Reactant Contains A Fluorine Atom Patents (Class 528/70)
  • Patent number: 11066517
    Abstract: 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: Grant
    Filed: February 22, 2019
    Date of Patent: July 20, 2021
    Assignee: AGC Inc.
    Inventors: Taiki Hoshino, Motoshi Aoyama, Kiyotaka Takao
  • Patent number: 10562989
    Abstract: 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 having
    Type: Grant
    Filed: March 10, 2016
    Date of Patent: February 18, 2020
    Assignees: Unimatec Co., Ltd., Hirosaki University
    Inventors: Takeshi Fukushima, Katsuyuki Sato, Hideo Sawada
  • Patent number: 10465091
    Abstract: 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: Grant
    Filed: April 27, 2016
    Date of Patent: November 5, 2019
    Assignee: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
    Inventors: Anish Tuteja, Kevin Golovin
  • Patent number: 9316579
    Abstract: 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: Grant
    Filed: November 10, 2010
    Date of Patent: April 19, 2016
    Assignee: EMD MILLIPORE CORPORATION
    Inventors: Nicholas John Goddard, Paul Taylor
  • Patent number: 9216558
    Abstract: 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: Grant
    Filed: April 26, 2012
    Date of Patent: December 22, 2015
    Assignee: Aortech International plc
    Inventor: Ajay D. Padsalgikar
  • Patent number: 9206376
    Abstract: 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: Grant
    Filed: December 10, 2010
    Date of Patent: December 8, 2015
    Assignees: VALLOUREC OIL AND GAS FRANCE, SUMITOMO METAL INDUSTRIES, Ltd.
    Inventors: Eliette Pinel, Eric Gard, Mikael Petit, Mohamed Gouider
  • Patent number: 9139684
    Abstract: 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: Grant
    Filed: March 4, 2013
    Date of Patent: September 22, 2015
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventors: Peter N. Coneski, James H Wynne
  • Patent number: 8907046
    Abstract: 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: Grant
    Filed: December 22, 2010
    Date of Patent: December 9, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Suresh S. Iyer, Miguel A. Guerra, Richard G. Hansen, David S. Hays, Ramesh C. Kumar, George G. I. Moore, Yu Yang
  • Patent number: 8889230
    Abstract: 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: Grant
    Filed: August 17, 2007
    Date of Patent: November 18, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Michael A. Yandrasits
  • Publication number: 20140329715
    Abstract: 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: Application
    Filed: November 29, 2012
    Publication date: November 6, 2014
    Inventors: Helen Bridle, Mark Bradley, Mei Wu
  • Patent number: 8865843
    Abstract: 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: Grant
    Filed: September 16, 2010
    Date of Patent: October 21, 2014
    Assignee: Axalta Coating Systems IP Co., LLC
    Inventors: Rajesh Gopalan Saliya, Ayumu Yokoyama, Sheau-Hwa Ma, Axel Hans-Joachim Herzog
  • Patent number: 8835593
    Abstract: 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: Grant
    Filed: September 18, 2009
    Date of Patent: September 16, 2014
    Assignee: Henkel US IP LLC
    Inventors: Shabbir Attarwala, Ifeanyi C. Broderick, Qinyan Zhu
  • Publication number: 20140256854
    Abstract: 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: Application
    Filed: October 4, 2012
    Publication date: September 11, 2014
    Applicant: Allnex Belgium, S.A.
    Inventors: Steven Cappelle, Ruben Cleymans, Marcus Lee Hutchins
  • Patent number: 8802770
    Abstract: 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: Grant
    Filed: January 21, 2009
    Date of Patent: August 12, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
  • Publication number: 20140170917
    Abstract: 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: Application
    Filed: December 19, 2012
    Publication date: June 19, 2014
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Chetan P. Jariwala, Wayne W. Fan, Yongshang Lu
  • Patent number: 8754183
    Abstract: 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: Grant
    Filed: December 4, 2012
    Date of Patent: June 17, 2014
    Assignee: Asahi Glass Company, Limited
    Inventor: Taiki Hoshino
  • Patent number: 8742050
    Abstract: 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: Grant
    Filed: March 28, 2008
    Date of Patent: June 3, 2014
    Assignee: Henkel US IP LLC
    Inventors: Yongxia Wang, Charles W. Paul
  • Patent number: 8729211
    Abstract: Fluorocarbon- and urethane-(meth)acryl-containing additives and hardcoats. The hardcoats are particularly useful as a surface layer on an optical device.
