Liquid-crystal composition

Patent metadata

Field	Value
Publication number	US-9828548-B2
Application number	US-201314405579-A
Country	US
Kind code	B2
Filing date	Jun 5, 2013
Priority date	Jun 6, 2012
Publication date	Nov 28, 2017
Grant date	Nov 28, 2017

Abstract

There is provided a liquid crystal composition which enables a significant reduction in crystallization temperature as compared with addition of a homolog while having a similar skeleton structure, which has an excellent compatibility, and which enables an increase in the absolute value of negative dielectric anisotropy (Δ∈). The liquid crystal composition contains two or more compounds which each have two to four ring structures between two side chains. At least one of the ring structures is a 2,3-difluorobenzene skeleton. The two side chains are bonded to different ring structures. The positions of the 2,3-difluorobenzene skeletons are different from each other, and the number of the ring structures are the same as each other.

First claim

The invention claimed is:

1. A liquid crystal composition comprising two compounds, wherein said two compounds are:
two selected from the group consisting of a compound represented by General Formula (I-1) and a compound represented by General Formula (I-2); or
two selected from the group consisting of a compound represented by General Formula (II-1), a compound represented by General Formula (II-2), and a compound represented by General Formula (II-3); or
two selected from the group consisting of a compound represented by General Formula (III-1), a compound represented by General Formula (III-2), a compound represented by General Formula (III-3), and a compound represented by General Formula (III-4),

where R 111 to R 114 , R 121 to R 126 , and R 131 to R 138 each independently represent a linear or branched alkyl group having 1 to 18 carbon atoms, a hydrogen atom, or a fluorine atom; in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups not adjoining each other are each optionally substituted with —O—, —S—, —CO—, —CO—O—, —O—CO—, —CO—S—, —S—CO—, —O—SO 2 —, —SO 2 —O—, —O—CO—O—, —CH═CH—, a cyclopropylene group, or —Si(CH 3 ) 2 —; at least one hydrogen atom of the alkyl group is optionally substituted with a fluorine atom, a chlorine atom, a bromine atom, or a CN group;
Z 111 to Z 116 and Z 121 to Z 152 each independently represent —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CO—N(R a )—, —N(R a )—CO—, —OCH 2 —, —CH 2 O—, —SCH 2 —, —CH 2 S—, —O—SO 2 —, —SO 2 —O—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH 2 CH 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 —, —CH═CH—, —CF═CH—, —CH═CF—, —CF═CF—, —C≡C—, —CH═CH—CO—O—, —O—CO—CH═CH—, or a single bond; R a of —CO—N(R a )— or —N(R a )—CO— represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms;
A 111 , A 112 , A 121 , A 124 , A 125 , A 126 , and A 131 to A 142 each independently represent a cyclic group selected from a phenylene group, a cyclohexylene group, a dioxolanediyl group, a cyclohexenylene group, a bicyclo[2.2.2]octylene group, a piperidinediyl group, a naphthalenediyl group, a decahydronaphthalenediyl group, a tetrahydronaphthalenediyl group, and an indanediyl group; in the phenylene group, the naphthalenediyl group, the tetrahydronaphthalenediyl group, and the indanediyl group, at least one —CH═ group in each ring is optionally substituted with a nitrogen atom; in the cyclohexylene group, the dioxolanediyl group, the cyclohexenylene group, the bicyclo[2.2.2]octylene group, the piperidinediyl group, the decahydronaphthalenediyl group, the tetrahydronaphthalenediyl group, and the indanediyl group, one —CH 2 — group or two or more —CH 2 — groups not adjoining each other in each ring are optionally substituted with —O— and/or —S—; and at least one hydrogen atom of each cyclic group is optionally substituted with a fluorine atom, a chlorine atom, a bromine atom, a CN group, an NO 2 group, or an alkyl, alkoxy, alkylcarbonyl, or alkoxycarbonyl group which has 1 to 7 carbon atoms and of which one or more hydrogen atoms are each optionally substituted with a fluorine atom or a chlorine atom, wherein a compound in which A 111 , A 112 , A 121 , A 123 , A 124 , A 126 , and A 131 to A 142 are each a 2,3-difluorobenzene skeleton is excluded, and
A 122 and A 123 are cyclohexylene group.

2. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition exhibits a smectic liquid crystal phase.

3. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition exhibits a nematic liquid crystal phase.

4. A liquid crystal display device comprising the liquid crystal composition according to claim 1 .

5. The liquid crystal composition according to claim 1 , wherein said two compounds are:
the compound represented by General Formula (I-1) and the compound represented by General Formula (I-2); or
the compound represented by General Formula (II-1) and the compound represented by General Formula (II-2); or
the compound represented by General Formula (III-1) and the compound represented by General Formula (III-2).

6. The liquid crystal composition according to claim 1 , wherein said two compounds are the compound represented by General Formula (II-1) and the compound represented by General Formula (II-2).

7. The liquid crystal composition according to claim 1 , wherein said two compounds are the compound represented by General Formula (II-1) and the compound represented by General Formula (II-2), in which A 121 and A 124 are phenyl group.

8. The liquid crystal composition according to claim 6 , wherein the liquid crystal composition has a crystallization temperature of 2.8° C. or lower.

9. The liquid crystal composition according to claim 8 , wherein the liquid crystal composition has a crystallization temperature of less than 0° C.

10. The liquid crystal composition according to claim 7 , wherein the liquid crystal composition has a crystallization temperature of 2.8° C. or lower.

11. The liquid crystal composition according to claim 10 , wherein the liquid crystal composition has a crystallization temperature of less than 0° C.

Assignees

• Dainippon Ink & Chemicals

Inventors

• Fujisawa Toru
• Hatsusaka Kazuaki
• Maruyama Kazunori
• Nishiyama Isa

Classifications

• C09K19/3028

  in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds · CPC title

• C09K19/3003

  Compounds containing at least two rings in which the different rings are directly linked (covalent bond) · CPC title

• C09K19/588

  Heterocyclic compounds · CPC title

• C09K2019/301

  Cy-Cy-Ph · CPC title

• C09K19/12 Primary

  at least two benzene rings directly linked, e.g. biphenyls · CPC title