WO2023054108A1

WO2023054108A1 - Light-emitting element

Info

Publication number: WO2023054108A1
Application number: PCT/JP2022/035144
Authority: WO
Inventors: 敏明佐々田; 慎一稲員
Original assignee: 住友化学株式会社
Priority date: 2021-09-29
Filing date: 2022-09-21
Publication date: 2023-04-06
Also published as: JP2023050133A

Abstract

The present invention addresses the problem of providing a light-emitting element having excellent luminous efficiency.　This light-emitting element has: a positive electrode; a negative electrode; and a first layer and a second layer, both provided between the positive electrode and the negative electrode. The first layer contains: at least one compound (B-1) selected from a compound (B) having a fused heterocycle skeleton (b) including a boron atom and a nitrogen atom; and at least one compound (A-1) selected from compounds represented by formula (H-1). The second layer contains at least one compound (A-2) selected from compounds represented by formula (H-1). The molecular weight of the compound represented by formula (H-1) is 500 or more. At least one of the compounds (A-1) and at least one of the compounds (A-2) are the same. The first layer and the second layer are contiguous.

Description

light emitting element

The present invention relates to light emitting elements.

A light-emitting element such as an organic electroluminescence element can be suitably used for display and lighting applications. For example, Patent Document 1 describes a light-emitting element having only one layer containing compound H1 and compound B1. Further, Patent Documents 2 and 3 describe a light-emitting element having only one layer containing compound H2 and compound B1.

WO2019/225483 JP 2020-167393 A JP 2020-167149 A

However, the above light-emitting element does not always have sufficient light emission efficiency.
Accordingly, an object of the present invention is to provide a light-emitting element with excellent luminous efficiency.

The present invention provides the following [1] to [11].

[1]
A light emitting device having an anode, a cathode, a first layer provided between the anode and the cathode, and a second layer provided between the anode and the first layer,
The first layer is
at least one compound (B-1) selected from compounds (B) having a condensed heterocyclic skeleton (b) containing a boron atom and a nitrogen atom in the ring;
A layer containing at least one compound (A-1) selected from compounds represented by formula (H-1),
The second layer is a layer containing at least one compound (A-2) selected from compounds represented by formula (H-1),
The compound represented by the formula (H-1) has a molecular weight of 500 or more,
at least one of the compounds (A-1) and at least one of the compounds (A-2) are the same,
A light-emitting device, wherein the first layer and the second layer are adjacent to each other.

[In the formula,
Ar ^H1 and Ar ^H2 each independently represent an aryl group, a monovalent heterocyclic group or a substituted amino 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.
n ^H1 represents an integer of 0 or more.
L ^H1 represents a divalent 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. When multiple L ^H1 are present, they may be the same or different, and they may be directly bonded to each other or bonded via a divalent group to form a ring.
Ar ^H1 and Ar ^H2 may be directly bonded or bonded via a divalent group to form a ring. L ^H1 and Ar ^H1 may be directly bonded or bonded via a divalent group to form a ring. L ^H1 and Ar ^H2 may be directly bonded or bonded via a divalent group to form a ring. ]
[2]
[1], wherein the compound (B) is a compound represented by formula (1-1), a compound represented by formula (1-2), or a compound represented by formula (1-3). light-emitting element.

[In the formula,
Ar ¹ , Ar ² and Ar ³ each independently represent an aromatic hydrocarbon group or a 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.
Y ¹ represents a group represented by -N(Ry)-.
Y ² and Y ³ each independently represent a single bond, an oxygen atom, a sulfur atom, a selenium atom, a group represented by -N(Ry)-, a group represented by -B(Ry)-, an alkylene group, It represents a cycloalkylene group, an arylene group or a divalent 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.
Ry 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. When two or more Ry are present, they may be the same or different.
Y ¹ and Ar ¹ may be directly bonded or bonded via a divalent group to form a ring. Y ¹ and Ar ² may be directly bonded or bonded via a divalent group to form a ring. Y ² and Ar ¹ may be directly bonded or bonded via a divalent group to form a ring. Y ² and Ar ³ may be directly bonded or bonded via a divalent group to form a ring. Y ³ and Ar ² may be directly bonded or bonded via a divalent group to form a ring. Y ³ and Ar ³ may be directly bonded or bonded via a divalent group to form a ring. ]
[3]
The light-emitting device according to [2], wherein the Y ² and the Y ³ are an oxygen atom, a sulfur atom or a group represented by -N(Ry)-.
[4]
The light-emitting device according to [ ² ] or [3], wherein the Y 2 and the Y ³ are groups represented by -N(Ry)-.
[5]
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, 4].
[6]
a polymer compound in which the second layer comprises at least one structural unit selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y); The light-emitting device according to any one of [1] to [5], further comprising at least one selected from the group consisting of crosslinked compounds having a group.

[In the formula,
a ^X1 and a ^X2 each independently represent an integer of 0 or more.
Ar ^{1 X1} and Ar 2 ^X3 each independently represent an arylene group or a divalent 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.
Ar ^X2 and Ar ^X4 each independently represent 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 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 multiple Ar ^X2 are present, they may be the same or different. When multiple Ar ^X4 are present, they may be the same or different.
R ^X1 , R ^X2 and R ^X3 each independently represent 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. When multiple R ^X2 are present, they may be the same or different. When multiple R ^X3 are present, they may be the same or different. ]

[Wherein, Ar ^Y 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, The group 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. ]
[7]
the second layer is a layer containing a crosslinked compound of the crosslinkable group,
The light emitting device according to [6], wherein the compound having the crosslinkable group is a polymer compound containing a structural unit having the crosslinkable group.
[8]
The light-emitting device according to [7], wherein the structural unit having the cross-linking group is a structural unit represented by formula (Z) or a structural unit represented by formula (Z').

[In the formula,
n represents an integer of 1 or more.
nA represents an integer of 0 or more. When multiple nAs are present, they may be the same or different.
Ar ^Z 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 good. 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 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 have a substituent. You may have 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. When multiple L ^A are present, they may be the same or different.
X represents a cross-linking group. When there are multiple X's, they may be the same or different. ]

[In the formula,
mA, m and c each independently represent an integer of 0 or more. When multiple mA are present, they may be the same or different. When there are multiple m's, they may be the same or different.
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 good. 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 multiple Ar ⁵ are present, they may be the same or different.
Ar ⁴ and Ar ⁶ each independently represent an arylene group or a divalent 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 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 are substituents. may have. 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. When multiple K ^A are present, they may be the same or different.
X' represents a hydrogen atom, a bridging group, 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. When multiple X' are present, they may be the same or different. However, at least one X' is a bridging group. ]
[9]
the second layer is a layer containing a crosslinked compound of the crosslinkable group,
The light-emitting device according to [6], wherein the compound having a cross-linking group is a compound represented by formula (Z'').

[In the formula,
m ^B1 , m ^B2 and m ^B3 each independently represent an integer of 0 or more. When multiple ^mB1 are present, they may be the same or different. When multiple ^mB3 are present, they may be the same or different.
Ar ⁷ 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 good. 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 multiple Ar ⁷ are present, they may be the same or different.
L ^B1 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 are substituents may have 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. When multiple L ^B1 are present, they may be the same or different.
X'' represents a bridging group, 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. Multiple X'' may be the same or different. However, at least one of the plurality of X'' is a cross-linking group. ]
[10]
The light-emitting device according to any one of [6] to [9], wherein the cross-linking group is at least one cross-linking group selected from Group A of cross-linking groups.
(Crosslinking group A group)

[In the formula, R ^XL represents a methylene group, an oxygen atom or a sulfur atom, and n ^XL represents an integer of 0 to 5. When multiple R ^XL are present, they may be the same or different. When multiple ^nXL are present, they may be the same or different. *1 represents the binding position. These bridging groups may have substituents, and when there are multiple substituents, they may be the same or different, and are bonded to each other to form a ring together with the atoms to which they are bonded. may ]
[11]
The second 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, 10].

According to the present invention, it is possible to provide a light-emitting element with excellent luminous efficiency.

A preferred embodiment of the present invention will be described in detail below.

<Description of common terms>
Terms commonly used in this specification have the following meanings unless otherwise specified.

"Room temperature" means 25°C.
Me is a methyl group, Et is an ethyl group, Bu is a butyl group, i-Pr is an isopropyl group, and t-Bu is a tert-butyl group.
A hydrogen atom may be a deuterium atom or a protium atom.
In the formulas representing the metal complexes, solid lines representing bonds with the central metal mean ionic bonds, covalent bonds or coordinate bonds.

A "low-molecular-weight compound" means a compound having no molecular weight distribution and a molecular weight of 1×10 ⁴ or less.
A "polymer compound" means a polymer having a molecular weight distribution and a polystyrene-equivalent number average molecular weight of 1×10 ³ or more (for example, 1×10 ³ to 1×10 ⁸ ).
A "structural unit" means a unit that exists at least one in a polymer compound. Two or more structural units present in a polymer compound are generally called "repeating units".
The polymer compound may be 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 because if the polymerization active group remains as it is, there is a possibility that the light-emitting properties, etc., will be lowered when the polymer compound is used for the production of a light-emitting device. . The terminal group of the polymer compound is preferably a group conjugated to the main chain of the polymer compound, for example, an aryl group or 1 valent heterocyclic groups.

The "alkyl group" may be either linear or branched. The number of carbon atoms in the linear alkyl group is generally 1-50, preferably 1-20, more preferably 1-10, not including the number of carbon atoms in the substituents. The number of carbon atoms in the branched alkyl group is usually 3-50, preferably 3-20, more preferably 4-10, not including the number of carbon atoms in the substituent.
The alkyl group may have a substituent. Examples of alkyl groups include methyl group, ethyl group, propyl group, isopropyl group, butyl group, 2-butyl group, isobutyl group, tert-butyl group, pentyl group, isoamyl group, 2-ethylbutyl group, hexyl group and heptyl. octyl, 2-ethylhexyl, 3-propylheptyl, decyl, 3,7-dimethyloctyl, 2-ethyloctyl, 2-hexyldecyl and dodecyl groups. In addition, alkyl groups are groups in which some or all of the hydrogen atoms in these groups are substituted with substituents (e.g., trifluoromethyl group, pentafluoroethyl group, perfluorobutyl group, perfluorohexyl group, perfluorohexyl group, fluorooctyl group, 3-phenylpropyl group, 3-(4-methylphenyl)propyl group, 3-(3,5-di-hexylphenyl)propyl group and 6-ethyloxyhexyl group).
The number of carbon atoms in the "cycloalkyl group" is usually 3-50, preferably 3-20, more preferably 4-10, not including the number of carbon atoms in the substituents.
A cycloalkyl group may have a substituent. Cycloalkyl groups include, for example, cyclohexyl groups and groups in which some or all of the hydrogen atoms in the groups are substituted with substituents.
The number of carbon atoms in the "alkylene group" is generally 1-20, preferably 1-15, more preferably 1-10, not including the number of carbon atoms in the substituents.
The alkylene group may have a substituent. The alkylene group includes, for example, methylene group, ethylene group, propylene group, butylene group, hexylene group, octylene group, and groups in which some or all of the hydrogen atoms in these groups are substituted with substituents.
The number of carbon atoms in the "cycloalkylene group" is usually 3 to 20, preferably 4 to 10, more preferably 5 to 7, not including the number of carbon atoms in substituents.
A cycloalkylene group may have a substituent. The cycloalkylene group includes, for example, a cyclohexylene group and a group in which some or all of the hydrogen atoms in the group are substituted with substituents.

“Aromatic hydrocarbon group” means a group obtained by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from an aromatic hydrocarbon. A group obtained by removing one hydrogen atom directly bonded to a carbon atom constituting a ring from an aromatic hydrocarbon is also referred to as an "aryl group". A group obtained by removing two hydrogen atoms directly bonded to carbon atoms forming a ring from an aromatic hydrocarbon is also referred to as an "arylene group".
The number of carbon atoms in the aromatic hydrocarbon group is generally 6-60, preferably 6-40, more preferably 6-20, not including the number of carbon atoms in the substituents.
The "aromatic hydrocarbon group" includes, for example, monocyclic aromatic hydrocarbons (e.g., benzene), or polycyclic aromatic hydrocarbons (e.g., naphthalene, indene, naphthoquinone, indenone and tetralone; tricyclic aromatic hydrocarbons such as anthracene, phenanthrene, dihydrophenanthrene, fluorene, anthraquinone, phenanthoquinone and fluorenone; benzoanthracene, benzophenanthrene and benzofluorene. tetracyclic aromatic hydrocarbons; pentacyclic aromatic hydrocarbons such as dibenzoanthracene, dibenzophenanthrene, dibenzofluorene, indenofluorene and benzofluoranthene; hexacyclic aromatic hydrocarbons such as spirobifluorene ; and seven-ring aromatic hydrocarbons such as benzospirobifluorene and acenaphthofluoranthene). mentioned. Aromatic hydrocarbon groups include groups in which a plurality of these groups are bonded. The aromatic hydrocarbon group may have a substituent.

An "alkoxy group" may be either linear or branched. The straight-chain alkoxy group usually has 1 to 40 carbon atoms, preferably 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, not including the carbon atoms of the substituents. The number of carbon atoms in the branched alkoxy group is usually 3-40, preferably 3-20, more preferably 4-10, not including the number of carbon atoms in the substituent.
The alkoxy group may have a substituent. Examples of alkoxy groups include methoxy, ethoxy, isopropyloxy, butyloxy, hexyloxy, 2-ethylhexyloxy, 3,7-dimethyloctyloxy, lauryloxy, and hydrogen in these groups. Groups in which some or all of the atoms are substituted with substituents are included.
The number of carbon atoms in the "cycloalkoxy group" is usually 3-40, preferably 3-20, more preferably 4-10, not including the number of carbon atoms in the substituents.
A cycloalkoxy group may have a substituent. Cycloalkoxy groups include, for example, cyclohexyloxy groups and groups in which some or all of the hydrogen atoms in the groups are substituted with substituents.
The number of carbon atoms in the "aryloxy group" is usually 6-60, preferably 6-40, more preferably 6-20, not including the number of carbon atoms in the substituents.
The aryloxy group may have a substituent. Examples of the aryloxy group include phenoxy group, naphthyloxy group, anthracenyloxy group, pyrenyloxy group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents.

A “heterocyclic group” means a group obtained by removing one or more hydrogen atoms directly bonded to atoms (carbon atoms or heteroatoms) constituting a ring from a heterocyclic compound. Among the heterocyclic groups, an "aromatic heterocyclic group", which is a group obtained by removing one or more hydrogen atoms directly bonded to atoms constituting a ring from an aromatic heterocyclic compound, is preferred. A group obtained by removing p hydrogen atoms (p represents an integer of 1 or more) directly bonded to atoms constituting a ring from a heterocyclic compound is also referred to as a "p-valent heterocyclic group". A group obtained by removing p hydrogen atoms directly bonded to atoms constituting a ring from an aromatic heterocyclic compound is also referred to as a "p-valent aromatic heterocyclic group".
Examples of the "aromatic heterocyclic compound" include compounds in which the heterocycle itself exhibits aromaticity, such as azole, thiophene, furan, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, and carbazole, and phenoxazine. , phenothiazine, benzopyran, and the like, compounds in which an aromatic ring is condensed to a heterocyclic ring, even if the heterocyclic ring itself does not exhibit aromaticity.
The number of carbon atoms in the heterocyclic group is generally 1-60, preferably 2-40, more preferably 3-20, not including the number of carbon atoms in the substituent. 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 still more preferably 1 to 3. is.
Heterocyclic groups include, for example, monocyclic heterocyclic compounds such as furan, thiophene, oxadiazole, thiadiazole, pyrrole, diazole, triazole, tetrazole, pyridine, diazabenzene and triazine, or Polycyclic heterocyclic compounds (e.g. azanaphthalene, diazanaphthalene, benzofuran, benzothiophene, indole, azaindole, diazaindole, benzodiazole, benzothiadiazole, benzotriazole, benzothiophene dioxide, benzothiophene oxide and bicyclic heterocyclic compounds such as benzopyranone; dibenzofuran, dibenzothiophene, dibenzothiophene dioxide, dibenzothiophene oxide, dibenzopyranone, dibenzoborol, dibenzosilol, dibenzophosphole, dibenzoselenophene, carbazole, azacarbazole , diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine, 5,10-dihydrophenazine, acridone, phenazaborine, phenophosphadine, phenoselenazine, phenazacillin, azaanthracene, diazaanthracene, azaphenanthrene and diaza tricyclic heterocyclic compounds such as phenanthrene; tetracyclic heterocyclic compounds such as hexaazatriphenylene, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran and benzonaphthothiophene; dibenzocarbazole, India Pentacyclic heterocyclic compounds such as locarbazole, indenocarbazole, azaindolocarbazole, diazaindolocarbazole, azaindenocarbazole and diazaindenocarbazole; carbazolocarbazole, benzoindolocarbazole and benzoindenocarbazole Hexacyclic heterocyclic compounds such as; and heptacyclic heterocyclic compounds such as dibenzoindolocarbazole and dibenzoindenocarbazole. Groups excluding one or more are included. Heterocyclic groups include groups in which multiple of these groups are bonded. The heterocyclic group may have a substituent.

"Halogen atom" means a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

The "amino group" may have a substituent, preferably a substituted amino group (that is, a secondary amino group or a tertiary amino group, more preferably a tertiary amino group). Preferred substituents on the amino group are alkyl groups, cycloalkyl groups, aryl groups and monovalent heterocyclic groups, and these groups may further have substituents. When the amino group has a plurality of 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 each is bonded.
Substituted amino groups include, for example, dialkylamino groups, dicycloalkylamino groups, diarylamino groups, and groups in which some or all of the hydrogen atoms in these groups are further substituted with substituents.
Examples of substituted amino groups include dimethylamino group, diethylamino group, diphenylamino group, bis(methylphenyl)amino group, bis(3,5-di-tert-butylphenyl)amino group, and hydrogen in these groups. Groups in which some or all of the atoms are further substituted with substituents are included.

An "alkenyl group" may be either linear or branched. The straight-chain alkenyl group usually has 2 to 30 carbon atoms, preferably 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms, not including the carbon atoms of the substituents. The number of carbon atoms in the branched alkenyl group is generally 3-30, preferably 4-20, more preferably 4-10, not including the number of carbon atoms in the substituent.
The number of carbon atoms in the "cycloalkenyl group" is generally 3-30, preferably 4-20, more preferably 5-10, not including the number of carbon atoms in the substituents.
Alkenyl groups and cycloalkenyl groups may have a substituent. Examples of alkenyl groups include vinyl group, 1-propenyl group, 2-butenyl group, 3-butenyl group, 3-pentenyl group, 4-pentenyl group, 1-hexenyl group, 5-hexenyl group, 7-octenyl group, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents. The cycloalkenyl group includes, for example, 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 are substituted with substituents. .
An "alkynyl group" may be either linear or branched. The number of carbon atoms in the alkynyl group is usually 2-30, preferably 3-10, not including the carbon atoms of the substituents. The number of carbon atoms in the branched alkynyl group is generally 4-30, preferably 4-10, not including the carbon atoms of the substituents.
The number of carbon atoms in the "cycloalkynyl group" is usually 4-30, preferably 4-10, not including the carbon atoms of the substituents.
The alkynyl group and cycloalkynyl group may have a substituent. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 2-butynyl, 3-butynyl, 3-pentynyl, 4-pentynyl, 1-hexynyl, 5-hexynyl, and groups in which some or all of the hydrogen atoms in these groups have been substituted with substituents. Cycloalkynyl groups include, for example, cyclooctynyl groups and groups in which some or all of the hydrogen atoms in the groups are substituted with substituents.

A "crosslinking group" is a group that can generate a new bond by subjecting it to heating, ultraviolet irradiation, near-ultraviolet irradiation, visible light irradiation, infrared irradiation, radical reaction, or the like. The cross-linking group is preferably at least one cross-linking group selected from Group A of cross-linking groups (that is, at least one group selected from groups represented by formulas (XL-1) to (XL-19)). .

The "substituent" includes, for example, 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, Alkenyl groups, cycloalkenyl groups, alkynyl groups and cycloalkynyl groups are included. A substituent may be a bridging group. In addition, when multiple substituents are present, they may be the same or different. In addition, when there are multiple substituents, they may bond with each other to form a ring together with the atoms to which they are bonded, but preferably do not form a ring.

The "divalent group" includes, for example, an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -N(R ⁰ )-, represented by -B(R ⁰ )- group represented by -P(R ⁰ )-, group represented by -(O=)P(R ⁰ )-, group represented by -O-, 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)- are mentioned. A divalent group includes groups in which a plurality of these groups are bonded. A divalent group 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 ⁰ represents a hydrogen atom or a substituent.
R ⁰ includes, for example, 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. , 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 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.

In this specification, the absolute value of the difference between the energy level of the lowest triplet excited state and the energy level of the lowest singlet excited state (hereinafter also referred to as “ΔE _ST ”) is calculated by the following method. is required. First, the ground state of the compound is structurally optimized by density functional theory at the B3LYP level. At that time, 6-31G* is used as a basis function. Then, using the obtained optimized structure, _ΔEST of the compound is calculated by time-dependent density functional theory at the B3LYP level. However, when 6-31G* contains an atom that cannot be used, LANL2DZ is used for that atom. Gaussian09 is used as a quantum chemical calculation program.

<First layer>
In the light-emitting device of the present embodiment, the first layer includes at least one compound (B-1) selected from the compounds (B) and at least one compound selected from the compounds represented by the formula (H-1). It is a layer containing the compound (A-1) of
The first layer may contain one type of compound (B-1) alone, or may contain two or more types. The first layer may contain one type of compound (A-1) alone, or may contain two or more types.

The total content of compound (B-1) and compound (A-1) in the first layer may be within a range in which the function of the first layer is exhibited. The total content of the compound (B-1) and the compound (A-1) in the first layer may be, for example, 1 to 100% by mass based on the total amount of the first layer. is preferably 10 to 100% by mass, more preferably 30 to 100% by mass, even more preferably 50 to 100% by mass, and particularly preferably 70 to 100% by mass. %, particularly preferably 90 to 100% by mass.
The content of the compound (B-1) in the first layer may be within a range in which the function as the first layer is exhibited. The content of the compound (B-1) in the first layer is, for example, 0.01 to 99 when the total content of the compound (B-1) and the compound (A-1) is 100 parts by mass. The amount is preferably 0.1 to 90 parts by mass, more preferably 0.5 to 70 parts by mass, and still more preferably 1 to 50 parts by mass, because the light emitting device of the present embodiment has better luminous efficiency. 3 to 30 parts by mass, particularly preferably 5 to 20 parts by mass.

In the first layer, compound (A-1) preferably physically, chemically or electrically interacts with compound (B-1). This interaction makes it possible, for example, to improve or adjust the emission properties, charge transport properties, or charge injection properties of the light emitting device of this embodiment.
In the light-emitting device of the present embodiment, if the light-emitting material is explained as an example, the compound (A-1) and the compound (B-1) electrically interact, By efficiently transferring electrical energy to 1), the compound (B-1) can be caused to emit light more efficiently, and the luminous efficiency of the light-emitting device of the present embodiment is more excellent.

From the above viewpoint, the luminous efficiency of the light-emitting device of the present embodiment is more excellent in the first layer, and therefore the compound (A-1) has a hole injection property, a hole transport property, an electron injection property, and an electron transport property. It is preferred to have at least one function selected.
From the above point of view, if the light-emitting material in the first layer is used as an example, the compound (B-1) preferably has light-emitting properties because the light-emitting element of the present embodiment has superior light-emitting efficiency.
From the above viewpoint, in the first layer, the lowest excited singlet state (S ₁ ) possessed by the compound (A-1) has superior luminous efficiency of the light-emitting device of the present embodiment. It is preferably at an energy level higher than the lowest excited singlet state (S ₁ ).
From the above viewpoint, in the first layer, the lowest excited triplet state (T ₁ ) possessed by the compound (A-1) is superior in the luminous efficiency of the light-emitting device of the present embodiment. An energy level higher than the lowest excited triplet state (T ₁ ) is preferred.

The compound (A-1) preferably exhibits solubility in a solvent capable of dissolving the compound (B-1), since the light-emitting device of this embodiment can be produced by a wet method. .

In the first layer, the compound (A-1) is preferably a host material or guest material, preferably a host material.
In the first layer, the compound (B-1) is preferably a host material or guest material, preferably a guest material.

In the light-emitting device of this embodiment, the host material means a material that physically, chemically or electrically interacts with the guest material. This interaction makes it possible, for example, to improve or adjust the emission properties, charge transport properties, or charge injection properties of the light emitting device of this embodiment.
In the light-emitting element of the present embodiment, taking the light-emitting material as an example, the host material and the guest material electrically interact with each other, and electric energy is efficiently transferred from the host material to the guest material. Light can be emitted more efficiently, and the luminous efficiency of the light-emitting element of this embodiment is more excellent.

From the above viewpoint, in the light-emitting device of this embodiment, the luminous efficiency of the light-emitting device of this embodiment is superior, so the host material is selected from hole injection properties, hole transport properties, electron injection properties, and electron transport properties. It preferably has at least one function.
From the above point of view, if the light-emitting material in the light-emitting element of the present embodiment is used as an example, the light-emitting element of the present embodiment has superior luminous efficiency, so the guest material preferably has light-emitting properties.
From the above point of view, in the light-emitting device of this embodiment, the lowest excited triplet state (T ₁ ) of the host material has superior luminous efficiency of the light-emitting device of this embodiment, so the lowest excited triplet state of the guest material An energy level higher than (T ₁ ) is preferred.
From the above point of view, in the light-emitting device of this embodiment, the lowest excited singlet state (S ₁ ) of the host material has superior luminous efficiency of the light-emitting device of this embodiment, so the lowest excited singlet state of the guest material An energy level higher than (S ₁ ) is preferred.

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 is It is sufficient if it is within the range where the function as 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 is, for example, the first It may be 1 to 100% by mass based on the total amount of the layer, and is preferably 10 to 100% by mass, more preferably 30 to 100% by mass. more preferably 50 to 100% by mass, particularly preferably 70 to 100% by mass, particularly preferably 90 to 100% by mass.
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 is It is acceptable as long as it is within the range of In the light emitting device of the present 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 is the total content of the host material and the guest material. When the amount is 100 parts by mass, for example, it is 0.01 to 99 parts by mass, and since the luminous efficiency of the light emitting device of the present embodiment is more excellent, it is preferably 0.1 to 90 parts by mass, more preferably It is 0.5 to 70 parts by mass, more preferably 1 to 50 parts by mass, particularly preferably 3 to 30 parts by mass, and most preferably 5 to 20 parts by mass.

As the host material, since the light-emitting device of this embodiment can be produced by a wet method, it is preferable that the host material is soluble in a solvent capable of dissolving the guest material.

[Compound (B)]
Compound (B) is a compound having a condensed heterocyclic skeleton (b) containing a boron atom and a nitrogen atom in the ring.
In the compound (B), at least one of the nitrogen atoms contained in the condensed heterocyclic skeleton (b) is preferably a nitrogen atom that does not form a double bond. It is more preferable that all of the nitrogen atoms in the group are nitrogen atoms that do not form double bonds.
The compound (B) is preferably a compound containing no transition metal element (that is, a compound composed only of typical elements).

The number of carbon atoms in the condensed heterocyclic skeleton (b) is usually 1 to 60, preferably 5 to 40, more preferably 7 to 35, still more preferably 7 to 35, not including the number of carbon atoms in the substituents. is 10-30, particularly preferably 10-25, most preferably 15-25.
The number of heteroatoms in the condensed heterocyclic skeleton (b) is usually 2 to 30, preferably 2 to 15, more preferably 2 to 10, still more preferably 2 to 10, not including the number of heteroatoms in the substituents. is 2 to 5, particularly preferably 2 or 3.
The number of boron atoms in the condensed heterocyclic skeleton (b) is usually 1 to 10, preferably 1 to 5, more preferably 1 to 3, not including the number of boron atoms in the substituents, and further 1 is preferred.
The number of nitrogen atoms in the condensed heterocyclic skeleton (b) is usually 1 to 20, preferably 1 to 10, more preferably 1 to 5, and still more preferably 1 to 5, not including the number of nitrogen atoms in the substituents. is 1 to 3, particularly preferably 2.

The condensed heterocyclic skeleton (b) preferably contains a nitrogen atom that does not form a double bond with a boron atom in the ring because the luminous efficiency of the light emitting device of the present embodiment is more excellent.

The condensed heterocyclic skeleton (b) is preferably a 3- to 12-ring condensed heterocyclic skeleton (preferably a 4- to 12-ring condensed heterocyclic skeleton), since the light-emitting device of the present embodiment has superior luminous efficiency. It is preferably a 5- to 12-ring condensed heterocyclic ring skeleton.), more preferably a 3- to 10-ring condensed heterocyclic ring skeleton (preferably a 4- to 10-ring condensed heterocyclic ring skeleton, more preferably 5 to 10-ring condensed heterocyclic skeleton), more preferably 3- to 8-ring condensed heterocyclic skeleton (preferably 4- to 8-ring condensed heterocyclic skeleton, more preferably 5- to 8-ring condensed heterocyclic skeleton). A heterocyclic ring skeleton.), particularly preferably a 3- to 6-ring condensed heterocyclic ring skeleton (preferably a 4- to 6-ring condensed heterocyclic ring skeleton, more preferably a 5- or 6-ring condensed heterocyclic ring skeleton). ), and a pentacyclic condensed heterocyclic skeleton is particularly preferred.

The condensed heterocyclic skeleton (b) can also be said to be a compound having a heterocyclic group (b') containing the condensed heterocyclic skeleton (b).

The heterocyclic group (b') is a polycyclic heterocyclic compound containing a boron atom and a nitrogen atom in the ring, from which one or more hydrogen atoms directly bonded to the atoms constituting the ring are removed. and the group may have a substituent.
In the heterocyclic group (b′), a polycyclic heterocyclic compound is preferably combined with a nitrogen atom that does not form a double bond with a boron atom, because the light emitting device of the present embodiment has superior luminous efficiency. It is a polycyclic heterocyclic compound containing in the ring.
In the heterocyclic group (b′), a polycyclic heterocyclic compound is preferably a 3- to 12-ring heterocyclic compound (preferably a 4- to 12 ring heterocyclic compounds, more preferably 5 to 12 ring heterocyclic compounds.), more preferably 3 to 10 ring heterocyclic compounds (preferably 4 to 10 A cyclic heterocyclic compound, more preferably a 5- to 10-ring heterocyclic compound.), more preferably a 3- to 8-ring heterocyclic compound (preferably a 4- to 8-ring is a heterocyclic compound of the formula, more preferably a 5- to 8-ring heterocyclic compound.), particularly preferably a 3- to 6-ring heterocyclic compound (preferably a 4- to 6-ring and more preferably a penta- or six-ring heterocyclic compound), particularly preferably a pentacyclic heterocyclic compound.

Examples of substituents that the heterocyclic group (b′) may have include halogen atoms, cyano groups, alkyl groups, cycloalkyl groups, alkoxy groups, cycloalkoxy groups, aryloxy groups, aryl groups, monovalent heterocyclic groups. A cyclic group or a substituted amino group is preferable, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group or a substituted amino group is more preferable, an alkyl group, a cycloalkyl group, an aryl group, A monovalent heterocyclic group or a substituted amino group is more preferred, and an alkyl group, cycloalkyl group or aryl group is particularly preferred, and these groups may further have a substituent.

The aryl group in the substituent optionally possessed by the heterocyclic group (b′) is preferably a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon to an atom constituting the ring. A group excluding one directly bonded hydrogen atom, more preferably a monocyclic, bicyclic or tricyclic aromatic hydrocarbon in which one hydrogen atom directly bonded to a ring-constituting atom is more preferably benzene, naphthalene, anthracene, phenanthrene or fluorene from which one hydrogen atom directly bonded to a ring-constituting atom has been removed, particularly preferably a phenyl group; The group may have a substituent.
The monovalent heterocyclic group in the substituent that the heterocyclic group (b') may have is preferably a monocyclic or bicyclic to hexacyclic heterocyclic compound, A group in which one hydrogen atom directly bonded to a constituent atom is removed, and one hydrogen atom directly bonded to a ring-constituting atom is removed from a monocyclic, bicyclic or tricyclic heterocyclic compound. more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, phenoxazine or phenothiazine, excluding one hydrogen atom directly bonded to a ring-constituting atom groups, particularly preferably carbazole, dibenzofuran, dibenzothiophene, phenoxazine or phenothiazine, excluding one hydrogen atom directly bonded to a ring-constituting atom, particularly preferably carbazole, phenoxazine or It is a group obtained by removing one hydrogen atom directly bonded to an atom constituting a ring from phenothiazine, and these groups may have a substituent. The monovalent heterocyclic group in the substituents optionally possessed by the heterocyclic group (b') is a group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from pyridine, diazabenzene or triazine. may be present, and the group may have a substituent.
In the substituted amino group in the substituent optionally possessed by the heterocyclic group (b′), the substituent possessed by the amino group is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group. The group may further have a substituent. Examples and preferred ranges of the aryl group and the monovalent heterocyclic group in the substituents of the amino group are, respectively, the aryl group and the monovalent heterocyclic ring in the substituents that the heterocyclic group (b') may have It is the same as the example and preferred range of the group.

Substituents which the heterocyclic group (b′) may further have include halogen atoms, cyano groups, alkyl groups, cycloalkyl groups, alkoxy groups, cycloalkoxy groups, aryl An oxy group, an aryl group, a monovalent heterocyclic group or a substituted amino group is preferred, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group is more preferred, an alkyl group, a cycloalkyl group or An aryl group is more preferred, and an alkyl group or a cycloalkyl group is particularly preferred. These groups may further have a substituent, but preferably have no further substituent.
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent which the heterocyclic group (b′) may further have are The same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituents that the cyclic group (b') may have.

A "nitrogen atom that does not form a double bond" means a nitrogen atom that is bonded to three other atoms via single bonds.
"Containing a nitrogen atom that does not form a double bond in the ring" means -N(-R ^N )- (wherein R ^N represents a hydrogen atom or a substituent) or the formula:

It means that the group represented by is included.

The compound (B) is preferably a thermally activated delayed fluorescence (TADF) compound, since the luminous efficiency of the light emitting device of this embodiment is superior.

_ΔEST of compound (B) may be 2.0 eV or less, 1.5 eV or less, 1.0 eV or less, or 0.80 eV or less, It is preferably 0.60 eV or less, more preferably 0.55 eV or less, and still more preferably 0.50 eV or less, since the light emitting device of the present embodiment has superior luminous efficiency. _ΔEST of compound (B) may be 0.001 eV or more, 0.01 eV or more, 0.10 eV or more, or 0.20 eV or more. , 0.30 eV or more, or 0.40 eV or more.

Compound (B) is preferably a low-molecular-weight compound.
The molecular weight of compound (B) is preferably 1×10 ² to 5×10 ³ , more preferably 2×10 ² to 3×10 ³ , still more preferably 3×10 ² to 1.5×10 ³ , particularly preferably 4×10 ² to 1×10 ³ .

Compound (B) is preferably a compound represented by formula (1-1), formula (1-2) or formula (1-3), since the light-emitting device of the present embodiment has superior luminous efficiency. , Formula (1-2) or Formula (1-3), more preferably a compound represented by Formula (1-2).

Ar ¹ , Ar ² and Ar ³ are preferably monocyclic or bicyclic to hexacyclic aromatic hydrocarbons, or monocyclic or A group obtained by removing one or more hydrogen atoms directly bonded to atoms constituting a ring from a bicyclic to hexacyclic heterocyclic compound, more preferably monocyclic, bicyclic or tricyclic A group obtained by removing one or more hydrogen atoms directly bonded to the atoms constituting the ring from an aromatic hydrocarbon or a monocyclic, bicyclic or tricyclic heterocyclic compound, more preferably , a group obtained by removing one or more hydrogen atoms directly bonded to the atoms constituting the ring from a monocyclic aromatic hydrocarbon or a monocyclic heterocyclic compound, particularly preferably benzene, pyridine or diazabenzene is a group obtained by removing one or more hydrogen atoms directly bonded to ring-constituting atoms from benzene, and particularly preferably a group obtained by removing one or more hydrogen atoms directly bonded to ring-constituting atoms from benzene. , these groups may have a substituent.
Examples and preferred ranges of substituents that Ar ¹ , Ar ² and Ar ³ may have are the same as examples and preferred ranges of substituents that the heterocyclic group (b′) may have.

Y ² and Y ³ are preferably a single bond, an oxygen atom, a sulfur atom, a selenium atom, a group represented by -N(Ry)-, -B A group represented by (Ry)-, an alkylene group or a cycloalkylene group, more preferably a single bond, an oxygen atom, a sulfur atom, a group represented by -N(Ry)-, or -B(Ry)- A group or an alkylene group represented by, more preferably an oxygen atom, a sulfur atom, a group represented by -N(Ry)- or an alkylene group, particularly preferably an oxygen atom, a sulfur atom or -N It is a group represented by (Ry)-, particularly preferably a group represented by -N(Ry)-, and these groups may have a substituent.

