Silicon And The Oxy Of The -coo- Group Are Bonded Directly To The Same Hydrocarbon Group Patents (Class 556/440)
-
Patent number: 5446183Abstract: The invention discloses novel ester emulsifiers. Compounds of the invention are made by reacting (a) a carboxy silicone, and (b) a fatty alcohol alkoxylate containing 4 to 20 carbon atoms. The compounds of the invention by virtue of (i) the silicone group, (ii) the fatty alcohol group and (iii) the polyoxyalkylene present in the compound are extremely efficient emulsifiers for a variety of oils at heretofore unknown levels.Type: GrantFiled: February 15, 1995Date of Patent: August 29, 1995Assignee: Siltech Inc.Inventor: Anthony J. O'Lenick, Jr.
-
Patent number: 5430166Abstract: Silanes of the general formula ##STR1## are prepared wherein R.sup.1, R.sup.2 and R.sup.3 in the molecule are the same or different and represent aliphatic hydrocarbon groups,R.sup.4 is a divalent hydrocarbon group with 3 to 14 carbon atoms,R.sup.5 is a group having the formula --O(CH.sub.2).sub.b -- or a polyether group having the formula --(OC.sub.n H.sub.2n).sub.c --, wherein b has a value of 1 to 6, n has an average value of 2 to 2.5 and c has a value of 1 to 10,R.sup.6 is an --OSO.sub.3 X group or an --OR.sup.7 group, wherein X is a hydrogen, an alkali or an optionally substituted ammonium ion and R.sup.7 is an alkyl group with 1 to 4 carbon atoms or an acetyl group,a is 0 or 1,with the proviso that, when R.sup.6 represents the --OR.sup.7 group, a=1. The silanes are biologically degradable, resistant to hydrolysis and have pronounced surfactant properties.Type: GrantFiled: June 24, 1994Date of Patent: July 4, 1995Assignee: Th. Goldschmidt AGInventors: Klaus-Dieter Klein, Wilfried Knott, Gotz Koerner
-
Patent number: 5412134Abstract: The protected cyclobutanone of the formula ##STR1## is treated with a dialkylaluminum chloride, an alkylaluminum dichloride, a trialkylaluminum compound, diphenylsilane in the presence of tris(triphenylphosphine) rhodium (I) chloride, or iridium tetrachloride to yield the corresponding diprotected cyclobutanol. This compound is useful as an intermediate in the preparation of antiviral agents.Type: GrantFiled: May 26, 1992Date of Patent: May 2, 1995Assignee: E. R. Squibb & Sons, Inc.Inventors: Janak Singh, Gregory S. Bisacchi, Richard H. Mueller
-
Patent number: 5399651Abstract: Adhesion additives for curable organosiloxane compositions comprise (I) a silane containing at least one alkoxy or enoloxy group, the remaining valences of the silicon atom being satisfied by groups bonded to silicon through oxygen and containing at least one H.sub.2 C.dbd.CR-- radical, where R is hydrogen or monovalent hydrocarbon, and (II) at least one organosilicon compound comprising (a) at least one group capable of participating in a hydrosilation reaction, and (b) at least one silicon-bonded alkoxy, enoloxy or silanol group.Type: GrantFiled: May 10, 1994Date of Patent: March 21, 1995Assignee: Dow Corning CorporationInventors: Theresa E. Gentle, Michael A. Lutz
-
Patent number: 5391677Abstract: A novel acrylic-functional organopolysiloxane is proposed which has a plural number of silicon-bonded (meth)acryloxyalkyl groups at each molecular chain end along with one or more of silicon-bonded alkoxy groups. The organopolysiloxane exhibits high curability by the irradiation with ultraviolet light or dual curability either by the ultraviolet irradiation or by the dealcoholation condensation reaction in a moisture-containing atmosphere. The acrylic-functional organopolysiloxane is prepared by the dealcoholation condensation reaction between a starting organopolysiloxane having a plural number of silicon-bonded alkoxy groups at each molecular chain end and a (meth)acryloxyalkyl dimethyl silanol compound in the presence of a specific condensation catalyst which is a divalent tin compound such as tin (II) dioctoate promoting the dealcoholation condensation but suppressing the silanol condensation reaction between the moleculaes of the (meth)acryloxyalkyl dimethyl silanol compound.Type: GrantFiled: August 12, 1993Date of Patent: February 21, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masatoshi Arai, Takafumi Sakamoto, Kazutoshi Fujioka
