Electroluminescence device

Patent metadata

Field	Value
Publication number	US-12433154-B2
Application number	US-202117444342-A
Country	US
Kind code	B2
Filing date	Aug 3, 2021
Priority date	Nov 4, 2020
Publication date	Sep 30, 2025
Grant date	Sep 30, 2025

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:

First claim

What is claimed is:

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 sub

Assignees

• Samsung Display Co Ltd

Inventors

• Um Hyunah
• Kim Hyeongmin
• Ahn Heechoon
• Lee Yeseul
• Lee Hyoyoung
• Im Yirang
• Cho Seowon

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• C07C15/20

  Polycyclic condensed hydrocarbons · CPC title

• C07D213/06

  containing only hydrogen and carbon atoms in addition to the ring nitrogen atom · CPC title

• H10K71/00

  Manufacture or treatment specially adapted for the organic devices covered by this subclass · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title