Two Silicons Bonded Directly To The Same Acyclic Saturated Hydrocarbon Patents (Class 556/435)
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Patent number: 6420504Abstract: Radical-polymerizable organic group-containing branched siloxane-silalkylene copolymer represented by the general formula: {in the formula, Y is a radical-polymerizable organic group, R1 is 1-10 carbon alkyl or aryl, and X1 is a silyl-alkyl group represented by the following formula in the case when i=1: (in the formula, R1 is the same as aforesaid, R2 is 2-10 carbon alkylene, R3 is 1-10 carbon alkyl, and Xi+1 is a group selected from the group comprising a hydrogen atom, 1-10 carbon alkyl, aryl and the aforesaid silylalkyl group, i is an integer from 1 to 10, which indicates the generation number of the said silylalkyl group and ai is an integer from 0 to 3)}, silicone-containing organic polymer made by polymerizing the said copolymer and method for production thereof.Type: GrantFiled: August 9, 2000Date of Patent: July 16, 2002Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Makoto Yoshitake, Haruhiko Furukawa, Yoshitsugu Morita
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Patent number: 6331605Abstract: Oligomeric organosilanepolysulfanes which are built up from the three structural units A and/or B and/or C, in which Y=H, CN, —(CH2)nSiRR1R2; n=1-8, R, R1, R2 and R3, independently, represent H, (C1-C4)alkyl, (C1-C4)alkoxy, halogen or a OSiR1R2R3 group; x, as a statistical average, is 1-6, z, as a statistical average, is 2-6, n is 1-8 and o, p and q are each a whole, positive number between 1 and 40 where o+p+q may be ≧2 and <40, with the proviso that at least one structural unit A or B is present, and their use in rubber mixtures and to produce molded items, in particular pneumatic tires.Type: GrantFiled: June 10, 1999Date of Patent: December 18, 2001Assignee: Degussa AktiengesellschaftInventors: Hans-Detlef Lunginsland, Christoph Batz-Sohn
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Patent number: 6278011Abstract: Two new classes of polysilahydrocarbons: Rn—Si—[CH2CH2—Si—R13](4−n) (III) C6H(12−m)[CH2CH2SiR13]m (IV) where R and R1 are alkyl groups having from 1 to 18 carbon atoms, “n” is an integer between 0 and 3, and “m” is an integer between 2 and 6. Lubricant compositions containing the new polysilahydrocarbons are disclosed. Methods of making the new polysilahydrocarbons are also disclosed.Type: GrantFiled: August 30, 1999Date of Patent: August 21, 2001Assignee: The University of DaytonInventors: Grace J. Chen, Carl Edgar Snyder, Jr., Kalathil Chandy Eapen
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Patent number: 6274692Abstract: The invention relates to new, cross-linkable compounds containing (A1) linear organopolysiloxanes with aliphatically unsaturated hydrocarbon radicals, said organopolysiloxanes being of general formula (I) R1aR3-aSiO(R2SiO)c[R2Si—Y—SiR2O(R2SiO)c]dSiR3-bR1b, wherein R can be the same or different, and represents a monovalent, optionally halogenated hydrocarbon radical which is free of terminal aliphatic carbon—carbon multiple bonds, R1 represents a monovalent aliphatically unsaturated hydrocarbon radical, Y represents a bivalent organic radical which is free of terminal aliphatic carbon—carbon multiple bonds, a is 0 or 1, b is 0 or 1, and the sum of a+b per molecule is 1 or 2, c is a whole number to the value of 1 to 1000, d is 0 or a whole number to the value of 1 to 10, and optionally, (A2) MQ silicone resins which are soluble in (A1), on the condition that if MQ silicone resins (A2) are not used, the sum of a+b in the formula (I) is 1.3 to 1.Type: GrantFiled: September 30, 1999Date of Patent: August 14, 2001Assignee: Wacker-Chemie GmbHInventors: Christian Herzig, Oliver Zoellner, Friedrich Hockemeyer, Robert Banfic
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Patent number: 6271406Abstract: A process for the preparation of halogenated 1,2-disilaethanes of the general formula X3−nRnSi—CHR1CHR1—SiRnX3−n (I) in which R may be identical or different and denotes a hydrogen atom or a monovalent optionally substituted hydrocarbon radical having 1 to 40 carbon atom(s) per radical, R1 may be identical or different and denotes a hydrogen atom or a monovalent optionally substituted hydrocarbon radical having 1 to 40 carbon atom(s) per radical, X denotes a halogen atom and n denotes 0, 1 or 2, wherein halogenated 1,2-disilaethenes of the general formula X3−nRnSi—CR1═CR1—SiRnX3−n (II) in which R, R1, X and n have the meaning stated above therefor, are reacted with hydrogen in the presence of promoting catalysts. The product is produced in high yield and purity.Type: GrantFiled: November 17, 2000Date of Patent: August 7, 2001Assignee: Wacker-Chemie GmbHInventors: Bors C. Abele, Jörn Winterfeld
