Three Identical Hydrocarbon Groups Bonded Directly To The Same Silicon Patents (Class 556/456)
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Patent number: 5486635Abstract: There is disclosed a method for preparing a diorganopolysiloxane having a functional group at only one end of the molecular chain and having the formulaR(R.sub.2 SiO).sub.p Bwherein R is an independently selected monovalent hydrocarbon group, B is selected from the group consisting of a hydrogen atom and an organosilyl group having the formula--SiR.sub.Type: GrantFiled: April 25, 1995Date of Patent: January 23, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Tadashi Okawa
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Patent number: 5478546Abstract: An alkoxysilane is brought into a hydrolysis-polycondensation reaction using a fluoride salt, e.g. NaF, or a fluorine-containing silicon compound having an Si--F bond in its molecule, e.g. FSi(OCH.sub.3).sub.3, as a catalyst, to produce a powder of a silicon compound such as silica. The process reduces markedly the period of time required for the hydrolysis-polycondensation reaction and yields a porous silicon compound powder with low bulk specific gravity. The catalyst is excellent in handleability and safety.Type: GrantFiled: March 11, 1994Date of Patent: December 26, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kazuyuki Matsumura, Masaaki Yamaya
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Patent number: 5457220Abstract: The present invention relates to a new silicone cure system. More particularly, the present invention discloses that a siloxane system containing sufficiently high levels of T or Q species in addition to M, D and a limited amount of silanol species can be cured by linear phosphonitrilic chloride disproportionation catalyst.Type: GrantFiled: April 29, 1994Date of Patent: October 10, 1995Assignee: General Electric CompanyInventor: John S. Razzano
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Patent number: 5436358Abstract: The present invention relates to novel cyclic or linear 2-(aryl)propylalkylpolysiloxane type silicone fluids as represented by the formula I and their preparation methods by hydrolyzing mixtures of 2-(aryl)propylalkyldichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein, X.sub.1 and X.sub.2 represent independently hydrogen or alkyl(C.sub.1 -C.sub.3), phenyl, phenoxy, fluoro, chloro, bromo, mercapto, mercaptomethyl group; R.sup.2 and R.sup.3 represent independently methyl or phenyl group; R.sup.1 in the formula I is same as CH.sub.2 CH.sub.2 R in formula II or cyclohexyl wherein R is C.sub.n H.sub.2n+2 (n=1-16), chloromethylene, cyanomethylene, phenyl, or cyano group; M represents H or SiMe.sub.3 group wherein Me is methyl group and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration and cyclize to form the cyclic silicone fluids; n and m can be 2-200 and the ratio n/m can be 1:0.01-1:100.Type: GrantFiled: September 8, 1994Date of Patent: July 25, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bok R. Yoo, Bong W. Lee
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Patent number: 5436360Abstract: The present invention relates to novel cyclic or linear allylpolysiloxane type silicone fluids having allylalkylsiloxy and diorganosiloxy groups as represented by the formula I and their preparation methods by hydrolyzing mixtures of allyldichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein R is selected from the group consisting of hydrogen alkyl(C.sub.3 -C.sub.20), chloroalkyl, cyanoalkyl, fluoroalkyl, and phenylalkyl group; R.sup.x and R.sup.2 represent independentlhydrogen, methyl or phenyl group; M represents H or SiMe.sub.3 group wherein Me is methyl group and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration and cyclize to form the cyclic silicone fluids as represented by the following formula I'; the mixing ratio (x/y) of the compounds as represented in formula I and formula HI respectively can be 1:0.01-1:100; CH.sub.2 CH.sub.2 R.sup.3 of formula II equals to R of formula I or I'.Type: GrantFiled: September 8, 1994Date of Patent: July 25, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Seung H. Yeon
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Patent number: 5416233Abstract: This invention relates to a novel process for preparing vinylsilane-BCBs (vinylsilane-benzocyclobutenes) comprising reacting a hydrosilating reagent with an acetylene-BCB in the presence of a catalyst.The invention also relates to a novel mixture of isomers of DVS-bisBCB (1,3-divinyl-1,1,3,3-tetramethyldisiloxane bisbenzocyclobutene) as well as novel partially or fully cured polymers derived from the vinylsilane BCBs.Type: GrantFiled: January 25, 1994Date of Patent: May 16, 1995Assignee: The Dow Chemical CompanyInventors: Robert A. DeVries, Edmund J. Stark
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Patent number: 5403909Abstract: Short-chain linear phosphazenes as well as products of their reactions with water, alcohols and organosiloxanes, and the like, are active catalysts for polycondensation and redistribution of organosiloxane polymers.Type: GrantFiled: July 15, 1993Date of Patent: April 4, 1995Assignee: General Electric CompanyInventor: Slawomir Rubinsztajn
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Patent number: 5359111Abstract: This invention discloses a method of controlling hydrosilylations in a reaction mixture by controlling the solution concentration of oxygen in the reaction mixture, relative to any platinum present in the reaction mixture. This invention further discloses a method for controlling isomerization in linear or branched alkenyl compounds having at least 4 carbon atoms during a hydrosilylation reaction by introducing a controlled amount of oxygen into the alkenyl compounds during the hydrosilylation. This invention further discloses a method for producing dicycloalkylsubstituted silanes by reacting a halo-or alkoxy-silane with a unsaturated cycloalkenyl compound in the presence of oxygen and a hydrosilylation catalyst.Type: GrantFiled: July 30, 1993Date of Patent: October 25, 1994Assignee: Dow Corning CorporationInventors: Don L. Kleyer, Binh T. Nguyen, Dale E. Hauenstein, Sean P. Davern, William J. Schulz, Jr.
