# US 11,910,711 B2 · Cyclic compound and organic light emitting device comprising same

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- Number: US 11,910,711 B2
- Document ID: US11910711B2
- Status: Granted
- Kind: B2
- Application number: 17/285,179
- Filed: 2020-03-13
- Published: 2021-12-16
- Granted: 2024-02-20
- Earliest claimed: 2019-03-14
- Assignees: LG Chem, Ltd.
- Applicants: LG Chem, Ltd.
- Inventors: Su Jin Han; Dong Hoon Lee; Boon Jae Jang; Sang Duk Suh; Min Woo Jung; Jungha Lee; Seulchan Park; Sunghyun Hwang
- Web page: https://patentgrep.com/patent/US11910711B2

## CPC

- C07D 211/76: attached in position 2 or 6
- C07D 207/26: 2-Pyrrolidones
- C07D 403/04: directly linked by a ring-member-to-ring-member bond
- C07D 403/10: linked by a carbon chain containing aromatic rings
- C07D 403/14: containing three or more hetero rings
- C07D 405/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 405/14: containing three or more hetero rings
- C07D 409/14: containing three or more hetero rings
- C07D 413/14: containing three or more hetero rings
- C07D 417/14: containing three or more hetero rings
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- 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 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}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 50/171: {Electron injection layers}
- H10K 85/342: {comprising iridium}
- H10K 2101/10: Triplet emission
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

A cyclic compound represented by Chemical Formula 1 and an organic light emitting device using the same, the compound used as a material of an organic material layer of the organic light emitting device and providing improved properties of efficiency, driving voltage, and lifetime characteristics of the organic light emitting device.

## Claims

### Claim 1

A compound represented by Chemical Formula 1:
wherein, in Chemical Formula 1,
L is a direct bond, or a substituted or unsubstituted C6-60 arylene,
A is a substituted or unsubstituted carbazolyl,
X1, X2, and X3 are each independently N or CH, and at least one of X1, X2, and X3 is N, and
Ar1 and Ar2 are each independently a substituted or unsubstituted C6-60 aryl, or a substituted or unsubstituted C5-60 heteroaryl containing one to three heteroatoms selected from the group consisting of N, O and S.

### Claim 2 (depends on 1)

The compound of claim 1,
wherein the compound is represented by Formulas 2 or 3:
L, X1, X2, X3, Ar1, and Ar2 are the same as defined in claim 1,
R1 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-60 alkyl, a substituted or unsubstituted C6-60 aryl, or a substituted or unsubstituted C5-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O, and S,
R2 is a substituted or unsubstituted C1-60 alkyl, or a substituted or unsubstituted C6-60 aryl,
R3 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-60 alkyl, a substituted or unsubstituted C6-60 aryl, or a substituted or unsubstituted C5-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O, and S,
m is an integer of 0 to 8, and
n is an integer of 0 to 7.

### Claim 3 (depends on 1)

The compound of claim 1,
wherein all of X1, X2, and X3 are N.

### Claim 4 (depends on 1)

The compound of claim 1,
wherein L is a direct bond, phenylene unsubstituted or substituted by at least one deuterium, or biphenylylene unsubstituted or substituted by at least one deuterium.

### Claim 5 (depends on 1)

The compound of claim 1,
wherein Ar1 and Ar2 are each independently phenyl, biphenylyl, terphenylyl, dimethylfluorenyl, naphthyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, carbazol-9-yl, 9-phenyl-9H-carbazolyl, benzoxazolyl, benzothiazolyl, 2-phenylbenzoxazolyl, or 2-phenyl benzothiazolyl,
which are each independently unsubstituted or substituted by deuterium .

### Claim 6 (depends on 2)

The compound of claim 2,
wherein R1 are each independently hydrogen, deuterium, phenyl unsubstituted or substituted by at least one deuterium, dibenzofuranyl unsubstituted or substituted by at least one deuterium, dibenzothiophenyl unsubstituted or substituted by at least one deuterium, or carbazolyl unsubstituted or substituted by at least one deuterium.

### Claim 7 (depends on 2)

The compound of claim 2,
wherein R2 are each independently phenyl unsubstituted or substituted by at least one deuterium.

### Claim 8 (depends on 2)

The compound of claim 2,
wherein R3 are each independently hydrogen, deuterium, phenyl unsubstituted or substituted by deuterium, dibenzofuranyl unsubstituted or substituted by deuterium, dibenzothiophenyl unsubstituted or substituted by deuterium, or carbazolyl unsubstituted or substituted by deuterium.

### Claim 9 (depends on 1)

The compound of claim 1,
wherein the compound represented by Formula 1 is any one selected from the group consisting of the following:

### Claim 10 (depends on 1)

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