Polymerizable-compound-containing liquid crystal composition and liquid crystal display element using same

Patent metadata

Field	Value
Publication number	US-10023801-B2
Application number	US-201414778465-A
Country	US
Kind code	B2
Filing date	Feb 21, 2014
Priority date	Mar 21, 2013
Publication date	Jul 17, 2018
Grant date	Jul 17, 2018

Abstract

There is provided a liquid crystal display device of a PSA type or the like that uses the polymerizable compound-containing liquid crystal composition, having a sufficiently fast response speed, capable of 3D displaying. Uniform and stable orientation control can be obtained at a lower energy cost. Provided are the polymerizable compound-containing liquid crystal composition containing one or two or more polymerizable compounds represented by general formula (M) as the first component, and containing one or two or more compounds represented by general formula (Na), general formula (Nb), or general formula (Nc) having a naphthalene unit as the second component. The liquid crystal display device uses the same.

First claim

The invention claimed is:

1. A polymerizable compound-containing liquid crystal composition, comprising:
at least one polymerizable compounds represented by general formula (M) as a first component;

(in the formula, X 201 and X 202 each independently represent a hydrogen atom, a methyl group, or a —CF 3 group; Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O—(CH 2 ) s —(provided that, in the formula, s represents an integer of 2 to 7, and oxygen atom is bonded to a ring); ring M 201 , ring M 202 , and ring M 203 each independently represent a trans-1,4-cyclohexylene group (one —CH 2 — or non-adjacent two or more —CH 2 — in the group may be substituted with —O— or —S—), a 1,4-phenylene group (one —CH═ or non-adjacent two or more —CH═ in the group may be substituted with —N═), a 1,4-cyclohexenylene group, a 1,4-bicyclo [2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; hydrogen atoms in the group each independently may be substituted with a fluorine atom, a —CF 3 group, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or any of formulae (R-1) to (R-15);

Z 201 and Z 202 each independently represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO —, —CY 1 ═CY 2 — (in the formulae, Y 1 and Y 2 each independently represent a fluorine atom or a hydrogen atom), —C≡C—, or a single bond; n 201 represents 0, 1, or 2; and when ring M 202 and Z 202 plurally exist, respectively, they may be different from each other or the same as each other, respectively); and
at least one compounds selected from the group consisting of liquid crystal compounds represented by general formula (Na), general formula (Nb), or general formula (Nc), as a second component,

(in the formulae, R 21 and R 22 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms, and one or two or more hydrogen atoms existing in these groups may be substituted with fluorine atoms; Y 21 to Y 23 each independently represent a hydrogen atom, a methyl group, a —CF 3 group, a fluorine atom, or a chlorine atom; ring A and ring B each independently represent a trans-1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 — in the group may be substituted with —O— or —S—), a 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ in the group may be substituted with —N═), a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; Z 21 and Z 22 each independently represent —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —C≡C— or a single bond; m represents 0, 1, or 2; when ring A and Z 21 plurally exist, respectively, they may be different from each other or the same as each other, respectively; n represents 0, 1, or 2; and when ring B and Z 22 plurally exist, respectively, they may be different from each other or the same as each other, respectively).

2. The polymerizable compound-containing liquid crystal composition according to claim 1 ,
wherein the polymerizable compound represented by general formula (M) is selected from compounds represented by formulae (XX-1) to (XX-10),

(in the formulae, Sp xx represents an alkylene group having 1 to 8 carbon atoms or —O—(CH 2 ) s — (provided that, in the formula, s is an integer of 2 to 7, and an oxygen atom is bonded to a ring); and the hydrogen atom in the phenyl group may be substituted with —F, —Cl, —CF 3 , —CH 3 , or any one of formulae (R-1) to (R-15).

3. The polymerizable compound-containing liquid crystal composition according to claim 1 ,
wherein the polymerizable compound represented by general formula (M) is selected from compounds represented by formulae (M31) to (M48),

(in the formulae, each of the hydrogen atoms in the phenylene group and naphthalene group may be substituted with —F, —Cl, —CF 3 , —CH 3 , or any one of formulae (R-1) to (R-15).

4. The polymerizable compound-containing liquid crystal composition according to claim 1 ,
wherein the polymerizable compound represented by general formula (M) is selected from compounds represented by formulae (M301) to (M316),

(in the formulae, each of the hydrogen atoms in the phenylene group and naphthalene group may be substituted with —F, —Cl, —CF 3 , —CH 3 , or any one of formulae (R-1) to (R-15).

5. The polymerizable compound-containing liquid crystal composition according to claim 1 ,
wherein the compound selected from the group consisting of compounds represented by general formulae (Na), (Nb), or (Nc) is selected from compounds represented by general formulae (N-001) to (N-109),

(in the formulae, R 23 and R 31 each independently repres

Assignees

• Dainippon Ink & Chemicals

Inventors

• Sudo Go
• Kawakami Shotaro
• UZAWA Megumi
• Wu Wei

Classifications

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title

• G02F1/133711

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

• C09K2019/3422

  the heterocyclic ring being a six-membered ring · CPC title

• C09K19/2007

  the chain containing -COO- or -OCO- groups · CPC title

• C09K19/2014

  containing additionally a linking group other than -COO- or -OCO-, e.g. -CH2-CH2-, -CH=CH-, -C=C-; containing at least one additional carbon atom in the chain containing -COO- or -OCO- groups, e.g. -(CH2)m-COO-(CH2)n- · CPC title