Heterocyclic compound and organic light emitting element using same

Patent metadata

Field	Value
Publication number	US-11081653-B2
Application number	US-201615773657-A
Country	US
Kind code	B2
Filing date	Nov 8, 2016
Priority date	Nov 6, 2015
Publication date	Aug 3, 2021
Grant date	Aug 3, 2021

Abstract

The present application provides a hetero-cyclic compound which may significantly improve the service life, efficiency, electrochemical stability, and thermal stability of an organic light emitting device, and an organic light emitting device in which the hetero-cyclic compound is contained in an organic compound layer.

First claim

The invention claimed is:

1. A hetero-cyclic compound represented by any one of the following Chemical Formulae 8 to 10:

in Chemical Formulae 8 to 10,
R 1 to R 8 are each independently selected from the group consisting of hydrogen;
deuterium; a halogen group; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 2 to C 60 alkenyl group; a substituted or unsubstituted C 2 to C 60 alkynyl group; a substituted or unsubstituted C 1 to C 60 alkoxy group; a substituted or unsubstituted C 3 to C 60 cycloalkyl group; a substituted or unsubstituted C 2 to C 60 heterocycloalkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; a substituted or unsubstituted C 2 to C 60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group which is unsubstituted or substituted with a C 1 to C 20 alkyl group, a substituted or unsubstituted C 6 to C 60 aryl group, or a substituted or unsubstituted C 2 to C 60 heteroaryl group, or two or more adjacent groups are bonded to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring,
L is an unsubstituted phenylene group; or an unsubstituted biphenylene group,
Ar is represented by any one of the following Chemical Formulae 2 to 7,

in Chemical Formulae 2 to 7,
at least two of X1 to X5 is N, and the others are N or CR,
at least one of X6 and X7 is N, and the other is N or CR,
at least one of X8 and X9 is N, and the other is N or CR,
R9 to R34 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; deuterium; a halogen group; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 2 to C 60 alkenyl group; a substituted or unsubstituted C 2 to C 60 alkynyl group; a substituted or unsubstituted C 1 to C 60 alkoxy group; a substituted or unsubstituted C 3 to C 60 cycloalkyl group; a substituted or unsubstituted C 2 to C 60 heterocycloalkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; a substituted or unsubstituted C 2 to C 60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group which is unsubstituted or substituted with a C 1 to C 20 alkyl group, a substituted or unsubstituted C 6 to C 60 aryl group, or a substituted or unsubstituted C 2 to C 60 heteroaryl group, or two or more adjacent groups are bonded to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring,
R, R′, and R″ are the same as or different from each other, and are each independently hydrogen; deuterium; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 3 to C 60 cycloalkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; or a substituted or unsubstituted C 2 to C 60 heteroaryl group, and
* denotes a position bonded to L.

2. The hetero-cyclic compound of claim 1 , wherein any one of the following Chemical Formulae 8 to 10 is represented by any one of the following compounds:

3. An organic light emitting device comprising:
a positive electrode;
a negative electrode; and
an organic material layer having one or more layers disposed between the positive electrode and the negative electrode,
wherein one or more layers of the organic material layer comprise the hetero-cyclic compound of claim 1 .

4. The organic light emitting device of claim 3 , wherein the organic material layer comprises at least one layer of a hole blocking layer, an electron injection layer, and an electron transporting layer, and at least one layer of the hole blocking layer, the electron injection layer, and the electron transporting layer comprises the hetero-cyclic compound.

5. The organic light emitting device of claim 3 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the hetero-cyclic compound.

6. The organic light emitting device of claim 3 , wherein the organic material layer comprises one or more layers of a hole injection layer, a hole transporting layer, and a layer which injects and transports holes simultaneously, and one layer of the layers comprises the hetero-cyclic compound.

Assignees

• Lt Materials Co Ltd

Inventors

• Kim Mi-Jin
• Jeong Won-Jang
• Choi Jin-Seok

Classifications

• H10K85/6572

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

• C07D471/04 Primary

  Ortho-condensed systems · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C09K2211/1018

  Heterocyclic compounds · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title