Compositions – Liquid crystal compositions – Containing nonsteryl liquid crystalline compound of...
Patent
1987-08-19
1990-11-13
Gron, Teddy S.
Compositions
Liquid crystal compositions
Containing nonsteryl liquid crystalline compound of...
544335, 544242, 544357, 544406, 544410, 544336, 544408, 544238, 544240, 544239, 544224, 544295, 544296, 544298, 544316, 546186, 546189, 546190, 546191, 546205, 546206, 546216, 546217, 546218, 546219, 546220, 546221, 546222, 546225, 546226, 546227, 546228, 546229, 546230, 546232, 546235, 2522996, 25229962, 25229963, 25229965, 25229968, 25229966, 25229964, 25229967, 350350R, 350350S, 558 17, 534567, 534566, C07D40300, C07D23902, C07D21100, C07D21132, C07D40100, C09K 1934, C07C33100, C07C29100
Patent
active
049700227
DESCRIPTION:
BRIEF SUMMARY
Liquid-crystalline mustard oils The invention relates to mustard oils of the formula I,
R is H or alkyl of 1-15 C atoms, in which one or two non-adjacent CH.sub.2 groups can be replaced by --CH.dbd.CH--, --O--, --CO--, --O--CO-- and/or --CO--O--,
A.sup.1 and A.sup.2 are each an unsubstituted or monosubstituted or polysubstituted 1,4-cyclohexylene group, a piperidine-1,4-diyl or 1,4-bicyclo[2.2.2]octylene group or a 1,4-phenylene group which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CN groups and in which one or two CH groups can also be replaced by N,
A.sup.3 is an unsubstituted or monosubstituted or polysubstituted 1,4-cyclohexylene group or a 1,4-phenylene group which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CF.sub.3 groups and/or CN groups,
Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --OCH.sub.2 --, --CH.sub.2 O--, --CH.dbd.N--, --N.dbd.CH--, --NO.dbd.N--, --N.dbd.NO-- or a single bond,
n is 0, 1 or 2, group, n is 2 or Z.sup.2 is no single bond or A.sup.2 -Z.sup.2 is Pyr or Cy-CH.sub.2 CH.sub.2 - and in the case of Z.sup.2 .dbd.--CO--O--, --(A.sup.1 --Z.sup.1).sub.n --A.sup.2 -- is not ##STR1## or 1,4-phenylene.
For simplicity, in what follows Cy is a 1,4-cyclohexylene group, Bi a bicyclo[2.2.2]octylene-1,4-diyl group, Pip a piperidine-1,4-diyl group, Phe a 1,4-phenylene group, Pym a pyrimidine-2,5-diyl group, Pyr a pyridine-2,5-diyl group and Pyz a pyrazine-2,5-diyl group, where Cy and/or Phe and/or Pyr and/or Pyz can be unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CF.sub.3 groups and/or CN groups.
The compounds of the formula I can be used as components of liquid-crystalline phases, in particular for displays which are based on the principle of the twisted cell, the guest-host effect, the effect of the deformation of aligned phases or the effect of dynamic scattering.
The invention has for its object to find new stable liquid-crystalline or mesogenic compounds which are suitable for use as components of liquid-crystalline phases and in particular have a comparatively low viscosity and a reduced tendency to form associates.
EP No. 0,126,883 discloses liquid-crystalline mustard oils which contain a trans-cyclohexylphenyl group.
It was found, then, that compounds of the formula I are highly suitable for use as components of liquid-crystalline phases. In particular they have comparatively low viscosities and no or only little tendency to form molecular associates. They can be used to obtain stable liquid-crystalline phases having a wide mesophase range and advantageous optical and dielectric anisotropy values.
Making available compounds of the formula I, in addition, very generally serves to appreciably widen the range of liquid-crystalline substances which, from various application aspects, are suitable for preparing liquid-crystalline mixtures.
The compounds of the formula I have a wide application range. Depending on the choice of substituents, these compounds can serve as base materials of which liquid-crystalline phases are predominantly composed; but compounds of the formula I can also be added to liquid-crystalline base materials of other classes of compounds, for example in order to influence the dielectric and/or optical anisotropy of such a dielectric and/or to reduce the threshold voltage thereof and/or the viscosity thereof.
The compounds of the formula I are colourless in the pure state and form liquid-crystalline mesophases in a temperature range suitable for electro-optical use. They are stable chemically, thermally and to light.
The invention thus provides the compounds of the formula I and a process for preparing the compounds of the formula I according to claim 1, characterized in that an appropriate amine is treated with thiophosgene, or in that an appropriate amine is converted with carbon disulfide into a dithiocarbamate and the latter is treated with
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Eidenschink Rudolf
Krause Joachim
Poetsch Eike
Scheuble Bernhard
Wachtler Andreas
Gron Teddy S.
Merck Patent Gesellschaft mit beschrankter Haftung
Treanor Richard
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