JP2024029266A - Organic electroluminescent devices and electronic equipment - Google Patents

Abstract

The present invention provides an organic EL element with improved luminous efficiency. SOLUTION: An organic EL device 1 including a first electrode, a light emitting layer and a semi-transparent second electrode, the light emitting layer including a first light emitting layer 51 and a second light emitting layer 52, the first light emitting layer comprising: The second light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less, and the second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. The two host materials satisfy (Equation 1), the maximum peak wavelengths λ1 and FWHM1 of the PL spectrum of the first film in which the first luminescent material is added to the first host material, and the second luminescent material is added to the second host material. An organic EL element in which the maximum peak wavelength λ2 and FWHM2 of the PL spectrum of the second film satisfy (Equation 20) and (Equation 30). T1(H1)>T1(H2)...(Math. 1)｜λ1-λ2|≦3nm...(Math. 20) |FWHM1-FWHM2|≦2nm...(Math. 30) [Selection diagram ]Figure 1

Description

The present invention relates to an organic electroluminescent device and an electronic device.

Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are applied to full-color displays such as mobile phones and televisions. When a voltage is applied to the organic EL element, holes are injected from the anode into the emissive layer, and electrons are injected from the cathode into the emissive layer. Then, in the light emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical law of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%.
In order to improve the performance of organic EL devices, for example, Patent Document 1 describes an organic electroluminescent device in which a light emitting layer contains an anthracene compound and a pyrene compound, and further contains a dopant material.
Furthermore, in order to improve the performance of organic EL devices, Patent Document 2 describes a phenomenon in which singlet excitons are generated by collisional fusion of two triplet excitons (hereinafter referred to as Triplet-Triplet Fusion=TTF phenomenon). ) is stated.
Examples of the performance of an organic EL element include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and life span.

JP 2019-161218 Publication International Publication No. 2010/134350

One of the objects of the present invention is to provide an organic electroluminescent device with improved performance. Another object of the present invention is to provide an organic electroluminescent device with improved luminous efficiency, and to provide an electronic device equipped with the organic electroluminescent device.

According to one aspect of the invention,
first electrode,
hole transport band,
luminescent layer,
An organic electroluminescent device having an electron transport band and a semi-transparent second electrode in this order,
The light emitting layer includes a first light emitting layer and a second light emitting layer,
The first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
The second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
the first host material and the second host material are different from each other,
The first luminescent material and the second luminescent material are the same or different from each other,
The triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H2) of the second host material satisfy the relationship of the following formula (Equation 1),
The maximum peak wavelength λ1 and half width FWHM1 of the PL spectrum of the first film in which the first luminescent material is added to the first host material, and the second luminescent material in the second host material. An organic electroluminescent device is provided in which the maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the second film doped with the PL spectrum satisfy the following formulas (20) and (30).
T ₁ (H1)>T ₁ (H2)...(Math. 1)
|λ1-λ2| ≦ 3nm…(Math. 20)
|FWHM1-FWHM2| ≦ 2nm...(Math. 30)

According to one aspect of the invention,
first electrode,
hole transport band,
luminescent layer,
An organic electroluminescent device having an electron transport band and a semi-transparent second electrode in this order,
The light emitting layer includes a first light emitting layer and a second light emitting layer,
The first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
The second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
the first host material and the second host material are different from each other,
the first luminescent material and the second luminescent material are the same or different,
The triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H2) of the second host material satisfy the relationship of the following formula (Equation 1),
A PL spectrum in a range from 400 nm to 600 nm of a first film in which the first luminescent material is added to the first host material, and a second film in which the second luminescent material is added to the second host material. An organic electroluminescent element is provided in which the overlapping integral of the normalized PL spectra of the film in the range from 400 nm to 600 nm is 99.0% or more.
T ₁ (H1)>T ₁ (H2)...(Math. 1)

According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescent element according to the above-described one aspect of the present invention.

According to one aspect of the present invention, an organic electroluminescent device with improved performance can be provided. Further, according to one aspect of the present invention, it is possible to provide an organic electroluminescent element with improved luminous efficiency. Further, according to one aspect of the present invention, it is possible to provide an electronic device equipped with the organic electroluminescent element.

1 is a diagram showing a schematic configuration of an example of an organic electroluminescent device according to an embodiment of the present invention. These are PL spectra of a first film and a second film having the same configuration as the light emitting layer used in Examples.

[Definition]
In this specification, the hydrogen atom includes isotopes having different numbers of neutrons, ie, light hydrogen (protium), deuterium (deuterium), and tritium (tritium).

In this specification, in a chemical structural formula, a hydrogen atom, that is, a light hydrogen atom, a deuterium atom, or Assume that tritium atoms are bonded.

In this specification, the number of carbon atoms forming a ring refers to the number of carbon atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a cyclic manner (for example, a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). represents the number of carbon atoms among the atoms. When the ring is substituted with a substituent, the carbon contained in the substituent is not included in the number of carbon atoms forming the ring. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 carbon atoms, a naphthalene ring has 10 carbon atoms, a pyridine ring has 5 carbon atoms, and a furan ring has 4 carbon atoms. Further, for example, the number of ring carbon atoms in the 9,9-diphenylfluorenyl group is 13, and the number of ring carbon atoms in the 9,9'-spirobifluorenyl group is 25.
Further, when the benzene ring is substituted with an alkyl group as a substituent, for example, the number of carbon atoms of the alkyl group is not included in the number of carbon atoms forming the benzene ring. Therefore, the number of ring carbon atoms in the benzene ring substituted with an alkyl group is 6. Further, when the naphthalene ring is substituted with an alkyl group as a substituent, for example, the number of carbon atoms of the alkyl group is not included in the number of carbon atoms forming the naphthalene ring. Therefore, the number of ring carbon atoms in the naphthalene ring substituted with an alkyl group is 10.

In this specification, the number of ring-forming atoms refers to compounds with a structure in which atoms are bonded in a cyclic manner (e.g., monocyclic, fused ring, and ring assembly) (e.g., monocyclic compound, fused ring compound, bridged compound, carbocyclic compound). Represents the number of atoms that constitute the ring itself (compounds and heterocyclic compounds). Atoms that do not form a ring (for example, a hydrogen atom that terminates a bond between atoms that form a ring) and atoms that are included in a substituent when the ring is substituted with a substituent are not included in the number of ring-forming atoms. The "number of ring-forming atoms" described below is the same unless otherwise specified. For example, the number of ring atoms in the pyridine ring is 6, the number of ring atoms in the quinazoline ring is 10, and the number of ring atoms in the furan ring is 5. For example, the number of hydrogen atoms bonded to the pyridine ring or atoms constituting substituents is not included in the number of atoms forming the pyridine ring. Therefore, the number of ring atoms of the pyridine ring to which hydrogen atoms or substituents are bonded is six. Furthermore, for example, hydrogen atoms bonded to carbon atoms of the quinazoline ring or atoms constituting substituents are not included in the number of ring-forming atoms of the quinazoline ring. Therefore, the number of ring atoms in the quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

In the present specification, "carbon number XX to YY" in the expression "substituted or unsubstituted ZZ group with carbon number XX to YY" represents the number of carbon atoms when the ZZ group is unsubstituted, and is substituted. Do not include the number of carbon atoms in substituents. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

In this specification, "number of atoms XX to YY" in the expression "substituted or unsubstituted ZZ group with number of atoms XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and is substituted. Do not include the number of atoms of substituents in case. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

In this specification, an unsubstituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to a "substituted or unsubstituted ZZ group". represents the case where is a "substituted ZZ group".
In the present specification, "unsubstituted" in the case of "substituted or unsubstituted ZZ group" means that the hydrogen atom in the ZZ group is not replaced with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a light hydrogen atom, a deuterium atom, or a tritium atom.
Moreover, in this specification, "substituted" in the case of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced with a substituent. "Substitution" in the case of "BB group substituted with AA group" similarly means that one or more hydrogen atoms in the BB group are replaced with an AA group.

"Substituents described herein"
The substituents described in this specification will be explained below.

The number of ring carbon atoms in the "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, more preferably 6 to 18, unless otherwise specified herein. .
The number of ring atoms of the "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, more preferably 5 to 18, unless otherwise specified herein. be.
The number of carbon atoms in the "unsubstituted alkyl group" described herein is 1 to 50, preferably 1 to 20, more preferably 1 to 6, unless otherwise specified herein.
The number of carbon atoms in the "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, more preferably 2 to 6, unless otherwise specified herein.
The number of carbon atoms in the "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, more preferably 2 to 6, unless otherwise specified herein.
Unless otherwise specified herein, the number of ring carbon atoms in the "unsubstituted cycloalkyl group" described herein is 3 to 50, preferably 3 to 20, more preferably 3 to 6. be.
Unless otherwise specified herein, the number of ring carbon atoms in the "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, more preferably 6 to 18. .
The number of ring atoms of the "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, more preferably 5 unless otherwise specified herein. ~18.
The number of carbon atoms in the "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, more preferably 1 to 6, unless otherwise specified herein.

・“Substituted or unsubstituted aryl group”
Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl groups (specific example group G1A) and substituted aryl groups (specific example group G1B). ) etc. (Here, the unsubstituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group", and the substituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is (Refers to the case where it is a "substituted aryl group.") In this specification, the mere mention of "aryl group" includes both "unsubstituted aryl group" and "substituted aryl group."
"Substituted aryl group" means a group in which one or more hydrogen atoms of "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include a group in which one or more hydrogen atoms of the "unsubstituted aryl group" in the specific example group G1A below are replaced with a substituent, and a substituted aryl group in the following specific example group G1B. Examples include: The examples of "unsubstituted aryl group" and "substituted aryl group" listed here are just examples, and the "substituted aryl group" described in this specification includes the following specific examples. A group in which the hydrogen atom bonded to the carbon atom of the aryl group itself in the "substituted aryl group" of Group G1B is further replaced with a substituent, and a hydrogen atom of the substituent in the "substituted aryl group" in the following specific example group G1B is Furthermore, groups substituted with substituents are also included.

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

・Substituted aryl group (specific example group G1B): o-tolyl group,
m-tolyl group,
p-tolyl group,
para-xylyl group,
meta-xylyl group,
ortho-xylyl group,
para-isopropylphenyl group,
meta-isopropylphenyl group,
ortho-isopropylphenyl group,
para-t-butylphenyl group,
meta-t-butylphenyl group,
ortho-t-butylphenyl group,
3,4,5-trimethylphenyl group,
9,9-dimethylfluorenyl group,
9,9-diphenylfluorenyl group,
9,9-bis(4-methylphenyl)fluorenyl group,
9,9-bis(4-isopropylphenyl)fluorenyl group,
9,9-bis(4-t-butylphenyl)fluorenyl group,
cyanophenyl group,
triphenylsilylphenyl group,
trimethylsilylphenyl group,
phenylnaphthyl group,
A group in which one or more hydrogen atoms of a monovalent group derived from a naphthylphenyl group and a ring structure represented by the above general formulas (TEMP-1) to (TEMP-15) are replaced with a substituent.

・“Substituted or unsubstituted heterocyclic group”
The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom as a ring-forming atom. Specific examples of heteroatoms include nitrogen atom, oxygen atom, sulfur atom, silicon atom, phosphorus atom, and boron atom.
A "heterocyclic group" as described herein is a monocyclic group or a fused ring group.
A "heterocyclic group" as described herein is an aromatic heterocyclic group or a non-aromatic heterocyclic group.
Specific examples of the "substituted or unsubstituted heterocyclic group" (specific example group G2) described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group ( Examples include specific example group G2B). (Here, the term "unsubstituted heterocyclic group" refers to the case where "substituted or unsubstituted heterocyclic group" is "unsubstituted heterocyclic group", and the term "substituted heterocyclic group" refers to "substituted or unsubstituted heterocyclic group"). "Heterocyclic group" refers to a "substituted heterocyclic group.") In this specification, simply "heterocyclic group" refers to "unsubstituted heterocyclic group" and "substituted heterocyclic group." including both.
"Substituted heterocyclic group" means a group in which one or more hydrogen atoms of "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include a group in which the hydrogen atom of the "unsubstituted heterocyclic group" in specific example group G2A is replaced, and examples of substituted heterocyclic groups in specific example group G2B below. Can be mentioned. The examples of "unsubstituted heterocyclic group" and "substituted heterocyclic group" listed here are just examples, and the "substituted heterocyclic group" described in this specification includes specific examples. A group in which the hydrogen atom bonded to the ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic group" in example group G2B is further replaced with a substituent, and a substituent in the "substituted heterocyclic group" in specific example group G2B Also included are groups in which the hydrogen atom is further replaced with a substituent.

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

Specific example group G2B includes, for example, the following substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1), substituted heterocyclic groups containing an oxygen atom (specific example group G2B2), and substituted heterocyclic groups containing a sulfur atom. group (Specific Example Group G2B3), and one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) are substituents. Includes substituted groups (Example Group G2B4).

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

・Unsubstituted heterocyclic group containing an oxygen atom (specific example group G2A2):
frill group,
oxazolyl group,
isoxazolyl group,
oxadiazolyl group,
xanthenyl group,
benzofuranyl group,
isobenzofuranyl group,
dibenzofuranyl group,
naphthobenzofuranyl group,
benzoxazolyl group,
benzisoxazolyl group,
phenoxazinyl group,
morpholino group,
dinaphthofuranyl group,
azadibenzofuranyl group,
diazadibenzofuranyl group,
Azanaphthobenzofuranyl group, and diazanaphthobenzofuranyl group.

・Unsubstituted heterocyclic group containing a sulfur atom (specific example group G2A3):
thienyl group,
thiazolyl group,
isothiazolyl group,
Thiadiazolyl group,
benzothiophenyl group (benzothienyl group),
Isobenzothiophenyl group (isobenzothienyl group),
dibenzothiophenyl group (dibenzothienyl group),
naphthobenzothiophenyl group (naphthobenzothienyl group),
benzothiazolyl group,
benzisothiazolyl group,
phenothiazinyl group,
dinaphthothiophenyl group (dinaphthothienyl group),
Azadibenzothiophenyl group (azadibenzothienyl group),
Diazadibenzothiophenyl group (diazadibenzothienyl group),
Azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

- Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4):

In the general formulas (TEMP-16) to (TEMP-33), X _A and Y _A are each independently an oxygen atom, a sulfur atom, NH, or CH ₂ . However, at least one of X _A and Y _A is an oxygen atom, a sulfur atom, or NH.
In the general formulas (TEMP-16) to (TEMP-33), when at least one of X _A and Y _A is NH or CH ₂ , in the general formulas (TEMP-16) to (TEMP-33), The monovalent heterocyclic group derived from the represented ring structure includes a monovalent group obtained by removing one hydrogen atom from these NH or CH ₂ .

・Substituted heterocyclic group containing a nitrogen atom (specific example group G2B1):
(9-phenyl)carbazolyl group,
(9-biphenylyl)carbazolyl group,
(9-phenyl)phenylcarbazolyl group,
(9-naphthyl)carbazolyl group,
diphenylcarbazol-9-yl group,
phenylcarbazol-9-yl group,
methylbenzimidazolyl group,
ethylbenzimidazolyl group,
phenyltriazinyl group,
biphenylyltriazinyl group,
diphenyltriazinyl group,
phenylquinazolinyl group, and biphenylylquinazolinyl group.

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

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

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

The above-mentioned "one or more hydrogen atoms of a monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, and at least one of XA and YA is NH. It means one or more hydrogen atoms selected from the hydrogen atom bonded to the nitrogen atom in the case where XA and YA are CH2, and the hydrogen atom of the methylene group when one of XA and YA is CH2.

・“Substituted or unsubstituted alkyl group”
Specific examples of the "substituted or unsubstituted alkyl group" (specific example group G3) described in this specification include the following unsubstituted alkyl groups (specific example group G3A) and substituted alkyl groups (specific example group G3B). ). (Here, an unsubstituted alkyl group refers to a case where a "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and a substituted alkyl group refers to a case where a "substituted or unsubstituted alkyl group" is (Refers to the case where it is a "substituted alkyl group.") Hereinafter, when it is simply referred to as an "alkyl group," it includes both an "unsubstituted alkyl group" and a "substituted alkyl group."
"Substituted alkyl group" means a group in which one or more hydrogen atoms in "unsubstituted alkyl group" are replaced with a substituent. Specific examples of "substituted alkyl groups" include groups in which one or more hydrogen atoms in the following "unsubstituted alkyl groups" (specific example group G3A) are replaced with substituents, and substituted alkyl groups (specific examples Examples include group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" means a chain alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group". The examples of "unsubstituted alkyl group" and "substituted alkyl group" listed here are just examples, and the "substituted alkyl group" described in this specification includes specific example group G3B. A group in which the hydrogen atom of the alkyl group itself in the "substituted alkyl group" in "Substituted alkyl group" is further replaced with a substituent, and a group in which the hydrogen atom of the substituent in the "substituted alkyl group" in Example Group G3B is further replaced with a substituent. included.

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

・Substituted alkyl group (specific example group G3B):
heptafluoropropyl group (including isomers),
pentafluoroethyl group,
2,2,2-trifluoroethyl group and trifluoromethyl group.

・“Substituted or unsubstituted alkenyl group”
Specific examples of the "substituted or unsubstituted alkenyl group" (specific example group G4) described in this specification include the following unsubstituted alkenyl groups (specific example group G4A) and substituted alkenyl groups (specific example group G4B), etc. (Here, the term "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is "unsubstituted alkenyl group", and "substituted alkenyl group" refers to "substituted or unsubstituted alkenyl group"). " refers to the case where it is a "substituted alkenyl group.") In the present specification, simply "alkenyl group" includes both "unsubstituted alkenyl group" and "substituted alkenyl group."
"Substituted alkenyl group" means a group in which one or more hydrogen atoms in "unsubstituted alkenyl group" are replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl group" (specific example group G4A) having a substituent, and the substituted alkenyl group (specific example group G4B). It will be done. The examples of "unsubstituted alkenyl group" and "substituted alkenyl group" listed here are just examples, and the "substituted alkenyl group" described in this specification includes specific example group G4B. A group in which the hydrogen atom of the alkenyl group itself in the "substituted alkenyl group" is further replaced with a substituent, and a group in which the hydrogen atom of the substituent in the "substituted alkenyl group" in Example Group G4B is further replaced with a substituent. included.

・Unsubstituted alkenyl group (specific example group G4A):
vinyl group,
allyl group,
1-butenyl group,
2-butenyl group and 3-butenyl group.

・Substituted alkenyl group (specific example group G4B):
1,3-butandienyl group,
1-methylvinyl group,
1-methylallyl group,
1,1-dimethylallyl group,
2-methylallyl group and 1,2-dimethylallyl group.

・“Substituted or unsubstituted alkynyl group”
Specific examples of the "substituted or unsubstituted alkynyl group" (specific example group G5) described in this specification include the following unsubstituted alkynyl group (specific example group G5A). (Here, the term "unsubstituted alkynyl group" refers to the case where "substituted or unsubstituted alkynyl group" is "unsubstituted alkynyl group.") Hereinafter, when simply "alkynyl group" is used, "unsubstituted alkynyl group" means "unsubstituted alkynyl group". ``alkynyl group'' and ``substituted alkynyl group.''
"Substituted alkynyl group" means a group in which one or more hydrogen atoms in "unsubstituted alkynyl group" are replaced with a substituent. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl group" (specific example group G5A) are replaced with a substituent.

・Unsubstituted alkynyl group (specific example group G5A): ethynyl group

・“Substituted or unsubstituted cycloalkyl group”
Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described in this specification include the following unsubstituted cycloalkyl groups (specific example group G6A) and substituted cycloalkyl groups ( Examples include specific example group G6B). (Here, the term "unsubstituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "unsubstituted cycloalkyl group", and the term "substituted cycloalkyl group" refers to "substituted or unsubstituted cycloalkyl group"). ("cycloalkyl group" refers to the case where "substituted cycloalkyl group" is used.) In this specification, when simply referring to "cycloalkyl group", it refers to "unsubstituted cycloalkyl group" and "substituted cycloalkyl group". including both.
"Substituted cycloalkyl group" means a group in which one or more hydrogen atoms in "unsubstituted cycloalkyl group" are replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms are replaced with a substituent, and a substituted cycloalkyl group. (Specific example group G6B) and the like can be mentioned. The examples of "unsubstituted cycloalkyl group" and "substituted cycloalkyl group" listed here are just examples, and the "substituted cycloalkyl group" described in this specification includes specific A group in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself is replaced with a substituent in the "substituted cycloalkyl group" of example group G6B, and in the "substituted cycloalkyl group" of specific example group G6B Also included are groups in which the hydrogen atom of a substituent is further replaced with a substituent.

・Unsubstituted cycloalkyl group (specific example group G6A):
cyclopropyl group,
cyclobutyl group,
cyclopentyl group,
cyclohexyl group,
1-adamantyl group,
2-adamantyl group,
1-norbornyl group and 2-norbornyl group.

・Substituted cycloalkyl group (specific example group G6B):
4-methylcyclohexyl group.

・"Group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ )"
Specific examples of the group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ) described in this specification (specific example group G7) include:
-Si(G1)(G1)(G1),
-Si(G1)(G2)(G2),
-Si(G1)(G1)(G2),
-Si(G2)(G2)(G2),
-Si(G3)(G3)(G3), and -Si(G6)(G6)(G6)
can be mentioned. here,
G1 is a "substituted or unsubstituted aryl group" described in specific example group G1.
G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2.
G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3.
G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.
- A plurality of G1's in Si(G1) (G1) (G1) are the same or different from each other.
- A plurality of G2's in Si(G1)(G2)(G2) are mutually the same or different.
- A plurality of G1's in Si(G1) (G1) (G2) are mutually the same or different.
- A plurality of G2's in Si(G2) (G2) (G2) are mutually the same or different.
- A plurality of G3's in Si(G3) (G3) (G3) are mutually the same or different.
- A plurality of G6's in Si(G6) (G6) (G6) are mutually the same or different.

