Silicon Is Bonded Directly To The Oxy Of The -coo- Group Patents (Class 556/442)
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Patent number: 5101057Abstract: Novel fluorinated carboxylic acid derivatives of the general formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from substituted or unsubstituted monovalent hydrocarbon groups, Rf is a divalent perfluoroalkyl or perfluoropolyether group, X is a hydrogen atom or triorganosilyl group, and a is equal to 2 or 3 are useful curing catalysts for RTV organopolysiloxane compositions. These fluorinated carboxylic acid derivatives are prepared by effecting hydrosilylation between alkenyl-containing fluorinated carboxylic acid derivatives and hydrosilanes in the presence of catalysts.Type: GrantFiled: August 3, 1990Date of Patent: March 31, 1992Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Shinichi Satoh, Noriyuki Koike, Hideki Fujii
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Patent number: 5072013Abstract: Silylated octenyl ethers are used to treat concrete to seal it against penetration by aqueous electrolyte solutions.Type: GrantFiled: April 16, 1991Date of Patent: December 10, 1991Assignee: Henkel Research CorporationInventors: Ta Y. Ching, Lon T. W. Lin, Bert Gruber, Edgar Koeppelman
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Patent number: 5070170Abstract: Contact lenses which are optically clear, wettable, of high oxygen permeability and substantially non-swellable in the aqueous ocular envionment of use, of a block copolymer containing polysiloxane and polyoxyalkylene oxide units are disclosed, as well as the preparation thereof and methods of treating vision defects therewith.Type: GrantFiled: April 24, 1989Date of Patent: December 3, 1991Assignee: Ciba-Geigy CorporationInventors: J. Richard Robertson, Kai C. Su
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Patent number: 5051489Abstract: The invention discloses novel silanol waxes. Compounds of the invention by virtue of their silanol fatty ester group are waxy lubricious solids which provide outstanding lubrication and hydrophobicity when applied to hair, skin and textile fibers. The compounds of the present invention are prepared by reacting a silanol compound with a fatty carboxylic and or polycarboxylic acid, ester or anhydride.Type: GrantFiled: January 25, 1990Date of Patent: September 24, 1991Assignee: Siltech Inc.Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5047526Abstract: A dehydrogenative silylation process of organic compounds having active hydrogen which comprises reacting an organic compound having active hydrogen with t-butyldimethylsilane in the presence of a catalyst which is a metal of Group VIII of the periodic table or its compound. The reaction may be carried out in a solvent. When the organic compound is a strongly acidic compound, the reaction may be carried out without use of any catalyst.Type: GrantFiled: June 22, 1989Date of Patent: September 10, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Keiji Yamamoto
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Patent number: 5041588Abstract: Chemically reactive fluorinated organosilicon compounds as described for use as, e.g., lubricants, sealants and elastomers, are described corresponding to the formulaeX.sub.2 R.sup.1.sub.2 Si IorXR.sup.2.sub.2 Si(R.sup.3 SiR.sup.2.sub.2).sub.z X IIwhere X a represents a reactive group selected from a halogen, hydroxyl, alkoxy, acetoxy, amino, alkyl amino or dialkyl amino, z is from 1 to 5, inclusive, at least one of the R.sup.1 radicals and at least one of the R.sup.Type: GrantFiled: July 3, 1989Date of Patent: August 20, 1991Assignee: Dow Corning CorporationInventor: Gerardo Caporiccio
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Patent number: 5026862Abstract: A novel process for the preparation of compounds in all their possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms, an easily cleavable derivative of the alcohol R-OH and a residue of an alcohol used in the pyrethrinoid series and when Y is --COOR' or --COSR', W is hydrogen and W is halogen when Y is --COOR' and R' is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 18 carbon atoms and optionally substituted with at least one functional group, aryl optionally substituted with at least one functional group and heterocycle optionally substituted with at least one functional group and when W is hydrogen, the double bond has Z configuration and when W is halogen, the double bond has the E configuration comprising reacting a compound of the formula ##STR2## wherein R has the above definition with a compound of the formula ##STR3## wherein W and Y have the above definitions and A is alkylene ofType: GrantFiled: October 3, 1989Date of Patent: June 25, 1991Assignee: Roussel UclafInventors: Jean Tessier, Jean-Pierre Demoute