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Patent number: 5331077Abstract: Organo(poly)siloxanes composed of units of the formula [R.sub.a R.sup.1.sub.3-a SiO.sub.1/2 ], [R.sub.b R.sup.1.sub.2-b SiO.sub.2/2 ] and [R.sup.1 SiO.sub.3/2 ], in which R can be the same or different and represents a monovalent organic radical which is free from aliphatic carbon-carbon multiple bonding, R.sup.1 can be the same or different and represents a monovalent organic radical which has at least one aliphatic carbon-carbon multiple bond, a is 0, 1 or 2 and b is 0 or 1.Type: GrantFiled: December 24, 1992Date of Patent: July 19, 1994Assignee: Wacker-Chemie GmbHInventors: Rudolf Braun, Karl Braunsperger
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Patent number: 5312947Abstract: Siloxanes are purified by contacting siloxanes containing ionic crystals as an impurity with a polar solvent, evaporating the solvent, thereby increasing the mean particle size of the ion crystals, and removing the ion crystals from the siloxanes by filtration. The method enables brief, efficient purification of siloxanes in high yields, offering siloxanes having a minimal content of ionic crystals.Type: GrantFiled: September 23, 1993Date of Patent: May 17, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akihito Tsukuno, Isao Watanuki, Makoto Sato, Masaru Suzuki, Masao Maruyama, Masaaki Furuya
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Patent number: 5300669Abstract: An optical matching oil that is immune to timewise variations in its refractive index, that undergoes little increase in viscosity below room temperature, and that also resists crystallization below room temperature. The optical matching oil is based on an organosilicon compound with the following general formula ##STR1## wherein R is selected from the group consisting of methyl, vinyl, and 2-methylphenethyl with the proviso that at least one R group is the 2-methylphenethyl group.Type: GrantFiled: November 12, 1992Date of Patent: April 5, 1994Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Shoji Akamatsu
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Patent number: 5268511Abstract: A two step process, each of the steps being novel, for the production of trifluorovinyl ethers by reaction of a siloxane with selected acyl fluorides or carboxylic anhydrides, is disclosed. Also disclosed is a novel silyl ester intermediate.Type: GrantFiled: March 27, 1992Date of Patent: December 7, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5239101Abstract: The present invention is an anhydrous process for preparing organosiloxy end-blocked polyorganosiloxanes from chlorine end-terminated polyorganosiloxanes. The process comprises contacting an anhydrous mixture comprising a chlorine end-terminated polyorganosiloxane and an organodisiloxane with a rearrangement catalyst, where the rearrangement catalyst facilitates a chlorine and organosiloxy exchange between the chlorine end-terminated polyorganosiloxane and the organodisiloxane forming a organochlorosilane as a by-product. The organochlorosilane is continuously removed from the process providing a means by which the chlorine displaced from the chlorine end-terminated polyorganosiloxane can be effectively removed from the organosiloxy end-blocked polyorganosiloxanes in a useable form. The present process is especially useful for the rearrangement of chlorine end-terminated polyorganosiloxanes having one or more hydrogen atoms bonded to silicon to organosiloxy end-blocked polyorganohydrosiloxanes.Type: GrantFiled: December 21, 1992Date of Patent: August 24, 1993Assignee: Dow Corning CorporationInventors: Gary N. Bokerman, David E. Puckett, Larry H. Wood
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Patent number: 5217645Abstract: 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 non-neighboring two methylene groups which can be replaced with --O--, --S--, --CO--, --COO-- or --OCO-- and capable of including a hydrogen atom which can be replaced with a fluorine atom; A denotes --A.sub.1 -- or --A.sub.1 --A.sub.2 --; B.sub.2 denotes --B.sub.3 -- or --B.sub.3 --B.sub.4 --; A.sub.1, A.sub.2, B.sub.1, B.sub.3 and B.sub.4 independently denote ##STR2## wherein Y.sub.1 and Y.sub.2 independently denote a hydrogen atom, F, Cl, Br, --CH.sub.3, --CN or --CF.sub.3, with the proviso that B.sub.1 can be a single bond; Z.sub.1 and Z.sub.2 independently denote a single bond, --COO--, --OCO--, --CH.sub.2 O-- or --OCH.sub.2 --; Z.sub.3 denotes --O--, --CO--, --COO-- or --OCO--; R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: September 13, 1991Date of Patent: June 8, 1993Assignee: Canon Kabushiki KaishaInventors: Takashi Iwaki, Takao Takiguchi, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
