Light emitting element

Abstract

To provide a light emitting element with excellent luminous efficiency.SOLUTION: In a light emitting element having an anode, a cathode, and a first layer and a second layer arranged between the anode and the cathode, the first layer contains a metal complex represented by equation (1) and a compound represented by equation (T-1), and the second layer contains a crosslinked body of a polymer compound containing structural units bearing crosslinking groups.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a light-emitting device. [Background technology]

[0002] Organic electroluminescent elements (hereinafter also referred to as "light-emitting elements") can be suitably used for displays and lighting applications, and research and development of such elements is being conducted. For example, Patent Document 1 describes a light-emitting element having a hole transport layer formed using a polymer compound (P0) represented by the following formula, and a light-emitting layer containing a compound (H0-1) represented by the following formula, a compound (H0-2), and a metal complex (R1).

[0003] [ka] [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 2020 / 235562 Summary of the Invention [Problem to be solved by the invention]

[0005] However, the light emitting efficiency of the above-mentioned light emitting elements is not necessarily sufficient. Therefore, an object of the present invention is to provide a light-emitting element with excellent luminous efficiency. [Means for solving the problem]

[0006] The present invention provides the following [1] to [9]. [1] A light-emitting device having an anode, a cathode, and a first layer and a second layer provided between the anode and the cathode, the first layer is a layer containing a metal complex represented by formula (1) and a compound represented by formula (T-1), A light-emitting device, wherein the second layer is a layer containing a crosslinked product of a polymer compound that includes a structural unit having at least one crosslinking group selected from Group A of crosslinking groups. [ka] [In the formula, M represents a rhodium atom, a palladium atom, an iridium atom, or a platinum atom. n 1 represents an integer of 1 or greater, and n 2 represents an integer of 0 or more. However, when M is a rhodium atom or an iridium atom, n 1 +n 2 is 3, and when M is a palladium atom or a platinum atom, n 1 +n 2 is 2. E 1 and E 2 Each of E independently represents a carbon atom or a nitrogen atom. 1 and E 2 When there are a plurality of groups, they may be the same or different. Ring L 1 represents an aromatic heterocycle, and the ring may have a substituent. When a plurality of the substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L 1 When there are multiple groups, they may be the same or different. Ring L 2 represents a polycyclic aromatic hydrocarbon ring or a polycyclic aromatic heterocycle, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L 2 When there are multiple groups, they may be the same or different. Ring L 1 and Ring L 2may be bonded directly or via a divalent group to form a ring. A 1 -G 1 -A 2 represents an anionic bidentate ligand. 1 and A 2 each independently represents a carbon atom, an oxygen atom, or a nitrogen atom, and these atoms may be atoms constituting a ring. 1 is a single bond or A 1 and A 2 A represents an atomic group that, together with A, constitutes a bidentate ligand. 1 -G 1 -A 2 When there are multiple, they may be the same or different. [ka] [In the formula, Ring L T1 represents a polycyclic aromatic hydrocarbon ring or a polycyclic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L T2 represents an aromatic hydrocarbon ring or a heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. R T1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. X T1represents a single bond or a divalent group, and the group may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L T1 and Ring L T2 and may be bonded directly or via a divalent group to form a ring. T1 and R T1 and may be bonded directly or via a divalent group to form a ring. T2 and R T1 and may be bonded directly or via a divalent group to form a ring. T1 and X T1 and may be bonded directly or via a divalent group to form a ring. T2 and X T1 may be bonded directly or via a divalent group to form a ring. (Bridging group A group) [ka] [In the formula, R XL represents a methylene group, an oxygen atom, or a sulfur atom; n XL represents an integer from 0 to 5. XL When there are multiple n, they may be the same or different. XL When there are a plurality of groups, they may be the same or different. *1 indicates the bonding position. These bridging groups may have a substituent, and when there are a plurality of such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded.] [2] The light-emitting device according to [1], wherein the metal complex represented by the formula (1) is a metal complex represented by the formula (1-A). [ka] [In the formula, M, n 1 , n 2 , E 1 , E 2 , ring L 1 , and A 1 -G 1 -A 2 represents the same meaning as above. Ring R B1 and ring R B2 are each independently an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring R B1 and ring R B2 When there are a plurality of groups, they may be the same or different. Ring L 1 and ring R B1 may be bonded directly or via a divalent group to form a ring. X a and X b Each of X independently represents a direct bond or a divalent group, and the group may have a substituent. When a plurality of the substituents is present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. a and X b When there are a plurality of groups, they may be the same or different. Ring R B1 and X a and may be bonded directly or via a divalent group to form a ring. B1 and X b and may be bonded directly or via a divalent group to form a ring. B2 and X a and may be bonded directly or via a divalent group to form a ring. B2 and X b may be bonded directly or via a divalent group to form a ring. [3] The light-emitting device according to [2], wherein the metal complex represented by formula (1-A) is a metal complex represented by formula (1-A1), formula (1-A2), or formula (1-A3). [ka] [In the formula, M, n 1 , n 2 , ring L 1 , X a , X b , and A 1 -G 1 -A 2 represents the same meaning as above. R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 R each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 When there are multiple R, they may be the same or different. 6 and R 7 , R 7 and R 8 , R 8 and R 9 , R 10 and R 11 , R 5 and R 12 , and ring L 1 and the substituents that may be present on R 5 may be bonded to each other to form a ring together with the atoms to which they are bonded. In formula (1-A1), R 6 and X a , R9 and X b , and R 10 and X b may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A2), R 5 and X a , R 6 and X a , R 9 and X b , and R 10 and X b may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A3), R 6 and X a , R 9 and X b , and R 12 and X a may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. [4] The ring L 1 is a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a diazole ring, or a triazole ring, and these rings may have a substituent. When a plurality of the substituents are present, the substituents may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. [5] The light-emitting device according to any one of [1] to [4], wherein the structural unit having at least one kind of crosslinking group selected from the crosslinking group group A is a structural unit represented by formula (Z) or a structural unit represented by formula (Z'). [ka] [In the formula, n represents an integer of 1 or more. nA represents an integer equal to or greater than 0. When there are multiple nAs, they may be the same or different. Ar 3 represents a hydrocarbon group, a heterocyclic group, or a group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. L A represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -N(R')-, an oxygen atom, or a sulfur atom, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. R' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. L A When there are multiple groups, they may be the same or different. X represents a crosslinking group selected from the crosslinking group Group A. When a plurality of Xs are present, they may be the same or different.] [ka] [In the formula, mA, m, and c each independently represent an integer of 0 or more. When there are multiple mA, they may be the same or different. When there are multiple m, they may be the same or different. It may be possible. Ar 5 represents a hydrocarbon group, a heterocyclic group, or a group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ar 5 When there are multiple groups, they may be the same or different. Ar 4 and Ar 6 each independently represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. K A represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -N(R")-, an oxygen atom, or a sulfur atom, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. R" represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. K A When there are multiple groups, they may be the same or different. X' represents a hydrogen atom, a bridging group selected from the bridging group Group A, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of X' are present, they may be the same or different, provided that at least one X' is a bridging group selected from the bridging group Group A. [6] The light-emitting device according to any one of [1] to [5], wherein the structural unit having at least one kind of crosslinking group selected from the crosslinking group group A is a structural unit having a group represented by formula (XL-1), formula (XL-16), or formula (XL-17). [7] The light-emitting device according to any one of [1] to [6], wherein the first layer further contains at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light-emitting material, and an antioxidant. [8] The light-emitting device according to any one of [1] to [7], wherein the first layer and the second layer are adjacent to each other. [9] The light-emitting device according to any one of [1] to [8], wherein the second layer is a layer provided between the anode and the first layer. [Effects of the Invention]

[0007] According to the present invention, it is possible to provide a light emitting element having excellent luminous efficiency. DETAILED DESCRIPTION OF THE INVENTION

[0008] Preferred embodiments of the present invention will be described in detail below.

[0009] <Explanation of common terms> Terms commonly used in this specification have the following meanings unless otherwise specified.

[0010] Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, i-Pr represents an isopropyl group, and t-Bu represents a tert-butyl group.

[0011] "Room temperature" means 25°C. The hydrogen atom may be a deuterium atom or a proton atom. In the formula representing a metal complex, the solid line representing a bond to a central metal means an ionic bond, a covalent bond, or a coordinate bond.

[0012] "Low molecular weight compounds" are compounds that do not have a molecular weight distribution and have a molecular weight of 1 x 10 4 The following compounds are meant:

[0013] "Polymer compounds" are compounds that have a molecular weight distribution and have a number average molecular weight of 1 x 10 in terms of polystyrene. 3 or more (e.g., 1×10 3 ~1×10 8 ) means a polymer in which The term "structural unit" refers to a unit that exists in one or more instances in a polymer compound. A structural unit that exists in two or more instances in a polymer compound is generally also called a "repeating unit." The polymer compound may be any of a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or other forms. The terminal group of the polymer compound is preferably a stable group, since if the polymerization active group remains as it is, the light-emitting properties etc. may be deteriorated when the polymer compound is used to produce a light-emitting device. The terminal group of the polymer compound is preferably a group that is conjugated to the main chain of the polymer compound, and examples thereof include an aryl group or a monovalent heterocyclic group that is bonded to the main chain of the polymer compound via a carbon-carbon bond.

[0014] The "alkyl group" may be either linear or branched. The number of carbon atoms in a linear alkyl group, not including the number of carbon atoms in the substituent, is usually 1 to 50, preferably 1 to 20, and more preferably 1 to 10. The number of carbon atoms in a branched alkyl group, not including the number of carbon atoms in the substituent, is usually 3 to 50, preferably 3 to 20, and more preferably 4 to 10.

[0015] The alkyl group may have a substituent. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a 2-butyl group, an isobutyl group, a tert-butyl group, a pentyl group, an isoamyl group, a 2-ethylbutyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a 3-propylheptyl group, a decyl group, a 3,7-dimethyloctyl group, a 2-ethyloctyl group, a 2-hexyldecyl group, and a dodecyl group. The alkyl group may also be a group in which some or all of the hydrogen atoms in these groups have been substituted with a substituent (for example, a trifluoromethyl group, a pentafluoroethyl group, a perfluorobutyl group, a perfluorohexyl group, a perfluorooctyl group, a 3-phenylpropyl group, a 3-(4-methylphenyl)propyl group, a 3-(3,5-di-hexylphenyl)propyl group, and a 6-ethyloxyhexyl group).

[0016] The number of carbon atoms in the "cycloalkyl group" is usually 3 to 50, preferably 3 to 20, and more preferably 4 to 10, not including the number of carbon atoms in the substituent. The cycloalkyl group may have a substituent. Examples of the cycloalkyl group include a cyclohexyl group, a cyclohexylmethyl group, a cyclohexylethyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

[0017] The number of carbon atoms in the "alkylene group" is usually 1 to 50, preferably 1 to 20, and more preferably 1 to 10, not including the number of carbon atoms in the substituent. The alkylene group may have a substituent. Examples of the alkylene group include a methylene group, an ethylene group, a propylene group, a butylene group, a hexylene group, an octylene group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

[0018] The number of carbon atoms in the "cycloalkylene group" is usually 3 to 50, preferably 4 to 20, and more preferably 5 to 10, not including the number of carbon atoms in the substituent. The cycloalkylene group may have a substituent. Examples of the cycloalkylene group include a cyclohexylene group and groups in which some or all of the hydrogen atoms in the cyclohexylene group have been substituted with substituents.

[0019] An "aromatic hydrocarbon group" refers to a group obtained by removing one or more hydrogen atoms directly bonded to carbon atoms constituting an aromatic hydrocarbon ring. A group obtained by removing one hydrogen atom directly bonded to a carbon atom constituting the ring from an aromatic hydrocarbon ring is also called an "aryl group." A group obtained by removing two hydrogen atoms directly bonded to carbon atoms constituting the ring from an aromatic hydrocarbon ring is also called an "arylene group." The number of carbon atoms in the aromatic hydrocarbon group is usually 6 to 60, preferably 6 to 40, and more preferably 6 to 20, not including the number of carbon atoms in the substituent.

[0020] Examples of the "aromatic hydrocarbon group" include groups in which one or more hydrogen atoms directly bonded to carbon atoms constituting the ring have been removed from a monocyclic aromatic hydrocarbon ring (such as benzene) or a polycyclic aromatic hydrocarbon ring (such as bicyclic aromatic hydrocarbon rings such as naphthalene, indene, naphthoquinone, indenone, and tetralone; tricyclic aromatic hydrocarbon rings such as anthracene, phenanthrene, dihydrophenanthrene, fluorene, anthraquinone, phenanthoquinone, and fluorenone; tetracyclic aromatic hydrocarbon rings such as benzanthracene, benzophenanthrene, and benzofluorene; pentacyclic aromatic hydrocarbon rings such as dibenzanthracene, dibenzophenanthrene, dibenzofluorene, indenofluorene, and benzofluoranthene; hexacyclic aromatic hydrocarbon rings such as spirobifluorene; and heptacyclic aromatic hydrocarbon rings such as benzospirobifluorene and acenaphthofluoranthene), and groups in which some or all of the hydrogen atoms in the groups have been substituted with substituents. The aromatic hydrocarbon group includes a group in which a plurality of these groups are bonded together. The aromatic hydrocarbon group may have a substituent.

[0021] The aryl group may have a substituent. Examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, a fluorenyl group, a biphenyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents. The aryl group also includes groups in which multiple such groups are bonded.

[0022] The arylene group may have a substituent. Examples of the arylene group include a phenylene group, a naphthalenediyl group, an anthracenediyl group, a phenanthrenediyl group, a dihydrophenanthrenediyl group, a naphthacenediyl group, a fluorenediyl group, a pyrenediyl group, a perylenediyl group, a chrysenediyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents, and preferred are groups represented by formulas (A-1) to (A-20). The arylene group includes groups in which a plurality of these groups are bonded.

[0023] [ka]

[0024] [ka]

[0025] [ka]

[0026] [ka]

[0027] [Wherein R and R a are each independently a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. When there are multiple substituents, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. When there are multiple R, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. a may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. a may be bonded to form a ring together with the atoms to which they are attached.

[0028] The "alkoxy group" may be either linear or branched. The number of carbon atoms in a linear alkoxy group, not including the number of carbon atoms in the substituent, is usually 1 to 50, preferably 1 to 20, and more preferably 1 to 10. The number of carbon atoms in a branched alkoxy group, not including the number of carbon atoms in the substituent, is usually 3 to 50, preferably 3 to 20, and more preferably 4 to 10. The alkoxy group may have a substituent. Examples of the alkoxy group include methoxy groups. Examples of such groups include silyl, ethoxy, isopropyloxy, butyloxy, hexyloxy, 2-ethylhexyloxy, 3,7-dimethyloctyloxy, lauryloxy, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

[0029] The number of carbon atoms in the "cycloalkoxy group" is usually 3 to 50, preferably 3 to 20, and more preferably 4 to 10, not including the number of carbon atoms in the substituent. The cycloalkoxy group may have a substituent. Examples of the cycloalkoxy group include a cyclohexyloxy group and groups in which some or all of the hydrogen atoms in the cycloalkoxy group have been substituted with substituents.

[0030] The number of carbon atoms in the "aryloxy group" is usually 6 to 60, preferably 6 to 40, and more preferably 6 to 20, not including the number of carbon atoms in the substituent. The aryloxy group may have a substituent. Examples of the aryloxy group include a phenoxy group, a naphthyloxy group, an anthracenyloxy group, a pyrenyloxy group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

[0031] A "heterocyclic group" refers to a group obtained by removing, from a heterocycle, one or more hydrogen atoms directly bonded to atoms constituting the ring (carbon atoms or heteroatoms). Among heterocyclic groups, an "aromatic heterocyclic group", which is a group obtained by removing, from an aromatic heterocycle, one or more hydrogen atoms directly bonded to atoms constituting the ring, is preferred. A group obtained by removing, from a heterocycle, p hydrogen atoms (p represents an integer of 1 or more) directly bonded to atoms constituting the ring is also called a "p-valent heterocyclic group". A group obtained by removing, from an aromatic heterocycle, p hydrogen atoms directly bonded to atoms constituting the ring is also called a "p-valent aromatic heterocyclic group".

[0032] Examples of the "aromatic heterocycle" include heterocycles that themselves exhibit aromaticity, such as azole, thiophene, furan, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, and carbazole, as well as heterocycles in which an aromatic ring is condensed with a heterocycle that itself does not exhibit aromaticity, such as phenoxazine, phenothiazine, and benzopyran.

[0033] The number of carbon atoms in the heterocyclic group, not including the number of carbon atoms in the substituent, is usually 1 to 60, preferably 2 to 40, and more preferably 3 to 20. The number of heteroatoms in the heterocyclic group, not including the number of heteroatoms in the substituent, is usually 1 to 30, preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3.

[0034] Examples of the heterocyclic group include monocyclic heterocycles (e.g., furan, thiophene, oxadiazole, thiadiazole, pyrrole, diazole, triazole, tetrazole, pyridine, diazabenzene, and triazine), and polycyclic heterocycles (e.g., bicyclic heterocycles such as azanaphthalene, diazanaphthalene, benzofuran, benzothiophene, indole, azaindole, diazaindole, benzodiazole, benzothiadiazole, benzotriazole, benzothiophene dioxide, benzothiophene oxide, and benzopyranone; dibenzofuran, dibenzothiophene, dibenzothiophene dioxide, dibenzothiophene oxide, dibenzopyranone, dibenzoborole, dibenzothiophene, and the like). Tricyclic heterocycles such as zosilole, dibenzophosphole, dibenzoselenophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine, 5,10-dihydrophenazine, acridone, phenazaborine, phenophosphazine, phenoselenazine, phenazasiline, azaanthracene, diazaanthracene, azaphenanthrene, and diazaphenanthrene; tetracyclic heterocycles such as hexaazatriphenylene, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran, and benzonaphthothiophene; dibenzocarbazole, indolocarbazole, indenocarbazole, azaindolocarbazole, diazai Heterocyclic groups include 5-ring heterocycles such as indolocarbazole, azaindenocarbazole, and diazaindenocarbazole; 6-ring heterocycles such as carbazolocarbazole, benzoindenocarbazole, and benzoindenocarbazole; and 7-ring heterocycles such as dibenzoindenocarbazole and dibenzoindenocarbazole. Examples of heterocyclic groups include groups in which one or more hydrogen atoms directly bonded to atoms constituting the ring have been removed from the above-mentioned heterocyclic groups, and groups in which some or all of the hydrogen atoms in the above-mentioned groups have been substituted with substituents. Heterocyclic groups include groups in which multiple such groups are bonded. The heterocyclic group may have a substituent.

[0035] The monovalent heterocyclic group may have a substituent. Examples of the monovalent heterocyclic group include a thienyl group, a pyrrolyl group, a furyl group, a pyridyl group, a piperidinyl group, a quinolinyl group, an isoquinolinyl group, a pyrimidinyl group, a triazinyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents. The monovalent heterocyclic group also includes groups in which a plurality of these groups are bonded.

