Thermosetting composition with photo-alignment property, alignment layer, substrate with alignment layer, retardation plate, and device

Patent metadata

Field	Value
Publication number	US-10017696-B2
Application number	US-201515118039-A
Country	US
Kind code	B2
Filing date	Feb 4, 2015
Priority date	Feb 13, 2014
Publication date	Jul 10, 2018
Grant date	Jul 10, 2018

Abstract

A thermosetting composition with a photo-alignment property includes a copolymer containing a photo-alignment constitutional unit represented by the following formula (1) and a thermal cross-linking constitutional unit represented by the following formula (2). Here, in the formula (1), X represents a photo-alignment group, L 1 represents a divalent linking group or a single bond, R 1 represents a hydrogen atom or a monovalent organic group, and k represents 1 to 5; in the formula (2), Y represents a thermal cross-linking group, L 2 represents a divalent linking group or a single bond, R 2 represents a hydrogen atom or a monovalent organic group, and 1 represents 1 to 5.

First claim

The invention claimed is:

1. A thermosetting composition with a photo-alignment property, comprising a copolymer containing a photo-alignment constitutional unit represented by the following formula (1) and a thermal cross-linking constitutional unit represented by the following formula (2):

in the formula (1), X represents a photo-alignment group, L 1 represents a divalent linking group or a single bond, R 1 represents a hydrogen atom or a monovalent organic group, and k represents 1 to 5; in the formula (2), Y represents a thermal cross-linking group, L 2 represents a divalent linking group or a single bond, R 2 represents a hydrogen atom or a monovalent organic group, and 1 represents 1 to 5, and wherein
the thermal cross-linking group of the thermal cross-linking constitutional unit is at least one selected from the group consisting of an aliphatic hydroxy group, a carboxy group, a mercapto group, a glycidyl group, an amide group, a phenolic hydroxy group of which ortho-position is substituted with a hydroxymethyl group or an alkoxymethyl group, an N-alkoxymethyl group, and an N-hydroxymethyl group.

2. The thermosetting composition with a photo-alignment property according to claim 1 , further comprising a cross-linking agent for bonding to the thermal cross-linking group of the thermal cross-linking constitutional unit.

3. The thermosetting composition with a photo-alignment property according to claim 1 , wherein the thermal cross-linking constitutional unit includes a self-cross-linkable cross-linking group as the thermal cross-linking group.

4. The thermosetting composition with a photo-alignment property according to claim 1 , wherein the copolymer further contains a second thermal cross-linking constitutional unit including a self-cross-linkable second thermal cross-linking group.

5. The thermosetting composition with a photo-alignment property according to claim 1 , wherein the photo-alignment group is a functional group for causing a photo-dimerization reaction or a photo-isomerization reaction.

6. The thermosetting composition with a photo-alignment property according to claim 1 , wherein the photo-alignment group is a cinnamoyl group.

7. The thermosetting composition with a photo-alignment property according to claim 1 , wherein all constitutional units of the copolymer contains a styrene unit.

8. An alignment layer comprising a copolymer including a photo-dimerization structure of a photo-alignment group of a photo-alignment constitutional unit represented by the following formula (1) and a cross-linking structure of a thermal cross-linking group of a thermal cross-linking constitutional unit represented by the following formula (2):

in the formula (1), X represents a photo-alignment group, L 1 represents a divalent linking group or a single bond, R 1 represents a hydrogen atom or a monovalent organic group, and k represents 1 to 5; in the formula (2), Y represents the thermal cross-linking group, L 2 represents a divalent linking group or a single bond, R 2 represents a hydrogen atom or a monovalent organic group, and 1 represents 1 to 5, and wherein
the thermal cross-linking group of the thermal cross-linking constitutional unit is at least one selected from the group consisting of an aliphatic hydroxy group, a carboxy group, a mercapto group, a glycidyl group, an amide group, a phenolic hydroxy group of which ortho-position is substituted with a hydroxymethyl group or an alkoxymethyl group, an N-alkoxymethyl group, and an N-hydroxymethyl group.

9. The alignment layer according to claim 8 , wherein the photo-dimerization structure is a photo-dimerization structure of a cinnamoyl group.

10. An alignment layer comprising a copolymer including a photo-isomerization structure of a photo-alignment group of a photo-alignment constitutional unit represented by the following formula (1) and a cross-linking structure of a thermal cross-linking group of a thermal cross-linking constitutional unit represented by the following formula (2):

in the formula (1), X represents a photo-alignment group, L 1 represents a divalent linking group or a single bond, R 1 represents a hydrogen atom or a monovalent organic group, and k represents 1 to 5; in the formula (2), Y represents the thermal cross-linking group, L 2 represents a divalent linking group or a single bond, R 2 represents a hydrogen atom or a monovalent organic group, and 1 represents 1 to 5, and wherein
the thermal cross-linking group of the thermal cross-linking constitutional unit is at least one selected from the group consisting of an aliphatic hydroxy group, a carboxy group, a mercapto group, a glycidyl group, an amide group, a phenolic hydroxy group of which ortho-position is substituted with a hydroxymethyl group or an alkoxymethyl group, an N-alkoxymethyl group, and an N-hydroxymethyl group.

11. The alignment layer according to claim 10 , wherein the photo-isomerization structure is a photo-isomerization structure of a cinnamoyl group.

12. The alignment layer according to claim 8 , wherein the cross-linking structure is a cross-linking structure obtained by bonding the thermal cross-linking group of the thermal cross-linking constitutional unit to a cross-linking agent.

13. The alignment layer according to claim 8 , wherein the cross-linking structure is a cross-linking structure of a self-cross-linkable cross-linking group as the thermal cross-linking group in the thermal cross-linking constitutional unit.

14. A substrate with an alignment layer comprising a substrate, and the alignment layer disposed on the substrate and formed from the thermosetting composition with a photo-alignment property according to claim 1 .

15. A substrate with an alignment layer comprising a substrate, and the alignment layer according to claim 8 , disposed on the substrate.

16. A retardation plate comprising a substrate, the alignment layer according to claim 8 , disposed on the substrate, and a retardation layer disposed on the alignment layer.

17. A device comprising the alignment layer according to claim 8 .

Assignees

• Dainippon Printing Co Ltd

Inventors

• Motooka Mami
• Okuyama Ken-Ichi

Classifications

• C08F212/21 Primary

  Bromine · CPC title

• C08F212/34

  Monomers containing two or more unsaturated aliphatic radicals · CPC title

• C08F212/32

  containing two or more rings · CPC title

• C08F212/26

  Nitrogen · CPC title

• C08F212/22

  Oxygen · CPC title