IP Library Granted Patent US 11,427,583
Granted Patent B2
US 11,427,583 · App. 16/591,755 · Granted Aug 30, 2022

Compound, OLED display panel and display device

Inventors: Wenpeng Dai (Shanghai, CN); Wei Gao (Shanghai, CN); Lei Zhang (Shanghai, CN); Jinghua Niu (Shanghai, CN); Ying Liu (Shanghai, CN); Ping An (Shanghai, CN)
Assignees: WUHAN TIANMA MICROELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
C07D471/06C07D405/14C07D409/14C07F7/0814H01L51/0052H01L51/0059H01L51/0067H01L51/0072H01L51/0094H01L51/5012
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Quick Facts
Patent No.
US 11,427,583
App. No.
16/591,755
Granted
Aug 30, 2022
Kind
B2
Abstract

The present disclosure relates to the field of organic electroluminescence materials and particularly relates to a compound, an OLED display panel and a display device. The compound according to the present disclosure has a structure represented by a formula (I) or a formula (II):

Claims (31)

1. A compound, wherein the compound has a structure represented by a formula (I) or a formula (II):

in the formula (I) and the formula (II), X 1 -X 4 each are independently selected from a C atom or a N atom, and at least two of X 1 -X 4 are N atoms; and R 1 -R 8 each are independently selected from at least one of a hydrogen atom, methyl-substituted or unsubstituted C1-C20 alkyl, unsubstituted C3-C20 cycloalkyl, unsubstituted C3-C20 heterocyclyl, substituted or unsubstituted C6-C40 aryl, unsubstituted C4-C40 heteroaryl, unsubstituted C10-C60 condensed aryl or unsubstituted C10-C60 condensed heteroaryl;

p, q, r and s each are independently selected from 0 or 1;

in the formula (I), Ar 1 -Ar 4 each are independently selected from at least one of substituted or unsubstituted aryl with the number of carbon atoms to be C6-C30, substituted or unsubstituted heterocyclyl with the number of carbon atoms to be C5-C20, alkylsilicyl with the number of carbon atoms to be C3-C30, or arylsilicyl with the number of carbon atoms to be C8-C30; and

in the formula (II), Y is selected from a direct bond, a S atom, an O atom, a N atom or a C atom; A and B each are independently selected from at least one of substituted or unsubstituted C6-C40 aryl, substituted or unsubstituted C4-C40 heteroaryl, and D is selected from a N-atom-containing five-membered ring or six-membered ring; wherein when D is the N-atom-containing five-membered ring, Y is a direct bond; when D is the N-atom-containing six-membered ring, Y is selected from a S atom, an O atom, a N atom or a C atom.

2. The compound according to claim 1 , wherein in X 1 -X 4 , X 1 and X 2 are N atoms, and X 3 and X 4 are C atoms.

3. The compound according to claim 1 , wherein in X 1 -X 4 , X 1 and X 3 are N atoms, and X 2 and X 4 are C atoms.

4. The compound according to claim 1 , wherein in X 1 -X 4 , X 1 and X 4 are N atoms, and X 2 and X 3 are C atoms.

5. The compound according to claim 1 , wherein R 3 and R 7 are the same, and R 2 and R 6 are the same.

6. The compound according to claim 1 , wherein R 1 and R 5 are the same, and R 4 and R 8 are the same.

7. The compound according to claim 1 , wherein Ar 1 and Ar 4 are the same, and Ar 2 and Ar 3 are the same.

8. The compound according to claim 1 , wherein R 1 -R 8 each are independently selected from C1-C20 alkyl and C3-C20 cycloalkyl.

9. The compound according to claim 1 , wherein at least two of p, q, r and s are 0.

10. The compound according to claim 1 , wherein in R 1 -R 8 , the aryl with the number of carbon atoms to be C6-C30 is selected from one or more of phenyl, biphenyl, 9,9-fluorenyl, terphenyl, naphthyl, anthryl, phenanthryl, 9,10-benzophenanthryl, 1,2-benzophenanthryl, acenaphthylenyl, perylenyl, pyrenyl and indenyl; and the heterocyclyl with the number of carbon atoms to be C5-C20 is selected from one or more of furyl, thienyl, pyrryl, oxazolyl, thiazolyl, pyrazolyl, pyranyl, imidazolyl, pyridyl, pyrazinyl, pyrimidyl, 1,3,4-oxadiazolyl, 1,2,4-triazolyl, 1,3,5-triazinyl, indolyl, benzimidazolyl, dibenzofuryl, dibenzothienyl, carbazolyl, quinolyl, quinoxalyl, ortho-phenanthrolinyl, phenazinyl and pyridazinyl.

11. The compound according to claim 1 , wherein the alkylsilicyl with the number of carbon atoms to be C3-C30 is selected from trimethyl silicyl and triethyl silicyl, and the arylsilicyl with the number of carbon atoms to be C8-C30 is selected from phenyl trimethyl silicyl, phenyl triethyl silicyl.

12. The compound according to claim 1 , wherein in R 1 -R 8 , the aryl with the number of carbon atoms to be C6-C30 is selected from at least one of phenyl, naphthyl, biphenyl, 9,9-fluorenyl and terphenyl; and the heterocyclyl with the number of carbon atoms to be C5-C20 is selected from at least one of dibenzofuryl, dibenzothienyl and pyridyl.

13. The compound according to claim 1 , wherein the compound has a structure represented by a formula (II-1)

wherein, X 1 -X 4 each are independently selected from a C atom or a N atom, and at least two of X 1 -X 4 are N atoms; and R 1 -R 8 each are independently selected from at least one of a hydrogen atom, methyl-substituted or unsubstituted C1-C20 alkyl, unsubstituted C3-C20 cycloalkyl, unsubstituted C3-C20 heterocyclyl, unsubstituted C6-C40 aryl, unsubstituted C4-C40 heteroaryl, unsubstituted C10-C60 condensed aryl, or unsubstituted C10-C60 condensed heteroaryl;

p, q, r, s, m and n each are independently selected from 0 or 1; and

Y is selected from a S atom, an O atom, a N atom or a C atom; R 9 , R 10 , R 11 and R 12 each are independently selected from at least one of a hydrogen atom, C1-C6 alkyl, C1-C6 alkoxy, —CF 3 , —S—CH 3 and —CN—; and R 21 and R 22 each are independently selected from at least one of a hydrogen atom, C1-C6 alkyl and C1-C6 alkoxy.

14. The compound according to claim 1 , wherein Y is an S atom.

15. The compound according to claim 1 , wherein the compound has a structure represented by a formula (II-2)

wherein, X 1 -X 4 each are independently selected from a C atom or a N atom, and at least two of X 1 -X 4 are N atoms; and R 1 -R 8 each are independently selected from at least one of a hydrogen atom, methyl-substituted or unsubstituted C1-C20 alkyl, unsubstituted C3-C20 cycloalkyl, unsubstituted C3-C20 heterocyclyl, substituted or unsubstituted C6-C40 aryl, unsubstituted C4-C40 heteroaryl, unsubstituted C10-C60 condensed aryl, or unsubstituted C10-C60 condensed heteroaryl;

p, q, r and s each are independently selected from 0 or 1; and R 13 , R 14 , R 15 and R 16 each are independently selected from at least one of a hydrogen atom, C1-C6 alkyl, C1-C6 alkoxy, —CF 3 , —S—CH 3 and —CN—.

16. The compound according to claim 1 , wherein the compound is selected from any one of

17. The compound according to claim 1 , wherein the compound is selected from any one of

18. An OLED display panel, wherein the OLED display panel comprises a first electrode, a second electrode and an organic film layer arranged between the first electrode and the second electrode;

the organic film layer comprises a luminescent layer; and

a luminescent material of the luminescent layer comprises the compound according to claim 1 .

19. The OLED display panel according to claim 18 , wherein the luminescent material serves as a host material or a guest material of the luminescent layer, or the luminescent material independently forms the luminescent layer to prepare a non-doped OLED display panel.

20. A display device, wherein the display device comprises the OLED 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 Oct 3, 2019
From: DAI, WENPENG; GAO, WEI; LEI, ZHANG; NIU, JINGHUA; LIU, YING; AN, PING
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 050614/0992 →
Priority Claims (1)
CN 201910579361.9 · Jun 28, 2019 · national
Continuity (1)
Related Publication 20200407359A1 · Dec 31, 2020