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Patent number: 5158702Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a radical bonded to the benzene ring in the 2-, 3-, 5- or 6-position, namely a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R" is a radical of the formulaR'''--[Si(R*).sub.2 ](CH.sub.2).sub.y R""-- (9),in whichY is an integer from 4 to 18,R''' is as defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a radical of the formula --(E).sub.z -- which is optionally bonded to the carboxy group via a phenylene or biphenylene radical, whereE is a divalent radical of the formula --O-- or --Si(R*).sub.2 --, andZ is the number 0 or 1, and the radicalR' is a halogen atom, a cyano radical, a cholesteryl radical, a radical as defined for R* or of the formula --C.sub.6 H.sub.4 --R**, andR** may have any meaning of R*, with the exception of an n-octyloxy or an n-decyloxy radical,and the preparation and use thereof.Type: GrantFiled: June 22, 1990Date of Patent: October 27, 1992Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
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Patent number: 5145978Abstract: There is disclosed a herbicide composition in which a postemergent herbicide is activated by the inclusion of a silicone glycol adjuvant consisting essentially of (i) a silicone glycol having an average of 4 or 5 ethylene oxide units in its glycol chain and (ii) a silicone glycol dispersant compound for component (i). The composition provides enhanced phytotoxicity in the control of weeds, particularly velvetleaf plants, and shows an improved degree of rainfastness relative to prior art compositions.Type: GrantFiled: February 11, 1991Date of Patent: September 8, 1992Assignee: Dow Corning CorporationInventors: Lenin J. Petroff, David J. Romenesko, Robert A. Ekeland
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Patent number: 5126470Abstract: This invention relates to a non-aqueous method for preparing disiloxanes, copolymeric siloxanes, and cyclic siloxanes containing phenyl, higher alkyl, and certain reactive groups bonded to silicon atoms using selenium dioxide as a catalyst. The siloxanes which are formed using this method can be separated from the reaction mixture and purified.Type: GrantFiled: April 10, 1991Date of Patent: June 30, 1992Assignee: Dow Corning CorporationInventors: William J. Schulz, Jr., John L. Speier
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Patent number: 5112394Abstract: A furniture polish concentrate is disclosed. Also disclosed is a furniture polish composition formulated from such a concentrate. The furniture polish concentrate comprises dimethyl silicone and a poly-(dimethyl)-copoly(methyl, oxygen-containing) siloxane copolymer, structurally depicted as ##STR1## wherein "A.sub.1 " is Si--(--CH.sub.3).sub.3 ; wherein "A.sub.2 " is O--Si--(--CH.sub.3).sub.3 ; wherein "B" is (CH.sub.2).sub.i (M).sub.j (L)(CH.sub.2 CH.sub.2 O).sub.n R; wherein "i" is either 0 or an integer value of 3 to 8 inclusive; wherein "j" is either 1 when "i" is 0 or is 0 when "i" is 3 to 8 inclusive; wherein "M" is ##STR2## wherein "L" is either --O-- or is --COO--; wherein "n" is either 0 or is an integer value of 1 to 3 inclusive; wherein "R" is either --H, CH.sub.3, or --C.sub.2 H.sub.5 ; wherein "y" is about 18 to about 60 mole percent; and wherein the sum of "A.sub.1 ", "A.sub.2 ", "y" and "z" is 100 mole percent.Type: GrantFiled: August 28, 1990Date of Patent: May 12, 1992Assignee: S.C. Johnson & Son, Inc.Inventor: Eric J. Miller
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Patent number: 5106530Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R' is a radical of the formulaR'"--[Si(R*).sub.2 ].sub.x (CH.sub.2).sub.y R""-- (9),in whichx is the number 0 or 1,y is an integer from 1 to 18,R'"is a defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a phenylene or biphenylene radical or a radical of the formula --E--, whereE is a divalent radical of the formula --O-- or --[Si(R*).sub.2 ].sub.z --, andz is the number 0 or 1,and the compounds contain at least one group of the formula --Si(R*).sub.2 -- per molecule, and the radicalR" is a cholesteryl radical, a radical as defined for R* or a radical of the formula --C.sub.6 H.sub.4 --R*,and the preparation and use thereof.Type: GrantFiled: June 22, 1990Date of Patent: April 21, 1992Assignee: Consortium fur Elektrochemische Ind.Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
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Patent number: 5095131Abstract: The described invention is a process for producing silanes and polysiloxanes. The process comprises contacting silica with a preformed alkylaluminum compound in the presence of a catalyst effective in facilitating the reaction. Preferred catalysts are copper, tin, zinc, phosphorous, and compounds thereof.Type: GrantFiled: November 19, 1990Date of Patent: March 10, 1992Assignee: Dow Corning CorporationInventors: Gary N. Bokerman, John P. Cannady, Douglas H. Lenz
