IP Library › Granted Patent US 12,559,674
Granted Patent B2
US 12,559,674 · App. 17/933,726 · Granted Feb 24, 2026

Light emitting element and amine compound for the same

Inventors: Taku Imaizumi (Yokohama, JP); Takao Sakuma (Yokohama, JP)
Assignee: Samsung Display Co., Ltd.
C09K11/06C09K2211/1011C09K2211/1022C09K2211/1088
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Quick Facts
Patent No.
US 12,559,674
App. No.
17/933,726
Granted
Feb 24, 2026
Kind
B2
Abstract

An amine compound is represented by Formula 1. A light emitting element of an embodiment includes a first electrode, a second electrode and at least one functional layer between the first electrode and the second electrode and including the amine compound represented by Formula 1 below, thereby showing high efficiency and long-life characteristics.

Claims (40)

1 . A light emitting element, comprising:

a first electrode;

a second electrode on the first electrode; and

at least one functional layer between the first electrode and the second electrode, and comprising an amine compound represented by the following Formula 1B:

in Formula 1B,

Ar is a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted oxy group, a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted oxygen-containing heteroaryl group of 5 to 40 ring-forming carbon atoms,

Ar is not an unsubstituted biphenyl group,

a is an integer of 0 to 9, b is an integer of 0 to 7,

R 1 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, or a substituted or unsubstituted oxy group, and

R 2 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted oxy group, a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms,

wherein the amine compound represented by Formula 1B optionally has at least one hydrogen atom substituted with a deuterium atom.

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 Formula 1.

3 . The light emitting element of claim 2 , wherein the hole transport region comprises at least one selected from among a hole injection layer, a hole transport layer, and an electron blocking layer, and

at least one selected from among the hole injection layer, the hole transport layer, and the electron blocking layer comprises the amine compound represented by Formula 1.

4 . The light emitting element of claim 1 , wherein Ar is a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms.

5 . The light emitting element of claim 1 , wherein Ar is a substituted or unsubstituted phenyl group, a substituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, or a substituted or unsubstituted dibenzofuranyl group.

6 . The light emitting element of claim 1 , wherein at least one selected from among Ar, R 1 , and R 2 of Formula 1B comprises a deuterium atom, or a substituent comprising a deuterium atom.

7 . The light emitting element of claim 1 , wherein Ar, R 1 , and R 2 do not comprise a substituted or unsubstituted amine group.

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

in Formula E-1,

c and d are each independently an integer of 0 to 5, and

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 thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 10 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or combined with an adjacent group to form a ring.

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

in Compound Group 1, D is a deuterium atom.

10 . An amine compound represented by the following Formula 1B:

in Formula 1B

Ar is a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted oxy group, a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted oxygen-containing heteroaryl group of 5 to 40 ring-forming carbon atoms,

Ar is not an unsubstituted biphenyl group,

a is an integer of 0 to 9,

b is an integer of 0 to 7,

R 1 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, or a substituted or unsubstituted oxy group, and

R 2 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted oxy group, a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms,

wherein the amine compound represented by Formula 1B optionally has at least one hydrogen atom substituted with a deuterium atom.

11 . The amine compound of claim 10 , wherein Ar is a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms.

12 . The amine compound of claim 10 , wherein Ar is a substituted or unsubstituted phenyl group, a substituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, or a substituted or unsubstituted dibenzofuranyl group.

13 . The amine compound of claim 10 , wherein at least one selected from among Ar, R 1 , and R 2 of Formula 1B comprises a deuterium atom, or a substituent comprising a deuterium atom.

14 . The amine compound of claim 10 , wherein the compound represented by Formula 1B is a monoamine compound.

15 . An amine compound is represented by any one selected from among compounds in the following Compound Group 1:

in Compound Group 1, D is a deuterium atom.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2022
From: IMAIZUMI, TAKU; SAKUMA, TAKAO
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 061155/0804 →
Priority Claims (1)
KR 10-2021-0183145 · Dec 20, 2021 · national
Continuity (1)
Related Publication 20230193123A1 · Jun 22, 2023
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