Halogenation Of Silicon-containing Compound Patents (Class 556/476)
  • Patent number: 9023479
    Abstract: Provided are a coating composition for low refractive layer including fluorine-containing compound of the following Chemical Formula 1, an anti-reflection film using the same, and a polarizer and an image display device including the same, wherein the fluorine-containing compound of the following Chemical Formula 1 has a low refractive index of 1.28 to 1.40, thereby making it possible to easily adjust a refractive index of the anti-reflection film and be usefully used as a coating material of the anti-reflection film having an excellent mechanical property such as durability, or the like.
    Type: Grant
    Filed: November 1, 2012
    Date of Patent: May 5, 2015
    Assignee: SK Innovation Co., Ltd.
    Inventors: Sung Ho Son, Yun Bong Kim, Won Seok Jang, Yong Gyun Cho
  • Patent number: 8992737
    Abstract: A trihalosilane refining device and a trihalosilane refining method are provided. The trihalosilane refining device can be useful in obtaining high-purity trihalosilane from a feed containing a trihalosilane while consuming a small amount of energy.
    Type: Grant
    Filed: November 25, 2013
    Date of Patent: March 31, 2015
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Joon Ho Shin, Jong Ku Lee, Sung Kyun Kim
  • Patent number: 8974642
    Abstract: A trihalosilane refining device and a trihalosilane refining method are provided. The trihalosilane refining device can be useful in obtaining high-purity trihalosilane from a feed containing a trihalosilane while consuming a small amount of energy.
    Type: Grant
    Filed: November 25, 2013
    Date of Patent: March 10, 2015
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Joon Ho Shin, Jong Ku Lee, Sung Kyun Kim
  • Patent number: 8968521
    Abstract: A trihalosilane refining device and a trihalosilane refining method are provided. The trihalosilane refining device can be useful in obtaining high-purity trihalosilane from a feed containing a trihalosilane while consuming a small amount of energy.
    Type: Grant
    Filed: November 25, 2013
    Date of Patent: March 3, 2015
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Joon Ho Shin, Jong Ku Lee, Sung Kyun Kim
  • Publication number: 20150031906
    Abstract: A flame retardant filler having brominated silica particles, for example, imparts flame retardancy to manufactured articles such as printed circuit boards (PCBs), connectors, and other articles of manufacture that employ thermosetting plastics or thermoplastics. In this example, brominated silica particles serve both as a filler for rheology control (viscosity, flow, etc.) and a flame retardant. In an exemplary application, a PCB laminate stack-up includes conductive planes separated from each other by a dielectric material that includes a flame retardant filler comprised of brominated silica particles. In an exemplary method of synthesizing the brominated silica particles, a monomer having a brominated aromatic functional group is reacted with functionalized silica particles (e.g., isocyanate, vinyl, amine, or epoxy functionalized silica particles).
    Type: Application
    Filed: October 13, 2014
    Publication date: January 29, 2015
    Inventors: Dylan J. Boday, Joseph Kuczynski, Robert E. Meyer, III
  • Patent number: 8927753
    Abstract: The present invention relates to a method for preparing di-organo-dialkoxysilanes, in particular di-organo-dialkoxysilanes wherein one or both of the organic substituents are bulky. The method comprises reacting a tetraalkoxysilane compound with a first Grignard reagent to form a mono-organo-tri-alkoxysilane compound, which is then reacted with a chlorinating agent to form a chlorinated mono-organo-di-alkoxysilane which is then reacted with a second Grignard reagent to form the di-organo-di-alkoxysilane compound.
    Type: Grant
    Filed: December 21, 2012
    Date of Patent: January 6, 2015
    Assignee: Saudi Basic Industries Corporation
    Inventors: Jaiprakash Brijlal Sainani, Vimalkumar Mahendrabhai Patel, Mahesh Davadra
  • Publication number: 20140275399
    Abstract: Novel fluorinated compounds, their method of preparation and use are disclosed, as well as the incorporation of new and old fluorinated compounds in controlled radical polymerization processes to efficiently produce polymer compositions with unique and enhanced properties. Various cure mechanisms and types of end-uses are disclosed.
