Plural Nitrogens Bonded Directly To The Same Carbon Or Attached By A Chain Consisting Of Carbons, Which Carbons May Be Part Of A Ring Patents (Class 556/424)
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Patent number: 5616755Abstract: The present invention relates to a process for preparing low-chloride or chloride-free aminofunctional organosilanes by reacting chlorofunctional organosilanes with organic amines or ammonia and separating off the organic hydrochlorides or ammonium chloride thus formed, wherein further amounts of organic hydrochlorides or ammonium chloride present are reacted by addition of metal alkoxides dissolved in alcohols and the metal chlorides formed are separated off, and also to aminofunctional organosilanes prepared thereby.Type: GrantFiled: September 14, 1995Date of Patent: April 1, 1997Assignee: Huels AktiengesellschaftInventors: Claus-Dietrich Seiler, Hartwig Rauleder, Hans-Joachim Koetzsch, Hans-Guenther Srebny
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Patent number: 5616758Abstract: A cationic silicone compound which can be employed in a variety of environments, such as a fiber lubricant, textile fabric softener, hair conditioner, and skin conditioner is formed from an aminosilicone compound which has the following Formula (I): ##STR1## wherein a, b, and c are 0-300;d is 0-4, preferably 1 or 2;R.sub.1 comprises hydrogen, an alkyl, aryl, alkynyl, alkenyl, alkyloxyalkylene group which may be unsubstituted or substituted with P, N, or S moieties;R.sub.2 is defined the same as R.sub.1 and can also be a carboxylic acid residue preferably a fatty acid residues, with the proviso that where R.sub.2 is a carboxylic acid residue, the R.sub.1 attached to the terminal N is hydrogen;R.sub.3 is defined the same as R.sub.2 and can also be alkoxy, aryloxy or oxyalkylene groups;R.sub.4 is defined the same as R.sub.3 and can also be an amino-substituted alkyl group;Z.sub.1 and Z.sub.Type: GrantFiled: June 6, 1995Date of Patent: April 1, 1997Assignee: Karlshamns ABInventors: James P. McCarthy, George H. Greene, Anthony G. DeWar
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Patent number: 5591818Abstract: Disclosed are organosilane polycondensation products prepared by hydrolysis of an hydrogen salt of an aminosilane compound or by hydrolysis of an aminosilane followed by reaction with an alkyl salt. The compounds are useful in forming stable aqueous solutions and as adhesion promoters between inorganic and organic surfaces.Type: GrantFiled: March 29, 1995Date of Patent: January 7, 1997Assignee: Huls AktiengesellschaftInventors: Burkhard Standke, Hartwig Rauleder, Claus-Dietrich Seiler, Hans-Joachim Kotzsch, Hermann Peeters
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Patent number: 5550269Abstract: A method for the redistribution of trichlorosilane in the presence of N,N,N',N'-tetraethylethylenediamine (TEEDA) to form a complex comprising dichlorosilane and TEEDA. The dichlorosilane can be disassociated from the TEEDA by a means such as heating and then used in standard processes requiring dichlorosilane. Alternatively, the complex comprising the dichlorosilane and TEEDA can be used as a reactant for hydrosilation of .alpha.,.beta.-unsaturated olefinic nitriles or reacted with Grignard type reagents to make organosilanes.Type: GrantFiled: November 17, 1995Date of Patent: August 27, 1996Assignee: North Dakota State University Research FoundationInventors: Philip Boudjouk, Steven D. Kloos
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Patent number: 5531814Abstract: Hard surfaces are polished by applying an abrasive free, preferably clear, composition formed from an aqueous phase and a silicone phase. The aqueous phase contains water and a water soluble hydrophilic organic solvent. The silicone phase contains a volatile methyl siloxane, a siloxane polyether, and an organosilicon resin.Type: GrantFiled: April 25, 1995Date of Patent: July 2, 1996Assignee: Dow Corning CorporationInventors: Bradley C. Bahr, David B. Selley