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Patent number: 5075479Abstract: The instant invention is a one-step process for producing polydiorganosiloxanes (siloxanes). In the described process, a mixture comprising diorganodichlorosilane and a source of triorganosilyl groups is contacted with excess water essentially saturated with hydrogen chloride. Product siloxanes are isolated as well as saturated aqueous hydrogen chloride and anhydrous hydrogen chloride. The amount of triorganosilyl groups present in the mixture is controlled to set the degree of polymerization of product siloxanes. The isolated saturated aqueous hydrogen chloride is recycled to the process. Excess chloride generated in the process is collected as anhydrous hydrogen chloride.Type: GrantFiled: May 20, 1991Date of Patent: December 24, 1991Assignee: Dow Corning CorporationInventors: Gary N. Bokerman, Steven K. Freeburne, Lawrence M. Schuelke, Dennis G. VanKoevering
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Patent number: 5041594Abstract: Organo(poly)siloxanes having Si-linked, conjugated dienyl groups are prepared by adding a secondary or tertiary acetylenic alcohol (1) to an organo(poly)siloxane (2) having at least one Si-linked hydrogen atom in the presence of a catalyst (3) which promotes the addition of Si-linked hydrogen to an aliphatic multiple bond, and then eliminating water by an intramolecular reaction in the presence of an acid catalyst (4) from the alkenol groups of the organo(poly)siloxane thus obtained.Type: GrantFiled: July 20, 1990Date of Patent: August 20, 1991Assignee: Wacker-Chemie GmbHInventor: Christian Herzig
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Patent number: 5025074Abstract: Phenol-organopolysiloxane chainstoppers are phosgenated in combination with a bisphenol to make flame retardant organopolysiloxane-polycarbonate triblock copolymers. The phenol-organopolysiloxane chainstoppers can be made by effecting addition between an aliphatically unsaturated phenol and a silicon-hydride organopolysiloxane.Type: GrantFiled: August 27, 1990Date of Patent: June 18, 1991Assignee: General Electric CompanyInventors: Gary C. Davis, Barbara E. McGrath, Kevin M. Snow
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Patent number: 5011962Abstract: Organosiloxanes (1) of the general formulaR.sup.1.sub.4-n Si(OSiR.sub.3).sub.n,in which R is the same or different and represents a hydrogen atom or a monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical or a substituted monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical, R.sup.1 represents R or a chlorine atom, and n is 3 or 4, are prepared by reacting organodisiloxanes (2) of the general formula(R.sub.3 Si).sub.2 O,with chlorosilanes (3) of the general formulaR.sub.4-n SiCl.sub.n,in which R and n are the same as above, in the presence of phosphonitrile chlorides (4) and cocatalysts (5), in which the cocatalysts (5) are used concomitantly with the phosphonitrile chlorides (4) and are selected from the group consisting of amides of the general formulaX--C(O)--R.sup.2,in which R.sup.Type: GrantFiled: May 30, 1990Date of Patent: April 30, 1991Assignee: Wacker-Chemie GmbHInventors: Gerhard Staiger, Johann Muller, Walter Doskocil
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Patent number: 5001248Abstract: The invention relates to silicone surfactants having the general formula:MD.sub.x D'.sub.y Mwherein M is a (CH.sub.3).sub.3 SiO.sub.0.5 -- group; D is a --(CH.sub.3).sub.2 SiO-- group; D is a --(CH.sub.3)(R.sup.2)SiO-- group, in which R.sup.2 is a non-linear hydrocarbyl group; x is 0 or an integer from 1 to 20 and y is an integer from 1 to 20. The silicone surfactants of the present invention are effective polyurethane foam stabilisers and are effective in amounts smaller than previously used commercially thereby leading to savings in costs.Type: GrantFiled: April 16, 1987Date of Patent: March 19, 1991Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: Wojciech Grabowski
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Patent number: 4962221Abstract: The instant invention is a process for reducing residual chloride content of polysiloxane fluids, without detrimental effects on the polysiloxane polymer. The process comprises contacting the polysiloxane fluid, containing residual chloride, with selected weakly-basic alkaline metal compounds at a temperature less than 100.degree. C. After an appropriate contact time, the polysiloxane fluid is separated from the solid alkaline metal compounds. In a preferred embodiment of the present invention, water is added to the process to facilitate removal of residual chloride.Type: GrantFiled: March 12, 1990Date of Patent: October 9, 1990Assignee: Dow Corning CorporationInventors: Arnold R. Huntress, Daryl D. Landis, Donald E. McVannel, Timothy Allen
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Patent number: 4936914Abstract: Disclosed are emulsion polish compositions comprising a copolymeric siloxane selected from the group consisting of a poly(dimethyl)-co-poly(methylalkyl) siloxane polymer, a poly(dimethyl)-co-poly(methyl, oxygen-containing) siloxane polymer, and combinations thereof. The poly(dimethyl)-co-poly(methylalkyl) siloxane copolymer has the formula ##STR1## wherein "A" is an alkyl radical having 10-20 carbon atoms, and wherein "w" is 70-91 mole percent and "x" is 9-30 mole percent. The poly(dimethyl)-co-poly(methyl, oxygen-containing) siloxane copolymer has the formula ##STR2## wherein "B" is (CH.sub.2).sub.i (L)(CH.sub.2 CH.sub.2 O).sub.n R, wherein "i" is an integer from 3 to 10 inclusive, wherein "L" is either --O-- or --COO--, wherein "n" is either zero or an integer from 1 to 3 inclusive, wherein "R" is --H, --CH.sub.3, or --C.sub.2 H.sub.5, and wherein "y" is 62-92 mole percent and "z" is 8-38 mole percent.Type: GrantFiled: December 20, 1988Date of Patent: June 26, 1990Assignee: S. C. Johnson & Con, Inc.Inventors: Steve M. Hurley, Eric J. Miller, Husam A. A. Rasoul
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Patent number: 4918197Abstract: A method is provided for silylating aromatic acylhalide by effecting reaction between an aromatic acylhalide and halogenated polysilane in the presence of an effective amount of a supported transition metal catalyst, such as a transition metal catalyst supported by an organic or inorganic substrate.Type: GrantFiled: August 15, 1988Date of Patent: April 17, 1990Assignee: General Electric CompanyInventors: Jonathan D. Rich, Terry E. Krafft, Philip J. McDermott
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Patent number: 4855472Abstract: Oligomeric siloxanol mixtures containing siloxanolsof the formulaHO--SiR.sub.2 O[SiR.sub.2 O--.sub.n Hand those of the formulaR.sub.3 SiO--[SiR.sub.2 O--.sub.m Hwhere R represents the same or different monovalent hydrocarbon radicals, monovalent halogenated hydrocarbon radicals having from 1 to 18 carbon atoms or hydrogen atoms and n and m are the same or different integers are prepared by hydrolyzing a mixture containing at least one compound of the formula R.sub.3 SiCl and at least one compound of the formula R.sub.2 SiCl.sub.2. These oligomeric siloxanol mixtures can be reacted with the terminal Si-bonded hydroxyl groups of .alpha., .omega.-dihydroxypolyorganosiloxanes.Type: GrantFiled: June 19, 1987Date of Patent: August 8, 1989Assignee: Wacker- Chemie GmbHInventor: Jurgen Burkhardt
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Patent number: 4839443Abstract: A polysiloxane compound modified with two hydroxyl groups at the one end thereof and particularly suitable for improving the surface characteristics of resins prepared by polycondensation of a polyol with another polyfunctional compound, and a silicone-modified polyurethane having superior characteristics such as low frictional properties, water repellency, oil repellency, thrombosis resistance, etc. and also a process for producing the polyurethane are provided, which polysiloxane compound expressed by the formula ##STR1## wherein R represents H, Me (methyl) or Et (ethyl) and n represents an integer of 0 to 4,000, and which silicone-modified polyurethane is obtained from a compound having at least two isocyanate groups and a compound having at least two hydroxyl groups, and by using as a part of the compound having at least two hydroxyl groups, the polysiloxane compound of the above formula (I) in the urethane bond-forming reaction.Type: GrantFiled: January 14, 1988Date of Patent: June 13, 1989Assignee: Chisso CorporationInventors: Yoshinori Akutsu, Takaharu Nakano, Takahiro Saho, Nobumasa Ohtake, Hirofumi Yasuda, Tamio Kimura
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Patent number: 4824983Abstract: Polysiloxanes of the general formula ##STR1## wherein R.sup.1 is the same or different and represents alkyl or phenyl,R.sup.2 is the same as R.sup.1 or represents the C.sub.n F.sub.2n+1 (CH.sub.2).sub.2 O--, in which n is a whole number from 4 to 16, with the proviso that no more than 90% of R.sup.2 has the meaning of R.sup.1,andx=5 to 100 andy=0 to 10.The polysiloxanes are effective defoamers of preparations containing organic solvents or of crude oil and may be synthesized from preferably equilibrated hydrogensiloxanes by reaction with C.sub.n F.sub.2n+1 (CH.sub.2).sub.2 OH.Type: GrantFiled: October 6, 1987Date of Patent: April 25, 1989Assignee: Th. Goldschmidt AGInventors: Hans-Ferdi Fink, Gotz Koerner, Roland Berger, Christian Weitemeyer
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Patent number: 4792596Abstract: Organopolysiloxanes containing triorganosiloxy terminal units are obtained by a continuous process in which an organopolysiloxane mixture containing organo(poly)siloxanes having triorganosiloxy terminal units and cyclic organopolysiloxanes are introduced into a tube reactor that has been heated to at least 80.degree. C. and which contains a static catalyst bed. The organopolysiloxane composition containing triorganosiloxy terminal units, which exits from the tube reactor is different from the organo(poly)siloxanes containing triorganosiloxy terminal units which were introduced into the reactor. The contents of the reactor in the area between one-third and two-thirds of the distance between the point where the organopolysiloxanes are introduced into the tube reactor and the point where the organopolysiloxanes exit from the reactor, are maintained at a temperature which is at least 50.degree. C. below that which is immediately upstream from the outlet of the reactor.Type: GrantFiled: August 12, 1987Date of Patent: December 20, 1988Assignee: Wacker-Chemie GmbHInventors: Ralph Ottlinger, Willi Streckel
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Patent number: 4780554Abstract: Novel O-silylated ketene acetals and enol ethers are prepared via the 1,4-hydrosilation of a hydrosilation composition selected from the group consisting of aminosilanes, siloxanes and alkylalkoxysilanes with an .alpha.,.beta.-unsaturated carbonyl in the presence of a rhodium catalyst.Type: GrantFiled: June 6, 1985Date of Patent: October 25, 1988Assignee: Union Carbide CorporationInventors: Jennifer M. Quirk, Linda K. Kozak, Bernard Kanner
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Patent number: 4774346Abstract: A method for purifying impure hexamethyldisiloxane comprising as a major portion hexamethyldisiloxane and as a minor portion a mixture of low-boiling organic solvents, other organosilicon compounds, and odor-producing materials is described. The method comprises (A) first, treating the impure hexamethyldisiloxane with a condensation catalyst to convert the organosilicon compounds to additional hexamethyldisiloxane; (B) second, washing the treated impure hexamethyldisiloxane with water; (C) third, separating a water phase from the washed impure hexamethyldisiloxane; (D) fourth, distilling the washed impure hexamethyldisiloxane to yield hexamethyldisiloxane of enhanced purity; (E) fifth, contacting the hexamethyldisiloxane of enhanced purity with acid clay at a temperature of greater than about 50.degree. C.Type: GrantFiled: January 26, 1988Date of Patent: September 27, 1988Assignee: Toray Silicone Co., Ltd.Inventors: Takeshi Imai, Masahiko Suzuki, Ikuzo Takahashi, Shuzo Toida
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Patent number: 4746751Abstract: The preparation of particular fluorescent silane dye compositions is disclosed. These silane dye compositions have particular utility as reactants in the preparation of silicone polymeric fluorescent dyes which can be ideally used as chemical indicators in biological sensors.Type: GrantFiled: May 7, 1987Date of Patent: May 24, 1988Assignee: Baxter Travenol Laboratories, Inc.Inventors: Henry W. Oviatt, Jr., Cary J. Reich
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Patent number: 4740575Abstract: An improvement is provided in the compression molding of lignocellulosic composite articles, such as particle or flake board, in which polyisocyanate binder systems are employed, the improvement being the provision of a novel functional polysiloxane-hydroxyle substituted mono-carboxylic acid or metal salt-isocyanate terpolymer as a release agent on the mold surface or surfaces to give multiple release. Optionally, organopolysiloxane fluids may be employed along with the terpolymer release agent as a diluent.Type: GrantFiled: May 4, 1987Date of Patent: April 26, 1988Assignee: ARCO Chemical CompanyInventors: Tinh Nguyen, James M. Gaul
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Patent number: 4736048Abstract: Pressure sensitive adhesives can be protected with a releasable liner having a cured fluoroalkyl silicone coating which contains as little as two percent fluoroalkyl-substituted siloxane units. In a preferred embodiment of this invention silicone pressure sensitive adhesives can be solvent-cast, and even cured, directly onto the release surface of the liner and can be removed from the protective liner with a force of no more than 400 grams per inch. The fluoroalkyl silicone copolymers of this invention are prepared by a process which involves the preparation of a cohydrolyzate of fluoroalkyl-containing and fluoroalkyl-free siloxane units, followed by further polymerization of the cohydrolyzate with other siloxane units.Type: GrantFiled: June 4, 1986Date of Patent: April 5, 1988Assignee: Dow Corning CorporationInventors: Paul L. Brown, David L. Stickles
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Method for the preparation of an organosiloxane oligomer and a novel organosiloxane oligomer thereby
