# US 2020/0403157 A1 · Hetero-cyclic compound and organic light emitting device using the same

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- Number: US 2020/0403157 A1
- Document ID: US20200403157A1
- Status: Published application
- Kind: A1
- Application number: 16/909,618
- Filed: 2020-06-23
- Published: 2020-12-24
- Earliest claimed: 2019-06-24
- Assignees: Lt Materials Co., Ltd.
- Applicants: Lt Materials Co., Ltd.
- Inventors: Ji-Un KIM; Yu-Jun JUNG; Nam-Jin LEE; Won-Jang JEONG; Jun-Tae MO
- Web page: https://patentgrep.com/patent/US20200403157A1

## CPC

- C07D 307/92: Naphthofurans; Hydrogenated naphthofurans
- C07D 307/77: ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D 307/91: Dibenzofurans; Hydrogenated dibenzofurans
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 50/15: Hole transporting layers
- H10K 50/181: {Electron blocking layers}
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

The present application provides a hetero-cyclic compound capable of significantly enhancing lifetime, efficiency, electrochemical stability and thermal stability of an organic light emitting device, and an organic light emitting device comprising the hetero-cyclic compound in an organic material layer.

## Claims

### Claim 1

A hetero-cyclic compound represented by the following Chemical Formula 1:
L1 is a direct bond; a substituted or unsubstituted arylene group having 6 to 60 carbon atoms; or a substituted or unsubstituted heteroarylene group having 2 to 60 carbon atoms,
L2 is a direct bond; or a substituted or unsubstituted arylene group having 6 to 60 carbon atoms,
R1 is a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms; or a substituted or unsubstituted amine group,
R2 is a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; or a substituted or unsubstituted amine group,
X1 to X3 are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group having 61 to 60 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 60 carbon atoms; a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; or a substituted or unsubstituted hetero-cyclic group having 2 to 60 carbon atoms,
m and n are each an integer of 1 to 4, and when m and n are 2 or greater, substituents in the parentheses are the same as or different from each other,
l is 1 or 2, and when l is 2, substituents in the parentheses are the same as or different from each other, and
m, n and l are m+n+l≤8.

### Claim 2 (depends on 1)

The hetero-cyclic compound of claim 1, wherein Chemical Formula 1 is represented by the following Chemical Formula 2:
in Chemical Formula 2,
each substituent has the same definition as in Chemical Formula 1.

### Claim 3 (depends on 1)

The hetero-cyclic compound of claim 1, wherein at least one of R1 and R2 of Chemical Formula 1 is a substituted or unsubstituted amine group.

### Claim 4 (depends on 1)

The hetero-cyclic compound of claim 1, wherein Chemical Formula 1 is represented by the following Chemical Formula 3 or 4:
in Chemical Formulae 3 and 4,
L1, L2, R1, R2, X1, X2, m and n have the same definitions as in Chemical Formula 1;
L3 to L6 are each independently a direct bond; or a substituted or unsubstituted arylene group having 6 to 60 carbon atoms;
R3 and R4 are each independently a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms; and
R5 and R6 are each independently a substituted or unsubstituted aryl group having 6 to 60 carbon atoms.

### Claim 5 (depends on 1)

The hetero-cyclic compound of claim 1, wherein Chemical Formula 1 is represented by any one of the following compounds:

### Claim 6 (depends on 1)

An organic light emitting device comprising:
an anode;
a cathode; and
one or more organic material layers provided between the anode and the cathode, wherein one or more layers of the organic material layers comprise the hetero-cyclic compound of claim 1.

### Claim 7 (depends on 6)

The organic light emitting device of claim 6, wherein the organic material layer comprises one or more hole transfer layers, and the hole transfer layer comprises the hetero-cyclic compound.

### Claim 8 (depends on 6)

The organic light emitting device of claim 6, wherein the organic material layer comprises one or more electron blocking layers, and the electron blocking layer comprises the hetero-cyclic compound.

### Claim 9 (depends on 6)

The organic light emitting device of claim 6, wherein the organic material layer comprises one or more light emitting layers, and the light emitting layer comprises the hetero-cyclic compound.

### Claim 10 (depends on 6)

The organic light emitting device of claim 6, wherein the organic material layer comprises one or more prime layers, and the prime layer comprises the hetero-cyclic compound.

### Claim 11 (depends on 6)

The organic light emitting device of claim 6 comprising:
an anode;
a first stack provided on the anode and comprising a first light emitting layer;
a charge generation layer provided on the first stack;
a second stack provided on the charge generation layer and comprising a second light emitting layer; and
a cathode provided on the second stack.