Cyclohexane derivatives

Compositions – Liquid crystal compositions – Containing nonsteryl liquid crystalline compound of...

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25229961, 25229962, 2522995, 350 35DR, 350 35DS, 544242, 544298, 549 20, 549 21, 549 22, 549369, 549372, 549373, 549374, 549375, 570127, 570128, 570131, 570183, 570187, 570129, 570130, 570182, 570184, 570188, 558411, 558414, 558417, 558425, 558426, 558415, 558416, 558428, 558430, 558431, 568632, 568634, 568642, 568647, 568631, 568657, 568658, 568659, 568664, 568665, G02F 113, C09K 1930

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048469980

DESCRIPTION:

BRIEF SUMMARY
The invention relates to cyclohexane derivatives of the formula I one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 -A.sup.3 -Z.sup.2 -, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position, 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 atoms and/or NO; 1,4-cyclohexylene in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms; or 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo-(2,2,2)octylene, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl groups, --OCH.sub.2 --, --CH.sub.2 O or a single bond, and non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or is F, Cl, Br or CN, equatorial substituent in the .beta.-position relative to the --CO--O-- bridge.
In what follows, Phe is a 1,4-phenylene group, Cy is a 1,4-cyclohexylene group, Dio is a 1,3-dioxane-2,5-diyl group, Bi is a bicyclo-(2,2,2)-octylene group, Pip is piperidine-1,4-diyl group, Pyr is a pyrimidine-2,5-diyl group, Pyn is a pyridazine-3,6-diyl group which may also be present as an N-oxide, Dit is a 1,3-dithiane-2,5-diyl group and Dec is a decahydronaphthalene-2,6-diyl group.
Similar compounds are known for example from German Pat. No. 2,636,684. The compounds specified there, however, unlike the present compounds, contain no trisubstituted cyclohexane rings. Derivatives of trans-4-substituted r-2-methylcyclohexanecarboxylic acid are known from European Offenlegungsschrift 0,063,003. However, it became evident that the derivatives according to the invention of 2-methylcyclohexanecarboxylic acid having an axial methyl group in the .beta.-position relative to the --CO--O-- bridge have a more favorable phase behavior.
The compounds of the formula I can be used like similar compounds as components of liquid-crystalline dielectrics, 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 has for its object to find new stable liquid-crystalline or mesogenic compounds which are suitable for use as components of liquid-crystalline phases.
It was found that the compounds of the formula I are highly suitable for use as components of liquid-crystalline phases. In particular, they can be used to prepare stable liquid-crystalline phases of very low optical anisotropy and comparatively low viscosity.
Providing the compounds of the formula I also has the very general effect of considerably widening the range of liquid-crystalline substances which, from various application aspects, are suitable for preparing nematic mixtures.
The compounds of the formula I have a broad range of application. Depending on the choice of substituents, these compounds can serve as base materials of which liquid-crystalline phases are predominantly composed; however, it is also possible to add compounds of the formula I to liquid-crystalline base materials from other classes of compounds, for example in order to reduce the dielectric and/or optical anisotropy of such a dielectric and/or to suppress interfering smectic phase ranges. The compounds of the formula I are further suitable for use as intermediates for preparing other substances which can be used as constituents of liquid-crystalline phases.
The compounds of the formula I are colorless in the pure state and form liquid-crystalline mesophases in a temperature range which is suitable for el

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patent: 4510069 (1985-04-01), Eidenschink et al.
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patent: 4622163 (1986-11-01), Huynh-Ba et al.
patent: 4627923 (1986-12-01), Eidenschink et al.
patent: 4629581 (1986-12-01), Boller et al.
patent: 4659499 (1987-04-01), Ferrato
patent: 4684477 (1987-08-01), Sucimori et al.
patent: 4704227 (1987-11-01), Krause et al.
patent: 4707295 (1987-11-01), Poal et al.
patent: 4715984 (1987-12-01), Krause et al.
patent: 4723005 (1986-02-01), Huynh-Ba et al.
patent: 4726911 (1988-02-01), Krause et al.

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