Silicon Reactant Contains At Least One Halogen Atom Bonded To A Carbon Atom Which Carbon Atom Is Not An Acyl Halide Carbon Atom Patents (Class 528/42)
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Patent number: 12129379Abstract: Provided is a curable silicone composition for a release agent which can form a release film having a silicone adhesive with a low release force even when thin and which does not reduce the adhesive strength of the silicone adhesive to other substrates upon releasing the release film. A release film and laminate are also provided. The curable silicone composition comprises: (A) a fluorine-containing organopolysiloxane mixture obtained by mixing the following components (A1) and (A2) at a mass ratio of 1/99 to 45/55: (A1) a fluoro(poly)ether modified organopolysiloxane having at least two alkenyl groups per molecule along with a fluoro(poly)ether-containing organic group; (A2) a fluoroalkyl group-containing organopolysiloxane having at least two alkenyl groups per molecule along with a fluoroalkyl group having 1 to 12 carbon atoms; (B) an organopolysiloxane having at least three silicon atom-bonded hydrogen atoms per molecule; (C) a hydrosilylation reaction catalyst; and (D) an organic solvent.Type: GrantFiled: December 27, 2019Date of Patent: October 29, 2024Assignee: Dow Toray Co., Ltd.Inventors: Michitaka Suto, Tadashi Okawa, Satoshi Onodera, Hidefumi Tanaka, Haruhiko Furukawa
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Patent number: 12129340Abstract: The present invention relates to a procedure in which a functionalized polysiloxane is synthesized in the presence of a platinum catalyst, and halogen-functionalized polysiloxanes obtained according to the procedure. The procedure is defined herein by reacting a) at least one polysiloxane comprising at least one hydrogen atom bonded to a silicon atom; b) at least one heterocyclic compound; and c) at least one halogen-containing compound, wherein the reaction is catalyzed by at least one platinum catalyst. The synthetic pathway is described as a halosilation reaction in which a heterocyclic molecule is ring-opened in the presence of a platinum catalyst and a halogen source, resulting in a formal insertion of the opened heterocycle into the SiH bond. On the final product, the heteroatom of the former heterocycle is bonded to the silicon atom from the former hydrosiloxane moiety while the halogen is bonded to the last carbon atom of the opened chain.Type: GrantFiled: June 1, 2021Date of Patent: October 29, 2024Assignee: Henkel AG & Co. KGaAInventors: Andrea Gutacker, Johann Klein, Annika Dietrich, Esteban Mejia, Therese Hemery
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Patent number: 12122879Abstract: A curable resin composition includes a silicon-containing polymer, hollow silica particles having greater than or equal to two times higher a maximum peak value in a Q4 region than that in a Q3 region, as measured by silicon nuclear magnetic resonance spectroscopy (Si-NMR) analysis. A solvent, a thin film prepared from the composition, and a color conversion panel including the thin film, and a display device including the color conversion panel are also provided.Type: GrantFiled: March 14, 2022Date of Patent: October 22, 2024Assignee: Samsung SDI Co., Ltd.Inventors: Seungeun Lee, Hyun-Joo Seo, Jeehyun Ryu, Donggyoon Seo, Minji So, Dongju Shin, Sungkeun Lee
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Patent number: 12043773Abstract: [Problem] To provide a coating film which is capable of maintaining good water repellency and antifouling properties. [Solution] A photopolymerizable coating composition which contains, as photopolymerizable components, a urethane (meth)acrylate (component (a)) and a photopolymerizable (meth)acrylic compound (component (b)), and which is configured such that: from 1% by weight to 50% by weight (inclusive) of the component (a) and from 50% by weight to 99% by weight (inclusive) of the component (b) relative to the total amount of the photopolymerizable components are mixed; and the component (b) contains a photopolymerizable acrylic compound (component (b1)) which has a structural unit derived from a fluorosilsesquioxane derivative represented by formula (1), a reactive silicone (component (b2)) and a photopolymerizable acrylic compound (component (b3)) which has no urethane unit, no fluorine atom and no Si atom.Type: GrantFiled: May 16, 2019Date of Patent: July 23, 2024Assignee: JNC CORPORATIONInventors: Kyoko Kondo, Akihiro Ezoe
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Patent number: 11987723Abstract: This surface treatment agent can form a water repellent/oil repellent layer having particularly excellent wear durability, weather resistance, and alkali resistance, and contains a fluorinated coating agent composition containing: (A) one or more selected from hydroxy group- or hydrolyzable group-containing silanes and siloxanes modified with a fluorooxyalkylene group-containing polymer, and partial (hydrolyzed) condensates thereof, and (B) a fluorooxyalkylene group-containing polymer-modified polysilazane formed of silazane units modified with a fluorooxyalkylene group-containing polymer, wherein the number-average molecular weight of fluorooxyalkylene group-containing polymer residues in the component (A) is 1,500-10,000, the number-average molecular weight of fluorooxyalkylene group-containing polymer residues in the silazane units modified with the fluorooxyalkylene group-containing polymer in the component (B) is 500-6,000, and the mixed mass ratio between the component (A) and the component (B) is 10:90Type: GrantFiled: February 18, 2019Date of Patent: May 21, 2024Assignee: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Lisa Katayama, Yuji Yamane
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Patent number: 11926708Abstract: A composition is described herein that includes a fluorosilicone, a silicon-based crosslinker, a reinforcement filler, a curing catalyst, a first non-reactive spacer filler, and a second filler comprising one or more silanol groups. Methods of using such a composition are also described.Type: GrantFiled: April 8, 2022Date of Patent: March 12, 2024Assignee: Nusil Technology LLCInventors: Kyle Brian Ford, James Ramies
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Patent number: 11753507Abstract: A curable silicone adhesive composition comprising a heat stable siloxane-imide copolymer is shown and described herein. The composition includes an alkenyl silicone, a silicone hydride based cross linker, hydrosilylation catalyst and additives that is curable at relatively low temperatures and shows good heat stability.Type: GrantFiled: December 23, 2020Date of Patent: September 12, 2023Assignee: Momentive Performance Materials Inc.Inventors: Subrata Mandal, Tetsuo Fujimoto, Vinodh Rajendra, Joseph Zampella, Ramasubramanian Narayanan, Clarissa Miller
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Patent number: 11685702Abstract: Provided is a method for producing (alkyl)arene compounds represented by Formulae 3-1, 3-2, and 3-3 by the Friedel-Crafts alkylation reaction of alkyl halide compounds and arene compounds using organic phosphine compounds as a catalyst.Type: GrantFiled: December 7, 2020Date of Patent: June 27, 2023Assignee: JSI SILICONE CO.Inventors: Il Nam Jung, A Ra Cho, Seung Hwan Kang, Young Min Kim
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Patent number: 11624115Abstract: A syringe or other vessel having a substrate surface coated by PECVD is provided. The PECVD coating is made by generating plasma from a gaseous reactant comprising an organosilicon precursor and optionally O2. The lubricity, hydrophobicity and/or barrier properties of the coating are set by setting the ratio of the O2 to the organosilicon precursor in the gaseous reactant, and/or by setting the electric power used for generating the plasma. In particular, a lubricity coating made by said method is provided. Vessels coated by said method and the use of such vessels protecting a compound or composition contained or received in said coated vessel against mechanical and/or chemical effects of the surface of the uncoated vessel material are also provided.Type: GrantFiled: July 22, 2019Date of Patent: April 11, 2023Assignee: SIO2 Medical Products, Inc.Inventors: John T. Felts, Thomas E. Fisk, Robert S. Abrams, John Ferguson, Jonathan R. Freedman, Robert J. Pangborn, Peter J. Sagona
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Patent number: 11515454Abstract: The invention relates to a method for producing a conversion element for an optoelectronic component comprising the steps of: A) Producing a first layer, for that purpose: A1) Providing a polysiloxane precursor material, which is liquid, A2) Mixing a phosphor to the polysiloxane precursor material, wherein the phosphor is suitable for conversion of radiation, A3) Curing the arrangement produced under step A2) to produce a first layer having a phosphor mixed in a cured polysiloxane material, which comprises a three-dimensional crosslinking network based primarily on T-units, where the ratio of T-units to all units is greater than 80%, B) Producing a phosphor-free second layer, for that purpose: B1) Providing the polysiloxane precursor material, which is liquid, B2) Mixing a filler to the polysiloxane precursor material, wherein the filler is in a cured and powdered form, wherein the filler has a refractive index, which is equal to the refractive index of the cured polysiloxane material, B3) Curing the arrangemType: GrantFiled: June 23, 2020Date of Patent: November 29, 2022Assignee: OSRAM Opto Semiconductors GmbHInventors: Alan Piquette, Adam Scotch, Maxim N. Tchoul, Gertrud Kraeuter
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Patent number: 11208529Abstract: To provide a fluorinated ether compound capable of forming a surface layer excellent in fingerprint stain removability and abrasion resistance as before and more excellent in light resistance than ever. A fluorinated ether compound represented by A1—O—(Rf1O)m—A2, wherein A1 is a perfluoroalkyl group or the like, A2 is —Q1[—C(R11)b(R12)3?b]a or the like, Rf1 is a fluoroalkylene group, m is from 2 to 500, Q1 is a a+1 valent organic group, R11 is —Q2—Si(R21)c(R22)d(R23)e, R12 is a hydrogen atom, a halogen atom or the like, a is an integer of from 1 to 3, b is 2 or 3, Q2 is a single bond or a bivalent organic group, R21 is —Q3—Si(R31)3?g(R32)g, R22 is an alkyl group, R23 is a hydrolyzable group or a hydroxy group, c, d and e are from 0 to 3, c+d+e is 3, c in at last one R11 among a plurality of R11 is 2 or 3, Q3 is a bivalent organic group, R31 is an alkyl group, R32 is a hydrolyzable group or a hydroxy group, and g is from 1 to 3.Type: GrantFiled: April 2, 2020Date of Patent: December 28, 2021Assignee: AGC Inc.Inventors: Yutaka Furukawa, Taiki Hoshino, Keigo Matsuura, Makoto Uno, Eiichiro Anraku
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Patent number: 10563070Abstract: A perfluoro(poly)ether group containing silane compound represented by the formula (1a) or the formula (1b): A-Rf—X—SiQkY3-k??(1a) Y3-kQkSi—X—Rf—X—SiQkY3-k??(1b) as defined herein. Also disclosed is a process for producing the compound, a surface-treating agent containing the compound, a pellet containing the surface-treating agent and an optical member including a base material and a layer formed on a surface of the base material from the compound.Type: GrantFiled: October 31, 2013Date of Patent: February 18, 2020Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Hisashi Mitsuhashi, Takashi Nomura, Akinari Sugiyama
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Patent number: 9975993Abstract: A perfluoro(poly)ether group containing silane compound of the formula (1): (Rf-PFPE)?-X—(SiQkY3-k)???(1) wherein Rf, PFPE, X, Y, Q, k, ? and ? are as defined herein, and which is able to from a layer having water-repellency, oil-repellency and antifouling property as well as high surface slip property and high friction durability.Type: GrantFiled: March 31, 2015Date of Patent: May 22, 2018Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Hisashi Mitsuhashi, Takashi Nomura
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Patent number: 9649834Abstract: This disclosure is directed to a material composition that may be usable as a surface component in a plate design for use in variable data digital lithographic image forming devices. The disclosed material composition incorporates infra-red (IR) absorbing filler materials, including carbon black filler material particles in a fluorosilicone polymer or elastomer. The inclusion of the disclosed carbon black material compositions promotes precise heating in a patterning step for a layer of dampening fluid while minimizing harmful byproduct emissions including emissions of trifluoropropionaldehyde (TFPA) resulting from localized heating of a principally fluorosilicone imaging layer. The disclosed homogeneously-dispersed carbon black particles are particularly usable for improving operational characteristics of fluorosilocone-based reimageable surface layers of imaging members employed in the variable data digital lithographic image forming devices.Type: GrantFiled: June 25, 2016Date of Patent: May 16, 2017Assignee: Xerox CorporationInventors: David J. Gervasi, Santokh S. Badesha, Mandakini Kanungo
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Patent number: 9175177Abstract: There is provided a polyester coating composition having excellent action of preventing deposition of outdoor stain and stain caused by rainfall, being capable of extending a period of time (pot life) from the mixing to the coating, and comprising (A) a polyester resin, (B) one or more of fluorine-containing organosilicon compounds having a fluorine content of 5 to 30% by mass, (C) one or more of aliphatic hydrocarbon compounds having hydroxyl group and 1 to 10 carbon atoms, in which a part of hydrogen atoms bonded to carbon atom may be substituted by fluorine atoms and/or one or more of alkoxy compounds having 2 to 10 carbon atoms, in which a part of hydrogen atoms bonded to carbon atom may be substituted by fluorine atoms, and (D) an organic solvent.Type: GrantFiled: January 18, 2008Date of Patent: November 3, 2015Assignees: DAIKIN INDUSTRIES, LTD., DOW CORNING CORPORATIONInventors: Masaru Nagato, Masahiko Maeda, Tetsuya Masutani, Satoshi Onodera, Eiji Kitaura, Motoshi Sasaki, Peter Cheshire Hupfield
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Patent number: 9012025Abstract: The present teachings disclose a fuser member comprising a substrate, a functional layer disposed on the substrate and an outer layer disposed on the functional layer. The outer layer comprises a cross-linked perfluorinated polyether.Type: GrantFiled: April 5, 2012Date of Patent: April 21, 2015Assignee: Xerox CorporationInventors: Brynn M. Dooley, Yu Qi, Carolyn P. Moorlag, Qi Zhang, Nan-Xing Hu
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Patent number: 9012589Abstract: The invention relates to a compound of following formula (I): the preparation method thereof and the use of same.Type: GrantFiled: March 31, 2010Date of Patent: April 21, 2015Assignee: ChrysoInventors: Philippe Maitrasse, Bruno Pellerin, Frederic Leising, Loic Lemiegre, Nicolas Noiret, Nathanael Olivi
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Patent number: 8968459Abstract: A durable superhydrophobic coating, which coating has the ability to self-heal, similar to the regeneration function observed in biological systems. The coating composition comprises the reaction products of at least one fluorine-containing silane compound (A), at least one hydrolysable compound (B), at least one polysiloxane compound (C), at least one relatively large-sized ceramic particle (I), at least one nano-sized ceramic particle (II) and at least one solvent.Type: GrantFiled: December 11, 2013Date of Patent: March 3, 2015Assignee: NEI CorporationInventor: Jiong Liu
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Patent number: 8957165Abstract: An addition-curable silicone composition that provides a cured product having a particularly high transparency, an excellent light extraction efficiency and a favorable strength characteristic by subjecting the cured product to a lower refractive index by using a specific composition. The present invention was accomplished by an addition-curable silicone composition, including at least: (A) a linear organopolysiloxane having 2 or more aliphatic unsaturated groups bonded to a silicon atom and 1 or more CF3—(CF2)y—(CH2)z— groups bonded to a silicon atom in one molecule; (B) an organopolysiloxane having 2 or more aliphatic unsaturated groups bonded to a silicon atom and 1 or more CF3—(CF2)y—(CH2)z— groups bonded to a silicon atom in one molecule and having a branch structure of a siloxane unit represented by an SiO4/2 and/or an RSiO3/2; (C) an organosilicon compound represented by the following general formula (1); and (D) a platinum group metal-based catalyst.Type: GrantFiled: December 3, 2013Date of Patent: February 17, 2015Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Mitsuhiro Iwata, Toshiyuki Ozai, Yukito Kobayashi
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Patent number: 8937144Abstract: There is provided an elastic member including a surface resin layer including a crosslinked product of a dimethyl silicone compound having a reactive group and a fluoroalkyl compound having a reactive group.Type: GrantFiled: March 11, 2013Date of Patent: January 20, 2015Assignee: Fuji Xerox Co., Ltd.Inventors: Hiroshi Saegusa, Tomoko Miyahara, Hisae Yoshizawa, Kaoru Torikoshi
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Patent number: 8883952Abstract: Disclosed is a silicon containing compound represented by Formula 1 which has high optical anisotropy and high compatibility with a polymer resin. Also, a resin composition including the compound and a polymer resin, and an optical member including the resin composition are disclosed. Since the silicon containing compound represented by Formula 1 has high compatibility with a polymer resin and high optical anisotropy, in the case of an optical member obtained by using a polymer resin composition including the silicon containing compound, there is no phase separation, and it is possible to achieve a required optical characteristic with only a small amount thereof.Type: GrantFiled: June 4, 2008Date of Patent: November 11, 2014Assignee: LG Chem, Ltd.Inventors: Jaeho Cheong, Minjin Ko, Bumgyu Choi, Kiyoul Lee, YunBong Kim, Myungsun Moon, Daeho Kang
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Patent number: 8841401Abstract: A coating for an ink jet printhead front face, wherein the coating comprises an oleophobic anti-wetting coating having high thermal stability and maintaining good contact and sliding angle performance. In particular, the coating comprises fluorinated silicone.Type: GrantFiled: March 5, 2013Date of Patent: September 23, 2014Assignee: Xerox CorporationInventors: Varun Sambhy, Santokh S Badesha, Mandakini Kanungo, Peter M Gulvin, David J Gervasi
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Patent number: 8816022Abstract: The present invention provides rubber sealing members having an exterior surface adapted to sealingly engage an inner surface of a chamber of a medical device, the exterior surface of the sealing member having a coating thereon prepared from a curable composition including: (a) a first organopolysiloxane having at least two alkenyl groups; and (b) a second organopolysiloxane having at least two pendant hydrogen groups, the second organopolysiloxane being different from the first organopolysiloxane, wherein at least one of the first organopolysiloxane, the second organopolysiloxane or an optional third organopolysiloxane of the curable composition comprises a fluoro group.Type: GrantFiled: October 25, 2013Date of Patent: August 26, 2014Assignee: Becton, Dickinson and CompanyInventors: Xia Zhao, Yongming Liu
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Patent number: 8703866Abstract: A room temperature curable organopolysiloxane composition comprising (A) a diorganopolysiloxane, (B) an alkoxysilane compound and/or a partial hydrolytic condensate thereof, (C) a curing catalyst, and (D) an organic compound having at least one fatty acid ester radical —OC(?O)CH2R3 (wherein R3 is H or a monovalent hydrocarbon radical) and 0, 1 or 2 hydroxyl radicals effectively cures to glass and fluoropolymer-coated aluminum without a need for primer and has storage stability in a sealed package.Type: GrantFiled: November 17, 2009Date of Patent: April 22, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Isao Iwasaki, Tsuneo Kimura
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Patent number: 8703880Abstract: A curable composition that includes (A) a silane compound copolymer that includes a specific repeating unit, (B) a silane coupling agent having a reactive cyclic ether structure, and (C) a curing agent so that the mass ratio “(A):((B)+(C))” of the silane compound copolymer (A) to the silane coupling agent (B) and the curing agent (C) in total is 95:5 to 70:30, a cured product obtained by curing the curable composition, and method for using of the curable composition as an optical device-securing adhesive or an optical device sealing material, are disclosed. The curable composition produces a cured product that does not show coloration (i.e., does not show a deterioration in transparency) even when exposed to high-energy light or subjected to a high temperature, exhibits excellent transparency for a long time, and has high adhesion even at a high temperature.Type: GrantFiled: March 7, 2011Date of Patent: April 22, 2014Assignee: Lintec CorporationInventor: Mikihiro Kashio
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Patent number: 8603638Abstract: The present invention provides rubber sealing members having an exterior surface adapted to sealingly engage an inner surface of a chamber of the medical device, the exterior surface of the sealing member having a coating thereon prepared from a curable composition including: (a) a first organopolysiloxane having at least two alkenyl groups; and (b) a second organopolysiloxane having at least two pendant hydrogen groups, the second organopolysiloxane being different from the first organopolysiloxane, wherein at least one of the first organopolysiloxane, the second organopolysiloxane or an optional third organopolysiloxane of the curable composition comprises a fluoro group.Type: GrantFiled: April 8, 2011Date of Patent: December 10, 2013Assignee: Becton, Dickinson and CompanyInventors: Yongming Liu, Xia Zhao
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Publication number: 20130310534Abstract: A method of preparing a diorganodihalosilane, the method comprising the following separate and consecutive steps: (i) treating a preformed metal silicide with a mixture comprising hydrogen gas and a silicon tetrahalide at a temperature from 300 to 1400° C. to form a treated metal silicide, wherein the preformed metal silicide comprises a metal selected from at least one of Ni, Pd, or Pt; and (ii) reacting the treated metal silicide with an organohalide according to the formula RX at a temperature from 250 to 700° C. to form a diorganodihalosilane, wherein R is C1-C10 hydrocarbyl and X is halo.Type: ApplicationFiled: January 20, 2012Publication date: November 21, 2013Applicant: Dow Corning CorporationInventors: Kurt Anderson, Aswini Dash, Charles Hall, Dimitris Katsoulis, Jonathan Wineland
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Patent number: 8551322Abstract: The presently disclosed subject matter relates to sensors for measuring an amount of a gaseous species in a sample. The sensors comprise a gas permeable polysiloxane network membrane, comprising both alkyl and fluorinated alkyl groups. In some embodiments, the polysiloxane network can be formed from the co-condensation of a mixture of an alkylalkoxysilane and a fluorosilane. The presently disclosed subject matter also relates to methods of making the sensors, methods of selectively measuring an amount of a gaseous species, such as nitric oxide, in a sample, and to compositions comprising the polysiloxane networks.Type: GrantFiled: August 24, 2007Date of Patent: October 8, 2013Inventors: Mark H. Schoenfisch, Jae Ho Shin
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Patent number: 8541533Abstract: A fluorine-containing polyfunctional silicon compound represented by the following general formula (I), which is useful as a raw material for materials having high water repellency and excellent scratch resistance and water droplet sliding properties and which can be produced by a production method which is simple and easy and environmentally friendly, is provided. In the formula, Q represents an (n+m)-valent organic group having at least one fluorine atom; each of Rf1 and Rf2 independently represents a fluorine atom, a hydrogen atom or an alkyl group having at least one fluorine atom; R1 represents a hydroxyl group, an isocyanate group or a hydrolyzable group; R2 represents a hydrogen atom or a hydrocarbon group; k represents 0 or 1; n represents an integer of 2 or more; m represents an integer of 0 or more; a represents an integer of from 1 to 6; and b represents an integer of from 1 to 3.Type: GrantFiled: February 12, 2009Date of Patent: September 24, 2013Assignee: FUJIFILM CorporationInventor: Takayuki Ito
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Patent number: 8519078Abstract: A polyether-modified polysiloxane containing a perfluoropolyether group and its production method are provided. The polysiloxane has both the properties of a perfluoropolyether and the properties of a polyether-modified silicone, and it also has high affinity for organic solvents as well as coating compositions, cosmetics, and various coating materials. The polysiloxane is represented by the following general formula (1): wherein Rf is a perfluoroalkyl group; X is fluorine atom or trifluoromethyl group; Q is a divalent organic group, R is hydrogen atom, an alkyl group, or acyl group; R1 and R2 are an alkyl group, aryl group, or an aralkyl group; a, b, c, d are 0 to 200; a+b+c+d is at least 1; e is 0 or 1; p and q are 0 to 50 with the proviso that p+q is at least 2; and k is 1 to 3.Type: GrantFiled: June 27, 2011Date of Patent: August 27, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiromasa Yamaguchi, Yasunori Sakano
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Patent number: 8507044Abstract: A molding material includes a polyorganosiloxane compound having a ladder structure including a repeating unit shown by the following formula (I) in the molecule as a main component, a sealing material includes the molding material, and a sealed optical device includes an optical device that is sealed with a cured product of the sealing material. The molding material produces a cured product that exhibits excellent transparency and heat resistance for a long time. wherein A represents a single bond or a linking group, R1 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, X0 represents a halogen atom, a haloalkyl group having 1 to 10 carbon atoms, or a cyano group, R2 represents a substituted or unsubstituted phenyl group, an alkyl group having 1 to 20 carbon atoms which may have a substituent (excluding a halogen atom and a cyano group), or an alkenyl group having 2 to 20 carbon atoms, and l, m, and n are arbitrary positive numbers, provided that l and n are not 0 at the same time.Type: GrantFiled: December 24, 2008Date of Patent: August 13, 2013Assignee: Lintec CorporationInventors: Mikihiro Kashio, Takashi Tamada, Naohumi Izumi
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Patent number: 8492487Abstract: A thermosetting fluoropolyether adhesive composition is provided. This composition cures at lower than 100° C., and the cured product exhibits good adhesion to various substrates and excellent adhesion durability at a temperature of up to 150° C. A method for adhering the composition to the substrate is also provided.Type: GrantFiled: November 10, 2011Date of Patent: July 23, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hidenori Koshikawa, Mikio Shiono
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Patent number: 8440777Abstract: A fluoropolyether adhesive composition comprising (A) a linear polyfluoro compound having at least two alkenyl groups and a perfluoropolyether structure in its main chain, (B) a fluorinated organohydrogensiloxane containing at least two SiH groups, but not alkoxy and epoxy groups, (C) a platinum group metal-based catalyst, (D) an organosilicon compound having at least one silicon-bonded alkoxy group, and (E) a hydrolytic catalyst can be cured to metal and plastic substrates through addition reaction.Type: GrantFiled: January 14, 2011Date of Patent: May 14, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hidenori Koshikawa, Mikio Shiono
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Patent number: 8420763Abstract: An object of the present invention is to provide a fluorooxyalkylene group-containing polymer composition, which yields a coating having excellent adhesior to a substrate, good water- and oil-repellency, a low dynamic friction coefficient, good releasing property, good abrasion resistance and good stain resistance, and to provide a surface treatment agent comprising the same. The present inventors have found that a composition comprising a fluorooxyalkylene group-containing polymer having a fluorinated group and a hydrolyzable group at each terminal and a fluorooxyalkylene group-containing polymer having hydrolyzable groups at both terminals can form a coating which has excellent water- and oil-repellency, a low dynamic friction coefficient, good releasing property, good abrasion resistance, and good stain resistance.Type: GrantFiled: October 26, 2010Date of Patent: April 16, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yuji Yamane, Noriyuki Koike, Hirofumi Kishita, Koichi Yamaguchi
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Patent number: 8415016Abstract: Hydrophobic treatment composition comprising one or more compounds, as a mixture, corresponding to the formula in which at least one R is a CaF2a+1 group, a being an integer, it being possible for another R to be an SiX3-bRC1b group, b being 0, 1 or 2 X being a hydrolysable group, such as alkoxy, hydroxyl or halo R1 being a hydrocarbon group, such as lower alkyl S is a hydrogen atom, an OH group, an alkyl group, in particular a lower alkyl group, such as CH3, or an OSiR2R3R4 group, R2, R3 and R4 being identical or different and consisting in particular of one of the abovementioned groups carried by an Si atom, such as (CH2)2—R, a hydrogen atom, an alkyl group or OSIR2R3R4, n is an integer?1, the total number of Si atoms not exceeding 20. Process for treatment by this composition. Hydrophobic glass substrate thus obtained and its application, in particular as glazing.Type: GrantFiled: July 10, 2007Date of Patent: April 9, 2013Assignee: Saint-Gobain Glass FranceInventors: Arnaud Huignard, Khalid Lahlil, Sandrine Ithurria, Thierry Gacoin, Jean-Pierre Boilot
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Publication number: 20120322967Abstract: To provide a fixing member, which contains an outermost layer formed of an elastic material, where the fixing member is used in a process for fixing a toner image on a recording medium by heating, and the outermost layer has peel strength of 20 N/cm2 or lower.Type: ApplicationFiled: June 20, 2012Publication date: December 20, 2012Inventors: Tsuneaki KONDOH, Junichiro Natori, Tomoaki Sugawara
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Patent number: 8293354Abstract: Radiation-curable silsesquioxane resin materials are employed for micro- and nanolithography. The resin materials can include a radiation-curable silsesquioxane resin and a photo-initiator having low viscosity. The low viscosity of the liquid system allows imprinting with low pressure and low temperature; e.g. room temperature. The resist's dry etching resistance is increased and the cured film is more easily separated from the mask. Due to its high modulus after cure, the material allows the fabrication of micro- and nano-features having high aspect ratios while providing a high throughput. Various pattern sizes, for example, ranging from tens of microns to as small as a few nanometers, may be achieved with the UV-curable material system.Type: GrantFiled: April 9, 2009Date of Patent: October 23, 2012Assignee: The Regents of The University of MichiganInventors: Peng-Fei Fu, Lingjie Jay Guo
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Patent number: 8273811Abstract: A coating material composite, comprising containing: a silane compound represented by the general formula (A); and an epoxy group-containing organic compound containing one or more epoxy groups in each molecule; wherein the silane compound has a content of 60 to 97% by weight relative to a total amount of resin components; and wherein the epoxy group-containing organic compound has a content of 3 to 10% by weight relative to the total amount of resin components; XmR13?mSi—Y—SiR13?mXm??(A) [R1 is a monovalent hydrocarbon group having a carbon number of 1 to 6; Y is a divalent organic group containing one or more fluorine atoms; X is a hydrolytic group; and m is an integer of 1 to 3]. The coating formed by such a coating material composite is capable of keeping a higher anticrack property even upon exposure to high-temperature.Type: GrantFiled: February 28, 2006Date of Patent: September 25, 2012Assignee: Panasonic CorporationInventors: Akira Tsujimoto, Ryozo Fukuzaki, Takeyuki Yamaki, Hiroshi Yokogawa
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Patent number: 8263222Abstract: 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: GrantFiled: September 17, 2010Date of Patent: September 11, 2012Assignee: Takemoto Yushi Kabushiki KaishaInventors: Fumiyoshi Ishikawa, Mamoru Yasui, Chiaki Saito
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Patent number: 8211544Abstract: A surface modifier comprising an organosilicone compound represented by General Formula (A) and/or General Formula (B): F—(CF2)q—(OC3F6)m—(OC2F4)n—(OCF2)o(CH2)pX(CH2)rSi(X?)3-a(R1)a (A) and F—(CF2)q—(OC3F6)m—(OC2F4)n—(OCF2)o(CH2)pX(CH2)r(X?)2-a(R1)aSiO(F—(CF2)q—(OC3F6)m—(OC2F4)n—(OCF2)o(CH2)pX(CH2)r(X?)1-a(R1)aSiO)zF—(CF2)q—(OC3F6)m—(OC2F4)n—(OCF2)o(CH2)pX(CH2)r(X?)2-a(R1)aSi (B) wherein q is an integer from 1 to 3; m, n, and o are independently integers from 0 to 200; p is 1 or 2; X is O or a bivalent organic group; r is an integer from 2 to 20; R1 is a C1-22 linear or branched hydrocarbon group; a is an integer from 0 to 2; X? is hydrolysable group; and z is an integer from 0 to 10 when a is 0 or 1.Type: GrantFiled: March 30, 2006Date of Patent: July 3, 2012Assignees: Daikin Industries, Ltd., Dow Corning CorporationInventors: Yasuo Itami, Tetsuya Masutani, Peter C. Hupfield, Don Lee Kleyer
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Patent number: 8142896Abstract: The invention relates to an optical article, for example, an ophthalmic lens, comprising at least one multilayer anti-reflective coating on a transparent substrate made from organic or mineral glass. Said coating comprises successively and starting at the substrate, a layer of material with high refractive index (HI), made from a hybrid organic/inorganic matrix within which are dispersed particles of mineral oxide or chalcogenide with a diameter of 2 to 50 nm and a layer of material with low refractive index (BI), obtained by hardening of a composition comprising at least one silane precursor (I) with 4 hydrolysable groups and at least one fluorosilane precursor (II), said second composition comprising at least 10% in mass of fluorine in a theoretical dry extract and with a molar ratio I/I+II greater than 80%.Type: GrantFiled: June 23, 2009Date of Patent: March 27, 2012Assignee: Essilor International (Compagnie Generale d'Optique)Inventors: John Biteau, Myriam Fanayar, Nathalie Massart, Dominique Rychel
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Patent number: 8143359Abstract: The purpose of the present invention is to provide an organic silicon compound which has a vinyl group more reactive than those of the conventional organic silicon compounds and can be bonded with another compound. The present organic silicon compound is represented by the following formula (1), wherein R1 is, independently of each other, a vinyl group or an alkyl group having 1 to 4 carbon atoms, R2 is an alkylene group having 3 to 6 carbon atoms, and R3 is, independently of each other, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms and optionally substituted with one or more fluorine atoms.Type: GrantFiled: November 18, 2009Date of Patent: March 27, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Noriyuki Koike, Takashi Matsuda, Hirofumi Kishita
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Patent number: 8138274Abstract: Fluorosilicon polymers are disclosed that are prepared by a process comprising reacting a) iodinated oligomers having copolymerized units of perfluoro(methyl vinyl ether) and vinylidene fluoride or tetrafluoroethylene that contain 40-90 mole percent copolymerized units of vinylidene fluoride or tetrafluoroethylene and 10-60 mole percent copolymerized units of perfluoro(methyl vinyl ether), said oligomers having two functional endgroups and having a number average molecular weight between 1000 and 25,000 with b) a methoxyvinyl silane or an ethoxyvinyl silane to form a silicon-containing polymeric adduct that is further reacted with an acid to form a crosslinked fluorinated polymer.Type: GrantFiled: December 8, 2009Date of Patent: March 20, 2012Assignees: Dupont Performance Elastomers LLCInventors: Ming-Hong Hung, Bruno Ameduri
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Patent number: 8124690Abstract: A moisture curable polymer and a curable composition having superior curability are provided. A polymer having a silicon group represented by the general formula: —SiFaR1bZc (wherein, R1 represents any one of a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, or an organosiloxy group represented by R23SiO— (R2 is each independently, a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms). Z is a hydroxyl group or a hydrolyzable group other than fluorine. a is any one of 1, 2, or 3; b is any one of 0, 1, or 2; c is any one of 0, 1, or 2; and a+b+c is 3. When b or c is 2, two R1 or two Z may be each the same or different) and a curable composition including this polymer, and a sealant and an adhesive in which the curable composition is used.Type: GrantFiled: August 23, 2007Date of Patent: February 28, 2012Assignee: Kaneka CorporationInventors: Katsuyu Wakabayashi, Taisuke Sasaki
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Patent number: 8119760Abstract: Perfluoropolyether compositions are provided comprising: (A) a linear perfluoropolyether compound containing at least two alkenyl groups, having a perfluoropolyether structure comprising recurring units —CaF2aO— in its backbone, and having a molecular weight of 10,000 to 100,000; (B) an organosilicon compound containing at least two silicon atom-bonded hydrogen atoms; (C) a reinforcing filler; (D) a hydrosilylation catalyst; and (E) a polyfluoromonoalkenyl compound containing one alkenyl group and having a perfluoropolyether structure in its backbone. The compositions cure into rubber or gel products having improved acid resistance.Type: GrantFiled: May 19, 2009Date of Patent: February 21, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kenichi Fukuda, Mikio Shiono, Hirofumi Kishita
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Patent number: 8084135Abstract: A composition and composite article have improved adherence with an addition-curable material. The composition and therefore the composite article, which includes at least one substrate formed from the composition, include a resin and an additive that is incorporated into the resin. The resin is organic and polymeric and free of ethylenically unsaturated and silicon hydride functional groups. The additive is selected from the group of a fluorine-substituted organopolysiloxane, an amino-functional organopolysiloxane, an unsaturated carboxylic acid or carboxylic acid salt, and combinations thereof. Further, the additive includes a hydrosilylation reactive group present at a surface of the substrate for reaction with the addition-curable material. This improves adherence of the substrate with the addition-curable material. The substrate and the addition-curable material bond together to make the composition article.Type: GrantFiled: November 12, 2010Date of Patent: December 27, 2011Assignee: Dow Corning CorporationInventors: Dongchan Ahn, Nick Evan Shepard, Harold Christian Fowler, Kevin Louis Nichols, John Matthew Warakomski
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Patent number: 8076437Abstract: A light-emitting device is provided which uses an encapsulant material made from a polymer having a high relative light output. The light-emitting device includes a light-emitting element and a member sealing the light-emitting element. The encapsulant material has one or more than two kinds of units given by the following formula (1) and a refractive index of 1.55 or more. where R is a hydrogen atom, alkyl group or phenyl group, Y is an alkyl group of which the carbon number is 1 to 6 or an alkyloxy group of which the carbon number is 1 to 6 and Z is an aromatic compound that meets predetermined requirements.Type: GrantFiled: June 9, 2008Date of Patent: December 13, 2011Assignee: Sony Chemical & Information Device CorporationInventors: Kouki Hatsuda, Hiroshi Samukawa, Katsuhiko Komuro
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Patent number: 8058381Abstract: A liquid curable fluorosilicone composition having improved defoamability is provided. The composition comprises (A) an organopolysiloxane having a viscosity at 25° C. of 100 to 500,000 mPa·s and represented by the following formula: (CF3CH2CH2)aRbSiO(4-a-b)/2 wherein R is a monovalent hydrocarbon group with the proviso that at least 0.001% by mole of the hydrocarbon group is an alkenyl group, a is 0.1 to 1.0, b is 2.5 to 1.0, and a+b is 1.8 to 3.0, (B) an organohydrogenpolysiloxane containing at least two hydrogen atoms bonded to the silicon atom in a molecule, (C) an addition catalyst, and (D) a diorganopolysiloxane having a viscosity at 25° C. of 1 to 10,000 mPa·s which does not comprise trifluoropropyl group but comprises dimethylsiloxane unit.Type: GrantFiled: March 11, 2010Date of Patent: November 15, 2011Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Masayuki Ikeno
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Patent number: 8057907Abstract: An optical film, which comprises: a support; and a layer containing an electrically-conductive particulate material, in which an interior of the electrically-conductive particulate material is porous or hollow, wherein the optical film comprises a fluorine-containing silane compound.Type: GrantFiled: March 1, 2007Date of Patent: November 15, 2011Assignee: FUJIFILM CorporationInventors: Hiroyuki Yoneyama, Yasuhiro Okamoto
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Patent number: RE44683Abstract: The invention provides branched copolymers as precursors for preparing silicon carbide (SiC) ceramics represented by the general formulae: [Si(˜)RC(˜)H]xn[SiR1R2CH2]yn,??Formula Type-I wherein n is the degree of polymerization, 0.1?x<0.8, 0.2?y<0.9 and x+y=1; and R=methyl or H, R1 and R2 are randomly composed of hydrogen (H), allyl, methyl (Me), phenyl (Ph), propargyl or vinyl. Another branched copolymer is represented by the general formula: [Si(˜)RC(˜)H]xn[SiR1R2CH2]yn[SiR3R4CH2]zn??Formula Type-II wherein n is the degree of polymerization, 0.1?x<0.8, 0?y<0.8, 0.2?z<0.8 and x+y+z=1; and R=methyl or H, R1 and R2 are randomly composed of hydrogen (H), methyl (Me) and phenyl; R3 and R4 are randomly composed of H, allyl, methyl, phenyl (Ph), propargyl, and vinyl. The invention also provides methods for the preparation of such branched copolymers.Type: GrantFiled: May 7, 2012Date of Patent: December 31, 2013Assignee: Starfire Systems Inc.Inventor: Qionghua Shen