NEMATIC LIQUID CRYSTAL COMPOSITION
20170218269 · 2017-08-03
Assignee
Inventors
Cpc classification
C09K2019/3422
CHEMISTRY; METALLURGY
C09K19/322
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K19/20
CHEMISTRY; METALLURGY
C09K19/42
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
International classification
C09K19/12
CHEMISTRY; METALLURGY
C09K19/20
CHEMISTRY; METALLURGY
Abstract
The present invention provides a liquid crystal composition including at least one compound represented by General Formula (1), at least one compound represented by General Formula (2), and at least one compound represented by General Formula (LC1).
##STR00001##
The liquid crystal composition of the present invention has high refractive index anisotropy (Δn) and sufficiently low viscosity (η), achieves a wide nematic phase temperature range by suppressing a decrease in nematic phase-isotropic liquid phase transition temperature (T.sub.ni), and exhibits high compatibility. By using the liquid crystal composition of the present invention in a liquid crystal display element, a liquid crystal display element having a high response speed and high practical reliability can be obtained.
Claims
1. A liquid crystal composition comprising at least one compound represented by General Formula (1), at least one compound represented by General Formula (2), and at least one compound represented by General Formula (LC1): ##STR00064## wherein R.sup.01 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms, and one —CH.sub.2— or two or more —CH.sub.2— in these groups may be arbitrarily substituted with —O—, —S—, —COO—, —OCO—, or —CO— as long as an oxygen atom is not directly adjacent to another oxygen atom, and at least one hydrogen atom present in these groups may be substituted with a fluorine atom; R.sup.02 represents an alkenyl group having 2 to 15 carbon atoms, and one —CH.sub.2— or two or more —CH.sub.2— present in the alkenyl group may be arbitrarily substituted with —O—, —S—, —COO—, —OCO—, or —CO— as long as an oxygen atom is not directly adjacent to another oxygen atom; A.sup.1 is a group selected from the group consisting of (a) 1,4-cyclohexylene group in which one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in this group may be substituted with —O— or —S—, (b) 1,4-phenylene group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom, and (c) naphthalene-2,6-diyl group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom; Z.sup.1 represents —CH.sub.2O—, —OCH.sub.2—, —CF.sub.2O—, —OCF.sub.2—, —COO—, —OCO—, —CH.sub.2CH.sub.2—, —CF.sub.2CF.sub.2—, —CH═CH—, —CF═CF—, or a single bond; X.sup.1 represents a hydrogen atom, a fluorine atom, or a chlorine atom; and m represents 1 to 4, in the case where m is 2 to 4 and plural A.sup.1's are present, the plural A.sup.1's may be the same as or different from each other, and in the case where m is 2 to 4 and plural Z.sup.1's are present, the plural Z.sup.1's may be the same as or different from each other: ##STR00065## wherein R.sup.21 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms, and one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in these groups may be arbitrarily substituted with —O—, —S—, —COO—, —OCO—, or —CO—, and at least one hydrogen atom present in these groups may be substituted with a fluorine atom; A.sup.21 is a group selected from the group consisting of (a) 1,4-cyclohexylene group in which one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in this group may be substituted with —O— or —S—, (b) 1,4-phenylene group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom, and (c) naphthalene-2,6-diyl group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom; and B.sup.21 is a compound represented by either of the following structures: ##STR00066## wherein X.sup.21, X.sup.22, X.sup.23, X.sup.24, and X.sup.25 each independently represents a hydrogen atom, a fluorine atom, or a chlorine atom and Y.sup.21 and Y.sup.22 each independently represents a halogen atom, a cyano group, a halogenated alkyl group having 1 to 5 carbon atoms, or a halogenated alkoxy group having 1 to 5 carbon atoms; Z.sup.21 represents —CH.sub.2O—, —OCH.sub.2—, —CF.sub.2—, —OCF.sub.2—, —COO—, —OCO—, —CH.sub.2CH.sub.2—, —CF.sub.2CF.sub.2—, —CH═CH—, —CF═CF—, —C≡C—, or a single bond; and m.sup.21 represents 1, 2, or 3, in the case where m.sup.21 is 2 or 3 and plural A.sup.21's are present, the plural A.sup.21's may be the same as or different from each other, and in the case where m.sup.21 is 2 or 3 and plural Z.sup.21's are present, the plural Z.sup.21's may be the same as or different from each other: ##STR00067## wherein R.sup.11 and R.sup.12 each independently represents an alkyl group having 1 to 15 carbon atoms, and one —CH.sub.2— or two or more —CH.sub.2— in the alkyl group may be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF.sub.2O—, or —OCF.sub.2— as long as an oxygen atom is not directly adjacent to another oxygen atom, and one or more hydrogen atoms in the alkyl group may be substituted with a halogen atom; A.sup.11 to A.sup.13 each independently is a group selected from the group consisting of (a) 1,4-cyclohexylene group in which one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in this group may be substituted with —O— or —S—, (b) 1,4-phenylene group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom, and (c) naphthalene-2,6-diyl group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom; Z.sup.11 and Z.sup.12 each independently represents a single bond, —CH═CH—, —C≡C—, —CH.sub.2CH.sub.2—, —(CH.sub.2).sub.4—, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—; and m.sup.11 represents 0, 1, or 2, in the case where m.sup.11 is 2 and plural A.sup.11's are present, the plural A.sup.11's may be ay be the same as or different from each other, and in the case where m.sup.11 is 2 and plural Z.sup.11's are present, the plural Z.sup.11's may be the same as or different from each other, with the proviso that the compound represented by General Formula (1) is excluded.
2. The liquid crystal composition according to claim 1, comprising at least one compound represented by General Formula (1-1) as the compound represented by General Formula (1): ##STR00068## wherein R.sup.01, R.sup.02, A.sup.1, Z.sup.1, and X.sup.1 have the same meaning as R.sup.01, R.sup.02, A.sup.1, Z.sup.1, and X.sup.1 in General Formula (1), respectively; Z.sup.2 represents —CH.sub.2O—, —OCH.sub.2—, —CF.sub.2O—, —OCF.sub.2—, —COO—, —OCO—, —CH.sub.2CH.sub.2—, —CF.sub.2CF.sub.2—, —CH═CH—, —CF═CF—, —C≡C—, or a single bond; X.sup.2, X.sup.3, and X.sup.4 each independently represents a hydrogen atom, a fluorine atom, or a chlorine atom; and m.sup.1 represents 0, 1, 2, or 3, in the case where m.sup.1 is 2 or 3 and plural A.sup.1's are present, the plural A.sup.1's may be the same as or different from each other, and in the case where m.sup.1 is 2 or 3 and plural Z.sup.1's are present, the plural Z.sup.1's may be the same as or different from each other.
3-13. (canceled)
14. The liquid crystal composition according to claim 1, wherein the group represented by —O—R.sup.02 is a group represented by Formula (R6): ##STR00069## wherein R.sup.04 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in the group may be substituted with —O—, —COO—, —OCO—, or —CO—, and the black point in the formula represents a point linking to a ring.
15. The liquid crystal composition according to claim 14, wherein R.sup.04 represents a hydrogen atom or a methyl group.
16. The liquid crystal composition according to claim 2, comprising at least one compound represented by General Formula (1-1A) as the compound represented by General Formula (1-1): ##STR00070## wherein R.sup.01, A.sup.1, Z.sup.1, X.sup.1, X.sup.2, X.sup.3, X.sup.4, and m.sup.1 have the same meaning as R.sup.1, A.sup.1, Z.sup.1, X.sup.1, X.sup.2, X.sup.3, X.sup.4, and m.sup.1 in General Formula (1-1), respectively; and R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and one —CH.sub.2— or two or more —CH.sub.2— in the alkyl group may be substituted with —O—, —S—, —COO—, —OCO—, or —CO— as long as an oxygen atom is not directly adjacent to another oxygen atom.
17. The liquid crystal composition according to claim 1, comprising at least one compound represented by General Formula (LC2-a) as the compound represented by General Formula (2): ##STR00071## wherein X.sup.26 and X.sup.27 each independently represents a hydrogen atom or a fluorine atom, Z.sup.23 represents —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—, m.sup.22 represents 1 or 2, and R.sup.21, A.sup.21, Z.sup.21, X.sup.21, X.sup.22, and Y.sup.21 have the same meaning as R.sup.21, A.sup.21, Z.sup.21, X.sup.21, X.sup.22, and Y.sup.21 in General Formula (2), respectively.
18. The liquid crystal composition according to claim 1, comprising at least one compound represented by General Formula (LC2-b) as the compound represented by General Formula (2): ##STR00072## wherein A.sup.22 is a group selected from the group consisting of (a) 1,4-cyclohexylene group in which one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in this group may be substituted with —O— or —S—, (b) 1,4-phenylene group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom, and (c) naphthalene-2,6-diyl group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom; and m.sup.23 represents 1 or 2, and R.sup.21, A.sup.21, X.sup.21, X.sup.22, and Y.sup.21 have the same meaning as R.sup.21, A.sup.21, X.sup.21, X.sup.22, and Y.sup.21 in General Formula (2), respectively.
19. The liquid crystal composition according to claim 1, which comprises the compound represented by General Formula (1) in an amount of 2% to 40% by mass.
20. The liquid crystal composition according to claim 1, which comprises the compound represented by General Formula (2) in an amount of 2% to 50% by mass.
21. The liquid crystal composition according to claim 1, which comprises the compound represented by General Formula (LC1) in an amount of 10% to 80% by mass.
22. The liquid crystal composition according to claim 1, which comprises one or more polymerizable compounds.
23. A liquid crystal display element, which is prepared by using the liquid crystal composition according to claim 1.
24. A liquid crystal display element for driving an active matrix, which is prepared by using the liquid crystal composition according to claim 1.
25. A liquid crystal display element for a TN mode, an OCB mode, an ECB mode, an IPS mode, or a VA-IPS mode, which is prepared by using the liquid crystal composition according to claim 1.
26. A polymer-stabilized liquid crystal display element for a TN mode, an OCB mode, an ECB mode, an IPS mode, or a VA-IPS mode, which is prepared by using the liquid crystal composition according to claim 22 and polymerizing a polymerizable compound contained in the liquid crystal composition in the absence or presence of applied voltage.
Description
DESCRIPTION OF EMBODIMENTS
[0030] The liquid crystal composition of the present invention includes at least one compound represented by General Formula (1), at least one compound represented by General Formula (2), and at least one compound represented by General Formula (LC1).
[0031] General Formula (1):
##STR00007##
[0032] In order to decrease the viscosity, R.sup.01 is preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, and particularly preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. Also, R.sup.01 is preferably linear. In the case where R.sup.1 is an alkenyl group, R.sup.1 is preferably selected from the group represented by any one of Formula (R1) to Formula (R5). (A black point in each formula represents a point linking to a ring.) In the case where A.sup.1 which is linked to R.sup.1 is a trans-1,4-cyclohexylene group, R.sup.01 preferably represents an alkenyl group of the trans-1,4-cyclohexylene group, and further preferably represents Formula (R1), Formula (R2), or Formula (R4).
##STR00008##
[0033] In order to decrease the viscosity, R.sup.02 is preferably an alkenyl group having 2 to 8 carbon atoms, more preferably an alkenyl group having 2 to 6 carbon atoms, preferably an alkenyl group having 2 to 5 carbon atoms, and preferably selected from the groups represented by Formula (R6).
##STR00009##
[0034] In the formula, R.sup.04 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in these groups may be substituted with —O—, —COO—, —OCO—, or —CO—, at least one hydrogen atom present in these groups may be substituted with a fluorine atom, and a black point in each formula represents a point linking to a ring.
[0035] The following groups where R.sup.04 is a hydrogen atom or a methyl group are more preferable.
##STR00010##
[0036] In order to decrease the viscosity, A.sup.1 each is independently preferably represents a trans-1,4-cyclohexylene group, an unsubstituted naphthalene-2,6-diyl group, or an unsubstituted 1,4-phenylene group, and more preferably a trans-1,4-cyclohexylene group. In order to improve the miscibility with other liquid crystal components, the following groups:
##STR00011##
are preferable as A.sup.1.
