Nitrogen Attached Directly To Silicon By Nonionic Bonding Patents (Class 556/410)
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Patent number: 5616756Abstract: There is disclosed an organosilicon compound which contains a silicon-bonded functional group at each molecular chain terminal as well as a terminal -SiH group on a side chain branching from the main chain, said functional group being selected from amino-functional organic groups, epoxy-functional organic groups, hydroxyl group or a group obtained by substituting active hydrogen in the preceding groups with triorganosilyl group.Type: GrantFiled: May 29, 1996Date of Patent: April 1, 1997Assignee: Dow Corning Toray Silicone Co., Ltd.Inventor: Hisataka Nakashima
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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: 5591879Abstract: In accordance with the present invention there is provided a cyclopentadienyl-type ligand represented by the formula ZA, wherein Z is a cyclopentadienyl-type group, wherein A is --YPR.sub.2, --YNR.sub.2, or --NR.sub.2, wherein Y is an alkylene group containing 1 to 24 carbon atoms, wherein each R is individually selected from alkyl groups containing 1 to 20 carbon atoms. Another aspect of the invention is to provide a metallocene represented by the formula ZAMX.sub.3, wherein Z and A are as described above, M is a Group IVB or VB transition metal, and X is a halide. Other aspects of the present invention include catalyst systems comprising the metallocenes and an organoaluminoxane, processes for preparing the above defined ligands, metallocenes and catalyst systems, and polymerization processes employing the catalyst systems.Type: GrantFiled: June 23, 1995Date of Patent: January 7, 1997Assignee: Phillips Petroleum CompanyInventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
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Silanes, process for their preparation and their application to prepare polymers and polycondensates
Patent number: 5532398Abstract: Silanes of the general formula (I):{X.sub.a R.sub.b Si(R'(A).sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxy, acyloxy, alkyl carbonyl, alkoxycaryl or --NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a B' compound with at least one C.dbd.C double bond for c.dbd.1 and A.dbd.NHC(O)O or NHC(O)NR") or at least two C.dbd.C double bonds, and 5 to 50 carbon atoms;a: 1, 2 or 3;b: 0, 1 or 2;c: 0 or 1;x: whole number, whose maximum value corresponds to the number of double bonds in compound B' minus 1, or is equal to the number of double bonds in compound B', when c.dbd.Type: GrantFiled: December 29, 1994Date of Patent: July 2, 1996Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.Inventors: Herbert Wolter, Klaus Rose, Christian Egger -
Patent number: 5502084Abstract: The present invention relates to an organopolysiloxane composition containing a cyclopentenyl radical and crosslinkable in a thin layer by exposure to ultraviolet light, characterized in that it comprises:A. 100 parts of diorganopolysiloxane containing at least 3 cyclopentenyl radicals per molecule, each of these groups being directly linked, by an SiC bond, to a different silicon atom, andB. an effective amount of at least one photoinitiator.Application of the compositions to the production of coatings, especially for the production of non-stick coatings on paper, and for the encapsulation of printed circuits.Type: GrantFiled: November 21, 1990Date of Patent: March 26, 1996Assignee: Rhone-Poulenc ChimieInventors: Jacques Cavezzan, Jean-Marc Frances
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Patent number: 5486633Abstract: The present invention relates, in general, to photochemically removable protecting groups, and, in particular, to the use of styrylsilyl groups to protect reactive functional groups, such as, hydroxyl, amino and thiol groups.Type: GrantFiled: November 10, 1994Date of Patent: January 23, 1996Assignee: Duke UniversityInventors: Michael C. Pirrung, Yong Rok Lee
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Patent number: 5483008Abstract: The present invention relates to a bifunctional polyether having groups different from each other at both ends, with a polymerization degree of 5 to 10000 and consisting of repeating units each represented by the following formula (I): ##STR1## (wherein R.sub.1, represents a hydrogen atom, halogen atom, or a lower alkyl group optionally substituted by a halogen atom, and R.sub.1 in each repeating unit may be the same or different), as well as to a process for the preparation thereof and a polymerization initiator therefor. The process of production and polymerization initiator of the present invention enable 100% introduction of a primary amino group into one of the ends of polyether.Type: GrantFiled: February 5, 1993Date of Patent: January 9, 1996Assignee: Research Development Corporation of JapanInventors: Yasuhisa Sakurai, Teruo Okano, Masayuki Yokoyama, Kazunori Kataoka, Yukio Nagasaki, Nobuyuki Ohsako, Masao Kato
