Halogen Attached Indirectly To Silicon By Nonionic Bonding Patents (Class 556/454)
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Patent number: 5262556Abstract: The invention relates to a process for the reaction of fluorinated or chlorinated aromatics with electrophiles at the ortho position relative to the fluorine or chlorine atom, characterized in that a strong base is added to a mixture of the fluorinated or chlorinated aromatic and the electrophile.Type: GrantFiled: May 6, 1992Date of Patent: November 16, 1993Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Bernard Riefling, Jurgen Seubert, Volker Reiffenrath, Reinhard Hittich
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Patent number: 5233067Abstract: A method for metallizing a polymeric substrate is disclosed. The method includes contacting a surface of an etched polymeric substrate with a silane coupling agent and depositing a metallic layer over the surface. The silane coupling agent forms a chemical linkage between the substrate and the metallic layer. A coupling agent composition and a metallized polymeric substrate are also described.Type: GrantFiled: May 8, 1990Date of Patent: August 3, 1993Assignee: Rogers CorporationInventors: Gwo Swei, Kenneth W. Kristal
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Patent number: 5217633Abstract: Low temperature lubricating oils are fluorosiloxane compounds of the formulaT.sub.a M.sub.b D.sup.F.sub.c D.sub.dwhereinT represents phenyl trisiloxy groups or mixed phenyl trisiloxy-and alkyl trisiloxy groups;M represents trialkyl monosiloxy groups triphenyl monosiloxy groups or tri-alkyl/phenol-monosiloxy groups;D represents dialkyl disiloxy groups, diphenyl disiloxy groups, or phenyl-alkyl disiloxy groups and;D.sup.F represents disiloxy groups with a methyl or phenyl substituent and a fluorinated substituent of the formula C.sub.n F.sub.2n+1 --CH.sub.2 --CH.sub.2 --;a is a number from 0 to 5;b is a number from 3 to 7;c is a number from 3 to 7;d is a number from 30 to 70; andn is a number from 1 to 12.Type: GrantFiled: June 14, 1989Date of Patent: June 8, 1993Assignee: Bayer AktiengesellschaftInventors: Hans-Horst Steinbach, Jurgen Ackermann, Ottfried Schlak
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Patent number: 5217645Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes a linear or branched alkyl group having 2-16 carbon atoms capable of including one or non-neighboring two methylene groups which can be replaced with --O--, --S--, --CO--, --COO-- or --OCO-- and capable of including a hydrogen atom which can be replaced with a fluorine atom; A denotes --A.sub.1 -- or --A.sub.1 --A.sub.2 --; B.sub.2 denotes --B.sub.3 -- or --B.sub.3 --B.sub.4 --; A.sub.1, A.sub.2, B.sub.1, B.sub.3 and B.sub.4 independently denote ##STR2## wherein Y.sub.1 and Y.sub.2 independently denote a hydrogen atom, F, Cl, Br, --CH.sub.3, --CN or --CF.sub.3, with the proviso that B.sub.1 can be a single bond; Z.sub.1 and Z.sub.2 independently denote a single bond, --COO--, --OCO--, --CH.sub.2 O-- or --OCH.sub.2 --; Z.sub.3 denotes --O--, --CO--, --COO-- or --OCO--; R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: September 13, 1991Date of Patent: June 8, 1993Assignee: Canon Kabushiki KaishaInventors: Takashi Iwaki, Takao Takiguchi, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
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Patent number: 5202452Abstract: A silane compound represented by the following general Formula (I) is described: ##STR1## wherein R.sup.1 is an alkyl group with 1 to 4 carbon atoms;A is oxygen atom (--O--), carboxyl group ##STR2## or an alkylsilylene group ##STR3## wherein each R.sup.2 and R.sup.3 is an alkyl group with 1 to 4 carbon atoms;x is a halogen atom, or an alkoxyl group;m is an integer from 1 to 8;n is an integer from 0 to 2;p is an integer from 5 to 25; andq is an integer from 0 to 2.The silane compound is useful as a coating agent for various base materials, to provide lubricity, in addition to stain-proofing property.Type: GrantFiled: September 3, 1991Date of Patent: April 13, 1993Assignees: Matsushita Electric Industrial Co., Ltd., Shin-Etsu Chemical Co., Ltd.Inventors: Kazufumi Ogawa, Norihisa Mino, Toshinobu Ishihara, Mikio Endo, Tohru Kubota, Yasuhisa Tanaka
