Fluorine-containing Monomer Patents (Class 524/805)
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Publication number: 20110092644Abstract: A polymerization process is provided to form a copolymer of ethylene with tetrafluoroethylene and a modifying monomer having a side chain containing at least two carbon atoms by initiating the polymerization in an aqueous medium with a fluoromonomer that forms a stable dispersion of polymer particles from the fluoromonomer in the aqueous medium, which forms polymerization sites for further polymerization, and carrying the further polymerization by copolymerizing the ethylene, tetrafluoroethylene, and modifying monomer as a dispersion in at least said aqueous medium to a polymer solids content of at least 15 wt %, said copolymer comprising at least 60 wt % of the total polymer content of the polymer solids.Type: ApplicationFiled: June 25, 2009Publication date: April 21, 2011Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Ralph Munson Aten, Heidi Elizabeth Burch
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Patent number: 7851573Abstract: To provide an aqueous polytetrafluoroethylene (PTFE) emulsion which does not substantially contain ammonium perfluorooctanoate, and which is obtained by emulsion polymerization. Further, to provide a PTFE fine powder which is obtained from the aqueous PTFE emulsion and is excellent in a paste extrusion processability, and a porous material. An aqueous polytetrafluoroethylene emulsion obtained by carrying out emulsion polymerization of tetrafluoroethylene alone or together with another copolymerizable monomer in an aqueous medium, wherein a fluorinated emulsifier of the formula (1): CF2CF2(O)mCF2CF2OCF2COOA wherein X is a hydrogen atom or a fluorine atom, A is a hydrogen atom, an alkali metal or NH4, and m is an integer of 0 or i, is used in an amount of from 1,500 to 20,000 ppm, based on the final yield of polytetrafluoroethylene.Type: GrantFiled: April 17, 2008Date of Patent: December 14, 2010Assignee: Asahi Glass Company, LimitedInventors: Shinya Higuchi, Hiroki Kamiya, Jun Hoshikawa, Yasuhiko Matsuoka
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Patent number: 7847001Abstract: A fluoropolymer liquid composition including a fluoropolymer liquid (A) which includes a liquid medium and a crosslinkable functional group-containing crosslinkable fluoropolymer. The fluoropolymer liquid (A) is a fluoropolymer liquid dispersion (AD) having, dispersed in a liquid dispersion medium, particles of a crosslinkable fluoropolymer (PD) containing acid/acid salt groups or organic groups capable of undergoing hydrolysis and thus being converted to carboxyl groups, or a fluoropolymer solution (AS) having, dissolved in a fluorosolvent or an alcohol/water mixed solvent, a crosslinkable fluoropolymer (PS) containing acid/acid salt groups or acid/acid salt groups precursors. Further, the crosslinkable functional group is a cyano group, —I or —Br.Type: GrantFiled: December 2, 2009Date of Patent: December 7, 2010Assignee: Daikin Industries, Ltd.Inventors: Takuya Arase, Masayoshi Tatemoto
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Patent number: 7838608Abstract: The invention provides a fluorinated surfactant having the general formula: [Rf—(O)t—CHF—(CF2)n—COO—]iXi+??(I) wherein Rf represents a partially or fully fluorinated aliphatic group optionally interrupted with one or more oxygen atoms, t is 0 or 1 and n is 0 or 1, Xi+ represents a cation having a valence i and i is 1, 2 or 3. The surfactant can be used in emulsion polymerization of fluoromonomers to prepare fluoropolymers.Type: GrantFiled: December 19, 2006Date of Patent: November 23, 2010Assignee: 3M Innovative Properties CompanyInventors: Klaus Hintzer, Michael Jürgens, Harald Kaspar, Herbert Königsmann, Andreas R Maurer, Werner Schwertfeger, Tilman C. Zipplies
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Patent number: 7795332Abstract: A method for removing a fluorinated carboxylic acid or salt thereof from an aqueous liquid by contacting the aqueous liquid with adsorbent particles. The fluorinated carboxylic acid or salt thereof is selected from the group consisting of partially fluorinated carboxylic acids or salts thereof and fully fluorinated carboxylic acids or salts thereof.Type: GrantFiled: May 25, 2006Date of Patent: September 14, 2010Assignee: 3M Innovative Properties CompanyInventors: Klaus Hintzer, Michael Jürgens, Harald Kaspar, Herbert Koenigsmann, Kai Helmut Löchhaas, Andreas R. Maurer, Werner Schwertfeger, Tilman Zipplies, George G. I. Moore, Jay F. Schulz, Richard M. Flynn
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Publication number: 20100224480Abstract: The invention relates to a method for photocatalytic separation of a dispersed substance from a surfactant-containing dispersion. The surfactant-containing dispersion contains at least one dispersant, one dispersed substance, one surfactant and one photocatalyst. Irradiation of the photocalyst causes the decomposition or modification of the surfactant allowing for the separation of the dispersed substance from the dispersant.Type: ApplicationFiled: February 17, 2010Publication date: September 9, 2010Inventors: Stephan Bloess, Lothar Elfenthal, Karsten Loehr