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Patent number: 6258914Abstract: Alkoxy silane oligomers which have a non-hydrolyzable carbon bridged bond to another silane functionality are taught herein, as well as their manufacture and utility.Type: GrantFiled: October 15, 1999Date of Patent: July 10, 2001Assignee: C. K. Witco CorporationInventors: Shiu-Chin Huang Su, Herbert E. Petty, Fredrick D. Osterholtz
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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: 6215011Abstract: Silane compositions are described which comprise (A) a silane coupling agent; and (B) a tris(silylorgano)amine or alkane characterized by the formulae [(RO)3SiR1]3N (I) or [(RO)3SiR1]3CR2 (II) wherein each R is independently an alkyl, alkoxyalkyl, aryl, aralkyl or cycloalkyl group of less than 20 carbon atoms; R1 is a divalent hydrocarbon or polyether group of less than 20 carbon atoms; and R2 is a functional group represented by CnH2nX wherein n is from 0 to 20 and X is selected from the group consisting of amino, amido, hydroxy, alkoxy, halo, mercapto, carboxy, acyl, vinyl, allyl, styryl, epoxy, isocyanato, glycidoxy, and acryloxy groups. The silane compositions of the present invention are adhesive compositions providing improved bonding of surfaces such as glass, metal and metal oxides to thermosetting resins. The silane compositions also exhibit improved moisture resistance.Type: GrantFiled: January 20, 1995Date of Patent: April 10, 2001Assignee: McGean-Rohco, Inc.Inventor: Craig V. Bishop
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Patent number: 6166234Abstract: Novel tripodal cyclopentadiene derivatives have the formula (I) ##STR1## where E are identical or different and are --N(R)(R), --P(R)(R), --As(R)(R), --Sb(R)(R), --OR, --SR, --SeR, --TeR, where R are identical or different and are each hydrogen, a C.sub.1 -C.sub.20 -carboorganic radical or a C.sub.1 -C.sub.30 -organosilicon radical, or E is a leaving group X andR.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 are identical or different and are each hydrogen, a C.sub.1 -C.sub.20 -carboorganic radical or a C.sub.1 -C.sub.30 -organosilicon radical,Z is a cyclopentadienyl radical or a substituted cyclopentadienyl structural unit andT is hydrogen, a C.sub.1 -C.sub.20 -carboorganic radical or a C.sub.1 -C.sub.30 -organosilicon radical or a group E--Y--, where E is --N(R)(R), --P(R)(R), --As(R)(R), --Sb(R)(R), --OR, --SR, --SeR, --TeR or a leaving group X, where R are identical or different and are each hydrogen, a C.sub.1 -C.sub.20 -carboorganic radical or a C.sub.1 -C.sub.Type: GrantFiled: January 13, 1998Date of Patent: December 26, 2000Assignee: BASF AktiengesellschaftInventors: Gottfried Huttner, Joachim Vogelgesang, Ute Winterhalter, Bjorn Antelmann
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Patent number: 6127565Abstract: The following class of glycidyl and allyl ethers are found to cure at room temperature much faster than their glycidyl and allyl analogs: ##STR1## where: R.sub.1 is selected from the group consisting of:(a) an aliphatic hydrocarbon group containing 2 to 10 carbon atoms; and(b) a group having the formula ##STR2## wherein n=1 to 3,m=0 to 5R.sub.2 and R.sub.2 ' are each selected from the group consisting of an alkyl group containing 1 to 4 carbon atoms, an unsubstituted aryl group, and a substituted aryl group, and R.sub.Type: GrantFiled: December 4, 1998Date of Patent: October 3, 2000Assignee: Raytheon CompanyInventor: T. Kirk Dougherty
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Patent number: 6087521Abstract: The present invention is organosilicon compounds described by formula (1) ##STR1## and formula (2) ##STR2## were R.sup.1 is selected from the group consisting of hydrogen, dichlorosilyl, trichlorosilyl, methyldichlorosilyl, dimethylchlorosilyl, and trimethylsilyl, each R.sup.2, R.sup.3, and R.sup.4 are independently selected from the group consisting of hydrogen, chlorine, alkoxy radicals comprising 1 to about 12 carbon atoms, aryloxy radicals comprising up to about 12 carbon atoms, aryl radicals comprising up to about 12 carbon atoms, and saturated hydrocarbon radicals comprising 1 to about 12 carbon atoms, and n=2 to 6; and methods for the making of organosilicon compounds described by formulas (1) and (2).Type: GrantFiled: May 17, 1999Date of Patent: July 11, 2000Inventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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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: 6013753Abstract: An organosilicon compound comprising one aliphatic unsaturation described by formula ##STR1## where each R.sup.1 is an independently selected hydrocarbon radical free from aliphatic unsaturation comprising 1 to about 18 carbon atoms; each R.sup.Type: GrantFiled: December 21, 1998Date of Patent: January 11, 2000Assignee: Dow Corning CorporationInventors: Robert Harold Krahnke, Timothy B. Lueder, Richard Alan Palmer, Nick Evan Shephard