[0037] In addition, in order to increase the Δn, A.sup.1 each is independently preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group. In all of the ring structures in the compound, it is preferred that the abundance ratio of the 1,4-phenylene group and naphthalene-2,6-diyl group is relatively high, and it is more preferred that the abundance ratio of the 1,4-phenylene group is relatively high. In the case of putting importance on Δn, the abundance ratio of the 1,4-phenylene group and naphthalene-2,6-diyl group is preferably increased to fall within the preferable range, but is adjusted depending on a balance of viscosity and miscibility with other liquid crystal components. Specifically, in the case where m represents 1, A.sup.1 is preferably a trans-1,4-cyclohexylene group, a 1,4-phenylene group, or a naphthalene-2,6-diyl group, and in order to further increase the ratio, A.sup.1 preferably represents a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably represents a 1,4-phenylene group. In the Case where m represents 2, at least one of A.sup.1's is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and in order to further increase the ratio, A.sup.1 each is independently preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group. In the case where m represents 3 or 4, at least one of A.sup.1's is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and in order to further increase the ratio, at least two of A.sup.1's are preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group and more preferably a 1,4-phenylene group.
[0038] In order to decrease the viscosity, Z.sup.1 is preferably —CH.sub.2O—, —OCH.sub.2—, —CF.sub.2O—, —OCF.sub.2—, —CF═CF—, —C≡C—, or a single bond, more preferably —CF.sub.2O—, —OCF.sub.2—, —CH.sub.2CH.sub.2—, or a single bond, and particularly preferably a single bond, and in order to increase the T.sub.i, Z.sup.1 is preferably —C≡C— or a single bond.
[0039] In the case of putting importance on viscosity, X.sup.1 is preferably a hydrogen atom, and in the case of putting importance on miscibility with other liquid crystal components, X.sup.1 is preferably a fluorine atom.
[0040] In the case of putting importance on viscosity, m is preferably 1 or 2, and in the case of putting importance on the Tni, m is preferably 3 or 4. In order to increase the miscibility with the liquid crystal composition, m is preferably 2 or 3.
[0041] As a compound having high Δn and an excellent balance of viscosity and miscibility with other liquid crystal components, the compound represented by General Formula (1) is preferably a compound represented by General Formula (1-1).
##STR00012##
[0042] In the formula, R.sup.01, R.sup.02, A.sup.1, Z.sup.1, and X.sup.1 have the same meaning as R.sup.01, R.sup.02, A.sup.1, Z.sup.1, and X.sup.1 in General Formula (1), respectively;
[0043] Z.sup.2 represents —CH.sub.2O—, —OCH.sub.2—, —CF.sub.2O—, —OCF.sub.2—, —COO—, —OCO—, —CH.sub.2CH.sub.2—, —CF.sub.2CF.sub.2—, —CH═CH—, —CF═CF—, —C≡C—, or a single bond;
[0044] X.sup.2, X.sup.3, and X.sup.4 each independently represents a hydrogen atom, a fluorine atom, or a chlorine atom; and
[0045] m.sup.1 represents 0, 1, 2, or 3, in the case where m.sup.1 is 2 or 3 and plural A.sup.1's are present, the plural A.sup.1's may be the same as or different from each other, and in the case where m.sup.1 is 2 or 3 and plural Z.sup.1's are present, the plural Z.sup.1's may be the same as or different from each other.
[0046] Furthermore, the compound represented by General Formula (1-1) is preferably a compound represented by General Formula (1-1A).
##STR00013##
[0047] In the formula, R.sup.01, A.sup.1, Z.sup.1, X.sup.1, X.sup.2, X.sup.3, X.sup.4, and m.sup.1 have the same meaning as R.sup.1, A.sup.1, Z.sup.1, X.sup.1, X.sup.2, X.sup.3, X.sup.4, and m.sup.1 in General Formula (1-1), respectively; and
[0048] R.sup.03 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, one —CH.sub.2— or two or more —CH.sub.2— in the alkyl group may be substituted with —O—, —S—, —COO—, —OCO—, or —CO— as long as an oxygen atom is not directly adjacent to another oxygen atom, and at least one hydrogen atom present in the alkyl group may be substituted with a fluorine atom.
[0049] R.sup.03 more preferably represents a hydrogen atom or a methyl group.
[0050] Furthermore, the compounds represented by General Formula (1) or General Formula (1-1) are preferably a compound satisfying at least one of the following matters.
[0051] Compound in which m is 2 and plural Z.sup.1's are single bonds
[0052] Compound in which m.sup.01 is 1 and Z.sup.1 is a single bond
[0053] Compound in which Z.sup.1 is a single bond
[0054] Compound in which Z.sup.2 is a single bond
[0055] Compound in which A.sup.1 is a 1,4-phenylene group
[0056] The liquid crystal compound represented by General Formula (1) is preferably compounds represented by the following General Formula (1-1-1) to General Formula (1-1-49), which are the compound represented by General Formula (1-1) (in the formulas, R.sup.01, R.sup.02, and X.sup.1 have the same meaning as R.sup.01, R.sup.02, and X.sup.1 in General Formula (1), respectively). The liquid crystal composition of the present invention preferably contains one or more compounds represented by General Formula (1-1-1) to General Formula (1-1-49), more preferably contains one or more compounds represented by General Formula (1-1-1) to General Formula (1-1-6), General Formula (1-1-9) to General Formula (1-1-14), General Formula (1-1-17) to General Formula (1-1-21), and General Formula (1-1-26) to General Formula (1-1-49), still more preferably contains one or more compounds represented by General Formula (1-1-1) to General Formula (1-1-6), General Formula (1-1-9) to General Formula (1-1-14), and General Formula (1-1-17) to General Formula (1-1-21), and particularly preferably contains one or more compounds represented by General Formula (1-1-9) to General Formula (1-1-12).
##STR00014## ##STR00015## ##STR00016## ##STR00017## ##STR00018## ##STR00019## ##STR00020## ##STR00021##
[0057] In addition, the liquid crystal compound represented by General Formula (1) is preferably compounds represented by the following General Formula (1-2-1) to General Formula (1-2-7) (In the formulas, R.sup.01, R.sup.02, and X.sup.1 represent the same meaning as R.sup.01, R.sup.02, and X.sup.1 in General Formula (1), respectively). The liquid crystal composition of the present invention preferably contains one or more compounds represented by General Formula (1-2-1) to General Formula (1-2-7).
##STR00022##
[0058] In the liquid crystal composition of the present invention, the compound represented by General Formula (1) is preferably contained in the amount of 0.1% by mass or more as a lower limit in the composition (the following % in the composition represents % by mass), preferably contained in the amount of 0.3% or more, preferably contained in the amount of 0.5% or more, preferably contained in the amount of 0.8% or more, preferably contained in the amount of 1% or more, preferably contained in the amount of 2% or more, preferably contained in the amount of 3% or more, preferably contained in the amount of 5% or more, preferably contained in the amount of 6% or more, preferably contained in the amount of 7% or more, preferably contained in the amount of 8% or more, preferably contained in the amount of 9% or more, preferably contained in the amount of 10% or more, preferably contained in the amount of 13% or more, preferably contained in the amount of 15% or more, preferably contained in the amount of 18% or more, and preferably contained in the amount of 20% or more. In addition, if the content is large, a problem such as precipitation occurs, and accordingly, as an upper limit, the compound represented by General Formula (1) is preferably contained in the amount of 80% or less, preferably contained in the amount of 70% or less, preferably contained in the amount of 60% or less, preferably contained in the amount of 55% or less, preferably contained in the amount of 50% or less, preferably contained in the amount of 45% or less, preferably contained in the amount of 40% or less, preferably contained in the amount of 38% or less, preferably contained in the amount of 35% or less, preferably contained in the amount of 33% or less, preferably contained in the amount of 32% or less, preferably contained in the amount of 30% or less, preferably contained in the amount of 28% or less, preferably contained in the amount of 25% or less, preferably contained in the amount of 23% or less, preferably contained in the amount of 21% or less, preferably contained in the amount of 20% or less, preferably contained in the amount of 18% or less, and preferably contained in the amount of 15% or less. One type of the compound represented by General Formula (1) may be used alone or two or more types of the compound may be used at the same time.
[0059] A liquid crystal compound having an allyl ether group at the terminal has satisfactory properties as a constituent component of the liquid crystal composition, but has a problem in reliability. However, by difluorinating a specific position of a benzene ring having an allyl ether group, the compound represented by General Formula (1) improves reliability, further improves compatibility, and decreases viscosity without impairing original excellent properties of the skeleton. Furthermore, by imparting positive dielectric anisotropy, the compound represented by General Formula (1) is an extremely effective compound as a constituent component of the liquid crystal composition having positive dielectric anisotropy.
[0060] Since the compound represented by General Formula (1) has a wide nematic temperature range, large refractive index anisotropy, high solubility, and low viscosity, if the compound represented by General Formula (1) is contained in the liquid crystal composition, the liquid crystal composition is obtained, which has high refractive index anisotropy (Δn) and sufficiently low viscosity (η), achieves a wide nematic phase temperature range by suppressing a decrease in a nematic phase-isotropic liquid phase transition temperature (T.sub.ni), exhibits high compatibility, and has a high response speed and excellent reliability when the liquid crystal composition is used in a liquid crystal display element. Therefore, in particular, the liquid crystal composition can be appropriately used in a liquid crystal composition for a FFS mode liquid crystal display for mobile phones or cars. In addition, in the case where an alkyl group substituted with a fluorine atom for R.sup.2 in General Formula (1) is selected, positive dielectric anisotropy can be imparted, and the compound represented by General Formula (1) can be extremely appropriately used as a component configuring the liquid crystal composition having positive dielectric anisotropy. For example, the compound represented by General Formula (1) exhibits a liquid crystal phase in the range of 40° C. to 110° C. alone, and has Δn of about 0.26, flow viscosity of about 25 mPa.Math.s, which is low, and dielectric anisotropy of about +4, and further has extremely satisfactory compatibility in the case of being used as a component of the liquid crystal composition.
[0061] General Formula (2):
##STR00023##
[0062] R.sup.21 is preferably an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkoxy group having 1 to 8 carbon atoms, and is preferably linear. In the case where R.sup.21 is an alkenyl group, R.sup.21 is preferably selected from the group represented by any one of Formula (R1) to Formula (R5).
##STR00024##
[0063] A black point in each formula represents a point linking to a ring.
[0064] A.sup.21 is preferably a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a tetrahydropyran group, or a 1,3-dioxane-2,5-diyl group.
[0065] In order to decrease the viscosity, B.sup.21 is preferably the following.
##STR00025##
[0066] In order to increase the T.sub.ni, the following group:
##STR00026##
is preferable as B.sup.21.
[0067] X.sup.21, X.sup.22, X.sup.23, X.sup.24, and X.sup.25 each independently is preferably a hydrogen atom in order to decrease the viscosity and increase the T.sub.ni, and is preferably a fluorine atom in order to increase the Δε.
[0068] In the case where X.sup.21 and X.sup.22 are each independently a fluorine atom or hydrogen atom, B.sup.21 preferably represents the following group in order to increase the Δε.
##STR00027##
[0069] In order to decrease the viscosity, the following group:
##STR00028##
is preferable as B.sup.21.
[0070] In the case where X.sup.23 to X.sup.25 each independently represents a fluorine atom or a hydrogen atom, B.sup.21 preferably represents any of the following groups in order to increase the Δε.
##STR00029##
[0071] In order to decrease the viscosity, the following group:
##STR00030##
is preferable as B.sup.21.