    Type: Application
    Filed: April 4, 2014
    Publication date: September 18, 2014
    Inventors: Tianzhi Zhang, Matthew P. Burdzy, Dingsong Feng, Yonghui Zhang
  • Patent number: 8809568
    Abstract: The present disclosure provides a method of preparing silylethynyl compounds in which two of the hydrocarbyl groups bonded to the silicon exclusive of the ethynyl group, are the same and one is different, that may be used in preparing novel silylethynyl functionalized acene semiconductor chromophores.
    Type: Grant
    Filed: May 25, 2011
    Date of Patent: August 19, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Robert S. Clough, John E. Anthony, Marcia M. Payne
  • Patent number: 8779179
    Abstract: The present disclosure provides a method of preparing silylethynyl compounds in which two of the hydrocarbyl groups bonded to the silicon exclusive of the ethynyl group, are the same and one is different, that may be used in preparing novel silylethynyl functionalized acene semiconductor chromophores.
    Type: Grant
    Filed: May 18, 2011
    Date of Patent: July 15, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Robert S. Clough, John E. Anthony, Marcia M. Payne
  • Publication number: 20140066640
    Abstract: A direct trifluoromethylation method preferably using a trifluoromethane as a fluoro-methylating species. In particular, the present method is used for preparing a trifluoromethylated substrate by reacting a fluoromethylatable substrate with a trifiuoromethylating agent in the presence of an alkoxide or metal salt of silazane under conditions sufficient to trifluoromethylate the substrate; wherein the fluoromethylatable substrate includes chlorosilanes, carbonyl compounds such as esters, aryl halides, aldehydes, ketones, chalcones, alkyl formates, alkyl halides, aryl halides, alkyl borates, carbon dioxide or sulfur.
    Type: Application
    Filed: April 19, 2012
    Publication date: March 6, 2014
    Applicant: UNIVERSITY OF SOUTHERN CALIFORNIA
    Inventors: G.K. Surya Prakash, Parag V. Jog, Patrice T.D. Batamack, George A. Olah
  • Publication number: 20140012027
    Abstract: A method for producing a fluorine-containing substituted compound, the method including: introducing an organofluorine compound and an organolithium compound into a microreactor provided with a flow path capable of mixing a plurality of liquids, to thereby obtain a reaction product; and introducing, into the microreactor, the reaction product and an electrophile exhibiting electrophilic effect on the reaction product, to thereby obtain a fluorine-containing substituted compound.
    Type: Application
    Filed: September 9, 2013
    Publication date: January 9, 2014
    Applicants: Taiyo Nippon Sanso Corporation, Kyoto University
    Inventors: Junichi YOSHIDA, Aiichiro NAGAKI
  • Patent number: 8618320
    Abstract: A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.
    Type: Grant
    Filed: February 24, 2012
    Date of Patent: December 31, 2013
    Assignee: Japan Science and Technology Agency
    Inventors: Yanhua Zhang, Hisashi Yamamoto, Kazutaka Shibatomi
  • Publication number: 20120277458
    Abstract: Provided is a method for producing a difluorocyclopropane compound under milder reaction conditions and with high selectivity and high yield. The method for producing a difluorocyclopropane compound of the present invention is characterized by using sodium bromodifluoroacetate as a difluorocyclopropanation agent. With the disclosed method, a difluorocyclopropane compound can be produced under milder reaction conditions and with a higher conversion rate and a higher yield compared to conventional art. Further, by-products can be reduced significantly, thus allowing waste to be greatly reduced. Accordingly, the production method of the present invention is easy to implement industrially (can be employed on an industrial scale) and is thus extremely practical and useful.
    Type: Application
    Filed: October 26, 2010
    Publication date: November 1, 2012
    Inventors: Hideki Amii, Kojun Oshiro, Yoshimichi Morimoto, Makoto Matsuura
  • Patent number: 8273911
    Abstract: At least one (poly)thio alkoxy and/or halosilane is/are prepared by reaction of at least one sulfur-containing reagent with at least one alkoxy and/or halosilane, wherein an ionic addition of a sulfur-containing reagent to an alkoxy and/or halosilane is preferably conducted with thermal and/or actinic activation; the novel polythio alkoxy and/or halosilanes of formula (III.2) thus prepared are particularly useful as coupling agents in elastomeric compositions containing a white filler of the silica type and having the formula (III.2) wherein, for example, R1.1 and R1.3=methyl and R1.2=ethoxy.