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Patent number: 5158702Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a radical bonded to the benzene ring in the 2-, 3-, 5- or 6-position, namely a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R" is a radical of the formulaR'''--[Si(R*).sub.2 ](CH.sub.2).sub.y R""-- (9),in whichY is an integer from 4 to 18,R''' is as defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a radical of the formula --(E).sub.z -- which is optionally bonded to the carboxy group via a phenylene or biphenylene radical, whereE is a divalent radical of the formula --O-- or --Si(R*).sub.2 --, andZ is the number 0 or 1, and the radicalR' is a halogen atom, a cyano radical, a cholesteryl radical, a radical as defined for R* or of the formula --C.sub.6 H.sub.4 --R**, andR** may have any meaning of R*, with the exception of an n-octyloxy or an n-decyloxy radical,and the preparation and use thereof.Type: GrantFiled: June 22, 1990Date of Patent: October 27, 1992Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
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Patent number: 5106530Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R' is a radical of the formulaR'"--[Si(R*).sub.2 ].sub.x (CH.sub.2).sub.y R""-- (9),in whichx is the number 0 or 1,y is an integer from 1 to 18,R'"is a defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a phenylene or biphenylene radical or a radical of the formula --E--, whereE is a divalent radical of the formula --O-- or --[Si(R*).sub.2 ].sub.z --, andz is the number 0 or 1,and the compounds contain at least one group of the formula --Si(R*).sub.2 -- per molecule, and the radicalR" is a cholesteryl radical, a radical as defined for R* or a radical of the formula --C.sub.6 H.sub.4 --R*,and the preparation and use thereof.Type: GrantFiled: June 22, 1990Date of Patent: April 21, 1992Assignee: Consortium fur Elektrochemische Ind.Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
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Patent number: 5098981Abstract: A novel polyorganosiloxane is provided which has a fluorine atom-containing substituent at one terminal of its molecular chain and an unsaturated double bond-containing substituent at the other terminal thereof. The polyorgansiloxane of the present invention is represented by the general formula (I) ##STR1## wherein j is an integer of 1 to 2000, and R.sup.1 is an unsaturated double bond-containing group, each of R.sup.2 and R.sup.3 is an alkyl group having 1 to 4 carbon atoms, phenyl group, vinyl group, straight-chain or branched alkenyl group having 3 to 20 carbon atoms, or a siloxane chain which is similar to ##STR2## and R.sup.4 is a fluorine atom-containing substituent, ##STR3## wherein R.sup.10 is similar to R.sup.4 and is the fruorine atom-containing substituent, R.sup.Type: GrantFiled: February 7, 1991Date of Patent: March 24, 1992Assignee: Chisso CorporationInventors: Takahiro Saho, Yoshinori Akutsu, Takaharu Nakano, Nobumasa Ohtake
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Patent number: 5059705Abstract: Siloxane compounds having the following formula [1]: ##STR1## wherein each R is a substituted or unsubstituted monovalent hydrocarbon group having from 1 to 10 carbon atoms, and n is an integer of from 0 to 100. The compounds are extremely high in reactivity and, therefore, useful as an intermediate or modifying agent in the synthesis of silicone resins and other various organic resins.Type: GrantFiled: February 28, 1991Date of Patent: October 22, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroshige Okinoshima, Hiroshi Kanbara
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Patent number: 5041594Abstract: Organo(poly)siloxanes having Si-linked, conjugated dienyl groups are prepared by adding a secondary or tertiary acetylenic alcohol (1) to an organo(poly)siloxane (2) having at least one Si-linked hydrogen atom in the presence of a catalyst (3) which promotes the addition of Si-linked hydrogen to an aliphatic multiple bond, and then eliminating water by an intramolecular reaction in the presence of an acid catalyst (4) from the alkenol groups of the organo(poly)siloxane thus obtained.Type: GrantFiled: July 20, 1990Date of Patent: August 20, 1991Assignee: Wacker-Chemie GmbHInventor: Christian Herzig
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Patent number: 5028679Abstract: Perfluoroalkyl group containing organopolysiloxanes having a high degree of polymerization can be prepared by reacting a liquid organopolysiloxane of formula (I): R.sup.1.sub.aR.sup.2.sub.b (OH).sub.c SiO.sub.[4.(a+b+c)]/2 with an alkali metal hydroxide to form an alkali metal silanolate; reacting the alkali metal silanolate with a perfluoroalkyl group-containing organosilane of formula (II): RfR.sup.3 SiX.sub.2 to synthesize a perfluoroalkyl group-containing organopolysiloxane intermediate of formula (III): [(R.sup.1.sub.a R.sup.2.sub.b SiO).sub.m (RfR.sup.3 SiO)].sub.n ; and polymerizing the intermediate of formula (III) or a mixture of the intermediate and an organopolysiloxane of formula (IV): R.sup.5.sub.e R.sup.6.sub.g SiO.sub.[(4.(e+g)]/2 in the presence of a strongly acidic catalyst or strongly basic catalyst.Type: GrantFiled: October 2, 1989Date of Patent: July 2, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Nobuyuki Terae, Teiichi Mutoh, Masaki Tanaka
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Patent number: 4996280Abstract: A polyorganosiloxane compound which has a fluorine-containing group at its one terminal and an aminopropyl group at its other terminal.The polyorganosiloxane compound can provide various improved properties as well as new properties to synthetic resins by a chemical connection to the synthetic resins with a functional group or groups reactive with the amino group at the other terminal thereof.Type: GrantFiled: August 1, 1989Date of Patent: February 26, 1991Assignee: Chisso CorporationInventors: Takahiro Saho, Yoshinori Akutsu, Takaharu Nakano, Nobumasa Ohtake
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Patent number: 4992521Abstract: The present invention relates to an organosiloxane compound suitable for the modification of silicone rubbers and synthetic resins, an organosiloxane compound useful as its intermediate, and a process for preparing them. The organosiloxane compound of the present invention can be represented by the general formula (IV) ##STR1## wherein j is an integer of 1 to 2000, R is an alkyl group having 1 to 4 carbon atoms, and R.sup.1 is a pentafluorophenyl group or a straight-chain or a branched fluoroalkyl group represented by the formula (III)C.sub.1 H.sub.b F.sub.2a-b+1 (II)wherein a is an integer of 3 to 18, and b is an integer of 0 to 2a.The siloxane compound of the present invention has a siloxane chain each having a substituent with a fluorine atom containing group at the terminal thereof. Each of molecules constituting the polysiloxane compound of the present invention has a terminal hydrosilyl group portion and a fluorine atom-containing terminal substituent portion therein.Type: GrantFiled: April 21, 1989Date of Patent: February 12, 1991Assignee: Chisso CorporationInventors: Takahiro Saho, Yoshinori Akutsu, Takaharu Nakano, Nobumasa Ohtake
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Patent number: 4985576Abstract: A bisindenyl derivate of the formula I ##STR1## (M.sup.1 =Si or Ge, R.sup.6 and R.sup.7 =unsubstituted or substituted idenyl radical)is obtained in very good yield by reacting a compound of the formula II ##STR2## (X=halogen) with a compound of the formula III or IVR.sup.6 -M.sup.2 (III) R.sup.7 -M.sup.2 (IV)(M.sup.2 =alkali metal)if, in the reaction, compound III or IV is added slowly to compound II.Compound I is suitable as a starting material for the preparation of metallocene catalyst components.Type: GrantFiled: December 29, 1989Date of Patent: January 15, 1991Assignee: Hoechst AktiengesellschaftInventors: Jurgen Rohrmann, Martin Antberg
