IP Library Granted Patent US 9,496,509
Granted Patent B2
US 9,496,509 · App. 14/361,803 · Granted Nov 15, 2016

Organic electronic material, ink composition, and organic electronic element

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Quick Facts
Patent No.
US 9,496,509
App. No.
14/361,803
Granted
Nov 15, 2016
Kind
B2
Abstract

Provided is an organic electronic material which is excellent in curability at low temperatures in the case as an ink composition, and able to prepare an organic electronic element capable of reducing the driving voltage and of being driven stably for a long time. The organic electronic material is characterized by containing at least an ionic compound represented by the following general formula (1), and a compound including a charge transporting unit. [In the general formula (1), Ar represents an aryl group or a heteroaryl group, R a to R b each independently represent a hydrogen atom (H), an alkyl group, a benzyl group, an aryl group, or a heteroaryl group, and Ar, R a and R b may be linked to each other to form a ring. However, at least one of R a to R b is any of a hydrogen atom, an alkyl group, and a benzyl group. A represents an anion.]

Claims (22)

1. An organic electronic material comprising at least an ionic compound represented by the following general formula (1), and a charge transporting compound including a charge transporting unit:

in the general formula (1), Ar represents an aryl group or a heteroaryl group, R a to R b each independently represent a hydrogen atom (H), an alkyl group, a benzyl group, an aryl group, or a heteroaryl group, Ar, R a and R b may be linked to each other to form a ring, at least one of R a to R b is any of a hydrogen atom (H), an alkyl group, and a benzyl group, and A represents an anion, wherein the anion is represented by the following formulas (1b) to (5b):

in the general formulas (1b) to (5b), Y 1 to Y 6 each independently represent a divalent linking group; R 1 to R 16 each independently represent an electron attractive organic substituent, R 1 to R 16 may further have substituents and hetero atoms therein, and R 2 and R 3 , R 4 to R 6 , R 7 to R 10 , or R 11 to R 16 may be each linked to form a ring or a polymer; and E 1 , E 2 , E 3 , E 4 , and E 5 respectively represent an oxygen atom, a nitrogen atom, a carbon atom, a boron atom or a gallium atom, and a phosphorus atom or an antimony atom.

2. The organic electronic material according to claim 1 , wherein at least one of R a to R b is any of a hydrogen atom (H), an alkyl group having two or more carbon atoms, and a benzyl group, provided that in a case where one of R a or R b is a hydrogen atom (H), the other of R a or R b is a hydrogen atom (H).

3. The organic electronic material according to claim 1 , wherein the charge transporting compound is an aromatic amine, a carbazole, or a thiophene.

4. The organic electronic material according to claim 1 , wherein the charge transporting compound is a polymer or an oligomer.

5. The organic electronic material according to claim 1 , wherein the charge transporting compound comprises one or more polymerizable substituents.

6. The organic electronic material according to claim 5 , wherein the polymerizable substituents are any of an oxetane group, an epoxy group, and a vinyl ether group.

7. An ink composition comprising the organic electronic material according to claim 1 , and a solvent.

8. An organic electronic element including a layer formed by applying the organic electronic material according to claim 1 on a substrate.

9. The organic electronic element according to claim 8 , wherein the layer formed has been polymerized for insolubilization.

10. The organic electronic element according to claim 9 , wherein another layer is further formed on the insolubilized layer to provide a multi-layer.

11. The organic electronic element according to claim 8 , wherein the substrate is a resin film.

12. An organic electronic element including a layer formed by applying the ink composition according to claim 7 on a substrate.

13. The organic electronic element according to claim 12 , wherein the substrate is a resin film.

14. The organic electronic material according to claim 1 , wherein Ar represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted C1 to C12 alkoxyphenyl group, or a substituted or unsubstituted C1 to C12 alkylphenyl group.

15. The organic electronic material according to claim 14 , wherein the charge transporting compound is a polymer or an oligomer.

16. The organic electronic material according to claim 14 , wherein the charge transporting compound comprises one or more polymerizable substituents.

17. An ink composition comprising the organic electronic material according to claim 14 , and a solvent.

18. The organic electronic material according to claim 1 , wherein the ionic compound is represented by the following formula:

19. The organic electronic material according to claim 14 , wherein the charge transporting compound is an aromatic amine, a carbazole, or a thiophene.

20. The organic electronic material according to claim 1 , wherein Ar represents a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted 1-anthracenyl group, a substituted or unsubstituted 2-anthracenyl group, a substituted or unsubstituted 9-anthracenyl group, a substituted or unsubstituted phenanthrene-yl group, a substituted or unsubstituted pyrene-yl group, or a substituted or unsubstituted perylene-yl group.

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 May 30, 2014
From: FUNYUU, SHIGEAKI; ASANO, NAOKI; ISHITSUKA, KENICHI
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 032995/0717 →