups.

[1604] (Specific examples of compounds represented by general formula (D1), (D11), (D10) or (D20))

[1605] Specific examples of the compound represented by the general formula (D1), (D11), (D10) or (D20) include the following compounds, but the present invention is not limited to these specific examples.

[1606]

[1607] (Third Compound)

[1608] In the light-emitting layer of the organic EL device of the first embodiment, the third compound may be a compound exhibiting thermally activated delayed fluorescence or a compound not exhibiting thermally activated delayed fluorescence, but is preferably a compound not exhibiting thermally activated delayed fluorescence.

[1609] The third compound is not particularly limited, but is preferably a compound represented by the following general formula (3) or a compound represented by the following general formula (MRX3).

[1610] (Compound represented by general formula (3))

[1611] In the light-emitting layer of the organic EL device of the first embodiment, the third compound is preferably a compound represented by the following general formula (3).

[1612]

[1613] (In the general formula (3),

[1614] A3 is

[1615] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1616] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1617] L3

[1618] single bond,

[1619] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms,

[1620] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,

[1621] A divalent group formed by bonding two groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, or

[1622] a divalent group formed by bonding three groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms,

[1623] By R 31 ~R 38 One or more of the groups of two or more adjacent

[1624] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1625] bonded to each other to form a substituted or unsubstituted fused ring, or

[1626] Not bonded to each other,

[1627] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Independently,

[1628] Hydrogen atoms,

[1629] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1630] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1631] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1632] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1633] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1634] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1635] -O-(R 904 ) represents a group,

[1636] -S-(R 905 ) represents a group,

[1637] -N(R 906 )(R 907 ) represents a group,

[1638] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1639] -C(=O)R 908 The groups represented

[1640] -COOR 909 The groups represented

[1641] Halogen atoms,

[1642] Cyano,

[1643] Nitro,

[1644] -P(=O)(R 931 )(R 932 ) represents a group,

[1645] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1646] -B(R 936 )(R 937 ) represents a group,

[1647] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

[1648] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or

[1649] A group represented by the following general formula (3A).

[1650]

[1651] (In the general formula (3A),

[1652] R B for

[1653] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1654] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1655] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1656] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1657] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1658] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1659] -O-(R 904 ) represents a group,

[1660] -S-(R905 ) represents a group,

[1661] -N(R 906 )(R 907 ) represents a group,

[1662] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1663] -C(=O)R 908 The groups represented

[1664] -COOR 909 The groups represented

[1665] Halogen atoms,

[1666] Cyano,

[1667] Nitro,

[1668] -P(=O)(R 931 )(R 932 ) represents a group,

[1669] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1670] -B(R 936 )(R 937 ) represents a group,

[1671] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1672] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1673] In the presence of multiple R B When multiple R B Same or different from each other,

[1674] L 31 for

[1675] single bond,

[1676] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the arylene group,

[1677] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the heterocyclic group, or

[1678] a divalent group formed by bonding two groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, or a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the divalent group,

[1679] L 32 for

[1680] single bond,

[1681] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or

[1682] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,

[1683] n3 is 1, 2, 3, 4 or 5,

[1684] In L 31 In the case of a single bond, n3 is 1, L 32 is bonded to a carbon atom of the six-membered ring in the general formula (3),

[1685] In the presence of multiple L 32 When multiple L 32 Same or different from each other,

[1686] * is a site bonded to a carbon atom of the six-membered ring in the general formula (3).

[1687] (In the compound represented by the general formula (3), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 908 , R 909 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 and R 937 Independently,

[1688] Hydrogen atoms,

[1689] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1690] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1691] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1692] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1693] In the presence of multiple R 901 In the case of multiple R 901 Same or different from each other,

[1694] In the presence of multiple R 902 In the case of multiple R 902 Same or different from each other,

[1695] In the presence of multiple R 903 In the case of multiple R 903 Same or different from each other,

[1696] In the presence of multiple R 904 In the case of multiple R 904 Same or different from each other,

[1697] In the presence of multiple R 905 In the case of multiple R 905 Same or different from each other,

[1698] In the presence of multiple R 906 In the case of multiple R 906 Same or different from each other,

[1699] In the presence of multiple R 907 In the case of multiple R 907 Same or different from each other,

[1700] In the presence of multiple R 908 In the case of multiple R 908 Same or different from each other,

[1701] In the presence of multiple R 909 In the case of multiple R 909 Same or different from each other,

[1702] In the presence of multiple R 931 In the case of multiple R 931 Same or different from each other,

[1703] In the presence of multiple R 932 In the case of multiple R 932 Same or different from each other,

[1704] In the presence of multiple R 933 In the case of multiple R 933 Same or different from each other,

[1705] In the presence of multiple R 934 In the case of multiple R 934Same or different from each other,

[1706] In the presence of multiple R 935 In the case of multiple R 935 Same or different from each other,

[1707] In the presence of multiple R 936 In the case of multiple R 936 Same or different from each other,

[1708] In the presence of multiple R 937 In the case of multiple R 937 The same or different from each other.)

[1709] It is also preferred that the compound represented by the general formula (3) is a compound represented by any one of the following general formulas (31) to (36).

[1710]

[1711] (In the general formulas (31) to (36),

[1712] A3 and L3 are synonymous with A3 and L3 in the general formula (3), respectively.

[1713] By R 341 ~R 350 One or more of the groups of two or more adjacent

[1714] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1715] bonded to each other to form a substituted or unsubstituted fused ring, or

[1716] Not bonded to each other,

[1717] X 31 is a sulfur atom, an oxygen atom, NR 352 or CR 353 R 354 ,

[1718] By R 353 and R 354 The group composed

[1719] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1720] bonded to each other to form a substituted or unsubstituted fused ring, or

[1721] Not bonded to each other,

[1722] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 341 ~R 350, R 352 , R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 353 and R 354 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1723] Preferably, in the compound represented by the general formula (3), R 352 for

[1724] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1725] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1726] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[1727] Preferably, in the compound represented by the general formula (3), R 353 and R 354 The groups are bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1728] bonded to each other to form a substituted or unsubstituted fused ring, or

[1729] Not bonded to each other,

[1730] R does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 353 and R 354 Independently,

[1731] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1732] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1733] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[1734] Preferably, in the compound represented by the general formula (3), X 31 is a sulfur atom or an oxygen atom.

[1735] In the compound represented by the general formula (3), A3 is preferably a group represented by any one of the following general formulas (A31) to (A37).

[1736]

[1737] (In the general formulae (A31) to (A37),

[1738] By multiple R 300 One or more of the groups of two or more adjacent

[1739] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1740] bonded to each other to form a substituted or unsubstituted fused ring, or

[1741] Not bonded to each other,

[1742] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 300 , and R 333 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous,

[1743] In the general formulae (A31) to (A37), * indicates the position of bonding to L3 of the compound represented by the general formula (3).

[1744] It is also preferred that, in the compound represented by the general formula (3), A3 is a group represented by the general formula (A34), (A35) or (A37).

[1745] In the compound represented by the general formula (3), A3 is preferably a group represented by any one of the following general formulas (A371) to (A376).

[1746]

[1747] (In the general formulas (A371) to (A376),

[1748] Y3 is a sulfur atom, an oxygen atom, N(R 381 ) or C(R 382 )(R 383 ),

[1749] By R 382 and R 383 The group composed

[1750] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1751] bonded to each other to form a substituted or unsubstituted fused ring, or

[1752] Not bonded to each other,

[1753] By R 371 ~R 380 One or more of the groups of two or more adjacent

[1754] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1755] bonded to each other to form a substituted or unsubstituted fused ring, or

[1756] Not bonded to each other,

[1757] R 381 , R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 371 ~R 380 , and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 382 and R 383 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1758] In the general formulae (A371) to (A376), * indicates the position of bonding to L3 of the compound represented by the general formula (3).

[1759] Preferably, in the general formulas (A371) to (A376), R 381 for

[1760] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1761] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1762] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[1763] Preferably, in the general formulas (A371) to (A376), R 382 and R 383 The group composed

[1764] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1765] bonded to each other to form a substituted or unsubstituted fused ring, or

[1766] Not bonded to each other,

[1767] R does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 382 and R 383 Independently,

[1768] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1769] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1770] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[1771] Preferably, in the general formulae (A371) to (A376), Y3 is a sulfur atom or an oxygen atom.

[1772] It is also preferred that the compound represented by the general formula (3) is a compound represented by any one of the following general formulas (311) to (316).

[1773]

[1774]

[1775] (In the general formulas (311) to (316),

[1776] L3 has the same meaning as L3 in the general formula (3),

[1777] By multiple R 300 One or more of the groups of two or more adjacent

[1778] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1779] bonded to each other to form a substituted or unsubstituted fused ring, or

[1780] Not bonded to each other,

[1781] By R 341 ~R 350 One or more of the groups of two or more adjacent

[1782] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1783] bonded to each other to form a substituted or unsubstituted fused ring, or

[1784] Not bonded to each other,

[1785] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 300 , and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 341 ~R 350 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1786] It is also preferred that the compound represented by the general formula (3) is a compound represented by the following general formula (321).

[1787]

[1788] (In the general formula (321),

[1789] L3 has the same meaning as L3 in the general formula (3),

[1790] R 31 ~R 38 , and R 301 ~R 308 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1791] Preferably, in the compound represented by the general formula (3), L3 is a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[1792] Preferably, in the compound represented by the general formula (3), L3 is

[1793] single bond,

[1794] Substituted or unsubstituted phenylene,

[1795] Substituted or unsubstituted biphenylene, or

[1796] Substituted or unsubstituted terphenylene.

[1797] In the compound represented by the general formula (3), L3 is preferably a group represented by the following general formula (317).

[1798]

[1799] (In the general formula (317),

[1800] R 310 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous, * each independently represents a bonding position. )

[1801] In the compound represented by the general formula (3), preferably, L3 contains a divalent group represented by the following general formula (318) or (319).

[1802] It is also preferred that in the compound represented by the general formula (3), L3 is a divalent group represented by the following general formula (318) or (319).

[1803] It is also preferred that the compound represented by the general formula (3) is a compound represented by the following general formula (322) or general formula (323).

[1804]

[1805] (In the general formula (322) and the general formula (323),

[1806] L 31 for

[1807] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms,

[1808] a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, or

[1809] a divalent group formed by bonding two groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,

[1810] Among them, L 31 Contains a divalent group represented by the following general formula (318) or general formula (319),

[1811] R 31 ~R 38 , R 300 , and R 321 ~R 328 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1812]

[1813] (In the general formula (319),

[1814] By multiple R 304 Two adjacent groups of the compounds in the formula (320) are bonded to each other to form a ring represented by the general formula (320).

[1815] In the general formula (320), 1* and 2* each independently represent 304 the bonding position of the bonded ring,

[1816] In the general formula (318), R 302 , R in the general formula (319) 303 , R which does not form a ring represented by the general formula (320) 304 , and R in the general formula (320) 305R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous,

[1817] In the general formulae (318) to (320), * represents a bonding position.

[1818] In the compound represented by the general formula (3), L3 or L 31 The group represented by the general formula (319) is, for example, a group represented by the following general formula (319A).

[1819]

[1820] (In the general formula (319A), R 303 , R 304 and R 305 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 In the same way, * in the general formula (319A) represents a bonding position.

[1821] It is also preferred that the compound represented by the general formula (3) is a compound represented by the general formula (322), wherein L 31 It is a group represented by the general formula (318).

[1822] It is also preferred that the compound represented by the general formula (3) is a compound represented by the following general formula (324).

[1823]

[1824] (In the general formula (324), R 31 ~R 38 , R 300 , and R 302 R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 Synonymous.)

[1825] Preferably, in the compound represented by the general formula (3), R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (3A).B It is a substituted or unsubstituted alkyl group having 1 to 50 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.

[1826] Preferably, in the compound represented by the general formula (3), R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 are independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a group represented by the general formula (3A). B It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[1827] Preferably, in the compound represented by the general formula (3), R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 31 ~R 38 are independently a hydrogen atom, a substituted or unsubstituted phenyl group, or a group represented by the general formula (3A), wherein R B is substituted or unsubstituted phenyl.

[1828] It is also preferred that the compound represented by the general formula (3) is a compound having no pyridine ring, pyrimidine ring or triazine ring.

[1829] (Compound represented by general formula (3B))

[1830] In the light-emitting layer of the organic EL device of the first embodiment, it is also preferred that the third compound is a compound represented by the following general formula (3B).

[1831]

[1832] In the general formula (3B),

[1833] X B is an oxygen atom or a sulfur atom,

[1834] C1 is a carbon atom,

[1835] n is 1, 2 or 3, k is 1, 2 or 3,

[1836] m is 2, 3 or 4, k+m=5,

[1837] When m is 2 or more, multiple R L Same or different from each other,

[1838] By R B1 ~R B8 One or more of the groups of two or more adjacent

[1839] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1840] bonded to each other to form a substituted or unsubstituted fused ring, or

[1841] Not bonded to each other,

[1842] When at least one of n and k is 2 or more, a plurality of R B1 Same or different from each other, multiple R B2 Same or different from each other, multiple R B3 Same or different from each other, multiple R B4 Same or different from each other, multiple R B5 Same or different from each other, multiple R B6 Same or different from each other, multiple R B7 Same or different from each other, multiple R B8 Same or different from each other,

[1843] L B1 is a single bond or a linking group, wherein L B1 In the case of a single bond, n is 1,

[1844] When k is greater than 2, multiple L B1 Same or different from each other,

[1845] L as a linking group B1 for,

[1846] A group derived from a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms,

[1847] A group derived from a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or

[1848] A group formed by bonding two groups selected from the group consisting of a group derived from a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms and a group derived from a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms,

[1849] When k is 1 and m is 4, the 4 R L One L is bonded to any carbon atom at the a, b, c, d and e positions of the general formula (3B). B1 and not bonded to the R L The carbon atom of the a, b, c, d or e position is bonded to

[1850] When k is 2 and m is 3, the three R L Two L are respectively bonded to any carbon atom at the a, b, c, d and e positions shown in the general formula (3B).B1 respectively with the R L bonded to any carbon atom at the a, b, c, d and e positions of

[1851] When k is 3 and m is 2, two R L Each of the three L atoms is bonded to any carbon atom at the a, b, c, d and e positions of the general formula (3B). B1 respectively with the R L bonded to any carbon atom at the a, b, c, d and e positions of

[1852] By R B40 and R B45 ~R B48 One or more of the groups of two or more adjacent

[1853] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1854] bonded to each other to form a substituted or unsubstituted fused ring, or

[1855] Not bonded to each other,

[1856] Among them, 3 R B40 Same or different, 3 R B40 Each of the carbon atoms at the positions f, g, h and i shown in the general formula (3B) is bonded to C1 and is not bonded to the R B40 The carbon atom at the f, g, h and i positions of

[1857] R L , R B31 , R B32 , R B34 , R B35 , R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring B1 ~R B8 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring B40 and R B45 ~R B48 Independently,

[1858] Hydrogen atoms,

[1859] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1860] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1861] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1862] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1863] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1864] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1865] -O-(R 904 ) represents a group,

[1866] -S-(R 905 ) represents a group,

[1867] -N(R 906 )(R 907 ) represents a group,

[1868] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1869] -C(=O)R 908 The groups represented

[1870] -COOR 909 The groups represented

[1871] Halogen atoms,

[1872] Cyano,

[1873] Nitro,

[1874] -P(=O)(R 931 )(R 932 ) represents a group,

[1875] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1876] -B(R 936 )(R 937 ) represents a group,

[1877] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1878] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[1879] In the compound represented by the general formula (3B), when n is 2 or 3, the nitrogen atom N* in the structure enclosed by the subscript n is respectively B1 Bonding.

[1880] In the compound represented by the general formula (3B), L B1 In the case of a single bond, a nitrogen atom N* in a structure enclosed in brackets by a subscript n is bonded to any carbon atom at the position a, b, c, d, and e.

[1881] In the compound represented by the general formula (3B), when k is 2 or 3, the structure L in the brackets enclosed by the subscript k is B1 It is bonded to any carbon atom at positions a, b, c, d, and e, respectively.

[1882] For example, in the compound represented by the general formula (3B), when n is 2, k is 1, and L B1 When the carbon atom C1 is bonded to the carbon atom at the c position and the carbon atom C1 is bonded to the carbon atom at the h position, the compound represented by the general formula (3B) is represented by the following general formula (31B).

[1883]

[1884] (In the general formula (31B), R B1 ~R B8 , R L , R B31 , R B32 , R B34 , R B35 , R B40 , R B45 ~R B48 , L B1 and X B They are respectively consistent with those defined in the general formula (3B).

[1885] For example, in the compound represented by the general formula (3B), in L B1 When it is a single bond, n is 2, one of the two nitrogen atoms N* in the structure enclosed in brackets with subscript n is bonded to the carbon atom at the b position, the other is bonded to the carbon atom at the b position, and the carbon atom C1 is bonded to the carbon atom at the h position, the compound represented by the general formula (3B) is represented by the following general formula (32B).

[1886]

[1887] (In the general formula (32B), R B1 ~R B8 , R L , R B31 , R B32 , R B34 , R B35 , R B40 , R B45 ~R B48and X B They are respectively consistent with those defined in the general formula (3B).

[1888] (Compound represented by general formula (MRX3))

[1889] In the light-emitting layer of the organic EL device according to the first embodiment, it is also preferred that the third compound is a compound represented by the following general formula (MRX3).