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Patent number: 6011167Abstract: Polyorganosiloxazane is provided which is capable of being converted into a ceramic material having low dielectric constant. The polymer according to the present invention is characterized by comprising the main repeating units of --(RSiN.sub.3)--, --(RSiN.sub.2 O)--, --(RSiNO.sub.2)-- and --(RSiO.sub.3)--, wherein, R represents an alkyl, alkenyl, cycloalkyl, aryl, alkylamino or alkylsilyl group, and by having a number-average molecular weight ranging from 300 to 100,000. The polyorganosiloxazane of the present invention has superior thermal resistance, and a ceramic material obtainable by firing the same at a predetermined temperature shows very low specific dielectric constant of 2.7 or less, making it useful particularly as a material in electronics.Type: GrantFiled: August 26, 1998Date of Patent: January 4, 2000Assignee: Tonen CorporationInventors: Yuuji Tashiro, Osamu Funayama
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Patent number: 5998649Abstract: The invention is cyclic organosilicon compounds described by formula ##STR1## and by formula ##STR2## and linear organosilicon compounds by formula ##STR3## and by formula ##STR4## where R.sup.1 is selected from the group consisting of hydrogen, dichlorosilyl, trichlorosilyl, methyldichlorosilyl, dimethylchlorosilyl, and trimethylsilyl, and each R.sup.2 is independently selected from the group consisting of hydrogen, alkyls comprising one to about 6 carbon atoms, and aryls; and methods for making the described cyclic organosilicon compounds and linear organosilicon compounds.Type: GrantFiled: May 17, 1999Date of Patent: December 7, 1999Inventors: Il Nam Jung, Bok Ryul Yoo, Joon Soo Han, Weon Cheol Lim
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Patent number: 5962713Abstract: The present invention relates to new carbosilane dendrimers comprising Si--O-metal bonds, to a method of preparing them and to their use.Type: GrantFiled: August 6, 1997Date of Patent: October 5, 1999Assignee: Bayer AGInventors: Harald Kraus, Michael Mager
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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: 5880305Abstract: The present invention relates to a process for the preparation of SiOH-functional carbosilane dendrimers.Type: GrantFiled: March 12, 1998Date of Patent: March 9, 1999Assignee: Bayer AGInventors: Harald Kraus, Markus Mechtel
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Patent number: 5811564Abstract: This invention pertains to polycarbosilane hydroxides which contain units of the formula ##STR1## where R is a hydrocarbon having from 1 to 20 carbon atoms and to methods for their manufacture. The polycarbosilane hydroxides may be prepared by the oxidation of a polycarbosilane.Type: GrantFiled: December 17, 1997Date of Patent: September 22, 1998Assignee: Dow Corning CorporationInventors: Thomas Duncan Barnard, Gregg Alan Zank
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Patent number: 5808126Abstract: A method for preparing an .alpha.,.omega.-silyl terminated branched polyalkenylenes and polyolefins is provided. The method involves:(I) reacting a mixture comprising(A) at least one branched acyclic diene, and(B) at least one alkenylsilane in the presence of an acid free metathesis catalyst system to produce an .alpha.,.omega.-silyl terminated branched polyalkenylene; or(I) reacting a mixture of(A) at least one cycloolefin, and(B) at least one alkenylsilane in the presence of an acid free metathesis catalyst system to produce an .alpha.,.omega.-silyl terminated branched polyalkenylene. The .alpha.,.omega.-silyl terminated branched polyalkenylene produced by these methods may be hydrogenated to produce an .alpha.,.omega.-silyl terminated branched polyolefin.Type: GrantFiled: September 3, 1997Date of Patent: September 15, 1998Assignees: Dow Corning Corporation, The University of FloridaInventors: Krystyna Regina Brzezinska, Gary Thomas Burns, Russell Keith King, Kenneth Boone Wagener
