Five-ring compound, liquid crystal composition and liquid crystal display device
View Patent ↗The subject is to provide a liquid crystal that has a high stability to heat, light and so forth, a wide temperature range of a nematic phase, a small viscosity, a large optical anisotropy and a suitable elastic constant K 33 , and further has a large negative dielectric anisotropy and an excellent compatibility with any other liquid crystal compound. The invention provides the compound (1): wherein, for example, R 1 and R 2 are 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; when one of the ring A 1 , the ring A 2 and the ring A 3 is 1,4-phenylene or 2,3-difluoro-1,4-phenylene, the other two are 1,4-cyclohexylene or 1,4-cyclohexenylene; and Z 1 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.
1. A compound represented by formula (1):
wherein R 1 and R 2 are each 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; the ring A 1 , the ring A 2 and the ring A 3 are each independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; when one of the ring A 1 , the ring A 2 and the ring A 3 is 1,4-phenylene or 2,3-difluoro-1,4-phenylene, the other two are 1,4-cyclohexylene or 1,4-cyclohexenylene; and Z 1 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.
2. The compound according to claim 1 , wherein the compound is represented by any one of formulas (1-1) to (1-3):
wherein R 3 and R 4 are each independently 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; the ring A 4 , the ring A 5 and the ring A 6 are each independently 1,4-cyclohexylene or 1,4-cyclohexenylene; and Z 2 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.
3. The compound according to claim 1 , wherein the compound is represented by any one of formulas (1-1-1) to (1-3-1):
wherein R 5 and R 6 are each independently 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 Z 3 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.
4. The compound according to claim 1 , wherein the compound is represented by formula (1-4):
wherein R 7 and R 8 are each independently 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 Z 4 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.
5. The compound according to claim 3 , wherein Z 3 is —(CH 2 ) 2 — in formulas (1-1-1) to (1-3-1).
6. The compound according to claim 3 , wherein Z 3 is —CH 2 O— or —OCH 2 — in formulas (1-1-1) to (1-3-1).
7. The compound according to claim 3 , wherein Z 3 is —COO— or —OCO— in formulas (1-1-1) to (1-3-1).
8. The compound according to claim 4 , wherein Z 4 is —COO— or —OCO— in formula (1-4).
9. A liquid crystal composition that comprises at least one compound according to claim 1 .
10. The liquid crystal composition according claim 9 , further comprising at least one compound selected from the group of compounds represented by formulas (2), (3), (4), (5), (6) and (7):
wherein R 9 and R 10 are each independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and alkenyl, arbitrary hydrogen may be replaced by fluorine and arbitrary —CH 2 — may be replaced by —O—; the ring D 1 , the ring D 2 , the ring D 3 and the ring D 4 are each independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which arbitrary hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl or decahydro-2,6-naphthalene; Z 5 , Z 6 , Z 7 and Z 8 are each independently —(CH 2 ) 2 —, —COO—, —CH 2 O—, —OCF 2 —, —OCF 2 (CH 2 ) 2 — or a single bond; L 1 and L 2 are each independently fluorine or chlorine; and q, r, s, t, u and v are each independently 0 or 1, and the sum of r, s, t and u is 1 or 2.
11. The liquid crystal composition according claim 9 , further comprising at least one compound selected from the group of compounds represented by formulas (8), (9) and (10):
wherein R 11 and R 12 are each independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and alkenyl, arbitrary —CH 2 — may be replaced by —O—; the ring E 1 , the ring E 2 and the ring E 3 are each independently 1,4-cyclohexylene, pyrimidine-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; and Z 9 and Z 10 are each independently —C≡C—, —COO—, —(CH 2 ) 2 —, —CH═CH— or a single bond.
12. The liquid crystal composition according claim 10 , further comprising at least one compound selected from the group of compounds represented by formulas (8), (9) and (10) described in claim 11 .
13. The liquid crystal composition according to claim 9 , further comprising at least one optically active compound and/or at least one polymerizable compound.
14. The liquid crystal composition according to claim 9 , further comprising at least one antioxidant and/or at least one ultraviolet light absorbent.
15. A liquid crystal display device containing the liquid crystal composition according to claim 9 .