[1890]

[1891] (In the general formula (MRX3),

[1892] Y 31 ~Y 36 are independently CR3 or a nitrogen atom,

[1893] Among them, Y 31 ~Y 36 At least two of them are nitrogen atoms,

[1894] When there are a plurality of R3, one or more of the groups consisting of two or more adjacent R3

[1895] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1896] bonded to each other to form a substituted or unsubstituted fused ring, or

[1897] Not bonded to each other,

[1898] R3 that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring is independently,

[1899] Hydrogen atoms,

[1900] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1901] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1902] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1903] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1904] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1905] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1906] -O-(R904 ) represents a group,

[1907] -S-(R 905 ) represents a group,

[1908] -N(R 906 )(R 907 ) represents a group,

[1909] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1910] -C(=O)R 908 The groups represented

[1911] -COOR 909 The groups represented

[1912] Halogen atoms,

[1913] Cyano,

[1914] Nitro,

[1915] -P(=O)(R 931 )(R 932 ) represents a group,

[1916] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[1917] -B(R 936 )(R 937 ) represents a group,

[1918] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

[1919] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or

[1920] A group represented by the following general formula (MRX3A).

[1921]

[1922] (In the general formula (MRX3A),

[1923] R B and R in the general formula (3) B Synonymous,

[1924] In the presence of multiple R B When multiple R B Same or different from each other,

[1925] L 31 and L32 respectively with L in the general formula (3A) 31 and L 32 Synonymous,

[1926] n3 is 1, 2, 3, 4 or 5,

[1927] In L 31 In the case of a single bond, n3 is 1, L 32 is bonded to a carbon atom of the six-membered ring in the general formula (MRX3),

[1928] In the presence of multiple L 32 When multiple L 32 Same or different from each other,

[1929] * is a site bonded to a carbon atom of the six-membered ring in the general formula (MRX3).

[1930] It is preferred that the compound represented by the general formula (MRX3) does not contain a pyridine ring in the molecule.

[1931] It is also preferred that the compound represented by the general formula (MRX3) is a compound represented by the following general formula (MRX31) or general formula (MRX32).

[1932]

[1933] (In the general formula (MRX32),

[1934] By R 35 ~R 37 One or more of the groups of two or more adjacent

[1935] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1936] bonded to each other to form a substituted or unsubstituted fused ring, or

[1937] Not bonded to each other,

[1938] In the general formula (MRX31), R 31 ~R 33 , and R in the general formula (MRX32) 34 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 35 ~R 37 Each independently has the same meaning as R3 in the general formula (MRX3).

[1939] It is also preferred that the compound represented by the general formula (MRX3) is a compound represented by the general formula (MRX31).

[1940] R3 in the general formula (MRX3) is preferably independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (MRX3A).

[1941] R3 in the general formula (MRX3) is preferably independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a group represented by the general formula (MRX3A).

[1942] It is preferred that the compound represented by the general formula (MRX3) has at least one group selected from the group consisting of groups represented by the following general formulae (MRXA31) to (MRXA44) in the molecule.

[1943]

[1944] (In the general formulas (MRXA31) to (MRXA38),

[1945] By multiple R 300 One or more of the groups of two or more adjacent

[1946] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1947] bonded to each other to form a substituted or unsubstituted fused ring, or

[1948] Not bonded to each other,

[1949] By R 331 and R 332 The group composed

[1950] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1951] bonded to each other to form a substituted or unsubstituted fused ring, or

[1952] Not bonded to each other,

[1953] R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 300 , R 331 and R 332 , and R 333 Independently,

[1954] Hydrogen atoms,

[1955] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1956] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1957] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1958] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1959] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1960] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1961] -O-(R 904 ) represents a group,

[1962] -S-(R 905 ) represents a group,

[1963] -N(R 906 )(R 907 ) represents a group,

[1964] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1965] -C(=O)R 908 The groups represented

[1966] -COOR 909 The groups represented

[1967] Halogen atoms,

[1968] Cyano,

[1969] Nitro,

[1970] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[1971] a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

[1972] In the general formulae (MRXA31) to (MRXA38), * indicates the position of bonding to other atoms in the molecule of the compound represented by the general formula (MRX3).

[1973]

[1974] (In the general formulas (MRXA39) to (MRXA44), R 341 ~R 350 One or more of the adjacent two or more groups in are bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1975] bonded to each other to form a substituted or unsubstituted fused ring, or

[1976] Not bonded to each other,

[1977] Among them, R 341 ~R 351 At least one of represents a position bonded to other atoms in the molecule of the compound represented by the general formula (MRX3),

[1978] X 31 is a sulfur atom, an oxygen atom, NR 352 or CR 353 R 354 ,

[1979] By R 353 and R 354 The group composed

[1980] bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[1981] bonded to each other to form a substituted or unsubstituted fused ring, or

[1982] Not bonded to each other,

[1983] R is not bonded to other atoms in the molecule of the compound represented by the general formula (MRX3) and does not form the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted condensed ring. 341 ~R 351 , R 352 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 353 and R 354 Independently,

[1984] Hydrogen atoms,

[1985] a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

[1986] a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms,

[1987] a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

[1988] a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

[1989] a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

[1990] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[1991] -O-(R 904 ) represents a group,

[1992] -S-(R 905 ) represents a group,

[1993] -N(R 906 )(R 907 ) represents a group,

[1994] a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,

[1995] -C(=O)R 908 The groups represented

[1996] -COOR 909 The groups represented

[1997] Halogen atoms,

[1998] Cyano,

[1999] Nitro,

[2000] a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

[2001] A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[2002] It is preferred that the compound represented by the general formula (MRX3) has at least one group selected from the group consisting of groups represented by the general formulas (MRXA38) to (MRXA44) in the molecule.

[2003] Preferably, in the compound represented by the general formula (MRX3), Y 31 ~Y 36 At least one of them is CR3, at least one R3 is a group represented by the general formula (MRX3A), R B It is any one of the groups represented by the general formulae (MRXA31) to (MRXA44).

[2004] Preferably, in the compound represented by the general formula (MRX3), Y 31 ~Y 36 At least one of them is CR3, at least one R3 is a group represented by the general formula (MRX3A), R B It is any one of the groups represented by the general formulae (MRXA38) to (MRXA44).

[2005] Preferably, in the compound represented by the general formula (MRX3), R 352It is a substituted or unsubstituted alkyl group having 1 to 50 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.

[2006] Preferably, in the compound represented by the general formula (MRX3), R 353 and R 354 The groups are bonded to each other to form a substituted or unsubstituted monocyclic ring, or

[2007] bonded to each other to form a substituted or unsubstituted fused ring, or

[2008] Not bonded to each other,

[2009] R does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted condensed ring 353 and R 354 Each of them is independently a substituted or unsubstituted alkyl group having 1 to 50 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.

[2010] Preferably, in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), L 31 for

[2011] single bond,

[2012] a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the arylene group, or

[2013] a divalent group formed by bonding two groups selected from the group consisting of substituted or unsubstituted arylene groups having 6 to 50 ring carbon atoms, a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the divalent group,

[2014] L 32 It is a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[2015] Preferably, in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), L 31 is a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, n3 is 1, L 32 It is a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[2016] Preferably, in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), L 31 for

[2017] single bond,

[2018] Substituted or unsubstituted phenylene,

[2019] Substituted or unsubstituted biphenylene, or

[2020] a divalent group formed by bonding two groups selected from the group consisting of a substituted or unsubstituted phenylene group and a substituted or unsubstituted biphenylene group, or a trivalent group, a tetravalent group, a pentavalent group or a hexavalent group derived from the divalent group,

[2021] n3 is 1,

[2022] L 32 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[2023] In the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), the substituent in the case of "substituted or unsubstituted" is preferably

[2024] unsubstituted alkyl having 1 to 25 carbon atoms,

[2025] unsubstituted alkenyl having 2 to 25 carbon atoms,

[2026] unsubstituted alkynyl having 2 to 25 carbon atoms,

[2027] unsubstituted cycloalkyl having 3 to 25 ring carbon atoms,

[2028] -Si(R 901 )(R 902 )(R 903 ) represents a group,

[2029] -O-(R 904 ) represents a group,

[2030] -S-(R 905 ) represents a group,

[2031] -N(R 906 )(R 907 ) represents a group,

[2032] unsubstituted aralkyl having 7 to 50 carbon atoms,

[2033] -C(=O)R 908 The groups represented

[2034] -COOR 909 The groups represented

[2035] -P(=O)(R 931 )(R 932 ) represents a group,

[2036] Take -Ge(R 933 )(R 934 )(R 935 ) represents a group,

[2037] -B(R 936 )(R 937 ) represents a group,

[2038] Take -S(=O)2R 938 The groups represented

[2039] Halogen atoms,

[2040] Cyano,

[2041] Nitro,

[2042] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[2043] an unsubstituted heterocyclic group having 5 to 25 ring atoms,

[2044] R 901 ~R 909 and R 931 ~R 938 Independently,

[2045] Hydrogen atoms,

[2046] unsubstituted alkyl having 1 to 25 carbon atoms,

[2047] unsubstituted aryl group having 6 to 25 ring carbon atoms, or

[2048] An unsubstituted heterocyclic group having 5 to 25 ring atoms.

[2049] Preferably, in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), the substituent in the case of "substituted or unsubstituted" is a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring atoms.

[2050] Preferably, in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), the substituent in the case of "substituted or unsubstituted" is an unsubstituted alkyl group having 1 to 10 carbon atoms, an unsubstituted aryl group having 6 to 12 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 12 ring atoms.

[2051] It is also preferred that in the compound represented by the general formula (3) and the compound represented by the general formula (MRX3), all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[2052] (Method for producing the third compound)

[2053] The third compound according to the first embodiment can be produced by a known method.

[2054] (Specific example of the third compound)

[2055] Specific examples of the third compound of the first embodiment include the following compounds, but the present invention is not limited to these specific examples of the compounds.

[2056]

[2057]

[2058]

[2059]

[2060]

[2061]

[2062]

[2063]

[2064]

[2065] (Relationship among the First Compound, the Second Compound, and the Third Compound in the Light Emitting Layer)

[2066] In the organic EL device of the first embodiment, the first compound and the second compound preferably satisfy the following mathematical formula (Formula 2).

[2067] (Number 2): S1(M2)>S1(M1)

[2068] (S1(M1) is the lowest excited singlet energy of the first compound,

[2069] S1(M2) is the lowest excited singlet state energy of the second compound. )

[2070] In the organic EL device according to the first embodiment, the second compound and the third compound preferably satisfy the following mathematical formula (Formula 3).

[2071] (Number 3): S1(M3)>S1(M2)

[2072] (S1(M2) is the lowest excited singlet energy of the second compound,

[2073] S1(M3) is the lowest excited singlet energy of the third compound. )

[2074] In the organic EL element involved in the first embodiment, it is preferred that the lowest excited singlet energy S1(M1) of the first compound, the lowest excited singlet energy S1(M2) of the second compound and the lowest excited singlet energy S1(M3) of the third compound satisfy the relationship of the following mathematical formula (Formula 3A).

[2075] S1(M3)>S1(M2)>S1(M1)…(Number 3A)

[2076] The energy gap T of the third compound at 77[K] is preferably 77K (M3) is greater than the energy gap T of the second compound at 77[K] 77K (M2).

[2077] The energy gap T of the third compound at 77[K] is preferably 77K (M3) is greater than the energy gap T of the first compound at 77[K] 77K (M1).

[2078] The energy gap T of the first compound at 77[K] is preferably 77K The energy gap T between (M1) and the second compound at 77[K] 77K The energy gap T between (M2) and the third compound at 77[K] 77K (M3) satisfies the relationship of the following mathematical formula (Figure 3B).

[2079] T 77K (M3)>T 77K (M2)>T 77K (M1)…(number 3B)

[2080] In one aspect of the organic EL device according to the first embodiment, the second compound satisfies the following mathematical formula (Formula 44) or mathematical formula (Formula 44A).

[2081] If the second compound satisfies the following mathematical formula (Formula 44), the luminous efficiency can be easily improved.

[2082] (Number 44): |HOMO(M2)|≥6.0eV

[2083] (Number 44A): |HOMO(M2)|≥6.1eV

[2084] (HOMO(M2) is the energy level of the highest occupied molecular orbital of the second compound.)

[2085] In one aspect of the organic EL device of the first embodiment, the third compound satisfies the following mathematical formula (Formula 45) or mathematical formula (Formula 45A).

[2086] If the third compound satisfies the following mathematical formula (Formula 45), the luminous efficiency can be easily improved.

[2087] (Number 45): |HOMO(M3)|≥5.8eV

[2088] (Number 45A): |HOMO(M3)|≥5.9eV

[2089] (HOMO(M3) is the energy level of the highest occupied orbital of the third compound.)

[2090] In addition, the upper limit of the value of |HOMO(M3)| of the third compound is preferably 6.2 eV or less.

[2091] When the organic EL device of the first embodiment is caused to emit light, it is preferred that the fluorescent compound in the light-emitting layer mainly emits light.

[2092] The organic EL element according to the first embodiment preferably emits red light or green light.

[2093] When the organic EL element of the first embodiment emits green light, the maximum peak wavelength of light emitted from the organic EL element is preferably not less than 500 nm and not more than 560 nm.

[2094] When the organic EL element of the first embodiment emits red light, the maximum peak wavelength of light emitted from the organic EL element is preferably not less than 600 nm and not more than 660 nm.

[2095] When the organic EL element of the first embodiment emits blue light, the maximum peak wavelength of light emitted from the organic EL element is preferably not less than 430 nm and not more than 480 nm.

[2096] The measurement of the maximum peak wavelength of light emitted from the organic EL element is performed as follows.

[2097] The organic EL element was measured using a spectrophotometer CS-2000 (manufactured by Konica Minolta Inc.) by applying a voltage so that the current density reached 10 mA / cm 2 Spectral emission brightness spectrum at .

[2098] In the obtained spectroscopic emission brightness spectrum, the peak wavelength of the emission spectrum where the emission intensity reaches the maximum is measured and is taken as the maximum peak wavelength (unit: nm).

[2099] (Content ratio of compound in light-emitting layer)

[2100] The content ratios of the first compound, the second compound, and the third compound contained in the light-emitting layer are preferably within the following ranges, for example.

[2101] The content of the first compound in the light-emitting layer is preferably 0.3 mass % to 4.0 mass %, more preferably 0.3 mass % to 3.0 mass %, and even more preferably 0.3 mass % to 2.0 mass %.

[2102] The content of the second compound in the light-emitting layer is 30 mass % to 50 mass % and preferably 30 mass % to 45 mass %, more preferably 30 mass % to 40 mass %.

[2103] The content of the third compound in the light-emitting layer is preferably 46 mass % to 69.7 mass %, more preferably 52 mass % to 69.7 mass %, further preferably 58 mass % to 69.7 mass %.

[2104] The upper limit of the total content of the first compound, the second compound, and the third compound in the light-emitting layer is 100% by mass. In addition, the light-emitting layer of the first embodiment may contain materials other than the first compound, the second compound, and the third compound.

[2105] The light-emitting layer may contain only one first compound or two or more first compounds. The light-emitting layer may contain only one second compound or two or more second compounds. The light-emitting layer may contain only one third compound or two or more third compounds.

[2106] (TADF mechanism)

[2107] Figure 4 : is a diagram showing an example of the relationship between the energy levels of the first compound, the second compound, and the third compound in the light-emitting layer. Figure 4 In the formula, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the first compound, and T1(M1) represents the lowest excited triplet state of the first compound. S1(M2) represents the lowest excited singlet state of the second compound, and T1(M2) represents the lowest excited triplet state of the second compound. S1(M3) represents the lowest excited singlet state of the third compound, and T1(M3) represents the lowest excited triplet state of the third compound. Figure 4 The dashed arrow from S1(M2) to S1(M1) in represents the Förster-type energy transfer from the lowest excited singlet state of the second compound to the lowest excited singlet state of the first compound.

[2108] like Figure 4As shown, if a compound with a smaller ΔST(M2) is used as the second compound, the lowest excited triplet state T1(M2) can reversely intersystem cross to the lowest excited singlet state S1(M2) through thermal energy. In addition, a Förster-type energy transfer occurs from the lowest excited singlet state S1(M2) of the second compound to the first compound, generating the lowest excited singlet state S1(M1). As a result, fluorescence emission from the lowest excited singlet state S1(M1) of the first compound can be observed. It is believed that by utilizing delayed fluorescence based on this TADF mechanism, the internal quantum efficiency can theoretically be increased to 100%.

[2109] (Thickness of the light-emitting layer)

[2110] The film thickness of the light-emitting layer in the organic EL element of the first embodiment is preferably 5 nm to 50 nm, more preferably 7 nm to 50 nm, and further preferably 10 nm to 50 nm. If it is 5 nm or more, it is easy to form the light-emitting layer and adjust the chromaticity, and if it is 50 nm or less, it is easy to suppress the increase of the driving voltage.

[2111] <Structure of organic EL element>

[2112] The structure of the organic EL element will be further described.

[2113] (Substrate)

[2114] The substrate is used as a support for the organic EL element. As the substrate, for example, glass, quartz, and plastic can be used. In addition, a flexible substrate can also be used. A flexible substrate refers to a (flexible) substrate that can be bent, for example, a plastic substrate can be mentioned. As the material forming the plastic substrate, for example, polycarbonate, polyarylate, polyether sulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate can be mentioned. In addition, an inorganic vapor-deposited film can also be used.

