Nitrogen Attached Indirectly To Silicon By Nonionic Bonding Patents (Class 556/413)
  • Patent number: 6153782
    Abstract: A method for the production of organosilanes functionalized in 3-position by reacting suitable allyl compounds with hydrogen silanes in the presence of a multielement catalyst containing platinum and at least one other element.
    Type: Grant
    Filed: December 10, 1999
    Date of Patent: November 28, 2000
    Assignee: Degussa-Huls AG
    Inventors: Thomas Krauter, Steffen Seebald, Christoph Batz-Sohn, Ralf Karch, Matthias Prinz, Hermanus Gerhardus Jozef Lansink Rotgerink
  • Patent number: 6150548
    Abstract: The invention relates to a compound having the formula I ##STR1## wherein R.sup.1 is hydroxy, (1-6C)alkoxy or NR.sup.4 R.sup.5, R.sup.4 and R.sup.5 being independently hydrogen, (1-6C)alkyl, (3-7C)cycloalkyl, (2-6C)alkenyl, (4-6C)aryl or (5-7C)aralkyl, the aryl groups of which may be optionally substituted with halogen, (1-6C)alkyl or (1-6C)alkoxy;R.sup.2 is a halo atom, (1-8C)acyloxy, --O--C(O)--O-(1-6C)alkyl, --O--C(O)--O-(5-7C)aralkyl, --SR.sup.6, --S(O)R.sup.6, --SeR.sup.6 or --Se(O)R.sup.6, R.sup.6 being (1-6C)alkyl or (4-6C)aryl; andR.sup.3 is --Si(R.sup.7).sub.3, R.sup.7 being independently (1-6C)alkyl or (4-6C)aryl. The compounds of the invention may be used as protective groups or as linkers in solid phase organic chemistry.
    Type: Grant
    Filed: February 9, 1999
    Date of Patent: November 21, 2000
    Assignee: Akzo Nobel, N.V.
    Inventor: Wim-Jan Koot
  • Patent number: 6136995
    Abstract: The present invention provides a process for producing aminosaline compounds which are useful as precursors for ligands in the transition metal complexes, said process avoiding handling of solid which is troublesome in isolation and purification and combustible upon contact with air, having smaller number of reaction steps, and giving a high yield, in industrial scale. The present invention has a great value that said process for production could be carried out at an industrially advantageous temperature of -20.degree. or higher.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: October 24, 2000
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaaki Nabika, Kotohiro Nomura
  • Patent number: 6136994
    Abstract: A method for the preparation of a hydrophobic clay by contacting an aqueous suspension of the clay with an organosilane of formula R.sup.1.sub.a SiX.sub.4-a or an organosiloxane comprising units of formula R.sup.2.sub.n SiO.sub.(4-n)/2 in the presence of an acid and a water-miscible solvent. The resulting clay suspension is then contacted with a water-immiscible solvent to effect separation of the hydrophobed clay from the suspension.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: October 24, 2000
    Assignee: Dow Corning Limited
    Inventors: Julie Joseph, Bryan Thomas
  • Patent number: 6130180
    Abstract: An aminosilane of the formula: ##STR1## where R.sub.1 is a linear or branched C.sub.1-22 alkyl or C.sub.3-22 cycloalkyl, which may be substituted with at least one halogen atom; R.sub.2 is a bis(linear or branched C.sub.1-22 alkyl or C.sub.3-22 cycloalkyl)amino, a substituted piperidinyl, a substituted pyrrolidinyl, decahydroquinolinyl, 1,2,3,4-tetrahydroquinolinyl or 1,2,3,4-tetrahydroisoquinolinyl, with the substituent selected from the group consisting of C.sub.1-8 alkyl, pheny. C.sub.1-8 linear or branched alkylsubstituted phenyl and trimethylsilyl, with the proviso that when the substituent is C.sub.1-8 alkyl, there must be at least two such substituent groups present and R.sub.1 must contain halogen; and R.sub.3 is a linear or branched C.sub.1-8 alkyl or C.sub.3-8 cycloalkyl.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: October 10, 2000
    Assignee: Montell North America Inc.
    Inventors: Constantine A. Stewart, Eric J. Evain
  • Patent number: 6124490
    Abstract: Ionically cross-linked silicone polymers of a thickened gel-like consistency are made by reacting a diamino containing polysiloxane with an acid containing reactant selected from itaconic acid or the ester derivative thereof; substituted or unsubstituted cyclic and ankydride; substituted or unsubstituted conjugated olefinic acid or mixtures of the same at an elevated temperature in the presence of a low molecular weight silicone oil or other solvent until an ionically cross-linked zwitterionic siloxane polymer of a gel-like consistency is formed.
    Type: Grant
    Filed: October 26, 1999
    Date of Patent: September 26, 2000
    Assignee: Mona Industries, Inc.
