IP Library Granted Patent US 11,903,311
Granted Patent B2
US 11,903,311 · App. 15/771,066 · Granted Feb 13, 2024

Heterocyclic compound and organic light emitting device comprising the same

Inventors: Min Woo Jung (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Tae Yoon Park (Daejeon, KR); Seong Mi Cho (Daejeon, KR); Jeong Wook Mun (Daejeon, KR); Jung Ha Lee (Daejeon, KR); Mi Young Chae (Daejeon, KR)
Assignee: LG Chem, Ltd.
H10K85/6576C07D405/04C07D405/10C07D405/14C07D409/04C07D409/10C07D409/14C07F7/0812C09K11/06H05B33/20H10K50/00H10K50/11H10K50/12H10K50/171H10K50/81H10K50/82H10K85/40H10K85/615H10K85/622H10K85/626H10K85/654H10K85/6572H10K85/6574H10K99/00H10K50/15H10K50/16H10K85/342H10K2101/10H10K2101/90
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Quick Facts
Patent No.
US 11,903,311
App. No.
15/771,066
Granted
Feb 13, 2024
Kind
B2
Abstract

Provided is a heterocyclic compound of Chemical Formula 1: where X 1 is O or S; L 1 and L 2 are each independently a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted biphenylenyl; Y 1 to Y 3 are each independently N or CR 3 , provided that at least one of Y 1 to Y 3 is N; and Ar 1a and Ar 1b are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 1-60 heteroaryl containing 1 to 3 heteroatoms selected from the group consisting of N, O and S; and an organic light emitting device comprising the same, where the compound of Chemical Formula 1 can be used as a material of an organic material layer of an organic light emitting device and can exhibit improved efficiency, a low driving voltage and/or improved lifetime characteristics of the organic light emitting device.

Claims (30)

1. A compound of Chemical Formula 1:

wherein:

X 1 is O or S;

L 1 is a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted biphenylenyl;

L 2 is a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted biphenylenyl;

Y 1 to Y 3 are each independently N or CR 3 , provided that at least one of Y 1 to Y 3 is N;

Ar 1a and Ar 1b are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 1-60 heteroaryl containing 1 to 3 heteroatoms selected from the group consisting of O and S;

R 1 and R 2 are each independently hydrogen, deuterium, cyano, or a substituted or unsubstituted C 1-10 alkyl;

each R 3 is independently hydrogen, deuterium, halogen, cyano, nitro, amino, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 1-60 haloalkyl, a substituted or unsubstituted C 1-60 alkoxy, a substituted or unsubstituted C 1-60 haloalkoxy, a substituted or unsubstituted C 3-60 cycloalkyl, a substituted or unsubstituted C 2-60 alkenyl, a substituted or unsubstituted C 6-60 aryl, a substituted or unsubstituted C 6-60 aryloxy, or a substituted or unsubstituted C 1-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S;

n 1 and n 2 are each independently an integer of 0 to 3; and

Ar 2 is any one selected from the group consisting of:

 at least one of Ar 1a and Ar 1b is any one selected from the group consisting of:

2. A compound of Chemical Formula 1:

wherein:

X 1 is O or S;

L 1 is a single bond or a substituted or unsubstituted phenylene;

L 2 is a single bond or substituted or unsubstituted phenylene;

Y 1 to Y 3 are each independently N or CR 3 , provided that at least one of Y 1 to Y 3 is N;

Ar 1a and Ar 1b are each independently any one selected from the group consisting of:

wherein Z 1 to Z 3 are each independently hydrogen, deuterium, halogen, cyano, nitro, amino, a substituted or unsubstituted C 1-20 alkyl, a substituted or unsubstituted C 1-20 haloalkyl, a substituted or unsubstituted C 6-20 aryl;

Ar 2 is:

Z 11 to Z 13 are each hydrogen;

c14 is an integer of 4,

c15 is an integer of 3,

each R 1 is independently hydrogen, deuterium, halogen, cyano, nitro, amino, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 1-60 haloalkyl, a substituted or unsubstituted C 1-60 alkoxy, a substituted or unsubstituted C 1-60 haloalkoxy, a substituted or unsubstituted C 3-60 cycloalkyl, a substituted or unsubstituted C 2-60 alkenyl, a substituted or unsubstituted C 6-60 aryl, a substituted or unsubstituted C 6-60 aryloxy, or a substituted or unsubstituted C 1-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and Si;

each R 2 independently is hydrogen, deuterium, cyano, or a substituted or unsubstituted C 1-10 alkyl;

each R 3 is independently hydrogen, deuterium, halogen, cyano, nitro, amino, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 1-60 haloalkyl, a substituted or unsubstituted C 1-60 alkoxy, a substituted or unsubstituted C 1-60 haloalkoxy, a substituted or unsubstituted C 3-60 cycloalkyl, a substituted or unsubstituted C 2-60 alkenyl, a substituted or unsubstituted C 6-60 aryl; a substituted or unsubstituted C 6-60 aryloxy, or a substituted or unsubstituted C 1-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S; and

n 1 and n 2 are each independently an integer of 0 to 3.

3. A compound that is selected from the group consisting of:

4. A compound that is selected from the group consisting of:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2018
From: JUNG, MIN WOO; LEE, DONG HOON; PARK, TAE YOON; CHO, SEONG MI; MUN, JEONG WOOK; LEE, JUNG HA; CHAE, MI YOUNG
To: LG CHEM, LTD.
Reel/Frame 045637/0518 →
Priority Claims (2)
KR 10-2016-0092202 · Jul 20, 2016 · national
KR 10-2017-0075029 · Jun 14, 2017 · national
Continuity (1)
Related Publication 20180337348A1 · Nov 22, 2018