[0072] Y.sup.21 and Y.sup.22 preferably represent a fluorine atom, —CF.sub.3, or —OCF.sub.3 to thereby improve lower limit temperature of a nematic phase and better operation at low temperature or storage properties of the liquid crystal composition. In order to increase the Δε, Y.sup.21 and Y.sup.22 preferably represent a fluorine atom, a cyano group, —CF.sub.3, or —OCF.sub.3, and in order to decrease the viscosity, Y.sup.21 and Y.sup.22 preferably represent a fluorine atom. In consideration of stability of the compound, Y.sup.21 and Y.sup.22 preferably represent a fluorine atom, —CF.sub.3, or —OCF.sub.3.
[0073] B.sup.21 is particularly preferably one selected from the following moiety structures.
##STR00031##
[0074] Z.sup.21 is preferably a single bond, —CH═CH—, —C≡C—, —CH.sub.2CH.sub.2—, —(CH.sub.2).sub.4—, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—, and more preferably a single bond, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—.
[0075] m.sup.21 preferably represents 2 or 3. In the case where plural A.sup.21's and/or Z.sup.21's are present, these may be the same as or different from each other.
[0076] The compound represented by General Formula (2) preferably contains one or more compounds represented by General Formula (LC2-a).
##STR00032##
[0077] In the formula, X.sup.26 and X.sup.27 each independently represents a hydrogen atom or a fluorine atom, Z.sup.23 represents —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—, and R.sup.21, A.sup.21, Z.sup.21, X.sup.21, X.sup.22, Y.sup.21, and m.sup.21 have the same meaning as R.sup.21, A.sup.21, Z.sup.21, X.sup.21, X.sup.22, Y.sup.21, and m.sup.21 in General Formula (2), respectively.
[0078] X.sup.26 and X.sup.27 are preferably a fluorine atom, either X.sup.26 or X.sup.27 is preferably a fluorine atom, and both of X.sup.26 and X.sup.27 are preferably fluorine atoms.
[0079] The compound represented by General Formula (LC2-a) preferably contains at least one of the compounds represented by General Formula (LC2-a1) to General Formula (LC2-a12).
##STR00033## ##STR00034##
[0080] In the formulas, R.sup.21, X.sup.21, X.sup.22, X.sup.26, X.sup.27, and Y.sup.21 represent the same meaning as R.sup.21, X.sup.21, X.sup.22, X.sup.26, X.sup.27, and Y.sup.21 in General Formula (2), respectively, and X.sup.30, X.sup.31, X.sup.32 , and X.sup.33 each independently represents a hydrogen atom or a fluorine atom.
[0081] The compound represented by General Formula (LC2-a) more preferably contains at least one of the compounds represented by (LC2-a4) to (LC2-a6), (LC2-a10), and (LC2-a11).
[0082] Furthermore, the compound represented by General Formula (2) preferably contains one or more compounds represented by General Formula (LC2-b).
##STR00035##
[0083] In the formula, A.sup.22 is a group selected from the group consisting of (a) 1,4-cyclohexylene group in which one —CH.sub.2— or two or more —CH.sub.2— non-adjacent to each other present in this group may be substituted with —O— or —S—, (b) 1,4-phenylene group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom, and (c) naphthalene-2,6-diyl group in which one —CH═ or two or more —CH═ non-adjacent to each other present in this group may be substituted with —N═ and at least one hydrogen atom present in this group may be substituted with a fluorine atom; m.sup.23 represents 1 or 2; and R.sup.21, A.sup.21, X.sup.21, X.sup.22, and Y.sup.21 have the same meaning as R.sup.21, A.sup.21, X.sup.21, X.sup.22, and Y.sup.21 in General Formula (2), respectively.
[0084] The compound represented by General Formula (LC2-b) preferably contains one or more compounds represented by General Formula (LC2-b1) to General Formula (LC2-b21).
##STR00036## ##STR00037## ##STR00038##
[0085] In the formulas, X.sup.34, X.sup.35, X.sup.36, X.sup.37, X.sup.38, X.sup.39, X.sup.50, and X.sup.51 each independently represents a hydrogen atom or a fluorine atom, and R.sup.21, X.sup.21, X.sup.22, and Y.sup.21 have the same meaning as R.sup.21, X.sup.21, X.sup.22, and Y.sup.21 in General Formula (LC2-b), respectively.
[0086] The compound represented by General Formula (LC2-b) more preferably contains one or more compounds represented by General Formula (LC2-b5) to General Formula (LC2-b8), General Formula (LC2-b10) to General Formula (LC2-b12), and General Formula (LC2-b18).
[0087] In addition, the compound represented by General Formula (LC2) preferably contains the following compounds other than the compounds of General Formula (LC2-a) and General Formula (LC2-b) and more preferably contains General Formula (LC2-16) and General Formula (LC2-17).
##STR00039## ##STR00040## ##STR00041##
[0088] In the formulas, X.sup.40, X.sup.41, X.sup.42, X.sup.43, X.sup.44, X.sup.45, X.sup.46, X.sup.47, X.sup.48, X.sup.49, and X.sup.50 each independently represents a hydrogen atom or a fluorine atom, and R.sup.21, X.sup.21, X.sup.22, X.sup.23 , X.sup.24, X.sup.25, Y.sup.21, and Y.sup.22 have the same meaning as R.sup.21, X.sup.21, X.sup.22, X.sup.23, X.sup.24, X.sup.25, Y.sup.21, and Y.sup.22 in General Formula (2), respectively.
[0089] In the liquid crystal composition of the present invention, the compound represented by General Formula (2) is preferably contained, as a lower limit, in the amount of 0.5% or more, preferably contained in the amount of 1% or more, preferably contained in the amount of 2% or more, preferably contained in the amount of 4% or more, preferably contained in the amount of 5% or more, preferably contained in the amount of 8% or more, preferably contained in the amount of 10% or more, and preferably contained in the amount of 15% or more. In addition, the compound represented by General Formula (2) is preferably contained, as an upper limit, in the amount of 80% or less, preferably contained in the amount of 70% or less, preferably contained in the amount of 65% or less, preferably contained in the amount of 60% or less, preferably contained in the amount of 55% or less, preferably contained in the amount of 50% or less, preferably contained in the amount of 45% or less, preferably contained in the amount of 40% or less, preferably contained in the amount of 37% or less, preferably contained in the amount of 35% or less, preferably contained in the amount of 34% or less, preferably contained in the amount of 30% or less, preferably contained in the amount of 28% or less, preferably contained in the amount of 25% or less, and preferably contained in the amount of 20% or less. One type of the compound represented by General Formula (1) may be used alone or two or more types of the compound may be used at the same time.
[0090] In General Formula (LC1),
##STR00042##
[0091] R.sup.11 and R.sup.12 each independently is preferably an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, and preferably linear. In the case where R.sup.11 and R.sup.12 represent an alkenyl group, R.sup.11 and R.sup.12 are preferably selected from the group represented by any one of Formula (R1) to Formula (R5).
##STR00043##
[0092] A black point in each formula represents a point linking to a ring.
[0093] A combination of R.sup.11 and R.sup.12 is not particularly limited, and a combination in which both represent an alkyl group, a combination in which one of the above represents an alkyl group and the other represents an alkenyl group, or a combination in which one of the above represents an alkyl group and the other represents an alkoxy group is preferable.
[0094] A.sup.11 to A.sup.13 each independently is preferably any one of the following structures.
##STR00044##
[0095] A.sup.11 to A.sup.13 each independently is more preferably any one of the following structures.
##STR00045##
[0096] Z.sup.11 and Z.sup.12 each independently is preferably a single bond, —CH═CH—, —C≡C—, —CH.sub.2CH.sub.2—, —(CH.sub.2).sub.4—, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—, more preferably a single bond, —CH.sub.2CH.sub.2—, —OCF.sub.2—, or —CF.sub.2O—, and particularly preferably a single bond.
[0097] m.sup.11 preferably represents an integer of 1 or 2. In the case where plural A.sup.11's and/or Z.sup.11's are present, these may be the same as or different from each other.
[0098] The compound represented by General Formula (LC1) is more preferably compounds represented by the following General Formula (LC1-1) to General Formula (LC1-39). The liquid crystal composition of the present invention preferably contains one or more compounds represented by (LC1-1) to (LC1-26) as the compound represented by General Formula (LC1), and more preferably contains one or more compounds represented by (LC1-1) to (LC1-5), (LC1-7), (LC1-15), (LC1-16), (LC1-18), and (LC1-38).
##STR00046## ##STR00047## ##STR00048## ##STR00049## ##STR00050##
[0099] In the formulas, R.sup.11 and R.sup.12 have the same meaning as R.sup.11 and R.sup.12 in General Formula (LC1), respectively.
[0100] The compound represented by General Formula (LC1) is preferably the compounds represented by the above.
[0101] Furthermore, the liquid crystal composition still more preferably contains one or more compounds selected from the group consisting of the following compounds in the amount of 70% by mass at most, as the compound represented by General Formula (LC1).
##STR00051## ##STR00052##
[0102] In the formulas, alkyl and alkyl* each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group, and alkenyl and alkenyl* each independently represents an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group.
[0103] In the liquid crystal composition of the present invention, the compound represented by General Formula (LC1) is preferably contained, as a lower limit, in the amount of 1% or more, preferably contained in the amount of 5% or more, preferably contained in the amount of 10% or more, preferably contained in the amount of 13% or more, preferably contained in the amount of 15% or more, preferably contained in the amount of 18% or more, preferably contained in the amount of 20% or more, preferably contained in the amount of 25% or more, preferably contained in the amount of 28% or more, preferably contained in the amount of 30% or more, preferably contained in the amount of 33% or more, preferably contained in the amount of 35% or more, preferably contained in the amount of 38% or more, preferably contained in the amount of 40% or more, preferably contained in the amount of 43% or more, preferably contained in the amount of 45% or more, preferably contained in the amount of 48% or more, preferably contained in the amount of 50% or more, preferably contained in the amount of 53% or more, preferably contained in the amount of 55% or more, preferably contained in the amount of 58% or more, and preferably contained in the amount of 60% or more. In addition, the compound represented by General Formula (LC1) is preferably contained, as an upper limit, in the amount of 99% or less, preferably contained in the amount of 98% or less, preferably contained in the amount of 95% or less, preferably contained in the amount of 93% or less, preferably contained in the amount of 90% or less, preferably contained in the amount of 87% or less, preferably contained in the amount of 85% or less, preferably contained in the amount of 83% or less, preferably contained in the amount of 80% or less, preferably contained in the amount of 88% or less, preferably contained in the amount of 85% or less, preferably contained in the amount of 83% or less, preferably contained in the amount of 80% or less, preferably contained in the amount of 78% or less, preferably contained in the amount of 75% or less, preferably contained in the amount of 73% or less, preferably contained in the amount of 70% or less, preferably contained in the amount of 68% or less, preferably contained in the amount of 65% or less, preferably contained in the amount of 63% or less, and preferably contained in the amount of 60% or less. One type of the compound represented by General Formula (1) may be used alone or two or more types of the compound may be used at the same time.
[0104] In the liquid crystal composition of the present invention, the compounds represented by General Formula (1) and General Formula (2) are preferably contained, as a lower limit, in the amount of 1% or more, preferably contained in the amount of 5% or more, preferably contained in the amount of 10% or more, preferably contained in the amount of 13% or more, preferably contained in the amount of 15% or more, preferably contained in the amount of 18% or more, preferably contained in the amount of 20% or more, preferably contained in the amount of 23% or more, preferably contained in the amount of 25% or more, preferably contained in the amount of 30% or more, preferably contained in the amount of 35% or more, preferably contained in the amount of 38% or more, and preferably contained in the amount of 40% or more. In addition, the compounds represented by General Formula (1) and General Formula (2) are preferably contained, as an upper limit, in the amount of 90% or less, preferably contained in the amount of 80% or less, preferably contained in the amount of 75% or less, preferably contained in the amount of 70% or less, preferably contained in the amount of 65% or less, preferably contained in the amount of 60% or less, preferably contained in the amount of 58% or less, preferably contained in the amount of 55% or less, preferably contained in the amount of 53% or less, preferably contained in the amount of 50% or less, preferably contained in the amount of 48% or less, preferably contained in the amount of 46% or less, preferably contained in the amount of 45% or less, preferably contained in the amount of 43% or less, preferably contained in the amount of 40% or less, preferably contained in the amount of 38% or less, preferably contained in the amount of 78% or less, preferably contained in the amount of 75% or less, preferably contained in the amount of 35% or less, preferably contained in the amount of 33% or less, and preferably contained in the amount of 30% or less.
[0105] In the liquid crystal composition of the present invention, the compounds represented by General Formula (1) and General Formula (LC1) are preferably contained, as a lower limit, in the amount of 1% or more, preferably contained in the amount of 5% or more, preferably contained in the amount of 10% or more, preferably contained in the amount of 15% or more, preferably contained in the amount of 20% or more, preferably contained in the amount of 25% or more, preferably contained in the amount of 30% or more, preferably contained in the amount of 35% or more, preferably contained in the amount of 38% or more, preferably contained in the amount of 40% or more, preferably contained in the amount of 43% or more, preferably contained in the amount of 45% or more, preferably contained in the amount of 48% or more, preferably contained in the amount of 50% or more, preferably contained in the amount of 53% or more, preferably contained in the amount of 55% or more, preferably contained in the amount of 58% or more, preferably contained in the amount of 60% or more, preferably contained in the amount of 63% or more, preferably contained in the amount of 65% or more, preferably contained in the amount of 68% or more, and preferably contained in the amount of 70% or more. In addition, the compounds represented by General Formula (1) and General Formula (LC1) are preferably contained, as an upper limit, in the amount of 99% or less, preferably contained in the amount of 98% or less, preferably contained in the amount of 96% or less, preferably contained in the amount of 95% or less, preferably contained in the amount of 93% or less, preferably contained in the amount of 90% or less, preferably contained in the amount of 87% or less, preferably contained in the amount of 85% or less, preferably contained in the amount of 83% or less, preferably contained in the amount of 80% or less, preferably contained in the amount of 88% or less, preferably contained in the amount of 85% or less, preferably contained in the amount of 83% or less, preferably contained in the amount of 80% or less, preferably contained in the amount of 78% or less, preferably contained in the amount of 75% or less, preferably contained in the amount of 73% or less, preferably contained in the amount of 70% or less, preferably contained in the amount of 68% or less, preferably contained in the amount of 65% or less, preferably contained in the amount of 63% or less, and preferably contained in the amount of 60% or less.
[0106] The liquid crystal composition of the present invention can contain one or more optically active compounds. Any optically active compound can be used as long as the compound can twist and align liquid crystal molecules. Normally, this twist is changed by the temperature and accordingly, a plurality of optically active compounds can be used in order to obtain a desired temperature dependency. In order not to have a bad influence on the temperature range or viscosity of the nematic liquid crystal phase, it is preferable to select and use the optically active compound having a strong twisting effect. As this optically active compound, liquid crystals such as cholesteric nonanoate or compounds represented by the following General Formula (Ch-1) to General Formula (Ch-6) are preferably contained.
##STR00053##
[0107] In the formulas, R.sub.c1, R.sub.c2, and R* each independently represents an alkyl group having 1 to 15 carbon atoms, one —CH.sub.2— or two or more —CH.sub.2— in the alkyl group may be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF.sub.2O—, or —OCF.sub.2— as long as an oxygen atom is not directly adjacent to another oxygen atom; one or more hydrogen atoms in the alkyl group may be arbitrarily substituted with a halogen atom; however, R* has at least one of a branched chain group having optical activity and a halogen-substituted group; Z.sub.c1 and Z.sub.c2 each independently represents a single bond, —CH═CH—, —C≡C—, —CH.sub.2CH.sub.2—, —(CH.sub.2).sub.4—, —COO—, —OCO—, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—; D.sub.1 and D.sub.2 represent a cyclohexane ring or a benzene ring; one —CH.sub.2— or two or more —CH.sub.2— in the cyclohexane ring may be substituted with —O— as long as an oxygen atom is not directly adjacent to another oxygen atom; one —CH.sub.2CH.sub.2— or two or more —CH.sub.2CH.sub.2— in the ring may be substituted with —CH═CH—, —CF.sub.2O—, or —OCF.sub.2—; one —CH═ or two or more —CH═ in the benzene ring may be substituted with —N═ as long as a nitrogen atom is not directly adjacent to another nitrogen atom; one or more hydrogen atoms in the ring may be substituted with F, Cl, or CH.sub.3; t.sub.1 and t.sub.2 represent 0, 1, 2, or 3; and MG*, Q.sub.c1, and Q.sub.c2 represent the following structures.
##STR00054##
[0108] In the formula, D.sub.3 and D.sub.4 represent a cyclohexane ring or a benzene ring, one —CH.sub.2— or two or more —CH.sub.2— in the cyclohexane ring may be substituted with —O— as long as an oxygen atom is not directly adjacent to another oxygen atom; one —CH.sub.2CH.sub.2— or two or more —CH.sub.2CH.sub.2— in the ring may be substituted with —CH═CH—, —CF.sub.2O—, or —OCF.sub.2—; one —CH═ or two or more —CH═ in the benzene ring may be substituted with —N═ as long as a nitrogen atom is not directly adjacent to another nitrogen atom; and one or more hydrogen atoms in the ring may be substituted with F, Cl, or CH.sub.3.
[0109] The liquid crystal composition of the present invention may contain one or more polymerizable compounds, and the polymerizable compound is preferably a disk-shape liquid crystal compound having a structure in which a benzene derivative, a triphenylene derivative, a truxene derivative, a phthalocyanine derivative, or a cyclohexane derivative is used as a mother nucleus in the center of molecules and a linear alkyl group, a linear alkoxy group, or a substituted benzoyloxy group is radially substituted as a side chain thereof.
[0110] Specifically, the polymerizable compound is preferably a polymerizable compound represented by General Formula (PC).
##STR00055##
[0111] In the formula, P.sub.1 represents a polymerizable functional group; Sp.sub.1 represents a spacer group having 0 to 20 carbon atoms; Q.sub.p1 represents a single bond, —O—, —NH—, —NHCOO—, —OCONH—, —CH═CH—, —CO—, —COO—, —OCO—, —OCOO—, —OOCO—, —CH═CH—, —CH═CH—COO—, —OCO—CH═CH—, or —C≡C—; p.sub.1 and p.sub.2 each independently represents 1, 2, or 3; MG.sub.p represents a mesogenic group or a mesogenity supporting group; R.sub.p1 represents a halogen atom, a cyano group, or an alkyl group having 1 to 25 carbon atoms; one CH.sub.2 group or two or more CH.sub.2 groups in the alkyl group may be substituted with —O—, —S—, —NH—, —N(CH.sub.3)—, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS—, or —C≡C— as long as an O atom is not directly adjacent to another O atom; or R.sub.p1 may be P.sub.2-Sp.sub.2-Q.sub.p2-; and P.sub.2, Sp.sub.2, and Q.sub.p2 have the same meaning as P.sub.1, Sp.sub.1, and Q.sub.p1, respectively.
[0112] MG.sub.p of the polymerizable compound represented by General Formula (PC) is more preferably a polymerizable compound represented by the following structure.
##STR00056##
[0113] In the formula, C.sub.01 to C.sub.03 each independently represents a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a tetrahydrothiopyran-2,5-diyl group, a 1,4-bicyclo(2,2,2)octylene group, a decahydro naphthalene-2,6-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a pyrazine-2,5-diyl group, a 1,2,3,4-tetrahydro naphthalene-2,6-diyl group, a 2,6-naphthylene group, a phenanthrene-2,7-diyl group, a 9,10-dihydrophenanthrene-2,7-diyl group, a 1,2,3,4,4a,9,10a-octahydrophenanthrene 2,7-diyl group, or a fluorene 2,7-diyl group; the 1,4-phenylene group, the 1,2,3,4-tetrahydro naphthalene-2,6-diyl group, the 2,6-naphthylene group, the phenanthrene-2,7-diyl group, the 9,10-dihydrophenanthrene-2,7-diyl group, the 1,2,3,4,4a,9,10a-octahydrophenanthrene 2,7-diyl group, and the fluorene-2,7-diyl group may have, as a substituent, one or more F, Cl, CF.sub.3, OCF.sub.3, cyano groups, alkyl groups having 1 to 8 carbon atoms, alkoxy groups, alkanoyl groups, alkanoyloxy groups, alkenyl groups having 2 to 8 carbon atoms, alkenyloxy groups, alkenoyl groups, or alkenoyloxy groups; Z.sub.p1 and Z.sub.p2 each independently represents —COO—, —OCO—, —CH.sub.2CH.sub.2—, —OCH.sub.2—, —CH.sub.2O—, —CH═CH—, —C≡C—, —CH═CHCOO—, —OCOCH═CH—, —CH.sub.2CH.sub.2COO—, —CH.sub.2CH.sub.2OCO—, —COOCH.sub.2CH.sub.2—, —OCOCH.sub.2CH.sub.2—, —CONH—, —NHCO—, or a single bond; and p.sub.3 represents 0, 1, or 2.
[0114] Here, Sp.sub.1 and Sp.sub.2 each independently represents an alkylene group, the alkylene group may be substituted with one or more halogen atoms or CN, and one CH.sub.2 group or two or more CH.sub.2 groups present in this group may be substituted with —O—, —S—, —NH—, —N(CH.sub.3)—, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS—, or —C≡C— as long as an O atom is not directly adjacent to another O atom. Also, P.sub.1 and P.sub.2 each is independently preferably any one of the following general formulas.
##STR00057##
[0115] In the formulas, R.sub.p2 to R.sub.p6 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 5 carbon atoms.
[0116] More specifically, the polymerizable compound represented by General Formula (PC) is preferably polymerizable compounds represented by General Formula (PC0-1) to General Formula (PC0-6).
##STR00058##
[0117] In the formulas, p.sub.4 each independently represents 1, 2, or 3.
[0118] More specifically, the polymerizable compound represented by General Formula (PC) is preferably polymerizable compounds represented by General Formula (PC1-1) to General Formula (PC1-9).
##STR00059## ##STR00060##
[0119] In the formulas, p.sub.5 represents 0, 1, 2, 3, or 4.
[0120] Among the above, Sp.sub.1, Sp.sub.2, Q.sub.p1, and Q.sub.p2 are preferably a single bond, P.sub.1 and P.sub.2 are preferably Formula (PC0-a), more preferably an acryloyloxy group and a methacryloyloxy group, p.sub.1+p.sub.4 is preferably 2, 3, or 4, and R.sub.p1 is preferably H, F, CF.sub.3, OCF.sub.3, CH.sub.3, or OCH.sub.3. Furthermore, the polymerizable compound represented by General Formula (PC) is preferably compounds represented by General Formula (PC1-2), General Formula (PC1-3), General Formula (PC1-4), and General Formula (PC1-8).
[0121] In addition, MG.sub.p in General Formula (PC) is preferably a disk-shape liquid crystal compound represented by General Formula (PC1)-9.
##STR00061##
[0122] In the formulas, R.sub.7 each independently represents P.sub.1-Sp.sub.1-Q.sub.p1 or a substituent of General Formula (PC1-e); R.sub.81 and R.sub.82 each independently represents a hydrogen atom, a halogen atom, or a methyl group; R.sub.83 represents an alkoxy group having 1 to 20 carbon atoms; and at least one hydrogen atom in the alkoxy group may be substituted with substituents represented by General Formula (PC0-a) to (PC0-d).
[0123] The use amount of the polymerizable compound is preferably 0.05% to 2.0% by mass.
[0124] In the liquid crystal composition containing the polymerizable compound of the present invention, a liquid crystal display element is prepared by polymerizing the polymerizable compound. At this time, it is required to reduce an unpolymerized component to a desired amount or less, and a compound having a biphenyl group and/or a terphenyl group in the moiety structure of General Formula (LC0) is preferably contained in the liquid crystal composition. More specifically, compounds represented by General Formula (LC0-10) to General Formula (LC0-27), General Formula (LC0-48) to General Formula (LC0-53) and General Formula (LC0-60) to General Formula (LC0-68) are preferable, and one or more compounds are selected and preferably contained in the amount of 0.1% to 40% by mass. In addition, a compound in the group consisting of the polymerizable compounds represented by General Formula (PC1-1) to General Formula (PC1-3), General Formula (PC1-8) and General Formula (PC1-9) is preferably used in combination.