    Inventors: John L. Gormley, Abe Berger, Dennis L. Fost
  • Patent number: 6124491
    Abstract: The invention includes hydrolyzable and polymerizable silanes, methods of making them and using them to obtain silicic acid(hetero)polycondensates and silicic acid(hetero)polymerizates. The hydrolyzable and polymerizable silanes have the formula I, ##STR1## wherein A=O, S, NH or C(O)O; wherein B=a straight chain or branched organic residue with at least one C.dbd.C double bond and from 4 to 50 carbon atoms;R is an alkyl group, alkenyl group, aryl group, alkylaryl group or an arylalkyl group;R' is a substituted or unsubstituted alkylene group, arylene group, arylenealkylene group or alkylenearylene group each having zero to ten carbon atoms, with the proviso that the substituted groups each have at least one oxygen atom, sulfur atom and/or amine group substituent;R.sup.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: September 26, 2000
    Assignee: Fraunhofer-Gesellschaft Zur Forderung der Angewandten
    Inventors: Herbert Wolter, Werner Storch
  • Patent number: 6123810
    Abstract: Enhanced removal of lignin and other extractives in a pulping process is achieved by contacting wood chips and the like with a liquid mixture comprised of white liquor and aminoalkoxylsilane and optionally, one or more nonionic and/or anionic surfactants.
    Type: Grant
    Filed: February 10, 1998
    Date of Patent: September 26, 2000
    Assignee: Henkel Corporation
    Inventor: Marie-Esther Saint Victor
  • Patent number: 6113815
    Abstract: The composition formed by mixing an organosilane with an ether. Water-stabilized organosilane compounds. A water stable composition made from the ether and organosilane composition and water. A method of treating a substrate by mixing or contacting the substrate with the product, compound, or composition of this invention for a period of time sufficient for treatment of the substrate. A treated substrate having adhered thereto the product, compound, or composition of this invention. A method of dyeing and treating a substrate. A method of antimicrobially treating a food article. A method of antimicrobially coating a fluid container. A method of antimicrobially coating a latex medical article.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: September 5, 2000
    Assignee: Bioshield Technologies, Inc.
    Inventors: Jacques E. Elfersy, Joachim Berkner, Timothy C. Moses
  • Patent number: 6114558
    Abstract: Alkyl(amino)dialkoxysilanes are prepared by anhydrously reacting stoichiometric amounts of an alkoxysilane and an alkylaminomagnesium chloride in a reverse addition process. The alkylamino magnesium chloride is preferably prepared in situ by the reaction of a Grignard reagent (RMX) and an alkylamine in a suitable aprotic solvent, such as tetrahydrofuran. The "alkyl" substituent can be alkyl, arylalkyl or aryl. The reaction can be conducted in the temperature range of from 25.degree. C. to 75 .degree. C., without a catalyst, and the aprotic solvent is recovered for re-use in the process.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: September 5, 2000
    Assignee: Sivento Inc.
    Inventors: Gerald L. Larson, Ram R. Chawla
  • Patent number: 6087520
    Abstract: By subjecting to hydrosilylation a hydrogendimethylalkoxysilane compound and an N-silylated allylamine compound in the presence of a platinum catalyst, adding an alcohol to the reaction product to effect desilylation reaction, and hydrolyzing the resulting 3-aminopropyldimethylalkoxysilane compound, 1,3-bis(3-aminopropyl)tetramethyldisiloxane is prepared. The end product free of isomers and of quality can be prepared through simple steps, at a low cost and in high yields.
    Type: Grant
    Filed: January 20, 1999
    Date of Patent: July 11, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tohru Kubota, Mikio Endo
  • Patent number: 6077866
    Abstract: Novel benzophenonehydrazone derivatives represented by the formula (I): ##STR1## wherein, R.sup.1 is halogen; R.sup.2 is hydrogen or C.sub.1-4 alkyl; R.sup.3 is cyano, optically substituted C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-4 alkynyl, C.sub.1-4 alkyl-carbonyl or C.sub.1-4 alkoxy-thiocarbonyl; R.sup.4 is hydrogen, phenyl, optionally substituted C.sub.1-6 alkyl, optionally substituted C.sub.2-8 alkenyl, --CO--R.sup.8, --CO--O--R.sup.9 or ##STR2## R.sup.5 is hydrogen, formyl, phenyl, optionally substituted C.sub.1-8 alkyl, optionally substituted C.sub.2-8 alkenyl, optionally substituted C.sub.3-8 alkynyl, optionally substituted C.sub.1-8 alkyl-arbonyl, optionally substituted C.sub.1-6 alkyl-oxalyl, optionally substituted C.sub.1-8 alkoxy-carbonyl, optionally substituted C.sub.1-8 alkoxy-oxalyl, optionally substituted C.sub.3-8 cycloalkyl-carbonyl, optionally substituted C.sub.2-8 alkenyl-carbonyl or optionally substituted benzoyl; R.sup.6 is hydrogen or halogen; R.sup.7 is hydrogen, halogen or C.sub.
    Type: Grant
    Filed: May 10, 1996
    Date of Patent: June 20, 2000
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Yoshinori Kitagawa, Katsuaki Wada, Yoshiko Kyo, Yuichi Otsu, Yumi Hattori, Toru Obinata, Takahisa Abe, Katsuhiko Shibuya, Wolfram Andersch
  • Patent number: 6077966
    Abstract: Water-soluble organic silicon compounds are prepared by effecting co-hydrolysis of (A) 1-30 parts of an alkyltrialkoxysilane of R.sup.1 Si(OR.sup.2).sub.3 or a partial hydrolyzate thereof, (B) 70-90 parts of an alkoxy-containing siloxane of R.sup.3.sub.a (OR.sup.2).sub.b SiO.sub.(4-a-b)/2, and (C) 1-20 parts of an amino-containing alkoxysilane of R.sup.4 R.sup.5 NR.sup.6 --SiR.sup.7.sub.n (OR.sup.2).sub.3-n or a partial hydrolyzate thereof in the presence of an organic or inorganic acid. R.sup.1 is a C.sub.7 -C.sub.18 alkyl group, R.sup.2 is a C.sub.1 -C.sub.4 alkyl group, R.sup.3 is a C.sub.1 -C.sub.6 alkyl group, R.sup.4 and R.sup.5 are a hydrogen atom, C.sub.1 -C.sub.15 alkyl or aminoalkyl group, R.sup.6 is a divalent C.sub.1 -C.sub.18 hydrocarbon group, and R.sup.7 is a C.sub.1 -C.sub.4 alkyl group. Letters a and b are 0.75.ltoreq.a.ltoreq.1.5, 0.2.ltoreq.b.ltoreq.2, and 0.95<a+b<3.4.
    Type: Grant
    Filed: September 6, 1996
    Date of Patent: June 20, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kazuyuki Matsumura, Mitsuo Asai, Shoji Ichinohe
  • Patent number: 6072055
    Abstract: The invention relates to a new class of alkoxy silane compounds of the following general formula: wherein R is aliphatic or aromatic having from 1 to about 15 carbon atoms and R' comprises a hydrolyzable alkoxy functionality. These compounds are particularly useful as adhesion promoters when used with adhesives such as, for example, phenylethynyl terminated polyamide or polysufide adhesives. The invention also relates to a method of synthesizing the alkoxy silane compounds defined above.
    Type: Grant
    Filed: May 29, 1998
    Date of Patent: June 6, 2000
    Assignee: Cordant Technologies Inc.
    Inventors: Russell A. Crook, Robert B. Wardle
  • Patent number: 6066766
    Abstract: 4-Chlorobiphenyls are prepared by reacting a haloaromatic with an aryl Grignard compound, where halogen is chlorine, bromine or iodine, in the presence of a palladium catalyst of the formula (IV) ##STR1##
    Type: Grant
    Filed: August 3, 1999
    Date of Patent: May 23, 2000
    Assignee: Clariant GmbH
    Inventors: Steffen Haber, Stefan Scherer, Andreas Meudt, Antje Noerenberg
  • Patent number: 6060620
    Abstract: A method of manufacturing acyloxysilane compounds having functional groups bonded to a silicon atom via Si--C bonds comprising reacting in a hydrosilation reaction an unsaturated compound (a) selected from the group consisting of (i) styrene or styrene derivative, (ii) vinylsilane compound, (iii) siloxane compound having a vinyl group bonded directly to a silicon atom, (iv) epoxy-functional olefin, (v) diene compound, (vi) allyl compound described by formula CH.sub.2 .dbd.CHCH.sub.2 X, where X is a halogen atom, an alkoxy group, or an acyloxy group, (vii) olefin compound having a terminal vinyl group, and (viii) acetylene-type compound with a silicon compound (b) that contains hydrogen atom bonded to the silicon atom and acyloxy group in the presence of a platinum catalyst.
    Type: Grant
    Filed: September 14, 1999
    Date of Patent: May 9, 2000
    Assignee: Dow Corning Asia, Ltd.
    Inventor: Mamoru Tachikawa
  • Patent number: 6046348
    Abstract: The present invention provides a silane compound represented by general formula, I, below, a method for preparing the silane compound and a photoreceptor for use in electrostatic photography utilizing the silane compound. Accordingly, the present invention provides an electrophotographic photoreceptor having an enhanced mechanical strength, a high sensitivity and superior stability to environmental conditions.
    Type: Grant
    Filed: July 15, 1997
    Date of Patent: April 4, 2000
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Wataru Yamada, Katsumi Nukada, Masahiro Iwasaki
  • Patent number: 6031119
    Abstract: Polyalkylene guanidine salts or polyalkylene biguanidine salts having a branched silane compound of formula I show excellent antimicrobial activity and can be applied to various materials including fibers, wood, paper, glass, resins and metals: ##STR1## wherein A is oxyethylene, oxypropylene, oxybutylene, oxystyrene, diphenylsulfone, diphenyl sulfide or alkylamide, which repeating number is 1 to 100,000, or straight or branched alkyl chain containing 1 to 20 carbon atoms;Y represents a blank, HCl, HBr, HI, HNO.sub.
    Type: Grant
    Filed: July 8, 1997
    Date of Patent: February 29, 2000
    Assignee: Yukong Limited
    Inventors: Byung-Hyoung Lee, Woo-Sun Kim, Young-Jun Kim, Sang-Gu Bang, Kwang-Min Lim, Sang-Rak Choi, Keum-Chan Joo
  • Patent number: 6027537
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: February 22, 2000
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Herve Richard, Alain Lagrange
  • Patent number: 6001945
    Abstract: An exchange reaction of hydroxyl and alkoxysilane is used as a polymerization avenue yielding hyperbranched polymers. A monomer containing hydroxy alcohol functionality and alkoxy functionality attached to a silicon atom in the monomer is employed, and a simple exchange reaction with driving off of alcohol by-product leads to the desired hyperbranched polymerization and materials.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: December 14, 1999
    Assignee: Dow Corning Corporation
    Inventors: Gary Thomas Decker, Daniel Graiver, Arthur James Tselepis
  • Patent number: 5994573
    Abstract: A method for making a triarylamine having a hydrocarbon oxysilyl group SiOR', where R' is an organic group comprising 1 to 10 carbon atoms, which is important as a hole transfer substance in electronic applications, at a high yield and high position selectivity, comprising reacting a hydrido (hydrocarbonoxy)silane compound with a triarylamine having a vinyl group in the presence of platinum or platinum compound catalyst and a carboxylic acid compound.
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: November 30, 1999
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Mamoru Tachikawa, Kasumi Takei
  • Patent number: 5990333
    Abstract: Silyl-linked polyamidoamines, and aqueous compositions including these resins, which have utility in wet strength, dry strength, creping, and glass fiber forming size applications.
    Type: Grant
    Filed: June 19, 1996
    Date of Patent: November 23, 1999
    Assignee: Hercules Incorporated
    Inventors: Anthony J. Allen, Arjun C. Sau
  • Patent number: 5990334
    Abstract: Ionic organosilicon compounds comprising siloxane units of the formulaA.sub.a R.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I),in whichR is an identical or different, optionally halogenated hydrocarbon radicals having 1 to 12 carbon atoms or radicals of the formulae--R'--((NHCH.sub.2 CH.sub.2).sub.o --(N.sup.+ H.sub.2 CH.sub.2 CH.sub.2).sub.p --N.sup.(x+q-2)+ H.sub.x R".sub.q).sub.d-1 (II)--R'--(SH).sub.d-1 (III)or--R'--(Z--C (O)--CR'"=CH.sub.2).sub.d-1 (IV)in whichR', R", Z, R'", o, p, q, x, d, X and A have the meaning given in claim 1 anda is 0 or 1,b is 0, 1, 2 or 3,c is 0, 1, 2 or 3and the sum a+b+c is.ltoreq.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: November 23, 1999
    Assignee: Wacker-Chemie GmbH
    Inventors: Thomas Hierstetter, Jochen Dauth, Birgit Peschanel, Bernward Deubzer
  • Patent number: 5965761
    Abstract: The invention provides novel cross-linkable, photoactive silane derivatives and mixtures with 3-aryl-acrylic acid esters and amides. The present invention also provides orienting layers for liquid crystals, and non-structured and structured optical elements and multi-layer systems based on the silane mixtures and derivatives.
    Type: Grant
    Filed: October 24, 1997
    Date of Patent: October 12, 1999
    Assignee: Rolic AG
    Inventors: Richard Buchecker, Fran.cedilla.ois Herzog, Guy Marck, Andreas Schuster
  • Patent number: 5939574
    Abstract: Aminosiloxanes bearing 4-amino-3,3-dialkylbutyl substituents are prepared by a multistep process including addition of 2,2-dialkylacetonitrile to vinylic siloxanes, hydrogenation of the nitrile adducts so formed to yield 4-amino-3,3-dialkylbutyl siloxanes, and optional equilibration of the latter with other siloxane sources, to form aminosiloxanes, which are useful for the treatment of textiles and fabrics and for the preparation of siloxane-containing block copolymers.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: August 17, 1999
    Assignee: Witco Corporation
    Inventors: Curtis L. Schilling, Jr., Anna Czech, Robert E. Sheridan, Gerald J. Murphy
  • Patent number: 5939573
    Abstract: A di(polycyclic amino)dialkoxysilane which is of value as an auxiliary catalyst component for polymerizing an .alpha.-olefin to produce an .alpha.-olefin polymer having a high stereoregularity and a broad molecular weight distribution is prepared by reacting a secondary polycyclic-amine compound with an organomagnesium compound in an ether solvent, to produce a polycyclic-amido magnesium compound, and reacting the polycyclic-amido magnesium compound with a tetraalkoxysilane in a solvent mixture of an ether solvent and an inert hydrocarbon solvent.
