Nematic liquid crystal composition
The present invention relates to a nematic liquid crystal composition useful as an electro-optic liquid crystal display material and having a positive dielectric anisotropy (Δ∈). The liquid crystal composition has refractive index anisotropy (Δn) adjusted to a desired level, a sufficiently low viscosity (η), and a positive dielectric anisotropy (Δ∈) while degradation of the temperature range of the nematic phase is avoided by suppressing the decrease in nematic phase-isotropic liquid phase transition temperature (T ni ) and the increase in lower limit temperature of the nematic phase. The liquid crystal composition contains one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5).
1. A liquid crystal composition having a positive dielectric anisotropy and containing one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5):
wherein in the formulae, R 01 represents an alkenyl group having 2 to 5 carbon atoms, R 11 , R 21 , R 31 and R 41 each independently represent an alkyl group having 1 to 15 carbon atoms where one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, or —OCF 2 — so long as oxygen atoms are not directly adjacent to each other and one or more hydrogen atoms in the alkyl group may each be substituted with a halogen, R 51 and R 52 each independently represent an alkyl group having 1 to 15 carbon atoms where one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, or —C≡C— so long as oxygen atoms are not directly adjacent to each other and may each represent —OCF 3 or —CF 3 — when A 51 or A 53 below represents a cyclohexane ring, A 01 , A 02 , A 03 , A 11 , A 21 , A 22 , A 23 , A 31 , A 32 , A 41 , A 42 each independently represent any one of the structures below:
wherein in the structures, one or more —CH 2 — in the cyclohexane ring may each be substituted with —O— so long as oxygen atoms are not directly adjacent to each other, one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other, and X 61 and X 62 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 , A 51 to A 53 each independently represent any one of the structures below:
wherein in the formulae, one or more —CH 2 CH 2 — in the cyclohexane ring may each be substituted with —CH═CH—, —CF 2 O—, or —OCF 2 —, and one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other, X 01 represents a hydrogen atom or a fluorine atom, X 11 , X 12 , X 21 , X 22 , X 31 , X 32 , X 41 , X 42 and X 43 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 , Y 01 , Y 11 , Y 21 , Y 31 , and Y 41 , each represent —Cl, —F, —OCHF 2 , —CF 3 , or —OCF 3 , Z 01 and Z 02 each independently represent a single bond, —CH═CH —, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O—, Z 31 , Z 32 , Z 41 , Z 42 , Z 51 and Z 52 , each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O—, at least one of Z 31 and Z 32 that are present represents a group other than a single bond, Z 51 and Z 52 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 — or —CF 2 O—, m 01 and m 02 represent an integer of 0 to 2, m 21 , m 31 , m 32 , m 41 , m 42 and m 51 each independently represent an integer of 0 to 3, m 01 +m 02 is 1, or 2, m 31 +m 32 and m 41 +m 42 are each independently 1, 2, 3, or 4, and when a plurality of A 01 , A 03 , A 23 , A 31 , A 32 , A 41 , A 42 , A 52 , Z 01 , Z 02 , Z 31 , Z 32 , Z 41 , Z 42 , and/or Z 52 are present, they may be the same or different.
2. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains 5 to 50% by mass of one or more compounds represented by general formula (LC0) with R 01 representing one of (R1) to (R5) below:
(In each formula, the black dot represents a bonding point to a ring).
3. The liquid crystal composition according to claim 1 , wherein X 01 in general formula (LC0) represents F.
4. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC2-1) to general formula (LC2-14) as the compound represented by general formula (LC2):
(In the formulae, X 23 , X 24 , X 25 and X 26 each independently represent a hydrogen atom, Cl, F, or CF 3 , or OCF 3 ,and X 22 , R 21 , and Y 21 are the same as those in claim 1 ).
5. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC3-1) to general formula (LC3-32) as the compound represented by general formula (LC3):
(In the formulae, X 33 , X 34 , X 35 , X 36 , X 37 , and X 38 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 32 , R 31 , A 31 , Y 31 , and Z 31 are the same as those in claim 1 ).
6. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC4-1) to general formula (LC4-23) as the compound represented by general formula (LC4):
(In the formulae, X 44 , X 45 , X 46 , and X 47 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 42 , X 43 , R 41 , and Y 41 are the same as those in claim 1 ).
7. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC5-1) to general formula (LC5-26) as the compound represented by general formula (LC5):
In the formulae, R 51 and R 52 are the same as those in claim 1 .
8. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which R 02 to R 41 , R 51 , and/or R 52 present in general formula (LC1) to general formula (LC5) represents an alkenyl group having 2 to 5 carbon atoms.
9. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which at least one of A 11 to A 42 and/or A 51 to A 53 present in general formula (LC0) to general formula (LC5) represents a tetrahydropyran-2,5-diyl group.
10. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which at least one of Z 01 , Z 02 , Z 31 to Z 42 , Z 51 , and Z 52 , that are present in general formula (LC0) and general formula (LC3) to general formula (LC5) represents —CF 2 O—or —OCF 2 —.
11. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains 30 to 70% by mass of the compounds represented by general formula (LC5) and has a bulk viscosity η of 20 mPa·s or less at 20° C.
12. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more optically active compounds.
13. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more polymerizable compounds.
14. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more antioxidants.
15. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more UV absorbers.
16. A liquid crystal display device using the liquid crystal composition on according to claim 1 .
17. An active matrix driving liquid crystal display device using the liquid crystal composition according to claim 1 .
18. A TN-mode, OCB-mode, ECB-mode, IPS-mode, or VA-IPS-mode liquid crystal display device using the liquid crystal composition according to claim 1 .
19. A polymer-stabilized TN-mode, OCB-mode, ECB-mode, IPS-mode, or VA-IPS-mode liquid crystal display device that uses the liquid crystal composition according to claim 13 and is produced by polymerizing the polymerizable compounds in the liquid crystal composition in the absence or presence of applied voltage.
20. The liquid crystal display device according to claim 16 , wherein an alignment layer that has a surface that comes into contact with liquid crystal molecules and causes the liquid crystal molecules to align horizontally, tilt, or align vertically includes an alignment film containing at least one compound selected from polyimide (PI), polyamide, chalcone, cinnamate, and cinnamoyl.
21. The liquid crystal display device according to claim 20 , wherein the alignment layer according to claim 20 further includes a polymerizable liquid crystal compound or a polymerizable non-liquid crystal compound.
22. The liquid crystal display device according to claim 20 , wherein an alignment film prepared by an optical alignment technology is formed as the alignment layer at the surface that comes into contact with the liquid crystal composition.