The arylene group for Y ² and Y ³ is preferably a group obtained by removing two hydrogen atoms directly bonded to the carbon atoms constituting the ring from a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon. and more preferably a group obtained by removing two hydrogen atoms directly bonded to the carbon atoms constituting the ring from a monocyclic, bicyclic or tricyclic aromatic hydrocarbon, more preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene from which two hydrogen atoms directly bonded to carbon atoms constituting a ring are removed; particularly preferably, benzene, naphthalene or fluorene constitutes a ring; It is a group excluding two hydrogen atoms directly bonded to a carbon atom, particularly preferably a phenylene group, and these groups may have a substituent.
The divalent heterocyclic group for Y ² and Y ³ is preferably a monocyclic or bicyclic to hexacyclic heterocyclic compound directly bonded to a ring-constituting atom (preferably a carbon atom). A group excluding two hydrogen atoms, more preferably a monocyclic, bicyclic or tricyclic heterocyclic compound, a hydrogen directly bonded to an atom (preferably a carbon atom) constituting a ring A group with two atoms removed, more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10- A group obtained by removing two hydrogen atoms directly bonded to ring-constituting atoms (preferably carbon atoms) from dihydroacridine or 5,10-dihydrophenazine, particularly preferably pyridine, diazabenzene, triazine, carbazole, phenoxy a group obtained by removing two hydrogen atoms directly bonded to ring-constituting atoms (preferably carbon atoms) from sazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine, particularly preferably pyridine , diazabenzene or triazine by removing two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting the ring, and these groups may have a substituent.
The alkylene group for Y ² and Y ³ is preferably a methylene group, an ethylene group or a propylene group, more preferably a methylene group, and these groups may have a substituent.

Examples and preferred ranges of substituents that Y ¹ , Y ² and Y ³ may have are the same as examples and preferred ranges of substituents that the heterocyclic group (b′) may have.

Ry 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, still more preferably an aryl group; A group may have a substituent.
Examples and preferred ranges of the aryl group and monovalent heterocyclic group in Ry are respectively examples and preferred examples of the aryl group and monovalent heterocyclic group in the substituent that the heterocyclic group (b′) may have Same as range.
Examples and preferred ranges of substituents that Ry may have are the same as examples and preferred ranges of substituents that the heterocyclic group (b') may have.

Y ¹ and Ar ¹ are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ¹ and Ar ¹ , a boron atom (B), Y ¹ , A ring other than the ring composed of Ar ¹ and Ar ² ) may be formed, but it is preferable not to form a ring because the synthesis of compound (B) is easy.
When Y ¹ and Ar ¹ are bonded through a divalent group to form a ring, the divalent group is preferably an alkylene group, a cycloalkylene group, an arylene group, a divalent hetero a cyclic group, a group represented by -N(R ⁰ )-, a group represented by -B(R ⁰ )-, a group represented by -O-, a group represented by -S- or -Se- and more preferably an alkylene group, a cycloalkylene group, a group represented by -N(R ⁰ )-, a group represented by -B(R ⁰ )-, and a group represented by -O- a group represented by -S- or a group represented by -Se-, more preferably an alkylene group, a group represented by -N(R ⁰ )-, a group represented by -O- or a group represented by -S-, particularly preferably a group represented by -O-, a group represented by -S- or a group represented by -N(R ⁰ )- , particularly preferably a group represented by -N(R ⁰ )-, and these groups may have a substituent.
When Y ¹ and Ar ¹ are bonded via a divalent group to form a ring, examples and preferred ranges of the arylene group, divalent heterocyclic group and alkylene group in the divalent group are They are the same as the examples and preferred ranges of the arylene group, divalent heterocyclic group and alkylene group for ^Y2 and ^Y3 , respectively.
When Y ¹ and Ar ¹ are bonded via a divalent group to form a ring, examples and preferred ranges of substituents that the divalent group may have include Y ² and Y It is the same as the examples and preferred range of the substituent that ³ may have.
When Y ¹ and Ar ¹ are bonded via a divalent group to form a ring, the preferred range of R ⁰ in the divalent group is the same as the preferred range of Ry.

Y ¹ and Ar ² are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ¹ and Ar ² , a boron atom (B), Y ¹ , A ring other than the ring composed of Ar ¹ and Ar ² ) may be formed, but it is preferable not to form a ring because the synthesis of compound (B) is easy. Examples and preferred ranges of the divalent group when Y ¹ and Ar ² are bonded via a divalent group to form a ring are Y ¹ and Ar ¹ via a divalent group are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.
Y ² and Ar ¹ are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ² and Ar ¹ , a boron atom (B), Y ² , A ring other than the ring composed of Ar ¹ and Ar ³ ) may be formed, but it is preferable not to form a ring because the synthesis of the compound (B) is easy. Examples and preferred ranges of the divalent group when Y ² and Ar ¹ are bonded via a divalent group to form a ring are Y ¹ and Ar ¹ via a divalent group are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.
Y ² and Ar ³ are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ² and Ar ³ , a boron atom (B), Y ² , A ring other than the ring composed of Ar ¹ and Ar ³ ) may be formed, but it is preferable not to form a ring because the synthesis of the compound (B) is easy. Examples and preferred ranges of the divalent group when Y ² and Ar ³ are bonded via a divalent group to form a ring are Y ¹ and Ar ¹ via a divalent group are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.
Y ³ and Ar ² are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ³ and Ar ² , a boron atom (B), Y ³ , A ring other than the ring composed of Ar ² and Ar ³ ) may be formed, but it is preferable not to form a ring because the synthesis of the compound (B) is easy. Examples and preferred ranges of the divalent group when Y ³ and Ar ² are bonded via a divalent group to form a ring are Y ¹ and Ar ¹ via a divalent group are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.
Y ³ and Ar ³ are directly bonded or bonded via a divalent group to form a ring (for example, a ring containing Y ³ and Ar ³ , a boron atom (B), Y ³ , A ring other than the ring composed of Ar ² and Ar ³ ) may be formed, but it is preferable not to form a ring because the synthesis of the compound (B) is easy. Examples and preferred ranges of the divalent group when Y ³ and Ar ³ are bonded via a divalent group to form a ring are Y ¹ and Ar ¹ via a divalent group are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.

Examples of the compound (B) include compounds represented by the following formula and compounds B1 to B5 described later. In the formula, ^Z1 represents an oxygen atom or a sulfur atom. When multiple Z ¹ are present, they may be the same or different.

The maximum peak wavelength of the emission spectrum of compound (B) at 25° C. is preferably 380 nm or longer, more preferably 400 nm or longer, even more preferably 420 nm or longer, and particularly preferably 440 nm or longer. The maximum peak wavelength of the emission spectrum of compound (B) at 25° C. is preferably 750 nm or less, more preferably 620 nm or less, even more preferably 570 nm or less, particularly preferably 495 nm or less, and particularly preferably 480 nm or less.
The half width of the maximum peak of the emission spectrum of compound (B) at 25° C. is preferably 50 nm or less, more preferably 40 nm or less, even more preferably 30 nm or less, and particularly preferably 25 nm or less.
The maximum peak wavelength of the emission spectrum of the compound at room temperature can be determined by dissolving the compound in an organic solvent such as xylene, toluene, chloroform, or tetrahydrofuran to prepare a dilute solution (1×10 ⁻⁶ mass % to 1×10 ⁻³ mass %). %), which can be evaluated by measuring the PL spectrum of the dilute solution at room temperature. Xylene is preferred as the organic solvent for dissolving the compound.

[Compound represented by formula (H-1)]
The compound represented by formula (H-1) is preferably a low-molecular-weight compound.
The molecular weight of the compound represented by formula (H-1) is 500 or more, preferably 5×10 ² to 5×10 ³ , more preferably 5×10 ² to 3×10 ³ , and further It is preferably 5×10 ² to 1.5×10 ³ , particularly preferably 5×10 ² to 1×10 ³ .
The compound represented by formula (H-1) is preferably a compound different from compound (B), and more preferably a compound that does not have a condensed heterocyclic skeleton (b).

The aryl group in Ar ^{1 H1} and Ar ^{2 H2} is preferably directly bonded to an atom constituting a ring of a monocyclic or bi- to seven-ring aromatic hydrocarbon, because the luminous efficiency of the light-emitting device of this embodiment is superior. is a group in which one hydrogen atom is removed, more preferably a monocyclic or bi- to five-ring aromatic hydrocarbon group in which one hydrogen atom directly bonded to an atom constituting a ring is removed More preferably, it is a monocyclic, bicyclic or tricyclic aromatic hydrocarbon group in which one hydrogen atom directly bonded to a ring-constituting atom is removed, and these groups have substituents. You may have
The aryl groups in Ar ^H1 and Ar ^H2 are preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene, fluorene, benzanthracene, benzophenanthrene, benzofluorene, dibenzofluorene, dibenzo a group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from anthracene, dibenzophenanthrene, dibenzofluorene, indenofluorene or benzofluoranthene, more preferably benzene, naphthalene, anthracene, phenanthrene, A group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from dihydrophenanthrene, fluorene, benzanthracene, benzophenanthrene or benzofluorene, more preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or A group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from fluorene, particularly preferably benzene, naphthalene or anthracene, with one hydrogen atom directly bonded to a ring-constituting atom removed. groups, and these groups may have a substituent.

The monovalent heterocyclic group in Ar ^H1 and Ar ^H2 is a group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from a heterocyclic compound that does not contain a condensed heterocyclic skeleton (b). is preferred, and this group may have a substituent. In the monovalent heterocyclic group for Ar ^H1 and Ar ^H2 , the heterocyclic compound that does not contain a condensed heterocyclic skeleton (b) includes, for example, among the heterocyclic compounds described in the section on the heterocyclic group above, , heterocyclic compounds containing no boron or nitrogen atoms in the ring.
The monovalent heterocyclic groups in Ar ^H1 and Ar ^H2 are preferably monocyclic or di- to hepta-cyclic heterocyclic compounds (preferably condensed A group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from a monocyclic or 2- to 7-ring heterocyclic compound containing no heterocyclic skeleton (b)), more preferably Atoms constituting a ring from a monocyclic or bi- to pentacyclic heterocyclic compound (preferably a monocyclic or bi- to pentacyclic heterocyclic compound containing no condensed heterocyclic skeleton (b)) is a group excluding one hydrogen atom directly bonded to the (monocyclic, bicyclic or tricyclic heterocyclic compound) by removing one hydrogen atom directly bonded to an atom constituting the ring, particularly preferably tricyclic heterocyclic compound (Preferably, a tricyclic heterocyclic compound that does not contain a condensed heterocyclic skeleton (b)) is a group in which one hydrogen atom directly bonded to an atom constituting the ring is removed, and these groups are substituted You may have a group.
The monovalent heterocyclic groups in Ar ^{1 H1} and Ar 2 ^H2 are preferably furan, thiophene, oxadiazole, thiadiazole, pyrrole, diazole, triazole, pyridine, diazabenzene, since the luminous efficiency of the light-emitting device of this embodiment is further improved. , triazine, azanaphthalene, diazanaphthalene, benzofuran, benzothiophene, indole, azaindole, diazaindole, benzodiazole, benzothiadiazole, benzotriazole, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine , phenothiazine, 9,10-dihydroacridine, 5,10-dihydrophenazine, azaanthracene, diazaanthracene, azaphenanthrene, diazaphenanthrene, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran, benzonaphthothiophene , dibenzocarbazole, indolocarbazole, indenocarbazole, azaindolocarbazole, diazaindolocarbazole, azaindenocarbazole or diazaindenocarbazole, with one hydrogen atom directly bonded to a ring-constituting atom removed. and more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine, 5,10- dihydrophenazine, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran, benzonaphthothiophene, dibenzocarbazole, indolocarbazole, indenocarbazole, azaindolocarbazole, diazaindolocarbazole, azaindenocarbazole or di A group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from zaindenocarbazole, more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, aza carbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine with one hydrogen atom directly bonded to a ring-constituting atom removed, particularly preferably pyridine , diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, or carbazole from which one hydrogen atom directly bonded to a ring-constituting atom is removed, particularly preferably dibenzofuran, dibenzothiophene, or carbazole. It is a group in which one hydrogen atom is directly bonded to a ring-constituting atom, and these groups may have a substituent.

In the substituted amino group for Ar ^H1 and Ar ^H2 , the substituent of the amino group is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups further have a substituent. good too. Examples and preferred ranges of the aryl group, which is a substituent of the amino group, are the same as the examples and preferred ranges of the aryl group in Ar ^H1 and Ar ^H2 . Examples and preferred ranges of the monovalent heterocyclic group which is a substituent of the amino group are the same as the examples and preferred range of the monovalent heterocyclic group in Ar ^{1 H1} and Ar ^{2 H2} .

At least one of Ar ^H1 and Ar ^H2 is preferably an aryl group or a monovalent heterocyclic group, and both Ar ^H1 and Ar ^H2 are aryl group or a monovalent heterocyclic group, and these groups may have a substituent.
Ar ^H1 and Ar ^H2 are monocyclic, bicyclic, or tricyclic aromatic hydrocarbons, or monocyclic, bicyclic, or tricyclic aromatic hydrocarbons, since the light-emitting element of this embodiment has superior luminous efficiency. from the heterocyclic compound of the formula (preferably a monocyclic, bicyclic or tricyclic heterocyclic compound that does not contain a condensed heterocyclic skeleton (b)) hydrogen directly bonded to an atom constituting the ring A group having one atom removed is preferable, and hydrogen directly bonded to a ring-constituting atom selected from benzene, naphthalene, fluorene, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, or carbazole It is more preferably a group with one atom removed, more preferably a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzothienyl group or a dibenzofuryl group, and a phenyl group, a naphthyl group or a carbazolyl group. is particularly preferred, and these groups may have a substituent.

The substituents that Ar ^H1 and Ar ^H2 may have are preferably a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an aryl group, and a monovalent A heterocyclic group or a substituted amino group, 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, still 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, even if these groups further have a substituent good.
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituents that Ar ^H1 and Ar ^H2 may have are the aryl group and monovalent heterocyclic group in Ar ^H1 and Ar ^H2 , respectively. It is the same as the examples and preferred ranges of the cyclic group and the substituted amino group.

Preferred substituents that the substituents Ar ^H1 and Ar ^H2 may further have include a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryloxy 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, still more preferably , an alkyl group, a cycloalkyl group or an aryl group, particularly preferably an alkyl group or a cycloalkyl group, and these groups may further have a substituent, but should not have a further substituent. is preferred.
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituents which the substituents which Ar ^H1 and Ar ^H2 may further have are respectively Ar ^H1 and The same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in Ar ^H2 .

The divalent group for L ^H1 is preferably an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, —N(R ⁰ ), since the luminous efficiency of the light emitting device of the present embodiment is more excellent. A group represented by -, a group represented by -(O=)P(R ⁰ )-, a group represented by -O-, a group represented by -S-, and -S(=O) ₂ - or a group represented by -C(=O)-, more preferably an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, or -N(R ⁰ )- a group represented by -O- or a group represented by -S-, more preferably an alkylene group, a cycloalkylene group, an arylene group or a divalent heterocyclic group, particularly preferably is an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
At least one of the divalent groups in L ^H1 is preferably an alkylene group, a cycloalkylene group, an arylene group, or a divalent heterocyclic group, since the luminous efficiency of the light emitting device of the present embodiment is superior, and more An arylene group or a divalent heterocyclic group is preferable, and these groups may have a substituent.

Among the divalent groups in L ^H1 , the arylene group is preferably a monocyclic or bi- to seven-cyclic aromatic hydrocarbon ring-constituting atom because the luminous efficiency of the light-emitting device of the present embodiment is superior. A group in which two hydrogen atoms directly bonded to are removed, more preferably a monocyclic or 2- to 5-cyclic aromatic hydrocarbon in which two hydrogen atoms directly bonded to the atoms constituting the ring are removed group, 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, and these groups are substituted You may have a group.
Among the divalent groups in L ^H1 , arylene groups are preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene, fluorene, benzoanthracene, benzophenanthrene, benzo a group obtained by removing two hydrogen atoms directly bonded to ring-constituting atoms from fluorene, dibenzoanthracene, dibenzophenanthrene, dibenzofluorene, indenofluorene or benzofluoranthene, more preferably benzene, naphthalene or anthracene , phenanthrene, dihydrophenanthrene, fluorene, benzanthracene, benzophenanthrene or benzofluorene, from which two hydrogen atoms directly bonded to atoms constituting the ring are removed, more preferably benzene, naphthalene, anthracene, phenanthrene, A group obtained by removing two hydrogen atoms directly bonded to ring-constituting atoms from dihydrophenanthrene or fluorene, and particularly preferably benzene, naphthalene or anthracene with two hydrogen atoms directly bonded to ring-constituting atoms. These groups may have a substituent.

