Patents by Inventor Bernhard Scheuble
Bernhard Scheuble 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: 4812258Abstract: Liquid crystalline fluorine-containing pyrimidine compounds have the formula I ##STR1## wherein R.sup.1 and R.sup.2 are H, R, OR or OCOR, and one of them can also be CN or F, or, if A is a covalent bond, also one or both of R.sup.1 and R.sup.2 can be 4-R.sup.4 -phenyl or 4-R-cyclohexyl, wherein R.sup.4 is R, OR, cyano, f or OCOR; wherein R is an alkyl group of 1 to 12 C atoms; R.sup.3 is F or, if one of the radicals R.sup.1 or R.sup.2 is F or 4-fluorophenyl, also H; Z is 1,3-pyrimidin-2,5-diyl; and A is 1,4-phenylene, 1,4-cyclohexylene or a covalent bond.Fluorine-containing pyrimidine compounds are useful components of liquid crystal dielectrics for electro-optical display devices.Type: GrantFiled: April 8, 1987Date of Patent: March 14, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Michael Romer, Ludwig Pohl, Bernhard Scheuble, Georg Weber
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Patent number: 4799774Abstract: By suitable choice of the liquid crystal parameters K.sub.3 /K.sub.1 and K.sub.3 /K.sub.2, it becomes possible to achieve a steep electrooptical characteristic line and a maximum contrast with minimum dependence on the viewing angle in electrooptical display elements with a twist angle with a value between 150.degree. and 250.degree..Type: GrantFiled: November 17, 1987Date of Patent: January 24, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Guter Baur, Bernhard Scheuble, Waltraud Fehrenbach
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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: 4776973Abstract: Pyrimidine derivatives of the formula IR.sup.1 --Pry--A.sup.1 --Z.sup.1 --A.sup.2 -[Z.sup.2 --A.sup.3 ].sub.m --R.sup.2 Iin whichR.sup.1 and R.sup.2 each are an alkyl group having 1 to 12 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--, and one of the radicals R.sup.1 and R.sup.2 are H, F, Cl, Br or CN,Pyr is pyrimidine-2,5-diyl,A.sup.1 and A.sup.3 each are 1,4-cyclohexylene, unsubstituted 1,4-phenylene or 1,4-phenylene which is substituted by one or two F and/or Cl atoms and/or CH.sub.3 and /or CN groups,A.sup.2 is 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 and/or CN groups,Z.sup.1 is --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, or --OCH.sub.2 --Z.sup.2 is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --O--CH.sub.2 -- or a single bond, andm is 0 or 1,are suitable for preparing liquid crystal phases having steep electro-optical characteristic curves.Type: GrantFiled: February 24, 1986Date of Patent: October 11, 1988Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Klaus Bofinger, Michael Romer, Bernhard Scheuble, Georg Weber
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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: 4751017Abstract: Heterocyclic boron compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 (I)can be used as components of liquid-crystal phases. A.sup.1 is --A--, --A.sup.4 --A--, or --A--A.sup.4 -- and A is ##STR1## .Type: GrantFiled: March 24, 1986Date of Patent: June 14, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Jurgen Eichler, Bernhard Scheuble
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Patent number: 4737312Abstract: Liquid crystal compositions containing at least one compound of the formula IR-Dio-Ph-CN Iwherein R is alkyl of 2 to 5 carbon atoms, Dio is trans-1,3-dioxane-2,5-diyl and Ph is 1,4-phenylene, and at least one compound of each of the following groups A to D:R.sup.1 -Cy-Ph-R.sup.2 AR.sup.3 -Cy-Ph-Ph-R.sup.4 BR.sup.5 -Cy-Ph-CN CR.sup.6 -Cy-COO-Ph-O-R.sup.7 Dand, in addition in a total amount of 10 to 26% by weight at least five compounds of the formula ER.sup.8 -Pyr-Ph-O-R.sup.9 Eor at least one compound of each of the following groups F to K:R.sup.10 -Ph-COO-Ph-R.sup.11 FR.sup.12 -Cy-COO-Ph-Ph-CN GR.sup.13 -Ph-Ph-COO-Ph-Ph-CN HR.sup.14 -Ph-COO-Ph-COO-Ph-R.sup.15 JR.sup.16 -Ph-Ph-COO-PhF-R.sup.17 Kresult in surprisingly steep electrooptical characteristics and surprisingly low viewing-angle dependence of the contrast at simultaneously acceptable threshold voltages for commercially available drivers and multiplex ratios up to 1:100 when used in matrix displays.Type: GrantFiled: June 17, 1986Date of Patent: April 12, 1988Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, Toshiba CorporationInventors: Shoichi Matsumoto, Hitoshi Tomii, Bernhard Scheuble, Georg Weber, Ian C. Sage
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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: 4734522Abstract: Six-membered ring compounds of the formula I ##STR1## wherein A is a benzene or cyclohexane ring,X.sup.1 to X.sup.6 independently of one another in each case are H, --OR, --COOR, --SR, --SOR, --SO.sub.2 R or, if A is a cyclohexane ring, also --O--COR, andR is in each case an alkyl group which has up to 15 C atoms and in which one or two CH.sub.2 groups can be replaced by O atoms, at least three of the substituents X.sup.1 to X.sup.6 being other than H,can be used as constituents of discotic liquid-crystal phases for liquid-crystal display elements.Type: GrantFiled: January 7, 1986Date of Patent: March 29, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Rudolf Eidenschink, Bernhard Scheuble
