IP Library › Granted Patent US 11,600,781
Granted Patent B2
US 11,600,781 · App. 16/745,137 · Granted Mar 7, 2023

Organic electroluminescence device and monoamine compound for organic electroluminescence device

Inventors: Dongjun Kim (Suwon-si, KR); Jongwoo Kim (Hwaseong-si, KR); Eunjae Jeong (Hwaseong-si, KR); Sanghyun Han (Hwaseong-si, KR)
Assignee: Samsung Display Co., Ltd.
H01L51/0061C07D493/04C07D495/04H01L51/0072H01L51/0073H01L51/0074H01L51/5056H01L51/5088
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Quick Facts
Patent No.
US 11,600,781
App. No.
16/745,137
Granted
Mar 7, 2023
Kind
B2
Abstract

An organic electroluminescence device of an embodiment includes a first electrode, a second electrode on the first electrode, and an organic layer between the first electrode and the second electrode, wherein the organic layer includes a monoamine compound including a condensed three ring hetero compound and a condensed four ring hetero compound as substituents, and wherein the condensed four ring hetero compound includes two of at least one atom of an oxygen atom or a sulfur atom.

Claims (59)

1. An organic electroluminescence device, comprising:

a first electrode;

a second electrode on the first electrode; and

an organic layer between the first electrode and the second electrode,

wherein the organic layer comprises a compound represented by the following Formula 1:

in Formula 1,

X is NAr 2 , S, or O,

A and B are each independently O or S,

Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,

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 of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,

L 1 and L 2 are each independently direct linkages, substituted or unsubstituted arylene groups of 6 to 30 carbon atoms for forming a ring, or substituted or unsubstituted heteroarylene groups of 2 to 30 carbon atoms for forming a ring,

“a” and “b” are each independently integers of 0 to 4,

“c” and “d” are each independently integers of 0 to 3, and

“m” and “n” are each independently integers of 0 to 2.

2. The organic electroluminescence device of claim 1 , wherein the organic layer comprises:

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,

wherein the hole transport region comprises the compound represented by Formula 1.

3. The organic electroluminescence device 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,

wherein the hole injection layer or the hole transport layer comprises the compound represented by Formula 1.

4. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by the following Formula 2 or Formula 3:

in Formula 2 and Formula 3,

X, Ar 1 , R 1 to R 4 , L 1 , L 2 , “a” to “d”, “m” and “n” are the same as defined with respect to Formula 1.

5. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by the following Formula 4 or Formula 5:

in Formula 4 and Formula 5,

X, Ar 1 , R 1 to R 4 , L 1 , L 2 , “a” to “d”, “in” and “n” are the same as defined with respect to Formula 1.

6. The organic electroluminescence device of claim 1 , wherein

“m” and “n” are each independently 0 or 1, and

L 1 and L 2 are each independently a direct linkage or a substituted or unsubstituted arylene group of 6 to 12 carbon atoms for forming a ring.

7. The organic electroluminescence device of claim 1 , wherein Ar 1 is a substituted or unsubstituted aryl group of 6 to 18 carbon atoms for forming a ring.

8. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by the following Formula 6:

in Formula 6,

X, A, B, Ar 1 , R 1 to R 4 , L 1 , L 2 , “a” to “d”, “m” and “n” are the same as defined with respect to Formula 1.

9. The organic electroluminescence device of claim 1 , wherein the compound represented by Formula 1 is at least one selected from compounds represented in the following Compound Group 1:

10. A compound, represented by the following Formula 1:

in Formula 1

X is NAr 2 , S, or O,

A and B are each independently O or S,

Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,

R 1 , R 2 , and R 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,

R 3 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, or an unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring,

L 1 and L 2 are each independently direct linkages, substituted or unsubstituted arylene groups of 6 to 30 carbon atoms for forming a ring, or substituted or unsubstituted heteroarylene groups of 2 to 30 carbon atoms for forming a ring,

“a” and “b” are each independently integers of 0 to 4,

“c” and “d” are each independently integers of 0 to 3, and

“m” and “n” are each independently integers of 0 to 2.

11. The compound of claim 10 , wherein Formula 1 is represented by the following Formula 2 or Formula 3:

in Formula 2 and Formula 3,

X, Ar 1 , R 1 to R 4 , L 1 , L 2 , “a” to “d”, “m” and “n” are the same as defined with respect to Formula 1.

12. The compound of claim 10 , wherein Formula 1 is represented by the following Formula 4 or Formula 5:

in Formula 4 and Formula 5,

X, Ar 1 , R 1 to R 4 , L 1 , L 2 , “a” to “d”, “m” and “n” are the same as defined with respect to Formula 1.

13. The compound of claim 10 , wherein:

“m” and “n” are each independently 0 or 1, and

L 1 and L 2 are each independently a direct linkage or a substituted or unsubstituted arylene group of 6 to 12 carbon atoms for forming a ring.

14. The compound of claim 10 , wherein Ar 1 is a substituted or unsubstituted aryl group of 6 to 18 carbon atoms for forming a ring.

15. The compound of claim 10 , wherein the compound represented by Formula 1 is at least one selected from compounds represented in the following Compound Group 1:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2020
From: KIM, DONGJUN; KIM, JONGWOO; JEONG, EUNJAE; HAN, SANGHYUN
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 051625/0967 →
Priority Claims (1)
KR 10-2019-0032405 · Mar 21, 2019 · national
Continuity (1)
Related Publication 20200303653A1 · Sep 24, 2020
Cited By (1)
US 12,685,011