[0036] The divalent heterocyclic group may have a substituent. Examples of the divalent heterocyclic group include divalent groups obtained by removing two hydrogen atoms from the carbon atoms or hetero atoms that constitute the ring of pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, dibenzosilole, phenoxazine, phenothiazine, acridine, dihydroacridine, furan, thiophene, azole, diazole, and triazole, and groups in which some or all of the hydrogen atoms in the group have been substituted with substituents, and preferably groups represented by formulae (AA-1) to (AA-34). The divalent heterocyclic group includes groups in which a plurality of these groups are bonded.

[0037] [ka]

[0038] [ka]

[0039] [ka]

[0040] [ka]

[0041] [ka]

[0042] [ka]

[0043] [ka]

[0044] [Wherein R and R a has the same meaning as above.]

[0045] The term "halogen atom" refers to a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

[0046] The "amino group" may have a substituent, and is preferably a substituted amino group (i.e., a secondary amino group or a tertiary amino group, more preferably a tertiary amino group). The substituent that the amino group has is preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may further have a substituent. When the amino group has multiple substituents, they may be the same or different, and may be bonded to each other to form a ring together with the nitrogen atom to which they are bonded. The substituted amino group may further have a substituent. Examples of the substituted amino group include a dialkylamino group, a dicycloalkylamino group, a diarylamino group, and and groups in which some or all of the hydrogen atoms in the formula (I) are substituted with substituents. Examples of the substituted amino group include a dimethylamino group, a diethylamino group, a diphenylamino group, a bis(4-methylphenyl)amino group, a bis(4-tert-butylphenyl)amino group, a bis(3,5-di-tert-butylphenyl)amino group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

[0047] The "alkenyl group" may be either linear or branched. The number of carbon atoms in a linear alkenyl group, not including the number of carbon atoms in substituents, is usually 2 to 50, preferably 2 to 20, and more preferably 3 to 10. The number of carbon atoms in a branched alkenyl group, not including the number of carbon atoms in substituents, is usually 3 to 50, preferably 3 to 20, and more preferably 4 to 10.

[0048] The number of carbon atoms in the "cycloalkenyl group" is usually 3 to 50, preferably 4 to 20, and more preferably 5 to 10, not including the number of carbon atoms in substituents.

[0049] The alkenyl group and the cycloalkenyl group may have a substituent. Examples of the alkenyl group include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 2-butenyl group, a 3-butenyl group, a 3-pentenyl group, a 4-pentenyl group, a 1-hexenyl group, a 5-hexenyl group, a 7-octenyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with a substituent. Examples of the cycloalkenyl group include a cyclohexenyl group, a cyclohexadienyl group, a cyclooctatrienyl group, a norbornylenyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with a substituent.

[0050] The "alkynyl group" may be either linear or branched. The number of carbon atoms in the alkynyl group, not including the carbon atoms of the substituents, is usually 2 to 50, preferably 2 to 20, and more preferably 3 to 10. The number of carbon atoms in a branched alkynyl group, not including the carbon atoms of the substituents, is usually 4 to 50, preferably 4 to 20, and more preferably 4 to 10.

[0051] The number of carbon atoms in the "cycloalkynyl group" is usually 4 to 50, preferably 5 to 20, and more preferably 6 to 10, not including the carbon atoms of the substituents. The alkynyl group and the cycloalkynyl group may have a substituent. Examples of the alkynyl group include an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 2-butynyl group, a 3-butynyl group, a 3-pentynyl group, a 4-pentynyl group, a 1-hexynyl group, a 5-hexynyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with a substituent. Examples of the cycloalkynyl group include a cyclooctynyl group and groups in which some or all of the hydrogen atoms in these groups have been substituted with a substituent.

[0052] The "crosslinking group" is a group that can generate a new bond by being subjected to heating, ultraviolet irradiation, near-ultraviolet irradiation, visible light irradiation, infrared irradiation, a radical reaction, etc. The crosslinking group is preferably at least one group selected from the groups represented by formulae (XL-1) to (XL-19), and more preferably at least one group selected from the groups represented by formulae (XL-1) to (XL-17).

[0053] [ka]

[0054] [In the formula, R XL represents a methylene group, an oxygen atom, or a sulfur atom; n XL represents an integer from 0 to 5. XL When there are multiple n, they may be the same or different. XL When there are a plurality of groups, they may be the same or different. *1 indicates the bonding position. These bridging groups may have a substituent, and when there are a plurality of such substituents, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded.]

[0055] Examples of the "substituent" include a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an amino group, a substituted amino group, an alkenyl group, a cycloalkenyl group, an alkynyl group, or a cycloalkynyl group. The substituent may be a bridging group. When multiple substituents are present, they may be the same or different. When multiple substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded, but it is preferable that they do not form a ring.

[0056] Examples of the "divalent group" include an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, -N(R 0 )-, -B(R 0 )-, a group represented by -P(R 0 )-, a group represented by -(O=)P(R 0 )-, a group represented by -O-, a group represented by -S-, a group represented by -Se-, a group represented by -S(=O)-, a group represented by -S(=O)2-, and a group represented by -C(=O)-. Divalent groups include groups in which a plurality of these groups are bonded. The divalent group may have a substituent. When a plurality of the substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. R 0 represents a hydrogen atom or a substituent. R 0 Examples of the substituent include a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, and a cyano group, and are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of the substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded.

[0057] In this specification, the energy levels of the lowest excited singlet state (S1) and the lowest excited triplet state (T1) of a compound are determined by the following method. First, the ground state of the compound is structurally optimized by density functional theory at the B3LYP level. 6-31G* is used as the basis function. Then, using the resulting structurally optimized structure, the lowest excited singlet state (S1) and the lowest excited triplet state (T1) of the compound are calculated by time-dependent density functional theory at the B3LYP level. However, if the compound contains atoms for which 6-31G* cannot be used, LANL2DZ is used for those atoms. Note that Gaussian is used as the quantum chemistry calculation program for the calculation.

[0058] <First layer> In the light-emitting device of this embodiment, the first layer is a layer containing a metal complex represented by formula (1) and a compound represented by formula (T-1). The first layer may contain one kind of metal complex represented by formula (1) alone or two or more kinds thereof. The first layer may contain one kind of compound represented by formula (T-1) alone or two or more kinds thereof.

[0059] The total content of the metal complex represented by formula (1) and the compound represented by formula (T-1) in the first layer may be within a range that allows the first layer to function. The total content of the metal complex represented by formula (1) and the compound represented by formula (T-1) in the first layer may be, for example, 1 to 100 mass% based on the total amount of the first layer, and is preferably 10 to 100 mass%, more preferably 30 to 100 mass%, even more preferably 50 to 100 mass%, particularly preferably 70 to 100 mass%, and especially preferably 90 to 100 mass%, because this provides a more excellent luminous efficiency for the light-emitting device of this embodiment. The respective contents of the metal complex represented by formula (1) and the compound represented by formula (T-1) in the first layer may be within a range in which the function of the first layer is exhibited. The content of the metal complex represented by formula (1) in the first layer may be, for example, 0.01 to 99 parts by mass, where the total content of the metal complex represented by formula (1) and the compound represented by formula (T-1) is taken as 100 parts by mass. In order to improve the luminous efficiency of the light-emitting device of this embodiment, the content is preferably 0.1 to 90 parts by mass, more preferably 0.5 to 70 parts by mass, even more preferably 1 to 50 parts by mass, particularly preferably 3 to 30 parts by mass, and particularly preferably 5 to 20 parts by mass.

[0060] In the first layer, the metal complex represented by formula (1) preferably interacts physically, chemically, or electrically with the compound represented by formula (T-1). This interaction can improve or adjust, for example, the light-emitting properties, charge transport properties, or charge injection properties of the light-emitting device of this embodiment. In the light-emitting element of this embodiment, to explain the light-emitting material as an example, the metal complex represented by formula (1) and the compound represented by formula (T-1) electrically interact with each other, and electrical energy is efficiently transferred from the compound represented by formula (T-1) to the metal complex represented by formula (1), thereby making it possible to make the metal complex represented by formula (1) emit light more efficiently, and the light-emitting element of this embodiment has better luminous efficiency. From the above viewpoint, in the first layer, the compound represented by formula (T-1) preferably has at least one function selected from hole injection property, hole transport property, electron injection property, and electron transport property, since this leads to better luminous efficiency of the light-emitting device of this embodiment. From the above viewpoint, taking the light-emitting material in the first layer as an example, the metal complex represented by formula (1) is preferably luminescent, since this provides the light-emitting element of this embodiment with better luminous efficiency. From the above viewpoint, in the first layer, the lowest excited singlet state (S1) of the compound represented by formula (T-1) preferably has a higher energy level than the lowest excited singlet state (S1) of the metal complex represented by formula (1), since this results in a more excellent luminous efficiency of the light-emitting element of this embodiment. From the above viewpoint, in the first layer, the lowest excited triplet state (T1) of the compound represented by formula (T-1) preferably has an energy level higher than that of the lowest excited triplet state (T1) of the metal complex represented by formula (1), since this results in a more excellent luminous efficiency of the light-emitting element of this embodiment.

[0061] The compound represented by formula (T-1) is preferably one that is soluble in a solvent capable of dissolving the metal complex represented by formula (1), since the light-emitting device of this embodiment can be produced by a wet method.

[0062] Since the light-emitting device of this embodiment has better luminous efficiency, the first layer is preferably a layer containing a host material and a guest material. When the first layer is a layer containing a host material and a guest material, the first layer may contain one type of host material alone or two or more types of host materials. When the first layer is a layer containing a host material and a guest material, the first layer may contain one type of guest material alone or two or more types of guest materials.

[0063] In the light-emitting device of this embodiment, when the first layer is a layer containing a host material and a guest material, the total content of the host material and the guest material in the first layer may be within a range that allows the first layer to function. In the light-emitting device of this embodiment, when the first layer is a layer containing a host material and a guest material, the total content of the host material and the guest material in the first layer may be, for example, 1 to 100 mass% based on the total amount of the first layer, and is preferably 10 to 100 mass%, more preferably 30 to 100 mass%, even more preferably 50 to 100 mass%, particularly preferably 70 to 100 mass%, and particularly preferably 90 to 100 mass%, because this provides a more excellent luminous efficiency of the light-emitting device of this embodiment.

[0064] In the light-emitting device of this embodiment, when the first layer is a layer containing a host material and a guest material, the contents of the host material and the guest material in the first layer may be within ranges that allow the first layer to function. In the light-emitting device of this embodiment, when the first layer is a layer containing a host material and a guest material, the content of the guest material in the first layer may be, for example, 0.01 to 99 parts by mass, where the total content of the host material and the guest material is 100 parts by mass. In order to improve the luminous efficiency of the light-emitting device of this embodiment, the content is preferably 0.1 to 90 parts by mass, more preferably 0.5 to 70 parts by mass, even more preferably 1 to 50 parts by mass, particularly preferably 3 to 30 parts by mass, and particularly preferably 5 to 20 parts by mass.

[0065] In the light-emitting device of this embodiment, when the first layer is a layer containing a host material and a guest material, the compound represented by formula (T-1) in the first layer is preferably a host material or a guest material, and more preferably a host material, because the light-emitting device of this embodiment has better luminous efficiency. In the light-emitting element of this embodiment, when the first layer is a layer containing a host material and a guest material, the metal complex represented by formula (1) in the first layer is preferably a host material or a guest material, more preferably a guest material, because the light-emitting element of this embodiment has better luminous efficiency.

[0066] In the light-emitting device of this embodiment, the host material refers to a material that interacts physically, chemically, or electrically with the guest material. This interaction can improve or adjust, for example, the light-emitting properties, charge transport properties, or charge injection properties of the light-emitting device of this embodiment. In the light-emitting element of this embodiment, taking the light-emitting material as an example, the host material and the guest material electrically interact with each other, and electrical energy is efficiently transferred from the host material to the guest material, which allows the guest material to emit light more efficiently, resulting in superior luminous efficiency of the light-emitting element of this embodiment. From the above viewpoint, in the light-emitting element of this embodiment, the host material preferably has at least one function selected from a hole injection property, a hole transport property, an electron injection property, and an electron transport property, since the light-emitting element of this embodiment has better luminous efficiency. From the above viewpoint, in the light-emitting element of this embodiment, taking the light-emitting material as an example, it is preferable that the guest material has luminescence properties, since this provides the light-emitting element of this embodiment with better luminous efficiency. From the above viewpoint, in the light-emitting element of this embodiment, it is preferable that the lowest excited triplet state (T1) of the host material has a higher energy level than the lowest excited triplet state (T1) of the guest material, since this leads to a higher luminous efficiency of the light-emitting element of this embodiment. From the above viewpoint, in the light-emitting element of this embodiment, it is preferable that the lowest excited singlet state (S1) of the host material has a higher energy level than the lowest excited singlet state (S1) of the guest material, since this results in a superior luminous efficiency of the light-emitting element of this embodiment.

[0067] In the light-emitting element of this embodiment, when the first layer is a layer containing a host material and a guest material, the host material is preferably soluble in a solvent capable of dissolving the guest material, since the light-emitting element of this embodiment can be fabricated by a wet method.

[0068] [Metal complex represented by formula (1)] The metal complex represented by formula (1) is preferably a metal complex that exhibits phosphorescence at room temperature, and more preferably a metal complex that exhibits luminescence from an excited triplet state at room temperature.

[0069] The molecular weight of the metal complex represented by formula (1) is preferably 3×10 2 ~1×10 4 and more preferably 5×10 2 ~7×10 3 and more preferably 7×10 2 ~5×10 3 and particularly preferably 1 × 10 3 ~3×10 3 is.

[0070] M is preferably an iridium atom or a platinum atom, and more preferably an iridium atom, since this provides the light-emitting element of this embodiment with better luminous efficiency. When M is a rhodium atom or an iridium atom, n 1 is preferably 2 or 3, and more preferably 3. When M is a palladium atom or a platinum atom, n 1 is preferably 2.

[0071] The metal complex represented by formula (1) can be easily synthesized, so E 1 and E 2 Preferably, at least one of E is a carbon atom, 1 and E 2 More preferably, is a carbon atom. The metal complex represented by formula (1) can be easily synthesized, so E 1 and E 2 are preferably the same. In addition, since the metal complex represented by formula (1) can be easily synthesized, E 1 When a plurality of E are present, they are preferably the same. In addition, since the metal complex represented by formula (1) can be easily synthesized, E 2 When there are multiple, they are preferably the same.

[0072] Ring L 1 The number of carbon atoms in the aromatic heterocycle in the formula (I) is usually 1 to 60, preferably 2 to 30, more preferably 3 to 20, still more preferably 4 to 10, and particularly preferably 5, not including the number of carbon atoms in the substituent. 1 The number of heteroatoms in the aromatic heterocycle in the formula (I) is usually 1 to 30, preferably 1 to 10, more preferably 1 to 5, still more preferably 1 to 3, and particularly preferably 1, not including the number of heteroatoms in the substituents. 1The number of nitrogen atoms in the aromatic heterocycle, not including the number of nitrogen atoms in the substituent, is usually 1 to 30, preferably 1 to 10, more preferably 1 to 5, still more preferably 1 to 3, particularly preferably 1 or 2, and especially preferably 1.

[0073] Ring L 1 Examples of the aromatic heterocycle in the above formula (I) include aromatic heterocycles containing one or more nitrogen atoms within the ring, among the aromatic heterocycles exemplified in the section on heterocyclic groups, and the aromatic heterocycle may have a substituent.

[0074] Ring L 1 is preferably an aromatic heterocycle containing one or more nitrogen atoms in the ring and including a 5-membered ring or a 6-membered ring, since this provides a light-emitting element of this embodiment with better luminous efficiency, and more preferably an aromatic heterocycle containing one or more nitrogen atoms in the ring and including a 6-membered ring, and these rings may have a substituent. Ring L 1 is preferably a monocyclic or bicyclic to heptacyclic aromatic heterocycle containing one or more nitrogen atoms in the ring, since this provides the light-emitting element of this embodiment with better luminous efficiency; more preferably a monocyclic or bicyclic to pentacyclic aromatic heterocycle containing one or more nitrogen atoms in the ring; still more preferably a monocyclic, bicyclic or tricyclic aromatic heterocycle containing one or more nitrogen atoms in the ring; particularly preferably a monocyclic or bicyclic aromatic heterocycle containing one or more nitrogen atoms in the ring; and particularly preferably a monocyclic aromatic heterocycle containing one or more nitrogen atoms in the ring, and these rings may have a substituent.

[0075] Ring L 1 is preferably a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a triazole ring, or a diazole ring, since this further improves the luminous efficiency of the light-emitting element of this embodiment, more preferably a pyridine ring, a diazabenzene ring, an azanaphthalene ring, or a diazanaphthalene ring, even more preferably a pyridine ring or an azanaphthalene ring, and particularly preferably a pyridine ring, and these rings may have a substituent.

[0076] Since the metal complex represented by formula (1) can be easily synthesized, ring L 1 If there are multiple rings, there are multiple rings L 1 At least two of the rings L are preferably the same. 1 It is more preferred that all of the following are the same:

[0077] Ring L 2 The number of carbon atoms in the polycyclic aromatic hydrocarbon ring is usually 7 to 60, preferably 8 to 40, more preferably 9 to 30, and even more preferably 10 to 20, not including the number of carbon atoms in the substituent.

[0078] Ring L 2 Examples of the polycyclic aromatic hydrocarbon ring in the formula (I) include the polycyclic aromatic hydrocarbon rings exemplified in the section on aromatic hydrocarbon groups above, and the aromatic hydrocarbon ring may have a substituent.

[0079] Ring L 2 The polycyclic aromatic hydrocarbon ring in the formula (I) is preferably a polycyclic aromatic hydrocarbon ring containing a 5-membered ring or a 6-membered ring, since this provides the light-emitting element of this embodiment with better luminous efficiency, more preferably a polycyclic aromatic hydrocarbon ring containing a 6-membered ring, and even more preferably a polycyclic aromatic hydrocarbon ring containing a 5-membered ring and a 6-membered ring, and these rings may have a substituent. Ring L 2 The polycyclic aromatic hydrocarbon ring in the formula (I) is preferably a 2- to 13-ring aromatic hydrocarbon ring, more preferably a 2- to 8-ring aromatic hydrocarbon ring, still more preferably a 2- to 5-ring aromatic hydrocarbon ring, particularly preferably a 3- or 4-ring aromatic hydrocarbon ring, and particularly preferably a 3-ring aromatic hydrocarbon ring, and these rings may have a substituent, since this provides a light-emitting element of this embodiment with better luminous efficiency.