    Type: Grant
    Filed: June 3, 2013
    Date of Patent: May 20, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Naiyong Jing, Richard J. Pokorny, Zai-Ming Qiu, Mark J. Pellerite, William D. Coggio, Christopher B. Walker, Jr.
  • Publication number: 20140008584
    Abstract: An intermediate transfer member that includes a fluorinated polyamideimide polymer, and an optional conductive component.
    Type: Application
    Filed: July 8, 2012
    Publication date: January 9, 2014
    Applicant: XEROX CORPORATION
    Inventors: Jin Wu, Jonathan H. Herko, Lin Ma, Lanhui Zhang
  • Patent number: 8552083
    Abstract: 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: Grant
    Filed: June 29, 2011
    Date of Patent: October 8, 2013
    Assignee: Ovation Polymer Technology and Engineered Materials, Inc.
    Inventors: Prasad Taranekar, Austin L. Schuman, Asis Banerjie
  • Publication number: 20130261280
    Abstract: Fluorocarbon- and urethane-(meth)acryl-containing additives and hardcoats. The hardcoats are particularly useful as a surface layer on an optical device.
    Type: Application
    Filed: June 3, 2013
    Publication date: October 3, 2013
    Inventors: Thomas P. Klun, Naiyong Jing, Richard J. Pokorny, Zai-Ming Qiu, Mark J. Pellerite, William D. Coggio, Christopher B. Walker, Jr.
  • Patent number: 8536293
    Abstract: The present invention provides a triblock copolymer and a viscoelastic biostable foam comprising the same.
    Type: Grant
    Filed: March 15, 2011
    Date of Patent: September 17, 2013
    Assignee: Vysera Biomedical Limited
    Inventors: Niall Behan, Ashutosh Kumar
  • Patent number: 8431673
    Abstract: 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: Grant
    Filed: November 7, 2008
    Date of Patent: April 30, 2013
    Assignee: Cytec Surface Specialties S.A.
    Inventors: Zhikai Jeffrey Wang, Christopher Wayne Miller, Marcus Lee Hutchins, James C. Matayabas, Jr.
  • Patent number: 8415014
    Abstract: 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: Grant
    Filed: September 14, 2012
    Date of Patent: April 9, 2013
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
  • Patent number: 8383694
    Abstract: 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: Grant
    Filed: February 14, 2012
    Date of Patent: February 26, 2013
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
  • Patent number: 8344071
    Abstract: 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: Grant
    Filed: October 15, 2007
    Date of Patent: January 1, 2013
    Assignees: Asahi Kasei Chemicals Corporation, Asahi Glass Company, Limited
    Inventors: Shinichiro Watanabe, Isao Kimura
  • Patent number: 8318869
    Abstract: 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: Grant
    Filed: May 13, 2008
    Date of Patent: November 27, 2012
    Assignee: Solvay Solexis S.p.A.
    Inventors: Antonio Russo, Piero Gavezotti, Michael Quallo
  • Patent number: 8273847
    Abstract: 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: Grant
    Filed: March 23, 2005
    Date of Patent: September 25, 2012
    Assignee: Sanyo Chemical Industries, Ltd
    Inventors: Tetsuji Yoshimura, Tetsuya Yamada, Takehisa Matsuda
  • Publication number: 20120220724
    Abstract: 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: Application
    Filed: May 7, 2012
    Publication date: August 30, 2012
    Applicant: Interface Biologics Inc.
    Inventors: Sanjoy Mullick, Richard Witmeyer, Paul Santerre, Weilun Chang
  • Patent number: 8231975
    Abstract: 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: Grant
    Filed: September 19, 2011
    Date of Patent: July 31, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventors: Sheng Peng, Stephen James Getty, Timothy Edward Hopkins, Ying Wang
  • Patent number: 8197590
    Abstract: 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: Grant
    Filed: October 27, 2005
    Date of Patent: June 12, 2012
    Assignee: Daikin Industries, Ltd.
    Inventors: Ikuo Yamamoto, Shinichi Minami
  • Publication number: 20120142856
    Abstract: 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: Application
    Filed: February 14, 2012
    Publication date: June 7, 2012
    Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
  • Publication number: 20120136120
    Abstract: 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: Application
    Filed: November 22, 2011
    Publication date: May 31, 2012
    Inventor: Anton Willem BOSMAN
  • Patent number: 8143345
    Abstract: 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: Grant
    Filed: December 8, 2008
    Date of Patent: March 27, 2012
    Assignee: PRC DeSoto International, Inc.
