Organic electronic material, ink composition, and organic electronic element

Patent metadata

Field	Value
Publication number	US-9496509-B2
Application number	US-201214361803-A
Country	US
Kind code	B2
Filing date	Nov 29, 2012
Priority date	Nov 30, 2011
Publication date	Nov 15, 2016
Grant date	Nov 15, 2016

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.]

First claim

The invention claimed is:

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.

Assignees

• Hitachi Chemical Co Ltd

Inventors

• Funyuu Shigeaki
• Asano Naoki
• Ishitsuka Kenichi

Classifications

• C08J7/0427

  with only one layer of a composition containing a polymer binder (with more layers C08J7/042) · CPC title

• C08L101/12

  characterised by physical features, e.g. anisotropy, viscosity or electrical conductivity (liquid crystal materials or compositions C09K19/00) · CPC title

• C09D11/52

  Electrically conductive inks · CPC title

• H05B33/10

  Apparatus or processes specially adapted to the manufacture of electroluminescent light sources · CPC title

• C08J2365/00

  Characterised by the use of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08J2307/00 - C08J2357/00, C08J2361/00 take precedence); Derivatives of such polymers · CPC title