The Nitrogen Is In A Cyano Group (i.e., -cn) Patents (Class 556/415)
  • Patent number: 6420584
    Abstract: Ortho-substituted arylmetal compounds are prepared by deprotonation of aromatics which have a hydrogen atom in the ortho position relative to at least one halogen atom, one trifluoromethoxy group, one dialkylamino group, one nitrile group, one alkoxy group or one dialkylamido group. The arylmetal compounds can then be reacted with electrophilic reagents. Deprotonation of the aromatics is carried out using alkyl- or arylmetal compounds or metal hydrides in the presence of a catalytic amount of a secondary metal amide.
    Type: Grant
    Filed: December 17, 1999
    Date of Patent: July 16, 2002
    Assignee: Merck Patent GmbH
    Inventors: Hans Christian Stiasny, Volker Reiffenrath
  • Publication number: 20020052520
    Abstract: The invention relates to a process for preparing a silane of the formula I
    Type: Application
    Filed: September 27, 2001
    Publication date: May 2, 2002
    Inventors: Andreas Bauer, Oliver Schafer, Markus Kriegbaum, Leonhard Brader, Bernd Pachaly, Volker Frey
  • Publication number: 20020022734
    Abstract: The invention relates to the preparation and use of polyfluoro-alkylsilanes of formula (I) 1
    Type: Application
    Filed: June 29, 2001
    Publication date: February 21, 2002
    Inventors: Albrecht Marhold, Jurgen Wiedemann, Sebastian Bach
  • Patent number: 6262287
    Abstract: Organosiloxane fragrance precursor compounds having at least one organosiloxane unit of the formula or a mixture thereof and if any other siloxane unit(s) in the said organosiloxanes being present this/these is/are of formula wherein R represents a substituted or unsubstituted C1-8 alkyl group or a substituted or unsubstituted aryl group; R″ represents a hydrogen atom, a monovalent C1-8 hydrocarbon group or a monovalent C1-8 halogenated hydrocarbon group; R1 represents a hydrogen atom or a substituted or unsubstituted C1-8 alkyl group or a substituted or unsubstituted aryl group or a bond connecting CR1 and CR3; R3 represents a hydrogen atom or a substituted or unsubstituted C1-8 alkyl group or a substituted or unsubstituted aryl group; represents (CR42)n whereby R4 represents a substituted or unsubstituted C1-8 alkyl group or a substituted or unsubstituted aryl group or a hydrogen atom and whereby n is from 0-20 and each R4 is the same or different; OR2 repres
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: July 17, 2001
    Assignee: Givaudan-Roure (International) SA
    Inventors: Denise Anderson, Georg Frater
  • Patent number: 6229036
    Abstract: Sulfanylsilanes of the formula X1X2X3Si—A—S—SiR1R2R3 are prepared by reacting mercaptosilanes of the formula X1X2X3Si—Alkyl—SH with chlorosilanes Cl—SiR1R2R3. They are used as coupling agents in rubber mixtures.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: May 8, 2001
    Assignee: Degussa-Hüls Aktiengesellschaft
    Inventors: Christoph Batz-Sohn, Hans-Detlef Luginsland
  • Patent number: 6217943
    Abstract: A composition of matter comprises an aromatic cyanate ester silane comprising at least one cyanate ester group and at least one hydrolyzable silyl group. In the presence of a cyanate ester resin the aromatic cyanate ester silane acts as a coupling agent to improve the adhesion of the cyanate ester to a substrate. The curable compositions are useful as reinforced composites, and as adhesive and coating compositions.
    Type: Grant
    Filed: April 5, 1999
    Date of Patent: April 17, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Joyce B. Hall, Fred B. McCormick, Kim M. Vogel, Hiroyaki Yamaguchi
  • Patent number: 6156918
    Abstract: The invention relates to a process for the preparation of silanes of the general formula 1R.sub.m R.sup.1.sub.n SiX.sub.4-m-n (1)by reaction of Grignard reagents of the general formula 2R.sup.1 MgX.sup.1 (2)with silanes of the general formula 3R.sub.m SiX.sub.4-m (3)whereinR denotes C.sub.1 - to C.sub.10 -hydrocarbon radicals optionally substituted by fluorine, chlorine or cyano radicals,R.sup.1, in the .alpha.-position relative to the silicon atom, denotes tertiary C.sub.4 - to C.sub.30 -hydrocarbon radicals optionally substituted by fluorine, chlorine or cyano radicals,X and X.sup.1 each denote chlorine, bromine or iodine,m denotes the values 2 or 3 andn denotes the values 1 or 2,in the presence of a transition metal catalyst and an inert, aprotic, and chelating compound.
