Liquid crystal display device

Patent metadata

Field	Value
Publication number	US-11053354-B2
Application number	US-201916459379-A
Country	US
Kind code	B2
Filing date	Jul 1, 2019
Priority date	Jul 23, 2018
Publication date	Jul 6, 2021
Grant date	Jul 6, 2021

Abstract

The present invention provides a liquid crystal display device with a high degree of freedom in molecular structure design of an alignment film and with reduced image sticking. The liquid crystal display device includes a pair of substrates; a liquid crystal layer held between the substrates; an alignment film disposed on a liquid crystal layer side surface of at least one of the substrates; and a polymer layer disposed between the liquid crystal layer and the alignment film, the alignment film containing a first polymer containing at least one structure represented by the following formula (1) in a side chain,

wherein R 1 represents a C3-C6 branched or cyclic alkylene group, and a hydrogen atom at a para position to a carbonyl group in the phenyl group is optionally replaced.

First claim

What is claimed is:

1. A liquid crystal display device comprising:
a pair of substrates;
a liquid crystal layer between the substrates;
an alignment film disposed on a liquid crystal layer side surface of at least one of the substrates; and
a polymer layer between the liquid crystal layer and the alignment film,
the alignment film containing a first polymer containing at least one structure represented by the following formula (1) in a side chain,
the polymer layer containing a second polymer obtained by polymerizing at least one monomer including at least one monomer represented by the following formula (2),

wherein R 1 represents a C3-C6 branched or cyclic alkylene group, and
a hydrogen atom at a para position to a carbonyl group in the phenyl group is optionally replaced,

wherein R 2 represents a —R 3 -Sp 3 -P 1 group, a hydrogen atom, a halogen atom, a —CN group, a —NO 2 group, a —NCO group, a —NCS group, a —OCN group, a —SCN group, a —SF 5 group, or a C1-C18 linear or branched alkyl group;
P 1 represents a radically polymerizable group;
Sp 1 represents a C1-C6 linear, branched, or cyclic alkylene or alkyleneoxy group, or a direct bond;
a hydrogen atom in R 2 is optionally replaced by a fluorine atom or a chlorine atom;
a —CH 2 — group in R 2 is optionally replaced by a —O— group, a —S— group, a —NH— group, a —CO— group, a —COO— group, a —OCO— group, a —O—COO— group, a —OCH 2 — group, a —CH 2 O— group, a —SCH 2 — group, a —CH 2 S— group, a —N(CH 3 )— group, a —N(C 2 H 5 )— group, a —N(C 3 H 7 )— group, a —N(C 4 H 9 )— group, a —CF 2 O— group, a —OCF 2— group, a —CF 2 S— group, a —SCF 2 — group, a —N(CF 3 )— group, a —CH 2 CH 2 — group, a —CF 2 CH 2 — group, a —CH 2 CF 2 — group, a —CF 2 CF 2 — group, a —CH═CH— group, a —CF═CF— group, a —C≡C— group, a —CH═CH—COO— group, or a —OCO—CH═CH— group, unless otherwise an oxygen atom and a sulfur atom are adjacent to each other;
R 3 represents a —O— group, a —S— group, a —NH— group, a —CO— group, a —COO— group, a —OCO— group, a —O—COO— group, a —OCH 2 — group, a —CH 2 O— group, a —SCH 2 — group, a —CH 2 S— group, a —N(CH 3 )— group, a —N(C 2 H 5 )— group, a —N(C 3 H 7 )— group, a —N(C 4 H 9 )— group, a —CF 2 O— group, a —OCF 2 — group, a —CF 2 S— group, a —SCF 2 — group, a —N(CF 3 )— group, a —CH 2 CH 2 — group, a —CF 2 CH 2 — group, a —CH 2 CF 2 — group, a —CF 2 CF 2 — group, a —CH═CH— group, a —CF═CF— group, a —C≡C— group, a —CH═CH—COO— group, a —OCO—CH═CH— group, or a direct bond;
A 1 and A 2 are the same as or different from each other and each represent a 1,2-phenylene group, a 1,3-phenylene group, a 1,4-phenylene group, a naphthalene-1,4-diyl group, a naphthalene-1,5-diyl group, a naphthalene-2,6-diyl group, a 1,4-cyclohexylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2,2,2]octylene group, a piperidine-1,4-diyl group, a decahydronaphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, an indane-1,3-diyl group, an indane-1,5-diyl group, an indane-2,5-diyl group, a phenanthrene-1,6-diyl group, a phenanthrene-1,8-diyl group, a phenanthrene-2,7-diyl group, or a phenanthrene-3,6-diyl group;
a —CH 2 — group in each of A 1 and A 2 is optionally replaced by a —O— group or a —S— group, unless otherwise an oxygen atom and a sulfur atom are adjacent to each other;
a hydrogen atom in each of A 1 and A 2 is optionally replaced by a fluorine atom, a chlorine atom, a —CN group, or a C1-C6 alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, or alkylcarbonyloxy group;
Z represents a —O— group, a —S— group, a —NH— group, a —CO— group, a —COO— group, a —OCO— group, a —O—COO— group, a —OCH 2 — group, a —CH 2 O— group, a —SCH 2 — group, a —CH 2 S— group, a —N(CH 3 )— group, a —N(C 2 H 5 )— group, a —N(C 3 H 7 )— group, a —N(C 4 H 9 )— group, a —CF 2 O— group, a —OCF 2 — group, a —CF 2 S— group, a —SCF 2 — group, a —N(CF 3 )— group, a —CH 2 CH 2 — group, a —CF 2 CH 2 — group, a —CH 2 CF 2 — group, a —CF 2 CF 2 — group, a —CH═CH— group, a —CF═CF— group, a —C≡C— group, a —CH═CH—COO— group, a —OCO—CH═CH— group, or a direct bond;
n1 is 0, 1, or 2;
wherein the first polymer contains at least one structure represented by any of the following formulas (1-1) to (1-6) in a side chain,

