IP Library Granted Patent US 11,751,474
Granted Patent B2
US 11,751,474 · App. 16/590,297 · Granted Sep 5, 2023

Compound and organic light emitting display device

Inventors: Wei Gao (Shanghai, CN); Ying Liu (Shanghai, CN); Lei Zhang (Shanghai, CN); Wenpeng Dai (Shanghai, CN); Jinghua Niu (Shanghai, CN); Gaojun Huang (Shanghai, CN)
Assignees: WUHAN TIANMA MICROELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
H10K85/6572C07D209/86C07D401/14C07D403/14C07D409/14C07F5/027C07F9/5728H10K85/322H10K85/654H10K85/6576H10K50/11H10K2101/10H10K2101/30
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Quick Facts
Patent No.
US 11,751,474
App. No.
16/590,297
Granted
Sep 5, 2023
Kind
B2
Abstract

The present disclosure relates to the field of organic electroluminescence materials and particularly relates to a compound and an organic light emitting display device. The compound has a structure represented by Formula (I): and, m, n, p, q, r, s, u, and v are each independently selected from 0 or 1, at least one of r and s is 1, at least one of u and v is 1, L 1 , L 2 , L 3 , and L 4 are each independently selected from substituted or unsubstituted C6-C40 aryl, or substituted or unsubstituted C3-C40 heterocyclyl, and A 1 , A 2 , A 3 , and A 4 each are independently selected from an electron acceptor unit.

Claims (37)

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

wherein, m, n, p, q, r, s, u, and v are each independently selected from 0 or 1, at least one of r and s is 1, at least one of u and v is 1, L 1 , L 2 , L 3 , and L 4 are each independently selected from substituted or unsubstituted C6-C40 aryl, or substituted or unsubstituted C3-C40 heterocyclyl, and A 1 , A 2 , A 3 , and A 4 are each independently selected from an electron acceptor unit.

2. The compound according to claim 1 , wherein r and u are selected from 1, and s and v are selected from 0.

3. The compound according to claim 1 , wherein r, s, u, and v are all selected from 1.

4. The compound according to claim 1 , wherein the C6-C40 aryl is selected from one or more of phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, anthryl, bianthryl, diphenylanthryl, benzodihydroanthryl, phenanthryl, dihydrophenanthryl, triphenylene, pyrenyl, fluorenyl, difluorenyl, fluoranthenyl, indenofluorenyl, cyclopentanophenanthryl, spirofluorenyl, benzofluorenyl, indenoanthryl, dibenzofluorenyl, naphthoanthryl, and benzoanthryl; or

the C3-C40 heterocyclyl is selected from one or more of thienyl, thiazolyl, pyridyl, furyl, pyranyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, oxadiazolyl, triazolyl, thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, phenoxazinyl, phenazinyl, phenothiazinyl, thiaoxazinyl, thianthrenyl, indolyl, benzimidazolyl, benzothiazolyl, purinyl, quinolyl, isoquinolyl, quinoxalyl, and phenanthrolinyl.

5. The compound according to claim 1 , wherein A 1 , A 2 , A 3 , and A 4 are each independently selected from any one or more of a nitrogen-containing heterocyclic substituent, a cyano substituent, a triaryl boron substituent, a benzophenone substituent, an aromatic heterocyclic ketone substituent, and a sulfone substituent.

6. The compound according to claim 5 , wherein the nitrogen-containing heterocyclic substituent is selected from any one or more of structures below:

wherein, # represents a connection position; and R is selected from a group of a hydrogen atom, C1-20 alkyl, C1-20 alkoxy, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl.

7. The compound according to claim 5 , wherein the cyano substituent is selected from one or more of structures below:

wherein, # represents a connection position.

8. The compound according to claim 5 , wherein the aryl boron substituent is selected from one or more of structures below:

wherein, # represents a connection position; X is selected from a group of BR 9 , O, S, or NR 9 ; and R 1 -R 9 are each independently selected from C1-20 alkyl, C1-20 alkoxy, C6-40 aryl, and C4-40 heteroaryl.

9. The compound according to claim 5 , wherein the aryl ketone substituent and the aromatic heterocyclic ketone substituent are selected from one or more of structures below:

wherein, # represents a connection position, and R in the structural formula represents C1-20 alkyl, C1-20 alkoxy, C2-20 alkenyl, C2-20 alkynyl, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl.

