IP Library Granted Patent US 11,844,269
Granted Patent B2
US 11,844,269 · App. 16/621,451 · Granted Dec 12, 2023

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventors: Hong-Se Oh (Gyeonggi-do, KR); Tae-Jin Lee (Gyeonggi-do, KR); Young-Kwang Kim (Gyeonggi-do, KR); Doo-Hyeon Moon (Gyeonggi-do, KR); Young-Mook Lim (Gyeonggi-do, KR); Jin-Ri Hong (Gyeonggi-do, KR)
H10K85/633H10K85/622H10K85/654H10K85/6572H10K85/6574H10K85/6576H10K50/15
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Quick Facts
Patent No.
US 11,844,269
App. No.
16/621,451
Granted
Dec 12, 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 low driving voltage, high luminous efficiency, and/or long lifespan properties can be provided.

Claims (16)

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

wherein

Ar 1 represents a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted 5- to 30-membered heteroaryl;

R 1 and R 2 each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; or adjacent R 1 and R 2 are linked to form a substituted or unsubstituted, mono- or polycyclic, 3- to 30-membered alicyclic or aromatic ring, or a combination thereof;

R 3 to R 7 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 (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl, —N(R 11 )(R 12 ), —Si(R 13 )(R 14 )(R 15 ), —S(R 16 ), —O(R 17 ), a cyano, a nitro, or a hydroxyl;

R 11 to R 17 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; and

a and e each independently represent an integer of 1 to 4, b and c each independently represent an integer of 1 to 3, and d represents an integer of 1 or 2, in which if each of a to e is an integer of 2 or more, each of R 3 to R 7 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 , R 1 to R 7 , and a to e are as defined in claim 1 .

3. The organic electroluminescent compound according to claim 1 , wherein Ar 1 is selected from the following specific structures:

wherein * represents a bonding site with N in the amine group of general formula 1, and at least one carbon atom of the aromatic ring of the above specific structures may be replaced with a nitrogen atom.

4. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted alkyl, the substituted aryl, the substituted heteroaryl, the substituted cycloalkyl, the substituted heterocycloalkyl, the substituted arylalkyl, or the substituted mono- or polycyclic, alicyclic or aromatic ring, or a combination thereof in Ar 1 , R 1 to R 7 , and Ru to R 17 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 5- to 30-membered heteroaryl unsubstituted or substituted with a (C6-C30)aryl, a (C6-C30)aryl unsubstituted or substituted with a 5- 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, 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.

5. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 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.

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 Oct 31, 2023
From: OH, HONG SE; LEE, TAE-JIN; KIM, YOUNG-KWANG; MOON, DOO-HYEON; LIM, YOUNG-MOOK; HONG, JIN-RI
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 065398/0958 →
Priority Claims (2)
KR 10-2017-0083233 · Jun 30, 2017 · national
KR 10-2018-0047294 · Apr 24, 2018 · national
Continuity (1)
Related Publication 20200119275A1 · Apr 16, 2020