IP Library Granted Patent US 11,631,821
Granted Patent B2
US 11,631,821 · App. 16/771,361 · Granted Apr 18, 2023

Polycyclic aromatic compounds containing a 1,11-dioxa-,1,11-dithia-, or 1-oxa-11-thia-4,8-diaza-11b-boradicyclopenta[a,j]phenalene core and organic light-emitting device comprising same

Inventors: Sang Duk Suh (Daejeon, KR); Sung Kil Hong (Daejeon, KR); Yongbum Cha (Daejeon, KR); Seong So Kim (Daejeon, KR); Minseung Chun (Daejeon, KR)
Assignee: LG CHEM, LTD.
H01L51/008C07F5/027C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1018H01L51/5012H01L51/5016
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Quick Facts
Patent No.
US 11,631,821
App. No.
16/771,361
Granted
Apr 18, 2023
Kind
B2
Abstract

Provided is a heterocyclic compound of Chemical Formula 1: wherein: W1 and W2 are the same as or different from each other, and each independently is O or S; A1 and A2 each independently is a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; R1 to R7 each independently is hydrogen, deuterium, a nitrile group, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; and R1 to R7, A1 and A2 bond to adjacent substituents to form a substituted or unsubstituted ring, and an organic light-emitting device including the same.

Claims (25)

1. A heterocyclic compound of Chemical Formula 1:

Chemical Formula 1

 wherein, in Chemical Formula 1:

W1 and W2 are the same as or different from each other, and each independently is O or S;

A1 and A2 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

R1 to R7 are the same as or different from each other, and each independently is hydrogen, deuterium, a nitrile group, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; and

R1 to R7, A1 and A2 can bond to adjacent substituents to form a substituted or unsubstituted ring.

2. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is one of the following Chemical Formula 2 or 3:

wherein in Chemical Formulae 2 and 3:

A1, A2, and R1 to R7 have the same definitions as in Chemical Formula 1.

3. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is one of the following Chemical Formula 4 or 5:

wherein in Chemical Formulae 4 and 5:

A1, A2, and R5 to R7 have the same definitions as in Chemical Formula 1;

Ra and Rb are the same as or different from each other, and each independently is hydrogen, deuterium, a nitrile group, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, or adjacent substituents bond to each other to form a substituted or unsubstituted ring;

k and l are each an integer of 0 to 4; and

when k and l are each a plural number, the substituents in the parentheses are the same as or different from each other.

4. The heterocyclic compound of claim 1 , wherein R1 to R7 are the same as or different from each other, and each independently is hydrogen; a nitrile group; a halogen group; an aryl group that is unsubstituted or substituted with a silyl group or an alkyl group; an alkyl group having 1 to 10 carbon atoms; a silyl group that is unsubstituted or substituted with an alkyl group having 1 to 10 carbon atoms; an alkoxy group having 1 to 10 carbon atoms; an amine group that is unsubstituted or substituted with an aryl group having 6 to 30 carbon atoms; or an N, O or S-containing heteroaryl group having 3 to 10 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 10 carbon atoms.

5. The heterocyclic compound of claim 1 , wherein A1 and A2 are the same as or different from each other, and each independently is an aryl group having 6 to 30 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, or a silyl group substituted with an alkyl group having 1 to 10 carbon atoms.

6. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is any one compound selected from among the following compounds:

7. An organic light emitting device comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

one, two or more organic material layers provided between the first electrode and the second electrode,

wherein one or more layers of the organic material layers include the heterocyclic compound of claim 1 .

8. The organic light emitting device of claim 7 , wherein the organic material layer includes a light emitting layer, and the light emitting layer includes the heterocyclic compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2020
From: SUH, SANG DUK; HONG, SUNG KIL; CHA, YONGBUM; KIM, SEONG SO; CHUN, MINSEUNG
To: LG CHEM, LTD.
Reel/Frame 052894/0105 →
Priority Claims (1)
KR 10-2018-0021871 · Feb 23, 2018 · national
Continuity (1)
Related Publication 20210184121A1 · Jun 17, 2021
Cited By (2)
US 12,421,449 US 12,707,891