    Type: Grant
    Filed: November 9, 2007
    Date of Patent: September 25, 2012
    Assignee: Rhodia Operations
    Inventors: Gérard Mignani, Samir Mansouri, Samuel Arthaud, Thierry Vidal
  • Patent number: 8263222
    Abstract: Organosilicone fine particles of size in the range of 0.1-20 ?m, each having 20 or more faces with indefinite shapes and a network of convex parts that surround these faces with indefinite shapes on its surface, and being spherical as a whole respond to highly advanced requirements of recent years including improvements in optical characteristics of resin compounds, usability and feeling of cosmetics and maintainability of fluidity of development toners. The invention further provides methods of producing such organosilicone fine particles.
    Type: Grant
    Filed: September 17, 2010
    Date of Patent: September 11, 2012
    Assignee: Takemoto Yushi Kabushiki Kaisha
    Inventors: Fumiyoshi Ishikawa, Mamoru Yasui, Chiaki Saito
  • Publication number: 20120157691
    Abstract: A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.
    Type: Application
    Filed: February 24, 2012
    Publication date: June 21, 2012
    Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Yanhua ZHANG, Hisashi YAMAMOTO, Kazutaka SHIBATOMI
  • Patent number: 7709672
    Abstract: The invention concerns the preparation of halogenated monoorganoxysilanes, of formula (I), said compounds being useful as synthesis intermediate in organic chemistry. Said method for preparing monoorganoxysilanes consists in: using as starting product halogenoalkylsilanes of the (CH3)2SiCl2 type and in substituting the silicon with a radical bearing a divalent unit bound to an electrophilic reactive group capable of reacting with at least an appropriate nucleophilic agent to form a functionalised monoorganoxysilane of formula (II) with, for example: R<1>=C1-C4 alkyl; R<2>, R<3>=C1-C6 alkyl; B=C1-C10 alkylene; m=1 or 2; Hal=halogen; W=amino, mercapto, (organosilyl)-organopolythio radical.
    Type: Grant
    Filed: September 10, 2002
    Date of Patent: May 4, 2010
    Assignee: Rhodia Chimie
    Inventors: Nathalie Guennouni, Gérard Mignani, Virginie Pevere
  • Publication number: 20090259063
    Abstract: The present invention relates to a system, to a reactor and to a process for continuous industrial performance of a reaction wherein an ?,?-unsaturated fluorine-substituted olefin A is reacted with an HSi compound B in the presence of a catalyst C and optionally of further assistants, and the system is based at least on the combination of reactants (3) for components A (1) and B (2), at least one multielement reactor (5) which, in turn, comprises at least two reactor units in the form of exchangeable prereactors (5.1) and at least one further reactor unit (5.3) connected downstream of the prereactors, and on a product workup (8).
    Type: Application
    Filed: July 9, 2007
    Publication date: October 15, 2009
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Jürgen Erwin Lang, Georg Markowz, Dietmar Wewers, Harald Metz, Norbert Schladerbeck
  • Patent number: 7572928
    Abstract: Compounds of formula (II), (IIIa) or (IIIb) (variables are described in the specification) are prepared by fluorination of ?,?-unsaturated alkyl silanes. These compounds are useful as building blocks in the pharmaceutical industry.
    Type: Grant
    Filed: December 2, 2005
    Date of Patent: August 11, 2009
    Assignee: Isis Innovation Limited
    Inventor: Veronique Gouverneur
  • Patent number: 7550620
    Abstract: The invention relates to a process for the direct synthesis of methylchlorosilanes by reaction of chloromethane with a contact composition comprising silicon and copper catalyst, wherein the concentration of oxygen in the chloromethane used is reduced by mixing a) chloromethane which contains oxygen, and b) chloromethane which contains a gaseous boron compound.
    Type: Grant
    Filed: September 18, 2007
    Date of Patent: June 23, 2009
    Assignee: Wacker Chemie AG
    Inventors: Wilfried Kalchauer, Jochen Gross, Wolfgang Zoller
  • Publication number: 20090036702
    Abstract: Organosilanes are prepared efficiently by hydrosilylation of an alkene in the presence of iridium compounds as catalysts and an inorganic, metal organic, or organic oxidant as cocatalyst. side reactions and catalyst deactivation are thereby minimized.
