With Preservative Or Stabilizer Patents (Class 556/401)
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Patent number: 11578209Abstract: Provided is a room temperature moisture-curable silicone gel composition containing: (A) diorganopolysiloxane, both terminals of which are blocked by silanol groups; (B) hydrolysable organosilicon compound represented by Formula (2) and/or a partial hydrolysate thereof (where R2 is a monovalent hydrocarbon group, R3 is an alkyl group or a cycloalkyl group, and a is 2 or 3.); (C) a curing catalyst; and (D) a heat-resistant aid containing a homogeneous mixture of (D-a), (D-b), and (D-c) (where (D-a) is organopolysiloxane having a viscosity of 10-10,000 mPa·s at 25° C., (D-b) is carboxylate of cerium, and (D-c) is a titanium compound and/or a partial hydrolytic condensate thereof). This room temperature moisture-curable silicone gel composition can be a silicone gel cured product which has a small variation rate of low-stress properties evaluated by the index such as penetration even under heat-resistant conditions exceeding 230° C. and which has excellent heat-resistance.Type: GrantFiled: November 28, 2018Date of Patent: February 14, 2023Assignee: SHTN-ETSU CHEMICAL CO., LTD.Inventors: Tadashi Araki, Sawako Shoda, Takahiro Yamaguchi, Tomoki Akiba
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Patent number: 11124442Abstract: The present invention relates to a method for manufacturing a preform of silica for optical fiber production, as well as to a method for the production of optical fibers comprising a step of drawing the optical fiber from such a preform of silica, the method comprising a step of vaporization of a siloxane feedstock added with a compound having the following formula (I): wherein R, R? and R?, equal or different each other, are an alkyl group having from 1 to 5 carbon atoms, and A is a saturated or unsaturated chain of atoms selected from the group consisting of carbon atom, nitrogen atom, and oxygen atom, said chain A forming with the nitrogen atom linked thereto a saturated, unsaturated or aromatic heterocyclic moiety.Type: GrantFiled: July 18, 2016Date of Patent: September 21, 2021Assignee: PRYSMIAN S.p.A.Inventors: Valeria Caronna, Stefano Grieco, Antonio Schiaffo, Tonino Caruso
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Patent number: 10442899Abstract: Ethylsilicate polymers and a method of making, specifically ethylsilicate polymer binders with reduced levels of regulated volatile organic compounds (VOCs) for use in the coatings industry and casting industry, and more specifically to stable, fast cure ethylsilicate polymer binders with low levels of regulated VOCs.Type: GrantFiled: November 13, 2015Date of Patent: October 15, 2019Assignee: Silbond CorporationInventors: Kenneth Warnshuis, Tyler Haber, Peter Rau, Keith Hirsch
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Patent number: 9309359Abstract: Methods and formulations for modified silicone resins of Formula (I) are presented: The R1, R2, and R3 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl; n ranges from 1 to 10; m ranges from 1 to 200; and p ranges from 2 to 1,000. The elastomeric materials prepared from modified silicone resins display robust mechanical properties following prolonged exposure to high temperatures (e.g., 316° C. or higher).Type: GrantFiled: July 11, 2014Date of Patent: April 12, 2016Assignee: The Boeing CompanyInventors: Chaoyin Zhou, Andrew P. Nowak, Richard E. Sharp, Wen Li, James E. French
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Publication number: 20150025189Abstract: Siloxanes having terminal hydroxy groups, and which have a content of cyclic siloxanes of not more than 5% by weight, are stabilized by addition of ammonia in gaseous form or as a solution in a protic or aprotic solvent or in the form of an ammonia-releasing compound in amounts of at least 0.01 ppm by weight and not more than 100 ppm by weight, calculated as ammonia and based on the total weight of the siloxanes having terminal hydroxy groups. Ammonia in gaseous form is preferably used.Type: ApplicationFiled: July 18, 2014Publication date: January 22, 2015Inventors: Agnes BASKAKOV, Gilbert GEISBERGER, Michaela TANZER
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Publication number: 20140231702Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 21, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140231703Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition ? capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 21, 2014Inventors: Kurt Brandstadt, Simon Cook, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140225027Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition ? capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 14, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140182483Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 3, 2014Inventors: Kurt Brandstadt, Simon Cook, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140183398Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin.Type: ApplicationFiled: September 20, 2012Publication date: July 3, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Thanh Nguyen, Ming-Shin Tzou
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Publication number: 20130345318Abstract: Silicone polyethers and a process for preparation thereof wherein polyethers modified laterally with methylidene groups are reacted with hydrosiloxanes in a hydrosilylation reaction.Type: ApplicationFiled: June 21, 2013Publication date: December 26, 2013Inventors: Frank SCHUBERT, Michael Ferenz, Wilfried Knott
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Patent number: 8367854Abstract: The invention relates to a method for producing oligoaminosilanes of the general formula (I) SinY2n+2, wherein oligohalosilanes of the general formula (II) SinX2n+2 are reacted with primary amines of the general formula (III) R—NH2 in hydrocarbons as solvents, wherein X is selected from among chlorine, bromine, and iodine, Y is a halogen, hydrogen, or R—NH, R is a hydrocarbon group having 1 to 20 carbon atoms, and n is values from 1 to 20, with the stipulation that at most 35 mol % of the groups Y is a hydrogen and at most 15 mol % of the groups Y is a halogen, wherein activated carbon is added to the reaction mixture. The invention further relates to a method for stabilizing the oligoaminosilanes of the general formula (I), wherein the oligoaminosilanes are treated with activated carbon.Type: GrantFiled: February 11, 2010Date of Patent: February 5, 2013Assignee: Wacker Chemie AGInventors: Wolfgang Knies, Hans Eiblmeier
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Publication number: 20110295032Abstract: The invention relates to a method for producing oligoaminosilanes of the general formula (I) SinY2n+2, wherein oligohalosilanes of the general formula (II) SinX2n+2 are reacted with primary amines of the general formula (III) R—NH2 in hydrocarbons as solvents, wherein X is selected from among chlorine, bromine, and iodine, Y is a halogen, hydrogen, or R—NH, R is a hydrocarbon group having 1 to 20 carbon atoms, and n is values from 1 to 20, with the stipulation that at most 35 mol % of the groups Y is a hydrogen and at most 15 mol % of the groups Y is a halogen, wherein activated carbon is added to the reaction mixture. The invention further relates to a method for stabilizing the oligoaminosilanes of the general formula (I), wherein the oligo ammosilanes are treated with activated carbon.Type: ApplicationFiled: February 11, 2010Publication date: December 1, 2011Applicant: WACKER CHEMIE AGInventors: Wolfgang Knies, Hans Eiblmeier
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Patent number: 8013047Abstract: The instant invention relates to oligo- and poly-carbonates terminated with silicon containing groups which are useful as reducers of surface energy for organic materials such as polycarbonates, polyesters or polyketones or their mixtures, blends or alloys. Polymers with such reduced surface energy possess self-cleaning, anti-soiling, anti-graffiti, oil resistance, solvent resistance, chemical resistance, self-lubricating, scratch resistance, low moisture absorption, dirt pickup resistance, slip properties and a hydrophobic surface; and display anti-adhesion properties against proteins and against microorganisms such as for example, bacteria, fungi and algae.Type: GrantFiled: June 7, 2006Date of Patent: September 6, 2011Assignee: BASF SE LudwigshafenInventors: Fabien Jean Brand, Archana Kishore Desai, Michèle Gerster, Shrirang Bhikaji Hindalekar, Suhas Dattatraya Sahasrabudhe, Paragkumar Nathalal Thanki, Michael Tinkl, Andrea Preuss, Jürgen Wiethan, Kishor Prabhakar Kumbhar
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Publication number: 20110118493Abstract: Undesired polymerization of (meth)acrylatoalkoxysilanes during their industrial preparation and handling is accomplished by avoiding contact with surfaces containing more than 1% by weight of iron.Type: ApplicationFiled: July 7, 2009Publication date: May 19, 2011Applicant: WACKER CHEMIE AGInventors: Wolfgang Ziche, Volker Stanjek
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Patent number: 7737291Abstract: A composition containing 100 parts by mass of a siloxane compound having —HSiRO— (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms or a phenoxy group) and 0.0001 to 1 part by mass of at least one phenol compound of general formula (1) or (2) as a stabilizer. wherein a and b are each an integer of 0 to 4; m is 0 or 1; p and q are each 1 or 2; R1, R2, R3, and R4 are each an alkyl group having 1 to 4 carbon atoms; X1 and X2 each represent an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or a halogen atom; Y is an alkanediyl group having 1 to 4 carbon atoms; and a plurality of R1s, R2s, R3s, R4s, X1s, X2s or Ys, where present per molecule, may be the same or different.Type: GrantFiled: December 21, 2005Date of Patent: June 15, 2010Assignee: Adeka CorporationInventors: Kunio Osasawara, Kazuhisa Onozawa, Hiroki Sato, Takashi Higashino
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Publication number: 20100093666Abstract: The present invention relates to water-stable compositions and compounds formed by mixing an organosilane, optionally having a non-hydrolyzable organic group, but having one or more hydrolyzable groups, and an acidified stabilizing solution prepared from at least one acid, at least one glycol ether, and at least one cationic surfactant, preferably at least one quaternary ammonium salt (QAS), in water. The present invention also relates to methods of treating a substrate by mixing or contacting the substrate with the product, compound, or composition of this invention for a period of time sufficient for treatment of the substrate, methods of antimicrobially treating a food article, methods of antimicrobially coating a fluid container, methods of dyeing and treating a substrate, and methods of antimicrobially coating a latex medical article. The invention also pertains to a treated substrate having adhered thereto the product, compound, or composition of this invention.Type: ApplicationFiled: December 14, 2009Publication date: April 15, 2010Inventors: TIMOTHY C. MOSES, Robert McMahon
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Patent number: 7582148Abstract: A wood preservative composition comprising an aqueous preservative and 0.001-1.0 wt % of a polyether-modified silicone having a specific structure is provided. The polyether-modified silicone reduces the surface tension of the composition and helps the preservative penetrate deeply into the wood interior.Type: GrantFiled: July 6, 2006Date of Patent: September 1, 2009Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kazuyuki Matsumura, Akira Yamamoto
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Patent number: 7534904Abstract: A composition for forming an insulating film comprising at least one of a compound represented by formula (1), a hydrolysate of the compound represented by formula (1) and a condensate of the compound represented by formula (1): AnSiX(4-n)??(1) wherein n represents an integer of from 1 to 3; A represents an optionally substituted group containing a cage structure formed by 11 or more carbon atoms, and when n represents an integer of 2 or 3, A's are mutually same or different; and X represents a hydrolyzable group, and when n represents an integer of 1 or 2, X's are mutually same or different.Type: GrantFiled: May 27, 2005Date of Patent: May 19, 2009Assignee: FUJIFILM CorporationInventors: Kensuke Morita, Morio Yagihara, Koji Wariishi
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Publication number: 20090053411Abstract: The present invention relates to organoalkoxysilane compositions which comprise at least one organoalkoxysilane S, and at least one anhydrous surfactant T, where the weight fraction of all of the organoalkoxysilanes S is 33% by weight, based on the weight of the organoalkoxysilane composition, and where the ratio of the weight sum of all of the organoalkoxysilanes S to the weight sum of all of the anhydrous surfactants T (S:T) has a value of from 5:1 to 1:2.Type: ApplicationFiled: September 1, 2006Publication date: February 26, 2009Applicant: SIKA TECHNOLOGY AGInventors: Jolanda Sutter, Wolf-Rudiger Huck
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Patent number: 7241851Abstract: A new silicone condensation reaction, the condensation between an alkoxy silane or siloxane or a dihydric phenol and an organo-hydrosilane or siloxane and catalysts therefore is described and claimed.Type: GrantFiled: August 12, 2004Date of Patent: July 10, 2007Assignee: Momentive Performance Materials Inc.Inventors: James Anthony Cella, Slawomir Rubinsztajn
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Patent number: 6841694Abstract: A process for stabilizing organosilicon compounds bearing unsaturated groups during their preparation, distillation, and/or storage, the organosilicon compounds bearing unsaturated groups having been obtained by reacting a haloalkylsilane with a salt of an unsaturated organic acid, by adding one or more compounds of the formula I wherein R1 and R2 are identical or different linear or branched C1-20 alkyl, and the radicals R3 are identical or different and are hydrogen or linear or branched alkyl radicals having 1-20 carbon atoms.Type: GrantFiled: February 4, 2004Date of Patent: January 11, 2005Assignee: Wacker-Chemie GmbHInventor: Juergen Pfeiffer
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Publication number: 20040171859Abstract: A process for stabilizing organosilicon compounds bearing unsaturated groups during their preparation, distillation, and/or storage, the organosilicon compounds bearing unsaturated groups having been obtained by reacting a haloalkylsilane with a salt of an unsaturated organic acid, by adding one or more compounds of the formula I 1Type: ApplicationFiled: February 4, 2004Publication date: September 2, 2004Applicant: Wacker-Chemie GmbHInventor: Juergen Pfeiffer
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Patent number: 6538055Abstract: A compound containing a silane backbone and a group of formula (A) wherein R is hydrogen, C1-C8alkyl, —O, —OH, —CH2CN, C1-C18alkoxy, C5-C12cycloalkoxy, C3-C6alkenyl, C7-C9phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C1-C4alkyl; or C1-C8acyl; is useful for stabilizing an organic material against degradation induced by light, heat or oxidation.Type: GrantFiled: October 18, 2001Date of Patent: March 25, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Primo Carrozza, Valerio Borzatta, Giovanni Da Roit, Chryssostomos Chatgilialoglu
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Patent number: 6475347Abstract: Disclosed herein are compounds of the structure wherein R1, R2, and R3 are organic radicals of C1 to C20, such that the combination of the three contain at least twelve carbon atoms and R3 is bound to the methylene carbon atom between X and the aromatic ring by at least one saturated carbon atom, allowing it to be easily separated from the polymerizable monomer by distillation; R1 and R2 have sufficient steric bulk to protect the phenol from reacting with an alkoxy group or halogen bound to silicon; and X is a neutral heteroatomic radical of oxygen, nitrogen, or phosphorus; and their use as inhibitors for the polymerization of (meth)acryloxysilanes.Type: GrantFiled: August 8, 2001Date of Patent: November 5, 2002Assignee: Crompton CorporationInventors: Robert E. Sheridan, Kenneth W. Hartman
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Patent number: 6388041Abstract: Disclosed are polyoxyethylene derivatives having different functional groups at both ends of the molecule represented by the following formula (I) and a process for producing the derivatives by anionic living polymerization. The present invention provides polymers which are especially suitable for use as medical materials. wherein A′ and B′ are organosilyl type amino-protecting groups, R is a hydrogen atom or a C1-6 alkyl group, and Y is a hydrogen atom, an alkali metal or a certain functional group.Type: GrantFiled: November 7, 2000Date of Patent: May 14, 2002Assignee: Nano Carrier Co LtdInventors: Kazunori Kataoka, Masao Kato, Yukio Nagasaki, Takahisa Hayashida, Michihiro Iijima, Teruo Okano
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Patent number: 6279632Abstract: A method for controlling any increase in Mooney viscosity during aging of siloxane-functionalized polymers includes the step of adding a viscosity stabilizing effective amount of a long chain alcohol preferably selected from the group consisting of aliphatic, cycloaliphatic, and aromatic alcohols having more carbon atoms than the hydrolyzable substituent on the siloxane end groups. The method provides for the stabilization of Mooney viscosity of siloxane-functionalized polymers at any given level upon aging. The long chain alcohols react with the siloxane-functionalized polymers prior to hydrolysis of the siloxane end groups to form moisture stabilized polymers.Type: GrantFiled: November 24, 1999Date of Patent: August 28, 2001Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, Chen-Chy Lin, William L. Hergenrother
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Patent number: 6197986Abstract: Organo silicon compound having the following general formula (I): R4—Si (OR1) (OR2) (R3) (I) where R1 and R2 each one independently represent an atom of hydrogen or an alkyl group, R3 represents an hydrogen atom, an hydroxyl group, an amine group, an alkyl group, an alkoxy or a carboxylate group, and at least one of the OR1, OR2 or R3 groups represents an hydroxyl group, R4 represents an alkyl group substituted or not by a functional group such as, notably, an alkyl phosphate group or an alkyl phosphonate group, or any other group for which the R4—Si bond is not hydrolyzable, and the compound: is in solid form, and/or is possibly associated with at least one stabilizer, and/or is possibly associated with at least one dispersant.Type: GrantFiled: March 24, 1998Date of Patent: March 6, 2001Assignee: Exsymol S.A.M.Inventors: Marie-Christine Seguin, Jean Gueyne
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Patent number: 6184406Abstract: The invention relates to aqueous emulsions containing (A) organo-hydrogenated polysiloxanes optionally mixed with organopolysiloxanes free of Si linked hydrogen and organyloxy groups, (B) organopolysiloxanes containing organyloxy groups as stabilizers, (C) emulsifiers and (D) water.Type: GrantFiled: January 26, 2000Date of Patent: February 6, 2001Assignee: Wacker-Chemie GmbHInventors: Michael Geck, Enno Funk, Petra Stinglhammer, Bernward Deubzer, Gerhard Preiner
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Patent number: 6147239Abstract: The invention relates to a process for preparing N,N'-disubstituted p-quinonediimines of general formula I ##STR1## wherein a corresponding N,N'-disubstituted p-phenylenediamine is oxidized in alkaline/alcoholic solution, and also their use. The invention further provides organosilanes containing methacryloxy or acryloxy groups and having general formula II ##STR2## where R.sup.3 is a hydrogen atom or a methyl group and R.sup.4 and R.sup.5 are identical or different alkyl groups having from 1 to 4 carbon atoms and m is equal to 0 or 1 or 2, which organosilanes contain N,N'-disubstituted p-quinonediimines. Processes for preparing and stabilizing organosilanes of general formula II are described.Type: GrantFiled: September 15, 1998Date of Patent: November 14, 2000Assignee: Huels AktiengesellschaftInventors: Guenther Bernhardt, Klaus-Dieter Steffen, Margret Haas, Heinz Kragl
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Patent number: 5945554Abstract: A process for the stabilizing of an organosilane with an effective, stabilizing amount of purified N,N'-diphenyl-p-phenylenediamine (DPPD). The purification of crude DPPD involves extracting crude DPPD with hexane thereby forming an extract solution containing DPPD, passing the extract solution over an adsorption layer comprising silica gel as the adsorbent to form a solution containing purified DPPD and recovering the purified DPPD from the solution.Type: GrantFiled: January 9, 1998Date of Patent: August 31, 1999Assignee: Huels AktiengesellschaftInventors: Albert-Johannes Frings, Michael Horn, Peter Jenker, Jaroslaw Monkiewicz, Hans-Guenther Srebny, Burkhard Standke, Bertram Trautvetter
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Patent number: 5914418Abstract: A method for inhibiting polymerization of acrylic-functional silanes comprising forming a mixture comprising an acrylic-functional silane and a polymerization inhibitor described by formula ##STR1## where n is 0 or 1; M is an atom selected from a group consisting of N, P, As, Sb, O, S, Se, Sn, and I; R is an independently selected monovalent hydrocarbon group or hydrogen atom; m is 1, 2, or 3; and X is a conjugate base of an organic acid or inorganic acid.Type: GrantFiled: April 15, 1997Date of Patent: June 22, 1999Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Ryuzo Mikami, Tadashi Okawa
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Patent number: 5902870Abstract: A method for making (meth)acryloxy-functional organosilicon compounds comprising conducting an addition reaction between(A) an acrylate ester or methacrylate ester of an aliphatically unsaturated alcohol and(B) a SiH-functional organosilicon compound in the presence of(C) a hydrosilylation-reaction catalyst and(D) a compound described by general formula ##STR1## where A is a (N,N-dialkylamino)alkyl and R is a monovalent hydrocarbon group or a hydrogen atom. The presence of component (D) in the present method inhibits the generation of reaction by-products and prevents gelation during the addition reaction and very efficiently produces high-purity (meth)acryloxy-functional organosilicon compounds in high yields.Type: GrantFiled: November 24, 1997Date of Patent: May 11, 1999Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Kazuhiro Isoyama, Yokichi Yamamoto
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Patent number: 5856542Abstract: The invention relates to a process for preparing N,N'-disubstituted p-quinonediimines of general formula I ##STR1## wherein a corresponding N,N'-disubstituted p-phenylenediamine is oxidized in alkaline/alcoholic solution, and also their use. The invention further provides organosilanes containing methacryloxy or acryloxy groups and having general formula II ##STR2## where R.sup.3 is a hydrogen atom or a methyl group and R.sup.4 and R.sup.5 are identical or different alkyl groups having from 1 to 4 carbon atoms and m is equal to 0 or 1 or 2, which organosilanes contain N,N'-disubstituted p-quinonediimines. Processes for preparing and stabilizing organosilanes of general formula II are described.Type: GrantFiled: October 17, 1995Date of Patent: January 5, 1999Assignee: Huels AktiengesellschaftInventors: Guenther Bernhardt, Klaus-Dieter Steffen, Margret Haas, Heinz Kragl
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Patent number: 5824814Abstract: A method for preparing a viscosity stable amido functional polysiloxane having a group .dbd.NCO(CHR).sub.n OH connected with a silicon atom of a siloxane unit of the polysiloxane comprises;i) preparing a viscosity stable intermediate amino functional polysiloxane having one or more siloxane units according to the general formula R.sup.2.sub.q' (HR.sup.4 N R").sub.r' SiO.sub.(4-(q'+r'))/2, any remaining units of the intermediate being of the general formula R.sup.2.sub.q SiO.sub.(4-q)/2, by condensation polymerisation;ii) adding an alcohol or substituted alcohol to the intermediate or to organo-silicon compounds used to produce the intermediate by condensation polymerisation, the alcohol or substituted alcohol being of the general formula R.sup.1 OH, wherein R.sup.1 is a substituted or unsubstituted alkyl group of from 4 to 30 carbon atoms, and;iii) reacting the viscosity stable intermediate polysiloxane resulting from ii) with a lactone of the general formula ##STR1## wherein R and n are as defined above.Type: GrantFiled: February 3, 1998Date of Patent: October 20, 1998Assignee: Dow Corning LtdInventors: Stephen E. Cray, Martin J. Evans
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Patent number: 5824195Abstract: A process for distilling a crude acrylic silane solution particularly containing impurities in a commercial scale for separating acrylic silane in the presence of a hindered phenol and/or amine as polymerization inhibitor, the process being improved by using simultaneously a dialkyldithiocarbamic acid copper and/or N-nitrosophenylhydroxylamine salt as synergistic polymerization inhibitor.Type: GrantFiled: June 26, 1996Date of Patent: October 20, 1998Assignee: Chisso CorporationInventors: Yoichi Kimae, Katsuyoshi Tsuchiya, Takashi Matsuo, Kiyoto Fukuda
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Patent number: 5726308Abstract: A process for preparing high purity solutions of highly substituted lithium amide bases by direct reaction of lithium metal with highly substituted amine bases alone or in an ether solvent, a hydrocarbon solvent or in a mixed ether/hydrocarbon solvent mixture, optionally in the presence of a catalyst selected from tin salts and transition metal salts of Groups 4B, 5B, 6B, 7B, and 8 of the Periodic Table.Type: GrantFiled: March 22, 1996Date of Patent: March 10, 1998Assignee: FMC CorporationInventors: Randy W. Hall, Robert S. Wedinger, Terry L. Rathman, James A. Schwindeman
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Patent number: 5710300Abstract: A method for stabilizing a mixture comprising a polydiorganosiloxane and an alkali metal. The method comprises contacting a polydiorganosiloxane and an alkali metal with a siloxy phosphonate described by formula ##STR1## where each R.sup.1, R.sup.2, and R.sup.3 is an independently selected hydrocarbon comprising one to about 12 carbon atoms, n=0 or 1, and x, y, and z are integers, where x=1 to 1000, y=0 to 1000, and z=0 to 1000.Type: GrantFiled: April 11, 1997Date of Patent: January 20, 1998Assignee: Dow Corning CorporationInventors: Daniel Graiver, Arnold Wade Lomas
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Patent number: 5693839Abstract: In a process, according to the invention hydridic silanes such as H.sub.2 SiCl.sub.2 or SiH.sub.4 and oligomeric hydridic silanes containing up to 5 silicon atoms are admixed with a hydrocarbon stabilizer. The hydrocarbon may have functional groups selected from among carboxylic ester, aldehyde, keto, ether, thioether, tertiary amino, epoxy and cyano groups and halogen atoms.Type: GrantFiled: March 3, 1997Date of Patent: December 2, 1997Assignee: Wacker-Chemie GmbHInventors: Rudolf Reitmeier, Lutz Rosch, Gilbert Geisberger, Dieter Kippe
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Patent number: 5659056Abstract: The present invention relates to a method of reducing hydrolysis and coupling of substituents of siloxane end capped polymers containing hydrolyzable substituents during contact with water. The Mooney viscosity of siloxane terminated polymers is stabilized during such contact by treating the polymer with a stabilizing amount of stabilizing agent selected from the group consisting of: an acid, an acyl halide, methane sulfonic acid, toluene sulfonic acid, sulfuryl chloride, thionylchloride, phosgene, carbon dioxide, sulfur dioxide, sulfur trioxide, SOCl.sub.2 and SO.sub.2 Cl.sub.2, prior to contacting the siloxane terminated polymer with water.Type: GrantFiled: April 10, 1996Date of Patent: August 19, 1997Assignee: Bridgestone CorporationInventors: William L. Hergenrother, David M. Roggeman, Daniel F. Graves, Mark L. Stayer, Jr.
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Patent number: 5616753Abstract: The present invention describes a method for inhibiting the polymerization of unsaturated silanes by the addition of a non-aromatic stable free radical during any of the steps of the formation of the desired silane, the purification of the desired silane, and to the desired silanes, as well as compositions of the inhibitors and the silanes. Particular classes of silanes to be inhibited include acryloxy-, methacryloxy-, and vinyl- functional silanes. The free radicals for use as inhibitors include various nitroxides. The free radicals taught herein are effective as inhibitors at elevated temperatures, for extended periods of time, and even in the absence of molecular oxygen.Type: GrantFiled: March 20, 1995Date of Patent: April 1, 1997Assignee: OSi Specialties, Inc.Inventors: Scot M. Turner, James S. Ritscher, Michael Hallden-Abberton, Donald McLeod, Jr.
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Patent number: 5556999Abstract: Alkoxysilane composition, which is inhibited from disproportionation reaction that may cause production of monosilanes or reduction in purity of products, contains an alkoxysilane represented by the formula [I] and substantially free from alcohols:H.sub.m R.sub.n Si(OR').sub.4-m-n [I]wherein m is an integer of 1-3, n is an integer of 0-2, m+n.ltoreq.3, R is a C.sub.1 -C.sub.8 alkyl group, and R' is a C.sub.1 -C.sub.4 alkyl group, with a proviso that when there are two or more R or R', R and R' may be the same or different respectively, and at least one compound selected from the group consisting of organic sulfonic acids, sulfuric acid, SO.sub.2, carboxylic acids, carboxylic anhydrides and CO.sub.2.Type: GrantFiled: November 13, 1995Date of Patent: September 17, 1996Assignee: Toagosei Co., Ltd.Inventors: Yoshinori Yamada, Mitsutaka Hasegawa, Katsuyoshi Harada
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Patent number: 5543538Abstract: Acryloyloxypropylalkoxysilane compositions containing one or more acryloyloxypropylalkoxysilanes of the formula ##STR1## wherein R.sup.1 and R.sup.2 are, independently, identical or different alkyl groups having 1 to 4 carbon atoms, m is an integer from 0 to 2 and R is hydrogen or a methyl group, and an amount of one or more tertiary amines sufficient to provide a pH higher than the intrinsic pH of the acryloyloxypropylalkoxysilane itself and to improve shelf storage, a process for their preparation, and to their use in preparing silicon-containing coating materials and paints.Type: GrantFiled: August 30, 1995Date of Patent: August 6, 1996Assignee: Huels AktiengesellschaftInventors: Margret Haas, Guenther Bernhardt
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Patent number: 5481014Abstract: A method for stabilizing a mixture comprising polydiorganosiloxane and an alkali metal. The method comprises contacting a silyl phosphonate described by formula R.sup.1.sub.a (OH).sub.b (OSiR.sup.2.sub.3).sub.3-a-b P.dbd.O, where each R.sup.1 and R.sup.2 is an independently selected hydrocarbyl radical comprising less than about twelve carbon atoms, a=1 or 2, b=0 or 1, and a+b=1 or 2, with a polydiorganosiloxane and an alkali metal.Type: GrantFiled: May 8, 1995Date of Patent: January 2, 1996Assignee: Dow Corning CorporationInventors: Daniel Graiver, Eric J. Hough, Arnold W. Lomas
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Patent number: 5391676Abstract: The invention provides a process for producing epoxy-functional silicones by a rhodium metal complex-catalyzed hydrosilation reaction between an SiH-containing silane or siloxane and an olefin epoxide, in the presence of a tertiary amine stabilizer. In practicing the invention, RhCl.sub.3 [(CH.sub.3 (CH.sub.2).sub.3).sub.2 S].sub.3 or PtCl.sub.2 [(CH.sub.3 CH.sub.2).sub.2 S].sub.2 are suitable hydrosilation catalysts and methyldicocoamine, CH.sub.3 (C.sub.18 H.sub.37).sub.2 N, is a suitable stabilizer. The invention also provides for a composition including an SiH-functional silane or siloxane, and a tertiary amine, where the composition is not susceptible to gelation during a hydrosilation addition reaction. The invention further provides a method for stabilizing epoxysilicones both during and after the hydrosilation addition reaction used in their production.Type: GrantFiled: October 29, 1993Date of Patent: February 21, 1995Assignee: General Electric CompanyInventors: Richard P. Eckberg, Robert F. Agars
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Patent number: 5386047Abstract: Anionically polymerizable di-.alpha.-cyanopentadienoate disiloxane compounds of the formula:[CH.sub.2 .dbd.CH--CH.dbd.C(CN)--C(.dbd.O)--O--CH.sub.2 --R--Si(R").sub.2 ].sub.2 --Owhere R is --CH.dbd.CH-- or --C(.dbd.CH.sub.2)-- and the R" groups are the same or different hydrocarbon or halo substituted hydrocarbon groups are prepared by hydrolysis of a cyanoacetoxypropenylsilane having a hydrolyzable group attached to the silicon atom and then condensing the resulting disiloxane compound with acrolein. The di-.alpha.-cyanopentadienoate disiloxane compounds are useful as instant adhesives and as co-monomers in cyanoacrylate or cyanopentadienoate instant adhesives, providing the adhesive polymers or copolymers with improved thermal resistance.Type: GrantFiled: March 11, 1994Date of Patent: January 31, 1995Assignee: Loctite CorporationInventors: Steven T. Nakos, John G. Woods
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Patent number: 5312946Abstract: Siloxane fluids containing novel siloxane polymers prepared from mixtures of disilanes, disiloxanes and silylmethylenes, and a method for recovering fully alkylated linear and cyclic siloxanes with disilane, disiloxane and silylmethylene bonds, such as from methylchlorosilane residue cleavage bottoms, are disclosed.Type: GrantFiled: April 13, 1992Date of Patent: May 17, 1994Assignee: General Electric CompanyInventors: Robert G. Stank, Luisito A. Tolentino, Alan Ritzer, Frank J. Traver
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Patent number: 5274154Abstract: A process for stabilizing organosiloxanes containing SiOC-bonded radicals, by treating the organosiloxanes with compounds which scavenge hydroxyl groups, selected from (a) organic isocyanates, (b) compounds of the general formulaX.sub.m SiR.sub.n, (I)in which X represents a radical of the general formulaR.sup.1 COO-- (II)or a radical of the general formulaRR.sup.1 C.dbd.N--O-- (III)where R represents an optionally halogen-substituted C.sub.1 to C.sub.16 -hydrocarbon radical, R.sup.1 is the same as R or a hydrogen atom, m is 1, 2, 3 or 4, n is 0, 1, 2 or 3 and the sum of m+n=4, and mixtures thereof.Type: GrantFiled: June 23, 1993Date of Patent: December 28, 1993Assignee: Wacker-Chemie GmbHInventors: Michael Roth, Gunter von Au, Christa Blumlhuber, Richard Weidner, Edgar Schmidt, Christian Solbrig
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Patent number: 5264601Abstract: N,O-bis(trimethylsilyl)acetamide is improved in thermal stability by adding about 0.01 to 5 mol % of a 2-mercaptobenzothiazole or a salt thereof thereto.Type: GrantFiled: July 29, 1992Date of Patent: November 23, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shinohara, Muneo Kudo, Susumu Ueno, Masao Maruyama
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Patent number: 5231204Abstract: A novel and simple method is proposed for preventing coloration of an organosilicon compound at an elevated temperature or under irradiation with light. The method comprises admixing the organosilicon compound with a specific aromatic adjuvant compound represented by the general formula ##STR1## in which each R is, independently from the other, a monovalent hydrocarbon group and X and Y are each, independently from the others, a divalent group or atom selected from the class consisting of --NH--, --S-- and --O--.Type: GrantFiled: September 4, 1992Date of Patent: July 27, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hideyoshi Yanagisawa, Masaaki Yamaya