IP Library Patent Application 17364855
Patent Application
App. No. 17/364,855

COMPOUND, MATERIAL FOR AN ORGANIC ELECTROLUMINESCENT DEVICE AND APPLICATION THEREOF

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Patent No.
US None
App. No.
17/364,855
Abstract

A compound, a material for an organic electroluminescent device and an application thereof are disclosed herein. The compound has a structure represented by Formula (1). The compound has a relatively high refractive index and can effectively improve the light extraction efficiency. The external quantum efficiency of the compound makes it suitable for use as a capping layer when used in an organic electroluminescent device. The compound has a relatively high refractive index in the region of visible light (400-750 nm), which is advantageous for improving the light-emitting efficiency. The compound has a relatively large extinction coefficient in the ultraviolet region (less than 400 nm), which is advantageous for absorbing harmful light and protecting eyesight. Meanwhile, a deuterium atom may be introduced into the compound to significantly improve the device lifetime.

Claims (64)

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

wherein, R is selected from the group consisting of substituted or unsubstituted C10-C60 fused-ring aryl and substituted or unsubstituted C6-C60 fused-ring heteroaryl;

wherein, each of P 1 , P 2 , P 3 , P 4 , P 5 and P 6 are is selected from the group consisting of a hydrogen atom, a deuterium atom, CD 3 , CD 2 CH 3 and CD 2 CD 3 ;

wherein, each of Ar 1 and Ar 2 is selected from the group consisting of a single bond, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene, substituted or unsubstituted C10-C60 fused-ring arylene and substituted or unsubstituted C6-C60 fused-ring heteroarylene;

wherein, each of X and Y is selected from the group consisting of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, and at least one of X and Y is selected from substituted or unsubstituted C3-C60 electron withdrawing heteroaryl; and

wherein each of substituted groups in R, Ar 1 , Ar 2 , X and Y is selected from the group consisting of protium, deuterium, tritium, 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 is selected from groups represented by Formula (2), Formula (3) and Formula (4):

wherein each of Z 1 to Z 10 is selected from the group consisting of a N atom, CH and CR 1 , wherein R 1 is selected from the group consisting of protium, deuterium, tritium, 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 each of Z 1 to Z 10 is selected from the group consisting of CH and CR 1 .

4 . The compound according to claim 3 , wherein R is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group.

5 . The compound according to claim 4 , wherein R is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group.

6 . The compound according to claim 5 , wherein R is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group.

7 . The compound according to claim 2 , wherein in Formula (2), at least one of Z 1 to Z 10 is selected from N;

and where in in Formula (3), at least one of Z 1 to Z 10 is selected from N; and

in Formula (4), at least one of Z 1 to Z 8 is selected from N.

8 . The compound according to claim 7 , wherein R is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group.

9 . The compound according to claim 2 , wherein in Formula (2), at least one of Z 1 to Z 10 is CR 1 , and wherein R 1 is selected from the group consisting of deuterium, halogen, C1-C10 haloalkyl, and a combination of at least two selected therefrom;

wherein in Formula (3), at least one of Z 1 to Z 10 is CR 1 , and wherein R 1 is selected from the group consisting of deuterium, halogen, C1-C10 haloalkyl, and a combination of at least two selected therefrom; and

wherein in Formula (4), at least one of Z 1 to Z 8 is CR 1 , and wherein R 1 is selected from the group consisting of deuterium, halogen, C1-C10 haloalkyl, and a combination of at least two selected therefrom.

10 . The compound according to claim 9 , wherein R is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group.

11 . The compound according to claim 1 , wherein each of X and Y is selected from substituted or unsubstituted C3-C60 electron withdrawing heteroaryl.

12 . The compound according to claim 1 , wherein each of X and Y is selected from the group consisting of the following substituted or unsubstituted groups:

wherein # represents a linkage site of the group;

wherein Q is selected from the group consisting of an O atom, a S atom and NR 8 ;

wherein each of R 2 to R 7 is selected from the group consisting of hydrogen, protium, deuterium, tritium, halogen, C1-C10 alkyl, C1-C10 alkoxy, C6-C60 aryl, and C3-C60 heteroaryl; and

wherein the ring A is fused at any position of a benzene ring where the ring A is able to be fused, and wherein the ring A is selected from the group consisting of substituted or unsubstituted C6-C30 aromatic rings and substituted or unsubstituted C3-C30 heteroaromatic rings.

