IP Library › Granted Patent US 12,433,154
Granted Patent B2
US 12,433,154 · App. 17/444,342 · Granted Sep 30, 2025

Electroluminescence device

Inventors: Hyunah Um (Seoul, KR); Hyeongmin Kim (Suwon-si, KR); Heechoon Ahn (Seoul, KR); Yeseul Lee (Busan, KR); Hyoyoung Lee (Suwon-si, KR); Yirang Im (Anseong-si, KR); Seowon Cho (Anyang-si, KR)
Assignee: Samsung Display Co., Ltd.
H10K85/626C07D213/06H10K85/40H10K85/6572H10K85/6574H10K85/6576C07C15/20C09K11/06H10K50/11H10K71/00
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Quick Facts
Patent No.
US 12,433,154
App. No.
17/444,342
Granted
Sep 30, 2025
Kind
B2
Abstract

An electroluminescence device of the present disclosure includes a first electrode, a second electrode facing the first electrode, and a plurality of organic layers between the first electrode and the second electrode, wherein at least one organic layer selected from among the plurality of organic layers includes a polycyclic compound represented by Formula 1, thereby showing improved emission efficiency:

Claims (75)

1. An electroluminescence device, comprising:

a first electrode;

a second electrode facing the first electrode; and

a plurality of organic layers between the first electrode and the second electrode,

wherein at least one organic layer selected from among the plurality of organic layers comprises a polycyclic compound, and

the polycyclic compound comprises:

a substituted or unsubstituted fluorene group;

a substituted or unsubstituted phenyl group connected with a carbon atom at position 9 of the substituted or unsubstituted fluorene group;

a substituted or unsubstituted first carbazole group connected with the carbon atom at position 9 of the substituted or unsubstituted fluorene group; and

a substituted or unsubstituted second carbazole group connected with a nitrogen atom of the substituted or unsubstituted first carbazole group,

wherein the substituted first carbazole group is substituted with a substituted or unsubstituted fourth carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, or a biphenyl group.

2. The electroluminescence device of claim 1 , wherein the substituted or unsubstituted phenyl group is directly connected with the carbon atom at position 9 of the substituted or unsubstituted fluorene group.

3. The electroluminescence device of claim 1 , wherein the substituted or unsubstituted first carbazole group is directly connected with the carbon atom at position 9 of the substituted or unsubstituted fluorene group.

4. The electroluminescence device of claim 1 , wherein the substituted or unsubstituted second carbazole group is directly connected with the nitrogen atom of the substituted or unsubstituted first carbazole group.

5. The electroluminescence device of claim 1 , wherein a substituted or unsubstituted third carbazole group is connected with a nitrogen atom of the substituted or unsubstituted second carbazole group.

6. The electroluminescence device of claim 1 , wherein the substituted or unsubstituted phenyl group and the substituted or unsubstituted first carbazole group do not form a ring with each other.

7. The electroluminescence device of claim 1 , wherein the plurality of organic layers comprise a hole transport region, an emission layer, and an electron transport region, and

the polycyclic compound is in the emission layer.

8. The electroluminescence device of claim 7 , wherein the emission layer is to emit at least one of fluorescence, phosphorescence, or thermally activated delayed fluorescence.

9. The electroluminescence device of claim 7 , wherein the emission layer comprises a host and a dopant, and

the host comprises the polycyclic compound.

10. An electroluminescence device, comprising:

a first electrode;

a second electrode facing the first electrode; and

a plurality of organic layers between the first electrode and the second electrode, the plurality of organic layers comprising a hole transport region, an emission layer, and an electron transport region,

wherein the emission layer comprises a polycyclic compound, and

the polycyclic compound comprises:

a substituted or unsubstituted fluorene group;

a substituted or unsubstituted phenyl group connected with a carbon atom at position 9 of the substituted or unsubstituted fluorene group;

a substituted or unsubstituted first carbazole group connected with the carbon atom at position 9 of the substituted or unsubstituted fluorene group; and

a substituted or unsubstituted second carbazole group connected with a nitrogen atom of the substituted or unsubstituted first carbazole group, and

wherein the emission layer is to emit light having a central wavelength of about 420 nm to about 470 nm.

11. An electroluminescence device, comprising:

a first electrode;

a second electrode facing the first electrode; and

a plurality of organic layers between the first electrode and the second electrode,

wherein at least one organic layer selected from among the plurality of organic layers comprises a polycyclic compound represented by Formula 1:

and

in Formula 1,

R 1 to R 4 and R 6 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted amine group, 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,

R 5 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, or a biphenyl group,

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

“c” is an integer of 0 to 5,

“d” is an integer of 0 to 3,

“e” is an integer of 0 to 4,

“f” is an integer of 0 to 3, and

“g” is an integer of 0 to 4.

12. The electroluminescence device of claim 11 , wherein R 1 to R 4 , R 6 , and R 7 are each independently a hydrogen atom or a deuterium atom.

13. The electroluminescence device of claim 11 , wherein R 5 is a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted dibenzothiophene group.

14. The electroluminescence device of claim 11 , wherein R 8 is 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.

15. The electroluminescence device of claim 11 , wherein Formula 1 is represented by Formula 1-1:

and

in Formula 1-1,

X is NAr 1 , O or S,

Y 1 to Y 8 are each independently CR a or N,

Ar 1 is 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,

R a is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted amine group, 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, and

R 1 to R 7 , and “a” to “g” are the same as defined in Formula 1.

16. The electroluminescence device of claim 11 , wherein Formula 1 is represented by any one selected from among Formula 2-1 to Formula 2-3:

and

in Formula 2-1 to Formula 2-3,

Y 1 to Y 8 are each independently CR a or N,

Ar 1 is 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,

R a is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted amine group, 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, and

R 1 to R 7 , and “a” to “g” are the same as defined in Formula 1.

17. The electroluminescence device of claim 16 , wherein Ar 1 is a substituted or unsubstituted phenyl group.

18. The electroluminescence device of claim 11 , wherein Formula 1 is represented by Formula 3-1 or Formula 3-2:

and

in Formula 3-1 and Formula 3-2,

R 1 to R 8 , and “a” to “g” are the same as defined in Formula 1.

19. The electroluminescence device of claim 11 , wherein Formula 1 is represented by Formula 4-1:

and

in Formula 4-1,

R 1 to R 8 , “a” to “d”, and “f” to “g” are the same as defined in Formula 1.

20. The electroluminescence device of claim 11 , wherein the polycyclic compound represented by Formula 1 comprises at least one selected from among compounds represented in Compound Group 1:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2021
From: UM, HYUNAH; KIM, HYEONGMIN; AHN, HEECHOON; LEE, YESEUL; LEE, HYOYOUNG; IM, YIRANG; CHO, SEOWON
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 057179/0159 →
Priority Claims (1)
KR 10-2020-0145766 · Nov 4, 2020 · national
Continuity (1)
Related Publication 20220140255A1 · May 5, 2022
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