[0080] Ring L 2The polycyclic aromatic hydrocarbon ring in the formula (I) is preferably a naphthalene ring, an indene ring, an anthracene ring, a phenanthrene ring, a dihydrophenanthrene ring, a fluorene ring, a benzanthracene ring, a benzophenanthrene ring, a benzofluorene ring, a dibenzanthracene ring, a dibenzophenanthrene ring, a dibenzofluorene ring, an indenofluorene ring, or a benzofluoranthene ring, since this further improves the luminous efficiency of the light-emitting element of this embodiment, more preferably an anthracene ring, a phenanthrene ring, a dihydrophenanthrene ring, a fluorene ring, a benzanthracene ring, a benzophenanthrene ring, or a benzofluorene ring, still more preferably a phenanthrene ring, a dihydrophenanthrene ring, a fluorene ring, a benzophenanthrene ring, or a benzofluorene ring, particularly preferably a phenanthrene ring, a dihydrophenanthrene ring, or a fluorene ring, and particularly preferably a fluorene ring, and these rings may have a substituent.

[0081] Ring L 2 The number of carbon atoms in the polycyclic aromatic heterocycle in the formula (I) is usually 1 to 60, preferably 5 to 40, more preferably 8 to 30, and even more preferably 10 to 20, not including the number of carbon atoms in the substituent. 2 The number of heteroatoms in the polycyclic aromatic heterocycle in the formula (I) is usually 1 to 30, preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3, not including the number of heteroatoms in the substituents. 2 The heteroatom of the polycyclic aromatic heterocycle in is preferably an oxygen atom, a nitrogen atom or a sulfur atom.

[0082] Ring L 2 Examples of the polycyclic aromatic heterocycle in the formula (I) include the polycyclic aromatic heterocycles exemplified above in the section on heterocyclic groups, and the aromatic heterocycle may have a substituent.

[0083] Ring L 2The polycyclic aromatic heterocycle in the formula (I) is preferably a polycyclic aromatic heterocycle containing a 5-membered ring or a 6-membered ring, since the light-emitting element of this embodiment has better luminous efficiency, more preferably a polycyclic aromatic heterocycle containing a 6-membered ring, and even more preferably a polycyclic aromatic heterocycle containing a 5-membered ring and a 6-membered ring, and these rings may have a substituent. Ring L 2 The polycyclic aromatic heterocycle in the formula (I) is preferably a bicyclic to ten-cyclic aromatic heterocycle, more preferably a bicyclic to pentacyclic aromatic heterocycle, still more preferably a tricyclic or tetracyclic aromatic heterocycle, and particularly preferably a tricyclic aromatic heterocycle, and these rings may have a substituent, since this provides a light-emitting element of this embodiment with better luminous efficiency.

[0084] Ring L 2As the polycyclic aromatic heterocycle in the above, an azanaphthalene ring, a diazanaphthalene ring, a benzofuran ring, a benzothiophene ring, an indole ring, a benzodiazole ring, a benzotriazole ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a phenazaborine ring, an azaanthracene ring, a dibenzothiophene ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a phenazaborine ring, an azaanthracene ring, a dibenzothiophene ring, a dibenzofuran ...furan ring, a dibenzothiophene ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a dibenzofuran ring, a an azaanthracene ring, an azaphenanthrene ring, a diazaphenanthrene ring, a benzocarbazole ring, an azabenzocarbazole ring, a diazabenzocarbazole ring, a benzonaphthofuran ring, a benzonaphthothiophene ring, a dibenzocarbazole ring, an indolocarbazole ring, an indenocarbazole ring, an azaindolocarbazole ring, azaindenocarbazole ring, or a diazaindenocarbazole ring, more preferably an azanaphthalene ring, a diazanaphthalene ring, a benzofuran ring, a benzothiophene ring, or an indolocarbazole ring. a benzoyl ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a phenazaborine ring, an azaanthracene ring, a diazaanthracene ring, an azaphenanthrene ring, a diazaphenanthrene ring, a benzocarbazole ring, an azabenzocarbazole ring, a diazabenzocarbazole ring, a benzonaphthofuran ring or a benzonaphthothiophene ring, and more preferably a dibenzo The rings are preferably a zofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a benzocarbazole ring, an azabenzocarbazole ring, a diazabenzocarbazole ring, a benzonaphthofuran ring, or a benzonaphthothiophene ring, and more preferably a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a benzocarbazole ring, an azabenzocarbazole ring, a diazabenzocarbazole ring, a benzonaphthofuran ring, or a benzonaphthothiophene ring.10-dihydrophenazine ring or acridone ring, and particularly preferably a dibenzofuran ring, a dibenzothiophene ring or a carbazole ring, and these rings may have a substituent.

[0085] Since the light emitting device of this embodiment has a higher luminous efficiency, 2 is preferably a polycyclic aromatic hydrocarbon ring, and the aromatic hydrocarbon ring may have a substituent.

[0086] Ring L 1 and ring L 2 The substituent that may be substituted is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, still more preferably an alkyl group, an aryl group, or a monovalent heterocyclic group, and particularly preferably an aryl group or a monovalent heterocyclic group, and these groups may further have a substituent.

[0087] In the metal complex represented by formula (1), the light-emitting device of this embodiment has better luminous efficiency, so 1 and ring L 2 At least one of these preferably has a substituent.

[0088] Ring L 1 and ring L 2 The alkyl group in the substituent that may be present is preferably a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, or an octyl group, more preferably a methyl group, a butyl group, a hexyl group, or an octyl group, and even more preferably an octyl group, and these groups may have a substituent.

[0089] Ring L 1 and ring L 2The aryl group in the substituent that may be present is preferably a phenyl group, a naphthyl group, a phenanthrenyl group, a dihydrophenanthrenyl group, or a fluorenyl group, more preferably a phenyl group or a fluorenyl group, and even more preferably a phenyl group, and these groups may have a substituent.

[0090] Ring L 1 and ring L 2 Examples and preferred ranges of the aryl group in the aryloxy group in the substituent that may be possessed by ring L 1 and ring L 2 The examples and preferred range of the aryl group in the substituent that may be possessed by the group are the same as those of the aryl group.

[0091] Ring L 1 and ring L 2 The monovalent heterocyclic group in the substituent that may be contained in the group is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a phenoxazinyl group, or a phenothiazinyl group, more preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, or a carbazolyl group, still more preferably a pyridyl group, a pyrimidinyl group, or a triazinyl group, and particularly preferably a triazinyl group, and these groups may have a substituent.

[0092] Ring L 1 and ring L 2 In the substituted amino group in the substituent that may be possessed by ring L, the substituent possessed by the amino group is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may further possess a substituent. Examples and preferred ranges of the aryl group in the substituent possessed by the amino group are as follows: 1 and ring L 2 Examples and preferred ranges of the aryl group in the substituent that the amino group may have are the same as those of the ring L. 1 and ring L 2The examples and preferred range of the monovalent heterocyclic group in the substituent that may be possessed by the group are the same as those of the monovalent heterocyclic group.

[0093] Ring L 1 and ring L 2 As the halogen atom in the substituent that may be possessed by the group, a fluorine atom is preferred.

[0094] Ring L 1 and ring L 2 The substituent that may be further substituted by the substituent that may be substituted by is preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, more preferably an alkyl group, a cycloalkyl group, or an aryl group, and even more preferably an alkyl group, and these groups may further have a substituent.

[0095] Ring L 1 and ring L 2 The aryl group, monovalent heterocyclic group, or substituted amino group in the substituent that may be contained in the group represented by the formula (D -A) to a group represented by formula (DC), more preferably a group represented by formula (DA) or formula (DB).

[0096] [ka]

[0097] [In the formula, m DA1 ~m DA3 each independently represents an integer of 0 or greater. G DA represents a nitrogen atom, an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent. Ar DA1 ~Ar DA3 each independently represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. DA1 ~Ar DA3 When there are multiple, they may be the same or different. T DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. DA may be the same or different.]

[0098] [ka]

[0099] [In the formula, m DA1 ~m DA7 each independently represents an integer of 0 or greater. G DA represents a nitrogen atom, an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent. DA may be the same or different. Ar DA1 ~Ar DA7 each independently represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. DA1 ~Ar DA7 When there are multiple, they may be the same or different. T DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. DA may be the same or different.]

[0100] [ka]

[0101] [In the formula, m DA1 represents an integer greater than or equal to 0. Ar DA1 represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. DA1 When there are multiple, they may be the same or different. T DArepresents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent.]

[0102] m DA1 ~m DA7 are each independently an integer of usually 10 or less, preferably an integer of 5 or less, more preferably an integer of 2 or less, and even more preferably 0 or 1. DA2 ~m DA7 are preferably the same integer.

[0103] G DA is preferably an aromatic hydrocarbon group or a heterocyclic group, and more preferably a group formed by removing three hydrogen atoms directly bonded to carbon atoms or nitrogen atoms constituting a benzene ring, a pyridine ring, a pyrimidine ring, a triazine ring, or a carbazole ring, and these groups may have a substituent. G DA The substituent that may be contained in the group is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group, and more preferably an alkyl group or a cycloalkyl group, and these groups may have a substituent. G DA is preferably a group represented by formula (GDA-11) to formula (GDA-15), more preferably a group represented by formula (GDA-11) or formula (GDA-14), and even more preferably a group represented by formula (GDA-14).

[0104] [ka]

[0105] [In the formula, * indicates Ar in formula (DA). DA1 , Ar in formula (DB) DA1 , Ar in formula (DB) DA2 or Ar in formula (DB) DA3 Represents a bond with ** indicates Ar in formula (DA). DA2 , Ar in formula (DB)DA2 , Ar in formula (DB) DA4 or Ar in formula (DB) DA6 Represents a bond with *** indicates Ar in formula (DA). DA3 , Ar in formula (DB) DA3 , Ar in formula (DB) DA5 or Ar in formula (DB) DA7 Represents a bond with R DA represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group, and these groups may further have a substituent. DA If there are multiple, they may be the same or different.]

[0106] R DA is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, or a cycloalkoxy group, and more preferably a hydrogen atom, an alkyl group, or a cycloalkyl group. These groups may have a substituent.

[0107] Ar DA1 ~Ar DA7 is preferably a phenylene group, a fluorenediyl group, or a carbazolediyl group, more preferably a group represented by formula (ArDA-1) to formula (ArDA-5), even more preferably a group represented by formula (ArDA-1) to formula (ArDA-3), and particularly preferably a group represented by formula (ArDA-2), and these groups may have a substituent.

[0108] [ka]

[0109] [In the formula, R DA represents the same meaning as above. R DBrepresents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. DB If there are multiple, they may be the same or different.]

[0110] R DB is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may have a substituent.

[0111] Ar DA1 ~Ar DA7 Examples of the substituents that may be possessed by G and the preferred range thereof are as follows: DA The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0112] T DA is preferably a group represented by formula (TDA-1) to formula (TDA-3), and more preferably a group represented by formula (TDA-1).

[0113] [ka]

[0114] [In the formula, R DA and R DB has the same meaning as above.]

[0115] The group represented by formula (DA) is preferably a group represented by formula (D-A1) to formula (D-A5), more preferably a group represented by formula (D-A1), formula (D-A3) or formula (D-A5), and even more preferably a group represented by formula (D-A3).

[0116] [ka]

[0117] [In the formula, R p1 ~R p4R each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or a halogen atom. p1 , R p2 and R p4 When there are a plurality of, they may be the same or different. np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. Multiple np1 may be the same or different.

[0118] The group represented by formula (DB) is preferably a group represented by formula (D-B1) to formula (D-B3), and more preferably a group represented by formula (D-B1).

[0119] [ka]

[0120] [In the formula, R p1 ~R p3 R each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or a halogen atom. p1 and R p2 When there are multiple, they may be the same or different. np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, and np3 represents 0 or 1. When there are a plurality of np1 and np2, they may be the same or different.

[0121] The group represented by formula (DC) is preferably a group represented by formula (D-C1) to formula (D-C4), more preferably a group represented by formula (D-C1).

[0122] [ka]

[0123] [In the formula, R p4 ~R p6R each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or a halogen atom. p4 ~R p6 When there are a plurality of, they may be the same or different. np4 represents an integer of 0 to 4, np5 represents an integer of 0 to 5, and np6 represents an integer of 0 to 5.

[0124] np1 is preferably an integer of 0 to 2, more preferably 0 or 1. np2 is preferably 0 or 1, more preferably 0. np3 is preferably 0. np4 is preferably an integer of 0 to 2, more preferably 0. np5 is preferably an integer of 0 to 3, more preferably 0 or 1. np6 is preferably an integer of 0 to 2, more preferably 0 or 1.

[0125] R p1 ~R p6 The alkyl group or cycloalkyl group in is preferably a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a hexyl group, a 2-ethylhexyl group, a cyclohexyl group or a tert-octyl group.

[0126] R p1 ~R p6 The alkoxy group or cycloalkoxy group in the formula (I) is preferably a methoxy group, a 2-ethylhexyloxy group, or a cyclohexyloxy group.

[0127] R p1 ~R p6 is preferably an alkyl group which may have a substituent or a cycloalkyl group which may have a substituent, more preferably an alkyl group which may have a substituent, and even more preferably a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a hexyl group, a 2-ethylhexyl group or a tert-octyl group.

[0128] Ring L 1When there are a plurality of substituents that may be possessed by ring L, it is preferred that they are not bonded to each other to form a ring together with the atoms to which they are bonded. 2 When there are a plurality of substituents that may be possessed by ring L, it is preferred that they are not bonded to each other to form a ring together with the atoms to which they are bonded. 1 and the substituents which may be present on ring L 2 It is preferred that the substituents which may be possessed by the group do not bond to each other to form a ring together with the atoms to which they are bonded.

[0129] [Anionic bidentate ligand] A 1 -G 1 -A 2 Examples of the anionic bidentate ligand represented by the formula include the ligand represented by the formula below: 1 -G 1 -A 2 The anionic bidentate ligand represented by the subscript n 1 The number is different from the ligand defined by

[0130] [ka]

[0131] [ka]

[0132] [ka]

[0133] During the ceremony, * indicates the site that binds to M. R L1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a halogen atom, and these groups may have a substituent. L1 may be the same or different. R L2represents an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a halogen atom, and these groups may have a substituent.

[0134] R L1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a fluorine atom, more preferably a hydrogen atom or an alkyl group, and these groups may have a substituent.

[0135] R L2 is preferably an alkyl group or an aryl group, and these groups may have a substituent.

[0136] R L1 The substituent that may be substituted by the alkyl group, cycloalkyl group or aryl group is preferred, and an alkyl group or aryl group is more preferred, and these groups may further have a substituent.

[0137] R L1 The substituent that may be further substituted by the substituent that may be substituted by is preferably an alkyl group, a cycloalkyl group, or an aryl group, more preferably an alkyl group or an aryl group, and these groups may further have a substituent.

[0138] R L2 The substituent that may be substituted by the alkyl group, cycloalkyl group or aryl group is preferred, and an alkyl group or aryl group is more preferred, and these groups may further have a substituent.

[0139] R L2 The substituent that may be further substituted by the substituent that may be substituted by is preferably an alkyl group, a cycloalkyl group, or an aryl group, more preferably an alkyl group or an aryl group, and these groups may further have a substituent.

[0140] The metal complex represented by formula (1) is preferably a metal complex represented by formula (1-A), since the light-emitting device of this embodiment has better luminous efficiency.

[0141] Ring R B1 and ring R B2 In the formula, the number of carbon atoms in the aromatic hydrocarbon ring is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms in the substituent.

[0142] Ring R B1 and ring R B2 Examples of the aromatic hydrocarbon ring in include a benzene ring, a naphthalene ring, an anthracene ring, an indene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a dihydrophenanthrene ring, a pyrene ring, a chrysene ring, and a triphenylene ring. Of these, a benzene ring, a naphthalene ring, an anthracene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, or a dihydrophenanthrene ring is preferred, a benzene ring, a naphthalene ring, a fluorene ring, or a spirobifluorene ring is more preferred, and a benzene ring is even more preferred. These rings may have a substituent.

[0143] Ring R B1 and ring R B2 In the formula, the number of carbon atoms in the aromatic heterocycle is usually 2 to 60, preferably 3 to 30, and more preferably 4 to 15, not including the number of carbon atoms in the substituent.

[0144] Ring R B1 and ring R B2 Examples of the aromatic heterocycle in the above formula include a pyrrole ring, a diazole ring, a triazole ring, a furan ring, a thiophene ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a diazanaphthalene ring, a triazanaphthalene ring, an azaanthracene ring, a diazaanthracene ring, a triazaanthracene ring, an azaphenanthrene ring, a diazaphenanthrene ring, and a triazaphenanthrene ring. Examples of the ring include a pyridine ring, a dibenzofuran ring, a dibenzothiophene ring, a dibenzosilole ring, a dibenzophosphole ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, a phenothiazine ring, a dihydroacridine ring, and a dihydrophenazine ring. Preferred are a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, an azaanthracene ring, a diazaphenanthrene ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, a phenoxazine ring, a phenothiazine ring, a dihydroacridine ring, and a dihydrophenazine ring. More preferred are a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a dibenzofuran ring, a dibenzothiophene ring, and a carbazole ring. These rings may have a substituent.

[0145] Ring R B1 and ring R B2 is the ring R B1 and ring R B2 Preferably, at least one of the rings R is an aromatic hydrocarbon ring. B1 and ring R B2 and more preferably, both are aromatic hydrocarbon rings.

[0146] Ring R B1 and ring R B2 Examples of the substituents that may be possessed by ring L and the preferred range thereof are as follows: 2 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0147] Ring R B1 and ring R B2 Examples and preferred ranges of the substituents that may be further substituted by the substituents that may be substituted by ring L 2 The examples and preferred ranges of the substituents which may be further possessed by the group are the same as those of the substituents which may be further possessed by the group.

[0148] X a and X b At least one of X is preferably a divalent group, more preferably one is a direct bond and the other is a divalent group;a is a divalent group, and X b It is more preferred that is a direct bond. X a and X b In the formula, the divalent group is preferably -CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa a group represented by -, a group represented by -C(=O)-, a group represented by -O-, a group represented by -S-, or -NR Xa’ -, and more preferably -CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa -, -C(=O)- or -S-, and more preferably -CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa - or -S-, and particularly preferably -CR Xa It is a group represented by -2- or a group represented by -S-.

[0149] X a and X b The combination of X a Ga-CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa - or -C(=O)-, and X b is a direct bond, X a Ga-CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa - or -C(=O)-, and X b Ga-NRXa’ - a combination represented by X a is an oxygen atom and X b is a direct bond, X a is an oxygen atom and X b Ga-NR Xa’ - a combination represented by X a is a sulfur atom and X b is a direct bond, X a Ga-NR Xa’ - is a group represented by X b is a direct bond, X a is a direct bond and X b Ga-CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa a combination of a group represented by - or a group represented by -C(=O)-, or X a is a direct bond and X b is a sulfur atom, and X a Ga-CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR Xa =CR Xa - or -C(=O)-, and X b is a direct bond, or X a is a direct bond and X b Ga-CR Xa 2-, -CR Xa 2-CR Xa 2-, -CR X a =CR Xa - or a group represented by -C(=O)-, or X a is a direct bond and X b is a sulfur atom, and X a Ga-CR Xa 2-, -CR Xa 2-CR Xa2- or -CR Xa =CR Xa -, or X a is a direct bond and X b is a sulfur atom and X b is a direct bond, and X a Ga-CR Xa 2- and X b is a direct bond, or X a is a direct bond and X b is a sulfur atom is particularly preferred.