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Patent number: 5523441Abstract: Disclosed is a novel polyfluorocarbon group-containing alkoxy silane compound useful as a silane coupling agent as represented by the general formulaA--R.sub.f --(--CH.sub.2 --).sub.n --NH--R.sup.1 --SiR.sub.3,in which each R is, independently from the others, a monovalent hydrocarbon group having 1 to 10 carbon atoms or an alkoxy group having 1 to 6 carbon atoms with the proviso that at least one of the three groups denoted by R is an alkoxy group, R.sup.1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, A is a monovalent group selected from the class consisting of a hydrogen atom, a fluorine atom, an aminomethyl group and a 2-aminoethyl group, R.sub.f is a polyfluorinated alkylene group with 1 to 20 carbon atoms or a polyfluorinated etherified alkylene group with 2 to 20 carbon atoms having at least one oxygen atom between two carbon atoms of an alkylene group forming an ether linkage, at least two of the hydrogen atoms therein being substituted by fluorine atoms, and the subscript n is 1 or 2.Type: GrantFiled: February 3, 1995Date of Patent: June 4, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hirofumi Kishita, Noriyuki Koike, Hideyoshi Yanagisawa, Toshio Takago
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Patent number: 5486633Abstract: The present invention relates, in general, to photochemically removable protecting groups, and, in particular, to the use of styrylsilyl groups to protect reactive functional groups, such as, hydroxyl, amino and thiol groups.Type: GrantFiled: November 10, 1994Date of Patent: January 23, 1996Assignee: Duke UniversityInventors: Michael C. Pirrung, Yong Rok Lee
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Patent number: 5446181Abstract: The invention produces a 3-[N-(2-aminoethyl)]aminopropylalkoxysilane in high yields by reacting a 3-chloropropylalkoxysilane with ethylene diamine. A distillation pot is charged with ethylene diamine and heated above the boiling point of ethylene diamine for evaporating ethylene diamine, which is then condensed into a liquid. The liquid ethylene diamine is mixed for reaction with a 3-chloropropylalkoxysilane in such a proportion to give a molar ratio of ethylene diamine/3-chloropropylalkoxysilane of at least 12/1, thereby forming a 3-[N-(2-aminoethyl)]aminopropylalkoxysilane. The reaction solution is fed back to the pot where the unreacted ethylene diamine in the reaction solution is evaporated again and then condensed for use in a next cycle of reaction. The apparatus includes a distillation pot, a reflux condenser, a feed means and a reactor connected to form a recirculating system.Type: GrantFiled: October 25, 1993Date of Patent: August 29, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Katsuhiro Uehara, Mikio Endo, Hitoyuki Araki, Takeo Arai, Yasuhiro Kawase
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Patent number: 5442011Abstract: Novel polymeric fluorocarbon siloxane represented by the formula: ##STR1## and corresponding polymeric branched structures wherein R.sub.a is a perfluoroalkyl radical, R.sub.b is an aminoalkyl or substituted aminoalkyl radical and R.sub.c hydrocarbyl, substituted hydrocarbyl phenyl, substituted phenyl or cyanoalkyl radical are shown to form stable aqueous emulsions without the use of volatile organic solvents and by a low energy processing. These emulsion are found to be highly hydrolyzed in solution without leading to precipitation via intermolecular condensation The emulsions when applied to substrates impart both oil and water repellent properties as well as improved lubricity.Type: GrantFiled: March 4, 1994Date of Patent: August 15, 1995Assignee: E. I. du Pont de Nemours and CompanyInventor: Robert A. Halling
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Patent number: 5427770Abstract: Dentifrices, including toothpaste creams and gels, and mouthwashes, are provided including aminoalkyl silicones. In the mouth, the aminoalkyl silicones form a lasting hydrophobic film on the teeth for prevention of cavities and stain. Antimicrobial compounds such as chlorhexidine may be included.Type: GrantFiled: January 14, 1993Date of Patent: June 27, 1995Assignee: Chesebrough-Ponds USA Co., Division of Conopco, Inc.Inventors: John P. Viccaro, Samuel Lin, Todd Domke, Alexander G. Ziemkiewicz
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Patent number: 5399737Abstract: Novel quaternary ammonium siloxane compounds and methods for their use are disclosed.Type: GrantFiled: April 4, 1994Date of Patent: March 21, 1995Assignee: Alcon Laboratories, Inc.Inventors: Joonsup Park, Joseph J. Falcetta
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Patent number: 5371261Abstract: Fully alkoxysilane-functionalized aliphatic polyamine compounds (e.g., fully functionalized dialkylenetriamine compounds) can be formed by reacting a dialkylenetriamine (e.g., diethylenetriamine) with a compound comprising an amine-reactive group and an alkoxysilane group (e.g., an isocyanatoalkylalkoxysilane). These functionalized compounds find utility as the predominant component in forming organic/inorganic hybrid materials via sol-gel processing.Type: GrantFiled: May 12, 1993Date of Patent: December 6, 1994Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: Bing Wang, Garth L. Wilkes
