Chalcogen Bonded Directly To Sulfur Patents (Class 556/428)
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Patent number: 6020512Abstract: Novel processes and intermediates useful in the preparation of Cryptophycin compounds are disclosed.Type: GrantFiled: February 25, 1998Date of Patent: February 1, 2000Assignees: Eli Lilly and Company, Wayne State University, University of HawaiiInventors: Michael J. Martinelli, Eric D Moher, Naresh K Nayyar, Joseph M Pawlak, David W Hoard, Vien V Khau, John E Toth, David L Varie
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Patent number: 6013821Abstract: The present invention provides a method of removing silylated compounds from a solvent or gas waste stream, comprising treating the waste stream with sulfuric acid to form a silylated sulfuric acid ester and separating the ester from the waste stream. The invention further provides for recovering a silylated compound from the separated ester.Type: GrantFiled: June 25, 1998Date of Patent: January 11, 2000Assignee: Abbott LaboratoriesInventor: Rafael Lopez
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Patent number: 5993690Abstract: An object of the present invention is to provide organosilicon compounds having an excellent miscibility with other liquid crystal materials, low viscosity, and improved threshold voltage; to provide liquid crystal compositions comprising the organosilicon compound; and to provide liquid crystal display devices comprising the liquid crystal composition. The organosilicon compounds are expressed by the general formula (1)Ra--A.paren open-st.Z.sub.1 --A.sub.1 .paren close-st..sub.m .paren open-st.Z.sub.2 --A.sub.2 .paren close-st..sub.n .paren open-st.Z.sub.3 --A.sub.3 .paren close-st..sub.o Rb (1)wherein at least one of Ra, Rb, Z.sub.1, Z.sub.2, and Z.sub.3 has --SiH.sub.2 --; Ra represents hydrogen atom or an alkyl group having 1 to 20 carbon atoms; at least one --CH.sub.2 -- in the alkyl group may be replaced by --SiH.sub.2 --, --O--, --S--, --CO--, --CH.dbd.CH--, --C.tbd.C--, or 1,3 -cyclobutylene; Rb represents a group selected from Ra, a halogen atom, or CN; each of A, A.sub.1, A.sub.2, and A.sub.Type: GrantFiled: January 26, 1998Date of Patent: November 30, 1999Assignee: Chisso CorporationInventors: Tomoyuki Kondo, Shuichi Matsui, Norihisa Hachiya, Etsuo Nakagawa
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Patent number: 5990334Abstract: Ionic organosilicon compounds comprising siloxane units of the formulaA.sub.a R.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I),in whichR is an identical or different, optionally halogenated hydrocarbon radicals having 1 to 12 carbon atoms or radicals of the formulae--R'--((NHCH.sub.2 CH.sub.2).sub.o --(N.sup.+ H.sub.2 CH.sub.2 CH.sub.2).sub.p --N.sup.(x+q-2)+ H.sub.x R".sub.q).sub.d-1 (II)--R'--(SH).sub.d-1 (III)or--R'--(Z--C (O)--CR'"=CH.sub.2).sub.d-1 (IV)in whichR', R", Z, R'", o, p, q, x, d, X and A have the meaning given in claim 1 anda is 0 or 1,b is 0, 1, 2 or 3,c is 0, 1, 2 or 3and the sum a+b+c is.ltoreq.Type: GrantFiled: December 9, 1997Date of Patent: November 23, 1999Assignee: Wacker-Chemie GmbHInventors: Thomas Hierstetter, Jochen Dauth, Birgit Peschanel, Bernward Deubzer
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Patent number: 5977225Abstract: The rubber mixtures according to the invention, containing at least one rubber, a filler, optionally additional rubber auxiliaries and at least one polysulphide polyether silane corresponding to the formulaR.sup.1 R.sup.2 R.sup.3 Si--X.sup.1 --(--S.sub.x --polyether --).sub.m --(--S.sub.x --X.sup.2 --SiR.sup.1 R.sup.2 R.sup.3).sub.n (I),are used for the preparation of rubber vulcanisates, from which in particular tires having a low rolling resistance associated with a good wet skid resistance and a high abrasion resistance can be produced.Type: GrantFiled: March 4, 1998Date of Patent: November 2, 1999Assignee: Bayer AGInventors: Thomas Scholl, Hermann-Josef Weidenhaupt, Heinrich Konigshofen, Ulrich Eisele
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Patent number: 5958822Abstract: This invention concerns modified fluorosulfonic acid compounds possessing a sulfonic acid fluoride, chloride or ester group or a sulfonic acid or a salt of a sulfonic acid group at one end and respectively a hydrolyzable or hydrolyzed silane group at the other end, said sulfonic group being adjacent a substantially fluorinated bidentate hydrocarbylene group which is in turn adjacent to a hydrocarbylenegroup linked to said hydrolyzable or hydrolyzed silane group. Self-condensation of the latter compounds provides novel siloxanes and polysiloxanes. This invention further concerns novel composites comprising a metal oxide network having incorporated therein a group having the formula: --O).sub.q Si(OH).sub.n-q R.sup.1.sub.m R.sup.2 R.sub.f SO.sub.3 Q, and compositions comprising a solid material having a reactive surface to which surface is attached at least one group having the formula: --O).sub.q Si(OH).sub.n-q R.sup.1.sub.m R.sup.2 R.sub.f SO.sub.3 Q.Type: GrantFiled: March 16, 1998Date of Patent: September 28, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Richard Beckerbauer, Mark Andrew Harmer, Qun Sun
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Patent number: 5948316Abstract: A surface for the alignment of liquid crystals containing directionally-linked groups.Type: GrantFiled: November 15, 1995Date of Patent: September 7, 1999Assignees: The United States of America as represented by the Secretary of the Navy, Geo-Centers, Inc.Inventors: Ranganathan Shashidhar, Brian Peek, Banahalli R. Ratna, Jeffrey M. Calvert, Joel M. Schnur, Mu-San Chen, Renate J. Crawford
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Patent number: 5889132Abstract: A dental material is described which is characterized by a content of silicic acid condensates of norbornene or mercapto silanes, and which, after thiol-ene polymerisation with suitable reactants, shows only slight polymerisation shrinkage and produces polymerisates with high mechanical strength.Type: GrantFiled: May 2, 1997Date of Patent: March 30, 1999Assignee: Ivoclar AGInventors: Volker Rheinberger, Norbert Moszner, Ulrich Salz, Herbert Wolter, Werner Storch, Helma Baeuerlein
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Patent number: 5866596Abstract: The present invention relates to the derivatives of formula: ##STR1## and to their use in therapeutics, especially as drugs with anti-inflammatory and analgesic properties.Type: GrantFiled: March 24, 1997Date of Patent: February 2, 1999Assignee: Laboratories UPSAInventors: Eric Sartori, Jean-Marie Teulon
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Patent number: 5831106Abstract: A process for preparing metallocene complexes of the general ##STR1## in which the substituents have the following meanings:M is titanium, zirconium, hafnium, vanadium, niobium or tantalum,X is fluorine, chlorine, bromine, iodine, hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl or --OR.sup.5,where R.sup.5 is C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl, alkylaryl, aryl-alkyl, fluoroalkyl or fluoroaryl with, in each case, 1 to 10 carbon atoms in the alkyl radical and 6 to 20 carbon atoms in the aryl radical,R.sup.1 to R.sup.4 and R.sup.6 to R.sup.9 are hydrogen, C.sub.1 -C.sub.10 -alkyl, 5- to 7-membered cycloalkyl which can in turn carry C.sub.1 -C.sub.10 -alkyls as substituents, or C.sub.6 -C.sub.15 -aryl or aryl-alkyl, it also being possible where appropriate for two adjacent radicals together to be cyclic groups having 4 to 15 carbon atoms, or Si(R.sup.10).sub.3 withR.sup.10 being C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl or C.sub.3 -C.sub.Type: GrantFiled: May 16, 1996Date of Patent: November 3, 1998Assignee: BASF AktiengesellschaftInventors: Franz Langhauser, David Fischer, Gunther Schweier, Hans-Herbert Brintzinger, Hans-Robert-Hellmuth Damrau
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Patent number: 5808124Abstract: Compounds of the formula ##STR1## where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.Type: GrantFiled: June 21, 1996Date of Patent: September 15, 1998Assignee: AllerganInventors: Richard L. Beard, Min Teng, Alan T. Johnson, Vidyasagar Vuligonda, Roshantha A. Chandraratna
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Patent number: 5792881Abstract: The invention relates to hydrolyzable and polyadditive silanes, a method of heir production and of their use in the production of (hetero) silicic acid polycondensates and of polyadducts. The silanes in accordance with the invention have the general formula?(HS--R.sup.5).sub.n R.sup.6 --S--E--R.sup.5 !.sub.a SiX.sub.x R.sup.3.sub.4-a-x (I)in which the groups and indices are equal or different and have the following meaning:E=--CO--NH--, CS--NH--, --CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH(OH)--;R.sup.3 =alkyl, alkenyl, aryl, alkylaryl or arylalkyl each with 1 to 15 carbon atoms, whereby these groups may be interrupted by oxygen or sulfur atoms, by ester, carbonyl, amide or amino groups;R.sup.5 =Alkene, arylene, arylenealkene or arylenealkene each with 1 to 15 carbon atoms, whereby these groups may be interrupted by oxygen or sulfur atoms, by ester, carbonyl, amide or amino groups;R.sup.Type: GrantFiled: March 5, 1997Date of Patent: August 11, 1998Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.Inventors: Herbert Wolter, Werner Storch
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Patent number: 5705665Abstract: Organic silicon compounds having an alkoxy group at one end and an alkali metal salt of sulfonic acid or sulfuric acid at the other end are novel. They can be obtained by effecting hydrosilylation reaction between an alkoxyhydro-silane and a compound having an alkenyl group at one end and an alkali metal salt of sulfonic acid or sulfuric acid at the other end. They are useful as a modifier and surface treating agent.Type: GrantFiled: December 13, 1996Date of Patent: January 6, 1998Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Shoji Ichinohe, Hideyoshi Yanagisawa, Masayuki Takahashi
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Patent number: 5631338Abstract: The present invention provides a process for preparing bisphenol A with a high conversion and selectivity by reacting phenol with acetone in the presence of both a polyorganosiloxane having a mercapto group-containing hydrocarbon group and an acid. It is preferable that the polyorganosiloxane having a mercapto group-containing hydrocarbon group and the acid is a polyorganosiloxane having both a mercapto group-containing hydrocarbon group and a sulfonic acid group.Type: GrantFiled: July 11, 1995Date of Patent: May 20, 1997Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Kaoru Inoue, Tuneyuki Ohkubo, Takashi Terajima
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Patent number: 5597938Abstract: A novel process for the production of a compound represented by the formula: ##STR1## wherein Z and Z' each represents a protective group for the hydroxyl group; R.sup.1 represents a hydrogen atom or an alkyl group; R.sup.2 represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a group represented by the formula --B--D (in which B is an alkylene group and D is a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenoxy group or a cycloalkyl group), a substituted or unsubstituted phenyl group or a substituted or unsubstituted phenoxy group; R.sup.3 and R.sup.4 each represents a hydrogen atom, an alkyl group or an alkoxy group; R.sup.5 represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, a cyano group, an amino group, a hydroxyl group or a group represented by a formula --COOR.sup.8 ; R.sup.6 represents a group represented by a formula --COOR.sup.9, a cyano group, a hydroxyl group, a group represented by a formula --OCOR.sup.Type: GrantFiled: August 10, 1995Date of Patent: January 28, 1997Assignees: Taisho Pharmaceutical Co., Ltd., Fumie SatoInventor: Fumie Sato
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Patent number: 5596116Abstract: Sulfur-containing organosilicon compounds useful as coupling agents in vulcanizable rubbers to enhance various properties, including low rolling resistance for automobile tires, are prepared. Preferred compounds include .OMEGA., .OMEGA.'-bis (trialkoxysilylalkyl) polysulfides. In one embodiment, the reaction product of ethanolic sodium ethoxide and elemental sulfur is reacted with chloropropyltriethoxysilane. Alternatively, sodium metal is reacted with a mixture of ethanol and elemental sulfur, and then chloropropyltriethoxysilane. The use of sodium metal alcoholates provides an efficient and economical process.Type: GrantFiled: September 11, 1995Date of Patent: January 21, 1997Assignee: OSi Specialties, Inc.Inventors: Thomas E. Childress, Mark P. Bowman
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Patent number: 5583195Abstract: Epoxysilicone polymers partially or completely functionalized by a fluorescent, photo-sensitizing, or simultaneously fluorescing and photo-sensitizing substituent bonded to the silicone polymer by means of a carbon oxygen carbon bond provide fluorescent dye marking compounds for silicone compositions that are particularly useful in determining the quality of release coatings made therewith.Type: GrantFiled: September 29, 1995Date of Patent: December 10, 1996Assignee: General Electric CompanyInventor: Richard P. Eckberg
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Patent number: 5581006Abstract: A convergent synthesis of 19-nor-vitamin D compounds, specifically 19-nor-1.alpha.,25-dihydroxyvitamin D.sub.3, is disclosed. The synthesis can also readily be utilized for preparing other 1.alpha.-hydroxylated 19-nor-vitamin D compounds. The key step in the synthesis is a suitable application of Lythgoe's procedure i.e. a Horner-Wittig reaction of the lithium anion of a phosphine oxide with a Windaus Grundmann ketone to give, after any necessary deprotection, the desired 19-nor-vitamin D compound.Type: GrantFiled: May 16, 1995Date of Patent: December 3, 1996Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
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Patent number: 5550272Abstract: A method for silating unsaturated monomers by contacting a system having at least one SiH group, an unsaturated monomer, a transition metal catalyst and a free radical polymerization inhibitor is described.Type: GrantFiled: October 2, 1995Date of Patent: August 27, 1996Assignee: General Electric CompanyInventors: Larry N. Lewis, Terrell W. Carothers