・"Group represented by -O-(R ₉₀₄ )"
Specific examples of the group represented by -O-(R ₉₀₄ ) described in this specification (specific example group G8) include:
-O(G1),
-O(G2),
-O (G3) and -O (G6)
can be mentioned.
here,
G1 is a "substituted or unsubstituted aryl group" described in specific example group G1.
G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2.
G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3.
G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

・"Group represented by -S-(R ₉₀₅ )"
Specific examples of the group represented by -S-(R ₉₀₅ ) described in this specification (specific example group G9) include:
-S (G1),
-S (G2),
-S (G3) and -S (G6)
can be mentioned.
here,
G1 is a "substituted or unsubstituted aryl group" described in specific example group G1.
G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2.
G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3.
G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

・"Group represented by -N(R ₉₀₆ )(R ₉₀₇ )"
Specific examples of the group represented by -N(R ₉₀₆ )(R ₉₀₇ ) described in this specification (specific example group G10) include:
-N(G1)(G1),
-N(G2)(G2),
-N (G1) (G2),
-N (G3) (G3), and -N (G6) (G6)
can be mentioned.
here,
G1 is a "substituted or unsubstituted aryl group" described in specific example group G1.
G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2.
G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3.
G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.
-N(G1) A plurality of G1's in (G1) are mutually the same or different.
-N(G2) A plurality of G2's in (G2) are the same or different.
-N(G3) A plurality of G3's in (G3) are mutually the same or different.
-N(G6) A plurality of G6's in (G6) are mutually the same or different.

・"Halogen atom"
Specific examples of the "halogen atom" (specific example group G11) described in this specification include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, and the like.

・“Substituted or unsubstituted fluoroalkyl group”
The "substituted or unsubstituted fluoroalkyl group" described in this specification refers to a "substituted or unsubstituted alkyl group" in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group is replaced with a fluorine atom. It also includes a group in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with fluorine atoms (perfluoro group). The number of carbon atoms in the "unsubstituted fluoroalkyl group" is from 1 to 50, preferably from 1 to 30, and more preferably from 1 to 18, unless otherwise specified herein. "Substituted fluoroalkyl group" means a group in which one or more hydrogen atoms of the "fluoroalkyl group" are replaced with a substituent. In addition, the "substituted fluoroalkyl group" described in this specification includes a group in which one or more hydrogen atoms bonded to the carbon atom of the alkyl chain in the "substituted fluoroalkyl group" is further replaced with a substituent, and Also included are groups in which one or more hydrogen atoms of a substituent in a "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include a group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a fluorine atom.

・“Substituted or unsubstituted haloalkyl group”
The "substituted or unsubstituted haloalkyl group" described herein is a "substituted or unsubstituted alkyl group" in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group is replaced with a halogen atom. It means a group, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in the "unsubstituted haloalkyl group" is from 1 to 50, preferably from 1 to 30, and more preferably from 1 to 18, unless otherwise specified herein. "Substituted haloalkyl group" means a group in which one or more hydrogen atoms of the "haloalkyl group" are replaced with a substituent. In addition, the "substituted haloalkyl group" described in this specification includes a group in which one or more hydrogen atoms bonded to the carbon atom of the alkyl chain in the "substituted haloalkyl group" is further replaced with a substituent, and a "substituted haloalkyl group" Also included are groups in which one or more hydrogen atoms of a substituent in the "haloalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted haloalkyl group" include a group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a halogen atom. A haloalkyl group is sometimes referred to as a halogenated alkyl group.

・“Substituted or unsubstituted alkoxy group”
A specific example of the "substituted or unsubstituted alkoxy group" described in this specification is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkoxy group" described in specific example group G3. "unsubstituted alkyl group". The number of carbon atoms in the "unsubstituted alkoxy group" is from 1 to 50, preferably from 1 to 30, and more preferably from 1 to 18, unless otherwise specified herein.

・“Substituted or unsubstituted alkylthio group”
A specific example of the "substituted or unsubstituted alkylthio group" described in this specification is a group represented by -S(G3), where G3 is a "substituted or unsubstituted alkylthio group" described in specific example group G3. "unsubstituted alkyl group". The number of carbon atoms in the "unsubstituted alkylthio group" is from 1 to 50, preferably from 1 to 30, and more preferably from 1 to 18, unless otherwise specified herein.

・“Substituted or unsubstituted aryloxy group”
A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryloxy group" described in specific example group G1. or an unsubstituted aryl group. The number of ring carbon atoms in the "unsubstituted aryloxy group" is from 6 to 50, preferably from 6 to 30, and more preferably from 6 to 18, unless otherwise specified herein.

・“Substituted or unsubstituted arylthio group”
A specific example of the "substituted or unsubstituted arylthio group" described in this specification is a group represented by -S(G1), where G1 is the "substituted or unsubstituted arylthio group" described in the specific example group G1. "Unsubstituted aryl group". The number of ring carbon atoms in the "unsubstituted arylthio group" is from 6 to 50, preferably from 6 to 30, and more preferably from 6 to 18, unless otherwise specified herein.

・“Substituted or unsubstituted trialkylsilyl group”
A specific example of the "trialkylsilyl group" described in this specification is a group represented by -Si(G3)(G3)(G3), where G3 is a group described in specific example group G3. It is a "substituted or unsubstituted alkyl group." - A plurality of G3's in Si(G3) (G3) (G3) are mutually the same or different. The number of carbon atoms in each alkyl group of the "trialkylsilyl group" is from 1 to 50, preferably from 1 to 20, and more preferably from 1 to 6, unless otherwise specified herein.

・“Substituted or unsubstituted aralkyl group”
A specific example of the "substituted or unsubstituted aralkyl group" described in this specification is a group represented by -(G3)-(G1), where G3 is a group described in specific example group G3. It is a "substituted or unsubstituted alkyl group", and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Therefore, an "aralkyl group" is a group in which the hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is one embodiment of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group", and the number of carbon atoms in the "unsubstituted aralkyl group" is determined unless otherwise specified herein. , 7 to 50, preferably 7 to 30, more preferably 7 to 18.
Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl-t-butyl group, α - Naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group , 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group.

The substituted or unsubstituted aryl group described herein is preferably a phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl group, unless otherwise specified herein. 4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl- 2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, phenanthryl group , pyrenyl group, chrysenyl group, triphenylenyl group, fluorenyl group, 9,9'-spirobifluorenyl group, 9,9-dimethylfluorenyl group, and 9,9-diphenylfluorenyl group.

The substituted or unsubstituted heterocyclic group described herein is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, or a phenol group, unless otherwise specified herein. Nanthrolinyl group, carbazolyl group (1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, or 9-carbazolyl group), benzocarbazolyl group, azacarbazolyl group, diazacarbazolyl group , dibenzofuranyl group, naphthobenzofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, dibenzothiophenyl group, naphthobenzothiophenyl group, azadibenzothiophenyl group, diazadibenzothiophenyl group, ( 9-phenyl)carbazolyl group ((9-phenyl)carbazol-1-yl group, (9-phenyl)carbazol-2-yl group, (9-phenyl)carbazol-3-yl group, or (9-phenyl)carbazole -4-yl group), (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, phenyltriazinyl group, biphenylyl group These include riazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group.

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

In this specification, the (9-phenyl)carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

In the general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents the bonding position.

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

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

Unless otherwise specified herein, the substituted or unsubstituted alkyl group described herein is preferably a methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, and t- Butyl group, etc.

・“Substituted or unsubstituted arylene group”
Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification refers to 2 derived from the above "substituted or unsubstituted aryl group" by removing one hydrogen atom on the aryl ring. It is the basis of valence. As a specific example of the "substituted or unsubstituted arylene group" (specific example group G12), by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1, Examples include divalent groups derived from the derivatives.

・“Substituted or unsubstituted divalent heterocyclic group”
Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described herein refers to the "substituted or unsubstituted heterocyclic group" described above, in which one hydrogen atom on the heterocycle is removed. It is a divalent group derived from Specific examples of the "substituted or unsubstituted divalent heterocyclic group" (specific example group G13) include one hydrogen on the heterocycle from the "substituted or unsubstituted heterocyclic group" described in specific example group G2. Examples include divalent groups derived by removing atoms.

・“Substituted or unsubstituted alkylene group”
Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification refers to 2 derived from the above "substituted or unsubstituted alkyl group" by removing one hydrogen atom on the alkyl chain. It is the basis of valence. As a specific example of a "substituted or unsubstituted alkylene group" (specific example group G14), one hydrogen atom on the alkyl chain is removed from the "substituted or unsubstituted alkyl group" described in specific example group G3. Examples include divalent groups derived from the derivatives.

The substituted or unsubstituted arylene group described herein is preferably a group represented by any of the following general formulas (TEMP-42) to (TEMP-68), unless otherwise specified herein.

In the general formulas (TEMP-42) to (TEMP-52), Q ₁ to Q ₁₀ are each independently a hydrogen atom or a substituent.
In the general formulas (TEMP-42) to (TEMP-52), * represents the bonding position.

In the general formulas (TEMP-53) to (TEMP-62), Q ₁ to Q ₁₀ are each independently a hydrogen atom or a substituent.
Formulas Q ₉ and Q ₁₀ may be bonded to each other via a single bond to form a ring.
In the general formulas (TEMP-53) to (TEMP-62), * represents the bonding position.

In the general formulas (TEMP-63) to (TEMP-68), Q ₁ to Q ₈ are each independently a hydrogen atom or a substituent.
In the general formulas (TEMP-63) to (TEMP-68), * represents the bonding position.

The substituted or unsubstituted divalent heterocyclic group described herein is preferably one of the following general formulas (TEMP-69) to (TEMP-102), unless otherwise specified herein. It is.

In the general formulas (TEMP-69) to (TEMP-82), Q ₁ to Q ₉ are each independently a hydrogen atom or a substituent.

In the general formulas (TEMP-83) to (TEMP-102), Q ₁ to Q ₈ are each independently a hydrogen atom or a substituent.

The above is the explanation about the "substituents described in this specification."

・"When combining to form a ring"
In the present specification, "one or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring." or do not bond to each other'' means ``one or more pairs of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocycle'', and ``adjacent One or more pairs of two or more adjacent groups bond to each other to form a substituted or unsubstituted condensed ring, and one or more pairs of two or more adjacent groups do not bond to each other. ” means if and.
In this specification, when "one or more of a set of two or more adjacent rings are bonded to each other to form a substituted or unsubstituted monocycle," and "one of the set of two or more adjacent rings is Regarding the case where "a pair or more are combined with each other to form a substituted or unsubstituted condensed ring" (hereinafter, these cases may be collectively referred to as "a case where they are combined to form a ring"), the following ,explain. The case of an anthracene compound represented by the following general formula (TEMP-103) whose parent skeleton is an anthracene ring will be explained as an example.

For example, in the case where "one or more of the sets of two or more adjacent R ₉₂₁ to R 930 combine with each other to form a ring," the set of two or more adjacent R 921 to R ₉₃₀ is one set. is a set of R ₉₂₁ and R ₉₂₂ , a set of R ₉₂₂ and R ₉₂₃ , a set of R ₉₂₃ and R ₉₂₄ , a set of R ₉₂₄ and R ₉₃₀ , a set of R ₉₃₀ and R ₉₂₅ , a set of R ₉₂₅ and A set of R ₉₂₆ , a set of R ₉₂₆ and R ₉₂₇ , a set of R ₉₂₇ and R ₉₂₈ , a set of R ₉₂₈ and R ₉₂₉ , and a set of R ₉₂₉ and R ₉₂₁ .

The above-mentioned "one or more sets" means that two or more sets of the above-mentioned two or more adjacent sets may form a ring at the same time. For example, when R ₉₂₁ and R ₉₂₂ combine with each other to form ring Q _A , and at the same time R ₉₂₅ and R ₉₂₆ combine with each other to form ring Q _B , the above general formula (TEMP-103) The anthracene compound represented is represented by the following general formula (TEMP-104).

The case where "a set of two or more adjacent items" forms a ring is not only the case where a set of "two" adjacent items are combined as in the above example, but also the case where a pair of "three or more adjacent items" form a ring. This also includes the case where two sets are combined. For example, R ₉₂₁ and R ₉₂₂ combine with each other to form a ring Q _A , R ₉₂₂ and R ₉₂₃ combine with each other to form a ring Q _C , and three adjacent to each other (R ₉₂₁ , R ₉₂₂ and R ₉₂₃ ) combine with each other to form a ring and are condensed to the anthracene mother skeleton. In this case, the anthracene compound represented by the general formula (TEMP-103) is as follows: It is represented by the general formula (TEMP-105). In the following general formula (TEMP-105), ring Q _A and ring Q _C share R ₉₂₂ .

The "single ring" or "fused ring" that is formed may be a saturated ring or an unsaturated ring as a structure consisting only of the formed ring. Even if “one set of two adjacent rings” forms a “monocycle” or “fused ring”, the “single ring” or “fused ring” is a saturated ring, or Can form unsaturated rings. For example, ring Q _A and ring Q _B formed in the general formula (TEMP-104) are each a "monocyclic ring" or a "fused ring." Furthermore, the ring Q _A and the ring Q _C formed in the general formula (TEMP-105) are "fused rings". Ring Q _A and ring Q _C in the general formula (TEMP-105) are a fused ring by condensation of ring Q _A and ring Q _C. When ring Q _A in the general formula (TMEP-104) is a benzene ring, ring Q _A is a monocyclic ring. When ring Q _A in the general formula (TMEP-104) is a naphthalene ring, ring Q _A is a fused ring.

"Unsaturated ring" means an aromatic hydrocarbon ring or an aromatic heterocycle. "Saturated ring" means an aliphatic hydrocarbon ring or a non-aromatic heterocycle.
Specific examples of the aromatic hydrocarbon ring include structures in which the groups listed as specific examples in specific example group G1 are terminated with hydrogen atoms.
Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic group listed as a specific example in specific example group G2 is terminated with a hydrogen atom.
Specific examples of the aliphatic hydrocarbon ring include structures in which the groups listed as specific examples in specific example group G6 are terminated with hydrogen atoms.
"Form a ring" means to form a ring with only a plurality of atoms of a parent skeleton, or with a plurality of atoms of a parent skeleton and one or more arbitrary elements. For example, the ring Q _A shown in the general formula (TEMP-104) formed by R ₉₂₁ and R ₉₂₂ bonding to each other is a carbon atom of the anthracene skeleton to which R ₉₂₁ is bonded, and an anthracene bond to which R ₉₂₂ is bonded. It means a ring formed by a carbon atom in the skeleton and one or more arbitrary elements. As a specific example, when R ₉₂₁ and R ₉₂₂ form a ring Q _A , the carbon atom of the anthracene skeleton to which R ₉₂₁ is bonded, the carbon atom of the anthracene skeleton to which R ₉₂₂ is bonded, and four carbon atoms. When R 921 and R 922 form a monocyclic unsaturated ring, the ring formed by R ₉₂₁ and R ₉₂₂ is a benzene ring.

Here, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon element, nitrogen element, oxygen element, and sulfur element, unless otherwise specified in this specification. In any element (for example, in the case of a carbon element or a nitrogen element), a bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When any element other than carbon is included, the ring formed is a heterocycle.
Unless otherwise specified herein, the number of "one or more arbitrary elements" constituting a monocyclic or condensed ring is preferably 2 to 15, more preferably 3 to 12. , more preferably 3 or more and 5 or less.
Unless otherwise specified herein, "monocycle" is preferred among "monocycle" and "fused ring."
Unless otherwise specified herein, the "unsaturated ring" is preferred between the "saturated ring" and the "unsaturated ring".
Unless otherwise stated herein, a "monocycle" is preferably a benzene ring.
Unless otherwise stated herein, an "unsaturated ring" is preferably a benzene ring.
When "one or more pairs of two or more adjacent groups" are "bonded with each other to form a substituted or unsubstituted monocycle" or "bonded with each other to form a substituted or unsubstituted fused ring" In the case of "forming", unless otherwise specified herein, preferably, one or more of the pairs of two or more adjacent atoms are bonded to each other to form a bond with a plurality of atoms of the parent skeleton and one or more of the 15 or more atoms. A substituted or unsubstituted "unsaturated ring" is formed with at least one element selected from the group consisting of the following carbon elements, nitrogen elements, oxygen elements, and sulfur elements.

When the above-mentioned "single ring" or "fused ring" has a substituent, the substituent is, for example, the "arbitrary substituent" described below. Specific examples of the substituent in the case where the above-mentioned "single ring" or "fused ring" has a substituent are the substituents described in the section of "Substituent described herein" above.
When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "arbitrary substituent" described below. Specific examples of the substituent in the case where the above-mentioned "single ring" or "fused ring" has a substituent are the substituents described in the section of "Substituent described herein" above.
The above applies to cases in which "one or more sets of two or more adjacent groups combine with each other to form a substituted or unsubstituted monocycle" and "one or more sets of two or more adjacent groups" are combined with each other to form a substituted or unsubstituted condensed ring ("the case where they are combined to form a ring").

・Substituent in the case of "substituted or unsubstituted" In one embodiment in this specification, the substituent in the case of "substituted or unsubstituted" (herein referred to as "arbitrary substituent") For example,
unsubstituted alkyl group having 1 to 50 carbon atoms,
unsubstituted alkenyl group having 2 to 50 carbon atoms,
unsubstituted alkynyl group having 2 to 50 carbon atoms,
an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
-O-(R ₉₀₄ ),
-S- (R ₉₀₅ ),
-N(R ₉₀₆ )(R ₉₀₇ ),
Halogen atom, cyano group, nitro group,
A group selected from the group consisting of an unsubstituted aryl group having 6 to 50 ring carbon atoms, and an unsubstituted heterocyclic group having 5 to 50 ring atoms,
Here, R ₉₀₁ to R ₉₀₇ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
When two or more R _901s exist, the two or more R _901s are the same or different,
When two or more R _902s exist, the two or more R _902s are the same or different,
When two or more R _903s exist, the two or more R _903s are the same or different,
When two or more R _904s exist, the two or more R _904s are the same or different,
When two or more R _905s exist, the two or more R _905s are the same or different,
When two or more R _906s exist, the two or more R _906s are the same or different,
When two or more R _907s exist, the two or more R _907s are the same or different.

In one embodiment, the substituent in the case of "substituted or unsubstituted" is
an alkyl group having 1 to 50 carbon atoms,
A group selected from the group consisting of an aryl group having 6 to 50 ring carbon atoms and a heterocyclic group having 5 to 50 ring atoms.

In one embodiment, the substituent in the case of "substituted or unsubstituted" is
an alkyl group having 1 to 18 carbon atoms,
A group selected from the group consisting of an aryl group having 6 to 18 ring carbon atoms and a heterocyclic group having 5 to 18 ring atoms.

Specific examples of each group of the above-mentioned arbitrary substituents are the specific examples of the substituents described in the section of "Substituents described in this specification" above.

Unless otherwise specified in this specification, any adjacent substituents may form a "saturated ring" or "unsaturated ring", preferably a substituted or unsubstituted saturated ring. Forms a membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring do.
Unless otherwise specified herein, any substituent may further have a substituent. The substituents that the arbitrary substituents further have are the same as the above arbitrary substituents.

In this specification, the numerical range expressed using "AA-BB" has the numerical value AA written before "AA-BB" as the lower limit, and the numerical value BB written after "AA-BB". means a range that includes as an upper limit value.

[First embodiment]
(Organic electroluminescent device)
The organic EL device of the first embodiment is an organic electroluminescent device having a first electrode, a hole transport zone, a light emitting layer, an electron transport zone, and a semi-transparent second electrode in this order, wherein the light emitting layer includes a first light-emitting layer and a second light-emitting layer, and the first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. , the second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less, and the first host material and the second host material are different from each other, the first luminescent material and the second luminescent material are the same or different from each other, and the triplet energy T ₁ (H1) of the first host material and the second host material are different from each other. The triplet energy T ₁ (H2) of the material satisfies the relationship of the following mathematical formula (Equation 1), and the maximum of the PL spectrum of the first film in which the first luminescent material is added to the first host material. The peak wavelength λ1 and half-width FWHM1 of , and the maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the second film obtained by adding the second luminescent material to the second host material are calculated using the following formula (Math. 20) and (Equation 30) are satisfied.
T ₁ (H1)>T ₁ (H2)...(Math. 1)
|λ1-λ2| ≦ 3nm…(Equation 20)
|FWHM1-FWHM2| ≦ 2nm...(Math. 30)

The present inventors have developed two films (a first film and a second film) that include a host material that satisfies the relationship of the above mathematical formula (Math. 1) and that satisfy the relationships of the above mathematical formulas (Math. 20) and (Math. 30). It has been found that the luminous efficiency can be improved by providing a luminescent layer (a first luminescent layer and a second luminescent layer) having the same configuration as that of the luminescent layer. The reason for this is thought to be as follows.

First, Triplet-Tripret-Annhilation (sometimes referred to as TTA), which is known as a technique for improving the luminous efficiency of organic EL elements, will be explained.
Conventionally, Triplet-Tripret-Annhilation (sometimes referred to as TTA) is known as a technique for improving the luminous efficiency of organic electroluminescent elements. TTA is a mechanism in which triplet excitons collide with triplet excitons to generate singlet excitons. Note that the TTA mechanism is sometimes referred to as a TTF mechanism as described in Patent Document 2.