    Inventor: Razmik Boghossian
  • Patent number: 8128711
    Abstract: 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: Grant
    Filed: May 16, 2011
    Date of Patent: March 6, 2012
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Weiming Qiu, Yun Yang, Michael Henry Ober, Anilkumar Raghavanpillai
  • Publication number: 20120052525
    Abstract: 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: Application
    Filed: March 19, 2010
    Publication date: March 1, 2012
    Inventors: David C. Hay, John P. Iredale, Mark Bradley, Juan J. Diaz-Mochon, Salvatore Pernagallo
  • Publication number: 20120010314
    Abstract: 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: Application
    Filed: January 8, 2010
    Publication date: January 12, 2012
    Applicant: THE UNIVERSITY OF WESTERN ONTARIO
    Inventors: Paul A. Charpentier, Kevin D. Burgess
  • Publication number: 20110271961
    Abstract: 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: Application
    Filed: July 19, 2011
    Publication date: November 10, 2011
    Applicant: Interface Biologics Inc.
    Inventors: Sanjoy Mullick, Richard Witmeyer, Paul Santerre, Weilun Chang
  • Patent number: 8048953
    Abstract: 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: Grant
    Filed: November 13, 2006
    Date of Patent: November 1, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Sheng Peng, Stephen James Getty, Timothy Edward Hopkins, Ying Wang
  • Patent number: 8030430
    Abstract: 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: Grant
    Filed: October 1, 2004
    Date of Patent: October 4, 2011
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne W. Fan, Nathaniel P. Langford, Richard M. Fischer, Jr., Amy S. Barnes
  • Patent number: 8017562
    Abstract: 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: Grant
    Filed: November 5, 2010
    Date of Patent: September 13, 2011
    Assignee: Brine-Add Fluids Ltd.
    Inventors: David P. Horton, Ioan Ghesner
  • Publication number: 20110213113
    Abstract: RF-compositions including surfactants, foam stabilizers, monomers, polymers, urethanes, intermediates, metal complexes, phosphate esters as well as telomerization methods are provided.
    Type: Application
    Filed: May 6, 2011
    Publication date: September 1, 2011
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY CHEMTURA CORPORATION
    Inventors: Andrew Jackson, Vimal Sharma, E. Bradley Edwards, Janet Boggs, Vicki Hedrick, Stephan Brandstadter, John Chien, Edward Norman, Robert Kaufman, Bruno Ameduri, George K. Kostov
  • Patent number: 7999013
    Abstract: 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: Grant
    Filed: June 16, 2010
    Date of Patent: August 16, 2011
    Assignee: Cytonix, LLC
    Inventor: James F. Brown
  • Publication number: 20110195338
    Abstract: 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: Application
    Filed: February 2, 2011
    Publication date: August 11, 2011
    Applicants: SAMSUNG ELECTRONICS CO., LTD., SNU R&DB FOUNDATION
    Inventors: Seong-woo CHOI, Cheol-hee AHN, Jung-ock PARK, So-young PARK
  • Publication number: 20110190466
    Abstract: 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: Application
    Filed: February 15, 2007
    Publication date: August 4, 2011
    Inventors: Hidetoshi Hayashi, Nobuo Kawato, Masanori Iwazumi, Mamoru Tanaka, Seiichi Kobayshi
  • Patent number: 7968669
    Abstract: 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: Grant
    Filed: May 16, 2008
    Date of Patent: June 28, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Weiming Qiu, Yun Yang, Michael Henry Ober, Anilkumar Raghavanpillai
  • Patent number: 7943723
    Abstract: 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: Grant
    Filed: December 18, 2007
    Date of Patent: May 17, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Joachim C. Ritter
  • Publication number: 20110065045
    Abstract: 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: Application
    Filed: September 16, 2009
    Publication date: March 17, 2011
    Inventors: Zai-Ming QIU, John C. Hulteen
  • Patent number: 7897678
    Abstract: 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: Grant
    Filed: July 26, 2007
    Date of Patent: March 1, 2011
    Assignee: 3M Innovative Properties Company
    Inventor: Zai-Ming Qiu
  • Patent number: 7772353
    Abstract: This invention relates to polyurethane elastomers and to a process for their production. These elastomers comprise the reaction product of a (cyclo)aliphatic isocyanate component having an NCO group content of about 20 to about 45%, with an isocyanate-reactive component comprising one or more polyether polyols which is free of amine groups, and a low molecular weight organic compound containing two hydroxyl groups and which is free of amine groups, in the presence of one or more catalysts.
    Type: Grant
    Filed: December 15, 2005
    Date of Patent: August 10, 2010
    Assignee: Bayer MaterialScience LLC
    Inventors: Stephen J. Harasin, Richard R. Roesler, Rick V. Starcher, Carol L. Kinney, James T Garrett