Polymerizable liquid crystal composition and optical anisotropical body thereof

Patent metadata

Field	Value
Publication number	US-10526539-B2
Application number	US-201816181357-A
Country	US
Kind code	B2
Filing date	Nov 6, 2018
Priority date	Jun 17, 2015
Publication date	Jan 7, 2020
Grant date	Jan 7, 2020

Abstract

A polymerizable liquid crystal composition is presented which can form a polymer that allows formation of a uniform homeotropic alignment even without forming an alignment film on the supporting substrate and has excellent chemical strengths such as heat resistance and solvent resistance. The polymerizable liquid crystal composition includes at least one type of polyfunctional polymerizable liquid crystal compound and a cardo-type fluorene monomer, wherein based on a total amount of the polyfunctional polymerizable liquid crystal compound, a content of a monofunctional polymerizable liquid compound is less than 5.0% by weight.

First claim

What is claimed is:

1. A polymerizable liquid crystal composition, comprising:
a polyfunctional polymerizable liquid crystal compound and a cardo-type fluorene monomer, wherein based on a total amount of the polyfunctional polymerizable liquid crystal compound, a content of a monofunctional polymerizable liquid compound is less than 2% by weight.

2. The polymerizable liquid crystal composition according to claim 1 , wherein the cardo-type fluorene monomer is at least one compound selected from the group of compounds represented by formula (A-1) to (A-6):

wherein, in formula (A-1), L 1a and L 1b independently represent alkyl having 1 to 4 carbons, R 1a and R 1b independently represent alkylene having 2 to 4 carbons, Z 31 independently represents hydrogen or methyl, k1 and k2 independently represent an integer from 0 to 4, m31 and n31 independently represent an integer from 0 to 6;
in formula (A-2), Z 32 independently represents hydrogen or methyl, m32 and n32 independently represent an integer from 1 to 3, L 2a and L 2b independently represent alkyl having 1 to 6 carbon, phenyl or fluorine, j1 and j2 independently represent an integer from 0 to 4;
in formula (A-3), Z 33 independently represents hydrogen or methyl, R 3a and R 3b independently represent hydrogen, methyl or ethyl group, m33 and n33 independently represent an integer from 0 to 3;
in formula (A-4), Z 34 represents hydrogen or methyl, R 4a and R 4b independently represent hydrogen or alkyl having 1 to 6 carbons, m34 and n34 independently represent an integer from 0 to 10;
in formula (A-5), Z 35 independently represents hydrogen or methyl;
in formula (A-6), Z 36 independently represents hydrogen or methyl, R 5a and R 5b independently represent hydrogen or alkyl having 1 to 6 carbons, L 2a and L 2b independently represent alkyl having 1 to 6 carbons, phenyl or fluorine, j1 and j2 independently represent an integer from 0 to 4, m35 and n35 independently represent an integer from 1 to 3, m36 and n36 independently represent an integer from 1 to 3.

3. The polymerizable liquid crystal composition according to claim 2 , wherein the cardo-type fluorene monomer is at least one compound selected from the group of compounds represented by formula (A-1), formula (A-2), formula (A-3), formula (A-5) and formula (A-6).

4. The polymerizable liquid crystal composition according to claim 1 , wherein a polymerizable functional group of the polyfunctional polymerizable liquid crystal compound is a (meth)acryloxy group.

5. The polymerizable liquid crystal composition according to claim 1 , wherein the polyfunctional polymerizable liquid crystal compound is at least one compound selected from the group of compounds represented by formula (M-1) and formula (M-2):

wherein, in formula (M-1) and formula (M-2), A M independently represents a divalent group selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenylene, pyridine-2,5-diyl, 1,3-dioxane-2,5-diyl, naphthalene-2,6-diyl or fluorene-2,7-diyl, wherein in the divalent group, at least one hydrogen may be substituted by fluorine, chlorine, cyano, hydroxy, formyl, trifluoroacetyl, difluoromethyl, trifluoromethyl, alkyl having 1 to 5 carbons, alkoxy having 1 to 5 carbons, alkoxycarbonyl having 1 to 5 carbons or alkanoyl having 1 to 5 carbons,
Z M independently represents a single bond, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —COS—, —SCO—, —OCOO—, —CONH—, —NHCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH═CHCOO—, —OCOCH═CH—, —CH 2 CH 2 COO—, —OCOCH 2 CH 2 , —CH═CH—, —N═CH—, —CH═N—, —N═CCH 3 —, —CCH 3 ═N—, —N═N— or —C≡C—,
q represents an integer from 1 to 4,
c and d independently represents an integer from 0 to 3, wherein 1≤c+d≤4,
a independently represents an integer from 0 to 20,
R M independently represent hydrogen or methyl,
Y M independently represent a single bond, —O—, —COO—, —OCO— or —OCOO—,
Q represents a single bond, —O—, —COO—, —OCO— or —OCOO—.

6. The polymerizable liquid crystal composition according to claim 1 , wherein based on a total amount of the polymerizable liquid crystal composition, a content of the polyfunctional polymerizable liquid crystal compound is from 3% by weight to 60% by weight.

7. The polymerizable liquid crystal composition according to claim 1 , wherein based on a total amount of the polymerizable liquid crystal composition, a content of the cardo-type fluorene monomer is from 0.01% by weight to 15% by weight.

8. A polymerizable liquid crystal layer, obtained by applying the polymerizable liquid crystal composition according to claim 1 directly onto a support substrate.

9. The polymerizable liquid crystal layer according to claim 8 , wherein the support substrate is a glass substrate.

10. The polymerizable liquid crystal layer according to claim 8 , wherein the support substrate is a glass substrate coated with plastic thin film or a plastic substrate made of plastic film.

11. The polymerizable liquid crystal layer according to claim 10 , wherein a plastic of the plastic thin film and the plastic film is at least one selected from polyimide, polyamide-imide, polyamide, polyether-imide, polyether ether ketone, polyether ketone, polyketone sulfide, polyether sulfone, polysulfone, polyphenylene sulfide, polyphenylene oxide, polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polyacetal, polycarbonate, polyarylate, acrylic resins, polyvinyl alcohol, polypropylene, cellulose, triacetyl cellulose, partially saponified product of triacetyl cellulose, epoxy resins, phenolic resins and cycloolefin resins.

12. The polymerizable liquid crystal layer according to claim 10 , wherein a plastic of the plastic thin film and the plastic film is at least one selected from polyimide, polyvinyl alcohol, triacetyl cellulose, partially saponified product of triacetyl cellulose, acrylic resins, and cycloolefin resins.

13. The polymerizable liquid crystal layer according to claim 8 , wherein the support substrate is a glass substrate coated with plastic thin film by rubbing treatment, corona treatment or plasma treatment on the surface, or the support substrate is a plastic substrate made of plastic film with rubbing treatment, corona treatment or plasma treatment on the surface.

14. The polymerizable liquid crystal layer according to claim 8 , wherein an alignment state of the polymerizable liquid crystal composition is homeotropic alignment.

Assignees

• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Miyagawa Nagahisa

Classifications

• C08F222/1045

  of aromatic tetraalcohols · CPC title

• C08F222/102

  of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate · CPC title

• G02B5/3016

  involving passive liquid crystal elements (optical properties of liquid crystals G02F1/0063; polarising elements associated with active liquid crystal devices G02F1/133528) · CPC title

• C03C17/28

  with organic material (C03C17/34, C03C17/44 take precedence) · CPC title

• C03C17/3405

  with at least two coatings of organic materials (C03C17/36, C03C17/42 take precedence) · CPC title