Reactant Contains A Fluorine Atom Patents (Class 528/70)
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Patent number: 11708664Abstract: A synthetic leather comprising a substrate, a skin layer that is disposed on one main surface of the substrate, and an anti-stain layer that is disposed to cover the skin layer. The anti-stain layer contains a base resin that comprises silicon and a unit derived from a compound that has a urethane bond. In the anti-stain layer, a fluorine atom/silicon atom atomic ratio, which is a proportion of a fluorine atom to the silicon atom, is 0.01 or less. A first color difference ?E1* between before and after a stain adhesion test performed on the synthetic leather rubbed under a specific condition is 5 or less.Type: GrantFiled: October 29, 2019Date of Patent: July 25, 2023Assignee: Seiren Co., Ltd.Inventor: Yusuke Wanibuchi
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Patent number: 11066517Abstract: Processes for producing a fluorinated ether compound are provided by which fluorinated ether compound capable of imparting excellent water/oil repellency, to a substrate surface or a hard coat layer can be easily produced in high yield. A process comprising reacting Rf(CF2)a—CF2OC(?O)Rf4 or Rf(CF2)a—C(?O)X1 with HN(—R1CH?CH2)2 to obtain Rf(CF2)a—C(?O)N(—R1CH2?CH2)2 and a process comprising obtaining the above product and reacting the product with HSiR2nL3-n to obtain Rf(CF2)a—C(?O)N(—R1CH2CH2SiR2nL3-n)2 wherein Rf is a linear polyfluoroalkyl group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms, Rf4 is a C1-30 perfluoroalkyl group or the like, X1 is a halogen atom, R1 is an alkylene group, a is an integer of from 1 to 5, R2 is a monovalent hydrocarbon group, L is a hydrolyzable group, and n is an integer of from 0 to 2.Type: GrantFiled: February 22, 2019Date of Patent: July 20, 2021Assignee: AGC Inc.Inventors: Taiki Hoshino, Motoshi Aoyama, Kiyotaka Takao
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Patent number: 10562989Abstract: A fluorine-containing boric acid PVB composite comprising a condensate of a fluorine-containing alcohol, boric acid and polyvinyl butyral, wherein the fluorine-containing alcohol is represented by the general formula: Rf(A-OH)k wherein k is 1 or 2; when k is 1, Rf is a perfluoroalkyl group having 6 or less carbon atoms, a polyfluoroalkyl group in which some of the fluorine atom or atoms of the perfluoroalkyl group are replaced by hydrogen atom or atoms, a polyfluoroalkyl group containing a terminal perfluoroalkyl group having 6 or less carbon atoms and a perfluoroalkylene group having 6 or less carbon atoms, or a linear or branched, perfluoroalkyl group containing a terminal perfluoroalkyl group having 6 or less carbon atoms, a perfluoroalkylene group having 6 or less carbon atoms and ether bonds; when k is 2, Rf is a linear or branched, perfluoroalkylene group or polyfluoroalkylene group, containing a perfluoroalkylene group having 6 or less carbon atoms and ether bonds; and A is an alkylene group havingType: GrantFiled: March 10, 2016Date of Patent: February 18, 2020Assignees: Unimatec Co., Ltd., Hirosaki UniversityInventors: Takeshi Fukushima, Katsuyuki Sato, Hideo Sawada
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Patent number: 10465091Abstract: Durable icephobic materials form anti-ice coatings on a variety of substrates, including for aircraft, powerlines, vehicles, marine structures, communications towers, outdoor equipment, and the like. The icephobic may comprise an elastomeric polymer with a low crosslink density (e.g., ?1,300 mol/m3) and low initial ice adhesion strength (e.g., ?ice?100 kPa prior to exposure to icing conditions). Further, the icephobic material maintains ?ice after 10 icing/deicing cycles that is ?50% of the initial ?ice Introducing optional miscible liquids enhances interfacial slippage of chains in the elastomeric polymer. The low ?ice levels minimize ice buildup and eliminate necessary work to remove any accumulated ice via passive removal during normal operation. Other icephobic materials include linear polymers with plasticizers distributed therein or PDMS-silane coatings, both of which are free of any layers of surface liquids. Methods of making such icephobic materials are also provided.Type: GrantFiled: April 27, 2016Date of Patent: November 5, 2019Assignee: THE REGENTS OF THE UNIVERSITY OF MICHIGANInventors: Anish Tuteja, Kevin Golovin
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Patent number: 9316579Abstract: An optical sensor comprising a waveguide having a sensing layer which is molecularly imprinted such that it will receive and retain target entities to be sensed, the optical sensor further comprising a detection apparatus arranged to detect a change of an optical property of the waveguide which occurs when the target entities are received and retained in the sensing layer.Type: GrantFiled: November 10, 2010Date of Patent: April 19, 2016Assignee: EMD MILLIPORE CORPORATIONInventors: Nicholas John Goddard, Paul Taylor
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Patent number: 9216558Abstract: The invention relates to a process for bonding a silicone or silicone based material to a polyurethane and use of the bonded silicone-polyurethane in the manufacture of biomaterials, devices, articles or implants, in particular long term implantable medical devices in the fields of cardiology, orthopaedics, plastic surgery and gastroenterology. The process involves the steps of (a) flame treating a surface of the silicone or silicone based material and (b) bonding the polyurethane to the flame treated surface of the silicone or silicone based material.Type: GrantFiled: April 26, 2012Date of Patent: December 22, 2015Assignee: Aortech International plcInventor: Ajay D. Padsalgikar
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Patent number: 9206376Abstract: A galling-resistant threaded tubular component for drilling or operating hydrocarbon wells and a process for coating the component. The tubular component includes at one of its ends a threaded zone produced on its external or internal peripheral surface depending on whether the threaded end is male or female in type, at least a portion of the end being coated with a dry film including a fluorourethane matrix.Type: GrantFiled: December 10, 2010Date of Patent: December 8, 2015Assignees: VALLOUREC OIL AND GAS FRANCE, SUMITOMO METAL INDUSTRIES, Ltd.Inventors: Eliette Pinel, Eric Gard, Mikael Petit, Mohamed Gouider
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Patent number: 9139684Abstract: A compound having the formula: X?N+(CH3)(CH2CH2OH)2[(CH2)n—COO—R1] and a polymer having the repeat unit: X?{—OCH2CH2—N+(CH3)[(CH2)n—CO—Y]—CH2CH2O—CO—NH—R2—NH—CO—}. R1 is an ester protecting group, R2 is an organic group, X is a halide, and n is a positive integer. Each Y is O?Z+ or O—R1, where Z+ is a cation from an aqueous base. A method of reacting N-methyldiethanolamine with an ?-halo-n-alkanoate ester to form the above compound.Type: GrantFiled: March 4, 2013Date of Patent: September 22, 2015Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Peter N. Coneski, James H Wynne
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Patent number: 8907046Abstract: Copolymers containing at least one perfluoropolyether segment and multiple aminooxalylamino groups are described. Methods of making the copolymers are also described. The copolymers can be prepared by reacting an oxalylamino-containing compound and an amine compound having at least two primary amino groups, at least two secondary amino groups, or at least one primary amino group plus at least one secondary amino group.Type: GrantFiled: December 22, 2010Date of Patent: December 9, 2014Assignee: 3M Innovative Properties CompanyInventors: Suresh S. Iyer, Miguel A. Guerra, Richard G. Hansen, David S. Hays, Ramesh C. Kumar, George G. I. Moore, Yu Yang
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Patent number: 8889230Abstract: A fluorochemical derived from monomers with a side chain, wherein the side chain includes a perfluoroalkyl group with 1-6 carbon atoms and a hydrocarbon spacer group attached to the perfluoroalkyl group, wherein the spacer group has 15-50 carbon atoms. The perfluoroalkyl group is non-crystallizable at room temperature and the spacer group is crystallizable at room temperature.Type: GrantFiled: August 17, 2007Date of Patent: November 18, 2014Assignee: 3M Innovative Properties CompanyInventors: Richard M. Flynn, Michael A. Yandrasits
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Publication number: 20140329715Abstract: The present invention relates to the provision of polymers that are selected to have either; surface properties that allow protozoa, in particular Cryptosporidium and Giardia, to bind to the polymer; or have surface properties that are repellent to the binding of these protozoa. Methods for identifying suitable polymers are provided. Products comprising, consisting of or coated with the polymers of the present invention are also provided, as well as methods of treating or monitoring water employing polymers of the present invention.Type: ApplicationFiled: November 29, 2012Publication date: November 6, 2014Inventors: Helen Bridle, Mark Bradley, Mei Wu
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Patent number: 8865843Abstract: The present disclosure is directed to a sag control agent comprising a reaction product of an isocyanate and a fluorinated amine. This disclosure is further directed to a coating composition comprising the sag control agent. This disclosure is also directed to a process of forming a sag-free coating layer on a substrate.Type: GrantFiled: September 16, 2010Date of Patent: October 21, 2014Assignee: Axalta Coating Systems IP Co., LLCInventors: Rajesh Gopalan Saliya, Ayumu Yokoyama, Sheau-Hwa Ma, Axel Hans-Joachim Herzog
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Patent number: 8835593Abstract: Dry-to-the-touch compositions containing a curable polymeric matrix and a curable anaerobic composition present within the polymeric matrix are disclosed. In a particularly desirable form, the compositions are moisture curable. The compositions are non-flowable at high temperatures and have an improved solvent resistance once cured.Type: GrantFiled: September 18, 2009Date of Patent: September 16, 2014Assignee: Henkel US IP LLCInventors: Shabbir Attarwala, Ifeanyi C. Broderick, Qinyan Zhu
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Publication number: 20140256854Abstract: The present invention relates to an active energy ray curable compound (A) comprising: at least one (poly)lactone-containing moiety (a1), at least one fluorine-containing moiety (a3), and at least one further moiety (a2) present between moieties (a1) and (a3). The invention further relates to ways of making such compounds and to their use in providing water-oil repellency properties to a coating composition.Type: ApplicationFiled: October 4, 2012Publication date: September 11, 2014Applicant: Allnex Belgium, S.A.Inventors: Steven Cappelle, Ruben Cleymans, Marcus Lee Hutchins
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Patent number: 8802770Abstract: The present invention discloses a semicrystalline, thermoplastic polyurethane which is comprised of the reaction product of (1) a hydrophobic polyol, (2) a polyisocyanate, and (3) a linear chain extender containing 5 carbon atoms or 7 to 12 carbon atoms; wherein the hydrophobic polyol has a number average molecular weight which is within the range of about 1,000 to about 4,000; wherein the semicrystalline, thermoplastic polyurethane has a weight average molecular weight which is within the range of 50,000 to 1,000,000; and wherein the semicrystalline, thermoplastic polyurethane has a melting point which is within the range of 80° C. to 150° C. This hydrophobic thermoplastic polyurethane offers a unique array of characteristics that are highly desirable for utilization in manufacturing a variety of products. For instance, it can be used in overmolding soft grips onto consumer products, in adhesives, and in protective coatings.Type: GrantFiled: January 21, 2009Date of Patent: August 12, 2014Assignee: Lubrizol Advanced Materials, Inc.Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
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Publication number: 20140170917Abstract: A polyurethane polymer, a synthetic leather including such polymer, and a method of making such polymer, wherein the polyurethane polymer includes the reaction product of components including: a fluorinated mono-functional alcohol comprising a perfluorinated (C4-C6)alkyl group, a perfluorinated (C4-C6)alkylene group, or both; a fluorinated aliphatic diol comprising a perfluorinated (C4-C6)alkyl group, a perfluorinated (C4-C6)alkylene group, or both; a hydrocarbon diol; and a diisocyanate; wherein at least one of the following conditions is met: the total of the fluorinated aliphatic diol and the mono-functional alcohol is less than 2 wt-% of the components forming the polyurethane polymer; or the total fluorine content is less than 1 wt-% of the polyurethane polymer.Type: ApplicationFiled: December 19, 2012Publication date: June 19, 2014Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Chetan P. Jariwala, Wayne W. Fan, Yongshang Lu
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Patent number: 8754183Abstract: To provide a water/oil repellent agent and a water/oil repellent composition which are capable of imparting sufficient water/oil repellency to the surface of an article and which have low environmental impact. One comprising a reaction product obtained by reacting a fluorinated alcohol or amine having a polyfluoroalkyl moiety having at most 6 carbon atoms with a polyisocyanate compound, which is, when applied to an article, capable of imparting sufficient water/oil repellency, while presenting little environmental impact. When applied to an article, the water/oil repellent composition of the present invention is capable of imparting a high quality water/oil repellency to the article.Type: GrantFiled: December 4, 2012Date of Patent: June 17, 2014Assignee: Asahi Glass Company, LimitedInventor: Taiki Hoshino
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Patent number: 8742050Abstract: Provided are two part hybrid adhesives that comprise an organoborane amine complex, a polyamine, a component polymerizable by free radical polymerization, and a polyisocyanate component. An isocyanate terminated prepolymer can advantageously be used in the practice of the invention. The adhesive is particularly well suited for low surface energy plastic bonding.Type: GrantFiled: March 28, 2008Date of Patent: June 3, 2014Assignee: Henkel US IP LLCInventors: Yongxia Wang, Charles W. Paul
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Patent number: 8729211Abstract: Fluorocarbon- and urethane-(meth)acryl-containing additives and hardcoats. The hardcoats are particularly useful as a surface layer on an optical device.Type: GrantFiled: June 3, 2013Date of Patent: May 20, 2014Assignee: 3M Innovative Properties CompanyInventors: Thomas P. Klun, Naiyong Jing, Richard J. Pokorny, Zai-Ming Qiu, Mark J. Pellerite, William D. Coggio, Christopher B. Walker, Jr.
