Light emitting element and amine compound for the same

Patent metadata

Field	Value
Publication number	US-12426500-B2
Application number	US-202117362764-A
Country	US
Kind code	B2
Filing date	Jun 29, 2021
Priority date	Oct 13, 2020
Publication date	Sep 23, 2025
Grant date	Sep 23, 2025

Abstract

Provided is a light emitting element including a first electrode, a second electrode, and at least one functional layer between the first electrode and the second electrode, and the at least one functional layer may include an amine compound represented by Formula 1 below, thereby exhibiting high luminous efficiency and improved service life characteristics.

First claim

What is claimed is:

1. A light emitting element comprising:
a first electrode;
a second electrode on the first electrode; and
at least one functional layer which is between the first electrode and the second electrode and comprises an amine compound represented by any one of Formula 1-1, Formula 1-2, and Formula 1-3:

wherein, in Formula 1-1, R 1 to R 8 and R 13 to R 18 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted silyl group, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and any one selected from R 3 , R 6 , R 8 , and R 15 is represented by Formula 2,
in Formula 1-2, R 1 to R 12 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted silyl group, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and when R 15 is a deuterium atom, any one selected from R 3 , R 6 , and R 8 is represented by Formula 2, and
in Formula 1-3, R 1 to R 4 and R 9 to R 18 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted silyl group, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 3 or R 15 is represented by Formula 2:

wherein, in Formula 2,
n is an integer of 0 to 3,
L is a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms, and
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.

2. The light emitting element of claim 1 , wherein the at least one functional layer comprises an emission layer, a hole transport region between the first electrode and the emission layer, and an electron transport region between the emission layer and the second electrode, and
the hole transport region comprises the amine compound represented by any one of Formula 1-1, Formula 1-2, and Formula 1-3.

3. The light emitting element of claim 2 ,
wherein the hole transport region comprises a hole injection layer on the first electrode and a hole transport layer on the hole injection layer, and
the hole transport layer comprises the amine compound represented by any one of Formula 1-1, Formula 1-2, and Formula 1-3.

4. The light emitting element of claim 1 , wherein Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

5. The light emitting element of claim 1 , wherein any one selected from Ar 1 and Ar 2 is a substituted or unsubstituted carbazole group.

6. The light emitting element of claim 1 , wherein Ar 1 and Ar 2 are different from each other.

7. The light emitting element of claim 1 , wherein Formula 2 is represented by Formula 2-1:

wherein, in Formula 2-1, Ar 2 is the same as defined with respect to Formula 2.

8. The light emitting element of claim 2 , wherein the emission layer comprises a compound represented by Formula E-1:

wherein, in Formula E-1, R 31 to R 40 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and, optionally, are bonded to an adjacent group to form a ring.

9. The light emitting element of claim 1 , wherein the amine compound is represented by any one selected from among the compounds of Compound Group 1:

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Dongjun
• Pak Hankyu
• Jeong Eunjae
• Han Sanghyun
• Kim Minji
• Jo Sohee

Classifications

• H10K50/15

  Hole transporting layers · CPC title

• H10K85/6576

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

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6572

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

• H10K85/633

  comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom · CPC title