Halogen Bonded Directly To Acyclic Carbon Patents (Class 556/485)
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Patent number: 10941316Abstract: The present invention relates to novel (per)fluoropolyether (PFPE) polymer derivatives, a method for their manufacture and their use for providing an anti-soiling coating.Type: GrantFiled: May 11, 2017Date of Patent: March 9, 2021Assignee: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.Inventors: Roberto Valsecchi, Simonetta Antonella Fontana, Fabrizio Mutta, Alberto Zompatori
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Patent number: 10570291Abstract: A method for manufacturing a coating material containing a condensate of a hydrolytic silane compound includes a process of obtaining a condensate of a fluorine-containing hydrolytic silane compound and a process of causing the condensate to react with fluoroalcohol.Type: GrantFiled: October 16, 2017Date of Patent: February 25, 2020Assignee: Canon Kabushiki KaishaInventor: Yohei Hamade
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Patent number: 10465336Abstract: An application method of enhancing the water repellence of a textile and/or enhancing a textiles ability to repel water soluble dirt, includes the steps of: a) applying an emulsified liquid composition on a textile, wherein said emulsified liquid composition includes only water, alkylalkoxysilane with said alkyl chain having a length of 10-30 carbons or carbon atoms higher than 12 but equal to or less than 18, at least one emulsifier, surfactant, thickener and/or stabilizer, a water soluble acid catalyst, and unavoidable impurities; b) optionally adding to the composition amino silicones for softness and durability enhancement of the water repellency; c) optionally adjusting the amount of the composition applied on textile; d) drying the treated textile until dry; e) curing the treated textile at a temperature of between 100-200° C.; and f) optionally removing the non-reacted composition residue from the treated textile by washing with water and optionally redrying the treated textile.Type: GrantFiled: March 10, 2014Date of Patent: November 5, 2019Assignee: OrganoClick ABInventor: Juhanes Aydin
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Patent number: 9567468Abstract: A durable hydrophobic coating composition containing fluorinated silanes for metallic surfaces, such as stainless steel surfaces. The composition includes at least one fluorine-containing silane compound, at least one phosphorus-containing silane compound, and at least one hydrolysable compound. This coating is suitable for condenser tubes, among other applications, to promote dropwise condensation.Type: GrantFiled: December 24, 2012Date of Patent: February 14, 2017Assignee: NEI CorporationInventor: Jiong Liu
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Publication number: 20140107366Abstract: This invention is directed to a process for producing a haloorganoalkoxysilane product comprising reacting an olefinic halide, an alkoxysilane, a catalytically effective amount of ruthenium-containing catalyst; and a reaction-promoting effective amount of a peroxy compound, optionally in the presence of an electron-deficient aromatic compound.Type: ApplicationFiled: October 12, 2012Publication date: April 17, 2014Applicant: Momentive Performance Materials Inc.Inventors: Kenrick Martin Lewis, Jitendra Singh Rathore, Andrea Trotto, Giuseppe D'Agostino
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Publication number: 20130164154Abstract: Certain embodiments described herein are directed to silane functionalized fillers that may be, for example, covalently coupled to a polymer. In some examples, devices that include the filler reinforced polymer compositions are also described.Type: ApplicationFiled: December 22, 2011Publication date: June 27, 2013Inventors: HUILIN TU, AGATHE ROBISSON
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Patent number: 8420212Abstract: Silane coupling agents which are high in heat resistance, and which are high in durability, releasability, and antifouling properties. The silane coupling agents have a biphenylalkyl group and are represented by the following general formula (1).Type: GrantFiled: March 6, 2008Date of Patent: April 16, 2013Assignee: Tokyo University of Science Educational Foundation Administrative OrganizationInventor: Norio Yoshino
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Publication number: 20130021546Abstract: A substrate used for a liquid crystal display element having two or more substrates arranged oppositely to each other and a liquid crystal material exhibiting a blue phase between the substrates, where a polar component of surface free energy on a substrate surface in contact with the liquid crystal material is less than 5 mJm?2; and a substrate used for a liquid crystal display element having two or more substrates arranged oppositely to each other and a liquid crystal material exhibiting a blue phase between the substrates, where a polar component of surface free energy on a substrate surface in contact with the liquid crystal material is in the range of 5 to 20 mJm?2, and a contact angle with an isotropic phase of the liquid crystal material on the substrate surface is 50 degrees or less.Type: ApplicationFiled: August 26, 2010Publication date: January 24, 2013Applicants: KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION, JNC PETROCHEMICAL CORPORATION, JNC CORPORATIONInventors: Hirotsugu Kikuchi, Shin-ichi Yamamoto, Yasuhiro Haseba, Takafumi Kuninobu
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Publication number: 20120263816Abstract: A nanoimprint-mold release agent including an alkoxysilane compound represented by general formula (1) is provided wherein Rf and Rf? are each independently a fluoroalkyl group of 1 to 10 carbon atoms; R1 is a hydrogen atom or an aliphatic monovalent hydrocarbon group of 1 to 6 carbon atoms; R2 and R3 are each independently methyl group or ethyl group; X and Y are each independently an ether linkage or an ester linkage; a and b are each 0 or 1; m, n, and p are each an integer of 0 to 6; q is an integer of 1 to 6 and r is an integer of 0 to 2.Type: ApplicationFiled: April 11, 2012Publication date: October 18, 2012Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Hiroyuki Yamazaki, Daijitsu Harada, Masaki Takeuchi, Takayuki Honma, Ayumu Kiyomori, Tohru Kubota
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Publication number: 20120190870Abstract: Antitumoral compounds obtained from a porifera, of the family Raspailiidae, genus Lithoplocamia, species lithistoides, and derivatives thereof are provided.Type: ApplicationFiled: June 29, 2011Publication date: July 26, 2012Inventors: Ma Jesús Martín López, Laura Coello Molinero, José Fernando Reyes Benítez, Alberto Rodríguez Vicente, María Garranzo García- Ibarrola, Carmen Murcia Pérez, Andrés Francesch Solloso, Francisco Sánchez Sancho, María del Carmen Cuevas Marchante, Rogelio Fernández Rodríguez
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Publication number: 20120128930Abstract: A method for inducing a hypervalent state within silicon-containing compounds by which they can be chemically attached to a surface or substrate and/or organized onto a surface of a substrate. The compounds when attached to or organized on the surface may have different physical and/or chemical properties compared to the starting materials.Type: ApplicationFiled: January 31, 2012Publication date: May 24, 2012Inventor: JEFFERY R. OWENS
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Publication number: 20110003922Abstract: A halo-functional silane possesses halogen functionality and alkanedioxysilyl functionality.Type: ApplicationFiled: September 14, 2010Publication date: January 6, 2011Applicant: MOMENTIVE PERFORMANCE MATERIALS INC.Inventors: Ping Jiang, Eric R. Pohl, Linda Vecere, Juan Alfonso
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Publication number: 20100317885Abstract: This invention involves a process for the preparation of haloalkylalkoxysilanes and haloalkylhalosilancs. The process comprises reacting an alkoxyhydridosilane or a halohydridosilanc silane with an alkenylhalide compound in the presence of a catalytic amount of an iridium containing catalyst. When a halohydridosilane is the silane reactant. the resulting haloalkylhalosilane may be alkoxylated by reaction with a C1-C6, alcohol, In another aspect of the invention, the reacting is conducted under a reduced oxygen atmosphere to improve the catalyst activity and the yield of the resulting haloalkylhalosilane or haloalkylalkox vsi lane.Type: ApplicationFiled: January 13, 2009Publication date: December 16, 2010Inventors: Paul Charles Dinh, Keiji Wakita
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Patent number: 7750174Abstract: The compound is a silane surface treatment agent and is useful for modifying the surfaces of silicon oxide and other metal oxides with hexafluorodimethyl carbinol functional groups. Additionally provided is a surface treatment procedure that effectively bonds it and other alkoxysilanes via homogeneous and heterogeneous amine catalysis onto metal oxide surfaces.Type: GrantFiled: October 12, 2007Date of Patent: July 6, 2010Assignee: The United States of America as represented by the Secretary of the NavyInventors: Arthur W. Snow, Edward E. Foos
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Patent number: 7728098Abstract: Fluorochemical oligomeric silanes, compositions comprising such silanes and/or the condensation products of such silanes, and coatings produced with such compositions.Type: GrantFiled: July 27, 2006Date of Patent: June 1, 2010Assignee: 3M Innovative Properties CompanyInventors: Rudolf J. Dams, Zai-Ming Qiu
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Publication number: 20100119848Abstract: Silane coupling agents which are high in heat resistance, such that no decrease in contact angle is observed even after exposure to an atmosphere having a temperature of 350° C. or higher for 4 hours or longer, and which are high in durability, releasability, and antifouling properties. The silane coupling agents have a biphenylalkyl group and are represented by the following general formula (1). The silane coupling agents are high in heat resistance, such that surfaces modified with these compounds show no decrease in contact angle when exposed to an atmosphere having a temperature of 350° C. or higher for 4 hours or longer, and are high in durability, releasability, and antifouling properties. The silane coupling agents have an extraordinary effect and usefulness. [In the formula (1), Rf represents perfluoroalkyl of F(CF2)n, wherein n is an integer of 1-14, preferably 1-12, more preferably 4-12, and still more preferably 4-10.Type: ApplicationFiled: March 6, 2008Publication date: May 13, 2010Inventor: Norio Yoshino
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Patent number: 7714156Abstract: Nanolayered layered silicate materials of octahedrally arranged units with divalent metal ions at centers of the units covalently linked above and below to tetrahedrally arranged oxygen and hydroxyl units with silicon atoms. The silicate materials contain silanol groups which are reactive to form derivative compositions useful for water purification to remove heavy meal cations.Type: GrantFiled: August 12, 2008Date of Patent: May 11, 2010Assignee: Board of Trustees of Michigan State UniversityInventors: Thomas J. Pinnavaia, Mihai Polverejan
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Patent number: 7674927Abstract: Disclosed are perfluoropolyether silicon compounds, coatings containing the perfluoropolyether silicon compounds, methods of making the perfluoropolyether silicon compounds, and methods of making perfluoropolyether silicon coatings.Type: GrantFiled: May 23, 2006Date of Patent: March 9, 2010Assignee: Innovation Chemical Technologies, LtdInventor: Pramod K. Arora
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Patent number: 7598409Abstract: The present invention relates to a process for preparing silicon compounds bearing fluoroalkyl groups by hydrosilylation of a fluoroolefin in the presence of a hydrosilylation catalyst, which comprises initially charging and heating a hydrogenchlorosilane, then metering in the fluoroolefin and reacting the reaction mixture and subsequently isolating the hydrosilylation product.Type: GrantFiled: October 21, 2004Date of Patent: October 6, 2009Assignee: Degussa AGInventors: Eckhard Just, Sabine Giessler, Peter Jenkner
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Patent number: 7470741Abstract: The present invention provides a fluorochemical composition comprising: (a) one or more fluorochemical oligomers derivable from a free radical polymerization of one or more fluorinated monomers and optionally one or more non-fluorinated monomers in the presence of a chain transfer agent, said fluorochemical oligomer being free of acid groups and comprising one or more groups of the formula: -M1(R)q(Y)p?q?1??(I) wherein M1 is selected from the group consisting of Si, Ti, Zr, B, Al, Ge, V, Pb, Sn and Zn, R represents a non-hydrolysable group, Y represents a hydrolysable group, q is 0, 1 or 2, p equals the valence of M1 and is 3 or 4 and p?q?1 is at least 1; (b) one or more non-fluorinated compounds of an element M2 selected from the group consisting of Si, Ti, Zr, B, Al, Ge, V, Pb, Sn and Zn and having at least two hydrolysable groups per molecule in an amount sufficient to form a polycondensation product upon reaction with said fluorochemical oligomer (a); (c) water; and (d) an organic solvent in an amountType: GrantFiled: May 23, 2003Date of Patent: December 30, 2008Assignee: 3M Innovative Properties CompanyInventor: Rudolf J. Dams
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Patent number: 7368514Abstract: The present invention relates to a siloxane monomer containing a trifluorovinylether group and a sol-gel hybrid polymer prepared using the monomer, more particularly to siloxane monomer with novel structure prepared by reacting alkoxychlorosilane with a Grignard reagent containing a trifluorovinylether (—OC2F3) group, a method of preparing the same and a sol-gel hybrid polymer containing a perfluorocyclobutane (PFCB) group prepared from sol-gel reaction using said siloxane monomer containing a trifluorovinylether group.Type: GrantFiled: June 30, 2004Date of Patent: May 6, 2008Assignee: Gwangju Institute of Science and TechnologyInventors: Jae-Suk Lee, Kwan-Soo Lee, Ho-Suk Song, Jae-Pil Kim
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Patent number: 7335786Abstract: Fluorochemical silane compounds and coating compositions derived therefrom are described. The compounds and compositions may be used in treating substrates, in particular substrates having a hard surface such as ceramics or glass, to render them water, oil, stain, and soil repellent.Type: GrantFiled: March 29, 2007Date of Patent: February 26, 2008Assignee: 3M Innovative Properties CompanyInventors: Suresh Iyer, Oscar S. Benz, Thomas P. Klun, Wayne W. Fan
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Patent number: 7161019Abstract: A compound of the general formula R1MR4R5R6 is provided where R1 is a partially or fully fluorinated aryl, alkyl, alkenyl or alkynyl group, wherein M is selected from group 14 of the periodic table, wherein R4, R5 and R6 are independently an alkoxy group OR3 or a halogen group X—except, a) where R4, R5 and R6 are each ethoxy, M is Si and R1 is perfluorinated phenyl or perfluorinated vinyl; b) where R4 is ethoxy, R5 and R6 are chlorine, M is Si, and R1 is perfluorinated phenyl; or c) where R4, R5 and R6 are chlorine, M is Si, and R1 is perfluorinated phenyl, perfluorinated methyl or perfluorinated vinyl. This compound formed can be further reacted to attach an additional organic R group, and/or hydrolyzed, alone or with one or more similar compounds, to form a material having a molecular weight of from 500 to 10,000, which material can be deposited on various substrates as a coating or deposited and patterned for a waveguide or other optical device components.Type: GrantFiled: June 8, 2004Date of Patent: January 9, 2007Assignee: Silecs OyInventors: Juha A. Rantala, Arto L. T. Maaninen, Tina J. Maaninen, Jarkko J. Pietikainen
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Patent number: 6989458Abstract: The present invention relates to a process for effectively preparing prostaglanin derivatives and to a stereospecific alkyl halide containing 15S-alcohol group as a starting material.Type: GrantFiled: December 22, 2004Date of Patent: January 24, 2006Assignee: Yonsung Fine Chemical Co.Inventors: Won-Hun Ham, Chang-Young Oh, Yong-Hyun Kim, Yiu-Suk Lee, Kee-Young Lee
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Patent number: 6977307Abstract: A water soluble or water dispersible fluorochemical silane represented by the general formula (I): X-MfnMhmMar-G wherein X represents the residue of an initiator or hydrogen; Mf represents units derived from one or more fluorinated monomer; Mh represents units derived from one or more non-fluorinated monomer; Ma represents units having a silyl group; G is a monovalent organic group comprising the residue of a chain transfer agent; n represents a value of 1 to 100; m represents a value of 0 to 100; and r represents a value of 0 to 100; and n+m+r is at least 2; with the proviso that at least one of the following conditions is fulfilled: (a) G contains a silyl group of the formula (III): wherein Y1, Y2 and Y3 each independently represents an alkyl group, an aryl group or a hydrolyzable group and at least one of Y1, Y2 and Y3 represents a hydrolyzable water solubilising group; or (b) r is at least 1 and at least one of Y4, Y5 and Y6 represents a hydrolyzable water solubilizing group.Type: GrantFiled: January 17, 2002Date of Patent: December 20, 2005Assignee: 3M Innovative Properties CompanyInventor: Rudolf J. Dams
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Patent number: 6897331Abstract: 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: GrantFiled: March 8, 2002Date of Patent: May 24, 2005Assignee: University of PittsburghInventors: Dennis P. Curran, Hiroyuki Nakamura, Ilhyong Ryu, Hiroshi Matsubara
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Patent number: 6734318Abstract: 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: GrantFiled: June 8, 2001Date of Patent: May 11, 2004Assignee: University of PittsburghInventors: Dennis P. Curran, Stephen G. Weber, Hiroyuki Nakamura, Bruno Linclau, Lifang Sun
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Publication number: 20040073054Abstract: The present invention includes methods and compositions for increasing the fluorous nature of an organic compound by reacting it with at least one fluorous compound to produce a fluorous tagged organic compound. The increased fluorous nature of the fluorous tagged organic compound can then be utilized to separate the fluorous organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom. The resultant fluorous tagged organic compound can be subjected to subsequent chemical transformations, wherein the fluorous nature of the tagged compound is utilized to increase the ease of separation of the fluorous tagged organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom, after each chemical transformation.Type: ApplicationFiled: July 11, 2003Publication date: April 15, 2004Inventors: Wei Zhang, Zhiyong Luo, Tadamichi Nagashima, Christine Hiu-Tung Chen, Marvin S. Yu
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Publication number: 20030168783Abstract: A water soluble or water dispersible fluorochemical silane represented by the general formula:Type: ApplicationFiled: January 17, 2002Publication date: September 11, 2003Inventor: Rudolf J. Dams
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Publication number: 20020173670Abstract: The invention includes a trialkylsilane comprising a hydrocarbon backbone including one to ten carbon atoms; a terminal trialkylsilyl moiety having at least two alkyl groups independently comprising at least six carbon atoms; and a terminal silyl moiety that has at least one hydrolyzable group bound to a silicon of the silyl moiety. At least one of the alkyl groups of the trialkylsilyl moiety may substituted with at least one halogen, and is preferably a perfluoroalkyl group. The invention also provides methods of producing the trialysilane and substrates including the trialkysilane of the invention, as well as columns and substrates for use in chromatographic applications.Type: ApplicationFiled: May 3, 2002Publication date: November 21, 2002Applicant: Gelset, Inc.Inventors: Barry C. Arkles, Gerald L. Larson, Youlin Pan
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Patent number: 6361870Abstract: The invention relates to a coating material comprising condensates of at least one compound (A) of the general formula RaMZb (a=0-3; b=1-4; a+b=3, 4), where R is a non-hydrolyzable organic group, and at least one compound (B) of the general formula R′xMZy(x=1-3; y=1-3; x+y=3, 4), where R is a non-hydrolyzable organic group and at least one R′ contains a perfluoro polyether structure separated from M by at least two atoms, where M is an element from the periodic table of elements selected from the main groups III-V or from the subgroups II-IV and Z is a hydrolyzable organic group, and where at least one R is not equal to at least one R′.Type: GrantFiled: March 27, 2000Date of Patent: March 26, 2002Inventors: Rudolf Steffl, Reiner Kasemann, Wolfgang Burger
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Patent number: 6255516Abstract: Fluoroalkyl organosilicon compounds are prepared by reacting fluoroolefins with organosilicon compounds that contain at least one H-Si group, in the presence of a Pt(0) complex catalyst. Further, fluoroalkylalkoxy organosilicon compounds are prepared by esterifying fluoroalkyl organosilicon compounds. The process proceeds uniformly under mild conditions with high yields and selectivities.Type: GrantFiled: December 9, 1998Date of Patent: July 3, 2001Assignee: Huels AktiengesellschaftInventors: Peter Jenkner, Albert-Johannes Frings, Michael Horn, Jaroslaw Monkiewicz, Burkhard Standke
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Patent number: 6159956Abstract: The present invention provides an improved process and intermediate compounds for the preparation of difluorovinylsilane insecticide and acaricidal agents of the formula I ##STR1## wherein Ar is phenyl, 1- or 2-napthyl or a 5- or 6-membered heteroaromatic ring, each of which may be optionally substituted by any combination of from one to three halogen,C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, haloalkoxy, C(O)R.sub.2 or S(O).sub.n R.sub.3 groups,R and R.sub.1 are each independently C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.5 cycloalkyl;Ar.sub.1 is phenoxyphenyl, phenyl, biphenyl, phenoxypyridyl, benzylpyridyl, benzylphenyl,1- or 2-napthyl or a 5- or 6-membered heteroaromatic ring, each of which may be optionally substituted by any combination of from one to five halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or C(O)R.sub.4 groups,n is an integer of 0, 1 or 2;R.sub.2 and R.sub.4 are each independently C.sub.Type: GrantFiled: July 8, 1998Date of Patent: December 12, 2000Assignee: American Cyanamid Co.Inventors: Keith D. Barnes, Yulin Hu
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Patent number: 6153578Abstract: Fragrant silanes having the formula:(R.sup.1 O).sub.a (R.sup.2 O).sub.b (R.sup.3 O).sub.c (R.sup.4).sub.d (R.sup.5).sub.e SiR.sup.6where R.sup.1, R.sup.2 and R.sup.3 are derived from the group of alcohols consisting of R.sup.1 OH, R.sup.2 OH and R.sup.3 OH wherein R.sup.1 OH, R.sup.2 OH and R.sup.3 OH are fragrant alcohols or alternatively R.sup.1, R.sup.2 and R.sup.3 are derived from the group of fragrant esters, ketones, or aldehydes having the structure:R.sup.7 --CH.sub.2 (C.dbd.O)--R.sup.8wherein the fragrant ester, ketone or aldehyde is capable of exhibiting the enol form of the carbonyl moiety under reaction conditions, with R.sup.4 and R.sup.5 selected from the group consisting of monovalent hydrocarbon radical having from one to forty carbon atoms and monovalent alkoxy radicals having from one to forty carbon atoms, R.sup.Type: GrantFiled: August 30, 1999Date of Patent: November 28, 2000Assignee: General Electric CompanyInventor: Robert J. Perry
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Patent number: 6114562Abstract: Novel organosilicon compounds having a perfluoroalkyl or perfluoropolyether group and at least one ethynyl group are useful as an agent for controlling hydrosilylation reaction between a --SiH group-bearing compound and a --CH.dbd.CH.sub.2 group-bearing compound.Type: GrantFiled: August 4, 1999Date of Patent: September 5, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kenichi Fukuda, Hirofumi Kishita
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Patent number: 6111149Abstract: Alcohols and/or aldehydes are prepared from olefins by cross-metathesis of olefins with alcohols having at least one double bond in the molecule and in which at least one hydroxyl is in the allyl position relative to a C.dbd.C double bond over catalysts of the formula (I)XX.sup.1 LL.sup.1 Ru [sic].dbd.CR.sup.1 R.sup.2 (I)with optional subsequent hydrogenation and/or isomerization, R.sup.1 and R.sup.2 being hydrogen or C-organic radicals with or without a heteroatom, X [sic] and X.sup.1 [sic] being, independently, anionic ligands, and L [sic] and L.sup.1 [sic] being, independently, neutral electron donor ligands.Type: GrantFiled: January 7, 1999Date of Patent: August 29, 2000Assignee: BASF AktiengesellschaftInventors: Peter Schwab, Arthur Hohn, Rocco Paciello
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Patent number: 5912378Abstract: A process for producing compounds of the formula (CH.sub.3).sub.3 SiORLi, wherein R is selected from alkyl groups containing 2 to 10 carbon atoms and aryl groups containing 6 to 10 carbon atoms, by reacting, optionally in the presence of a catalyst, in an inert atmosphere, a haloalcohol of the formula HORX, wherein R is selected from alkyl groups containing 2 to 10 carbon atoms and aryl groups containing 6 to 10 carbon atoms and X is selected from chlorine or bromine, is reacted with neat hexamethyldisilazane at a temperature between 20.degree. C. and 200.degree. C., optionally in the presence of a catalyst, after which the resulting product, a trimethylsilyloxyalkylhalide compound, is reacted at a temperature between 50.degree. C. and 160.degree. C., with powdered lithium metal, in an inert hydrocarbon medium, to produce the (CH.sub.3).sub.3 SiORLi compound.Type: GrantFiled: May 5, 1997Date of Patent: June 15, 1999Assignee: FMC CorporationInventor: James A. Schwindeman
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Patent number: 5885924Abstract: The present invention relates to catalyst supports and improvements thereof for use with supported activators and supported transition metal catalyst systems. The invention specifically involves reacting a carrier containing reactive functionalities, e.g., hydroxyl containing silica, with halogenated organic compounds, e.g., fluorosubstituted phenols. The reaction is preferably carried out in the presence of a base. The reaction consumes undesired functionalities on the support to provide a halogenated support which is suitable for activators and catalytic precursors which are adversely affected by functionalities typically found on supports. The supported activators or catalytic precursors are prepared by contacting the precursors or activators with the halogenated support.Type: GrantFiled: June 7, 1995Date of Patent: March 23, 1999Assignee: W. R. Grace & Co.-Conn.Inventor: David George Ward
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Patent number: 5869728Abstract: Fluoroalkyl organosilicon compounds are prepared by reacting fluoroolefins with organosilicon compounds that contain at least one H--Si group, in the presence of a Pt(0) complex catalyst. Further, fluoroalkylalkoxy organosilicon compounds are prepared by esterifying fluoroalkyl organosilicon compounds. The process proceeds uniformly under mild conditions with high yields and selectivities.Type: GrantFiled: October 21, 1997Date of Patent: February 9, 1999Assignee: Huels AktiengesellschaftInventors: Peter Jenker, Albert-Johannes Frings, Michael Horn, Jaroslaw Monkiewicz, Burkhard Standke
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Patent number: 5741922Abstract: A fluorine-containing aromatic compound represented by the formula (1) is effectively usable to obtain a magnetic fluid or the like having a wide heat-resistant temperature range and high water resistance ##STR1## wherein X is H, F, Cl, C.sub.1.about.20 alkyl or C.sub.1.about.20 alkoxyl, p is an integer of 1 to 4, Y is --COCH.sub.3, --COOC.sub.2 H.sub.5, --CH(OH)CH.sub.3, --C(CH.sub.3).sub.2 OH, --CH.dbd.CH.sub.2, --C(CH.sub.3).dbd.CH.sub.2, --CAB(CH.sub.2).sub.m Si(CH.sub.3).sub.n Z.sub.3-n, A and B are each H or CH.sub.3, Z is Cl, OCH.sub.3 or OC.sub.2 H.sub.5, and m and n are each 0 or 1, and Rf is C.sub.1.about.20 fluoroalkyl or C.sub.1.about.100 fluoropolyether group.Type: GrantFiled: September 12, 1995Date of Patent: April 21, 1998Assignee: Daikin Industries, Ltd.Inventor: Norio Yoshino
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Patent number: 5545255Abstract: An ultra thin, water and oil repelling and durable overcoat is easily formed on a substrate surface via covalent bonding by applying a finishing agent of the invention, comprising a chemically adsorptive compound with a chlorosilyl group and a nonaqueous viscous liquid or solid medium, on the substrate surface. A finishing agent, comprising a chemically adsorptive compound with a chlorosilyl group and a nonaqueous viscous liquid or solid medium, is applied on a substrate surface comprising hydrophilic groups. The substrate surface is then reacted with the chemically adsorptive compound at room temperature, and the agent containing unreacted chemically adsorptive compound is removed. The generation of hydrochloric acid gas can be prevented by adding tertiary amine or amide in the molar amount of one to three times more than the chemically adsorptive compound contained in the finishing agent.Type: GrantFiled: April 21, 1995Date of Patent: August 13, 1996Assignee: Matsushita Electric Industrial Co., Ltd.Inventor: Kazufumi Ogawa
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Patent number: 5523447Abstract: A process for preparing easily separable solutions of organolithium compounds comprising the steps of reacting lithium metal, in the form of cast or extruded ingots or pieces cut therefrom, with an organo halide in mole ratios ranging from 3:1 to 20:1 in a solvent selected form a group of liquid hydrocarbons, alkyl ethers, and mixtures thereof under an inert atmosphere for one to ten hours with moderate stirring, cooling the resulting product, and separating the solution of the organolithium compound from the reacted lithium metal and by-product lithium chloride in the reactor.Type: GrantFiled: June 7, 1995Date of Patent: June 4, 1996Assignee: FMC CorporationInventors: Conrad W. Kamienski, James A. Schwindeman, B. Troy Dover, Robert C. Morrison
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Patent number: 5464917Abstract: A straight-chain organopolysiloxane represented by the general formula: ##STR1## wherein R.sup.1 represents a monovalent hydrocarbon group, R.sup.2 represents a bivalent organic group, Rf represents a perfluoroalkyl ether group or a perfluoroalkyl group, X represents a hydrogen atom or an organosilyl group, and n is an integer of 15 to 4,000 and having a content of cyclic polysiloxanes with a molecular weight of 3,000 or below of 50 ppm or below. This organopolysiloxane is novel in that the content of cyclic siloxanes with a molecular weight of 3,000 or below is only 50 ppm or below and the organopolysiloxane can obviate contact failure due to volatilization of components or surrounding contamination due to bleeding when used as materials in the field of electricity and electronics or as building materials.Type: GrantFiled: August 1, 1994Date of Patent: November 7, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hirofumi Kishita, Kouichi Yamaguchi, Nobuyuki Kobayashi, Kouichi Ishida
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Patent number: 5420323Abstract: 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: GrantFiled: September 8, 1994Date of Patent: May 30, 1995Assignee: Korea Institute of Science and TechnologyInventors: Il N. Jung, Bok R. Yoo, Bong W. Lee, Mi-Yeon Suk
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Patent number: 5342985Abstract: The invention relates to a process for the metathesis of olefins which comprises reacting an olefin of the formula YCZ.dbd.CZ--(CX.sub.2).sub.n R.sup.2 (II) whereinn is an integer from 1 to 28,X represents H or F,Y represents H or alkyl having from 1 to 10 carbon atoms andZ represents H or a non-aromatic hydrocarbon group having from 1 to 6 carbon atoms and R.sup.2 represents H, alkyl, halogen, COOR.sup.3 or OR.sup.4, wherein R.sup.3 and R.sup.4 represent alkyl having from 1 to 15 carbon atoms or phenyl which is unsubstituted or contains from 1 to 3 substituents or wherein R.sup.4 is trialkylsilyl R.sup.5 Si, wherein R.sup.5 represents alkyl having from 1 to 5 carbon atoms, at a catalyst comprising an oxidic carrier charged with a rhenium compound as defined hereinbefore.Type: GrantFiled: August 20, 1990Date of Patent: August 30, 1994Assignee: Hoechst AGInventors: Wolfgang A. Herrmann, Werner Wagner, Ursula Volkhardt
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Patent number: 5329039Abstract: The novel organosilicon compound of the invention is an alkoxysilane having a silicon-bonded C.sub.8 to C.sub.14 long-chain alkyl group substituted at the .omega.-position by a bromine atom or an amino (C.sub.2-6) alkyl-substituted amino group. Synthetic methods of such compounds are described and several examples of the compounds are given with their characterization data. The inventive compound having, in particular, the amino-alkyl-substituted amino group are useful as a surface-treatment agent of a silica filler as a water-resistant reinforcing filler in molding resin compositions.Type: GrantFiled: April 19, 1993Date of Patent: July 12, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hideyoshi Yanagisawa, Masaaki Yamaya
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Patent number: 5317073Abstract: Novel fluorosilicone hydrides are provided which are useful as intermediates in the preparation of epoxy-functional fluorosilicones having improved cure efficiency at low temperatures and improved resistance to solvents and fuels than analogous non-fluoro-functional epoxy-functional silicones prepared from non-fluoro-functional silicone hydrides.Type: GrantFiled: March 27, 1991Date of Patent: May 31, 1994Assignee: General Electric CompanyInventors: Edwin R. Evans, Edward M. Jeram
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Patent number: 5288891Abstract: A fluoroalkyl group-containing organosilicon oligomer is represented by the following formula (I) or (IV) of: ##STR1## wherein R, R.sub.1, R.sub.2, X and Y each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, n represents an integer of 1 to 3, m.sub.1 and m.sub.3 represent an integer of 1 to 10, m.sub.2 represents an integer of 0 to 10, m.sub.4 represents an integer of 1 to 5 and R.sub.F represents --CF.sub.2).sub.n.sbsb.1 A or ##STR2## where A stands for a hydrogen atom, a fluorine atom or a chlorine atom, n.sub.1 represents an integer of 1 to 10 and n.sub.2 represents an integer of 0 to 8. A surface treating agent contains the oligomer defined by the formula (I) or (IV).Type: GrantFiled: November 14, 1991Date of Patent: February 22, 1994Assignee: Nippon Oil and Fats Co. Ltd.Inventors: Hideo Sawada, Motohiro Mitani, Masaharu Nakayama, Takeo Matsumoto
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Patent number: 5274159Abstract: The present invention provides liquid, destructible fluorinated nonionic surfactants that are water-soluble or dispersible, that are useful as stabilizers for emulsions, and that on curing as a layer on a substrate can provide the substrate with an oil- and water-repellent coating that is free of surfactant, the destructible surfactant comprising a fluorocarbylalkoxysilane having at least one polyfluorinated aliphatic group that is both hydrophobic and oleophobic and at least one, preferably two, polyoxyalkylene or other hydrophilic groups which can be cleaved from the hydrophobe by hydrolysis. More particularly, a fluorocarbylalkoxysilane comprises at least one polyfluorinated aliphatic group and at least one polyoxyalkylene group or other hydrophilic group, said fluorocarbylalkoxysilane being destructible by hydrolysis.Type: GrantFiled: February 18, 1993Date of Patent: December 28, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Mark J. Pellerite, Richard R. M. Jones
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Patent number: 5258536Abstract: Novel (2-methyl-3-chloropropyl)-cyclohexyl-dialkoxysilanes are prepared by reacting a (2-methyl-3-chloropropyl)-cyclohexyldichlorosilane with a corresponding alcohol. The novel compounds are useful for the modification of silicones.Type: GrantFiled: March 10, 1993Date of Patent: November 2, 1993Assignee: Huls AktiengesellschaftInventors: Bernhard Lillig, Claus-Dietrich Seiler