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Patent number: 5359104Abstract: A method of treating surfaces in order to eliminate microbial growth by adding an antibacterially effective amount of an organosilicon quaternary ammonium silatrane compound to the surface in order to destroy bacteria and fungi. The preferred organosilicon quaternary ammonium silatrane compound has the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, each represent a hydrogen atom or a methyl, ethyl, propyl, or butyl radical.Type: GrantFiled: April 8, 1991Date of Patent: October 25, 1994Assignee: Dow Corning CorporationInventors: Bruce S. Higgs, William C. White
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Patent number: 5348684Abstract: The novel silylalkyl or silylalkenyl compounds correspond to the general formula (I) ##STR1## Here the symbols A.sup.1, A.sup.2, A.sup.3 denote aromatic or heteroaromatic molecular units such as 1,4-phenylene or pyrimidine-2,5-diyl which are combined via a single bond (for k, m=0) or via functional groups M.sup.1,M.sup.2 such as CO--O or CH.sub.2 --O; j, k, l, m, n are zero or 1 (j+l+n=2 or 3). The radicals R.sup.2, R.sup.3, R.sup.4, R.sup.5 are hydrogen or alkyl/alkenyl, cycloalkyl, and the radicals R.sup.6, R.sup.7, R.sup.8 have a comparable meaning (hydrogen); R.sup.1 is alkyl/alkenyl or one of the substituents known from LC chemistry such as an .alpha.-haloalkanoic radical. In some cases compounds have wide and polymorphous liquid crystalline phases.Type: GrantFiled: August 20, 1992Date of Patent: September 20, 1994Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Hemmerling, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Yoshio Inoguchi, Ingrid Muller, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
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Patent number: 5336419Abstract: This invention relates to fabric care compositions comprising a silicone gel for ease of ironing and improved appearance after ironing.Type: GrantFiled: May 8, 1991Date of Patent: August 9, 1994Assignee: The Procter & Gamble CompanyInventors: Timothy W. Coffindaffer, Robert G. Bartolo, Kathleen A. Belfiore
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Patent number: 5329039Abstract: The novel organosilicon compound of the invention is an alkoxysilane having a silicon-bonded C.sub.8 to C.sub.14 long-chain alkyl group substituted at the .omega.-position by a bromine atom or an amino (C.sub.2-6) alkyl-substituted amino group. Synthetic methods of such compounds are described and several examples of the compounds are given with their characterization data. The inventive compound having, in particular, the amino-alkyl-substituted amino group are useful as a surface-treatment agent of a silica filler as a water-resistant reinforcing filler in molding resin compositions.Type: GrantFiled: April 19, 1993Date of Patent: July 12, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hideyoshi Yanagisawa, Masaaki Yamaya
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Patent number: 5312944Abstract: Novel silane coupler compounds having antibacterial activity are disclosed. Biguanidyl group or cyanoguanidyl group is introduced into silane coupler compounds.Type: GrantFiled: December 24, 1992Date of Patent: May 17, 1994Assignee: Mitsubishi Material CorporationInventors: Tsunetoshi Honda, Akiko Azuma, Akira Nishihara
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Patent number: 5300641Abstract: The present invention is a process for the preparation of (piperazinylorgano)silanes. The process involves the contact of an (aminoorgano)silane with piperazine or an organopiperazine, in the presence of palladium black as a catalyst. The process is run at a temperature within a range of about 50.degree. C. to 300.degree. C. in a standard low-pressure type reactor.Type: GrantFiled: January 8, 1993Date of Patent: April 5, 1994Assignee: Dow Corning CorporationInventors: Paul C. Dinh, Peter Y. K. Lo
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Patent number: 5262507Abstract: This invention relates to certain new high modulus silicones, toughened epoxy thermoset resin systems made from those silicones, and composites that are prepared from the new toughened epoxy resin systems. The silicone resins are specifically monophenyl-containing polysiloxanes.Type: GrantFiled: December 20, 1991Date of Patent: November 16, 1993Assignee: Dow Corning CorporationInventors: Gary T. Decker, Gerald A. Gornowicz
