Patents by Inventor Reinhard Hittich

Reinhard Hittich has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5286411
    Abstract: The invention relates to a liquid-crystalline medium based on a mixture of polar compounds of positive dielectric anisotropy, characterized in that it contains one or more compounds of the general formula I ##STR1## in which L is H or F, X is F, Cl, CF.sub.3, OCF.sub.3 or OCHF.sub.2, and R is alkyl, oxaalkyl, fluoroalkyl or alkenyl, in each case having up to 7 carbon atoms.
    Type: Grant
    Filed: June 5, 1991
    Date of Patent: February 15, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernhard Rieger, Reinhard Hittich, Volker Reiffenrath, David Coates, Hans A. Kurmeier, Herbert Plach
  • Patent number: 5286410
    Abstract: Supertwist liquid-crystal displays having excellent characteristic line steepness are obtained if the nematic liquid-crystal mixture satisfies the following conditions:a nematic phase range of at least 60.degree. C.,a viscosity of 30 mPa.s or less,.DELTA..epsilon./.epsilon..perp.<1.5, where .DELTA..epsilon. denotes the dielectric anisotropy and .epsilon..perp. denotes the dielectric constant in the direction of the short axis of the liquid-crystal molecules, and.DELTA..epsilon. is greater than or equal to +5,and is based on the following components:a) compounds having a high .epsilon..perp. and a clearly positive dielectric constant, selected from the group comprising the formulae 1-8: ##STR1## and/or compounds of the formula A and/or B ##STR2## and, if appropriate, compounds selected from the group comprising the formulae 9 to 11 ##STR3## and b) relatively non-polar compounds having a large .epsilon..perp.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: February 15, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Georg Weber, Reinhard Hittich
  • Patent number: 5279762
    Abstract: Compounds of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each alkyl with 1-15 C atoms, and wherein one or two non-adjacent CH.sub.2 groups can also be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O--, --CO--S--, --S--CO--, --CHHalogen--, --CHCN-- and/or --CH.dbd.CH--,A.sup.1 is 1,4-phenylene, trans-1,4-cyclohexylene or a single bond andA.sup.2 is ##STR1## in which Z is --O--CO--, --CO--O--, --S--CO--, --CO--S--, CH.sub.2 O--, --OCH.sub.2 -- or --CH.sub.2 CH.sub.2 --, with the proviso that, if A.sup.1 is a single bond, A.sup.2 is ##STR2## are suitable as components of chirally tilted smectic liquid crystal phases.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: January 18, 1994
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Reinhard Hopf, Bernhard Scheuble, Reinhard Hittich, Joachim Krause, Volker Reiffenrath, Eike Poetsch, Thomas Geelhaar, Rudolf Eidenschink
  • Patent number: 5271865
    Abstract: The invention relates to a liquid-crystalline mixture containing one or more compounds of the general formula ##STR1## in which R.sup.1 is straight-chain alkyl having 2 to 12 carbon atoms in which, in addition, one CH.sub.2 group may be replaced by --O-- or --CH.dbd.CH--, the ring A is 1,4-phenylene or trans-1,4-cyclohexylene, and r is 0 or 1, and one or more highly dielectrically positive compounds selected from the group comprising the compounds of the general formulae II, III and IV in a weight ratio between the compounds of the formula I and the compounds of the formulae II, III and IV of from 1:10 to 10:1: ##STR2## in which R.sup.2 has one of the meanings indicated for R.sup.1, and X and Y are each, independently of one another, CH or N, ##STR3## in which R.sup.2 has one of the meanings indicated for R.sup.1, and X' and Y' are CH.sub.2 or O, ##STR4## in which R.sup.2 has one of the meanings indicated for R.sup.1, r is as defined above, the rings A.sup.1 and A.sup.
    Type: Grant
    Filed: April 10, 1991
    Date of Patent: December 21, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Reinhard Hittich, Herbert Plach, Volker Reiffenrath
  • Patent number: 5262556
    Abstract: The invention relates to a process for the reaction of fluorinated or chlorinated aromatics with electrophiles at the ortho position relative to the fluorine or chlorine atom, characterized in that a strong base is added to a mixture of the fluorinated or chlorinated aromatic and the electrophile.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: November 16, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernard Riefling, Jurgen Seubert, Volker Reiffenrath, Reinhard Hittich
  • Patent number: 5250220
    Abstract: Novel 2,5-disubstituted heterocyclic compounds of the formula I ##STR1## in which n is 1 to 10,Het is ##STR2## Ring A is trans-1,4-cyclohexylene or, in the case where Het= ##STR3## X=--OCF.sub.3 or --OCHF.sub.2 and/or Y=Z=F, is alternatively 1,4-phenylene,X is CN, F, Cl, --CF.sub.3, --OCF.sub.3 or --OCHF.sub.2, andY and Z are each, independently of one another, H or F, can be used as components of liquid-crystalline media.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: October 5, 1993
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Reinhard Hittich, Eike Poetsch, Joachim Krause, Ulrich Finkenzeller, David Coates
  • Patent number: 5232624
    Abstract: Chiral 1,2-difluorobenzene derivatives are suitable as components of chiral tilted smectic liquid-crystalline phases.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: August 3, 1993
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Thomas Geelhaar, Ekkehard Bartmann, Reinhard Hittich
  • Patent number: 5230829
    Abstract: The invention relates to novel phenylcyclohexanes of the formula I ##STR1## in which Q is CH--Hal or C--Hal.sub.2 where Hal is F or Cl,n is 1 to 5,r is 0 to 6,A is a single bond, ##STR2## X is F, Cl, --CF.sub.3, --OCF.sub.3 or --OCHF.sub.2, and Y and Z are each, independently of one another, H or F.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: July 27, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Joachim Krause, Eike Poetsch, Reinhard Hittich, Bernhard Rieger, Ulrich Finkenzeller
  • Patent number: 5213710
    Abstract: The invention relates to novel benzene derivatives of the formula I ##STR1## in which n is 0, 1, 2, 3, 4, 5, 6 or 7,Q is --O--, --CH.dbd.CH-- or a single bond,r is 0, 1, 2, 3, 4 or 5,s is 0, 1 or 2,X is F, Cl, OCHF.sub.2 or CF.sub.3,L is H or F, andA is ##STR2## Z, Z-Ar, Ar-Z, Z-Cyc in which Z is a single bond, --(CH.sub.2).sub.2 -- or --(CH.sub.2).sub.4 --, Ar is 1,4-phenylene or biphenyl-4,4'-diyl and Cyc is trans-1,4-cyclohexylene.
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: May 25, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Reinhard Hittich, Herbert Plach
  • Patent number: 5209868
    Abstract: Disclosed are trifluoromethylcyclohexane derivatives of the formula I ##STR1## whereinR is an alkyl or alkenyl radical having up to 18 C atoms which is unsubstituted or substituted by CN or by at least one halogen, and in which one or more non-adjacent CH.sub.2 groups may be replaced by a radical selected from the group comprising --O--, --S--, --CO--, --O--CO--, --CO--O-- and --C.tbd.C--,A.sup.1 and A.sup.2 are each, independently of one another,a) a 1,4-phenylene radical, in which one or two CH groups may be replaced by N,b) a 1,4-cyclohexylene radical, in which one or two non-adjacent CH.sub.2 groups may be replaced by --O-- or --S--,c) a 1,4-cyclohexenylene, piperidine-1,4-diyl, 1,4-bicyclo[2,2,2]-octylene or naphthalene-2,6-diyl radical,it being possible for the radicals a) and b) to be monosubstituted or polysubstituted by halogen atoms or cyano and/or methyl groups, ##STR2## Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CH--, --CH.sub.2 CH.sub.2 --, --CH(CN)--CH.sub.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: May 11, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Eike Poetsch, Hans-Adolf Kurmeier, Georg Weber, Reinhard Hittich, Hans-Michael Kompter, Herbert Plach
  • Patent number: 5204476
    Abstract: The invention relates to fluorophenylpyridines of the formula I: ##STR1## where R.sup.1 and R.sup.2 are substituted and unsubstituted monovalent organic radicals.
    Type: Grant
    Filed: December 18, 1990
    Date of Patent: April 20, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Andreas Wachtler, Eike Poetsch, Thomas Geelhaar, Reinhard Hittich, Volker Reiffenrath, Hans-Michael Kompter
  • Patent number: 5196141
    Abstract: The invention relates to 5-oxy-2-phenylpyridines of the formula I ##STR1## in which m and n, independently of one another, are each from 1 to 18,Q.sup.1 is --O--, trans-1,4-cyclohexylene, 1,4-phenylene or a single bond, andQ.sup.2 is --CO--, ##STR2## or a single bond, with the provisos that in the case where Q.sup.1 =Q.sup.2 =a single bond, the sum of m+n.gtoreq.11, and in the case where Q.sup.2 =CO, the radical C.sub.n H.sub.2n+1 is straight-chain, and to ferroelectric liquid-crystalline media containing these compounds.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: March 23, 1993
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Volker Reiffenrath, Reinhard Hittich, Thomas Geelhaar, Eike Poetsch
  • Patent number: 5188759
    Abstract: The invention relates to a liquid crystalline medium having at least two components, where at least one component is a haloacetylene derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --(A.sup.2 --Z.sup.2).sub.m --A.sup.3 --C.tbd.C--X IwhereinR.sup.1 is an alkyl or alkenyl radical having up to 15 carbon atoms which is unsubstituted or monosubstituted by CN, halogen or CF.sub.3, or such a radical wherein one or more CH.sub.2 groups is replaced, in each case independently of one another, by --S--, --O--, ##STR1## --CO--, --CO--O--, --O--CO-- or --O--CO--O-- in such a manner that sulfur and/or oxygen atoms are not linked directly to one another,A.sup.1, A.sup.2 and A.sup.3, in each case independently of one another, are(a) a trans-1,4-cyclohexylene radical or --S-- one or more non-adjacent CH.sub.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: February 23, 1993
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Ekkehard Bartmann, Reinhard Hittich, Herbert Plach, Ulrich Finkenzeller
  • Patent number: 5178790
    Abstract: Supertwist liquid crystal display elements with excellent steepness of the characteristic are obtained, if the nematic liquid crystal mixture satisfies the following conditions:a nematic phase range of at least 60.degree. C.,a viscosity of 30 mPa.s or lower, and.DELTA..epsilon./.epsilon..perp.<2.0, where .DELTA..epsilon. is the dielectric anisotropy and .epsilon..perp. is the dielectric constant in the direction of the short axis of the liquid crystal molecules.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: January 12, 1993
    Assignee: Merck Patent Gesellschaft mit beschraenkter Haftung
    Inventors: Georg Weber, Herbert Plach, Volker Reiffenrath, Reinhard Hittich
  • Patent number: 5171469
    Abstract: The invention relates to a liquid-crystal matrix display having integrated nonlinear components and containing a liquid-crystal mixture having particularly high specific resistance.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: December 15, 1992
    Assignee: Merck Patent Gesellschaft mit beschraenkter Haftung
    Inventors: Reinhard Hittich, Georg Weber, Herbert Plach, Andreas Wachtler, Bernard Scheuble
  • Patent number: 5143642
    Abstract: The invention relates to a liquid-crystalline medium for electrooptical display elements based on the ECB effect, containing two components A and B which themselves comprise one or more individual compounds, component A having clearly negative dielectric anistropy and giving the liquid-crystalline phase a dielectric anistrophy of .ltoreq.-0.3, and component B having pronounced nematogeneity and a viscosity of not more than 30 mPa.s at 20.degree. C.
    Type: Grant
    Filed: January 11, 1991
    Date of Patent: September 1, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Krause, Thomas Geelhaar, Reinhard Hittich, Ulrich Finkenzeller, Bernhard Rieger, Georg Weber
  • Patent number: 5124068
    Abstract: Pyrimidines of the formula I ##STR1## in which R is an alkyl group of 1-15 C atoms in which in addition one or two nonadjacent CH.sub.2 groups can be replaced by --O--, --CO--, --O--CO--, --CO--O--, --CHY-- and/or --CH.dbd.CH--, or is H, F, Cl or CN,X is --O--CH.sub.2 --R.sup.1, --S--R.sup.2, --NCS or --COO--A--R.sup.3,Y is halogen, CN or OH,R.sup.1 is an alkyl group of 1-15 C atoms, in which one or more nonadjacent CH.sub.2 groups are replaced by --O--, --CO--, --O--CO--, --CHY-- and/or by --CH.dbd.CH--,R.sup.2 is an alkyl group of 1-15 C atoms, in which in addition one or two nonadjacent CH.sub.2 groups can be replaced by --O--, --CO--, --O--CO--, --CO--O--, --CHY-- and/or --CH.dbd.CH--,A is a trans-1,4-cyclohexylene groups which is unsubstituted or monosubstituted or disubstituted by F and/or Cl atoms and/or CH.sub.3 groups and/or CN groups, or is a single bond, andR.sup.3 is an alkyl group of 1-15 C atoms, in which in addition one or two nonadjacent and, if A is a single bond, nonterminal CH.sub.
    Type: Grant
    Filed: July 30, 1990
    Date of Patent: June 23, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Krause, Rudolf Eidenschink, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 5122297
    Abstract: The invention relates to novel tetracyclic benzene derivatives of the formula I ##STR1## in which n is 1 to 7, A is trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene, X is F, Cl, CF.sub.3, --OCF.sub.3 or --OCHF.sub.2, and L, Y and Z are each, independently of one another, H or F.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: June 16, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Reinhard Hittich, Herbert Plach
  • Patent number: 5122295
    Abstract: The invention relates to a matrix liquid crystal display containing integrated non-linear elements and a liquid crystal mixture which has a particularly high resistivity.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: June 16, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Georg Weber, Ludwig Pohl, Reinhard Hittich, Herbert Plach, Bernhard Scheuble, Takamasa Oyama, Bernhard Rieger, Hans Kurmeier, Ekkehard Bartmann
  • Patent number: 5093026
    Abstract: Biphenylylethanes of the formula I,R.sup.1 --CH.sub.2 --X--(CH.sub.2 CH.sub.2).sub.m --Ph--Ph--CH.sub.2 CH.sub.2 --Ph--Y--CH.sub.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each, independently of one another, alkyl, alkenyl or oxaalkyl having up to 12 C atoms, and one of the radicals R.sup.1 and R.sup.2 is alternatively H,m is 0 or 1,X and Y are each, independently of one another, O, S, CO--O, O--CO, O--CO--O or a single bond, the radical X is alternatively 1,4-phenylene or trans-1,4-cyclohexylene, and the radical Y is alternatively trans-1,4-cyclohexylene, andis 1,4-phenylene, and one or two of the radicals Ph is alternatively 2- or 3-fluoro-1,4-phenylene,with the proviso that, in the case (a) where X=1,4-phenylene and m=1, one or two of the radicals Ph are 2- or 3-fluoro-1,4-phenylene, and (b) in the case where X=trans-1,4-cyclohexylene, m=0 and one or two of the radicals Ph are 2- or 3-fluoro-1,4-phenylene, are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: March 3, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: David I. Bishop, Stephen Lewis, David Coates, Simon Greenfield, Eike Poetsch, Volker Meyer, Klaus P. Stahl, Volker Reiffenrath, Herbert Plach, Reinhard Hittich, Andreas Wachtler