Partially fluorinated benzene derivatives

Details Partially fluorinated benzene derivatives Partially fluorinated benzene derivatives

1995-01-19

1996-11-05

Kelly, C. H.

Compositions

Liquid crystal compositions

Containing nonsteryl liquid crystalline compound of...

25229961, 25229962, 25229963, 25229965, 25229966, 25229967, 570129, 570144, 568647, 560 63, 560102, 560108, 544224, 544298, 546339, C09K 1906, C09K 1930, C09K 1912, C07C 2200

Patent

active

055714498

DESCRIPTION:

BRIEF SUMMARY
The invention relates to partially fluorinated benzene derivatives of the formula I ##STR2## where R is H, an alkyl or alkenyl radical having 1 to 15 carbon atoms which is unsubstituted or monosubstituted by CN or CF.sub.3 or at least monosubstituted by halogen, it also being possible for one or more CH.sub.2 groups in these radicals to be replaced, in each case independently of one another, by --O--, --S--, ##STR3## --CO--, --CO--O--, --O--CO-- or --O--CO--O-- in such a manner that O atoms are not linked directly to one another, nonadjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, be replaced by N, 1,4-bicyclo-(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-diyl, two fluorine atoms, --O--CO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.ident.C-- or a single bond, and one of the radicals Z.sup.1 and Z.sup.2 is alternatively --(CH.sub.2).sub.4 -- or --CH.dbd.CH--CH.sub.2 CH.sub.2 --, and
The invention furthermore relates to the use of these compounds as components of liquid-crystalline media, and to liquid-crystal and electrooptical display elements which contain the liquid-crystalline media according to the invention.
The compounds of the formula I can be used as components of liquid-crystalline media, in particular for displays 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 finding novel, stable liquid-crystalline or mesogenic compounds which are suitable as components of liquid-crystalline media and in particular have at the same time comparatively low viscosity and relatively high dielectric anisotropy.
It has now been found that compounds of the formula I are eminently suitable as components of liquid-crystalline media. In particular, they have comparatively low viscosities. They can be used to obtain stable liquid-crystalline media which have a broad mesophase range and advantageous values for the optical and dielectric anisotropy. These media furthermore have very good low-temperature behavior.
The general formula in WO-00335 covers the novel compounds, but they are not mentioned explicitly.
Similar fluorinated compounds are described in DE-A 41 01 600 and DE-A 40 02 374.
In view of the extremely wide variety of areas of application of such compounds of high .DELTA..epsilon., however, it was desirable to have further compounds of high nematogeneity available which have properties precisely tailored to the particular application.
In addition, the provision of the compounds of the formula I very generally considerably broadens the range of liquid-crystalline substances which are suitable, from various applicational points of view, for the preparation 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 from which liquid-crystalline media are predominantly composed; however, it is also possible to add compounds of the formula I to liquid-crystalline base materials from other classes of compound in order, for example, to modify the dielectric and/or optical anisotropy of a dielectric of this type and/or to optimize its threshold voltage and/or viscosity.
In the pure state, the compounds of the formula I are colorless and formliquid-crystalline mesophases in a temperature range which is favorably located for electrooptical use. They are stable chemically, thermally and to light.
The invention thus relates to the compounds of the formula I and to the use of these compounds as components of liquid-crystalline media. The invention furthermore relates to liquid-crystalline media containing at least one compound of the formula I, and to liquid-crystal display elements, in particular electrooptical display elements, which contain media of this type.
For reasons of simplicity below, A.sup.3 is a radical of the formula ##STR4## Y

REFERENCES:
patent: 5190688 (1993-03-01), Sage et al.
patent: 5198151 (1993-03-01), Kuratate et al.
patent: 5262082 (1993-11-01), Janulis et al.
patent: 5308537 (1994-05-01), Coates et al.

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