The TTF phenomenon will be explained. Holes injected from the anode and electrons injected from the cathode recombine within the light emitting layer to generate excitons. As is conventionally known, the spin state has a ratio of 25% singlet excitons and 75% triplet excitons. In conventionally known fluorescent devices, 25% of singlet excitons emit light when they relax to the ground state, but the remaining 75% of triplet excitons are thermally deactivated without emitting light. The process returns to the ground state. Therefore, the theoretical limit value of the internal quantum efficiency of conventional fluorescent elements was said to be 25%.
On the other hand, the behavior of triplet excitons generated inside organic materials has been theoretically investigated. S. M. According to Bachilo et al. (J. Phys. Chem. A, 104, 7711 (2000)), assuming that a higher-order exciton such as a quintet immediately returns to a triplet, the When the density of ^{3A *} ) increases, triplet excitons collide with each other and a reaction as shown in the following formula occurs. Here, ¹ A represents the ground state and ¹ A ^* represents the lowest excited singlet exciton.
³ A ^* + ³ A ^* → (4/9) ¹ A + (1/9) ¹ A ^* + (13/9) ³ A ^*
That is, 5 ³ A ^* → 4 ¹ A + 1 A ^* , and it is predicted that of the 75% of triplet excitons originally generated, 1/5, or 20%, will change to singlet excitons. Therefore, the number of singlet excitons contributing as light is 40%, which is the 25% originally generated plus 75%×(1/5)=15%. At this time, the emission ratio derived from TTF (TTF ratio) in the total emission intensity is 15/40, that is, 37.5%. Furthermore, if 75% of the initially generated triplet excitons collide with each other to generate a singlet exciton (one singlet exciton is generated from two triplet excitons), then the initially generated singlet exciton An extremely high internal quantum efficiency of 62.5%, which is the sum of 75% x (1/2) = 37.5% to the 25% exciton term, can be obtained. At this time, the TTF ratio is 37.5/62.5=60%.

Next, in the organic EL device according to the first embodiment, the triplet energy T 1 (H1) of the first host material in the first light emitting layer and the triplet energy T ₁ (H1) of the second host material in the second light emitting layer are The significance of the triplet energy T ₁ (H2) satisfying the relationship of the above formula (Equation 1) will be explained.
In the organic EL device according to the first embodiment, triplet excitons generated by recombination of holes and electrons in the first light emitting layer are Even if an excessive amount of carriers exists at the interface between the first light-emitting layer and the organic layer that is in direct contact with it, it is thought that the triplet excitons existing at the interface between the first light-emitting layer and the organic layer will be difficult to quench. . For example, if a recombination region exists locally at the interface between the first light emitting layer and the hole transport layer or electron barrier layer, quenching due to excessive electrons is possible. On the other hand, when a recombination region exists locally at the interface between the first light emitting layer and the electron transport layer or hole blocking layer, quenching due to excessive holes is considered.
The organic EL device according to the first embodiment includes the first light-emitting layer and the second light-emitting layer so as to satisfy the relationship of the above formula (Equation 1), so that the triplet excitation generated in the first light-emitting layer The molecules can move to the second light-emitting layer without being quenched by excess carriers, and can also be suppressed from moving back from the second light-emitting layer to the first light-emitting layer. As a result, in the second light-emitting layer, the TTF mechanism is developed, singlet excitons are efficiently generated, and the light-emitting efficiency is improved.
In this way, an organic EL element has a first light-emitting layer that mainly generates triplet excitons, and a second light-emitting layer that mainly produces a TTF mechanism by utilizing triplet excitons that have migrated from the first light-emitting layer. and a second light emitting layer as different regions, using a compound having a triplet energy smaller than that of the first host material in the first light emitting layer as the second host material in the second light emitting layer. , luminous efficiency is improved by providing a difference in triplet energy.

Next, the significance of satisfying the relationships of the above formulas (20) and (30) in the organic EL element according to the first embodiment will be explained.
As described above, the organic EL device of the first embodiment has a light emitting layer having a laminated structure, and further uses a first host material and a second host material that satisfy the relationship of the above formula (Math. 1), We are trying to improve the luminous efficiency of top emission type organic EL elements (top emission type elements).
However, a problem has been found in that when the light-emitting layer of a top-emission type element has a laminated structure, it is not possible to achieve the same high efficiency by laminating the light-emitting layers as when the light-emitting layer of a bottom-emission type element has a laminated structure.
Normally, in a top-emission device with a stacked structure of light-emitting layers, the first light-emitting layer and the second light-emitting layer contain different types of host materials, so that the interaction between the host material and the light-emitting material in each light-emitting layer increases. Since the intensities of the two light emitting layers also differ, the emission spectra of the first light emitting layer and the second light emitting layer do not overlap. The overlap of the emission spectra becomes smaller by, for example, shifting the peak wavelengths of the emission spectra from each of the first light-emitting layer and the second light-emitting layer, or by widening the half-width of the emission spectra. It is thought that as the overlap of emission spectra decreases, the proportion of emission spectra outside a specific wavelength increases.
The present inventors have discovered that a top-emission element that enhances a specific wavelength using an interference phenomenon cannot effectively utilize light originating from an emission spectrum outside the specific wavelength, resulting in loss when extracting light. We focused on
The top emission type device of the first embodiment includes a first film in which the first luminescent material is added to the first host material, and a second film in which the second luminescent material is added to the second host material. Two films (the first The light-emitting layer (the first light-emitting layer and the second light-emitting layer) has the same structure as the first light-emitting layer and the second light-emitting layer).
That is, in the top emission type device of the first embodiment, the first film made of the constituent components of the first light-emitting layer and the second film made of the constituent components of the second light-emitting layer are separated by a change in the PL spectrum. By selecting a combination with a small difference (difference), loss when extracting light from the upper electrode (second electrode) is reduced. As a result, the luminous efficiency can be improved even in a top emission type device in which the luminescent layer has a laminated structure.

In the organic EL device according to the first embodiment, the maximum peak wavelength λ1 of the PL spectrum of the first film and the maximum peak wavelength λ2 of the PL spectrum of the second film are calculated using the following formula (Equation 20A). It is preferable to satisfy, and it is more preferable to satisfy the mathematical expression (20B).
|λ1-λ2| ≦ 2nm…(several 20A)
|λ1-λ2| ≦ 1 nm…(Several 20B)

In the organic EL device according to the first embodiment, it is preferable that the half-width FWHM1 of the PL spectrum of the first film and the half-width FWHM2 of the PL spectrum of the second film satisfy the following formula (Equation 30A). .
|FWHM1-FWHM2| ≦ 1nm...(several 30A)

The maximum peak wavelength λ1 and half-width FWHM1 of the PL spectrum of the first film, and the maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the second film can be measured by the following method.
First, a first film measurement sample is prepared by the following method so that it has the same configuration as the first light emitting layer. A second film measurement sample is prepared by the following method so that it has the same configuration as the second light emitting layer.
"The same configuration as the first light emitting layer" means that the first film is made using the same material as the first light emitting layer. Specifically, when the first luminescent layer consists of a first host material and a first luminescent material, the ratio of the first luminescent material to the first host material contained in the first luminescent layer (based on mass) ) (first luminescent material/first host material) and the ratio (mass basis) of the first luminescent material to the first host material contained in the first film (first luminescent material/first host material). host material) are the same.
The same applies to "the same configuration as the second light emitting layer".

The method for producing the first membrane measurement sample and the second membrane measurement sample is as follows.
A first host material (BH1) and a first luminescent material (BD1) were placed on a quartz substrate (25 x 25 mm) at a ratio of the first luminescent material to the first host material contained in the first luminescent layer. Co-evaporation is performed so that (based on mass) (first luminescent material/first host material) is the same, and a first film measurement sample having a film thickness of 50 nm is formed. On top of that, sealing glass (outer dimensions 17 x 17 mm, inner diameter dimensions 13 x 13 mm, digging depth 0.5 mm) was coated with a coating desiccant (manufactured by Futaba Corporation, OleDry-P2). It is sealed with ultraviolet curing resin (manufactured by Three Bond Fine Chemicals, TB3124N (IE)). A second film measurement sample is also formed in the same manner.
For PL spectrum measurement, a fluorescence spectrum measurement device (spectrofluorometer F-7000 (manufactured by Hitachi High-Tech Science Co., Ltd.)) is used.
The measurement conditions are as follows.
The maximum peak wavelength λ (unit: nm) and half-value width of the film are determined from the PL spectrum obtained by exciting the film measurement sample at a specific wavelength (value shortened by 30 nm from the maximum peak wavelength of the absorption spectrum). Calculate FWHM (unit: nm).

FIG. 1 shows a schematic configuration of an example of an organic EL element according to the first embodiment. The organic EL device shown in FIG. 1 is a top emission type organic EL device.
The organic EL element 1 includes a substrate 2, a light reflective layer 31, an anode 3 as a first electrode, a cathode 4 as a second electrode, and an organic layer 10 disposed between the anode 3 and the cathode 4. ,including. The organic layer 10 includes, in order from the anode 3 side, a hole injection layer 6, a hole transport layer 7, a first light emitting layer 51, a second light emitting layer 52, an electron transport layer 8, and an electron injection layer 9. It is constructed by stacking layers in order. In the case of FIG. 1, the anode 3 is a transparent electrode. The light reflecting layer 31 is arranged between the anode 3 and the substrate 2.
The organic EL element 1 includes a first light-emitting layer 51 and a second light-emitting layer 52 containing a host material that satisfies the relationship of the above-mentioned formula (Equation 1). The first light-emitting layer 51 has the same structure as the first film that satisfies the relationships of the above-mentioned formulas (20) and (30). The second light-emitting layer 52 has the same structure as the second film that satisfies the relationships of the above-mentioned formulas (20) and (30).

The organic EL element 1 according to the first embodiment is not limited to the configuration of the organic EL element 1 shown in FIG. 1. As an organic EL element having another structure, for example, the organic layer includes, in order from the anode side, a hole injection layer, a hole transport layer, a second light emitting layer, a first light emitting layer, an electron transport layer, and an electron injection layer. An example is an embodiment in which the layers are laminated in this order. Another example is an embodiment in which a color conversion section (for example, a color filter, a quantum dot, etc.) is arranged on the cathode.
Another example is an embodiment in which the light reflective layer is disposed on the opposite side of the substrate from the anode. In the organic EL element 1 shown in FIG. 1, the substrate, the light-reflecting layer, and the anode are arranged in this order, but there is also an embodiment in which the light-reflecting layer, the substrate, and the anode are arranged in this order.

The thickness d1 of the first light emitting layer 51 is measured as follows.
The center portion (indicated by CL in FIG. 1) of the organic EL element 1 is cut in the direction perpendicular to the surface on which the first light emitting layer 51 is formed (that is, in the film thickness d1 direction of the first light emitting layer 51), and the The cut surface at the center is observed and measured using a transmission electron microscope (TEM).
The center of the organic EL element 1 means the center of the shape of the organic EL element 1 projected from the cathode 4 side, and for example, when the projected shape is a rectangle, it means the intersection of diagonals of the rectangle.
The film thickness d2 of the second light emitting layer 52 is also measured in the same manner.

[Second embodiment]
(Organic electroluminescent device)
The organic EL device of the second embodiment is an organic electroluminescent device having a first electrode, a hole transport zone, a light emitting layer, an electron transport zone, and a semi-transparent second electrode in this order, wherein the light emitting layer includes a first light-emitting layer and a second light-emitting layer, and the first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. , the second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less, and the first host material and the second host material are different from each other, the first luminescent material and the second luminescent material are the same or different from each other, and the triplet energy T ₁ (H1) of the first host material and the second luminescent material are different from each other. The triplet energy T ₁ (H2) of the host material satisfies the relationship of the following mathematical formula (Equation 1), and the first film in which the first light emitting material is added to the first host material is 400 nm or more and 600 nm The overlap integral of the normalized PL spectrum of the following PL spectrum and the PL spectrum of the second film obtained by adding the second luminescent material to the second host material in the range from 400 nm to 600 nm is 99 .0% or more.
T ₁ (H1)>T ₁ (H2)...(Math. 1)

The present inventors have developed two films (a first film and a second film) that contain a host material that satisfies the relationship of the above-mentioned formula (Equation 1) and have an integral overlap of PL spectra of 99.0% or more. It has been found that luminous efficiency can be improved by providing luminescent layers (a first luminescent layer and a second luminescent layer) having the same configuration.
Here, the integral overlap of the PL spectra of 99.0% or more means that the PL spectrum of the first film and the PL spectrum of the second film almost overlap. That is, in the second embodiment, the first film made of the constituent components of the first light-emitting layer and the second film made of the constituent components of the second light-emitting layer are separated by a change (difference) in the PL spectrum. It is a small combination.
According to the top emission type element of the second embodiment, for the same reason as the first embodiment, the loss when extracting light from the upper electrode (second electrode) can be reduced, so that the luminous efficiency can be improved.

(PL spectrum overlap integral)
The overlap integral of PL spectra will be explained.
The overlap integral of the PL spectra is the PL spectrum in the range of 400 nm to 600 nm of the first film in which the first luminescent material is added to the first host material, and the PL spectrum in the range of 400 nm to 600 nm, which is obtained by adding the first luminescent material to the first host material, and The PL spectrum of the second film added with the luminescent material in the range from 400 nm to 600 nm is standardized.
For example, the PL spectrum in the range from 400 nm to 600 nm of a first film in which a first luminescent material is added to a first host material, and the PL spectrum at 400 nm in a second film in which a second luminescent material is added to a second host material. The above PL spectra below 600 nm are generalized and treated as vectors, respectively, and mode E ₁ (the mode of the PL spectrum of the first film) and mode E ₂ (the mode of the PL spectrum of the second film) are used. In this case, the power overlap integral (POI) between mode E ₁ and mode E ₂ is expressed by the following formula (Equation 100).

In the above formula (100), when E ₁ =E ₂ , POI=1, so it can be seen that it is standardized. The physical meaning of the normalized overlap integral represents the amount of overlap between the PL spectrum of the first film and the PL spectrum of the second film.

In the organic EL device according to the second embodiment, the PL spectrum of the first film in the range of 400 nm to 600 nm and the PL spectrum of the second film in the range of 400 nm to 600 nm are each normalized to overlap. The integral is preferably 99.5% or more.

The organic EL element of the second embodiment has the following features compared to the first embodiment:
The first light-emitting layer and the second light-emitting layer that satisfy the relationships of the above formulas (Math. 1), (Math. 20), and (Math. The organic EL device has the same structure as the organic EL device of the first embodiment except that it is replaced with a first light-emitting layer and a second light-emitting layer that satisfy the requirement that the overlap integral is 99.0% or more.
As an example of the organic EL element of the second embodiment, as shown in FIG. 1, a substrate, an anode as a first electrode, a cathode as a second electrode, and an organic An embodiment including a layer is mentioned. The organic layer may include a hole injection layer, a hole transport layer, a first light emitting layer, a second light emitting layer, an electron transport layer, and an electron injection layer stacked in this order from the anode side. , a hole injection layer, a hole transport layer, a second light emitting layer, a first light emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order from the anode side.

[Common configuration between embodiments]
Next, preferred aspects common to the organic EL device according to the first embodiment and the organic EL device according to the second embodiment will be described. Hereinafter, description of symbols may be omitted.

The organic EL device according to the embodiment preferably further includes a light reflecting layer, and the first electrode is preferably a transparent electrode.
The light-reflecting layer is preferably placed on the opposite side of the light-emitting layer with respect to the first electrode. It is preferable that the light-reflecting layer is placed on the anode side of the first electrode.
The organic EL device according to the embodiment preferably has a light reflection layer, a transparent electrode as a first electrode, a hole transport zone, a light emitting layer, an electron transport zone, and a semi-transparent second electrode in this order. .
Note that the first electrode may be a reflective electrode. In this embodiment, the first electrode is preferably composed of a light reflective layer and a transparent conductive layer. Preferably, the transparent conductive layer is disposed between the light-reflecting layer and the light-emitting layer.

In the organic EL device according to the embodiment, a mass-based ratio of the first luminescent material to the first host material in the first film (first luminescent material/first host material); It is preferable that a mass-based ratio of the first luminescent material to the first host material in the first luminescent layer (first luminescent material/first host material) is the same.
In the organic EL device according to the embodiment, the mass-based ratio of the second luminescent material to the second host material in the second film (second luminescent material/second host material); It is preferable that the mass-based ratio of the second luminescent material to the second host material in the second luminescent layer (second luminescent material/second host material) is the same.

In the organic EL device according to the embodiment, the content ratio of the first luminescent material to the total mass of the first host material in the first luminescent layer (first luminescent material/first host material) is preferably 0.5% by mass or more and 6% by mass or less, more preferably 1% by mass or more and 4% by mass or less.
In the organic EL device according to the embodiment, the content ratio of the first luminescent material to the total mass of the first host material in the first film (first luminescent material/first host material) is , preferably 0.5% by mass or more and 6% by mass or less, more preferably 1% by mass or more and 4% by mass or less.
In the organic EL device according to the embodiment, the content ratio of the second luminescent material to the total mass of the second host material in the second luminescent layer (second luminescent material/second host material) is preferably 0.5% by mass or more and 6% by mass or less, more preferably 1% by mass or more and 4% by mass or less.
In the organic EL device according to the embodiment, the content ratio of the second luminescent material to the total mass of the second host material in the second film (second luminescent material/second host material) is , preferably 0.5% by mass or more and 6% by mass or less, more preferably 1% by mass or more and 4% by mass or less.

In the organic EL device according to the embodiment, when the first light emitting layer and the second light emitting layer are stacked in the order from the anode side to the first light emitting layer and the second light emitting layer, Electron mobility μ _E1 of the first host material, hole mobility μ _H1 of the first host material, electron mobility μ _E2 of the second host material, and hole movement of the second host material. It is preferable that the degree μ _H2 satisfies the following formula (Equation 15).
( _μE2 / _μH2 )>( _μE1 / _μH1 )…(Equation 15)

In the organic EL device according to the embodiment, when the first light emitting layer and the second light emitting layer are stacked in the order from the anode side to the first light emitting layer and the second light emitting layer, It is preferable that the electron mobility μ _E1 of the first host material and the electron mobility μ _E2 of the second host material satisfy the following formula (Equation 16).
When the first host material and the second host material satisfy the relationship of the following mathematical formula (Equation 16), the ability to recombine holes and electrons in the first light emitting layer is improved.
μ _E2 > μ _E1 … (Math. 16)

Electron mobility can be measured by the following method using impedance spectroscopy.
A layer to be measured with a thickness of 100 nm to 200 nm is sandwiched between an anode and a cathode, and a minute AC voltage of 100 mV or less is applied while applying a bias DC voltage. Measure the alternating current value (absolute value and phase) flowing at this time. The main measurement is performed while changing the frequency of the AC voltage, and the complex impedance (Z) is calculated from the current value and voltage value. At this time, the frequency dependence of the imaginary part (ImM) of the modulus M = iωZ (i: imaginary unit, ω: angular frequency) is determined, and the reciprocal of the frequency ω at which ImM becomes the maximum value is calculated as the is defined as the response time of Then, electron mobility is calculated using the following formula.
Electron mobility = (thickness of layer to be measured) ² / (response time/voltage)

Hole mobility can be measured in the same manner as electron mobility using impedance spectroscopy.
Hole mobility is calculated using the following formula.
Hole mobility = (thickness of layer to be measured) ² / (response time/voltage)

In the organic EL device according to the embodiment, the triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H2) of the second host material are expressed by the following formula (Equation 5). It is preferable that the following relationship is satisfied.
T ₁ (H1) - T ₁ (H2)>0.03eV...(Math. 5)

In this specification, the "host material" is a material that is included in, for example, "50% by mass or more of the layer." Therefore, the first light-emitting layer contains, for example, the first host material in an amount of 50% by mass or more of the total mass of the first light-emitting layer. The second light-emitting layer contains, for example, the second host material in an amount of 50% by mass or more based on the total mass of the second light-emitting layer.
In the organic EL device according to the embodiment, the "first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less" has a singlet energy _S1 smaller than the singlet energy S1 of the first host _material . It is preferable that the material has the following properties.
In the organic EL device according to the embodiment, the "second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less" has a singlet energy _S1 smaller than the singlet energy S1 of the second host _material . It is preferable that the material has the following properties.

(Emission wavelength of organic EL element)
The organic electroluminescent device according to the embodiment preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.
It is more preferable that the organic electroluminescent device according to the embodiment emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the device is driven.
The maximum peak wavelength of light emitted by an organic EL element when the element is driven is measured as follows. A spectral radiance spectrum is measured with a spectral radiance meter CS-2000 (manufactured by Konica Minolta) when a voltage is applied to the organic EL element so that the current density is 10 mA/cm ² . In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum at which the emission intensity becomes maximum is measured, and this is defined as the maximum peak wavelength (unit: nm).

(first light emitting layer)
The first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. The first host material is a different compound from the second host material contained in the second light emitting layer. The first light-emitting material contained in the first light-emitting layer is preferably a compound that emits fluorescence with a maximum peak wavelength of 500 nm or less.

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

In the organic EL device according to the embodiment, the first luminescent material is preferably not a boron-containing complex, and more preferably the first luminescent material is not a complex.

In the organic EL device according to the embodiment, the first light emitting layer preferably does not contain a metal complex. Further, in the organic EL device according to the embodiment, it is also preferable that the first light emitting layer does not contain a boron-containing complex.

In the organic EL device according to the embodiment, the first light emitting layer preferably does not contain a phosphorescent material (dopant material).
Moreover, it is preferable that the first light emitting layer does not contain a heavy metal complex and a phosphorescent rare earth metal complex. Here, examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

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

In the emission spectrum of the compound, the peak with the maximum emission intensity is defined as the maximum peak, and when the height of the maximum peak is 1, the heights of other peaks appearing in the emission spectrum are less than 0.6. It is preferable. Note that the peak in the emission spectrum is the maximum value.
Further, it is preferable that the number of peaks in the emission spectrum of the compound is less than three.

In the organic EL device according to the embodiment, the first light emitting layer preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.
The maximum peak wavelength of light emitted by the light emitting layer when driving the device can be measured by the method described below.

・Maximum peak wavelength λp of light emitted from the light emitting layer when driving the device
The maximum peak wavelength _λp1 of the light emitted from the first light-emitting layer when driving the device is determined by fabricating the organic EL device using the same material for the second light-emitting layer as the first light-emitting layer. The spectral radiance spectrum is measured with a spectral radiance meter CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage is applied to the element so that the current density is 10 mA/cm ² . The maximum peak wavelength λp ₁ (unit: nm) is calculated from the obtained spectral radiance spectrum.
The maximum peak wavelength _λp2 of the light emitted from the second light emitting layer when driving the device is determined by manufacturing the organic EL device using the same material as the first light emitting layer and the second light emitting layer. The spectral radiance spectrum is measured with a spectral radiance meter CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage is applied to the element so that the current density is 10 mA/cm ² . The maximum peak wavelength λp ₂ (unit: nm) is calculated from the obtained spectral radiance spectrum.