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Patent number: 5399757Abstract: This invention is directed to an efficient, mild, high yield process for the large scale synthesis of N-(4-hydroxyphenyl)-retinamide comprising the preferred steps of reacting retinoic acid with dimethylchloroformamidinium chloride to from retinoyl chloride which in turn is reacted with bis-(N,O)-trimethylsilyl-p-aminophenol to eventually form N-(4-hydroxyphenyl)-retinamide and to the novel use of bis-(N,O)-trimethylsilyl-p-aminophenol to eventually form a hydroxyphenylamide, particularly N-(4-hydroxyphenylretinamide and methods of recrystallizing N-(4-hydroxyphenyl)-retinamide to obtain the stable "A" polymorph thereof.Type: GrantFiled: July 20, 1993Date of Patent: March 21, 1995Assignee: Ortho Pharmaceutical CorporationInventor: Cynthia A. Maryanoff
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Silanes, process for their preparation and their application to prepare polymers and polycondensates
Patent number: 5399738Abstract: Silanes of the general formula (I):{(X.sub.a R.sub.b Si(R'(A).sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxy, acyloxy, alkyl carbonyl, alkoxycaryl or --NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a B' compound with at least one C.dbd.C double bond for c=1 and A=NHC(O)O or NHC(O)NR") or at least two C.dbd.C double bonds, and 5 to 50 carbon atoms;a: 1, 2 or 3;b: 0, 1 or 2;c: 0 or 1;x: whole number, whose maximum value corresponds to the number of double bonds in compound B' minus 1, or is equal to the number of double bonds in compound B', when c=1 and A stands for NHC(O)O or NHC(O)NR";are suitable to prepare homo and copolycondensates and homo or copolymers according to the sol-gel method or by photochemical or thermal polymerization.Type: GrantFiled: April 5, 1991Date of Patent: March 21, 1995Assignee: Fraunhofer-Gesellschaft zur Forderung der Angewandten Forschung E.V.Inventors: Herbert Wolter, Klaus Rose, Christian Egger -
Patent number: 5380889Abstract: An organic silane compound for forming an antireflection film on the surface of a substrate prior to forming a resist pattern includes a silicon atom, a leaving group bound to the silicon atom and capable of reacting with a hydroxyl group existing in the surface of the semiconductor substrate to form a covalent bond between the semiconductor substrate and the organic silane compound, and a substituent group capable of absorbing far-ultra violet light. The substrate is coated with the organic silane compound. Resist is applied onto the substrate coated with the organic silane compound. The resist is exposed selectively using far-ultra violet light. The resist is exposed.Type: GrantFiled: December 30, 1991Date of Patent: January 10, 1995Assignee: Mitsubishi Denki Kabushiki KaishaInventors: Tetsuro Hanawa, Maria Op de Beeck
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Patent number: 5359105Abstract: Cyclopentadienyl derivatives are deprotonated by a process whereby the cyclopentadienyl derivatives are reacted with a Grignard reagent in an inert solvent which contains from about 0.5 to 1.5 equivalents per equivalent of cyclopentadienyl derivative of a cyclic ether or an acyclic polyether, so as to form a dianionic salt of said cyclopentadienyl derivative.Type: GrantFiled: November 1, 1993Date of Patent: October 25, 1994Assignee: Albemarle CorporationInventors: Jamie R. Strickler, John M. Power
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Patent number: 5300375Abstract: This invention is directed to a novel acrylic alkoxy substituted silane and to a single phase solid solvent-containing electrolyte having recurring units derived from such silane incorporated within the solid polymeric matrix of the solid electrolyte. A novel electrolytic cell that incorporates the subject electrolyte also is provided. The specific molecular structure exhibited by such solid polymeric matrix is believed to advantageously facilitate the positioning of an inorganic ion salt and solvent between adjacent polymeric molecules during service within the solid electrolyte.Type: GrantFiled: April 19, 1993Date of Patent: April 5, 1994Assignee: Valence Technology, Inc.Inventor: Benjamin Chaloner-Gill