[0150] R Xa and R Xa’ are each independently preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and more preferably an alkyl group or an aryl group.

[0151] The metal complex represented by formula (1-A) is preferably a metal complex represented by formula (1-A1), a metal complex represented by formula (1-A2), or a metal complex represented by formula (1-A3), since the light-emitting element of this embodiment has better luminous efficiency.

[0152] R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 Examples and preferred ranges of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in the ring R B1 and ring R B2 The examples and preferred ranges of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in the substituent that may be possessed by the group are the same as those of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in the substituent that may be possessed by the group.

[0153] R 5 , R 6 , R 7 , R 8 , R 9 , R10 , R 11 and R 12 Examples of the substituents that each group may further have and the preferred ranges thereof are as follows: B1 and ring R B2 The examples and preferred ranges of the substituents which may be further possessed by the group are the same as those of the substituents which may be further possessed by the group.

[0154] R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 When is a group other than the groups represented by formula (DA), formula (DB), or formula (DC), it is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, or an aryl group, even more preferably a hydrogen atom, an alkyl group, or an aryl group, and particularly preferably a hydrogen atom.

[0155] R 6 , R 7 , R 8 and R 9 At least one of R is preferably an aryl group or a monovalent heterocyclic group (more preferably an aryl group), 7 and R 8 It is more preferable that at least one of the groups is an aryl group or a monovalent heterocyclic group (more preferably an aryl group).

[0156] In formula (1-A1), R 6 and X a , R 9 and X b , and R 10 and X b are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NRXa’ -, R 6 , R 9 and R 10 At least one of each is R Xa and / or R Xa’ and preferably bonded directly to each other or via a divalent group to form a ring together with the atom to which each is bonded. In formula (1-A2), R 5 and X a , R 6 and X a , R 9 and X b , and R 10 and X b are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NR Xa’ -, R 5 , R 6 , R 9 and R 10 At least one of each is R Xa and / or R Xa’ directly bonded to or bonded to via a divalent group, together with the atom to which each is bonded It is preferred that the ring is formed. In formula (1-A3), R 6 and X a , R 9 and X b , and R 12 and X a are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NR Xa’ -, R 6 , R 9 and R 12 At least one of each is RXa and / or R Xa’ and preferably bonded directly to each other or via a divalent group to form a ring together with the atom to which each is bonded.

[0157] The metal complex represented by formula (1-A) is preferably a metal complex represented by formula (1-A1-1), a metal complex represented by formula (1-A2-1), or a metal complex represented by formula (1-A3-1), since the light-emitting element of this embodiment has better luminous efficiency, and more preferably a metal complex represented by formula (1-A2-1).

[0158] [ka]

[0159] [In the formula, M, n 1 , n 2 , X a , X b , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and A 1 -G 1 -A 2 represents the same meaning as above. R 1 , R 2 , R 3 and R 4 R each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. 1 , R 2 , R 3 and R 4 When there are multiple R, they may be the same or different. 4 and R 5 may be bonded to each other to form a ring together with the atoms to which they are bonded. In formula (1-A1-1), R 4 and X a , R 6 and X a , R 9 and X b , and R 10 and X b teeth, They may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A2-1), R 5 and X a , R 6 and X a , R 9 and X b , and R 10 and X b may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A3-1), R 6 and X a , R 9 and X b , and R 12 and X a may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded.

[0160] R 1 , R 2 , R 3 and R 4 Examples and preferred ranges of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in 1 The examples and preferred ranges of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in the substituent that may be possessed by the group are the same as those of the aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group and halogen atom in the substituent that may be possessed by the group.

[0161] R 1 , R 2 , R 3 and R 4 Examples of the substituents that each group may further have and the preferred ranges thereof are as follows: 1The examples and preferred ranges of the substituents which may be further possessed by the group are the same as those of the substituents which may be further possessed by the group.

[0162] R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 At least one of the groups represented by formula (DA), formula (DB) or formula (DC) is preferably a group represented by formula (DA), formula (DB) or formula (DC), and R 1 , R 2 , R 3 and R 4 It is more preferable that at least one of R is a group represented by formula (DA), formula (DB) or formula (DC), 2 is more preferably a group represented by formula (DA), formula (DB) or formula (DC), and R 2 is particularly preferably a group represented by formula (DA) or formula (DB).

[0163] In formula (1-A1-1), R 4 and X a , R 6 and X a , R 9 and X b , and R 10 and X b are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NR Xa’ -, R 4 , R 6 , R 9 and R 10 At least one of each is R Xa and / or R Xa’ and preferably bonded directly to each other or via a divalent group to form a ring together with the atom to which each is bonded. In formula (1-A2-1), R 5 and X a , R 6 and X a , R 9 and X b , and R 10 and X b are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NR Xa’ -, R 5 , R 6 , R 9 and R 10 At least one of each is R Xa and / or R Xa’ and preferably bonded directly to each other or via a divalent group to form a ring together with the atom to which each is bonded. In formula (1-A3-1), R 6 and X a , R 9 and X b , and R 12 and X a are bonded to each other directly or via a divalent group to form a ring together with the atoms to which they are bonded, and X a and / or X b However, each independently, -CR Xa 2- or -NR Xa’ -, R 6 , R 9 and R 12 At least one of each is R Xa and / or R Xa’ and preferably bonded directly to each other or via a divalent group to form a ring together with the atom to which each is bonded.

[0164] Examples of the metal complex represented by formula (1) include metal complexes represented by the following formula:

[0165] [ka]

[0166] [ka]

[0167] [ka]

[0168] [ka]

[0169] [ka]

[0170] [ka]

[0171] [ka]

[0172] [ka]

[0173] [In the formula, Z A represents a group represented by -CH= or a group represented by -N=. Z A When there are multiple groups, they may be the same or different. Z B represents a group represented by -O- or a group represented by -S-. B When there are multiple, they may be the same or different.

[0174] The metal complex represented by formula (1) is described, for example, in "Journal of the American Chemical Society, Vol. 107, 1431-1432 (1985)" and "Journal of the American Chemical Society, Vol. The compound can be synthesized according to the methods described in "Journal of the Japanese Society, Vol. 106, 6647-6653 (1984)", JP-T-2004-530254, JP-A-2008-179617, JP-A-2011-105701, JP-T-2007-504272, WO 2006 / 121811, JP-A-2013-147450, and JP-A-2014-224101.

[0175] [Compound represented by formula (T-1)] The molecular weight of the compound represented by formula (T-1) is preferably 2×10 2 ~1×10 4 and more preferably 3×10 2 ~5×10 3 and more preferably 4×10 2 ~3×10 3 and particularly preferably 5 × 10 2 ~1.5×10 3 The compound represented by formula (T-1) is preferably a low molecular weight compound. The compound represented by formula (T-1) is also preferably a compound that does not contain a transition metal element (i.e., a compound that is composed of main group elements).

[0176] Ring L T1 The number of carbon atoms in the polycyclic aromatic hydrocarbon ring is usually 7 to 60, preferably 8 to 40, and more preferably 9 to 30, not including the number of carbon atoms in the substituent. It is more preferably 10 to 20.

[0177] Ring L T1 Examples of the polycyclic aromatic hydrocarbon ring in the formula (I) include the polycyclic aromatic hydrocarbon rings exemplified in the section on aromatic hydrocarbon groups above, and the aromatic hydrocarbon rings may have a substituent.T1 The polycyclic aromatic hydrocarbon ring in the above is preferably a bicyclic to heptacyclic aromatic hydrocarbon ring, more preferably a bicyclic to pentacyclic aromatic hydrocarbon ring, even more preferably a bicyclic or tricyclic aromatic hydrocarbon ring, and particularly preferably a tricyclic aromatic hydrocarbon ring, and these rings may have a substituent, since the light-emitting device of this embodiment has better luminous efficiency. T1 The polycyclic aromatic hydrocarbon ring in the formula (I) is preferably a polycyclic aromatic hydrocarbon ring containing a 5-membered ring or a 6-membered ring, since this provides the light-emitting element of this embodiment with better luminous efficiency, more preferably a polycyclic aromatic hydrocarbon ring containing a 6-membered ring, and even more preferably a polycyclic aromatic hydrocarbon ring containing a 5-membered ring and a 6-membered ring, and these rings may have a substituent.

[0178] Ring L T1 The polycyclic aromatic hydrocarbon ring in the formula (I) is preferably a naphthalene ring, an indene ring, an anthracene ring, a phenanthrene ring, a dihydrophenanthrene ring, or a fluorene ring, since the light-emitting element of this embodiment has even better photon efficiency. More preferably, it is a naphthalene ring, a dihydrophenanthrene ring, or a fluorene ring, and even more preferably a fluorene ring. These rings may have a substituent.

[0179] Ring L T1 The number of carbon atoms in the polycyclic heterocycle in the formula (I) is usually 2 to 60, preferably 5 to 40, more preferably 8 to 30, and even more preferably 10 to 20, not including the number of carbon atoms in the substituent. T1 The number of heteroatoms in the polycyclic heterocycle in the formula (I) is usually 1 to 30, preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3, not including the number of heteroatoms in the substituents. T1 The heteroatom of the polycyclic heterocycle in is preferably an oxygen atom, a sulfur atom or a nitrogen atom, more preferably a nitrogen atom. Ring L T1The polycyclic heterocycle in the formula (I) is preferably a polycyclic aromatic heterocycle, since the light emitting device of this embodiment has better luminous efficiency. The aromatic heterocycle may have a substituent. Ring L T1 Examples of the polycyclic heterocycle and polycyclic aromatic heterocycle in the above formula include the polycyclic heterocycles and polycyclic aromatic heterocycles exemplified in the section on heterocyclic groups, and these heterocycles may have a substituent. T1 The polycyclic heterocycle in the formula (I) is preferably a bicyclic to heptacyclic heterocycle (preferably an aromatic heterocycle), more preferably a bicyclic to pentacyclic heterocycle (preferably an aromatic heterocycle), still more preferably a bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle), and particularly preferably a tricyclic heterocycle (preferably an aromatic heterocycle), and these rings may have a substituent, since the light-emitting device of this embodiment has better luminous efficiency. T1 The polycyclic heterocycle in the formula (I) is preferably a polycyclic heterocycle containing a 5-membered ring or a 6-membered ring (preferably an aromatic heterocycle), more preferably a polycyclic heterocycle containing a 6-membered ring (preferably an aromatic heterocycle), and even more preferably a polycyclic heterocycle containing a 5-membered ring and a 6-membered ring (preferably an aromatic heterocycle), and these rings may have a substituent, since the light-emitting element of this embodiment has better luminous efficiency. Ring L T1 As the polycyclic heterocycle in the above, an azanaphthalene ring, a diazanaphthalene ring, a benzofuran ring, a benzothiophene ring, an indole ring, an azaindole ring, a diazaindole ring, a benzodiazole ring, a benzotriazole ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, an acridone ring, a phenazaborine ring, an azaanthracene ring, a diazaanthracene ring, or azaphenanthrene ring is preferable, since the light-emitting element of this embodiment has even better luminous efficiency. ring or diazaphenanthrene ring, more preferably an azanaphthalene ring, diazanaphthalene ring, dibenzofuran ring, dibenzothiophene ring, carbazole ring, azacarbazole ring, diazacarbazole ring, phenoxazine ring, phenothiazine ring, 9,10-dihydroacridine ring, 5,10-dihydrophenazine ring, acridone ring or phenazaborine ring, still more preferably a dibenzofuran ring, dibenzothiophene ring, carbazole ring, azacarbazole ring, diazacarbazole ring, phenoxazine ring, phenothiazine ring, 9,10-dihydroacridine ring or 5,10-dihydrophenazine ring, particularly preferably a dibenzofuran ring, dibenzothiophene ring or carbazole ring, and these rings may have a substituent.

[0180] Ring L T1 is preferably a bicyclic to heptacyclic aromatic hydrocarbon ring or a bicyclic to heptacyclic heterocycle (preferably an aromatic heterocycle), a bicyclic to pentacyclic aromatic hydrocarbon ring or a bicyclic to pentacyclic heterocycle (preferably an aromatic heterocycle), more preferably a bicyclic or tricyclic aromatic hydrocarbon ring or a bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle), particularly preferably a tricyclic aromatic hydrocarbon ring or a tricyclic heterocycle (preferably an aromatic heterocycle), and particularly preferably a tricyclic aromatic hydrocarbon ring, and these rings may have a substituent.

[0181] Ring L T1 The substituent that may be substituted is preferably a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, or a substituted amino group, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, even more preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, particularly preferably an alkyl group, a cycloalkyl group, or an aryl group, and particularly preferably an alkyl group or an aryl group, and these groups may further have a substituent.

[0182] Ring L T1 The alkyl group in the substituent that may be possessed by is preferably a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, or an octyl group, and more preferably a methyl group.

[0183] Ring L T1 The aryl group in the substituent that may be present in the group (A) is preferably a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring has been removed from a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon ring, since this provides a light-emitting element of this embodiment with better luminous efficiency; more preferably a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring has been removed from a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring; even more preferably a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring has been removed from benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene; particularly preferably a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring has been removed from benzene, naphthalene or fluorene; and particularly preferably a phenyl group, and these groups may have a substituent.

[0184] Ring L T1 The monovalent heterocyclic group in the substituent that may be contained in the group represented by the formula (I) is preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic or bicyclic to hexacyclic heterocycle, more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic, bicyclic or tricyclic heterocycle, and even more preferably furan, thiophene, oxadiazole, thiadiazole, pyrrole, diazole, triazole, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, benzofuran, benzothiophene, indole, azaindole, diazaindole, benzodiazole, benzotriazole, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, It is a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from phenoxazine, phenothiazine, 9,10-dihydroacridine, 5,10-dihydrophenazine, acridone, azaanthracene, diazaanthracene, azaphenanthrene, or diazaphenanthrene, and particularly preferred is pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine, or It is a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from 5,10-dihydrophenazine, particularly preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from pyridine, diazabenzene, triazine, carbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine, and particularly more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from pyridine, diazabenzene or triazine, and these groups may have a substituent.

[0185] Ring L T1 In the substituted amino group in the substituent that may be possessed by ring L, the substituent possessed by the amino group is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may further possess a substituent. Examples and preferred ranges of the aryl group in the substituent possessed by the amino group are as follows: T1 Examples and preferred ranges of the aryl group in the substituent that the amino group may have are the same as those of the ring L. T1 The examples and preferred range of the monovalent heterocyclic group in the substituent that may be possessed by the group are the same as those of the monovalent heterocyclic group.

[0186] Ring L T1The substituent that may be further substituted by the substituent that may be substituted by is preferably a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, even more preferably an alkyl group, a cycloalkyl group, or an aryl group, and particularly preferably an alkyl group or a cycloalkyl group. These groups may further substituted, but preferably do not further substituted.

[0187] Ring L T1 Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may further be possessed by the substituent that may be possessed by ring L are respectively T1 The examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group are the same as those of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group.

[0188] Ring L T2 Examples of the aromatic hydrocarbon ring in the formula (T-1) include a monocyclic aromatic hydrocarbon ring and a polycyclic aromatic hydrocarbon ring. A monocyclic aromatic hydrocarbon ring is preferred because it allows for easy synthesis of the compound represented by formula (T-1), and these rings may have a substituent. Ring L T2 In the aromatic hydrocarbon ring of the formula (I), the number of carbon atoms of the monocyclic aromatic hydrocarbon ring is preferably 6, not including the number of carbon atoms of the substituent. T2 In the aromatic hydrocarbon ring in the above formula, the monocyclic aromatic hydrocarbon ring is preferably a benzene ring which may have a substituent. Ring L T2 In the aromatic hydrocarbon ring in the above, examples and preferred ranges of the polycyclic aromatic hydrocarbon ring are ring L T1 The examples and preferred ranges of the polycyclic aromatic hydrocarbon ring are the same as those in the above.

[0189] Ring L T2The heterocycle in the formula (I) is preferably an aromatic heterocycle which may have a substituent, since the light-emitting device of this embodiment has better luminous efficiency. Ring L T2 Examples of the heterocycle in the above formula (I) include a monocyclic heterocycle and a polycyclic heterocycle. Since the light-emitting element of this embodiment has a higher luminous efficiency, a monocyclic aromatic heterocycle or a polycyclic aromatic heterocycle is preferred, and these rings may have a substituent. Ring L T2 The heterocycle in formula (T-1) is preferably a monocyclic heterocycle, more preferably a monocyclic aromatic heterocycle, because the compound represented by formula (T-1) can be easily synthesized, and these rings may have a substituent.

[0190] Ring L T2 In the heterocycle represented by the formula (I), examples of the monocyclic heterocycle and the monocyclic aromatic heterocycle include the monocyclic heterocycles and monocyclic aromatic heterocycles exemplified in the section on heterocyclic groups described above, and these rings may have a substituent. Ring L T2 In the heterocycles in the above formula, the number of carbon atoms in the monocyclic heterocycle and the monocyclic aromatic heterocycle is preferably 1 to 5, more preferably 2 to 5, and even more preferably 3 to 5, not including the number of carbon atoms in the substituent. T2 In the heterocycles represented by the formula (I), the number of heteroatoms in the monocyclic heterocycle and the monocyclic aromatic heterocycle is preferably 1 to 5, more preferably 1 to 3, not including the number of heteroatoms in the substituents.

[0191] Ring L T2 In the heterocycle in the above, the monocyclic heterocycle is preferably a 5-membered heterocycle (preferably an aromatic heterocycle) or a 6-membered heterocycle (preferably an aromatic heterocycle), more preferably a 6-membered heterocycle (preferably an aromatic heterocycle), and these rings may have a substituent. Ring L T2In the heterocycle in the formula (I), the monocyclic heterocycle is a furan ring, a thiophene ring, an oxadiazole ring, a thiadiazole ring, a pyrrole ring, a diazole ring, a triazole ring, a pyridine ring, a diazabenzene ring, or a triazine ring, because the light-emitting element of this embodiment has even better luminous efficiency. The monocyclic heterocycle is more preferably a pyridine ring, a diazabenzene ring, or a triazine ring, and even more preferably a pyridine ring. These rings may have a substituent.

[0192] Ring L T2 In the heterocycle in the above, examples and preferred ranges of polycyclic heterocycles include ring L T1 The examples and preferred ranges of the polycyclic heterocycle are the same as those in the above.

[0193] Ring L T2 is preferably a monocyclic or bicyclic to heptacyclic aromatic hydrocarbon ring or a monocyclic or bicyclic to heptacyclic heterocycle (preferably an aromatic heterocycle), since this provides a light-emitting element of this embodiment with better luminous efficiency; more preferably a monocyclic or bicyclic to pentacyclic aromatic hydrocarbon ring or a monocyclic or bicyclic to pentacyclic heterocycle (preferably an aromatic heterocycle); even more preferably a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring or a monocyclic, bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle); particularly preferably a monocyclic aromatic hydrocarbon ring or a monocyclic heterocycle (preferably an aromatic heterocycle); and particularly preferably a monocyclic aromatic hydrocarbon ring, and these rings may have a substituent.

