Nematic liquid crystal composition and liquid crystal display device using the same

Patent metadata

Field	Value
Publication number	US-10093857-B2
Application number	US-201415027646-A
Country	US
Kind code	B2
Filing date	Mar 27, 2014
Priority date	Oct 8, 2013
Publication date	Oct 9, 2018
Grant date	Oct 9, 2018

Abstract

There is provided a liquid crystal composition having the following properties without reductions in refractive index anisotropy (Δn) and nematic phase-isotropic liquid phase transition temperature (T ni ): sufficiently small viscosity (η), sufficiently small rotational viscosity (γ1), a large elastic constant (K 33 ), and negative dielectric anisotropy (Δε) with a large absolute value. There is also provided a liquid crystal display device of, for example, a VA type in which such a liquid crystal composition is used and which has a high response speed and excellent display quality with defective display being eliminated or reduced. The liquid crystal display device using the liquid crystal composition of the present invention is useful as an active-matrix liquid crystal display device and can be used in liquid crystal display devices of, for instance, a VA mode and PSVA mode.

First claim

The invention claimed is:

1. A liquid crystal composition comprising;
a first component represented by General Formula (I-a), wherein the liquid crystal composition includes at least one compound selected from the group consisting of the compounds represented by Formulae (I-A1) to (I-A6) as the first component,

where R 11 represents an alkenyl group having 2 to 8 carbon atoms; R 12 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms
L 11 and L 12 each represent —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond; in the case where L 11 and L 12 are multiple, the multiple L 11 's may be the same as or different from each other, and the multiple L 12 's may be the same as or different from each other;
m 11 and m 12 each independently represent 0, 1, or 2; m 11 +m 12 is 1, 2, or 3;
the rings A1 and B1 each independently represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; in the case where the rings A1 and/or B1 are multiple, the multiple rings A1 may be the same as or different from each other, and the multiple rings B1 may be the same as or different from each other; the rings A1 and B1 are each independently optionally substituted with an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, or a nitro group; and at least one of R 11 and R 12 represents an alkenyl group having 2 to 8 carbon atoms; and
a second component selected from the group consisting of compounds represented by Formulae (I-D1) to (I-D3);

where R 13 and R 14 each represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms, wherein the amount of a compound as the second component in which each of R 13 and R 14 is not an alkenyl group having 2 to 8 carbon atoms is in the range of 90 to 100 mass %,
a third component that is at least one compound represented by General Formula (I-c)

where R 15 and R 16 each represent an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms; in each of the alkyl and alkenyl groups, —CH 2 — or at least two —CH 2 -'s not adjoining each other are each independently optionally substituted with —O— or —S—, and one or more hydrogen atoms are each independently optionally substituted with a fluorine atom or a chlorine atom;
L 14 represents —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond;
the rings C2 and D2 each independently represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; the rings C2 and D2 are each independently optionally substituted with an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, or a nitro group; the multiple rings D2 may be the same as or different from each other; and m 13 represents 2 or 3,
wherein a total amount of the first component, the second component and the third component is 95% to 100%.

2. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition includes at least one compound represented by General Formula (V) as the first component of the liquid crystal composition, in addition to said at least one compound selected from the group consisting of the compounds represented by Formulae (I-A1) to (I-A6),

where R 51 and R 52 each independently have the same meaning as R 11 and R 12 in Formula (I-a).

3. The liquid crystal composition according to claim 1 , wherein at least one compound selected from the group consisting of compounds represented by General Formulae (Np-1) and (Np-2) is used as the compound represented by General Formula (I-c)

where R Np1 and R Np2 each independently represent an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms; in each of the alkyl and alkenyl groups, one —CH 2 — or at least two —CH 2 —'s not adjoining each other are each independently optionally substituted with —O— or —S—, and one or more hydrogen atoms are each independently optionally substituted with a fluorine atom; and
X Np1 , X Np2 , X Np3 , X Np4 , and X Np5 each independently represent a hydrogen atom or a fluorine atom.

4. The liquid crystal composition according to claim 1 , wherein dielectric anisotropy (Δε) at 20° C. is in the range of −2.0 to −8.0, refractive index anisotropy (Δn) at 20° C. is in the range of 0.08 to 0.14, viscosity (η) at 20° C. is in the range of 5 to 30 mPa·S, rotational viscosity (γ1) at 20° C. is in the range of 50 to 150 mPa·S, and nematic phase-isotropic liquid phase transition temperature (T ni ) is in the range of 60° C. to 120° C.

5. The liquid crystal composition according to claim 1 , further comprising at least one polymerizable compound.

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

where Z M1 and Z M2 each independently represent the following structure;

X M1 to X M5 each represent a hydrogen atom, a fluorine atom, or the following structure;
—S M1 —R M1

at least one of X M1 to X M5 is the following structure;
—S M1 —R M1

S M1 represents an alkylene group having 1 to 12 carbon atoms or a single bond, and —CH 2 — of the alkylene group is optionally substituted with an oxygen atom, —COO—, —OCO—, or —OCOO— provided that oxygen atoms are not directly bonded to each other;
R M1 represents any of the following structures represented by Formulae (R-1) to (R-15);

L M1 and L M2 each independently represent a single bond, —O—, —CH 2 —, —OCH 2 —, —CH 2 O—, —CO—

Assignees

• Dainippon Ink & Chemicals

Inventors

• Hirata Shinichi
• CHA Hyobok
• Hatano Naomi
• Hara Tomoaki
• Umezu Yasuo

Classifications

• C09K2019/3018

  Ph-Cy-Ph · CPC title

• C09K2019/122

  Ph-Ph · CPC title

• C09K19/322 Primary

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

• C09K2019/301

  Cy-Cy-Ph · CPC title

• C09K2019/3037

  Cy-Cy-C2H4-Ph · CPC title