Cured film formation composition, orientation material, and retardation material

Patent metadata

Field	Value
Publication number	US-10570248-B2
Application number	US-201615558172-A
Country	US
Kind code	B2
Filing date	Mar 9, 2016
Priority date	Mar 13, 2015
Publication date	Feb 25, 2020
Grant date	Feb 25, 2020

Abstract

A cured-film formation composition that forms a cured film exhibiting excellent liquid-crystal orientation properties and excellent light transmission properties when the cured-film formation composition is used as an orientation material and a layer of a polymerizable liquid crystal is arranged thereon. A cured-film formation composition including a component (A) that is a compound obtained by reacting a cinnamic acid compound of Formula (1) below with a compound having at least one epoxy group in one molecule,

wherein R 1 , R 2 , R 3 , R 4 , and R 5 are each independently a substituent selected from a hydrogen atom, a halogen atom, a C 1-6 alkyl, a C 1-6 haloalkyl, a C 1-6 alkoxy, a C 1-6 haloalkoxy, cyano, and nitro; and a component (B) that is a cross-linking agent, an orientation material which is obtained from the composition, and a retardation material which is obtained from the composition.

First claim

The invention claimed is:

1. A retardation material obtained by laminating a layer of cured polymerizable liquid crystal on an orientation material obtained by irradiating a cured product of a cured film-formation composition with polarized light, the cured-film formation composition comprising:
a component (A) that is a compound obtained by reacting a cinnamic acid compound of Formula (1) below with a compound having a molecular weight of 100 to 5,000 g/mol and having at least one epoxy group in one molecule,

wherein R 1 , R 2 , R 3 , R 4 , and R 5 are each independently a substituent selected from a hydrogen atom, a halogen atom, a C 1-6 alkyl, a C 1-6 haloalkyl, a C 1-6 alkoxy, a C 1-6 haloalkoxy, a C 3-8 cycloalkyl, a C 3-8 halocycloalkyl, a C 2-6 alkenyl, a C 2-6 haloalkenyl, a C 3-8 cycloalkenyl, a C 3-8 halocycloalkenyl, a C 2-6 alkynyl, a C 2-6 haloalkynyl, a (C 1-6 alkyl) carbonyl, a (C 1-6 haloalkyl) carbonyl, a (C 1-6 alkoxy) carbonyl, a (C 1-6 haloalkoxy) carbonyl, a (C 1-6 alkylamino) carbonyl, a (C 1-6 haloalkyl) aminocarbonyl, a di(C 1-6 alkyl) aminocarbonyl, cyano, and nitro;
a component (B) that is a cross-linking agent; and
a component (D) that is a cross-linking catalyst.

2. The retardation material according to claim 1 , wherein the cross-linking agent as the component (B) is a cross-linking agent having a methylol group or an alkoxymethyl group.

3. The retardation material according to claim 1 , further comprising a component (C) that is a polymer having a thermally cross-linkable group.

4. The retardation material according to claim 1 , wherein the composition contains the component (B) in an amount of 1 part by mass to 600 parts by mass based on 100 parts by mass of the component (A).

5. The retardation material according to claim 3 , wherein the composition contains the component (C) in an amount of 1 part by mass to 400 parts by mass based on 100 parts by mass of a total amount of the component (A) and the component (B) as a cross-linking agent.

6. The retardation material according to claim 4 , wherein the composition contains the component (D) in an amount of 0.01 part by mass to 20 parts by mass based on 100 parts by mass of a total amount of the component (A) and the component (B) as a cross-linking agent.

7. The retardation material according to claim 1 , wherein the orientation material has a thickness of 0.05 μm to 5 μm.

8. A retardation material, the retardation material being formed by applying and orienting a polymerizable liquid crystal solution on an orientation material, and curing the polymerizable liquid crystal solution in the oriented state to form the retardation material; wherein the orientation material is a cured product of a cured-film formation composition, the cured-film formation composition comprising:
a component (A) that is a compound obtained by reacting a cinnamic acid compound of Formula (1) below with a compound having a molecular weight of 100 to 5,000 g/mol and having at least one epoxy group in one molecule,

wherein R 1 , R 2 , R 3 , R 4 , and R 5 are each independently a substituent selected from a hydrogen atom, a halogen atom, a C 1-6 alkyl, a C 1-6 haloalkyl, a C 1-6 alkoxy, a C 1-6 haloalkoxy, a C 3-8 cycloalkyl, a C 3-8 halocycloalkyl, a C 2-6 alkenyl, a C 2-6 haloalkenyl, a C 3-8 cycloalkenyl, a C 3-8 halocycloalkenyl, a C 2-6 alkynyl, a C 2-6 haloalkynyl, a (C 1-6 alkyl) carbonyl, a (C 1-6 haloalkyl) carbonyl, a (C 1-6 alkoxy) carbonyl, a (C 1-6 haloalkoxy) carbonyl, a (C 1-6 alkylamino) carbonyl, a (C 1-6 haloalkyl) aminocarbonyl, a di(C 1-6 alkyl) aminocarbonyl, cyano, and nitro;
a component (B) that is a cross-linking agent;
a component (C) that is a polymer having a thermally cross-linkable group; and
a component (D) that is a cross-linking catalyst.

9. The retardation material according to claim 8 , wherein the retardation material is formed as a layer having optical anisotropy.

Assignees

• Nissan Chemical Ind Ltd

Inventors

• Ito Jun
• Kanno Yuta
• Hatanaka Tadashi

Classifications

• C08G59/628 Primary

  Phenolcarboxylic acids · CPC title

• C07C69/65

  of unsaturated acids · CPC title

• C09D201/00

  Coating compositions based on unspecified macromolecular compounds · CPC title

• C07C67/26

  with an oxirane ring · CPC title

• C08G59/1455 Primary

  Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof · CPC title