[0194] Ring L T2 Examples of the substituents that may be possessed by ring L and the preferred range thereof are as follows: T1 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0195] Since the light emitting device of this embodiment has a higher luminous efficiency, T1 is a bicyclic or tricyclic aromatic hydrocarbon ring or a bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle), and ring L T2is preferably a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring or a monocyclic, bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle), and ring L T1 is a bicyclic or tricyclic aromatic hydrocarbon ring or a bicyclic or tricyclic heterocycle (preferably an aromatic heterocycle), and ring L T2 is more preferably a monocyclic aromatic hydrocarbon ring or a monocyclic heterocycle (preferably an aromatic heterocycle), and ring L T1 is a tricyclic aromatic hydrocarbon ring or a tricyclic heterocycle (preferably an aromatic heterocycle), and ring L T2 is a monocyclic aromatic hydrocarbon ring or a monocyclic heterocyclic ring (preferably an aromatic heterocyclic ring) It is more preferable that ring L T1 is a tricyclic aromatic hydrocarbon ring or a tricyclic heterocycle (preferably an aromatic heterocycle), and ring L T2 is particularly preferably a monocyclic aromatic hydrocarbon ring, and ring L T1 is a tricyclic aromatic hydrocarbon ring, and ring L T2 However, it is particularly preferred that the ring is a monocyclic aromatic hydrocarbon ring, and these rings may have a substituent.

[0196] R T1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, since this provides a light-emitting element of this embodiment with better luminous efficiency, more preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, even more preferably an aryl group or a monovalent heterocyclic group, and particularly preferably a monovalent heterocyclic group, and these groups may have a substituent. R T1 Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in T1 The examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group are the same as those of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group. R T1 Examples of the substituents that may be possessed by ring L and the preferred range thereof are as follows: T1 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0197] X T1 Examples of the divalent group in the formula (I) include an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, -N(R T1 a group represented by -B(R T1 a group represented by -P(R T1 a group represented by -(O=)P(R T1 Examples of the divalent group include a group represented by -(-')-, a group represented by -O-, a group represented by -S-, a group represented by -S(=O)-, a group represented by -S(=O)2-, and a group represented by -C(=O)-, and these groups may have a substituent. The divalent group includes groups in which a plurality of these groups are bonded together. X T1 Examples of the substituents that the divalent group in T1 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0198] X T1 In the divalent group shown in the formula (I), the arylene group is preferably a group obtained by removing two hydrogen atoms directly bonded to carbon atoms constituting the ring from a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon ring, more preferably a group obtained by removing two hydrogen atoms directly bonded to carbon atoms constituting the ring from a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring, even more preferably a group obtained by removing two hydrogen atoms directly bonded to carbon atoms constituting the ring from benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene, particularly preferably a group obtained by removing two hydrogen atoms directly bonded to carbon atoms constituting the ring from benzene, naphthalene or fluorene, and particularly preferably a phenylene group, and these groups may have a substituent.

[0199] X T1In the divalent group in the formula (I), the divalent heterocyclic group is preferably a group in which two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting the ring have been removed from a monocyclic or bicyclic to hexacyclic heterocycle, more preferably a group in which two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting the ring have been removed from a monocyclic, bicyclic or tricyclic heterocycle, and even more preferably pyridine, diazabenzene, triazine, azanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacrylamide, and particularly preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring (preferably carbon atoms) from pyridine, diazabenzene, triazine, carbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine, and particularly preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring (preferably carbon atoms) from pyridine, diazabenzene or triazine, and these groups may have a substituent.

[0200] X T1 In the divalent group, the alkylene group is preferably a methylene group, an ethylene group, or a propylene group, more preferably a methylene group, and these groups may have a substituent.

[0201] R T1 ' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. R T1is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, even more preferably an aryl group or a monovalent heterocyclic group, and particularly preferably an aryl group, and these groups may have a substituent. R T1 Examples of the substituents that may be possessed by ring L′ and the preferred range thereof are as follows: T1 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group. R T1 Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in ' are as follows: T1 The examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group are the same as those of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be possessed by the group.

[0202] X T1 In the formula (I), the divalent group is preferably an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, or —N(R T1 a group represented by -B(R T1 A group represented by -N(R ')-, a group represented by -O-, a group represented by -S-, or a group represented by -C(=O)-, and more preferably an alkylene group, a cycloalkylene group, or a -N(R T1 a group represented by -B(R T1 A group represented by -O-, a group represented by -S-, is more preferably an alkylene group, a cycloalkylene group, a group represented by -O- or a group represented by -S-, and is particularly preferably a group represented by -O- or a group represented by -S-, and these groups may have a substituent.

[0203] X T1 Examples of the substituents that the divalent group in T1 The examples and preferred ranges of the substituents that may be possessed by the group are the same as those of the substituents that may be possessed by the group.

[0204] X T1is preferably a single bond, since the light emitting element of this embodiment has better luminous efficiency.

[0205] Ring L T1 and Ring L T2 and may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1). T1 and Ring L T2 When X and X are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group include: T1 The examples and preferred ranges of the divalent group in

[0206] Ring L T1 and R T1 and may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1). T1 and R T1 When X and X are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group include: T1 The examples and preferred ranges of the divalent group in

[0207] Ring L T2 and R T1 and may be bonded directly or via a divalent group to form a ring, but in order to facilitate the synthesis of the compound represented by formula (T-1), it is preferred that they do not form a ring. It is preferable that the ring L T2 and R T1 When X and X are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group include: T1 The examples and preferred ranges of the divalent group in

[0208] Ring L T1 and X T1 and may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1).T1 and X T1 When X and X are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group include: T1 The examples and preferred ranges of the divalent group in

[0209] Ring L T2 and X T1 and may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1). T2 and X T1 When X and X are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group include: T1 The examples and preferred ranges of the divalent group in

[0210] Ring L T1 and R T1 Ring L′ may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1). T1 and R T1 When X ' and X ' are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group are as follows: T1 The examples and preferred ranges of the divalent group in

[0211] Ring L T2 and R T1 Ring L′ may be bonded directly or via a divalent group to form a ring, but it is preferable that they do not form a ring, as this facilitates the synthesis of the compound represented by formula (T-1). T2 and R T1 When X ' and X ' are bonded via a divalent group to form a ring, examples and preferred ranges of the divalent group are as follows: T1 The examples and preferred ranges of the divalent group in

[0212] Examples of the compound represented by formula (T-1) include compounds represented by the following formula:

[0213] [ka]

[0214] [ka]

[0215] [ka]

[0216] [ka]

[0217] [ka]

[0218] [ka]

[0219] [In the formula, Z 1 represents a group represented by -N= or a group represented by -CH=. Z 1 When there are multiple groups, they may be the same or different. Z 2 represents a group represented by -O- or a group represented by -S-. 2 When there are multiple, they may be the same or different.

[0220] The compound represented by formula (T-1) can be synthesized, for example, according to the methods described in WO 2010 / 136109 and WO 2008 / 056746.

[0221] [First composition] The first layer may be a layer containing a composition (hereinafter also referred to as the "first composition") including a metal complex represented by formula (1), a compound represented by formula (T-1), and at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light emitting material, and an antioxidant. However, in the first composition, the hole transport material, the hole injection material, the electron transport material, the electron injection material, and the light emitting material are different from the compound represented by formula (T-1). In the first composition, the light emitting material is different from the metal complex represented by formula (1).

[0222] [Hole transport material] The hole transport material is classified into a low molecular weight compound and a high molecular weight compound, and is preferably a high molecular weight compound. The hole transport material may have a crosslinking group.

[0223] Examples of the polymer compound include polyvinylcarbazole and its derivatives, and polyarylene and its derivatives having an aromatic amine structure in the side chain or main chain. The polymer compound may be a compound to which an electron-accepting moiety is bonded. Examples of the electron-accepting moiety include fullerene, tetrafluorotetracyanoquinodimethane, tetracyanoethylene, and trinitrofluorenone, with fullerene being preferred.

[0224] In the first composition, the blending amount of the hole transport material is usually 1 to 400 parts by mass, and preferably 5 to 150 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1). The hole transport material may be used alone or in combination of two or more kinds.

[0225] [Electron transport material] Electron transport materials are classified into low molecular weight compounds and high molecular weight compounds. The electron transport material may have a crosslinking group.

[0226] Examples of low molecular weight compounds include metal complexes having 8-hydroxyquinoline as a ligand, oxadiazole, anthraquinodimethane, benzoquinone, naphthoquinone, anthraquinone, tetracyanoanthraquinodimethane, fluorenone, diphenyldicyanoethylene, and diphenoquinone, as well as derivatives thereof.

[0227] Examples of the polymer compound include polyphenylene, polyfluorene, and derivatives thereof. The polymer compound may be doped with a metal.

[0228] In the first composition, the amount of the electron transport material is usually 1 to 400 parts by mass, and preferably 5 to 150 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1). The electron transporting materials may be used alone or in combination of two or more.

[0229] [Hole injection material and electron injection material] The hole injection material and the electron injection material are each classified into a low molecular weight compound and a high molecular weight compound. The hole injection material and the electron injection material may have a crosslinking group.

[0230] Examples of low molecular weight compounds include metal phthalocyanines such as copper phthalocyanine; carbon; metal oxides such as molybdenum and tungsten; and metal fluorides such as lithium fluoride, sodium fluoride, cesium fluoride, and potassium fluoride.

[0231] Examples of the polymer compound include polyaniline, polythiophene, polypyrrole, polyphenylene vinylene, polythienylene vinylene, polyquinoline, polyquinoxaline, and derivatives thereof; and conductive polymers such as polymers containing an aromatic amine structure in the main chain or side chain.

[0232] In the first composition, the blending amount of the hole injection material and the electron injection material is usually 1 to 400 parts by mass, and preferably 5 to 150 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1). The electron injection material and the hole injection material may each be used alone or in combination of two or more kinds.

[0233] [Ion doping] When the hole injection material or the electron injection material includes a conductive polymer, the electrical conductivity of the conductive polymer is preferably 1×10 -5 S / cm~1×10 3 In order to set the electrical conductivity of the conductive polymer in this range, the conductive polymer can be doped with an appropriate amount of ions.

[0234] The type of ion to be doped is an anion for a hole injection material, or a cation for an electron injection material. Examples of anions include polystyrene sulfonate ions, alkylbenzene sulfonate ions, and camphor sulfonate ions. Examples of cations include lithium ions, sodium ions, potassium ions, and tetrabutylammonium ions. The doping ions may be used singly or in combination of two or more kinds.

[0235] [Luminescent materials] Light-emitting materials are classified into low molecular weight compounds and high molecular weight compounds. The light-emitting material may have a crosslinking group.

[0236] Examples of low molecular weight compounds include naphthalene and its derivatives, anthracene and its derivatives, perylene and its derivatives, and triplet luminescent complexes having iridium, platinum, or europium as a central metal. Examples of triplet light-emitting complexes include the metal complexes shown below.

[0237] [ka]

[0238] Examples of the polymer compound include polymer compounds containing a phenylene group, a naphthalenediyl group, an anthracenediyl group, a fluorenediyl group, a phenanthrenediyl group, a dihydrophenanthrenediyl group, a group represented by the formula (X) described below, a carbazolediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a pyrenediyl group, and the like.

[0239] In the first composition, the amount of the luminescent material is usually 0.1 to 400 parts by mass, and preferably 5 to 150 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1). The light-emitting materials may be used alone or in combination of two or more.

[0240] [Antioxidants] The antioxidant may be any compound that is soluble in the same solvent as the metal complex represented by formula (1) and the compound represented by formula (T-1) and does not inhibit light emission and charge transport, and examples thereof include phenol-based antioxidants and phosphorus-based antioxidants.

[0241] In the first composition, the amount of the antioxidant is usually 0.001 to 10 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1). The antioxidants may be used alone or in combination of two or more.

[0242] [First Ink] A composition containing a metal complex represented by formula (1), a compound represented by formula (T-1), and a solvent (hereinafter also referred to as "first ink") can be suitably used in coating methods such as spin coating, casting, microgravure coating, gravure coating, bar coating, roll coating, wire bar coating, dip coating, spray coating, screen printing, flexographic printing, offset printing, inkjet printing, capillary coating, and nozzle coating.

[0243] The viscosity of the first ink may be adjusted depending on the type of application method. However, when the first ink is applied to a printing method in which the solution passes through a discharge device, such as inkjet printing, the viscosity is preferably 1 to 20 mPa s at 25°C, since this reduces clogging and deflection during discharge.

[0244] The solvent contained in the first ink is preferably a solvent that can dissolve or uniformly disperse the solid content in the ink. Examples of the solvent include chlorine-based solvents such as 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene, and o-dichlorobenzene; ether-based solvents such as tetrahydrofuran, dioxane, anisole, and 4-methylanisole; aromatic hydrocarbon-based solvents such as toluene, xylene, mesitylene, ethylbenzene, n-hexylbenzene, and cyclohexylbenzene; cyclohexane, methylcyclohexane, n-pentane, n-hexane, n-heptane, n-octane, n-nonane, n-decane, n-dodecane, and bicyclohexyl. ketone solvents such as acetone, methyl ethyl ketone, cyclohexanone, and acetophenone; ester solvents such as ethyl acetate, butyl acetate, ethyl cellosolve acetate, methyl benzoate, and phenyl acetate; polyhydric alcohol solvents such as ethylene glycol, glycerin, and 1,2-hexanediol; alcohol solvents such as isopropyl alcohol and cyclohexanol; sulfoxide solvents such as dimethyl sulfoxide; and amide solvents such as N-methyl-2-pyrrolidone and N,N-dimethylformamide. The solvent may be used alone or in combination of two or more kinds.

[0245] In the first ink, the amount of the solvent is typically 1,000 to 100,000 parts by mass, and preferably 2,000 to 20,000 parts by mass, relative to 100 parts by mass of the total of the metal complex represented by formula (1) and the compound represented by formula (T-1).

[0246] <Second layer> In the light-emitting element of this embodiment, the second layer is a layer containing a crosslinked product of a polymer compound (hereinafter also referred to as the "polymer compound of the second layer") that includes a structural unit having at least one crosslinking group selected from Group A of crosslinking groups. The second layer may contain only one type of crosslinked polymer compound of the second layer, or may contain two or more types.

[0247] In the light-emitting element of this embodiment, the number of types of crosslinked polymer compounds contained in the second layer is usually 1 to 10, and since this facilitates the production of the light-emitting element of this embodiment, it is preferably 1 to 5 types, more preferably 1 to 3 types, even more preferably 1 or 2 types, and particularly preferably 1 type.

[0248] The content of the crosslinked polymer compound in the second layer may be within a range that allows the second layer to function properly. The content of the crosslinked polymer compound in the second layer may be 1 to 100% by mass based on the total amount of the second layer, and is preferably 10 to 100% by mass, more preferably 30 to 100% by mass, even more preferably 50 to 100% by mass, particularly preferably 70 to 100% by mass, and especially preferably 90 to 100% by mass, since this provides a light-emitting device of this embodiment with better luminous efficiency.

[0249] [Crosslinked polymer compound of the second layer] The crosslinked polymer compound of the second layer can be obtained by crosslinking the polymer compound of the second layer by the method and conditions described below. In this embodiment, it is believed that the film quality of the second layer is improved by including a crosslinked polymer compound in which a specific crosslinking group (a crosslinking group selected from crosslinking group A) is crosslinked in the second layer. This improvement in film quality is believed to improve the light-emitting properties, charge transport properties, or charge injection properties of the light-emitting device of this embodiment, and thus the light-emitting device of this embodiment exhibits excellent light-emitting efficiency.

[0250] From the above viewpoints, in the polymer compound of the second layer, the crosslinking group selected from Group A of crosslinking groups is preferably a crosslinking group represented by formula (XL-1), (XL-9), (XL-10), (XL-16) or (XL-17), since this provides better crosslinkability for the polymer compound of the second layer and better luminous efficiency for the light-emitting element of this embodiment, more preferably a crosslinking group represented by formula (XL-1), (XL-16) or (XL-17), and even more preferably a crosslinking group represented by formula (XL-1). In the bridging group selected from the bridging group group A, examples and preferred ranges of the substituents that the bridging group may have are described in the Ar Y1 The examples and preferred ranges of the substituents that the group represented by the following formula may have are the same as those. The polymer compound of the second layer may contain only one type of crosslinking group selected from Group A of crosslinking groups, or may contain two or more types.

[0251] (Structural Unit Having at Least One Crosslinking Group Selected from Crosslinking Group A) The content of structural units having at least one crosslinking group selected from Group A of crosslinking groups in the polymer compound of the second layer is typically 0.1 to 100 mol % relative to the total amount of structural units contained in the polymer compound of the second layer. In order to achieve excellent stability and crosslinkability of the polymer compound of the second layer, the content is preferably 1 to 99 mol %, more preferably 2 to 90 mol %, even more preferably 3 to 70 mol %, and particularly preferably 5 to 50 mol %. The structural unit having at least one type of crosslinking group selected from Group A of crosslinking groups may be contained in the polymer compound of the second layer in one type or in two or more types.

[0252] The structural unit having at least one crosslinking group selected from Group A of crosslinking groups is preferably a structural unit represented by formula (Z) or a structural unit represented by formula (Z'), since the light-emitting element of this embodiment has better luminous efficiency.

[0253] A structural unit represented by the formula (Z) n is usually an integer of 1 to 10, and is preferably an integer of 1 to 7, more preferably an integer of 1 to 4, even more preferably 1 or 2, and particularly preferably 2, since the light-emitting element of this embodiment has better luminous efficiency. nA is usually an integer of 0 to 10, and is preferably an integer of 0 to 7, more preferably an integer of 0 to 4, even more preferably an integer of 0 to 2, and particularly preferably 0, since the light-emitting element of this embodiment has better luminous efficiency.

[0254] Ar 3 The hydrocarbon group in the formula (I) includes an aromatic hydrocarbon group which may have a substituent, and An aliphatic hydrocarbon group which may have a substituent is exemplified. Ar 3 The hydrocarbon group in the formula (I) includes groups in which a plurality of these groups are bonded.

[0255] Ar 3 Examples of the aliphatic hydrocarbon group in the formula (I) include groups in which n hydrogen atoms have been removed from an alkylene group or a cycloalkylene group, and preferably groups in which n hydrogen atoms have been removed from an alkylene group, and these groups may have a substituent.

[0256] Ar 3 The aromatic hydrocarbon group in the formula (I) includes a group in which n hydrogen atoms have been removed from an arylene group, and this group may have a substituent. Examples and preferred ranges of this arylene group include Ar Y1 Examples of the arylene group and preferred ranges thereof are as follows:

[0257] Ar 3 The heterocyclic group in the formula (I) includes a group in which n hydrogen atoms have been removed from a divalent heterocyclic group, and this group may have a substituent. Examples and preferred ranges of this divalent heterocyclic group are described below in Ar Y1 Examples of the divalent heterocyclic group and preferred ranges thereof are as follows:

[0258] Ar 3In the group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded, examples and preferred ranges of the hydrocarbon group and the heterocyclic group are respectively Ar 3 The examples and preferred ranges of the hydrocarbon group and heterocyclic group are the same as those in the above. Ar 3 Examples of the group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded include Ar Y1 and groups in which n hydrogen atoms have been removed from a group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded to each other.

