IP Library › Granted Patent US 12,635,332
Granted Patent B2
US 12,635,332 · App. 18/732,489 · Granted May 19, 2026

Compound for organic electroluminescence device

Inventors: Eunjae Jeong (Hwaseong-si, KR); Dongjun Kim (Suwon-si, KR); Minji Kim (Hwaseong-si, KR); Sohee Jo (Cheonan-si, KR); Sanghyun Han (Hwaseong-si, KR)
Assignee: Samsung Display Co., Ltd.
H10K50/15C09K11/07H05B33/14H10K85/615H10K85/633H10K85/636H10K85/6572H10K85/6574H10K85/6576H10K50/16H10K50/171
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Quick Facts
Patent No.
US 12,635,332
App. No.
18/732,489
Granted
May 19, 2026
Kind
B2
Abstract

An organic electroluminescence device (OLED) of an embodiment includes a first electrode, a hole transport region on the first electrode, an emission layer on the hole transport region, and an electron transport region on the emission layer. The hole transport region may include an amine compound represented by Formula 1, and the OLED may thereby exhibit high luminous efficiency:

Claims (72)

1 . An organic electroluminescence device comprising:

a capping layer;

an electrode on the capping layer;

an electron transport region on the electrode;

an emission layer on the electron transport region; and

a hole transport region on the emission layer,

wherein

the capping layer comprises an amine compound represented by Formula 1:

and

wherein, in Formula 1,

L 1 and L 2 are each independently a direct linkage, 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,

m and n are each independently an integer of 0 to 2,

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,

R 1 to R 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 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,

a and b are each independently an integer of 0 to 4, and

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

2 . The organic electroluminescence device of claim 1 , the emission layer further comprises a phosphorescence-emitting material.

3 . The organic electroluminescence device of claim 1 , the emission layer further comprises a fluorescence-emitting material.

4 . The organic electroluminescence device of claim 1 , the emission layer is to emit blue light.

5 . The organic electroluminescence device of claim 1 , the emission layer has a plurality of layers.

6 . The organic electroluminescence device of claim 1 , the electron transport region comprises:

an electron transport layer on the emission layer, and

an electron injection layer on the electron transport layer, and

wherein the electron transport layer or the electron injection layer comprises the amine compound.

7 . The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is represented by Formula 2:

and

wherein, in Formula 2,

Ar 1 , Ar 2 , L 1 , R 1 to R 4 , n, and a to d are each independently the same as defined in Formula 1.

8 . The organic electroluminescence device of claim 7 , wherein the amine compound represented by Formula 2 is represented by Formula 3:

and

wherein, in Formula 3,

Ar 1 , Ar 2 , L 1 , R 1 to Ra, n, and a to d are each independently the same as defined in Formula 2.

9 . The organic electroluminescence device of claim 8 , wherein the amine compound represented by Formula 3 is represented by Formula 4-1 or Formula 4-2:

and

wherein, in Formula 4-1 and Formula 4-2,

Ar 1 , Ar 2 , L 1 , R 1 to R 4 , n, and a to d are each independently the same as defined in Formula 3.

10 . The organic electroluminescence device of claim 8 , wherein the amine compound represented by Formula 3 is represented by Formula 4-3 or Formula 4-4:

and

wherein, in Formula 4-3 and Formula 4-4,

Ar 1 , Ar 2 , L 1 , R 1 to R 4 , n, and a to d are each independently the same as defined in Formula 3.

11 . The organic electroluminescence device of claim 1 , wherein L 1 is a direct linkage, a substituted or unsubstituted phenylene, or a substituted or unsubstituted naphthylene.

12 . The organic electroluminescence device of claim 1 , wherein L 1 is represented by Formula 5:

13 . The organic electroluminescence device of claim 1 , wherein Ar 2 is a substituted or unsubstituted aryl group having 6 to 16 ring-forming carbon atoms.

14 . The organic electroluminescence device of claim 13 , wherein Ar 2 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted phenanthrenyl group.

15 . The organic electroluminescence device of claim 1 , wherein Ar 2 is a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

16 . The organic electroluminescence device of claim 1 , wherein Ar 1 is represented by Formula 6:

and

wherein, in Formula 6,

R 5 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 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

e is an integer of 0 to 5.

17 . The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is any one selected from among the compounds represented by Compound Group 1:

18 . The organic electroluminescence device of claim 1 , the emission layer further comprises a phosphorescence-emitting material or a fluorescence-emitting material.

19 . An organic electroluminescence device comprising:

a electrode;

a hole transport region on the electrode;

an emission layer on the hole transport region; and

an electron transport region on the emission layer,

wherein the emission layer comprises one selected from among fluoranthene derivatives, pyrene derivatives, arylacetylene derivatives, anthracene derivatives, fluorene derivatives, perylene derivatives, chrysene derivatives, and combinations thereof, and

the hole transport region comprises an amine compound represented by Formula 1:

and

wherein, in Formula 1,

L 1 and L 2 are each independently a direct linkage, 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,

m and n are each independently an integer of 0 to 2,

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,

R 1 to R 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 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,

a and b are each independently an integer of 0 to 4, and

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

20 . The organic electroluminescence device of claim 19 , wherein the emission layer comprises the anthracene derivatives represented by Formula 10:

wherein, in Formula 10,

W 1 to W 4 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, 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-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring,

m1 and m2 are each independently an integer of 0 to 4, and

m3 and m4 are each independently an integer of 0 to 5.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2024
From: JEONG, EUNJAE; KIM, DONGJUN; KIM, MINJI; JO, SOHEE; HAN, SANGHYUN
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 067738/0850 →
Priority Claims (1)
KR 10-2020-0070839 · Jun 11, 2020 · national
Continuity (2)
Continuation 17210322 · Mar 23, 2021
Related Publication 20240324270A1 · Sep 26, 2024
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