IP Library Granted Patent US 11,785,846
Granted Patent B2
US 11,785,846 · App. 17/690,331 · Granted Oct 10, 2023

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventors: Hong-Se Oh (Gyeonggi-do, KR); Young-Kwang Kim (Gyeonggi-do, KR); Doo-Hyeon Moon (Gyeonggi-do, KR)
H10K85/6572H10K85/622H10K85/633H10K85/654H10K50/15H10K50/16
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Quick Facts
Patent No.
US 11,785,846
App. No.
17/690,331
Granted
Oct 10, 2023
Kind
B2
Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound of the present disclosure has a high glass transition temperature that can be used in a deposition process. Further, by comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having a low driving voltage, high luminous efficiency, and/or improved lifespan characteristics can be provided.

Claims (28)

1. An organic electroluminescent compound represented by the following formula 1:

wherein

X 1 to X 3 each independently represent CH or N, with a proviso that at least one of X 1 to X 3 are N;

Ar 1 and Ar 2 each independently represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

Ar 3 and Ar 4 each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, or a substituted or unsubstituted (C3-C30)cycloalkyl;

L 1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene;

R 1 and R 2 each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl; or are linked to each other to form an unsubstituted cyclopentane ring;

a represents an integer of 1 to 5, and b represents an integer of 1 to 4, in which if a and b represent an integer of 2 or more, each Ar 3 and each Ar 4 may be the same or different; and

the heteroaryl(ene) and the heterocycloalkyl contain at least one heteroatom selected from B, N, O, S, Si, and P.

2. The organic electroluminescent compound according to claim 1 , wherein

X 1 to X 3 each independently represent CH or N, with a proviso that at least two of X 1 to X 3 are N;

Ar 1 and Ar 2 each independently represent a substituted or unsubstituted (C6-C25)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;

Ar 3 and Ar 4 each independently represent hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;

L 1 represents a single bond, a substituted or unsubstituted (C6-C20)arylene, or a substituted or unsubstituted (5- to 20-membered)heteroarylene;

R 1 and R 2 each independently represent a substituted or unsubstituted (C1-C6)alkyl, or a substituted or unsubstituted (C6-C12)aryl; or are linked to each other to form an unsubstituted cyclopentane ring; and

a and b each independently represent an integer of 1 to 2.

3. The organic electroluminescent compound according to claim 1 , wherein

X 1 to X 3 each independently represent N;

Ar 1 and Ar 2 each independently represent a (C6-C25)aryl unsubstituted or substituted with a (C1-C6)alkyl(s) or a (C6-C12)aryl(s), or a (5- to 20-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s);

Ar 3 and Ar 4 each independently represent hydrogen, an unsubstituted (C6-C20)aryl, or an unsubstituted (5- to 20-membered)heteroaryl;

L 1 represents a single bond, an unsubstituted (C6-C20)arylene, or an unsubstituted (5- to 20-membered)heteroarylene;

R 1 and R 2 each independently represent an unsubstituted (C1-C6)alkyl, or an unsubstituted (C6-C12)aryl; or are linked to each other to form an unsubstituted cyclopentane ring; and

a and b each independently represent 1.

4. The organic electroluminescent compound according to claim 1 , wherein formula 1 is at least one selected from the group consisting of:

5. An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1 .

6. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 1 .

7. The organic electroluminescent device according to claim 6 , wherein the organic electroluminescent compound is comprised in at least one of an electron buffer layer and an electron transport layer.

8. A display device comprising the organic electroluminescent compound according to claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2023
From: OH, HONG-SE; KIM, YOUNG-KWANG; MOON, DOO-HYEON
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 063917/0564 →