Heterocyclic compound and organic electroluminescence device including the same

Patent metadata

Field	Value
Publication number	US-10673000-B2
Application number	US-201715801647-A
Country	US
Kind code	B2
Filing date	Nov 2, 2017
Priority date	Nov 14, 2016
Publication date	Jun 2, 2020
Grant date	Jun 2, 2020

Abstract

A heterocyclic compound and an organic electroluminescence device including the same, the heterocyclic compound being represented by Formula 1:

First claim

What is claimed is:

1. A heterocyclic compound represented by the following Formula 1:

wherein in Formula 1,
L 1 and L 2 are each independently a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms,
n is 0 or 1,
R 1 to R 4 and X 1 to X 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R 1 to R 4 being separate or forming a ring by combining adjacent groups with each other, X 1 to X 4 being separate, and
a to d are each independently an integer of 0 to 4.

2. The heterocyclic compound as claimed in claim 1 , wherein R 1 to R 4 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

3. The heterocyclic compound as claimed in claim 1 , wherein at least two of R 1 to R 4 are a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

4. A heterocyclic compound represented by the following Formula 1-1:

wherein in Formula 1-1,
R 5 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms,
e to h are each independently an integer of 0 to 4,
L 1 and L 2 are each independently a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms,
n is 0 or 1,
X 1 to X 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, X 1 to X 4 being separate or forming a ring by combining adjacent groups with each other, and
a to d are each independently an integer of 0 to 4.

5. The heterocyclic compound as claimed in claim 1 , wherein L 1 is a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, a substituted or unsubstituted divalent terphenyl group, a substituted or unsubstituted fluorenylene group, or a heteroarylene group having at least one nitrogen atom (N) as a heteroatom.

6. The heterocyclic compound as claimed in claim 5 , wherein n is 0.

7. The heterocyclic compound as claimed in claim 1 , wherein:
n is 1,
L 1 is a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, and
L 2 is a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

8. The heterocyclic compound as claimed in claim 7 , wherein L 2 is a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted dibenzothiophene group.

9. The heterocyclic compound as claimed in claim 1 , wherein L 1 is a group represented by one of the following Formulae L 1-1 to L 1-11 :

wherein Formulae L 1-1 to L 1-11 are each independently unsubstituted or substituted with a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

10. The heterocyclic compound as claimed in claim 1 , wherein the heterocyclic compound represented by Formula 1 is a compound of the following Compound Group 1:

11. An organic electroluminescence device, comprising:
a first electrode;
a hole transport region on the first electrode;
an emission layer on the hole transport region;
an electron transport region on the emission layer; and
a second electrode on the electron transport region,
wherein the hole transport region includes a heterocyclic compound represented by the following Formula 1:

wherein in Formula 1,
L 1 and L 2 are each independently a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms,
n is 0 or 1,
R 1 to R 4 and X 1 to X 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R 1 to R 4 being separate or forming a ring by combining adjacent groups with each other, X 1 to X 4 being separate, and
a to d are each independently an integer of 0 to 4.

12. The organic electroluminescence device as claimed in claim 11 , wherein:
the hole transport region includes a multilayer structure, and
a layer in the multilayer structure contacting the emission layer includes the heterocyclic compound represented by Formula 1.

13. The organic electroluminescence device as claimed in claim 11 , wherein the hole transport region includes:
a hole injection layer on the first electrode;
a hole transport layer on the hole injection layer; and
an electron blocking layer on the hole transport layer, and
the electron blocking layer includes the heterocyclic compound represented by Formula 1.

14. The organic electroluminescence device as claimed in claim 11

Assignees

• Samsung Display Co Ltd

Inventors

• FUCHIWAKI Junta

Classifications

• H01L51/0072

  Electricity · mapped topic

• H01L51/5092

  Electricity · mapped topic

• H01L51/5056

  Electricity · mapped topic

• C09K2211/1018

  Heterocyclic compounds · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title