13 . The compound according to claim 12 , wherein each of X and Y is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group; and

wherein Q and R 2 to R 7 each have the same ranges as defined in claim 12 .

14 . The compound according to claim 13 , wherein each of X and Y is selected from the group consisting of the following groups:

wherein # represents a linkage site of the group; and

wherein R 6 has the same range as defined in claim 13 .

15 . The compound according to claim 14 , wherein Ar 1 is selected from the group consisting of substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene, substituted or unsubstituted C10-C60 fused-ring arylene and substituted or unsubstituted C6-C60 fused-ring heteroarylene, and wherein X is selected from the group consisting of

and/or

wherein Ar 2 is selected from the group consisting of substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene, substituted or unsubstituted C10-C60 fused-ring arylene and substituted or unsubstituted C6-C60 fused-ring heteroarylene, and wherein Y is selected from the group consisting of

wherein # represents a linkage site of the group.

16 . The compound according to claim 14 , wherein Ar 1 is selected from a single bond, and wherein X is selected from the group consisting of

and/or wherein Ar 2 is selected from a single bond, and Y is selected from the group consisting of

wherein R 6 has the same range as defined in claim 14 ; and

wherein # represents a linkage site of the group.

17 . The compound according to claim 1 , wherein each of Ar 1 and Ar 2 is selected from the group consisting of phenylene, biphenylene, terphenylene, naphthylene, anthrylene, phenanthrylene, pyridinylene, pyrimidinylene, triazinylene, furylene, pyrrolidene, thienylene, quinolylene, isoquinolylene, benzofurylene and benzothienylene.

18 . The compound according to claim 15 , wherein each of Ar 1 and Ar 2 is selected from

19 . The compound according to claim 1 , wherein each of Ar 1 and Ar 2 is selected from the group consisting of naphthylene and biphenylene.

20 . The compound according to claim 19 , wherein each of Ar 1 and Ar 2 is selected from the group consisting of

wherein # represents a linkage site of the group.

21 . The compound according to claim 1 , wherein the compound has a structure represented by Formula (2):

wherein R, Ar 1 , Ar 2 , X and Y each have the same ranges as defined in Formula (1).

22 . The compound according to claim 1 , wherein at least one of P 1 , P 2 , P 3 , P 4 , P 5 and P 6 is selected from a deuterium atom.

23 . The compound according to claim 22 , wherein each of P 2 , P 3 , P 5 and P 6 is selected from a deuterium atom.

24 . The compound according to claim 1 , wherein the difference between the refractive index of the compound at a wavelength of 460 nm and the refractive index of the compound at a wavelength of 530 nm is 0.10-0.17, wherein the difference between the refractive index of the compound at a wavelength of 530 nm and the refractive index of the compound at a wavelength of 620 nm is 0.03-0.10, and wherein the difference between the refractive index of the compound at a wavelength of 460 nm and the refractive index of the compound at a wavelength of 620 nm is 0.15-0.40.

25 . The compound according to claim 1 , wherein a film with a thickness of 700 angstroms and prepared from the compound has an absorbance greater than 0.3 at a wavelength of 250 nm and at a wavelength of 380 nm.

26 . The compound according to claim 1 , wherein the compound has any one of the following structures represented by P1 to P305:

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

28 . 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 27 .

29 . 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 27 .

30 . A display panel, comprising the organic electroluminescent element according to claim 28 , wherein the display panel is optionally used in a display device

31 . A display panel, comprising the organic electroluminescent element according to claim 29 , wherein the display panel is optionally used in a display device.

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 1, 2021
From: DAI, WENPENG; GAO, WEI; ZHANG, LEI; RAN, QUAN; ZHAI, LU
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 056731/0320 →