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: 5064566
    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: October 20, 1989
    Date of Patent: November 12, 1991
    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: 5045229
    Abstract: Difluoromethylene compounds of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --Q--CF.sub.2 --(A.sup.3 --Z.sup.2).sub.n --A.sup.4 --R.sup.2 Iin which R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, A.sup.4, Z.sup.1, Z.sup.2, m and n are as defined herein and Q is --CO--, --O-- or --S--, can be used as components of liquid-crystalline media for liquid-crystal and electrooptical display elements.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: September 3, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Reinhard Hittich, Hans-Adolf Kurmeier, Eike Poetsch, Herbert Plach
  • Patent number: 5043093
    Abstract: Pyrimidines of the formula I ##STR1## in which R is an alkyl gorup of 1-15 C atoms in which in addition one or two nonadjacent Ch.sub.2 groups can be replaced by --0--, --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--, --0--CO--, --CO--O--, --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 group 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 ne or two nonadjacent and, if A is a single bond, nonterminal CH.sub.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: August 27, 1991
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Joachim Krause, Rudolf Eidenschink, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 5030383
    Abstract: The invention relates to a liquid crystal display element with a particularly low temperature-dependence of the threshold voltage.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: July 9, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink
  • Patent number: 4985583
    Abstract: New cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H, an unsubstituted or substituted alkyl group with 1-15 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by at least one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.2 --, F, Cl, Br, CN or R.sup.3 --(A.sup.3).sub.p --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --Z.sup.3 --A-- or --A--Z.sup.3 --A.sup.4 --,A is a 1,4-cyclohexylene group which is substituted in the 1- and/or 4-position by unsubstituted or substituted alkyl or fluorinated alkyl with in each case 1-5 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.
    Type: Grant
    Filed: April 7, 1987
    Date of Patent: January 15, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Andreas Wachtler, Reinhard Hittich, Bernhard Scheuble, Georg Weber, Hans-Adolf Kurmeier
  • Patent number: 4886620
    Abstract: The invention relates to the use of compounds of the formula IR.sup.1 --Q.sup.1 --A--(A.sup.2).sub.q --R.sup.2 Iwherein ##STR1## and R.sup.1, R.sup.2, Q.sup.1, Q.sup.2 and q have the meaning specified in claim 1, as components of smectic liquid-crystalline phases, and also smectic liquid-crystalline phases, in particular chiral tilted smectic phases containing compounds of formula I.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: December 12, 1989
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Reinhard Hopf, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Rudolf Eidenschink, Thomas Geelhaar, Joachim Krause, Volker Reiffenrath
  • Patent number: 4886621
    Abstract: Liquid crystal phases containing components of the formulae I and III ##STR1## have an acceptable combination of threshold steepness, viewing angle and temperature dependence at a low threshold voltage.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: December 12, 1989
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ian C. Sage, Michael K. Chambers, Reinhard Hittich, Georg Weber
  • Patent number: 4882082
    Abstract: Nitrogen-containing heterocyclic compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 [Z.sup.2 --A.sup.3 ].sub.n --R.sup.2whereinR.sup.1 and R.sup.2 in each case independently of one another are an alkyl group with 1-15 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by 0 atoms and/or --CO-- groups and/or --O--CO-- groups and/or --CO--O-- groups, and one of the radicals R.sup.1 and R.sup.2 is also H, F, Cl, Br or CN,is a 1,4-cyclohexylene group, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by 0 atoms, a 1,4-bicyclo(2,2,2)-octylene group or a 1,3-dithiane-2,5-diyl group,Z.sup.1 and Z.sup.2 in each case independently of one another are --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O-- or a single bond,A.sup.2 and A.sup.3 in each case independently of one another are a 1,4-phenylene group, pyrimidine-2,5-diyl group, 1,4-cyclohexylene group, it also being possible for one or two non-adjacent CH.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: November 21, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
  • Patent number: 4846998
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, 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/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 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.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.sub.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.sup.2, A.sup.3 and A.sup.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 11, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
  • Patent number: 4820839
    Abstract: Nitrogen-containing heterocyclic esters of the formula I,R.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -[Z.sup.2 -A.sup.3 ].sub.m -R.sup.2 Iin which R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and m have the meaning specified in patent claim 1, are suitable as components of smectic liquid-crystalline phases.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: April 11, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Joachim Krause, Andreas Wachtler, Volker Reiffenrath, Bernhard Scheuble, Reinhard Hittich
  • Patent number: 4784471
    Abstract: The instant invention relates to compounds of the following formula: ##STR1## wherein R.sup.0 is H or linear alkyl of 1 to 7 C atoms, p is 1 or 2 and n is 0 or 2. The compounds are useful as liquid crystalline compositions in electrooptical display devices.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: November 15, 1988
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Hans-Adolf Kurmeier, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 4752414
    Abstract: Nitrogen-containing heterocyclic compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --[Z.sup.2 --A.sup.3 ].sub.n --R.sup.2whereinR.sup.1 and R.sup.2 in each case independently of one another are an alkyl group with 1-15 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or --CO-- groups and/or --O--CO-- groups and/or --CO--O-- groups, and one of the radicals R.sup.1 and R.sup.2 is also H, F, Cl, Br or CN,A.sup.1 is a 1,4-cyclohexylene group, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms, a 1,4-bicyclo-(2,2,2)-octylene group or a 1,3-dithiane-2,5-diyl group,Z.sup.1 and Z.sup.2 in each case independently of one another are --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O-- or a single bond,A.sup.2 and A.sup.
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: June 21, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
  • Patent number: 4737311
    Abstract: A liquid crystal phase containing at least one component selected from Group C compounds of the formulae VII to X ##STR1## has particularly advantageous properties.
    Type: Grant
    Filed: April 5, 1985
    Date of Patent: April 12, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter haftung
    Inventors: Bernhard Scheuble, Georg Weber, Kiyohiko Kawamoto, Rudolf Eidenschink, Reinhard Hittich
  • Patent number: 4726911
    Abstract: Compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or CO groups and/or --OCO-- groups and/or --COO-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --A-- or --A--A.sup.4 --,A is a 1,3-dioxane-2,5-diyl or 1,3-dithiane-2,5-diyl group which is monosubstituted or polysubstituted in the 2-position and/or 4-position by alkyl each having 1-10 C atoms and/or in the 5-position by alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy each having 1-5 C atoms, or by F, Cl, Br or CN,A.sup.2, A.sup.3 and A.sup.4 each are 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2,2,2]octylene, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 1,4-phenylene, 1,4-phenylene which is substituted by one or two F and/or Cl atoms and/or CH.sub.
    Type: Grant
    Filed: October 17, 1985
    Date of Patent: February 23, 1988
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Joachim Krause, Peter Fuss, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 4719032
    Abstract: Cyclohexane derivatives of formula IR.sup.1 --Cy--CH.sub.2 --Q--(Cy).sub.m --O--(CO).sub.n --CH.sub.2 --R.sup.2 IwhereR.sup.1 denotes alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,R.sup.2 denotes H, alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO-- or --CO--O--,Cy denotes trans-1,4-cyclohexyleneQ denotes --CH.sub.2 -- or --O--,m denotes 1 or 2, andn denotes 0 or 1,are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: January 12, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Andreas Wachtler, Joachim Krause, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 4713197
    Abstract: Nitrogen-containing heterocyclic compounds of the formula IR.sup.I --(A--Z).sub.n --A--R.sup.2 Iwherein R.sup.1 and R.sup.2 in each case independently of one another are alkyl group with 1-15 C atoms, wherein one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- group and/or --O--CO-- groups and/or --CO--O-- groups, and one of the radicals R.sup.1 and R.sup.2 can also be H, CN, F, Cl or Br, the groups A in each case independently of one another are a 1,4-phenylene group, wherein one or two CH groups can also be replaced by N atoms, a 1,4-cyclohexylene group, wherein one or two CH.sub.2 groups which are not adjacent can be replaced by 0 atoms, a 1,3-dithiane-2,5-diyl group, a 1,4-bicyclo(2,2,2)-octylene group, a decahydronapthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, the group Z in each case independently of one another are --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.
    Type: Grant
    Filed: January 17, 1985
    Date of Patent: December 15, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
  • Patent number: 4707295
    Abstract: Bicyclooctane derivatives of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 independently of one another are each an alkyl group which has 1-12 C atoms and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or CO groups and/or --O13 CO groups and/or --CO--O groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 being also --A.sup.3 --R.sup.3,A.sup.1 is a 1,4-cyclohexylene group which is unsubstituted or substituted in the 1-position and/or 2-position and/or 3-position and/or 4-position by alkyl which has in each case 1-5 C atoms and is unsubstituted or substituted or fluorinated, and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by one or two different groupings from the group --O--, --CO--, --CH.dbd.CH--, --S--, --SO-- or --SO.sub.2 --, or is substituted by F, Cl, Br, CN and/or CHO,A.sup.2 is a 1,4-bicyclo[2.2.2] octylene group,--A.sup.3 --R.sup.3 is --Cy--R.sup.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: November 17, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
  • Patent number: 4704227
    Abstract: Compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H, an alkyl, alkoxy, alkanoyl, alkanoyloxy or alkoxycarbonyl group with in each case 1-10 C atoms, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --A--or --A--A.sup.4 --,A is a 1,3-dioxane-2,5-diyl or a 1,3-dithiane-2,5-diyl group,A.sup.2, A.sup.3 are each a 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl,and A.sup.4 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl or 1,4-bicyclo(2,2,2)octylene group, or a 1,4-phenylene, pyrimidine-2,5-diyl or pyridazine-3,6-diyl group which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CN groups,Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O or a single bond andR.sup.3 is H, an alkyl, alkoxy, alkanoyl, alkanoyloxy or alkoxycarbonyl group with in each case 1-10 C atoms, F, Cl, Br or CN, with the proviso that(a) at least one group A.sup.2, A.sup.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: November 3, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Krause, Andreas Wachtler, Reinhard Hittich, Georg Weber, Bernhard Scheuble
  • Patent number: 4693841
    Abstract: Carbonitriles of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each an alkyl group having 1-12 C atoms and wherein one or two CH.sub.2 groups/can be groups which are not adjacent replaced by --O--, --O--CO--, --CO--O-- and/or --CH.dbd.CH--, andA.sup.1 is a H or ##STR2## is a group of the formula 1 ##STR3## wherein R.sup.3 has one of the meanings of R.sup.1, can be used as components of liquid crystal phases.
    Type: Grant
    Filed: November 29, 1985
    Date of Patent: September 15, 1987
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Reinhard Hittich, Georg Weber, Wolfgang Sucrow, Peter Geschwinder