Nematic liquid crystal composition and liquid crystal device using the same

Patent metadata

Field	Value
Publication number	US-2016009999-A1
Application number	US-201414771954-A
Country	US
Kind code	A1
Filing date	Mar 4, 2014
Priority date	Mar 6, 2013
Publication date	Jan 14, 2016
Grant date	—

Abstract

There are provided a polymerizable-compound-containing nematic liquid crystal composition which is useful as a material for a liquid crystal display and which has a negative dielectric anisotropy (Δ∈), and a liquid crystal display device using such a nematic liquid crystal composition. The polymerizable compound is polymerized without interference with generation of the pretilt angle of the liquid crystal molecules by exposure to ultraviolet in a process for producing a device, so that a PSA display device in which a proper pretilt angle is given and which has well stabilized alignment state, a high response speed, and excellent display quality with defective display being eliminated or reduced can be produced. A liquid crystal display device using the liquid crystal composition is useful as an active-matrix liquid crystal display device and can be applied to PSVA liquid crystal display devices.

First claim

1 . A liquid crystal composition comprising a first component that is 5 mass % to 25 mass % of a compound represented by Formula (I),

a second component that is at least one compound having a negative dielectric anisotropy (Δ∈) with an absolute value of greater than three and a structure represented by any of General Formulae (Ia) to (Ic)

(where R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; in each of the alkyl and alkenyl groups, one methylene group or at least two methylene groups not adjoining each other are each independently optionally substituted with —O— or —S—, and at least one hydrogen atom is optionally substituted with a fluorine atom or a chlorine atom;
u, v, w, x, y and z each independently represent 0, 1, or 2 where u+v, w+x, and y+z are each equal to 2 or lower:
M 11 , M 12 , M 13 , M 14 , M 15 , M 16 , M 17 , M 18 , and M 19 each independently represent a group selected from the group consisting of
(a) a trans-1,4-cyclohexylene group (of which one methylene group or at least two methylene groups not adjoining each other are optionally substituted with —O— or —S—),
(b) a 1,4-phenylene group (of which one —CH═ moiety or at least two —CH═ moieties not adjoining each other are each optionally substituted with a nitrogen atoms), and
(c) a 14-cyclohexenylene group, a 1,4-bicyclo(2.2.2)octylene group, a piperidine-2,5-diyl group, a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and a decahydronaphthalene-2,6-diyl group; in each of the groups (a), (b), and (c), a hydrogen atom is optionally substituted with a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom: in the case where M 12 , M 13 , M 15 , M 16 , M 18 , and M 19 are multiple, the multiple M 12 's, M 13 's, M 15 's, M 16 's, M 18 's, and M 19 's may be individually the same as or different from each other;
L 11 , L 12 , L 13 , L 14 , L 15 , L 16 , L 17 , L 18 , and L 19 each independently represent a single bond, —COO—, —OCO—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, or —C≡C—; in the case where L 11 , L 13 , L 14 , L 16 , L 17 , and L 19 are multiple, the multiple L 11 's, L 13 's, L 14 's, L 16 's, L 17 's, and L 19 's may be individually the same as or different from each other; at least one of L 11 , L 12 , and L 13 present in the structure does not represent a single bond; at least one of L 14 , L 15 , and L 16 present in the structure does not represent a single bond; and at least one of L 17 , L 18 , and L 19 present in the structure does not represent a single bond;
X 11 and X 12 each independently represent a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom; X 13 , X 14 , X 15 , X 16 , X 17 , and X 18 each independently represent a hydrogen atom, a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom; any one of X 11 and X 12 represents a fluorine atom; any one of X 13 , X 14 , and X 15 represents a fluorine atom; any one of X 16 , X 17 , and X 18 represents a fluorine atom: each of X 16 and X 17 does not represent a fluorine atom at the same time; each of X 16 and X 18 does not represent a fluorine atom at the same time; and G represents a methylene group or —O—), and
a third component that is at least one polymerizable compound having at least one polymerizable functional group.

2 . The liquid crystal composition according to claim 1 , wherein at least one compound represented by General Formula (Id) is used as the second component

(where R 17 and R 18 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; in each of the alkyl and alkenyl groups, one methylene group or at least two methylene groups not adjoining each other are each optionally substituted with —O— or —S—, and at least one hydrogen atom is optionally substituted with a fluorine atom or a chlorine atom;
s and t are each independently from 0 to 2, and s+t is equal to 2 or lower; and rings A and B each independently represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo(2.2.2)octylene group, a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group).

3 . The liquid crystal composition according to claim 2 , wherein one or more compounds selected from the group consisting of the compounds represented by General Formulae (Ia) and (Id) are used as the second component, and the total amount of the selected compounds is in the range of 90 to 100 mass % relative to the amount of the whole second component.

4 . The liquid crystal composition according to claim 1 , wherein the compound represented by General Formula (Ia) is any of compounds represented by Formulae (Ia-1) to (Ia-6)

(where R a and R b each independently represent an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an alkenyloxy group having 2 to 6 carbon atoms; and in each of these alkyl, alkenyl, alkoxy, and alkenyloxy groups, at least one methylene group is optionally substituted with an oxygen atom provided that oxygen atoms are not bonded to each other in sequence, and at least one hydrogen atom is optionally substituted with a fluorine atom).

5 . The liquid crystal composition according to claim 1 , wherein the polymerizable compound is a compound represented by General Formula (II)

(where Z 21 and Z 22 each independently represent the following structure;

X 21 to X 25 each represent a hydrogen atom, a fluorine atom, or the following structure;
—S 21 —R 21

at least one of X 21 to X 25 in each of Z 21 and Z 22 is the following structure;
—S 21 —R 21

S 21 represents an alkyl group having 1 to 12 carbon atoms or a single bond, and a methylene group of the alkyl group is optionally substituted with an oxygen atom, —COO—, —OCO—, or —OCOO— provided that oxygen atoms are not directly bonded to each other: R 21 represents any of the following structures represented by Formulae (R-1) to (R-15);

in the case where S 21 and R 21 are multiple, the multiple S 21 's may be the same as or different from each other, and the multiple R 21 's may be the same as or different from each other; L 21 and L 22 each independently represent a single bond, —O—, —CH 2 —, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, —COO—, —OCO—, —CH═CH—COO—, —COO—CH═CH— —OCO—CH═CH—, —CH═CH—OCO—, —COOC 2 H 4 —, —OCOC 2 H 4 —, —C 2 H 4 OCO—, —C 2 H 4 COO—, —OCOCH 2 —, —CH 2 COO—, —CH═CH—, —CF═CH—, —CH═CF—, —CF═CF—, —CF 2 —, —CF 2 O—, —OCF 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 —, or —C≡C—: in the case where L 22 is multiple, the multiple L 22 's may be the same as or different from each other; M 21 independently represents a 1,4-phenylene group, a 1,4-cyclohex

Assignees

• Dainippon Ink & Chemicals

Inventors

• Hirata Shinichi
• Kuriyama Takeshi
• Kawakami Shotaro

Classifications

• C09K19/54 Primary

  Additives having no specific mesophase {characterised by their chemical composition} · 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

• C09K19/56 Primary

  Aligning agents · CPC title

• C09K2019/3037

  Cy-Cy-C2H4-Ph · CPC title

• C09K2019/301

  Cy-Cy-Ph · CPC title