# US 12,010,911 B2 · Fluorene derivative and organic light emitting device comprising same

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- Number: US 12,010,911 B2
- Document ID: US12010911B2
- Status: Granted
- Kind: B2
- Application number: 16/629,304
- Filed: 2018-07-25
- Published: 2020-07-16
- Granted: 2024-06-11
- Earliest claimed: 2017-07-28
- Assignees: LG Chem, Ltd.
- Applicants: LG Chem, Ltd.
- Inventors: Miyeon Han; Dong Hoon Lee; Jungoh Huh; Boonjae Jang; Dong Uk Heo; Junghoon Yang; Heekyung Yun
- Web page: https://patentgrep.com/patent/US12010911B2

## CPC

- C07D 401/10: linked by a carbon chain containing aromatic rings
- C07D 251/24: to three ring carbon atoms
- C09K 11/06: containing organic luminescent materials
- H10K 85/30: Coordination compounds
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 50/165: comprising dopants
- H10K 50/17: Carrier injection layers
- H10K 50/171: {Electron injection layers}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

Provided is a fluorene derivative of Chemical Formula 1: and an organic light emitting device comprising the same.

## Claims

### Claim 1

A fluorene derivative of one of Chemical Formulae 1-4 to 1-6:
wherein in Chemical Formulae 1-4 to 1-6:
Ar2 and Ar4 are hydrogen;
b and d are an integer of 5;
L1 is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group, and L3 is a phenylene group, a biphenylylene group, a naphthylene group, a phenanthrene group, or a divalent fluorene group that is unsubstituted or substituted with an alkyl group having 1 to 10 carbon atoms; or
L1 is a substituted or unsubstituted arylene group or a substituted or unsubstituted heteroarylene group, and L3 is a direct bond, a phenylene group, a biphenylylene group, a naphthylene group, a phenanthrene group, or a divalent fluorene group that is unsubstituted or substituted with an alkyl group having 1 to 10 carbon atoms;
X1 to X3 are the same as or different from each other, and each independently is N or CR1;
two or more of X1 to X3 are N;
R1 is hydrogen;
R2 is hydrogen;
Y1 and Y2 are the same as or different from each other, and each independently is deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; and
n is an integer of 4.

### Claim 2 (depends on 1)

The fluorene derivative of claim 1, wherein Y1 and Y2 each independently is an aryl group having 6 to 20 carbon atoms or a pyrimidine group that is unsubstituted or substituted with an aryl group having 6 to 20 carbon atoms.

### Claim 3 (depends on 1)

The fluorene derivative of claim 1, wherein the compound of Chemical Formulae 1-4 to 1-6 is any one of the following compounds:

### Claim 4 (depends on 1)

An organic light emitting device comprising:
a first electrode;
a second electrode provided opposite to the first electrode; and
one, two 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 fluorene derivative of claim 1.

### Claim 5 (depends on 4)

The organic light emitting device of claim 4, wherein the organic material layer includes a light emitting layer, and the light emitting layer includes the fluorene derivative.

### Claim 6 (depends on 4)

The organic light emitting device of claim 4, wherein the organic material layer includes a hole injection layer or a hole transfer layer, and the hole injection layer or the hole transfer layer includes the fluorene derivative.

### Claim 7 (depends on 4)

The organic light emitting device of claim 4, wherein the organic material layer includes an electron injection layer, an electron transfer layer, or an electron injection and transfer layer, and the electron injection layer, the electron transfer layer, or the electron injection and transfer layer includes the fluorene derivative.

### Claim 8 (depends on 4)

The organic light emitting device of claim 4, wherein the organic material layer includes an electron control layer, and the electron control layer includes the fluorene derivative.