IP Library Granted Patent US 11,912,729
Granted Patent B2
US 11,912,729 · App. 17/003,951 · Granted Feb 27, 2024

Compound, display panel and display apparatus

Inventors: Lei Zhang (Shanghai, CN); Wei Gao (Shanghai, CN); Jinghua Niu (Shanghai, CN); Ying Liu (Shanghai, CN); Dongyang Deng (Shanghai, CN); Yan Lu (Shanghai, CN); Hongyan Zhu (Shanghai, CN); Xia Li (Shanghai, CN)
Assignees: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
C07F7/0803H10K85/40H10K85/622H10K85/6572H10K85/6574H10K85/6576
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Quick Facts
Patent No.
US 11,912,729
App. No.
17/003,951
Granted
Feb 27, 2024
Kind
B2
Abstract

Provided are a boron-silicon heterocyclic compound having a structure represented by formula 1, a display device and a display apparatus. In formula 1, L 1 and L 2 are each a single bond, C6-C30 arylene, C6-C30 fused arylene, C4-C30 heteroarylene, or C4-C30 fused heteroarylene; D 1 and D 2 are each a substituted or unsubstituted C6-C60 aryl, a substituted or unsubstituted C4-C60 heteroaryl, a substituted or unsubstituted C10-C60 fused aryl, a substituted or unsubstituted C8-C30 fused heteroaryl, or a substituted or unsubstituted diphenylamino. The compound has a strong inductive effect and can reduce the driving voltage of the device. The silacyclopentadiene having a silicon atom as spiro-atom can effectively improve the solubility of the material, which is beneficial to the cleaning of the vapor deposition mask. In addition, the compound has a higher triplet energy level to effectively transfer energy to the luminous body, and improves the efficiency of the device.

Claims (54)

1. A compound having a structure represented by formula 1:

wherein L 1 and L 2 are each independently selected from the group consisting of a single bond, a C6-C30 arylene, a C6-C30 fused arylene, a C4-C30 heteroarylene, and a C4-C30 fused heteroarylene; and

D 1 and D 2 are each independently selected from the group consisting of a substituted or unsubstituted C6-C60 aryl, a substituted or unsubstituted C4-C60 heteroaryl, a substituted or unsubstituted C10-C60 fused aryl, a substituted or unsubstituted C8-C30 fused heteroaryl, and a substituted or unsubstituted diphenylamino.

2. The compound according to claim 1 , wherein L 1 and L 2 are each independently any one of the following groups:

wherein Z is selected from the group consisting of O, S, and NH; and

# represents a bonding position.

3. The compound according to claim 1 , wherein L 1 and L 2 are identical.

4. The compound according to claim 1 , wherein D 1 and D 2 are identical.

5. The compound according to claim 1 , wherein D 1 and D 2 are each independently selected from the group consisting of a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracyl, a substituted or unsubstituted phenanthracyl, a substituted or unsubstituted acenaphthylenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted perylenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted chrysenyl, a substituted or unsubstituted benzophenanthracyl, a substituted or unsubstituted benzoanthracyl, a substituted or unsubstituted fluoranthenyl, a substituted or unsubstituted picenyl, a substituted or unsubstituted furyl, a substituted or unsubstituted benzofuryl, a substituted or unsubstituted dibenzofuryl, a substituted or unsubstituted thienyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted phenazinyl, a substituted or unsubstituted phenothiazinyl, a substituted or unsubstituted thianthrenyl, carbazolyl and a carbazole-derived group, acridinyl and an acridine-derived group, and diarylamino and a diarylamine-derived group.

6. The compound according to claim 2 , wherein D 1 and D 2 are each independently selected from the group consisting of a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracyl, a substituted or unsubstituted phenanthracyl, a substituted or unsubstituted acenaphthylenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted perylenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted chrysenyl, a substituted or unsubstituted benzophenanthracyl, a substituted or unsubstituted benzoanthracyl, a substituted or unsubstituted fluoranthenyl, a substituted or unsubstituted picenyl, a substituted or unsubstituted furyl, a substituted or unsubstituted benzofuryl, a substituted or unsubstituted dibenzofuryl, a substituted or unsubstituted thienyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted phenazinyl, a substituted or unsubstituted phenothiazinyl, a substituted or unsubstituted thianthrenyl, carbazolyl and a carbazole-derived group, acridinyl and an acridine-derived group, and diarylamino and a diarylamine-derived group.

7. The compound according to claim 1 , wherein D 1 and D 2 are each independently a group represented by:

wherein Cy is present or absent, and

when Cy is present, Cy is an aromatic ring or an aromatic fused ring;

n is 0, 1, or 2; and

# represents a bonding position.

8. The compound according to claim 7 ,

wherein when Cy is present, Cy is a benzene ring, a naphthalene ring, or a phenanthrene ring.

9. The compound according to claim 1 , wherein D 1 and D 2 are each independently any one of the following groups:

wherein # represents a bonding position.

10. The compound according to claim 1 , wherein D 1 and D 2 are each independently a group represented by:

wherein X is selected from the group consisting of O, S, N-r 01 and C(r 02 r 03 ), and r 0 , r 01 , r 02 and r 03 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl;

m is 0, 1, or 2; and

# represents a bonding position.

11. The compound according to 2 , wherein D 1 and D 2 are each independently a group represented by:

wherein X is selected from the group consisting of O, S, N-r 01 and C(r 02 r 03 ), and r 0 , r 01 , r 02 and r 03 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl;

m is 0, 1, or 2; and

# represents a bonding position.

12. The compound according to claim 1 , wherein D 1 and D 2 are each independently any one of the following groups:

wherein r 1 , r 2 , r 3 , r 4 and r 5 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl;

m is 0, 1, or 2; and

# represents a bonding position.

13. The compound according to claim 2 , wherein D 1 and D 2 are each independently any one of the following groups:

wherein r 1 , r 2 , r 3 , r 4 and r 5 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl;

m is 0, 1, or 2; and

# represents a bonding position.

14. The compound according to claim 1 , wherein D 1 and D 2 are each independently a group represented by:

wherein Y is selected from the group consisting of O, S, N-r 1 , and C(r 02 r 03 ), and r 0 , r 01 , r 02 and r 03 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl; and

# represents a bonding position.

15. The compound according to claim 2 , wherein D 1 and D 2 are each independently a group represented by:

wherein Y is selected from the group consisting of O, S, N-r 1 , and C(r 02 r 03 ), and r 0 , r 01 , r 02 and r 03 are each independently selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl; and

# represents a bonding position.

16. The compound according to claim 1 , wherein D 1 and D 2 are each independently any one of the following groups:

wherein r 6 is selected from the group consisting of H, a C1-C6 alkyl, a C1-C6 alkoxy, and a C6-C12 aryl; and

# represents a bonding position.

17. The compound according to claim 1 , wherein the compound is any one of the following compounds:

18. A display panel, comprising an organic light-emitting device,

wherein the organic light-emitting device comprises:

an anode;

a cathode; and

a light-emitting layer disposed between the anode and the cathode,

wherein a light-emitting host material or a light-emitting guest material of the light-emitting layer is one or more selected from the compounds according claim 1 .

19. The display panel according to claim 18 , wherein the organic light-emitting device further comprises an electron transmission layer, and

wherein the electron transmission layer comprises one or more electron transmission materials selected from the compounds according to claim 1 .

20. A display apparatus, comprising the display panel according to claim 18 .

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 Aug 26, 2020
From: ZHANG, LEI; GAO, WEI; NIU, JINGHUA; LIU, YING; DENG, DONGYANG; LU, YAN; ZHU, HONGYAN; LI, XIA
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 053608/0425 →
Priority Claims (1)
CN 202010622200.6 · Jun 30, 2020 · national
Continuity (1)
Related Publication 20200392165A1 · Dec 17, 2020