Novel compound and organic light emitting device comprising the same

Patent metadata

Field	Value
Publication number	US-2024349599-A1
Application number	US-202218294486-A
Country	US
Kind code	A1
Filing date	Aug 11, 2022
Priority date	Aug 12, 2021
Publication date	Oct 17, 2024
Grant date	—

Abstract

A compound of Chemical Formula 1:

wherein: L 1 and L 2 are each independently a substituted or unsubstituted C 6-60 arylene, each R 1 is independently hydrogen, deuterium, halogen, cyano, or a substituted or unsubstituted: C 1-60 alkyl, C 2-60 alkenyl, C 2-60 alkynyl, C 3-60 cycloalkyl, C 6-60 aryl or C 2-60 heteroaryl containing one or more of N, O and S; one of Ar 1 and Ar 2 is a substituent of Chemical Formula 2, and the other is a substituted or unsubstituted C 14-60 aromatic fused polycyclic ring:

wherein: each X is independently N or CH, provided that at least one X is N; and Ar 3 and Ar 4 are each independently a substituted or unsubstituted C 6-60 aryl or C 2-60 heteroaryl containing one or more of N, O and S, and the other substituents are as defined in the specification; and an organic light emitting device comprising the same.

First claim

1 . A compound of Chemical Formula 1:

wherein in Chemical Formula 1;
L 1 and L 2 are each independently a substituted or unsubstituted C 6-60 arylene,
each R 1 is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C 1-60 alkyl, substituted or unsubstituted C 1-60 alkoxy, substituted or unsubstituted C 2-60 alkenyl, substituted or unsubstituted C 2-60 alkynyl, substituted or unsubstituted C 3-60 cycloalkyl, substituted or unsubstituted C 6-60 aryl, or substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S;
a and b are each independently 1 or 2;
n1 is 3;
one of Ar 1 and Ar 2 is a substituent represented by the following Chemical Formula 2, and the other of Ar 1 and Ar 2 is a substituted or unsubstituted C 14-60 aromatic fused polycyclic ring;

wherein in Chemical Formula 2;
each X is independently N or CH, provided that at least one X is N; and
Ar 3 and Ar 4 are each independently a substituted or unsubstituted C 6-60 aryl or 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 compound of claim 1 , wherein the compound of Chemical Formula 1 is any one of the following Chemical Formula 1-1 to Chemical Formula 1-3:

wherein in Chemical Formulae 1-1 to 1-3:
L 1 , L 2 , a, b, R 1 , n1, X, Ar 3 , and Ar 4 are as defined in claim 1 ;
R 2 , R 3 , and R 4 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C 1-60 alkyl, substituted or unsubstituted C 1-60 alkoxy, substituted or unsubstituted C 2-60 alkenyl, substituted or unsubstituted C 2-60 alkynyl, substituted or unsubstituted C 3-60 cycloalkyl, substituted or unsubstituted C 6-60 aryl, or substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S;
n2 is 9;
n3 is 9; and
n4 is 11.

3 . The compound of claim 1 , wherein L 1 and L 2 are each independently substituted or unsubstituted C 6-20 arylene.

4 . The compound of claim 1 , wherein L 1 and L 2 are each independently phenylene, biphenylylene, or naphthylene.

5 . The compound of claim 1 , wherein at least one of L 1 and L 2 is phenylene, and the rest of L 1 and L 2 is phenylene or biphenylylene.

6 . The compound of claim 1 , wherein each R 1 is independently hydrogen, deuterium, C 1-6 alkyl, or C 6-12 aryl.

7 . The compound of claim 1 , wherein each R 1 is independently hydrogen or deuterium.

8 . The compound of claim 1 , wherein one of Ar 1 and Ar 2 is a substituent represented by Chemical Formula 2, and the other of Ar 1 and Ar 2 is substituted or unsubstituted phenanthrenyl, or substituted or unsubstituted triphenylenyl, or substituted or unsubstituted fluoranthenyl.

9 . The compound of claim 1 , wherein one of Ar 1 and Ar 2 is a substituent represented by Chemical Formula 2, and the other of Ar 1 and Ar 2 is any one substituent selected from the group consisting of the following substituents:

10 . The compound of claim 1 , wherein Ar 3 and Ar 4 are each independently a substituted or unsubstituted C 6-25 aryl or a substituted or unsubstituted C 12-18 heteroaryl.

11 . The compound of claim 1 , wherein Ar 3 and Ar 4 are each independently phenyl, phenyl substituted with one to five deuteriums, phenyl substituted with one to five methyls, phenyl substituted with one to five cyanyls, phenyl substituted with naphthyl, phenyl substituted with phenanthrenyl, phenyl substituted with triphenylenyl, phenyl substituted with fluoranthenyl, biphenyl, biphenyl substituted with one to nine deuteriums, biphenyl substituted with one to nine methyls, biphenyl substituted with one to nine cyanyls, terphenyl, quaterphenyl, naphthyl, naphthyl substituted with phenyl, phenanthrenyl, triphenylenyl, or fluoranthenyl.

12 . The compound of claim 1 , wherein Ar 3 and Ar 4 are each independently any one substituent selected from the group consisting of the following substituents:

13 . The compound of claim 1 , 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

• Yoon Jung Min
• Hong Sung Kil
• Heo Dong Uk
• Han Miyeon
• Lee Jae Tak
• Yun Heekyung

Classifications

• H10K85/626

  containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene · CPC title

• H10K85/615

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6576

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

• H10K85/6572

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