← Back to Patent Explorer
US4846998A Expired / Lapsed US ⏱️ 0.0 years remaining

Cyclohexane derivatives

Assignee: Merck Patent GmbH
•
Filing: 1986-03-21
•
Granted: 1989-07-11
•
Expires: 2006-03-21
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Cyclohexane derivatives of the formula I R.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 I in which R 1 and R 2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH 2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH═CH-- groups, one of the radicals R 1 and R 2 also being H, F, Cl, Br, CN or R 3 --A 3 --Z 2 --, A 1 is --A--, A 4 --A-- or --A--A 4 --, A is a trans-1,4-cyclohexylene group which can be substituted in the 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 2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position, A 2 , A 3 and A 4 are each 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH 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 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, Z 1 and Z 2 are each --CO--O--, --O--CO--, --CH 2 CH 2 --, --OCH 2 --, --CH 2 O or a single bond, and R 3 is H, an alkyl group having 1-10 (sic), in which one or two non-adjacent CH 2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups and/or CH═CH-- groups, or is F, Cl, Br or CN, with the proviso that in the case of Z 1 =--CO--O-- A 1 carries no equatorial substituent in the β-position relative to the --CO--O--bridge, are suitable for use as components of liquid-crystalline phases.

Inventors

  • 👤 Ludwig Pohl
  • 👤 Bernhard Scheuble
  • 👤 Reinhard Hittich
  • 👤 Rudolf Eidenschink
  • 👤 Hans A. Kurmeier
  • 👤 Andreas Wachtler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 23:02
CPC Classifications
C; C07; C07C; C07C255/00; C07C13/00; C07C13/28; C07C25/00; C07C25/18; C07C43/00; C07C43/02; C07C43/18; C07C43/184; C07C43/188; C07C43/20; C07C43/21; C07C43/225; C07C45/00; C07C45/004; C07C45/45; C07C45/46; C07C49/00; C07C49/29; C07C49/313; C07C49/76; C07C49/782; C07C49/792; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/30; C09K19/3001; C09K19/3003; C09K19/3066; C09K19/3068

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 316 words
A liquid crystalline phase having at least two liquid crystalline components, wherein at least one component is a compound of the formula I R.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -R.sup.2 I in which R 1 and R 2 are each independently alkyl of 1-10 C atoms, in which one or two non-adjacent CH 2 groups can be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH═CH-- groups, or one of R 1 and R 2 can also be F, Cl, Br, CN or R 3 -A 3 -Z 2 -, A 1 is -A-, A 4 -A- or -A-A 4 -, A is a group of the formula (B) or (G) ##STR3## in which X 1 , X 2 , X 3 and X 4 are each, independently of one another, F, Cl, CN, --CH 3 , --CH 2 CH 3 or --OCH 3 , wherein the groups of the formulae (B) and (G) can also have an additional substituent Q in the 1- or 4-position, Q being F, CN or CH 3 , A 2 , A 3 and A 4 are each independently 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH 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 2 groups can also be replaced by O atoms; or 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl groups, Z 1 and Z 2 are each independently --CO--O--, --O--CO--, --CH 2 CH 2 --, --OCH 2 --, --CH 2 O or a single bond, and R 3 is H, alkyl of 1-10 C atoms, in which one or two non-adjacent CH 2 groups can be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH═CH-- groups, or R 3 is F, Cl, Br or CN.
Claim 2
Dependent Claim 316 words
A liquid crystalline phase having at least two liquid crystalline components, wherein at least one component is a compound of the formula I R.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -R.sup.2 I in which R 1 and R 2 are each independently alkyl of 1-10 C atoms, in which one or two non-adjacent CH 2 groups can be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH═CH-- groups, or one of R 1 and R 2 can also be F, Cl, Br, CN or R 3 -A 3 -Z 2 -, A 1 is -A-, A 4 -A- or -A-A 4 -, A is a group of the formula (B) or (G) ##STR3## in which X 1 , X 2 , X 3 and X 4 are each, independently of one another, F, Cl, CN, --CH 3 , --CH 2 CH 3 or --OCH 3 , wherein the groups of the formulae (B) and (G) can also have an additional substituent Q in the 1- or 4-position, Q being F, CN or CH 3 , A 2 , A 3 and A 4 are each independently 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH 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 2 groups can also be replaced by O atoms; or 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl groups, Z 1 and Z 2 are each independently --CO--O--, --O--CO--, --CH 2 CH 2 --, --OCH 2 --, --CH 2 O or a single bond, and R 3 is H, alkyl of 1-10 C atoms, in which one or two non-adjacent CH 2 groups can be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH═CH-- groups, or R 3 is F, Cl, Br or CN.
Claim 3
Dependent Claim 21 words
A phase according to claim 1, wherein X 1 , X 2 , X 3 and X 4 are each F.
Claim 4
Dependent Claim 14 words
A phase according to claim 1, wherein A is a group of formula (B).
Claim 5
Dependent Claim 66 words
A phase according to claim 1, wherein R 1 and R 2 are each methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, heptoxy, octoxy, nonoxy, 2-methoxymethyl, ethoxymethyl or 2-methoxypenyl, 2-, 3- or 4-oxapentyl, 2-, 3-, 4- or 5-oxahexyl, 2-, 3-, 4-, 5- or 6-oxaheptyl, and one of R 1 and R 2 may also be F, Cl or CN.
Claim 6
Dependent Claim 21 words
A phase according to claim 1, wherein A 2 , A 3 and A 4 are each independently 1,4-phenylene or 1,4-cyclohexylene.
Claim 7
Dependent Claim 26 words
A phase according to claim 1, wherein Z 1 and Z 2 are each independently single bonds, --O--CO--, --CO--O-- or --CH 2 CH 2 -- groups.
Claim 8
Dependent Claim 22 words
In a liquid crystal display element comprising a liquid crystalline phase, the improvement wherein the phase is one according to claim 1.
Claim 9
Dependent Claim 22 words
In an electrooptical display element comprising a liquid crystalline dielectric, the improvement wherein the dielectric is a phase according to claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-07-10 1993-01-09 1993-07-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-07-10 1997-01-09 1997-07-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-07-10 2001-01-09 2001-07-11 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag