IP Library Granted Patent US 10,840,452
Granted Patent B2
US 10,840,452 · App. 16/068,726 · Granted Nov 17, 2020

Organic electronic material including charge transport polymer or oligomer having structural unit containing aromatic amine structure substituted with fluorine atom, organic electronic element, and organic electroluminescent element

Inventors: Shigeaki Funyuu (Tsuchiura, JP); Tomotsugu Sugioka (Ibaraki, JP); Kenichi Ishitsuka (Nagareyama, JP); Naoki Asano (Tsukuba, JP)
Assignee: HITACHI CHEMICAL COMPANY, LTD.
H01L51/0035C09K11/06H01L51/0097H01L51/50H01L51/5056C09K2211/1007C09K2211/1029C09K2211/185
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Quick Facts
Patent No.
US 10,840,452
App. No.
16/068,726
Granted
Nov 17, 2020
Kind
B2
Abstract

One embodiment relates to an organic electronic material containing a charge transport polymer or oligomer, wherein the charge transport polymer or oligomer has a structural unit containing an aromatic amine structure substituted with a fluorine atom.

Claims (44)

1. An organic electronic material comprising a charge transport polymer or oligomer, wherein the charge transport polymer or oligomer has a structural unit containing an aromatic amine structure substituted with a fluorine atom and also has a structural unit containing an aromatic amine structure that is not substituted with a fluorine atom,

wherein the aromatic amine structure substituted with a fluorine atom includes at least one type of structure selected from the group consisting of the structures shown below:

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom,

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom, and

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom,

wherein the aromatic amine structure that is not substituted with a fluorine atom includes at least one type of structure selected from the group consisting of the structures shown below:

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom,

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom, and

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom, and

wherein the number average molecular weight of the charge transport polymer or oligomer is 3,000 or greater.

2. An organic electronic material comprising a charge transport polymer or oligomer, wherein the charge transport polymer or oligomer has a structural unit containing an aromatic amine structure substituted with a fluorine atom and also has a structural unit containing an aromatic amine structure that is not substituted with a fluorine atom,

wherein the aromatic amine structure substituted with a fluorine atom includes at least one type of structure selected from the group consisting of the structures shown below:

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom,

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom,

and wherein the aromatic amine structure that is not substituted with a fluorine atom includes at least one type of structure selected from the group consisting of the structures shown below:

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom,

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom, and

wherein each Ar′ independently represents an aromatic hydrocarbon group, and each Ar′ may be independently substituted with a substituent other than a fluorine atom.

3. The organic electronic material according to claim 2 , wherein the charge transport polymer or oligomer has a polymerizable functional group.

4. The organic electronic material according to claim 2 , further comprising an onium salt.

5. An ink composition comprising the organic electronic material according to claim 2 and a solvent.

6. A method for producing an organic layer comprising a step of applying the ink composition according to claim 5 .

7. A method for producing an organic electronic element comprising a step of applying the ink composition according to claim 5 .

8. A method for producing an organic electroluminescent element comprising a step of applying the ink composition according to claim 5 .

9. An organic layer comprising the organic electronic material according to claim 2 .

10. An organic electronic element comprising at least one of the organic layer according to claim 9 .

11. An organic electroluminescent element comprising at least the organic layer according to claim 9 and a light-emitting layer that contacts the organic layer.

12. An organic electroluminescent element comprising at least an anode, a hole injection layer, a hole transport layer, a light-emitting layer and a cathode, wherein the hole transport layer is the organic layer according to claim 9 .

13. An organic electroluminescent element comprising at least one of the organic layer according to claim 9 .

14. The organic electroluminescent element according to claim 13 , further comprising a flexible substrate.

15. The organic electroluminescent element according to claim 13 , further comprising a resin film substrate.

16. A display element comprising the organic electroluminescent element according to claim 13 .

17. An illumination device comprising the organic electroluminescent element according to claim 13 .

18. A display device comprising the illumination device according to claim 17 , and a liquid crystal element as a display unit.

19. The organic electronic material according to claim 2 , wherein the aromatic amine structure substituted with a fluorine atom includes at least one type of structure selected from the group consisting of the structures shown below:

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom, and

wherein each Ar independently represents an aromatic hydrocarbon group, and at least one Ar is an aromatic hydrocarbon group substituted with one or more fluorine atoms, and each Ar may be independently substituted with a substituent other than a fluorine atom.

20. The organic electronic material according to claim 19 , wherein the number of substituents other than a fluorine atom contained in the aromatic amine structure is 3 or fewer.

21. The organic electronic material according to claim 19 , wherein the number average molecular weight of the charge transport polymer or oligomer is 5,000 or greater.

22. The organic electronic material according to claim 19 , wherein the number average molecular weight of the charge transport polymer or oligomer is 10,000 or greater.

23. The organic electronic material according to claim 2 , wherein the number of substituents other than a fluorine atom contained in the aromatic amine structure is 3 or fewer.

24. The organic electronic material according to claim 2 , wherein the number average molecular weight of the charge transport polymer or oligomer is 5,000 or greater.

25. The organic electronic material according to claim 2 , wherein the number average molecular weight of the charge transport polymer or oligomer is 10,000 or greater.

Assignments (4)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Mar 3, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062946/0125 →
CHANGE OF NAME Recorded Mar 2, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062917/0865 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2018
From: FUNYUU, SHIGEAKI; SUGIOKA, TOMOTSUGU; ISHITSUKA, KENICHI; ASANO, NAOKI
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 046293/0511 →
Priority Claims (1)
JP 2016-002748 · Jan 8, 2016 · national
Continuity (1)
Related Publication 20190027689A1 · Jan 24, 2019
Cited By (1)
US 12,344,602