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Patent number: 5548055Abstract: Novel single-ion conducting polymer electrolytes (SPEs) are provided. A first group of polymers are polysiloxanes substituted with fluorinated poly(alkylene oxide) side chains having associated ionic species, while a second group are copolymers containing mer units having the following structures ##STR1## in which R.sup.4 through R.sup.8, x2, x3, y2, y3, z2, and z3 are as defined herein. Also provided are conductive compositions containing these novel polymers, particularly film compositions, and batteries formulated with such films.Type: GrantFiled: January 13, 1995Date of Patent: August 20, 1996Assignee: SRI InternationalInventors: Subhash C. Narang, Susanna C. Ventura
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Patent number: 5532399Abstract: The invention relates to a process by which organosilicon compounds carrying sulfur-containing organic radicals can easily be prepared by reacting organosilicons of the general formulaR.sub.a (R.sup.1 O).sub.b R.sup.2.sub.c SiO.sub.(4-a-b-c)/2(I)in whichR can be identical or different and is a monovalent organic radical,R.sup.1 can be identical or different and is a hydrogen atom or a monovalent organic radical,R.sup.2 can be identical or different and is a radical --QX, where Q is a divalent hydrocarbon radical and X is a halogen atom,a is 0, 1, 2 or 3,b is 0, 1, 2 or 3 andc is 0, 1, 2 or 3,with the proviso that the organosilicon compound has at least one radical R.sup.2 per molecule and the sum of a, b and c is less than or equal to 4, with sulfite in the presence of water.Type: GrantFiled: February 3, 1994Date of Patent: July 2, 1996Assignee: Wacker-Chemie GmbHInventors: Rudolf Hager, Josef Wolferseder, Bernward Deubzer
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Patent number: 5530066Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one group R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: May 3, 1995Date of Patent: June 25, 1996Assignees: Centre Nationale de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5523442Abstract: Fluorinated silylated aromatic compounds, their intermediates, methods of use in treating diseases associated with deficiencies of cholinergic transmission in the central nervous system and methods for their preparation are disclosed.Type: GrantFiled: July 18, 1995Date of Patent: June 4, 1996Assignee: Merrell Pharmaceuticals Inc.Inventors: Jean-Noel Collard, Jean-Marie Hornsperger
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Patent number: 5514826Abstract: The present invention is directed to novel vinyl sulfenic acid derivatives, useful for the synthesis of benzo b!thiophenes, in particular 2-arylbenzo b!thiophenes.Type: GrantFiled: June 7, 1995Date of Patent: May 7, 1996Assignee: Eli Lilly and CompanyInventors: David W. Hoard, Wayne D. Luke
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Patent number: 5512701Abstract: The present invention is directed to a new process for the synthesis of vinyl sulfenic acid derivatives. These compounds are useful for the synthesis of benzo b!thiophenes, in particular 2-aryl-benzo b!thiophenes.Type: GrantFiled: June 7, 1995Date of Patent: April 30, 1996Assignee: Eli Lilly and CompanyInventors: David W. Hoard, Wayne D. Luke
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Patent number: 5489701Abstract: Sulfur-containing organosilicon compounds useful as coupling agents in vulcanizable rubbers to enhance various properties, including low rolling resistance for automobile tires, are prepared. Preferred compounds include .OMEGA.,.OMEGA.'-bis (trialkoxysilylalkyl) polysulfides. The compounds are prepared by reacting sodium ethoxylate with hydrogen sulfide gas to yield a sodium sulfide solution, and then reacting this product with a slurried mixture of elemental sulfur and chloropropyltriethoxysilane to form the compound 3,3'-bis (triethoxysilylpropyl) tetrasulfide. The use of hydrogen sulfide gas and sodium metal alcoholates provides an efficient and economical process.Type: GrantFiled: February 2, 1995Date of Patent: February 6, 1996Assignee: OSi Specialties, Inc.Inventors: Thomas E. Childress, James S. Ritscher, Curtis L. Schilling, Jr., Okey G. Tucker, Jr., Donald G. Beddow
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Patent number: 5488123Abstract: The present invention relates to polycondensates of the general formula I ##STR1## in which ##STR2## and the other variables are defined as indicated in claim 1, processes for their preparation and their use.Type: GrantFiled: February 6, 1995Date of Patent: January 30, 1996Assignee: Cassella AGInventors: Fritz Engelhardt, Jurgen Kuhlwein, Wilfried Schuler, Ralf Zerrer, Werner Antwerpen