[0259] Ar 3 is preferably a hydrocarbon group or a heterocyclic group, more preferably a hydrocarbon group, and even more preferably an aromatic hydrocarbon group, since this provides the light-emitting element of this embodiment with better luminous efficiency. These groups may have a substituent.

[0260] L A Examples of the arylene group represented by the formula (I) and a preferred range thereof include Ar Y1 Examples and preferred ranges of the arylene group represented by the following formula are given: A The arylene group represented by the formula (I) is preferably a phenylene group or a fluorenediyl group, and these groups may have a substituent.

[0261] L A Examples and preferred ranges of the divalent heterocyclic group represented by Ar Y1 The examples and preferred ranges are the same as those of the divalent heterocyclic group represented by the following formula:

[0262] L A is preferably an arylene group or an alkylene group, and more preferably a phenylene group, a fluorenediyl group, or an alkylene group, since this facilitates the synthesis of the polymer compound of the second layer, and these groups may have a substituent.

[0263] R' is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may have a substituent. Examples and preferred ranges of the aryl group and monovalent heterocyclic group in R' are described below in Ar Y1 The examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituent that may be possessed by are the same as those of the aryl group and monovalent heterocyclic group.

[0264] Ar 3 , L A Examples of the substituents that may be possessed by the groups represented by R' and R' and their preferred ranges are described later in the section on Ar Y1 The examples and preferred ranges of the substituents that may be possessed by the group represented by the formula: Examples and preferred ranges of the crosslinking group selected from Group A of crosslinking groups in X are the same as the examples and preferred ranges of the crosslinking group selected from Group A of crosslinking groups in the polymer compound of the second layer.

[0265] The structural unit represented by formula (Z) provides excellent stability and crosslinkability to the polymer compound of the second layer, and therefore preferably accounts for 0.5 to 80 mol %, more preferably 3 to 65 mol %, and even more preferably 5 to 50 mol %, of the total amount of structural units contained in the polymer compound of the second layer. The polymer compound of the second layer may contain only one type of constitutional unit represented by formula (Z), or may contain two or more types.

[0266] A structural unit represented by the formula (Z') mA is usually an integer of 0 to 10, and is preferably an integer of 0 to 7, more preferably an integer of 0 to 4, even more preferably an integer of 0 to 2, particularly preferably 0 or 1, and especially preferably 0, since the light-emitting element of this embodiment has better luminous efficiency. m is usually an integer of 0 to 10, and is preferably an integer of 0 to 7, more preferably an integer of 0 to 4, and even more preferably an integer of 0 to 2, since the light-emitting element of this embodiment has better luminous efficiency. c is usually an integer of 0 to 10, which facilitates the production of the polymer compound of the second layer and provides the light-emitting element of this embodiment with better luminous efficiency, and is therefore preferably an integer of 0 to 5, more preferably an integer of 0 to 2, even more preferably 0 or 1, and particularly preferably 0.

[0267] Ar 5 Examples and preferred ranges of the hydrocarbon group and heterocyclic group in 3 The examples and preferred ranges of the hydrocarbon group and heterocyclic group are the same as those in the above. Ar 5 Examples and preferred ranges of the group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded are: Ar 3 The examples and preferred ranges of the group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded are the same as those in the above. Ar 5 is preferably a hydrocarbon group or a heterocyclic group, more preferably a hydrocarbon group, and even more preferably an aromatic hydrocarbon group, since this provides the light-emitting element of this embodiment with better luminous efficiency. These groups may have a substituent.

[0268] Ar 4 and Ar 6 is preferably an arylene group which may have a substituent, since the light emitting device of this embodiment has better luminous efficiency. Ar 4 and Ar 6 Examples of the arylene group and a preferred range thereof are described later in the Ar X1 , Ar X2 , Ar X3 and Ar X4 The examples and preferred ranges of the arylene group are the same as those in the above. Ar 4 and Ar 6 Examples and preferred ranges of the divalent heterocyclic group in X1 , Ar X2 , Ar X3 and Ar X4 The examples and preferred ranges of the divalent heterocyclic group are the same as those in the above. Ar4 ~Ar 6 Examples of the substituents that the group represented by the formula (I) may have and the preferred range of the substituents are described later in the Ar Y1 The examples and preferred ranges of the substituents that may be possessed by the group represented by the formula:

[0269] K A Examples and preferred ranges of L A The examples and preferred ranges are the same as those of the above. Examples and preferred ranges of R'' are the same as examples and preferred ranges of R'.

[0270] Examples and preferred ranges of the crosslinking group selected from Group A of crosslinking groups represented by X' are the same as the examples and preferred ranges of the crosslinking group selected from Group A of crosslinking groups represented by X. Examples and preferred ranges of the aryl group and the monovalent heterocyclic group in X' are described below in R X1 , R X2 and R X3 The examples and preferred ranges of the aryl group and monovalent heterocyclic group in the above are the same as those in the above. X' is preferably a crosslinking group selected from Group A of crosslinking groups, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably a crosslinking group selected from Group A of crosslinking groups, an aryl group, or a monovalent heterocyclic group, and even more preferably a crosslinking group selected from Group A of crosslinking groups. It is a bridge group or an aryl group, and these groups may have substituents. Examples of the substituent that the group represented by X′ may have and the preferred range of the substituent are described later in the section Ar Y1 The examples and preferred ranges of the substituents that may be possessed by the group represented by the formula:

[0271] The structural unit represented by formula (Z') provides excellent stability to the polymer compound of the second layer and excellent crosslinkability to the polymer compound of the second layer, and therefore is preferably present in an amount of 0.5 to 50 mol %, more preferably 3 to 30 mol %, and even more preferably 5 to 20 mol %, relative to the total amount of structural units contained in the polymer compound of the second layer. The polymer compound of the second layer may contain only one type of constitutional unit represented by formula (Z'), or may contain two or more types.

[0272] Examples of the structural unit having at least one crosslinking group selected from Group A of crosslinking groups include structural units represented by the following formula: 2 has the same meaning as above. X A represents a crosslinking group selected from Group A of crosslinking groups. A When there are multiple X's, they may be the same or different. A The preferred range of is the same as the preferred range of the crosslinking group selected from Group A of crosslinking groups in the polymer compound of the second layer.

[0273] [ka]

[0274] [ka]

[0275] [ka]

[0276] [ka]

[0277] Other building blocks The polymer compound of the second layer is preferably a polymer compound containing at least one structural unit selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y) (hereinafter also referred to as "polymer compound (2')"), since this provides the light-emitting device of this embodiment with better luminous efficiency. The polymer compound (2') is a polymer compound that includes at least one structural unit selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y), and that includes a structural unit having at least one crosslinking group selected from group A of crosslinking groups. The polymer compound (2') is preferably a polymer compound comprising at least one structural unit selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y), and a structural unit having at least one crosslinking group selected from group A of crosslinking groups, because this provides the light-emitting device of this embodiment with better luminous efficiency. In the polymer compound (2'), the structural unit having at least one crosslinking group selected from Group A of crosslinking groups is preferably different from the structural unit represented by formula (X) and the structural unit represented by formula (Y). The polymer compound (2') preferably contains a structural unit represented by formula (Y), since this provides the light-emitting device of this embodiment with better luminous efficiency. The polymer compound (2') preferably contains a structural unit represented by formula (X) because it has excellent hole transport properties. The polymer compound (2') preferably contains a constitutional unit represented by formula (X) and a constitutional unit represented by formula (Y), since it has excellent hole transport properties and the light-emitting device of this embodiment has better luminous efficiency.

[0278] [ka]

[0279] [In the formula, a X1 and a X2 each independently represents an integer of 0 or greater. Ar X1 and Ar X3 each independently represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ar X2 and ArX4 are each independently an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ar X2 When a plurality of Ar are present, they may be the same or different. X4 When there are a plurality of groups, they may be the same or different. R X1 , R X2 and R X3 R each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. X2 When there are multiple R's, they may be the same or different. X3 When there are multiple, they may be the same or different.

[0280] [ka]

[0281] [In the formula, Ar Y1 represents an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. ]

[0282] When the polymer compound (2') contains a structural unit represented by formula (X), the content of the structural unit represented by formula (X) is usually 0.1 to 99 mol % relative to the total amount of structural units contained in the polymer compound (2'). In order to improve the hole transport property of the polymer compound (2') and to improve the luminous efficiency of the light-emitting element of this embodiment, the content is preferably 1 to 90 mol %, more preferably 5 to 80 mol %, even more preferably 10 to 70 mol %, and particularly preferably 20 to 60 mol %. The polymer compound (2') may contain only one type of constitutional unit represented by formula (X), or may contain two or more types.

[0283] When the polymer compound (2') contains a structural unit represented by formula (Y), the content of the structural unit represented by formula (Y) is typically 0.1 to 99 mol % relative to the total amount of structural units contained in the polymer compound (2'). In order to achieve better luminous efficiency of the light-emitting device of this embodiment, the content is preferably 0.5 to 95 mol %, more preferably 1 to 90 mol %, even more preferably 2 to 80 mol %, and particularly preferably 3 to 70 mol %. The polymer compound (2') may contain only one type of constitutional unit represented by formula (Y), or may contain two or more types.

[0284] A structural unit represented by the formula (Y) Ar Y1 The arylene group represented by the formula (I) is preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring from a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon ring, more preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring from a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring, still more preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring from benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene, and particularly preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring from benzene, phenanthrene, dihydrophenanthrene or fluorene, which may have a substituent, since the light-emitting element of this embodiment has better luminous efficiency.

[0285] Ar Y1 The divalent heterocyclic group represented by the formula (I) is preferably a group in which two hydrogen atoms directly bonded to atoms constituting the ring are removed from a monocyclic or bicyclic to hexacyclic heterocycle, more preferably a group in which two hydrogen atoms directly bonded to atoms constituting the ring are removed from a monocyclic, bicyclic or tricyclic heterocycle, and even more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, phenothiazine, 9, It is a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring (preferably carbon atoms or nitrogen atoms, more preferably carbon atoms) from 10-dihydroacridine or 5,10-dihydrophenazine, and particularly preferably a group obtained by removing two hydrogen atoms directly bonded to atoms constituting the ring (preferably carbon atoms or nitrogen atoms, more preferably carbon atoms) from pyridine, diazabenzene, triazine, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, or phenothiazine, which may have a substituent.

[0286] Ar Y1 In the divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded, the preferred ranges of the arylene group and the divalent heterocyclic group are, respectively, Ar Y1 The preferred ranges are the same as those of the arylene group and divalent heterocyclic group represented by the following formula:

[0287] Ar Y1 In the above, examples of the "divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded" include groups represented by the following formula: These may have a substituent.

[0288] [ka]

[0289] Ar Y1 is preferably an arylene group which may have a substituent, since this provides the light-emitting element of this embodiment with better luminous efficiency.

[0290] Ar Y1 The substituent that the group represented by the formula (I) may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a fluorine atom, more preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, even more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, particularly preferably an alkyl group, a cycloalkyl group, or an aryl group, and especially preferably an alkyl group or an aryl group, and these groups may further have a substituent.

[0291] Ar Y1 The aryl group in the substituent that the group represented by the formula (I) may have is preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon ring, more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic, bicyclic or tricyclic aromatic hydrocarbon ring, even more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene, and particularly preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from benzene, phenanthrene, dihydrophenanthrene or fluorene, which may further have a substituent, because the light-emitting element of this embodiment has better luminous efficiency.

[0292] Ar Y1The monovalent heterocyclic group in the substituent that may be possessed by the group represented by the formula (I) is preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic or bicyclic to hexacyclic heterocycle, more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from a monocyclic, bicyclic, or tricyclic heterocycle, still more preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, phenothiazine, 9,10-dihydroacridine, or 5,10-dihydrophenazine, and particularly preferably a group in which one hydrogen atom directly bonded to an atom constituting the ring has been removed from pyridine, diazabenzene, triazine, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, or phenothiazine, which may further have a substituent, since the light-emitting element of this embodiment has better luminous efficiency.

[0293] Ar Y1 In the substituted amino group in the substituent that the group represented by the formula (I) may have, the substituent that the amino group has is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may further have a substituent. Examples and preferred ranges of the aryl group and the monovalent heterocyclic group in the substituent that the amino group has are respectively given as Ar Y1 It is expressed as The examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituent that the group may have are the same as those of the aryl group and monovalent heterocyclic group.

[0294] Ar Y1The substituent that may be further possessed by the substituent that the group represented by the formula (I) may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a fluorine atom, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, still more preferably an alkyl group, a cycloalkyl group, or an aryl group, and particularly preferably an alkyl group or a cycloalkyl group. These groups may further have a substituent, but preferably do not have a further substituent. Ar Y1 Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that may be further substituted by the substituent that may be substituted by the group represented by the formula: Y1 The examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that the group represented by the following formula may have are the same as those of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that the group represented by the following formula may have.

[0295] The structural unit represented by formula (Y) is preferably a structural unit represented by formula (Y-1) or formula (Y-2), since the structural unit provides the light-emitting device of this embodiment with superior luminous efficiency.

[0296] [ka]

[0297] [In the formula, R Y1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a fluorine atom, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. When there are multiple R Y1 may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. X Y1 is -C(R Y2 )2-, -C(RY2 )=C(R Y2 )- or -C(R Y2 )2-C(R Y2 )2- represents a group represented by R Y2 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a fluorine atom, and these groups may have a substituent. When there are multiple such substituents, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. When there are multiple R Y2 may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded.

[0298] R Y1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, or an aryl group, and even more preferably a hydrogen atom or an alkyl group, and these groups may have a substituent.

[0299] In formula (Y-1), R Y1 At least one of (preferably R Y1 At least 2) is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a fluorine atom, since this provides a light-emitting element of this embodiment with better luminous efficiency; more preferably, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group; even more preferably, an alkyl group, a cycloalkyl group, or an aryl group; and particularly preferably, an alkyl group, which may have a substituent.

[0300] R Y2is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, since this provides a more excellent luminous efficiency to the light-emitting element of this embodiment, more preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, even more preferably an alkyl group, a cycloalkyl group, or an aryl group, and particularly preferably an alkyl group or an aryl group, and these groups may have a substituent.

[0301] X Y1 is preferably -C(R Y2 )2- or -C(R Y2 )2-C(R Y2 )2-, and more preferably, -C(R Y2 )2- is a group represented by the formula:

[0302] Examples of the structural unit represented by formula (Y) include structural units represented by the following formula: 1 and Z 2 represents the same meaning as above.

[0303] [ka]

[0304] [ka]

[0305] [ka]

[0306] [ka]

[0307] A structural unit represented by formula (X) a X1 and a X2is usually an integer of 0 to 10, and is preferably an integer of 0 to 5, more preferably an integer of 0 to 3, even more preferably an integer of 0 to 2, and particularly preferably 0 or 1, since the light-emitting element of this embodiment has better luminous efficiency.

[0308] R X1 , R X2 and R X3 is preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably an aryl group or a monovalent heterocyclic group, and even more preferably an aryl group, and these groups may have a substituent. R X1 , R X2 and R X3 Examples and preferred ranges of the aryl group and the monovalent heterocyclic group in Y1 The examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituent that may be possessed by the group represented by the following formula are the same as those of the aryl group and monovalent heterocyclic group.

[0309] Ar X1 , Ar X2 , Ar X3 and Ar X4 Examples and preferred ranges of the arylene group and the divalent heterocyclic group in Y1 The examples and preferred ranges of the arylene group and divalent heterocyclic group are the same as those in the above. Ar X2 and Ar X4 In the divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded, examples and preferred ranges of the arylene group and the divalent heterocyclic group are respectively Ar Y1 The examples and preferred ranges of the arylene group and divalent heterocyclic group are the same as those in the above. Ar X2 and Ar X4 In the above, examples of the divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded include Ar Y1 Examples of the divalent group include the same as the divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded to each other in the above formula. ArX1 , Ar X2 , Ar X3 and Ar X4 is preferably an arylene group which may have a substituent.

[0310] Ar X1 ~Ar X4 and R X1 ~R X3 Examples of the substituents that the group represented by the formula (I) may have and their preferred ranges are: Y1 The examples and preferred ranges of the substituents that may be possessed by the group represented by the formula:

[0311] Examples of the structural unit represented by formula (X) include structural units represented by the following formula: 2 has the same meaning as above.

[0312] [ka]

[0313] [ka]

[0314] [ka]

[0315] [ka]

[0316] Examples of the polymer compound for the second layer include polymer compounds P-1 to P-11 shown in Table 1. Here, "other" means a structural unit other than the structural unit represented by formula (Z), the structural unit represented by formula (Z'), the structural unit represented by formula (X), and the structural unit represented by formula (Y).

[0317] [Table 1]

[0318] The polymer compound of the second layer preferably does not have a vinyl group, more preferably does not have an alkenyl group, and even more preferably does not have an alkenyl group or a cycloalkenyl group. The polymer compound of the second layer may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or other form, but is preferably a copolymer obtained by copolymerizing multiple types of raw material monomers. The number average molecular weight of the polymer compound of the second layer in terms of polystyrene is preferably 5×10 3 ~1×10 6 and more preferably 1×10 4 ~5×10 5 and more preferably 2 × 10 4 ~1×10 5 The weight average molecular weight of the polymer compound of the second layer in terms of polystyrene is preferably 1×10 4 ~2×10 6 and more preferably 2×10 4 ~1×10 6 and more preferably 5 × 10 4 ~5×10 5 and particularly preferably 1 × 10 5 ~3×10 5 is.

[0319] Manufacturing method of the polymer compound of the second layer The polymer compound of the second layer can be produced using a known polymerization method described in, for example, Chem. Rev., Vol. 109, pp. 897-1091 (2009), and examples of such methods include polymerization by coupling reactions using transition metal catalysts, such as Suzuki reaction, Yamamoto reaction, Buchwald reaction, Stille reaction, Negishi reaction, and Kumada reaction. In the above polymerization method, examples of the method for charging the monomers include a method in which the entire amount of the monomers is charged into the reaction system all at once, a method in which a part of the monomers is charged and reacted, and then the remaining monomers are charged all at once, continuously or in portions, and a method in which the monomers are charged continuously or in portions. Examples of the transition metal catalyst include a palladium catalyst and a nickel catalyst. Post-treatment of the polymerization reaction can be carried out by any of the known methods, such as removing water-soluble impurities by liquid separation, or adding the reaction solution after the polymerization reaction to a lower alcohol such as methanol, filtering the precipitate, and then drying it, either alone or in combination. If the purity of the polymer compound in the second layer is low, it can be purified by a conventional method such as recrystallization, reprecipitation, continuous extraction using a Soxhlet extractor, or column chromatography.

[0320] [Second Composition] The second layer may be a layer containing a composition (hereinafter also referred to as "second composition") containing a crosslinked polymer compound of the second layer and at least one material selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light emitting material, and an antioxidant. In the second layer, the hole transport material, the hole injection material, the electron transport material, the electron injection material, and the light emitting material are different from the crosslinked polymer compound of the second layer. The second composition may contain one or more of the crosslinked polymer compound of the second layer, the hole transport material, the hole injection material, the electron transport material, the electron injection material, the light-emitting material, and the antioxidant. Examples and preferred ranges of the hole transport material, hole injection material, electron transport material, electron injection material, light-emitting material, and antioxidant contained in the second composition are the same as the examples and preferred ranges of the hole transport material, hole injection material, electron transport material, electron injection material, light-emitting material, and antioxidant contained in the first composition.

[0321] In the second composition, the total content of the crosslinked polymer compound, hole transport material, hole injection material, electron transport material, electron injection material, light-emitting material, and antioxidant in the second layer may be within a range that allows the second composition to function. The total content of the crosslinked polymer compound, hole transport material, hole injection material, electron transport material, electron injection material, light-emitting material, and antioxidant in the second layer may be, for example, 1 to 100 mass%, 10 to 100 mass%, 30 to 100 mass%, or more preferably 50 to 100 mass%, 70 to 100 mass%, or 90 to 100 mass%, based on the total amount of the second composition. In the second composition, the content of each of the hole transport material, hole injection material, electron transport material, electron injection material, and light emitting material is typically 1 to 1,000 parts by mass, relative to 100 parts by mass of the crosslinked polymer compound in the second layer. In the second composition, the content of the antioxidant is typically 0.001 to 10 parts by mass, relative to 100 parts by mass of the crosslinked polymer compound in the second layer.

[0322] (Second ink) The second layer can be formed, for example, using a composition containing the polymer compound of the second layer and a solvent (hereinafter also referred to as "second ink"). The second ink can be suitably used in the wet method described in the section on the first ink. The preferred range of viscosity of the second ink is the same as the preferred range of viscosity of the first ink. Examples and preferred ranges of solvents contained in the second ink are the same as the examples and preferred ranges of solvents contained in the first ink.

[0323] In the second ink, the content of the solvent is usually 1,000 to 100,000 parts by mass, assuming that the content of the polymer compound in the second layer is 100 parts by mass.

[0324] The second ink may further contain at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light emitting material, and an antioxidant. Examples and preferred ranges of the hole transport material, electron transport material, hole injection material, electron injection material, light-emitting material, and antioxidant that may further be contained in the second ink are the same as the examples and preferred ranges of the hole transport material, electron transport material, hole injection material, electron injection material, light-emitting material, and antioxidant contained in the second composition.

[0325] The content of each of the hole transport material, electron transport material, hole injection material, electron injection material, and light emitting material that may be further contained in the second ink is usually 1 to 1000 parts by mass, based on 100 parts by mass of the polymer compound in the second layer. The content of the antioxidant is usually 0.001 to 10 parts by mass, assuming that the content of the polymer compound in the second layer is 100 parts by mass.

[0326] <Light-emitting element> The light emitting element of this embodiment is a light emitting element having an anode, a cathode, and a first layer and a second layer provided between the anode and the cathode. The light emitting device of this embodiment may further include layers other than the anode, the cathode, the first layer, and the second layer.

[0327] The first layer is usually a light-emitting layer (hereinafter referred to as "first light-emitting layer"). The second layer is usually a hole injection layer, a hole transport layer, an emitting layer (i.e., an emitting layer separate from the first emitting layer, hereinafter referred to as the "second emitting layer"), or an electron transport layer, preferably a hole injection layer, a hole transport layer, or a second emitting layer, more preferably a hole injection layer or a hole transport layer, and even more preferably a hole transport layer.

[0328] It is preferable that the first layer and the second layer are adjacent to each other, since this will result in a higher luminous efficiency of the light-emitting device of this embodiment. The second layer is preferably a layer provided between the anode and the first layer, since this provides the light-emitting element of this embodiment with better luminous efficiency; more preferably a hole injection layer, a hole transport layer, or a second light-emitting layer provided between the anode and the first layer; still more preferably a hole injection layer or a hole transport layer provided between the anode and the first layer; and particularly preferably a hole transport layer provided between the anode and the first layer.

[0329] When the second layer is a second light-emitting layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from a hole injection layer and a hole transport layer between the anode and the second layer. Also, when the second layer is a second light-emitting layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from an electron injection layer and an electron transport layer between the cathode and the first layer.

[0330] When the second layer is a second light-emitting layer provided between the cathode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from a hole injection layer and a hole transport layer between the anode and the first layer. Also, when the second layer is a second light-emitting layer provided between the cathode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from an electron injection layer and an electron transport layer between the cathode and the second layer.

[0331] When the second layer is a hole transport layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include a hole injection layer between the anode and the second layer. Also, when the second layer is a hole transport layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from the group consisting of an electron injection layer and an electron transport layer between the cathode and the first layer.

[0332] When the second layer is a hole injection layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include a hole transport layer between the first and second layers. Also, when the second layer is a hole injection layer provided between the anode and the first layer, the light-emitting device of this embodiment has better luminous efficiency, and therefore it is preferable to further include at least one layer selected from the group consisting of an electron injection layer and an electron transport layer between the cathode and the first layer.

[0333] When the second layer is an electron transport layer provided between the cathode and the first layer, It is preferable that at least one layer selected from a hole injection layer and a hole transport layer is further provided between the anode and the first layer, since this will result in a more excellent luminous efficiency of the optical element. Also, when the second layer is an electron transport layer provided between the cathode and the first layer, it is preferable that an electron injection layer is further provided between the cathode and the second layer, since this will result in a more excellent luminous efficiency of the light-emitting element of this embodiment.

[0334] Specific examples of the layer structure of the light-emitting device of this embodiment include layer structures represented by (D1) to (D18). The light-emitting device of this embodiment usually has a substrate, but may have an anode layer stacked on the substrate, or a cathode layer stacked on the substrate.

[0335] (D1) Anode / second light-emitting layer (second layer) / first light-emitting layer (first layer) / cathode (D2) Anode / hole transport layer (second layer) / first light-emitting layer (first layer) / cathode (D3) Anode / hole injection layer / second light-emitting layer (second layer) / first light-emitting layer (first layer) / cathode (D4) Anode / hole injection layer / second light-emitting layer (second layer) / first light-emitting layer (first layer) / electron transport layer / cathode (D5) Anode / hole injection layer / second light-emitting layer (second layer) / first light-emitting layer (first layer) / electron injection layer / cathode (D6) Anode / hole injection layer / second light-emitting layer (second layer) / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode (D7) Anode / hole injection layer / hole transport layer (second layer) / first light-emitting layer (first layer) / cathode (D8) Anode / hole injection layer / hole transport layer (second layer) / first light-emitting layer (first layer) / electron transport layer / cathode (D9) Anode / hole injection layer / hole transport layer (second layer) / first light-emitting layer (first layer) / electron injection layer / cathode (D10) Anode / hole injection layer / hole transport layer (second layer) / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode (D11) Anode / hole injection layer / hole transport layer / second light-emitting layer (second layer) / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode (D12) Anode / hole injection layer / hole transport layer (second layer) / first light-emitting layer (first layer) / second light-emitting layer / electron transport layer / electron injection layer / cathode (D13) Anode / hole injection layer / hole transport layer / first emitting layer (first layer) / second emitting layer (second layer) / electron transport layer / electron injection layer / cathode (D14) Anode / hole injection layer / hole transport layer / first light-emitting layer (first layer) / electron transport layer (second layer) / electron injection layer / cathode (D15) Anode / hole injection layer / hole transport layer (second layer) / second light-emitting layer / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode (D16) Anode / hole injection layer (second layer) / first light-emitting layer (first layer) / cathode (D17) Anode / hole injection layer (second layer) / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode (D18) Anode / hole injection layer (second layer) / hole transport layer / first light-emitting layer (first layer) / electron transport layer / electron injection layer / cathode

[0336] In the above (D1) to (D18), " / " means that the layers before and after it are adjacent to each other. For example, "hole transport layer (second layer) / first light-emitting layer (first layer)" means that the hole transport layer (second layer) and the first light-emitting layer (first layer) are adjacent to each other.

[0337] In the light-emitting device of this embodiment, two or more layers of each of the anode, hole injection layer, hole transport layer, light-emitting layer, electron transport layer, electron injection layer, and cathode may be provided, if necessary. In this case, the materials constituting them may be the same or different. The thickness of each of the anode, hole injection layer, hole transport layer, first layer, second layer, light emitting layer, electron transport layer, electron injection layer, and cathode is usually 1 nm to 1 μm, preferably 2 nm to 500 nm, and more preferably 5 nm to 150 nm. In the light-emitting element of this embodiment, the order, number and thickness of the layers to be stacked may be adjusted taking into consideration the light-emitting efficiency and luminance life of the light-emitting element.

[0338] [First light-emitting layer] The first light-emitting layer is typically the first layer.

[0339] [Second light-emitting layer] The second light-emitting layer is usually a layer containing a second layer or a light-emitting material, and preferably a layer containing a light-emitting material. When the second light-emitting layer is a layer containing a light-emitting material, examples of the light-emitting material contained in the second light-emitting layer include the light-emitting materials that may be contained in the second composition described above. The light-emitting material contained in the second light-emitting layer may be one type alone or two or more types. When the light-emitting element of this embodiment has a second light-emitting layer, and the hole injection layer described below, the hole transport layer described below, and the electron transport layer described below are not the second layer, it is preferable that the second light-emitting layer is the second layer.

[0340] [Hole transport layer] The hole transport layer is the second layer or a layer containing a hole transport material, preferably the second layer. When the hole transport layer is a layer containing a hole transport material, examples of the hole transport material include the hole transport materials that may be contained in the second composition. The hole transport material contained in the hole transport layer may be one type alone or two or more types. When the light-emitting element of this embodiment has a hole transport layer and the hole injection layer described below, the second light-emitting layer described above, and the electron transport layer described below are not the second layer, it is preferable that the hole transport layer be the second layer.

[0341] [Electron transport layer] The electron transport layer is the second layer or a layer containing an electron transport material, preferably a layer containing an electron transport material. When the electron transport layer is a layer containing an electron transport material, examples of the electron transport material contained in the electron transport layer include the electron transport materials that may be contained in the second composition described above. The electron transport material contained in the electron transport layer may be one type alone or two or more types. When the light-emitting element of this embodiment has an electron transport layer, and the hole injection layer described below, the second light-emitting layer described above, and the hole transport layer described above are not the second layer, it is preferable that the electron transport layer be the second layer.

[0342] [Hole injection layer] The hole injection layer is the second layer or a layer containing a hole injection material, preferably a layer containing a hole injection material. When the hole injection layer is a layer containing a hole injection material, examples of the hole injection material contained in the hole injection layer include the hole injection material that may be contained in the second composition described above. The hole injection layer may contain one type of hole injection material alone, or two or more types of hole injection materials. When the light-emitting element of this embodiment has a hole injection layer, and the second light-emitting layer, the hole transport layer, and the electron transport layer are not the second layer, it is preferable that the hole injection layer is the second layer.

[0343] [Electron injection layer] The electron injection layer is a layer containing an electron injection material. Examples of the electron injection material contained in the electron injection layer include the electron injection material that may be contained in the second composition described above. The electron injection layer may contain one type of electron injection material alone, or two or more types of electron injection materials.

[0344] [Substrate / Electrode] The substrate in the light-emitting element is preferably a substrate that is not chemically changed during the formation of the electrodes and the organic layers. The substrate may be made of a material such as glass, plastic, silicon, etc. When an opaque substrate is used, it is preferable that the electrode farthest from the substrate is transparent or translucent.

[0345] Examples of materials for the anode include conductive metal oxides and translucent metals, and preferred are indium oxide, zinc oxide, and tin oxide; conductive compounds such as indium tin oxide (ITO) and indium zinc oxide; silver-palladium-copper composite (APC); NESA, gold, platinum, silver, and copper.

[0346] Cathode materials include, for example, metals such as lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, zinc, and indium; alloys of two or more of these; alloys of one or more of these with one or more of silver, copper, manganese, titanium, cobalt, nickel, tungsten, and tin; and graphite and graphite intercalation compounds. Examples of alloys include magnesium-silver alloy, magnesium-indium alloy, magnesium-aluminum alloy, indium-silver alloy, lithium-aluminum alloy, lithium-magnesium alloy, lithium-indium alloy, and calcium-aluminum alloy.

[0347] In the light-emitting device of this embodiment, at least one of the anode and the cathode is usually transparent or semi-transparent, and it is preferable that the anode is transparent or semi-transparent.

[0348] Examples of methods for forming the anode and cathode include vacuum deposition, sputtering, ion plating, plating, and lamination.

[0349] [Method of manufacturing light-emitting element] In the method for manufacturing a light-emitting element of this embodiment, the first layer, the second layer, and layers other than the first and second layers can be formed by dry methods such as vacuum deposition and the wet methods described in the section on the first ink when a low-molecular-weight compound is used, and by wet methods such as the wet methods described in the section on the first ink when a high-molecular-weight compound is used. In the method for manufacturing a light-emitting element of this embodiment, the first layer, the second layer, and layers other than the first and second layers can be formed by wet methods described in the section on the first ink using the various inks or inks containing various materials described above, or by dry methods such as vacuum deposition.

[0350] The first and second layers can be formed by dry or wet processes, with the wet process being preferred since it facilitates the manufacture of the light-emitting device of this embodiment. Examples of dry processes for forming the first and second layers include vacuum deposition. Examples of wet processes for forming the first and second layers include the wet process described in the section on the first ink.

[0351] When the first layer is formed by a wet process, it is preferable to use the first ink, since this makes it easier to manufacture the light-emitting device of the embodiment. It is preferable to form the film by the following method. When the second layer is formed by a wet process, it is preferable to use the second ink because this facilitates the manufacture of the light-emitting device of the embodiment. That is, it is preferable to form the second layer by a wet process using the second ink.

[0352] In the method for producing a light-emitting device of this embodiment, a layer containing a crosslinked polymer compound of the second layer (e.g., the second layer) can be formed, for example, by forming a layer containing a polymer compound of the second layer, and then heating or irradiating the layer with light (preferably heating) to crosslink the polymer compound of the second layer contained in the layer. When the polymer compound of the second layer is contained in the second layer in a crosslinked state (crosslinked polymer compound of the second layer), the layer is substantially insolubilized in a solvent. Therefore, a layer containing a crosslinked polymer compound of the second layer can be suitably used for laminating layers in the production of a light-emitting device of this embodiment.

[0353] From the above viewpoints, in the method for producing a light-emitting device of this embodiment, the step of forming the second layer preferably includes a step of forming a layer containing a polymer compound of the second layer, and then crosslinking the polymer compound of the second layer contained in the layer to form a second layer containing a crosslinked product of the polymer compound of the second layer. In the step of forming the second layer, the method of crosslinking the polymer compound of the second layer is preferably a method of crosslinking by heating or light irradiation, since this facilitates production of the light-emitting device of this embodiment, and more preferably a method of crosslinking by heating.

[0354] The heating temperature for crosslinking is usually 25°C to 300°C, preferably 50°C to 260°C, more preferably 130°C to 230°C, and even more preferably 180°C to 210°C. The heating time is usually 0.1 to 1000 minutes, preferably 0.5 to 500 minutes, more preferably 1 to 120 minutes, and even more preferably 10 to 60 minutes. The type of light used for the light irradiation is, for example, ultraviolet light, near ultraviolet light, or visible light.

[0355] The process for forming the second layer may be, for example, a method in which a layer is formed by a wet method using a second ink, and then the polymer compound of the second layer contained in the layer is crosslinked to form the second layer.

[0356] Methods for analyzing components contained in the first layer, the second layer, or layers other than the first and second layers include, for example, chemical separation analysis methods such as extraction, instrumental analysis methods such as infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS), and analytical methods that combine chemical separation analysis methods and instrumental analysis methods. The first layer, the second layer, or a layer other than the first and second layers can be subjected to solid-liquid extraction using an organic solvent such as toluene, xylene, chloroform, or tetrahydrofuran to separate the first layer, the second layer, or a layer other than the first and second layers into a component that is substantially insoluble in the organic solvent (insoluble component) and a component that is soluble in the organic solvent (soluble component). The insoluble component can be analyzed by infrared spectroscopy or nuclear magnetic resonance spectroscopy, and the soluble component can be analyzed by nuclear magnetic resonance spectroscopy or mass spectrometry.

[0357] The light-emitting device of this embodiment can be manufactured, for example, by sequentially stacking each layer on a substrate. Specifically, the light-emitting device can be manufactured by providing an anode on a substrate, then providing layers such as a hole injection layer and a hole transport layer thereon, then providing a light-emitting layer thereon, then providing layers such as an electron transport layer and an electron injection layer thereon, and then stacking a cathode on top of that. As another manufacturing method, the light-emitting device can be manufactured by providing a cathode on a substrate, then providing layers such as an electron injection layer, an electron transport layer, a light-emitting layer, a hole transport layer, and a hole injection layer thereon, and then stacking an anode on top of that. As yet another manufacturing method, the light-emitting device can be manufactured by providing an anode or an anode-side substrate in which each layer is stacked on the anode. The cathode can be produced by bonding the cathode material and the cathode or a cathode-side substrate having each layer laminated on a cathode, facing each other.

[0358] In the manufacture of the light-emitting element of this embodiment, when the materials used to form the hole injection layer, the light-emitting layer, the hole transport layer, the electron transport layer, and the electron injection layer are each soluble in a solvent used to form the hole injection layer, the light-emitting layer, the hole transport layer, the electron transport layer, and a layer adjacent to the electron injection layer, it is preferable to prevent the materials from dissolving in the solvent. Methods for preventing material dissolution include (i) using a material having a crosslinking group, or (ii) providing a difference in solubility in the solvent between adjacent layers. In the method (i), a layer is formed using a material having a crosslinking group, and then the crosslinking group is crosslinked to insolubilize the layer. In the method (ii), for example, when an electron transport layer is laminated on the light-emitting layer by utilizing the difference in solubility, the electron transport layer can be laminated on the light-emitting layer by using an ink that is less soluble in the light-emitting layer.

[0359] [Application] The light-emitting element of this embodiment can be suitably used as a light source for backlighting of a liquid crystal display device, a light source for illumination, an organic EL light source, and a display device for a computer, a television, a mobile terminal, etc. (for example, an organic EL display and an organic EL television). [Example]

[0360] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0361] In the examples, the polystyrene-equivalent number average molecular weight (Mn) and polystyrene-equivalent weight average molecular weight (Mw) of the polymer compound were determined by size exclusion chromatography (SEC) using tetrahydrofuran as the mobile phase. The SEC measurement conditions were as follows: The polymer compound to be measured was dissolved in tetrahydrofuran at a concentration of approximately 0.05% by mass, and 10 μL of the solution was injected into the SEC. The mobile phase was run at a flow rate of 2.0 mL / min. The column used was a PLgel MIXED-B (manufactured by Polymer Laboratories). The detector used was a UV-VIS detector (manufactured by Shimadzu Corporation, product name: SPD-10Avp).

