IP Library Granted Patent US 11,905,300
Granted Patent B2
US 11,905,300 · App. 17/386,558 · Granted Feb 20, 2024

Compound, material for an organic electroluminescent device and application thereof

Inventors: Lu Zhai (Shanghai, CN); Wei Gao (Shanghai, CN); Wenpeng Dai (Shanghai, CN); Lei Zhang (Shanghai, CN); Quan Ran (Shanghai, CN)
Assignees: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
C07D519/00H10K85/624H10K85/626H10K85/633H10K85/636H10K85/6572H10K85/6574H10K50/11
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Quick Facts
Patent No.
US 11,905,300
App. No.
17/386,558
Granted
Feb 20, 2024
Kind
B2
Abstract

The present disclosure relates to a compound, a material for an organic electroluminescent device and an application thereof. The compound provided by the present disclosure has a relatively high refractive index and can effectively improve the light extraction efficiency and the external quantum efficiency of an organic electroluminescent device when used in the organic electroluminescent device especially as a material for the capping layer. The compound has a relatively high refractive index in the region of visible light (400-750 nm), which is conducive to improving the light-emitting efficiency. The compound has a relatively large extinction coefficient in the ultraviolet region (less than 400 nm), which is conducive to absorbing harmful light and protecting eyesight and has a relatively small extinction coefficient in the region of blue light (400-450 nm) and hardly absorbs blue light, which is conducive to improve the light-emitting efficiency.

Claims (27)

1. A compound having a structure represented by Formula (1):

wherein, R 1 and R 2 are each independently selected from the group consisting of a benzoxazole-containing group and a benzothiazole-containing group; and

wherein, Y and Z are each independently selected from any one selected from the group consisting of O, S, NR 3 and CR 4 R 5 , wherein R 3 is selected from the group consisting of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, and R 4 and R 5 are each independently any one selected from the group consisting of a hydrogen atom, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl;

wherein substituted groups in R 3 , R 4 and R 5 are each independently any one selected from the group consisting of protium, deuterium, tritium, cyano, halogen, C1-C10 alkyl, C1-C10 haloalkyl, C1-C10 alkoxy, C6-C60 aryl, C3-C60 heteroaryl, and a combination of at least two selected therefrom.

2. The compound according to claim 1 , wherein R 1 and R 2 each independently have a structure represented by Formula (2) or Formula (3):

wherein the squiggle represents a linkage site of the group;

wherein n and m are each independently 0 or 1, L 1 and L 2 are each independently selected from substituted or unsubstituted C6-C60 arylene, R 6 is selected from the group consisting of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, and X is selected from 0 or S; and

wherein substituted groups in L 1 , L 2 and R 6 are each independently selected from any one selected from the group consisting of protium, deuterium, tritium, cyano, halogen, C1-C10 alkyl, C1-C10 haloalkyl, C1-C10 alkoxy, C6-C60 aryl, C3-C60 heteroaryl, and a combination of at least two selected therefrom.

3. The compound according to claim 2 , wherein at least one of R 1 and R 2 has the structure represented by Formula (3).

4. The compound according to claim 2 , wherein R 1 and R 2 each have the structure represented by Formula (3).

5. The compound according to claim 2 , wherein n and m are each 1.

6. The compound according to claim 2 , wherein L 1 and L 2 are each independently selected from substituted or unsubstituted phenylene.

7. The compound according to claim 2 , wherein R 6 is selected from any one selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted quaterphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuryl, substituted or unsubstituted dibenzothienyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted indolocarbazolyl, substituted or unsubstituted indolobenzofuryl, substituted or unsubstituted indolobenzothienyl, substituted or unsubstituted benzofuranpyrimidinyl, substituted or unsubstituted benzothiophenepyrimidinyl, substituted or unsubstituted anthryl, substituted or unsubstituted pyrenyl, substituted or unsubstituted pyrrolyl, substituted or unsubstituted furyl, substituted or unsubstituted thienyl, substituted or unsubstituted indolyl, substituted or unsubstituted indenocarbazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, and a group formed through the linkage of at least two selected therefrom.

8. The compound according to claim 2 , wherein R 6 is selected from

wherein L 2 , m and X each have the same ranges as defined in Formula (3); and

wherein the squiggle represents a linkage site of the group.

9. The compound according to claim 1 , wherein the compound has any one of the following structures represented by M1 to M45:

10. A material for an organic electroluminescent device, comprising any one or a combination of at least two of the compound according to claim 1 .

11. An organic electroluminescent element, comprising a first electrode layer, an organic function layer and a second electrode layer which are stacked in sequence;

wherein the organic function layer comprises the material according to claim 10 .

12. An organic electroluminescent element, comprising a first capping layer, a first electrode layer, an organic function layer and a second electrode layer which are stacked in sequence;

wherein the first capping layer comprises the material according to claim 10 .

13. The organic electroluminescent element according to claim 12 , further comprising a second capping layer disposed on a side of the first capping layer facing away from the first electrode layer, wherein the second capping layer comprises lithium fluoride and/or a material containing small organic molecules with a refractive index of 1.40-1.65.

14. A display panel, comprising the organic electroluminescent element according to claim 11 .

15. The display panel according to claim 14 , wherein the display panel is foldable.

16. A display panel, comprising the organic electroluminescent element according to claim 12 .

17. The display panel according to claim 16 , wherein the display panel is foldable.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2022
From: SHANGHAI TIANMA AM-OLED CO.,LTD.
To: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
Reel/Frame 059498/0307 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2021
From: ZHAI, LU; GAO, WEI; DAI, WENPENG; ZHANG, LEI; RAN, QUAN
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 056997/0293 →
Priority Claims (1)
CN 202110444015.7 · Apr 23, 2021 · national
Continuity (1)
Related Publication 20210355142A1 · Nov 18, 2021