    Type: Application
    Filed: October 20, 2005
    Publication date: February 5, 2009
    Applicant: WACKER CHEMIE AG
    Inventors: Frank Baumann, Marco Hofmann
  • Patent number: 7230147
    Abstract: The invention concerns a method for functionalizing a double bond and, more particularly, a double bond bearing a metalloid atom. Said functionalization is produced by the action of perhalogenated sulphonyl chloride on the carbon bearing sulphur in the presence of a free radical initiator, preferably by homolytic cleavage. The invention is useful in organic synthesis.
    Type: Grant
    Filed: June 11, 2004
    Date of Patent: June 12, 2007
    Assignee: Shasun Pharma Solutions Limited
    Inventor: Nicolas Roques
  • Patent number: 7022867
    Abstract: A silicon compound having a repeating unit represented by the following general formula (1): wherein R is a hydrogen atom, a straight or branched alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, Ar is a substituted or unsubstituted aryl group or an unsubstituted heterocyclic group, m is an integer of 2 or more, and n is an integer of 5,000 or less.
    Type: Grant
    Filed: September 16, 2002
    Date of Patent: April 4, 2006
    Assignee: Canon Kabushiki Kaisha
    Inventors: Kazunori Ueno, Yomishi Toshida, Yuichi Hashimoto, Akihiro Senoo, Seiji Mashimo
  • Patent number: 6897331
    Abstract: A method of reacting a first non-fluorous compound to produce a second non-fluorous compound includes the steps of: contacting a first non-fluorous phase including the first non-fluorous compound with a first fluorous phase at a first phase interface, the first non-fluorous compound distributing between the first fluorous phase and the first non-fluorous phase; contacting the first fluorous phase with a second non-fluorous phase at a second phase interface; and including at least a third non-fluorous compound in the second non-fluorous phase that reacts with the first non-fluorous compound to produce the second non-fluorous compound, the second non-fluorous compound having a distribution coefficient less than the first non-fluorous compound. For example, the first non-fluorous compound can be dibromine or diiodine, and the second non-fluorous compound can be an alkene.
    Type: Grant
    Filed: March 8, 2002
    Date of Patent: May 24, 2005
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Hiroyuki Nakamura, Ilhyong Ryu, Hiroshi Matsubara
  • Patent number: 6872845
    Abstract: A haloorganoalkoxysilane is prepared by reacting an olefinic halide with an alkoxysilane in which the alkoxy group(s) contain at least two carbon atoms in a reaction medium to which has been added a catalytically effective amount of ruthenium-containing catalyst and a reaction-promoting effective amount of an electron-donating aromatic compound promoter. The process can be used to prepare, inter alia, chloropropyltriethoxysilane, which is a key intermediate in the manufacture of silane coupling agents.
    Type: Grant
    Filed: March 3, 2003
    Date of Patent: March 29, 2005
    Assignee: General Electric Company
    Inventors: Mark D. Westmeyer, Michael R. Powell, Frank D. Mendicino
  • Patent number: 6803477
    Abstract: An efficient method is disclosed for the preparation of trifluoromethyl- and difluoromethylsilanes using magnesium metal mediated reductive tri- and difluoromethylation of chlorosilanes with tri- and difluoromethyl sulfides, sulfoxides, and sulfones. One byproduct of the process is diphenyl disulfide. Since phenyl trifluoromethyl sulfone, sulfoxide and sulfide are readily prepared from readily available trifluoromethane and diphenyl disulfide, the method can be considered “pseudo-catalytic” for the preparation of (trifluoromethyl)trimethylsilane from environmentally benign trifluoromethane.
    Type: Grant
    Filed: November 27, 2002
    Date of Patent: October 12, 2004
    Assignee: University of Southern California
    Inventors: G. K. Surya Prakash, Jinbo Hu, George A. Olah
  • Patent number: 6734318
    Abstract: A method of reacting a first compound to produce a second compound includes the step of contacting a first non-fluorous phase including the first compound with a first fluorous phase at a first phase interface. The first compound distributes between the first fluorous phase and the first non-fluorous phase. The method further includes the steps of contacting the first fluorous phase with a second non-fluorous phase at a second phase interface and including at least a third compound in the second non-fluorous phase that reacts with the first compound to produce the second compound. The second compound has a distribution coefficient less than the first compound. This method can, for example be used to separate the second compound from unreacted first compound wherein, for example, the first compound is of a fluorous nature and distributes more readily into (or transports more quickly through) the fluorous phase than does the second compound.
    Type: Grant
    Filed: June 8, 2001
    Date of Patent: May 11, 2004
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Stephen G. Weber, Hiroyuki Nakamura, Bruno Linclau, Lifang Sun
  • Patent number: 6720440
    Abstract: The invention relates to a process for the chlorination of methylsilanes, which comprises reacting methylsilanes with chlorine in the presence of at least 0.1% by weight of hydrogen chloride, based on the weight of methylsilane of the formula (II), under the action of electromagnetic radiation which induces chlorination, chlorine being used in a substoichiometric amount based on the methylsilane of the formula (II), and the reaction being carried out at temperatures below the boiling point of the methylsilane of the formula (II). The invention further relates to an apparatus suitable for carrying out the chlorination of an industrial scale.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: April 13, 2004
    Assignee: Wacker-Chemie GmbH
    Inventors: Helmut Hollfelder, Siegfried Pflaum, Franz Riener
  • Publication number: 20010020108
    Abstract: Organohalosilanes are prepared by reacting metallic silicon with a halogenated hydrocarbon in the presence of a copper or copper compound catalyst and an activated aluminum, aluminum alloy or aluminum carbide promotor. The reaction is carried out at a temperature of 250-400° C. in a stirred tank reactor or a fluidized bed reactor. The inventive process shortens the time required for activation in the Rochow reaction and increases the selectivity for desirable diorganodihalosilanes. The steady state is thus prolonged and conversion of the silicon enhanced, resulting in an improved reaction performance.
    Type: Application
    Filed: February 14, 2001
    Publication date: September 6, 2001
    Inventors: Mikio Aramata, Kazutoshi Fujioka, Masahiro Yuyama
  • Patent number: 6051319
    Abstract: An electroluminescence element (EL) obtained by using a silacyclopentadiene derivation expressed by the general formula (I) and the derivative are provided. ##STR1## (wherein X and Y are independently hydrocarbon radicals with from 1 to 6 atoms and R.sub.1 to R.sub.4 are hydrogen, halogens, alkyl radicals with from 1 to 6 carbon atoms, or a condensed (un)substituted ring if being adjacent).
    Type: Grant
    Filed: March 11, 1999
    Date of Patent: April 18, 2000
    Assignee: Chisso Corporation
    Inventors: Manabu Uchida, Takenori Izumizawa, Kenji Furukawa, Kohei Tamao, Shigehiro Yamaguchi
  • Patent number: 5986121
    Abstract: An electroluminescence element (EL) obtained by using a silacyclopentadiene. derivation expressed by the general formula (I) and the derivative are provided. ##STR1## (wherein X and Y are independently hydrocarbon radicals with from 1 to 6 atoms and R.sub.1 to R.sub.4 are hydrogen, halogens, alkyl radicals with from 1 to 6 carbon atoms, or a condensed (un)substituted ring if being adjacent).
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: November 16, 1999
    Assignee: Chisso Corporation
    Inventors: Manabu Uchida, Takenori Izumizawa, Kenji Furukawa, Kohei Tamao, Shigehiro Yamaguchi
  • Patent number: 5492736
    Abstract: The present invention is a process for forming a fluorine-containing silicon oxide film on a substrate by plasma-enhanced chemical vapor deposition using a fluorinated silicon source of the formula: ##STR1## wherein at least one of R.sup.1 -R.sup.6 is fluorine and the remaining R groups are independently H, F, non-fluorinated-, partially fluorinated- or perfluorinated-: alkyl, alkenyl, alkynyl, aryl or benzylic groups, or C.sub.x H.sub.2x when one or more of R.sup.1, R.sup.2 or R.sup.3 is connected to R.sup.4, R.sup.5 or R.sup.6 through a bridging group C.sub.y H.sub.2y ; where x is 1-6, and y is 0-6; where M is Si or C and n is 0-6 and R.sup.7 is independently H, F, C.sub.z H.sub.2z+1 where z is 1-6 or C.sub.r H.sub.s F.sub.t where r is 1-6, s is (2r+1-t); t is 1 to (2r+1) . The present invention is also the film formed by that process and several novel source materials used in the process.
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: February 20, 1996
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ravi K. Laxman, Arthur K. Hochberg, David A. Roberts, Raymond N. Vrtis
  • Patent number: 5478964
    Abstract: The invention describes N-fluorosulfonimides which are useful as fluorinating agents. The N-fluorosulfonimides are stable, easily synthesized, and allow the introduction of fluorine into organic compounds under mild conditions.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: December 26, 1995
    Assignee: Allied-Signal Inc.
    Inventor: Edmond Differding
  • Patent number: 5449801
    Abstract: A process for the selective high yield halogenation R--CH.sub.3 wherein R is ##STR1## Si(Cl).sub.m (CH.sub.3).sub.n, wherein m is 1 to 3, n is 1 to 3 and m+n is 3; phenyl; or phenyl substituted with Cl, Br, F, OR.sup.1, SR.sup.1 or NO.sub.2 ; R.sup.1 is C.sub.1 -C.sub.3 alkyl; and X is chlorine or bromine; under reactive distillation conditions which continuously and selectively separate the mono, di, or trihalogenated product from the reaction zone and which does not require recycling of the starting materials is disclosed.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: September 12, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Chris S. Barnum, Charles T. Blaisdell
  • Patent number: 5247028
    Abstract: Halogenated polycarbosilanes with uniform or mixed halogenation prepared from aryl-substituted, particularly phenyl-substituted polycarbosilanes by reaction with halogenating reagents under polar or ionic reaction conditions, optionally in the presence of a Lewis acid catalyst. The halogen atom introduced can optionally subsequently be replaced by another halogen atom through a transhalogenation reaction.
    Type: Grant
    Filed: May 5, 1992
    Date of Patent: September 21, 1993
    Assignee: Kali-Chemie AG
    Inventors: Peter Sartori, Wolfgang Habel, Lutz Mayer
  • Patent number: 5243080
    Abstract: The present invention provides a novel compound represented as ##STR1## The present novel compound is prepared by reacting fluorine with pyridine-boron trifluoride and is useful as a fluorinating agent in the fluorination of organic compounds.
    Type: Grant
    Filed: July 8, 1992
    Date of Patent: September 7, 1993
    Assignee: AlliedSignal Inc.
    Inventors: Michael Van Der Puy, David Nalewajek, George A. Shia, William J. Wagner
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 4659852
    Abstract: The inventive compound 4-chloromethylphenyl methyl dichlorosilane is a novel compound not known in the prior art. The silane compound can readily be prepared by the chlorination of 4-tolyl methyl dichlorosilane with sulfuryl chloride as the chlorinating agent. The novel silane compound is useful as a component of an organochlorosilane mixture as the starting material of various kinds of silicone products or, in particular, silicone resins capable of exhibiting high performance, e.g. sensitivity for radiation-induced curing, not obtained by any combinations of known organochlorosilanes.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: April 21, 1987
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shinohara, Masahiko Ogawa, Akio Yokoo
  • Patent number: 4571427
    Abstract: A method for the preparation of 2-chloroethyldichlorosilanes by the reaction of vinyldichlorosilanes with hydrogen chloride in the presence of ferric chloride or tantalum chloride is disclosed. In the presence of these anhydrous metal chlorides, this reaction can be performed in the temperature range between 30.degree. and 90.degree. C., without the formation to any appreciable extent of methyl or ethyl trichlorosilane or other cleavage products. The end products obtained can also be easily separated from the byproducts by vacuum distillation without the need to resort to additional measures. The vacuum distillation can also be performed in the presence of the metal chlorides.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: February 18, 1986
    Assignee: Dynamit Nobel AG
    Inventors: Claus-Dietrich Seiler, Hans-Joachim Vahlensieck
  • Patent number: 4520130
    Abstract: An improvement in process for making cupreous catalyst composition, wherein a copper oxide-preponderant grind charge derived from the oxidation of elemental copper and/or an alloy thereof is subject to high energy milling with concomitant crystal lattice distortion until the average particle of the resulting grind is no larger than about 20 microns, comprises establishing a tin concentration between about 400 and about 3000 ppm in said composition prior to or after said high energy milling. The resulting catalyst is useful for producing organohalosilane from alkyl chloride and silicon.
    Type: Grant
    Filed: May 8, 1984
    Date of Patent: May 28, 1985
    Assignee: SCM Corporation
    Inventors: Don H. Hashiguchi, Erhard Klar, Ronald J. Dietrich
  • Patent number: 4504596
    Abstract: Improved catalyst is made by including in a grind charge of cupreous particulates a small proportion of hydrated refractory metal oxide such as hydrated alumina. Said grind charge contains a major proportion of cuprous and cupric oxides, a minor proportion of elemental copper, and up to about 10% of promoter material. Such charge is subjected to high energy comminution with concomitant crystal lattice distortion. The catalyst is useful for the production of alkyl and aryl halosilanes.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: March 12, 1985
    Assignee: SCM Corporation
    Inventors: George P. Schoepe, Don H. Hashiguchi
  • Patent number: 4504597
    Abstract: A grind charge of cupreous particulates containing a major proportion of cuprous and cupric oxides and a minor proportion of elemental copper, said charge having average particle size above 15 microns, is subjected to high energy comminution with concomitant crystal lattice distortion until the average particle size of said particulates is no larger than 15 microns. The resulting catalyst, of fairly high specific surface area, can be used for alkyl or aryl halosilane production.
    Type: Grant
    Filed: February 16, 1984
    Date of Patent: March 12, 1985
    Assignee: SCM Corporation
    Inventors: Erhard Klar, Don H. Hashiguchi, Ronald J. Dietrich
  • Patent number: 4503165
    Abstract: Improved catalyst is made by including in a grind charge of cupreous particulates a small proportion of a hydroxide of Period IV metal having Atomic Number between 24 and 30, e.g. iron III oxide monohydrate. Said grind charge contains a major proportion of cuprous and cupric oxides, a minor proportion of elemental copper, and up to about 10% of promoter material. Such charge is subjected to high energy comminution with concomitant crystal lattice distortion. The catalyst is useful for the production of alkyl and aryl halosilanes.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: March 5, 1985
    Assignee: SCM Corporation
    Inventors: Don H. Hashiguchi, Ronald J. Dietrich, George P. Schoepe
  • Patent number: 4405804
    Abstract: A method for preparing 2-chloroethylsilanes which comprises reacting a vinylchlorosilane with hydrogen chloride in the presence of a catalyst consisting of at least one organoaluminum compound, or the product obtained from the in situ reaction of such an aluminum compound with at least one of the reactants. The catalyst may first be deactivated, if desired, by the addition of a liquid organopolysiloxane to the reaction mixture, prior to the distillation of the 2-chloroethylsilane.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: September 20, 1983
    Assignee: Wacker-Chemie GmbH
    Inventors: Peter John, Reinhold Artes, Volker Frey, Matthias Scherer
  • Patent number: 4362885
    Abstract: The subject of the invention is a process for the manufacture of (iodoorganyl)alkoxysilanes of the general formula: ##STR1## in which R.sup.1 is an alkylene group, R.sup.2 is an alkoxy group and R.sup.3 and R.sup.4 an alkoxy group and/or an alkyl or aryl group, whereby the chlorine or bromine compound corresponding to that of formula (1) is caused to react with stoichiometric to double molar quantities of an inorganic iodine donor in the presence of 0.01-5 mol % of an organic substituted onium salt of nitrogen, phosphorus, arsenic or antimony or an organic substituted sulfonium salt or a crown ether as catalyst, in certain solubilizing agents.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: December 7, 1982
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Panster, Alfons Karl, Wolfgang Buder, Peter Kleinschmit
  • Patent number: 4207266
    Abstract: This invention relates to a novel process for the direct trifluoromethylation of aromatic compounds via carbon tetrachloride and hydrogen fluoride in the presence of strong Bronsted or Lewis acids which give an acidic reaction (increase in concentration of H.sub.2 F.sup.+ ions) in anhydrous hydrogen fluoride.
    Type: Grant
    Filed: March 9, 1979
    Date of Patent: June 10, 1980
    Assignee: Rohm and Haas Company
    Inventor: Thomas R. Opie
  • Patent number: 4202988
    Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.
    Type: Grant
    Filed: March 30, 1977
    Date of Patent: May 13, 1980
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady
  • Patent number: 4202822
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.1 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: May 13, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner