IP Library Granted Patent US 11,605,781
Granted Patent B2
US 11,605,781 · App. 16/757,778 · Granted Mar 14, 2023

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventors: Hong-Se Oh (Gyeonggi-do, KR); Tae-Jin Lee (Gyeonggi-do, KR); Jeong-Eun Yang (Gyeonggi-do, KR); Yeon-Gun Lee (Gyeonggi-do, KR)
H01L51/006C07C211/61C09K11/06C07C2603/18C07C2603/52C09K2211/1007C09K2211/1011C09K2211/1014H01L51/0055H01L51/0058H01L51/5056
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Quick Facts
Patent No.
US 11,605,781
App. No.
16/757,778
Granted
Mar 14, 2023
Kind
B2
Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having high luminous efficiency and/or long lifespan properties can be provided compared to conventional organic electroluminescent devices.

Claims (27)

1. An organic electroluminescent compound represented by the following formula 1-1, 1-2 or 1-3:

wherein

X 1 to X 8 each independently represent N or CR 1 ;

R 1 represents hydrogen;

L 1 and L 2 each independently represent a single bond, a substituted or unsubstituted (C1-C30)alkylene, a substituted or unsubstituted (C6-C30)arylene, a substituted or unsubstituted (3- to 30-membered)heteroarylene, or a substituted or unsubstituted (C3-C30)cycloalkylene;

Ar 1 represents a substituted or unsubstituted (3- to 30-membered)heteroaryl or

Ar 2 represents a substituted or unsubstituted (3- to 30-membered)heteroaryl or

L 11 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 11 and Ar 12 each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; and

n and p each independently represent an integer of 1 or 2.

2. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted (C1-C30)alkyl(ene), the substituted (C6-C30)aryl(ene), the substituted (3- to 30-membered)heteroaryl(ene), and the substituted (C3-C30)cycloalkyl(ene) in Ar 1 , Ar 2 , L 1 , L 2 , L 11 , Ar 11 , and Ar 12 each independently are at least one selected from the group consisting of deuterium, a halogen, a cyano, a carboxyl, a nitro, a hydroxyl, a (C1-C30)alkyl, a halo(C1-C30)alkyl, a (C2-C30)alkenyl, a (C2-C30)alkynyl, a (C1-C30)alkoxy, a (C1-C30)alkylthio, a (C3-C30)cycloalkyl, a (C3-C30)cycloalkenyl, a (3- to 7-membered)heterocycloalkyl, a (C6-C30)aryloxy, a (C6-C30)arylthio, a (3- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl, a (C6-C30)aryl unsubstituted or substituted with a (3- to 30-membered)heteroaryl, a tri(C1-C30)alkylsilyl, a tri(C6-C30)arylsilyl, a di(C1-C30)alkyl(C6-C30)arylsilyl, a (C1-C30)alkyldi(C6-C30)arylsilyl, an amino, a mono- or di-(C1-C30)alkylamino, a mono- or di-(C6-C30)arylamino unsubstituted or substituted with a (C1-C30)alkyl(s), a (C1-C30)alkyl(C6-C30)arylamino, a (C1-C30)alkylcarbonyl, a (C1-C30)alkoxycarbonyl, a (C6-C30)arylcarbonyl, a di(C6-C30)arylboronyl, a di(C1-C30)alkylboronyl, a (C1-C30)alkyl(C6-C30)arylboronyl, a (C6-C30)aryl(C1-C30)alkyl, and a (C1-C30)alkyl(C6-C30)aryl.

3. An organic electroluminescent compound represented by the following formula 2-1 or 2-2:

wherein

X 1 to X 8 each independently represent N or CH;

L 11 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; and

Ar 11 and Ar 12 each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl.

4. The organic electroluminescent compound according to claim 1 , wherein formula 1-1 is represented by the following formula 3-1 and formula 1-2 is represented by the following formula 3-2:

wherein

HAr represents a substituted or unsubstituted (3- to 30-membered)heteroaryl;

X 1 to X 8 each independently represent N or CH;

q represents an integer of 1 to 2; and

L 1 and L 2 are as defined in claim 1 .

5. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1-1, 1-2 or 1-3 is selected from the group consisting of:

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

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

8. The organic electroluminescent device according to claim 7 , wherein the organic electroluminescent compound is comprised in a hole transport zone.

9. 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 Nov 30, 2022
From: OH, HONG-SE; LEE, TAE-JIN; YANG, JEONG-EUN; LEE, YEON-GUN
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 062019/0589 →