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Patent number: 5726271Abstract: The present invention relates to a hydroxyphenyl-functional polyorganosiloxane compound having the formula ##STR1## wherein R is independently a monovalent hydrocarbon group free of aliphatic unsaturation, A is a substituted or unsubstituted hydroxyphenyl group, B is selected from the group consisting of alkyleneoxyalkylene groups having at least two carbon atoms and alkylene groups having at least 2 carbon atoms, m is zero or 1, and n is an integer from 0 to 400. The hydroxyphenyl-functional polyorganosiloxanes of this invention are useful as surfactants or as additives for organic polymers.Type: GrantFiled: November 25, 1996Date of Patent: March 10, 1998Assignee: Dow Corning Toray Silicone, Ltd.Inventors: Haruhiko Furukawa, Yoshitsugu Morita, Tadashi Okawa, Hiroshi Ueki
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Patent number: 5677410Abstract: The present invention relates to novel functional carbosilane-dendrimers, organic-inorganic carbosilane-hybrid materials, methods for manufacturing them, methods for manufacturing coatings from the functional carbosilane-dendrimers and the use thereof.Type: GrantFiled: May 2, 1996Date of Patent: October 14, 1997Assignee: Bayer AGInventors: Michael Mager, Jorg-Dietrich Jentsch, Christoph Schild
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Patent number: 5616754Abstract: In order to reduce the rate of coke formation during the industrial pyrolysis of hydrocarbons, the interior surface of a reactor is coated with a thin layer of a ceramic material, the layer being deposited by thermal decomposition of a non-oxygen containing silicon-nitrogen precursor in the vapor phase, tin an inert or reducing gas atmosphere in order to minimize the formation of oxide ceramics.Type: GrantFiled: January 26, 1995Date of Patent: April 1, 1997Assignee: Enichem S.p.A.Inventors: Richard Cruse, Veronika Szalai, Terence Clark, Stephen Rohman, Robert Mininni
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Patent number: 5605991Abstract: A multifunctional initiator is prepared by contacting an organo-alkali metal compound with a silane represented by the formula: ##STR1## wherein the R' are generally lower alkyl groups such as methyl and the R" is generally an .paren open-st.CH.sub.2 .paren close-st..sub.n group with n=2. Superior results are obtained presumably because of the separation of the vinyl groups and the greater solubility of the compound because of the R' groups. The resulting catalyst initiates polymerization of monomers such as conjugated dienes and monovinyl substituted aromatic compounds to give relatively monodispersed polymers with little or no crosslinking.Type: GrantFiled: March 21, 1996Date of Patent: February 25, 1997Assignee: Shell Oil CompanyInventors: Linda R. Chamberlain, Ronald J. Hoxmeier, Philip A. DeFriend
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Patent number: 5605998Abstract: There is disclosed a method for producing polycarbosilanes, comprising polymerizing silane of the formula SiH.sub.4 with dienes in the presence of a rare earth metal complex. Polycarbosilanes useful as photoreactive materials and as raw material of silicon carbide-series ceramics can be obtained in a high yield from silane (SiH.sub.4) and dienes.Type: GrantFiled: March 9, 1995Date of Patent: February 25, 1997Assignee: Director-General of Agency of Industrial Science and TechnologyInventors: Toshi-aki Kobayashi, Masato Tanaka
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Patent number: 5596117Abstract: A process for the preparation of alkylsilanes and alkenyl silanes by hydrosilylation of their corresponding silanes and unsaturated hydrocarbons in the presence or absence of a catalyst. A process for the preparation of polyalkenylsilanes (some of which are novel high molecular compounds) by the anionic coordination polymerization, radical polymerization or ionic polymerization of the alkenylsilanes. A process for the production of silicon carbide by using these polyalkenylsilanes as prepolymers.Type: GrantFiled: February 3, 1995Date of Patent: January 21, 1997Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Masayoshi Itoh, Ryo Takeuchi, Kenji Iwata
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Patent number: 5527933Abstract: There is disclosed an improved method for preparing a hybrid organodisilanol compound having the formulaHO--R.sup.1 R.sup.2 SiC.sub.n H.sub.2n RC.sub.n H.sub.2n SiR.sup.1 R.sup.2 --OH (I)said method comprising:(A) reacting a dihydridosilane of the formulaR.sup.1 R.sup.2 SiH.sub.2 (II)with a diene of the formulaC.sub.n H.sub.2n-1 RC.sub.n H.sub.2n-1 (III)to provide a dihydrido compound of the formulaH--R.sup.1 R.sup.2 SiC.sub.n H.sub.2n RC.sub.n H.sub.2n SiR.sup.1 R.sup.2 --H (IV); and(B) reacting said dihydrido compound (IV) with a buffered water solution in the presence of a palladium catalyst.Type: GrantFiled: October 2, 1995Date of Patent: June 18, 1996Inventors: Bernard Boutevin, Francine Guida-Pietrasanta, Amedee Ratsimihety, Gerardo Caporiccio
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Patent number: 5527934Abstract: This invention relates to bis(dichloroorganosilyl)alkenes represented by the formula III and a process for the preparation of the compounds of formula III which comprises hydrosilylating bis(dichlorosilyl)methanes of formula I with organoolefins or organosilylolefins of formula II in the presence of chloroplatinic acid catalyst; ##STR1## wherein R.sup.1 and R.sup.2 are same or different and can be --(CH.sub.2).sub.2 R.sup.3 (wherein R.sup.3 represents Ph, --CH.sub.2 Cl, --(CH.sub.2).sub.y CH.sub.3 (y=0-15), --CF.sub.3, --CH.sub.2 CF.sub.3, --SiMe.sub.m Cl.sub.3-m (m=0-3), --CN, --CH.sub.2 CN, --(p-Ph)CH.sub.2 Cl or 3-cyclohexenyl group) or (X--Ph)CH(CH.sub.3)CH.sub.2 -- (wherein X represents hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl, fluoro, chloro or bromo group); or R.sup.1 is --CH.sub.3 or --(CH.sub.2).sub.2 R.sup.3 (wherein R.sup.3 is same as defined above) and R.sup.2 is (X--Ph)CH(CH.sub.3)CH.sub.2 -- (wherein X is same as defined above); A is --(CH.sub.2).sub.n -- (n=1, 2, 3, 6, 8), or --(CH.sub.2).sub.Type: GrantFiled: June 23, 1995Date of Patent: June 18, 1996Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bong W. Lee, Mi-Yeon Suk
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Patent number: 5519157Abstract: The present invention relates to fluorine-containing organosilicon compounds and a method for their preparation. The fluorine-containing organosilicon compounds of this invention have low surface tension, excellent solvent resistance, water-repellency, and oil-repellency characteristics. The fluorine-containing organosilicon compounds of this invention also do not easily depolymerize by hydrolysis under acidic and alkaline conditions.Type: GrantFiled: June 19, 1995Date of Patent: May 21, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Hideki Kobayashi
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Patent number: 5514827Abstract: This invention includes di- and tri(alkoxysilylalkyl)- or haloalkoxysilylalkylcyclic pentanes, which may have substituents thereon, including vinyl groups, and their use as waterproofing agents, as crosslinking agents in room temperature vulcanizing silicone caulks, in coating compositions and as surface treatments. The cyclic hydrocarbons are pentane (C.sub.s). The silane groups are attached to the ring through an alkyl group, which may have substituents thereon. Multiple silane groups may be attached to the ring. The silanes may have the standard substituents thereon, including alkoxy and halogens.The specific silanes contemplated herein have the following formula:R.sub.a X.sub.3-a Si(CR'.sub.2).sub.n !.sub.b cycloC.sub.5 R".sub.Type: GrantFiled: January 25, 1995Date of Patent: May 7, 1996Assignee: OSi Specialties, Inc.Inventor: Herbert E. Petty
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Patent number: 5484868Abstract: An organic silicon alternating copolymer which resistant to chain scission by acid or alkali is disclosed, said copolymer comprising repeat units having the formula ##STR1## wherein R represents a monovalent hydrocarbon group having 1 to 10 carbon atoms and containing no aliphatic unsaturation, R.sup.1 represents a fluorine atom-containing monovalent organic group having 4 to 10 carbon atoms and containing at least two groups of the formula -CF.sub.2 -, R.sup.2 represents an alkylene group having 2 to 10 carbon atoms and said copolymer has a degree of polymerization of 1 to 10,000.Type: GrantFiled: January 26, 1995Date of Patent: January 16, 1996Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Hideki Kobayashi
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Patent number: 5420323Abstract: The present invention relates to allylakylsilanes represented by the general formula (III) and their preparation methods by reacting allylsilanes represented by the formula I with olefin compounds represented by the formula II in the presence of hydrosilation catalysts such as chloroplatinic acid, platinum on silica, tributyl amine and Pd, Rh, Ni metals. ##STR1## wherein X represents independently chloro or alkoxy (C.sub.1-C.sub.4) and R is selected from the group consisting of Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), Si(Me).sub.m Cl.sub.3-m (m=0-3), CF.sub.3, CH.sub.2 CF.sub.3, CN, CH.sub.2 CN, ##STR2## CH.sub.2 Si(Me).sub.m CL.sub.3-m (m=0-3), Si(Me).sub.m (OR.sup.1).sub.3-m (m=0-3), CH.sub.2 Si(Me).sub.m (OR.sup.1).sub.3-m (m=0-3), (wherein Me is methyl and R.sup.1 is methoxy or ethoxy group), Ph-CH.sub.2 Cl, and cyclohexenyl group.Type: GrantFiled: September 8, 1994Date of Patent: May 30, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Mi-Yeon Suk
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Patent number: 5399740Abstract: The present invention relates to a process for preparing tris(silyl)methanes by directly reacting a mixture of .alpha.-dichloromethylsilanes represented in formula I and hydrogen chloride or alkyl chlorides represented in formula II, with silicon metal to give the tris(silyl)methanes having two dichlorosily groups (formula III), the tris(silyl)methanes having one trichlorosilyl group and one dichlorosilyl group (formula IV), and the tris(silyl)metranes having two trichlorosilyl groups (formula V) in moderately high yields in the presence of copper catalyst at a temperature from 250.degree. C. to 350.degree. C. ##STR1## Wherein R represents hydrogen, alkyl(C.sub.1 -C.sub.4), or CH.sub.2 CH.sub.2 Cl, and R.sub.1, R.sub.2, and R.sub.3 represent independently hydrogen or chloride.Type: GrantFiled: December 10, 1993Date of Patent: March 21, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Seung H. Yeon, Joon S. Han
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Patent number: 5391794Abstract: The present invention relates to trissilylalkanes represented by formula (X), (XI), (XII), (XIII), (XIV), (XV), (XVI) and (XVII), and preparation methods thereof. ##STR1## wherein X can be Cl, OR.sup.1 (R.sup.1 =C.sub.1 -C.sub.4 alkyl) or OAc, and R.sup.2 can be Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), Si(Me).sub.m Cl.sub.3-m, (m=0-3), CF.sub.3, CN, CH.sub.2 CN, CH.dbd.CH.sub.2, (CH.sub.2).sub.4 CH.dbd.CH.sub.2, ##STR2## Ph-CH.sub.2 Cl or cyclohex-3-enyl group.Type: GrantFiled: January 27, 1994Date of Patent: February 21, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Gyu H. Lee, Mi Y. Suk, Seung H. Yeon
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Patent number: 5386048Abstract: The invention provides silicon substituted fullerene compounds. The compounds can form polymers or wrapped fullerenes. The compounds may be made by reacting an organo-silicon compound with a fullerene in the presence of a catalyst by a hydrosilylation reaction.Type: GrantFiled: November 24, 1993Date of Patent: January 31, 1995Assignee: Wisconsin Alumni Research FoundationInventors: Robert C. West, Kunio Oka
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Patent number: 5386050Abstract: The present invention relates to a process for preparing (2-arylpropyl)alkylsilanes represented by the formula III by reacting (2-arylpropyl)silanes represented by the formula I with olefin compounds represented by the formula II in the presence of hydrosilation catalysts such as chloroplatanic acid, platinum on silica, tributylamine and Pd, Rh, Ni metals. ##STR1## Olefin compounds(cyclohexene or CH.sub.2 =CH--R.sup.3) (II) ##STR2## In the formulas (I) and (III), R.sup.1 and R.sup.2 represent independently hydrogen, alkyl(C.sub.1 -C.sub.4), fluoro, chloro or bromo; and Ar represents phenyl ring, naphthalene ring, or biphenyl ring. X represents hydrogen or chloro group. In the formula (III), R represents --(CH.sub.2 CH.sub.2)--R.sup.3, sec-butyl, or cyclohexyl wherein R.sup.3 =Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), CH.sub.2 Si(Me).sub.m Cl.sub.3-m (m=O-3), (CH.sub.2).sub.2 Si(Me).sub.m (OMe).sub.3-m (m=O-3), (CH.sub.2).sub.3 Si(Me).sub.m (OMe).sub.3-m (m=O-3), Si(Me).sub.m Cl.sub.3-m (m=0-3), CF.Type: GrantFiled: January 3, 1994Date of Patent: January 31, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Seung H. Yeon
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Patent number: 5386049Abstract: Organic silicone compounds of this invention are expressed by the following general chemical formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted alkyl group with 1 to 4 carbon atoms, R.sup.2 is substituted or unsubstituted monovalent hydrocarbon group, X is either a hydrogen atom or a triorganosilyl group which is expressed by the following general chemical formula (2): ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 are a substituted or unsubstituted monovalent hydrocarbon group with 1 to 8 carbon atoms, each of which may be the same or different, p is an integer from 4 to 16, m is an integer from 0 to 1000, and n is an integer from 1 to 1000. The organic silicon compounds of this invention are extremely useful as raw material of rubber cured products with high strength and a superior transparency.Type: GrantFiled: February 17, 1993Date of Patent: January 31, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hirofumi Kishita, Shinichi Sato, Kouichi Yamaguchi, Noriyuki Koike, Takashi Matsuda
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Patent number: 5332849Abstract: The present invention relates to a process for preparing tris(silyl)alkanes comprising directly reaction a mixture of organic compounds having a trichloromethyl group represented by formula I and hydrogen chloride or alkyl chlorides represented by formula II, with metallic silicon to give the tris(silyl)alkanes represented by formula III, IV, V and VI: ##STR1## wherein R represent independently hydrogen or methyl and R' represents hydrogen, alkyl(C.sub.1 -C.sub.4), or CH.sub.2 CH.sub.2 Cl.Type: GrantFiled: January 3, 1994Date of Patent: July 26, 1994Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Seung H. Yeon, Joon S. Han
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Patent number: 5318618Abstract: A primer composition comprises (A) an organosilicon compound having different alkoxy groups in its molecule, (B) a tetraalkoxytitanium, (C) an acid and water, and (D) an organic solvent. The composition shows excellent adhesion properties to fluororesin coating materials, acrylic resin coating materials, etc. When applied to the surface of a metal coated with such a coating material, the primer composition is capable of providing a remarkably enhanced adhesion, for example, between a silicone elastomer and the coated metal.Type: GrantFiled: November 19, 1992Date of Patent: June 7, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yoshifumi Inoue, Kin Saito, Keisuke Imai, Masatoshi Arai
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Patent number: 5296624Abstract: The invention relates to compositions containing compounds of the structure (I):(R.sub.1).sub.a (R.sub.2).sub.b SiX.sub.c (I)wherein R.sub.1 is a neophyl, neohexyl or (CH.sub.3).sub.3 SiCH.sub.2 --group; R.sub.2 is a methyl group; X is a halo group or a saturated, unsaturated, branched, unbranched or cyclic alkoxy group of 1-18 carbon atoms; a is 1 or 2, b is an integer from 0 to 2, and c is an integer from 1 to 3.Type: GrantFiled: November 25, 1992Date of Patent: March 22, 1994Assignee: Huls America, Inc.Inventors: Gerald L. Larson, Barry Arkles
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Patent number: 5272243Abstract: The linear organosilicon compounds of this invention contain at least two silicon-bonded hydrogen atoms at one of the two terminal positions of the molecule and at least two silicon-bonded hydrolyzable groups at the other terminal position. The compounds are useful as intermediates for preparing organosilicon compounds containing at least two organofunctional groups in each molecule.Type: GrantFiled: July 24, 1992Date of Patent: December 21, 1993Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Hisataka Nakashima, Tadashi Okawa
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Patent number: 5262506Abstract: There is described an organopolysiloxane which contains at least 2 amino groups, carboxyl groups, hydroxyl groups, or epoxy-functional organic groups at one and only one molecular chain terminal, as well as a method for the preparation of same. The organopolysiloxane has the formula ##STR1## wherein R is a monovalent hydrocarbon group which is free of aliphatically unsaturated bonds and wherein the groups R may be identical or different; A' is selected from the group consisting of groups, the carboxyl group, the hydroxyl group, and epoxy-functional organic groups; B is the same or a different divalent organic group having at least 2 carbon atoms; m is zero or one; and n is an integer with a value of zero to 200.Type: GrantFiled: April 20, 1992Date of Patent: November 16, 1993Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Tadashi Okawa, Shuji Yamada
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Patent number: 5260468Abstract: There is provided a process for preparing a hydrogensiloxane of the following general formula (2): ##STR1## wherein Rf is a perfluoropolyether or perfluoroalkylene group, n is equal to 1, 2 or 3, and p is equal to 0 or 1, said process comprising the step of hydrolyzing a chlorosilane of the following general formula (1): ##STR2## wherein Rf, n and p are as defined above, along with 1,1,3,3-tetramethyldisiloxane.Type: GrantFiled: January 22, 1992Date of Patent: November 9, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yasushi Yamamoto, Hideki Fujii
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Patent number: 5244733Abstract: A polysilylethylene arylene polymer having an alkoxy or aryloxy group as a side chain substituent is used to form optical fiber cores which do not significantly increase their light transmission loss under an external pressure applied thereto even when exposed to a humid condition.Type: GrantFiled: April 24, 1992Date of Patent: September 14, 1993Assignee: Shin-Etsu Chemical Company, LimitedInventors: Shohei Kozakai, Tomiya Abe
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Patent number: 5243060Abstract: The present invention provides linear organosilicon polymers including diethynyl-(substituted)arylene units, and a process for their preparation. These novel polymers possess useful properties including electrical conductivity, liquid crystallinity, and/or photoluminescence. These polymers possess good solubility in organic solvents. A preferred example is produced according to the following reaction scheme. ##STR1## These polymers can be solvent-cast to yield excellent films and can also be pulled into fibers from concentrated solutions. All possess substantial crystallinity as revealed by DSC analysis and observation through a polarizing microscope, and possess liquid crystalline properties.Type: GrantFiled: April 10, 1992Date of Patent: September 7, 1993Assignee: Iowa State University Research Foundation, Inc.Inventors: Thomas J. Barton, Yiwei Ding
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Patent number: 5235083Abstract: Bis(silyl)alkanes represented by the formulas (III), (IV) and (V) ##STR1## wherein R is H or phenyl, R' is a hydrogen atom or C.sub.1-4 alkyl and n is an integer ranging from 1 to 4. The present invention also provides a method for preparation of the bis(silyl)alkanes comprising the steps of mixing an organic compound, which is represented by the formula (I) and has a chloro at each side of its molecule, with a hydrogen chloride or an organic chloride represented by the formula (II), the organic chloride being capable of generating the hydrogen chloride during its reaction, in order to provide a mixture and directly reacting this mixture with a metal silicon at a reaction temperature of 260.degree. C.-370.degree. C. in the presence of a copper catalyst.Type: GrantFiled: December 16, 1992Date of Patent: August 10, 1993Assignee: Korea Institute of Science & TechnologyInventors: Il N. Jung, Seung H. Yeon, Bong W. Lee
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Patent number: 5233069Abstract: The present invention relates to bis(silyl)methanes and their preparation methods in high hields by directly reacting .alpha.-chloromethylsilanes represented by formula I incorporated with hydrogen chloride or alkylchlorides represented by the general formula II, with silicon metal to give the bis(silyl)methane compound having dichlorosily group (formula III) as the major products and the bis(silyl)methane compounds having trichlorosilyl group (formula IV) in moderately high yields in the presence of copper catalyst at a temperature from 250.degree. C. to 350.degree. C. The different major product is obtained depending upon the chloride incorporated. n-Butyl chloride, t-butyl chloride, propyl chloride, and hydrogen chloride gave bissilylmethane with hydrogen substituted on the silicon atom as the major product. When 1,2-dichloroethane is incorporated, bis(silyl)methanes having trichlorosilyl group is the major product. ##STR1## In formulae (I), (III), (IV), R.sub.1, R.sub.2, and R.sub.Type: GrantFiled: October 23, 1992Date of Patent: August 3, 1993Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Seung H. Yeon, Joon S. Han
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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: 5192364Abstract: A primer composition comprises (A) an organosilicon compound having different alkoxy groups in its molecule, (B) a tetraalkoxytitanium, (C) an acid and water, and (D) an organic solvent. The composition shows excellent adhesion properties to fluororesin coating materials, acrylic resin coating materials, etc. When applied to the surface of a metal coated with such a coating material, the primer composition is capable of providing a remarkably enhanced adhesion, for example, between a silicone elastomer and the coated metal.Type: GrantFiled: June 25, 1991Date of Patent: March 9, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yoshifumi Inoue, Kin Saito, Keisuke Imai, Masatoshi Arai
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Patent number: 5151538Abstract: An organosilicon compound having a Si--C--C--Si bond, a C.dbd.C--Si bond and/or a CH--CH--Si bond is prepared by reacting an olefin or a substituted olefin with a disilane in the presence of a platinum-containing catalyst. The resulting compound can be further treated with an alkyl lithium, an aryl lithium or a Grignard reagent.Type: GrantFiled: January 12, 1990Date of Patent: September 29, 1992Assignee: Agency of Industrial Science and TechnologyInventors: Teruyuki Hayashi, Toshiaki Kobayashi, Masato Tanaka