Polymerisable LC medium and polymer film with flat optical dispersion
US-12031079-B2 · Jul 9, 2024 · US
US9714382B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9714382-B2 |
| Application number | US-201514825162-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 12, 2015 |
| Priority date | Sep 25, 2014 |
| Publication date | Jul 25, 2017 |
| Grant date | Jul 25, 2017 |
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A liquid crystal composition having at least one or a suitable balance regarding at least two of characteristics such as high maximum temperature of a nematic phase, low minimum temperature thereof, small viscosity, suitable optical anisotropy, large negative dielectric anisotropy, large specific resistance, high stability to ultraviolet light or heat and a large elastic constant; an AM device having characteristics such as short response time, a large voltage holding ratio, low threshold voltage, a large contrast ratio and long service life are described. The liquid crystal composition has negative dielectric anisotropy, and contains a specific compound having negatively large dielectric anisotropy and a large elastic constant as a first component, and may contain a specific compound having high maximum temperature or small viscosity as a second component, a specific compound having negative dielectric anisotropy as a third component, and a specific compound having a polymerizable group as an additive component.
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What is claimed is: 1. A liquid crystal composition having a negative dielectric anisotropy and contains at least one compound selected from the group of compounds represented by formula (1) as a first component and further containing at least one compound selected from the group of compounds represented by formula (2) as a second component: wherein, in formula (1), R 1 and R 2 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, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine; ring V is 1,4-cyclohexylene or tetrahydropyran-2,5-diyl; ring A and ring C are independently 1,4-cyclohexylene, tetrahydropyran-2,5-diyl, 1,4-phenylene, or 1,4-phenylene in which at least one 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; Z 0 , Z 1 and Z 2 are independently a single bond, ethylene, butene, carbonyloxy or methyleneoxy, wherein, at least one of Z 0 , Z 1 and Z 2 is butene; k is 0, 1 or 2; m is 0 or 1; and a sum of k and m is 2 or less; in formula (2), R 3 and R 4 are independently alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine, or alkenyl having 2 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine; ring D and ring E are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z 3 is a single bond, ethylene or carbonyloxy; and n is 1, 2 or 3. 2. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-3) as the first component: wherein, in formula (1-1) to formula (1-3), R 1 and R 2 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, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine. 3. The liquid crystal composition according to claim 1 , wherein a ratio 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. 4. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-13) as the second component: wherein, in formula (2-1) to formula (2-13), R 3 and R 4 are independently alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine, or alkenyl having 2 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine. 5. The liquid crystal composition according to claim 1 , wherein a ratio of the second component is in the range of 20% by weight to 70% 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 selected from the group of compounds represented by formula (3) as a third component: wherein, in formula (3), R 5 and R 6 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, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine; ring F and ring I are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, tetrahydropyran-2,5-diyl, 1,4-phenylene, or 1,4-phenylene in which at least one of hydrogen is replaced by fluorine or chlorine; ring G 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 4 and Z 5 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; p is 1, 2 or 3; q is 0 or 1; and a sum of p and q is 3 or less. 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 (3-19) as the third component: wherein, in formula (3-1) to formula (3-19), R 5 and R 6 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, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine. 8. The liquid crystal composition according to claim 6 , wherein a ratio of the third component is in the range of 20% by weight to 70% 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 selected from the group of compounds represented by formula (4) as an additive component: wherein, in formula (4), ring J and ring L 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 of hydrogen may be replaced by fluorine, chlorine, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine; ring K 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 of hydrogen may be replaced by fluorine, chlorine, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, or alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine or chlorine; Z 6 and Z 7 are independently a single bond or alkylene having 1 to 10 carbons, in the alkylene, at least one of —CH 2 — may be replaced by —O—, —CO—, —COO— or —OCO—, at least one 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 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 of —CH 2 — may be replaced by —O—, —COO—, —OCO— or —OCOO—, at least one of —CH 2 —CH 2 — may be replaced by —CH═CH— or —C≡C—, and in the groups, at least one of hydrogen may be replaced by fluorine or chlorine;
Cy-Ph-Ph-Cy · CPC title
the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title
in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds · CPC title
Cy-Ph-Ph · CPC title
Cy-Cy · CPC title
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