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Patent number: 5294501Abstract: This invention is directed to a novel silane acrylate and to a single phase solid solvent-containing electrolyte having recurring units derived from the silane acrylate incorporated within the solid polymeric matrix of such solid electrolyte. A novel electrolytic cell that incorporates the subject electrolyte also is provided. The specific molecular structure exhibited by such solid polymeric matrix is believed to advantageously facilitate the positioning of an inorganic ion salt and solvent between adjacent polymeric molecules during service within the solid electrolyte.Type: GrantFiled: April 19, 1993Date of Patent: March 15, 1994Assignee: Valence Technology, Inc.Inventor: Benjamin Chaloner-Gill
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Patent number: 5258533Abstract: Bis(diallylamino) silanes of the formula ##STR1## where R.sup.1 and R.sup.2 are lower alkyl or phenyl groups. The silanes may be homopolymerized or copolymerized with lower olefins and desilylated to exhibit amine functionality.Type: GrantFiled: February 8, 1993Date of Patent: November 2, 1993Assignee: Aristech Chemical CorporationInventor: Steven E. Mulhall
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Patent number: 5248737Abstract: Mono and diallyl amines are silylated to protect them from reacting with high activity Ziegler-Natta catalysts so they may be copolymerized with propylene; also disclosed are copolymers of such amines with propylene and their hydrolyzed or alcoholyzed counterparts.Type: GrantFiled: August 5, 1992Date of Patent: September 28, 1993Assignee: Aristech Chemical CorporationInventors: Andrew J. Sivak, Leonard A. Cullo, William L. Krayer
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Patent number: 5246738Abstract: A method is provided for preparing preceramic polymers and and silicious ceramic materials which derive therefrom. The preceramic polymers are polysiloxanes which are synthesized by catalytically activating Si--H bonds in a hydridosiloxane starting material and replacing the activated hydrogen atoms with non-hydrogen substituents. These preceramic polysiloxanes are pyrolyzed in a selected atmosphere to give the desired ceramic product. Ceramic products which may be prepared by this technique include silica, silicon oxynitride, silicon carbide, and metal silicates.Type: GrantFiled: April 17, 1992Date of Patent: September 21, 1993Assignee: SRI InternationalInventor: Yigal Blum
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Patent number: 5239085Abstract: An organocyclosiloxane having utility as a coupling agent is disclosed said organocyclosiloxane having the general formula ##STR1## wherein R.sup.1 is independently selected from monovalent hydrocarbon groups having 1 to 8 carbons, 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, methacryloxyalkyl, N-(trialkylsilyl)aminoalkyl (hydroxyphenyl)alkyl and haloalkyl x is 1 to 6 and y is 1 to 6, with the proviso that x+y is an integer having a value of 3 to 8.Type: GrantFiled: February 26, 1992Date of Patent: August 24, 1993Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Hiroji Enami, Shoji Akamatsu
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Patent number: 5200542Abstract: Mono and diallyl amines are silylated to protect them from reacting with high activity Ziegler-Natta catalysts so they may be copolymerized with propylene; copolymers of such amines with propylene and their hydrolyzed or alcholyzed counterparts; also the amine monomers disclosed.Type: GrantFiled: August 6, 1992Date of Patent: April 6, 1993Assignee: Aristech Chemical CorporationInventors: Andrew J. Sivak, Leonard A. Cullo, William L. Krayer
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Patent number: 5187252Abstract: The invention relates to novel silazane polymers containing SiCl groups, to their preparation, to their conversion into silicon nitride-containing ceramic material, and to this material itself. In order to prepare the silazane polymers containing SiCl groups, .alpha.,.omega.-chlorosilazanes of the formula I ##STR1## in which m has a value of from 1 to 12 and --(Si) is a silyl radical of the formula --SiHR.sup.1 Cl, --SiR.sup.2 R.sup.3 Cl, --SiR.sup.4 Cl.sub.2, --SiR.sup.5 Cl-CH.sub.2 CH.sub.2 -SiR.sup.5 Cl.sub.2 or --SiCl.sub.2 -CH.sub.2 CH.sub.2 -SiR.sup.6 Cl.sub.2, and R is C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl and, independently of one another, R.sup.1 -R.sup.6 are H, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl, to a temperature of from 100.degree. C. to 400.degree. C.The silazane polymers according to the invention containing in SiCl groups can be reacted with ammonia to give polysilazanes, which can themselves be pyrolyzed to give silicon nitride-containing ceramic materials.Type: GrantFiled: January 24, 1991Date of Patent: February 16, 1993Assignee: Hoechst AktiengesellschaftInventors: Tilo Vaahs, Hans-Jerg Kleiner, Martin Bruck
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Patent number: 5162559Abstract: A silylation reagent is useful for preparing binders which are soluble in aqueous alkali and contain silanyl groups in the side chain, comprises a compound having the formula I(A-B.sub.n).sub.m C (I)whereinA denotes a silanyl group containing at least 2 silicon atoms in total linked to each other, but not more than 3 silicon atoms linked to each other in an unbranched chain of silicon atoms;B denotes a bridging group;C denotes a functional group which is capable of forming a covalent bond with an aromatic, aliphatic or cycloaliphatic hydroxyl group;n denotes 0 or 1; andm denotes 1 or 2.Binders prepared with the silylation reagents described are soluble in aqueous alkali and exhibit a high resistance to plasma etching and a high storage stability, and are resistant to rediation with a wavelength of greater than 300 nm.Type: GrantFiled: April 3, 1989Date of Patent: November 10, 1992Assignee: Hoechst AktiengesellschaftInventors: Peter Wilharm, Juergen Fuchs
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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
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Patent number: 5142080Abstract: Highly pure diethylaminotrimethylsilane can be manufactured in a high yield through the reaction between diethylamine and an N,O-bis(trimethylsilyl)acetamide represented by the following general formula: ##STR1## wherein X represents H or F.Type: GrantFiled: November 7, 1991Date of Patent: August 25, 1992Assignee: Shin-Etsu Chemical Company, LimitedInventors: Toshio Shinohara, Muneo Kudo, Kazuyuki Matsumura, Nobuyuki Suzuki
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Patent number: 5142081Abstract: This present invention relates to a process for the preparation of O-silylated aliphatic hydroxyl, compounds by the reaction of aliphatic hydroxyl compounds with triorganochlorosilanes and removal of the resulting gaseous hydrogen chloride from the reaction mixture, characterized in that the reaction is carried out in the presence of phase transfer catalysts in the absence of solvent.The invention also relates to the use of the O-silylated hydroxyl compounds obtained by this process as starting materials for the preparation of isocyanates containing ester groups by a reaction with isocyanato carboxylic acid chlorides.Type: GrantFiled: October 10, 1990Date of Patent: August 25, 1992Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Josef Pedain, Klaus Nachtkamp
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Patent number: 5128494Abstract: A method is provided for preparing preceramic polymers and silicious ceramic materials which derive therefrom. The preceramic polymers are polysiloxanes which are synthesized by catalytically activating Si-H bonds in a hydridosiloxane starting material and replacing the activated hydrogen atoms with non-hydrogen substituents. These preceramic polysiloxanes are pyrolyzed in a selected atmosphere to give the desired ceramic product. Ceramic products which may be prepared by this technique include silica, silicon oxynitride, silicon carbide, and metal silicates.Type: GrantFiled: April 21, 1989Date of Patent: July 7, 1992Assignee: SRI InternationalInventor: Yigal Blum
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Patent number: 5118724Abstract: The present invention proposes a silane and an organopolysiloxane containing a cyclopentenyl radical, characterized in that the silane or the organopolysiloxane has a radical Y of the formula: ##STR1## directly linked to the silicon atom. The silanes according to the invention can be used as coupling and crosslinking agents, in particular in the compositions of acrylic paints.The diorganopolysiloxanes according to the invention can be used as base polymer of a silicone composition which is crosslinkable to an elastomer, in particular by exposure to atmospheric oxygen.Type: GrantFiled: November 21, 1990Date of Patent: June 2, 1992Assignee: Rhone-Poulenc ChimieInventors: Jean-Marc Frances, Frederic Leising
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Patent number: 5082958Abstract: Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.Type: GrantFiled: January 22, 1990Date of Patent: January 21, 1992Assignee: Dow Corning CorporationInventors: Antony P. Wright, Padmakumari J. Varaprath
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Patent number: 5082962Abstract: Novel silanes having sterically hindered aminohydrocarbyl groups of the formula X.sub.3 SiRCR'.sub.2 NR".sub.2 and having utility as coupling agents and a process for their preparation are described.Type: GrantFiled: February 6, 1991Date of Patent: January 21, 1992Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventor: Curtis L. Schilling, Jr.
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Patent number: 5081091Abstract: A catalyst for addition polymerization comprising(a) an (initiator) first component comprising a plurality of atoms M as hereinafter defined, each in a moiety of formula (I):MX(Y.sub.n)Z.sub.p (I)whereinM is Si, Ge or Snn is 0 or an integer, and p is an integer such that (n+p)=3;X is a diradical ##STR1## bound via Q to M whereQ is N, P, As or P(=T)G.D where T is O or S and G and D are each independently a bond, O or S,R.sup.1 is optionally substituted hydrocarbyl, or, when Q is P, M(Y.sub.n)Z.sub.p as herein defined,R.sup.2 is optionally substituted hydrocarbadiyl, orR.sup.1 and R.sup.2 together are hydrocarbatriyl,all such R.sup.1 and R.sup.2 being inert in the conditions of the process of the present invention; andR.sup.2 being linked directly or indirectly to any group as defined for X, or an organic radical comprising further moieties of formula (I), or one or more M(Y.sub.Type: GrantFiled: June 25, 1990Date of Patent: January 14, 1992Assignee: Imperial Chemical Industries PLCInventors: Denis G. H. Ballard, Anthony Pickering, Peter J. I. Runciman, Rowena J. Sellens, Nicholas J. Walton
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Patent number: 5068387Abstract: The present invention relates to a process for the production of mixtures of novel organofunctional alkoxysilanes by the reaction of mixtures of certain substituted organic halides and chlorosilanes with molten sodium dispersed in alkoxysilanes. In the described process, the substituted organic groups of the organic halide replace alkoxy groups of the alkoxysilanes. Also claimed, are organofunctional alkoxysilanes prepared by the claimed process.Type: GrantFiled: December 1, 1989Date of Patent: November 26, 1991Assignee: Dow Corning CorporationInventors: Don L. Kleyer, John L. Speier
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Patent number: 5049689Abstract: Described is a novel process for the introduction of an organic acyl radical selectively at the nitrogen atom of the amino group of desferrioxamine B or of a partially O-acylated derivative thereof. It comprises treating a derivative of desferrioxamine B, in which the amino nitrogen and the hydroxy oxygen of at least one of the hydroxamic acid groupings carries an organic silyl group, with an organic acylating agent and then removing the silyl groups present. The novel N- and O-silylated starting materials can be manufactured, preferably in situ, by reacting an appropriate derivative of desferrioxamine B that has at least one hydroxy group and the amino group in free form, with an organic silicon halide.Type: GrantFiled: January 23, 1990Date of Patent: September 17, 1991Assignee: Ciba-Geigy CorporationInventors: Heinrich Peter, Theophile Moerker
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Patent number: 5047526Abstract: A dehydrogenative silylation process of organic compounds having active hydrogen which comprises reacting an organic compound having active hydrogen with t-butyldimethylsilane in the presence of a catalyst which is a metal of Group VIII of the periodic table or its compound. The reaction may be carried out in a solvent. When the organic compound is a strongly acidic compound, the reaction may be carried out without use of any catalyst.Type: GrantFiled: June 22, 1989Date of Patent: September 10, 1991Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Keiji Yamamoto
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Patent number: 5030746Abstract: Novel silanes having sterically hindered aminohydrocarbyl groups of the formula X.sub.3 SiRCR'.sub.2 NR".sub.2 and having utility as coupling agents and a process for their preparation are described.Type: GrantFiled: May 29, 1990Date of Patent: July 9, 1991Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventor: Curtis L. Schilling, Jr.
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Patent number: 5026890Abstract: Silicon-nitrogen compounds are prepared by the reaction of an olefinic amine such as allylamine with a polydiorganosiloxane such as 1,1,3,3-tetramethyldisiloxane, in the presence of a platinum-containing hydrosilation catalyst, preferably a specifically defined platinum complex of 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane. Depending on the reaction conditions, the product may be any of several compounds including bis(aminoalkyl)polydiorganosiloxanes and alkenylaminodisiloxanes which are spontaneously converted to cyclic disiloxazanes. The cyclic disiloxazanes may in turn be converted by hydrolysis to bis(aminoalkyl)octaorganotetrasiloxanes.Type: GrantFiled: April 28, 1989Date of Patent: June 25, 1991Assignee: General Electric CompanyInventors: Jimmy L. Webb, Hans V. Ritschard, James M. Lambert
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Patent number: 5026887Abstract: A metal-containing polymer represented by the general formula: ##STR1## where M represents a group IV metal atom, X represents N(SiR.sup.1 R.sup.2 R.sup.3).sub.2 or N(R.sup.4)SiR.sup.1 R.sup.2 R.sup.3, each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represents an alkyl group or aryl group, Ar represents a (substituted) phenylene, (substituted) naphthylene or (substituted) anthrylene group, and n represents an integer of 2 to 5000.The polymer can be produced by the oxidation-reduction alternating copolymerization using a reductant monomer represented by MX.sub.2 as and substituted-benzoquinones, -naphthoquinones or -anthraquinones as the oxidant monomer.The polymer is solvent-soluble and can be used as functional materials such as resist materials, electronic materials, etc.Type: GrantFiled: March 26, 1990Date of Patent: June 25, 1991Inventor: Shiro Kobayashi
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Patent number: 5017717Abstract: Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.Type: GrantFiled: October 30, 1990Date of Patent: May 21, 1991Assignee: Dow Corning CorporationInventors: Antony P. Wright, Padmakumari J. Varaprath
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Patent number: 5006625Abstract: Organosilazanes having higher prepolymerization molecular weights are prepared by the ammonolysis of organohalosilanes at a temperature of about 15.degree.-23.degree. C. Their higher molecular weights facilitate the polymerization of the organosilazanes to preceramic polysilazanes.Type: GrantFiled: June 30, 1989Date of Patent: April 9, 1991Assignee: Ethyl CorporationInventors: Mannarsamy Balasubramanian, Martin E. Gluckstein, Edwin D. Hornbaker
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Patent number: 5003096Abstract: Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides, which are known herbicides, are prepared by the reaction of substituted 1,2,4-triazolo[1,5-a]-pyrimidine-2-sulfonyl halides with substituted N-trialkylsilylanilines in the presence of a base catalyst. The method is especially useful for the preparation of substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides derived from substituted anilines having both 2- and 6-substituents, at least one of which is electron withdrawing, such as N-(2,6-dichlorophenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide. N-trialkylsilylanilines having both 2- and 6-substituents, at least one of which is electron withdrawing, such as N-trimethylsilyl-2,6-dichloro-3-methylaniline, are described.Type: GrantFiled: December 7, 1989Date of Patent: March 26, 1991Assignee: The Dow Chemical CompanyInventor: Lennon H. McKendry
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Patent number: 4981987Abstract: An adhesion-improver which comprises a reaction product of an amino compound having a primary and/or secondary amino group in the molecule or a modified amino compound obtained by modifying the amino compound with a compound having an epoxy group, and a carbonyl compound, particularly a dicarbonyl compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are each an alkyl having 1 to 16 carbon atoms, an aryl having 6 to 12 carbon atoms or an alkoxy having 1 to 4 carbon atoms, R.sup.3 is a hydrocarbon group having one or more carbon atoms, and n is 0 or 1, which is useful for improving adhesion of curable compositions such as adhesives, sealing agents, paints and pourable compounds, and a curable composition comprising a conventional main component and the adhesion-improver as set forth above which has excellent adhesion and curing characteristics.Type: GrantFiled: March 5, 1986Date of Patent: January 1, 1991Assignee: Sunstar Giken Kabushiki KaishaInventors: Masaru Sugimori, Tadao Kunishige, Koichiro Sanji
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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
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Patent number: 4981827Abstract: A catalyst for addition polymerisation comprising(a) an (initiator) first component of formula (I):M(X.sub.m)(Y.sub.n)Zp (I)whereinM is Si, Ge or Snm and p are each an integer and n is 0 or an integer such that (m+n+p)=4;X is QR.sup.1 R2.sup.2 where Q is N, P, As or P(=T)G.D where T is O or S and G and D are each independently a bond, O or S and R.sup.1 and R.sup.2 are each independently optionally substituted hydrocarbyl or together are optionally substituted hydrocarbadiyl which are inert in the process conditions of the present invention, or, when Q is P(=T)G.D as hereinbefore defined, R.sup.1 and R.sup.2 are each independently M(Y.sub.n)Z.sub.p as hereinbefore defined.Y is independently any group as defined for X, or any group selected from a group OA where A is optionally substituted hydrocarbyl inert in the process conditions of the present invention, or trialkylsilylalkyl;Z is independently any group as defined for Y, or an organic polymer radical comprising further M(Y.sub.n)Z.sub.Type: GrantFiled: December 27, 1988Date of Patent: January 1, 1991Assignee: Imperial Chemical Industries PLCInventors: Denis G. H. Ballard, Peter J. I. Runciman, Anthony Pickering
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Patent number: 4956484Abstract: A process for producing a silane or siloxane compound containing at least one cycloalkyl ring by hydrogenation of a corresponding derivative containing at least one aromatic ring in the presence of a Raney nickel catalyst modified with chromium.Type: GrantFiled: March 3, 1988Date of Patent: September 11, 1990Assignee: Instituto Guido Donegani S.p.A.Inventors: Francesco Gementi, Loris Sogli, Raffaele Ungarelli
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Patent number: 4910306Abstract: Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides, which are known herbicides, are prepared by the reaction of substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl halides with substituted N-trialkylsilylanilines in the presence of a base catalyst. The method is especially useful for the preparation of substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides derived from substituted anilines having both 2- and 6-substituents, at least one of which is electron withdrawing, such as N-(2,6-dichlorophenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide. N-trialkylsilylanilines having both 2- and 2-substituents, at least one of which is electron withdrawing, such as N-trimethylsilyl-2,6-dichloro-3-methylaniline, are described.Type: GrantFiled: May 30, 1989Date of Patent: March 20, 1990Assignee: The Dow Chemical CompanyInventor: Lennon H. McKendry
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Patent number: 4866192Abstract: Organosilicon quaternary ammonium antimicrobial compounds are described, particularly, ammonium chloride derivatives of multifunctional diamino quaternary salts, and salts containing a combination of amino, ester, and fluoroalkyl, functionality.Type: GrantFiled: April 18, 1988Date of Patent: September 12, 1989Assignee: Dow Corning CorporationInventors: Edwin P. Plueddemann, Anthony Revis
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Patent number: 4835238Abstract: The reaction of 1,1-dichlorosilacyclobutanes with nitrogen-containing difunctional nucleophiles gives polysilacyclobutasilazanes which can be crosslinked and also converted to ceramic materials.Type: GrantFiled: June 8, 1987Date of Patent: May 30, 1989Assignee: Dow Corning CorporationInventor: Gary T. Burns
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Patent number: 4788309Abstract: Si-N groups in silazanes (which may be siloxazanes) are cleaved in the presence of a suitable catalyst or one or more reactants containing an Si-H group and an N-H group (in the same molecule or in different molecules) are reacted in the presence of a suitable catalyst. New silazane products result including oligomers and polymers. Suitable catalysts include metal carbonyl complexes and heterogeneous metal catalysts such as platinum on carbon. Immediate products of reaction such as products containing Si-H and N-H groups resulting from Si-N cleavage and Si-N products resulting from Si-H+N-H reactions undergo further reaction, resulting in many cases in a mixture of oligomers or of oligomers and polymers. The initial reactants may be open chain or ring compounds containing Si-N or Si-H+N-H in an open chain or in a ring or as pendant groups.Type: GrantFiled: March 4, 1986Date of Patent: November 29, 1988Assignee: SRI InternationalInventors: Richard M. Laine, Yigal Blum
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Patent number: 4780554Abstract: Novel O-silylated ketene acetals and enol ethers are prepared via the 1,4-hydrosilation of a hydrosilation composition selected from the group consisting of aminosilanes, siloxanes and alkylalkoxysilanes with an .alpha.,.beta.-unsaturated carbonyl in the presence of a rhodium catalyst.Type: GrantFiled: June 6, 1985Date of Patent: October 25, 1988Assignee: Union Carbide CorporationInventors: Jennifer M. Quirk, Linda K. Kozak, Bernard Kanner
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Patent number: 4767859Abstract: Pteridine derivatives of general formula ##STR1## in which R is hydrogen or methyl, i.e.Type: GrantFiled: November 17, 1986Date of Patent: August 30, 1988Assignee: Rhone-Poulenc SanteInventor: Pierre Zimmermann
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Patent number: 4767876Abstract: A method of forming preceramic polymers using an organosilicon polymer containing Si--H repeat units by reacting it with alkali metal amide or silylamide is disclosed. Preferably, the silylamide is a polymeric silylamide formed by reacting in solution anhydrous ammonia with a mixture of R.sup.1 SiHX.sub.2 (where R.sup.1 is a lower alkyl group having from 1 to about 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having from 3 to about 6 carbon atoms, a substituted or unsubstituted lower alkenyl group having from 2 to about 6 carbon atoms or a substituted or unsubstituted lower aryl group having from 6 to about 10 carbon atoms; and X is a halogen) and R.sup.2 SiX.sub.3 (where R.sup.Type: GrantFiled: October 7, 1986Date of Patent: August 30, 1988Assignee: Massachusetts Institute of TechnologyInventors: Dietmar Seyferth, Joanne M. Schwark, Yuan-Fu Yu
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Patent number: 4764630Abstract: A process for the preparation of N,N'-bis-trialkylsilyl carbodiimide, according to the following schematic diagram: ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.15 aralkyl, unsubstituted or substituted aryl or heteroaryl or alternatively, R.sub.1 and R.sub.2 together with the silicon atom form a 3 to 12 member heterocyclic group, optionally including oxygen, sulfur, or phosphorus as a second heteroatom, the process comprising: reacting a trialkylsilyl cyanide with cyanamide as a neat mixture to prepare the desired N,N'-bis-trialkylsilyl carbodiimide. The reaction is practically complete in one minute. The compounds so prepared are intermediates in the preparation of polymers and precursors of carbodiimide.Type: GrantFiled: December 2, 1987Date of Patent: August 16, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Khuong H. X. Mai, Ghanshyam Patil
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Patent number: 4730904Abstract: Organosilicon compounds of the formula IR.sup.1 --A.sup.1 --A.sup.2 --O--C.sub.n H.sub.2n --SiX.sub.a Y.sub.b Z.sub.c Iwherein R.sup.1, A.sup.1, A.sup.2, X, Y, Z, n, a, b and c have the meaning given can be used for producing a homotropic orientation of liquid crystal phases on surfaces.Type: GrantFiled: June 13, 1986Date of Patent: March 15, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Detlef Pauluth, Klaus Bofinger, Michael Romer, Bernhard Scheuble, Georg Weber