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Patent number: 4980443Abstract: A new organohydrogenpolysiloxane compound and a new fluorosilicone polymer each have unique properties which allow for the preparation of faster curing coating compositions having longer bath life than those disclosed in the art. In a preferred embodiment the new polymers are mixed together to provide, along with a metal-containing hydrosilylation catalyst and a catalyst inhibitor to provide improved coating compositions which are useful for preparing a release linear to protect silicone pressure sensitive adhesives.Type: GrantFiled: June 4, 1990Date of Patent: December 25, 1990Assignee: Dow Corning CorporationInventors: Craig K. Kendziorski, Charles E. Neal, Jr., Loretta A. Sobieski, Thomas J. Tangney, David L. Stickles
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Patent number: 4977289Abstract: Sodium fluorosilanolate catalyst is disclosed which has improved effectiveness as a catalyst to produce fluorosilicone polymer and which at the same time improves fluorosilicone polymer purity.Type: GrantFiled: November 16, 1989Date of Patent: December 11, 1990Assignee: General Electric CompanyInventor: Edwin R. Evans
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Patent number: 4897459Abstract: Sodium fluorosilanolate catalyst is disclosed which has improved effectiveness as a catalyst to produce fluorosilicone polymer and which at the same time improves fluorosilicone polymer purity.Type: GrantFiled: November 25, 1987Date of Patent: January 30, 1990Assignee: General Electric CompanyInventor: Edwin R. Evans
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Patent number: 4824983Abstract: Polysiloxanes of the general formula ##STR1## wherein R.sup.1 is the same or different and represents alkyl or phenyl,R.sup.2 is the same as R.sup.1 or represents the C.sub.n F.sub.2n+1 (CH.sub.2).sub.2 O--, in which n is a whole number from 4 to 16, with the proviso that no more than 90% of R.sup.2 has the meaning of R.sup.1,andx=5 to 100 andy=0 to 10.The polysiloxanes are effective defoamers of preparations containing organic solvents or of crude oil and may be synthesized from preferably equilibrated hydrogensiloxanes by reaction with C.sub.n F.sub.2n+1 (CH.sub.2).sub.2 OH.Type: GrantFiled: October 6, 1987Date of Patent: April 25, 1989Assignee: Th. Goldschmidt AGInventors: Hans-Ferdi Fink, Gotz Koerner, Roland Berger, Christian Weitemeyer
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Patent number: 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: 4736048Abstract: Pressure sensitive adhesives can be protected with a releasable liner having a cured fluoroalkyl silicone coating which contains as little as two percent fluoroalkyl-substituted siloxane units. In a preferred embodiment of this invention silicone pressure sensitive adhesives can be solvent-cast, and even cured, directly onto the release surface of the liner and can be removed from the protective liner with a force of no more than 400 grams per inch. The fluoroalkyl silicone copolymers of this invention are prepared by a process which involves the preparation of a cohydrolyzate of fluoroalkyl-containing and fluoroalkyl-free siloxane units, followed by further polymerization of the cohydrolyzate with other siloxane units.Type: GrantFiled: June 4, 1986Date of Patent: April 5, 1988Assignee: Dow Corning CorporationInventors: Paul L. Brown, David L. Stickles
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Method for the preparation of an organosiloxane oligomer and a novel organosiloxane oligomer thereby