wherein R 4 s are the same as or different from each other and each represent a C1-C40 saturated or unsaturated hydrocarbon group;
wherein the first polymer contains at least one of a polyamic acid structure or a polyimide structure in a main chain;
wherein the first polymer contains at least one structure represented by any of the following formulas (5) and (6) in the main chain,

wherein X represents the group represented by the above formula (5-1);
Y represents the group represented by the above formula (5-2) or (5-3);
p 1 represents a degree of polymerization, and p 1 , q 1 , and r 1 are each independently an integer of 1 or greater, and q 1 and r 1 satisfy 0<r 1 /(q 1 +r 1 )≤1;
R 5 is a photo-functional group, a vertical alignment functional group, a horizontal alignment functional group, or a combination thereof;
R 6 represents a group represented by the following formula (5-4) or (5-5),

wherein n 4 is an integer of 1 to 3;

wherein X represents the group represented by the above formula (6-1);
Y represents the group represented by the above formula (6-2) or (6-3);
p 2 represents a degree of polymerization, p 2 , q 2 , and r 2 are each independently an integer of 1 or greater, and q 2 and r 2 satisfy 0<r 2 /(q 2 +r 2 )≤1;
R 7 is a photo-functional group, a vertical alignment functional group, a horizontal alignment functional group, or a combination thereof; and
R 8 represents a group represented by the following formula (6-4) or (6-5),

wherein n 5 is an integer of 1 to 3.

2. The liquid crystal display device according to claim 1 ,
wherein the first polymer contains the structure represented by the above formula (1-1) in a side chain.

3. The liquid crystal display device according to claim 2 ,
wherein the first polymer contains at least one structure represented by the following formula (3) in a side chain,

wherein n 2 is an integer of 1 to 3.

4. The liquid crystal display device according to claim 2 ,
wherein the first polymer contains at least one structure represented by any of the following formulas (4-1) and (4-2) in a side chain,

wherein n 3 is an integer of 1 to 3.

5. The liquid crystal display device according to claim 1 ,
wherein the first polymer contains at least one photo-functional group.

6. The liquid crystal display device acco

Assignees

• Sharp Kk

Inventors

• Mizusaki Masanobu
• Teraoka Yuko
• Okazaki Tsuyoshi

Classifications

• C08G73/126

  the unsaturated precursors being wholly aromatic · CPC title

• C08G73/1042 Primary

  Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds · CPC title

• G02F1/133723 Primary

  Polyimide, polyamide-imide · CPC title

• C08G73/1078

  wholly aromatic in the diamino moiety · CPC title

• G02F1/133711 Primary

  by organic films, e.g. polymeric films · CPC title