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).
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Patent number: 5064566Abstract: 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: GrantFiled: October 20, 1989Date of Patent: November 12, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Reinhard Hopf, Bernhard Scheuble, Reinhard Hittich, Joachim Krause, Volker Reiffenrath, Eike Poetsch, Thomas Geelhaar, Rudolf Eidenschink
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Patent number: 5045229Abstract: 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: GrantFiled: March 16, 1990Date of Patent: September 3, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ekkehard Bartmann, Reinhard Hittich, Hans-Adolf Kurmeier, Eike Poetsch, Herbert Plach
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Patent number: 5043093Abstract: 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: GrantFiled: September 12, 1986Date of Patent: August 27, 1991Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Rudolf Eidenschink, Reinhard Hittich, Bernhard Scheuble
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Patent number: 5030383Abstract: The invention relates to a liquid crystal display element with a particularly low temperature-dependence of the threshold voltage.Type: GrantFiled: October 30, 1987Date of Patent: July 9, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink
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Patent number: 4985583Abstract: 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: GrantFiled: April 7, 1987Date of Patent: January 15, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Andreas Wachtler, Reinhard Hittich, Bernhard Scheuble, Georg Weber, Hans-Adolf Kurmeier
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Patent number: 4886620Abstract: 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: GrantFiled: May 13, 1987Date of Patent: December 12, 1989Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Reinhard Hopf, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Rudolf Eidenschink, Thomas Geelhaar, Joachim Krause, Volker Reiffenrath
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Patent number: 4886621Abstract: 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: GrantFiled: May 6, 1988Date of Patent: December 12, 1989Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ian C. Sage, Michael K. Chambers, Reinhard Hittich, Georg Weber
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Patent number: 4882082Abstract: 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: GrantFiled: March 23, 1988Date of Patent: November 21, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
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Patent number: 4846998Abstract: 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: GrantFiled: November 21, 1986Date of Patent: July 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
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Patent number: 4820839Abstract: 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: GrantFiled: January 23, 1987Date of Patent: April 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Volker Reiffenrath, Bernhard Scheuble, Reinhard Hittich
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Patent number: 4784471Abstract: 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: GrantFiled: October 14, 1986Date of Patent: November 15, 1988Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Andreas Wachtler, Hans-Adolf Kurmeier, Reinhard Hittich, Bernhard Scheuble
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Patent number: 4752414Abstract: 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: GrantFiled: July 11, 1986Date of Patent: June 21, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
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Patent number: 4737311Abstract: 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: GrantFiled: April 5, 1985Date of Patent: April 12, 1988Assignee: Merck Patent Gesellschaft mit beschrankter haftungInventors: Bernhard Scheuble, Georg Weber, Kiyohiko Kawamoto, Rudolf Eidenschink, Reinhard Hittich
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Patent number: 4726911Abstract: 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: GrantFiled: October 17, 1985Date of Patent: February 23, 1988Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Peter Fuss, Reinhard Hittich, Bernhard Scheuble
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Patent number: 4719032Abstract: 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: GrantFiled: March 21, 1986Date of Patent: January 12, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Andreas Wachtler, Joachim Krause, Reinhard Hittich, Bernhard Scheuble
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Patent number: 4713197Abstract: 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: GrantFiled: January 17, 1985Date of Patent: December 15, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Reinhard Hittich, Eike Poetsch, Bernhard Scheuble, Georg Weber, Ludwig Pohl
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Patent number: 4707295Abstract: 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: GrantFiled: March 24, 1986Date of Patent: November 17, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
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Patent number: 4704227Abstract: 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: GrantFiled: February 15, 1985Date of Patent: November 3, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Reinhard Hittich, Georg Weber, Bernhard Scheuble
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Patent number: 4693841Abstract: 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: GrantFiled: November 29, 1985Date of Patent: September 15, 1987Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Reinhard Hittich, Georg Weber, Wolfgang Sucrow, Peter Geschwinder