[2115] (anode)

[2116] The anode formed on the substrate is preferably made of a metal, alloy, conductive compound, or mixture thereof having a large work function (specifically, 4.0 eV or more). Specifically, examples thereof include indium oxide-tin oxide (ITO: Indium Tin Oxide), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, indium oxide containing tungsten oxide and zinc oxide, and graphene. In addition, examples thereof 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).

[2117] These materials are usually formed into films by sputtering. For example, for indium oxide-zinc oxide, it can be formed by sputtering by using a target to which zinc oxide of 1 mass % or more and 10 mass % or less is added relative to indium oxide. In addition, for example, for indium oxide containing tungsten oxide and zinc oxide, it can be formed by sputtering by using a target containing 0.5 mass % or more and 5 mass % of tungsten oxide and 0.1 mass % or more and 1 mass % of zinc oxide relative to indium oxide. In addition, it can also be produced by vacuum evaporation, coating, inkjet, spin coating, etc.

[2118] In the EL layer formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that is independent of the work function of the anode and easily injects holes (cavities). Therefore, materials that can be used as electrode materials (for example, metals, alloys, conductive compounds and mixtures thereof, and also including elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[2119] It is also possible to use alkali metals such as lithium (Li) or cesium (Cs), and alkaline earth metals such as magnesium (Mg), calcium (Ca), strontium (Sr), and alloys containing them (e.g., MgAg, AlLi), europium (Eu), ytterbium (Yb), and alloys containing them, etc., which are elements belonging to Group 1 or Group 2 of the periodic table as materials with a smaller work function. In addition, when an alkali metal, an alkaline earth metal, and an alloy containing them are used to form an anode, a vacuum evaporation method or a sputtering method can be used. Furthermore, when a silver paste is used, a coating method or an inkjet method can be used.

[2120] In the case where the organic EL element is a bottom emission type, the anode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. In this specification, light-transmitting or semi-transmitting means the property of transmitting more than 50% (preferably more than 80%) 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 item of the anode.

[2121] In the case where the organic EL element is a top emission type, the anode is a reflective electrode having a reflective layer. The reflective layer is preferably formed of a metal material having light reflectivity. In this specification, light reflectivity refers to the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metal material having light reflectivity can be appropriately selected and used from the materials listed in the item of the anode.

[2122] The anode may be composed of a reflective layer alone, or may be a multilayer structure having a reflective layer and a conductive layer (preferably a transparent conductive layer). In the case where the anode has a reflective layer and a conductive layer, the conductive layer is preferably disposed between the reflective layer and the hole transport region. The conductive layer can be appropriately selected from the materials listed in the item of the anode.

[2123] (cathode)

[2124] The cathode is preferably a metal, alloy, conductive compound, or mixture thereof with a relatively small work function (specifically, less than 3.8 eV). Specific examples of such cathode materials include alkali metals such as lithium (Li) or cesium (Cs), and alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys thereof (e.g., MgAg, AlLi), and rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys thereof, which are elements belonging to Group 1 or Group 2 of the periodic table.

[2125] When an alkali metal, an alkaline earth metal, or an alloy containing them is used to form the cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste is used, a coating method or an inkjet method can be used.

[2126] In addition, by providing an electron injection layer, the cathode can be formed using various conductive materials such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, regardless of the size of the work function. These conductive materials can be formed into films using sputtering, inkjet, spin coating, etc.

[2127] When the organic EL element is a bottom emission type, the cathode is a reflective electrode. The reflective electrode is preferably formed of a metal material having light reflectivity. The metal material having light reflectivity can be appropriately selected and used from the materials listed in the above-mentioned item of the cathode.

[2128] When the organic EL element is a top emission type, the cathode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the cathode.

[2129] The organic EL element according to the first embodiment may be a bottom emission type organic EL element. Alternatively, the organic EL element according to the first embodiment may be a top emission type organic EL element.

[2130] When the organic EL element is a bottom emission type, it is preferred that the anode is a light-transmitting electrode having light transparency, and the cathode is a light-reflecting electrode having light reflectivity.

[2131] When the organic EL element is a top emission type, it is preferred that the anode is a light reflective electrode having light reflectivity, and the cathode is a light transmissive electrode having light transmissivity.

[2132] (Overlay)

[2133] When the organic EL element is a top emission type, the organic EL element generally includes a cover layer on the upper part of the cathode.

[2134] The cover 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).

[2135] Furthermore, the cover layer may contain at least one compound selected from the group consisting of, for example, aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives.

[2136] Furthermore, a laminated body in which layers containing these substances are laminated can also be used as a covering layer.

[2137] (Hole Injection Layer)

[2138] The hole injection layer is a layer containing a substance with high hole injection properties. As substances with high hole injection properties, molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, etc. can be used.

[2139] In addition, as the substance with high hole injection property, there can be mentioned 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), 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1) and other aromatic amine compounds.

[2140] In addition, as a substance with high hole injection properties, a polymer compound (oligomer, dendrimer, polymer, etc.) can also be used. For example, poly (N-vinyl carbazole) (abbreviated as: PVK), poly (4-vinyl triphenylamine) (abbreviated as: PVTPA), poly [N- (4-{N'-[4-(4-diphenylamino) phenyl] phenyl-N'-phenylamino} phenyl) methacrylamide] (abbreviated as: PTPDMA), poly [N, N'-bis (4-butylphenyl) -N, N'-bis (phenyl) benzidine] (abbreviated as: Poly-TPD) and other polymer compounds can be mentioned. In addition, a polymer compound to which an acid is added, such as poly (3, 4-ethylenedioxythiophene) / poly (styrene sulfonic acid) (PEDOT / PSS), polyaniline / poly (styrene sulfonic acid) (PAni / PSS) and the like can also be used.

[2141] (Hole Transport Layer)

[2142] The hole transport layer is a layer containing a substance with high hole transport properties. The hole transport layer can use aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviated as: NPB) or N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviated as: TPD), 4-phenyl-4'-(9-phenylfluorene-9-yl)triphenylamine (abbreviated as: BAFLP), 4,4'-bis[N-(9,9-dimethylfluorene-2-yl)-N -phenylamino]biphenyl (abbreviation: DFLDPBi), 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-(spiro-9,9'-difluorene-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) and other aromatic amine compounds. The substances mentioned here are mainly aromatic amine compounds with 10 -6 cm 2 / Vs or higher hole mobility.

[2143] In the hole transport layer, carbazole derivatives such as CBP, CzPA, and PCzPA or anthracene derivatives such as t-BuDNA, DNA, and DPAnth can also be used. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) or poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used.

[2144] However, any substance other than these may be used as long as it has a higher hole transport property than electrons. In addition, the layer containing a substance having a high hole transport property may be a single layer or a layer in which two or more layers formed of the above substances are stacked.

[2145] (Electron Transport Layer)

[2146] The electron transport layer is a layer containing a substance with high electron transport properties. The electron transport layer can use 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, 3) polymer compounds. Specifically, as low-molecular organic compounds, metal complexes such as Alq, tris (4-methyl-8-hydroxyquinoline) aluminum (abbreviated as: Almq3), bis (10-hydroxybenzo [h] quinoline) beryllium (abbreviated as: BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ can be used. In addition to the metal complex, heteroaromatic compounds such as 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenyl)-1,2,4-triazole (abbreviation: TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenyl)-1,2,4-triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproin (abbreviation: BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: BzOs) can also be used. The substances mentioned here are mainly heteroaromatic compounds having 10 -6 cm 2 / Vs or more of the electron mobility. In addition, as long as the electron transport property is higher than the hole transport property of the material, it is also possible to use a material other than the above as the electron transport layer. In addition, the electron transport layer can be a single layer, or it can be a layer formed by stacking two or more layers of the above-mentioned materials.

[2147] In addition, the electron transport layer can also use a polymer compound, for example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviated as PF-Py), poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviated as PF-BPy), etc. can be used.

[2148] (Electron Injection Layer)

[2149] Electron injection layer is a layer comprising a material having high electron injection. In the electron injection layer, alkali metals such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), lithium oxide (LiOx), alkaline earth metals or their compounds can be used. In addition, it is also possible to use a material having electron transportability containing an alkali metal, an alkaline earth metal or a compound thereof, specifically a material containing magnesium (Mg) in Al q, etc. In addition, in this case, electron injection can be more efficiently performed from the cathode.

[2150] Alternatively, the electron injection layer can also use a composite material mixed with an organic compound and an electron donor (donor). Such a composite material generates electrons in an organic compound through an electron donor, so the electron injection and electron transport properties are excellent. In this case, as an organic compound, it is preferably a material with excellent transmission of the generated electrons, and specifically, it is possible to use, for example, a substance (metal complex or heteroaromatic compound, etc.) constituting the above-mentioned electron transport layer. As an electron donor, as long as it is a substance that shows electron donation for an organic compound. Specifically, it is preferably an alkali metal, an alkaline earth metal or a rare earth metal, and lithium, cesium, magnesium, calcium, erbium, ytterbium, etc. can be exemplified. In addition, it is preferably an alkali metal oxide or an alkaline earth metal oxide, and lithium oxide, calcium oxide, barium oxide, etc. can be exemplified. In addition, a Lewis base such as magnesium oxide can also be used. In addition, organic compounds such as tetrathiafulvalene (abbreviated as: TTF) can also be used.

[2151] (Layer Formation Method)

[2152] The method for forming each layer of the organic EL element involved in any of the above-mentioned embodiments is not limited except for those specifically mentioned above, and can adopt a dry film-forming method such as vacuum evaporation, sputtering, plasma method, ion plating method, or a wet film-forming method such as spin coating, immersion method, flow coating, inkjet method, etc., or a well-known method.

[2153] (film thickness)

[2154] The thickness of each organic layer of the organic EL element involved in the first embodiment is not limited except for the cases mentioned above. Generally, if the film thickness is too thin, defects such as pinholes are easily generated, and if the film thickness is too thick, a higher applied voltage is required and the efficiency is deteriorated. Therefore, the film thickness of each organic layer of the organic EL element is preferably in the range of several nm to 1 μm.

[2155] The organic EL element according to the first embodiment can be used in electronic devices such as display devices and light-emitting devices.

[2156] [Second embodiment]

[2157] The structure of the organic EL element involved in the second embodiment is described. In the description of the second embodiment, the same components as those in the first embodiment are given the same reference numerals and names, etc., and the description is omitted or simplified. In addition, in the second embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first embodiment can be used.

[2158] The organic EL device according to the second embodiment is different from the organic EL device according to the first embodiment in that the light-emitting layer contains the second compound and the third compound but does not contain the first compound. Other aspects are the same as those of the first embodiment.

[2159] The third compound is preferably a host material and the second compound is preferably a dopant material.

[2160] In the second embodiment, the light-emitting layer preferably does not contain a phosphorescent metal complex, and preferably does not contain a metal complex other than a phosphorescent metal complex.

[2161] (Second Compound)

[2162] As the second compound, the second compound described in Embodiment 1 can be used. The second compound is a thermally activated delayed fluorescence compound.

[2163] (Third Compound)

[2164] As the third compound, the third compound described in the first embodiment can be used.

[2165] (Relationship between the Second Compound and the Third Compound in the Light Emitting Layer)

[2166] In the organic EL device according to the second embodiment, it is preferred that the singlet energy S1(M2) of the second compound and the singlet energy S1(M3) of the third compound satisfy the relationship of the following mathematical formula (Formula 3).

[2167] S1(M3)>S1(M2)…(number 3)

[2168] The energy gap T of the third compound at 77[K] is preferably 77K (M3) is greater than the energy gap T of the second compound at 77[K] 77K (M2).

[2169] Figure 5 This is a diagram for explaining the principle of light emission according to the second embodiment.

[2170] exist Figure 5In the formula, S0 represents the ground state. S1(M2) represents the lowest excited singlet state of the second compound, and T1(M2) represents the lowest excited triplet state of the second compound. S1(M3) represents the lowest excited singlet state of the third compound, and T1(M3) represents the lowest excited triplet state of the third compound.

[2171] like Figure 5 As shown, if a compound having a small ΔST(M2) is used as the second compound, the lowest excited triplet state T1(M2) of the second compound can undergo reverse intersystem crossing to the lowest excited singlet state S1(M2) by thermal energy.

[2172] By utilizing the reverse intersystem crossing generated in the second compound, for example, light emission shown in the following (i-1) or the following (ii-1) can be observed.

[2173] (i-1) When the light-emitting layer does not contain a fluorescent dopant having a lowest excited singlet state S1 smaller than the lowest excited singlet state S1 (M2) of the second compound, light emission from the lowest excited singlet state S1 (M2) of the second compound can be observed.

[2174] (ii-1) When the light-emitting layer contains a fluorescent dopant (the first compound in the first embodiment) having a lowest excited singlet state S1 smaller than the lowest excited singlet state S1 (M2) of the second compound, light emission from the fluorescent dopant can be observed.

[2175] In the organic EL device of the second embodiment, the light emission shown in (i-1) can be observed. In the organic EL device of the first embodiment, the light emission shown in (ii-1) can be observed.

[2176] (Content ratio of compound in light-emitting layer)

[2177] In the organic EL device according to the second embodiment, the content of the second compound and the third compound contained in the light-emitting layer is preferably within the following ranges, for example.

[2178] The content of the second compound in the light-emitting layer is 30 mass % or more and 50 mass % or less.

[2179] The content of the second compound in the light-emitting layer is preferably 30% by mass or more and 45% by mass or less, and more preferably 30% by mass or more and 40% by mass or less.

[2180] The content of the third compound in the light-emitting layer is preferably 50 mass % to 70 mass %, more preferably 55 mass % to 70 mass %, further preferably 60 mass % to 70 mass %.

[2181] The upper limit of the total content of the second compound and the third compound in the light-emitting layer is 100 mass %.

[2182] In the organic EL device according to the second embodiment, the light-emitting layer may contain only one second compound or two or more second compounds. The light-emitting layer may contain only one third compound or two or more third compounds.

[2183] According to the second embodiment, it is possible to realize an organic EL element capable of reducing the driving voltage and improving the light emission efficiency.

[2184] The organic EL element according to the second embodiment can be used in electronic devices such as display devices and light-emitting devices.

[2185] [Third embodiment]

[2186] (Electronic equipment)

[2187] The electronic device involved in the third embodiment is equipped with any one of the organic EL elements in the above embodiments. As the electronic device, for example, a display device and a light-emitting device can be cited. As the display device, for example, a display component (such as an organic EL panel module, etc.), a television, a mobile phone, a tablet computer and a personal computer can be cited. As the light-emitting device, for example, lighting and vehicle lamps can be cited.

[2188] The display device of the electronic device involved in the third embodiment is preferably an organic EL display device equipped with organic EL elements as red pixels, green pixels and blue pixels. In the organic EL display device, it is preferred that the red pixel or the green pixel is any one of the organic EL elements in the above embodiments. In one embodiment of the organic EL display device, the blue pixel can be any one of the organic EL elements in the above embodiments.

[2189] [Changes in Implementation Methods]

[2190] In addition, the present invention is not limited to the above-mentioned embodiment, and changes, improvements, etc. within the scope that can achieve the purpose of the present invention are included in the present invention.

[2191] For example, the light-emitting layer is not limited to one layer, and multiple light-emitting layers may be stacked. In the case where the organic EL element has multiple light-emitting layers, at least one light-emitting layer satisfies 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 caused by electron migration directly from a triplet excited state to a ground state.

[2192] When the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or a so-called tandem organic EL element in which a plurality of light-emitting units are stacked with an intermediate layer interposed therebetween may be used.

[2193] In addition, for example, a blocking layer may be provided adjacent to at least one of the anode side and the cathode side of the light-emitting layer. The blocking layer is preferably disposed in contact with the light-emitting layer to block at least any one of holes, electrons, and excitons.

[2194] For example, when a blocking layer is disposed in contact with the cathode side of the light-emitting layer, the blocking layer transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) on the cathode side of the blocking layer. When the organic EL element includes an electron transport layer, the blocking layer is preferably included between the light-emitting layer and the electron transport layer.

[2195] In addition, when a blocking layer is disposed in contact with the anode side of the light-emitting layer, the blocking layer transports holes and prevents electrons from reaching the layer on the anode side of the blocking layer (e.g., a hole transport layer). When the organic EL element includes a hole transport layer, the blocking layer is preferably included between the light-emitting layer and the hole transport layer.

[2196] In addition, a blocking layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to its surrounding layers. A layer (such as an electron transport layer and a hole transport layer) that prevents excitons generated in the light-emitting layer from moving to the electrode side of the blocking layer.

[2197] It is preferred that the light-emitting layer is in contact with the blocking layer.

[2198] In addition, the specific structure and shape in the implementation of the present invention may adopt other structures and the like within the scope that can achieve the purpose of the present invention.

[2199] Example

[2200] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[2201] <Compound>

[2202] The structure of the fourth compound used for producing the organic EL devices according to Examples 1-1 to 1-5 and Examples 2-1 to 2-5 is shown below.

[2203]

[2204] The structures of the comparative compounds used for producing the organic EL devices according to Comparative Examples 1-1 to 1-2 and Comparative Examples 2-1 to 2-2 are shown below.

[2205]

[2206] The structures of other compounds used for producing the organic EL devices according to Examples 1-1 to 1-5, Examples 2-1 to 2-5, Comparative Examples 1-1 to 1-2, and Comparative Examples 2-1 to 2-2 are shown below.

[2207]

[2208] <Production of organic EL elements>

[2209] An organic EL device was produced and evaluated as follows.

[2210] (Example 1-1)

[2211] A 25 mm×75 mm×1.1 mm thick glass substrate with an ITO transparent electrode (anode) (manufactured by Gioma Technology Co., Ltd.) was ultrasonically cleaned in isopropyl alcohol for 5 minutes and then UV ozone cleaned for 1 minute. The ITO film thickness was 130 nm.

[2212] The cleaned glass substrate with transparent electrode lines was mounted on a substrate rack of a vacuum evaporation device, and compound HT-1 and compound HA were co-evaporated to form a hole injection layer with a thickness of 10 nm in a manner that the transparent electrode line was covered on the surface of the side where the transparent electrode lines were formed. The proportion of compound HT-1 in the hole injection layer was set to 97% by mass, and the proportion of compound HA was set to 3% by mass.

[2213] Next, compound HT-1 as the sixth compound was deposited on the hole injection layer to form a hole transport layer with a film thickness of 90 nm.

[2214] Next, compound EBL-1a as the fourth compound was deposited on the hole transport layer to form a first layer (also referred to as a first hole blocking layer) with a thickness of 25 nm.

[2215] Next, compound EBL-2 as the fifth compound was deposited on the first layer to form a second layer (also referred to as a second electron blocking layer) with a film thickness of 5 nm.

[2216] Next, on the second layer, the compound Matrix-1 as the host material (third compound), the compound TADF-1 as the delayed fluorescence compound (second compound), and the compound GD-1 as the fluorescent luminescent compound (first compound) were co-evaporated to form a light-emitting layer with a film thickness of 40 nm. The proportion of the compound Matrix-1 in the light-emitting layer was set to 64.4% by mass, the proportion of the compound TADF-1 was set to 35% by mass, and the concentration of the compound GD-1 was set to 0.6% by mass.

[2217] Next, compound ET-1 was vapor-deposited on the light-emitting layer to form a hole-blocking layer with a thickness of 5 nm.

[2218] Next, compound ET-2 and compound Liq were co-evaporated on the hole blocking layer to form an electron transport layer with a thickness of 35 nm. The concentration of compound ET-2 in the electron transport layer was set to 50% by mass, and the concentration of compound Liq was set to 50% by mass. In addition, Liq is the abbreviation of (8-quinolinolato)lithium.

[2219] Next, ytterbium (Yb) was vapor-deposited on the electron transport layer to form an electron injection layer with a film thickness of 1 nm.

[2220] Then, metal aluminum (Al) was evaporated on the electron injection layer to form a metal Al cathode with a film thickness of 50 nm.

[2221] As described above, the organic EL device according to Example 1-1 was produced. The device configuration of the organic EL device according to Example 1-1 is schematically shown below.

[2222] ITO(130) / HT-1: HA(10, 97%: 3%) / HT-1(90) / EBL-1a(25) / EBL-2(5) / Matrix-1:TAD F-1: GD-1 (40, 64.4%: 35%: 0.6%) / ET-1 (5) / ET-2: Liq (35, 50%: 50%) / Yb (1) / Al (50)

[2223] In addition, in the above-mentioned element constitution, the numbers in brackets represent the film thickness (unit: nm). Similarly, in the above-mentioned element constitution, in brackets, the numbers expressed as percentages (97%: 3%) show the ratio (mass %) of compound HT-1 and compound HA in the hole injection layer, the numbers expressed as percentages (64.4%: 35%: 0.6%) show the ratio (mass %) of compound Matrix-1, compound TADF-1 and compound GD-1 in the light-emitting layer, and the numbers expressed as percentages (50%: 50%) show the ratio (mass %) of compound ET-2 and compound Liq in the electron transport layer. The following are also marked in the same way.

[2224] (Examples 1-2 to 1-5)

[2225] Organic EL devices of Examples 1-2 to 1-5 were prepared in the same manner as in Example 1-1, except that the fourth compound used in the first layer of Example 1-1 was changed to the fourth compound described in Table 1.

[2226] (Comparative Examples 1-1 to 1-2)

[2227] Organic EL devices of Comparative Examples 1-1 and 1-2 were prepared in the same manner as in Example 1-1, except that the fourth compound used in the first layer of Example 1-1 was changed to the fourth compound described in Table 2.

[2228] (Example 2-1)

[2229] An organic EL device of Example 2-1 was prepared in the same manner as in Example 1-1 except that the contents of the third compound and the second compound contained in the light-emitting layer of Example 1-1 were changed to the contents of the third compound and the second compound described in Table 2.

[2230] (Examples 2-2 to 2-5)

[2231] Organic EL devices of Examples 2-2 to 2-5 were prepared in the same manner as in Example 2-1, except that the fourth compound used in the first layer of Example 2-1 was changed to the fourth compound described in Table 2.

[2232] (Comparative Examples 2-1 to 2-2)

[2233] Organic EL devices of Comparative Examples 2-1 and 2-2 were prepared in the same manner as in Example 2-1, except that the fourth compound used in the first layer of Example 2-1 was changed to the fourth compound described in Table 2.

[2234] <Evaluation of organic EL elements>

[2235] The following evaluations were performed on the produced organic EL devices. The evaluation results are shown in Tables 1 and 2.

[2236] (CIE1931 chromaticity)

[2237] The current density of the organic EL element was measured by applying a voltage to the element so that the current density reached 10 mA / cm using a spectrophotometer CS-2000 (manufactured by Konica Minolta, Ltd.). 2 The CIEx and CIEy are calculated based on the obtained spectral emission brightness spectrum.

[2238] (External quantum efficiency EQE)

[2239] The organic EL element was measured by applying a voltage to a current density of 10.00 mA / cm using a spectrophotometer CS-2000 (manufactured by Konica Minolta, Inc.). 2 The spectral emission brightness spectrum at the time of the spectral emission was calculated. Based on the obtained spectral emission brightness spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that Lambertian emission was performed. In addition, the maximum peak wavelength λ was obtained based on the obtained spectral emission brightness spectrum.EL (Unit: nm) "EQE (relative value)" (unit: %) is shown in Tables 1 and 2.

[2240] The "EQE (relative value)" of Examples 1-1 to 1-5 and Comparative Examples 1-1 and 1-2 was calculated based on the EQE of each example and the following mathematical formula (numeral 1X).

[2241] EQE (relative value) = (EQE of each example / EQE of Comparative Example 1-1) × 100 ... (number 1X)

[2242] The "EQE (relative value)" of Examples 2-1 to 2-5 and Comparative Examples 2-1 to 2-2 was calculated based on the EQE of each example and the following mathematical formula (numeral 2X).

[2243] EQE (relative value) = (EQE of each example / EQE of Comparative Example 2-1) × 100 ... (number 2X)

[2244] [Table 1]

[2245]

[2246] [Table 2]

[2247]

[2248] Examples 1-1 to 1-5 in which the TADF material is highly concentrated are compared with Comparative Examples 1-1 to 1-2. As shown in Table 1, the sixth compound, the fourth compound, and the fifth compound contained in the third layer (thick film HT layer), the first layer (first electron blocking layer), and the second layer (second electron blocking layer), respectively, satisfy the above-mentioned mathematical formula (41) and mathematical formula (42). Compared with Comparative Examples 1-1 and 1-2 that do not satisfy the above-mentioned mathematical formula (42), the luminous efficiency of Examples 1-1 to 1-5 is improved.

[2249] As shown in Table 2, the same is true for the results of comparison between Examples 2-1 to 2-5 in which the TADF material concentration was high and Comparative Examples 2-1 to 2-2.

[2250] <Evaluation of Compounds>

[2251] The compounds were evaluated as follows. The evaluation results are shown in Tables 1 and 2.

[2252] (Ionization potential Ip and energy level of highest occupied orbital HOMO)

[2253] The ionization potential and the energy level HOMO of the highest occupied orbital of the compound were measured in the atmosphere using a photoelectron spectrometer (manufactured by Riken Keiki Co., Ltd., "AC-3"). Specifically, the material is irradiated with light, and the amount of electrons generated by charge separation at this time is measured, thereby measuring the ionization potential and the energy level HOMO of the highest occupied orbital of the compound. Sometimes the ionization potential is recorded as Ip. In addition, the value of the energy level HOMO of the highest occupied orbital is equivalent to the value of the ionization potential with a negative sign.

[2254] (Lowest excited singlet state energy S1)

[2255] The lowest excited singlet energy S1 of the measurement target compound was measured by the above-mentioned solution method.

[2256] (Compound's maximum peak wavelength λ)

[2257] The maximum peak wavelength λ of the compound was measured by the following method.

[2258] A 5 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the luminescence spectrum of the sample is measured at room temperature (300K) (set as the vertical axis: luminescence intensity, the horizontal axis: wavelength). In this embodiment, the luminescence spectrum is measured by a spectrofluorophotometer (device name: F-7000) manufactured by Hitachi High-Tech Co., Ltd. In addition, the luminescence spectrum measuring device is not limited to the device used here. In the luminescence spectrum, the peak wavelength of the luminescence spectrum with the maximum luminescence intensity is taken as the maximum peak wavelength λ.