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Patent number: 5254335Abstract: Novel isothiuronium surfactant salts are useful as hair conditioning agents. Aqueous composition containing such salts, and method of using the salts are disclosed.Type: GrantFiled: July 23, 1992Date of Patent: October 19, 1993Assignee: Clairol IncorporatedInventors: Thomas M. Deppert, Janusz Z. Jachowicz
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Patent number: 5239100Abstract: Novel dimethylpolysiloxane compounds having antibacterial activity are disclosed. Biguanidyl group or cyanoguanidyl group are introduced into dimetylpolysiloxane compounds.Type: GrantFiled: December 24, 1992Date of Patent: August 24, 1993Assignee: Mitsubishi Materials CorporationInventors: Honda Tsunetoshi, Akiko Azuma, Akira Nishihara
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Patent number: 5231207Abstract: Disclosed in a novel organosilane compound represented by the general formula(R.sup.1 O).sub.m Me.sub.3-m Si--R.sup.2 --NH--R.sup.3 --NH.sub.2,in which Me is a methyl group, R.sup.1 is a methyl or ethyl group, R.sup.2 is a divalent hydrocarbon group having 1 to 10 carbon atoms, R.sup.3 is a divalent hydrocarbon group having 7 to 10 carbon atoms of which six carbon atoms jointly form a benzene ring, at least one of the nitrogen atoms in the amino and imino groups being not directly bonded to the carbon atom which is a member of the benzene ring, and the subscript m is 1,2 or 3.Type: GrantFiled: October 14, 1992Date of Patent: July 27, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hideyoshi Yanagisawa, Masaaki Yamaya, Masayuki Takahashi, Takanori Katou
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Patent number: 5188762Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes a linear or branched alkyl group having 2-16 carbon atoms capable of including one or two non-neighboring methylene groups which can be replaced with ##STR2## and capable of including fluorine substituted for hydrogen; A denotes --A.sub.1 -- or --A.sub.1 --A.sub.2 -- and B denotes --B.sub.1 -- or --B.sub.1 --B.sub.2 -- wherein A.sub.1, A.sub.2, B.sub.1 and B.sub.2 respectively denote ##STR3## wherein Y.sub.1 and Y.sub.2 respectively denote H, F, Cl, Br, --CH.sub.3, --CN or --CF.sub.3 ; Z.sub.1 and Z.sub.2 respectively denote ##STR4## Z.sub.3 denotes ##STR5## R.sub.2, R.sub.3 and R.sub.4 respectively denote a linear or branched alkyl group having 1-16 carbon atoms including a methylene group which can be replaced with ##STR6## with proviso that it is not adjacent to the silicon atom; p and q are respectively 0 or 1 with proviso that p+q is 0 or 1; and n is an integer of 1-12.Type: GrantFiled: May 20, 1991Date of Patent: February 23, 1993Assignee: Canon Kabushiki KaishaInventors: Takashi Iwaki, Takao Takiguchi, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
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Patent number: 5164522Abstract: A cationic silicone compound which can be employed in a variety of environments, such as a fiber lubricant, textile fabric softener, hair conditioner, and skin conditioner.The cationic silicone is formed from an amino silicone compound which has the following Formula (I): ##STR1## wherein a, b, and c are 0-300; d is 0-4, preferably 1;R.sub.1 comprises hydrogen, an alkyl, aryl, alkynl, alkenyl, alkyloxyalkylene group which may be unsubstituted or substituted with P,N, or S moieties;R.sub.2 is defined the same as R.sub.1 and can also be a carboxylic acid residue preferably a fatty acid residues, with the proviso that where R.sub.2 is a carboxylic acid residue, the R.sub.1 attached to the terminal N is hydrogen;R.sub.3 is defined the same as R.sub.2 and can also be alkoxy, aryloxy or oxyalkylene groups;R.sub.4 is defined the same as R.sub.3 and can also be an amino-substituted alkyl group;Z.sub.1 and Z.sub.Type: GrantFiled: June 29, 1990Date of Patent: November 17, 1992Assignee: Karlshamns ABInventors: James P. McCarthy, George H. Greene, Anthony G. DeWar
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Patent number: 5097053Abstract: One-component, moisture-curable sealant compositions having fast cure times comprise a mixture of a silane-capped polyurethane polymer, an aminosilane cross-linking agent, and a silyl-substituted guanidine accelerator.Type: GrantFiled: May 29, 1990Date of Patent: March 17, 1992Assignee: BASF CorporationInventors: Jamil Baghdachi, Keith H. Mahoney