[0125] Furthermore, the liquid crystal composition can contain one or more antioxidants, and further contain one or more UV absorbing agents. The antioxidant is preferably selected from the compounds represented by following General Formula (E-1) and/or General Formula (E-2).
##STR00062##
[0126] In the formulas, R.sub.e1 represents an alkyl group having 1 to 15 carbon atoms, one —CH.sub.2— or two or more —CH.sub.2— in the alkyl group may be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF.sub.2O—, or —OCF.sub.2— as long as an oxygen atom is not directly adjacent to another oxygen atom, and one or more hydrogen atoms in the alkyl group may be arbitrarily substituted with a halogen atom;
[0127] Z.sub.e1 and Z.sub.e2 each independently represents a single bond, —CH═CH—, —C≡C—, —CH.sub.2CH.sub.2—, —(CH.sub.2).sub.4—, —COO—, —OCO—, —OCH.sub.2—, —CH.sub.2O—, —OCF.sub.2—, or —CF.sub.2O—; and
[0128] E.sub.1 represents a cyclohexane ring or a benzene ring, one —CH.sub.2— or two or more —CH.sub.2— in the cyclohexane ring may be substituted with —O— as long as an oxygen atom is not directly adjacent to another oxygen atom, one —CH.sub.2CH.sub.2— or two or more —CH.sub.2CH.sub.2— in the ring may be substituted with —CH═CH—, —CF.sub.2O—, or —OCF.sub.2—, one —CH═ or two or more —CH═ in the benzene ring may be substituted with —N═ as long as a nitrogen atom is not directly adjacent to another nitrogen atom, one or more hydrogen atoms in the ring may be substituted with F, Cl, or CH.sub.3, and q.sub.1 represents 0, 1, 2, or 3.
[0129] The liquid crystal composition of the present invention can be used as a liquid crystal display element, in particular, a liquid crystal display element for active matrix driving, for example, for a TN mode, an OCB mode, an ECB mode, an IPS (including FFS electrode) mode, or a VA-IPS mode (including FFS electrode). Here, the VA-IPS mode is a method in which in the absence of applied voltage, a liquid crystal material having positive dielectric anisotropy (Δε>0) is vertically aligned on a substrate surface to drive liquid crystal molecules by pixel electrodes and common electrodes disposed on the same substrate surface, and the method has an advantage in that since the liquid crystal molecules are arrayed in a direction of a curved electric field generated by the pixel electrodes and common electrodes, division of the pixels or formation of a multi-domain is easy and a response is excellent. According to non-patent documents Proc. 13th IDW, 97 (1997), Proc. 13th IDW, 175 (1997), SID Sym.Digest, 319 (1998), SID Sym.Digest, 838 (1998), SID Sym.Digest, 1085 (1998), SID Sym.Digest, 334 (2000), and Eurodisplay Proc., 142 (2009), the method is referred to as various names such as EOC, VA-IPS, or the like, but in the present invention, hereinafter the method is referred to as “VA-IPS”.
[0130] In general, a threshold voltage (Vc) of freedericksz transition in the TN and ECB modes is represented by the following equation.
[0131] In the IPS mode, the threshold voltage is represented by the following equation.
[0132] In the VA mode, the threshold voltage is represented by the following equation.
[0133] In the equations, Vc represents freedericksz transition (V), π represents a ratio of the circumference of a circle to its diameter, d.sub.cell represents a gap between a first substrate and a second substrate (μm), d.sub.gap represents a gap between the pixel electrodes and common electrodes (μm), d.sub.ITO represents a width of the pixel electrodes and/or common electrodes (μm), <r1>, <r2>, and <r3> represent an extrapolation length (μm), K11 represents an elastic constant (N) of a spray, K22 represents an elastic constant (N) of a twist, K33 represents an elastic constant (N) of a bend, and Δε represents dielectric anisotropy.
[0134] Meanwhile, in the VA-IPS mode, the following equation 4 is applied with respect to the present invention and the like.
[0135] In the equation, Vc represents freedericksz transition (V), π represents a ratio of the circumference of a circle to its diameter, d.sub.cell represents a gap between a first substrate and second substrate (μm), d.sub.gap represents a gap between the pixel electrodes and common electrodes (μm), d.sub.ITO represents a width of the pixel electrodes and/or common electrodes (μm), <r>, <r′>, and <r3> represent an extrapolation length (μm), K33 represents an elastic constant (N) of a bend, and Δε represents dielectric anisotropy.
[0136] As a cell configuration from the equation 4, as d.sub.gap is smaller and d.sub.ITO is greater, a low driving voltage is achieved, and as a liquid crystal composition to be used, by selecting the liquid crystal composition having a greater absolute value of Δε and smaller K33, a low driving voltage is achieved.
[0137] The liquid crystal display element which is prepared by using the liquid crystal composition of the present invention can be prepared by performing a rubbing treatment while using a polyimide, a polyamide compound or the like, as a method for aligning liquid crystal molecules on a substrate surface. In addition, the liquid crystal display element can be prepared by a photo alignment technology using a chalcone, cinnamate, cinnamoyl compound or the like. Also, as a new alignment method, a method for causing a polymerizable liquid crystal compound to be incorporated into an alignment layer and polymerizing the polymerizable liquid crystal compound can be applied.
[0138] The liquid crystal composition of the present invention can be adjusted to exhibit preferable values of Δε, K11, and K33.
[0139] The product (Δn.Math.d) of the refractive index anisotropy (Δn) of the liquid crystal composition and the gap (d) between the first substrate and the second substrate of a display device is strongly related to viewing angle characteristics and response speed. Accordingly, the gap (d) tends to be as small as 3 to 4 μm. The product (Δn.Math.d) is particularly preferably 0.31 to 0.33 for the TN, ECB, and IPS (liquid crystal aligns substantially horizontal to the substrate surface in the absence of applied voltage) modes. For the VA-IPS mode, the product is preferably 0.20 to 0.59 and more preferably 0.30 to 0.40 in the case where the alignment is vertical with respect to the both substrates. Since the suitable value of the product (Δn.Math.d) differs depending on the mode of various display elements, a liquid crystal composition which is applied to various modes has the refractive index anisotropy (Δn) in the range of 0.070 to 0.110, in the range of 0.100 to 0.140, or in the range of 0.130 to 0.180. It is possible to prepare liquid crystal compositions each having a refractive index anisotropy (Δn) falling within any of the different ranges.
[0140] The liquid crystal composition of the present invention containing the compound represented by General Formula (PC) as a polymerizable compound can provide a polymer-stabilized liquid crystal display element for a TN mode, an OCB mode, an ECB mode, an IPS mode, or a VA-IPS mode, which is prepared by polymerizing the polymerizable compound contained in the liquid crystal composition in the absence or presence of applied voltage. Specifically, the liquid crystal composition containing the polymerizable compound is interposed between two substrates, and the polymerizable compound in the liquid crystal composition is polymerized by energy such as ultraviolet rays in the absence or presence of applied voltage to prepare the liquid crystal display element. In the liquid crystal display element, an alignment state of liquid crystal molecules can be stored by polymerization of the polymerizable compound and accordingly stability of the alignment state can be improved. Also, it is expected that the response speed is improved.
EXAMPLES
[0141] Hereinafter, the present invention will be described in detail using Examples, but the present invention is not limited thereto. Also, hereinafter, “%” in the composition of Examples and Comparative Examples means “% by mass”.
[0142] The physical properties of the liquid crystal composition are presented as follows:
[0143] T.sub.N-I: Nematic phase-isotropic liquid phase transition temperature (° C.)
[0144] T-n: Lower limit temperature (° C.) of nematic phase
[0145] ε⊥: Dielectric constant in a direction perpendicular to the molecular long axis at 25° C.
[0146] Δε: Dielectric anisotropy at 25° C.
[0147] no: Refractive index for ordinary rays at 25° C.
[0148] Δn: Refractive index anisotropy at 25° C.
[0149] Vth: Voltage (V) applied to a 6 μm-thick cell at which the transmittance changes by 10% when square waves are applied at a frequency of 1 KHz at 25° C.
[0150] η: Bulk viscosity (mPa.Math.s) at 20° C.
[0151] γ1: Rotational viscosity (mPa.Math.s)
[0152] K11/pN: Elastic constant (N) of a spray
[0153] K22/pN: Elastic constant (N) of a twist
[0154] K33/pN: Elastic constant (N) of a bend
[0155] Compounds are abbreviated as follows.
TABLE-US-00001 TABLE 1 n C.sub.nH.sub.2n+1— -2- —CH.sub.2CH.sub.2— —F —F m —C.sub.mH.sub.2m+1 -d- —CH═CH— —Cl —C1 nO C.sub.nH.sub.2n+1O— -T- —C≡C— —CN —C≡N Om —OC.sub.mH.sub.2m+1 —1O— —CH.sub.2O— —CFFF —CF.sub.3 ndm- C.sub.nH.sub.2n+2—CH=CH—(CH.sub.2).sub.m−1— —O1— —OCH.sub.2— —CFF —CHF.sub.2 -ndm —(CH.sub.2).sub.n−1—CH═CH—C.sub.mH.sub.2m+1 —CFFO— —CF.sub.2O— —OCFFF —OCF.sub.3 ndmO— C.sub.nH.sub.2n+1—CH═CH—(CH.sub.2).sub.m−1—O— —OCFF— —OCF.sub.2— —OCFF —OCHF.sub.2 —Ondm —O—(CH.sub.2).sub.n−1—CH═CH—C.sub.mH.sub.2m+1 —V— —CO— —OCFFCFFF —OCF2CF.sub.3 —VO— —COO— —CFFCFFF —CF2CF.sub.3 —OV— —OCO— —OCF═CFF —OCF═CF.sub.2 —OCH═CFF —OCH═CF.sub.2
##STR00063##
[0156] In addition, the results of the properties when the liquid crystal composition is stored at −20° C., −25° C., −30° C., and −40° C. are shown in the following tables. The numbers in the tables represent a storage time, “O” means that a state of liquid crystals before storage is maintained after the storage time, and “X” means that precipitation is recognized after the storage time.