-
Patent number: 5387105Abstract: Disclosed in the present application is a method of curing a dental impression material by passing actinic light through a tray while the tray is in contact with the impression making composition, a new dental impression composition that is polymerizable by having an initiator activated by actinic light within the visible light range of 360 to 600 nanometers, a new composition of matter that is a compound having at least two terminal acrylate unsaturations and an organosilicone containing backbone and a new method of forming dental prosthetics by directly forming against the soft tissue of the oral cavity and then setting with visible light curing.Type: GrantFiled: April 24, 1992Date of Patent: February 7, 1995Assignee: Dentsply Research & Development Corp.Inventors: Emery W. Dougherty, Wu-Lan Wang
-
Patent number: 5380901Abstract: The present invention provides a process for converting a hydrophobic siloxane diacrylate, an aromatic fluorinated diacrylate and a hydrophilic polyethylene glycol diacrylate to their respective multifunctional oligomers. Bis(4-acryloxybutyl)tetramethyldisiloxane, prepared from the corresponding diol, is converted to relatively low viscosity, multifunctional oligomers with the use of DMSO. The hydrophilic monomer, polyethylene glycol 400 diacrylate, formed more viscous, water soluble oligomeric products without the need for a solvent. Characterization of these oligomers by infrared spectroscopy and .sup.1 H NMR supports the assigned structures. Because of the predominant 1,6-arrangement of double bonds in these oligomers, they have a propensity to undergo cyclopolymerization as well as the usual crosslinking associated with the free radical polymerization of multifunctional monomers and oligomers.Type: GrantFiled: January 30, 1992Date of Patent: January 10, 1995Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Jeffrey W. Stansbury, Guo-Wei Cheng
-
Patent number: 5376294Abstract: An electrorheological fluid comprising a dielectric particle as the dispersed phase, an insulating oil as the dispersing medium, and an additive, the additive being substantially insoluble in the dispersing medium, and being a composite containing a polysiloxane-containing structural unit (A), and at least one dispersed phase absorbing chain-containing structural unit (B) selected from the group consisting of an alkylene oxide chain-containing structural unit (B-1), a nitrogen atom chain-containing structural unit (B-2), and a long hydrocarbon chain-containing structural unit (B-3).Type: GrantFiled: July 9, 1993Date of Patent: December 27, 1994Assignee: Nippon Shokubai Co., Ltd.Inventors: Izuho Okada, Yoshinobu Asako, Kiyomi Arimatsu, Minoru Kobayashi, Satoru Ono, Ryuji Aizawa
-
Patent number: 5371262Abstract: Novel hydroxymethyltrialkoxysilanes of the formula: ##STR1## are produced by transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol. The carboxylic acid ester of hydroxymethyltrialkoxysilane is prepared by the reaction of an alkali metal carboxylate with chloromethyltrialkoxysilane, which in turn is prepared by the reaction of a trialkylorthoester with chloromethyltrichlorosilane by heating to reflux with removal of alkylchloride, followed by distillation to remove alkyl ester. The hydroxymethyltrialkoxysilanes and carboxylic acid esters thereof, as well as carboxymethyltrialkoxysilanes, are particularly useful in sol-gel processing by undergoing hydrolysis to yield hydroxymethylsilanetriol, and subsequent hydrolysis and polycondensation products.Type: GrantFiled: March 10, 1993Date of Patent: December 6, 1994Assignee: Gelest, Inc.Inventor: Barry C. Arkles
-
Patent number: 5369206Abstract: A diorganopolysiloxane terminated only at one of the molecular chain ends with a (meth)acryloxyalkyl group bonded to the terminal silicon atom is prepared, instead of the prior art method in which a diorganopolysiloxane obtained by the anionic ring-opening living polymerization reaction of, for example, hexamethyl cyclotrisiloxane by using a lithium catalyst is subjected to a desalinating condensation reaction with a (meth)acryloxyalkyl dimethyl chlorosilane, by a novel method in which the diorganopolysiloxane obtained by the anionic ring-opening living polymerization reaction of, for example, hexamethyl cyclotrisiloxane is hydrolyzed and the thus obtained monofunctionally silanol-terminated diorganopolysiloxane is reacted with a (meth)acryloxyalkyl dimethyl dialkylamino silane to effect a deamination reaction.Type: GrantFiled: January 31, 1994Date of Patent: November 29, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masanao Kamei, Tomohisa Suzuki
-
Patent number: 5359101Abstract: Anionically polymerizable monomers containing at least one silicon or titanium atom form polymeric photoresists having good dry etch resistance for use in microlithography. The monomers are of the formula ##STR1## wherein A is --H or --CH.dbd.CH.sub.2 ; X is a strong electron withdrawing group;Y is a strong electron withdrawing group containing at least one silicon or titanium atom.Preferably Y is ##STR2## wherein n is 1-5 and R.sup.2, R.sup.3 and R.sup.4 are C.sub.1 -C.sub.10 alkyl. A particularly preferred monomer is 3-trimethylsilylpropyl 2-cyanoacrylate.Methods for applying a resist coating by vapor deposition of these monomers and exposure to radiation are described. A positive or negative tone image can be produced, depending upon the imaging method employed. The imaging layer may be applied over a planarizing layer to form a multilayer photoresist.Type: GrantFiled: October 1, 1991Date of Patent: October 25, 1994Assignee: Loctite Ireland, Ltd.Inventors: John Woods, Pauline Coakley
-
Patent number: 5348684Abstract: The novel silylalkyl or silylalkenyl compounds correspond to the general formula (I) ##STR1## Here the symbols A.sup.1, A.sup.2, A.sup.3 denote aromatic or heteroaromatic molecular units such as 1,4-phenylene or pyrimidine-2,5-diyl which are combined via a single bond (for k, m=0) or via functional groups M.sup.1,M.sup.2 such as CO--O or CH.sub.2 --O; j, k, l, m, n are zero or 1 (j+l+n=2 or 3). The radicals R.sup.2, R.sup.3, R.sup.4, R.sup.5 are hydrogen or alkyl/alkenyl, cycloalkyl, and the radicals R.sup.6, R.sup.7, R.sup.8 have a comparable meaning (hydrogen); R.sup.1 is alkyl/alkenyl or one of the substituents known from LC chemistry such as an .alpha.-haloalkanoic radical. In some cases compounds have wide and polymorphous liquid crystalline phases.Type: GrantFiled: August 20, 1992Date of Patent: September 20, 1994Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Hemmerling, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Yoshio Inoguchi, Ingrid Muller, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
-
Patent number: 5338877Abstract: A fluoroalkyl group-containing organosilicon oligomer is represented by the following formula (I) or (IV) of: ##STR1## wherein R, R.sub.1, R.sub.2, X and Y each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, n represents an integer of 1 to 3, m.sub.1 and m.sub.3 represent an integer of 1 to 10, m.sub.2 represents an integer of 0 to 10, m.sub.4 represents an integer of 1 to 5 and R.sub.F represents ##STR2## where A stands for a hydrogen atom, a fluorine atom or a chlorine atom, n.sub.1 represents an integer of 1 to 10 and n.sub.2 represents an integer of 0 to 8. A surface treating agent contains the oligomer defined by the formula (I) or (IV).Type: GrantFiled: August 24, 1993Date of Patent: August 16, 1994Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Hideo Sawada, Motohiro Mitani, Masaharu Nakayama, Takeo Matsumoto
-
Patent number: 5336797Abstract: Siloxane macromonomers are disclosed which can be copolymerized with hydrophilic monomers or hydrophobic monomers to prepare polymeric materials useful as biomedical devices. The copolymers made from hydrophilic monomers exhibit good oxygen permeability and are particularly suitable for use in contact lenses.Type: GrantFiled: December 30, 1992Date of Patent: August 9, 1994Assignee: Bausch & Lomb IncorporatedInventors: Joseph A. McGee, Paul L. Valint, Jr.
-
Patent number: 5334737Abstract: The present invention provides a liquid silicone ester having a melting point of up to about 30.degree. C., and comprising (A) units of the general formula R.sub.a R.sup.E.sub.b SiO.sub.[4-(a+b)]/2 or (B) R.sub.x R.sup.E.sub.y SiO.sub.1/2 units and SiO.sub.4/2 units; R.sup.E being an ester-containing organic group. The silicone ester is liquid at ambient skin temperature and has improved workability, improved payout, improved emollient properties, greater solubility in organic compounds, greater substantivity to surfaces and improved water resistance.Type: GrantFiled: May 24, 1991Date of Patent: August 2, 1994Assignee: General Electric CompanyInventors: Raymond J. Thimineur, Frank J. Traver, Virgina M. Van Valkenburgh
-
Patent number: 5329034Abstract: A silanol compound having a mesogenic group, of the following formula (III): ##STR1## wherein each of R.sup.5 and R.sup.6, which may be the same or different, is an alkyl group or a phenyl group, X is a single bond, an oxygen atom, or a group of the formula --COO--or "OCO--, Q is a mesogenic group, and p is an integer of from 2 to 20, and a process for its production. Also disclosed are a polymerizable monomer of the following formula (I) and a polymer having repeating units of the following formula (II). ##STR2## wherein R is a hydrogen atom, a halogen atom, an alkyl group or a phenyl group, each of R.sup.1 to R.sup.6 which may be the same or different, is an alkyl group or a phenyl group, m is an integer of from 2 to 20, n is an integer of from 0 to 50, and X, Q and p are as defined above.Type: GrantFiled: March 8, 1993Date of Patent: July 12, 1994Assignee: Sagami Chemical Research CenterInventors: Yu Nagase, Yuriko Takamura
-
Patent number: 5326844Abstract: A primer composition has blended therein an organic silicon compound having in a molecule at least one group of the formula: ##STR1## wherein R.sup.1 is a monovalent hydrocarbon group or a group represented by QSi( R.sup.4 O).sub.a (R.sup.5).sub.3-a, Q is a divalent organic group, R.sup.4 and R.sup.5 each are a monovalent hydrocarbon group, a is an integer of 0 to 3, R.sup.2 and R.sup.3 each are a hydrogen atom or a monovalent hydrocarbon group, and n is 0, 1 or 2. The primer composition is a useful adhesive since it is effective for joining silicone elastomers and similar adherends to supports such as paint coated metals and resins.Type: GrantFiled: April 7, 1993Date of Patent: July 5, 1994Assignee: Shin-Etsu Chemical Company, LimitedInventors: Hironao Fujiki, Masanobu Miyakoshi, Takeo Yoshida, Yoshifumi Inoue, Masatoshi Arai
-
Patent number: 5321108Abstract: Novel fluorosiloxane-containing monomers are disclosed which are especially useful for the preparation of biomedical materials such as contact lenses.Type: GrantFiled: February 12, 1993Date of Patent: June 14, 1994Assignee: Bausch & Lomb IncorporatedInventors: Jay Kunzler, Richard Ozark
-
Patent number: 5315022Abstract: A silicone type cinnamic acid derivative which is a siloxane having at least one unit represented by the formula (I): ##STR1## and having the other units which may exist in the siloxane being represented by the formula:O.sub.(4-m)/2 SiR.sub.m.sup.3wherein R.sup.1 represents an alkyl group having 1 to 4 carbon atoms, a phenyl group, or a trimethylsiloxy group, R.sup.2 is a divalent hydrocarbon group having at least two carbon atoms, which may include a heteroatom, O, X is an alkoxy group, n is an integer of 0 to 3, a is an integer of 2 or 3, R.sup.3 is an alkyl group having 1 to 4 carbon atoms, a phenyl group, or a trimethylsiloxy group, and m is an integer of 0 to 3.Type: GrantFiled: March 27, 1991Date of Patent: May 24, 1994Assignee: Shiseido Company Ltd.Inventors: Masashi Yoshida, Kenichi Umishio, Keiichi Uehara, Tomiyuki Nanba
-
Patent number: 5296625Abstract: The invention relates to a series of novel silicone alkoxylated esters which contain terminal carboxyl groups. This class of compounds provides unique solubility in many organic solvents as well as very substantive salts of the carboxylic acid when neutralized with base. The compounds of the present invention are prepared by reacting a the hydroxyl group in a silicone polymer with an anhydride.Type: GrantFiled: October 26, 1992Date of Patent: March 22, 1994Assignee: Siltech Inc.Inventors: Anthony J. O'Lenick, Jr., Jeff K. Parkinson, Robert T. Torbush
-
Patent number: 5288890Abstract: A fluorine-containing organosilicon compound having the formula (1): ##STR1## wherein X is a hydrolizable group, R.sup.1 is a monovalent organic group, R.sup.2 is a methyl group or a hydrogen atom, n is an integer of 1, 2 or 3, and m is an integer of 0 or 1, and a process of producing said compound. The compound may be used as a silane coupling agent capable of improving not only the strength of laminated sheets of polyester resin and glass and polyester resin concrete but also water and heat resistances.Type: GrantFiled: March 1, 1993Date of Patent: February 22, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroshi Inomata, Yasuo Tarumi, Hiromasa Yamaguchi, Kenichi Fukuda, Kazutoshi Munezawa
-
Patent number: 5266670Abstract: A process comprising the steps of:1) reacting a norbornene compound of the formula: ##STR1## where R is H or methyl, R.sup.1 is a direct bond or --C(.dbd.O)O-- and R.sup.2 is vinyl, ethynyl, allyl or propargyl, with a silicon hydride functional compound in the presence of hydrosilation catalyst at a temperature of at least 60 degrees; and2) recovering a product which consists essentially of the addition products of the silicon hydride functional compound to the R.sup.2 group of the norbornene compound and which is substantially free of addition products of the silicon hydride functional compound to the internal ring double bond of the norbornene compound.The products of this process can be used to produce norbornene functional prepolymers which are useful in cureable silicone formulations based on thiolene or hydrosilation cure chemistry.Type: GrantFiled: February 24, 1989Date of Patent: November 30, 1993Assignee: Loctite CorporationInventors: Steven T. Nakos, Anthony F. Jacobine, David M. Glaser
-
Patent number: 5262555Abstract: The instant invention pertains to a high-productivity. high-yield method for the preparation of acryloxy group-containing or methacryloxy group-containing organosilicon compounds. The method of the instant invention comprises an addition reaction, in the presence of a hydrosilylation-reaction catalyst, between (A) an ester of acrylic acid with aliphatic ally unsaturated alcohol or aliphatically unsaturated phenol; or (B) an ester of methacrylic acid with aliphatically unsaturated alcohol or aliphatically unsaturated phenol; and (C) a silicon compound that contains silicon-bonded hydrogen and by then distilling the reaction mixture in the presence of a metal halide.Type: GrantFiled: March 15, 1993Date of Patent: November 16, 1993Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Tadashi Okawa, Shuji Yamada
-
Patent number: 5256754Abstract: Hydrogenpolysiloxanes having a (meth)acryloxypropyl group on a side chain are useful intermediates. They are prepared by equilibration reaction of siloxane compounds.Type: GrantFiled: April 13, 1992Date of Patent: October 26, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Mitsuhiro Takarada, Yuji Yoshikawa, Kenichi Isobe
-
Patent number: 5233071Abstract: Alpha-fluorinated olefins are hydrosilated using selected cobalt compounds as catalysts. The products are useful in coatings, and as chemical intermediates, elastomers, and caulks.Type: GrantFiled: March 17, 1992Date of Patent: August 3, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Lech Wilczek
-
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
-
Patent number: 5214077Abstract: New organosilicon compounds are disclosed which contain (meth)acryloxy groups and consist of average units of the formula ##STR1## in which the radicals R are the same or different and represent monovalent, optionally halogenated hydrocarbon radicals having from 1 to 18 carbon atom(s) per radical, X is a radical which may be the same or different and represents a chlorine atom or a radical of the formula --OR.sup.1, where R.sup.1 represents an alkyl radical having from 1 to 8 carbon atom(s) per radical, which can be substituted by an ether oxygen atom, a is 0 or 1, with an average of from 0.01 to 1.0, b is 0, 1, 2 or 3, with an average of from 0.0 to 3.0, c is 0, 1, 2 or 3, with an average of from 0.0 to 3.0, the sum of a+b+c.ltoreq.4, and is an average of from 1.5 to 4.0, and A is a radical of the formula ##STR2## where x is 0 or 1 and y is 0 or 1, with the proviso that the sum of x+y is 1, z is 1, 2, 3 or 4, R.sup.2 represents a hydrogen atom or a methyl radical, R.sup.Type: GrantFiled: April 13, 1992Date of Patent: May 25, 1993Assignee: Wacker-Chemie GmbHInventors: Christian Herzig, Bernard Deubzer, Inge Sigl
-
Patent number: 5194646Abstract: A silicone compound of the rational formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently a hydrogen atom or a hydrocarbon radical free from acetylenic unsaturaiton; Z is --O--, --S-- or --NH--; Y is a divalent organic group; R.sup.3 is a hydrogen atom, an akyl, alkenyl, alkoxy or phenyl group; and m and n are rational numbers satisfy the ration of 4>m+n.gtoreq.2. The compound is useful as a precursor of nonemanating, self-curing and heat resistant silicone resins.Type: GrantFiled: January 15, 1992Date of Patent: March 16, 1993Inventors: Mitsuo Yamada, Hiroharu Ohsugi, Ryuzo Mizuguchi
-
Patent number: 5189180Abstract: Seco-mevinic acid derivatives are provided which have the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis.New intermediates for preparing the above seco-mevinic acid derivatives are also provided.Type: GrantFiled: May 1, 1991Date of Patent: February 23, 1993Assignee: E. R. Squibb & Sons, Inc.Inventor: Donald S. Karanewsky
-
Patent number: 5153332Abstract: An organocyclosiloxane is disclosed which has both silicon-bonded alkoxy groups and organofunctional groups within each molecule. This cyclic siloxane finds utility as a coupling agent and has the general formula ##STR1## wherein R.sup.1 is independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms and a monovalent halogen-substituted hydrocarbon group having 1 to 8 carbon atoms, R.sup.2 is selected from the group consisting of an alkoxy group and an alkoxysilylalkyl group, R.sup.3 is an organofunctional group selected from the group consisting of glycidoxyalkyl groups, methacryloxyalkyl groups, N-(trialkylsilyl)aminoalkyl groups, (hydroxyphenyl)alkyl groups, and haloalkyl groups and n and m each represent an integer having a value of 1 to 6 with the proviso that n+m is an integer with a value of 3 to 8.Type: GrantFiled: September 10, 1991Date of Patent: October 6, 1992Assignee: Dow Corning Toray Silicone Company, Ltd.Inventors: Hiroji Enami, Shoji Akamatsu
-
Patent number: 5145979Abstract: There are provided processes for the preparation of .gamma.-methacryloxypropylsilane compounds which comprise carrying out the reaction of allyl methacrylate with a hydrosilane compound in the presence of a platinum catalyst, while allowing at least one of a hindered phenol compound and an aromatic amine compound to coexist in the reaction system with an alkylamine compound or an amide compound, or with a gas containing molecular oxygen, or with a phenol compound having an aminoalkylene group. By using these processes as provided, gelation of the reaction mixture in the reaction system and during the course of purification thereof by distillation can effectively be avoided, and the desired .gamma.-methacryloxypropylsilane compounds can be obtained in good yield.Type: GrantFiled: August 22, 1991Date of Patent: September 8, 1992Assignee: Tonen CorporationInventors: Kazutoshi Takatsuna, Masaaki Ishii, Hideaki Ogawa, Akihito Shinohara, Kouji Shiozawa, Yoshiharu Okumura, Masako Ishikawa
-
Patent number: 5142037Abstract: The platinum catalyst composition comprises a diolefin component represented by the following general formulaCH.sub.2 .dbd.CH--R--CH.dbd.CH.sub.2wherein R is a divalent saturated hydrocarbon radical, and a platinum compound component. The platinum catalyst composition is extremely useful for hydrosilylation of an organosilicon compound having a .tbd.SiH radical with an olefin. When used for the hydrosilylation reaction, it inhibits effectively the isomerization of the starting material olefin, thereby enabling the intended organosilicon compound to be obtained in a high yield.Type: GrantFiled: December 16, 1991Date of Patent: August 25, 1992Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Yamazaki, Masaaki Yamaya, Hideyoshi Yanagisawa, Masayuki Takahashi
-
Patent number: 5136065Abstract: Novel propargyl esters are prepared by a base catalyzed condensation reaction of propargyl esters of carboxylic acids containing a labile hydrogen atom at the alpha position relative to the carboxy group, and a terminal aromatic hydrocarbon radical that is linked to the carboxy group through a sequence of carbon atoms containing at least one carbon-to-carbon double bond. If more than one of these double bonds are present they form a conjugated sequence. Novel organosilicon compounds are prepared by reacting these propargyl esters with an organohydrogensilane or an organohydrogensiloxane. The organosilicon compounds undergo a reversible crosslinking reaction in the presence of ultraviolet light.Type: GrantFiled: December 30, 1991Date of Patent: August 4, 1992Assignee: Dow Corning CorporationInventor: Ming-Hsiung Yeh
-
Patent number: 5136063Abstract: The invention relates to a series of novel silicone fatty esters. This class of compounds, provide outstanding softening and lubricating when applied to textiles and fibers. The compounds of the present invention are prepared by reacting a the hydroxyl group in a silicone polymer with a fatty carboxylic acid, ester or anhydride.Type: GrantFiled: June 18, 1990Date of Patent: August 4, 1992Assignee: Siltech Inc.Inventor: Anthony J. O'Lenick, Jr.
-
Patent number: 5117027Abstract: A quaternary pyridinium halide is used as the phase transfer catalyst in a process for the preparation of an organosilane containing methacryloyloxy or acryloyloxy groups by reacting an alkali metal methacrylate or alkali metal acrylate with a chloroalkylsilane.Type: GrantFiled: October 16, 1991Date of Patent: May 26, 1992Assignee: Huls AktiengesellschaftInventors: Gunther Bernhardt, Klaus-Dieter Steffen, Margret Haas, Heinz Kragl
-
Patent number: 5113004Abstract: Organosilicon compounds represented by the following general formula, which acquire high thermal resistance suitable for silane coupling agents by containing a phenylene group between an alkoxysilyl group and a (metha)acrylic group; ##STR1## (wherein R.sup.1 represents a monovalent hydrocarbon residue containing one or two carbon atoms, R.sup.2 represents a divalent hydrocarbon residue containing two or three carbon atoms, R.sup.3 represents a hydrogen atom or a methyl group, m represents an integer from 1 to 3, and n represents 0 to 1).Type: GrantFiled: June 17, 1991Date of Patent: May 12, 1992Assignee: Shin-Etsu Chemical Company, LimitedInventors: Hideyoshi Yanagisawa, Masaaki Yamaya
-
Patent number: 5113000Abstract: An organosilicon compound represented by the general formula: ##STR1## where R.sup.1 represents a substituted or non-substituted monovalent hydrocarbon group, X represents a chloromethyl group, (meth)acryloxymethyl group, glycidoxymethyl group or aminomethyl group, Y represents a hydrolyzable group or hydroxyl group, n represents a number of 1, 2 or 3. The compound is useful, for example, for the improvement of adhesion between the organic and inorganic materials.Type: GrantFiled: December 5, 1990Date of Patent: May 12, 1992Assignee: Toshiba Silicone Co., Ltd.Inventors: Hisao Motegi, Takeshi Sunaga, Michio Zembayashi
-
Patent number: 5101059Abstract: This invention relates to compounds of the formula a compound of the formula ##STR1## wherein X is O, CR.sub.7 R.sub.8, S or NR.sub.9 wherein R.sub.7 and R.sub.8 are independently hydrogen, or lower alkyl, and R.sub.9 is lower alkyl;n is 0 or 1;R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro;R.sub.3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl;R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or aryl or one of R.sub.4 and R.sub.5 is 9-fluorenyl;R.sub.6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; andwith the provisos that when n is 0 and R.sub.3 is hydrogen, R.sub.1 and R.sub.2 are not hydrogen, halogen or nitro; that when n is 0 and R.sub.3 is lower alkyl, R.sub.1 and R.sub.2 are not hydrogen; and that when X is O or CR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are H, that R.sub.1, R.sub.2, R.sub.Type: GrantFiled: December 5, 1989Date of Patent: March 31, 1992Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, An-Chuu Wu
-
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
-
Patent number: 5093511Abstract: A silicone type cinnamic acid derivative which is a siloxane having at least one unit represented by the formula (I): ##STR1## and having the other units which may exist in the siloxane being represented by the formula:O.sub.(4-m)/2 SiR.sup.3.sub.mwherein R.sup.1 represents an alkyl group having 1 to 4 carbon atoms, a phenyl group, or a trimethylsiloxy group, R.sup.2 is a divalent hydrocarbon group having at least two carbon atoms, which may include a heteroatom O, X is an alkoxy group, n is an integer of 0 to 3, a is an integer of 2 or 3, R.sup.3 is an alkyl group having 1 to 4 carbon atoms, a phenyl group, or a trimethylsiloxy group, and m is an integer of 0 to 3.Type: GrantFiled: July 6, 1989Date of Patent: March 3, 1992Assignee: Shiseido Company, Ltd.Inventors: Masashi Yoshida, Tomiyuki Nanba, Keiichi Uehara
-
Patent number: 5070215Abstract: Novel monomers of the general formula ##STR1## where b is 0 or 1, a is 1, 2, 3 or 4, R.sup.2 is a monovalent alkyl radical and R is an organic radical. The novel monomers may be employed to produce novel copolymers useful as hydrogel, soft non-hydrogel and/or rigid gas permeable contact lens materials.Type: GrantFiled: May 2, 1989Date of Patent: December 3, 1991Assignee: Bausch & Lomb IncorporatedInventors: Ronald E. Bambury, David E. Seelye
-
Patent number: 5049617Abstract: Organopolysiloxane compounds represented by the following general formula (I), which can fully achieve their effects as functional group when introduced as cross-linking groups into moisture cross-linkable polymers: ##STR1## (wherein R' represents methyl group or hydrogen atom; R.sup.2 represents methyl group or ethyl group; m represents an integer from 1 to 3; n represents an integer from 3 to 50; k represents 1 or 2 and l represents 2 or 3).Type: GrantFiled: September 26, 1989Date of Patent: September 17, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroshi Yoshioka, Ichiro Ono, Hitoshi Uehara
-
Patent number: 5041588Abstract: Chemically reactive fluorinated organosilicon compounds as described for use as, e.g., lubricants, sealants and elastomers, are described corresponding to the formulaeX.sub.2 R.sup.1.sub.2 Si IorXR.sup.2.sub.2 Si(R.sup.3 SiR.sup.2.sub.2).sub.z X IIwhere X a represents a reactive group selected from a halogen, hydroxyl, alkoxy, acetoxy, amino, alkyl amino or dialkyl amino, z is from 1 to 5, inclusive, at least one of the R.sup.1 radicals and at least one of the R.sup.Type: GrantFiled: July 3, 1989Date of Patent: August 20, 1991Assignee: Dow Corning CorporationInventor: Gerardo Caporiccio
-
Patent number: 5041587Abstract: A process for preparing an organic silicon compound is here disclosed which comprises the step of reacting a halogenated hydrocarbon selected from the group consisting ##STR1## wherein each of X.sup.1 to X.sup.16 is selected from the group consisting of hydrogen, an alkyl group, alkenyl group, phenyl group, naphthyl group, alkoxy group, acyl group, alkylamino group and dialkylamino group having 1 to 20 carbon atoms which are unsubstituted or substituted and a halogen atom; and each of at least one of X.sup.1 to X.sup.4, at least one of X.sup.8 to X.sup.10 and at least one of X.sup.11 to X.sup.16 is a halogen atom,with a silane selected from the group consisting of SiH.sub.4, Si.sub.2 H.sub.6 and Si.sub.3 H.sub.8.Type: GrantFiled: February 12, 1990Date of Patent: August 20, 1991Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Masayoshi Itoh, Kenji Iwata, Noriyuki Yanagawa, Tetsura Utsumi, Mineo Kobayashi, Ryo Takeuchi, Tomohiro Abe
-
Patent number: 5041593Abstract: Silyl-functional fumarates are formed through the reaction of a methyl ester of a maleate with a chloroalkyl silane or disiloxane in the presence of an amine or phosphine catalyst. These materials are useful as adhesion promoters for polyolefins.Type: GrantFiled: July 19, 1989Date of Patent: August 20, 1991Assignee: Dow Corning CorporationInventor: Edwin P. Plueddemann
-
Patent number: 5039761Abstract: Novel methacryl functional dimethylpolysiloxanes are provided. Graft copolymers thereof with vinyl monomers exhibit water repellency, mold release properties, slip properties, weatherability, and gas permeability.Type: GrantFiled: September 14, 1989Date of Patent: August 13, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Ichiro Ono, Hiroshi Yoshioka
-
Patent number: 5017718Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.Type: GrantFiled: January 26, 1984Date of Patent: May 21, 1991Assignee: Sagami Chemical Research CenterInventors: Iwao Ojima, Takamasa Fuchikami
-
Patent number: 5011962Abstract: Organosiloxanes (1) of the general formulaR.sup.1.sub.4-n Si(OSiR.sub.3).sub.n,in which R is the same or different and represents a hydrogen atom or a monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical or a substituted monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical, R.sup.1 represents R or a chlorine atom, and n is 3 or 4, are prepared by reacting organodisiloxanes (2) of the general formula(R.sub.3 Si).sub.2 O,with chlorosilanes (3) of the general formulaR.sub.4-n SiCl.sub.n,in which R and n are the same as above, in the presence of phosphonitrile chlorides (4) and cocatalysts (5), in which the cocatalysts (5) are used concomitantly with the phosphonitrile chlorides (4) and are selected from the group consisting of amides of the general formulaX--C(O)--R.sup.2,in which R.sup.Type: GrantFiled: May 30, 1990Date of Patent: April 30, 1991Assignee: Wacker-Chemie GmbHInventors: Gerhard Staiger, Johann Muller, Walter Doskocil
-
Patent number: 4981986Abstract: Disclosed herein is a new organosilicon compound having a .beta.-diketone or .beta.-ketoester structures and a hydrolyzable group. The new organosilicon compound can be effectively used for the production of an immobilized catalyst, an adsorbent for metal recovery, a curing catalyst for organosiloxane and epoxy resins, and an adhesion promoter.Type: GrantFiled: April 6, 1988Date of Patent: January 1, 1991Assignee: Shin-Etsu Chemical Co.Inventors: Hiroshi Yoshioka, Masaaki Yamaya, Kazuharu Sato, Akinari Itagaki
-
Patent number: 4977291Abstract: A process of producing a silanic or siloxanic compound containing at least one cycloalkyl ring by the hydrogenation of a corresponding compound containing at least one aromatic ring, in the presence of a Raney nickel catalyst having a granulometry comprised essentially between 10 and 150 micrometers and a surface area of at least 80 m.sup.2 /g.Type: GrantFiled: September 15, 1989Date of Patent: December 11, 1990Assignee: Istituto Guido Donegani S.p.A.Inventors: Francesco Gementi, Loris Sogli, Raffaele Ungarelli