Substituted phenyl trifluoromethyl ethers

Details Substituted phenyl trifluoromethyl ethers Substituted phenyl trifluoromethyl ethers

1993-02-22

1994-06-28

Wu, Shean

Compositions

Liquid crystal compositions

25229961, 25229962, 25229963, 25229964, 25229965, 25229966, 25229967, 568631, 568645, 568655, 568661, 359103, C09K 1952, C09K 1934, C09K 1930, C07C 43225, C02F 113

Patent

active

053244494

DESCRIPTION:

BRIEF SUMMARY
SUMMARY OF THE INVENTION

The invention relates to substituted phenyl trifluoromethyl ethers of the formula I --OCF.sub.3 I
R.sup.1 is H or alkyl having 1-18 C atoms in which one or more CH.sub.2 groups may also be replaced by --E--, --O--, --S-- and/or --CO--, where two heteroatoms are not linked directly to one another, or perfluoroalkyl having 1-18 C atoms in which one or more CF.sub.2 groups may also be replaced by --CH.sub.2 --, --E--, --O--, --S-- and/or --CO--, where two heteroatoms are not linked directly to one another, is CH.dbd.CX, CX.dbd.CH, C.tbd.C, CHY, ##STR1##
X is Y, CH.sub.3 or H,
P is CN, NCS, NCO or halogen,
A.sup.1 and A.sup.2, independently of one another, are each 1,4-cyclohexylene, in which one or two non-adjacent CH.sub.2 groups may also be replaced by --O-- and/or S atoms, 1,4-cyclohexenylene, 1,4-bicyclo(2.2.2)octylene, piperidine-1,4-diyl or 1,4-phenylene, in which one or more CH groups may be replaced by N, which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CN and/or CH.sub.3 groups,
Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or a single bond,
A.sup.3 is a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CN and/or CH.sub.3 groups
n is 0, 1 or 2, with the proviso that Z.sup.2 is --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or a single bond in the case where n.dbd.0 or 1 R.sup.1 .dbd.alkoxy and A.sup.1 .dbd.A.sup.2 .dbd.A.sup.3 .dbd.unsubstituted 1,4-phenylene, and to the use thereof as components in liquid-crystalline phases.
For reasons of simplicity below, Cyc is a 1,4-cyclohexylene group, Che is a 1,4-cyclohexenylene group, Dio is a 1,3-dioxane-2,5-diyl group, Dit is a 1,3-dithiane-2,5-diyl group, Phe is a 1,4-phenylene group, Pyd is a pyridine-2,5-diyl group, Pyr is a pyrimidine-2,5-diyl group and Bi is a bicyclo(2,2,2)octylene group, where Cyc and/or Phe may be unsubstituted or substituted by one or more halogen atoms and/or CH.sub.3 groups and/or CN groups.
The compounds of the formula I can be used as components in liquid-crystalline phases, in particular for displays which are based on the principle of the twisted cell, the guest/host effect, the effect of deformation of aligned phases or the effect of dynamic scattering.
The invention had the object of discovering novel stable liquid-crystalline or mesogenic compounds which are suitable as components of liquid-crystalline phases and, in particular, have comparatively low viscosity and relatively high dielectric anisotropy.
It has now been found that compounds of the formula I are highly suitable as components of liquid-crystalline phases. In particular, they have comparatively low viscosities. They can be used to obtain stable liquid-crystalline phases having a broad mesophase range and advantageous values for optical and dielectrical anisotropy.
In addition, the provision of compounds of the formula I considerably extends, very generally, the range of liquid-crystalline substances which are suitable, from various applicational points of view, for the production of liquid-crystalline mixtures.
The compounds of the formula I have a broad field of application. Depending on the choice of substituents, these compounds can be used as base materials of which liquid-crystalline phases are predominantly composed, or compounds of the formula I can be added to liquid-crystalline base materials made of other classes of compounds in order, for example, to influence the dielectrical and/or optical anisotropy of a dielectric of this type and/or to optimize its threshold voltage and/or its viscosity.
The compounds of the formula I are colourless in the pure state and form liquid-crystalline mesophases in a temperature range which is favourable for electrooptical use. They are stable chemically, thermally and against light.
The invention thus relates to the compounds of the formula I and to the use of these compounds as components of liquid-cryst

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