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Liquid crystal compounds and indicating device employing same
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Inventors: Boller, Arthur; Buchecker, Richard; Fromm, Hans-Jurgen; Kelly, Stephen; Schadt, Martin; Villiger, Alois;
Assignee: Hoffmann-La Roche Inc. (Nutley, NJ)
Primary Examiner: Lovering; Richard D.
Assistant Examiner: Harris; Cynthia
Attorney, Agent or Firm: Gould; George M., Leon; Bernard S., Johnston; George W.
A ferroelectric liquid crystal mixture containing at least one compound of the formula ##STR1## wherein n stands for the number 0 or 1; X.sup.1 represents a single covalent bond, --COO-- or --OOC-- and X.sup.2 represents a single covalent bond, --COO--, --OOC--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 -- or --CH.sub.2 O--; rings A.sup.1, A.sup.2 and A.sup.3 each independently signify 1,4-phenylene optionally substituted with cyano, halogen or lower alkyl or pyrimidin-2,5-diyl, pyrazin-2,5-diyl, when n is 1, trans-1,4-cyclohexylene or trans-m-dioxan-2,5-diyl; with the proviso that one of the rings present stands for pyrimidin-2,5-diyl or pyrazin-2,5-diyl when a further ring signifies trans-1,4-cyclohexylene or when n stands for the number 0 and X.sup.1 stands for a single covalent bond; and R.sup.1 signifies an optionally halogen-substituted alkenyl group with up to 18 carbon atoms in which optionally 1 or 2 non-adjacent CH.sub.2 groups are replaced by --O-- and/or a C.dbd.C double bond; with the proviso that R.sup.1 is different from 3,7-dimethyl-6-octenyloxy; R.sup.2 signifies an optionally halogen-substituted alkyl group with up to 18 carbon atoms in which optionally 1 or 2 non-adjacent CH.sub.2 groups are replaced by --O-- and/or a C.dbd.C double bond; with the proviso that residues R.sup.1 and/or R.sup.2 attached to an aromatic ring have at least 2 chain atoms between the aromatic ring and a C.dbd.C double bond present; as well as novel compounds falling under formula I and novel ferroelectric liquid crystal devices employing the compounds according to the invention. |
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DETAILED DESCRIPTION We claim: 1.
A liquid crystalline mixture with ferroelectric properties containing at least 2 components, wherein at least one of said components is an optically active compound of the formula ##STR6## wherein R.
sup.
1 is straight chain alkenyl with a terminal double bond, or straight chain alkenyloxy with a terminal double bond; X.
sup.
3 is --COO-- or --OOC--; ring A is 1,4-phenylene or pyrimidin-2,5-diyl; and R.
sup.
2 is alkyl, alkoxy, methylalkyl or methylalkoxy.
2.
A liquid crystalline mixture according to claim 1, which contains at least one optically active compound of formula I in which at least one of the residues R.
sup.
1 and R.
sup.
2 has a chiral carbon atom.
3.
A liquid crystalline mixture according to claim 2, which contains an optically active compound of formula I in which R.
sup.
2 has a chiral carbon atom and R.
sup.
1 signifies a non-chiral, preferably straight-chain, group.
4.
A liquid crystalline mixture according to claim 1, wherein one of the groups X.
sup.
1 and X.
sup.
2 signifies a single covalent bond and the other signifies a single covalent bond, --COO-- or --OOC--.
5.
A liquid crystalline mixture according to claim 1, which at least the second component contains at least one compound selected from the group of compounds of the formulae ##STR7## wherein X.
sup.
3 denotes --COO-- or --OOC--, ring A.
sup.
4 represents pyrimidin-2,5-diyl, and ring A.
sup.
5 represents trans-m-dioxan-2,5-diyl.
6.
A liquid crystalline mixture according to claim 1, wherein R.
sup.
1 signifies alkenyl or alkenyloxy.
7.
A liquid crystalline mixture according to claim 1, wherein R.
sup.
2 signifies straight-chain alkyl or alkoxy or chiral methylalkyl or methylalkoxy.
8.
A liquid crystalline mixture according to claim 1, wherein R.
sup.
1 has at least 2, preferably at least 4, chain atoms between the double bond and ring A.
sup.
1.
9.
An electro-optical indicating device comprising a liquid crystal mixture with ferroelectric properties, wherein the mixture comprises at least two components, the liquid crystal mixture being sandwiched between two transparent plates having polarizers and electrode means, wherein at least one of said at least two components being a compound of the formula ##STR8## wherein R
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