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Patent number: 5484950Abstract: A process for the selective monoadditon of an olefin or acetylene to a siloxane which contains two reactive Si--H bonds to produce a product in which only one of the two Si--H functions has added across the olefin or acetylene is disclosed. A process for making unsymmetrical siloxanes from symmetrical dihydrosiloxanes and products of both of these processes are also disclosed. Products are represented by the formula I in which R.sup.1 and R.sup.Type: GrantFiled: December 21, 1992Date of Patent: January 16, 1996Assignee: Polyset Company, Inc.Inventor: James V. Crivello
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Patent number: 5475127Abstract: The invention relates to novel organosilyl and organosiloxanyl derivatives of glycerin ethers of the general formula ##STR1## wherein R represents --OH or the --OCH.sub.2 --CH.dbd.CH--(CH.sub.2).sub.3 --CH.dbd.CH.sub.2 group or the --(R.sup.5).sub.a --R.sup.6 group or the --OCH.sub.2 --CH.dbd.CH--(CH.sub.2).sub.5 --R.sub.4 group.Type: GrantFiled: April 3, 1995Date of Patent: December 12, 1995Assignee: Th. Goldschmidt AGInventors: Klaus-Dieter Klein, Wilfried Knott
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Patent number: 5466848Abstract: Sulfur-containing organosilicon compounds useful as coupling agents in vulcanizable rubbers to enhance various properties, including low rolling resistance for automobile tires, are prepared. Preferred compounds include .OMEGA., 106 '-bis (trialkoxysilylalkyl) polysulfides. In the preferred process scheme, sodium ethoxylate is reacted with hydrogen sulfide gas to yield sodium sulfide. The sodium sulfide is then reacted with sulfur to form the tetrasulfide. The product of that reaction is then reacted with chloropropyltriethoxysilane to form the compound 3,3'- bis (triethoxysilylpropyl) tetrasulfide. The use of hydrogen sulfide gas and sodium metal alcoholates provides an efficient and economical process.Type: GrantFiled: September 28, 1994Date of Patent: November 14, 1995Assignee: OSi Specialties, Inc.Inventor: Thomas E. Childress
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Patent number: 5459228Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups R.sup.3 O--CF.sub.2 -- or R.sup.3 -- R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: February 21, 1995Date of Patent: October 17, 1995Assignees: Centre National de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5446182Abstract: A method for the removal and concentration of desired ions such as Pd(II), Ru(III), Pd(IV), Au(III), Au(I), Ag(I), and Hg(II) from a multiple ion source solution which may contain larger concentrations of other undesired ions including H.sup.+ comprises bringing the source solution into contact with a compound comprising a sulfur and electron withdrawing group containing ligand covalently bonded through an organic spacer silicon grouping to a solid inorganic support. The sulfur and electron withdrawing group containing ligand portion(s) of the compound has an affinity for the desired ions to form a complex thereby removing the desired ions from the source solution. The desired ions are removed from the compound by contacting the compound with a much smaller volume of a receiving solution having a greater affinity for the desired ions than does the sulfur and electron withdrawing group containing ligand portion of the compound.Type: GrantFiled: February 15, 1994Date of Patent: August 29, 1995Assignee: Brigham Young UniversityInventors: Ronald L. Bruening, Bryon J. Tarbet, Reed M. Izatt, Jerald S. Bradshaw
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Patent number: 5430166Abstract: Silanes of the general formula ##STR1## are prepared wherein R.sup.1, R.sup.2 and R.sup.3 in the molecule are the same or different and represent aliphatic hydrocarbon groups,R.sup.4 is a divalent hydrocarbon group with 3 to 14 carbon atoms,R.sup.5 is a group having the formula --O(CH.sub.2).sub.b -- or a polyether group having the formula --(OC.sub.n H.sub.2n).sub.c --, wherein b has a value of 1 to 6, n has an average value of 2 to 2.5 and c has a value of 1 to 10,R.sup.6 is an --OSO.sub.3 X group or an --OR.sup.7 group, wherein X is a hydrogen, an alkali or an optionally substituted ammonium ion and R.sup.7 is an alkyl group with 1 to 4 carbon atoms or an acetyl group,a is 0 or 1,with the proviso that, when R.sup.6 represents the --OR.sup.7 group, a=1. The silanes are biologically degradable, resistant to hydrolysis and have pronounced surfactant properties.Type: GrantFiled: June 24, 1994Date of Patent: July 4, 1995Assignee: Th. Goldschmidt AGInventors: Klaus-Dieter Klein, Wilfried Knott, Gotz Koerner
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Patent number: 5414117Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: March 8, 1994Date of Patent: May 9, 1995Assignees: Centre National de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5380900Abstract: Disclosed herein is an .alpha.-methylene-cyclopentanone derivative represented by the formula [I] below which is useful as an intermediate for pharmaceuticals and insecticides, especially prostaglandins. Also disclosed herein is a process for producing the derivative advantageously on an industrial scale. ##STR1## where X denotes (.alpha.-OZ, .beta.-H) or (.alpha.-H, .beta.-OZ), with Z representing a protecting group for the hydroxyl group; U denotes (.alpha.-H, .beta.-R.sup.1) or (.beta.-R.sup.1, .alpha.-H); R.sup.1 denotes ##STR2## where R.sup.2 denotes a protected hydroxyl group, a substituted or unsubstituted C.sub.1-15 alkyl group, a substituted or unsubstituted C.sub.2-15 alkenyl group, a substituted or unsubstituted C.sub.2-15 alkynyl group, or a substituted or unsubstituted C.sub.6-15 aryl group; Z' denotes a protecting group for the hydroxyl group; and k is 0 or 1).Type: GrantFiled: February 12, 1992Date of Patent: January 10, 1995Assignee: Nissan Chemical Industries, LimitedInventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
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Patent number: 5359101Abstract: Anionically polymerizable monomers containing at least one silicon or titanium atom form polymeric photoresists having good dry etch resistance for use in microlithography. The monomers are of the formula ##STR1## wherein A is --H or --CH.dbd.CH.sub.2 ; X is a strong electron withdrawing group;Y is a strong electron withdrawing group containing at least one silicon or titanium atom.Preferably Y is ##STR2## wherein n is 1-5 and R.sup.2, R.sup.3 and R.sup.4 are C.sub.1 -C.sub.10 alkyl. A particularly preferred monomer is 3-trimethylsilylpropyl 2-cyanoacrylate.Methods for applying a resist coating by vapor deposition of these monomers and exposure to radiation are described. A positive or negative tone image can be produced, depending upon the imaging method employed. The imaging layer may be applied over a planarizing layer to form a multilayer photoresist.Type: GrantFiled: October 1, 1991Date of Patent: October 25, 1994Assignee: Loctite Ireland, Ltd.Inventors: John Woods, Pauline Coakley
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Patent number: 5357025Abstract: A sealant made from a room temperature curing polydimethylsiloxane composition has a siloxaphobic surface layer at the air-sealant interface where this layer is a fluorocarbon compound and a drying oil oxidation product. Elastomeric compositions made from polydimethylsiloxanes having both low reactivity endgroups and high reactivity endgroups and a siloxaphobic agent of fluorocarbon alcohol or a reaction product of the fluorocarbon alcohol and a hydrolyzable silane, are particularly useful for sealing buildings because they can withstand the expansions and contractions. One siloxaphobic agent is the reaction product between a fluorocarbon alcohol and a methyltri(methylethylketoximo)silane and the formula of one of the reaction product compounds is ##STR1## wherein x has an average value of at least 6.Type: GrantFiled: October 14, 1993Date of Patent: October 18, 1994Assignee: Dow Corning CorporationInventors: Michael G. Altes, Louise C. Bergman, Nedeljko V. Gvozdic, Jerome M. Klosowski, Virginia K. O'Neil
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Shaped organopolysiloxanes containing sulfonate groups, a process for their production and their use
Patent number: 5354831Abstract: Disclosed are shaped organopolysiloxanes containing sulfonate groups and consisting of units(O.sub.3/2 Si--R.sup.1 --SO.sub.3.sup.-).sub.x M.sup.x+ (I)in which R.sup.1 is an alkylene group, x is a number from 1 to 4 depending on M, and M is hydrogen or a monovalent to tetravalent optionally complex metal ion, and the valencies of the silicon linked oxygen atoms are saturated by silicon atoms of other groups (I) or by crosslinking silicon and aluminum compounds, the ratio of the silicon atoms in (I) to the silicon and aluminum atoms of the crosslinker being from 1:4 to 1:20. The organopolysiloxanes containing sulfonate groups are present in the form of spherical particles with a diameter of 0.01 to 3 mm, a specific surface of 0.1 to 1200 m.sup.2 /g, a specific pore volume of 0.01 to 6 ml/g, and an apparent density of 50 to 1000 g/l. Also disclosed are processes for the production of the shaped sulfonated organopolysiloxanes and to their use as a solid acid catalyst.Type: GrantFiled: July 6, 1993Date of Patent: October 11, 1994Assignee: Degussa AktiengesellschaftInventors: Peter Panster, Peter Kleinschmit -
Patent number: 5354879Abstract: The present invention relates to a synthetic method of optically active starting materials for various medicaments, which are represented by Formula (I): ##STR1## wherein R.sup.1 is hydrogen or hydroxy protecting group; * is an asymmetric carbon; R.sup.2 ' is hydrogen or an optionally substituted lower alkyl; and Q is --CH.dbd.P(Ph).sub.3, --CH.sub.2 P(O)(OMe).sub.2, or --CH.sub.2 S(O)Me, in high optical purity on a large scale.In more detail, the present invention provides intermediates and a method for the production thereof for synthesizing optically active compounds which are able to inhibit activities of HMG-CoA reductase and are, therefore, useful for inhibition of cholesterol biosynthesis.Type: GrantFiled: February 19, 1993Date of Patent: October 11, 1994Assignee: Shionogi Seiyaku Kabushiki KaishaInventors: Toshiro Konoike, Yoshitaka Araki
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Patent number: 5326890Abstract: A process for the preparation of sulfonated silicones is disclosed. The process comprises the steps of (a) hydrosilylating an olefin-terminal silylketene acetal with a hydrosiloxane; (b) treating the ketene acetal with a trialkylsilylsulfonyl chloride and (c) hydrolyzing the resulting .alpha.-trialkylsilyl ester to provide a salt of an .alpha.-sulfonate. Useful products of the process are also disclosed; they comprise several genera of .alpha.-sulfonate esters pendant from siloxanes and polysiloxanes. The products are useful as polymer electrolytes and as sustained or controlled release substrates for the administration of medicines.Type: GrantFiled: October 16, 1992Date of Patent: July 5, 1994Assignee: Rensselaer Polytechnic InstituteInventors: Gary E. Wnek, Jun-Kang Liu
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Patent number: 5300666Abstract: The present invention relates to a series of novel silicone isethionate polymers, useful as detergents and softeners for hair, and fiber and conditioners skin. The compounds of the present invention are prepared by the reaction of a carboxy silicone with an isethionate to produce novel surface active materials useful in personal care applications like soap bars.Type: GrantFiled: October 12, 1993Date of Patent: April 5, 1994Assignees: Siltech Inc., Phoenix ChemicalInventors: John Imperante, Anthony J. O'Lenick, Jr.
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Patent number: 5283310Abstract: This invention has as its subject a basic organo-mineral proton conducting polymer, produced by copolymerization of three precursors:a precursor based upon a trialkoxysilane, onto which a methane sulphonamide group is grafted by means of an alkyl or aryl link,a "deprotonizing" precursor based upon a trialkoxysilane, onto which is grafted a group derived from a nitrogenous base, preferably an imidazoline group, by means of an alkyl or aryl link,a "plasticizing" and solvating precursor, having at least one urea group which is the product of a reaction between a primary mono-, di- or triamine D and a trialkoxysilane E onto which an isocyanate group has been grafted by means of an alkyl link.Type: GrantFiled: September 11, 1992Date of Patent: February 1, 1994Assignee: Saint-Gobain Vitrage InternationalInventors: Michel Armand, Christiane Poinsignon, Jean-Yves Sanchez, Veronica de Zea Bermudez
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Patent number: 5281687Abstract: Polysiloxanes of the general formula ##STR1## which contain at least one sulfatohexyl group linked by an Si--C bond are prepared wherein R.sup.1 is a methyl or phenyl group with the proviso that at least 90% of the R.sup.1 groups are methyl groups, R.sup.2 either is identical with R.sup.1 or is --(CH.sub.2).sub.6 --OSO.sub.3.sup.-.M.sup.+, M.sup.+ being an alkali, 1/2 alkaline earth or optionally an alkyl-substituted ammonium ion, R.sup.3 is identical with R.sup.1 or R.sup.2, with the proviso that at least one R.sup.2 or R.sup.3 group in the average molecule is a --(CH.sub.2).sub.6 --OSO3.sup.-.M.sup.+ group, "a"=0 to 5 and b=0 to 5. A method for the synthesis of these compounds and their use as hydrolysis-resistant surfactants is also described.Type: GrantFiled: December 9, 1992Date of Patent: January 25, 1994Assignee: Th. Goldschmidt AGInventors: Stefan Busch, Peter Lersch, Dietmar Schaefer, Dietmar Wewers
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Patent number: 5280099Abstract: The present invention relates to a series of novel taurine functional silicone polymers, useful in softening hair, and fiber and conditioning skin.Since the compounds of the present invention are high molecular weight silicone polymers, they have a high degree of oxidative stability, even at elevated temperatures.The compounds of the present invention are prepared by the reaction of chloro silicone intermediate with a taurine derivative. In a preferred embodiment the hydroxy containing silicone polymer has been alkoxylated with ethylene oxide, propylene oxide or mixtures thereof. The ability regulate the type of alkylene oxide and amount present in the silicone polymer results in a series of products ranging in water/oil solubility. The technology used to produce the compounds of the present invention is very flexible and allows us to prepare performance tailored molecules for specific applications.Type: GrantFiled: April 22, 1993Date of Patent: January 18, 1994Assignees: Siltech Inc., Phoenix Chemical Co.Inventors: John Imperante, Anthony J. O'Lenick, Jr.
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Patent number: 5260481Abstract: The present invention relates to a process for the conditioning and/or purification of organic isocyanates bya) mixing organic isocyanates at 20.degree. to 150.degree. C. with 0.001 to 1 mole %, based on the isocyanate, of a silylated acid corresponding to the formulaX-[Si(CH.sub.3).sub.3 ].sub.nwhereinX represents the neutral acid residue obtained by removing the acidic hydrogen atoms from an n-basic acid having a pKa value of at most 3, with the exception of hydrohalic acids andn is an integer from 1 to 3, andb) optionally working up the resulting mixture by distillation after a residence time of at least 5 minutes.Type: GrantFiled: March 30, 1992Date of Patent: November 9, 1993Assignee: Bayer AktiengesellschaftInventor: Hans-Joachim Scholl
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Patent number: 5254708Abstract: The present invention relates to substituted cyclopentanone and cyclohexanone derivatives and substituted cyclopentenone and cyclohexenone derivatives, which are useful as intermediates for pharmaceutical products and agricultural chemicals and especially useful for the synthesis of prostaglandins, and also to a process for producing the same.Type: GrantFiled: December 14, 1990Date of Patent: October 19, 1993Assignee: Nissan Chemical Industries, Ltd.Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
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Patent number: 5252765Abstract: Disclosed is a solventless process for the manufacture of sulfophenylalkylsiloxane or sulfonaphthylalkylsiloxanes, wherein the reaction between chlorosulfonic acid and a phenylalkyltrichlorosilane or a naphthylalkyltrichlorosilane is conducted in a reactor containing a self-cleaning agitator to deliver the sulfophenylalkylsiloxane or sulfonaphthylalkylsiloxane in the form of a powder.Type: GrantFiled: October 29, 1992Date of Patent: October 12, 1993Assignee: BASF CorporationInventors: Rudolph E. Lisa, Klaus Hilligardt, Ulrich M. Kalck
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Patent number: 5250715Abstract: The present invention provides an optically active 2-methylenepentane derivative represented by the general formula ##STR1## (wherein R.sup.1 is a protective group for hydroxyl, R.sup.3 is a protective group for hydroxyl, X is a halogen atom or R.sup.4 SO.sub.3 group (wherein R.sup.4 is an alkyl or an aryl), and the symbol * represents an asymmetric carbon atom).Type: GrantFiled: March 30, 1992Date of Patent: October 5, 1993Assignee: Daiso Co., Ltd.Inventors: Takashi Takahashi, Yoshikazu Takehira
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Patent number: 5231208Abstract: The present invention relates to substituted cyclopentanone and cyclohexanone derivatives and substituted cyclopentenone and cyclohexenone derivatives, which are useful as intermediates for pharmaceutical products and agricultural chemicals and especially useful for the synthesis of prostaglandins, and also to a process for producing the same.Type: GrantFiled: December 14, 1990Date of Patent: July 27, 1993Assignee: Nissan Chemical Industries, Ltd.Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
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Patent number: 5216187Abstract: The present invention provides an optically active 2-methylenepentane derivative represented by the general formula ##STR1## (wherein R.sup.1 is a protective group for hydroxyl, R.sup.3 is a protective group for hydroxyl, X is a halogen atom or R.sup.4 SO.sub.3 group (wherein R.sup.4 is an alkyl or an aryl), and the symbol * represents an asymmetric carbon atom).Type: GrantFiled: July 9, 1991Date of Patent: June 1, 1993Assignee: Daiso Co., Ltd.Inventors: Takashi Takahashi, Yoshikazu Takehira