Composition capable of changing its solubility, hole transport material composition, and organic electronic element using the same

Patent metadata

Field	Value
Publication number	US-9537101-B2
Application number	US-201514972225-A
Country	US
Kind code	B2
Filing date	Dec 17, 2015
Priority date	Sep 26, 2011
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

An embodiment of the present invention relates to a composition containing a polymer oroligomer (A) having a repeating unit with hole transport properties and also having a thienylgroup which may have a substituent, and an initiator (B), wherein the solubility of the composition is capable of being changed by applying heat, light, or both heat and light.

First claim

The invention claimed is:

1. A composition comprising a polymer or oligomer (A) having a unit with hole transport properties and also having a thienyl group which may have a substituent, and an initiator (B), wherein solubility of the composition is capable of being changed by applying heat, light, or both heat and light, and wherein the polymer or oligomer (A) has at least one type of structure selected from the group consisting of a structure represented by formula (Ia) shown below, and a structure represented by formula (Ib) shown below:

wherein, in formulas (Ia) and (Ib), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom.

2. The composition according to claim 1 , wherein the unit with hole transport properties comprises at least one type of unit selected from the group consisting of a unit containing an aromatic amine structure and a unit containing a carbazole structure.

3. The composition according to claim 1 , wherein the polymer or oligomer (A) has a thienyl group at a terminal thereof.

4. The composition according to claim 1 , wherein the polymer or oligomer (A) has a branched structure and 3 or more terminals, and has a thienyl group at each of 3 or more of all of the terminals.

5. A composition comprising a polymer or oligomer (A) having a unit with hole transport properties and also having a thienyl group which may have a substituent, and an initiator (B), wherein solubility of the composition is capable of being changed by applying heat, light, or both heat and light, and wherein the polymer or oligomer (A) has at least one type of structure selected from the group consisting of a structure represented by formula (IIa), a structure represented by formula (IIb), a structure represented by formula (IIIa), and a structure represented by formula (IIIb), all of which are shown below:

wherein, in formulas (IIa) and (IIb), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom, and Ar a represents an arenediyl group or a heteroarenediyl group,

wherein, in formulas (IIIa) and (IIIb), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom, and Ar b represents an arenetriyl group or a heteroarenetriyl group.

6. The composition according to claim 1 , wherein the initiator (B) is an oxidizing agent.

7. A composition comprising a polymer or oligomer (A) having a unit with hole transport properties and also having a thienyl group which may have a substituent, and an initiator (B), wherein solubility of the composition is capable of being changed by applying heat, light, or both heat and light, and wherein the initiator (B) is an onium salt.

8. The composition according to claim 1 , wherein a weight-average molecular weight of the polymer or oligomer (A) is from 1,000 to 1,000,000.

9. The composition according to claim 1 , further comprising a solvent (C).

10. A hole transport material composition comprising the composition according to claim 1 .

11. An ink composition comprising the composition according to claim 1 .

12. The composition according to claim 7 , wherein the unit with hole transport properties comprises at least one type of unit selected from the group consisting of a unit containing an aromatic amine structure and a unit containing a carbazole structure.

13. The composition according to claim 7 , wherein the polymer or oligomer (A) has at least one type of structure selected from the group consisting of a structure represented by formula (Ia) shown below, and a structure represented by formula (Ib) shown below:

wherein, in formulas (Ia) and (Ib), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom.

14. The composition according to claim 7 , wherein the polymer or oligomer (A) has a thienyl group at a terminal thereof.

15. The composition according to claim 7 , wherein the polymer or oligomer (A) has a branched structure and 3 or more terminals, and has a thienyl group at each of 3 or more of all of the terminals.

16. The composition according to claim 7 , wherein the polymer or oligomer (A) has at least one type of structure selected from the group consisting of a structure represented by formula (IIa), a structure represented by formula (IIb), a structure represented by formula (IIIa), and a structure represented by formula (IIIb), all of which are shown below:

wherein, in formulas (IIa) and (IIb), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom, and Ar a represents an arenediyl group or a heteroarenediyl group,

wherein, in formulas (IIIa) and (IIIb), each of R 1 to R 3 independently represents a hydrogen atom or an alkyl group, provided that at least one of R 1 to R 3 represents a hydrogen atom, and Ar b represents an arenetriyl group or a heteroarenetriyl group.

17. The composition according to claim 7 , wherein a weight-average molecular weight of the polymer or oligomer (A) is from 1,000 to 1,000,000.

18. The composition according to claim 7 , further comprising a solvent (C).

19. A hole transport material composition comprising the composition according to claim 7 .

20. An ink composition comprising the composition according to claim 7 .

Assignees

• Hitachi Chemical Co Ltd

Inventors

• Funyuu Shigeaki
• Asano Naoki
• Ishitsuka Kenichi

Classifications

• H10K59/10

  OLED displays · CPC title

• H10K30/50

  Photovoltaic [PV] devices · CPC title

• H10K85/113

  Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene · CPC title

• C08G61/12 Primary

  Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule · CPC title

• C08G2261/3142

  fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene · CPC title