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Patent number: 5089620Abstract: The present invention relates to novel organosilicon compounds and a method for their preparation. More particularly, the present invention relates to novel organosilicon compounds which are synthesized from triorganosilylmethylamine (or derivatives thereof) and a nitro group-substituted aromatic halide, as well as a method for the preparation of these novel organosilicon compounds.Type: GrantFiled: May 9, 1991Date of Patent: February 18, 1992Assignee: Dow Corning Toray Silicone Company, Ltd.Inventor: Makoto Yoshitake
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Patent number: 5085694Abstract: An improved polish having improved rub-out characteristics results when a silylated polyether film former is incorporated into a conventional polish formulation. The silylated polyether contains at least one polyoxyalkylene block selected from the group consisting of polyoxyethylene and polyoxypropylene in its molecule wherein the polyoxyalkylene block is attached through an organic connecting group to a silicon atom bearing at least one hydrolyzable group. A preferred water-in-oil emulsion embodiment of the polish is particularly suitable for automotive or marine applications.Type: GrantFiled: March 4, 1991Date of Patent: February 4, 1992Assignee: Dow Corning CorporationInventor: Martin E. Cifuentes
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Patent number: 5078988Abstract: Dentifrices including modified amino alkyl silicones are provided. The aminoalkyl silicones are modified with epoxides to alkylate the nitrogen atoms and decrease their reactivity to flavors and other aldehydes present in the dentifrice. The modified silicones form a hydrophobic layer on the teeth for prevention of caries and stain.Type: GrantFiled: November 28, 1988Date of Patent: January 7, 1992Assignee: Chesebrough-Pond's USA Co., division of Conopco, Inc.Inventors: Samuel Lin, Colleen Parriott, John P. Viccaro, Todd Domke
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Patent number: 5077420Abstract: The present invention relates to novel alkylamino-substituted organosilicon compounds and a method for their preparation. The described process involves a dehydrohalogenation reaction between a triorganosilylalkyl halide and an aminophenol in the presence of a hydrogen halide acceptor.Type: GrantFiled: June 18, 1990Date of Patent: December 31, 1991Assignee: Dow Corning Toray Silicone Company, Ltd.Inventors: Hiroji Enami, Takeshi Imai
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Patent number: 5075403Abstract: Novel organofunctional polydiorganosiloxanes containing amino and polyoxyalkylene groups, well adapted as surfactants, dispersants or additives to textile rinsing softening compositions, or to solid antifoams for washing powders, have the formula: ##STR1##Type: GrantFiled: June 22, 1990Date of Patent: December 24, 1991Assignee: Rhone-Poulenc ChimieInventor: James R. Kirk
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Patent number: 5075459Abstract: A treatment agent for inorganic siliconaceous fillers has as its main ingredient an organosilicon compound of general fomrula (I): ##STR1## in which X represents a functional group selected from among H.sub.2 NCH.sub.2 CH.sub.2 --, H.sub.2 NCH.sub.2 CH.sub.2 CH.sub.2 --, ##STR2## Y.sup.1 is CH.sub.2 .dbd.CHCH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 SiR.sub.n.sup.1 Z.sub.3-n.sup.1, R.sup.1 is a substituted or nonsubstituted monovalent hydrocarbon group, Z.sup.1 is an alkoxy group having 1-6 carbon atoms and n is an integer from 0-2, or of general formula (II): ##STR3## in which Y.sup.2 is ##STR4## --CH.sub.2 CH.sub.2 CH.sub.2 SiR.sub.m.sup.2 Z.sub.3-m.sup.2 or a substitutent or nonsubstituted monovalent hydrocarbon group, Z.sup.2 is an alkoxy group having 1-6 carbon atoms and m is an integer from 0-2.Type: GrantFiled: November 26, 1990Date of Patent: December 24, 1991Assignee: Toshiba Silicone Co., Ltd.Inventors: Keiji Kabeta, Kiyoaki Syuto
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Patent number: 5064543Abstract: This invention relates to fabric care compositions comprising a silcone gel for ease of ironing and improved appearance after ironing.Type: GrantFiled: June 6, 1990Date of Patent: November 12, 1991Assignee: The Procter & Gamble CompanyInventors: Timothy W. Coffindaffer, Robert G. Bartolo, Kathleen A. Belfiore
