Nematic liquid crystal composition and liquid crystal display element including same

Patent metadata

Field	Value
Publication number	US-10040997-B2
Application number	US-201414915309-A
Country	US
Kind code	B2
Filing date	Sep 4, 2014
Priority date	Sep 6, 2013
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

A nematic liquid crystal composition having negative dielectric anisotropy (Δε), and a liquid crystal device element including the liquid crystal composition. The liquid crystal composition has sufficiently low viscosity (η), sufficiently low rotational viscosity (γ1), a large elastic constant (K33), and a negative dielectric anisotropy (Δε) whose absolute value is large, without reducing the refractive index anisotropy (Δn) or the nematic-isotropic liquid phase transition temperature (Tni). A VA-mode liquid crystal display element including the liquid crystal composition, the liquid crystal display element having no or minimal display defects and having excellent display quality and a fast response. The liquid crystal display element including the liquid crystal composition is useful for an active matrix-addressed liquid crystal display element and used for, for example, a VA- or PSVA-mode liquid crystal display element.

First claim

The invention claimed is:

1. A nematic liquid crystal composition comprising at least one compound represented by general formula (I):

wherein in the formula, R 11 and R 12 each represent an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, —CH 2 — or nonadjacent two or more —CH 2 —'s in the group may be independently replaced with —O— or —S—, one or two or more hydrogen atoms present in the group may be independently replaced with a fluorine atom or a chlorine atom,
L 11 represents a single bond,
m 11 represents 1,
ring A1 represents a 1,4-phenylene group, ring B1 independently represents a 1,4-phenylene group,

and at least one compound selected from the group consisting of compounds represented by general formulae (IV-1) to (IV-3):

wherein in each of the formulae, R 5 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R 6 represents an alkyl group having 1 to 5 carbon atoms, an alkoxyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms and wherein the content of compounds represented by general formula (I) is at least 3% by mass.

2. The nematic liquid crystal composition according to claim 1 , further comprising one or two or more compounds represented by general formula (N3):

wherein in the formula, R p and R q each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; —CH 2 — or two or more nonadjacent —CH 2 —'s present in the group may be independently replaced with —O— or —S—; one or two or more hydrogen atoms present in the group may be replaced with a fluorine atom or a chlorine atom; ring J, ring F, and ring K 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 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; Z 11 and Z 12 each independently represent —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond; and when a plurality of Z 11 's and a plurality of Z 12 's are present, they may be the same or different.

3. The nematic liquid crystal composition according to claim 1 , further comprising one or two or more compounds represented by general formula (II):

wherein in the formula, R 21 and R 22 each represent an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, —CH 2 — or nonadjacent two or more —CH 2 —'s in the group may be independently replaced with —O— or —S—, one or two or more hydrogen atoms present in the group may be independently replaced with a fluorine atom or a chlorine atom,
L 21 and L 22 each represent —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond, when a plurality of L 11 's and a plurality of L 22 's are present, they may be the same or different,
m 21 and n 21 each independently represent 0, 1, or 2, m 21 +m m2 represents 1, 2, or 3,
Ring A2 and ring B2 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, when a plurality of rings A2 and/or a plurality of rings B2 are present, they may be the same or different, and ring A2 and ring B2 may be each independently 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, provided that none of the compounds represented by formula (I) are included.

4. The nematic liquid crystal composition according to claim 3 , wherein the compound represented by general formula (II) comprises one or two or more compounds represented by general formula (V):

wherein in the formula, R 51 and R 52 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, one —CH 2 — or two or more nonadjacent —CH 2 —'s present in the group may be independently replaced with —O— or —S—, and one or two or more hydrogen atoms present in the group may be replaced with a fluorine atom.

5. The nematic liquid crystal composition according to claim 1 , further comprising one or two or more compounds selected from the group consisting of compounds represented by general formulae (Np-1) and (Np-2):

wherein in each of the formulae, 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, one —CH 2 — or two or more nonadjacent —CH 2 —'s present in the group may be independently replaced with —O— or —S—, one or two or more hydrogen atoms present in the group may be independently replaced 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.

6. The nematic liquid crystal composition according to claim 1 , wherein the liquid crystal composition has a dielectric anisotropy (Δε) of −2.0 to −8.0 at 25° C., a refractive index anisotropy (Δn) of 0.08 to 0.14 at 20° C., a viscosity (η) of 5 to 30 mPa·s at 20° C., a rotational viscosity (γ1) of 50 to 150 mPa·s at 20° C., and a nematic-isotropic liquid phase transition temperature (T ni ) of 60° C. to 120° C.

7. The nematic liquid crystal composition according to claim 1 , further comprising one or two or more polymerizable compounds.

8. The nematic liquid crystal composition according to claim 7 , wherein the polymerizable compound is a compound represented by general formula (RM-1):

wherein in the formula, Z M1 and Z M2 each independently represent

wherein X M1 to X M5 each represent hydrogen, fluorine, or
—S M1 —R M1 ,

at least one of X M1 to X M5 represents
—S M1 —R M1

wherein S M1 represents an alkylene group having 1 to 12 carbon atoms or a single bond, —CH 2 — in the alkylene group may be replaced with an oxygen atom, —COO—, —OCO—, or —OCOO—, provided that oxygen atoms are not directly bonded together,
R M1 represents one of formulae (R-1) to (R-15):

Assignees

• Dainippon Ink & Chemicals

Inventors

• Hirata Shinichi
• Sudo Go
• Kawakami Shotaro

Classifications

• C09K19/44

  containing compounds with benzene rings directly linked · CPC title

• C07C69/88

  with esterified carboxyl groups · CPC title

• C09K2019/3009

  Cy-Ph · CPC title

• C07D213/79

  Acids; Esters · CPC title

• C07D303/40

  by ester radicals · CPC title