[0362] In the examples, the energy levels of the lowest excited singlet state (S1) and lowest excited triplet state (T1) of the compounds were calculated using the quantum chemistry calculation program Gaussian09. As basis functions, 6-31G* was used for atoms other than iridium, and LANL2DZ was used for the iridium atom. The ground state structure of the compound was optimized using density functional theory, and the energy levels of the lowest excited singlet state (S1) and lowest excited triplet state (T1) were calculated using time-dependent density functional theory using the optimized structure. For metal complexes, linear alkyl groups with 5 or more carbon atoms (excluding the carbon atoms of substituents) were replaced with alkyl groups with 3 or fewer carbon atoms for calculations.

[0363] <Synthesis Example M> Synthesis of compounds M1 to M18 Compounds M1 and M11 were synthesized according to the method described in JP-A-2011-174062. Compound M2 was synthesized according to the method described in WO 2005 / 049546. Compound M3 was synthesized according to the method described in WO 2002 / 045184. Compound M4 was synthesized according to the method described in JP-A-2008-106241. Compound M5 was synthesized according to the method described in JP-A-2010-215886. Compound M6 was synthesized according to the method described in WO 2015 / 145871. Compound M7 was synthesized according to the method described in WO 2013 / 146806. Compound M8 was synthesized according to the method described in JP-A-2010-189630. Compound M9 was synthesized according to the method described in JP-A-2014-001328. Compounds M10, M13 and M16 to M18 were synthesized according to the method described in WO 2016 / 031639. Compound M12 was synthesized according to the method described in JP-A-2008-106241. Compounds M14 and M15 were synthesized according to the method described in WO 2013 / 191088.

[0364] [ka]

[0365] <Synthesis Example HTL> Polymer compounds HTL-1 to HTL-9, HTL-C1 and HTL- Synthesis of C2 The polymer compounds (copolymers) HTL-1 to HTL-9, HTL-C1, and HTL-C2 were synthesized using the compounds of the types and molar ratios shown in Table 2 by the synthesis methods shown in the same table. The Mn and Mw of the obtained polymer compounds are as shown in Table 2.

[0366] [Table 2]

[0367] <Synthesis Example R1> Synthesis of metal complexes R1 to R3 Metal complex R1 was synthesized according to the method described in WO 2015 / 105014. Metal complex R2 was synthesized according to the method described in WO 2021 / 019884. Metal complex R3 was synthesized according to the method described in WO 2016 / 043097.

[0368] [ka]

[0369] In the metal complex R1, the calculated energy levels of the lowest excited singlet state (S1) and the lowest excited triplet state (T1) using the simplified calculated structure R1a were S1 = 2.28 eV and T1 = 2.05 eV. In the metal complex R2, the calculated energy levels of the lowest excited singlet state (S1) and the lowest excited triplet state (T1) were S1=2.22 eV and T1=1.98 eV. In the metal complex R3, the calculated energy levels of the lowest excited singlet state (S1) and the lowest excited triplet state (T1) were S1=2.24 eV and T1=2.01 eV.

[0370] [ka]

[0371] <Synthesis Example H> Synthesis and acquisition of compounds H1 to H3, HC1 and HC2 Compound H1 was synthesized according to the method described in WO 2010 / 136109. Compound H2 was synthesized according to the method described in WO 2008 / 056746. Compounds H3, HC1 and HC2 were manufactured by Luminescence Technology.

[0372] [ka]

[0373] [ka]

[0374] Table 3 shows the calculation results of the energy levels of the lowest excited singlet state (S1) and the lowest excited triplet state (T1) of compounds H1 to H3, HC1, and HC2.

[0375] [Table 3]

[0376] Example D1 Fabrication and Evaluation of Light-Emitting Device D1 (Formation of anode and hole injection layer) An ITO film was formed on a glass substrate by sputtering to a thickness of 45 nm to form an anode. A hole injection material, ND-3202 (manufactured by Nissan Chemical Co., Ltd.), was spin-coated onto the anode to form a film of 65 nm thickness. The film was then heated on a hot plate at 240°C for 15 minutes in an air atmosphere to form a hole injection layer.

[0377] (Formation of the second layer) The polymer compound HTL-1 was dissolved in xylene at a concentration of 0.7% by mass. The resulting xylene solution was spin-coated onto the hole injection layer to form a 20 nm thick film. The second layer was then heated on a hot plate at 180°C for 60 minutes under a nitrogen gas atmosphere. This heating process crosslinked the polymer compound HTL-1.

[0378] (Formation of the first layer) Compound H1 and metal complex R1 (compound H1 / metal complex R1=92.5% by mass / 7.5% by mass) were dissolved in xylene so that the total concentration was 2% by mass. The resulting xylene solution was spin-coated onto the second layer to form a film with a thickness of 80 nm, and heated at 130°C for 10 minutes in a nitrogen gas atmosphere to form a first layer.

[0379] (Cathode formation) The substrate on which the first layer was formed was placed in a deposition machine. -4 After reducing the pressure to 100 Pa or less, sodium fluoride was deposited on the first layer to a thickness of about 4 nm, and then aluminum was deposited on the sodium fluoride layer to a thickness of about 80 nm to form a cathode. The substrate on which the cathode was formed was then sealed with a glass substrate to produce light-emitting device D1.

[0380] (Evaluation of light-emitting elements) EL light emission was observed by applying a voltage to the light-emitting element D1. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0381] Example D2 and Comparative Example CD1 Fabrication and Evaluation of Light-Emitting Devices D2 and CD1 Light-emitting devices D2 and CD1 were fabricated in the same manner as in Example D1 (formation of the first layer), except that the materials listed in Table 4 were used instead of "compound H1" in Example D1. EL emission was observed by applying a voltage to the light-emitting devices D2 and CD1. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0382] The results of Examples D1 and D2 and Comparative Example CD1 are shown in Table 4. The relative values ​​of the luminous efficiencies of the light-emitting elements D1 and D2 are shown when the luminous efficiency of the light-emitting element CD1 is set to 1.0.

[0383] [Table 4]

[0384] Example D3 Fabrication and Evaluation of Light-Emitting Device D3 A light-emitting device D3 was fabricated in the same manner as in Example D1 (formation of the first layer), except that "compound H2" was used instead of "compound H1". EL emission was observed by applying a voltage to the light-emitting device D3. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0385] <Comparative Example CD2> Fabrication and Evaluation of Light-Emitting Device CD2 A light-emitting device CD2 was fabricated in the same manner as in Example D1 (formation of the first layer), except that "compound HC2" was used instead of "compound H1". EL emission was observed by applying a voltage to the light-emitting device CD2. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0386] The results of Example D3 and Comparative Example CD2 are shown in Table 5. The relative values ​​of the luminous efficiency of the light-emitting element D3 are shown when the luminous efficiency of the light-emitting element CD2 is set to 1.0.

[0387] [Table 5]

[0388] Example D4 Fabrication and Evaluation of Light-Emitting Device D4 Light-emitting device D4 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-2" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D4. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0389] Example D5 Fabrication and Evaluation of Light-Emitting Device D5 A light-emitting device D5 was fabricated in the same manner as in Example D1 (formation of the first layer), except that "compound H3" was used instead of "compound H1". EL emission was observed by applying a voltage to the light-emitting device D5. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0390] <Comparative Example CD3> Fabrication and Evaluation of Light-Emitting Device CD3 A light-emitting device CD3 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-C1" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to the light-emitting device CD3. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0391] The results of Examples D4 and D5 and Comparative Example CD3 are shown in Table 6. The relative values ​​of the luminous efficiencies of the light-emitting elements D4 and D5 are shown when the luminous efficiency of the light-emitting element CD3 is set to 1.0.

[0392] [Table 6]

[0393] Example D6 Fabrication and Evaluation of Light-Emitting Device D6 In Example D1 (formation of the second layer), "polymer compound HTL-3" was used instead of "polymer compound HTL-1," and in Example D1 (formation of the first layer), " A light-emitting device D6 was fabricated in the same manner as in Example D1, except that "compound H3 and metal complex R2" were used instead of "compound H1 and metal complex R1." EL emission was observed by applying a voltage to the light-emitting device D6. The luminance of the light-emitting device D6 was 10 cd / m 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0394] Example D7 Fabrication and Evaluation of Light-Emitting Device D7 Light-emitting device D7 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-3" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D7. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0395] Example D8 Fabrication and Evaluation of Light-Emitting Device D8 Light-emitting device D8 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-3" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3 and metal complex R3" was used instead of "compound H1 and metal complex R1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D8. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0396] <Comparative Example CD4> Fabrication and Evaluation of Light-Emitting Device CD4 A light-emitting device CD4 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-C2" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to the light-emitting device CD4. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0397] The results of Examples D6 to D8 and Comparative Example CD4 are shown in Table 7. The relative values ​​of the luminous efficiency of the light-emitting elements D6 to D8 are shown when the luminous efficiency of the light-emitting element CD4 is set to 1.0.

[0398] [Table 7]

[0399] Example D9 Fabrication and Evaluation of Light-Emitting Device D9 Light-emitting device D9 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-4" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed when a voltage was applied to light-emitting device D9. 300cd / m of light-emitting element D9 2The luminous efficacy and CIE chromaticity coordinates were measured.

[0400] <Comparative Example CD5> Fabrication and Evaluation of Light-Emitting Device CD5 A light-emitting device CD5 was produced in the same manner as in Example D1, except that "polymer compound HTL-C2" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to the light-emitting device CD5. The luminescence intensity of the light-emitting device CD5 was 300 cd / m 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0401] The results of Example D9 and Comparative Example CD5 are shown in Table 8. The relative values ​​of the luminous efficiency of the light-emitting element D9 when the luminous efficiency of the light-emitting element CD5 is set to 1.0 are shown.

[0402] [Table 8]

[0403] Example D10: Fabrication and evaluation of light-emitting device D10 A light-emitting device D10 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-5" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to the light-emitting device D10. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0404] Example D11 Fabrication and Evaluation of Light-Emitting Device D11 Light-emitting device D11 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-6" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D11. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0405] Example D12 Fabrication and Evaluation of Light-Emitting Device D12 Light-emitting device D12 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-7" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D12. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0406] Example D13 Fabrication and evaluation of light-emitting device D13 Light-emitting device D13 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-8" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D13. The luminous element D13's 30 cd / m 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0407] Example D14 Fabrication and evaluation of light-emitting device D14 Light-emitting device D14 was fabricated in the same manner as in Example D1, except that "polymer compound HTL-9" was used instead of "polymer compound HTL-1" in Example D1 (formation of the second layer), and "compound H3" was used instead of "compound H1" in Example D1 (formation of the first layer). EL emission was observed by applying a voltage to light-emitting device D14. 2 The luminous efficacy and CIE chromaticity coordinates were measured.

[0408] The results of Examples D10 to D14 are shown in Table 9. The luminous efficiency of light-emitting elements D10 to D13 is shown as a relative value when the luminous efficiency of light-emitting element D14 is set to 1.0.

[0409] [Table 9]

[0410] In each of the devices of the above Examples and Comparative Examples, compounds H1 to H3, HC1 and HC2 were used as host materials having at least one function selected from hole injection, hole transport, electron injection and electron transport. In each of the devices of the above-mentioned Examples and Comparative Examples, the metal complexes R1 to R3 were used as guest materials having luminescence properties.

Claims

1. A light-emitting device having an anode, a cathode, and a first layer and a second layer provided between the anode and the cathode, the first layer is a layer containing a metal complex represented by formula (1) and a compound represented by formula (T-1), A light-emitting device, wherein the second layer is a layer containing a crosslinked product of a polymer compound that includes a structural unit having at least one crosslinking group selected from Group A of crosslinking groups. 【Chemical 1】 [In the formula, M represents a rhodium atom, a palladium atom, an iridium atom, or a platinum atom. n １ represents an integer of 1 or more, and n ２ represents an integer of 0 or more, provided that when M is a rhodium atom or an iridium atom, n １ +n ２ is 3, and when M is a palladium atom or a platinum atom, n １ +n ２ is 2. E １ and E ２ each independently represents a carbon atom or a nitrogen atom. １ and E ２ When there are a plurality of groups, they may be the same or different. Ring L １ represents an aromatic heterocycle, and the ring may have a substituent. When a plurality of the substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L １ When there are multiple groups, they may be the same or different. Ring L ２ represents a polycyclic aromatic hydrocarbon ring or a polycyclic aromatic heterocycle, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L ２ When there are multiple groups, they may be the same or different. Ring L １ and Ring L ２ may be bonded directly or via a divalent group to form a ring. A １ -G １ -A ２ represents an anionic bidentate ligand. １ and A ２ each independently represents a carbon atom, an oxygen atom, or a nitrogen atom, and these atoms may be atoms constituting a ring. １ is a single bond, or A １ and A ２ represents an atomic group constituting a bidentate ligand together with A. １ -G １ -A ２ When there are multiple groups, they may be the same or different. 【Chemistry 2】 [In the formula, Ring L Ｔ１ represents a polycyclic aromatic hydrocarbon ring or a polycyclic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L Ｔ２ represents an aromatic hydrocarbon ring or a heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. R Ｔ１ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. X Ｔ１ represents a single bond or a divalent group, and the group may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring L Ｔ１ and Ring L Ｔ２ and may be bonded directly or via a divalent group to form a ring. Ｔ１ and R Ｔ１ and may be bonded directly or via a divalent group to form a ring. Ｔ２ and R Ｔ１ and may be bonded directly or via a divalent group to form a ring. Ｔ１ and X Ｔ１ and may be bonded directly or via a divalent group to form a ring. Ｔ２ and X Ｔ１ may be bonded directly or via a divalent group to form a ring. (Bridging group A group) 【Chemistry 3】 [In the formula, R ＸＬ represents a methylene group, an oxygen atom, or a sulfur atom; n ＸＬ represents an integer of 0 to 5. ＸＬ When there are multiple n, they may be the same or different. ＸＬ When there are a plurality of groups, they may be the same or different. *1 indicates the bonding position. These bridging groups may have a substituent, and when there are a plurality of such substituents, they may be the same or different and bond to each other to form a ring together with the atoms to which they are bonded. It may be possible.]

2. 2. The light-emitting device according to claim 1, wherein the metal complex represented by formula (1) is a metal complex represented by formula (1-A). 【Chemistry 4】 [In the formula, M, n １ , n ２ , E １ , E ２ , ring L １ , and A １ -G １ -A ２ represents the same meaning as above. Ring R Ｂ１ and ring R Ｂ２ Each of R independently represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. Ring R Ｂ１ and ring R Ｂ２ When there are a plurality of groups, they may be the same or different. Ring L １ and Ring R Ｂ１ may be bonded directly or via a divalent group to form a ring. X ａ and X ｂ Each of X independently represents a direct bond or a divalent group, and the group may have a substituent. When a plurality of the substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. ａ and X ｂ When there are a plurality of groups, they may be the same or different. Ring R Ｂ１ and X ａ and may be bonded directly or via a divalent group to form a ring. Ｂ１ and X ｂ and may be bonded directly or via a divalent group to form a ring. Ｂ２ and X ａ and may be bonded directly or via a divalent group to form a ring. Ｂ２ and X ｂ may be bonded directly or via a divalent group to form a ring.

3. 3. The light-emitting device according to claim 2, wherein the metal complex represented by formula (1-A) is a metal complex represented by formula (1-A1), formula (1-A2), or formula (1-A3). 【Chemistry 5】 [In the formula, M, n １ , n ２ , ring L １ , X ａ , X ｂ , and A １ -G １ -A ２ represents the same meaning as above. R ５ , R ６ , R ７ , R ８ , R ９ , R １０ , R １１ and R １２ R each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. ５ , R ６ , R ７ , R ８ , R ９ , R １０ , R １１ and R １２ When a plurality of R are present, they may be the same or different. ６ and R ７ , R ７ and R ８ , R ８ and R ９ , R １０ and R １１ , R ５ and R １２ , and ring L １ and the substituent that R may have. ５ may be bonded to each other to form a ring together with the atoms to which they are bonded. In formula (1-A1), R ６ and X ａ , R ９ and X ｂ , and R １０ and X ｂ may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A2), R ５ and X ａ , R ６ and X ａ , R ９ and X ｂ , and R １０ and X ｂ may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded. In formula (1-A3), R ６ and X ａ , R ９ and X ｂ , and R １２ and X ａ may be bonded to each other directly or via a divalent group to form a ring together with the atom to which they are bonded.

4. The ring L １ is a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a diazole ring, or a triazole ring, and these rings may have a substituent, and when a plurality of the substituents are present, the substituents may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded.

5. The structural unit having at least one type of crosslinking group selected from the crosslinking group group A is a structural unit represented by formula (Z) or a structural unit represented by formula (Z'). The light-emitting device according to any one of claims 1 to 3. 【Chemistry 6】 [In the formula, n represents an integer of 1 or more. nA represents an integer of 0 or more. When a plurality of nAs are present, they may be the same or different. Ar ３ represents a hydrocarbon group, a heterocyclic group, or a group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. L Ａ represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -N(R')-, an oxygen atom, or a sulfur atom, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atom to which they are bonded. R' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atom to which they are bonded. L Ａ When there are multiple groups, they may be the same or different. X represents a crosslinking group selected from the crosslinking group Group A. When a plurality of X's are present, they may be the same or different. 【Chemistry 7】 [In the formula, mA, m, and c each independently represent an integer of 0 or more. When a plurality of mA are present, they may be the same or different. When there are multiple m's, they may be the same or different. It may be possible. Ar ５ represents a hydrocarbon group, a heterocyclic group, or a group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. ５ When there are multiple groups, they may be the same or different. Ar ４ and Ar ６ each independently represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atoms to which they are bonded. K Ａ represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -N(R'')-, an oxygen atom, or a sulfur atom, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atom to which they are bonded. R'' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different and may be bonded to each other to form a ring together with the atom to which they are bonded. K Ａ When there are multiple groups, they may be the same or different. X' represents a hydrogen atom, a bridging group selected from the bridging group Group A, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of X' are present, they may be the same or different. However, at least one X' is a bridging group selected from the bridging group Group A.]

6. The light-emitting element according to any one of claims 1 to 3, wherein the structural unit having at least one type of crosslinking group selected from the crosslinking group Group A is a structural unit having a group represented by formula (XL-1), formula (XL-16), or formula (XL-17).

7. 4. The light-emitting element according to claim 1, wherein the first layer further contains at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light-emitting material, and an antioxidant.

8. 4. The light-emitting element according to claim 1, wherein the first layer and the second layer are adjacent to each other.

9. 4. The light-emitting element according to claim 1, wherein the second layer is a layer provided between the anode and the first layer.

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