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Patent number: 5064544Abstract: Liquid fabric conditioning compositions are disclosed. The compositions incorporate compatible organosilicones which form mutually soluble mixtures with common fabric softening agents.Type: GrantFiled: June 1, 1990Date of Patent: November 12, 1991Assignee: Lever Brothers Company, division of Conopco, Inc.Inventors: Samuel Lin, Gaznabi Khan, Lucia Salas, George Policello
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Patent number: 5062971Abstract: This invention relates to liquid starch containing compositions comprising a silicone gel for ease of ironing and improved appearance after ironing.Type: GrantFiled: June 6, 1990Date of Patent: November 5, 1991Assignee: The Procter & Gamble CompanyInventors: Timothy W. Coffindaffer, Robert G. Bartolo, Kathleen A. Belfiore
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Patent number: 5041589Abstract: The present invention relates to novel organosilicon compounds and a method for their preparation. More particularly, the present invention relates to novel organosilicon compounds which are synthesized from triorganosilylmethylamine (or derivatives thereof) and a nitro group-substituted aromatic halide, as well as a method for the preparation of these novel organosilicon compounds.Type: GrantFiled: June 18, 1990Date of Patent: August 20, 1991Assignee: Dow Corning Toray Silicone Company, Ltd.Inventor: Makoto Yoshitake
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Patent number: 5022922Abstract: A novel silane coupling agent is proposed for the pretreatment of a glass fiber-based or mica flake-based inorganic reinforcing material prior to compounding with an epoxy resin or a polyimide resin as the matrix to give a composite material such as laminates having excellent heat resistance against molten solder alloy and resistance against heat shock. The principal ingredient of the treatment solution is a trialkoxysilylalkyl-substituted polymethylene diamine compound of the general formula (R.sup.1 O).sub.3 SiR.sup.2 NH(CH.sub.2).sub.n NHCH.sub.2 C.sub.6 H.sub.5, in which R.sup.1 is a methyl or ethyl group, R.sup.2 is a diavalent hydrocarbon group having 1 to 6 carbon atoms, e.g., methylene and propylene, and n is an integer of 4 to 8, or a hydrochloride thereof. This diamine compound is soluble in water, in particular, acidified with acetic acid and the aqueous solution is advantageously stable in storage as compared with conventional silane coupling agents.Type: GrantFiled: May 29, 1990Date of Patent: June 11, 1991Assignees: Shin-Etsu Chemical Co., Ltd., Nitto Boseki Co., Ltd.Inventors: Akinari Itagaki, Masaaki Yamaya, Hiroshi Yoshioka, Akihiko Watanabe, Keita Miyazato
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Patent number: 5001246Abstract: A process for the preparation of an aminopropylalkoxysilane, which comprises reacting a hydrosilane compound with an allylamine compound in the presence of at least one member selected from the group consisting of phosphorus compounds having a phosphorus-nitrogen bond, which are represented by the following formulae: ##STR1## wherein Z.sup.1, Z.sup.2, Z.sup.3, Z.sup.4, Z.sup.5 and Z.sup.6 independently represent a hydrogen atom, an aliphatic hydrocarbon group having 1 to 8 carbon atoms, an alicyclic hydrocarbon group having 5 to 8 carbon atoms or an aromatic hydrocarbon group,and a rhodium compound.According to this process, the aminopropylalkoxysilane can be prepared in a high yield at a low cost and a high efficiency, while controlling the formation of the .beta.-compound to a very low level.Type: GrantFiled: February 9, 1990Date of Patent: March 19, 1991Assignee: Showa Denko K.K.Inventors: Yoshimasa Ishimura, Nobuyuki Nagato, Hideo Takahashi
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Patent number: 4994593Abstract: Amino alkyl silicones modified by reaction with epoxide groups, thereby alkylating the amines. The alkylated amines show decreased reactivity toward aldehydes which may be present in consumr products. The modified amino alkyl silicones may be used in dentifrices and other consumer products.Type: GrantFiled: December 6, 1989Date of Patent: February 19, 1991Assignee: Chesebrough-Pond's USA Co. division of Conopco, Inc.Inventors: Samuel Lin, Colleen Parriott
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Patent number: 4954598Abstract: One-component, moisture-curable sealant compositions having fast cure times comprise a mixture of a silane-capped polyurethane polymer, an aminosilane cross-linking agent, and a silyl-substituted guanidine accelerator.Type: GrantFiled: October 13, 1988Date of Patent: September 4, 1990Assignee: BASF CorporationInventors: Jamil Baghdachi, Keith H. Mahoney
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Patent number: 4948907Abstract: Linear low-molecular-weight organo(poly)siloxanes which are monofunctional or difunctional and in which, if difunctional, the two functionalities are present in siloxane units which are chemically different from each other are prepared by reacting an octaorganocyclotetrasiloxane with lithium silanolate in a molar ratio of 0.9:1 to 1.1:1 in an electron-donating, aprotic solvent at a temperature below 50.degree. C., in the absence of water, and thereafter reacting the resultant lithium siloxanolate thus obtained with an organohalosilane.Type: GrantFiled: August 4, 1988Date of Patent: August 14, 1990Assignee: Wacker-Chemie GmbHInventors: Gerald Fleischmann, Herbert Eck, Petra Wenzeler
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Patent number: 4923950Abstract: Composition based on derivatives of silica modified by organic groups, characterized in that said derivatives are amorphous solids having formula (I) SiO.sub.2-0.5(x+y) (Z.sup.1.sub.x (Z.sup.2).sub.y .multidot.(XA).sub.z, wherein Z.sup.1 is a group having formula (II), R.sup.1 being an alkylene having from 3 to 8 carbon atoms optionally interrupted by a heteroatomic group --NH--, R.sup.3 and R.sup.4 representing each --H or representing together a group --CH.dbd.CH--N.dbd.CH--, Z.sup.2 is a group --R.sup.2 --SO.sub.3 H, R.sup.2 being an alkylene having from 3 to 8 carbon atoms optionally interrupted by a heteroatomic group --NH--; XZ is an acid (case where X.dbd.H) or a salt (case where X.dbd.metal) soluble in water x is a number different from 0 and lower or equal to 1; z is a number which may vary from 0 to 0.Type: GrantFiled: April 28, 1988Date of Patent: May 8, 1990Assignee: Centre National de la Recherche Scientifique (CNRS)Inventors: Lucienne Ravaine, Michel B. Armand, Yves Charbouillot, Abdelkader Hammou
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Patent number: 4921988Abstract: A process for preparing aminopropyl silanes in which an allylamine is reacted with a hydrosilane in the presence of a catalyst comprising (i) metallic rhodium or a rhodium compound and (ii) a basic compound. By the proposed process the corresponding gammaaminopropyl silane can be prepared in a high selectivity and yield within a short period of reaction time.Type: GrantFiled: December 6, 1988Date of Patent: May 1, 1990Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Kazutoshi Takatsuna, Mamoru Tachikawa, Kouji Shinozawa, Masashi Nakajima, Akihito Shinohara, Yoshiharu Okumura
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Patent number: 4911852Abstract: This invention relates to liquid laundry detergent compositions comprising curable amine functional silicones for wrinkle reduction.Type: GrantFiled: October 7, 1988Date of Patent: March 27, 1990Assignee: The Procter & Gamble CompanyInventors: Timothy W. Coffindaffer, Toan Trinh
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Patent number: 4898614Abstract: A polish formulation containing as components at least one member selected from the group consisting of waxes, solvents, surfactants, thickening agents, abrasives, dyes, odorants, and other ingredients normally used in making polishes, and as an improvement incorporating a composition which is the reaction product of an acid anhydride and an aminofunctional siloxane. The resulting zwitterionic aminofunctional siloxane can, if desired, be further reacted with a strong acid to provide an equilibrium of the zwitterion and a conjugate acid base pair of the zwitterion and the acid. The invention also includes a method of sheeting water on a surface with the polish, a method of making an aminofunctional siloxane zwitterionomer, and an aminofunctional zwitterionomeric siloxane compound which is the reaction product.Type: GrantFiled: January 5, 1989Date of Patent: February 6, 1990Assignee: Dow Corning CorporationInventors: Daniel J. Halloran, Kenneth A. Kasprzak, Stefano G. Savastano, Terence J. Swihart
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Patent number: 4897501Abstract: In a process for preparing aminopropyl alkoxy silanes comprising reacting an allylamine with a hydro-alkoxy silane in the presence of a rhodium catalyst, the improvement which comprises use of a rhodium phosphide or its oligomer as said rhodium catalyst. By this process the desired gamma-isomer can be prepared in a high selectivity and yield within a short reaction time.Type: GrantFiled: July 29, 1988Date of Patent: January 30, 1990Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Kazutoshi Takatsuna, Mamoru Tachikawa, Kouji Shiozawa, Nobukazu Okamoto, Yoshiharu Okumura
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Patent number: 4888436Abstract: A process for preparing aminopropyl alkoxy silanes comprising reacting an allylamine having at least one active hydrogen atom attached to the amine nitrogen atom with a hydro-alkoxy silane having from 1 to 3 alkoxy groups attached to the silicon atom in the presence of a rhodium complex having inorganic ligands, at least one of said ligands being carbonyl. By this process the desired gamma-isomer can be prepared in a high selectivity and yield within a short reaction time. When the reaction is carried out in the presence of carbon monoxide and/or a cyclic olefinic compound, the selectivity and yield of the gamma-isomer can be further improved. The presence of carbon monooxide in the reaction system further serves to lengthen the catalyst life and to reduce the amount of the catalyst to be used.Type: GrantFiled: March 28, 1988Date of Patent: December 19, 1989Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Kouji Shiozawa, Haruko Takai, Kazutoshi Takatsuna, Nobukazu Okamoto, Yoshiharu Okumura, Chihiro Imai
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Patent number: 4866192Abstract: Organosilicon quaternary ammonium antimicrobial compounds are described, particularly, ammonium chloride derivatives of multifunctional diamino quaternary salts, and salts containing a combination of amino, ester, and fluoroalkyl, functionality.Type: GrantFiled: April 18, 1988Date of Patent: September 12, 1989Assignee: Dow Corning CorporationInventors: Edwin P. Plueddemann, Anthony Revis
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Patent number: 4851492Abstract: Organopolysiloxane products containing acyl thiourea groups and from the units: ##STR1## are disclosed. R.sup.1 stands for an optionally substituted phenyl group or an alky group and R.sup.2 and R.sup.3 forR.sup.4 --SiO.sub.3/2 (2)units. R.sup.4 is alkylene. The free valences of the oxygen atoms are saturated by Si atoms of further R.sup.4 --SiO.sub.3/2 groups and/or by Si atoms of: ##STR2## amine units, wherein R.sup.5 =H; R.sup.2 or R.sup.3 and/or by cross-linking compounds of Si, Ti or Al. The ratio between the Si atoms in (1) and (3) to the Si, Ti, Al cross-linking atoms is 1:0 to 1:10. Various methods of preparing the products are described. These polymers to separate metals from solutions.Type: GrantFiled: February 24, 1988Date of Patent: July 25, 1989Assignee: Degussa AktiengesellschaftInventors: Peter Panster, Karl-Heinz Koenig, Elske Schopenhauer-Gehrmann, Peter Kleinschmit
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Patent number: 4833225Abstract: Polyquaternary polysiloxane polymers are disclosed comprising repeating units of ##STR1## wherein X is a bivalent hydrocarbon group with at least 4 carbon atoms, which has a hydroxyl group and may be interrupted by an oxygen atom,Y is a bivalent hydrocarbon group with at least 2 carbon atoms, which has a hydroxyl group and which may be interrupted by an oxygen or nitrogen atom,R.sup.1, R.sup.2, R.sup.3, R.sup.4 are the same or different and may be alkyl groups with at least 1 to 4 carbon atoms or benzyl groups or in which R.sup.1 and R.sup.3 or R.sup.2 and R.sup.4 may be components of a bridging alkylene group,A.crclbar. is an inorganic or organic anion,n=5 to 200m is a whole number.gtoreq.1.The compounds may be synthesized by an addition reaction between .alpha.,.omega.Type: GrantFiled: February 10, 1988Date of Patent: May 23, 1989Assignee: Th. Goldschdidt AGInventors: Dietmar Schaefer, Manfred Krakenberg
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Patent number: 4806667Abstract: A method for promoting production of useful livestock comprising administering to such livestock an amount effective therefor of a monosilylated aminopheylethylamine derivative of the formula ##STR1## in which X and Y are identical or different and represent hydrogen or CN,R.sup.2 represents hydrogen or methyl,R.sup.3 represents t-butyl, isopropyl, monofluoro-t-butyl or 1-cyclohexyl-ethyl, andR.sup.4, R.sup.5 and R.sup.6 denote a straight-chain or branched alkyl rdical,or a physiologically tolerated salt thereof.Those compounds wherein R.sup.Type: GrantFiled: December 4, 1986Date of Patent: February 21, 1989Assignee: Bayer AktiengesellschaftInventors: Horst Boshagen, Jurgen Stoltefuss, Friedrich Berschauer, Anno de Jong, Martin Scheer