Liquid crystal composition and liquid crystal display device
Provided are a liquid crystal composition satisfying at least one of characteristics such as high maximum temperature, low minimum temperature, small viscosity, suitable optical anisotropy, large dielectric anisotropy and a short helical pitch, or the liquid crystal composition having a suitable balance regarding at least two of the characteristics; and an AM device including the composition. The liquid crystal composition contains a specific optically active compound as an additive, and a specific compound having high maximum temperature or small viscosity as a first component, and may contain a specific compound having positive dielectric anisotropy as a second component, or a specific compound having negative dielectric anisotropy as a third component.
1. A liquid crystal composition that has a nematic phase, and contains at least one compound selected from the group of optically active compounds each having an octahydro binaphthalene skeleton or a binaphthalene skeleton represented by formula (1) and formula (2) as an additive, and at least one compound selected from the group of compounds represented by formula (3) as a first component:
wherein, in formula (1) and formula (2), R 1 , R 2 and R 3 are independently hydrogen, halogen, cyano, —SF 5 or alkyl having 1 to 10 carbons, and in the alkyl, at least one —CH 2 — may be replaced by —O—, —COO—, —OCO—, —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by fluorine or chlorine; ring A, ring B, ring E and ring F are independently 5,6,7,8-tetrahydronaphthalene-1,2-diyl or naphthalene-1,2-diyl; ring C, ring D and ring G are independently 1,4-cyclohexylene, 1,4-phenylene, 1,3-dioxane-2,5-diyl, tetrahydropyran-2,5-diyl, tetrahydropyran-3,5-diyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl or 1,4-bicyclo-(2,2,2)-octylene, and in the rings, at least one hydrogen may be replaced by fluorine or chlorine; Z 1 , Z 2 , Z 3 , Z 4 and Z 5 are independently a single bond or alkylene having 1 to 20 carbons, and in the alkylene, at least one —CH 2 — may be replaced by —O—, —CO—, —COO—, —OCO—, —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by fluorine or chlorine; and a, b and c are independently 2, 3 or 4, and
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, or alkenyl having 2 to 12 carbons in which at least one hydrogen is replaced by fluorine or chlorine; ring I and ring J are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z 6 is a single bond, ethylene or carbonyloxy; and d is 1, 2 or 3.
2. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of optically active compounds represented by formula (1-1) to formula (1-6) and formula (2-1) to formula (2-3) as the additive:
wherein, in formula (1-1) to formula (1-6) and formula (2-1) to formula (2-3), R 1 , R 2 and R 3 are independently hydrogen, halogen, cyano, —SF 5 or alkyl having 1 to 10 carbons, and in the alkyl, at least one —CH 2 — may be replaced by —O—, —COO—, —OCO—, —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replace by fluorine or chlorine; and ring A, ring B, ring E and ring F are independently 5,6,7,8-tetrahydronaphthalene-1,2-diyl or naphthalene-1,2-diyl.
3. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-13) as the first component:
wherein, in formula (3-1) to formula (3-13), 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, or alkenyl having 2 to 12 carbons in which at least one hydrogen is replaced by fluorine or chlorine.
4. The liquid crystal composition according to claim 1 , wherein a proportion of the additive is in the range of 0.01% by weight to 5% by weight, and a proportion of the first component is in the range of 10% by weight to 85% by weight.
5. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (4) as a second component:
wherein, in formula (4), R 6 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring K is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyrimidine-2,5-diyl, 1,3-dioxane-2,5-diyl or tetrahydropyran-2,5-diyl; Z 7 is a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X 1 and X 2 are independently hydrogen or fluorine; Y 1 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one hydrogen is replaced by fluorine or chlorine, alkoxy having 1 to 12 carbons in which at least one hydrogen is replaced by fluorine or chlorine, or alkenyloxy having 2 to 12 carbons in which at least one hydrogen is replaced by fluorine or chlorine; and e is 1, 2, 3 or 4.
6. The liquid crystal composition according to claim 5 , containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-35) as the second component:
wherein, in formula (4-1) to formula (4-35), R 6 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.
7. The liquid crystal composition according to claim 5 , wherein a proportion of the second component is in the range of 10% by weight to 85% by weight.
8. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (5):
wherein, in formula (5), R 7 and R 8 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 L and ring N are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, tetrahydropyran-2,5-diyl, 1,4-phenylene, 1,4-phenylene in which at least one hydrogen is replaced by fluorine or chlorine, naphthalene-2,6-diyl, naphthalene-2,6-diyl in which at least one hydrogen is replaced by fluorine or chlorine, chroman-2,6-diyl, or chroman-2,6-diyl in which at least one hydrogen is replaced by fluorine or chlorine; ring M 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 8 and Z 9 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; f is 1, 2 or 3 and g is 0 or 1; and a sum of f and g is 3 or less.
9. The liquid crystal composition according to claim 8 , containing at least one compound selected from the group of compounds represented by formula (5-1) to formula (5-22):
wherein, in formula (5-1) to formula (5-22), R 7 and R 8 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.
10. The liquid crystal composition according to claim 8 , wherein a proportion of the at least one compound selected from the group of compounds represented by formula (5) is in the range of 3% by weight to 25% by weight.
11. The liquid crystal composition according to claim 5 , containing at least one compound selected from the group of compounds represented by formula (5):
wherein, in formula (5), R 7 and R 8 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 L and ring N are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, tetrahydropyran-2,5-diyl, 1,4-phenylene, 1,4-phenylene in which at least one hydrogen is replaced by fluorine or chlorine, naphthalene-2,6-diyl, naphthalene-2,6-diyl in which at least one hydrogen is replaced by fluorine or chlorine, chroman-2,6-diyl, or chroman-2,6-diyl in which at least one hydrogen is replaced by fluorine or chlorine; ring M 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 8 and Z 9 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; f is 1, 2 or 3 and g is 0 or 1; and a sum of f and g is 3 or less.
12. The liquid crystal composition according to claim 1 , wherein a maximum temperature of a nematic phase is 70° C. or higher, an optical anisotropy measured at 25° C. at a wavelength of 589 nanometers is 0.07 or more and dielectric anisotropy measured at 25° C. at a frequency of 1 kHz is 2 or more.
13. A liquid crystal display device, including the liquid crystal composition according to claim 1 .
14. The liquid crystal display device according to claim 13 , wherein an operating mode in the liquid crystal display device is a TN mode, an ECB mode, an OCB mode, an IPS mode, an FFS mode or an FPA mode, and a driving mode in the liquid crystal display device is an active matrix mode.