Liquid crystal composition and liquid crystal display device

Patent metadata

Field	Value
Publication number	US-9994768-B2
Application number	US-201415035486-A
Country	US
Kind code	B2
Filing date	Oct 3, 2014
Priority date	Nov 13, 2013
Publication date	Jun 12, 2018
Grant date	Jun 12, 2018

Abstract

The composition contains a specific compound having a high maximum temperature and a low minimum temperature as a first component and has negative dielectric anisotropy, and may further contain a specific compound having large negative dielectric anisotropy as a second component, a specific compound having a high maximum temperature or small viscosity as a third component, a specific compound having large negative dielectric anisotropy as a fourth component and a specific compound having a polymerizable group as an additive component.

First claim

What is claimed is:

1. A liquid crystal composition that has a negative dielectric anisotropy, and consists essentially of at least one compound selected from compounds represented by formula (1) as a first component, at least one compound selected from compounds represented by formula (2) as a second component, at least one compound selected from compounds represented by formula (3) as a third component, and at least one compound selected from compounds represented by formula (4) as a fourth component, and optionally contains at least one polymerizable compound selected from compounds represented by formula (5) as an additive component:

wherein, in formula (1), R 1 is 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 piece of hydrogen is replaced by fluorine; and a is an integer from 0 to 12;

in formula (2), R 2 and R 3 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkenyloxy having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine; ring A and ring C are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, or 1,4-phenylene in which at least one piece of hydrogen is replaced by fluorine or chlorine; ring B 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; b is 1, 2 or 3; c is 0 or 1; and a sum of b and c is 3 or less;

in formula (3), R 4 and R 5 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine; ring D, 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 1 and Z 2 are independently a single bond, —CH 2 CH 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; d is 0, 1 or 2; in which ring E is 1,4-cyclohexylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene when d is 1;

in formula (4), R 6 and R 7 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkenyloxy having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine; ring G and ring J are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, or 1,4-phenylene in which at least one piece of hydrogen was replaced by fluorine or chlorine; ring I 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, —CH 2 CH 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; at least one of Z 3 and Z 4 is —CH 2 CH 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; e is 1, 2 or 3; f is 0 or 1; and a sum of e and f is 3 or less; and

in formula (5), ring K and ring M 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 piece of 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 piece of hydrogen is replaced by halogen; ring L 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 piece of 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 piece of hydrogen is replaced by halogen; Z 5 and Z 6 are independently a single bond or alkylene of 1 to 10 carbons, and in the alkylene, at least one piece of —CH 2 — may be replaced by —O—, —CO—, —COO— or —OCO—, at least one piece of —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 piece of 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 piece of —CH 2 — may be replaced by —O—, —COO—, —OCO— or —OCOO—, at least one piece of —CH 2 —CH 2 — may be replaced by —CH═CH— or and in the groups, at least one piece of hydrogen may be replaced by fluorine or chlorine; g is 0, 1 or 2; h, j and k are independently 0, 1, 2, 3 or 4; and a sum of h, j and k is 1 or more.

2. The liquid crystal composition according to claim 1 , wherein a proportion of the first component is in the range of 3% by weight to 30% 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 selected from the group of compounds represented by formulas (2-1) to (2-5), (2-8), (2-10) and (2-11) as the second component:

wherein, in formulas (2-1) to (2-5), (2-8), (2-10) and (2-11), R 2 and R 3 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkenyloxy having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine.

4. The liquid crystal composition according to claim 1 , wherein a proportion of the second component is in the range of 5% by weight to 70% by weight based on the weight of the liquid crystal composition.

5. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formulas (3-1) to (3-12) as the third component:

wherein, in formulas (3-1) to (3-12), R 4 and R 5 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine.

6. The liquid crystal composition according to claim 1 , wherein a proportion of the third component is in the range of 10%

Assignees

• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Furusato Yoshimasa
• Saito Masayuki

Classifications

• C09K19/3068

  chain containing -COO- or -OCO- groups · 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

• C09K19/3003

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

• C09K2019/301

  Cy-Cy-Ph · CPC title

• C09K19/30

  containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings · CPC title