In the organic EL device according to the embodiment, the singlet energy S ₁ (H1) of the first host material and the singlet energy S ₁ (D1) of the first luminescent material are expressed by the following formula (Equation 2). It is preferable that the following relationship is satisfied.
S ₁ (H1)>S ₁ (D1)...(Math. 2)
Singlet energy _S1 means the energy difference between the lowest excited singlet state and the ground state.

When the first host material and the first luminescent material satisfy the relationship of the above formula (Equation 2), the singlet excitons generated on the first host material are Energy transfer to the first luminescent material becomes easier and contributes to the luminescence (preferably fluorescent luminescence) of the first luminescent material.

In the organic EL device according to the embodiment, the triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (D1) of the first luminescent material are expressed by the following formula (Equation 2A) It is preferable that the following relationship is satisfied.
T ₁ (D1)>T ₁ (H1)...(Math. 2A)

When the first host material and the first luminescent material satisfy the relationship of the above formula (Equation 2A), the triplet excitons generated in the first luminescent layer are Since it moves not on one luminescent material but on the first host material, it becomes easier to migrate to the second luminescent layer.

It is preferable that the organic EL device according to the embodiment satisfies the relationship of the following mathematical formula (Equation 2B).
T ₁ (D1)>T ₁ (H1)>T ₁ (H2)...(Math. 2B)

(Triplet energy T ₁ )
Examples of the method for measuring the triplet energy T ₁ include the following method.
The compound to be measured is dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to a concentration of 10 ^-5 mol/L or more and 10 ^-4 mol/L or less. The solution is placed in a quartz cell and used as a measurement sample. For this measurement sample, measure the phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) at a low temperature (77 [K]), and draw a tangent to the rise of the short wavelength side of this phosphorescence spectrum. , the energy amount calculated from the following conversion formula (F1) based on the wavelength value λ _edge [nm] at the intersection of the tangent and the horizontal axis is defined as triplet energy T ₁ .
Conversion formula (F1): T ₁ [eV] = 1239.85/λ _edge

The tangent to the rise on the short wavelength side of the phosphorescence spectrum is drawn as follows. When moving on the spectrum curve from the short wavelength side of the phosphorescence spectrum to the maximum value on the shortest wavelength side among the maximum values of the spectrum, consider the tangent at each point on the curve toward the long wavelength side. This tangent line increases in slope as the curve rises (ie, as the vertical axis increases). The tangent drawn at the point where the value of this slope takes the maximum value (that is, the tangent at the inflection point) is the tangent to the rise of the short wavelength side of the phosphorescence spectrum.
Note that a local maximum point with a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the local maximum value on the shortest wavelength side mentioned above, but is included in the maximum value of the slope that is closest to the local maximum value on the shortest wavelength side. The tangent line drawn at the point where the value is taken is the tangent line to the rise of the short wavelength side of the phosphorescence spectrum.
For the measurement of phosphorescence, an F-4500 spectrofluorometer manufactured by Hitachi High-Technologies Corporation can be used. Note that the measurement device is not limited to this, and measurement may be performed by combining a cooling device, a low-temperature container, an excitation light source, and a light receiving device.

(Singlet energy S ₁ )
Examples of the method for measuring the singlet energy _S1 using a solution (sometimes referred to as a solution method) include the following method.
Prepare a toluene solution of 10 ^-5 mol/L or more and 10 ^-4 mol/L or less of the compound to be measured, put it in a quartz cell, and measure the absorption spectrum of this sample (vertical axis: absorption intensity, horizontal axis) at room temperature (300K). axis: wavelength). Draw a tangent to the fall on the long wavelength side of this absorption spectrum, and calculate the singlet energy by substituting the wavelength value λedge [nm] at the intersection of the tangent and the horizontal axis into the conversion formula (F2) shown below. do.
Conversion formula (F2): S ₁ [eV] = 1239.85/λedge
Examples of the absorption spectrum measuring device include, but are not limited to, a spectrophotometer manufactured by Hitachi (device name: U3310).

The tangent to the falling edge of the long wavelength side of the absorption spectrum is drawn as follows. When moving on a spectrum curve in the long wavelength direction from the maximum value on the longest wavelength side among the maximum values of the absorption spectrum, consider tangents at each point on the curve. The slope of this tangent line repeats decreasing and then increasing as the curve falls (that is, as the value on the vertical axis decreases). The tangent line drawn at the point where the slope value takes the minimum value on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is the tangent to the fall of the long wavelength side of the absorption spectrum.
Note that a maximum point with an absorbance value of 0.2 or less is not included in the maximum value on the longest wavelength side.

In the organic EL device according to the embodiment, the first luminescent material is preferably contained in the first luminescent layer in an amount exceeding 1.1% by mass. That is, the first luminescent layer preferably contains the first luminescent material in an amount exceeding 1.1% by mass of the total mass of the first luminescent layer, and preferably contains the first luminescent material in an amount of more than 1.2% by mass of the total mass of the first luminescent layer. The content is more preferably 1.5% by mass or more based on the total mass of the first light-emitting layer, and even more preferably 1.5% by mass or more based on the total mass of the first light-emitting layer.
The first light emitting layer preferably contains the first light emitting material in an amount of 10% by mass or less of the total mass of the first light emitting layer, and preferably 7% by mass or less of the total mass of the first light emitting layer. More preferably, it is contained in an amount of 5% by mass or less based on the total mass of the first light-emitting layer.

In the organic EL device according to the embodiment, the first light emitting layer preferably contains the first compound as the first host material in an amount of 60% by mass or more of the total mass of the first light emitting layer, It is more preferably contained in an amount of 70% by mass or more of the total mass of the first luminescent layer, and even more preferably contained in an amount of 80% by mass or more of the total mass of the first luminescent layer. It is even more preferable to contain 90% by mass or more of the total weight of the first light emitting layer, and still more preferably to contain 95% by weight or more of the total mass of the first light emitting layer.
The first light emitting layer preferably contains the first host material in an amount of 99% by mass or less of the total mass of the first light emitting layer.
However, the upper limit of the total content of the first host material and the first luminescent material is 100% by mass.

Note that the embodiments do not exclude that the first light emitting layer includes materials other than the first host material and the first light emitting material.
The first light-emitting layer may contain only one kind of first host material, or may contain two or more kinds of first host materials. The first light-emitting layer may contain only one kind of first light-emitting material, or may contain two or more kinds of first light-emitting materials.

In the organic EL device according to the embodiment, the thickness of the first light emitting layer is preferably 3 nm or more, more preferably 5 nm or more. When the thickness of the first light emitting layer is 3 nm or more, it is sufficient to cause recombination of holes and electrons in the first light emitting layer.
In the organic EL device according to the embodiment, the thickness of the first light emitting layer is preferably 15 nm or less, more preferably 10 nm or less. If the film thickness of the first light-emitting layer is 15 nm or less, the film thickness is sufficiently thin for triplet excitons to migrate to the second light-emitting layer.
In the organic EL device according to the embodiment, the thickness of the first light emitting layer is more preferably 3 nm or more and 15 nm or less.

(Second light emitting layer)
The second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. The second host material is a different compound from the first host material contained in the first light emitting layer. The second light-emitting material contained in the second light-emitting layer is preferably a compound that emits fluorescence with a maximum peak wavelength of 500 nm or less.

In the organic EL device according to the embodiment, it is preferable that the second light emitting layer emits light having a maximum peak wavelength of 500 nm or less when the device is driven.

In the organic EL device according to the embodiment, it is preferable that the half width of the maximum peak of the second light emitting material is 1 nm or more and 20 nm or less.

In the organic EL device according to the embodiment, it is preferable that the second light emitting material has a Stokes shift of more than 7 nm.
If the Stokes shift of the second luminescent material exceeds 7 nm, it becomes easier to prevent a decrease in luminous efficiency due to self-absorption.
Self-absorption is a phenomenon in which the same compound absorbs emitted light, and is a phenomenon that causes a decrease in luminous efficiency. Self-absorption is significantly observed in compounds with a small Stokes shift (that is, the overlap between the absorption spectrum and the fluorescence spectrum is large). Therefore, in order to suppress self-absorption, it is necessary to It is preferable to use a compound with a small Stokes shift can be measured by the method described in Examples.

In the organic EL device according to the embodiment, the triplet energy T ₁ (D2) of the second light emitting material and the triplet energy T ₁ (H2) of the second host material are expressed by the following formula (Equation 3). It is preferable that the following relationship is satisfied.
T ₁ (D2)>T ₁ (H2)...(Math. 3)

In the organic EL device according to the embodiment, the second light emitting material and the second host material satisfy the relationship of the above formula (Equation 3), so that triplet excitons generated in the first light emitting layer When transferred to the second emissive layer, the energy is transferred to the molecules of the second host material rather than to the second emissive material, which has a higher triplet energy. Further, triplet excitons generated by recombination of holes and electrons on the second host material do not move to the second light-emitting material having higher triplet energy. Triplet excitons generated by recombination on molecules of the second luminescent material quickly transfer energy to molecules of the second host material.
The triplet excitons of the second host material do not move to the second luminescent material, and the triplet excitons efficiently collide with each other on the second host material due to the TTF phenomenon, resulting in singlet excitons. is generated.

In the organic EL device according to the embodiment, the singlet energy S ₁ (H2) of the second host material and the singlet energy S ₁ (D2) of the second luminescent material are expressed by the following formula (Equation 4). It is preferable that the following relationship is satisfied.
S ₁ (H2)>S ₁ (D2)...(Math. 4)

In the organic EL device according to the embodiment, the second luminescent material and the second host material satisfy the relationship of the formula (Equation 4), so that the singlet energy of the second luminescent material is Since the singlet energy of the second host material is smaller than the singlet energy of the second host material, the singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second emissive material, and the emission of the second emissive material (preferably contributes to fluorescent light emission).

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

In the organic EL device according to the embodiment, the second luminescent material is preferably not a boron-containing complex, and more preferably the second luminescent material is not a complex.

In the organic EL device according to the embodiment, the second light emitting layer preferably does not contain a metal complex. Further, in the organic EL device according to the embodiment, it is also preferable that the second light emitting layer does not contain a boron-containing complex.

In the organic EL device according to the embodiment, the second light emitting layer preferably does not contain a phosphorescent material (dopant material).
Moreover, it is preferable that the second light emitting layer does not contain a heavy metal complex and a phosphorescent rare earth metal complex. Here, examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

In the organic EL device according to the embodiment, it is preferable that the second luminescent material is contained in the second luminescent layer in an amount exceeding 1.1% by mass. That is, the second light-emitting layer preferably contains the second light-emitting material in an amount exceeding 1.1% by mass of the total mass of the second light-emitting layer, and more than 1.2% by mass of the total mass of the second light-emitting layer. The content is more preferably 1.5% by mass or more based on the total mass of the second light emitting layer, and even more preferably 1.5% by mass or more based on the total mass of the second light emitting layer.
The second light emitting layer preferably contains the second light emitting material in an amount of 10% by mass or less of the total mass of the second light emitting layer, and preferably 7% by mass or less of the total mass of the second light emitting layer. More preferably, it is contained in an amount of 5% by mass or less based on the total mass of the second light-emitting layer.

The second light-emitting layer preferably contains the second compound as the second host material in an amount of 60% by mass or more based on the total mass of the second light-emitting layer, and preferably contains 70% by mass of the total mass of the second light-emitting layer. It is more preferable to contain at least 80% by mass of the total mass of the second light-emitting layer, and it is more preferable to contain at least 90% by mass of the total mass of the second light-emitting layer. It is even more preferred, and even more preferred that the content is 95% by mass or more of the total mass of the second light-emitting layer.
The second light emitting layer preferably contains the second host material in an amount of 99% by mass or less of the total mass of the second light emitting layer.
The upper limit of the total content of the second host material and the second luminescent material is 100% by mass.

Note that the embodiment does not exclude that the second light emitting layer includes materials other than the second host material and the second light emitting material.
The second light-emitting layer may contain only one kind of second host material, or may contain two or more kinds of second host materials. The second light-emitting layer may contain only one kind of second light-emitting material, or may contain two or more kinds of second light-emitting materials.

In the organic EL device according to the embodiment, the thickness of the second light emitting layer is preferably 5 nm or more, more preferably 15 nm or more. If the film thickness of the second light emitting layer is 5 nm or more, triplet excitons that have migrated from the first light emitting layer to the second light emitting layer can be easily suppressed from returning to the first light emitting layer. . Moreover, if the film thickness of the second light emitting layer is 5 nm or more, triplet excitons can be sufficiently separated from the recombination portion in the first light emitting layer.
In the organic EL device according to the embodiment, the thickness of the second light emitting layer is preferably 20 nm or less. If the film thickness of the second light emitting layer is 20 nm or less, the density of triplet excitons in the second light emitting layer can be improved, and the TTF phenomenon can be made more likely to occur.
In the organic EL device according to the embodiment, the thickness of the second light emitting layer is preferably 5 nm or more and 20 nm or less.

In the organic EL device according to the embodiment, the triplet energy T ₁ (DX) of the first luminescent material included in the first luminescent layer or the second luminescent material included in the second luminescent layer; It is preferable that the triplet energy T ₁ (H1) of the host material satisfies the following formula (Equation 11).
0eV<T ₁ (DX)-T ₁ (H1)<0.6eV (Math. 11)

It is preferable that the triplet energy T ₁ (D1) of the first luminescent material satisfies the relationship of the following mathematical formula (Equation 11A).
0eV<T ₁ (D1)-T ₁ (H1)<0.6eV...(Math. 11A)

It is preferable that the triplet energy T ₁ (D2) of the second luminescent material satisfies the relationship of the following mathematical formula (Equation 11B).
0eV<T ₁ (D2)-T ₁ (H2)<0.8eV...(Math. 11B)

In the organic EL device according to the embodiment, it is preferable that the triplet energy T ₁ (H1) of the first host material satisfies the following formula (Equation 12).
T ₁ (H1)>2.0eV...(Math. 12)

In the organic EL device according to the embodiment, it is also preferable that the triplet energy T ₁ (H1) of the first host material satisfies the relationship of the following formula (Equation 12A), and also satisfies the relationship of the following formula (Equation 12B). It is also preferable.
T ₁ (H1)>2.10eV...(Math. 12A)
T ₁ (H1)>2.15eV...(Math. 12B)

In the organic EL device according to the embodiment, the triplet energy T ₁ (H1) of the first host material satisfies the relationship of the formula (Equation 12A) or the formula (Equation 12B), so that the first light emission is achieved. The triplet excitons generated in the layer are more likely to move to the second light-emitting layer, and are also more likely to be inhibited from moving back from the second light-emitting layer to the first light-emitting layer. As a result, singlet excitons are efficiently generated in the second light-emitting layer, improving luminous efficiency.

In the organic EL device according to the embodiment, it is also preferable that the triplet energy T ₁ (H1) of the first host material satisfies the relationship expressed by the following formula (Equation 12C), and satisfies the relationship expressed by the following expression (Equation 12D). It is also preferable.
2.08eV>T ₁ (H1)>1.87eV...(Math. 12C)
2.05eV>T ₁ (H1)>1.90eV...(Math. 12D)

In the organic EL device according to the embodiment, the triplet energy T ₁ (H1) of the first host material satisfies the relationship of the formula (Equation 12C) or the formula (Equation 12D), so that the first light emission is achieved. The energy of triplet excitons generated in the layer is reduced, and the lifespan of organic EL devices can be expected to be extended.

In the organic EL device according to the embodiment, it is preferable that the triplet energy T ₁ (H2) of the second host material satisfies the following formula (Equation 13).
T ₁ (H2)≧1.9eV (Math. 13)

(Preferred combination of first host material, first luminescent material, second host material, and second luminescent material)
In the organic EL device according to the embodiment, the combination of the first host material, first luminescent material, second host material, and second luminescent material is as follows:
(a) A combination of materials that satisfies the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30), or (b) A combination of materials that satisfies the relationships of the above formula (Math. Although there are no particular limitations on the combination of materials as long as they satisfy the requirement of "99.0% or more," for example, the combinations shown in Tables 1 to 6 below can be suitably used.

- Explanation of Tables 1 to 6 The BH1 column represents the first host material.
The BH2 column represents the second host material.
The column BD1 represents the first luminescent material.
The column BD2 represents the second luminescent material.
D represents a deuterium atom.
Δλ represents |λ1−λ2| (unit: nm).
ΔFWHM represents |FWHM1−FWHM2| (unit: nm).
Regarding BH2, an example in which two types of compounds are listed in one column indicates that two types of compounds are included as BH2 in the second light emitting layer.

(Other layers of organic EL element)
The organic EL device according to the embodiment may have one or more organic layers in addition to the first light emitting layer and the second light emitting layer. Examples of the organic layer include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a light emitting layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer. It will be done.

The organic EL device according to the embodiment may be composed of only the first light-emitting layer and the second light-emitting layer, but for example, it may include a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer. , a hole blocking layer, an electron blocking layer, and the like.

The organic EL device according to the embodiment may have an anode as a first electrode, a first light emitting layer, a second light emitting layer, and a cathode as a second electrode in this order. , the order of the first light-emitting layer and the second light-emitting layer can also be reversed. Regardless of the order of the first light-emitting layer and the second light-emitting layer, by selecting a material combination that satisfies the relationship of the above formula (Equation 1), the above-mentioned light-emitting layer has a laminated structure. can be expected.

(hole transport layer)
In the organic EL device according to the embodiment, the hole transport zone preferably includes a hole transport layer between the first electrode and the first light emitting layer.

(electron transport layer)
In the organic EL device according to the embodiment, the electron transport zone preferably includes an electron transport layer between the second light emitting layer and the second electrode.

(Third luminescent layer)
The organic EL device according to the embodiment may further include a third light emitting layer.
The third light-emitting layer includes a third host material and a third light-emitting material that emits light with a maximum peak wavelength of 500 nm or less. The first host material, the second host material, and the third host material are different from each other. The first luminescent material, the second luminescent material, and the third luminescent material are the same or different from each other. The third light-emitting material contained in the third light-emitting layer is preferably a compound that emits fluorescence with a maximum peak wavelength of 500 nm or less. The method for measuring the maximum peak wavelength of the luminescent material is as described above.
It is preferable that the triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H3) of the third host material satisfy the following formula (Equation 1A).
T ₁ (H1)>T ₁ (H3)...(Math. 1A)

When the organic EL device according to the embodiment includes a third light emitting layer, the triplet energy T ₁ (H2) of the second host material and the triplet energy T ₁ (H3) of the third host material ) preferably satisfies the relationship of the following formula (Equation 1B).
T ₁ (H2)>T ₁ (H3)...(Math. 1B)

In the organic EL device according to the embodiment, it is preferable that the first light emitting layer and the second light emitting layer are in direct contact with each other.

In the organic EL device according to the embodiment, it is preferable that the first light emitting layer and the second light emitting layer are in direct contact with each other.

In the organic EL device according to the embodiment, when "the first light-emitting layer and the second light-emitting layer are in direct contact", the "first light-emitting layer and the second light-emitting layer are in direct contact with each other". , "contacting" layer structure may also include, for example, any of the following aspects (LS1), (LS2), and (LS3).
(LS1) In the process of vapor deposition of a compound related to the first light-emitting layer and vapor deposition of a compound related to the second light-emitting layer, an area where both the first host material and the second host material are mixed is formed. and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.
(LS2) When the first light-emitting layer and the second light-emitting layer contain a light-emitting compound (light-emitting material), the step of vapor deposition of the compound related to the first light-emitting layer and the step of vapor deposition of the compound related to the second light-emitting layer During the vapor deposition process, a region where the first host material, the second host material, and the luminescent compound are mixed is generated, and this region exists at the interface between the first luminescent layer and the second luminescent layer. Mode.
(LS3) When the first light-emitting layer and the second light-emitting layer contain a light-emitting compound, the step of vapor deposition of the compound related to the first light-emitting layer and the step of vapor deposition of the compound related to the second light-emitting layer are performed. In the process, a region consisting of the luminescent compound, a region consisting of the first host material, or a region consisting of the second host material is generated, and this region forms the interface between the first luminescent layer and the second luminescent layer. Aspects that exist in

When the organic EL device according to the embodiment includes a third light-emitting layer, the first light-emitting layer and the second light-emitting layer are in direct contact with each other, and the second light-emitting layer and the second light-emitting layer are in direct contact with each other. It is preferable that the third light emitting layer is in direct contact with the third light emitting layer.

In this specification, a layer structure in which "the second light-emitting layer and the third light-emitting layer are in direct contact" is, for example, one of the following embodiments (LS4), (LS5), and (LS6). Aspects may also be included.
(LS4) In the process of vapor deposition of a compound related to the second light-emitting layer and vapor deposition of a compound related to the third light-emitting layer, an area where both the second host material and the third host material are mixed is formed. and the region exists at the interface between the second light-emitting layer and the third light-emitting layer.
(LS5) When the second light-emitting layer and the third light-emitting layer contain a light-emitting compound, the step of vapor deposition of the compound related to the second light-emitting layer and the step of vapor deposition of the compound related to the third light-emitting layer are performed. An embodiment in which a region in which the second host material, the third host material, and the luminescent compound coexist is generated during the process, and the region is present at the interface between the second luminescent layer and the third luminescent layer.
(LS6) When the second light-emitting layer and the third light-emitting layer contain a light-emitting compound, the step of vapor deposition of the compound related to the second light-emitting layer and the step of vapor deposition of the compound related to the third light-emitting layer are performed. In the process, a region consisting of the luminescent compound, a region consisting of the second host material, or a region consisting of the third host material is generated, and this region forms the interface between the second luminescent layer and the third luminescent layer. Aspects that exist in

Moreover, the organic EL element according to the embodiment can further include a diffusion layer.
The diffusion layer is a layer for smoothly moving triplet excitons from the first light emitting layer to the second light emitting layer, and contains a diffusion layer material. The material for the diffusion layer is not particularly limited as long as it satisfies the relationship of the following formula (23).
That is, when the organic EL element according to the embodiment further includes a diffusion layer, the triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H1) of the at least one diffusion layer material ) and the triplet energy T ₁ (H2) of the second host material preferably satisfy the relationship of the following formula (Equation 23).
T ₁ (H1)>T ₁ (diffusion layer material)>T ₁ (H2)...(Equation 23)

The organic EL device according to the embodiment is expected to have a longer excitation lifetime of triplet excitons by providing the diffusion layer.
Further, in the organic EL device according to the embodiment, by providing the diffusion layer, it is expected that the diffusion rate of triplet excitons will be improved.
The diffusion layer may contain the diffusion layer material in an amount of 60% by mass or more of the total mass of the diffusion layer, or 70% by mass or more of the total mass of the diffusion layer, and 80% by mass of the total mass of the diffusion layer. It is also possible to contain more than that.
The diffusion layer may contain only one kind of diffusion layer material, or may contain two or more kinds of diffusion layer materials.

When the organic EL element according to the embodiment has a diffusion layer, it is preferable that the diffusion layer is disposed between the first light emitting layer and the second light emitting layer.

The configuration of the organic EL element 1 will be further explained. Hereinafter, description of symbols may be omitted.

(substrate)
The substrate is used as a support for the organic EL element. As the substrate, for example, glass, quartz, plastic, etc. can be used. Alternatively, a flexible substrate may be used. The flexible substrate refers to a (flexible) substrate that can be bent, and includes, for example, a plastic substrate. Examples of materials forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Moreover, an inorganic vapor-deposited film can also be used.

(first electrode)
Preferably, the first electrode is an anode. Preferably, the anode is a transparent electrode. As the transparent electrode, a conductive layer described below can be used.
The anode may have a light reflective layer. The light-reflecting layer is preferably formed of a metal material having light-reflecting properties. Light reflectivity means the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light emitting layer.
Examples of metal materials include single materials such as Al, Ag, Ta, Zn, Mo, W, Ni, and Cr, or alloy materials containing these metals as main components (preferably 50% by mass or more of the total); NiP; Examples include amorphous alloys such as NiB, CrP, and CrB; microcrystalline alloys such as NiAl and silver alloys; and the like.
In addition, APC (alloy of silver, palladium, and copper), ARA (alloy of silver, rubidium, and gold), MoCr (alloy of molybdenum and chromium), NiCr (alloy of nickel and chromium), etc. may be used as the metal material. good.
The light reflecting layer may be a single layer or multiple layers.

The anode may have a multilayer structure including a light reflecting layer and a conductive layer as a transparent electrode. When the anode has a light reflective layer and a conductive layer, the conductive layer is preferably disposed between the light reflective layer and the hole transport zone. Further, the anode may have a multilayer structure in which a light reflecting layer is disposed between two conductive layers (a first conductive layer and a second conductive layer). In the case of such a multilayer structure, the first conductive layer and the second conductive layer may be formed of the same material or may be formed of mutually different materials.
For the conductive layer serving as the transparent electrode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof having a large work function (specifically, 4.0 eV or more). Specifically, for example, indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, and indium oxide containing zinc oxide. , graphene, etc. In addition, gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium ( Pd), titanium (Ti), or a nitride of a metal material (eg, titanium nitride).
These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by a sputtering method using a target in which 1% by mass to 10% by mass of zinc oxide is added to indium oxide. Indium oxide containing tungsten oxide and zinc oxide can be produced by using a target containing 0.5% to 5% by mass of tungsten oxide and 0.1% to 1% by mass of zinc oxide relative to indium oxide. It can be formed by a sputtering method. In addition, the conductive layer may be produced by a vacuum deposition method, a coating method, an inkjet method, a spin coating method, or the like.
For example, when a hole injection layer is formed in contact with a conductive layer, the hole injection layer is formed using a composite material that allows easy hole injection regardless of the work function of the conductive layer. Therefore, it is possible to form a conductive layer using materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, mixtures thereof, and other elements that belong to Group 1 or Group 2 of the Periodic Table of Elements). can be formed.
Elements belonging to Group 1 or Group 2 of the periodic table of elements, which are materials with a small work function, such as alkali metals such as lithium (Li) and cesium (Cs), as well as magnesium (Mg), calcium (Ca), and strontium. Alkaline earth metals such as (Sr), alloys containing these (for example, MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), alloys containing these, etc. can also be used for the conductive layer. . Note that when forming a conductive layer using an alkali metal, an alkaline earth metal, or an alloy containing these, a vacuum evaporation method or a sputtering method can be used. Furthermore, when silver paste or the like is used, a coating method, an inkjet method, etc. can be used.

(Second electrode)
Preferably, the second electrode is a cathode. The cathode is preferably formed of a metal material that is transparent or semi-transparent to allow light from the light emitting layer to pass therethrough. Light transmittance or semi-transparent property means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light emitting layer.
For the cathode, it is preferable to use a metal, an alloy, an electrically conductive compound, a mixture thereof, or the like having a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table of elements, that is, alkali metals such as lithium (Li) and cesium (Cs), and magnesium (Mg) and calcium (Ca). ), alkaline earth metals such as strontium (Sr), alloys containing these (for example, MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.
In addition, when forming a cathode using an alkali metal, an alkaline earth metal, or an alloy containing these, a vacuum evaporation method or a sputtering method can be used. Furthermore, when using silver paste or the like, a coating method, an inkjet method, etc. can be used.
By providing an electron injection layer, the cathode can be formed using various conductive materials such as Al, Mg, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, regardless of the size of the work function. can be formed. These conductive materials can be formed into films using a sputtering method, an inkjet method, a spin coating method, or the like.

(hole transport band)
A hole transport zone is included between the emissive layer and the first electrode. Preferably, the hole transport zone includes multiple organic layers.
The organic EL device 1 of the embodiment includes a hole transport zone having one or more organic layers between the anode 3 as the first electrode and the first light emitting layer 51. In the case of FIG. 1, the hole transport zone is composed of a hole injection layer 6 and a hole transport layer 7.

(hole injection layer)
The hole injection layer is a layer containing a substance with high hole injection properties. Examples of substances with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, Tungsten oxide, manganese oxide, etc. can be used.

In addition, as substances with high hole injection properties, 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4' , 4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenyl amino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N -phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), Aromatic amine compounds such as 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1) and dipyrazino[2,3-f :20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN).

Moreover, as a substance with high hole injection property, a high molecular compound (oligomer, dendrimer, polymer, etc.) can also be used. For example, poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino) phenyl]phenyl-N'-phenylamino}phenyl) methacrylamide] (abbreviation: PTPDMA), poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Polymer compounds such as Poly-TPD) can be mentioned. Additionally, a polymer compound to which an acid is added, such as poly(3,4-ethylenedioxythiophene)/poly(styrene sulfonic acid) (PEDOT/PSS) or polyaniline/poly(styrene sulfonic acid) (PAni/PSS), is used. You can also do that.

(hole transport layer)
The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc. can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB) and N,N'-bis(3-methylphenyl)-N,N'- Diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4 , 4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: DFLDPBi), 4,4',4''-tris(N,N-diphenylamino) ) triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis Aromatic amine compounds such as [N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) can be used. The substances described here mainly have a hole mobility of 10 ⁻⁶ cm ² /(V·s) or more.

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

However, materials other than these may be used as long as they have a higher transportability for holes than for electrons. Note that the layer containing a substance with high hole transport properties is not limited to a single layer, and may be a stack of two or more layers made of the above substance.

(electron transport band)
An electron transport zone is included between the emissive layer and the second electrode. Preferably, the electron transport zone includes multiple organic layers.
The organic EL device 1 of the embodiment includes an electron transport zone having one or more organic layers between the cathode 4 as the second electrode and the second light emitting layer 52. In the case of FIG. 1, the electron transport zone is composed of an electron transport layer 8 and an electron injection layer 9.

(electron transport layer)
The electron transport layer is a layer containing a substance with high electron transport properties. The electron transport layer contains 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes, 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives, and 3) polymer compounds. can be used. Specifically, low-molecular organic compounds include Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviation: Almq ₃ ), bis(10-hydroxybenzo[h]quinolinato) beryllium (abbreviation: BeBq ₂ ), Metal complexes such as BAlq, Znq, ZnPBO, ZnBTZ, etc. can be used. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5- (ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4- biphenylyl)-1,2,4-triazole (abbreviation: TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4- Complex compounds such as triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: BzOs) Aromatic compounds can also be used. In this embodiment, benzimidazole compounds can be suitably used. The substances described here mainly have an electron mobility of 10 ⁻⁶ cm ² /(V·s) or more. Note that any material other than the above may be used as the electron transport layer, as long as it has a higher electron transport property than hole transport property. Further, the electron transport layer may be composed of a single layer, or may be composed of two or more laminated layers made of the above substances.

Moreover, a polymer compound can also be used for the electron transport layer. For example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py), poly[(9,9-dioctylfluorene-2, ,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy), etc. can be used.

(electron injection layer)
The electron injection layer is a layer containing a substance with high electron injection properties. The electron injection layer contains lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF ₂ ), lithium oxide (LiOx), etc. Alkali metals, alkaline earth metals, or compounds thereof can be used. In addition, a material containing an alkali metal, an alkaline earth metal, or a compound thereof in a substance having electron transport properties, specifically, a material containing magnesium (Mg) in Alq, etc. may be used. Note that in this case, electron injection from the cathode can be performed more efficiently.

Alternatively, a composite material made of a mixture of an organic compound and an electron donor may be used for the electron injection layer. Such a composite material has excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent in transporting generated electrons, and specifically, for example, the above-mentioned substances (metal complexes, heteroaromatic compounds, etc.) constituting the electron transport layer are used. be able to. The electron donor may be any substance that exhibits electron-donating properties to organic compounds. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, and examples include lithium, cesium, magnesium, calcium, erbium, and ytterbium. Moreover, alkali metal oxides and alkaline earth metal oxides are preferable, and examples thereof include lithium oxide, calcium oxide, barium oxide, and the like. Additionally, Lewis bases such as magnesium oxide can also be used. Moreover, organic compounds such as tetrathiafulvalene (abbreviation: TTF) can also be used.

(Capping layer)
The organic EL device according to the embodiment preferably includes a capping layer above the cathode.
As the capping layer, for example, a polymer compound, metal oxide, metal fluoride, metal boride, silicon nitride, silicon compound (silicon oxide, etc.), etc. can be used.
Further, aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives can also be used in the capping layer.
Furthermore, a laminate in which layers containing these substances are laminated can also be used as the capping layer.

(Layer formation method)
Methods for forming each layer of the organic EL element of the embodiments are not limited to those specifically mentioned above, but include dry film formation methods such as vacuum evaporation, sputtering, plasma, and ion plating, and spin. Known methods such as coating methods, dipping methods, flow coating methods, wet film forming methods such as inkjet methods can be employed.

(film thickness)
The thickness of each organic layer of the organic EL element of the embodiment is not limited except as specifically mentioned above. In general, if the film thickness is too thin, defects such as pinholes will easily occur, and if the film thickness is too thick, a high applied voltage will be required and the efficiency will deteriorate. A range of nm to 1 μm is preferred.

(First host material and second host material)
In the organic EL device according to the embodiment, the first host material and the second host material include:
(a) A host material that satisfies the relationships of the above equations (Equations 1), (Equations 20) and (Equations 30), or (b) that satisfies the relationships of the above equations (Equations 1) and that the overlap integral of the PL spectra is The host material is not particularly limited as long as it satisfies the requirement of "99.0% or more".
In the organic EL device according to the embodiment, the first host material and the second host material include, for example, the following general formula (1), general formula (1X), general formula (12X), and general formula (13X). , a first compound represented by general formula (14X), general formula (15X) or general formula (16X), and a second compound represented by general formula (2) below. Moreover, the first compound can also be used as the first host material and the second host material, and in this case, the following general formula (1) used as the second host material, or the following general formula (1X), The compound represented by the general formula (12X), the general formula (13X), the general formula (14X), the general formula (15X) or the general formula (16X) may be conveniently referred to as a second compound.
In addition, the third host material is not particularly limited, but includes, for example, the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or a first compound represented by the general formula (16X), or a second compound represented by the following general formula (2) may be used.

(first compound)

(In the general formula (1),
R ₁₀₁ to R ₁₁₀ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (11),
However, at least one of R ₁₀₁ to R ₁₁₀ is a group represented by the general formula (11),
When a plurality of groups represented by the general formula (11) are present, the plurality of groups represented by the general formula (11) are the same or different from each other,
L ₁₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₀₁ exist, two or more L ₁₀₁ are the same or different,
When two or more Ar _101s exist, the two or more Ar _101s are the same or different,
* in the general formula (11) indicates the bonding position with the pyrene ring in the general formula (1). )

(In the first compound according to the embodiment, R ₉₀₁ , R ₉₀₂ , R ₉₀₃ , R ₉₀₄ , R ₉₀₅ , R ₉₀₆ , R ₉₀₇ , R ₈₀₁ and R ₈₀₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
When a plurality of R _901s exist, the plurality of R _901s are the same or different from each other,
When a plurality of R _902s exist, the plurality of R _902s are the same or different from each other,
When a plurality of R _903s exist, the plurality of R _903s are the same or different from each other,
When a plurality of R _904s exist, the plurality of R _904s are the same or different from each other,
When a plurality of R _905s exist, the plurality of R _905s are the same or different from each other,
When a plurality of R _906s exist, the plurality of R _906s are the same or different from each other,
When a plurality of R _907s exist, the plurality of R _907s are the same or different from each other,
When a plurality of R _801s exist, the plurality of R _801s are the same or different from each other,
When a plurality of R _802s exist, the plurality of R _802s are the same or different from each other. )

In the organic EL device according to the embodiment, the group represented by the general formula (11) is preferably a group represented by the following general formula (111).

(In the general formula (111),
X ₁ is CR ₁₂₃ R ₁₂₄ , an oxygen atom, a sulfur atom, or NR ₁₂₅ ,
L ₁₁₁ and L ₁₁₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
ma is 0, 1, 2, 3 or 4,
mb is 0, 1, 2, 3 or 4,
ma+mb is 0, 1, 2, 3 or 4,
Ar ₁₀₁ has the same meaning as Ar ₁₀₁ in the general formula (11),
R ₁₂₁ , R ₁₂₂ , R ₁₂₃ , R ₁₂₄ and R ₁₂₅ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
mc is 3,
Three R ₁₂₁ are the same or different from each other,
md is 3,
Three R ₁₂₂ 's are the same or different from each other. )

At any one of the positions *1 to *4 of the carbon atoms *1 to *8 in the ring structure represented by the following general formula (111a) in the group represented by the general formula (111), L ₁₁₁ is bonded, R ₁₂₁ is bonded to the remaining three positions of *1 to *4, L ₁₁₂ is bonded to one of the positions of *5 to *8, and the remaining three positions of *5 to *8 are bonded. R ₁₂₂ is attached at three positions.

For example, in the group represented by the general formula (111), L ₁₁₁ is bonded to the *2 carbon atom position in the ring structure represented by the general formula (111a), and L ₁₁₂ is bonded to the group represented by the general formula (111a). When bonded to the *7 carbon atom position in the ring structure represented by 111a), the group represented by the general formula (111) is represented by the following general formula (111b).

(In the general formula (111b),
X ₁ , L ₁₁₁ , L ₁₁₂ , ma, mb, Ar ₁₀₁ , R ₁₂₁ , R ₁₂₂ , R ₁₂₃ , R ₁₂₄ and R ₁₂₅ each independently represent X ₁ , L ₁₁₁ , L in the general formula (111) ₁₁₂ , ma, mb, Ar ₁₀₁ , R ₁₂₁ , R ₁₂₂ , R ₁₂₃ , R ₁₂₄ and R ₁₂₅ ,
A plurality of R _121s are the same or different,
A plurality of R ₁₂₂ 's are the same or different. )

In the organic EL device according to the embodiment, the group represented by the general formula (111) is preferably a group represented by the general formula (111b).

In the organic EL device according to the embodiment,
ma is 0, 1 or 2,
Preferably, mb is 0, 1 or 2.

In the organic EL device according to the embodiment,
ma is 0 or 1,
mb is preferably 0 or 1.

In the organic EL device according to the embodiment, Ar ₁₀₁ is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In the organic EL device according to the embodiment,
Ar ₁₀₁ is
substituted or unsubstituted phenyl group,
substituted or unsubstituted naphthyl group,
substituted or unsubstituted biphenyl group,
substituted or unsubstituted terphenyl group,
substituted or unsubstituted pyrenyl group,
It is preferably a substituted or unsubstituted phenanthryl group or a substituted or unsubstituted fluorenyl group.

In the organic EL device according to the embodiment,
It is also preferable that Ar ₁₀₁ is a group represented by the following general formula (12), general formula (13) or general formula (14).

(In the general formula (12), general formula (13) and general formula (14),
R ₁₁₁ to R ₁₂₀ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
A group represented by -C(=O)R ₁₂₄ ,
- A group represented by COOR ₁₂₅ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
* in the general formula (12), general formula (13), and general formula (14) represents the bonding position with L ₁₀₁ in the general formula (11), or the general formula (111) or the general formula (111b). ) shows the bonding position with L ₁₁₂ . )

In the organic EL device according to the embodiment,
The first compound is preferably represented by the following general formula (101).

(In the general formula (101),
R ₁₀₁ to R ₁₂₀ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
Substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
However, one of R ₁₀₁ to R ₁₁₀ indicates the bonding position with L ₁₀₁ , one of R ₁₁₁ to R ₁₂₀ indicates the bonding position with L ₁₀₁ ,
L ₁₀₁ is
single bond,
a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms;
mx is 0, 1, 2, 3, 4 or 5,
When two or more L _101s exist, the two or more L _101s are the same or different. )

In the organic EL device according to the embodiment,
L ₁₀₁ is
It is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

In the organic EL device according to the embodiment,
The first compound is preferably represented by the following general formula (102).

(In the general formula (102),
R ₁₀₁ to R ₁₂₀ each independently have the same meaning as R ₁₀₁ to R ₁₂₀ in the general formula (101),
However, one of R ₁₀₁ to R ₁₁₀ indicates the bonding position with L ₁₁₁ , one of R ₁₁₁ to R ₁₂₀ indicates the bonding position with L ₁₁₂ ,
X ₁ is CR ₁₂₃ R ₁₂₄ , an oxygen atom, a sulfur atom, or NR ₁₂₅ ,
L ₁₁₁ and L ₁₁₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
ma is 0, 1, 2, 3 or 4,
mb is 0, 1, 2, 3 or 4,
ma+mb is 0, 1, 2, 3 or 4,
R ₁₂₁ , R ₁₂₂ , R ₁₂₃ , R ₁₂₄ and R ₁₂₅ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mc is 3,
Three R ₁₂₁ are the same or different from each other,
md is 3,
Three R ₁₂₂ 's are the same or different from each other. )

In the compound represented by the general formula (102),
ma is 0, 1 or 2,
Preferably, mb is 0, 1 or 2.

In the compound represented by the general formula (102),
ma is 0 or 1,
mb is preferably 0 or 1.

In the organic EL device according to the embodiment,
It is preferable that two or more of R ₁₀₁ to R ₁₁₀ are groups represented by the general formula (11).

In the organic EL device according to the embodiment,
Two or more of R ₁₀₁ to R ₁₁₀ are groups represented by the general formula (11), and Ar ₁₀₁ is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. is preferred.

In the organic EL device according to the embodiment,
Ar ₁₀₁ is not a substituted or unsubstituted pyrenyl group,
L ₁₀₁ is not a substituted or unsubstituted pyrenylene group,
The substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as R ₁₀₁ to R ₁₁₀ which is not a group represented by the general formula (11) is preferably not a substituted or unsubstituted pyrenyl group.

In the organic EL device according to the embodiment,
R ₁₀₁ to R ₁₁₀ which are not groups represented by the general formula (11) are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
It is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In the organic EL device according to the embodiment,
R ₁₀₁ to R ₁₁₀ which are not groups represented by the general formula (11) are each independently,
hydrogen atom,
It is preferably a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.

In the organic EL device according to the embodiment, R ₁₀₁ to R ₁₁₀ that are not groups represented by the general formula (11) are preferably hydrogen atoms.

- Compound represented by general formula (1X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (1X) below.

(In the general formula (1X),
R ₁₀₁ to R ₁₁₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (11X),
However, at least one of R ₁₀₁ to R ₁₁₂ is a group represented by the general formula (11X),
When a plurality of groups represented by the general formula (11X) are present, the plurality of groups represented by the general formula (11X) are the same or different from each other,
L ₁₀₁ is
single bond,
a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms;
Ar ₁₀₁ is
A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
mx is 1, 2, 3, 4 or 5,
When two or more L ₁₀₁ exist, two or more L ₁₀₁ are the same or different,
When two or more Ar _101s exist, the two or more Ar _101s are the same or different,
* in the general formula (11X) indicates the bonding position with the benz[a]anthracene ring in the general formula (1X). )

In the organic EL device according to the embodiment, the group represented by the general formula (11X) is preferably a group represented by the following general formula (111X).

(In the general formula (111X),
X ₁ is CR ₁₄₃ R ₁₄₄ , an oxygen atom, a sulfur atom, or NR ₁₄₅ ,
L ₁₁₁ and L ₁₁₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
ma is 1, 2, 3 or 4,
mb is 1, 2, 3 or 4,
ma+mb is 2, 3 or 4,
Ar ₁₀₁ has the same meaning as Ar ₁₀₁ in the general formula (11),
R ₁₄₁ , R ₁₄₂ , R ₁₄₃ , R ₁₄₄ and R ₁₄₅ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mc is 3,
Three R ₁₄₁ are the same or different from each other,
md is 3,
Three R ₁₄₂ are the same or different from each other. )

At any one of the positions *1 to *4 of the carbon atoms *1 to *8 in the ring structure represented by the following general formula (111aX) in the group represented by the general formula (111X), L ₁₁₁ is bonded, R ₁₄₁ is bonded to the remaining three positions of *1 to *4, L ₁₁₂ is bonded to any one of the positions of *5 to *8, and the remaining three positions of *5 to *8 are bonded. R ₁₄₂ is attached at three positions.

