Chlorofluorobenzene liquid crystal compound, liquid crystal composition and liquid crystal display device
View Patent ↗A liquid crystal compound selected from a group of compounds represented by formula (a): wherein Ra and Rb are each independently alkyl having 1 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons, alkenyl having 2 to 10 carbons, alkenyloxy having 2 to 9 carbons, fluoroalkyl having 1 to 10 carbons or fluoroalkoxy having 1 to 9 carbons; ring A 1 , ring A 2 and ring A 3 are each independently trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, trans-tetrahydropyran-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyridine-2,5-diyl, 6-fluoropyridine-2,5-diyl or pyridazine-2,5-diyl; Z 1 , Z 2 and Z 3 are each independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —C≡C—, —CH 2 O, —OCH 2 —, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH 2 CH 2 OCF 2 — or —CF 2 OCH 2 CH 2 —; l, m and n are each independently 0, 1 or 2, provided that l+m+n is 0, 1, 2 or 3; one of X 1 and X 2 is fluorine, and the other is chlorine; Q is and atoms comprising the compound each may be an isotope thereof.
1. A liquid crystal compound comprising a compound selected from a group of compounds represented by formula (a):
wherein Ra and Rb are each independently linear alkyl having 1 to 10 carbons, linear alkoxy having 1 to 9 carbons, linear alkoxyalkyl having 2 to 9 carbons, linear alkenyl having 2 to 10 carbons, linear alkenyloxy having 2 to 9 carbons;
ring A 1 , ring A 2 and ring A 3 are each independently trans-1,4-cyclohexylene or 1,4-phenylene;
Z 1 , Z 2 and Z 3 are each independently a single bond or —(CH 2 ) 2 —;
l, m and n are each independently 0, 1 or 2, provided that l+m+n is 0, 1, 2 or 3; one of X 1 and X 2 is fluorine, and the other is chlorine;
Q is
and atoms comprising the compound each may be an isotope thereof.
2. A liquid crystal compound selected from a group of compounds represented by formula (a-1):
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons.
3. A liquid crystal compound selected from a group of compounds represented by formula (b-1):
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons.
4. A liquid crystal compound selected from a group of compounds represented by formula (a-2):
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons.
5. A liquid crystal compound selected from a group of compounds represented by formula (b-2):
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons.
6. A liquid crystal composition comprising at least one compound selected from a group of the compounds according to claim 1 .
7. A liquid crystal composition having a negative dielectric anisotropy and comprising two components, wherein the first component is at least one compound selected from a group of the compounds according to claim 1 , and the second component is at least one compound selected from a group of compounds represented by formulae (e-1) to (e-3):
wherein
Ra 11 and Rb 11 are each independently alkyl having 1 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons, alkenyl having 2 to 10 carbons, alkenyloxy having 2 to 9 carbons, fluoroalkyl having 1 to 10 carbons or fluoroalkoxy having 1 to 9 carbons;
ring A 11 , ring A 12 , ring A 13 and ring A 14 are each independently trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, trans-tetrahydropyran-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene or pyridine-2,5-diyl; and
Z 11 , Z 12 and Z 13 are each independently a single bond, —CH 2 —CH 2 —, —CH═CH—, —C≡C—, —COO— or —CH 2 O—.
8. A liquid crystal composition having a negative dielectric anisotropy and comprising two components, wherein the first component is at least one compound selected from a group of compounds represented by formulae (a-1), (a-2), (b-1) and (b-2), and the second component is at least one compound selected from a group of compounds represented by formulae (e-1) to (e-3):
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons,
wherein
Ra 11 and Rb 11 are each independently alkyl having 1 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons, alkenyl having 2 to 10 carbons, alkenyloxy having 2 to 9 carbons, fluoroalkyl having 1 to 10 carbons or fluoroalkoxy having 1 to 9 carbons;
ring A 11 , ring A 12 , ring A 13 and ring A 14 are each independently trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, trans-tetrahydropyran-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene or pyridine-2,5-diyl; and
Z 11 , Z 12 and Z 13 are each independently a single bond, —CH 2 —CH 2 —, —CH═CH—, —C≡C—, —COO— or —CH 2 O—.
9. The liquid crystal composition according to claim 8 , wherein the ratio of the first component is from approximately 30 to approximately 85% by weight, and the ratio of the second component is from approximately 15 to approximately 70% by weight, based on the total weight of the liquid crystal composition.
10. The liquid crystal composition according to claim 8 , wherein the liquid crystal composition further comprises, in addition to the first component and the second component, at least one compound selected from a group of compounds represented by formulae (g-1), (g-2), (g-3) and (g-4) as a third component:
wherein
Ra 21 and Rb 21 are each independently hydrogen, alkyl having 1 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons, alkenyl having 2 to 10 carbons, alkenyloxy having 2 to 9 carbons, fluoroalkyl having 1 to 10 carbons or fluoroalkoxy having 1 to 9 carbons;
ring A 21 , ring A 22 and ring A 23 are each independently trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, trans-tetrahydropyran-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyridine-2,5-diyl, 6-fluoropyridine -2,5-diyl or pyridazine-2,5-diyl;
Z 21 , Z 22 and Z 23 are each independently a single bond, —CH 2 —CH 2 —, —CH═CH—, —C≡C—, —OCF 2 —, —CF 2 O—, —OCF 2 CH 2 CH 2 —, —CH 2 CH 2 CF 2 O—, —COO—, —OCO—, —OCH 2 — or —CH 2 O—;
Y 1 , Y 2 , Y 3 and Y 4 are each independently fluorine or chlorine;
q, r and s are each independently 0, 1 or 2, provided that q+r+s is 1, 2 or 3; and
t is 0, 1 or 2.
11. The liquid crystal composition according to claim 10 , wherein the third component is at least one compound selected from a group of compounds represented by formulae (h-1), (h-2), (h-3), (h-4) and (h-5):
wherein
Ra 22 is linear alkyl having 1 to 8 carbons or linear alkenyl having 2 to 8 carbons;
Rb 22 is linear alkyl having 1 to 8 carbons, linear alkenyl having 2 to 8 carbons or alkoxy having 1 to 7 carbons;
Z 24 is a single bond or —CH 2 CH 2 —; and
both Y 1 and Y 2 are fluorine, or one of Y 1 and Y 2 is fluorine, and the other is chlorine.
12. A liquid crystal composition having a negative dielectric anisotropy and comprising three components, wherein the first component is at least one compound selected from the group of compounds represented by formulae (a-1) to (a-3) and formulae (b-1) to (b-3),
wherein Ra 1 is linear alkyl having 1 to 10 carbons or linear alkenyl having 2 to 10 carbons, and Rb 1 is linear alkyl having 1 to 10 carbons or linear alkoxy having 1 to 9 carbons;
the second component is at least one compound selected from the group of compounds represented by formulae (e-1), (e-2) and (e-3):
wherein Ra 11 and Rb 11 are each independently alkyl having 1 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons, alkenyl having 2 to 10 carbons, alkenyloxy having 2 to 9 carbons, fluoroalkyl having 1 to 10 carbons or fluoroalkoxy having 1 to 9 carbons; ring A 11 , ring A 12 , ring A 13 and ring A 14 are each independently trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, trans-tetrahydropyran-2,5-diyl, 1,4-phenylene, 2-fluoro-1 4-phenylene or pyridine-2,5-diyl; and Z 11 , Z 12 and Z 13 are each independently a single bond, —CH 2 —CH 2 —, —CH═CH—, —C≡C—, —COO— or —CH 2 O—; and
the third component is at least one compound selected from the group of compounds represented by formulae (h-1), (h-2), (h-3), (h-4) and (h-5)
wherein
Ra 22 is linear alkyl having 1 to 8 carbons or linear alkenyl having 2 to 8 carbons;
Rb 22 is linear alkyl having 1 to 8 carbons, linear alkenyl having 2 to 8 carbons or alkoxy having 1 to 7 carbons;
Z 24 is a single bond or —CH 2 CH 2 —; and
Both Y 1 and Y 2 are fluorine, or one of Y 1 and Y 2 is fluorine, and the other is chlorine.
13. The liquid crystal composition according claim 12 , wherein the ratio of the first component is from approximately 10% to approximately 80% by weight, the ratio of the second component is from approximately 10% to approximately 80% by weight, and the ratio of the third component is from approximately 10% to approximately 80% by weight, based on the total weight of the liquid crystal composition.
14. The liquid crystal composition according to claim 12 , wherein the liquid crystal composition further comprises an antioxidant and/or an ultraviolet light absorbent.
15. The liquid crystal composition according to claim 14 , wherein the liquid crystal composition further comprises an antioxidant represented by formula (I):
wherein w is an integer of 1 to 15.
16. A liquid display device that includes the liquid crystal composition according to claim 6 .
17. The liquid crystal display device according to claim 16 , wherein the liquid crystal display device has an operation mode of a VA mode or an IPS mode, and has a driving mode of an active matrix mode.