Organic light emitting device

Patent metadata

Field	Value
Publication number	US-12492191-B2
Application number	US-202017619682-A
Country	US
Kind code	B2
Filing date	Oct 16, 2020
Priority date	Oct 18, 2019
Publication date	Dec 9, 2025
Grant date	Dec 9, 2025

Abstract

Provided is an organic light emitting device comprising an anode, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode, wherein the light emitting layer comprises a compound of Chemical Formula 1 and a compound of Chemical Formula 2:

wherein:
A is a benzene ring; Ar 1 and Ar 2 are independently a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing one or more of N, O and S; X 1 to X 3 are independently N or CH, provided that at least one of them is N; L is a substituted or unsubstituted C 2-60 heteroarylene or a C 6-60 arylene substituted with a C 2-20 heteroaryl, the heteroarylene or heteroaryl containing one or more of N, O and S; and Ar 3 and Ar 4 are independently a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing one or more of N, O and S.

First claim

The invention claimed is:

1 . An organic light emitting device, comprising:
an anode, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode, wherein the light emitting layer comprises a compound of the following Chemical Formula 1 and a compound of the following Chemical Formula 2:

wherein in Chemical Formula 1:
A is a benzene ring fused with two adjacent pentagonal rings;
R 1 to R 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S;
Ar 1 and Ar 2 are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S;

wherein in Chemical Formula 2:
X 1 to X 3 are each independently N or CH, provided that at least one of them is N;
L is

Ar 3 and Ar 4 are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S;
any one of R 9 to R 12 is a bond with L, and the remaining R 9 to R 12 other than a bond with L are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S; and
R 13 to R 20 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S.

2 . The organic light emitting device according to claim 1 , wherein:
the Chemical Formula 1 is any one of the following Chemical Formula 1-1 to Chemical Formula 1-6:

wherein in Chemical Formulas 1-1 to 1-6:
R 1 to R 8 , Ar 1 and Ar 2 are as defined in claim 1 ; and
R 21 to R 22 are each independently hydrogen or deuterium.

3 . The organic light emitting device according to claim 1 , wherein:
Ar 1 and Ar 2 are each independently phenyl, biphenylyl, terphenylyl, quaterphenylyl, 3′,5′-diphenylbiphenylyl, or dibenzofuranyl.

4 . The organic light emitting device according to claim 1 , wherein:
the compound of Chemical Formula 1 is any one compound selected from the group consisting of the following compounds:

5 . The organic light emitting device according to claim 1 , wherein:
Ar 3 and Ara are each independently any one selected from the group consisting of the following:

6 . The organic light emitting device according to claim 1 , wherein:
X 1 to X 3 all are N.

7 . An organic light emitting device, comprising:
an anode, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode, wherein the light emitting layer comprises a compound of the following Chemical Formula 1 and a compound selected from the group consisting of the following:

wherein in Chemical Formula 1:
A is a benzene ring fused with two adjacent pentagonal rings;
R 1 to R 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S; and
Ar 1 and Ar 2 are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S.

8 . The organic light emitting device according to claim 1 , wherein:
a weight ratio of the compound of Chemical Formula 1 and the compound of Chemical Formula 2 is 5:5 or more and less than 8:2.

9 . The organic light emitting device according to claim 7 , wherein:
the Chemical Formula 1 is any one of the following Chemical Formula 1-1 to Chemical Formula 1-6:

wherein in Chemical Formulas 1-1 to 1-6:
R 1 to R 8 , Ar 1 and Ar 2 are as defined in claim 1 ; and
R 21 to R 22 are each independently hydrogen or deuterium.

10 . The organic light emitting device according to claim 7 , wherein:
Ar 1 and Ar 2 are each independently phenyl, biphenylyl, terphenylyl, quaterphenylyl, 3′,5′-diphenylbiphenylyl, or dibenzofuranyl.

11 . The organic light emitting device according to claim 7 , wherein:
the compound of Chemical Formula 1 is any one compound selected from the group consisting of the following compounds:

Assignees

• Lg Chemical Ltd

Inventors

• Choi Minwoo
• Kim Jaeeun
• Chun Minseung
• Lee Jungha
• Jeon Hyeon Soo
• Jeon Sang Young

Classifications

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• H10K85/654

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title

• H10K85/622

  containing four rings, e.g. pyrene · CPC title