Liquid crystal composition and liquid crystal display device

Patent metadata

Field	Value
Publication number	US-9969935-B2
Application number	US-201415038739-A
Country	US
Kind code	B2
Filing date	Sep 29, 2014
Priority date	Nov 29, 2013
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

The liquid crystal composition contains a compound contributing to high stability to heat or ultraviolet light, has negative dielectric anisotropy and has a nematic phase, and may contain a specific compound having high negative dielectric anisotropy as a first component, a specific compound having a high maximum temperature or small viscosity as a second component, and a specific compound having a polymerizable group.

First claim

What is claimed is:

1. A liquid crystal composition that has a negative dielectric anisotropy and a nematic phase, and contains at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-3):

2. The liquid crystal composition according to claim 1 , wherein a proportion of a compound represented by formula (1) is in the range of 0.005% by weight to 1% by weight based on the weight of the liquid crystal composition.

3. The liquid crystal composition according to claim 1 , containing at least one compound represented by formula (2) as a first component:

wherein, in formula (2), R 11 and R 12 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkenyloxy having 2 to 12 carbons; ring B and ring D are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 1,4-phenylene in which at least one hydrogen is replaced by fluorine or chlorine, or tetrahydropyran-2,5-diyl; ring C is 2,3-difluoro-1,4-phenylene, 2-chloro-3-fluoro-1,4-phenylene, 2,3-difluoro-5-methyl-1,4-phenylene, 3,4,5-trifluoronaphthalene-2,6-diyl or 7,8-difluorochroman-2,6-diyl; Z 3 and Z 4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy; b is 1, 2 or 3 and c is 0 or 1; and a sum of b and c is 3 or less.

4. The liquid crystal composition according to claim 3 , containing at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-19) as the first component:

wherein, in formula (2-1) to formula (2-19), R 11 and R 12 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkenyloxy having 2 to 12 carbons.

5. The liquid crystal composition according to claim 3 , wherein a proportion of the first component is in the range of 10% by weight to 90% by weight based on the weight of the liquid crystal composition.

6. The liquid crystal composition according to claim 1 , containing at least one compound represented by formula (3) as a second component:

wherein, in formula (3), R 13 and R 14 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which at least one hydrogen is replaced by fluorine; ring E and ring F are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z 5 is a single bond, ethylene or carbonyloxy; and d is 1, 2 or 3.

7. The liquid crystal composition according to claim 6 , containing at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-13) as the second component:

wherein, in formula (3-1) to formula (3-13), R 13 and R 14 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which at least one hydrogen is replaced by fluorine.

8. The liquid crystal composition according to claim 6 , wherein a proportion of the second component is in the range of 10% by weight to 90% by weight based on the weight of the liquid crystal composition.

9. The liquid crystal composition according to claim 1 , containing at least one polymerizable compound represented by formula (4):

wherein, in formula (4), ring G and ring J are independently cyclohexyl, cyclohexenyl, phenyl, 1-naphthyl, 2-naphthyl, tetrahydropyran-2-yl, 1,3-dioxane-2-yl, pyrimidine-2-yl or pyridine-2-yl, and in the rings, at least one hydrogen may be replaced by halogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, or alkyl having 1 to 12 carbons in which at least one hydrogen is replaced by halogen; ring I is 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, naphthalene-1,2-diyl, naphthalene-1,3-diyl, naphthalene-1,4-diyl, naphthalene-1,5-diyl, naphthalene-1,6-diyl, naphthalene-1,7-diyl, naphthalene-1,8-diyl, naphthalene-2,3-diyl, naphthalene-2,6-diyl, naphthalene-2,7-diyl, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl or pyridine-2,5-diyl, and in the rings, at least one hydrogen may be replaced by halogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, or alkyl having 1 to 12 carbons in which at least one hydrogen is replaced by halogen; Z 6 and Z 7 are independently a single bond or alkylene having 1 to 10 carbons, and in the alkylene, at least one —CH 2 — may be replaced by —O—, —CO—, —COO— or —OCO—, at least one —CH 2 —CH 2 — may be replaced by —CH═CH—, —C(CH 3 )═CH—, —CH═C(CH 3 )— or —C(CH 3 )═C(CH 3 )—, and in the groups, at least one hydrogen may be replaced by fluorine or chlorine; P 1 , P 2 and P 3 are independently a polymerizable group; Sp 1 , Sp 2 and Sp 3 are independently a single bond or alkylene having 1 to 10 carbons, and in the alkylene, at least one —CH 2 — may be replaced by —O—, —COO—, —OCO— or —OCOO—, at least one —CH 2 —CH 2 — may be replaced by —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by fluorine or chlorine; e is 0, 1 or 2; f, g and h are independently 0, 1, 2, 3 or 4; and a sum of f, g and h is 1 or more.

10. The liquid crystal composition according to claim 9 , wherein, in formula (4) described in claim 9 , P 1 , P 2 and P 3 are independently a polymerizable group selected from the group of groups represented by formula (P-1) to formula (P-6):

wherein, in formula (P-1) to formula (P-6), M 1 , M 2 and M 3 are independently hydrogen, fluorine, alkyl having 1 to 5 carbons, or alkyl having 1 to 5 carbons in which at least one hydrogen is replaced by halogen; and when both of P 1 and P 3 are a group represented by formula (P-4), at least one of Sp 1 and Sp 3 is alkylene in which at least one —CH 2 — is replaced by —O—, —COO—, —OCO— or —OCOO—.

11. The liquid crystal composition according to claim 9 , containing at least one polymerizable compound selected from the group of compounds represented by formula (4-1) to formula (4-27):

wherein, in formula (4-1) to formula (4-27), P 4 , P 5 and P 6 are independently a polymerizable group selected from the group of groups represented by formula (P-1) to formula (P-3);

wherein, in formula (P-1) to formula (P-3), M 1 , M 2 and M 3 are independently hydrogen, fluorine, alkyl having 1 to 5 carbons, or alkyl having 1 to 5 carbons in which at least one hydrogen is replaced by halogen; Sp 1 , Sp 2

Assignees

• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Furusato Yoshimasa
• Saito Masayuki

Classifications

• C09K19/3402

  having oxygen as hetero atom (sugars C09K19/0422) · CPC title

• C09K2019/301

  Cy-Cy-Ph · CPC title

• C09K19/3001

  Cyclohexane rings · CPC title

• C09K2019/122

  Ph-Ph · CPC title

• C09K2019/3027

  Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene · CPC title