Additional Oxygen Bonded Directly To The Silicon And To A Group Containing The Oxygen And Two Carbons Patents (Class 556/446)
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Patent number: 5055592Abstract: This invention relates to the novel processes for the preparation of a 16-methoxy-16-methyl prostaglandin E.sub.1 derivative and to the novel intermediates useful therefor.Type: GrantFiled: January 30, 1990Date of Patent: October 8, 1991Assignee: Merrell Dow PharmaceuticalsInventors: Michael Kolb, Luc Van Hijfte
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Patent number: 5032662Abstract: Polyoxyalkylene-polysiloxane block copolymers are disclosed which exhibit an outstanding defoaming action and have the special advantage of not causing wetting defects when dispersions defoamed therewith are applied on a 2-dimensional substrate. Dispersions of polymeric organic substances, especially dispersions of vehicles, coating agents and adhesives are defoamed by the addition of 0.01 to 2.0% by weight, based on the dispersion to be defoamed, of a polyoxyalkylene-polysiloxane block copolymer of the formula,R.sup.1 O--A--[B--A--].sub.m R.sup.1whereinA is a polyoxyalkylene block with the average formula C.sub.n H.sub.2n O--)y, in which n has a value of 2.8 to 4.0 and y a value of 15 to 100,B is a polysiloxane block of the average formula, ##STR1## wherein the R.sup.2 groups are the same or different and represent an alkyl group with 1 to 4 carbon atoms or a phenyl group, with the proviso that at least 90% of the R.sup.2 groups are methyl groups and x has a value of 10 to 100,R.sup.Type: GrantFiled: February 10, 1989Date of Patent: July 16, 1991Assignee: Th. Goldschmidt AGInventors: Roland Berger, Hans-Ferdi Fink, Otto Klocker, Roland Sucker
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Patent number: 5026810Abstract: This invention reltes to vinyl ether siloxanes having the formula ##STR1## wherein Y is alkylene or phenylene optionally substituted with fluorine,R is alkylene or alkylene phenylene,R.sub.1 and R.sub.2 are lower alkyl,R.sub.3 is C.sub.1 to C.sub.20 alkyl,A is --CH.sub.2 --, ##STR2## W is ##STR3## with the proviso W is ##STR4## when p is one and at least one of W is ##STR5## when p is greater than one; Z is C.sub.2 to C.sub.3 alkylene,X is hydrogen or methyl,B is halo or lower alkyl,m has a value of from 1 to 10,n has a value of from 1 to 20,p has a value of from 0 to 10,r has a value of from 0 to 20,t has a value of from 1 to 100 andv has a value of from 0 to 4.The invention also relates to the process of preparing the present vinyl ether siloxanes and to their use as coating materials.Type: GrantFiled: August 9, 1990Date of Patent: June 25, 1991Assignee: GAF Chemicals CorporationInventor: Kou-Chang Liu
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Patent number: 4983779Abstract: An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of the formula ##STR1## with a carbonyl containing compound of the formula ##STR2## wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.Type: GrantFiled: December 14, 1989Date of Patent: January 8, 1991Assignee: The Board of Governors of Wayne State UniversityInventor: Arthur P. Schaap
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Patent number: 4962192Abstract: Novel light producing 1,2-dioxetanes are described of the formula ##STR1## wherein ArOX is an aryl ring substituted with an X oxy group and A are passive organic groups which allow the 1,2-dioxetane to produce light when triggered by removing X. X is a chemically labile group which is removed by an activating agent. The 1,2-dioxetane compounds can be triggered to produce light at room temperatures. The compounds are produced from novel alkenes.Type: GrantFiled: December 29, 1988Date of Patent: October 9, 1990Assignee: Board of Governors of Wayne State UniversityInventor: Arthur P. Schaap
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Patent number: 4962218Abstract: Novel compositions of silicone/polyether block copolymers are provided which are useful as surfactants in several classes of polyurethane foam production. While conventional copolymers have a polysiloxane backbone with pendant polyethers, the surfactants of the present invention are the reverse with siloxane pendants on a polyether chain. These novel non-hydrolyzable polysiloxane polyoxyalkylene copolymers which are characterized by an "inverted" structure, i.e., polyoxyalkylene backbones with lateral and/or terminally pendant polysiloxanes, represent species that are of a narrow molecular weight and compositional distribution and are free of unreacted polyether or non-modified silicone oil diluent. These surfactants are useful in various urethane foam systems and can also display aqueous wetting properties.Type: GrantFiled: November 7, 1988Date of Patent: October 9, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Charles H. Blevins, George H. Greene, Paul L. Matlock, Gerald J. Murphy
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Patent number: 4956484Abstract: A process for producing a silane or siloxane compound containing at least one cycloalkyl ring by hydrogenation of a corresponding derivative containing at least one aromatic ring in the presence of a Raney nickel catalyst modified with chromium.Type: GrantFiled: March 3, 1988Date of Patent: September 11, 1990Assignee: Instituto Guido Donegani S.p.A.Inventors: Francesco Gementi, Loris Sogli, Raffaele Ungarelli
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Patent number: 4956485Abstract: Trialkylsilyloxy-1,1-diphenyl ethylenes corresponding to general formula I, new polymers produced therewith terminated by aryl trialkylsilyl ether groups or by phenolic hydroxyl groups and a process for the production of these polymers by anionic polymerization ##STR1## in which R.sup.1, R.sup.2 =H, C.sub.1 -C.sub.4 alkyl, OCH.sub.3,R.sup.3 =H, C.sub.1 -C.sub.4 alkyl, O--C.sub.1 -C.sub.4 alkyl,R.sup.4 =H, C.sub.1 -C.sub.4 alkyl,R.sup.5 =C.sub.1 -C.sub.4 alkyl,R.sup.6 =H, C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: June 16, 1989Date of Patent: September 11, 1990Assignee: Bayer AktiengesellschaftInventors: Edgar Leitz, Hans-Josef Buysch, Ludwig Bottenbruch, Karl-Heinz Ott
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Patent number: 4943648Abstract: Process for preparing a silyl ketene acetal adduct, the process comprising contacting and reacting a silyl ketene acetal and an .alpha.,.beta.-unsaturated compound in the presence of a mercury- or Lewis acid-containing catalyst, for example, HgI.sub.2.Type: GrantFiled: April 1, 1988Date of Patent: July 24, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Ira B. Dicker
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Patent number: 4886551Abstract: Compounds of the general formula ##STR1## wherein R.sup.1 is alkyl with 1 to 8 carbon atoms,R.sup.2 is --O-- or --(CH.sub.2).sub.p O--, in which p=2, 3 or 4,R.sup.3 is hydrogen, alkyl with 1 to 4 carbon atoms or acyl,n is 40 to 60m is 0 to 3,x and y being selected so that the molecular weight of the polyoxyalkylene block is 1400 to 3000 and the molar ratio of x:y is 0.8 to 2.2, are added to coating compositions, such as paint, varnish or lacquer, in amounts of 0.001 to 0.5% by weight, based on the coating composition. This improves the scratch resistance and the sliding ability of the cured coatings.Type: GrantFiled: October 6, 1987Date of Patent: December 12, 1989Assignee: Th. Goldschmidt AGInventors: Hans-Ferdi Fink, Roland Berger, Wernfried Heilen, Peter Muss
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Patent number: 4877891Abstract: 1,1-dialkoxy- or 1,1-(.alpha.,.omega.-methylenedioxy)-non-2-yn-9-ol and their OH-protected derivatives of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.6 -alkyl or together form an alkylene chain of 2 to 5 carbon atoms and X is hydrogen or a protective group which can be eliminated, their preparation and their use as intermediates.Type: GrantFiled: August 5, 1988Date of Patent: October 31, 1989Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Walter Seufert, Ernst Buschmann, Christiane Bruchner
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Patent number: 4857583Abstract: An improved process is provided for the preparation of siloxane-oxyalkylene block copolymer surfactant compositions which utilized a hydrosilation reaction with high boiling point polar polyols as the reaction solvent. The reaction solvent need not be removed from the block copolymer, particularly when the block copolymer is used as a surfactant for polyurethane foam formulations. Dipropylene glycol is the preferred polar solvent and when used in the preparation of the surfactants need not be removed when the surfactants are employed in the preparation of urethane foams.Type: GrantFiled: July 2, 1987Date of Patent: August 15, 1989Assignee: Union Carbide CorporationInventors: Paul E. Austin, David D. Farris, James D. Reedy, Charles Blevins, Philbert E. Ramdatt
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Patent number: 4824981Abstract: A process for the preparation of silyl ketene acetals of the formulae,R.sup.1 R.sup.2 C=C(OR.sup.3)OSiR.sub.3.sup.4 and R.sup.1 R.sup.2 C=C[OSiR.sub.3.sup.4 ].sub.2,from the reaction of a malonate compound with a triorganohalosilane in the presence of an alkali metal. The malonate compounds are dialkyl dialkylmalonates, bis(trialkylsilyl) dialkylmalonates, and dialkylmalonic acids. The triorganohalosilane is present in stoichiometric excess relative to the malonate compounds. Silyl ketene acetals are isolated and separated.Type: GrantFiled: July 6, 1987Date of Patent: April 25, 1989Assignee: Dow Corning CorporationInventors: William J. Schulz, Jr., William H. Campbell
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Patent number: 4812588Abstract: Bisbenzocyclobutene monomers bridged by a polyorganosiloxane group. The monomers are liquid at room temperature.Type: GrantFiled: December 14, 1987Date of Patent: March 14, 1989Assignee: The Dow Chemical CompanyInventor: Alan K. Schrock
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Patent number: 4804737Abstract: Alkoxysiloxanes of the general formula ##STR1## are disclosed wherein R.sup.1 is methyl or ##STR2## and/or ##STR3## the sum of the units a being 0 to 100, the sum of the units b being 0 to 15, with the proviso that the ratio of methyl to alkoxy groups in R.sup.1 is less than 50:1, and that b.gtoreq.1 when a=0 and a.gtoreq.5 when b=0.The compounds may be synthesized by known methods from halogen- or alkoxysiloxanes, the alkoxy group of which has 1 to 4 carbon atoms. The compounds are effective deaerating agents for curable resins and plastisols. The invention is also directed to compositions containing the novel deaerating compounds as well as to methods for deaerating coating systems.Type: GrantFiled: July 14, 1987Date of Patent: February 14, 1989Assignee: Th. Goldschmidt AGInventors: Roland Berger, Hans-Ferdi Fink, Otto Klocker
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Patent number: 4804787Abstract: This invention relates to a process for making an enantiomer or racemic mixture of a compound of the formula ##STR1## wherein R is hydrogen, lower alkyl or a pharmaceutically acceptable, non-toxic salt of a compound wherein R is hydrogen; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta.; novel intermediates useful for preparing these compounds; and processes for making the intermediates.Type: GrantFiled: October 9, 1985Date of Patent: February 14, 1989Assignee: Syntex (U.S.A.) Inc.Inventors: Gary F. Cooper, Douglas L. Wren, Albert R. Van Horn, Tsung-Tee Li, Colin C. Beard
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Patent number: 4785126Abstract: This invention resides in a process for production of predominantly a 1,4-O-metallation product of a hydride of silicon, germanium, or tin with an .alpha.,.beta.-unsaturated carbonyl compound. The reaction involved takes place in the presence of a heterogeneous noncomplexed rhodium-containing catalyst. This invention also resides in 1,4-O-metallation compositions having perfluoroalkyl R groups on either side of the C.dbd.C bond of an enol ether or on the acetal side of the C.dbd.C bond of a ketene acetal.Type: GrantFiled: April 26, 1985Date of Patent: November 15, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Salvatore A. Bruno
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Patent number: 4783543Abstract: A process for the preparation of silyl ketene acetals of the formula,R.sub.2 C.dbd.C(OSiR.sub.n X.sub.3-n)(OZ)or ##STR1## The process comprises contacting an alpha-ester of a carboxylic acid with an alkali metal in the presence of an excess of an organohalosilane, wherein the alpha-ester has the formula, ##STR2## and the organohalosilane has the formula,R.sub.n SiX.sub.4-n ;and facilitating reaction among the alpha-ester, the alkali metal, and the organochlorosilane to form the silyl ketene acetal and an alkali metal halide or an alkali metal alkoxide.Type: GrantFiled: November 23, 1987Date of Patent: November 8, 1988Assignee: Dow Corning CorporationInventors: William J. Schulz, Jr., John L. Speier
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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: 4752633Abstract: Ethoxylated siloxane surfactants, and mixtures of such surfactants with curable silicone prepolymers. The mixtures are hydrophilic after cure, have semipermanent hydrophilicity, and are especially useful as dental impressions.Type: GrantFiled: June 5, 1987Date of Patent: June 21, 1988Assignee: Minnesota Mining and Manufacturing Co.Inventors: Steven M. Aasen, Thomas T. Bryan
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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: 4744812Abstract: Substituted diphenyl ethers of the formula ##STR1## where Z.sub.1, Z.sub.2 and Z.sub.3 are hydrogen, halogen, nitro, cyano, carboxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl, Z.sub.4 is hydrogen, cyano, alkyl, alkoxy, acetoxy or alkylmercapto, Y is hydrogen, halogen, cyano or nitro, X is oxygen, sulfur, sulfinyl or sulfonyl, and A is hydrogen, unsubstituted or substituted alkyl ##STR2## and can also be sulfonyl ##STR3## when X is oxygen, and, when Z.sub.4 is alkoxy or alkylmercapto, can also be a methylene chain --(CH.sub.2).sub.m -- by which the radicals Z.sub.4 --CH--X-- are bonded to form a ring, R.sub.1 is hydrogen, methyl, ethyl or n-propyl, R.sub.2 is cyano, methoxy, ethoxy or ##STR4## where B is OH, ONa, O--alkyl, unsubstituted or substituted phenoxy, --NH.sub.2, --NH--alkyl or --N(alkyl).sub.2, n is 1, 2 or 3, R.sub.3 and R.sub.Type: GrantFiled: March 4, 1985Date of Patent: May 17, 1988Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
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Patent number: 4723026Abstract: A novel family of modified polyols suitable for use in the preparation of fluid polymer/polyols. The modified polyols are the reaction product obtained by reacting a silicon atom containing compound with an unmodified polyol, the silicon atom compound being one which has (a) at least olefinically unsatured hydrocarbyl group and (b) at least one functional group which is reactable with the hydroxy groups on the polyol. Examples of such silicon atom containing compounds include vinyltriethoxysilane and vinyltrimethoxysilane. Modified polyols of the type described are particularly useful in the preparation of polymer/polyols containing high levels of polymer since they reduce the viscosity of the final polymer/polyol and decrease the tendency of the polymer/polyol to produce polymer sediment.Type: GrantFiled: November 22, 1985Date of Patent: February 2, 1988Assignee: BP Chemicals LimitedInventors: Rudolphe C. Cloetens, Werner A. Lidy, Huy P. Thanh
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Patent number: 4697027Abstract: A method for purifying alkoxysilane with the general formula, R.sub.m Si(OR.sup.1).sub.4-m. The method significantly lowers the level of non-hydrolyzable chlorine-based impurities, as well as the level of hydrolyzable chlorine-based impurities. The method comprises: (i) heating the alkoxysilane in the presence of a treating agent selected from a group which consists of acid clays and metal halides; (ii) contacting the alkoxysilane with a neutralization agent; and (iii) separating the alkoxysilane from the unused neutralization agent and by-products of neutralization.Type: GrantFiled: October 27, 1986Date of Patent: September 29, 1987Assignee: Toray Silicon Co., Ltd.Inventors: Junpei Sugihara, Takeshi Imai, Shuzo Toida, Ikuzo Takahashi
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Patent number: 4691039Abstract: Ethoxylated siloxane surfactants, and mixtures of such surfactants with curable silicone prepolymers. The mixtures are hydrophilic after cure, have semipermanent hydrophilicity, and are especially useful as dental impressions.Type: GrantFiled: November 15, 1985Date of Patent: September 1, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Aasen, Thomas T. Bryan
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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: 4650890Abstract: 7-Substituted lower alkyl hept-6-enoates and 4-hydroxy-tetrahydropyran-2-ones bearing 6-olefinic substituents (E), (Z), ethyl erythro-3,5-dihydroxy-7-phenyl-hept-6-enates are prepared by a multi-step process involving lower alkyl 3,5-dihydroxy-hept-6-enates. The final products are useful as anti hypercholesteremic agents.Type: GrantFiled: July 26, 1985Date of Patent: March 17, 1987Assignee: Sandoz Corp.Inventors: Charles F. Jewell, Jr., James R. Wareing
