Heterocyclic compound and organic light emitting device comprising the same

Patent metadata

Field	Value
Publication number	US-11542258-B2
Application number	US-201816625589-A
Country	US
Kind code	B2
Filing date	May 30, 2018
Priority date	Jun 29, 2017
Publication date	Jan 3, 2023
Grant date	Jan 3, 2023

Abstract

Provided is a novel heterocyclic compound of Chemical Formula 1:and to an organic light emitting device including the same.

First claim

What is claimed is:

1. A compound of Chemical Formula 1:

wherein, in Chemical Formula 1:
X is O or S,
Y 1 , Y 2 and Y 3 are each independently N or CR′, with the proviso that at least one of them is N;
R′ is hydrogen, or is combined with adjacent R 7 and R 8 to form a substituted or unsubstituted C 6-60 aryl;
R 1 , R 2 , R 3 and R 4 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, or they can be combined with adjacent substituents to form a substituted or unsubstituted benzene ring;
R 5 and R 6 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl;
n is an integer of 1 to 4;
m is an integer of 1 to 3;
L 1 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of O and S;
R 7 and R 8 are each independently a substituted or unsubstituted C 6-60 aryl, a substituted or unsubstituted silyl, or a substituted or unsubstituted C 5-60 heteroaryl containing one or more heteroatoms selected from the group consisting of N, O, S and Si;
with the proviso that at least one of R 7 and R 8 is a compound of Chemical Formula 2:
[Chemical Formula 2]
*-(L2-Het)
wherein, in Chemical Formula 2:
L 2 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of N, O and S; and
Het is any one selected from the group consisting of the following Chemical Formulae [1-1] to [1-31]:

wherein, in Chemical Formulae [1-1] to [1-31]:
each Ra is independently hydrogen, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, and
each 1 is independently an integer of 1 to 4.

2. A compound of any one of Chemical Formulae 5 to 9:

wherein, in Chemical Formulae 5 to 9:
X is O or S,
R 1 , R 2 , R 3 and R 4 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, or they can be combined with adjacent substituents to form a substituted or unsubstituted benzene ring;
R 5 and R 6 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl;
n is an integer of 1 to 4;
m is an integer of 1 to 3;
L 1 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of N, O and S;
R 7 and R 8 are each independently a substituted or unsubstituted C 6-60 aryl, a substituted or unsubstituted silyl, or a substituted or unsubstituted C 5-60 heteroaryl containing one or more heteroatoms selected from the group consisting of N, O, S and Si, with the proviso that at least one of R 7 and R 8 in Chemical Formulas 5-7 is a compound of Chemical Formula 2 and with the proviso that in Chemical Formulas 8 and 9, R 8 is a compound of Chemical Formula 2:
[Chemical Formula 2]
*-(L 2 -Het)
wherein, in Chemical Formula 2:
L 2 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of N, O and S; and
Het is any one selected from the group consisting of the following Chemical Formulae [1-1] to [1-31]:

wherein, in Chemical Formulae [1-1]to [1-31]:
each Ra is independently hydrogen, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, and
each 1 is independently an integer of 1 to 4.

3. A compound of any one of Chemical Formulas 10 to 12:

wherein, in Chemical Formulae 10 to 12:
X is O or S,
Y 1 , Y 2 and Y 3 are each independently N or CR′, with the proviso that at least one of them is N;
R′ is hydrogen, or is combined with adjacent R 7 and R 8 to form a substituted or unsubstituted C 6-60 aryl;
R 1 , R 2 , R 3 and R 4 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, and R 1 and R 2 in Chemical Formula 10, and R 3 and R 4 in Chemical Formula 11 do not combine with an adjacent substituent to form a substituted or unsubstituted benzene ring;
R 5 and R 6 are each independently hydrogen, deuterium, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl;
n is an integer of 1 to 4;
L 1 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of O and S;
R 7 and R 8 are each independently a substituted or unsubstituted C 6-60 aryl, a substituted or unsubstituted silyl, or a substituted or unsubstituted C 5-60 heteroaryl containing one or more heteroatoms selected from the group consisting of N, O, S and Si;
with the proviso that at least one of R 7 and R 8 is a compound of Chemical Formula 2:
[Chemical Formula 2]
*-(L 2 -Het)
wherein, in Chemical Formula 2:
L 2 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 5-60 heteroarylene containing one or more heteroatoms selected from the group consisting of N, O and S; and
Het is any one selected from the group consisting of the following Chemical Formulae [1-1] to [1-31]:

wherein, in Chemical Formulae [1-1] to [1-31]:
each Ra is independently hydrogen a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, and
each 1 is independently an integer of 1 to 4.

4. The compound according to clai

Assignees

• Lg Chemical Ltd

Inventors

• Huh Jungoh
• Lee Dong Hoon
• Jang Boon Jae
• Heo Dong Uk
• Han Miyeon
• Yang Junghoon

Classifications

• C07F7/0812

  comprising a heterocyclic ring · CPC title

• C07D405/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07F7/0816

  said ring comprising Si as a ring atom · CPC title

• C07D405/14 Primary

  containing three or more hetero rings · CPC title

• C07D411/14

  containing three or more hetero rings · CPC title