[2259] (Delayed fluorescence of the compound)

[2260] Delayed fluorescence is achieved by utilizing Figure 2 The transition PL was measured by the device shown in the figure. The compound TADF-1 was dissolved in toluene, and a dilute solution with an absorbance of 0.05 or less at the excitation wavelength was prepared to eliminate the influence of self-absorption. In addition, in order to prevent extinction caused by oxygen, the sample solution was frozen and exhausted and then sealed in a covered cell under an argon atmosphere, thereby preparing an oxygen-free sample solution saturated with argon.

[2261] The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (manufactured by JASCO Corporation), and the fluorescence spectrum of the ethanol solution of 9,10-diphenylanthracene was measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensity of the two spectra according to the formula (1) in Morris et al., J. Phys. Chem., 80 (1976) 969.

[2262] After being excited by pulsed light (light irradiated by pulsed laser) of a wavelength absorbed by the compound TADF-1, there is prompt luminescence (immediate luminescence) observed immediately from the excited state and delay luminescence (delayed luminescence) observed after the excitation. Delayed fluorescence luminescence in this embodiment means that the amount of delay luminescence (delayed luminescence) is 5% or more relative to the amount of prompt luminescence (immediate luminescence). Specifically, it means that the amount of prompt luminescence (immediate luminescence) is set to X P , set the amount of Delay light emission to X D When X D / X P The value of is 0.05 or more.

[2263] The amount of prompt luminescence and delay luminescence and the ratio of the two can be calculated by the same method as described in "Nature" 492, 234-238, 2012 (reference 1). In addition, the device for calculating the amount of prompt luminescence and delay luminescence is not limited to the device described in reference 1 or Figure 2 The device described in .

[2264] For the compound TADF-1, it was confirmed that the amount of Delay luminescence was 5% or more relative to the amount of Prompt luminescence. Specifically, for the compound TADF-1, X D / X P The value of is 0.05 or more.

[2265] (Energy gap T 77K and △ST)

[2266] Using the energy g...

Claims

1. An organic electroluminescent element, characterized in that: have: anode; cathode; A light-emitting layer, included between the anode and the cathode; A first layer, included between the anode and the light-emitting layer; A second layer, included between the first layer and the light-emitting layer; as well as a third layer, included between the anode and the first layer, The light-emitting layer contains a delayed fluorescence compound as a second compound, The content of the second compound in the light-emitting layer is 30 mass % or more and 50 mass % or less, the first layer comprises a fourth compound, the second layer comprises a fifth compound, The third layer comprises a sixth compound, The fourth compound, the fifth compound and the sixth compound are different from each other, The fourth compound, the fifth compound and the sixth compound satisfy the following mathematical formula (41) and mathematical formula (42), (Number 41): |HOMO(M5)|≥5.70eV (Number 42): NM6>NM4 HOMO(M5) is the energy level of the highest occupied orbital of the fifth compound, NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound.

2. The organic electroluminescent element according to claim 1, wherein The fourth compound and the fifth compound satisfy the following mathematical formula (43): (Number 43): 0<|HOMO(M4)-HOMO(M5)|≤0.40eV HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.

3. The organic electroluminescent element according to claim 1 or 2, characterized in that: The content of the second compound in the light-emitting layer is 30 mass % or more and 45 mass % or less.

4. The organic electroluminescent device according to any one of claims 1 to 3, wherein: The content of the second compound in the light-emitting layer is 30 mass % or more and 40 mass % or less.

5. The organic electroluminescent element according to any one of claims 1 to 4, characterized in that: The second compound satisfies the following mathematical formula (44): (Number 44): |HOMO(M2)|≥6.0eV HOMO (M2) is the energy level of the highest occupied orbital of the second compound.

6. The organic electroluminescent element according to any one of claims 1 to 5, wherein: The light-emitting layer further contains a third compound, The second compound and the third compound are different from each other, The third compound satisfies the following mathematical formula (45): (Number 45): |HOMO(M3)|≥5.8eV HOMO (M3) is the energy level of the highest occupied orbital of the third compound.

7. The organic electroluminescent element according to claim 6, wherein: The second compound and the third compound satisfy the following mathematical formula (3): (Number 3): S1(M3)>S1(M2) S1(M2) is the lowest excited singlet energy of the second compound, and S1(M3) is the lowest excited singlet energy of the third compound.

8. The organic electroluminescent device according to any one of claims 1 to 7, wherein: The fourth compound and the fifth compound satisfy the following mathematical formula (46): (Number 46): |HOMO(M5)|>|HOMO(M4)| HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.

9. The organic electroluminescent element according to claim 8, wherein: The second compound, the fourth compound and the fifth compound satisfy the following mathematical formula (Equation 47): |HOMO(M2)|>|HOMO(M5)|>|HOMO(M4)| HOMO(M2) is the energy level of the highest occupied molecular orbital of the second compound, HOMO(M4) is the energy level of the highest occupied molecular orbital of the fourth compound, and HOMO(M5) is the energy level of the highest occupied molecular orbital of the fifth compound.

10. The organic electroluminescent device according to any one of claims 1 to 9, wherein: The light-emitting layer further comprises a first compound, The first compound and the second compound are different from each other, The first compound satisfies the following mathematical formula (numeral 21): (Number 21): |HOMO(M1)|≥5.25eV HOMO (M1) is the energy level of the highest occupied orbital of the first compound.

11. The organic electroluminescent element according to claim 10, wherein: The first compound and the second compound satisfy the following mathematical formula (2): (Number 2): S1(M2)>S1(M1) S1(M1) is the lowest excited singlet energy of the first compound, and S1(M2) is the lowest excited singlet energy of the second compound.

12. The organic electroluminescent element according to any one of claims 1 to 11, wherein: The fourth compound and the sixth compound satisfy the following mathematical formula (numeral 411): (Number 411): NM6-NM4>0.10 NM4 is the refractive index of the fourth compound, and NM6 is the refractive index of the sixth compound.

13. The organic electroluminescent element according to any one of claims 1 to 12, wherein: The fourth compound satisfies the following mathematical formula (412): (Number 412): NM4≥1.65 NM4 is the refractive index of the fourth compound.

14. The organic electroluminescent device according to any one of claims 1 to 13, wherein: The sixth compound satisfies the following mathematical formula (413): (Number 413): NM6≥1.75 NM6 is the refractive index of the sixth compound.

15. The organic electroluminescent device according to any one of claims 1 to 14, wherein: The first layer has a thickness of 35 nm or less.

16. The organic electroluminescent device according to any one of claims 1 to 15, characterized in that: The second layer has a thickness of 10 nm or less.

17. The organic electroluminescent device according to any one of claims 1 to 16, wherein: The film thickness TL1 of the first layer and the film thickness TL2 of the second layer satisfy the relationship of the following mathematical formula (number A1): (Number A1): TL1>TL2 TL1 is the film thickness of the first layer, and TL2 is the film thickness of the second layer. The unit of the film thickness is nm.

18. The organic electroluminescent device according to any one of claims 1 to 17, wherein: The film thickness of the first layer and the film thickness of the third layer satisfy the relationship of the following mathematical formula (number A2): (number A2): TL3>TL1 TL1 is the film thickness of the first layer, and TL3 is the film thickness of the third layer, and the unit of the film thickness is nm.

19. The organic electroluminescent device according to any one of claims 1 to 18, wherein: The thickness of the first layer, the thickness of the second layer, and the thickness of the third layer satisfy the relationship of the following mathematical formula (number A3): (number A3): TL3>TL1>TL2 TL1 is the film thickness of the first layer, TL2 is the film thickness of the second layer, and TL3 is the film thickness of the third layer. The unit of film thickness is nm.

20. The organic electroluminescent device according to any one of claims 1 to 19, wherein The light-emitting layer is directly in contact with the second layer.

21. The organic electroluminescent device according to any one of claims 1 to 20, characterized in that: The first layer is directly connected to the second layer.

22. The organic electroluminescent element according to any one of claims 1 to 21, wherein: The light-emitting layer does not contain a metal complex.

23. The organic electroluminescent element according to any one of claims 1 to 22, wherein: The light-emitting layer does not contain a phosphorescent material.

24. The organic electroluminescent element according to any one of claims 1 to 23, wherein: The third layer has a thickness of 30 nm or more.

25. The organic electroluminescent device according to any one of claims 1 to 24, characterized in that: The first layer is directly connected to the third layer.

26. The organic electroluminescent element according to any one of claims 1 to 25, wherein: An electron transport layer is included between the cathode and the light emitting layer.

27. An electronic device, characterized in that: The organic electroluminescent element according to any one of claims 1 to 26 is mounted.

Images