    Type: Grant
    Filed: July 29, 1999
    Date of Patent: December 5, 2000
    Assignee: Wacker-Chemie GmbH
    Inventors: Joern Winterfeld, Bors Cajus Abele
  • 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: 5990335
    Abstract: A di-p-tolyldialkylsilane derivative, a photoluminescence polymer formed from the derivative, and methods for preparing the derivative and polymer are provided. The di-p-tolyldialkylsilane derivative is represented by the following formula (1): ##STR1## where R.sub.1 and R.sub.2 are independently selected from the group consisting of phenyl and --(CH.dbd.CH).sub.k R.sub.3 (k is an integer between and inclusive of 0 and 2, and R.sub.3 is hydrogen or alkyl), and X.sup.2 is selected from the group consisting of hydrogen, halogen atom and cyano group. The di-p-tolylalkylsilane derivative of the formula (1) is very useful as a monomer of a functional polymer. The photoluminescence polymer formed from the di-p-tolylalkylsilane derivative of the chemical formula (1) contains a repeating unit having a silicon between the conjugated double bonds, thereby suppressing electron movement of the conjugated double bond. As a result, a range of colors between blue and green, particularly, blue, can be obtained.
    Type: Grant
    Filed: January 8, 1998
    Date of Patent: November 23, 1999
    Assignee: Samsung Display Devices Co., Ltd.
    Inventors: Hwan-kyu Kim, Soo-min Lee, Mi-kyung Ryu, Ki-dong Kim
  • Patent number: 5985853
    Abstract: A subject of the invention is the products of formula (I): ##STR1## in which: R.sub.1, R.sub.2 and R.sub.3, identical or different, represent a linear, branched or cyclic alkyl radical, an alkenyl or alkynyl radical, containing up to 8 carbon atoms, optionally substituted by one or more halogen atoms, an aryl radical optionally substituted by one or more halogen atoms, one or more hydroxyl radicals, one or more linear or branched alkyl radicals, optionally substituted by one or more halogen atoms, one or more O-alkyl or S-alkyl radicals optionally substituted by one or more halogen atoms,X represents a hydrogen atom, a halogen atom, an alkyl, alkenyl, alkynyl, O-alkyl, O-alkenyl, O-alkynyl, S-alkyl, S-alkenyl or S-alkynyl radical, optionally substituted by one or more halogen atoms and containing up to 11 carbon atoms, an aryl radical containing up to 14 carbon atoms, a C.tbd.N, NO.sub.2, NH.sub.2, ##STR2## CO.sub.2 alk.sub.3 radical, alk.sub.1, alk.sub.2 and alk.sub.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: November 16, 1999
    Assignee: Hoechst Marion Roussel
    Inventors: Sylvain Laugraud, deceased, by Pierre Laugtaud, legal representative, by Rolande Laugraud, legal representative, by Philippe Laugraud, legal representative, by Bruno Laugraud, legal representative, by Martine Sollossi, legal representative, Nicole Reinier
  • 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: 5961962
    Abstract: Topically applicable sunscreen/cosmetic compositions well suited for enhanced photoprotection of human skin and/or hair against the damaging effects of UV-A and UV-B irradiation, particularly solar radiation, comprise a photoprotecting effective amount of a novel cinnamonitrile-substituted polyorganosiloxane/polyorganosilane.
    Type: Grant
    Filed: July 28, 1998
    Date of Patent: October 5, 1999
    Assignee: Societe L'Oreal S.A.
    Inventors: Herve Richard, Madeleine Leduc, Alain Lagrange
  • Patent number: 5942638
    Abstract: A synthetic process for the selective preparation of reactive polyhedral oligomeric silsesquioxanes (POSS) as well as polyhedral oligomeric silicate (POS) (spherosilicate) is provided. The method claimed herein employs metal catalyzed metathesis reactions for the selective reaction of .alpha.-olefin containing polyhedral oligomeric silsesquioxanes or silicates with olefinic reagents bearing functionalities useful for grafting reactions, polymerization chemistry and sol-gel processes. The use of metal catalyzed metathesis chemistry to form both linear or network polyhedral silsesquioxane polymers directly from .alpha.-olefin-containing polyhedral oligomeric silsesquioxanes is also described.