Patent number: 4727172Abstract: An efficient method is proposed for the preparation of an organosiloxane oligomer represented by the general formula YSi(R.sup.1).sub.n (--O--SiR.sub.3).sub.3-n, in which each of the groups denoted by R and R.sup.1 is a halogen-substituted or unsubstituted monovalent hydrocarbon group having 1 to 8 carbon atoms, Y is a hydrogen atom or a monovalent group selected from methyl, phenyl, vinyl, chloromethyl and 3-(meth)acryloxypropyl groups and n is zero, 1 or 2, by the reaction of an organosilicon halomagnesium salt of the formula R.sub.3 Si--O--MgX, in which X is a halogen atom, and an organosilane compound of the general formula YSi(R.sup.1).sub.n (Z).sub.3-n, in which Z is a halogen atom or a lower alkoxy group. In particular, tetrasiloxane compounds represented by the general formula Y.sup.1 Si[--O--Si(CH.sub.3).sub.2 (CH.sub.2 CH.sub.2 CF.sub.3)].sub.3, in which Y.sup.1 is a hydrogen atom, chloromethyl group or 3-methacryloxypropyl group, are each a novel compound not known in the prior art.Type: GrantFiled: September 9, 1986Date of Patent: February 23, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akira Yamamoto, Minoru Takamizawa, Toshinobu Ishihara, Tadao Kurosaki -
Patent number: 4681963Abstract: A colloidal hydrosilylation catalyst is provided by effecting reaction between a silicon hydride or a siloxane hydride and a Pt(O) or Pt(II) catalyst. The colloidal catalyst forms stable mixtures with olefinically unsaturated organopolysiloxanes.Type: GrantFiled: December 9, 1986Date of Patent: July 21, 1987Assignee: General Electric CompanyInventor: Larry N. Lewis
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Patent number: 4585848Abstract: High strength solvent resistant rubber compositions comprise a vinyl terminated fluorosilicone copolymer gum having a controlled, low amount of backbone vinyl unsaturation, a conventional platinum curing agent, and a crosslinker containing a least two Si-H bonds.Type: GrantFiled: November 22, 1982Date of Patent: April 29, 1986Inventors: Edwin R. Evans, Makoto Matsumoto
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Patent number: 4574149Abstract: A novel class of resinous organosiloxane polymers includes triorganosiloxy, fluorinated organosiloxy, SiO.sub.4/2 and silicon-bonded hydroxyl groups. The fluorine-containing hydrocarbon radicals are bonded to silicon by means of a sequence of at least two methylene group. Preferred organosiloxane polymers stabilize the cellular structure of polydimethylsiloxane foams during curing.Type: GrantFiled: October 26, 1984Date of Patent: March 4, 1986Assignee: Dow Corning CorporationInventors: Chi-Long Lee, Thomas F. Lim, Antony P. Wright
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Patent number: 4489201Abstract: This invention relates to fluoroalkyloxyalkyl diorganopolysiloxanes having the general formula ##STR1## where R.sup.1 represents fluoroalkyloxyalkyl groups of the general formula--(CH.sub.2).sub.a --O--C.sub.b R.sub.2b Hin which the hydrogen atom is in the beta position to the ether oxygen, a is 2, 3 or 4; b is an integer having a value of from 1 to 6; R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms whose terminal units may also contain an amino or a thiol group, or an alkenyl group having 2 or 3 carbon atoms, or an aryl group having from 6 to 8 carbon atoms or hydrogen; R.sup.3 represents the group having the formula--(CH.sub.2).sub.c --C.sub.d F.sub.(2d-e+l) Hal.sub.e ,in which Hal represents a terminal chlorine, bromine or iodine atom, c is 2, 3 or 4; d is an integer having a value of from 1 to 18; e is 0 or 1; R.sup.4, R.sup.5 and R.sup.6 are the same as R.sup.Type: GrantFiled: November 21, 1983Date of Patent: December 18, 1984Inventors: Gunter von Au, Ernst Innertsberger, Jakob Schmidlkofer, Wolfgang Kaiser
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Patent number: 4203913Abstract: A method for stabilizing organopolysiloxanes which are obtained from the condensation and/or equilibration of organosilicon compounds in the presence of phosphoronitrile chlorides which comprises treating the organopolysiloxanes with ammonia or an amine of the general formulaYHNC(CH.sub.3).sub.n (CH.sub.2 X).sub.3-nin which each X represents a hydrogen atom or a radical of the formulae --OCH.sub.3, --N(CH.sub.3).sub.2, --C(CH.sub.3).sub.3, --C(CH.sub.3).sub.2 NHY and --OC(CH.sub.3).sub.3 ; Y represents a hydrogen atom or a trimethylsilyl radical and n represents 0, 1, 2 or 3.Type: GrantFiled: May 17, 1976Date of Patent: May 20, 1980Assignee: Wacker-Chemie GmbHInventors: Jurgen Burkhardt, Karl-Heinrich Wegehaupt