Examples 1 to 6
[0157] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00002 TABLE 2 Example Example Example Example Example Example 1 2 3 4 5 6 3-Cy-Cy-1d0 40 43 42 40.5 41.5 39 0d1-Cy-Cy-Ph-1 14 15 11 14 15 15 0d3-Cy-Cy-Ph-1 4.5 5 2 0d1-Cy-Ph—Ph-3 1 3-Cy-Cy-VO—Ph-Cy-3 4 3 4 4 4 5 3-Cy-Cy-VO—Ph-Cy-4 3 2 2 3 3 4 3-Ph—Ph1—Ph3—O2d0 6 4 5.5 7 5 4 3-Cy-Cy-Ph1—F 4 3-Cy-Cy-Ph3—F 10 10 3-Cy-Ph—Ph3—F 8 15 2-Cy-Ph—Ph3—O1—Ph3—F 3 3 3-Cy-Ph—Ph3—O1—Ph3—F 5 5 5 5 5 3-Ph3—O1-Oc-Ph—Ph3—F 4 4 4 4 4 4 4-Ph3—O1-Oc-Ph—Ph3—F 4.5 4.5 4.5 4 4 4 3-Ph3—O1-Oc-Ph1—Ph3—F 6 6 6 5 5 6 5-Ph3—O1-Oc-Ph1—Ph3—F 3.5 4 4 3.5 3.5 4 Tni (° C.) 100.2 99.9 101.1 100.5 99.2 100.3 T.fwdarw.N (° C.) −38 −35 −37 −42 −38 −43 Δn 0.096 0.098 0.099 0.098 0.099 0.100 no 1.484 1.485 1.484 1.483 1.485 1.485 Δε 8.0 7.3 8.0 7.3 7.1 7.8 ε⊥ 3.5 3.4 3.5 3.4 3.4 3.4 γ1/mPa .Math. s 75 72 79 74 68 77 η/mPa .Math.s 14.7 14.0 14.2 13.7 14.7 14.4 Vth/Vrms 1.666 1.790 1.731 1.762 1.783 1.721 K11/pN 12.2 12.5 12.0 11.9 K22/pN 6.6 7.1 7.0 6.7 K33/pN 16.1 17.0 16.0 15.9 Storage properties at low 168 hr/0 168 hr/O temperature (−30° C.) (hr/O or X)
Comparative Examples 1 and 2
[0158] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00003 TABLE 3 Comparative Comparative Example 1 Example 2 3-Cy-Cy-1d0 31 31 3-Cy-Cy-Ph-1 8 3-Cy-Cy-Ph-3 5 0d1-Cy-Cy-Ph-1 13 2-Cy-Cy-Ph1—F 10 10 3-Cy-Cy-Ph1—F 14 14 2-Cy-Cy-Ph—Ph1—F 2 2 3-Cy-Cy-Ph—Ph1—F 4 4 3-Cy-Ph1—Np3—F 7 7 3-Ph3—O1—Ph—Np3—F 8 8 2-Ph3—O1-Cy-Ph3—Ph3—F 6 6 3-Ph3—O1-Cy-Ph3—Ph3—F 5 5 Tni (° C.) 99.5 97.7 T.fwdarw.N (° C.) −54 −56 Δn 0.099 0.101 no 1.487 1.488 Δε 8.0 7.9 ε⊥ 3.4 3.4 γ1/mPa .Math. s 94 87 η/mPa .Math. s 18.4 18.5 Vth/Vrms 1.710 1.706 Storage properties at low 72 hr/Z 72 hr/X temperature (−30° C.) (hr/O or X)
[0159] The liquid crystal compositions in Comparative Examples were prepared such that the nematic phase-isotropic liquid phase transition temperature (T.sub.N-I) and the value of dielectric anisotropy (Δε) at 25° C. were about the same as those in the Examples, respectively. The values of η in Examples 1 to 6 were within the range of 13.7 mPa.Math.s to 14.7 mPa.Math.s, whereas the values of η in Comparative Examples 1 and 2 were 18.4 mPa.Math.s and 18.5 mPa.Math.s, respectively. In addition, the values of γ1 in Examples 1 to 6 were within the range of 68 mPa.Math.s to 79 mPa.Math.s, whereas the values of γ1 in Comparative Examples 1 and 2 were 94 Pa.Math.s and 87 Pa.Math.s, respectively. In addition, in the liquid crystal composition of Example 4 or 5, precipitation was not recognized after the storage of 168 hours at −30° C. and it was confirmed that the composition exhibits satisfactory phase stability even at low temperature. However, in the liquid crystal compositions of Comparative Examples 1 and 2, precipitation occurred after 72 hours at −30° C.
[0160] With respect to Comparative Examples 1 and 2, the compositions have a high dielectric anisotropy, which is about +8, the upper limit of the liquid crystal temperature range is high, which is around 100° C., and however, the storage properties at −30° C. is low, and the viscosity (γ1) is from 87 to 94 [mPa.Math.S], which is high. Meanwhile, with respect to Examples 1 to 6, it is understood that while the physical property values in Examples 1 to 6 are comparable to those in Comparative Examples 1 and 2, the viscosity (γ1) is low and the storage properties at low temperature are improved.
Examples 7 to 11
[0161] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00004 TABLE 4 Exam- Exam- Exam- Exam- Exam- ple 7 ple 8 ple 9 ple 10 ple 11 3-Cy-Cy-1d0 29 39 39 39 42 3-Cy-Cy-3d0 5 2-Cy-Cy-1d1 9 0d1-Cy-Cy-Ph-1 11 12 8 10 11 0d3-Cy-Cy-Ph-1 10 12 15 13 9 0d1-Cy-Ph—Ph-3 4 3 3 3 1d1-Cy-Ph—Ph-3 3 5 3 3 3-Cy-Ph—Ph-2 5 3-Ph—Ph1—Ph3—O2d0 10 14 15 15 16 2-Ph—Ph1—Np-3 4 2-Cy-Ph—Ph3—O1—Ph3—F 4 3 5 4 3-Cy-Ph—Ph3—O1—Ph3—F 4 4 5 4 3-Oc-Ph—Ph3—O1—Ph3—F 6 4 3-Ph3—O1-Oc-Ph—Ph3—F 4 4 2 3 4-Ph3—O1-Oc-Ph—Ph3—F 3 3 2 3 3 5-Ph3—O1-Oc-Ph—Ph3—F 3 3 3-Ph3—O1-Oc-Ph1—Ph3—F 5 Tni (° C.) 97.7 98.3 100.2 99.1 93.5 T.fwdarw.N (° C.) −36 −33 0 −28 −28 Δn 0.116 0.116 0.119 0.118 0.116 no 1.491 1.491 1.491 1.491 1.492 Δε 4.4 4.5 4.4 4.4 4.0 ε⊥ 3.1 3.1 3.1 3.1 3.0 γ1/mPa .Math. s 63 62 62 58 53 η/mPa .Math. s 13.2 12.5 12.8 13.0 12.2 Vth/Vrms 2.447 2.448 2.584 2.515 2.513 K11/pN 13.7 13.9 17.3 13.6 K22/pN 7.4 7.4 9.8 7.0 K33/pN 15.6 16.4 21.7 17.8 Storage properties at low temperature (−20° C.) 504 hr/O 504 hr/O (hr/O or X)
Examples 12 to 15
[0162] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00005 TABLE 5 Exam- Exam- Exam- Exam- ple 12 ple 13 ple 14 ple 15 3-Cy-Cy-1d0 38 38 36 32 3-Cy-Ph—O1 4 4 0d1-Cy-Cy-Ph-1 14 11 11 13 0d3-Cy-Cy-Ph-1 12 8 7 10.5 5-Ph—Ph-1 3 1 0d1-Cy-Ph—Ph-3 3 3 4 4 1d1-Cy-Ph—Ph-3 3 3 3-Cy-Ph—Ph-2 4 4 4 5 3-Cy-Cy-VO—Ph-Cy-3 2 2 2 3-Ph—Ph1—Ph3—O2d0 15 16 16 15 3-Cy-Ph—Ph3—O1—Ph3—F 2 2 2 3-Ph3—O1-Oc-Ph—Ph3—F 3 3 3 3 4-Ph3—O1-Oc-Ph—Ph3—F 4 3 3 3 3-Ph3—O1-Oc-Ph1—Ph3—F 4 4 4 3.5 5-Ph3—O1-Oc-Ph1—Ph3—F 3 3 Tni (° C.) 96.8 95.6 95.1 101.0 T.fwdarw.N (° C.) −36 −32 −31 −49 Δn 0.115 0.120 0.120 0.119 no 1.491 1.493 1.494 1.493 Δε 5.0 4.1 4.0 4.9 ε⊥ 3.2 3.0 3.1 3.2 γ1/mPa .Math. s 59 58 55 66 η/mPa .Math. s 12.7 13.4 12.5 14.8 Vth/Vrms 2.292 2.604 2.530 2.376 K11/pN 14.3 14.3 K22/pN 8.3 7.4 K33/pN 16.1 15.9 Storage properties at low 168 hr/O 168 hr/0 168 hr/O temperature (−20° C.) (hr/O or X)
Examples 16 and 17
[0163] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00006 TABLE 6 Exam- Exam- ple 16 ple 17 3-Cy-Cy-1d0 42 41 0d1-Cy-Cy-Ph-1 14 14 0d3-Cy-Cy-Ph-1 10 10 3-Cy-Cy-VO—Ph-Cy-3 5 5 3-Ph—Ph1—Ph3—O2d0 15 17 3-Ph3—O1-Oc-Ph—Ph3—F 3 3 3-Ph3—O1-Oc-Ph1—Ph3—F 5 5 4-Ph3—O1-Oc-Ph1—Ph3—F 3 3 5-Ph3—O1-Oc-Ph1—Ph3—F 3 2 Tni (° C.) 99.5 99.9 T.fwdarw.N (° C.) −37 −37 Δn 0.107 0.110 no 1.488 1.489 Δε 5.2 5.0 ε⊥ 3.2 3.2 γ1/mPa .Math. s 65 66 η/mPa .Math. s 13.0 12.7 Vth/Vrms 2.189 2.258
Examples 18 to 20
[0164] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00007 TABLE 7 Example Example Example 18 19 20 3-Cy-Cy-1d0 38 35 38 0d1-Cy-Cy-Ph-1 14 14 15 0d3-Cy-Cy-Ph-1 10 9 13 0d1-Cy-Ph-Ph-3 4 5.5 3-Cy-Ph-Ph-2 3.5 4 2 3-Cy-Cy-VO-Ph-Cy-3 3 3 3 3-Cy-Cy-VO-Ph-Cy-4 3 3-Ph-Ph1-Ph3-O2d0 15 16 12 3-Cy-Ph-Ph3-O1-Ph3-F 3.5 3-Ph3-O1-Oc-Ph3-F 5 3-Ph3-O1-Oc-Ph-Ph3-F 3 3 4-Ph3-O1-Oc-Ph-Ph3-F 3 3 3-Ph3-O1-Oc-Ph1-Ph3-F 4 4 6 5-Ph3-O1-Oc-Ph1-Ph3-F 2.5 3 Tni (° C.) 102.4 106.0 101.8 T.fwdarw.N (° C.) −36 −38 −38 Δn 0.113 0.120 0.103 no 1.491 1.492 1.487 Δε 4.3 4.3 5.0 ε⊥ 3.1 3.1 3.3 γ1/mPa .Math. s 62 68 69 η/mPa .Math. s 13.1 13.5 13.1 Vth/Vrms 2.517 2.585 2.196 K11/pN 14.2 13.1 K22/pN 8.1 7.1 K33/pN 17.7 18.4 Storage properties at low 336 336 temperature (−30° C.) hr/O hr/O (hr/O or X)