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Patent number: 5013854Abstract: An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.Type: GrantFiled: February 2, 1989Date of Patent: May 7, 1991Assignee: Eli Lilly and CompanyInventor: Charles A. Bunnell
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Patent number: 4927950Abstract: A fluorine-containing silane compound of the formula: ##STR1## wherein R.sub.f is a fluorine-containing C.sub.4 --C.sub.18 aliphatic group, R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl group, A is a straight or branched C.sub.1 -C.sub.12 alkylene group or a group of the formula: ##STR2## in which R.sup.2 is hydrogen or a C.sub.1 -C.sub.3 acyl group, R.sup.3 is a C.sub.1 -C.sub.6 acyl group, A' is a C.sub.2 -C.sub.8 alkylene group, A" is a C.sub.1 -C.sub.4 alkylene group, and Q is --CO-- or --SO.sub.2 --, B is a group of the formula: ##STR3## in which R.sup.4 and R.sup.5 are each a straight or branched C.sub.2 or C.sub.3 alkylene group, and p is 2 or 3, X is chlorine or a C.sub.1 -C.sub.3 alkoxy group, X' is chlorine or a C.sub.1 -C.sub.3 alkyl or alkoxy group, a phenyl group or a glycidyl group, m is 0 or 1, and n is an integer of 0 to 40, which modifies surface characteristics of a solid substrate.Type: GrantFiled: March 8, 1985Date of Patent: May 22, 1990Assignee: Daikin Industries, Ltd.Inventors: Iwao Hisamoto, Masaru Hirai, Sueyoshi Ishikawa
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Patent number: 4920231Abstract: A process for the preparation of trifluoromethylvinyl compounds in all their possible streoisomeric forms and mixtures thereof comprising reacting a salt of trifluoroacetic acid with a halovinyl compound in the presence of a cuprous salt to obtain the same stereo-specific compound and all possible stereo-isomeric forms and mixtures thereof of 1R, trans compounds of the formula ##STR1## wherein R is an alcohol residue used in pyrethrinoid series, or an alcohol residue capable of blocking the acid function, and Z is aryl or haloaryl and the double bond has Z geometry having pesticide activity.Type: GrantFiled: March 30, 1989Date of Patent: April 24, 1990Assignee: Roussel UclafInventors: Werner Bonin, Jean-Pierre Demoute, Jean Tessier
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Patent number: 4912242Abstract: A process of preparing silicon esters involving contacting an allyl ester with a silicon hydride in the presence of a Group VIII metal catalyst. The molar ratio between the allyl ester and the silicon hydride is less than about 1:1, and the silicon ester is separated and isolated.Type: GrantFiled: May 15, 1989Date of Patent: March 27, 1990Assignee: Dow Corning CorporationInventor: Anthony Revis
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Patent number: 4892962Abstract: The reaction of allyl bromo- or chloro-difluoroacetates with monochlorisilanes in the presence of zinc with heating gives silyl esters of .alpha.,.alpha.-difluoro-.gamma.,.delta.-pentenoic acids. The free acids, from which acid derivatives can be prepared by conventional methods, are obtained by hydrolysis. The pentenoic acids and pentenoic acid derivatives are suitable for the preparation of polymers and copolymers, from which metal-organic polymers and copolymers having catalytic properties are obtainable.Type: GrantFiled: December 7, 1987Date of Patent: January 9, 1990Assignee: Ciba-Geigy CorporationInventor: Robert W. Lang
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Patent number: 4845282Abstract: The present invention provides an industrially very advantageous process for producing prostaglandins E.sub.1 with fewer steps and in higher yield. The process comprises reacting a 7-hydroxyprostaglandin E with a reactive derivative of an organic sulfonic acid in the presence of a basic compound to form the corresponding 7-organic sulfonyloxyprostaglandin E, treating the resulting 7-organic sulfonyloxyprostaglandin E, after or without isolation, in the presence of a basic compound to form a .DELTA..sup.7 -prostaglandin E, thereafter selectively reducing the carbon-carbon unsaturated bond existing on the .alpha.-chain. Some of the 7-hydroxyprostaglandins E and .DELTA..sup.7 -prostaglandins E used in the process are novel compounds.Type: GrantFiled: January 21, 1988Date of Patent: July 4, 1989Assignee: Teijin LimitedInventors: Ryoji Noyori, Masaaki Suzuki, Toshio Kawagishi, Seizi Kurozumi
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Patent number: 4788313Abstract: Carboxyalkyl-substituted organopolysiloxanes are prepared by hydrolysis of a silalactone composition having the formula ##STR1## where n has an average value greater than zero, R and Q are hydrocarbon and X is Cl or Br. Silicon-containing compounds having the formula R.sub.a Z.sub.b SiO.sub.(4-a-b)/2, where Z is a hydrolyzable radical, can be cohydrolyzed therewith. The novel silalactone composition is prepared by gently heating a mixture of an ester having the formula X.sub.2 R SiQCO.sub.2 R' and a halide salt catalyst, such as tetrabutylammonium bromide.Type: GrantFiled: December 23, 1983Date of Patent: November 29, 1988Assignee: Dow Corning CorporationInventors: Grish Chandra, Donnie R. Juen
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Patent number: 4748225Abstract: A synthetic resin modifier comprising an organopolysiloxane represented by General Formula (I): ##STR1## wherein the group represented by X consists of 2 to 40% by weight of a group represented by R.sup.1 CO--, wherein R.sup.1 represents a saturated or unsaturated monovalent hydrocarbon group having 7 to 21 carbon atoms, and 60 to 98% by weight of a group represented by R.sup.2 --O-C.sub.q H.sub.2q), wherein R.sup.2 represents a saturated or unsaturated monovalent hydrocarbon group having 7 to 21 carbon atoms.This modifier can be effective for any type of synthetic resins, imparting good lubricity and release properties to the surface of forms or molding products, including films, and improving the workability in the molding of synthetic resins.Type: GrantFiled: May 21, 1987Date of Patent: May 31, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroshi Yoshioka, Ichiro Ono
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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: 4742144Abstract: 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 copolymeric reaction product of a functional polysiloxane and a monocarboxylic acid or metal salt thereof as release agent on the mold surfaces to give multiple release. Optionally organopolysiloxane fluid may be employed along with the copolymer as diluent.Type: GrantFiled: May 15, 1987Date of Patent: May 3, 1988Assignee: ARCO Chemical CompanyInventors: Tinh Nguyen, James M. Gaul
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Patent number: 4695643Abstract: Compounds of the formula Ia ##STR1## in which X and R.sup.1 to R.sup.6 are as defined in the claims, are obtainable by reacting monochlorosilanes of the formula II ##STR2## with tetrasubstituted ethylenes of the formula III ##STR3## X as Cl and Br can be replaced by ester groups of inorganic and organic acids. The compounds of the formula I and those with other ester groups are suitable especially as a protective-group reagent for hydroxyl, mercapto, carboxyl, amino and amide groups.Type: GrantFiled: October 1, 1985Date of Patent: September 22, 1987Assignee: Ciba-Geigy CorporationInventors: Konrad Oertle, Hansjurg Wetter
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Patent number: 4689181Abstract: The invention relates to new organosilanes represented by the following general formula: ##STR1## wherein R denotes a methyl, ethyl, propyl, or phenyl radical; R' denotes a monovalent hydrocarbon group having from 7 to 21 carbon atoms; R" denotes hydrogen or a methyl radical; R"' is selected from the class consisting of monovalent hydrocarbon groups having from 8 to 22 carbon atoms and acyl groups having from 8 to 22 carbon atoms; p has the value of 0, 1 or 2; m has the value of 1, 2, or 3; m+p has the value of 2 or 3; y has an average value from 1 to 20; n is a positive integer from 1 to 7; and q is a positive integer from 1 to 5. The use of the organosilanes as lubricants for magnetic recording media is described.Type: GrantFiled: December 27, 1985Date of Patent: August 25, 1987Assignee: Dow Corning CorporationInventor: Pamela E. Blatch
