# US 2025/0160201 A1 · Composition for organic material layer of organic light emitting device and organic light emitting device comprising same

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- Number: US 2025/0160201 A1
- Document ID: US20250160201A1
- Status: Published application
- Kind: A1
- Application number: 18/936,460
- Filed: 2024-11-04
- Published: 2025-05-15
- Earliest claimed: 2023-11-07
- Assignees: Lt Materials Co., Ltd.
- Applicants: Lt Materials Co., Ltd.
- Inventors: Seung-Woo LEE; Yong-Hui LEE; Jun-Tae MO; Dong-Jun KIM; Dae-Hyuk CHOI
- Web page: https://patentgrep.com/patent/US20250160201A1

## CPC

- C09K 11/06: containing organic luminescent materials
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/625: {containing at least one aromatic ring having 7 or more carbon atoms, e.g. azulene}
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

The present specification relates to a composition for an organic material layer of an organic light emitting device and an organic light emitting device including the same.

## Claims

### Claim 1

A composition for an organic material layer of an organic light emitting device, the composition comprising a heterocyclic compound represented by the following Chemical Formula A and a heterocyclic compound represented by the following Chemical Formula B:
wherein, in Chemical Formulae A and B,
L1 to L4 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group,
Ar1, Ar2, and Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group,
R1 to R4 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; a substituted or unsubstituted C2 to C60 heterocycloalkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group,
R5 is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; a substituted or unsubstituted C2 to C60 heterocycloalkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group, or two or more adjacent R5's are bonded to each other to form a ring,
l1 to l4 are the same as or different from each other, and are each independently an integer from 1 to 3, and when each of l1 to l4 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other,
r1 and r4 are the same as or different from each other, and are each independently an integer from 0 to 3,
r2 is an integer from 0 to 2,
r3 and r5 are the same as or different from each other, and are each independently an integer from 0 to 4,
when each of r1 to r5 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other,
ar1 and ar2 are the same as or different from each other, and are each independently an integer from 1 to 4, and when each of ar1 and ar2 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other,
Ar3 is represented by the following Chemical Formula K,
in Chemical Formula K,
means a moiety linked to L2,
Xk is O; S; CRk1Rk2; or NRk3,
Rk and Rk1 to Rk3 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group,
rk is an integer from 0 to 7,
N-Het1 is represented by the following Structural Formula N,
[Structural Formula N]
in Structural Formula N,
means a moiety linked to L3, and
Ra and Rb are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C60 aryl group; a substituted or unsubstituted C2 to C60 heteroaryl group; or a combination thereof,

### Claim 2 (depends on 1)

The composition of claim 1, wherein Chemical Formula A is represented by any one of the following Chemical Formulae A-1 to A-3:
in Chemical Formulae A-1 to A-3,
each of Ar1 to Ar3, L1, L2, R1 to R3, ar1, ar2, l1, l2, and r1 to r3 is as defined in Chemical Formula A,
R1′ is as defined for R1 in Chemical Formula A,
R2′ is as defined for R2 in Chemical Formula A,
r1′ is an integer from 0 to 2, and when r1′ is 2, R1′'s are the same as or different from each other, and
r2′ is 0 or 1.

### Claim 3 (depends on 1)

The composition of claim 1, wherein Chemical Formula B is represented by any one of the following Chemical Formulae B-1 to B-11:
in Chemical Formulae B-1 to B-11,
each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B,
each of R4′ and R4″ is as defined for R4 in Chemical Formula B,
each of R5′, R5″, and R5′″ is as defined for R5 in Chemical Formula B,
R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group,
r4′ and r5′ are the same as or different from each other, and are each independently an integer from 0 to 3,
r4″ and r5″ are the same as or different from each other, and are each independently an integer from 0 to 2,
r5′″ is 0 or 1,
r6 is an integer from 0 to 4, and
when each of r4′, r4″, r5′, r5″, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

### Claim 4 (depends on 1)

The composition of claim 1, wherein Chemical Formula A is represented by any one of the following Chemical Formulae A-101 to A-104:
in Chemical Formulae A-101 to A-104,
each of L1, L2, Ar1 to Ar3, R1 to R3, l1, l2, ar1, ar2, r1, and r3 is as defined in Chemical Formula A.

### Claim 5 (depends on 1)

The composition of claim 1, wherein Chemical Formula B is represented by any one of the following Chemical Formulae B-101 to B-132:
in Chemical Formulae B-101 to B-132,
each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B,
each of R4′ and R4″ is as defined for R4 in Chemical Formula B,
each of R5′, R5″, and R5′″ is as defined for R5 in Chemical Formula B,
R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group,
r4′ and r5′ are the same as or different from each other, and are each independently an integer from 0 to 3,
r4″ and r5″ are the same as or different from each other, and are each independently an integer from 0 to 2,
r5′″ is 0 or 1,
r6 is an integer from 0 to 4, and
when each of r4′, r4″, r5′, r5″, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

### Claim 6 (depends on 1)

The composition of claim 1, wherein L1 to L4 are the same as or different from each other, and are each independently a direct bond; or a substituted or unsubstituted C6 to C30 arylene group.

### Claim 7 (depends on 1)

The composition of claim 1, wherein Ar1, Ar2, and Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

### Claim 8 (depends on 1)

The composition of claim 1, wherein R1 to R4 are the same as or different from each other, and are each independently hydrogen; or deuterium, and
R5 is hydrogen; or deuterium, or two or more adjacent R5's are bonded to each other to form a benzene ring unsubstituted or substituted with deuterium.

### Claim 9 (depends on 1)

The composition of claim 1, wherein Rk and Rk1 to Rk3 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C30 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

### Claim 10 (depends on 1)

The composition of claim 1, wherein Ra and Rb are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C30 aryl group; a substituted or unsubstituted C2 to C30 heteroaryl group; or a combination thereof.

### Claim 11 (depends on 1)

The composition of claim 1, wherein the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B are the same as or different from each other, and are each independently 0% or 1% to 100%.

### Claim 12 (depends on 1)

The composition of claim 1, wherein Chemical Formula A is represented by any one of the following heterocyclic compounds:

### Claim 13 (depends on 1)

The composition of claim 1, wherein Chemical Formula B is represented by any one of the following heterocyclic compounds:

### Claim 14 (depends on 1)

The composition of claim 1, wherein a molar ratio of the heterocyclic compound represented by Chemical Formula A to the heterocyclic compound represented by Chemical Formula B is 0.1 to 3:0.1 to 2.

### Claim 15 (depends on 1)

An organic light emitting device comprising:
a first electrode;
a second electrode provided to face the first electrode; and
an organic material layer having one or more layers provided between the first electrode and the second electrode,
wherein one or more layers of the organic material layer comprise the composition according to claim 1.

### Claim 16 (depends on 15)

The organic light emitting device of claim 15, wherein the organic material layer further comprises a light emitting layer, and the light emitting layer comprises the composition for an organic material layer of an organic light emitting device.

### Claim 17 (depends on 15)

The organic light emitting device of claim 15, wherein the organic light emitting device further comprises one or two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transport layer, a hole transport auxiliary layer, an electron injection layer, an electron transport layer, an electron blocking layer, and a hole blocking layer.