For example, in the group represented by the general formula (111X), L ₁₁₁ is bonded to the *2 carbon atom position in the ring structure represented by the general formula (111aX), and L ₁₁₂ is the group represented by the general formula (111aX). 111aX), the group represented by the general formula (111X) is represented by the following general formula (111bX).

(In the general formula (111bX),
X ₁ , L ₁₁₁ , L ₁₁₂ , ma, mb, Ar ₁₀₁ , R ₁₄₁ , R ₁₄₂ , R ₁₄₃ , R ₁₄₄ and R ₁₄₅ each independently represent X ₁ , L ₁₁₁ , L in the general formula (111X) ₁₁₂ , ma, mb, Ar ₁₀₁ , R ₁₄₁ , R ₁₄₂ , R ₁₄₃ , R ₁₄₄ and R ₁₄₅ ,
A plurality of R _141s are the same or different from each other,
A plurality of R ₁₄₂ 's are the same or different. )

In the organic EL device according to the embodiment, the group represented by the general formula (111X) is preferably a group represented by the general formula (111bX).

In the compound represented by the general formula (1X), ma is preferably 1 or 2, and mb is preferably 1 or 2.

In the compound represented by the general formula (1X), ma is preferably 1 and mb is preferably 1.

In the compound represented by the general formula (1X), Ar ₁₀₁ is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In the compound represented by the general formula (1X), Ar ₁₀₁ is
substituted or unsubstituted phenyl group,
substituted or unsubstituted naphthyl group,
substituted or unsubstituted biphenyl group,
substituted or unsubstituted terphenyl group,
Substituted or unsubstituted benz[a]anthryl group,
substituted or unsubstituted pyrenyl group,
It is preferably a substituted or unsubstituted phenanthryl group or a substituted or unsubstituted fluorenyl group.

The compound represented by the general formula (1X) is also preferably represented by the following general formula (101X).

(In the general formula (101X),
One of R ₁₁₁ and R ₁₁₂ indicates the bonding position with L ₁₀₁ , one of R ₁₃₃ and R ₁₃₄ indicates the bonding position with L ₁₀₁ ,
R ₁₀₁ to R ₁₁₀ , R ₁₂₁ to R ₁₃₀ , R ₁₁₁ or R ₁₁₂ which is not in the bonding position with L ₁₀₁ , and R ₁₃₃ or R ₁₃₄ which is not in the bonding position with L ₁₀₁ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
L ₁₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
mx is 1, 2, 3, 4 or 5,
When there are two or more L ₁₀₁ , the two or more L ₁₀₁ are the same or different. )

In the compound represented by the general formula (1X), L ₁₀₁ is
It is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

The compound represented by the general formula (1X) is also preferably represented by the following general formula (102X).

(In the general formula (102X),
One of R ₁₁₁ and R ₁₁₂ indicates the bonding position with L ₁₁₁ , one of R ₁₃₃ and R ₁₃₄ indicates the bonding position with L ₁₁₂ ,
R ₁₀₁ to R ₁₁₀ , R ₁₂₁ to R ₁₃₀ , R ₁₁₁ or R ₁₁₂ which is not in the bonding position with L ₁₁₁ and R ₁₃₃ or R ₁₃₄ which is not in the bonding position with L ₁₁₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
X ₁ is CR ₁₄₃ R ₁₄₄ , an oxygen atom, a sulfur atom, or NR ₁₄₅ ,
L ₁₁₁ and L ₁₁₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
ma is 1, 2, 3 or 4,
mb is 1, 2, 3 or 4,
ma+mb is 2, 3, 4 or 5,
R ₁₄₁ , R ₁₄₂ , R ₁₄₃ , R ₁₄₄ and R ₁₄₅ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mc is 3,
Three R ₁₄₁ are the same or different from each other,
md is 3,
Three R ₁₄₂ are the same or different from each other. )

In the compound represented by the general formula (1X), ma in the general formula (102X) is preferably 1 or 2, and mb is preferably 1 or 2.

In the compound represented by the general formula (1X), ma is preferably 1 and mb is preferably 1 in the general formula (102X).

In the compound represented by the general formula (1X), the group represented by the general formula (11X) is a group represented by the following general formula (11AX) or a group represented by the following general formula (11BX). It is also preferable that

(In the general formula (11AX) and the general formula (11BX),
R ₁₂₁ to R ₁₃₁ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
When a plurality of groups represented by the general formula (11AX) are present, the plurality of groups represented by the general formula (11AX) are the same or different from each other,
When a plurality of groups represented by the general formula (11BX) are present, the plurality of groups represented by the general formula (11BX) are the same or different from each other,
L ₁₃₁ and L ₁₃₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
* in the general formula (11AX) and the general formula (11BX) respectively indicates the bonding position with the benz[a]anthracene ring in the general formula (1X). )

The compound represented by the general formula (1X) is also preferably represented by the following general formula (103X).

(In the general formula (103X),
R ₁₀₁ to R 110 and _{R 112 are} respectively synonymous with R ₁₀₁ to R ₁₁₀ and R ₁₁₂ in the general formula (1X),
R ₁₂₁ to R ₁₃₁ , L ₁₃₁ and L ₁₃₂ have the same meanings as R ₁₂₁ to R ₁₃₁ , L ₁₃₁ and L ₁₃₂ in the general formula (11BX), respectively. )

In the compound represented by the general formula (1X), L ₁₃₁ is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

In the compound represented by the general formula (1X), L ₁₃₂ is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

In the compound represented by the general formula (1X), two or more of R ₁₀₁ to R ₁₁₂ are preferably groups represented by the general formula (11).

In the compound represented by the general formula (1X), two or more of R ₁₀₁ to R ₁₁₂ are groups represented by the general formula (11X), and Ar ₁₀₁ in the general formula (11X) is , a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In the compound represented by the general formula (1X),
Ar ₁₀₁ is not a substituted or unsubstituted benz[a]anthryl group,
L ₁₀₁ is not a substituted or unsubstituted benz[a]antrylene group,
The substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as R ₁₀₁ to R ₁₁₀ which is not a group represented by the general formula (11X) is not a substituted or unsubstituted benz[a]anthryl group. It is also preferable.

In the compound represented by the general formula (1X), R ₁₀₁ to R ₁₁₂ which are not groups represented by the general formula (11X) are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
It is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In the compound represented by the general formula (1X), R ₁₀₁ to R ₁₁₂ which are not groups represented by the general formula (11X) are
hydrogen atom,
It is preferably a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.

In the compound represented by the general formula (1X), R ₁₀₁ to R ₁₁₂ that are not groups represented by the general formula (11X) are preferably hydrogen atoms.

- Compound represented by general formula (12X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (12X) below.

(In the general formula (12X),
One or more sets of two or more adjacent ones of R ₁₂₀₁ to R ₁₂₁₀ are
are combined with each other to form a substituted or unsubstituted monocyclic ring, or are combined with each other to form a substituted or unsubstituted fused ring,
R ₁₂₀₁ to R ₁₂₁₀ that do not form a substituted or unsubstituted monocyclic ring and do not form a substituted or unsubstituted fused ring are each independently:
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (121),
However, the substituent when the substituted or unsubstituted monocyclic ring has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and at least one of R ₁₂₀₁ to R ₁₂₁₀ , a group represented by the general formula (121),
When a plurality of groups represented by the general formula (121) are present, the plurality of groups represented by the general formula (121) are the same or different from each other,
L ₁₂₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₂₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx2 is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₂₀₁ exist, two or more L ₁₂₀₁ are the same or different,
When two or more Ar _1201s exist, the two or more Ar _1201s are the same or different from each other,
* in the general formula (121) indicates the bonding position with the ring represented by the general formula (12X). )

In the general formula (12X), a group consisting of two adjacent ones of R ₁₂₀₁ to R ₁₂₁₀ is a group of R ₁₂₀₁ and R ₁₂₀₂ , a group of R ₁₂₀₂ and R ₁₂₀₃ , and a group of R ₁₂₀₃ and R ₁₂₀₄ . a set of R ₁₂₀₄ and R ₁₂₀₅ , a set of R ₁₂₀₅ and R ₁₂₀₆ , a set of R ₁₂₀₇ and R ₁₂₀₈ , a set of R ₁₂₀₈ and R ₁₂₀₉ , and a set of R ₁₂₀₉ and R ₁₂₁₀ . .

- Compound represented by general formula (13X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (13X) below.

(In the general formula (13X),
R ₁₃₀₁ to R ₁₃₁₀ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (131),
However, at least one of R ₁₃₀₁ to R ₁₃₁₀ is a group represented by the general formula (131),
When a plurality of groups represented by the general formula (131) are present, the plurality of groups represented by the general formula (131) are the same or different from each other,
L ₁₃₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₃₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx3 is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₃₀₁ exist, two or more L ₁₃₀₁ are the same or different,
When two or more Ar _1301s exist, the two or more Ar _1301s are the same or different from each other,
* in the general formula (131) indicates the bonding position with the fluoranthene ring in the general formula (13X). )

In the organic EL device according to the embodiment, none of the groups of two or more adjacent R ₁₃₀₁ to R ₁₃₁₀ that are not groups represented by the general formula (131) bond to each other. In the general formula (13X), the groups consisting of two adjacent ones include the group of R ₁₃₀₁ and R ₁₃₀₂ , the group of R ₁₃₀₂ and R ₁₃₀₃ , the group of R ₁₃₀₃ and R ₁₃₀₄ , and the group of R ₁₃₀₄ and R ₁₃₀₅ . , a set of R ₁₃₀₅ and R ₁₃₀₆ , a set of R ₁₃₀₇ and R ₁₃₀₈ , a set of R ₁₃₀₈ and R ₁₃₀₉ , and a set of R ₁₃₀₉ and R ₁₃₁₀ .

- Compound represented by general formula (14X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (14X) below.

(In the general formula (14X),
R ₁₄₀₁ to R ₁₄₁₀ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (141),
However, at least one of R ₁₄₀₁ to R ₁₄₁₀ is a group represented by the general formula (141),
When a plurality of groups represented by the general formula (141) are present, the plurality of groups represented by the general formula (141) are the same or different from each other,
L ₁₄₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₄₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx4 is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₄₀₁ exist, two or more L ₁₄₀₁ are the same or different,
When two or more Ar _1401s exist, the two or more Ar _1401s are the same or different from each other,
* in the general formula (141) indicates the bonding position with the ring represented by the general formula (14X). )

- Compound represented by general formula (15X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (15X) below.

(In the general formula (15X),
R ₁₅₀₁ to R ₁₅₁₄ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (151),
However, at least one of R ₁₅₀₁ to R ₁₅₁₄ is a group represented by the general formula (151),
When a plurality of groups represented by the general formula (151) are present, the plurality of groups represented by the general formula (151) are the same or different from each other,
L ₁₅₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₅₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx5 is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₅₀₁ exist, two or more L ₁₅₀₁ are the same or different,
When two or more Ar _1501s exist, the two or more Ar _1501s are the same or different from each other,
* in the general formula (151) indicates the bonding position with the ring represented by the general formula (15X). )

- Compound represented by general formula (16X) In the organic EL device according to the embodiment, the first compound is also preferably a compound represented by general formula (16X) below.

(In the general formula (16X),
R ₁₆₀₁ to R ₁₆₁₄ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (161),
However, at least one of R ₁₆₀₁ to R ₁₆₁₄ is a group represented by the general formula (161),
When a plurality of groups represented by the general formula (161) are present, the plurality of groups represented by the general formula (161) are the same or different from each other,
L ₁₆₀₁ is
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₁₆₀₁ is
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
mx6 is 0, 1, 2, 3, 4 or 5,
When two or more L ₁₆₀₁ exist, two or more L ₁₆₀₁ are the same or different,
When two or more Ar _1601s exist, the two or more Ar _1601s are the same or different from each other,
* in the general formula (161) indicates the bonding position with the ring represented by the general formula (16X). )

In the organic EL device according to the embodiment, the first host material has a connected structure including a benzene ring and a naphthalene ring connected by a single bond in the molecule, and the benzene ring and naphthalene ring in the connected structure Each ring is further independently fused with a single ring or a fused ring, or is not fused, and the benzene ring and naphthalene ring in the linked structure are cross-linked at least in one part other than the single bond. It is also preferable that they are further connected by.
Since the first host material has a connection structure including such crosslinking, it can be expected to suppress deterioration of chromaticity of the organic EL element.
In this case, the first host material has a connected structure (benzene- ) as the minimum unit; a single ring or a fused ring may be further fused to the benzene ring, or a single ring or a fused ring may be further fused to the naphthalene ring. may be condensed. For example, the first host material contains a naphthalene ring and a naphthalene ring connected by a single bond as represented by the following formula (X3), formula (X4), or formula (X5) in the molecule. Also in the connected structure (sometimes referred to as a naphthalene-naphthalene connected structure), one naphthalene ring contains a benzene ring, so it includes a benzene-naphthalene connected structure.

In the organic EL device according to the embodiment, it is also preferable that the crosslink includes a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which the benzene ring and the naphthalene ring are further connected by a crosslinked structure containing a double bond at a portion other than the single bond.

When the benzene ring and the naphthalene ring in the benzene-naphthalene linkage structure are further connected by crosslinking at at least one moiety other than a single bond, for example, in the case of the above formula (X1), a connection represented by the following formula (X11) In the case of the above formula (X3), it becomes a connected structure (fused ring) represented by the following formula (X31).
When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further connected by a bridge containing a double bond in a portion other than a single bond, for example, in the case of the above formula (X1), it is represented by the following formula (X12). In the case of the above formula (X2), it becomes a connected structure (fused ring) represented by the following formula (X21) or formula (X22), and in the case of the above formula (X4), the following It becomes a connected structure (fused ring) represented by formula (X41), and in the case of formula (X5), it becomes a connected structure (fused ring) represented by formula (X51) below.
When the benzene ring and the naphthalene ring in the benzene-naphthalene connected structure are further connected by a bridge containing a hetero atom (for example, an oxygen atom) in at least one moiety other than a single bond, for example, in the case of the above formula (X1), It becomes a connected structure (fused ring) represented by the following formula (X13).

In the organic EL device according to the embodiment, the first host material has a biphenyl structure in which the first benzene ring and the second benzene ring are connected by a single bond in the molecule, and in the biphenyl structure, It is also preferable that the first benzene ring and the second benzene ring are further connected by crosslinking at at least one moiety other than the single bond.

In the organic EL device according to the embodiment, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at one part other than the single bond. Since the first host material has a biphenyl structure including such crosslinking, it can be expected to suppress deterioration of chromaticity of the organic EL element.

In the organic EL device according to the embodiment, it is also preferable that the crosslink includes a double bond.
In the organic EL device according to the embodiment, it is also preferable that the crosslinking does not include a double bond.

It is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at two parts other than the single bond.

In the organic EL device according to the embodiment, the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at two parts other than the single bond, and the bridge is double-linked. It is also preferred that it does not contain a bond. Since the first host material has a biphenyl structure including such crosslinking, it can be expected to suppress deterioration of chromaticity of the organic EL element.

For example, when the first benzene ring and the second benzene ring in the biphenyl structure represented by the following formula (BP1) are further connected by crosslinking at at least one moiety other than a single bond, the biphenyl structure becomes It becomes a connected structure (fused ring) such as the following formulas (BP11) to (BP15).

The formula (BP11) has a structure in which one part other than the single bond is connected by a crosslink that does not contain a double bond.
The formula (BP12) has a structure in which one part other than the single bond is connected by a crosslink containing a double bond.
The formula (BP13) has a structure in which two parts other than the single bond are connected by a crosslink that does not contain a double bond.
The formula (BP14) has a structure in which one of the two parts other than the single bond is connected by a crosslink that does not contain a double bond, and the other of the two parts other than the single bond is connected by a crosslink containing a double bond. It is.
The formula (BP15) has a structure in which two parts other than the single bond are connected by a crosslink containing a double bond.

In the first compound and the second compound, the groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.

(Method for producing the first compound)
The first compound can be produced by a known method. Furthermore, the first compound can also be produced by following known methods and using known alternative reactions and raw materials in accordance with the desired product.

(Specific example of first compound)
Specific examples of the first compound include the following compounds. However, the present invention is not limited to these specific examples of the first compound.
In the present specification, in specific examples of compounds, D represents a deuterium atom, Me represents a methyl group, and tBu represents a tert-butyl group.

(Second compound)
In the organic EL device according to the embodiment, the second compound is a compound represented by the following general formula (2).

(In the general formula (2),
R ₂₀₁ to R ₂₀₈ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
cyano group,
nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
L ₂₀₁ and L ₂₀₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₂₀₁ and Ar ₂₀₂ are each independently,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

(In the second compound according to the embodiment, R ₉₀₁ , R ₉₀₂ , R ₉₀₃ , R ₉₀₄ , R ₉₀₅ , R ₉₀₆ , R ₉₀₇ , R ₈₀₁ and R ₈₀₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
When a plurality of R _901s exist, the plurality of R _901s are the same or different from each other,
When a plurality of R _902s exist, the plurality of R _902s are the same or different from each other,
When a plurality of R _903s exist, the plurality of R _903s are the same or different from each other,
When a plurality of R _904s exist, the plurality of R _904s are the same or different from each other,
When a plurality of R _905s exist, the plurality of R _905s are the same or different from each other,
When a plurality of R _906s exist, the plurality of R _906s are the same or different from each other,
When a plurality of R _907s exist, the plurality of R _907s are the same or different from each other,
When a plurality of R _801s exist, the plurality of R _801s are the same or different from each other,
When a plurality of R _802s exist, the plurality of R _802s are the same or different from each other. )

In the organic EL device according to the embodiment,
R ₂₀₁ to R ₂₀₈ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
-C(=O)R A group represented by ₈₀₁ ,
- A group represented by COOR ₈₀₂ ,
halogen atom,
It is a cyano group or a nitro group,
L ₂₀₁ and L ₂₀₂ are each independently,
single bond,
A substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms,
Ar ₂₀₁ and Ar ₂₀₂ are each independently,
It is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

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

In the organic EL device according to the embodiment,
Ar ₂₀₁ and Ar ₂₀₂ are each independently,
phenyl group,
naphthyl group,
phenanthryl group,
biphenyl group,
terphenyl group,
diphenylfluorenyl group,
dimethylfluorenyl group,
benzodiphenylfluorenyl group,
benzodimethylfluorenyl group,
dibenzofuranyl group,
dibenzothienyl group,
A naphthobenzofuranyl group or a naphthobenzothienyl group is preferred.

In the organic EL device according to the embodiment, the second compound represented by the general formula (2) has the following general formula (201), general formula (202), general formula (203), or general formula (204). , general formula (205), general formula (206), general formula (207), general formula (208) or general formula (209).

(In the general formulas (201) to (209),
L ₂₀₁ and Ar ₂₀₁ are synonymous with L ₂₀₁ and Ar ₂₀₁ in the general formula (2),
R ₂₀₁ to R ₂₀₈ each independently have the same meaning as R ₂₀₁ to R ₂₀₈ in the general formula (2). )

The second compound represented by the general formula (2) has the following general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula ( It is also preferable that the compound is a compound represented by general formula (226), general formula (227), general formula (228), or general formula (229).

(The general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula (226), general formula (227), general formula (228) and In general formula (229),
R ₂₀₁ and R ₂₀₃ to R ₂₀₈ each independently have the same meaning as R ₂₀₁ and R ₂₀₃ to R ₂₀₈ in the general formula (2),
L ₂₀₁ and Ar ₂₀₁ are respectively synonymous with L ₂₀₁ and Ar ₂₀₁ in the general formula (2),
L ₂₀₃ has the same meaning as L ₂₀₁ in the general formula (2),
L ₂₀₃ and L ₂₀₁ are the same or different,
Ar ₂₀₃ has the same meaning as Ar ₂₀₁ in the general formula (2),
Ar ₂₀₃ and Ar ₂₀₁ are the same or different. )

The second compound represented by the general formula (2) has the following general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula ( It is also preferable that the compound is a compound represented by general formula (246), general formula (247), general formula (248), or general formula (249).

(The general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula (246), general formula (247), general formula (248) and In general formula (249),
R ₂₀₁ , R ₂₀₂ and R ₂₀₄ to R ₂₀₈ are each independently synonymous with R ₂₀₁ , R ₂₀₂ and R ₂₀₄ to R ₂₀₈ in the general formula (2),
L ₂₀₁ and Ar ₂₀₁ are respectively synonymous with L ₂₀₁ and Ar ₂₀₁ in the general formula (2),
L ₂₀₃ has the same meaning as L ₂₀₁ in the general formula (2),
L ₂₀₃ and L ₂₀₁ are the same or different,
Ar ₂₀₃ has the same meaning as Ar ₂₀₁ in the general formula (2),
Ar ₂₀₃ and Ar ₂₀₁ are the same or different. )

In the second compound represented by the general formula (2), R ₂₀₁ to R ₂₀₈ which are not groups represented by the general formula (21) are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
It is preferably a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ).

L ₁₀₁ is
A single bond or an unsubstituted arylene group having 6 to 22 ring carbon atoms,
Ar ₁₀₁ is preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.

In the organic EL device according to the embodiment, in the second compound represented by the general formula (2), R ₂₀₁ to R ₂₀₈ , which are substituents of the anthracene skeleton, suppress intermolecular interaction. A hydrogen atom is preferable from the viewpoint of preventing this and suppressing a decrease in electron mobility. However, R ₂₀₁ to R ₂₀₈ are a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. It may also be a substituted heterocyclic group having 5 to 50 ring atoms.
When R ₂₀₁ to R ₂₀₈ become bulky substituents such as alkyl groups and cycloalkyl groups, intermolecular interaction is suppressed, electron mobility with respect to the first host material decreases, and the above formula (Math. There is a possibility that the relationship μ _E2 > μ _E1 described in 16) will not be satisfied. When a second compound is used in the second light-emitting layer, satisfying the relationship μ _E2 > μ _E1 reduces the recombination ability of holes and electrons in the first light-emitting layer and increases the luminous efficiency. It is expected that the decline will be suppressed. In addition, examples of the substituent include a haloalkyl group, an alkenyl group, an alkynyl group, a group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ), a group represented by -O-(R ₉₀₄ ), and - A group represented by S-(R ₉₀₅ ), a group represented by -N(R ₉₀₆ )(R ₉₀₇ ), an aralkyl group, a group represented by -C(=O)R ₈₀₁ , a group represented by -COOR ₈₀₂ groups, halogen atoms, cyano groups, and nitro groups may become bulky, and alkyl groups and cycloalkyl groups may become even bulkier.
In the second compound represented by the general formula (2), R ₂₀₁ to R ₂₀₈ , which are substituents on the anthracene skeleton, are preferably not bulky substituents, and are preferably not an alkyl group or a cycloalkyl group. Preferably, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, a group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ), a group represented by -O-(R ₉₀₄ ) , a group represented by -S-(R ₉₀₅ ), a group represented by -N(R ₉₀₆ )(R ₉₀₇ ), an aralkyl group, a group represented by -C(=O)R ₈₀₁ , -COOR ₈₀₂ It is more preferable that it is not a group represented by, a halogen atom, a cyano group, or a nitro group.

In the organic EL device according to the embodiment,
In the second compound represented by the general formula (2), R ₂₀₁ to R ₂₀₈ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ) is also preferable.

In the organic EL device according to the embodiment,
In the second compound represented by the general formula (2), R ₂₀₁ to R ₂₀₈ are preferably hydrogen atoms.

In the second compound, the substituents in the case of "substituted or unsubstituted" in R ₂₀₁ to R ₂₀₈ are the aforementioned substituents that may become bulky, especially substituted or unsubstituted alkyl groups, and substituted or unsubstituted alkyl groups. It is also preferable that it does not contain an unsubstituted cycloalkyl group. Since the substituent in the case of "substituted or unsubstituted" in R ₂₀₁ to R ₂₀₈ does not include a substituted or unsubstituted alkyl group or a substituted or unsubstituted cycloalkyl group, an alkyl group, a cycloalkyl group, etc. It is possible to prevent the interaction between molecules caused by the presence of bulky substituents from being suppressed and to prevent a decrease in electron mobility. When used, a decrease in the recombination ability of holes and electrons in the first light-emitting layer and a decrease in luminous efficiency can be suppressed.

It is more preferable that the substituents R ₂₀₁ to R ₂₀₈ of the anthracene skeleton are not bulky substituents, and that the substituents R ₂₀₁ to R ₂₀₈ are unsubstituted. Furthermore, in the case where R ₂₀₁ to R ₂₀₈ , which are substituents of the anthracene skeleton, are not bulky substituents, when a substituent is bonded to R ₂₀₁ to R ₂₀₈ , which are non-bulky substituents, the substituents are also bulky. Preferably, it is not a substituent, and the substituent bonded to R ₂₀₁ to R ₂₀₈ as a substituent is preferably not an alkyl group or a cycloalkyl group, and includes an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, Alkynyl group, -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ) group, -O-(R ₉₀₄ ), -S-(R ₉₀₅ ), - A group represented by N(R ₉₀₆ )(R ₉₀₇ ), an aralkyl group, a group represented by -C(=O)R ₈₀₁ , a group represented by -COOR ₈₀₂ , a halogen atom, a cyano group, and a nitro group It is more preferable that it is not.

In the second compound, all groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.

(Method for producing second compound)
The second compound can be produced by a known method. Further, the second compound can also be produced by following known methods and using known alternative reactions and raw materials that match the desired product.

(Specific example of second compound)
Specific examples of the second compound include the following compounds. However, the present invention is not limited to these specific examples of the second compound.

(First luminescent material and second luminescent material)
In the organic EL device according to the embodiment, the first light-emitting material and the second light-emitting material include:
Especially if it is (a) a luminescent material that satisfies the relationship of the above formulas (Equation 20) and (Equation 30), or (b) a luminescent material that satisfies the requirement of "the overlapping integral of the PL spectrum is 99.0% or more". Although not limited, for example, one or more compounds selected from the group consisting of a compound represented by the following general formula (5) and a compound represented by the following general formula (6) are preferably used. obtain.
Further, the third luminescent material is not particularly limited, but for example, a compound represented by the following general formula (5) or a compound represented by the following general formula (6) may be used.

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

(In the general formula (5),
One or more of the groups consisting of two or more adjacent ones of R ₅₀₁ to R ₅₀₇ and R ₅₁₁ to R ₅₁₇ ,
bond to each other to form a substituted or unsubstituted monocycle,
are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other,
R ₅₀₁ to R ₅₀₇ and R ₅₁₁ to R ₅₁₇ that do not form a single ring and do not form a condensed ring are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
R ₅₂₁ and R ₅₂₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

"A set consisting of two or more adjacent ones of R ₅₀₁ to R ₅₀₇ and R ₅₁₁ to R ₅₁₇ " includes, for example, a set consisting of R ₅₀₁ and R ₅₀₂ , a set consisting of R ₅₀₂ and R ₅₀₃ , and R ₅₀₃ and R ₅₀₄ , R ₅₀₅ and R ₅₀₆ , R ₅₀₆ and R ₅₀₇ , R ₅₀₁ , R ₅₀₂ , and R ₅₀₃ , and so on.

In one embodiment, at least one, preferably two of R ₅₀₁ to R ₅₀₇ and R ₅₁₁ to R ₅₁₇ are groups represented by -N(R ₉₀₆ )(R ₉₀₇ ).

In one embodiment, R ₅₀₁ -R ₅₀₇ and R ₅₁₁ -R ₅₁₇ are each independently:
hydrogen atom,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (52).

(In the general formula (52),
One or more sets of adjacent two or more of R ₅₃₁ to R ₅₃₄ and R ₅₄₁ to R ₅₄₄ ,
bond to each other to form a substituted or unsubstituted monocycle,
are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other,
R ₅₃₁ to R ₅₃₄ , R ₅₄₁ to R 544 , and _{R 551 and} R ₅₅₂ which do not form a single ring and do not form a fused ring are each independently,
hydrogen atom,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
R ₅₆₁ to R ₅₆₄ are each independently,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (53).

(In the general formula (53), R ₅₅₁ , R ₅₅₂ and R 561 to R 564 each independently have the same meaning as R ₅₅₁ , _{R 552 and} R ₅₆₁ to _{R 564 in} the general formula (52).)

In one embodiment, R ₅₆₁ to R ₅₆₄ in the general formula (52) and general formula (53) are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms (preferably a phenyl group). ).

In one embodiment, R ₅₂₁ and R ₅₂₂ in the general formula (5) and R 551 and R ₅₅₂ in the general formulas (52) and ( ₅₃ ) are hydrogen atoms.

In one embodiment, the substituents in the general formula (5), general formula (52), and general formula (53) in the case of "substituted or unsubstituted" are:
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

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

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

(In the general formula (6),
Ring a, ring b, and ring c are each independently,
A substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring atoms, or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms,
R ₆₀₁ and R ₆₀₂ each independently combine with the a ring, b ring or c ring to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle,
R ₆₀₁ and R ₆₀₂ which do not form a substituted or unsubstituted heterocycle are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

Ring a, ring b, and ring c are rings condensed to the central condensed two-ring structure of the general formula (6) consisting of a boron atom and two nitrogen atoms (a substituted or unsubstituted ring having 6 to 50 carbon atoms). aromatic hydrocarbon ring, or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms).

The "aromatic hydrocarbon rings" of ring a, ring b, and ring c have the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "aryl group."
The "aromatic hydrocarbon ring" of ring a contains three carbon atoms on the central fused two-ring structure of the general formula (6) as ring-forming atoms.
The "aromatic hydrocarbon ring" of ring b and ring c includes two carbon atoms on the central condensed two-ring structure of the general formula (6) as ring-forming atoms.

Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom is introduced into the "aryl group" described in specific example group G1.
The "heterocycle" of rings a, b, and c has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "heterocyclic group."
The "heterocycle" of ring a contains three carbon atoms on the central fused two-ring structure of the general formula (6) as ring-forming atoms. The "heterocycle" of ring b and ring c includes two carbon atoms on the central fused two-ring structure of the general formula (6) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocycle having 5 to 50 ring atoms" include compounds in which a hydrogen atom is introduced into the "heterocyclic group" described in specific example group G2.

R ₆₀₁ and R ₆₀₂ may each independently bond to ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle. The heterocycle in this case includes the nitrogen atom on the central fused two-ring structure of the general formula (6). The heterocycle in this case may contain a heteroatom other than a nitrogen atom. Specifically, the bonding of R ₆₀₁ and R ₆₀₂ with ring a, ring b, or ring c means that the atoms forming ring a, ring b, or ring c bond with the atoms forming ring R ₆₀₁ and R ₆₀₂ . means. For example, R ₆₀₁ may be bonded to ring a to form a 2-ring condensed (or 3 or more condensed) nitrogen-containing heterocycle in which the ring containing R ₆₀₁ and the a ring are condensed. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to a nitrogen-containing heterocyclic group of two or more condensed rings in the specific example group G2.
The same applies to the case where R ₆₀₁ is bonded to ring b, the case where R ₆₀₂ is bonded to ring a, and the case where R ₆₀₂ is bonded to ring c.

In one embodiment, ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms.
In one embodiment, ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

In one embodiment, R ₆₀₁ and R ₆₀₂ in the general formula (6) are each independently:
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
Preferred is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In one embodiment, the compound represented by the general formula (6) is a compound represented by the following general formula (62).

(In the general formula (62),
R _601A is combined with one or more selected from the group consisting of R ₆₁₁ and R ₆₂₁ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
R _602A is combined with one or more selected from the group consisting of R ₆₁₃ and R ₆₁₄ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
The R _601A and R _602A that do not form a substituted or unsubstituted heterocycle are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
One or more sets of two or more adjacent ones of R ₆₁₁ to R ₆₂₁ are
bond to each other to form a substituted or unsubstituted monocycle,
are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other,
R ₆₁₁ to R ₆₂₁ that do not form a substituted or unsubstituted heterocycle, do not form a monocycle, and do not form a condensed ring are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
A group represented by -Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

R _601A and R _602A in the general formula (62) are groups corresponding to R ₆₀₁ and R ₆₀₂ in the general formula (6), respectively.
For example, R _601A and R ₆₁₁ may be combined to form a 2-ring fused (or 3- or more-ring fused) nitrogen-containing heterocycle in which a ring containing them is fused with a benzene ring corresponding to ring a. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to a nitrogen-containing heterocyclic group of two or more condensed rings in the specific example group G2. The same applies to the case where R _601A and R ₆₂₁ are combined, the case where R _602A and R ₆₁₃ are combined, and the case where R _602A and R ₆₁₄ are combined.

One or more sets of two or more adjacent ones of R ₆₁₁ to R ₆₂₁ are
They may be bonded to each other to form a substituted or unsubstituted monocyclic ring, or may be bonded to each other to form a substituted or unsubstituted condensed ring.
For example, R ₆₁₁ and R ₆₁₂ may be bonded to form a structure in which a benzene ring, indole ring, pyrrole ring, benzofuran ring, benzothiophene ring, etc. is fused to the six-membered ring to which they are bonded, The formed condensed ring becomes a naphthalene ring, a carbazole ring, an indole ring, a dibenzofuran ring, or a dibenzothiophene ring.

In one embodiment, R ₆₁₁ to R ₆₂₁ that do not contribute to ring formation are each independently:
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, R ₆₁₁ to R ₆₂₁ that do not contribute to ring formation are each independently:
hydrogen atom,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, R ₆₁₁ to R ₆₂₁ that do not contribute to ring formation are each independently:
A hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

In one embodiment, R ₆₁₁ to R ₆₂₁ that do not contribute to ring formation are each independently:
A hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
At least one of R ₆₁₁ to R ₆₂₁ is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

In one embodiment, the compound represented by the general formula (62) is a compound represented by the following general formula (63).

(In the general formula (63),
R ₆₃₁ combines with R ₆₄₆ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
R ₆₃₃ combines with R ₆₄₇ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
R ₆₃₄ combines with R ₆₅₁ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
R ₆₄₁ combines with R ₆₄₂ to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle,
One or more sets of two or more adjacent ones of R ₆₃₁ to R ₆₅₁ are
bond to each other to form a substituted or unsubstituted monocycle,
are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other,
R ₆₃₁ to R ₆₅₁ that do not form a substituted or unsubstituted heterocycle, do not form a monocycle, and do not form a fused ring are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-A group represented by Si(R ₉₀₁ )(R ₉₀₂ )(R ₉₀₃ ),
A group represented by -O-(R ₉₀₄ ),
A group represented by -S-(R ₉₀₅ ),
A group represented by -N(R ₉₀₆ )(R ₉₀₇ ),
halogen atom,
cyano group,
nitro group,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. )

R ₆₃₁ may be combined with R ₆₄₆ to form a substituted or unsubstituted heterocycle. For example, R ₆₃₁ and R ₆₄₆ combine to form a nitrogen-containing heterocycle of three or more fused rings, in which the benzene ring to which R ₆₄₆ is bonded, the ring containing N, and the benzene ring corresponding to ring a are condensed. It's okay. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to three or more condensed nitrogen-containing heterocyclic groups in specific example group G2. The same applies to the cases where R ₆₃₃ and R ₆₄₇ are bonded, when R ₆₃₄ and R ₆₅₁ are bonded, and when R ₆₄₁ and R ₆₄₂ are bonded.

In one embodiment, R ₆₃₁ to R ₆₅₁ that do not contribute to ring formation are each independently:
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, R ₆₃₁ to R ₆₅₁ that do not contribute to ring formation are each independently:
hydrogen atom,
A substituted or unsubstituted aryl group having 6 to 50 ring atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, R ₆₃₁ to R ₆₅₁ that do not contribute to ring formation are each independently:
A hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

In one embodiment, R ₆₃₁ to R ₆₅₁ that do not contribute to ring formation are each independently:
A hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
At least one of R ₆₃₁ to R ₆₅₁ is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63A).

(In the general formula (63A),
_R661 is
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
R ₆₆₂ to R ₆₆₅ are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. )

In one embodiment, R ₆₆₁ - R ₆₆₅ are each independently:
A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In one embodiment, R ₆₆₁ to R ₆₆₅ are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B).

(In the general formula (63B),
R ₆₇₁ and R ₆₇₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-N(R ₉₀₆ )(R ₉₀₇ ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
R ₆₇₃ to R ₆₇₅ are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-N(R ₉₀₆ )(R ₉₀₇ ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. )

In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B').

(In the general formula (63B'), R ₆₇₂ to R ₆₇₅ each independently have the same meaning as R ₆₇₂ to R ₆₇₅ in the general formula (63B).)

In one embodiment, at least one of R ₆₇₁ to R ₆₇₅ is
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-N(R ₉₀₆ )(R ₉₀₇ ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In one embodiment,
_R672 is
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
-N(R ₉₀₆ )(R ₉₀₇ ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
R ₆₇₁ and R ₆₇₃ to R ₆₇₅ are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
-N(R ₉₀₆ )(R ₉₀₇ ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C).

(In the general formula (63C),
R ₆₈₁ and R ₆₈₂ are each independently,
hydrogen atom,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
R ₆₈₃ to R ₆₈₆ are each independently,
Substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
Substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. )

In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C').

(In the general formula (63C'), R ₆₈₃ to R ₆₈₆ each independently have the same meaning as R ₆₈₃ to R ₆₈₆ in the general formula (63C).)

In one embodiment, R ₆₈₁ - R ₆₈₆ are each independently:
A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

In one embodiment, R ₆₈₁ to R ₆₈₆ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

The compound represented by the general formula (6) is prepared by first bonding ring a, ring b, and ring c with a linking group (a group containing NR ₆₀₁ and a group containing NR ₆₀₂ ) to form an intermediate. (first reaction), and by bonding ring a, ring b, and ring c with a linking group (group containing a boron atom), the final product can be manufactured (second reaction). In the first reaction, an amination reaction such as Bachbult-Hartwig reaction can be applied. In the second reaction, a tandem hetero Friedel-Crafts reaction or the like can be applied.

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

In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is
unsubstituted alkyl group having 1 to 50 carbon atoms,
unsubstituted alkenyl group having 2 to 50 carbon atoms,
unsubstituted alkynyl group having 2 to 50 carbon atoms,
an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
-Si(R _901a )(R _902a )(R _903a ),
-O-(R _904a ),
-S-(R _905a ),
-N(R _906a )(R _907a ),
halogen atom,
cyano group,
nitro group,
An unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms,
R _901a to R _907a are each independently,
hydrogen atom,
unsubstituted alkyl group having 1 to 50 carbon atoms,
An unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms,
When two or more R _901a are present, two or more R _901a are the same or different,
When two or more R _902a are present, two or more R _902a are the same or different,
When two or more R _903a are present, two or more R _903a are the same or different,
When two or more R _904a are present, two or more R _904a are the same or different,
When two or more R _905a are present, two or more R _905a are the same or different,
When two or more R _906a are present, two or more R _906a are the same or different,
When two or more R _907a 's exist, the two or more R _907a 's are the same or different from each other.

In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is
unsubstituted alkyl group having 1 to 50 carbon atoms,
An unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms.

In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is
unsubstituted alkyl group having 1 to 18 carbon atoms,
An unsubstituted aryl group having 6 to 18 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 18 ring atoms.

[Third embodiment]
(Electronics)
The electronic device according to the third embodiment is equipped with the organic EL element according to any of the embodiments described above. Examples of electronic devices include display devices and light emitting devices. Examples of display devices include display components (eg, organic EL panel modules, etc.), televisions, mobile phones, tablets, personal computers, and the like. Examples of the light emitting device include lighting, vehicle lamps, and the like.

[Variation of embodiment]
It should be noted that the present invention is not limited to the above-described embodiments, and any changes, improvements, etc. that can achieve the purpose of the present invention are included in the present invention.

For example, the number of light emitting layers is not limited to two, and more than two light emitting layers may be stacked. When the organic EL element has more than two light-emitting layers, it is sufficient that at least two light-emitting layers satisfy the conditions described in the above embodiments. For example, the other light-emitting layer may be a fluorescent-type light-emitting layer or a phosphorescent-type light-emitting layer that utilizes light emission due to electronic transition directly from a triplet excited state to a ground state.
In addition, when the organic EL element has a plurality of light emitting layers, these light emitting layers may be provided adjacent to each other, or a so-called tandem type organic EL element may be provided in which a plurality of light emitting units are stacked with an intermediate layer interposed therebetween. It may also be an EL element.

Further, for example, a barrier layer may be provided adjacent to at least one of the anode side and the cathode side of the light emitting layer. Preferably, the barrier layer is disposed in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons.
For example, when a barrier layer is placed in contact with the emitting layer on the cathode side, the barrier layer transports electrons and holes reach the layer on the cathode side (e.g., electron transport layer) than the barrier layer. prevent you from doing When the organic EL element includes an electron transport layer, it is preferable to include the barrier layer between the light emitting layer and the electron transport layer.
Furthermore, when a barrier layer is disposed in contact with the light emitting layer on the anode side, the barrier layer transports holes and electrons are transferred to a layer on the anode side (for example, a hole transport layer) than the barrier layer. prevent it from reaching. When the organic EL element includes a hole transport layer, it is preferable to include the barrier layer between the light emitting layer and the hole transport layer.
Furthermore, a barrier layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to its surrounding layers. Excitons generated in the light emitting layer are prevented from moving to layers closer to the electrode than the barrier layer (for example, an electron transport layer, a hole transport layer, etc.).
It is preferable that the light-emitting layer and the barrier layer are bonded to each other.

In addition, the specific structure, shape, etc. in carrying out the present invention may be changed to other structures as long as the object of the present invention can be achieved.

Hereinafter, the present invention will be explained in more detail with reference to Examples. The present invention is not limited to these Examples at all.

The structures of the compounds used in the production of organic EL devices according to Examples, Reference Examples, and Comparative Examples are shown below.

<Production of top emission type organic EL device 1>
An organic EL device was produced and evaluated as follows.

[Example 1]
On a glass substrate, a layer (light reflective layer) (film thickness 100 nm) of APC (Ag-Pd-Cu), which is a silver alloy, and a layer (conductive layer) (film) of indium zinc oxide (IZO) are formed. 10 nm thick) were formed in this order by sputtering method.
Subsequently, the conductive material layer consisting of the light-reflecting layer and the conductive layer was patterned by etching using a resist pattern as a mask using a normal lithography technique to form an anode including the light-reflecting layer. The substrate on which the lower electrode (anode) was formed was subjected to ultrasonic cleaning in isopropyl alcohol for 5 minutes, and then UV ozone cleaning for 30 minutes.
Thereafter, compounds HT1 and HA1 were co-deposited using a vacuum evaporation method to form a hole injection layer with a thickness of 10 nm. The concentration of compound HT1 in the hole injection layer was 97% by mass, and the concentration of HA1 was 3% by mass.
Next, the compound HT1 was deposited on the hole injection layer to form a first hole transport layer (HT) with a thickness of 114 nm.
Next, a compound EB1 is deposited on this first hole transport layer to form a second hole transport layer (also referred to as an electron barrier layer) (EBL) with a film thickness of 5 nm.
Compound BH1-5 (first host material (BH1)) and compound BD-2 (first luminescent material (BD1)) are placed on the second hole transport layer, and the proportion of compound BD-2 is 1% by mass. Co-evaporation was performed to form a first light-emitting layer with a thickness of 5 nm.
Compound BH2-7 (second host material (BH2)) and compound BD-2 (second light emitting material (BD2)) are placed on the first light emitting layer so that the proportion of compound BD-2 is 1% by mass. A second light-emitting layer having a thickness of 15 nm was formed by co-evaporation as described above.
Compound HB1 was deposited on the second light emitting layer to form a first electron transport layer (also referred to as hole blocking layer) (HBL) with a film thickness of 5 nm.
Compound ET1 and compound Liq were co-deposited on the first electron transport layer (HBL) to form a second electron transport layer (ET) with a thickness of 25 nm. The proportion of compound ET1 in this second electron transport layer (ET) was 50% by mass, and the proportion of compound Liq was 50% by mass. Note that Liq is an abbreviation for (8-Quinolinolato)lithium.
Ytterbium (Yb) was deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm.
Mg and Ag were deposited on the electron injection layer at a thickness ratio of 10:90 to form a 12 nm thick cathode made of a semi-transparent MgAg alloy. Cap was deposited on the cathode by vacuum evaporation to form a capping layer with a thickness of 65 nm.
The element structure of the organic EL element of Example 1 is schematically shown as follows.
APC(100)/IZO(10)/HT1:HA1(10,97%:3%)/HT1(114)/EB1(5)/BH1-5:BD-2 (5,99%:1%)/
BH2-7:BD-2(15,99%:1%)/HB1(5)/ET1:Liq(25,50%:50%)/Yb(1)/Mg:Ag(12)/Cap(65 )
Note that the numbers in parentheses indicate the film thickness (unit: nm).
Similarly, in parentheses, the number expressed as a percentage (97%: 3%) indicates the proportion (mass%) of the compound HT1 and the compound HA1 in the hole injection layer, and the number expressed as a percentage (99%: 1%) indicates the ratio (mass%) of the host material (BH1 or BH2) and the luminescent material (BD1 or BD2) in the first luminescent layer or the second luminescent layer, and the number expressed as a percentage (50%: 50%) represents the ratio (% by mass) of compound ET1 and compound Liq in the electron transport layer (ET).

[Comparative example 1A]
The organic EL device of Comparative Example 1A was produced in the same manner as in Example 1, except that compound BH1-5 in the first light emitting layer of Example 1 was replaced with the compound listed in Table 7.

<Production of bottom emission type organic EL element 1>
An organic EL device was produced and evaluated as follows.

[Reference example 1]
A glass substrate (manufactured by Geomatec Co., Ltd.) with a 25 mm x 75 mm x 1.1 mm thick ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. I did it. The film thickness of the ITO transparent electrode was 130 nm.
The cleaned glass substrate with transparent electrode lines is mounted on the substrate holder of a vacuum evaporation device, and first, compound HT1 and compound HA1 are co-evaporated so as to cover the transparent electrode on the side where the transparent electrode line is formed. Then, a hole injection layer (HI) with a thickness of 10 nm was formed. The proportion of compound HT1 in this hole injection layer was 97% by mass, and the proportion of compound HA1 was 3% by mass.
Following the formation of the hole injection layer, compound HT1 was deposited to form a first hole transport layer (HT) with a thickness of 85 nm.
Following the formation of the first hole transport layer, compound EB1 was deposited to form a second hole transport layer (also referred to as an electron barrier layer) (EBL) with a thickness of 5 nm.
Compound BH1-5 (first host material (BH1)) and compound BD-2 (first luminescent material (BD1)) are placed on the second hole transport layer, and the proportion of compound BD-2 is 1% by mass. Co-evaporation was performed to form a first light-emitting layer with a thickness of 5 nm.
Compound BH2-7 (second host material (BH2)) and compound BD-2 (second light emitting material (BD2)) are placed on the first light emitting layer so that the proportion of compound BD-2 is 1% by mass. A second light-emitting layer having a thickness of 15 nm was formed by co-evaporation as described above.
Compound HB1 was deposited on the second light emitting layer to form a first electron transport layer (also referred to as hole blocking layer) (HBL) with a film thickness of 5 nm.
Compound ET1 and compound Liq were co-deposited on the first electron transport layer (HBL) to form a second electron transport layer (ET) with a thickness of 25 nm. The proportion of compound ET1 in this second electron transport layer (ET) was 50% by mass, and the proportion of compound Liq was 50% by mass.
Liq was deposited on the second electron transport layer to form an electron injection layer with a thickness of 1 nm.
Metallic Al was deposited on the electron injection layer to form a cathode with a thickness of 80 nm.
The element configuration of Reference Example 1 is schematically shown as follows. ITO(130)/HT1:HA1(10,97%:3%)/HT1(85)/EB1(5)/ BH1-5:BD-2 (5,99%:1%)/
BH2-7:BD-2(15,99%:1%)/HB1(5)/ET1:Liq(25,50%:50%)/Liq(1)/Al(80)
Note that the numbers in parentheses indicate the film thickness (unit: nm).

[Comparative Example 1B]
The organic EL device of Comparative Example 1B was produced in the same manner as Reference Example 1, except that the compound BH1-5 in the first light emitting layer of Reference Example 1 was replaced with the compound listed in Table 7.

<Evaluation 1 of organic EL elements>
The organic EL devices produced in Example 1, Reference Example 1, Comparative Example 1A, and Comparative Example 1B were evaluated as follows. The evaluation results are shown in Table 7.

・Values of current efficiency L/J and "L/J/CIEy" Regarding the organic EL elements produced in Example 1 and Comparative Example 1A, when voltage was applied to the element so that the current density was 10 mA/cm ² The spectral radiance spectrum of the sample was measured using a spectral radiance meter CS-1000 (manufactured by Konica Minolta). From the obtained spectral radiance spectrum, chromaticity CIEx, CIEy, and current efficiency (unit: cd/A) were calculated.
The value of "L/J/CIEy" was calculated by dividing the value of current efficiency L/J by the value of CIEy. In this evaluation, the value of "L/J/CIEy" was used as an index of luminous efficiency.

・External quantum efficiency EQE
Regarding the organic EL devices produced in Reference Example 1 and Comparative Example 1B, the spectral radiance spectra were measured using a spectral radiance meter CS- ²⁰⁰⁰ (Konica Minolta Corp.) when a voltage was applied to the device so that the current density was 10 mA/cm2. (manufactured by the company). From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that Lambassian radiation was performed.

・Maximum peak wavelength λp of light emitted from the element when driving the element
The spectral radiance spectrum was measured using a spectral radiance meter CS-2000 (manufactured by Konica Minolta, Inc.) when a voltage was applied to the organic EL element so that the current density of the element was 10 mA/cm ² . The maximum peak wavelength λp (unit: nm) was calculated from the obtained spectral radiance spectrum.

・｜λ1-λ2｜and｜FWHM1-FWHM2｜
Prepare the first film and the second film by the method described above, and determine the maximum peak wavelength λ1 and half-value width FWHM1 of the PL spectrum of the first film (same configuration as the first light emitting layer), and the second film. The maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the film (same configuration as the second light emitting layer) were measured.
|λ1−λ2| (unit: nm) and |FWHM1−FWHM2| (unit: nm) were calculated from the obtained values.
FIG. 2 shows a film made of compounds BH1-5 and BD-2 (first film), which has the same structure as the light-emitting layer used in each example, and a film made of compounds BH1-15 and BD-2 (first film). ), a membrane consisting of compounds BH1-1 and BD-2 (first membrane), a membrane consisting of compounds BH1-8 and BD-2, a membrane consisting of compounds BH2-7 and BD-2 (second membrane), 2 shows the PL spectrum of a film (second film) consisting of compounds BH2-12 and BD-2.

- Explanation of Table 7 Δλ represents |λ1−λ2|.
ΔFWHM represents |FWHM1−FWHM2|.
"TE" stands for top emission type element.
"BE" represents a bottom emission type element.
The same applies to Tables 8 and 9.

Comparing Example 1, which is a top emission type device, and Comparative Example 1A, it is found that Example 1, which satisfies all the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30), The luminous efficiency was improved compared to Comparative Example 1A which did not satisfy the following relationship.
On the other hand, when comparing Reference Example 1 and Comparative Example 1B, which are bottom emission type elements, Reference Example 1 satisfies all the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30); The luminous efficiency was equivalent to that of Comparative Example 1B, which does not satisfy the relationship (30).
Further, Example 1, which is a top emission type device, includes a first light emitting layer and a second light emitting layer that satisfy the relationship of the above formula (Equation 1) and have a characteristic that the overlap integral is 99.0% or more. There is.
From FIG. 2, a first film (a film made of compounds BH1-5 and BD-2) having the same structure as the first light-emitting layer of Example 1 and a second film (a film consisting of compounds BH1-5 and BD-2) having the same structure as the second light-emitting layer (a film made of compounds The integral overlap of the film consisting of BH2-7 and BD-2 was calculated to be 99.6%. On the other hand, a film with the same structure as the first light-emitting layer of Comparative Example 1A (a film consisting of compounds BH1-8 and BD-2) and a film with the same structure as the second light-emitting layer (a film consisting of compounds BH2-7 and BD-2) The overlap integral of the film) was 94.9%.

<Production of top emission type organic EL element 2>
[Example 2 and Comparative Example 2A]
In the organic EL devices of Example 2 and Comparative Example 2A, Compound BH1-5 in the first light-emitting layer of Example 1 was replaced with the compound listed in Table 8, and Compound BH2-7 in the second light-emitting layer was replaced with the compound listed in Table 8. It was produced in the same manner as in Example 1, except that compound ET1 in the second electron transport layer was replaced with compound ET2.

<Production of bottom emission type organic EL element 2>
[Reference example 2 and comparative example 2B]
In the organic EL devices of Reference Example 2 and Comparative Example 2B, Compound BH1-5 in the first light-emitting layer of Reference Example 1 was replaced with the compound listed in Table 8, and Compound BH2-7 in the second light-emitting layer was replaced with the compound listed in Table 8. It was produced in the same manner as in Reference Example 1, except that the compound described in 1 was substituted with the compound described in 1, and the compound ET1 in the second electron transport layer was replaced with the compound ET2.

<Evaluation of organic EL element 2>
The organic EL elements produced in Example 2, Reference Example 2, Comparative Example 2A, and Comparative Example 2B were evaluated in the same manner as in Example 1 and Reference Example 1. The evaluation results are shown in Table 8.

Comparing Example 2, which is a top emission type device, and Comparative Example 2A, it is found that Example 2, which satisfies all the relationships of the above formula (Math. 1), (Math. 20), and (Math. 30), The luminous efficiency was improved compared to Comparative Example 2A which did not satisfy the following relationship.
On the other hand, when comparing Reference Example 2 and Comparative Example 2B, which are bottom emission type elements, Reference Example 2 satisfies all the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30); The luminous efficiency was equivalent to that of Comparative Example 2B, which does not satisfy the relationship (30).
Further, Example 2, which is a top emission type device, includes a first light-emitting layer and a second light-emitting layer that satisfy the relationship of the above formula (Equation 1) and have the characteristics of an overlap integral of 99.0% or more. There is.
From FIG. 2, a first film (a film made of compounds BH1-15 and BD-2) having the same structure as the first light-emitting layer of Example 2 and a second film (a film made of compounds BH1-15 and BD-2) having the same structure as the second light-emitting layer (a film made of compounds The overlap integral of the film consisting of BH2-12 and BD-2 was calculated to be 99.3%. On the other hand, a film having the same structure as the first light-emitting layer of Comparative Example 2A (a film made of compounds BH1-8 and BD-2) and a film having the same structure as the second light-emitting layer (a film made of compounds BH2-12 and BD-2) The overlap integral of the film) was 94.9%.

<Production of top emission type organic EL element 3>
[Example 3 and Comparative Example 3A]
In the organic EL devices of Example 3 and Comparative Example 3A, compound BH1-5 in the first light emitting layer of Example 1 was replaced with the compound listed in Table 9, and compound ET1 in the second electron transport layer was replaced with compound ET3. It was produced in the same manner as in Example 1 except that .

<Production of bottom emission type organic EL element 3>
[Reference Example 3 and Comparative Example 3B]
In the organic EL devices of Reference Example 3 and Comparative Example 3B, compound BH1-5 in the first light emitting layer of Reference Example 1 was replaced with the compound listed in Table 9, and compound ET1 in the second electron transport layer was replaced with compound ET3. It was produced in the same manner as in Reference Example 1 except that .

<Evaluation 3 of organic EL elements>
The organic EL elements produced in Example 3, Reference Example 3, Comparative Example 3A, and Comparative Example 3B were evaluated in the same manner as in Example 1 and Reference Example 1. The evaluation results are shown in Table 9.

Comparing Example 3, which is a top emission type device, with Comparative Example 3A, it is found that Example 3, which satisfies all the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30), is based on the above formula (Math. 30) The luminous efficiency was improved compared to Comparative Example 3A which did not satisfy the following relationship.
On the other hand, when comparing Reference Example 3 and Comparative Example 3B, which are bottom emission type elements, Reference Example 3 satisfies all the relationships of the above formulas (Math. 1), (Math. 20), and (Math. 30); The luminous efficiency was equivalent to that of Comparative Example 3B, which does not satisfy the relationship (30).
Further, Example 3, which is a top emission type device, includes a first light emitting layer and a second light emitting layer that satisfy the relationship of the above formula (Equation 1) and have the characteristics of an overlap integral of 99.0% or more. There is.
From FIG. 2, a first film (a film made of compounds BH1-1 and BD-2) having the same structure as the first light-emitting layer of Example 3, and a second film (a film made of compounds BH1-1 and BD-2) having the same structure as the second light-emitting layer The overlap integral of the film consisting of BH2-7 and BD-2 was calculated to be 99.0%. On the other hand, a film having the same structure as the first light-emitting layer of Comparative Example 3A (a film consisting of compounds BH1-8 and BD-2) and a film having the same structure as the second light-emitting layer (a film consisting of compounds BH2-7 and BD-2) The overlap integral of the film) was 94.9%.

<Compound evaluation method>
(Triplet energy T ₁ )
The compound to be measured is dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to a concentration of 10 μmol/L, and this solution is placed in a quartz cell for measurement. It was used as a sample. For this measurement sample, measure the phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) at a low temperature (77 [K]), and draw a tangent to the rise of the short wavelength side of this phosphorescence spectrum. , based on the wavelength value λ _edge [nm] at the intersection of the tangent and the horizontal axis, the energy amount calculated from the following conversion formula (F1) was defined as triplet energy T ₁ . Note that the triplet energy T ₁ may have an error of about 0.02 eV in the upper and lower directions depending on the measurement conditions.
Conversion formula (F1): T ₁ [eV] = 1239.85/λ _edge

The tangent to the rise of the short wavelength side of the phosphorescence spectrum is drawn as follows. When moving on the spectrum curve from the short wavelength side of the phosphorescence spectrum to the maximum value on the shortest wavelength side among the maximum values of the spectrum, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent line increases as the curve rises (ie, as the vertical axis increases). The tangent drawn at the point where the value of this slope takes the maximum value (that is, the tangent at the inflection point) is the tangent to the rise of the short wavelength side of the phosphorescence spectrum.
Note that a local maximum point with a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the local maximum value on the shortest wavelength side mentioned above, but is included in the maximum value of the slope that is closest to the local maximum value on the shortest wavelength side. The tangent line drawn at the point where the value is taken is the tangent line to the rise of the short wavelength side of the phosphorescence spectrum.
For the measurement of phosphorescence, an F-4500 spectrofluorometer manufactured by Hitachi High-Technology Co., Ltd. was used.

(Singlet energy S ₁ )
A 10 μmol/L toluene solution of the compound to be measured was prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample was measured at room temperature (300K). Draw a tangent to the fall on the long wavelength side of this absorption spectrum, and calculate the singlet energy by substituting the wavelength value λedge [nm] at the intersection of the tangent and the horizontal axis into the conversion formula (F2) shown below. did.
Conversion formula (F2): S ₁ [eV] = 1239.85/λedge
As an absorption spectrum measuring device, a spectrophotometer manufactured by Hitachi (device name: U3310) was used.

The tangent to the falling edge of the long wavelength side of the absorption spectrum is drawn as follows. When moving on a spectrum curve in the long wavelength direction from the maximum value on the longest wavelength side among the maximum values of the absorption spectrum, consider tangents at each point on the curve. The slope of this tangent line repeats decreasing and then increasing as the curve falls (that is, as the value on the vertical axis decreases). The tangent line drawn at the point where the slope value takes the minimum value on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is the tangent to the fall of the long wavelength side of the absorption spectrum.
Note that a maximum point with an absorbance value of 0.2 or less is not included in the maximum value on the longest wavelength side.

The measured values of singlet energy S ₁ and triplet energy T ₁ of the compounds used in each example are shown in the table.
The singlet energy S ₁ of compound BD-2 was 2.71 eV.
The triplet energy T ₁ of compound BD-2 was 2.60 eV.

(Preparation of toluene solution)
Compound BD-2 was dissolved in toluene at a concentration of 4.9×10 ⁻⁶ mol/L to prepare a toluene solution of compound BD-2.

(Measurement of maximum peak wavelength of emission spectrum)
Using a fluorescence spectrum measuring device (spectrofluorometer F-7000 (manufactured by Hitachi High-Tech Science Co., Ltd.)), the maximum peak wavelength when a toluene solution of compound BD-2 was excited at 390 nm was measured. Further, the half-value width FWHM (unit: nm) of the maximum peak of compound BD-2 was measured from the measured fluorescence spectrum.
The maximum peak wavelength of compound BD-2 was 455 nm.

DESCRIPTION OF SYMBOLS 1... Organic EL element, 2... Substrate, 3... Anode, 4... Cathode, 6... Hole injection layer, 7... Hole transport layer, 8... Electron transport layer, 9... Electron injection layer, 31... Light reflection layer, 51...First light emitting layer, 52...Second light emitting layer.

Claims (18)

first electrode,
hole transport band,
luminescent layer,
An organic electroluminescent device having an electron transport band and a semi-transparent second electrode in this order,
The light emitting layer includes a first light emitting layer and a second light emitting layer,
The first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
The second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
the first host material and the second host material are different from each other,
The first luminescent material and the second luminescent material are the same or different from each other,
The triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H2) of the second host material satisfy the relationship of the following formula (Equation 1),
The maximum peak wavelength λ1 and half-width FWHM1 of the PL spectrum of the first film in which the first luminescent material is added to the first host material, and the second luminescent material in the second host material. The maximum peak wavelength λ2 and half-width FWHM2 of the PL spectrum of the second film added satisfies the following formulas (Equation 20) and (Equation 30),
Organic electroluminescent device.
T ₁ (H1)>T ₁ (H2)...(Math. 1)
|λ1-λ2| ≦ 3nm…(Equation 20)
|FWHM1-FWHM2| ≦ 2nm...(Math. 30) first electrode,
hole transport band,
luminescent layer,
An organic electroluminescent device having an electron transport band and a semi-transparent second electrode in this order,
The light emitting layer includes a first light emitting layer and a second light emitting layer,
The first light-emitting layer includes a first host material and a first light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
The second light-emitting layer includes a second host material and a second light-emitting material that emits light with a maximum peak wavelength of 500 nm or less,
the first host material and the second host material are different from each other,
the first luminescent material and the second luminescent material are the same or different,
The triplet energy T ₁ (H1) of the first host material and the triplet energy T ₁ (H2) of the second host material satisfy the relationship of the following formula (Equation 1),
A PL spectrum in a range from 400 nm to 600 nm of a first film in which the first luminescent material is added to the first host material, and a second film in which the second luminescent material is added to the second host material. Regarding the PL spectrum in the range from 400 nm to 600 nm of the film, the overlapping integral of each normalized PL spectrum is 99.0% or more,
Organic electroluminescent device.
T ₁ (H1)>T ₁ (H2)...(Math. 1) The organic electroluminescent device according to claim 1 or 2,
Furthermore, it has a light reflective layer,
the first electrode is a transparent electrode,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 3,
The ratio of the first luminescent material to the first host material in the first film on a mass basis, and the mass ratio of the first luminescent material to the first host material in the first luminescent layer. the ratio is the same,
The ratio of the second luminescent material to the second host material in the second film on a mass basis, and the mass ratio of the second luminescent material to the second host material in the second luminescent layer. the ratio is the same,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 4,
Electron mobility μ _E1 of the first host material, hole mobility μ _H1 of the first host material, electron mobility μ _E2 of the second host material, and holes of the second host material. The mobility μ _H2 satisfies the following formula (Equation 15),
Organic electroluminescent device.
( _μE2 / _μH2 )>( _μE1 / _μH1 )…(Equation 15) The organic electroluminescent device according to any one of claims 1 to 4,
The electron mobility μ _E1 of the first host material and the electron mobility μ _E2 of the second host material satisfy the following formula (Equation 16),
Organic electroluminescent device.
μ _E2 > μ _E1 … (Math. 16) The organic electroluminescent device according to any one of claims 1 to 6,
The first luminescent material is a compound that exhibits fluorescence,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 7,
the first luminescent material is not a complex,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 8,
The second luminescent material is a compound that exhibits fluorescent light emission.
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 9,
the second luminescent material is not a complex;
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 10,
The first light-emitting layer and the second light-emitting layer are in direct contact with each other,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 11,
The first host material has a connected structure including a benzene ring and a naphthalene ring connected by a single bond in the molecule,
The benzene ring and the naphthalene ring in the connected structure are each independently further fused with a single ring or a fused ring, or are not fused,
The benzene ring and the naphthalene ring in the connected structure are further connected by crosslinking at at least one portion other than the single bond,
Organic electroluminescent device. The organic electroluminescent device according to claim 12,
the crosslink includes a double bond,
Organic electroluminescent device. The organic electroluminescent device according to any one of claims 1 to 11,
The first host material has a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond in the molecule,
The first benzene ring and the second benzene ring in the biphenyl structure are further connected by crosslinking at at least one moiety other than the single bond,
Organic electroluminescent device. The organic electroluminescent device according to claim 14,
The first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at one part other than the single bond,
Organic electroluminescent device. The organic electroluminescent device according to claim 14 or 15,
the crosslink includes a double bond,
Organic electroluminescent device. The organic electroluminescent device according to claim 14,
The first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at two parts other than the single bond,
the crosslink does not include a double bond;
Organic electroluminescent device. An electronic device equipped with the organic electroluminescent device according to any one of claims 1 to 17.

Images