Compound having bicyclo[3.3.0]octane-2,6-diyl, liquid crystal composition and liquid crystal display device
View Patent ↗A liquid crystal compound having a high stability to heat, light or the like, a high clearing point, a low minimum temperature of a liquid crystal phase, a small viscosity, a suitable optical anisotropy, a large negative dielectric anisotropy, a suitable elastic constant and an excellent compatibility with other liquid crystal compounds, and a liquid crystal composition including this compound, and a liquid crystal display device containing this composition. A compound represented by formula (1-1). In the formula, for example, R 1 and R 2 are alkyl having 1 to 10 carbons or alkoxy having 1 to 9 carbons; ring A 1 and ring A 2 are 1,4-cyclohexylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z 1 and Z 2 are a single bond or —(CH 2 ) 2 —; >W 1 —W 2 — and >W 4 —W 3 — are >CH—CH 2 — or >C═CH—; and m and n are 0, 1 or 2, and the sum of m and n is 1 or 2.
1. A compound represented by formula (1-1):
wherein
R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons;
ring A 1 and ring A 2 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,3-difluoro-1,4-phenylene;
Z 1 and Z 2 are independently a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—;
>W 1 —W 2 — and >W 4 —W 3 — are independently >CH—CH 2 — or >C═CH—; and
m and n are independently 0, 1 or 2, and the sum of m and n is 1 or 2.
2. The compound according to claim 1 , wherein the compound is represented by formula (1-2):
wherein R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons; ring A 2 is 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z 2 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; >W 4 —W 3 — is >CH—CH 2 — or >C═CH—; and n is 0 or 1.
3. The compound according to claim 2 , wherein in formula (1-2), Z 2 is a single bond.
4. The compound according to claim 2 , wherein the compound is represented by formula (1-3):
wherein R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons; Z 2 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; and >W 4 —W 3 — is >CH—CH 2 — or >C═CH—.
5. The compound according to claim 2 , wherein the compound is represented by formula (1-4):
wherein R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons; ring A 2 is 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z 2 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; and >W 4 —W 3 — is >CH—CH 2 — or >C═CH—.
6. The compound according to claim 1 , wherein the compound is represented by formula (1-5):
wherein R 1 and R 2 are independently hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons; and >W 1 —W 2 — and >W 4 —W 3 — are independently >CH—CH 2 — or >C═CH—.
7. A liquid crystal composition including at least one of compounds according to claim 1 .
8. The liquid crystal composition according to claim 7 , further including at least one compound selected from the group of compounds represented by formulas (2) to (7):
wherein
R 3 and R 4 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 hydrogen may be replaced by fluorine, and at least one of —CH 2 — may be replaced by —O—;
ring D 4 , 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;
Z 3 , Z 4 , Z 5 and Z 6 are independently a single bond, —(CH 2 ) 2 —, —OCO—, —CH 2 O—, —OCF 2 — or —OCF 2 (CH 2 ) 2 —;
L 1 and L 2 are independently fluorine or chlorine; and
q, r, s, t, u and v are independently 0 or 1, and the sum of r, s, t and u is 1 or 2.
9. The liquid crystal composition according to claim 7 , further including at least one compound selected from the group of compounds represented by formulas (8) to (10):
wherein
R 5 and R 6 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—;
ring E 1 , ring E 2 and ring E 3 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 7 and Z 8 are independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —C≡C— or —COO—.
10. The liquid crystal composition according to claim 8 , further including at least one compound selected from the group of compounds represented by formulas (8) to (10).
11. The liquid crystal composition according to claim 7 , further including at least one optically active compound and/or at least one polymerizable compound.
12. The liquid crystal composition according to claim 7 , further including at least one antioxidant and/or at least one ultraviolet light absorber.
13. A liquid crystal display device containing the liquid crystal composition according to claim 7 .