Examples 21 to 25
[0165] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00008 TABLE 8 Example Example Example Example Example 21 22 23 24 25 3-Cy-Cy-1d0 37 37.5 36.5 37 36 0d1-Cy-Cy-Ph-1 15 12 12.5 9 10 0d3-Cy-Cy-Ph-1 14 11.5 12 10 10 0d1-Cy-Ph-Ph-3 2 2 4 4 3-Cy-Ph-Ph-2 2 3.5 4 5 6 3-Cy-Cy-VO-Ph-Cy-3 4 3 3.5 3 3 3-Cy-Cy-VO-Ph-Cy-4 3 2.5 3 2 3 3-Ph-Ph1-Ph3-O2d0 11 14.5 13 17 15 3-Ph3-O1-Oc-Ph3-F 4 4 3 3 2 3-Ph3-O1-Oc-Ph1-Ph3-F 6 6 6 6 6 5-Ph3-O1-Oc-Ph1-Ph3-F 4 3.5 4.5 4 5 Tni (° C.) 106.2 101.1 105.8 100.3 105.3 T.fwdarw.N (° C.) −36 −37 −38 −34 −38 Δn 0.103 0.109 0.109 0.116 0.115 no 1.483 1.489 1.489 1.490 1.490 Δε 4.9 5.0 4.9 4.9 4.9 ε⊥ 3.2 3.3 3.2 3.3 3.2 γ1/mPa .Math. s 71 69 72 68 72 η/mPa .Math. s 13.9 13.6 14.3 14.0 14.7 Vth/Vrms 2.250 2.262 2.312 2.327 2.373 K11/pN 13.6 13.5 14.2 K22/pN 7.2 7.3 8.1 K33/pN 18.5 16.3 17.0 Storage properties at low 168 168 temperature (−40° C.) hr/O hr/O (hr/O or X)
Examples 26 to 29
[0166] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00009 TABLE 9 Example Example Example Example 26 27 23 29 3-Cy-Cy-1d0 44 43 41 41 5-Cy-Cy-1d0 2 0d1-Cy-Cy-Ph-1 15 15 15 15 0d3-Cy-Cy-Ph-1 11 12 8 11 0d1-Cy-Ph-Ph-3 4 4.5 3-Cy-Ph-Ph-2 2.5 3 1-Ph-Ph1-Ph-3d0 2-Ph-Ph1-Ph-3d0 3-Ph-Ph1-Ph-3d0 3-Cy-Cy-VO-Ph-Cy-3 4 4 4 4 3-Ph-Ph1-Ph3-O2d0 14 14 14 14 3-Cy-Cy-Ph3-F 6 3-Cy-Ph-Ph3-F 6 3-Ph3-O1-Oc-Ph-Ph3-F 3 3 4-Ph3-O1-Oc-Ph-Ph3-F 3 2.5 3-Ph3-O1-Oc-Ph1-Ph3-F 4 4 5 4.5 Tni (° C.) 97.5 100.8 100.3 99.9 T.fwdarw.N (° C.) −15 −35 −39 −39 Δn 0.101 0.104 0.105 0.108 no 1.486 1.488 1.489 1.489 Δε 3.4 3.3 2.8 2.7 ε⊥ 2.9 2.9 2.8 2.8 γ1/mPa .Math. s 54 56 53 51 η/mPa .Math. s 11.1 11.4 11.9 11.6 Vth/Vrms 2.547 2.680 2.900 2.910
Examples 30 and 31
[0167] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00010 TABLE 10 Example Example 30 31 3-Cy-Cy-1d0 44 41 5-Cy-Cy-1d0 4 0d1-Cy-Cy-Ph-1 15 15 0d3-Cy-Cy-Ph-1 9 3-Cy-Cy-Ph-1 3 3-Cy-Ph-Ph-2 5 3-Cy-Cy-VO-Ph-Cy-3 3 4 3-Ph-Ph1-Ph3-O2d0 6 10 2-Cy-Ph-Ph3-O1-Ph3-F 3 3-Cy-Ph-Ph3-O1-Ph3-F 5 3 3-Ph3-O1-Oc-Ph-Ph3-F 4 3 4-Ph3-O1-Oc-Ph-Ph3-F 4 3 3-Ph3-O1-Oc-Ph1-Ph3-F 5 4 5-Ph3-O1-Oc-Ph1-Ph3-F 4 3 Tni (° C.) 92.3 102.5 T.fwdarw.N (° C.) −27 −39 Δn 0.096 0.105 no 1.483 1.488 Δε 6.7 4.8 ε⊥ 3.3 3.1 γ1/mPa .Math. s 61 65 η/mPa .Math. s 12.8 12.5 Vth/Vrms 1.783 2.297 K11/pN 12.8 K22/pN 6.3 K33/pN 16.2 Storage properties at low 168 temperature (−25° C.) hr/O (hr/O or X) Storage properties at low 168 temperature (−30° C.) hr/O (hr/O or X)
Examples 32 to 36
[0168] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00011 TABLE 11 Example Example Example Example Example 32 33 34 35 36 3-Cy-Cy-1d0 43 42 40 41 42 2-Cy-Cy-1d1 13 8 7 11 11 5-Ph-Ph-O1 5 6 7 2 2 3-Cy-Ph-Ph-2 2 4 5 6 6 0d1-Cy-Ph-Ph-3 3 4 4 5 3-Cy-Cy-VO-Ph-Cy-3 2 2 2 3-Ph-Ph1-Ph3-O2d0 12 12 12 15 16 3-Cy-Cy-Ph1-F 7 7 7 3-Cy-Ph-Ph3-O1-Ph3-F 5 4 3-Ph3-O1-Oc-Ph-Ph3-F 3 3 3 4 3 4-Ph3-O1-Oc-Ph-Ph3-F 3 3 3 4 4 5-Ph3-O1-Oc-Ph-Ph3-F 3 3 3 3-Ph3-O1-Oc-Ph1-Ph3-F 4 4 4 5 4 5-Ph3-O1-Oc-Ph1-Ph3-F 3 3 3 3 3 Tni (° C.) 81.3 80.5 80.8 85.3 84.7 T.fwdarw.N (° C.) −35 −29 −28 −26 −24 Δn 0.103 0.107 0.110 0.117 0.116 no 1.487 1.488 1.490 1.490 1.491 Δε 5.5 5.5 5.5 6.3 5.5 ε⊥ 3.3 3.3 3.3 3.5 3.3 γ1/mPa .Math. s 53 52 54 56 55 η/mPa .Math. s 11.7 11.7 12.5 13.7 12.5 Vth/Vrms 1.911 1.958 1.975 1.935 2.059 Storage properties at low 168 336 temperature (−25° C.) hr/O hr/O (hr/O or X) Storage properties at low 168 168 temperature (−30° C.) hr/O hr/O (hr/O or X)
Examples 37 to 42
[0169] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00012 TABLE 12 Example Example Example Example Example Example 37 38 39 40 41 42 3-Cy-Cy-1d0 44 42 40.5 37 37 32 0d1-Cy-Cy-Ph-1 8 10 8 8 8 6 0d3-Cy-Cy-Ph-1 7 10 6 5 7 4 5-Ph—Ph-1 2 4 2 8 3-Cy-Ph—Ph-2 4 4 4.5 5 5 5 0d1-Cy-Ph—Ph-3 3 0 3.5 4 4 4 3-Ph—Ph1—Ph3—O2d0 12 12 14 16 16 16 2-Ph—Ph1—Np-3 4 4-Ph3—O1-Oc-Ph—Ph3—F 3 4 3 3 3 3 5-Ph3—O1-Oc-Ph—Ph3—F 3 3 3 3 3 3 3-Ph3—O1-Oc-Ph3—F 6 5 5.5 5 5 5 3-Ph3—O1-Oc-Ph1—Ph3—F 6 6 6 6 6 6 5-Ph3—O1-Oc-Ph1—Ph3—F 4 4 4 4 4 4 Tni (° C.) 78.8 83.2 78.5 78.2 82.4 78.7 T.fwdarw.N (° C.) −22 −23 −24 −23 −23 −23 Δn 0.102 0.103 0.109 0.116 0.116 0.130 no 1.486 1.486 1.488 1.490 1.490 1.496 Δε 7.4 7.5 7.4 7.4 7.6 7.4 ε⊥ 3.6 3.6 3.7 3.7 3.7 3.8 γ1/mPa .Math. s 55 60 58 60 64 65 η/mPa .Math. s 12.6 12.8 13.5 14.4 14.5 19.1 Vth/Vrms 1.662 1.679 1.703 1.743 1.759 1.827 K11/pN 10.4 10.9 11.1 11.5 11.8 K22/pN 5.5 6.1 7.0 6.7 7.1 K33/pN 13.0 15.0 12.9 13.5 12.3
Examples 43 to 46
[0170] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00013 TABLE 13 Example Example Example Example 43 44 45 46 3-Cy-Cy-1d0 44 41.5 42 42 3-Cy-Ph-O1 4 0d1-Cy-Cy-Ph-1 10 10 8 8 0d3-Cy-Cy-Ph-1 4.5 3.5 3 5-Ph-Ph-1 2 3-Cy-Ph-Ph-2 2 0d1-Cy-Ph-Ph-3 3 3-Cy-Cy-VO-Ph-Cy-3 4 3 3.5 3 2-Ph-Ph1-Np-3 3-Ph-Ph1-Ph3-O2d0 6 7 10 11 3-Cy-Cy-Ph1-F 3 2-Cy-Ph-Ph3-O1-Ph3-F 5 3 2 3 3-Cy-Ph-Ph3-O1-Ph3-F 5 4 5 5 4-Cy-Ph1-Ph3-O1-Ph3-F 3-Ph3-O1-Oc-Ph3-F 6 5 5 3-Ph3-O1-Oc-Ph-Ph3-F 4.5 4 4 4-Ph3-O1-Oc-Ph-Ph3-F 4.5 4 4 4 5-Ph3-O1-Oc-Ph-Ph3-F 4 4 3-Ph3-O1-Oc-Ph1-Ph3-F 5 6 5 5 5-Ph3-O1-Oc-Ph1-Ph3-F 4 4 4 4 Tni (° C.) 86.9 86.9 83.7 85.1 T.fwdarw.N (° C.) −24 −25 −27 −29 Δn 0.099 0.101 0.104 0.103 no 1.484 1.485 1.486 1.485 Δε 8.7 9.8 9.2 9.8 ε⊥ 3.7 3.9 3.9 4.0 γ1/mPa .Math. s 68 72 67 67 η/mPa .Math. s 14.0 14.6 14.1 14.2 Vth/Vrms 1.535 1.518 1.550 1.509 Storage properties at low 168 temperature (−25° C.) hr/O (hr/O or X)
Examples 47 to 49
[0171] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00014 TABLE 14 Example Example Example 47 48 49 3-Cy-Cy-1d0 42 40 44 3-Cy-Ph-O1 2 0d2-Cy-Cy-Ph-1 12 8 8 0d3-Cy-Cy-Ph-1 9 6 3-Cy-Cy-VO-Ph-Cy-3 2 3-Ph-Ph1-Ph3-O2d0 7 15 13 3-Ph-Ph3-CFFO-Np3-F 7 2-Cy-Ph-Ph3-O1-Ph3-F 3 3-Cy-Ph-Ph3-O1-Ph3-F 2 4 5 4-Cy-Ph1-Ph3-O1-Ph3-F 2 3-Ph3-O1-Oc-Ph3-F 6 8 3-Ph3-O1-Oc-Ph-Ph3-F 3 4 4-Ph3-O1-Oc-Ph-Ph3-F 3 4 3-Ph3-O1-Oc-Ph1-Ph3-F 6 6 6 4-Ph3-O1-Oc-Ph1-Ph3-F 5 5 5-Ph3-O1-Oc-Ph1-Ph3-F 4 5 4 Tni (° C.) 85.7 75.2 75.7 T.fwdarw.N (° C.) −25 −21 −20 Δn 0.096 0.108 0.112 no 1.484 1.486 1.487 Δε 9.5 11.9 10.3 ε⊥ 3.8 4.4 3.9 γ1/mPa .Math. s 59 71 64 η/mPa .Math. s 13.3 15.3 13.9 Vth/Vrms 1.471 1.309 1.448
Examples 50 to 52
[0172] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00015 TABLE 15 Example Example Example 50 51 52 3-Cy-Cy-1d0 44 44 44 3-Cy-Cy-1d1 7 15 12 2-Cy-Cy-1d1 6 0d1-Cy-Cy-Ph-1 6 4 5-Ph-Ph-1 4 3.5 3.5 3-Cy-Ph-Ph-2 5 0d1-Cy-Ph-Ph-3 5.5 3-Ph-Ph1-Ph3-O2d0 18 22 20 2-Ph-Ph1-Np-3 5 4.5 3 2Ph-Ph1-Np-3d0 5 4 3-Cy-Ph-Ph3-O1-Ph3-F 4 3-Ph3-O1-Oc-Ph-Ph3-F 3 3-Ph3-O1-Oc-Ph1-Ph3-F 5 3 Tni (° C.) 74.8 75.2 76.1 T.fwdarw.N (° C.) −25 −17 −22 Δn 0.119 0.120 0.118 no 1.490 1.489 1.439 Δε 2.2 1.8 2.2 ε⊥ 2.9 2.8 2.9 γ1/mPa .Math. s 41 40 36 η/mPa .Math. s 10.2 9.6 9.4 Vth/Vrms 2.979 3.401 3.096
Example 53
[0173] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00016 TABLE 16 Example 53 3-Cy-Cy-1d0 26 3-Cy-Ph-01 5 0d1-Cy-Cy-Ph-1 15 0d3-Cy-Cy-Ph-1 11 0d1-Cy-Ph-Ph-3 3 3-Cy-Ph-Ph-2 3 3-Cy-Cy-VO-Ph-Cy-3 5 3-Ph-Ph1-Ph3-O2d0 12 3-Cy-Ph-Ph3-O1-Ph3-F 5 3-Ph3-O1-Oc-Ph-Ph3-F 4 4-Ph3-O1-Oc-Ph-Ph3-F 4 3-Ph3-O1-Oc-Ph1-Ph3-F 4 5-Ph3-O1-Oc-Ph1-Ph3-F 3 Tni (° C.) 112.7 T.fwdarw.N (° C.) −49 Δn 0.120 no 1.492 Δε 6.0 ε⊥ 3.4 γ1/mPa .Math. s 88 η/mPa .Math. s 16.8 Vth/Vrms 2.234 Storage properties at low 168 temperature (−40° C.) hr/O (hr/O or X)
Examples 54 to 57
[0174] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00017 TABLE 17 Example Example Example Example 54 55 56 57 3-Cy-Cy-1d0 38 41 40 36 3-Cy-Cy-1d1 15 6 0d1-Cy-Cy-Ph-1 15 15 11 5 0d3-Cy-Cy-Ph-1 6 6 3-Cy-Ph-Ph-2 2 5 3-Cy-Cy-VO-Ph-Cy-3 4 3-Cy-Ph-Ph3-O1-Ph3-F 3 3 3 6 3-Ph3-O1-Oc-Ph-Ph3-F 3 3 3 4 4-Ph3-O1-Oc-Ph-Ph3-F 3 3 3 3-Ph3-O1-Oc-Ph1-Ph3-F 4 4 5 6 5-Ph3-O1-Oc-Ph1-Ph3-F 3 3 3 2-Ph-Ph1-Ph3-O2d0 5 7 3-Ph-Ph1-Ph3-O2d0 8 10 10 15 5-Ph-Ph1-Ph3-O2d0 6 8 3-Cy-Ph-Ph1-Ph3-O2d0 4 4 4 3-Ph-Ph-Ph1-Ph3-O2d0 3 3 3 Tni (° C.) 100.6 99.4 87.8 90.4 T.fwdarw.N (° C.) −45 −41 −44 −39 Δn 0.116 0.116 0.106 0.138 no 1.488 1.488 1.483 1.484 Δε 5.4 4.6 5.1 6.1 ε⊥ 3.1 3.2 3.3 3.3 γ1/mPa .Math. s 67 66 47 61 η/mPa .Math. s 13.5 13.0 9.8 13.8 Vth/Vrms 2.216 2.218 2.110 2.075
Examples 58 to 62
[0175] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00018 TABLE 18 Example Example Example Example Example 58 59 60 61 62 3-Cy-Cy-1d0 35 35 35 33 30 3-Cy-Cy-1d1 10 10 10 0d1-Cy-Cy-Ph-1 5 5 5 5 4 3-Cy-Ph-Ph-2 5 5 5 5 0d1-Cy-Ph-Ph-3 5 5 5 5 5 2-Ph-Ph1-Ph3-O2d0 5 7 8 3-Ph-Ph1-Ph3-O2d0 15 8 5 12 18 5-Ph-Ph1 Ph3-O2d0 7 5 8 10 3-Ph-Ph3-CFFO-Ph3-F 10 10 10 10 10 3-Cy-Cy-CFFO-Ph3-F 5 5 5 5 5 3-Ph-Ph1-Ph3-CFFO-Ph3-F 5 5 5 5 5 4-Ph-Ph1-Ph3-CFFO-Ph3-F 5 5 5 5 5 Tni (° C.) 74.9 75.5 74.2 78.0 77.3 T.fwdarw.N (° C.) −25 −30 −33 −29 −30 Δn 0.117 0.117 0.117 0.139 0.148 no 1.486 1.486 1.486 1.488 1.488 Δε 5.8 5.8 5.8 6.6 7.4 ε⊥ 3.2 3.2 3.2 3.3 3.3 γ1/mPa .Math. s 61 62 61 77 80 η/mPa .Math. s 12.0 12.1 11.9 15.9 17.1 Vth/Vrms 1.899 1.903 1.899 1.825 1.756 Storage properties at low 240 240 240 240 240 temperature (−25° C.) hr/O hr/O hr/O hr/O hr/O (hr/O or X)
Examples 63 to 66
[0176] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00019 TABLE 19 Example Example Example Example 63 64 65 66 3-Cy-Cy-1d0 35 35 33 47 3-Cy-Cy-1d1 5 8 0d1-Cy-Cy-Ph-1 5 5 5 5 0d3-Cy-Cy-Ph-1 5 3-Cy-Ph-Ph-2 5 5 0d1-Cy-Ph-Ph-3 5 5 2-Ph-Ph1-Ph3-O2d0 5 5 3-Ph-Ph1-Ph3-O2d0 10 10 15 16 5-Ph-Ph1-Ph3-O2d0 5 3-Cy-Ph-Ph1-Ph3-O2d0 5 5 5 5 3-Ph-Ph-Ph1-Ph3-O2d0 4 4 3-Ph-Ph3-CFFO-Ph3-F 10 10 10 8 3-Cy-Cy-CFFO-Ph3-F 5 5 5 5 3-Ph-Ph1-Ph3-CFFO-Ph3-F 5 5 5 5 4-Ph-Ph1-Ph3-CFFO-Ph3-F 5 5 5 5 Tni (° C.) 85.6 82.7 80.7 77.0 T.fwdarw.N (° C.) −33 −27 −35 −24 Δn 0.120 0.135 0.133 0.120 no 1.488 1.488 1.486 1.485 Δε 5.2 5.9 6.0 5.4 ε⊥ 3.3 3.4 3.5 3.4 γ1/mPa .Math. s 72 75 70 59 η/mPa .Math. s 13.5 15.4 13.4 11.3 Vth/Vrms 1.932 1.834 1.768 1.737 Storage properties at low 240 240 168 168 temperature (−25° C.) hr/O hr/O hr/O hr/O (hr/O or X)
Examples 67 to 71
[0177] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00020 TABLE 20 Example Example Example Example Example 67 68 69 70 71 3-Cy-Cy-1d0 25 20 10 21 13 3-Cy-Cy-1d1 5 0d1-Cy-Cy-Ph-1 10 8 6 0d3-Cy-Cy-Ph-1 4 4 0d1-Cy-Ph-Ph-3 4 2-Ph-Ph1-Ph3-O2d0 7 6 5 6 3-Ph-Ph1-Ph3-O2d0 10 14 8 15 18 5-Ph-Ph1-Ph3-O2d0 6 8 10 3-Ph-Ph3-CFFO-Ph3-F 15 15 15 15 18 3-Cy-Cy-CFFO-Ph3-F 8 8 8 8 8 3-Ph-Ph1-Ph3-CFFO-Ph3-F 4 4 4 4 4 4-Ph-Ph1-Ph3-CFFO-Ph3-F 4 4 4 4 4 3-Pm-Ph-Ph3-CFFO-Ph3-F 6 6 6 6 6 3-Cy-Cy-Ph3-F 6 6 6 6 3-Cy-Ph-Ph3-F 8 8 8 8 8 Tni (° C.) 76.8 75.0 84.9 71.6 70.6 T.fwdarw.N (° C.) −60 −54 −54 −47 −52 Δn 0.117 0.134 0.142 0.142 0.155 no 1.485 1.485 1.487 1.482 1.483 Δε 10.4 12.0 11.5 13.0 13.2 ε⊥ 3.8 3.9 3.8 3.9 3.9 γ1/mPa .Math. s 88 94 110 93 98 η/mPa .Math. s 16.4 19.1 22.4 19.8 21.4 Vth/Vrms 1.415 1.377 1.504 1.327 1.399 Storage properties at low 240 240 240 240 240 temperature (−25° C.) hr/O hr/O hr/O hr/O hr/O (hr/O or X) Storage properties at low 240 240 240 240 240 temperature (−30° C.) hr/O hr/O hr/O hr/O hr/O (hr/O or X)
Examples 72 to 75
[0178] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00021 Example Example Example Example 72 73 74 75 3-Cy-Cy-1d0 24 15 19 16 3-Cy-Cy-1d1 10 0d1-Cy-Cy-Ph-1 6 5 6 0d1-Cy-Ph-Ph-3 4 2-Ph-Ph1-Ph3-O2d0 5 4 7 3-Ph-Ph1-Ph3-O2d0 10 11 8 16 5-Ph-Ph1-Ph3-O2d0 4 8 3-Cy-Ph-Ph1-Ph3-O2d0 4 5 4 3-Ph-Ph-Ph1-Ph3-O2d0 4 3 3 3-Ph-Ph3-CFFO-Ph3-F 15 15 15 15 3-Cy-Cy-CFFO-Ph3-F 8 8 8 5 3-Ph-Ph1-Ph3-CFFO-Ph3-F 4 4 4 4 4-Ph-Ph1-Ph3-CFFO-Ph3-F 4 4 4 4 3-Pm-Ph-Ph3-CFFO-Ph3-F 6 6 6 6 3-Cy-Cy-Ph3-F 6 6 6 4 3-Cy-Ph-Ph3-F 8 8 8 8 Tni (° C.) 76.5 81.3 84.2 83.3 T.fwdarw.N (° C.) −45 −36 −32 −30 Δn 0.129 0.133 0.142 0.163 no 1.484 1.485 1.485 1.484 Δε 11.1 10.5 10.9 11.6 ε⊥ 3.9 3.9 4.1 3.9 γ1/mPa .Math. s 87 89 102 109 η/mPa .Math. s 17.7 18.4 20.8 23.7 Vth/Vrms 1.365 1.487 1.387 1.459 Storage properties at low 240 240 240 240 temperature (−25° C.) hr/O hr/O hr/O hr/O (hr/O or X) Storage properties at low 240 240 240 240 temperature (−30° C.) hr/O hr/O hr/O hr/O (hr/O or X)
Examples 76 to 80
[0179] The prepared liquid crystal compositions and the physical property values thereof are shown in the following.
TABLE-US-00022 TABLE 22 Example Example Example Example Example 76 77 78 79 80 3-Cy-Cy-1d0 37 37 36 37 47 3-Cy-Cy-1d1 10 10 10 10 5-Ph-Ph-1 10 6 6 4 0d1-Cy-Cy-Ph-1 4 10 4 3-Cy-Ph-Ph-2 6 6 3 6 4 0d1-Cy-Ph-Ph-3 4 4 3 4 4 2-Ph-Ph1-Ph3-O2d0 6 8 8 3-Ph-Ph1-Ph3-O2d0 22 10 16 16 15 5-Ph-Ph1-Ph3-O2d0 6 8 8 3-Cy-Ph-Ph1-Ph3-O2d0 4 3-Ph-Ph-Ph1-Ph3-O2d0 3 3 3-Cy-Cy-VO-Ph-Cy-3 3 3 3 3-Ph-Ph3-CFFO-Ph3-F 4 4 3 3 4 3-Ph-Ph1-Ph3-CFFO-Ph3-F 4 4 4 3 3 Tni (° C.) 69.6 76.3 74.4 85.2 75.7 T.fwdarw.N (° C.) −19 −30 −29 −23 −29 Δn 0.123 0.122 0.131 0.124 0.131 no 1.491 1.490 1.488 1.490 1.487 Δε 2.6 2.6 3.0 1.9 2.8 ε⊥ 3.0 2.9 2.9 3.0 3.0 γ1/mPa .Math. s 51 55 56 60 60 η/mPa .Math. s 10.7 11.0 11.5 11.3 11.7 Vth/Vrms 2.760 2.808 2.729 2.985 2.608 Storage properties at low 240 240 240 240 240 temperature (−20° C.) hr/O hr/O hr/O hr/O hr/O (hr/O or X) Storage properties at low 72 240 240 169 168 temperature (−25° C.) hr/O hr/O hr/O hr/O hr/O (hr/O or X)