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Patent number: 4730904Abstract: Organosilicon compounds of the formula IR.sup.1 --A.sup.1 --A.sup.2 --O--C.sub.n H.sub.2n --SiX.sub.a Y.sub.b Z.sub.c Iwherein R.sup.1, A.sup.1, A.sup.2, X, Y, Z, n, a, b and c have the meaning given can be used for producing a homotropic orientation of liquid crystal phases on surfaces.Type: GrantFiled: June 13, 1986Date of Patent: March 15, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Detlef Pauluth, Klaus Bofinger, Michael Romer, Bernhard Scheuble, Georg Weber
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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: 4724097Abstract: New bicyclohexylethanes of formula IR1--Cy--Cy--CH2CH2--A--(Cy)n--R2 (I)wherein R1 is alkyl; R2 is alkyl, in which one or two non-adjacent CH.sub.2 groups can be replaced by 0 atoms, or is F, Cl, Br, CN, --COOalkyl or --O--CO--alkyl; or one of the radicals R.sup.1 and R.sup.2 can also be H; A is Cy, or 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups or by a CN group; Cy is 1,4-cyclohexylene and n is 0 or 1; the alkyl groups in each case containing 1-10 C atoms, with the proviso that n is 1 if A is Cy and R2 is CN, can be used as constituents of dielectrics for electrooptical display elements.Type: GrantFiled: May 21, 1986Date of Patent: February 9, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Rudolf Fidenschink, Joachim Krause, Bernhard Scheuble, Georg Weber
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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: 4715984Abstract: Dihydroazines of the formula IR.sub.1 --A.sup.1 --Z.sub.1 --A.sub.2 --R.sup.2 Iwherein R.sup.1, R.sup.2, A.sup.1, A.sup.2 and Z.sub.1 have the meanings specified herein may be used as components of liquid crystalline phases.Type: GrantFiled: January 22, 1986Date of Patent: December 29, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Wachtler, 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: 4702562Abstract: Nematic liquid crystal phases containing at least one liquid-crystalline compound, which exhibits at least one discotic phase, are suitable for electro-optic display elements with high multiplexing rates.Type: GrantFiled: January 17, 1985Date of Patent: October 27, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Bernhard Scheuble, Rudolf Eidenschink, Georg Weber
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Patent number: 4659503Abstract: Liquid crystal compounds containing the structural constituent --Py--Th--, wherein Py is a pyridine-2,5-diyl ring and Th is a thiophene-2,4- or -2,5-diyl ring, and in particular pyridylthiophenes of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.m --(A.sup.2 --Z.sup.2).sub.n --Py--Th--(Z.sup.3 --A.sup.3).sub.p --R.sup.2 Iwherein Py and Th have the meanings given, R.sup.1 and R.sup.2 are each an alkyl group with 1-15 C atoms, in which one or two CH.sub.2 groups can also be replaced by O atoms; F, Cl, Br, CN or --O--COR, and one of these radicals can also be H, A.sup.1, A.sup.2 and A.sup.3 are each 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo-(2,2,2)-octylene or pyrimidine-2,5-diyl groups which are unsubstituted or substituted by 1-4 F atoms, it being possible for the cyclohexylene group(s) to be substituted in the 1- and/or 4-position by alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy with in each case 1-5 C atoms, F, Cl, Br and/or CN, Z.sup.1, Z.sup.2 and Z.Type: GrantFiled: December 21, 1984Date of Patent: April 21, 1987Assignee: Merck Patent Gesellschaft Mit Beschrankter HuftungInventors: Rudolf Eidenschink, Bernhard Scheuble
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Patent number: 4606845Abstract: New bicyclohexylethanes of formula IR.sup.1 --Cy--Cy--CH.sub.2 CH.sub.2 --A--(Cy).sub.n --R.sup.2 (I)wherein R.sup.1 is alkyl; R.sup.2 is alkyl, in which one or two non-adjacent CH.sub.2 groups can be replaced by O atoms, or is F, Cl, Br, CN, --COOalkyl or --O--CO-alkyl; or one of the radicals R.sup.1 and R.sup.2 can also be H; A is Cy, or 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups or by a CN group; Cy is 1,4-cyclohexylene and n is 0 or 1; the alkyl groups in each case containing 1-10 C atoms, with the proviso that n is 1 if A is Cy and R.sup.2 is CN,can be used as constituents of dielectrics for electrooptical display elements.Type: GrantFiled: May 14, 1984Date of Patent: August 19, 1986Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Rudolf Eidenschink, Joachim Krause, Bernhard Scheuble, Georg Weber