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Patent number: 4680365Abstract: Organo(poly)siloxanes having halogen bonded directly to silicon, or acetoxysiloxanes are prepared by reacting organo(poly)siloxanes having hydrogen bonded directly to silicon, with an allyl compound in the presence of metallic palladium, ruthenium or rhodium, or an acetylacetone or phosphine complex, or compound containing palladium, ruthenium or rhodium in which the allyl compound is an allyl halide having 3 carbon atoms per molecule or allyl acetate.Type: GrantFiled: May 5, 1986Date of Patent: July 14, 1987Assignee: Wacker-Chemie GmbHInventors: Johann Muller, Christa Trieschmann, Walter Doskocil, Gerhard Preiner
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Patent number: 4678283Abstract: Trialkanoyloxysilanes of the formula IR.sup.1 --A.sup.1 --A.sup.2 --O--C.sub.n H.sub.2n --Si(OOCR.sup.2) 3 Iwherein R.sup.1 is H or an alkyl group of 1-10 c atoms, wherein one or two non-adjacent CH.sub.2 groups may also be replaced by oxygen atoms, or is F, Cl, Br or CN, R.sup.2 is an alkyl group of 1-5 atoms, A.sup.1 and A.sup.2 are each 1,4-phenylene or 1,4-cyclohexylene groups and n is 2, 3, 4, 5 or 6, can be used for generating a homeotropic orientation of liquid-crystalline phases on surfaces.Type: GrantFiled: September 4, 1984Date of Patent: July 7, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Franz-Heinrich Kreuzer, Rudolf Eidenschink, Georg Weber
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Patent number: 4675425Abstract: Organosilyl carbonates, such as bis(trimethylsilyl)carbonate, are prepared by reacting an organohalosilane with an alkali bicarbonate in the presence of an amine and/or a phosphine and an aprotic solvent, preferably a polar solvent which is inert to the reactants. The resultant mixture is separated from the ammonium halide and/or phosphonium halide and the organosilyl carbonate is recovered from the halide-free mixture.Type: GrantFiled: November 25, 1985Date of Patent: June 23, 1987Assignee: Wacker Chemie GmbHInventors: Johann Muller, Christa Trieschmann, Walter Doskocil, Gerhard Preiner
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Patent number: 4645614Abstract: The electroviscous suspension is based on a mixture of aqueous silica gel with silicone oil as the liquid phase to which a dispersant is added. The dispersant consists of amino functional or silicon-functional polysiloxanes having a molecular weight above 800. The concentration of the dispersant is from 1 to 30% by weight and preferably from 5 to 20% by weight, based on the silica gel particles. Electroviscous suspensions such as these are distinguished by the fact that they are highly compatible with elastomeric materials, non-sedimenting, non-inflammable and physiologically acceptable. In addition, they are heat- and freeze-resistant over a wide temperature range and are largely unaffected by temperature and pressure in their viscosity.Type: GrantFiled: July 9, 1985Date of Patent: February 24, 1987Assignees: Bayer Aktiengesellschaft, Metzeler Kautschuk GmbHInventors: John Goossens, Gunter Oppermann, Wolfgang Grape, Volker Hartel
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Patent number: 4625043Abstract: An ethylidenenorbornyl dimethylmethacryloxysilane represented by the general formula (I): ##STR1## wherein Y represents the formula: ##STR2## or the formula: ##STR3##Type: GrantFiled: February 26, 1986Date of Patent: November 25, 1986Assignee: Toshiba Silicone Co., Ltd.Inventor: Nobuhiro Saito
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Patent number: 4611073Abstract: Silicon tetracarboxylates of higher acids are prepared by contacting silicon tetracarboxylates of lower fatty acids with higher fatty acids at a temperature sufficiently high to vaporize the lower fatty acid by-product. The reaction may be carried out in the presence of an inert gas, if desired.Type: GrantFiled: December 27, 1985Date of Patent: September 9, 1986Assignee: Atlantic Richfield CompanyInventors: Richard F. Miller, Marilyn W. Blaschke
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Patent number: 4604478Abstract: Carboxyalkyl-substituted organopolysiloxanes are prepared by hydrolysis of a silalactone composition having the formula ##STR1## where n has an average value greater than zero, R and Q are hydrocarbon and X is Cl or Br. Silicon-containing compounds having the formula R.sub.a Z.sub.b SiO.sub.(4-a-b)/2, where Z is a hydrolyzable radical, can be cohydrolyzed therewith. The silalactone composition is prepared by gently heating a mixture of an ester having the formula X.sub.2 R SiQCO.sub.2 R' and a catalyst, such as N,N-dimethylbenzylamine.Type: GrantFiled: May 17, 1985Date of Patent: August 5, 1986Assignee: Dow Corning CorporationInventor: Donnie R. Juen
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Patent number: 4584394Abstract: New alkenylacyloxysilanes in which the acyloxy grouping is derived from benzoic acid and a method for making the new compounds are disclosed. The present invention also relates to the use of these new alkenylacyloxysilanes in making pressure-sensitive adhesives which are prepared by copolymerizing these new compounds with at least two other ethylenically unsaturated compounds. The crosslinking of these new pressure-sensitive adhesives is performed preferably with the aid of known crosslinking catalysts and/or by high-energy radiation.Type: GrantFiled: December 17, 1984Date of Patent: April 22, 1986Assignee: Dynamit Nobel AGInventors: Edward Hansel, Hans Huber, Gerhard Geier, Claus Seiler
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Patent number: 4556725Abstract: Triacetoxysilanes are prepared by adding a tris(amino)silane to acetic anhydride and maintaining the reaction mix at a temperature no greater than about 50.degree. C.Type: GrantFiled: January 24, 1985Date of Patent: December 3, 1985Assignee: Union Carbide CorporationInventors: Bernard Kanner, Jennifer M. Quirk, Arthur P. De Monte, Steven P. Hopper
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Patent number: 4518787Abstract: Process for silylating an organic or an organosilicon compound having at least one hydroxyl group bonded to carbon or to silicon, wherein the compound is contacted with both (i) a bis-triorganosilyl(alkylenediamine) and (ii) a triorganohalosilane.The process can be employed for the silylation of intermediates in the production of pharmaceuticals.Type: GrantFiled: March 15, 1984Date of Patent: May 21, 1985Assignee: Dow Corning LimitedInventor: Richard C. Treadgold
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Patent number: 4495360Abstract: A method is provided for making certain methoxy-substituted silyl benzophenones useful as ultraviolet light absorbing agents for silicone hardcoat formulations. The methoxy-substituted benzophenones have been found to more readily equilibrate into silicone hardcoat formulations without adversely affecting the shelf-life of the resulting formulation. The ultraviolet light absorbing agents are obtained by equilibrating a mixture of methanol and trialkoxysilyl-substituted benzophenone in the presence of an acid catalyst. The resulting UV stabilized silicon hardcoat formulations also provide silicone hardcoated plastic articles having improved thermoformability, resistance to abrasion, and environmental degradation.Type: GrantFiled: April 30, 1982Date of Patent: January 22, 1985Assignee: General Electric CompanyInventor: Blair T. Anthony
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Patent number: 4381377Abstract: A homo- or copolymer of a 1,3-diene bound to reactive silyl groups, whereby it contains 0.4-12% by weight of bound silicon, is prepared by reacting, at a temperature of 190.degree.-300.degree. C., a 1,3-diene homo- or copolymer, with more than 1% of its aliphatic double bonds in conjugation and having a molecular weight (Mn) of 400-6,000, with a silane of the formula ##STR1## wherein R is an unsaturated aliphatic hydrocarbon radical of 2-20 carbon atoms,X is halogen, C.sub.1-6 alkoxy, C.sub.1-6 alkoxyalkoxy, C.sub.6-12 aryloxy, C.sub.1-8 alkanoyloxy, C.sub.1-6 ketoximato or C.sub.1-10 hydrocarbylamido, andY and Z are independently one of the X groups, hydrogen, alkyl of 1-8 carbon atoms, cycloalkyl of 5-12 carbon atoms, or optionally substituted phenyl.Type: GrantFiled: February 2, 1981Date of Patent: April 26, 1983Assignee: Chemische Werke Huels, AGInventors: Wolfgang Kampf, Roland Streck, Horst-guenter Haag
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Patent number: 4379766Abstract: Silyl esters of carboxylic acids, of the general formula ##STR1## are formed under mild conditions in the presence of a phase transfer catalyst when a silicon halide is contacted with a carboxylic acid salt wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each a hydrogen atom or a hydrocarbon radical. Suitable phase transfer catalysts include quaternary ammonium salts, cryptates and crown ethers.Type: GrantFiled: June 1, 1982Date of Patent: April 12, 1983Assignee: Conoco Inc.Inventors: Mark P. Mack, Charles T. Berge
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Patent number: 4369329Abstract: Ethers of 1,2-disubstituted tartaric acid esters proved to be excellent initiators for thermally initiatable radical polymerization reactions. They show a high reactivity even in low concentrations and yield thoroughly hardened products.Type: GrantFiled: March 10, 1980Date of Patent: January 18, 1983Assignee: Bayer AktiengesellschaftInventors: Heinrich Wolfers, Hans Rudolph, Heinrich Alberts
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Patent number: 4365074Abstract: Copolymers of acrylic or methacrylic materials of known type and reacted with novel, silicone-substituted acrylic and methacrylic compounds so as to produce an oxygen-permeable plastic material which is uniquely suitable for manufacturing novel corneal contact lenses. The silicone materials include high molecular weight polysiloxanylalkylesters of acrylic and methacrylic acids, made from acrylic or methacrylic ester silanes containing one or more highly substituted siloxanyl groups.One such siloxane substituent, pentamethyldisiloxane, is prepared by a novel method. Certain of the substituted silanes are prepared using a novel compound, tris(trimethylsiloxy) acetoxysilane.Type: GrantFiled: January 19, 1982Date of Patent: December 21, 1982Assignee: George F. TsuetakiInventor: Nick N. Novicky
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Patent number: 4363926Abstract: A bissilylated 1-hydroxycyclopropanecarboxylic acid of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each independently is a hydrogen atom or an alkyl radical, and additionally R.sup.2 and R.sup.3 can together form a 3- to 5-membered carbon bridge, andR.sup.5, R.sup.6 and R.sup.7 each independently is an alkyl radical, is produced by oxidizing with oxygen a cyclobutene-1,2-diol-bis-trialkyl-silyl ether of the formula ##STR2## The products, without isolation, may directly be hydrolyzed to remove the silyl radicals and form known intermediates for further reaction.Type: GrantFiled: September 18, 1981Date of Patent: December 14, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Hans-Joachim Knops, Uwe Priesnitz
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Patent number: 4360686Abstract: Active hydrogen-containing compounds are silylated by contacting with trimethylsilyl trichloroacetate at elevated temperatures in the presence of an initiator.Type: GrantFiled: September 3, 1981Date of Patent: November 23, 1982Assignee: The Dow Chemical CompanyInventors: Pen-Chung Wang, James M. Renga
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Patent number: 4344992Abstract: A chrysotile asbestos base material is mixed in water containing dissolved alum (aluminum sulphate) prior to addition of the organo-silane coating.Type: GrantFiled: June 30, 1981Date of Patent: August 17, 1982Assignee: Union Carbide CorporationInventor: Sundaresan Ramachandran
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Patent number: 4332956Abstract: Acyloxysilanes are prepared by reacting a chlorosilane with an aliphatic carboxylic acid in a column at an elevated temperature wherein the aliphatic carboxylic acid in the vapor phase reacts with the chlorosilane in the column. The improvement comprises introducing the carboxylic acid into the column in a plurality of feed streams preferably at such a rate that the carboxylic acid exceeds 1.3 moles per gram atom of silicon-bonded chlorine in the column and removing low boiling reaction by-products and hydrogen chloride gas from the top of the column while collecting the acyloxysilane product dissolved in the aliphatic carboxylic acid at the bottom of the column. At least one feed stream of aliphatic carboxylic acid must be located above the chlorosilane feed stream.Type: GrantFiled: June 26, 1981Date of Patent: June 1, 1982Assignee: General Electric CompanyInventor: Luisito A. Tolentino
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Patent number: 4329484Abstract: Acyloxysilanes are prepared by reacting a chlorosilane with an aliphatic carboxylic acid in a column at an elevated temperature and preferably at a pressure of about 760 mm Hg. wherein the aliphatic carboxylic acid in the vapor phase passes upward from the bottom of the column countercurrent to the flow of the chlorosilane passing downward in the column. The improvement comprises introducing the carboxylic acid into the column at such a rate that the carboxylic acid exceeds 1.3 moles per gram atom of silicon-bonded chlorine in the column and removing low boiling reaction by-products from the top of the column while collecting the acyloxysilane product dissolved in the aliphatic carboxylic acid at the bottom of the column. In a preferred embodiment, methyltriacetoxysilane is prepared by reacting methyltrichlorosilane with acetic acid in a heated fractionation column.Type: GrantFiled: June 29, 1981Date of Patent: May 11, 1982Assignee: General Electric CompanyInventor: Louis P. Petersen
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Patent number: 4314068Abstract: Copolymers of acrylic or methacrylic materials of known type and reacted with novel, silicone-substituted acrylic and methacrylic compounds so as to produce an oxygen-permeable plastic material which is uniquely suitable for manufacturing novel corneal contact lenses. The silicone materials include high molecular weight polysiloxanylalkylesters of acrylic and methacrylic acids, made from acrylic or methacrylic ester silanes containing one or more highly substituted siloxanyl groups.One such siloxane substituent, pentamethyldisiloxane, is prepared by a novel method. Certain of the substituted silanes are prepared using a novel compound, tris(trimethylsiloxy) acetoxysilane.Type: GrantFiled: July 28, 1980Date of Patent: February 2, 1982Assignee: George F. TsuetakiInventor: Nick N. Novicky
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Patent number: 4308212Abstract: The invention provides a novel class of organosilane compound represented by the general formulaX--CF.sub.2 --CF.sub.2).sub.n CH.sub.2 --CH.sub.2 --Si(OCOR.sup.2).sub.m (R.sup.1).sub.3-m'in which R.sup.1 is a monovalent hydrocarbon group having from 1 to 6 carbon atoms, R.sup.2 is a monovalent hydrocarbon group having from 7 to 21 carbon atoms, X is a hydrogen atom or a fluorine atom, n is a positive integer not exceeding 4 and m is a positive integer not exceeding 3. The fluoroalkyl-containing acyloxy silanes are useful as an additive ingredient in a synthetic resin composition for shaping articles or a coating composition with a synthetic resin as the vehicle when improved lubricity is desired on the surface of the shaped article or on the coated surface.Type: GrantFiled: April 29, 1980Date of Patent: December 29, 1981Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Minoru Takamizawa, Yoshio Inoue, Hiroshi Yoshioka
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Patent number: 4301268Abstract: A method for preparation of organopolysiloxanes suitable for use as binders in hardenable compositions of polymerizable monomers, the organopolysiloxanes being modified with methacrylic esters by reacting --COH-group containing methacrylic esters with organopolysiloxanes containing --SiX groups wherein X is alkoxyl, hydroxyl or chloro and wherein the organopolysiloxanes are reacted from 0.05 to equimolar amounts of pentaerythritol trimethacrylate. The organopolysiloxanes of the present invention exhibit rapid hardening properties under curing conditions. The compounds and compositions obtained with this process are also disclosed.Type: GrantFiled: January 11, 1978Date of Patent: November 17, 1981Assignee: TH. Goldschmidt AGInventor: Vaclav Kropac
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Patent number: 4296228Abstract: Room temperature curable compositions, which can be stored under anhydrous conditions, but when exposed to atmospheric moisture at room temperature cure to an elastomer comprising a diorganopolysiloxane having terminal condensable groups, a silicon compound containing acetoxy, tert-butoxy and SiC-bonded alkyl groups and a condensation catalyst, if desired, in which at least a portion of the silicon compound containing acetoxy, tert-butoxy and SiC-bonded alkyl groups is obtained from the reaction of an alkyltriacetoxysilane and tert-butanol in aqueous acetic acid.Type: GrantFiled: March 3, 1980Date of Patent: October 20, 1981Assignee: Wacker-Chemie GmbHInventors: Ernst Innertsberger, Oswin Sommer, Erhard Bosch, Johann Muller, August Schiller
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Patent number: 4293704Abstract: This invention relates to novel 4-oxy-2-substituted-cyclopent-2-en-1-ones of the following general formula: ##STR1## and the optical antipodes, racemic mixtures, and diastereomeric mixtures thereof wherein p is an integer from 2 to 6, inclusive, and J is hydrogen or an appropriate and compatible blocking group such as tetrahydropyranyl or tri(lower alkyl)silyl. Suitable lower alkyl groups contemplated by the present invention are those having up to four carbon atoms such as methyl, ethyl, isopropyl, tert-butyl, etc.Type: GrantFiled: January 28, 1980Date of Patent: October 6, 1981Assignee: American Cyanamid CompanyInventors: Karel F. Bernady, Middleton B. Floyd, Jr., John F. Poletto, Robert E. Schaub, Martin J. Weiss
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Patent number: 4282336Abstract: Diallyl Phthalate compounds having a molecular weight of 250 to 20,000 and having at least one silyl group represented by the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each a hydrogen or a monovalent hydrocarbon radicals having 1 to 10 carbon atoms, such as alkyl, aryl or aralkyl radicals; X is a group selected from halogen, alkoxy, acryloxy, aminoxy, phenoxy, thioalkoxy and amino groups, and "a" is an integer 0, 1 or 2, in the molecule; and process for producing same wherein a diallyl phthalate monomer or prepolymer having molecular weight of 20,000 or less is reacted with a hydrosilane compound having the formula: ##STR2## wherein the designations are the same as above, and at a temperature within the range of 50.degree. to 150.degree. C.Type: GrantFiled: January 8, 1979Date of Patent: August 4, 1981Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Kazuya Yonezawa, Hisao Furukawa, Masaaki Azuma
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Patent number: 4281144Abstract: In the preparation of multi-branched equilibrated mixed acyloxy-containing and chlorine-containing organo polysiloxanes by reacting a chlorosilane of the formulaR.sub.a SiCl.sub.4-awhereina=0 or 1,with at least one organosiloxane containing units of the formulaR.sub.2 R'SiO.sub.1/2, RR'SiO, R'SiO.sub.3/2 and/or SiO.sub.2whereinR is hydrogen or an aliphatic, aromatic, saturated or unsaturated, optionally halogen-substituted or cyano-substituted monovalent hydrocarbon radical with up to 8 C atoms andR' is chlorine, hydroxyl, hydrogen or an aliphatic, aromatic, saturated or unsaturated, optionally halogen-substituted or cyano-substituted monovalent hydrocarbon radical with up to 8 C atoms,in proportions such that the number of all the SiCl groups is always at least 1.5 times greater than the number of SiOH groups, in the presence of (a) fluoroalkanesulphonic acid or salt thereof and (b) relative to the chlorine atoms bonded to silicon, at least 1.Type: GrantFiled: April 28, 1980Date of Patent: July 28, 1981Assignee: Bayer AktiengesellschaftInventors: Armand de Montigny, Hans-Heinrich Moretto
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Patent number: 4278804Abstract: There are provided ultraviolet light absorbing agents of the following general formula ##STR1## wherein: X is ##STR2## Y is H or OH, Z is H, OH, OQ or OW, where at least one Z is OH if Y is H;Q is --CH.sub.2 (CH.sub.2).sub.n Si(R.sub.2).sub.x (OR.sub.1).sub.y ; andW is --C.sub.m H.sub.2m+1 ;where x=0, 1 or 2, y=1, 2 or 3, x+y=3, R.sub.1 =alkyl or alkanoyl having 1 to 6 carbon atoms, R.sub.2 =alkyl having 1 to 6 carbon atoms, n=0, 1 or 2, and m=1 to 18. Also provided are organopolysiloxane protective coating compositions containing said ultraviolet light absorbing agents having unique utility for protecting transparent plastic articles.Type: GrantFiled: May 30, 1980Date of Patent: July 14, 1981Assignee: General Electric CompanyInventors: Bruce A. Ashby, Siegfried H. Schroeter
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Patent number: 4202988Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.Type: GrantFiled: March 30, 1977Date of Patent: May 13, 1980Assignee: American Cyanamid CompanyInventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady
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Patent number: 4197407Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.Type: GrantFiled: March 30, 1977Date of Patent: April 8, 1980Assignee: American Cyanamid CompanyInventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady