Reactant Contains A Silicon Atom As A Ring Member Of A Cyclic Compound Patents (Class 528/37)
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Patent number: 6248803Abstract: A radiation-curable resin composition comprising (A) an organopolysiloxane having at least one acrylic functional group and (B) a photopolymerization initiator cures, upon exposure to radiation, into a flexible product having a gel fraction of at least 85% by weight.Type: GrantFiled: June 29, 1999Date of Patent: June 19, 2001Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tetsuo Nakanishi, Michihiro Sugo
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Patent number: 6248855Abstract: A silicone oil-in-water emulsion containing a linear noncrosslinked silicone copolymer is prepared by polymerizing an OH endblocked polydimethylsiloxane monomer with an amine functional trialkoxysilane monomer in the presence of a metal catalyst. However, the polymerization is interrupted by the emulsification of this copolymer, and a carboxylic anhydride is added prior to the emulsification. The resulting emulsions are particularly useful in most personal care applications, and they also have value in textile fiber treatment, leather lubrication, fabric softening, as release agents, in water based coatings, for oil drag reduction, lubrication, and for the facilitation of cutting of cellulose materials.Type: GrantFiled: December 2, 1999Date of Patent: June 19, 2001Assignee: Dow Corning S.A.Inventors: Frederic Dalle, Leon Marteaux
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Publication number: 20010003772Abstract: A polymer bearing specific cyclic silicon-containing groups is novel. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation and has excellent sensitivity and resolution at a wavelength of less than 300 nm, and high resistance to oxygen plasma etching. The resist composition lends itself to micropatterning for the fabrication of VLSIs.Type: ApplicationFiled: December 1, 2000Publication date: June 14, 2001Inventors: Jun Hatakeyama, Takeshi Kinsho, Mutsuo Nakashima, Koji Hasegawa
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Patent number: 6245828Abstract: The present invention is directed to polymerizable dental compositions containing a) 3 to 80 wt. % of cycloaliphatic epoxides; b) 0 to 80 wt. % of an epoxide or a mixture of epoxides which are different from a); c) 3 to 85 wt. % of a filer material; d) 0.01 to 25 wt. % of initiators, inhibitors and/or accelerators; e) 0 to 25 wt. % of auxiliary agents, the individual percentages of which are in relation to the total weight. The new polymerizable agents are particularly suited as dental material.Type: GrantFiled: September 21, 1998Date of Patent: June 12, 2001Assignee: ESPE Dental AGInventors: Wolfgang Weinmann, Oswald Gasser, Rainer Guggenberger, Gunther Lechner, Wolfgang Soglowek, Joachim Zech
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Patent number: 6235832Abstract: A room temperature vulcanizing (RTV) silicone composition curable in the presence of moisture with rapid development of green strength. The RTV silicone composition comprises (A) 0 to about 85 weight percent polydiorganosiloxanes comprising on average at least 1.2 chain terminations per molecule selected from the group consisting of hydroxysilyl groups and alkoxysilyl groups; (B) about 10 to 95 weight percent polydiorganosiloxanes comprising on average at least 1.Type: GrantFiled: December 8, 1999Date of Patent: May 22, 2001Assignee: Dow Corning CorporationInventors: Qin Deng, Robert Harold Krahnke, Loren Dale Lower, Timothy B. Lueder, Richard Alan Palmer, Nick Evan Shephard
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Patent number: 6235864Abstract: Cross-linked polymers formed by ring-opening polymerization of a precursor monomer of the general formula R[CH2CH(Si(CH3)2)2O]2, where R is a phenyl group or an alkyl group having at least two carbon atoms. A cross-linked polymer is synthesized by mixing the monomer with a co-monomer of the general formula CH2CHR2(SiMe2)2O in the presence of an anionic base to form a cross-linked polymer of recurring units of the general formula R(Me2SiOCH2CHSiMe2)2[CH2CHR2(SiMe2)2O]n, where R2 is hydrogen, phenyl, ethyl, propyl or butyl. If the precursor monomer is a liquid, the polymer can be directly synthesized in the presence of an anionic base to a cross-linked polymer containing recurring units of the general formula R(Me2SiOCH2CHSiMe2)2. The polymers have approximately less than 1% porosity and are thermally stable at temperatures up to approximately 500° C.Type: GrantFiled: May 12, 1999Date of Patent: May 22, 2001Assignee: Sandia CorporationInventors: Douglas A. Loy, Kamyar Rahimian
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Patent number: 6224946Abstract: This invention relates to novel suspensions containing (a) 30 to 95 wt. % of water, (b) 70 to 5 wt. % of at least one silane or siloxane having at least two groups corresponding to formula (I) —(CH2)mSiRnX3-n (I) wherein R denotes C1-C18 alkyl and/or C6-C20 aryl, X denotes OH, C1-C4 alkoxy, C6-C20 aryloxy, C1-C6 acyloxy and/or hydrogen, m is 1 to 6, and n is 0 to 2, (c) 0.1 to 30 wt. % of at least one emulsifier, and (d) 0 to 20 wt. % of one or more additives and/or auxiliary substances, with the proviso that the sum of components (a) to (d) totals 100 wt. %. The present invention further relates to the preparation and use of such suspensions.Type: GrantFiled: May 24, 1999Date of Patent: May 1, 2001Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Markus Mechtel, Michael Mager
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Patent number: 6221993Abstract: A continuous process for producing a silicone polymer comprises the sequential steps of (i) polymerisation of a linear silanol group containing siloxane by condensation polymerisation, or of a cyclosiloxane by ring opening polymerisation, or of a mixture of said linear and cyclosiloxanes with a phosphazene base in the presence of water and the presence or absence of a filler in an extruder, (ii) neutralising the reaction mixture in an extruder, and (iii) stripping the neutralised reaction mixture to remove volatile materials. Preferably, step (iii) is performed in an extruder, more preferably steps (i), (ii) and (iii) are all performed in the same extruder.Type: GrantFiled: August 26, 1999Date of Patent: April 24, 2001Assignee: Dow Corning LimitedInventors: John Currie, Phillip Griffith, William Herron, Richard Taylor
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Patent number: 6221996Abstract: An organopolysiloxane gum is prepared by polymerizing a cyclic organosiloxane with a low molecular weight, linear organopolysiloxane end-blocked with a triorganosilyl group in the presence of an alkaline catalyst. The polymerization reaction is effected under a reduced pressure, typically of 500 mmHg or lower.Type: GrantFiled: November 12, 1999Date of Patent: April 24, 2001Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Keiji Shibata, Kenji Tawara
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Patent number: 6218499Abstract: A curable composition comprising (A) a fluorinated organic silicon compound of the formula: Z—R1—Rf—R1—Z wherein Rf is a divalent fluorinated polyether group, R1 is a divalent hydrocarbon group, and Z is a silyl or siloxane group terminated with OH, (B) an organic silicon compound as a crosslinking agent, and (C) a condensation accelerator is curable to depth at room temperature even in the absence of moisture.Type: GrantFiled: February 23, 1999Date of Patent: April 17, 2001Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yasuo Tarumi, Shinichi Sato, Noriyuki Koike, Takashi Matsuda, Masatoshi Arai
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Patent number: 6218316Abstract: A method of planarizing a surface of a wafer includes providing a planarization material on the wafer surface and bringing a substantially flat surface into contact with the planarization material on the wafer. The planarization material is exposed to radiation at a first wavelength to cure the planarization material and is exposed to radiation at a second wavelength to cause changes to the planarization material that facilitate separation of the substantially flat surface from the planarization material.Type: GrantFiled: October 22, 1998Date of Patent: April 17, 2001Assignee: Micron Technology, Inc.Inventor: Eugene P. Marsh
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Patent number: 6214962Abstract: An organopolysiloxane gum is continuously prepared by (I) mixing at least one cyclopolysiloxane with an end capping agent, (II) feeding the mixture to a self-cleaning reactor along with a polymerization catalyst of thermal decomposition type, and effecting polymerization at a temperature of 80-130° C., (III) heating the reaction mixture of step (II) at a temperature of 130-200° C. under subatmospheric pressure for deactivating the catalyst, thereby terminating the polymerization reaction, and (IV) continuously removing the cyclopolysiloxane and volatile components from the reaction product.Type: GrantFiled: December 2, 1999Date of Patent: April 10, 2001Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masaharu Takahashi, Yutaka Hagiwara, Minoru Igarashi, Keiji Shibata, Kenji Tawara, Yoshio Tomizawa
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Patent number: 6207781Abstract: An organofunctional cocyclic siloxane, i.e., a dialkyl, alkyl aminoalkyl cocyclic siloxane, is used to prepare copolymeric siloxane fluids, copolymeric siloxane gums, and terpolymeric siloxanes via three polymerization techniques. In one embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using a bulk polymerization technique. In another embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using an emulsion polymerization technique. In an additional embodiment, the dialkyl, alkyl aminoalkyl cocyclic siloxane is polymerized using a microemulsion polymerization technique. The dialkyl, alkyl aminoalkyl cocyclic siloxane most preferred is a dimethyl, methyl aminoalkyl cocyclic siloxane.Type: GrantFiled: August 20, 1999Date of Patent: March 27, 2001Assignee: Dow Corning CorporationInventors: Daniel Joseph Halloran, Brett Lee Zimmerman
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Patent number: 6201058Abstract: The invention relates to organopolysiloxanes that have amino groups and are solid at room temperature which can reversibly change their states of aggregation on the basis of temperature changes. Preparations containing these organopolysiloxanes are useful in the cleaning, care, and hydrophobicization of surfaces.Type: GrantFiled: October 26, 1998Date of Patent: March 13, 2001Assignee: Wacker-Chemie GmbHInventors: Günter Mahr, Franz X. Wimmer, Jörn Winterfeld
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Patent number: 6201091Abstract: An organofunctional cocyclic siloxane, i.e., a dialkyl, alkyl carboxyalkyl cocyclic siloxane, is used to prepare copolymeric siloxane fluids, copolymeric siloxane gums, and terpolymeric siloxanes via three polymerization techniques. In one embodiment, the dialkyl, alkyl carboxyalkyl cocyclic siloxane is polymerized using a bulk polymerization technique. In another embodiment, the dialkyl, alkyl carboxyalkyl cocyclic siloxane is polymerized using an emulsion polymerization technique. In an additional embodiment, the dialkyl, alkyl carboxyalkyl cocyclic siloxane is polymerized using a microemulsion polymerization technique. The dialkyl, alkyl carboxyalkyl cocyclic siloxane most preferred is a dimethyl, methyl carboxyalkyl cocyclic siloxane.Type: GrantFiled: August 20, 1999Date of Patent: March 13, 2001Assignee: Dow Corning CorporationInventors: Daniel Joseph Halloran, Brett Lee Zimmerman
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Patent number: 6184330Abstract: A continuous process for producing a silicone polymer comprises the sequential steps of (i) polymerisation of a linear silanol group containing siloxane by condensation polymerisation, or of a cyclosiloxane by ring opening polymerisation, or of a mixture of said linear and cyclosiloxanes with a phosphazene base in the presence of water and the presence or absence of a filler in a static mixer, (ii) neutralising the reaction mixture in a static mixer, an in-line mixer or an extruder, and (iii) stripping the neutralised reaction mixture to remove volatile materials. Preferably step (ii) is performed in a static mixer and step (iii) is performed in a thin film stripper, extruder or co-rotating processor.Type: GrantFiled: August 26, 1999Date of Patent: February 6, 2001Assignee: Dow Corning LimitedInventors: John Currie, Phillip Griffith, William Herron, Richard Taylor
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Patent number: 6136939Abstract: Oligomers soluble in organic solvents and obtainable by condensing identical or different monomers of the formula ##STR1## in which R.sub.1 means C.sub.1 -C.sub.6 alkyl or C.sub.6 -C.sub.14 aryl,R.sub.2 means hydrogen, alkyl or aryl, if b is 1, or alkyl or aryl, if b is 2 or 3,R.sub.3 means alkyl or aryl,m means 3 to 6,q means 2 to 10 and,b means 1, 2 or 3,are suitable for coating plastics, mineral and metallic substrates and glass.Type: GrantFiled: November 8, 1999Date of Patent: October 24, 2000Assignee: Bayer AktiengesellschaftInventors: Michael Mager, Markus Mechtel
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Patent number: 6136940Abstract: A silacyclobutane compound having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently chloro, triorganosiloxy, organooxy, triorganosilyl, or a monovalent hydrocarbon group; R.sup.3 is a monovalent hydrocarbon group free of conjugated aliphatic unsaturation, triorganosilyl, or hydrogen; and R.sup.4 is a monovalent saturated hydrocarbon group; provided that when R.sup.3 is hydrogen, neither R.sup.1 nor R.sup.2 is chloro or organooxy. Methods of preparing the silacyclobutane compounds, silane polymers containing at least one silacyclobutane unit, and siloxane polymers containing at least one silacyclobutane unit.Type: GrantFiled: April 23, 1999Date of Patent: October 24, 2000Assignee: Dow Corning LimitedInventors: Norbert Auner, Martin Grasmann
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Patent number: 6127502Abstract: A polyorganosiloxane comprising at least one organofunctional group per molecule having multiple hydrolyzable groups. The organofunctional group is described by formula --Z.sub.b --R.sup.4 (Z--SiR.sup.2.sub.n X.sub.3-n).sub.a, where each R.sup.2 is an independently selected monovalent hydrocarbon radical comprising 1 to about 18 carbon atoms; each Z is independently selected from the group consisting of divalent hydrocarbon radicals comprising about 2 to 18 carbon atoms and a combination of divalent hydrocarbon radicals and siloxane segments; R.sup.4 is independently selected from the group consisting of a silicon atom and a siloxane radical comprising at least two silicon atoms and each Z is bonded to a silicon atom of R.sup.4 with the remaining valences of the silicon atoms of R.sup.Type: GrantFiled: December 21, 1998Date of Patent: October 3, 2000Assignee: Dow Corning CorporationInventors: Robert Harold Krahnke, Timothy B. Lueder, Richard Alan Palmer, Nick Evan Shephard
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Patent number: 6100417Abstract: Method is provided for reacting silsesquioxane resins or polyhedral oligomeric silsesquioxanes (POSS) bearing one or more olefinic groups with strong acids to cleave one or more olefin bonds of the olefinic groups to form POSS species of monomers or polymers having one or more functionalities suitable for reaction with a wide range of polymeric systems, to thus form new POSS derived compounds. Also provided are the new compounds so formed.Type: GrantFiled: August 31, 1999Date of Patent: August 8, 2000Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Joseph D. Lichtenhan, Frank J. Feher, Daravong Soulivong
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Patent number: 6080829Abstract: Symmetric and asymmetric cyclic silalkylenesiloxane monomers and copolymers thereof are disclosed, as well as crosslinked and/or reinforced silalkylenesiloxane copolymers, medical devices containing such materials, and methods of preparation.Type: GrantFiled: June 24, 1998Date of Patent: June 27, 2000Assignee: Medtronic, Inc.Inventors: Mark A. Tapsak, Edward Di Domenico
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Patent number: 6063887Abstract: A 1-acyloxy-organotetrasiloxane represented by the general formula: ##STR1## wherein R.sup.1 is a monovalent organic group containing an acryloyloxy group or a monovalent organic group containing a methacryloyloxy group, and R.sup.2 is a monovalent hydrocarbon group, and a process for producing the above mentioned 1-acyloxy-organotetrasiloxane, which is characterized by subjecting hexamethylcyclotrisiloxane to a ring-opening reaction with an acyloxysilane represented by the general formula: ##STR2## wherein R.sup.1 is a monovalent organic group containing an acryloyloxy group or a monovalent organic group containing a methacryloyloxy group, and R.sup.2 is a monovalent hydrocarbon group, in the presence of an acidic catalyst.Type: GrantFiled: May 18, 1998Date of Patent: May 16, 2000Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Tadashi Okawa
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Patent number: 6054548Abstract: A process for producing a silicone polymer having a volatile material content of less than 1% by weight, preferably less than 0.1% by weight, comprises the sequential steps of (i) producing an unstripped silicone polymer by polymerisation of a linear silanol group containing siloxane by condensation polymerisation, or of a cyclosiloxane by ring-opening polymerisation, or of a mixture of said linear and cyclosiloxanes, with a phosphazene base in the presence of water and the presence or absence of a filler, (ii) neutralising the catalyst, and (iii) stripping the unstripped silicone polymer, preferably at temperatures of 200.degree. C. and above.Type: GrantFiled: August 26, 1999Date of Patent: April 25, 2000Assignee: Dow Corning LimitedInventors: John Currie, Phillip Griffith, William Herron, Richard Taylor
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Patent number: 6040395Abstract: This invention relates to a primer that improves adherence of a cured resin sealant to a cured silicone coating on an electrical element, wherein said primer is selected from the group consisting of:(i) a mixture of components (a) and (b),(ii) a reaction mixture of components (a) and (b),(iii) component (c),(iv) component (c) and a mixture of components (a) and (b), and(v) component (c) and a reaction mixture of components (a) and (b),where component (a) is silanol-functional organopolysiloxane; component (b) is epoxy-functional organoalkoxysilane; and component (c) is organopolysiloxane with the average unit formula: (R.sup.1 SiO.sub.3/2).sub.a (R.sup.2.sub.2 SiO.sub.2/2).sub.b (R.sup.2.sub.3 SiO.sub.1/2).sub.c (R.sup.3 O.sub.1/2).sub.dwhere R.sup.1 is an epoxy-functional monovalent organic group; each R.sup.2 is independently a monovalent hydrocarbon group, R.sup.Type: GrantFiled: May 21, 1999Date of Patent: March 21, 2000Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Minoru Isshiki, Katsutoshi Mine, Kimio Yamakawa
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Patent number: 6031060Abstract: Terminally functionalized silicone polymers prepared using protected functionalized initiators and processes for preparing the same. The silicone polymers includes protected, functionalized silicone polymers, such as mono-functional, homotelechelic, heterotelechelic, macromonomer, and radial polymers. The protected functionalized polymers can be optionally deprotected to afford functionalized silicone polymers.Type: GrantFiled: May 20, 1998Date of Patent: February 29, 2000Assignee: FMC CorporationInventors: Robert James Letchford, James Anthony Schwindeman, Roderic Paul Quirk
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Patent number: 5989640Abstract: A propellant-free composition for lustering and protecting a surface such as a rubber sidewall of a vehicle tire or a vinyl or similar surface. The composition has (1) from about 10 wt. % to 100 wt. % of a high molecular weight liquid linear polysiloxane having a molecular weight above about 550, and (2) from 0 wt. % to about 90 wt. % of a low molecular weight liquid linear and/or cyclic polysiloxane having a molecular weight below about 550. Surface activity of the silicone component of the composition is such that the high molecular weight polysiloxane functions to produce a high luster, while the low molecular weight polysiloxane functions as an evaporative carrier-solvent diluent medium for delivery of the silicone component to the surface and to produce an even distribution on that surface.Type: GrantFiled: September 19, 1997Date of Patent: November 23, 1999Assignee: No Touch North AmericaInventors: Tetsuo Kijima, Nobuhiro Yoshikawa, Toshiji Tanaka
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Patent number: 5973061Abstract: Aqueous silicone dispersions crosslinkable into elastomeric state by elimination of water therefrom, well adapted for the production of elastomer seals, e.g., for the building industry, include:(A) 100 parts by weight of an oil-in-water emulsion of an .alpha.,.omega.-(dihydroxy)polydiorganosiloxane stabilized with at least one anionic or nonionic surface-active agent, or mixture thereof;(B) 1 to 100 parts by weight of an hydroxylated silicone resin containing, per molecule, at least two different recurring structural units selected from among those of the formulae: R.sub.3 SiO.sub.0.5, R.sub.2 SiO, RSiO.sub.1.5 and SiO.sub.2, wherein the radicals R, which may be identical or different, are vinyl, phenyl or 3,3,3-trifluoropropyl radicals, or linear or branched chain alkyl radicals containing from 1 to 6 carbon atoms, said resin having a hydroxyl group weight content of from 0.1% to 10%;(C) 0 to 250 parts by weight of a nonsiliceous inorganic filler;(D) 0.Type: GrantFiled: February 28, 1991Date of Patent: October 26, 1999Assignee: Rhone-Poulenc ChimieInventors: Michel Feder, Jean Ulrich
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Patent number: 5958515Abstract: This invention relates to a primer that improves adherence of a cured resin sealant to a cured silicone coating on an electrical element, wherein said primer is selected from the group consisting of:(i) a mixture of components (a) and (b),(ii) a reaction mixture of components (a) and (b),(iii) component (c),(iv) component (c) and a mixture of components (a) and (b), and(v) component (c) and a reaction mixture of components (a) and (b),where component (a) is silanol-functional organopolysiloxane; component (b) is epoxy-functional organoalkoxysilane; and component (c) is organopolysiloxane with the average unit formula:(R.sup.1 SiO.sub.3/2).sub.a (R.sup.2.sub.2 SiO.sub.2/2).sub.b (R.sup.2.sub.3 SiO.sub.1/2).sub.c (R.sup.3 O.sub.1/2).sub.dwhere R.sup.1 is an epoxy-functional monovalent organic group; each R.sup.2 is independently a monovalent hydrocarbon group, R.sup.Type: GrantFiled: September 3, 1997Date of Patent: September 28, 1999Assignee: Dow Corning Toray Silicone Co., LTD.Inventors: Minoru Isshiki, Katsutoshi Mine, Kimio Yamakawa
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Patent number: 5955542Abstract: Novel methods and compositions for improving the flame retardant capabilities of aromatic-based polymers like polycarbonate are disclosed. Other important polymer properties are substantially maintained, such as transparency. One aspect of the invention is directed to a flame retardance additive which comprises a copolymer of an aryl-containing silicone compound and a diorganic polysiloxane compound. In some preferred embodiments, the aryl-containing silicone compound is triphenyl- or diphenyl-based. This invention is also directed to new polymer compositions, which comprise an aromatic-based polymer and the flame retardance additive described above. The polymer compositions can be molded into a variety of articles which have a very useful combination of properties.Type: GrantFiled: March 3, 1997Date of Patent: September 21, 1999Assignee: General Electric CompanyInventors: Gary Charles Davis, Larry Neil Lewis
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Patent number: 5861468Abstract: A curable polysiloxane of formulaA.sub.a B.sub.b (R.sub.3 SiO.sub.0.5).sub.c (R.sub.2 SiO).sub.d (RSiO.sub.1.5).sub.e (SiO.sub.2).sub.fwhere A and B are silacyclobutane, disilacyclobutane or benzosilacyclobutene functional groups. A composition of matter comprising this polysiloxane and a copper, silver or gold containing catalyst. A method of curing this polysiloxane.Type: GrantFiled: December 1, 1995Date of Patent: January 19, 1999Assignee: Dow Corning Asia, Ltd.Inventors: Brian Robert Harkness, Mamoru Tachikawa, Kasumi Takeuchi
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Patent number: 5858599Abstract: An anti-offsetting oil including an organopolysiloxane having the formula (1) below and containing low molecular weight organopolysiloxanes having a molecular weight of 3,000 or less in a content of 50 ppm or less. ##STR1## wherein R.sub.f 's represent a perfluoroalkyl which may contain at least one ether linkage; R's represent a monovalent hydrocarbon group; Y's represent a divalent organic group having 2 to 5 carbon atoms; a represents an integer of 1 or more and b represents an integer of 0 or more, provided that a and b satisfy 3a+3b+2=15 to 4,000; and c and d are an integer of 0 to 3. This fluid has a good wettability to silicone rubber or fluorine forming the surfaces of fixing rolls of electrophotographic copying machines, and hence can effectively prevent offset. Since it contains no low-molecular weight organopolysiloxanes, the electric-contact failure may hardly occur.Type: GrantFiled: November 6, 1997Date of Patent: January 12, 1999Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiromasa Yamaguchi, Hirofumi Kishita
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Patent number: 5852153Abstract: A novel cyclotrisiloxane having the following general formula (1) and a novel copolymer synthesized using the cyclotrisiloxane are provided. The copolymer is excellent in low-temperature characteristics, heat resistance, temperature-viscosity characteristics, and compatibility with various fluids and is particularly useful as a starting material for use in cosmetics and greases. ##STR1## wherein R.sup.2 is a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, a halogenated alkyl group, an alkenyl group, an acryloyloxypropyl group or a methacryloyloxypropyl group, and R.sup.3 is a methyl group or a phenyl group.Type: GrantFiled: September 4, 1997Date of Patent: December 22, 1998Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Michihiro Sugo, Hisashi Aoki
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Patent number: 5824761Abstract: The present invention relates to radiation curable silicone vinyl ethers and methods for preparing silicone vinyl ethers. More particularly, the present invention relates compositions containing vinyl ether functional silicones and to the preparation and use of silicone vinyl ethers which are curable by addition of photocleavable acids and exposure to ultraviolet or electron beam radiation.Type: GrantFiled: January 16, 1997Date of Patent: October 20, 1998Assignee: Dow Corning CorporationInventors: Valerie Joy Bujanowski, Shedric Oneal Glover, Susan Victoria Perz, Maris Jazeps Ziemelis, Gary Rex Homan, Michael Ward Skinner
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Patent number: 5741859Abstract: The present invention relates to a method for preparing a polyisobutylene-siloxane block copolymer, said method comprising:(I) lithiating(A) a polyisobutylene having one or two terminal silanol groups with(B) an organolithium compound;(II) reacting the silanolate-functional polyisobutylene obtained in step (I) with(C) a hexaorganocyclotrisiloxane; and(III) capping the siloxanotate-functional block copolymer obtained in step (II) with a compound selected from(D) a silane having at least one hydrolyzable group or(E) an acid.Type: GrantFiled: February 3, 1997Date of Patent: April 21, 1998Assignee: Dow Corning CorporationInventors: Anil Kumar Saxena, Toshio Suzuki
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Patent number: 5708115Abstract: A method in which radical polymerization of a vinyl monomer is initiated by an ozonide group attached to a silane or a siloxane polymer. The method is particularly useful for preparing organic polymers having a silicone chain end, or for preparing wide ranges of silicone/organic polymers and copolymers with varied architecture, i.e., ABA block copolymers, comb polymers, star polymers, and hyper-branched polymers. In one embodiment, the method is carried out by simply heating a vinyl monomer in the presence of a silane containing ozonide functionality. The ozonide silane is obtained by exposing silanes or siloxanes having an alkyl group containing a double bond to ozone. Surprisingly, an ozonide attached to an organosilicon compound was found to be stable, and capable of initiating vinyl polymerization upon heating to moderate temperatures, i.e., about 70.degree. C.Type: GrantFiled: February 11, 1997Date of Patent: January 13, 1998Assignee: Dow Corning CorporationInventors: Daniel Graiver, Aaron Quoc Khieu, Binh Thanh Nguyen
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Patent number: 5700899Abstract: A curable silicone composition based on an organopolysiloxane having a cyclotrisiloxane structure quickly cures by brief heating or ultraviolet exposure. It further contains an acid, acid generator, base or base generator or an oniom salt photo-initiator as a curing agent. The cured product has release property from adhesive substance which remains unchanged with the lapse of time and good mold release properties, and thus provides a lightly releasable cured film. The composition is widely used as adhesive tape backing agents, mold release agents, protective coating agents, water and oil repellent agents, and paint base.Type: GrantFiled: August 12, 1996Date of Patent: December 23, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Shunji Aoki, Toshio Ohba, Yasuaki Hara, Kunio Itoh
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Patent number: 5698654Abstract: A sequential catalysis of the ring opening polymerization of cyclic organosiloxanes using a base catalyst that can be neutralized by a subsequent redistribution and condensation catalyst such as a Lewis acid catalyst, preferably a phosphonitrilic compound, permits the rapid synthesis of functionalized and poly-functionalized silicone copolymers such as alkenyl hydride copolymers, a new composition of matter.Type: GrantFiled: July 30, 1996Date of Patent: December 16, 1997Assignee: General Electric CompanyInventors: Susan A. Nye, Donna A. Riccio, Brenda S. Wutzer
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Patent number: 5693735Abstract: A novel cyclotrisiloxane having the following general formula (1) and a novel copolymer synthesized using the cyclotrisiloxane are provided. The copolymer is excellent in low-temperature characteristics, heat resistance, temperature-viscosity characteristics, and compatibility with various fluids and is particularly useful as a starting material for use in cosmetics and greases. ##STR1## wherein R.sup.2 is a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, a halogenated alkyl group, an alkenyl group, an acryloyloxypropyl group or a methacryloyloxypropyl group, and R.sup.3 is a methyl group or a phenyl group.Type: GrantFiled: July 11, 1996Date of Patent: December 2, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Michihiro Sugo, Hisashi Aoki
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Patent number: 5674938Abstract: Liquid polysiloxanes are used in defoamant preparations, as diffusion-resistant plasticizer oils, separation agents, or impregnation agents. The liquid polysiloxanes are obtained by reacting:(1) 100 parts by weight of the hydrolysis product of dimethyldichlorosilane having a viscosity of less than 200 mm.sup.2 /sec at 25.degree. C.;(2) 1-100 parts by weight of a polydiorganosiloxane having a viscosity of less than 200 mm.sup.2 /sec at 25.degree. C., of formula (I)R.sup.3.sub.c SiO.sub.(4-c)/2, (I)where each R.sup.3 is independently a substituted or unsubstituted hydrocarbon group with 1-30 carbon atoms, and c has mean value 1.9-3.0; and(3) 0.1-20 parts by weight of one or more compounds (a)-(d),where (a) is a silicon compound of formula (II)R.sup.4.sub.d SiX.sub.(4-d), (II)where R.sup.Type: GrantFiled: December 13, 1994Date of Patent: October 7, 1997Assignee: Huels Silicone GmbHInventors: Holger Rautschek, Rosemarie Guehne, Harald Schickmann
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Patent number: 5672671Abstract: A process is disclosed for producing a diorganopolysiloxane by polymerizing a cyclic siloxane expressed by the following general formula (2) ##STR1## wherein R.sup.3 represents methyl group, ethyl group, or phenyl group, and p is an integer of 3 or 4,by an anion living polymerization using a lithium trialkylsilonolate or an alkyl lithium as a polymerization initiator and then terminating the anion living polymerization with an acid or a chlorosilane derivative, the improvement comprising treating a diorganopolysiloxane which is modified with a silanol at both its terminals and included in the cyclic siloxane as impurities, with an acetylating agent.Type: GrantFiled: June 21, 1996Date of Patent: September 30, 1997Assignee: Chisso CorporationInventors: Takaharu Nakano, Katsuyoshi Tsuchiya, Shunji Yoshimatsu, Takeru Fuchigami
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Patent number: 5663271Abstract: A polysilane of Formula [I] or [II]: ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, R.sup.13 and R.sup.14 denote independently hydrogen, alkyl, aryl, alkenyl, alkynyl, silyl, and amino groups. R.sup.1 and R.sup.2, R.sup.3 and R.sup.4, R.sup.5 and R.sup.6, R.sup.7 and R.sup.8, R.sup.13 and R.sup.14, R.sup.10 and R.sup.11 can form a ring with the silicon bonded to each group. m is 0 or 1. n is an integer.);and a method for synthesizing the polysilane of Formula [I] or [II] in which a small-ring polysilane is reacted (in a solvent) with an organolithium reagent, and then treated with silanes possessing a leaving group. The resulting polysilanes have a homogeneous molecular weight distribution and are useful as a functional polymer for nonlinear optical materials and electroconductive polymers.Type: GrantFiled: November 9, 1995Date of Patent: September 2, 1997Inventor: Yasuo Hatanaka
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Patent number: 5635579Abstract: Methyl- and phenyl-containing fluorosilicone terpolymeric fluids over the range of 30 cps to 200,000 cps are effective as additives for various uses. Over the range of 16,000 to 200,000 cps, the fluids are effective as additives in promoting a finger transferable self-bleed of lubricant in fluorosilicone-containing heat-curable rubber compositions, even after a post-bake of the composition. Over the viscosity range of 30 cps to 1000 cps, the fluids are useful in personal care and cosmetic products as water and oil repellency additives. Methods of ring opening polymerization are used to produce the terpolymeric fluids from cyclic reactants.Type: GrantFiled: November 21, 1995Date of Patent: June 3, 1997Assignee: General Electric CompanyInventors: Edwin R. Evans, Gregory H. Slocum
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Patent number: 5629401Abstract: An interfacial polymerization process wherein organosilicon reactants are dissolved in mutually immiscible, nonaqueous solvents, and a condensation product is formed at the interface. This technique has many of the advantages of analogous organic interfacial polymerization, and may be used, for example, to prepare crosslinked films, fibers, particles, or encapsulants. Structures which cannot be prepared by other routes can be made. In particular, a well-defined alternating dimethyl/diphenyl siloxane block copolymer can be prepared by condensing a dihalo organosilicon compound such as diphenyldichlorosilane (C.sub.6 H.sub.5).sub.2 SiCl.sub.2 in diphenyl ether with a dimethyl silanolate in cyclohexane. The advantages are ability to control polymer structure, and there is no rearrangement during polymerization.Type: GrantFiled: April 1, 1996Date of Patent: May 13, 1997Assignee: Dow Corning CorporationInventors: Daniel Graiver, Arnold W. Lomas
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Patent number: 5623026Abstract: Siloxanes containing epoxy groups having the formula 1 ##STR1## Formula 1 whereinA means a C.sub.1 -C.sub.20 alkyl radical with epoxy groupsB means R.sup.1 or AR.sup.1, R.sup.2 independently of each other, means C.sub.1 -C.sub.20 alkyl or C.sub.6 -C.sub.10 aryla means zero or a whole number from 1-100b means zero or a whole number from 1-100c means a whole number from 1-5.Type: GrantFiled: December 28, 1995Date of Patent: April 22, 1997Assignee: Bayer AktiengesellschaftInventors: Josef Buekers, Peter Bier, Sabine Schlitte, Hubertus Eversheim, Helmut-Martin Meier