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Publication number: 20140008584Abstract: An intermediate transfer member that includes a fluorinated polyamideimide polymer, and an optional conductive component.Type: ApplicationFiled: July 8, 2012Publication date: January 9, 2014Applicant: XEROX CORPORATIONInventors: Jin Wu, Jonathan H. Herko, Lin Ma, Lanhui Zhang
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Patent number: 8552083Abstract: The present invention relates to a radiation-curable composition having a refractive index less than 1.40 comprising (1) a curable perfluoropolyether oligomer having a structural formula selected from the group consisting of: and wherein R represents a hydrogen atom or a methyl group, wherein A represents a straight chained or branched alkylene group, wherein m represents an integer from 1 to 4, wherein the integers represented by m within individual —((CF2)m—O)n— repeat units can be the same or different, and wherein n represents an integer from 1 to 20; (2) a diluent; (3) a photo-initiator; and (4) an adhesion promoter; wherein the radiation-curable composition is free of compounds containing —CF3 groups.Type: GrantFiled: June 29, 2011Date of Patent: October 8, 2013Assignee: Ovation Polymer Technology and Engineered Materials, Inc.Inventors: Prasad Taranekar, Austin L. Schuman, Asis Banerjie
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Publication number: 20130261280Abstract: Fluorocarbon- and urethane-(meth)acryl-containing additives and hardcoats. The hardcoats are particularly useful as a surface layer on an optical device.Type: ApplicationFiled: June 3, 2013Publication date: October 3, 2013Inventors: Thomas P. Klun, Naiyong Jing, Richard J. Pokorny, Zai-Ming Qiu, Mark J. Pellerite, William D. Coggio, Christopher B. Walker, Jr.
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Patent number: 8536293Abstract: The present invention provides a triblock copolymer and a viscoelastic biostable foam comprising the same.Type: GrantFiled: March 15, 2011Date of Patent: September 17, 2013Assignee: Vysera Biomedical LimitedInventors: Niall Behan, Ashutosh Kumar
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Patent number: 8431673Abstract: The present invention relates to composition comprising at least one compound obtained from the reaction of at least one compound (i) having a refractive index nD20 of at least 1.50 comprising at least one isocyanate-reactable functional group —XH, wherein each of X is, independently, O or NR, at least one polyisocyanate (ii), and, optionally, at least one compound (iii) comprising at least one isocyanate-reactable functional group —YH and at least one curable functional group Q, wherein each of Y is, independently, O, NR or S, and its use for making high refractive index coatings and films.Type: GrantFiled: November 7, 2008Date of Patent: April 30, 2013Assignee: Cytec Surface Specialties S.A.Inventors: Zhikai Jeffrey Wang, Christopher Wayne Miller, Marcus Lee Hutchins, James C. Matayabas, Jr.
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Patent number: 8415014Abstract: Presently is described a free-radically polymerizable composition comprising a mixture of reaction products of i) at least one polyisocyanate; ii) at least one isocyanate reactive perfluoropolyether compound; iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups.Type: GrantFiled: September 14, 2012Date of Patent: April 9, 2013Assignee: 3M Innovative Properties CompanyInventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
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Patent number: 8383694Abstract: Presently is described a free-radically polymerizable composition comprising a mixture of reaction products of i) at least one polyisocyanate; ii) at least one isocyanate reactive perfluoropolyether compound; iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups.Type: GrantFiled: February 14, 2012Date of Patent: February 26, 2013Assignee: 3M Innovative Properties CompanyInventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
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Patent number: 8344071Abstract: Disclosed is a two-pack fluorine coating composition which comprises a combination of: a base component comprising a fluorinated copolymer having a hydroxyl group which can be dissolved in a low-polar weak solvent even at a low temperature and; a curing agent comprising a polyisocyanate compound.Type: GrantFiled: October 15, 2007Date of Patent: January 1, 2013Assignees: Asahi Kasei Chemicals Corporation, Asahi Glass Company, LimitedInventors: Shinichiro Watanabe, Isao Kimura
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Patent number: 8318869Abstract: A composition useful for imparting durable stain repellence and soil release properties to textile substrates, a method for treating textile substrates using such composition, and the textile substrates obtained therefrom. The composition comprises: (A) at least one fluorinated ionisable polyurethane polymer (PUR) being free from perfluoroalkyl chains and comprising at least one fluorinated block comprising a fluoropolyoxyalkene chain, and at least one functional block comprising an hydrocarbon chain (RHC) having from 2 to 14 carbon atoms, said chain (RHC) comprising at least one ionisable group, said blocks being linked by urethane moieties of formula (I), wherein E is a divalent hydrocarbon carbon group; (B) at least one fluorocarbon polymer (F) comprising at least one perfluoroalkyl chain (Rf) linked by one or more ester moiety of formula (II) and/or urethane moiety of formula (III) and/or urea moiety of formula (IV); and (C) at least one crosslinking agent.Type: GrantFiled: May 13, 2008Date of Patent: November 27, 2012Assignee: Solvay Solexis S.p.A.Inventors: Antonio Russo, Piero Gavezotti, Michael Quallo
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Patent number: 8273847Abstract: A medical adhesive comprises a hydrophilic urethane prepolymer (UP) obtained by reacting a fluorine-containing nonaromatic polyisocyanate component (A) and a polyol component (B) having a hydrophilic polyol (B1), and a phenolic radical scavenger (PRS). The content of (PRS) is preferably 0.01 to 3% by weight based on the weight of (UP). The content of oxyethylene groups in (B) is preferably 30 to 100% by weight based on the weight of the oxyalkylene groups in (B). Preferably, (B) is a mixture of a random copolymer obtained by addition of ethylene oxide and propylene oxide to diols and polypropylene glycol. The content of isocyanate groups in the medical adhesive is 1 to 10% by weight based on the weight of (UP). The medical adhesive is suitable for bonding body tissues, such as lung, artery and heart in particular.Type: GrantFiled: March 23, 2005Date of Patent: September 25, 2012Assignee: Sanyo Chemical Industries, LtdInventors: Tetsuji Yoshimura, Tetsuya Yamada, Takehisa Matsuda
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Publication number: 20120220724Abstract: The invention relates to surface modifying macromolecules (SMMs) having high degradation temperatures and their use in the manufacture of articles made from base polymers which require high temperature processing. The surface modifier is admixed with the base polymer to impart alcohol and water repellency properties.Type: ApplicationFiled: May 7, 2012Publication date: August 30, 2012Applicant: Interface Biologics Inc.Inventors: Sanjoy Mullick, Richard Witmeyer, Paul Santerre, Weilun Chang
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Patent number: 8231975Abstract: A polymer having at least one urea linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, having isocyanate groups, and (b) at least one fluorinated compound selected from the formula (I): Rf(CH2CF2)p(CH2CH2)q(R1)r—XH??Formula (I) wherein p and q are each independently an integer of 1 to 3; r is 0 or 1; X is —O—, —NH— or —S—; R1 is a divalent radical selected from the group consisting of —S(CH2)n—, n is an integer of 2 to 4; s is an integer of 1 to 50; R2, R3, and R4 are each independently hydrogen or an alkyl group containing 1 to 6 carbon atoms; and Rf is a perfluoroalkyl group having 1 to 6 carbon atoms; and (i) reacting with (c) water, a linking agent, or a mixture thereof and methods for treating substrates therewith.Type: GrantFiled: September 19, 2011Date of Patent: July 31, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Sheng Peng, Stephen James Getty, Timothy Edward Hopkins, Ying Wang
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Patent number: 8197590Abstract: Disclosed is a composition containing a fluorine-containing urethane compound (A) and a fluorine-containing polymer (B) having a repeating unit derived from a fluorine-containing monomer represented by the following formula (I): CH2?C(—X)—C(?O)-A-Rf??(I) (wherein X represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group (wherein X1 and X2 respectively represent a hydrogen atom, a fluorine atom or a chlorine atom), a cyano group, a straight or branched chain fluoroalkyl group having 1-20 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group; A represents a divalent group; and Rf represents a straight or branched chain perfluoroalkyl group having 1-6 carbon atoms).Type: GrantFiled: October 27, 2005Date of Patent: June 12, 2012Assignee: Daikin Industries, Ltd.Inventors: Ikuo Yamamoto, Shinichi Minami
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Publication number: 20120142856Abstract: Presently is described a free-radically polymerizable composition comprising a mixture of reaction products of i) at least one polyisocyanate; ii) at least one isocyanate reactive perfluoropolyether compound; iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups.Type: ApplicationFiled: February 14, 2012Publication date: June 7, 2012Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
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Publication number: 20120136120Abstract: Fluorinated supramolecular polymers containing at least 5% by weight of covalently bonded fluorine atoms, based on total weight of the polymers are disclosed. The polymers comprise a fluorinated polymer chain and a (self-)complementary unit capable of forming at least three hydrogen bonds being covalently bonded to the fluorinated polymer chain. Also disclosed are materials comprising (a) a fluorinated supramolecular polymer and (b) a non-fluorinated polymer and/or (c) a fluorinated compound, the non-fluorinated polymer being a polymer containing less than 5% by weight of covalently bonded fluorine atoms, based on the total weight of the non-fluorinated polymer, and the fluorinated compound being either a low molecular weight fluorinated compound comprising at least one fluorine atom and having a molecular weight of 34 to 600 amu, or a fluoropolymer containing at least 5% by weight of covalently bonded fluorine atoms and a Mn from about 600 to about 5000.Type: ApplicationFiled: November 22, 2011Publication date: May 31, 2012Inventor: Anton Willem BOSMAN
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Patent number: 8143345Abstract: Fluorinated polyurethanes and methods of making the same are provided. The fluorinated polyurethanes are useful for making polyurethane coating compositions for use in aerospace and other applications. The method includes a “split process” by which a hydroxypolyalkylenoxy derivative of a perfluoropolyoxyalkane is separately reacted with isocyanate to produce an isocyanate-terminated compound. The isocyanate-terminated compound is then reacted with an emulsifier to produce an acid- and hydroxyl-functional compound. The acid- and hydroxyl-functional compound is then reacted with isocyanate to form an acid-functional, isocyanate-terminated compound. The acid-functional, isocyanate-terminated compound is then reacted with at least one polyol to produce a higher molecular weight, acid- and hydroxyl-functional compound. Finally, the acid functional groups of the high molecular weight, acid- and hydroxyl-functional compound are neutralized to form a fluoro-urethane salt which is dispersed in water.Type: GrantFiled: December 8, 2008Date of Patent: March 27, 2012Assignee: PRC DeSoto International, Inc.Inventor: Razmik Boghossian
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Patent number: 8128711Abstract: A polymer having at least one carbamate linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, and (b) at least one fluorinated compound selected from the formula (I): Rf(CH2)x[(CF2CF2)y(CH2CH2)z]m(R1)r—xH??(I) wherein Rf is a perfluoroalkyl group having 1 to about 6 carbon atoms; the total number of carbons in said formula (I) excluding (R1)r—XH ranges from about 8 to about 22; and (ii) optionally reacting with (c) water, a linking agent, or a mixture thereof.Type: GrantFiled: May 16, 2011Date of Patent: March 6, 2012Assignee: E. I. du Pont de Nemours and CompanyInventors: Weiming Qiu, Yun Yang, Michael Henry Ober, Anilkumar Raghavanpillai
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Publication number: 20120052525Abstract: The present invention provides a polymer substrate for use in the attachment and functioning of hepatocyte and hepatocyte like cells. In particular, the polymer substrate is a polyurethane polymer.Type: ApplicationFiled: March 19, 2010Publication date: March 1, 2012Inventors: David C. Hay, John P. Iredale, Mark Bradley, Juan J. Diaz-Mochon, Salvatore Pernagallo
