Heterocyclic compound and organic light emitting device comprising same

Patent metadata

Field	Value
Publication number	US-10745362-B2
Application number	US-201615567276-A
Country	US
Kind code	B2
Filing date	May 13, 2016
Priority date	May 14, 2015
Publication date	Aug 18, 2020
Grant date	Aug 18, 2020

Abstract

The present specification provides a hetero-cyclic compound and an organic light emitting device comprising the same.

First claim

The invention claimed is:

1. A hetero-cyclic compound of Chemical Formula 1:

wherein in Chemical Formula 1:
X1 to X3 are the same as or different from each other, and are each independently CR or N, wherein at least two of X1 to X3 is N;
Q is a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted fluoranthene group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted dibenzofuranyl group, or substituted or unsubstituted carbazole;
L is a direct bond, a substituted or unsubstituted arylene, or a substituted or unsubstituted heteroarylene;
R, R1, Ar1, and Ar2 are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a hydroxy group, a carbonyl group, an ester group, an imide group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aralkenyl group, a substituted or unsubstituted alkylaryl group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted arylheteroarylamine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted hetero-cyclic group, or combine with an adjacent group to form a substituted or unsubstituted ring;
a is an integer of 0 to 4;
p is an integer of 0 to 5; and
when a and p are each 2 or more, the structures in the parenthesis are the same as or different from each other.

2. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is any one of the following Chemical Formulae 2 to 4:

wherein in Chemical Formulae 2 to 4:
the definitions of Q, R1, L, X1 to X3, Ar1, Ar2, a, and p are the same as those defined in Chemical Formula 1.

3. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is Chemical Formula 5:

wherein in Chemical Formula 5,
the definitions of Q, R1, L, Ar1, Ar2, a, and p are the same as those defined in Chemical Formula 1.

4. A hetero-cyclic compound of any one of the following Chemical Formulae 6 to 11:

wherein in Chemical Formulae 6 to 11:
X1 to X3 are the same as or different from each other, and are each independently CR or N;
L is a direct bond, a substituted or unsubstituted arylene, or a substituted or unsubstituted heteroarylene;
R, R1, Ar1, and Ar2 are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a hydroxy group, a carbonyl group, an ester group, an imide group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aralkenyl group, a substituted or unsubstituted alkylaryl group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted arylheteroarylamine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted hetero-cyclic group, or combine with an adjacent group to form a substituted or unsubstituted ring;
a is an integer of 0 to 4;
p is an integer of 0 to 5;
R2 to R9 are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a hydroxy group, a carbonyl group, an ester group, an imide group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aralkenyl group, a substituted or unsubstituted alkylaryl group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted arylheteroarylamine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted hetero-cyclic group, or combine with an adjacent group to form a substituted or unsubstituted ring;
b and f are the same as or different from each other, and are each independently an integer of 0 to 6;
c, d, h, and i are the same as or different from each other, and are each independently an integer of 0 to 4;
e and g are the same as or different from each other, and are each independently an integer of 0 to 2; and
when a, p, b, c, d, e, f, g, h, and i are each 2 or more, the structures in the parenthesis are the same as or different from each other.

5. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is Chemical Formula 12:

wherein in Chemical Formula 12,
the definitions of R1, L, X1 to X3, Ar1, Ar2, a, and p are the same as those defined in Chemical Formula 1;
Y is S, O, or NR;
R, R10, and R11 are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group,

Assignees

• Lg Chemical Ltd

Inventors

• Jung Min Woo
• Lee Dong Hoon
• Huh Jungoh
• Jang Boonjae
• Kang Minyoung
• Heo Dong
• Han Miyeon

Classifications

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C07D251/24 Primary

  to three ring carbon atoms · CPC title

• C07D239/24

  having three or more double bonds between ring members or between ring members and non-ring members · CPC title

• C07D251/12

  having three double bonds between ring members or between ring members and non-ring members · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title