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Patent number: 5610259Abstract: Room temperature vulcanizable organopolysiloxane compositions comprising derivatives of silacycloalkanes are described and they unexpectedly display a reduction in viscosity prior to curing, a reduction in modulus after curing and favorable cure rates.Type: GrantFiled: January 19, 1996Date of Patent: March 11, 1997Assignee: General Electric CompanyInventors: James A. Cella, Timothy B. Burnell
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Patent number: 5599892Abstract: In a process for preparing a polysilane from a diorganodihalosilane and an alkali metal, a low molecular weight polysilane results from the process as a by-product. The low molecular weight polysilane is further reacted with an alkali metal for conversion into a high molecular weight polysilane.Type: GrantFiled: October 6, 1995Date of Patent: February 4, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Akira Hayashida
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Patent number: 5589562Abstract: A synthesis process for polysilsesquioxanes which produces a high yield, tractable copolymer of perfectly alternating silsesquioxane and bridging group segments is provided. A difunctional silsesquioxane monomer of the formula Si.sub.8 R.sub.8 O.sub.11 (OA).sub.2 or Si.sub.7 R.sub.7 O.sub.9 (OSiR.sup.4 R.sup.5 R.sup.6) (OA).sub.2 is reacted with a difunctional compound of the formula X-M-X which forms a bridging group for a time sufficient to condense the difunctional silsesquioxane monomers and bridging groups into a linear polymer containing alternating silsesquioxane and bridging group segments. The resulting linear copolymer is essentially free of impurities and has controllable properties through the proper selection of the monomeric starting materials.Type: GrantFiled: February 3, 1995Date of Patent: December 31, 1996Assignee: The University of DaytonInventors: Joseph D. Lichtenhan, Ngo Quang Vu, Jeffrey W. Gilman, Frank J. Feher
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Patent number: 5567789Abstract: A highly efficient method for preparing an organopolysiloxane which contains little low molecular weight organosiloxane is disclosed, said method comprising:(I) polymerizing(A) cyclic trisiloxane having the formula ##STR1## wherein R is a monovalent hydrocarbon radical, excluding aryl radical, using as a polymerization initiator(B) a lithium compound having the formula ##STR2## in which R' is independently selected from monovalent hydrocarbon radicals, X and X' are selected from the group consisting of hydrogen and lithium, with the proviso that one of X and X' must be lithium, and m is an integer having a value of at least 1, optionally, in the presence of(C) a molecular-weight regulator selected from the group consisting of water and a compound having the formula ##STR3## in which R' has its previously defined meaning and p is an integer having a value of at least 1,said polymerization taking place in the presence of both(D) a nitrile compound and(E) an active hydrogen-free polar solvent; and(II) terminatinType: GrantFiled: July 14, 1995Date of Patent: October 22, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Ryuko Manzouji, Tadashi Okawa
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Patent number: 5567790Abstract: A highly efficient method for preparing a diphenylsiloxane-dimethylsiloxane copolymer having a narrow molecular weight distribution, said method comprising:(I) polymerizing(A) a mixture of hexamethylcyclotrisiloxane and hexaphenylcyclotrisiloxane, using as polymerization initiator(B) a lithium compound having the formula ##STR1## in which R independently denotes a monovalent hydrocarbon radical, X and X' are selected from the group consisting of hydrogen and lithium, with the proviso that one of X and X' must be lithium, and m is an integer having a value of at least 1, optionally, in the presence of(C) a molecular-weight regulator selected from the group consisting of water and a compound having the formula ##STR2## in which R has its previously defined meaning and p is an integer having a value of at least 1, said polymerization taking place in the presence of both(D) a nitrile compound and(E) an active hydrogen-free polar solvent; and(II) terminating the polymerization reaction product from step (I) with aType: GrantFiled: July 14, 1995Date of Patent: October 22, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Tadashi Okawa
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Patent number: 5563229Abstract: There is provided a method of producing an organopolysiloxane with a low polymerization degree in a high yield, comprising a step of allowing a monochlorosilane represented by the following general formula (I) and hexamethylcyclotrisiloxane to undergo ring-opening reaction in the presence of a quaternary ammonium salt represented by the following general formula (II) and a step of hydrolyzing the reaction product: ##STR1## wherein R groups are the same or different, and each group represents an alkyl group containing 1 to 18 carbon atoms, an aryl group or a hydrogen atom;R.sup.1.sub.4 N.sup.+ X.sup.31 (II)wherein R.sup.1 groups are the same or different, each group representing an alkyl group containing 1 to 18 carbon atone, and X- represents an anion.Type: GrantFiled: June 5, 1995Date of Patent: October 8, 1996Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hideyuki Kawamoto, Hisashi Aoki