Liquid crystal compound having butene-bonding group, liquid crystal composition and liquid crystal display device
View Patent ↗To provide a liquid crystal compound satisfying at least one of high stability to heat, light and so forth, a high clearing point, low minimum temperature of a liquid-crystal phase, small viscosity, suitable optical anisotropy, large dielectric anisotropy, a suitable elastic constant and excellent compatibility with other liquid-crystal compounds, a liquid crystal composition containing the compound and a liquid crystal display device including the composition. A compound is represented by formula (1-1). For example, R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 3 to 10 carbons and alkoxy having 1 to 9 carbons; ring A 1 is 1,4-cyclohexylene; ring A 2 and ring A 3 are independently 1,4-cyclohexylene or 1,4-phenylene; Z 1 is a single bond or —(CH 2 ) 2 ; l is 0 or 1, m and n are 0, 1 or 2, a sum: l+m+n is 0, 1 or 2; x is 0 or 1.
1. A compound represented by any one of formulas (1-4-4) to (1-4-6):
wherein, in formulas (1-4-4) to (1-4-6), R 1 is alkyl having 1 to 10 carbons, R 2 is alkyl having 1 to 10 carbons or alkoxy having 1 to 9 carbons.
2. A liquid crystal composition, containing at least one of the compounds according to claim 1 .
3. The liquid crystal composition according to claim 2 , further containing at least one compound selected from the group of compounds represented by each of formulas (2), (3) and (4):
wherein, in formulas (2) to (4),
R 11 is alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one of hydrogen may be replaced by fluorine, and at least one of —CH 2 — may be replaced by —O—;
X 11 is fluorine, chlorine, —OCF 3 , —OCHF 2 , —CF 3 , —CHF 2 , —CH 2 F, —OCF 2 CHF 2 or —OCF 2 CHFCF 3 ;
ring B 1 , ring B 2 and ring B 3 are independently 1,4-cyclohexylene, 1,4-phenylene in which at least one of hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl;
Z 11 , Z 12 , and Z 13 are independently a single bond, —CH 2 CH 2 —, —CH═CH—, —C≡C—, —COO—, —CF 2 O—, —OCF 2 —, —CH 2 O— or —(CH 2 ) 4 —; and
L 11 and L 12 are independently hydrogen or fluorine.
4. The liquid crystal composition according to claim 2 , further containing at least one compound selected from the group of compounds represented by formula (5):
wherein, in formula (5),
R 12 is alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one of hydrogen may be replaced by fluorine and at least one of —CH 2 — may be replaced by —O—;
X 12 is —C≡N or —C≡C—C≡N;
ring C 1 is 1,4-cyclohexylene, 1,4-phenylene in which at least one of hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl;
Z 14 is a single bond, —CH 2 CH 2 —, —C≡C—, —COO—, —CF 2 O—, —OCF 2 — or —CH 2 O—;
L 13 and L 14 are independently hydrogen or fluorine; and
i is 1, 2, 3 or 4.
5. The liquid crystal composition according to claim 2 , further containing at least one compound selected from the group of compounds represented by formulas (6) to (12):
wherein, in formulas (6) to (12),
R 13 and R 14 are independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl or the alkenyl, at least one of —CH 2 — may be replaced by —O— and at least one of hydrogen may be replaced by fluorine;
R 15 is hydrogen, fluorine, alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one of —CH 2 — may be replaced by —O— and at least one of hydrogen may be replaced by fluorine;
S 11 is hydrogen or methyl;
X is —CF 2 —, —O— or —CHF—;
ring D 1 , ring D 2 , ring D 3 and ring D 4 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which at least one of hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl or decahydronaphthalene-2,6-diyl;
ring D 5 and ring D 6 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, tetrahydropyran-2,5-diyl or decahydronaphthalene-2,6-diyl;
Z 15 , Z 16 , Z 17 and Z 18 are independently a single bond, —CH 2 CH 2 —, —COO—, —CH 2 O—, —OCF 2 — or —OCF 2 CH 2 CH 2 —;
L 15 and L 16 are independently fluorine or chlorine; and
j, k, m, n, p, q, r and s are independently 0 or 1, a sum of k, m, n and p is 1 or 2, a sum of q, r and s is 0, 1, 2 or 3, and t is 1, 2 or 3.
6. The liquid crystal composition according to claim 2 , further containing at least one compound selected from the group of compounds represented by formulas (13) to (15):
wherein, in formulas (13) to (15),
R 16 and R 17 are independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one of —CH 2 — may be replaced by —O— and at least one of hydrogen may be replaced by fluorine;
ring E 1 , ring E 2 , ring E 3 and ring E 4 are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene or pyrimidine-2,5-diyl; and
Z 19 , Z 20 and Z 21 are independently a single bond, —CH 2 CH 2 —, —CH═CH—, —C≡C— or —COO—:
7. The liquid crystal composition according to claim 2 , further containing at least one optically active compound and/or at least one polymerizable compound.
8. The liquid crystal composition according to claim 2 , further containing at least one antioxidant and/or at least one ultraviolet light absorbent.
9. A liquid crystal display device, including the liquid crystal composition according to claim 2 .