# US 2024/0407250 A1 · Composition for organic electroluminescent element, method for producing organic electroluminescent element, organic electroluminescent element, display device, and illuminator

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- Number: US 2024/0407250 A1
- Document ID: US20240407250A1
- Status: Published application
- Kind: A1
- Application number: 18/798,043
- Filed: 2024-08-08
- Published: 2024-12-05
- Earliest claimed: 2022-02-09
- Assignees: Mitsubishi Chemical Corporation
- Applicants: Mitsubishi Chemical Corporation
- Inventors: Manabu SAKURAI; Yuki OHSHIMA; Koichiro IIDA
- Web page: https://patentgrep.com/patent/US20240407250A1

## CPC

- H10K 85/342: {comprising iridium}
- C09K 11/06: containing organic luminescent materials
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/12: comprising dopants
- H10K 71/15: characterised by the solvent used
- H10K 85/10: Organic polymers or oligomers
- H10K 85/30: Coordination compounds
- H10K 85/60: Organic compounds having low molecular weight (H10K85/10 - H10K85/50 take precedence)
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 2101/10: Triplet emission
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

An object of the present invention is to provide a composition for an organic electroluminescent element, which is used for forming an emission layer in an organic electroluminescent element by wet-process film formation, and which has favorable stability of liquid physical properties, in particular, favorable surface tension stability of ink. The present invention relates to a composition for an organic electroluminescent element including a functional material, a specific compound, alkylated naphthalene or diphenyl alkane as a first solvent, and at least one of an aromatic ether and an aromatic ester as a second solvent.

## Claims

### Claim 1

A composition for an organic electroluminescent element, comprising:
a functional material,
a compound represented by the following formula (1),
alkylated naphthalene or diphenyl alkane as a first solvent, and
at least one of an aromatic ether and an aromatic ester as a second solvent,
[in the above formula,
a is an integer of 0 to 4;
R1 and R2 each independently represent an alkyl group having 1 to 12 carbons or an alkoxy group having 1 to 12 carbons; and
in a case where a plurality of R2 are present, the plurality of R2 may be the same as or different from each other.]

### Claim 2 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein the diphenyl alkane is represented by the following formula (4B):
[In the above formula, R31 represents a hydrogen atom or an alkyl group.]

### Claim 3 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein
the compound represented by the formula (1) is a compound represented by the following formula (1-1):
[in the above formula,
b is an integer of 0 to 3;
R3, R4, and R5 each independently represent an alkyl group having 1 to 12 carbons or an alkoxy group having 1 to 12 carbons; and
in a case where a plurality of R5 are present, the plurality of R5 may be the same as or different from each other.]

### Claim 4 (depends on 3)

The composition for an organic electroluminescent element according to claim 3, wherein
the compound represented by the formula (1-1) is a compound represented by the following formula (1-2):
[in the above formula, b and R5 have the same meaning as b and R5 in the formula (1-1).]

### Claim 5 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein
the functional material includes an iridium complex.

### Claim 6 (depends on 5)

The composition for an organic electroluminescent element according to claim 5, wherein
the iridium complex is represented by the following formula (2):
[in the above formula,
R7 and R8 are each independently any of an alkyl group having 1 to 20 carbon atoms, a (hetero) aralkyl group having 7 to 40 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a (hetero) aryloxy group having 3 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, an alkylcarbonyl group having 2 to 20 carbon atoms, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylamino group having 1 to 20 carbon atoms, an arylamino group having 6 to 20 carbon atoms, and a (hetero) aryl group having 3 to 30 carbon atoms, or a combination thereof;
these groups may further have substituents, and examples of the substituent include any of a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having 1 to 20 carbon atoms, a (hetero) aralkyl group having 7 to 40 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a (hetero) aryloxy group having 3 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, an alkylcarbonyl group having 2 to 20 carbon atoms, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylamino group having 2 to 20 carbon atoms, an arylamino group having 6 to 20 carbon atoms, and a (hetero) aryl group having 3 to 20 carbon atoms, or a combination thereof;
in a case where a plurality of R7 and R8 are present, the plurality of R7 and R8 may be the same as or different from each other; in addition, adjacent R7 or R8 bonded to a benzene ring may be bonded to each other to form a ring that is condensed to the benzene ring;
d is an integer of 0 to 4, and e is an integer of 0 to 3;
m is an integer of 1 to 20;
n is an integer of 0 to 2;
a ring A is any of a pyridine ring, a pyrazine ring, a pyrimidine ring, an imidazole ring, an oxazole ring, a thiazole ring, a quinoline ring, an isoquinoline ring, a quinazoline ring, a quinoxaline ring, an azatriphenylene ring, and a carboline ring;
the ring A may have a substituent, and the substituent is any of a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having 1 to 20 carbon atoms, a (hetero) aralkyl group having 7 to 40 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a (hetero) aryloxy group having 3 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, an alkylcarbonyl group having 2 to 20 carbon atoms, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylamino group having 2 to 20 carbon atoms, an arylamino group having 6 to 20 carbon atoms, and a (hetero) aryl group having 3 to 20 carbon atoms, or a combination thereof; in addition, adjacent substituents bonded to the ring A may be bonded to each other to form a ring that is condensed to the ring A;
Z1 represents a direct bond or an (m+1)-valent aromatic linking group;
L1 represents an auxiliary ligand, and l is an integer of 1 to 3; and in a case where a plurality of auxiliary ligands are present, the auxiliary ligands may be different from each other or the same.]

### Claim 7 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein
the functional material includes a polymer compound having a repeating unit containing a structure represented by the following formula (3):
[in the formula (3), R19 and R20 are each independently any of an alkyl group having 1 to 20 carbon atoms, a (hetero) aralkyl group having 7 to 40 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a (hetero) aryloxy group having 3 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, an alkylcarbonyl group having 2 to 20 carbon atoms, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylamino group having 1 to 20 carbon atoms, an arylamino group having 6 to 20 carbon atoms, and a (hetero) aryl group having 3 to 30 carbon atoms, or a combination thereof; and these groups may further have substituents.]

### Claim 8 (depends on 7)

The composition for an organic electroluminescent element according to claim 7, wherein
the polymer compound further has a repeating unit represented by the following formula (3-1):
[In the formula (3-1), Ar21 to Ar23 each independently represent a divalent (hetero) arylene group having 3 to 30 carbon atoms which may have a substituent;
Ar24 and Ar25 each independently represent a (hetero) aryl group having 3 to 30 carbon atoms which may have a substituent; and
r represents an integer of 0 to 2.]

### Claim 9 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein
the second solvent is an aromatic ether.

### Claim 10 (depends on 1)

The composition for an organic electroluminescent element according to claim 1, wherein
the second solvent is an aromatic ester.

### Claim 11 (depends on 1)

A method for producing an organic electroluminescent element, comprising:
a step of forming an emission layer by a wet-process film formation method using the composition for an organic electroluminescent element according to claim 1.

### Claim 12 (depends on 1)

An organic electroluminescent element comprising:
an emission layer formed using the composition for an organic electroluminescent element according to claim 1.

### Claim 13 (depends on 12)

A display device comprising:
the organic electroluminescent element according to claim 12.

### Claim 14 (depends on 12)

An illuminator comprising:
the organic electroluminescent element according to claim 12.
