IP Library Granted Patent US 11,450,814
Granted Patent B2
US 11,450,814 · App. 16/640,425 · Granted Sep 20, 2022

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventor: Jin-Ri Hong (Gyeonggi-do, KR)
H01L51/0072C07D209/88C09K11/06H01L51/0059H01L51/0067H01L51/0073H01L51/0074C09K2211/1022H01L51/5056
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Quick Facts
Patent No.
US 11,450,814
App. No.
16/640,425
Granted
Sep 20, 2022
Kind
B2
Abstract

The present disclosure relates to an organic electroluminescent compound represented by formula 1 and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having improved driving voltage, luminous efficiency, and/or lifespan characteristics can be provided.

Claims (25)

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

wherein

Ar 1 to Ar 5 each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, or Ar 2 and Ar 3 , and Ar 4 and Ar 5 may independently be linked to form a ring;

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

R 1 represents hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to each other to form a ring; and

a represents an integer of 1 to 4, where a is 2 or more, each of R 1 may be the same or different.

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

wherein

Ar 1 to Ar 5 , L 1 , and L 2 are as defined in claim 1 .

3. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted alkyl, the substituted aryl(ene), the substituted heteroaryl(ene), the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted mono- or di- alkylamino, the substituted mono- or di- arylamino, and the substituted alkylarylamino in Ar 1 to Ar 5 , L 1 , L 2 , and R 1 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 (01-C30)alkyldi(C6-C30)arylsilyl, an amino, a mono- or di-(C1-C30)alkylamino, a mono- or di-(C6-C30)arylamino, 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.

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

Ar 1 to Ar 5 each independently represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl, or Ar 2 and Ar 3 , and Ar 4 and Ar 5 may independently be linked to form a ring;

L 1 and L 2 each independently represent a single bond, or a substituted or unsubstituted (C6-C12)arylene;

R 1 represents hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 15-membered)heteroaryl, or may be linked to each other to form a ring; and

a represents 1 or 2.

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

Ar 1 to Ar 5 each independently represent a (C6-C30)aryl unsubstituted or substituted with one or more of a (C1-C6)alkyl or a (C6-C12)aryl, or a (5- to 20-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl, or Ar 2 and Ar 3 , and Ar 4 and Ar 5 may independently be linked to form a ring;

L 1 and L 2 each independently represent a single bond, or an unsubstituted (C6-C12)arylene;

R 1 represents hydrogen, an unsubstituted (C6-C20)aryl, or an unsubstituted (5- to 15-membered)heteroaryl, or two Ri's may be linked to each other to form a ring; and

a represents 1 or 2.

6. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 is selected from the group consisting of:

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

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

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

10. 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 Aug 4, 2022
From: HONG, JIN-RI
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 060722/0590 →