Patent number: 4727172Abstract: An efficient method is proposed for the preparation of an organosiloxane oligomer represented by the general formula YSi(R.sup.1).sub.n (--O--SiR.sub.3).sub.3-n, in which each of the groups denoted by R and R.sup.1 is a halogen-substituted or unsubstituted monovalent hydrocarbon group having 1 to 8 carbon atoms, Y is a hydrogen atom or a monovalent group selected from methyl, phenyl, vinyl, chloromethyl and 3-(meth)acryloxypropyl groups and n is zero, 1 or 2, by the reaction of an organosilicon halomagnesium salt of the formula R.sub.3 Si--O--MgX, in which X is a halogen atom, and an organosilane compound of the general formula YSi(R.sup.1).sub.n (Z).sub.3-n, in which Z is a halogen atom or a lower alkoxy group. In particular, tetrasiloxane compounds represented by the general formula Y.sup.1 Si[--O--Si(CH.sub.3).sub.2 (CH.sub.2 CH.sub.2 CF.sub.3)].sub.3, in which Y.sup.1 is a hydrogen atom, chloromethyl group or 3-methacryloxypropyl group, are each a novel compound not known in the prior art.Type: GrantFiled: September 9, 1986Date of Patent: February 23, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akira Yamamoto, Minoru Takamizawa, Toshinobu Ishihara, Tadao Kurosaki -
Patent number: 4709054Abstract: A method is provided for silylating organic substrates, utilizing a halogenated polysilane, such as 1,1,2,2-tetrachloro dimethyldisilane and an aromatic acyl halide, for example, trimellitic anhydride acid chloride in the presence of a transition metal catalyst.Type: GrantFiled: August 13, 1985Date of Patent: November 24, 1987Assignee: General Electric CompanyInventor: Jonathan D. Rich
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Patent number: 4707531Abstract: The method of dripping an alkyl silicate into a mixture of an aqueous hydrochloric acid which contains at least 5 weight percent hydrogen chloride and a trialkylsilane or a disiloxane at a temperature of from 0.degree. to 90.degree. C. is a highly reproducible method for producing a three-dimensional structure of monofunctional siloxane units and tetrafunctional siloxane units. The organosilicon polymers produced are useful as tack agents, coating agents, and as additives in other compositions.Type: GrantFiled: October 22, 1986Date of Patent: November 17, 1987Assignee: Toray Silicone Co., Ltd.Inventor: Akihiko Shirahata
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Patent number: 4683320Abstract: In the alkenyl-containing diorganopolysiloxane of the invention, the distribution of the alkenyl groups in the molecule is not random as in conventional alkenyl-containing diorganopolysiloxanes but each of at least three siloxane units linked to each of the terminal silicon atoms has an alkenyl, e.g. vinyl, group while at least six of the uninterruptedly linked siloxane units excepting the above mentioned alkenyl-containing units adjacent to the molecular chain ends are free from aliphatic unsaturation. A method for the preparation of the diorganopolysiloxane having the alkenyl groups in such a localized distribution is disclosed. When the diorganopolysiloxane is used as the principal ingredient of a curable organopolysiloxane composition as combined with a crosslinking agent, the composition, despite its relatively low viscosity, can give a cured rubber having markedly improved mechanical strengths.Type: GrantFiled: June 24, 1986Date of Patent: July 28, 1987Assignee: Shin -Etsu Chemical Co., Ltd.Inventors: Yoshinori Hida, Shohei Kozakai
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Patent number: 4672135Abstract: Silahydrocarbons such as tetraorganosilanes prepared from halo-substituted silanes and an organomagnesium compound in the presence of a catalytically effective amount of a thiocyanate.Type: GrantFiled: May 2, 1986Date of Patent: June 9, 1987Assignee: Monsanto CompanyInventor: Patrick J. Lennon
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Patent number: 4661612Abstract: A method for purifying silicone oil used particularly as a cooling and/or insulation agent in electrical high voltage devices. The silicone oil is purified by the addition of drying agents, e.g. molecular sieves, and adsorption agents, e.g. activated carbon, and by mechanically moving the mixture. After subsequent sedimentation, filtration and degasification, purified silicone oil is obtained which can again be used as a coolant and/or insulating agent.Type: GrantFiled: November 13, 1985Date of Patent: April 28, 1987Assignee: Licentia Patent-Verwaltungs-GmbHInventors: Ulf George, Erwin Rochau, Hans Merk, Joachim Behnke
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Patent number: 4650891Abstract: Silahydrocarbons such as tetraorganosilanes prepared from halo-substituted silanes and an organomagnesium compound in the presence of a catalytically effective amount of a cyanide.Type: GrantFiled: May 2, 1986Date of Patent: March 17, 1987Assignee: Monsanto CompanyInventor: Patrick J. Lennon