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Publication number: 20120010314Abstract: The present invention provides two methods for synthesizing novel titania-polyurethane (nTiO2-PU) nanocomposites for self-cleaning coatings, one a polymer functionalization method (“grafting to”) and the other, a monomer functionalization method (“grafting from”). Here, 2,2 bis(hydroxymethyl) propionic acid (HMPA) was used as the coordination agent, which was reacted with n-TiO2 (50:50 anatase/rutile) to form nTiO2-HMPA, then polymerized in the monomer functionalization method. In the polymer functionalization method, HMPA was reacted with a pre-polymer to form the PU, and then subsequently reacted with n-TiO2 to form the polymer nanocomposite. The photocatalytic cleanability of the nanocomposites was investigated when exposed to ultraviolet radiation using additional unreacted HMPA or stearic acid as the model “dirt” compounds. Nanocomposites prepared using both strategies showed similar self-cleaning behavior, although the monomer technique gave less substrate degradation.Type: ApplicationFiled: January 8, 2010Publication date: January 12, 2012Applicant: THE UNIVERSITY OF WESTERN ONTARIOInventors: Paul A. Charpentier, Kevin D. Burgess
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Publication number: 20110271961Abstract: The invention relates to surface modifying macromolecules (SMMs) having high degradation temperatures and their use in the manufacture of articles made from base polymers which require high temperature processing. The surface modifier is admixed with the base polymer to impart alcohol and water repellency properties.Type: ApplicationFiled: July 19, 2011Publication date: November 10, 2011Applicant: Interface Biologics Inc.Inventors: Sanjoy Mullick, Richard Witmeyer, Paul Santerre, Weilun Chang
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Patent number: 8048953Abstract: A polymer having at least one urea linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, having isocyanate groups, and (b) at least one fluorinated compound selected from the formula (I): Rf(CH2CF2)p(CH2CH2)q(R1)r—XH??Formula (I) wherein p and q are each independently an integer of 1 to 3; r is 0 or 1; X is —O—, —NH— or —S—; R1 is a divalent radical selected from the group consisting of —S(CH2)n—, n is an integer of 2 to 4; s is an integer of 1 to 50; R2, R3, and R4 are each independently hydrogen or an alkyl group containing 1 to 6 carbon atoms; and Rf is a linear or branched chain perfluoroalkyl group having 1 to 6 carbon atoms; and (ii) reacting with (c) water, a linking agent, or a mixture thereof and methods for treating substrates to obtain surface effects is disclosed.Type: GrantFiled: November 13, 2006Date of Patent: November 1, 2011Assignee: E. I. du Pont de Nemours and CompanyInventors: Sheng Peng, Stephen James Getty, Timothy Edward Hopkins, Ying Wang
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Patent number: 8030430Abstract: A chemical composition comprises one or more urethane oligomers of at least two polymerized units selected from the group consisting of fluorine-containing urethane oligomers and long-chain hydrocarbon-containing urethane oligomers, wherein said oligomers comprise the reaction product of (a) one or more polyfunctional isocyanate compounds, (b) one or more polyols, (c) one or more monoalcohols selected from the group consisting of fluorocarbon monoalcohols, optionally substituted long-chain hydrocarbon monoalcohols, and mixtures thereof, (d) one or more silanes, and (e) one or more stabilizers comprising one or more reactive groups.Type: GrantFiled: October 1, 2004Date of Patent: October 4, 2011Assignee: 3M Innovative Properties CompanyInventors: Wayne W. Fan, Nathaniel P. Langford, Richard M. Fischer, Jr., Amy S. Barnes
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Patent number: 8017562Abstract: Phosphate esters useful for gelling hydrocarbons in combination with a metal source are disclosed along with methods of preparation of the phosphate esters. Fouling in oil refinery towers has been attributed due to distillation of impurities present in phosphate esters used to gel hydrocarbons for oil well fracturing. The improved method of preparation of the phosphate ester results in a product that substantially reduces or eliminates volatile phosphorus, which is phosphorus impurities that distill up to 250° C., and increases the high temperature viscosity of the hydrocarbon gels formed using the phosphate esters.Type: GrantFiled: November 5, 2010Date of Patent: September 13, 2011Assignee: Brine-Add Fluids Ltd.Inventors: David P. Horton, Ioan Ghesner
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Publication number: 20110213113Abstract: RF-compositions including surfactants, foam stabilizers, monomers, polymers, urethanes, intermediates, metal complexes, phosphate esters as well as telomerization methods are provided.Type: ApplicationFiled: May 6, 2011Publication date: September 1, 2011Applicant: E. I. DU PONT DE NEMOURS AND COMPANY CHEMTURA CORPORATIONInventors: Andrew Jackson, Vimal Sharma, E. Bradley Edwards, Janet Boggs, Vicki Hedrick, Stephan Brandstadter, John Chien, Edward Norman, Robert Kaufman, Bruno Ameduri, George K. Kostov
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Patent number: 7999013Abstract: Hydrophobic coating compositions are provided as are processes to coat articles with the compositions. Extremely hydrophobic coatings are provided by the compositions. Durable, weatherable and scratch-resistant coatings are provided by compositions comprising a trifluoromethyl-containing component and a hardenable material. Weatherable coatings are also provided by compositions comprising a mobile non-volatile fluorinated component and a hardenable material. Processes are also provided for forming hydrophobic coatings on articles.Type: GrantFiled: June 16, 2010Date of Patent: August 16, 2011Assignee: Cytonix, LLCInventor: James F. Brown
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Publication number: 20110195338Abstract: A hyper-branched polymer, which is a product obtained by performing condensation polymerization reaction of a hyper-branched polymer composition including a diisocyanate-based compound and a dihydroxyamine-based compound, a cross-linked hyper-branched polymer, an electrode and electrolyte membrane for a fuel cell including the hyper-branched polymer or the cross-linked hyper-branched polymer, and a fuel cell including the electrode and the electrolyte membrane.Type: ApplicationFiled: February 2, 2011Publication date: August 11, 2011Applicants: SAMSUNG ELECTRONICS CO., LTD., SNU R&DB FOUNDATIONInventors: Seong-woo CHOI, Cheol-hee AHN, Jung-ock PARK, So-young PARK
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Publication number: 20110190466Abstract: A polymerizable composition for polythiourethane optical materials comprising a compound represented by the general formula (1), M(L)n??(1) wherein, in the formula, M is Al, Fe, Cu, Zn, Zr or Bi; L is a dithiocarbamic acid group, a sulfonic acid group, a mono- or di-alkyl phosphoric acid ester group, a substituted acetylacetonato group or a halogen; and n is an integer of 1 to 5, one or two or more isocyanates selected from the group consisting of isocyanate compounds and isothiocyanate compounds, and one or two or more active hydrogen compounds each having a mercapto group. The compounds represented by the general formula (1) exhibit catalytic activity equal to or superior to that of organotin catalysts having been employed as catalysts for the production of polythiourethane optical materials from the past, and have high safety. Further, the thus obtained polythiourethane resins satisfactorily meet the property requirements for optical materials, in particular, excelling in weather resistance.Type: ApplicationFiled: February 15, 2007Publication date: August 4, 2011Inventors: Hidetoshi Hayashi, Nobuo Kawato, Masanori Iwazumi, Mamoru Tanaka, Seiichi Kobayshi
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Patent number: 7968669Abstract: A polymer having at least one carbamate linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, and (b) at least one fluorinated compound selected from the formula (I): Rf(CH2)x[(CF2CF2)y(CH2CH2)z]m(R1)r-xH??(I) wherein Rf is a perfluoroalkyl group having 1 to about 6 carbon atoms; the total number of carbons in said formula (I) excluding (R1)r-XH ranges from about 8 to about 22; and (ii) optionally reacting with (c) water, a linking agent, or a mixture thereof.Type: GrantFiled: May 16, 2008Date of Patent: June 28, 2011Assignee: E.I. du Pont de Nemours and CompanyInventors: Weiming Qiu, Yun Yang, Michael Henry Ober, Anilkumar Raghavanpillai
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Patent number: 7943723Abstract: The inventions disclosed herein include processes for the preparation of an ether of an aromatic acid, processes for the preparation of products into which such an ether can be converted, the use of such processes, and the products obtained and obtainable by such processes. A key feature of the processes described is the use of a solvent comprising an alcohol ROH and an alcoholate RO?M+.Type: GrantFiled: December 18, 2007Date of Patent: May 17, 2011Assignee: E. I. du Pont de Nemours and CompanyInventor: Joachim C. Ritter
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Publication number: 20110065045Abstract: Disclosed are epoxy-functionalized perfluoropolyether polyurethane compounds having the following general structure (RfQX1C(O)NH)m—Ri—(NHC(O)X2Q(E)o)n wherein Rf is a monovalent perfluoropolyether moiety; Q is independently a connecting group of valence at least 2, which may contain heteroatoms; X1 is O, S, or NR, wherein R is H or a lower alkyl of 1 to 4 carbon atoms; Ri is a residue of a multi-isocyanate; X2 is O, S, or NR, wherein R is a lower alkyl of 1 to 4 carbon atoms; E is an organic group having at least one oxirane ring; m is at least 1; n is at least 1; o is 1, 2 or 3; and m+n is from 2 to 10.Type: ApplicationFiled: September 16, 2009Publication date: March 17, 2011Inventors: Zai-Ming QIU, John C. Hulteen
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Patent number: 7897678Abstract: Fluorochemical urethane 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 plastics, ceramics or glass, to render them water, oil, stain, and soil repellent.Type: GrantFiled: July 26, 2007Date of Patent: March 1, 2011Assignee: 3M Innovative Properties CompanyInventor: Zai-Ming Qiu