    Type: Grant
    Filed: January 5, 1998
    Date of Patent: August 24, 1999
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Joseph D. Lichtenhan, Joseph J. Schwabb, Frank J. Feher, Daravong Soulivong
  • Patent number: 5939576
    Abstract: A synthetic process for the selective preparation of reactive polyhedral oligomeric silsesquioxanes (POSS) as well as polyhedral oligomeric silicate (POS) (spherosilicate) is provided. The inventive process employs the use of metal catalyzed hydrosilylation reactions for the selective reaction of silane containing polyhedral oligomeric silsesquioxanes or silicates with olefinic reagents bearing functionalities useful for grafting reactions, polymerization chemistry and sol-gel processes. The invention also discloses metal-catalyzed hydrosulfidation reactions and metal-catalyzed hydrophosphidation reacttions for functionalization of polycyclic silicones.
    Type: Grant
    Filed: January 5, 1998
    Date of Patent: August 17, 1999
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Joseph D. Lichtenhan, Joseph J. Schwab, Frank J. Feher, Daravong Soulivong
  • Patent number: 5912377
    Abstract: A composition of matter comprises an aromatic cyanate ester silane comprising at least one cyanate ester group and at least one hydrolyzable silyl group. In the presence of a cyanate ester resin the aromatic cyanate ester silane acts as a coupling agent to improve the adhesion of the cyanate ester to a substrate. The curable compositions are useful as reinforced composites, and as adhesive and coating compositions.
    Type: Grant
    Filed: June 5, 1996
    Date of Patent: June 15, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Joyce B. Hall, Kim M. Vogel, Fred B. McCormick, Hiroyaki Yamaguchi
  • Patent number: 5827509
    Abstract: Topically applicable sunscreen/cosmetic compositions well suited for enhanced photoprotection of human skin and/or hair against the damaging effects of UV-A and UV-B irradiation, particularly solar radiation, comprise a photoprotecting effective amount of a novel cinnamonitrile-substituted polyorganosiloxane/polyorganosilane having one of the formulae (1) to (3): ##STR1## wherein A is a monovalent cinnamonitrile radical which comprises an alkylene or alkyleneoxy bridging group, which is bonded directly to a silicon atom, and which has the formula (4): ##STR2##
    Type: Grant
    Filed: November 17, 1995
    Date of Patent: October 27, 1998
    Assignee: Societe L'Oreal S.A.
    Inventors: Herve Richard, Madeleine Leduc, Alain Lagrange
  • Patent number: 5663400
    Abstract: Di- and trialkylsilanes of the formulaR.sub.a R.sup.1 R.sup.2.sub.b SiX.sub.c (I),which comprises reacting mono- and dialkylsilanes of the formulaR.sup.1 R.sup.2.sub.b SiH.sub.a X.sub.c (II),with alkenes A having at least 4 carbon atoms, which alkenes are unsubstituted or substituted by fluorine, chlorine or bromine atoms or cyano groups, in the presence of a transition metal catalyst and a hydrocarbon as activator, which hydrocarbon has at least one functional group selected from among aldehyde, keto and epoxy groups or halogen atoms, where in the above formulae (I) and (II),R is a branched or cyclic hydrocarbon radical having at least 4 carbon atoms, which radical is unsubstituted or substituted by fluorine, chlorine or bromine atoms or cyano groups,R.sup.1 is an alkyl radical having at least 2 carbon atoms, which radical is unsubstituted or substituted by fluorine, chlorine or bromine atoms or cyano groups,R.sup.
    Type: Grant
    Filed: March 6, 1996
    Date of Patent: September 2, 1997
    Assignee: Wacker-Chemie GmbH
    Inventors: Rudolf Reitmeier, Hermann Braunling, Tassilo Lindner, Hartmut Menzel
  • Patent number: 5616762
    Abstract: 3-Halo- and pseudohalo-alkylsilane esters are prepared by reacting an allyl X compound or a compound containing an allyl X structure with a hydridosilane ester in the presence of an iridium catalyst prepared under specific conditions and/or the reaction medium containing a 0.01-100 mol % excess of the allyl X compound or compound containing the allyl X unit relative to the amount of hydridosilane ester reactant.
    Type: Grant
    Filed: October 25, 1995
    Date of Patent: April 1, 1997
    Assignee: Huels Aktiengesellschaft
    Inventors: Frank Kropfgans, Albert Frings, Michael Horn, Hans-Joachim Koetzsch, Jaroslaw Monkiewicz, Claus-Dietrich Seiler, Hans-Guenther Srebny, Burkhard Standke
  • Patent number: 5597938
    Abstract: A novel process for the production of a compound represented by the formula: ##STR1## wherein Z and Z' each represents a protective group for the hydroxyl group; R.sup.1 represents a hydrogen atom or an alkyl group; R.sup.2 represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a group represented by the formula --B--D (in which B is an alkylene group and D is a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenoxy group or a cycloalkyl group), a substituted or unsubstituted phenyl group or a substituted or unsubstituted phenoxy group; R.sup.3 and R.sup.4 each represents a hydrogen atom, an alkyl group or an alkoxy group; R.sup.5 represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, a cyano group, an amino group, a hydroxyl group or a group represented by a formula --COOR.sup.8 ; R.sup.6 represents a group represented by a formula --COOR.sup.9, a cyano group, a hydroxyl group, a group represented by a formula --OCOR.sup.
    Type: Grant
    Filed: August 10, 1995
    Date of Patent: January 28, 1997
    Assignees: Taisho Pharmaceutical Co., Ltd., Fumie Sato
    Inventor: Fumie Sato
  • Patent number: 5550272
    Abstract: A method for silating unsaturated monomers by contacting a system having at least one SiH group, an unsaturated monomer, a transition metal catalyst and a free radical polymerization inhibitor is described.
    Type: Grant
    Filed: October 2, 1995
    Date of Patent: August 27, 1996
    Assignee: General Electric Company
    Inventors: Larry N. Lewis, Terrell W. Carothers
  • Patent number: 5532397
    Abstract: This invention relates to substituted silyl alkylene amines, to the intermediates and processes useful for their preparation, to their pharmacological use as MAO-B inhibitors and to their end-use application in the treatment of Parkinson's Disease and senile dementia of Alzheimer's type.
    Type: Grant
    Filed: September 21, 1994
    Date of Patent: July 2, 1996
    Assignee: Merrell Pharmaceuticals Inc.
    Inventors: Daniel G. Schirlin, Jean-Noel Collard, Charles Danzin
  • Patent number: 5527934
    Abstract: This invention relates to bis(dichloroorganosilyl)alkenes represented by the formula III and a process for the preparation of the compounds of formula III which comprises hydrosilylating bis(dichlorosilyl)methanes of formula I with organoolefins or organosilylolefins of formula II in the presence of chloroplatinic acid catalyst; ##STR1## wherein R.sup.1 and R.sup.2 are same or different and can be --(CH.sub.2).sub.2 R.sup.3 (wherein R.sup.3 represents Ph, --CH.sub.2 Cl, --(CH.sub.2).sub.y CH.sub.3 (y=0-15), --CF.sub.3, --CH.sub.2 CF.sub.3, --SiMe.sub.m Cl.sub.3-m (m=0-3), --CN, --CH.sub.2 CN, --(p-Ph)CH.sub.2 Cl or 3-cyclohexenyl group) or (X--Ph)CH(CH.sub.3)CH.sub.2 -- (wherein X represents hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl, fluoro, chloro or bromo group); or R.sup.1 is --CH.sub.3 or --(CH.sub.2).sub.2 R.sup.3 (wherein R.sup.3 is same as defined above) and R.sup.2 is (X--Ph)CH(CH.sub.3)CH.sub.2 -- (wherein X is same as defined above); A is --(CH.sub.2).sub.n -- (n=1, 2, 3, 6, 8), or --(CH.sub.2).sub.
    Type: Grant
    Filed: June 23, 1995
    Date of Patent: June 18, 1996
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bong W. Lee, Mi-Yeon Suk
  • Patent number: 5523442
    Abstract: Fluorinated silylated aromatic compounds, their intermediates, methods of use in treating diseases associated with deficiencies of cholinergic transmission in the central nervous system and methods for their preparation are disclosed.
    Type: Grant
    Filed: July 18, 1995
    Date of Patent: June 4, 1996
    Assignee: Merrell Pharmaceuticals Inc.
    Inventors: Jean-Noel Collard, Jean-Marie Hornsperger
  • Patent number: 5523444
    Abstract: The present invention relates to bis(silylpropyl)arenes represented by the formula I and their preparation methods by reacting aromatic compounds represented by the formula II or III with allylchlorosilanes represented by the formula IV in the presence of Lewis acid catalysts such as aluminum chloride: ##STR1## wherein R.sup.1 and R.sup.2 which may be the same or different represent hydrogen, chloro or --(CH.sub.2 CH.sub.2)--R.sup.3 (wherein R.sup.3 is Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), CF.sub.3, CH.sub.2 CF.sub.3, Si(Me).sub.m Cl.sub.3-m (m=0-3), CN, CH.sub.2 CN, (p--Ph)--CH.sub.2 Cl or 3-cyclohexenyl group); Ar represents phenyl ring, phenoxyphenyl ring, or biphenyl ring; X.sup.1 represents hydrogen or methyl; and X.sup.2 represents hydrogen, alkyl(C.sub.1 -C.sub.4), fluoro, chloro, bromo, phenyl or phenoxy group.
    Type: Grant
    Filed: June 23, 1995
    Date of Patent: June 4, 1996
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Sang K. Park, Bong W. Lee, Mi-Yeon Suk
  • Patent number: 5514825
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 10 carbons; R.sub.2 and R.sub.3 are hydrogen, or alkyl of 1 to 6 carbons and the substituted ethynyl group occupies either the 2 or the 3 position of the tetrahydronaphthalene nucleus; m is an integer having the value of 0-3; o is an integer having the value 0-4; Y is a phenyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, and imidazolyl, said groups being optionally substituted with one or two R.sub.2 groups; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: May 7, 1996
    Assignee: Allergan, Inc.
    Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Tien T. Duong, Yuan Lin, Roshantha A. Chandraratna
  • Patent number: 5504233
    Abstract: The present invention relates to a process for the preparation of organosilicon compounds containing carboxyl groups. According to the process of the invention, organosilicon compounds containing carboxyl groups are prepared in the presence of Bronstedt or Lewis acids at relatively low temperatures thus avoiding undesirable side effects of higher temperatures such as gelling due to crosslinking.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: April 2, 1996
    Assignee: Wacker-Chemie GmbH
    Inventors: Johann Bindl, Herman Petersen, Konrad Bachhuber, Monika Ott
  • Patent number: 5484950
    Abstract: A process for the selective monoadditon of an olefin or acetylene to a siloxane which contains two reactive Si--H bonds to produce a product in which only one of the two Si--H functions has added across the olefin or acetylene is disclosed. A process for making unsymmetrical siloxanes from symmetrical dihydrosiloxanes and products of both of these processes are also disclosed. Products are represented by the formula I in which R.sup.1 and R.sup.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: January 16, 1996
    Assignee: Polyset Company, Inc.
    Inventor: James V. Crivello
  • Patent number: 5436360
    Abstract: The present invention relates to novel cyclic or linear allylpolysiloxane type silicone fluids having allylalkylsiloxy and diorganosiloxy groups as represented by the formula I and their preparation methods by hydrolyzing mixtures of allyldichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein R is selected from the group consisting of hydrogen alkyl(C.sub.3 -C.sub.20), chloroalkyl, cyanoalkyl, fluoroalkyl, and phenylalkyl group; R.sup.x and R.sup.2 represent independentlhydrogen, methyl or phenyl group; M represents H or SiMe.sub.3 group wherein Me is methyl group and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration and cyclize to form the cyclic silicone fluids as represented by the following formula I'; the mixing ratio (x/y) of the compounds as represented in formula I and formula HI respectively can be 1:0.01-1:100; CH.sub.2 CH.sub.2 R.sup.3 of formula II equals to R of formula I or I'.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: July 25, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Seung H. Yeon
  • Patent number: 5436358
    Abstract: The present invention relates to novel cyclic or linear 2-(aryl)propylalkylpolysiloxane type silicone fluids as represented by the formula I and their preparation methods by hydrolyzing mixtures of 2-(aryl)propylalkyldichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein, X.sub.1 and X.sub.2 represent independently hydrogen or alkyl(C.sub.1 -C.sub.3), phenyl, phenoxy, fluoro, chloro, bromo, mercapto, mercaptomethyl group; R.sup.2 and R.sup.3 represent independently methyl or phenyl group; R.sup.1 in the formula I is same as CH.sub.2 CH.sub.2 R in formula II or cyclohexyl wherein R is C.sub.n H.sub.2n+2 (n=1-16), chloromethylene, cyanomethylene, phenyl, or cyano group; M represents H or SiMe.sub.3 group wherein Me is methyl group and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration and cyclize to form the cyclic silicone fluids; n and m can be 2-200 and the ratio n/m can be 1:0.01-1:100.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: July 25, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bok R. Yoo, Bong W. Lee
  • Patent number: 5420323
    Abstract: The present invention relates to allylakylsilanes represented by the general formula (III) and their preparation methods by reacting allylsilanes represented by the formula I with olefin compounds represented by the formula II in the presence of hydrosilation catalysts such as chloroplatinic acid, platinum on silica, tributyl amine and Pd, Rh, Ni metals. ##STR1## wherein X represents independently chloro or alkoxy (C.sub.1-C.sub.4) and R is selected from the group consisting of Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), Si(Me).sub.m Cl.sub.3-m (m=0-3), CF.sub.3, CH.sub.2 CF.sub.3, CN, CH.sub.2 CN, ##STR2## CH.sub.2 Si(Me).sub.m CL.sub.3-m (m=0-3), Si(Me).sub.m (OR.sup.1).sub.3-m (m=0-3), CH.sub.2 Si(Me).sub.m (OR.sup.1).sub.3-m (m=0-3), (wherein Me is methyl and R.sup.1 is methoxy or ethoxy group), Ph-CH.sub.2 Cl, and cyclohexenyl group.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: May 30, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Mi-Yeon Suk
  • Patent number: 5391794
    Abstract: The present invention relates to trissilylalkanes represented by formula (X), (XI), (XII), (XIII), (XIV), (XV), (XVI) and (XVII), and preparation methods thereof. ##STR1## wherein X can be Cl, OR.sup.1 (R.sup.1 =C.sub.1 -C.sub.4 alkyl) or OAc, and R.sup.2 can be Ph, CH.sub.2 Cl, C.sub.n H.sub.2n CH.sub.3 (n=0-15), Si(Me).sub.m Cl.sub.3-m, (m=0-3), CF.sub.3, CN, CH.sub.2 CN, CH.dbd.CH.sub.2, (CH.sub.2).sub.4 CH.dbd.CH.sub.2, ##STR2## Ph-CH.sub.2 Cl or cyclohex-3-enyl group.
    Type: Grant
    Filed: January 27, 1994
    Date of Patent: February 21, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Gyu H. Lee, Mi Y. Suk, Seung H. Yeon
  • Patent number: 5380900
    Abstract: Disclosed herein is an .alpha.-methylene-cyclopentanone derivative represented by the formula [I] below which is useful as an intermediate for pharmaceuticals and insecticides, especially prostaglandins. Also disclosed herein is a process for producing the derivative advantageously on an industrial scale. ##STR1## where X denotes (.alpha.-OZ, .beta.-H) or (.alpha.-H, .beta.-OZ), with Z representing a protecting group for the hydroxyl group; U denotes (.alpha.-H, .beta.-R.sup.1) or (.beta.-R.sup.1, .alpha.-H); R.sup.1 denotes ##STR2## where R.sup.2 denotes a protected hydroxyl group, a substituted or unsubstituted C.sub.1-15 alkyl group, a substituted or unsubstituted C.sub.2-15 alkenyl group, a substituted or unsubstituted C.sub.2-15 alkynyl group, or a substituted or unsubstituted C.sub.6-15 aryl group; Z' denotes a protecting group for the hydroxyl group; and k is 0 or 1).
    Type: Grant
    Filed: February 12, 1992
    Date of Patent: January 10, 1995
    Assignee: Nissan Chemical Industries, Limited
    Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
  • Patent number: 5374756
    Abstract: A process for the preparation of hydrolyzable beta-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of silicon hydrides to alpha,beta-unsaturated olefinic nitriles to form beta-cyanoalkylsilanes. The present invention employs tertiary and quaternary amino ion exchange resins as a catalyst.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: December 20, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5374757
    Abstract: A process for the organooxylation of .beta.-cyanoalkylchlorosilanes. The process comprises contacting in a film a .beta.-cyanoalkylchlorosilane with an alcohol capable of forming an ester with the silicon of the .beta.-cyanoalkylchlorosilane and thereby forming an equilibrium mixture comprising a (.beta.-cyanoalkyl)organooxysilane and hydrogen chloride. The film is heated at a temperature sufficient to cause vaporization of the hydrogen chloride from the equilibrium mixture thereby increasing yield of (.beta.-cyanoalkyl)organooxysilane in the equilibrium mixture. In a preferred process, the process is run in a falling-film type reactor or a wiped-film type reactor.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: December 20, 1994
    Assignee: Dow Corning Corporation
    Inventors: Howard M. Bank, Richard D. Meindertsma
  • Patent number: 5359107
    Abstract: A process for the preparation of hydrolyzable .beta.-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of silicon hydrides to .alpha.,.beta.-unsaturated olefinic nitriles to form .beta.-cyanoalkylsilanes. The present invention uses an organic resin supported triorganophosphine, an organic resin supported triorganophosphine oxide, or triorganophosphine oxide as a catalyst.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: October 25, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5359101
    Abstract: 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: Grant
    Filed: October 1, 1991
    Date of Patent: October 25, 1994
    Assignee: Loctite Ireland, Ltd.
    Inventors: John Woods, Pauline Coakley
  • Patent number: 5354880
    Abstract: This invention provides a class of cyclic silylureas and a process of preparing them, which process comprises reacting a cyclosilazane with an isocyanate containing moiety; a class of cyclosilazanes and process for making them, which process comprises heating an aminoalkylalkoxysilane in the presence of a basic catalyst at a temperature less than 100.degree. C. at subatmospheric pressure; and aminoalkylalkoxysilanes and a process for making them, which process comprises reacting a nitrile and a vinylsilane while heating in the presence of a base selected from the group consisting (a) an alkali metal, (b) alkali metal alkoxide, (c) an alkali metal amide, (d) an alkali metal hydride and (e) mixtures thereof to form a reaction product which is subsequently hydrogenated.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: October 11, 1994
    Assignee: OSi Specialties, Inc.
    Inventors: Enrico J. Pepe, Curtis L. Schilling, Jr., Everett W. Bennett
  • Patent number: 5342983
    Abstract: Organic silicon compounds which are expressed by the general chemical formulae (I) or (II): ##STR1## wherein R.sup.1 is a monovalent organic group with 1 to 8 carbon atoms; R.sup.2, R.sup.3 and R.sup.4 in each equation are independent and either a monovalent organic group with 1 to 8 carbon atoms or a siloxyl group expressed by ##STR2## wherein R.sup.5, R.sup.6 and R.sup.7 are independent in each equation and they are a monovalent organic group with 1 to 8 carbon atoms; and a is either 0, 1 or 2. The novel organic silicon compounds possess both a polymerizable double bond and organopolysiloxane within the same molecule. These compounds are superior in their polymerizability and copolymerizability and are useful as polymer reforming agents.
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: August 30, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Yamazaki, Hideki Sugahara, Shoji Ichinohe, Toshinobu Ishihara, Tohru Kubota
  • Patent number: 5332848
    Abstract: A process for the preparation of hydrolyzable beta-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of silicon hydrides to .alpha.,.beta.-unsaturated olefinic nitriles to form .beta.-cyanoalkylsilanes. The present invention employs tetraalkylammonium halide supported on silica gel as a catalyst.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: July 26, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5329034
    Abstract: 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: Grant
    Filed: March 8, 1993
    Date of Patent: July 12, 1994
    Assignee: Sagami Chemical Research Center
    Inventors: Yu Nagase, Yuriko Takamura
  • Patent number: 5326894
    Abstract: A process for the preparation of hydrolyzable .beta.-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of silicon hydrides to .alpha.,.beta.-unsaturated olefinic nitriles to form .beta.-cyanoalkylsilanes. The present invention employs a divinylbenzene/4-vinylpyridine copolymer based resin as catalyst.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: July 5, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5312944
    Abstract: Novel silane coupler compounds having antibacterial activity are disclosed. Biguanidyl group or cyanoguanidyl group is introduced into silane coupler compounds.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: May 17, 1994
    Assignee: Mitsubishi Material Corporation
    Inventors: Tsunetoshi Honda, Akiko Azuma, Akira Nishihara
  • Patent number: 5312945
    Abstract: The present invention is a process for the preparation of hydrolyzable .beta.-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of organohydrosilane to .alpha.,.beta.-unsaturated olefinic nitriles to form B-cyanoalkylsilanes. The present process employs a catalyst comprising a ruthenium compound. The preferred catalyst for the present process is a ruthenium compound having at least one tertiary phosphine ligand. The process is conducted at a temperature within a range of about 50.degree. C. to 300.degree. C.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: May 17, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5304667
    Abstract: The present invention relates to cyclic siloxanes which have at least one group of formula (1) bonded to a silicon atom--(CH.sub.2).sub.x --R"--[--L--A--].sub.y --(L).sub.z --T (1),in which x is an integer having a value of at least 2, preferably having a value of from 2 to 10, R" is a chemical bond or a divalent radical of the formula --COO--, --OOC--, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --N.dbd.N--, --N.dbd.N, --N.dbd.CH--, --CH.dbd.N or --Si(R).sub.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: April 19, 1994
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Norman Haeberle, Wolfgang Haas, Franz-Heinrich Kreuzer
  • Patent number: 5292911
    Abstract: Novel monocyclic terpene derivative of the formula: ##STR1## wherein R is hydrogen atom, trimethylsilyl group or 1-ethoxyethyl group, and novel intermediates therefor. The terpene derivative (I) is a useful intermediate for preparing Sarcophytol A having an anti-carcinogenesis promoter activity and an antitumor activity.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: March 8, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5283348
    Abstract: The present invention is a process for the preparation of hydrolyzable .beta.-cyanoalkylsilanes. More particularly this invention is a process for the catalytic addition of silicon hydrides to .alpha.,.beta.-unsaturated olefinic nitriles to form .beta.-cyanoalkylsilanes. The present process employs a novel catalyst comprising an aminoorganosilane and a copper source. The catalyst may be provided to the process on a solid support.
    Type: Grant
    Filed: July 9, 1993
    Date of Patent: February 1, 1994
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5277838
    Abstract: The invention relates to compounds of the formula ##STR1## in which R.sup.3 is a hydrogen atom or a radical of the formulaR.sup.1 --R.sup.5 --O--(CH.sub.2).sub.y --,in which R.sup.1 is a halogen atom, a hydroxyl group, a C.sub.1 - to C.sub.18 -alkoxy group, a C.sub.1 - to C.sub.18 -alkyl group or a cholesteryl radical, R.sup.5 is a phenylene or biphenylene radical which may be linked to a phenylene radical via the --OOC-- group or a phenylene radical linked the --OOC-- group, y is an integer of from 3 to 12, R.sup.2 is selected from the group consisting of a radical of the formulaR.sup.6 --R.sup.1 and R.sup.7 --SiCH.sub.3).sub.2 H,where R.sup.6 is a single chemical bond or a phenylene, biphenylene or cyclohexylene racial or a phenylene radical linked to the --OOC-- or --COO-- radical or a phenylene radical linked to a cyclohexyl radical through the --OOC-- group, R.sup.
    Type: Grant
    Filed: December 4, 1991
    Date of Patent: January 11, 1994
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
  • Patent number: 5262554
    Abstract: The present invention is a process for the preparation of hydrolyzable beta-cyanoalkylsilanes. More particularly, this invention relates to the catalytic addition of silicon hydrides to alpha,beta-unsaturated olefinic nitriles to form beta-cyanoalkylsilanes. The present invention employs a novel catalyst comprising a supported aminoorganosilane.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: November 16, 1993
    Assignee: Dow Corning Corporation
    Inventor: Howard M. Bank
  • Patent number: 5258534
    Abstract: Trialkylsilyl nitrile is prepared by anhydrously reacting stoichiometric amounts of trialkylsilyl halide, hexaalkyldisilazane or trialkylsilyl amine, and hydrogen cyanide, in the absence or presence of a solvent or inert gas atmosphere. No catalyst is necessary, and the reaction preferably is performed at a temperature of from 5.degree. C. to 25.degree. C.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: November 2, 1993
    Assignee: Huls America, Inc.
    Inventors: Gerald L. Larson, Thomas V. John, Ram R. Chawla, Chitoor S. Subramaniam
  • Patent number: 5254708
    Abstract: The present invention relates to substituted cyclopentanone and cyclohexanone derivatives and substituted cyclopentenone and cyclohexenone derivatives, which are useful as intermediates for pharmaceutical products and agricultural chemicals and especially useful for the synthesis of prostaglandins, and also to a process for producing the same.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: October 19, 1993
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji