Liquid crystal display device

Patent metadata

Field	Value
Publication number	US-2017190972-A1
Application number	US-201515312724-A
Country	US
Kind code	A1
Filing date	Jul 14, 2015
Priority date	Jul 15, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

The present invention provides a liquid crystal display device that is free from a reduction in the voltage holding ratio (VHR) of the liquid crystal layer and an increase in ion density (ID) and that enables problems of defective display, such as white spots, uneven alignment, and image-sticking, to be eliminated. In particular, the present invention provides a liquid crystal display device in which a liquid crystal composition containing a liquid crystal compound having a specific structure is used in the liquid crystal layer and in which an optically anisotropic body formed through polymerization of a polymerizable liquid crystal composition containing a specific amount of a polymerizable liquid crystal compound having a specific structure is used as an in-cell retardation layer.

First claim

1 . A liquid crystal display device comprising a first substrate, a second substrate, a liquid crystal layer disposed between the first and second substrates, a retardation layer disposed between the pair of substrates, and at least a pair of electrodes, wherein the liquid crystal layer contains a liquid crystal composition containing at least one compound represented by General Formula (I)

(where R 31 represents 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; M 31 to M 33 each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group, at least one —CH 2 — in the trans-1,4-cyclohexylene group is optionally substituted with —O— such that oxygen atoms are not directly bonded to each other, and at least one hydrogen atom in the phenylene group is optionally substituted with a fluorine atom; X 31 and X 32 each independently represent a hydrogen atom or a fluorine atom; Z 31 represents a fluorine atom, a trifluoromethoxy group, or a trifluoromethyl group; K 31 represents —CH 2 O—, —OCH 2 —, —CF 2 O—, or —OCF 2 —; n 31 and n 32 each independently represent 0, 1, or 2, and n 31 +n 32 is 0, 1, or 2; and in the case where M 31 and M 33 are multiple, corresponding ones of them may be the same as or different from each other) and at least one compound selected from the group consisting of compounds represented by General Formulae (II-a) to (II-f)

(where R 19 to R 30 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms; and X 21 represents a hydrogen atom or a fluorine atom), and
the retardation layer is an optically anisotropic body formed through polymerization of a polymerizable liquid crystal composition containing 25 weight % or more of a liquid crystal compound having at least two polymerizable functional groups.

2 . The liquid crystal display device according to claim 1 , wherein a compound represented by General Formula (1) is used as the liquid crystal compound having at least two polymerizable functional groups
[Chem. 3] P 1 -(Sp 1 ) m1 -MG-R 1   (1)
(where P 1 represents a polymerizable functional group; Sp 1 represents an alkylene group having 0 to 18 carbon atoms (the alkylene group is optionally substituted with at least one halogen atom, CN, or alkyl group having 1 to 8 carbon atoms and a polymerizable functional group; and one CH 2 group or two or more CH 2 groups not adjoining each other in the alkylene group are each independently optionally substituted with —O—, —S—, —NH—, —N(CH 3 )—, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS—, or —C≡C— such that oxygen atoms are not directly bonded to each other); m1 represents 0 or 1; MG represents a mesogenic group or a mesogenic supporting group; R 1 represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 18 carbon atoms; the alkyl group is optionally substituted with at least one halogen atom or CN; one CH 2 group or two or more CH 2 groups not adjoining each other in the alkyl group are each independently optionally substituted with —O—, —S—, —NH—, —N(CH 3 )—, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS—, or —C≡C— such that oxygen atoms are not directly bonded to each other; alternatively, R 1 is represented by General Formula (1-a)
[Chem. 4]
-(Sp 1a ) ma -P 1a   (1-a)

(where P 1a represents a polymerizable functional group, Sp 1a has the same meaning as Sp 1 , and ma represents 0 or 1); and
MG is a mesogenic group or mesogenic supporting group represented by General Formula (1-b)
[Chem. 5]
—Z0-(A1-Z1) n -(A2-Z2) l -(A3-Z3) k -A4-Z4-A5-Z5-  (1-b)

(where A1, A2, A3, A4, and A5 each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a tetrahydrothiopyran-2,5-diyl group, a 1,4-bicyclo(2,2,2)octylene group, a decahydronaphthalene-2,6-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a pyrazine-2,5-diyl group, a thiophene-2,5-diyl group-, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a 2,6-naphthylene group, a phenanthrene-2,7-diyl group, a 9,10-dihydrophenanthrene-2,7-diyl group, a 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl group, a 1,4-naphthylene group, a benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl group, a benzo[1,2-b:4,5-b′]diselenophene-2,6-diyl group, a [1]benzothieno[3,2-b]thiophene-2,7-diyl group, a [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl group, or a fluorene-2,7-diyl group and may have, as a substituent, at least one selected from F, Cl, CF 3 , OCF 3 , a CN group, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkanoyl group having 1 to 8 carbon atoms, an alkanoyloxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkenyloxy group having 2 to 8 carbon atoms, an alkenoyl group having 2 to 8 carbon atoms, and an alkenoyloxy group having 2 to 8 carbon atoms or at least one substituent represented by General Formula (1-c)

(where P c represents a polymerizable functional group; A represents —O—, —COO—, —OCO—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 OCO—, —COOCH 2 CH 2 —, —OCOCH 2 CH 2 —, or a single bond; Sp 1c has the same meaning as Sp 1 ; n1 represents 0 or 1; and mc represents 0 or 1); Z0, Z1, Z2, Z3, Z4, and Z5 each independently represent —COO—, —OCO—, —CH 2 CH 2 —, —OCH 2 —, —CH 2 O—, —CH═CH—, —C≡C—, —CH═CHCOO—, —OCOCH═CH—, —CH 2 CH 2 COO—, -CH 2 CH 2 OCO—, —COOCH 2 CH 2 —, —OCOCH 2 CH 2 —, —CONH—, —NHCO—, an alkyl group having 2 to 10 carbon atoms and optionally a halogen atom, or a single bond; and n, l, and k each independently represent 0 or 1 and satisfy the relationship of 0≦n+l+k≦3), where two or more polymerizable functional groups are present).

3 . The liquid crystal display device according to claim 1 , wherein the retardation layer is an optically anisotropic body formed through polymerization of a polymerizable liquid crystal composition containing a liquid crystal compound having two polymerizable functional groups.

4 . The liquid crystal display device according to claim 3 , wherein a compound represented by General Formula (2) is used as the liquid crystal compound having two polymerizable functional groups
[Chem. 7] P 2a -(Sp 2a ) m2 —Z0-(A1-Z1) n -(A2-Z2) l -(A3-Z3) k -A4-Z4-A5-Z5-(Sp 2b ) n2 -P 2b   (2)
(where P 2a and P 2b each represent a polymerizable functional group; Sp 2a and Sp 2b each independently represent an alkylene group having 0 to 18 carbon atoms (the alkylene group is optionally substituted with at least one halogen atom or CN; and one CH 2 group or two or more CH 2 groups not adjoining each other in the alkylene group are each independently optionally substituted with —O—, —S—, —NH—, —N(CH 3 )—, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS—, or —C≡C— such that oxygen atoms are not directly bonded to each other); m2 and n2 each independently represent 0 or 1; n, l, and k each independently represent 0 or 1 and satisfy the relationship of 0≦n+l+k≦3; A1, A2, A3, A4, and A5 each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a tetrahydrothiopyran-2,5-diyl group, a 1,4-bicyclo(2,2,2)octylene group, a decahydronaphthalene-2,6-diyl group, a pyridine-2,5-diyl group,

Assignees

• Dainippon Ink & Chemicals

Inventors

• Kuriyama Takeshi
• KAWAMURA Jouji
• Yamamoto Mika
• Kuwana Yasuhiro

Classifications

• C09K19/3814 Primary

  Polyethers · CPC title

• C09K19/3066

  in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers · CPC title

• C09K19/322

  Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring · CPC title

• G02F1/13363

  Birefringent elements, e.g. for optical compensation · CPC title

• G02F1/133365

  Cells in which the active layer comprises a liquid crystalline polymer · CPC title