Compounds and liquid-crystalline medium
US-8999460-B2 · Apr 7, 2015 · US
US9441162B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9441162-B2 |
| Application number | US-201514692732-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 21, 2015 |
| Priority date | May 26, 2014 |
| Publication date | Sep 13, 2016 |
| Grant date | Sep 13, 2016 |
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To provide a liquid crystal composition satisfying at least one or having 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 and heat; and an AM device having characteristics such as short response time, a large voltage holding ratio, low threshold voltage, a large contrast ratio and a long service life. A liquid crystal composition has negative dielectric anisotropy and a nematic phase, and contains a compound contributing to high stability to heat or ultraviolet light. The composition may contain a specific compound having large negative dielectric anisotropy as a first component, a specific compound having high maximum temperature or small viscosity as a second component, and a specific compound having a polymerizable group.
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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 consisting of compounds represented by formula (1): wherein, in formula (1), R 1 is hydrogen or alkyl having 1 to 15 carbons; R 2 , R 3 , R 4 and R 5 are independently hydrogen or alkyl having 1 to 4 carbons; ring A is phenyl or cyclohexyl; and a is 3 or 4. 2. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group consisting of compounds represented by formula (1-1) and formula (1-2): 3. The liquid crystal composition according to claim 1 , wherein a ratio of the 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. 4. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group consisting of compounds represented by formula (2) as a first component: wherein, in formula (2), 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 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 of 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 1 and Z 2 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. 5. The liquid crystal composition according to claim 4 , containing at least one compound selected from the group consisting of compounds represented by formula (2-1) to formula (2-21) as a first component: wherein, in formula (2-1) to formula (2-21), 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 or alkenyloxy having 2 to 12 carbons. 6. The liquid crystal composition according to claim 4 , wherein a ratio 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. 7. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group consisting of compounds represented by formula (3) as a second component: wherein, in formula (3), R 8 and R 9 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 of 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 3 is a single bond, ethylene or carbonyloxy; and d is 1, 2 or 3. 8. The liquid crystal composition according to claim 7 , containing at least one compound selected from the group consisting 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 8 and R 9 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 of hydrogen is replaced by fluorine. 9. The liquid crystal composition according to claim 7 , wherein a ratio 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. 10. The liquid crystal composition according to claim 4 , containing at least one compound selected from the group consisting of compounds represented by formula (3) as a second component: wherein, in formula (3), R 8 and R 9 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 of 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 3 is a single bond, ethylene or carbonyloxy; and d is 1, 2 or 3. 11. The liquid crystal composition according to claim 1 , containing at least one polymerizable compound selected from the group consisting of compounds 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 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 of 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 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 of hydrogen is replaced by halogen; Z 4 and Z 5 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—, —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≡O—, and in the groups, at least one of 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. 12. The liquid crystal composition according to claim 11 , wherein, in formula (4), P 1 , P 2 and P 3 are independently a polymerizable group selected from the group consisting of groups represented by formula (P-1) to formula (P-6)
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