10. The compound according to claim 5 , wherein the sulfone substituent is selected from one or more of structures below:

wherein, # represents a connection position.

11. The compound according to claim 5 , wherein A 1 , A 2 , A 3 and A 4 are each independently selected from one or more of structures below:

wherein, # represents a connection position, and R in each structural formula each independently represents C1-20 alkyl, C1-20 alkoxy, C2-20 alkenyl, C2-20 alkynyl, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl.

12. The compound according to claim 2 , wherein the C6-C40 aryl is selected from one or more of phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, anthryl, bianthryl, diphenylanthryl, benzodihydroanthryl, phenanthryl, dihydrophenanthryl, triphenylene, pyrenyl, fluorenyl, difluorenyl, fluoranthenyl, indenofluorenyl, cyclopentanophenanthryl, spirofluorenyl, benzofluorenyl, indenoanthryl, dibenzofluorenyl, naphthoanthryl, and benzoanthryl; and the C3-C40 heterocyclyl is selected from one or more of thienyl, thiazolyl, pyridyl, furyl, pyranyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, oxadiazolyl, triazolyl, thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, phenoxazinyl, phenazinyl, phenothiazinyl, thiaoxazinyl, thiaanthryl, indolyl, benzimidazolyl, benzothiazolyl, purinyl, quinolyl, isoquinolyl, quinoxalyl, and phenanthrolinyl.

13. The compound according to claim 2 , wherein A 1 , A 2 , A 3 , and A 4 are each independently selected from one or more of structures below:

wherein, # represents a connection position; and R is selected from a group of a hydrogen atom, C1-20 alkyl, C1-20 alkoxy, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl;

wherein, # represents a connection position;

wherein, # represents a connection position; X is selected from BR 9 , O, S, or NR 9 ; and R 1 -R 9 are each independently selected from a group of C1-20 alkyl, C1-20 alkoxy, C6-40 aryl, and C4-40 heteroaryl;

wherein, # represents a connection position, and R in the structural formula represents C1-20 alkyl, C1-20 alkoxy, C2-20 alkenyl, C2-20 alkynyl, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl;

wherein, # represents a connection position;

wherein, # represents a connection position, and R in each structural formula each independently represents C1-20 alkyl, C1-20 alkoxy, C2-20 alkenyl, C2-20 alkynyl, C4-8 cycloalkyl, C6-40 aryl, and C4-40 heteroaryl.

14. The compound according to claim 3 , wherein the C6-C40 aryl is selected from a group of phenyl; and the C6-C40 heterocyclyl is selected from one or more of thienyl, thiazolyl, pyridyl, furyl, pyranyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, oxadiazolyl, triazolyl, thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, and triazinyl.

15. The compound according to claim 3 , wherein A 1 , A 2 , A 3 , and A 4 are each independently selected from one or more of

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

17. An organic light emitting display device, wherein the organic light emitting display device comprises an organic electroluminescence apparatus, and the organic electroluminescence apparatus comprises:

an organic functional layer comprising one or more organic film layers, and at least one of the organic film layers is a luminescent layer; and

the luminescent layer comprises a luminescent material, and the luminescent material comprises any one or more of the compounds according to claim 1 ;

wherein the compound is a host material of the luminescent layer.

18. The organic light emitting display device according to claim 17 , wherein a guest material is selected from a fluorescent material, a thermally activated delayed fluorescent material, or a phosphorescence material, the difference between HOMO of the host material and HOMO of the guest material is less than 0.6 eV, or the difference between LUMO of the host material and LUMO of the guest material is less than 0.6 eV.

19. The organic light emitting display device according to claim 18 , wherein the guest material is selected from a fluorescent material, or a thermally activated delayed fluorescent material, singlet-state energy of the guest material is lower than that of the host material, and difference between the singlet-state energy of the host material and the singlet-state energy of the guest material is less than 1.0 eV.

20. The organic light emitting display device according to claim 18 , wherein the guest material is selected from a phosphorescence material, the triplet-state energy of the guest material is lower than that of the host material, and the difference between the triplet-state energy of the host material and the triplet-state energy of the guest material is less than 1.0 eV.

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 8, 2019
From: GAO, WEI; LIU, YING; ZHANG, LEI; DAI, WENPENG; NIU, JINGHUA; HUANG, GAOJUN
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 050646/0591 →
Priority Claims (1)
CN 201910580662.3 · Jun 29, 2019 · national
Continuity (1)
Related Publication 20200411769A1 · Dec 31, 2020