Liquid crystal compound, liquid crystal composition, and liquid crystal display device

Abstract

The invention is to provide such a liquid crystal compound that has general properties required for a liquid crystal compound, stability to heat, light and the like, a small viscosity, a suitable optical anisotropy, a negatively large dielectric anisotropy, a wide temperature range of a nematic phase, and favorable compatibility with other liquid crystal compounds, and a liquid crystal composition containing the compound. The invention provides a compound represented by Formula (1), wherein Ra and Rb are hydrogen or an alkyl having 1 to 20 carbon atoms; ring A1 is 1,4-cyclohexylene, 1,4-phenylene, pyridine-2,5-diyl, pyridazine-3,6-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 5,6,7,8-tetrahydronaphthalene-2,6-diyl, or naphthalene-2,6-diyl; Z1 is a single bond or an alkylene having 1 to 4 carbon atoms; Y1 is hydrogen, halogen, —CN, —CF3, —CHF2, —CH2F, —OCF3, —OCHF2, or —OCH2F; and m is 1, 2, or 3:

Description

Claims

1. A compound represented by Formula (1):

2. The compound according to claim 1, wherein Ra and Rb each independently is an alkyl having 1 to 20 carbon atoms, an alkoxy having 1 to 19 carbon atoms, an alkoxyalkyl having 2 to 19 carbon atoms, an alkenyl having 2 to 21 carbon atoms, a fluorinated alkyl having 1 to 20 carbon atoms, or a fluorinated alkoxy having 1 to 19 carbon atoms; ring A1 is 1,4-cyclohexylene, 1,3-dioxane-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-3,6-diyl;Z1 is a single bond, —(CH2)2—, —COO—, —OCO—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —CH═CH—, —CF═CF—, —C≡C—, —CH2CO—, —COCH2—, —CH2SiH2—, —SiH2CH2—, —(CH2)2COO—, —OCO(CH2)2—, —(CH2)2CF2O—, —OCF2 (CH2)2—, —(CH2)3O—, —O(CH2)3—, or —(CH2)4—; andY1 is hydrogen, fluorine, chlorine, —CF3, —CHF2, —CH2F, —OCF3, —OCHF2, or —OCH2F.

3. The compound according to claim 1, wherein Ra and Rb each independently is an alkyl having 1 to 10 carbon atoms, an alkoxy having 1 to 10 carbon atoms, an alkoxyalkyl having 2 to 10 carbon atoms, an alkenyl having 2 to 10 carbon atoms, a fluorinated alkyl having 1 to 10 carbon atoms, or a fluorinated alkoxy having 1 to 10 carbon atoms; ring A1 independently is 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, or 2,6-difluoro-1,4-phenylene;Z1 independently is a single bond, —(CH2)2—, —COO—, —OCO—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —CH═CH—, —CF═CF—, —C≡C—, —(CH2)2COO—, —OCO(CH2)2—, —(CH2)2CF2O—, —OCF2 (CH2)2—, —(CH2)3O—, —O(CH2)3—, or —(CH2)4—; andY1 is hydrogen, fluorine, chlorine, —CF3, —CHF2, or —CH2F.

4. The compound according to claim 1, wherein Ra and Rb each independently is an alkyl having 1 to 10 carbon atoms, an alkoxy having 1 to 10 carbon atoms, an alkoxyalkyl having 2 to 10 carbon atoms, an alkenyl having 2 to 10 carbon atoms, —CH2F, or —OCH2F; ring A1 is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, or 2,3-difluoro-1,4-phenylene;Z1 is a single bond, —(CH2)2—, —COO—, —OCO—, —CH2O—, —OCH2—, —CF20—, —OCF2—, —CH═CH—, or —C≡C—; andY1 is hydrogen, fluorine, —CF2H, or —CF3.

5. The compound according to claim 1, wherein Ra is an alkoxy having 1 to 6 carbon atoms, an alkoxyalkyl having 2 to 6 carbon atoms, or an alkenyl having 2 to 6 carbon atoms; Rb is an alkyl having 1 to 6 carbon atoms or an alkoxy having 1 to 6 carbon atoms;ring A1 is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, or 2,3-difluoro-1,4-phenylene;Z1 is a single bond or —(CH2)2—; andY1 is hydrogen or fluorine.

6. A compound represented by one of formulae (I) to (V):

7. The compound according to claim 6, wherein Ra and Rb each independently is an alkyl having 1 to 10 carbon atoms, an alkoxy having 1 to 10 carbon atoms, or an alkenyl having 2 to 10 carbon atoms; Z1 independently is a single bond, —(CH2)2—, —CH═CH—, or —(CH2)4—; andY1 is hydrogen, fluorine, chlorine, —CF3, or —CF2H.

8. The compound according to claim 6, wherein Ra and Rb each independently is an alkyl having 1 to 10 carbon atoms, an alkoxy having 1 to 10 carbon atoms, or an alkenyl having 2 to 10 carbon atoms; Z1 independently is a single bond or —(CH2)2—; andY1 is hydrogen, fluorine, or —CF3.

9. The compound according to claim 6, wherein Ra and Rb each independently is an alkyl having 1 to 6; Z1 is a single bond; andY1 is fluorine.

10. A compound represented by formula below:

11. A compound represented by formula below:

12. A compound represented by formula below:

13. A liquid crystal composition comprising at least one compound selected from the group consisting of the compounds according to claim 1.

14. The liquid crystal composition according to claim 13, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (2), (3) and (4):

15. The liquid crystal composition according to claim 13, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (5) and (6):

16. The liquid crystal composition according to claim 13, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (7), (8), (9), (10) and (11):

17. The liquid crystal composition according to claim 13, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (12), (13) and (14):

18. The liquid crystal composition according to claim 14, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (5) and (6).

19. The liquid crystal composition according to claim 14, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (12), (13) and (14).

20. The liquid crystal composition according to claim 15, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by formulae (12), (13) and (14).

21. The liquid crystal composition according to claim 16, wherein the composition further comprises at least one compound selected from the group consisting of compounds represented by Formulae (12), (13) and (14).

22. The liquid crystal composition according to claim 13, wherein the composition further comprises an optically active compound.

23. A liquid crystal display device comprising the liquid crystal composition according to claim 13.