    Type: Grant
    Filed: October 21, 1998
    Date of Patent: August 17, 1999
    Assignee: Ube Industries, Ltd.
    Inventors: Shigeru Ikai, Yasuhisa Sakakibara, Toshifumi Fukunaga
  • Patent number: 5936703
    Abstract: An alkoxysilane compound represented by the formula (I) ##STR1## wherein R.sup.1, and R.sup.2 denote --CH.sub.3 or --C.sub.2 H.sub.5 and X denotes --COO.sup.- or --SO.sub.3.sup.-, p and n denote an integer of 1 to 3 and q denotes 0 or 1, where p+q=3, a surface processing solution containing the alkoxysilane compound or its acid-processed reaction product and a contact lens surface-processed with the surface processing solution. The alkoxysilane compound is capable of affording hydrophilicity to the surfaces of various substrates and may be utilized in the field of fibers, optical components, medical materials or in inspection and diagnostic drugs, particularly as a surface bound coating composition for contact lenses.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: August 10, 1999
    Assignee: NOF Corporation
    Inventors: Tuyoshi Miyazaki, Yasumi Koinuma
  • Patent number: 5917075
    Abstract: The hydrolyzable and polymerizable silanes have the formula I, ##STR1## wherein X is hydrogen, a halogen, a hydroxy, an alkoxy group, an acyloxy oup, an alkylcarbonyl group, an alkoxycarbonyl group or --NR.sup.2.sub.2 group; wherein R.sup.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: June 29, 1999
    Assignee: Fraunhofer-Gesellschaft zur Foerderung der angewandten Forschung, e.V.
    Inventor: Herbert Wolter
  • Patent number: 5883276
    Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and glycidoxy alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 700-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.
    Type: Grant
    Filed: October 22, 1997
    Date of Patent: March 16, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allisa Gam, Ding Yu Chung
  • Patent number: 5879436
    Abstract: A description is given of salts and amides derived from (i) a polyacrylic acid, an acrylic acid-maleic acid copolymer or a carboxylic acid of formula (I), and (ii) an aminosilane of formula (V) which are useful as corrosion inhibitors in coating compositions for protecting metallic surfaces.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: March 9, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Andreas Kramer, Markus Frey, Adalbert Braig
  • Patent number: 5874601
    Abstract: A process of protecting a 1,2- or 1,3-aminoalcohol for reductive amination coupling is provided. The alcohol is protected with trimethylsilyl chloride. Trimethylsilyl protected norepinephrine derivatives useful in the preparation of arbutamine are also provided.
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: February 23, 1999
    Assignee: Abbott Laboratories
    Inventors: William T. Monte, Aline C. Lindbeck
  • Patent number: 5856543
    Abstract: Silanes of the general formula I ##STR1## wherein n is an integer of from 1 to 5, at least one of the residues R represents a hydrolyzable residue selected from the group of substituents consisting of halogen, alkoxy, sec. amino and oxycarbonyl hydrogen or oxycarbonyl alkyl, and the other residues represent alkyl, cycloalkyl, aryl or one of the said hydrolyzable residues, a process for their preparation, and their use.
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: January 5, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Holger Friedrich, Harald Keller, Bernd Leutner
  • Patent number: 5840961
    Abstract: The invention herein is directed to a process for the preparation of ethyl 3S-amino-4-pentynoate which involves treating 3-(trimethylsilyl)-2-propynal with L-phenylglycinol in toluene to produce .alpha.S-??3-(trimethylsilyl)-2-propynylidene amino!benzenethanol; reacting .alpha.S-??3-(trimethylsilyl)-2-propynylidene!amino!benzenethanol with BrZnCH.sub.2 CO.sub.2 t-Bu in THF/NMP to produce 1,1-dimethylethyl 3S-?(2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate; reacting the 1,1-dimethylethyl 3S-?(2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate with sodium periodate to form 1,1-dimethylethyl 3S-?(phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate; hydrolyzing 1,1-dimethylethyl 3S-?(phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate to produce 1,1-dimethylethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate; transesterifying 1,1-dimethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate and desilylating to produce ethyl 3S-amino-4-pentynoate.
    Type: Grant
    Filed: July 10, 1997
    Date of Patent: November 24, 1998
    Assignee: G. D. Searle & Co.
    Inventors: James Richard Behling, Mark Laurence Boys, Kimberly Jo Cain-Janicki, Pierre-Jean Colson, Wendel William Doubleday, Joseph Edward Duran, Payman N. Farid, Carl Matthew Knable, Frank Walter Muellner, Sean Thomas Nugent, Ravindra S. Topgi
  • Patent number: 5830972
    Abstract: A polysilane is disclosed whose main chain skeleton has a repeating unit represented by the general formula (1): ##STR1## wherein R.sub.1 represents a substituted or unsubstituted alkyl cycloalkyl, aryl or aralkyl group; X is a atom having an unpaired electron or a group containing an atom having an unpaired electron and represents an oxygen atom, sulfer atom or a nitrogen atom-containing group represented by the general formula (2): ##STR2## wherein R.sub.2 represents a substituted or unsubstituted alkyl, cycloalkyl, aryl or aralkyl group; Ar.sub.1 represents a substituted or unsubstituted arylene group; and Ar.sub.2 represents a substituted or unsubstituted aryl group, a group having an aromatic amine skeleton or a group ethenylene skeleton; a process for producing the polysilane; and a dihalosilane which is the starting material therefor. The polysilane compound has an excellent moldability as a high polymeric material and a higher hole drift mobility as a hole transporting material.
    Type: Grant
    Filed: April 9, 1996
    Date of Patent: November 3, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masato Ueda, Fumi Yamaguchi, Yukio Fujii, Isao Yahagi, Manabu Sasaki, Takenori Osada, Makoto Kitano, Yasuaki Abe
  • Patent number: 5831106
    Abstract: A process for preparing metallocene complexes of the general ##STR1## in which the substituents have the following meanings:M is titanium, zirconium, hafnium, vanadium, niobium or tantalum,X is fluorine, chlorine, bromine, iodine, hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl or --OR.sup.5,where R.sup.5 is C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl, alkylaryl, aryl-alkyl, fluoroalkyl or fluoroaryl with, in each case, 1 to 10 carbon atoms in the alkyl radical and 6 to 20 carbon atoms in the aryl radical,R.sup.1 to R.sup.4 and R.sup.6 to R.sup.9 are hydrogen, C.sub.1 -C.sub.10 -alkyl, 5- to 7-membered cycloalkyl which can in turn carry C.sub.1 -C.sub.10 -alkyls as substituents, or C.sub.6 -C.sub.15 -aryl or aryl-alkyl, it also being possible where appropriate for two adjacent radicals together to be cyclic groups having 4 to 15 carbon atoms, or Si(R.sup.10).sub.3 withR.sup.10 being C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl or C.sub.3 -C.sub.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: November 3, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Langhauser, David Fischer, Gunther Schweier, Hans-Herbert Brintzinger, Hans-Robert-Hellmuth Damrau
  • Patent number: 5807922
    Abstract: Novel organosilane derivatized long-chain compounds containing halosilane and hydroxysilane groups are disclosed and claimed. A process for the syntheses of these novel compositions is also disclosed, which involves simple one-pot hydrosilylation reaction of substituted halosilanes with substituted long-chain olefinic compounds, and subsequent hydrolysis to form surface active silanol derivatives. Preferred embodiments include organosilane derivatives of fatty acids derived from tung oil, high erucic acid rape seed oil, and linseed oil. These compositions feature high surface activity in forming stable organic/water emulsions of various difficultly emulsifiable materials as compared with conventional emulsifying agents. These compositions are useful as reactive-dispersants, defoamers, reactive-surfactants in emulsion polymerization, crosslinkers, film formers, gloss enhancers, anticorrosive additives, adhesion promoters and as general property enhancers in coatings, adhesives and inks.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: September 15, 1998
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan
  • Patent number: 5808124
    Abstract: Compounds of the formula ##STR1## where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: September 15, 1998
    Assignee: Allergan
    Inventors: Richard L. Beard, Min Teng, Alan T. Johnson, Vidyasagar Vuligonda, Roshantha A. Chandraratna
  • Patent number: 5808123
    Abstract: A continuous method of producing .gamma.-aminopropyltrialkoxysilanes as well as mixtures of primary and secondary aminosilanes by reacting .gamma.-chloropropyltrialkoxysilane with ammonia is disclosed. The steps are:a) .gamma.-chloropropyltrialkoxysilane and ammonia are first mixed in the desired amount ratio,b) this mixture is heated to the reaction temperature,c) allowed to run through a pressure reactor with a dwell time sufficient for the complete reaction, during which the mixture can run through several temperature zones,d) the reaction mixture is subsequently cooled off,e) the product (.gamma.-aminopropyltrialkoxysilanes or the mixtures) is separated out of a two-phase mixture andf) the ammoniacal phase returned into the reactor.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: September 15, 1998
    Assignee: Degussa Aktiengesellschaft
    Inventors: Torsten Balduf, Stefan Wieland, Wolfgang Lortz, Joachim Pohlisch, Thomas Gobel, Horst Grethe
  • Patent number: 5798144
    Abstract: A method is disclosed for imparting hydrophobicity to the surface of a substrate that is repeatedly treated with a solution containing a low level organofunctional silane. The method has particular application in toilet bowl dispensing systems, hard surface cleaners and for providing abrasion or scratch resistant coatings.
    Type: Grant
    Filed: October 12, 1997
    Date of Patent: August 25, 1998
    Assignee: S. C. Johnson & Son, Inc.
    Inventors: P. Prabodh Varanasi, John F. Goelz, Murthy S. Munagavalasa
  • Patent number: 5756485
    Abstract: The invention relates to novel compounds of the organosiloxane and organosilane type, bearing at least one function derived from salicylic acid. These novel products have, in particular, desquamating and/or anti-aging properties and may be used in topical application.
    Type: Grant
    Filed: March 21, 1997
    Date of Patent: May 26, 1998
    Assignee: L'Oreal
    Inventors: Herve Richard, Madeleine LeDuc, Alain LaGrange
  • Patent number: 5739369
    Abstract: A surface treating agent comprising a reaction product of (A) a fluoroalkyl group-containing alkoxysilane with (B) an amino group-containing alkoxysilane and optionally further with (C) an alkyl group-containing alkoxysilane is water soluble. The agent is diluted with water to form a solution for treating glass and other substrates to impart durable water repellency and other improved properties to the substrates.
    Type: Grant
    Filed: April 19, 1996
    Date of Patent: April 14, 1998
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kazuyuki Matsumura, Mitsuo Asai, Shoji Ichinohe
  • Patent number: 5725790
    Abstract: Provided are an organopolysiloxane represented by the following formula (I), which has at least one norbornane skeleton and at least one amino group, and a fiber finishing composition containing as a main component the aforesaid organopolysiloxane: ##STR1## wherein R groups are the same or different, and each of them represents an alkyl group containing 1 to 20 carbon atoms or an aryl group containing 6 to 20 carbon atoms; X is a group represented by the following formula (II); A groups are the same or different, and each of them represents an alkoxy group containing 1 to 10 carbon atoms, a hydroxyl group, R or X; m is from 10 to 10,000; and n is from 0 to 500, wherein when n is 0 at least one A group represents X; ##STR2## wherein Q.sup.1 and Q.sup.2 are the same or different, and each represents a divalent organic group containing 1 to 20 carbon atoms.
    Type: Grant
    Filed: January 10, 1997
    Date of Patent: March 10, 1998
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yoshihito Osawa, Satoshi Kuwata
  • Patent number: 5717125
    Abstract: The invention includes hydrolyzable and polymerizable silanes, methods of making them and using them to obtain silicic acid(hetero)polycondensates and silicic acid(hetero)polymerizates. The hydrolyzable and polymerizable silanes have the formula I, ##STR1## wherein A=O, S, NH or C(O)O;whereinB=a straight chain or branched organic residue with at least one C.dbd.C double bond and from 4 to 50 carbon atoms;R is an alkyl group, alkenyl group, aryl group, alkylaryl group or an arylalkyl group;R' is a substituted or unsubstituted alkylene group, arylene group, arylenealkylene group or alkylenearylene group each having zero to ten carbon atoms, with the proviso that the substituted groups each have at least one oxygen atom, sulfur atom and/or amine group substituent;R.sup.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: February 10, 1998
    Assignee: Fraunhofer-Gesellschaft Zur Forderung Der Angewandten
    Inventors: Herbert Wolter, Werner Storch
  • Patent number: 5712360
    Abstract: The invention provides a method for manufacturing a polysiloxane resin with charge transporting properties by uniformly bonding charge transporting groups in effective concentration within a polysiloxane resin. The charge transporting groups are formed in the resin by cohydrolyzing and condensing silane monomers with an aromatically substituted tertiary amine which has been modified by substitution of one or more of the aromatic rings with a hydrocarbon group containing a silyl group bearing hydrolyzable substituents. Tertiary amines have ionization potentials of 4.5 to 6.2 volts.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: January 27, 1998
    Assignees: Dow Corning Asia, Ltd., Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hideki Kobayashi, Nobuo Kushibiki
  • Patent number: 5705589
    Abstract: The organosilanes and organopolysiloxanes containing groups which form free radicals and are soluble in organic solvents, processes for their preparation, macromonomers and graft copolymers from the organosilanes and organopolysiloxanes according to the invention as free radical initiators and organic monomers which can be polymerized by free radicals, a process for the preparation of the macromonomers and graft copolymers and their use.
    Type: Grant
    Filed: July 12, 1995
    Date of Patent: January 6, 1998
    Assignee: Wacker-Chemie GmbH
    Inventors: Jochen Dauth, Bernward Deubzer, Oskar Nuyken, Brigette Voit, Ralf Kollefrath
  • Patent number: 5702777
    Abstract: An alignment film for liquid crystals comprising a quasi-monomolecular layer of compounds of the formula IIC.sub.y --S.sub.p --A.sub.n (II)in whichC .sub.y is a mediocyclic or macrocyclic carbon ring having 8 or more ring members, it also being possible for this ring to contain fused benzene rings and --O--, --N--, --S--, --Si-- and --B-- as heteroatoms;S.sub.p is an alkyl group having from 1 to 20 carbon atoms, in which one or more non-adjacent --CH.sub.2 --groups may be replaced by --O--, --S--, --CO--, --O--CO--, --NH--CO--, --O--COO--, --NH--CO--NH--, --NH--CO--O--, --SO.sub.2 --, --Si(CH.sub.3).sub.2 --, --CH.dbd.CH-- or --C.tbd.C--;A.sub.n is SiX.sup.1 X.sup.2 X.sup.3, where X.sup.1 is a single bond, and X.sup.2 and X.sup.3, independently of one another, are a single bond or an alkyl or alkoxy group,where the compound of the formula (II) is bonded to an oxidic layer via the single bond(s) of the group A.sub.n.
    Type: Grant
    Filed: May 20, 1996
    Date of Patent: December 30, 1997
    Inventors: Norbert Rosch, Peter Wegener
  • Patent number: 5698725
    Abstract: This invention relates to treating agents, glass fiber substrates treated with such agents, and the use of such treated glass fiber substrates in molded, glass fiber reinforced resins that are suited to copper clad laminates, composite base materials, printed wiring boards such as mass lamination boards, and, in particular, multilayer printed wiring boards.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: December 16, 1997
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Masayuki Hayashi, Makoto Iwai
  • Patent number: 5698726
    Abstract: The invention relates to a process for preparing amino-functional organosilanes which are low in chlorofunctional organosilanes or essentially free of chlorofunctional organosilanes, by reacting chloro-functional organosilanes with organic amines or ammonia and separating off the organic ammonium chlorides and/or the ammonium chloride thus formed, wherein the small amounts of chloro-functional organosilanes which have not reacted with ammonia or alkylamines are reacted by addition of at least one metal alkoxide in a reaction downstream of the aminosilane synthesis.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: December 16, 1997
    Assignee: Huels Aktiengesellschaft
    Inventors: Hartwig Rauleder, Claus-Dietrich Seiler, Hans-Joachim Koetzsch, Hans-Guenther Srebny
  • Patent number: 5688961
    Abstract: A method of manufacturing charge transporting materials which impart a charge transporting property to a polysiloxane resin, and which is soluble in the resin. The charge transporting material is an aromatic substituted tertiary amine with a plurality of aromatic groups, and a silyl group introduced via a hydrocarbon group, into at least one of the aromatic groups. The method is characterized by using an unsaturated aliphatic group bonded to an aromatic group which makes up the silicon-type charge transporting compound, or using a newly bonded unsaturated aliphatic group which is bonded to a silane in which the substituent for silicon is hydrogen or a hydrolyzable group. This is conducted in the presence of a platinum compound as catalyst by means of hydrosilylation. The silicon-type charge transporting material is then brought into contact with an adsorbent for the platinum compound, causing the platinum compound to be adsorbed onto the adsorbent.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: November 18, 1997
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Nobuo Kushibiki, Kikuko Takeuchi
  • Patent number: 5650449
    Abstract: This invention may be described as follows. (1) A defoaming agent for the production of highly elastic soft and semi-rigid polyurethane foam, having as a main component thereof an organio silicone compound represented by the following formula (I) ##STR1## wherein each R.sup.1 is a monovalent hydrocarbon group of one to eighteen (18) carbon atoms, R.sup.2 is a monovalent hydrocarbon group of one to eighteen (18) carbon atoms or an organic substituent, and x and y are each not less than 1, providing x+y equals a number between 3 to 8. A method for the production of a highly elastic soft and semirigid polyurethane foam with said defoaming agent per formula (1) and a highly elastic soft polyurethane foam and a semirigid polyurethane foam produced by this method are also taught.
    Type: Grant
    Filed: April 22, 1996
    Date of Patent: July 22, 1997
    Inventors: Torahiko Mukuno, Yoshio Ofuji, Masao Takase