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Patent number: 4642356Abstract: New organosilicon compounds of the formula ##STR1## R represents a hydrogen radical with 1 to 6 carbon atoms, or a phenyl radical;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and represent hydrogen or methyl radicals;R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are the same or different and represent hydrogen, fluorine or hydrocarbon radicals with 1 to 8 carbon atoms, or fluorinated hydrocarbon radicals, in which at least one R.sup.5, R.sup.6 R.sup.7 or R.sup.8 radicals must be a fluorine or a fluorinated hydrocarbon radical;Y is a hydrolyzable radical, hydroxyl radical or organosiloxanyl radical;A represents ##STR2## in which R.sup.9 may be the same or different and represents a hydrogen or a methyl radical; anda has a value of 0, 1, 2, or 3.Type: GrantFiled: June 14, 1985Date of Patent: February 10, 1987Assignee: Th. Goldschmidt AGInventors: Jaroslav Langner, Christian Weitemeyer
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Patent number: 4611042Abstract: A xylene-soluble, resinous copolymer containing SiO.sub.2 units, trimethylsiloxane units, and alkenyldimethylsiloxane units such as 5-hexenyldimethylsiloxane units is disclosed. The resinous copolymer is useful as a component in silicone coatings, especially silicone release coatings, to provide intermediate range release forces against adhesives. The higher alkenyl functionality provides faster reaction with other coating components and reduced odor during cure of UV curable mercaptosilicone compositions.Type: GrantFiled: October 3, 1985Date of Patent: September 9, 1986Assignee: Dow Corning CorporationInventors: Stacia A. Rivers-Farrell, Antony P. Wright
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Patent number: 4609751Abstract: A method is provided for hydrolyzing chlorosilanes, for example, dimethyldichlorosilane, to produce dimethylpolysiloxane hydrolyzate and an aqueous solution of hydrogen chloride along with anhydrous hydrogen chloride. Chlorosilane hydrolysis is effected in the presence of a substantially stoichiometric equivalence of water which results in the direct generation of anhydrous hydrogen chloride and a saturated aqueous hydrogen chloride solution. The saturated aqueous solution of hydrogen chloride can be recycled to the chlorosilane hydrolysis step.Type: GrantFiled: August 18, 1983Date of Patent: September 2, 1986Assignee: General Electric CompanyInventor: Abraham L. Hajjar
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Patent number: 4599437Abstract: In a process for varying the molecular weight of linear or cyclic organopolysiloxanes in the presence of a catalyst which is solid in the reaction mixture at the reaction temperature, the improvement comprising that the catalyst which is solid in the reaction mixture at least at the respective reaction temperature and the organopolysiloxane whose molecular weight is to be changed are continuously and simultaneously passed through a heated cylindrical reactor whose contents is mechanically moved, the reactor having a length to inside diameter ratio of 1:1 to 20:1 and its interior pressure being held at 50 to 500 hPa (abs.) and the catalyst is removed from the mixture after leaving the reactor.Type: GrantFiled: August 19, 1985Date of Patent: July 8, 1986Assignee: Wacker-Chemie GmbHInventor: Manfred Riederer
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Patent number: 4593114Abstract: A process is disclosed for the direct synthesis of cyclic and oligomeric organosiloxanes, such as dimethylsiloxanes, comprising reacting a hydrocarbon ether and a hydrocarbon halide with a fluidized or agitated bed of activated silicon particles with a maximum contact time of five minutes, and continuously withdrawing products from that reaction.Type: GrantFiled: May 29, 1985Date of Patent: June 3, 1986Assignee: Union Carbide CorporationInventors: Kenrick M. Lewis, Bernard Kanner
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Patent number: 4587354Abstract: The invention discloses a novel cyclic organopolysiloxane compound having one or more of 3,3,3-trifluoropropyl groups and one or more of alkenyloxy groups, e.g. isopropenyloxy group of the formula --O--C(CH.sub.3).dbd.CH.sub.2, each directly bonded to the silicon atom in a molecule. This novel organopolysiloxane compound is useful as a crosslinking agent for a hydroxy-terminated diorganopolysiloxane and a formulation of a room temperature curable organopolysiloxane composition capable of giving a rubbery elastomer by curing is proposed comprising, each in a limited proportion, (a) a hydroxy-terminated diorganopolysiloxane, (b) the above disclosed novel cyclic organopolysiloxane having 2 or 3 alkenyloxy groups, (c) a second cyclic organopolysiloxane having 2 or 3 alkenyloxy groups each directly bonded to the silicon atom in a molecule and (d) a guanidino-containing organosilicon compound, e.g. 3-(tetramethylguanidino)propyl trimethyl silane, as a curing accelerator.Type: GrantFiled: March 20, 1984Date of Patent: May 6, 1986Assignee: Shin-Etsu Chemical, Co., Ltd.Inventors: Toshio Takago, Yoshio Inoue, Masami Terashima, Shiniti Sato