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Patent number: 4642362Abstract: A linear or cross-linked polymer selected from polythioethers, polyethers, styrenic polymers, polyacrylates, and polyorganosiloxanes having a plurality of calixarene groups bound thereon, the calixarene groups having the formula ##STR1## where the R.sup.1 groups are the same or different H or hydrocarbyl groups; the R.sup.2 groups are H, hydrocarbyl, --CH.sub.2 C(.dbd.O)OR.sup.3, --CH.sub.2 C(.dbd.O)R.sup.3, or --C(.dbd.O)NHR.sup.3, R.sup.3 is hydrocarbyl or substituted hydrocarbyl; n is an integer of 1-8, m is an integer of 0-7 and n+m is 4-8.Type: GrantFiled: March 28, 1985Date of Patent: February 10, 1987Assignee: Loctite (Ireland) LimitedInventors: Stephen J. Harris, John G. Woods, John M. Rooney
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Patent number: 4634782Abstract: 7-fluoro-16-substituted 15-hydroxy PGI.sub.2 compounds which have saturated bond of the 13 position and which are useful as blood platelet anti-aggregating agents.Type: GrantFiled: June 24, 1985Date of Patent: January 6, 1987Assignee: Hoffmann-La Roche Inc.Inventors: George W. Holland, Hans Maag, Perry Rosen
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Patent number: 4632967Abstract: Nonhygroscopic, anionic pentacoordinate silicate, for example, ##STR1## soluble in commonly used organic solvents, and useful as a source of fluoride, cyanide or azide anion and as a catalyst or cocatalyst in polymerization systems, for example, the polymerization of methyl methacrylate.Type: GrantFiled: January 16, 1984Date of Patent: December 30, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 4617412Abstract: A process for the transetherification of silyl ethers comprises reacting the silyl ether with a hydroxyl containing compound in the presence of a Lewis base containing catalyst. Preferably, the Lewis base containing catalyst is (1) an amidine, (2) a Lewis base in the presence of an epoxide or (3) a trivalent organophosphorus compound in the presence of an activated alkene or alkyne. The Lewis base containing catalyst can either be used in a homogeneous form, soluble in the reactants, or in a heterogeneous form, insoluble in the reactants, having the Lewis base containing catalyst supported on an inert solid. An application of the catalysts is in the production of polydimethylsiloxane polyether block copolymers by reaction of a polydimethylsiloxane silyl ether with a polyether monol.Type: GrantFiled: January 29, 1985Date of Patent: October 14, 1986Assignee: BP Chemicals LimitedInventors: Michael J. Green, Gerhard A. Kleiner
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Patent number: 4616076Abstract: Organopolysiloxane compounds having both alkoxysilylalkyl radicals and polyoxyalkylene radicals are prepared so that the compounds have a substantially linear structure and at least one of the terminating radicals of the polysiloxane is either an alkoxysilylalkyl radical or a polyoxyalkylene radical. The compounds are particularly useful as a treating agent for conferring hydrophilic properties to a solid substrate.Type: GrantFiled: November 21, 1985Date of Patent: October 7, 1986Assignee: Toray Silicone Co., Ltd.Inventors: Isao Ona, Masaru Ozaki, Tadashi Fujii, Yoichioro Taki
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Patent number: 4596882Abstract: Modified silacrown ethers are formed having the general formula: ##STR1## wherein R.sup.1 and R.sup.2 are organic radicals, hydrogen or groups which actively assist in the complexing of metal cations, n is an integer between 3 and 10 inclusive, and R.sup.3 is hydrogen or lower alkyl. These modified silacrown ethers are prepared by reacting a polyalkylene glycol with substituted silanes under conditions promoting cyclization over polymerization. The modified silacrown ethers are useful for forming cation complexes and promoting anionic reactions, particularly in phase transfer reactions either in solution or immobilized on siliceous supports.Type: GrantFiled: February 15, 1984Date of Patent: June 24, 1986Assignee: Petrarch Systems Inc.Inventors: Barry C. Arkles, Kevin M. King
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Patent number: 4585885Abstract: A silyl-enol ether of the formula ##STR1## wherein n stands for the number and X stands for a group ##STR2## or n stands for the number 1 and X stands for the 6,11-dimethylhexadeca-2,4,6,8,10,12,14-heptaene-2,15-diyl group, the symbols R.sup.1 have the same or different significances and denote alkyl groups, and the symbol R.sup.2 represents a trialkylsiloxy group --OSi(R.sup.1).sub.3 or an ether group,is oxidized with percarboxylic acid and, if desired, the resulting .alpha.-siloxy ketone is hydrolyzed to an .alpha.-hydroxy ketone. This process is especially suitable for the manufacture of astaxanthin.Type: GrantFiled: August 19, 1983Date of Patent: April 29, 1986Assignee: Hoffmann-La Roche Inc.Inventors: Kurt Bernhard, Robert K. Muller, Robert Spruijtenburg
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Patent number: 4579963Abstract: The invention provides a novel class of organosilicon compounds useful as a curing agent in a room temperature curable organopolysiloxane composition, which is represented by the general structural formulaR.sub.2 CH--CR.dbd.C(OR)--O--Si(R.sup.1).sub.3-m (O--CR.dbd.CH--R).sub.m,in which each R is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group independently from the others, R.sup.1, if any, is a substituted or unsubstituted monovalent hydrocarbon group and the suffix m is 2 or 3. The compound can readily be synthesized by the reaction of an .alpha.,.beta.-unsaturated ester compound represented by the general formulaR.sub.2 C.dbd.CR--CO--OR,and an alkenyloxy-containing silane compound represented by the general formulaHSi(R.sup.1).sub.3-m (O--CR.dbd.CH--R).sub.m,in which R.sup.1, R and m each have the meaning as defined above, in the presence of a rhodium compound as a catalyst.Type: GrantFiled: March 11, 1985Date of Patent: April 1, 1986Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masatoshi Arai, Koji Futatsumori, Takeo Inoue, Shinichi Sato
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Patent number: 4578116Abstract: Compounds of the formula ##STR1## whereby, in the average molecule, 20 to 100% of the R.sup.1 radicals are ##STR2## in which R.sup.2 is an alkylphenyl, dialkylphenyl or trialkylphenyl radical and the sum of the alkyl carbon atom per phenyl radical is 6 to 12, a=1 to 2; and0 to 80% of the R.sup.1 radicals are ##STR3## in which R.sup.3 is an alkyl radical with 1 to 16 carbon atoms, an organoacyl radical with 1 to 12 carbon atoms, or an aryl radical, b=1 to 2, c=1 to 30, andn=3 to 30, as well as melt spinning finishes comprising5 to 100 weight percent of the compounds of claim 1,0 to 90 weight percent of nonpolar or weakly polar oils,0 to 30 weight percent of nonionic surfactants,0 to 15 weight percent of ionic surfactants,and optional conventional additives, the sum of the components being 100 weight percent.Type: GrantFiled: October 25, 1984Date of Patent: March 25, 1986Assignee: Th. Goldschmidt AGInventors: Hans Rott, Gotz Koerner, Gunter Schmidt
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Patent number: 4577041Abstract: The invention provides a novel cyclic organopolysiloxane compound represented by the general formula ##STR1## in which the groups denoted by R, R.sup.1 and R.sup.2 are each typically a monovalent hydrocarbon group having 1 to 8 carbon atoms, m is zero, 1, 2 or 3 and n is 2, 3 or 4 with the proviso that m+n is typically 4. A method for the preparation of the compound is disclosed. The inventive compound is useful as a crosslinking agent of a diorganopolysiloxane terminated at both molecular chain ends each with a silanolic hydroxy group so as to give a room temperature-curable silicone rubber composition free from the problem of emission of toxic or corrosive gases as a byproduct of the crosslinking reaction.Type: GrantFiled: June 26, 1985Date of Patent: March 18, 1986Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masatoshi Arai, Koji Futatsumori, Takeo Inoue, Shinichi Sato
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Patent number: 4537595Abstract: Organopolysiloxanes with Bunte salt groups having the formula ##EQU1## the Bunte salt groups being linked to a silicon atom by way of a carbon atom and in whichR.sup.1 is methyl with the proviso that up to 10% of the R.sup.1 groups may be alkyl with up to 18 carbon atoms or vinyl phenyl, hydrogen or hydroxyl,R.sup.2 is the ##STR1## group or the ##STR2## group, in which one of the R.sup.3, R.sup.4 groups represents an OH group and the other an --S.sub.2 O.sub.3 Me group (Me=alkali or the optionally substituted ammonium group), whereby the R.sup.3 and R.sup.4 radicals can be hydroxyl or together the oxygen of an oxirane ring in an amount up to 50% of the R.sup.2 group,a has any value from 1 to 2.33 andb has any value from 0.02 to 1.The compounds can be synthesized from the corresponding organopolysiloxanes having epoxy groups by reaction with alkali or ammonium thiosulfate and used for the surface treatment of inorganic or organic materials, for example, textiles, paper or rock wool.Type: GrantFiled: June 28, 1984Date of Patent: August 27, 1985Assignee: TH. Goldschmidt AGInventors: Burghard Gruning, Ulrich Holtschmidt, Gotz Koerner
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Skin care formulations comprising a water-in-mineral oil emulsion and siloxane compositions therefor
Patent number: 4532132Abstract: Organopolysiloxane-polyoxyalkylene block copolymers having a limited number of dimethylsiloxane units, at least one 6 to 16 carbon alkyl radical and at least one polyoxyalkylene radical are good emulsifiers for preparing water-in-mineral oil emulsions if the polyoxyalkylene radicals do not account for more than 1/3 of the molecular weight of the block copolymer. The block copolymers are readily dispersible or dissolvable in mineral oil to which a personal care component can be added. Personal care emulsion compositions can then be prepared by emulsifying an aqueous phase into the mineral oil phase.Type: GrantFiled: April 11, 1983Date of Patent: July 30, 1985Assignee: Dow Corning CorporationInventor: Joseph W. Keil -
Patent number: 4528389Abstract: Pentacoordinate silyl enolate and the use thereof as an initiator, without a co-catalyst, in the polymerization of methacrylic monomers, such as methacrylate esters.Type: GrantFiled: June 12, 1984Date of Patent: July 9, 1985Assignee: E. I. Du Pont de Nemours And CompanyInventor: William B. Farnham
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Patent number: 4520160Abstract: Siloxane-oxyalkylene block copolymer compositions are prepared by a hydrosilylation reaction, using a saturated higher alcohol, such as isostearyl alcohol, as the reaction solvent. The reaction solvent need not be removed from the resulting block copolymer, particularly when the block copolymer is used as an emulsifier in personal care compositions.Type: GrantFiled: December 27, 1983Date of Patent: May 28, 1985Assignee: Dow Corning CorporationInventor: Paul L. Brown
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Patent number: 4501911Abstract: Organosilicon-modified polydienes having the formula: ##STR1## in which Z represents a chain terminating group,R.sup.1 is a hydrogen or methyl radical,R.sup.2, R.sup.3, and R.sup.4 are lower alkyl radicals with 1 to 4 carbon atoms, which can be the same or different within the polymeric molecule,R.sup.5 is a methyl radical or the O--(R.sup.8 O--).sub.s --R.sup.4 group;R.sup.6, R.sup.7, R.sup.8 are alkylene radicals with 2 to 4 carbon atoms,C:O ratio ofR.sup.6 O is 2.25 to 3:1,R.sup.7 O is 2 to 2.75:1,R.sup.8 O is 2 to 3:1however, the difference between the C:O ratio of R.sup.6 O and R.sup.7 O must be at least 0.25, and the C:O ratio of R.sup.8 O must be less than that of R.sup.7 O or greater than that of R.sup.6 O,a is 0 to 2,0<b<3, whereby 0<a+b<3,p, q, s.gtoreq.2,x, y.gtoreq.0, andz.gtoreq.3.The invention furthermore relates to a process for the synthesis of these compounds as well as to their use as emulsion breakers for crude oil/water emulsions.Type: GrantFiled: July 19, 1983Date of Patent: February 26, 1985Assignee: Th. Goldschmidt AGInventors: Gotz Koerner, Christian Weitemeyer
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Patent number: 4501688Abstract: A silane oligomer having the general structure ##STR1## useful as a dielectric fluid and/or anti-treeing agents for polymeric compositions.Type: GrantFiled: February 1, 1984Date of Patent: February 26, 1985Assignee: National Distillers and Chemical CorporationInventor: Harry Braus
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Patent number: 4497962Abstract: Polyorganopolysiloxane/polyoxyalkylene block copolymers suitable for use as stabilizers in making soft polyurethane foams, of the formula[R.sup.1 Si(OSiR.sub.2).sub.n ].sub.m Z.sub.m-1 (OR.sup.2).sub.m+2in whichR is an optionally halogen-substituted alkyl group with up to 4 C atoms,R.sup.1 is the substituent R or a phenyl radical,R.sup.2 is an aliphatic, optionally unsaturated radical with up to 18 C atoms or a group of the formulaR.sup.3 (OCH.sub.2 CH.sub.2).sub.x (OCH.sub.2 CH).sub.y --,Z is the difunctional unit --O-- or ##STR1## R.sup.3 is a hydrocarbon radical with up to 4C atoms, R.sup.4 each independently is a hydrogen atom or R.sup.3,n is from 3 to 30,m is from 1 to 15,x is from 0 to 68,y is from 0 to 52,x+y is from 1 to 68, andp is from 2 to 12,are produced by reacting an organopolysiloxane of the formulaR.sup.1 Si(OSiR.sub.2).sub.n U.sub.3-a-b Cl.sub.a W.sub.bin whichU is a radical of a lower monobasic carboxylic acid with up to 4 C atoms,W is a radical of a fluorinated alkanesulphonic acid,a.Type: GrantFiled: June 15, 1982Date of Patent: February 5, 1985Assignee: Bayer AktiengesellschaftInventors: Armand de Montigny, Hans-Walter Illger, Alberto C. Gonzalez-Doerner, Hans-Heinrich Moretto
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Patent number: 4492647Abstract: Organopolysiloxanes having the general formula ##STR1## useful as dielectric fluids and anti-treeing additives for polymeric compositions, wherein X is from about 3 to about 15.Type: GrantFiled: February 1, 1984Date of Patent: January 8, 1985Assignee: National Distillers and Chemical CorporationInventor: Harry Braus
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Patent number: 4490416Abstract: Organosiloxane-oxyalkylene copolymers in which at least one silicon atom of an organosiloxane unit has attached thereto a group ##STR1## in which X is a divalent hydrocarbon group, R is an alkylene group, n is an integer of at least 2, Z is an organic substituent containing an epoxy group, R' is lower alkyl, vinyl or phenyl, R" is alkyl or alkoxyalkyl and a is 0 or 1, at least 40 percent of the total substituents in the copolymer being methyl.The copolymers are film forming and may be applied to continuous or porous substrates from aqueous or non-aqueous solutions.Type: GrantFiled: May 15, 1984Date of Patent: December 25, 1984Assignee: Dow Corning LimitedInventors: Stephen Westall, James W. White
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Patent number: 4482729Abstract: A fluoroalkyl silyl ketene acetal of the formula ##STR1## wherein R.sub.f is a fluoroalkyl group, and R and R' are the same or different and each is an alkyl group, which is prepared by reacting or fluorinated carboxylic acid of the formulaR.sub.f CH.sub.2 COOR'wherein R.sub.f and R' are respectively the same as defined above with a silylating agent represented by a formulaR.sub.3 SiOTfwherein Tf represents a trifluoromethane sulfonyl group and R is the same as defined above.Type: GrantFiled: March 4, 1984Date of Patent: November 13, 1984Assignee: Daikin Kogyo Co., Ltd.Inventors: Nobuo Ishikawa, Takeshi Nakai
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Patent number: 4474704Abstract: A novel catalyst, possessing phase transfer properties contains an alumina or silica substrate bearing poly(oxyethylene) or poly(oxypropylene) moieties bonded through a silicon atom to the substrate.Type: GrantFiled: May 26, 1981Date of Patent: October 2, 1984Assignee: Texaco Inc.Inventor: Robert A. Sawicki
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Patent number: 4467105Abstract: The present invention relates to a method of preparing dimeric or polymeric organosilane esters whose ester component is at least one glycol moiety and whose silicon atoms are linked together by a glycol moiety. These compounds are known and are used as hydraulic fluids whose preparation involves considerable difficulty. The present invention avoids these difficulties by setting out from organosilane diglycol esters or triglycol esters and transposing them with diglycols or polyglycols. In this transposition the glycol ether corresponding to the glycols is formed and is removed by distillation. The degree of condensation of the organosilane ester products depends on the weight-ratio of the organosilane glycol ester to the diglycols or polyglycols.Type: GrantFiled: September 24, 1982Date of Patent: August 21, 1984Assignee: Dynamit Nobel AktiengesellschaftInventors: Hans-Joachim Kotzsch, Hans-Joachim Vahlensieck
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Patent number: 4448980Abstract: In an improved catalytic process for preparing trialkylsilyl ethers from trialkylsilyl compounds and carbonyl group-containing compounds, the improvement consisting of using an organic or inorganic bifluoride (HF.sub.2.sup..crclbar.) as the catalyst.Type: GrantFiled: September 22, 1983Date of Patent: May 15, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Dotsevi Y. Sogah