In the divalent group in L ^H1 , the divalent heterocyclic group is a hydrogen atom directly bonded to a ring-constituting atom (preferably a carbon atom) from a heterocyclic compound that does not contain a condensed heterocyclic skeleton (b). It is preferably a group excluding two, and this group may have a substituent. In the divalent group in L ^H1 , the heterocyclic compound that does not contain a condensed heterocyclic skeleton (b) in the divalent heterocyclic group includes the heterocyclic compounds described in the section on the heterocyclic group above. , heterocyclic compounds containing no boron or nitrogen atoms in the ring.
Among the divalent groups in L ^H1 , the divalent heterocyclic group is preferably a monocyclic or di- to hepta-cyclic heterocyclic compound (preferably is a monocyclic or 2- to 7-ring heterocyclic compound that does not contain a condensed heterocyclic skeleton (b)), except for two hydrogen atoms directly bonded to the atoms (preferably carbon atoms) constituting the ring more preferably a monocyclic or bi- to pentacyclic heterocyclic compound (preferably a monocyclic or bi- to pentacyclic heterocyclic ring that does not contain a condensed heterocyclic skeleton (b) A group obtained by removing two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting a ring from the formula compound), more preferably a monocyclic, bicyclic or tricyclic heterocyclic compound A hydrogen atom directly bonded to an atom (preferably a carbon atom) constituting a ring from (preferably a monocyclic, bicyclic or tricyclic heterocyclic compound that does not contain a condensed heterocyclic skeleton (b)) a group excluding two, particularly preferably a monocyclic or tricyclic heterocyclic compound (preferably a monocyclic or tricyclic heterocyclic ring containing no condensed heterocyclic skeleton (b) A group obtained by removing two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting a ring from the formula compound), particularly preferably a tricyclic heterocyclic compound (preferably a condensed heterocyclic skeleton tricyclic heterocyclic compounds not containing (b)), excluding two hydrogen atoms directly bonded to the atoms (preferably carbon atoms) constituting the ring, and these groups are substituents may have.
Among the divalent groups for L ^H1 , a divalent heterocyclic group is preferably furan, thiophene, oxadiazole, thiadiazole, pyrrole, diazole, triazole, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, benzofuran, benzothiophene, indole, azaindole, diazaindole, benzodiazole, benzothiadiazole, benzotriazole, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole , phenoxazine, phenothiazine, 9,10-dihydroacridine, 5,10-dihydrophenazine, azaanthracene, diazaanthracene, azaphenanthrene, diazaphenanthrene, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran, directly bonded to a ring-constituting atom (preferably a carbon atom) of benzonaphthothiophene, dibenzocarbazole, indolocarbazole, indenocarbazole, azaindolocarbazole, diazaindolocarbazole, azaindenocarbazole or diazaindenocarbazole; more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9, 10-dihydroacridine, 5,10-dihydrophenazine, benzocarbazole, azabenzocarbazole, diazabenzocarbazole, benzonaphthofuran, benzonaphthothiophene, dibenzocarbazole, indolocarbazole, indenocarbazole, azaindolocarbazole, diazaine dolocarbazole, azaindenocarbazole or diazaindenocarbazole without two hydrogen atoms directly bonded to atoms (preferably carbon atoms) constituting the ring, more preferably pyridine, diazabenzene, triazine, Ring-constituting atoms (preferably carbon atoms) of azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, carbazole, azacarbazole, diazacarbazole, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine ) excluding two hydrogen atoms directly bonded to ), particularly preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, dibenzofuran, dibenzothiophene, or carbazole atoms forming a ring (preferably carbon atoms ) is a group excluding two hydrogen atoms directly bonded to ), particularly preferably pyridine, diazabenzene, triazine, dibenzofuran, dibenzothiophene or carbazole. A group with two hydrogen atoms removed, particularly more preferably a group from dibenzofuran, dibenzothiophene or carbazole with two hydrogen atoms directly bonded to ring-constituting atoms (preferably carbon atoms), and these groups may have a substituent.

In the divalent group for L ^H1 , 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.

Examples and preferred ranges of substituents that L ^H1 may have are the same as examples and preferred ranges of substituents that Ar ^H1 and Ar ^H2 may have.

In the divalent group in L ^H1 , R ⁰ 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, An aryl group is more preferable, and these groups may have a substituent.
Examples and preferred ranges of the aryl group and monovalent heterocyclic group for R ⁰ in the divalent group for L ^H1 are the examples and preferred ranges for the aryl group and monovalent heterocyclic group for Ar ^H1 and Ar ^H2 , respectively. is the same as
In the divalent group for L ^H1 , examples and preferred ranges of substituents that R ⁰ may have are the same as examples and preferred ranges of substituents that Ar ^H1 and Ar ^H2 may have. .

n ^H1 is usually an integer of 0 or more and 10 or less, preferably an integer of 0 or more and 7 or less, more preferably an integer of 1 or more and 5 or less, and still more preferably an integer of 1 or more and 3 or less, 1 or 2 is particularly preferred.

Ar ^H1 and Ar ^H2 may be directly bonded or bonded via a divalent group to form a ring, but the compound represented by formula (H-1) is easy to synthesize. Therefore, it is preferred not to form a ring.
When Ar ^H1 and Ar ^H2 are bonded via a divalent group to form a ring, the divalent group is preferably an alkylene group, a cycloalkylene group, an arylene group, a divalent hetero A cyclic group, a group represented by -N(R ⁰ )-, a group represented by -(O=)P(R ⁰ )-, a group represented by -O-, a group represented by -S- , a group represented by -S(=O) ₂ - or a group represented by -C(=O)-, more preferably an alkylene group, a cycloalkylene group, or a group represented by -N(R ⁰ )- a group represented by -O- or a group represented by -S-, more preferably an alkylene group, a group represented by -O- or a group represented by -S- , these groups may have a substituent.
When Ar ^H1 and Ar ^H2 are bonded via a divalent group to form a ring, examples and preferred ranges of the arylene group, divalent heterocyclic group and alkylene group in the divalent group are They are the same as the examples and preferred ranges of the arylene group, divalent heterocyclic group and alkylene group in L ^H1 , respectively.
When Ar ^H1 and Ar ^H2 are bonded through a divalent group to form a ring, examples and preferred ranges of R ⁰ in the divalent group are R ⁰ in the divalent group of L ^H1 is the same as the example and preferred range of
When Ar ^{1 H1} and Ar 2 ^H2 are bonded via a divalent group to form a ring, examples and preferred ranges of substituents that the divalent group may have include Ar ^H1 and Ar It is the same as the example and preferred range of the substituent that ^H2 may have.

L ^{1 H1} and Ar ^{1 H1} may be directly bonded or bonded via a divalent group to form a ring, but the compound represented by formula (H-1) is easy to synthesize. Therefore, it is preferred not to form a ring. Examples and preferred ranges of the divalent group in the case where L ^H1 and Ar ^H1 are bonded via a divalent ^group to form ^a ring are: are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.
L ^H1 and Ar ^H2 may be directly bonded or bonded via a divalent group to form a ring, but the compound represented by formula (H-1) is easily synthesized. Therefore, it is preferred not to form a ring. Examples and preferred ranges of ^{the divalent group in the case where L H1 and Ar H2} ^are ^bonded via a divalent group to form a ^ring are: are the same as the examples and preferred ranges of the divalent group in the case of forming a ring by combining with each other.

Examples of the compound represented by formula (H-1) include compounds represented by the following formula. In the formula, ^Z1 represents an oxygen atom or a sulfur atom. In the formula, Z ² represents a group represented by -CH= or a group represented by -N=. When multiple Z ¹ are present, they may be the same or different. When multiple Z ² are present, they may be the same or different.

[First composition]
The first layer is selected from the group consisting of compound (B-1), compound (A-1), hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, light-emitting material and antioxidant. It may be a layer containing a composition (hereinafter also referred to as "first composition") containing at least one selected. However, in the first composition, the hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, and light-emitting material are different from the compound (B-1). In the first composition, the hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material and light-emitting material are different from compound (A-1).
The first composition contains a compound (B-1), a compound (A-1), a hole-transporting material, a hole-injecting material, an electron-transporting material, an electron-injecting material, a light-emitting material, and an antioxidant, respectively, It may be contained individually by 1 type, and may be contained 2 or more types.
Total content of compound (B-1), compound (A-1), hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, light-emitting material, and antioxidant in the first composition may be within a range in which the function as the first composition can be exhibited. Total content of compound (B-1), compound (A-1), hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, light-emitting material, and antioxidant in the first composition is, for example, based on the total amount of the first composition, may be 1 to 100% by mass, may be 10 to 100% by mass, may be 30 to 100% by mass, more preferably 50 It may be up to 100% by mass, 70 to 100% by mass, or 90 to 100% by mass.

(Hole transport material)
Hole-transporting materials are classified into low-molecular-weight compounds and high-molecular-weight compounds. The hole-transporting material may have a cross-linking group.
Examples of low-molecular-weight compounds include triphenylamine and derivatives thereof, N,N'-di-1-naphthyl-N,N'-diphenylbenzidine (α-NPD), and N,N'-diphenyl-N, Aromatic amine compounds such as N'-di(m-tolyl)benzidine (TPD) can be mentioned.
Polymer compounds include, for example, polyvinylcarbazole and derivatives thereof; polyarylenes and derivatives thereof having aromatic amine structures in side chains or main chains. The polymer compound may be a compound having electron-accepting moieties such as fullerene, tetrafluorotetracyanoquinodimethane, tetracyanoethylene and trinitrofluorenone bound thereto.
When the first composition contains a hole-transporting material, the content of the hole-transporting material is based on the total content of compound (B-1) and compound (A-1) being 100 parts by mass. , usually from 1 to 10,000 parts by mass.
The hole transport materials may be used singly or in combination of two or more.

(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 cross-linking group.
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.
Polymer compounds include, for example, polyphenylene, polyfluorene, and derivatives thereof. The polymeric compounds may be doped with metals.
When the first composition contains an electron-transporting material, the content of the electron-transporting material is usually , 1 to 10,000 parts by mass.
The electron transport materials may be used singly or in combination of two or more.

(Hole injection material and electron injection material)
Hole-injecting materials and electron-injecting materials are classified into low-molecular-weight compounds and high-molecular-weight compounds, respectively. The hole-injecting material and the electron-injecting material may have cross-linking groups.
Examples of low-molecular 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.
Polymer compounds include, for example, polyaniline, polythiophene, polypyrrole, polyphenylene vinylene, polythienylene vinylene, polyquinoline and polyquinoxaline, and derivatives thereof; conductive polymers such as polymers containing an aromatic amine structure in the main chain or side chain; and a flexible polymer.
When the first composition contains a hole-injection material and/or an electron-injection material, the contents of the hole-injection material and the electron-injection material are the compound (B-1) and the compound (A-1), respectively. When the total content of is 100 parts by mass, it is usually 1 to 10000 parts by mass.
Each of the hole injection material and the electron injection material may be used alone or in combination of two or more.

- Ion doping The hole injection material and the electron injection material may be doped with ions. For example, when the hole-injecting material and electron-injecting material comprise a conductive polymer, the electrical conductivity of the conductive polymer is preferably between 1×10 ⁻⁵ S/cm and 1×10 ³ S/cm. The conductive polymer can be doped with an appropriate amount of ions in order to set the electrical conductivity of the conductive polymer within this range.
The types of ions to be doped in the hole injection material and the electron injection material include, for example, anions in the case of hole injection materials and cations in the case of electron injection materials. Anions include, for example, polystyrene sulfonate, alkylbenzene sulfonate, and camphor sulfonate. Cations include, for example, lithium ion, sodium ion, potassium ion and tetrabutylammonium ion.
Ions for doping may be used alone or in combination of two or more.

(Luminous material)
Light-emitting materials are classified into low-molecular-weight compounds and high-molecular-weight compounds. The luminescent material may have a cross-linking group.
Examples of low-molecular-weight compounds include naphthalene and its derivatives, anthracene and its derivatives, perylene and its derivatives, and phosphorescent compounds having iridium, platinum, or europium as a central metal.
Examples of polymer compounds include polymer compounds containing a structural unit represented by formula (Y) described later and/or a structural unit represented by formula (X) described later.
When the first composition contains a light-emitting material, the content of the light-emitting material is usually 1 when the total content of the compound (B-1) and the compound (A-1) is 100 parts by mass. ~10000 parts by mass.
A luminescent material may be used individually by 1 type, or may use 2 or more types together.

(Antioxidant)
The antioxidant may be a compound that is soluble in the same solvent as the compound (B-1) and the compound (A-1) and does not inhibit light emission and charge transport. Antioxidants are included.
When the first composition contains an antioxidant, the content of the antioxidant is usually 100 parts by mass when the total content of compound (B-1) and compound (A-1) is , 0.00001 to 10 parts by mass.
Antioxidants may be used singly or in combination of two or more.

[First ink]
The first layer is formed using, for example, a composition containing the compound (B-1), the compound (A-1), and a solvent (hereinafter also referred to as "first ink"). can be done.
The first ink may contain one kind of compound (B-1), compound (A-1) and solvent, respectively, or may contain two or more kinds.
The first ink can be applied, for example, by a spin coating method, a casting method, a micro gravure coating method, a gravure coating method, a bar coating method, a roll coating method, a wire bar coating method, a dip coating method, a spray coating method, a screen printing method, a flexographic It can be suitably used for producing a light emitting device using a wet method such as a printing method, an offset printing method, an inkjet printing method, a capillary coating method, a nozzle coating method and the like.
The viscosity of the first ink may be adjusted according to the type of wet method. The viscosity of the first ink is preferably 1 at 25° C. because, for example, clogging and flight deflection during ejection are unlikely to occur when the solution is applied to a printing method such as an inkjet printing method that passes through an ejection device. ~20 mPa·s.
The solvent contained in the first ink is preferably a solvent capable of dissolving or uniformly dispersing the solid content in the ink. Examples of the solvent contained in the first ink include chlorine-based solvents, ether-based solvents, aromatic hydrocarbon-based solvents, aliphatic hydrocarbon-based solvents, ketone-based solvents, ester-based solvents, polyhydric alcohol-based solvents, alcohol solvent, sulfoxide solvent, amide solvent and water.
In the first ink, the content of the solvent is usually 1000 to 10000000 parts by mass when the total content of compound (B-1) and compound (A-1) is 100 parts by mass.
A solvent may be used individually by 1 type, or may use 2 or more types together.

The first ink may further contain at least one selected from the group consisting of hole-transporting materials, hole-injecting materials, electron-transporting materials, electron-injecting materials, light-emitting materials, and antioxidants.
The first ink may contain one type of hole transport material, hole injection material, electron transport material, electron injection material, light emitting material, and antioxidant, respectively, or contain two or more types. may have been
Examples and preferred ranges of the hole-transporting material, the electron-transporting material, the hole-injecting material, the electron-injecting material, the light-emitting material, and the antioxidant, which the first ink may further comprise, are described in the first composition, respectively. 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 contents of the hole-transporting material, the electron-transporting material, the hole-injecting material, the electron-injecting material, and the light-emitting material, which the first ink may further contain, are respectively the compound (B-1) and the compound (A- When the total content of 1) is 100 parts by mass, it is usually 1 to 10,000 parts by mass. The content of the antioxidant that the first ink may further contain is usually 0.00001 when the total content of the compound (B-1) and the compound (A-1) is 100 parts by mass. ~10 parts by mass.

<Second layer>
In the light-emitting device of this embodiment, the second layer is a layer containing at least one compound (A-2) selected from compounds represented by formula (H-1).
The second layer may contain only one type of compound (A-2), or may contain two or more types.

The content of the compound (A-2) in the second layer may be within a range in which the function as the second layer is exhibited. The content of the compound (A-2) in the second layer may be, for example, 0.01 to 100% by mass based on the total amount of the second layer, and the luminous efficiency of the light emitting device of this embodiment is Since it is more excellent, it is preferably 0.1 to 90% by mass, more preferably 0.5 to 70% by mass, still more preferably 1 to 50% by mass, and particularly preferably 3 to 30% by mass. , particularly preferably 5 to 20% by weight.

The example and preferred range of compound (A-2) in the second layer are the same as the example and preferred range of compound (A-1) in the first layer.

<Layer (2')>
Since the luminous efficiency of the light-emitting device of this embodiment is superior, the second layer contains at least one selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y). (hereinafter also referred to as "second layer polymer compound"), and at least one selected from the group consisting of a crosslinked compound of a compound having a crosslinking group (hereinafter referred to as "second (also referred to as "the material of the second layer"). That is, the second layer is preferably a layer containing the compound (A-2) and the material of the second layer (hereinafter also referred to as "layer (2')").
In the layer (2'), the compound (A-2) and the material of the second layer are contained as separate compounds.
Here, the compound (A-2) is preferably a compound containing no cross-linking group. Also, the compound (A-2) is preferably a low-molecular-weight compound.
The layer (2′) may contain one type of compound (A-2) alone, or may contain two or more types. The layer (2') may contain one kind of material for the second layer alone, or two or more kinds thereof.

The total content of the compound (A-2) in the layer (2') and the material of the second layer may be within a range in which the layer (2') functions. The total content of the compound (A-2) in the layer (2') and the material of the second layer may be, for example, 1 to 100% by mass based on the total amount of the layer (2'). Since the luminous efficiency of the light-emitting device of the embodiment is more excellent, it is preferably 10 to 100% by mass, more preferably 30 to 100% by mass, even more preferably 50 to 100% by mass, and particularly preferably 70 to 100% by mass. 100% by mass, particularly preferably 90 to 100% by mass.
The content of the compound (A-2) in the layer (2') may be within a range in which the layer (2') functions. The content of the compound (A-2) in the layer (2′) is, for example, 0.01 when the total content of the compound (A-2) and the material of the second layer is 100 parts by mass. 99 parts by mass, preferably 0.1 to 90 parts by mass, more preferably 0.5 to 70 parts by mass, still more preferably 1 to 50 parts by mass, particularly preferably 3 to 30 parts by mass, particularly preferably 5 to 20 parts by mass.

[Polymer Compound for Second Layer]
The polymer compound of the second layer is selected from the group consisting of structural units represented by the formula (X) and structural units represented by the formula (Y), since the light-emitting device of the present embodiment has superior luminous efficiency. It is preferably a polymer compound containing at least one kind of constitutional unit.
The polymer compound of the second layer is preferably a polymer compound that does not contain a structural unit having a cross-linking group, and more preferably a polymer compound that does not have a cross-linking group.

The polymer compound of the second layer preferably contains a structural unit represented by the formula (Y), since the light emitting device of this embodiment has higher luminous efficiency.
When the polymer compound of the second layer contains the structural unit represented by formula (Y), the content of the structural unit represented by formula (Y) contained in the polymer compound of the second layer is Any range may be used as long as the function of the two layers as a polymer compound is exhibited. When the polymer compound of the second layer contains the structural unit represented by formula (Y), the content of the structural unit represented by formula (Y) contained in the polymer compound of the second layer is It is, for example, 0.1 to 100 mol % with respect to the total content of the structural units contained in the polymer compounds of the two layers, and since the light emitting device of the present embodiment has a higher luminous efficiency, it is preferably 1 It is up to 100 mol %, more preferably 10 to 90 mol %, still more preferably 20 to 80 mol %, particularly preferably 30 to 70 mol %.
The structural unit represented by the formula (Y) may be contained alone or in combination of two or more in the polymer compound of the second layer.

The polymer compound of the second layer is represented by the formula (X) because the polymer compound of the second layer has excellent hole-transport properties and the luminous efficiency of the light-emitting device of the present embodiment is superior. It preferably contains structural units.
When the polymer compound of the second layer contains a structural unit represented by formula (X), the content of the structural unit represented by formula (X) contained in the polymer compound of the second layer is Any range may be used as long as the function of the two layers as a polymer compound is exhibited. When the polymer compound of the second layer contains a structural unit represented by formula (X), the content of the structural unit represented by formula (X) contained in the polymer compound of the second layer is It is, for example, 0.1 to 100 mol% with respect to the total content of the structural units contained in the polymer compound of the second layer, and the hole transport property of the polymer compound of the second layer is excellent, and , preferably 1 to 100 mol%, more preferably 10 to 90 mol%, still more preferably 20 to 80 mol%, and particularly preferably 30 to 70 mol %.
The structural unit represented by the formula (X) may be contained in one type or two or more types in the polymer compound of the second layer.

The polymer compound of the second layer is represented by the formula (X) because the polymer compound of the second layer has excellent hole-transport properties and the luminous efficiency of the light-emitting device of the present embodiment is further excellent. It preferably contains a structural unit and a structural unit represented by formula (Y).
When the polymer compound of the second layer contains a structural unit represented by the formula (X) and a structural unit represented by the formula (Y), the formula (X) contained in the polymer compound of the second layer The total content of the structural unit represented by the formula (Y) and the structural unit represented by the formula (Y) may be within a range in which the function of the polymer compound of the second layer can be exhibited. When the polymer compound of the second layer contains a structural unit represented by the formula (X) and a structural unit represented by the formula (Y), the formula (X) contained in the polymer compound of the second layer The total content of the structural units represented by the formula (Y) and the structural units represented by the formula (Y) is, for example, 0.1 with respect to the total content of the structural units contained in the polymer compound of the second layer. It is preferably 1 to 100 mol %, because the hole transport property of the polymer compound of the second layer is excellent and the luminous efficiency of the light emitting device of the present embodiment is further excellent. Preferably 10 to 100 mol%, more preferably 30 to 100 mol%, still more preferably 50 to 100 mol%, particularly preferably 70 to 100 mol%, particularly preferably 90 to 100 mol% %.

(Structural Unit Represented by Formula (Y))
The arylene group represented by Ar ^Y1 is preferably a monocyclic or bicyclic to hexacyclic aromatic hydrocarbon, since the luminous efficiency of the light-emitting device of the present embodiment is superior, and the atoms constituting the ring are preferably A group excluding two hydrogen atoms directly bonded to, more preferably monocyclic, bicyclic or tricyclic aromatic hydrocarbons, two hydrogen atoms directly bonded to the atoms constituting the ring is a group excluding, more preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene, excluding two hydrogen atoms directly bonded to the atoms constituting the ring, particularly preferably benzene , phenanthrene, dihydrophenanthrene or fluorene from which two hydrogen atoms directly bonded to atoms constituting a ring are removed, and these groups may have a substituent.
The divalent heterocyclic group represented by Ar ^Y1 is preferably selected from monocyclic or bicyclic to hexacyclic heterocyclic compounds, since the luminous efficiency of the light emitting device of the present embodiment is superior. is a group excluding two hydrogen atoms that are directly bonded to the atoms that constitute a group with two hydrogen atoms removed, more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10 - A group obtained by removing two hydrogen atoms directly bonded to a ring-constituting atom (preferably a carbon atom or a nitrogen atom, more preferably a carbon atom) from dihydrophenazine, particularly preferably pyridine, diazabenzene, triazine, A group obtained by removing two hydrogen atoms directly bonded to a ring-constituting atom (preferably a carbon atom or a nitrogen atom, more preferably a carbon atom) from carbazole, dibenzofuran, dibenzothiophene, phenoxazine or phenothiazine, particularly preferably is a group from carbazole, dibenzofuran, dibenzothiophene, phenoxazine or phenothiazine, excluding two hydrogen atoms directly bonded to ring-constituting atoms (preferably carbon atoms or nitrogen atoms, more preferably carbon atoms), These groups may have a substituent.
In the divalent group in which at least one arylene group and at least one divalent heterocyclic group represented by Ar ^Y1 are directly bonded, the preferred ranges of the arylene group and the divalent heterocyclic group are, respectively, It is the same as the preferred range of the arylene group and divalent heterocyclic group represented by Ar ^Y1 .

In Ar ^Y1 , the "divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded" includes, for example, groups represented by the following formulae, A group may have a substituent.

Ar ^Y1 is preferably an arylene group optionally having a substituent, since the light emitting device of this embodiment has more excellent luminous efficiency.

The substituent that the group represented by Ar ^Y1 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 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, still more preferably an alkyl group or a cycloalkyl A 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 these groups may further have a substituent.
The aryl group in the substituent that the group represented by Ar ^Y1 may have is preferably a monocyclic or bicyclic to hexacyclic aromatic group because the light emitting device of the present embodiment has superior luminous efficiency. a group obtained by removing one hydrogen atom directly bonded to an atom constituting a ring from a group hydrocarbon, more preferably a monocyclic, bicyclic or tricyclic aromatic hydrocarbon more preferably benzene, naphthalene, anthracene, phenanthrene, dihydrophenanthrene or fluorene, excluding one hydrogen atom directly bonded to a ring-constituting atom. and particularly preferably a group obtained by removing one hydrogen atom directly bonded to a ring-constituting atom from benzene, phenanthrene, dihydrophenanthrene or fluorene, and these groups further have a substituent. may
The monovalent heterocyclic group in the substituent that the group represented by Ar ^Y1 may have is preferably monocyclic or bicyclic to 6 A group obtained by removing one hydrogen atom directly bonded to an atom constituting a ring from a cyclic heterocyclic compound, more preferably a monocyclic, bicyclic or tricyclic heterocyclic compound , a group in which one hydrogen atom directly bonded to a ring-constituting atom is removed, more preferably pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, phenoxazine, phenothiazine, 9,10-dihydroacridine or 5,10-dihydrophenazine, excluding one hydrogen atom directly bonded to an atom (preferably a carbon atom or a nitrogen atom) constituting a ring, particularly preferably pyridine, diazabenzene, triazine, carbazole, dibenzofuran, dibenzothiophene, phenoxazine or phenothiazine, with one hydrogen atom directly bonded to a ring-constituting atom (preferably a carbon atom or a nitrogen atom) removed, and these groups are Furthermore, it may have a substituent.
In the substituted amino group in the substituent that may be possessed by the group represented by Ar ^Y1 , the substituent possessed by the amino group is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group. The group may further have a substituent. Examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituent of the amino group are the aryl group and monovalent heterocyclic group in the substituent that the group represented by Ar ^Y1 may have, respectively. is the same as the example and preferred range of

The substituent that the group represented by Ar ^Y1 may further have preferably has an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, monovalent heterocyclic group, substituted amino group or fluorine atom, more preferably alkyl group, cycloalkyl group, aryl group, monovalent heterocyclic group or substituted amino group, still more preferably alkyl group, a cycloalkyl group or an aryl group, particularly preferably an alkyl group or a cycloalkyl group. These groups may further have a substituent, but preferably have no further substituent. .
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that the group represented by Ar Y1 may further have are ^Ar ^Y1 are the same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituents that the group may have.

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

[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 are substituents may have 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. A plurality of R ^Y1 may be the same or different, and may be bonded to each other to form a ring together with the carbon atoms to which they are bonded.
X ^Y1 represents a group represented by -C(R ^Y2 ) ₂ -, -C(R ^Y2 )=C(R ^Y2 )- or -C(R ^Y2 ) ₂ -C(R ^Y2 ) ₂ -. 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 are substituents may have 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. A plurality of ^RY2 may be the same or different, and may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ]

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 more preferably a hydrogen atom or an alkyl group, and these groups may have a substituent.

In formula (Y-1), at least one of R ^{1 Y1} (preferably at least two of R ^{1 Y1} ) is preferably an alkyl group, a cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group or fluorine atom, more preferably alkyl group, cycloalkyl group, aryl group, monovalent heterocyclic group It is a cyclic group or a substituted amino group, more preferably an alkyl group, a cycloalkyl group or an aryl group, particularly preferably an alkyl group, and these groups may have a substituent.

R ^Y2 is 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 the luminous efficiency of the light emitting device of the present embodiment is superior. , more preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an alkyl group, a cycloalkyl group or an aryl group, and these groups have a substituent. may

Examples and preferred ranges of ^the aryl group, monovalent heterocyclic group and substituted amino group for R ^Y1 and R ^Y2 are, respectively, the aryl group and the monovalent It is the same as the examples and preferred ranges of the heterocyclic group and the substituted amino group.
Examples and preferred ranges of substituents that R ^Y1 and R ^Y2 may have are the same as examples and preferred ranges of substituents that the group represented by Ar ^Y1 may have.

X ^Y1 is preferably a group represented by -C(R ^Y2 ) ₂ - or -C(R ^Y2 ) ₂ -C(R ^Y2 ) ₂ -, since the luminous efficiency of the light emitting device of the present embodiment is more excellent. and more preferably a group represented by —C(R ^Y2 ) ₂ —.

Examples of structural units represented by formula (Y) include structural units represented by the following formula. In the formula, Z ¹ represents an oxygen atom or a sulfur atom. In the formula, Z ² represents a group represented by -CH= or a group represented by -N=. When multiple Z ¹ are present, they may be the same or different. When multiple Z ² are present, they may be the same or different.

(Structural Unit Represented by Formula (X))
a ^X1 and a ^X2 are usually integers of 0 to 10, and are preferably integers of 0 to 5, more preferably integers of 0 to 3, because the light emitting device of the present embodiment has superior luminous efficiency. , more preferably an integer of 0 to 2, particularly preferably 0 or 1.

R ^X1 , R ^X2 and R ^X3 are preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an aryl group, since the light emitting device of the present embodiment has superior luminous efficiency. 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 the monovalent heterocyclic group in R ^X1 , R ^X2 and R ^X3 are, respectively, the aryl group and the monovalent heterocyclic group in the substituent that the group represented by Ar ^Y1 may have. It is the same as the example and preferred range of the cyclic group.

Ar ^X1 , Ar ^X2 , Ar ^X3 and Ar ^X4 are preferably arylene groups which may have a substituent, since the luminous efficiency of the light-emitting device of this embodiment is superior.
Examples and preferred ranges of the arylene group and divalent heterocyclic group for Ar ^X1 , Ar ^X2 , Ar ^X3 and Ar ^X4 are the same as the examples and preferred ranges of the arylene group and divalent heterocyclic group for Ar ^Y1 respectively. be.
Examples and preferred arylene groups and divalent heterocyclic groups in the divalent group in which at least one arylene group and at least one divalent heterocyclic group represented by Ar ^X2 and Ar ^X4 are directly bonded The ranges are the same as the examples and preferred ranges of the arylene group and the divalent heterocyclic group in Ar ^Y1 , respectively.
The divalent group in which at least one arylene group and at least one divalent heterocyclic group in Ar ^X2 and Ar ^X4 are directly bonded includes at least one arylene group and at least one divalent heterocyclic group in Ar ^Y1 . Examples thereof include the same divalent groups to which a valent heterocyclic group is directly bonded.

Examples and preferred ranges of the substituents that the groups represented by Ar ^X1 to Ar ^X4 and R ^X1 to R ^X3 may have are the examples and preferred ranges of the substituents that the group represented by Ar ^Y1 may have. Same as range.

Examples of structural units represented by formula (X) include structural units represented by the following formulas. In the formula, Z ¹ represents an oxygen atom or a sulfur atom.

Examples of polymer compounds for the second layer include polymer compounds P-1 to P-3 shown in Table 1.

[In the table, p'', q'' and r'' indicate the molar ratio (mol%) of each structural unit. p″+q″+r″=100 and 100≧p″+q″≧70. Other structural units mean structural units other than the structural units represented by the formula (Y) and the structural units represented by the formula (X). ]

The polymer compound of the second layer may be a block copolymer, a random copolymer, an alternating copolymer, or a graft copolymer. is preferably a copolymer obtained by copolymerizing the raw material monomers.
The polystyrene equivalent number average molecular weight of the polymer compound of the second layer is preferably 5×10 ³ to 1×10 ⁶ , more preferably 1×10 ⁴ to 5×10 ⁵ , still more preferably 2 ×10 ⁴ to 2×10 ⁵ . The polystyrene equivalent weight average molecular weight of the polymer compound of the second layer is preferably 1×10 ⁴ to 2×10 ⁶ , more preferably 2×10 ⁴ to 1×10 ⁶ , still more preferably 5 ×10 ⁴ to 5×10 ⁵ .

(Method for producing polymer compound for second layer)
The polymer compound of the second layer can be produced using a known polymerization method described in Chemical Review (Chem. Rev.), Vol. 109, pp. 897-1091 (2009), etc. Suzuki reaction , Yamamoto reaction, Buchwald reaction, Stille reaction, Negishi reaction, and Kumada reaction.
In the above polymerization method, the method of charging the monomers includes a method of charging the entire amount of the monomers into the reaction system at once, a method of charging a part of the monomers and reacting them, and then charging the remaining monomers all at once. Examples thereof include a method of continuously or dividedly charging, a method of continuously or dividingly charging a monomer, and the like.
Examples of transition metal catalysts include palladium catalysts and nickel catalysts.
The post-treatment of the polymerization reaction is performed by a known method, for example, a method of removing water-soluble impurities by liquid separation, adding the reaction solution after the polymerization reaction to a lower alcohol such as methanol, filtering the deposited precipitate, and drying it. method, etc., is performed singly or in combination. When the purity of the polymer compound of the second layer is low, it can be purified by ordinary methods such as recrystallization, reprecipitation, continuous extraction using a Soxhlet extractor, column chromatography, and the like.

[Cross-linked product of compound having cross-linking group]
A cross-linked product of a compound having a cross-linking group can be obtained, for example, by cross-linking a compound having a cross-linking group by the method and conditions described later.
The compound having a cross-linking group may be a low-molecular-weight compound having a cross-linking group or a high-molecular-weight compound having a cross-linking group.

In the compound having a cross-linking group, the cross-linking group is preferably selected from the cross-linking group A group because the cross-linking property of the compound having a cross-linking group is superior and the luminous efficiency of the light-emitting device of the present embodiment is superior. At least one cross-linking group (that is, at least one cross-linking group selected from cross-linking groups represented by formulas (XL-1) to (XL-19)), more preferably formula (XL-1 ) ~ formula (XL-4), formula (XL-7) ~ formula (XL-10) and formula (XL-14) ~ formula (XL-19) at least one cross-linking selected from the cross-linking groups a group, more preferably formula (XL-1), formula (XL-3), formula (XL-7), formula (XL-9), formula (XL-10) and formula (XL-16) ~ At least one cross-linking group selected from the cross-linking groups represented by formula (XL-19), particularly preferably formula (XL-1), formula (XL-9), formula (XL-10) and formula (XL-16) to at least one cross-linking group selected from the cross-linking groups represented by formulas (XL-19), particularly preferably formula (XL-1), formula (XL-16) and formula ( At least one cross-linking group selected from cross-linking groups represented by XL-17).
In Group A of the cross-linking group, examples and preferred ranges of substituents that the cross-linking group may have are the same as examples and preferred ranges of substituents that the group represented by Ar ^Y1 may have.
The compound having a cross-linking group may contain only one cross-linking group, or may contain two or more cross-linking groups.

(Polymer compound having a cross-linking group)
The polymer compound having a cross-linking group has better cross-linking properties and the luminous efficiency of the light-emitting device of the present embodiment is better. preferably included. That is, the polymer compound having a cross-linking group is preferably a polymer compound containing a structural unit having a cross-linking group.
Examples and preferred ranges of the cross-linking group in the polymer compound having a cross-linking group and the structural unit having a cross-linking group are the same as the examples and preferred range of the cross-linking group in the compound having a cross-linking group.
When the polymer compound having a crosslinkable group contains a structural unit having a crosslinkable group, the content of the structural unit having a crosslinkable group may be within a range in which the function of the polymer compound having a crosslinkable group is exhibited. When the polymer compound having a crosslinkable group contains a structural unit having a crosslinkable group, the content of the structural unit having a crosslinkable group is, relative to the total content of the structural units contained in the polymer compound having a crosslinkable group, For example, it is 0.1 to 100 mol%, and the polymer compound having a crosslinkable group has better crosslinkability, and the luminous efficiency of the light emitting device of the present embodiment is better, so it is preferably 1 to 99 mol%. more preferably 2 to 90 mol%, still more preferably 3 to 70 mol%, and particularly preferably 5 to 50 mol%.
A polymer compound having a cross-linking group may contain only one type of constitutional unit having a cross-linking group, or may contain two or more types thereof.

The structural unit having a cross-linking group is preferably a structural unit represented by formula (Z) or a structural unit represented by formula (Z'), since the light-emitting device of the present embodiment has superior luminous efficiency.

Structural unit n represented by formula (Z) is usually an integer of 1 to 10, and is preferably an integer of 1 to 7, more preferably an integer of 1 to 7, since the light emitting device of the present embodiment has superior luminous efficiency. It is an integer of 1 to 4, more preferably 1 or 2, and particularly preferably 2.
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, and still more preferably an integer of 0 to 4, since the light emitting device of the present embodiment has superior luminous efficiency. An integer from 0 to 2.

The hydrocarbon group for Ar ^Z includes an optionally substituted aromatic hydrocarbon group and an optionally substituted aliphatic hydrocarbon group. The hydrocarbon group for Ar ^Z includes groups in which multiple of these groups are bonded.
The aliphatic hydrocarbon group for Ar ^Z includes a group obtained by removing n hydrogen atoms from an alkylene group or a cycloalkylene group, preferably a group obtained by removing n hydrogen atoms from an alkylene group. may have a substituent.
The aromatic hydrocarbon group for Ar ^{2 Z} includes a group obtained by removing n hydrogen atoms from an arylene group, and this group may have a substituent. Examples and preferred ranges of the arylene group include examples and preferred ranges of the arylene group in Ar ^Y1 .
The heterocyclic group for Ar 2 ^Z includes a group obtained by removing n hydrogen atoms from a divalent heterocyclic group, and this group may have a substituent. Examples and preferred ranges of the divalent heterocyclic group include examples and preferred ranges of the divalent heterocyclic group in Ar ^Y1 .
Examples and preferred ranges of the hydrocarbon group and the heterocyclic group in the group in which at least one hydrocarbon group and at least one heterocyclic group in Ar ^Z are directly bonded are the hydrocarbon group and the heterocyclic group in Ar ^Z , respectively. It is the same as the example and preferred range of the cyclic group.
The group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded in Ar ^Z includes, for example, at least one arylene group and at least one divalent heterocyclic group in Ar ^Y1 . A group obtained by removing n hydrogen atoms from the group to which is directly bonded may be mentioned.
Ar ^{2 Z} is preferably a hydrocarbon group or a heterocyclic group, more preferably a hydrocarbon group, and still more preferably an aromatic hydrocarbon group, since the light emitting device of the present embodiment has superior luminous efficiency. and these groups may have a substituent.

Examples and preferred ranges of the arylene group represented by ^LA include examples and preferred ranges of the arylene group represented by Ar ^Y1 . The arylene group represented by ^LA is preferably a phenylene group or a fluorenediyl group, since the luminous efficiency of the light-emitting device of the present embodiment is more excellent, and these groups may have a substituent. .
Examples and preferred ranges of the divalent heterocyclic group represented by ^LA are the same as examples and preferred ranges of the divalent heterocyclic group represented by Ar ^Y1 .
L ^A is preferably an arylene group or an alkylene group, more preferably phenylene, because it facilitates the synthesis of a polymer compound having a cross-linking group and the luminous efficiency of the light-emitting device of the present embodiment is superior. group, fluorenediyl group or alkylene group, and these groups may have a substituent.

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 for R′ are the same as examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituents Ar ^Y1 may have. be.

Examples and preferred ranges of substituents that groups represented by Ar ^Z , ^LA and R′ may have are the same as examples and preferred ranges of substituents that groups represented by Ar ^Y1 may have. is.

The examples and preferred range of the cross-linking group for X are the same as the examples and preferred range of the cross-linking group in the compound having a cross-linking group.

Structural unit mA represented by the formula (Z') is usually an integer of 0 to 10, and is preferably an integer of 0 to 7, more preferably an integer of 0 to 7, because the light emitting device of the present embodiment has superior luminous efficiency. is an integer of 0 to 4, more preferably an integer of 0 to 2, particularly preferably 0 or 1, particularly preferably 0.
m is usually an integer of 0 to 10, preferably an integer of 0 to 7, more preferably an integer of 0 to 4, and still more preferably It is an integer of 0 to 2, and particularly preferably 0.
c is usually an integer of 0 to 10, and is preferably an integer of 0 to 5 because it facilitates the synthesis of a polymer compound having a cross-linking group and the luminous efficiency of the light emitting device of the present embodiment is superior. , more preferably an integer of 0 to 2, still more preferably 0 or 1, and particularly preferably 0.

Examples and preferred ranges of the hydrocarbon group and heterocyclic group for Ar ⁵ are the same as examples and preferred ranges of the hydrocarbon group and heterocyclic group for Ar ^Z , respectively.
Examples and preferred ranges of the group in which at least one hydrocarbon group and at least one heterocyclic group are directly bonded for Ar ⁵ include at least one hydrocarbon group and at least one heterocyclic group for Ar ^Z. is the same as the example and preferred range of the group to which is directly bonded.
Ar ⁵ is preferably a hydrocarbon group or a heterocyclic group, more preferably a hydrocarbon group, and still more preferably an aromatic hydrocarbon group, because the luminous efficiency of the light-emitting device of the present embodiment is superior. and these groups may have a substituent.

Ar ⁴ and Ar ⁶ are preferably an arylene group optionally having a substituent, since the luminous efficiency of the light emitting device of this embodiment is more excellent.
Examples and preferred ranges of arylene groups for Ar ⁴ and Ar ⁶ are the same as examples and preferred ranges of arylene groups for Ar ^X1 , Ar ^X2 , Ar ^X3 and Ar ^X4 .
Examples and preferred ranges of the divalent heterocyclic group for Ar ⁴ and Ar ⁶ are the same as examples and preferred ranges for the divalent heterocyclic group for Ar ^X1 , Ar ^X2 , Ar ^X3 and Ar ^X4 .

Examples and preferred ranges of substituents that the groups represented by Ar ⁴ to Ar ⁶ may have are the same as examples and preferred ranges of substituents that the groups represented by Ar ^Y1 may have. .

The examples and preferred ranges of K ^A are the same as the examples and preferred ranges of L ^A.
The examples and preferred ranges of R'' are the same as the examples and preferred ranges of R'.

Examples and preferred ranges of the cross-linking group for X' are the same as those of the cross-linking group represented by X.
Examples and preferred ranges of the aryl group and monovalent heterocyclic group for X′ are the examples and preferred ranges of the aryl group and monovalent heterocyclic group for R ^X1 , R ^X2 and R ^X3 , respectively. are the same.
X' is preferably a bridging group, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably a bridging group, an aryl group or a monovalent heterocyclic group, still more preferably is a bridging group or an aryl group, and these groups may have a substituent.
Examples and preferred ranges of substituents that the group represented by X' may have are the same as examples and preferred ranges of substituents that the group represented by Ar ^Y1 may have.

Examples of structural units having a cross-linking group include structural units represented by the following formulas. In the formula, Z ¹ represents an oxygen atom or a sulfur atom. ^XA represents a cross-linking group selected from cross-linking group A; When multiple X ^A are present, they may be the same or different. The preferred range of X ^A is the same as the preferred range of the cross-linking group in the compound having a cross-linking group.

(Other structural units)
The polymer compound having a cross-linking group is selected from the group consisting of structural units represented by the formula (X) and structural units represented by the formula (Y), since the light-emitting device of the present embodiment has superior luminous efficiency. It preferably contains at least one structural unit, and 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 bridging group. It is preferable to include a structural unit having
A polymer compound having a cross-linking group comprises 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 a cross-linking group. and the structural unit having a cross-linking group is preferably different from the structural unit represented by the formula (X) and the structural unit represented by the formula (Y).
A polymer compound having a cross-linking group preferably contains a structural unit represented by the formula (Y) because the light emitting device of the present embodiment has superior luminous efficiency, and the structural unit represented by the formula (Y) and It is more preferable to include a structural unit having a cross-linking group.
The polymer compound having a cross-linking group has an excellent hole-transport property of the polymer compound having a cross-linking group, and the luminous efficiency of the light-emitting device of the present embodiment is more excellent. Therefore, the structural unit represented by the formula (X) and more preferably a structural unit represented by formula (X) and a structural unit having a cross-linking group.
The polymer compound having a cross-linking group has an excellent hole-transport property of the polymer compound having a cross-linking group, and the luminous efficiency of the light-emitting device of the present embodiment is further excellent. Therefore, the structural unit represented by the formula (X) And it preferably contains a structural unit represented by formula (Y), more preferably contains a structural unit represented by formula (X), a structural unit represented by formula (Y) and a structural unit having a bridging group preferable.

When the polymer compound having a cross-linking group contains the structural unit represented by the formula (X), the content of the structural unit represented by the formula (X) is such that the polymer compound having the cross-linking group functions. It is acceptable as long as it is within the range of When the polymer compound having a cross-linking group contains the structural unit represented by formula (X), the content of the structural unit represented by formula (X) is the amount of the structural unit contained in the polymer compound having a cross-linking group. With respect to the total content, for example, 0.1 to 99.9 mol%, the hole transport property of the polymer compound having a cross-linking group is excellent, and the luminous efficiency of the light emitting device of the present embodiment is higher. Since it is excellent, it is preferably 1 to 99 mol%, more preferably 10 to 90 mol%, still more preferably 20 to 80 mol%, and particularly preferably 30 to 70 mol%.
The structural unit represented by formula (X) may be contained in one type or two or more types in the polymer compound having a cross-linking group.

When the polymer compound having a cross-linking group contains the structural unit represented by formula (Y), the content of the structural unit represented by formula (Y) is such that the polymer compound having a cross-linking group functions. It is acceptable if it is within the range of When the polymer compound having a cross-linking group contains the structural unit represented by formula (Y), the content of the structural unit represented by formula (Y) is the amount of the structural unit contained in the polymer compound having a cross-linking group. For example, it is 0.1 to 99.9 mol% with respect to the total content, and since the luminous efficiency of the light emitting device of the present embodiment is superior, it is preferably 1 to 99 mol%, more preferably 10 90 mol %, more preferably 20 to 80 mol %, particularly preferably 30 to 70 mol %.
The structural unit represented by the formula (Y) may be contained alone or in combination of two or more in the polymer compound having a cross-linking group.

When the polymer compound having a cross-linking group contains a structural unit represented by formula (X) and/or a structural unit represented by formula (Y), and a structural unit having a cross-linking group, in formula (X) The total content of the structural unit represented by the formula (Y), the structural unit having a crosslinkable group, and the structural unit having a crosslinkable group may be within a range in which the function as a polymer compound having a crosslinkable group can be exhibited. When the polymer compound having a cross-linking group contains a structural unit represented by formula (X) and/or a structural unit represented by formula (Y), and a structural unit having a cross-linking group, in formula (X) The total content of the structural unit represented by the formula (Y) and the structural unit having a cross-linking group is based on the total content of the structural units contained in the polymer compound having a cross-linking group. , For example, 1 to 100 mol%, preferably 10 to 100 mol% because the hole transport property of the polymer compound having a cross-linking group is excellent and the luminous efficiency of the light emitting device of the present embodiment is further excellent. , more preferably 30 to 100 mol%, still more preferably 50 to 100 mol%, particularly preferably 70 to 100 mol%, particularly preferably 90 to 100 mol%.

Examples of polymer compounds having a cross-linking group include polymer compounds P-4 to P-15 shown in Table 2. Here, "other" means a structural unit represented by formula (Z), a structural unit represented by formula (Z'), a structural unit represented by formula (X), and a structural unit represented by formula (Y). means a structural unit other than the structural unit

[In the table, p', q', r', s' and t' represent the molar ratio (mol%) of each structural unit. p′+q′+r′+s′+t′=100 and 70≦p′+q′+r′+s′≦100. ]

The polymer compound having a cross-linking group may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or may be in other forms. It is preferably a copolymer obtained by copolymerizing raw material monomers.

The example and preferred range of the polystyrene-equivalent number average molecular weight of the polymer compound having a cross-linking group are the same as the example and preferred range of the polystyrene-equivalent number average molecular weight of the polymer compound of the second layer. The example and preferred range of the polystyrene-equivalent weight average molecular weight of the polymer compound having a cross-linking group are the same as the example and preferred range of the polystyrene-equivalent weight average molecular weight of the polymer compound of the second layer.

(Method for Producing Polymer Compound Having Crosslinking Group)
A polymer compound having a cross-linking group can be produced by a method similar to that for producing the polymer compound of the second layer.

[Low-molecular compound having a cross-linking group]
A low-molecular-weight compound having a cross-linking group is preferably a low-molecular-weight compound represented by the formula (Z'') because the light-emitting device of the present embodiment has superior luminous efficiency.

The examples and preferred ranges for m ^B1 are the same as the examples and preferred ranges for mA.
Examples and preferred ranges of m ^B2 are the same as those of c.
Examples and preferred ranges of m ^B3 are the same as those of m.
Examples and preferred ranges for Ar ⁷ are the same as those for Ar ⁵ .
The examples and preferred ranges of L ^B1 are the same as the examples and preferred ranges of L ^A.
The examples and preferred ranges of R''' are the same as the examples and preferred ranges of R'.
Examples and preferred ranges of X'' are the same as those of X'.

Examples of low-molecular-weight compounds having a cross-linking group include the compounds shown below.

[Second composition]
The second layer is selected from the group consisting of the compound (A-2), the material of the second layer, the hole-transporting material, the hole-injecting material, the electron-transporting material, the electron-injecting material, the light-emitting material, and the antioxidant. It may be a layer containing a composition (hereinafter also referred to as “second composition”) containing at least one of However, in the second composition, the hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, and light-emitting material are different from the compound (A-2).
The second composition contains the compound (A-2), the material of the second layer, the hole-transporting material, the hole-injecting material, the electron-transporting material, the electron-injecting material, the light-emitting material, and the antioxidant, respectively, It may be contained individually by 1 type, and may be contained 2 or more types.
Examples and preferred ranges of the hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, light-emitting material and antioxidant contained in the second composition are respectively contained in the first composition. Examples and preferred ranges of the hole-transporting material, hole-injecting material, electron-transporting material, electron-injecting material, and antioxidant.
In the second composition, the total content of compound (A-2), second layer material, hole transport material, hole injection material, electron transport material, electron injection material, light emitting material and antioxidant may be within a range in which the function as the second composition can be exhibited. In the second composition, the total content of compound (A-2), second layer material, hole transport material, hole injection material, electron transport material, electron injection material, light emitting material and antioxidant is, for example, based on the total amount of the second composition, may be 1 to 100% by mass, may be 10 to 100% by mass, may be 30 to 100% by mass, more preferably 50 It may be up to 100% by mass, 70 to 100% by mass, or 90 to 100% by mass.
In the second composition, the contents of the hole-transporting material, the hole-injecting material, the electron-transporting material, the electron-injecting material, and the light-emitting material are each based on the content of the compound (A-2) being 100 parts by mass. , usually from 1 to 10,000 parts by mass. In the second composition, the content of the antioxidant is usually from 0.00001 to 10 parts by mass based on 100 parts by mass of the compound (A-2). In the second composition, the content of the material of the second layer is, for example, 1 to 99 when the total content of the compound (A-2) and the material of the second layer is 100 parts by mass. .99 parts by mass, and the luminous efficiency of the light-emitting device of the present embodiment is more excellent, so it is preferably 10 to 99.9 parts by mass, more preferably 30 to 99.5 parts by mass, and still more preferably 50 parts by mass. to 99 parts by mass, particularly preferably 70 to 97 parts by mass, particularly preferably 80 to 95 parts by mass.

[Second ink]
The second layer can be formed using, for example, a composition containing the compound (A-2) and a solvent (hereinafter also referred to as "second ink").
The second ink may contain one kind of the compound (A-2) and the solvent, or two or more kinds thereof.
The second ink can be suitably used for the wet method described in the section on the first ink.
The preferred range of viscosity for the second ink is the same as the preferred range for the viscosity of the first ink.
The example and preferred range of the solvent contained in the second ink are the same as the example and preferred range of the solvent contained in the first ink.
In the second ink, the content of the solvent is usually 1000 to 10000000 parts by mass when the content of compound (A-2) is 100 parts by mass.

The second ink further comprises at least one selected from the group consisting of second layer materials, hole transport materials, hole injection materials, electron transport materials, electron injection materials, light emitting materials and antioxidants. You can
The second ink contains each of the material of the second layer, the hole-transporting material, the hole-injecting material, the electron-transporting material, the electron-injecting material, the light-emitting material, and the antioxidant. may be contained, or two or more may be contained.
Examples and preferred ranges of the hole-transporting material, the electron-transporting material, the hole-injecting material, the electron-injecting material, the light-emitting material, and the antioxidant, which the second ink may further include, are described in the second composition, respectively. 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 content of the hole-transporting material, electron-transporting material, hole-injecting material, electron-injecting material, and light-emitting material that the second ink may further contain is 100% of the content of compound (A-2). When expressed as parts by mass, it is usually 1 to 10,000 parts by mass. The content of the antioxidant that the second ink may further contain is usually 0.00001 to 10 parts by mass when the total content of the compound (A-2) is 100 parts by mass. The content of the second layer material that the second ink may further contain is, when the total content of the compound (A-2) and the second layer material is 100 parts by mass, for example , 1 to 99.99 parts by mass, preferably 10 to 99.9 parts by mass, more preferably 30 to 99.5 parts by mass, because the luminous efficiency of the light emitting device of the present embodiment is more excellent, More preferably 50 to 99 parts by mass, particularly preferably 70 to 97 parts by mass, particularly preferably 80 to 95 parts by mass.

<Light emitting element>
The light emitting device of this embodiment has an anode, a cathode, a first layer provided between the anode and the cathode, and a second layer provided between the anode and the first layer. element.
In the light-emitting device of this embodiment, at least one compound (A-1) and at least one compound (A-2) are the same.
In the light-emitting device of this embodiment, the first layer and the second layer are adjacent to each other.

The light-emitting device of this embodiment may further have layers other than the anode, cathode, first layer, and second layer.

The light-emitting element of this embodiment has excellent luminous efficiency. Although the reason why such an effect is produced is not necessarily clear, two adjacent layers (first layer and second layer) provided between the anode and the cathode are provided with the same formula (H-1). By containing the represented compounds (compound (A-1) and compound (A-2)), for example, the charge injection barrier at the interface between the two layers is reduced and/or the charge injection property between the two layers is improved. etc., and the luminous efficiency of the light-emitting device of this embodiment is considered to be improved.

In the light-emitting device of this embodiment, the first layer is usually a light-emitting layer (hereinafter referred to as "first light-emitting layer").
In the light emitting device of the present embodiment, the second layer is usually a hole injection layer, a hole transport layer or a light emitting layer (that is, a light emitting layer separate from the first light emitting layer, hereinafter referred to as "second ), more preferably a hole-injecting layer or a hole-transporting layer, and still more preferably a hole-transporting layer.

In the light-emitting device of this embodiment, when the second layer is the second light-emitting layer provided between the anode and the first layer, the light-emitting device of this embodiment has superior luminous efficiency. It is preferable to further have at least one layer of a hole injection layer and a hole transport layer between the second layer. Further, when the second layer is the second light-emitting layer provided between the anode and the first layer, the light-emitting element of the present embodiment has superior light-emitting efficiency. It is preferred to further have at least one layer of an electron injection layer and an electron transport layer in between.
In the light emitting device of this embodiment, when the second layer is a hole transport layer provided between the anode and the first layer, the luminous efficiency of the light emitting device of this embodiment is more excellent. It is preferable to further have a hole injection layer between the two layers. Further, when the second layer is a hole-transporting layer provided between the anode and the first layer, the luminous efficiency of the light-emitting device of the present embodiment is more excellent. Furthermore, it is preferable to further have at least one layer of an electron injection layer and an electron transport layer.
In the light-emitting device of this embodiment, 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 superior luminous efficiency. It is preferable to further have at least one layer of an electron injection layer and an electron transport layer between the one layer.

Specific layer configurations of the light-emitting device of the present embodiment include, for example, layer configurations represented by (D1) to (D13) below. The light-emitting device of this embodiment usually has a substrate, but the anode may be stacked on the substrate, or the cathode may be stacked on the substrate.

(D1) anode/hole-transport layer (second layer)/first light-emitting layer (first layer)/cathode (D2) anode/hole-injection layer/hole-transport layer (second layer)/ First light emitting layer (first layer)/cathode (D3) anode/hole injection layer/hole transport layer (second layer)/first light emitting layer (first layer)/electron transport layer/ Cathode (D4) anode/hole injection layer/hole transport layer (second layer)/first emitting layer (first layer)/electron injection layer/cathode (D5) anode/hole injection layer/positive hole-transporting layer (second layer)/first light-emitting layer (first layer)/electron-transporting layer/electron-injecting layer/cathode (D6) anode/hole-injecting layer/hole-transporting layer (second layer) )/first light emitting layer (first layer)/second light emitting layer/electron transport layer/electron injection layer/cathode (D7) anode/second light emitting layer (second layer)/first light emitting Layer (first layer)/cathode (D8) anode/hole injection layer/second light-emitting layer (second layer)/first light-emitting layer (first layer)/electron transport layer/cathode (D9 ) anode/hole injection layer/second emitting layer (second layer)/first emitting layer (first layer)/electron injection layer/cathode (D10) anode/hole injection layer/second Light emitting 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 emitting layer (first layer)/electron transport layer/electron injection layer/cathode (D12) anode/hole injection layer (second layer)/first emitting layer ( first layer)/cathode (D13) anode/hole injection layer (second layer)/first emitting layer (first layer)/electron transport layer/electron injection layer/cathode

In (D1) to (D13) above, "/" means that the layers before and after it are laminated adjacently. For example, "hole transport layer (second layer)/first light emitting layer (first layer)" means the combination of the hole transport layer (second layer) and the first light emitting layer (first layer). ) means that they are stacked adjacent to each other.

In the light emitting device of this embodiment, the anode, the hole injection layer, the hole transport layer, the light emitting layer, the electron transport layer, the electron injection layer and the cathode may each be provided with two or more layers, if necessary. . When there are a plurality of anodes, hole-injection layers, hole-transport layers, light-emitting layers, electron-transport layers, electron-injection layers, and cathodes, the materials constituting them may be the same or different.

In the light-emitting device of this embodiment, the thicknesses of the anode, the hole-injection layer, the hole-transport layer, the first layer, the second layer, the light-emitting layer, the electron-transport layer, the electron-injection layer, and the cathode are usually 1 nm. ~1 μm, preferably 2 nm to 500 nm, more preferably 5 nm to 150 nm.

In the light-emitting device of this embodiment, the order, number, and thickness of the layers to be stacked may be adjusted in consideration of the luminous efficiency of the light-emitting device.

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

[Second light-emitting layer]
The second light-emitting layer is usually a second layer or a layer containing a light-emitting material, preferably a layer containing a light-emitting material. When the second light-emitting layer is a layer containing a light-emitting material, the light-emitting material contained in the second light-emitting layer includes, for example, the light-emitting material that the second composition may contain. be done. The light-emitting material contained in the second light-emitting layer may be contained singly or in combination of two or more.
When the light-emitting element of this embodiment has a second light-emitting layer, and the hole injection layer and the hole transport layer described later are not the second layer, the second light-emitting layer is the second layer. is preferably

[Hole transport layer]
The hole-transporting layer is the second layer or a layer containing a hole-transporting material, preferably the second layer. When the hole-transporting layer is a layer containing a hole-transporting material, the hole-transporting material includes, for example, the hole-transporting material that the second composition may contain. The hole-transporting material contained in the hole-transporting layer may be contained alone or in combination of two or more.
When the light-emitting device of this embodiment has a hole-transporting layer and the hole-injecting layer described later and the second light-emitting layer described above are not the second layer, the hole-transporting layer is the second layer. Preferably.

[Electron transport layer]
An electron transport layer is a layer containing an electron transport material. Examples of the electron-transporting material contained in the electron-transporting layer include the electron-transporting material that the second composition may contain. The electron-transporting material contained in the electron-transporting layer may be contained alone or in combination of two or more.

[Hole injection layer]
The hole-injecting layer is the second layer or layer containing a hole-injecting material, preferably a layer containing a hole-injecting material. When the hole-injection layer is a layer containing a hole-injection material, the hole-injection material contained in the hole-injection layer includes, for example, the holes that the second composition may contain. Infusion materials are included. The hole injection material contained in the hole injection layer may be contained singly or in combination of two or more.
When the light-emitting device of this embodiment has a hole-injection layer and the second light-emitting layer and the hole-transport layer are not the second layer, the hole-injection layer is the second layer. Preferably.

[Electron injection layer]
An electron injection layer is a layer containing an electron injection material. The electron injection material contained in the electron injection layer includes, for example, the electron injection material that the second composition may contain. The electron injection material contained in the electron injection layer may be contained singly or in combination of two or more.

[Substrate/electrode]
The substrate in the light-emitting device is preferably a substrate that does not chemically change during the formation of the electrodes and the formation of the organic layer. The substrate may be, for example, a substrate made of materials such as glass, plastic, silicon, and the like. If an opaque substrate is used, the electrode furthest from the substrate is preferably transparent or translucent.
Examples of materials for the anode include conductive metal oxides and translucent metals, preferably indium oxide, zinc oxide, tin oxide; indium-tin-oxide (ITO), indium-zinc-oxide, etc. conductive compounds of; silver-palladium-copper composite (APC); NESA, gold, platinum, silver, copper.
Examples of cathode materials include metals such as lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, zinc, and indium; alloys of two or more of them; alloys of one or more species with one or more of silver, copper, manganese, titanium, cobalt, nickel, tungsten, tin; and graphite and graphite intercalation compounds. Examples of alloys include magnesium-silver alloys, magnesium-indium alloys, magnesium-aluminum alloys, indium-silver alloys, lithium-aluminum alloys, lithium-magnesium alloys, lithium-indium alloys, and calcium-aluminum alloys.
In the light-emitting device of this embodiment, at least one of the anode and the cathode is usually transparent or translucent, and the anode is preferably transparent or translucent.
Methods for forming the anode and cathode include, for example, a vacuum deposition method, a sputtering method, an ion plating method, a plating method and a laminating method.

[Method for manufacturing light-emitting element]
In the method for manufacturing the light-emitting device of the present embodiment, when using a low-molecular-weight compound as a method for forming the first layer, the second layer, and layers other than the first layer and the second layer, for example, A dry method such as a vacuum deposition method and a wet method described in the section of the first ink can be used, and when a polymer compound is used, for example, the wet method described in the section of the first ink can be used.
In the method for manufacturing a light-emitting element of the present embodiment, the first layer, the second layer, and the layers other than the first layer and the second layer are the various inks described above, the various materials described above, and the It may be formed by the wet method described in the first ink section using the ink containing the solvent described in the first ink section, or may be formed by a dry method such as a vacuum deposition method.

Methods for forming the first layer and the second layer include, for example, a dry method and a wet method, and the wet method is preferable because it facilitates the production of the light emitting device of this embodiment. In the method of forming the first layer and the second layer, the dry method includes, for example, a vacuum deposition method. In the method of forming the first layer and the second layer, examples of the wet method include the wet method described in the section on the first ink.
When the first layer is formed by a wet method, it is preferable to use the first ink because it facilitates the manufacture of the light emitting device of this embodiment. That is, the first layer is preferably formed by a wet method using the first ink.
When the second layer is formed by a wet method, it is preferable to use the second ink because it facilitates the manufacture of the light emitting device of this embodiment. That is, the second layer is preferably formed by a wet method using the second ink.

In the method for producing a light-emitting device of the present embodiment, the layer containing a crosslinked compound of a compound having a crosslinkable group (eg, layer (2′)) is formed by heating after forming a layer containing a compound having a crosslinkable group, for example. Alternatively, it can be formed by cross-linking a compound having a cross-linking group contained in the layer by light irradiation (preferably heating). When the compound having a cross-linking group is contained in a layer in a cross-linked state (a cross-linked product of a compound having a cross-linking group), the layer is substantially insoluble in a solvent. Therefore, the layer containing the crosslinked product of the compound having a crosslinkable group can be suitably used for lamination of layers in the production of the light emitting device of this embodiment.
The heating temperature for cross-linking is usually 25°C to 300°C, preferably 50°C to 260°C, more preferably 130°C to 230°C, still 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, still more preferably 10 to 60 minutes. .
Types of light used for light irradiation are, for example, ultraviolet light, near-ultraviolet light, and visible light.

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

The light-emitting device of this embodiment can be manufactured, for example, by sequentially laminating each layer on a substrate. Specifically, an anode is provided on a substrate, layers such as a hole injection layer and a hole transport layer are provided thereon, a light emitting layer is provided thereon, and an electron transport layer, an electron injection layer and the like are provided thereon. A light-emitting device can be manufactured by providing a layer and further laminating a cathode thereon. As another manufacturing method, a cathode is provided on a substrate, layers such as an electron injection layer, an electron transport layer, a light emitting layer, a hole transport layer, and a hole injection layer are provided thereon, and an anode is further provided thereon. A light-emitting device can be manufactured by stacking. In still another manufacturing method, an anode or a cathode-side base material having layers laminated on the anode and a cathode or a cathode-side base material having layers laminated on the cathode may be opposed and bonded to each other. can.

In the manufacture of the light emitting device of this embodiment, the material used for forming the hole injection layer, the material used for forming the light emitting layer, the material used for forming the hole transport layer, the material used for forming the electron transport layer, and the electron When the material used for forming the injection layer dissolves in the solvent used for forming the layers adjacent to the hole injection layer, the light-emitting layer, the hole transport layer, the electron transport layer, and the electron injection layer, It is preferred to avoid dissolving the material. Methods for avoiding material dissolution include i) a method of using a material having a cross-linking group, and ii) a method of providing a difference in the solubility of adjacent layers in a solvent. As the method i) above, for example, after forming a layer (for example, a hole transport layer) using a material having a crosslinkable group, the layer can be insolubilized by crosslinking the crosslinkable group, A layer different from the layer (for example, a light-emitting layer) can be laminated on the layer. Further, as the method ii), for example, after forming a layer (e.g., a light-emitting layer), an ink containing a solvent with low solubility is used for the layer, so that the layer A different layer (eg, an electron-transport layer) can be deposited.

[Use]
The light-emitting device of the present embodiment is suitable as a light source for backlighting of a liquid crystal display device, a light source for lighting, an organic EL lighting, a display device such as a computer, a television, and a mobile terminal (for example, an organic EL display and an organic EL television). can be used for

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

In 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 a mobile phase. In addition, each measurement condition of SEC is as follows.
A polymer compound to be measured was dissolved in tetrahydrofuran at a concentration of about 0.05% by mass, and 10 μL of the solution was injected into SEC. Mobile phase was run at a flow rate of 2.0 mL/min. As a column, PLgel MIXED-B (manufactured by Polymer Laboratories) was used. A UV-VIS detector (manufactured by Shimadzu Corporation, trade name: SPD-10Avp) was used as a detector.

For calculation of the _ΔEST value of the compound, the ground state of the compound was structurally optimized by density functional theory at the B3LYP level. At that time, 6-31G* was used as a basis function. Then, using the obtained optimized structure, _ΔEST of the compound was calculated by time-dependent density functional theory at the B3LYP level. The calculation was performed using Gaussian09 as a quantum chemical calculation program.

The maximum peak wavelength of the emission spectrum of the compound at room temperature was measured at room temperature with a spectrophotometer (manufactured by JASCO Corporation, FP-6500). A xylene solution in which a compound was dissolved in xylene at a concentration of about 8×10 ⁻⁴ mass % was used as a sample. Ultraviolet (UV) light with a wavelength of 325 nm was used as excitation light.

In the examples, the molecular weight of the compound was calculated using the Molecular Weight value of ChemDraw Professional 16.0 (manufactured by Hulinks).

<Synthesis Example MM> Synthesis of Compounds MM1 to MM4 and MM7 to MM18 Compound MM1 was synthesized according to the method described in WO2015/145871.
Compound MM2 was synthesized according to the method described in WO2013/146806.
Compound MM3 was synthesized according to the method described in WO2005/049546.
Compound MM4 was synthesized according to the method described in JP-A-2010-189630.
Compound MM7, compound MM8 and compound MM11 were synthesized according to the method described in International Publication No. 2002/045184.
Compound MM9 was synthesized according to the method described in WO2011/049241.
Compound MM10 and compound MM14 were synthesized according to the method described in JP-A-2011-174062.
Compound MM12 was synthesized according to the method described in JP-A-2008-106241.
Compound MM13 and compound MM16 were synthesized according to the method described in WO2016/031639.
Compound MM15 was synthesized according to the method described in JP-A-2010-215886.
Compound MM17 was synthesized according to the method described in JP-A-2014-001328.
Compound MM18 was synthesized according to the method described in JP-A-2010-215886.

<Synthesis Example P> Synthesis of Polymer Compounds P0 to P8 Polymer compounds P0 to P8 were synthesized by the synthesis method described in Table 3 using the compounds of the types and molar ratios described in Table 3. Mn and Mw of the obtained polymer compound were as shown in Table 3.
An example of the synthesis of the polymer compound P0 is described below.
Polymer compound P0 was synthesized using compound MM4 and compound MM3 according to the method described in International Publication No. 2015/194448. The Mn of the polymer compound P0 was 4.5×10 ⁴ and the Mw was 1.5×10 ⁵ .
According to the theoretical value obtained from the amount of the feedstock, the polymer compound P0 is a copolymer composed of structural units derived from the compound MM4 and structural units derived from the compound MM3 at a molar ratio of 50:50. It is a coalescence.
Further, the synthesis of the polymer compound P1 is described as an example as follows.
Polymer compound P1 was synthesized using compound MM1, compound MM2 and compound MM3 according to the method described in International Publication No. 2015/145871. Mn of the polymer compound P1 was 2.3×10 ⁴ and Mw=1.2×10 ⁵ .
According to the theoretical values obtained from the amounts of the raw materials, the polymer compound P1 has a structural unit derived from the compound MM1, a structural unit derived from the compound MM2, and a structural unit derived from the compound MM3, which is 45: It is a copolymer made up in a 5:50 molar ratio.

<Compound M1>
The compound M1 used was manufactured by Luminescence Technology.

<Compounds H1 to H3 and B1 to B5>
Compound H1 and compound B1 were manufactured by Luminescence Technology.
Compound H2 was synthesized according to the method described in WO2011/098030.
Compound H3 was synthesized according to the method described in JP-A-2015-110751.
Compounds B2 and B4 were synthesized according to the method described in WO2015/102118.
Compound B3 was synthesized according to the method described in Angewandte Chemie International Edition, 2018, Vol. 57, pp. 11316-11320.
Compound B5 was synthesized according to the method described in Angewandte Chemie International Edition, 2020, Vol. 59, pp. 17442-17446.

The _ΔEST of compound B1 was 0.494 eV. The maximum peak wavelength of the emission spectrum of compound B1 at room temperature was 452 nm. The half width of the maximum peak of the emission spectrum of compound B1 at room temperature was 22 nm.
The _ΔEST of compound B2 was 0.457 eV. The maximum peak wavelength of the emission spectrum of compound B2 at room temperature was 454 nm. The half width of the maximum peak of the emission spectrum of compound B2 at room temperature was 21 nm.
The _ΔEST of compound B3 was 0.428 eV. The maximum peak wavelength of the emission spectrum of compound B3 at room temperature was 465 nm. The maximum peak half width of the emission spectrum of compound B3 at room temperature was 21 nm.
The _ΔEST of compound B4 was 0.472 eV. The maximum peak wavelength of the emission spectrum of compound B4 at room temperature was 440 nm. The half width of the maximum peak of the emission spectrum of compound B4 at room temperature was 19 nm.
The _ΔEST of compound B5 was 0.319 eV. The maximum peak wavelength of the emission spectrum of compound B5 at room temperature was 514 nm. The half width of the maximum peak of the emission spectrum of compound B5 at room temperature was 38 nm.

The molecular weight of compound H1 was 514.6. The molecular weight of compound H2 was 582.7. The molecular weight of compound H3 was 2504.6. The molecular weight of compound B1 was 420.3. The molecular weight of compound B2 was 896.1. The molecular weight of compound B3 was 922.2. The molecular weight of compound B4 was 671.7. The molecular weight of compound B5 was 918.1.

<Example D1> Production and evaluation of light emitting device D1 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to a glass substrate by a sputtering method. A film of ND-3202 (manufactured by Nissan Chemical Industries, Ltd.), which is a hole injection material, was formed on the anode to a thickness of 35 nm by spin coating. A hole injection layer was formed by heating the substrate having the hole injection layer laminated thereon on a hot plate at 50° C. for 3 minutes in an air atmosphere and further heating at 230° C. for 15 minutes.

(Formation of second layer)
Polymer compound P1 and compound H1 (polymer compound P1/compound H1=90% by mass/10% by mass) were dissolved in xylene at a concentration of 0.7% by mass. Using the obtained xylene solution, a film having a thickness of 20 nm was formed on the hole injection layer by a spin coating method, and heated on a hot plate at 180° C. for 60 minutes in a nitrogen gas atmosphere. 2 layers (hole transport layers) were formed. By this heating, the polymer compound P1 was in a crosslinked state.

(Formation of first layer)
Compound H1 and compound B1 (compound H1/compound B1=90 mass %/10 mass %) were dissolved in toluene at a concentration of 2 mass %. Using the obtained toluene solution, a film having a thickness of 60 nm was formed on the second layer by spin coating, and the first layer ( light-emitting layer) was formed.

(Formation of cathode)
After reducing the pressure of the substrate on which the first layer was formed to 1.0 × 10 ^-4 Pa or less in a vapor deposition machine, about 4 nm of sodium fluoride was deposited on the light-emitting layer as a cathode, and then the sodium fluoride layer was deposited. About 80 nm of aluminum was evaporated on top. After vapor deposition, the substrate on which the cathode was formed was sealed with a glass substrate to produce a light-emitting device D1.

(Evaluation of Light Emitting Element)
EL light emission was observed by applying a voltage to the light emitting element D1. The luminous efficiency [lm/W] and CIE chromaticity coordinates of the light-emitting element D1 at 200 mA/cm ² were measured.

<Examples D2 to D4> Production and evaluation of light-emitting elements D2 to D4 “Compound H1 and compound B1 (compound H1/compound B1 = 90% by mass/10% by mass) in Example D1 (formation of first layer) , except that the materials and composition ratios (% by mass) shown in Table 4 were used in the same manner as in Example D1, to produce light-emitting devices D2 to D4.
EL light emission was observed by applying a voltage to the light emitting elements D2 to D4. Luminous efficiencies [lm/W] and CIE chromaticity coordinates of the light emitting elements D2 to D4 at 200 mA/cm ² were measured.

<Comparative Example CD1> Production and Evaluation of Light-Emitting Device CD1 "Polymer compound P1 and compound H1 (polymer compound P1/compound H1 = 90% by mass/10% by mass)" in (formation of second layer) of Example D1 A light-emitting element CD1 was produced in the same manner as in Example D1, except that "polymer compound P1 (polymer compound P1=100% by mass)" was used instead of ". In Comparative Example CD1 (formation of the second layer), the polymer compound P1 was in a crosslinked state by heating.
EL light emission was observed by applying a voltage to the light emitting element CD1. Luminous efficiency [lm/W] at 200 mA/cm ² and CIE chromaticity coordinates of the light emitting element CD1 were measured.

Table 4 shows the results of Examples D1 to D4 and Comparative Example CD1. The relative values of the luminous efficiencies of the light-emitting elements D1 to D4 are shown when the luminous efficiency of the light-emitting element CD1 is set to 1.00.

<Comparative Examples CD2 and CD3> Production and Evaluation of Light-Emitting Elements CD2 and CD3 10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 5 were used in the same manner as in Example D1, to fabricate light-emitting elements CD2 and CD3. In Comparative Examples CD2 and CD3 (formation of the second layer), the polymer compound P1 was in a crosslinked state by heating.
EL light emission was observed by applying a voltage to the light emitting elements CD2 and CD3. Luminous efficiencies [lm/W] and CIE chromaticity coordinates of the light-emitting elements CD2 and CD3 at 200 mA/cm ² were measured.

Table 5 shows the results of Comparative Examples CD2 and CD3. The relative value of the luminous efficiency of the light-emitting element CD2 is shown when the luminous efficiency of the light-emitting element CD3 is set to 1.00.

<Example D5 and Comparative Example CD4> Production and Evaluation of Light-Emitting Devices D5 and CD4 %/10% by mass)”, the materials and composition ratios (% by mass) described in Table 6 were used, and further, “compound H1 and compound B1 (compound H1/compound B1 = 90% by mass/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 6 were used in the same manner as in Example D1. was made. In Example D5 and Comparative Example CD4 (formation of the second layer), the polymer compound P1 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D5 and CD4. Luminous efficiency [lm/W] at 0.1 mA/cm ² and CIE chromaticity coordinates of the light emitting elements D5 and CD4 were measured.

<Example D6> Production and Evaluation of Light-Emitting Element D6 In place of “Compound H1 and Compound B1 (Compound H1/Compound B1 = 90% by mass/10% by mass)” in (Formation of first layer) of Example D1 A light-emitting element D6 was fabricated in the same manner as in Example D1, except that "Compound H1 and Compound B5 (Compound H1/Compound B5=90% by mass/10% by mass)" were used.
EL light emission was observed by applying a voltage to the light emitting element D6. The luminous efficiency [lm/W] of the light emitting element D6 at 0.1 mA/cm ² and the CIE chromaticity coordinates were measured.

Table 6 shows the results of Examples D5 to D6 and Comparative Example CD4. The relative values of the external quantum efficiencies of the light-emitting elements D5 and D6 are shown when the external quantum efficiency of the light-emitting element CD4 is set to 1.00.

<Example D7 and Comparative Example CD6> Production and Evaluation of Light-Emitting Elements D7 and CD6 %/10% by mass)”, using the materials and composition ratios (% by mass) shown in Table 7, and further using “compound H1 and compound B1 (compound H1 / compound B1 = 90% by mass / 10% by mass)”, except that “compound H2 and compound B1 (compound H2 / compound B1 = 90% by mass / 10% by mass)” were used. Light-emitting elements D7 and CD6 were fabricated in the same manner. In Example D7 and Comparative Example CD6 (formation of the second layer), the polymer compound P1 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D7 and CD6. Luminous efficiency [lm/W] at 0.15 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D7 and CD6 were measured.

<Comparative Example CD5> Production and Evaluation of Light-Emitting Device CD5 Instead of "Compound H1 and Compound B1 (Compound H1/Compound B1 = 90% by mass/10% by mass)" in (Formation of first layer) of Example D1 A light-emitting element CD5 was fabricated in the same manner as in Example D1, except that "Compound H2 and Compound B1 (Compound H2/Compound B1=90% by mass/10% by mass)" were used.
EL light emission was observed by applying a voltage to the light emitting element CD5. Luminous efficiency [lm/W] and CIE chromaticity coordinates of the light emitting element CD5 at 0.15 mA/cm ² were measured.

Table 7 shows the results of Example D7 and Comparative Examples CD5 to CD6. The relative values of the luminous efficiencies of the light-emitting elements D7 and CD4 are shown when the luminous efficiency of the light-emitting element CD6 is set to 1.00.

<Example D8 and Comparative Example CD7> Production and Evaluation of Light-Emitting Elements D8 and CD7 %/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 8 were used in the same manner as in Example D1 to fabricate light-emitting devices D8 and CD7. In Example D8 and Comparative Example CD7 (formation of the second layer), compound M1 became crosslinked by heating.
EL emission was observed by applying a voltage to the light emitting elements D8 and CD7. Luminous efficiency [lm/W] at 0.35 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D8 and CD7 were measured.

Table 8 shows the results of Example D8 and Comparative Example CD7. The relative value of the luminous efficiency of the light-emitting element D8 is shown when the luminous efficiency of the light-emitting element CD7 is set to 1.00.

<Example D9 and Comparative Example CD8> Production and Evaluation of Light-Emitting Elements D9 and CD8 %/10% by mass)”, the materials and composition ratios (% by mass) described in Table 9 were used, and further, “compound H1 and compound B1 (compound H1 / compound B1 = 90% by mass / 10% by mass)”, except that “compound H2 and compound B1 (compound H2 / compound B1 = 90% by mass / 10% by mass)” were used. Light-emitting elements D9 and CD8 were fabricated in the same manner. In Example D9 and Comparative Example CD8 (formation of the second layer), compound M1 became crosslinked by heating.
EL emission was observed by applying a voltage to the light emitting elements D9 and CD8. Luminous efficiency [lm/W] at 0.35 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D9 and CD8 were measured.

Table 9 shows the results of Example D9 and Comparative Example CD8. The relative value of the luminous efficiency of the light-emitting element D9 is shown when the luminous efficiency of the light-emitting element CD8 is set to 1.00.

<Example D10> Production and evaluation of light-emitting element D10 Light emission was performed in the same manner as in Example D1, except that (formation of the second layer) in Example D1 was changed to the following (formation of the second layer-D10). A device D10 was produced.

(Formation of the second layer-D10)
Polymer compound P0 and compound H1 (polymer compound P0/compound H1=90% by mass/10% by mass) were dissolved in xylene at a concentration of 0.7% by mass. Using the obtained xylene solution, a film having a thickness of 20 nm was formed on the hole injection layer by a spin coating method, and heated on a hot plate at 180° C. for 60 minutes in a nitrogen gas atmosphere. 2 layers (hole transport layers) were formed.

EL emission was observed by applying a voltage to the light emitting element D10. The luminous efficiency [lm/W] of the light-emitting element D10 at 1 mA/cm ² and the CIE chromaticity coordinates were measured.

<Comparative Example CD9> Production and Evaluation of Light-Emitting Element CD9 %)” was replaced with “polymer compound P0 (polymer compound P0=100% by mass)”, in the same manner as in Example D10, to prepare a light-emitting element CD9.
EL light emission was observed by applying a voltage to the light emitting element CD9. Luminous efficiency [lm/W] at 1 mA/cm ² and CIE chromaticity coordinates of the light emitting element CD9 were measured.

Table 10 shows the results of Example D10 and Comparative Example CD9. The relative value of the luminous efficiency of the light-emitting element D10 is shown when the luminous efficiency of the light-emitting element CD9 is set to 1.00.

<Example D11 and Comparative Example CD10> Production and Evaluation of Light-Emitting Elements D11 and CD10 90% by mass/10% by mass)”, the materials and composition ratios (% by mass) described in Table 11 were used, and further, “Compound H1 and Compound B1 (Compound H1/Compound B1 = 90% by mass/10% by mass)”, except that “Compound H2 and Compound B1 (Compound H2/Compound B1 = 90% by mass/10% by mass)” were used. Light-emitting elements D11 and CD10 were manufactured in the same manner as D10.
EL emission was observed by applying a voltage to the light emitting elements D11 and CD10. Luminous efficiency [lm/W] at 5 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D11 and CD10 were measured.

Table 11 shows the results of Example D11 and Comparative Example CD10. The relative value of the luminous efficiency of the light-emitting element D11 is shown when the luminous efficiency of the light-emitting element CD10 is set to 1.00.

<Example D12 and Comparative Example CD11> Production and Evaluation of Light-Emitting Elements D12 and CD11 %/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 12 were used in the same manner as in Example D1, to produce light-emitting elements D12 and CD11. In Example D12 and Comparative Example CD11 (formation of the second layer), the polymer compound P2 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D12 and CD11. Luminous efficiencies [lm/W] and CIE chromaticity coordinates of the light emitting elements D12 and CD11 at 10 mA/cm ² were measured.

Table 12 shows the results of Example D12 and Comparative Example CD11. The relative value of the luminous efficiency of the light-emitting element D12 is shown when the luminous efficiency of the light-emitting element CD11 is set to 1.00.

<Example D13 and Comparative Example CD12> Production and Evaluation of Light-Emitting Elements D13 and CD12 %/10% by mass)", except that the materials and composition ratios (% by mass) shown in Table 13 were used in the same manner as in Example D1, to produce light-emitting elements D13 and CD12. In Example D13 and Comparative Example CD12 (formation of the second layer), the polymer compound P3 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D13 and CD12. Luminous efficiency [lm/W] at 2 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D13 and CD12 were measured.

Table 13 shows the results of Example D13 and Comparative Example CD12. The relative value of the luminous efficiency of the light-emitting element D13 is shown when the luminous efficiency of the light-emitting element CD12 is set to 1.00.

<Example D14 and Comparative Example CD13> Production and Evaluation of Light-Emitting Elements D14 and CD13 %/10% by mass)", except that the materials and composition ratios (% by mass) shown in Table 14 were used in the same manner as in Example D1, to produce light-emitting elements D14 and CD13. In Example D14 and Comparative Example CD13 (formation of the second layer), the polymer compound P4 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D14 and CD13. Luminous efficiency [lm/W] and CIE chromaticity coordinates of the light emitting elements D14 and CD13 at 5 mA/cm ² were measured.

Table 14 shows the results of Example D14 and Comparative Example CD13. The relative value of the luminous efficiency of the light-emitting element D14 is shown when the luminous efficiency of the light-emitting element CD13 is set to 1.00.

<Example D15 and Comparative Example CD14> Production and Evaluation of Light-Emitting Elements D15 and CD14 %/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 15 were used in the same manner as in Example D1, to produce light emitting devices D15 and CD14. In Example D15 and Comparative Example CD14 (formation of the second layer), the polymer compound P5 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D15 and CD14. Luminous efficiencies [lm/W] and CIE chromaticity coordinates of the light-emitting elements D15 and CD14 at 20 mA/cm ² were measured.

Table 15 shows the results of Example D15 and Comparative Example CD14. The relative value of the luminous efficiency of the light-emitting element D15 is shown when the luminous efficiency of the light-emitting element CD14 is set to 1.00.

<Example D16 and Comparative Example CD15> Production and Evaluation of Light-Emitting Elements D16 and CD15 %/10% by mass)", except that the materials and composition ratios (% by mass) shown in Table 16 were used in the same manner as in Example D1, to produce light-emitting elements D16 and CD15. In Example D16 and Comparative Example CD15 (formation of the second layer), the polymer compound P6 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D16 and CD15. Luminous efficiency [lm/W] at 10 mA/cm ² and CIE chromaticity coordinates of the light emitting elements D16 and CD15 were measured.

Table 16 shows the results of Example D16 and Comparative Example CD15. The relative value of the luminous efficiency of the light-emitting element D16 is shown when the luminous efficiency of the light-emitting element CD15 is set to 1.00.

<Example D17 and Comparative Example CD16> Production and Evaluation of Light-Emitting Elements D17 and CD16 %/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 17 were used in the same manner as in Example D1, to produce light emitting devices D17 and CD16. In Example D17 and Comparative Example CD16 (formation of the second layer), the polymer compound P7 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D17 and CD16. Luminous efficiency [lm/W] at 1 mA/cm ² and CIE chromaticity coordinates of the light emitting elements D17 and CD16 were measured.

Table 17 shows the results of Example D17 and Comparative Example CD16. The relative value of the luminous efficiency of the light-emitting element D17 is shown when the luminous efficiency of the light-emitting element CD16 is set to 1.00.

<Example D18 and Comparative Example CD17> Production and Evaluation of Light-Emitting Elements D18 and CD17 %/10% by mass)”, except that the materials and composition ratios (% by mass) shown in Table 18 were used in the same manner as in Example D1, to produce light-emitting elements D18 and CD17. In Example D18 and Comparative Example CD17 (formation of the second layer), the polymer compound P8 was in a crosslinked state by heating.
EL emission was observed by applying a voltage to the light emitting elements D18 and CD17. Luminous efficiency [lm/W] at 20 mA/cm ² and CIE chromaticity coordinates of the light-emitting elements D18 and CD17 were measured.

Table 18 shows the results of Example D18 and Comparative Example CD17. The relative value of the luminous efficiency of the light-emitting element D18 is shown when the luminous efficiency of the light-emitting element CD17 is set to 1.00.

Claims

A light emitting device having an anode, a cathode, a first layer provided between the anode and the cathode, and a second layer provided between the anode and the first layer,
The first layer is
at least one compound (B-1) selected from compounds (B) having a condensed heterocyclic skeleton (b) containing a boron atom and a nitrogen atom in the ring;
A layer containing at least one compound (A-1) selected from compounds represented by formula (H-1),
The second layer is a layer containing at least one compound (A-2) selected from compounds represented by formula (H-1),
The compound represented by the formula (H-1) has a molecular weight of 500 or more,
at least one of the compounds (A-1) and at least one of the compounds (A-2) are the same,
A light-emitting device, wherein the first layer and the second layer are adjacent to each other.

[In the formula,
Ar H1 and Ar H2 each independently represent an aryl group, a monovalent heterocyclic group or a substituted amino 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.
n H1 represents an integer of 0 or more.
L H1 represents a divalent 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. When multiple L H1 are present, they may be the same or different, and they may be directly bonded to each other or bonded via a divalent group to form a ring.
Ar H1 and Ar H2 may be directly bonded or bonded via a divalent group to form a ring. L H1 and Ar H1 may be directly bonded or bonded via a divalent group to form a ring. L H1 and Ar H2 may be directly bonded or bonded via a divalent group to form a ring. ]
2. The compound according to claim 1, wherein the compound (B) is a compound represented by formula (1-1), a compound represented by formula (1-2) or a compound represented by formula (1-3). light-emitting element.

[In the formula,
Ar 1 , Ar 2 and Ar 3 each independently represent an aromatic hydrocarbon group or a 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.
Y 1 represents a group represented by -N(Ry)-.
Y 2 and Y 3 each independently represent a single bond, an oxygen atom, a sulfur atom, a selenium atom, a group represented by -N(Ry)-, a group represented by -B(Ry)-, an alkylene group, It represents a cycloalkylene group, an arylene group or a divalent 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.
Ry 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. When two or more Ry are present, they may be the same or different.
Y 1 and Ar 1 may be directly bonded or bonded via a divalent group to form a ring. Y 1 and Ar 2 may be directly bonded or bonded via a divalent group to form a ring. Y 2 and Ar 1 may be directly bonded or bonded via a divalent group to form a ring. Y 2 and Ar 3 may be directly bonded or bonded via a divalent group to form a ring. Y 3 and Ar 2 may be directly bonded or bonded via a divalent group to form a ring. Y 3 and Ar 3 may be directly bonded or bonded via a divalent group to form a ring. ]
3. The light emitting device according to claim 2, wherein said Y 2 and said Y 3 are an oxygen atom, a sulfur atom or a group represented by -N(Ry)-.
3. The light-emitting device according to claim 2, wherein said Y 2 and said Y 3 are groups represented by -N(Ry)-.
Claims 1 to 4, wherein the first layer further contains at least one selected from the group consisting of a hole-transporting material, a hole-injecting material, an electron-transporting material, an electron-injecting material, a luminescent material and an antioxidant. The light-emitting device according to any one of .
a polymer compound in which the second layer comprises at least one structural unit selected from the group consisting of structural units represented by formula (X) and structural units represented by formula (Y); 5. The light-emitting device according to claim 1, further comprising at least one selected from the group consisting of crosslinked compounds having groups.

[In the formula,
a X1 and a X2 each independently represent an integer of 0 or more.
Ar 1 X1 and Ar 2 X3 each independently represent an arylene group or a divalent 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.
Ar X2 and Ar X4 each independently represent 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 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 multiple Ar X2 are present, they may be the same or different. When multiple Ar X4 are present, they may be the same or different.
R X1 , R X2 and R X3 each independently represent 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. When multiple R X2 are present, they may be the same or different. When multiple R X3 are present, they may be the same or different. ]

[Wherein, Ar Y 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, The group 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. ]
the second layer is a layer containing a crosslinked compound of the crosslinkable group,
7. The light-emitting device according to claim 6, wherein said compound having a cross-linking group is a polymer compound containing a structural unit having said cross-linking group.
8. The light-emitting device according to claim 7, wherein the structural unit having the cross-linking group is a structural unit represented by formula (Z) or a structural unit represented by formula (Z').

[In the formula,
n represents an integer of 1 or more.
nA represents an integer of 0 or more. When multiple nAs are present, they may be the same or different.
Ar Z 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 good. 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 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 have a substituent. You may have 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. When multiple L A are present, they may be the same or different.
X represents a cross-linking group. When there are multiple X's, they may be the same or different. ]

[In the formula,
mA, m and c each independently represent an integer of 0 or more. When multiple mA are present, they may be the same or different. When there are multiple m's, they may be the same or different.
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 good. 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 multiple Ar 5 are present, they may be the same or different.
Ar 4 and Ar 6 each independently represent an arylene group or a divalent 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 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 are substituents. may have. 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. When multiple K A are present, they may be the same or different.
X' represents a hydrogen atom, a bridging group, 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. When multiple X' are present, they may be the same or different. However, at least one X' is a bridging group. ]
the second layer is a layer containing a crosslinked compound of the crosslinkable group,
7. The light-emitting device according to claim 6, wherein the compound having a cross-linking group is a compound represented by formula (Z'').

[In the formula,
m B1 , m B2 and m B3 each independently represent an integer of 0 or more. A plurality of m B1 may be the same or different. When multiple mB3 are present, they may be the same or different.
Ar 7 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 good. 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 multiple Ar 7 are present, they may be the same or different.
L B1 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 are substituents may have 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. When multiple L B1 are present, they may be the same or different.
X'' represents a bridging group, 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. Multiple X'' may be the same or different. However, at least one of the plurality of X'' is a cross-linking group. ]
7. The light-emitting device according to claim 6, wherein said cross-linking group is at least one cross-linking group selected from Group A of cross-linking groups.
(Crosslinking group A group)

[In the formula, R XL represents a methylene group, an oxygen atom or a sulfur atom, and n XL represents an integer of 0 to 5. When multiple R XL are present, they may be the same or different. When multiple nXL are present, they may be the same or different. *1 represents the binding position. These bridging groups may have substituents, and when there are multiple substituents, they may be the same or different, and are bonded to each other to form a ring together with the atoms to which they are bonded. may ]
Claims 1 to 4, wherein the second layer further contains at least one selected from the group consisting of a hole-transporting material, a hole-injecting material, an electron-transporting material, an electron-injecting material, a luminescent material and an antioxidant. The light-emitting device according to any one of .