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Patent number: 7776946Abstract: The present invention provides an aqueous emulsion polymerization of fluorinated monomers including gaseous fluorinated monomers using a perfluoro ether surfactant as an emulsifier. The perfluoro ether surfactants correspond to formula (I) Rf—O—CF2CF2—X??(I) wherein Rf represents a linear or branched perfluoroalkyl group having 1, 2, 3 or 4 carbon atoms and X represents a carboxylic acid group or salt thereof. In a further aspect, the invention also provides an aqueous fluoropolymer dispersion comprising the perfluoro ether surfactant and the use of such dispersion in the coating or impregnation of substrates.Type: GrantFiled: July 14, 2006Date of Patent: August 17, 2010Assignee: 3M Innovative Properties CompanyInventors: Klaus Hintzer, Harald Kaspar, Andreas R. Maurer, Werner Schwertfeger, Tilman Zipplies
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Patent number: 7754810Abstract: An emulsion polymerization process for the production of fluoropolymers is disclosed wherein a combination of at least two fluorosurfactants is employed as dispersants. At least one fluorosurfactant is a perfluoroalkyl or perfluoroalkoxy sulfinate. At least one other fluorosurfactant is a perfluoropolyether having at least one endgroup selected from the group consisting of carboxylic acid, a slat thereof, sulfonic acid and a salt thereof.Type: GrantFiled: October 21, 2008Date of Patent: July 13, 2010Inventors: Michael Cregg Coughlin, Ming-Hong Hung, Phan Linh Tang
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Patent number: 7750098Abstract: A method of manufacturing, by suspension polymerization, dielectric copolymers, including injecting an initial mixture of constituent monomers into an autoclave at constant temperature and pressure, wherein the mixture of constituent monomers including vinylidene difluoride (VDF), trifluoroethylene (TrFE), and a monomer 2 to 10 times more reactive than VDF and TrFE; and continuously reinjecting at constant pressure, as soon as the reaction is initiated and throughout the duration of polymerization, a second mixture of the constituent monomers, wherein the molar composition of the initial mixture and the second mixture are determined by calculation, in a manner known of itself, taking into account the desired molar composition of the copolymer and the higher reactivity of the third monomer.Type: GrantFiled: July 24, 2006Date of Patent: July 6, 2010Assignee: Institut Franco-Allemand de Recherches de Saint-LouisInventors: Christian Baras, Francois Bauer, Eric Fousson, Jean Blaise
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Publication number: 20100160552Abstract: A process comprising polymerizing at least one fluorinated monomer in an aqueous medium containing initiator and fluorosurfactant having the formula (I) RfCH2OCF(CF3)C(O)OM??(I) wherein Rf is a linear or branched perfluoroalkyl group with 2 to 5 carbon atoms, and M is H, NH4, Li, Na, or K.Type: ApplicationFiled: December 17, 2009Publication date: June 24, 2010Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventor: Roman B. Larichev
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Patent number: 7705074Abstract: A process comprising polymerizing at least one fluorinated monomer in an aqueous medium containing initiator and polymerization agent to form an aqueous dispersion of particles of fluoropolymer, the polymerization agent comprising: fluoropolyether acid or salt thereof having a number average molecular weight of at least about 800 g/mol; and fluorosurfactant having the formula: [R1—On-L-A?] Y+ wherein: R1 is a linear or branched partially or fully fluorinated aliphatic group which may contain ether linkages; n is 0 or 1; L is a linear or branched alkylene group which may be nonfluorinated, partially fluorinated or fully fluorinated and which may contain ether linkages; A? is an anionic group selected from the group consisting of carboxylate, sulfonate, sulfonamide anion, and phosphonate; and Y+ is hydrogen, ammonium or alkali metal cation; with the proviso that the chain length of R1—On-L- is not greater than 6 atoms.Type: GrantFiled: November 9, 2007Date of Patent: April 27, 2010Assignee: E. I. du Pont de Nemours and CompanyInventors: Paul Douglas Brothers, Subhash Vishnu Gangal
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Patent number: 7700700Abstract: This invention relates to a heterogeneous copolymer composition of polyvinylidene fluoride with one or more perfluoroalkyl ethers. These copolymers have excellent low temperature impact properties, while maintaining a high melting point.Type: GrantFiled: January 26, 2007Date of Patent: April 20, 2010Assignee: Arkema Inc.Inventors: Roice Wille, Gregory O'Brien
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Patent number: 7678859Abstract: Provided is a method comprising polymerizing at least one fluorinated monomer in an aqueous emulsion polymerization in the presence of a carbosilane surfactant having at least one hydrophobic part, wherein the hydrophobic part has at least one silicon atom, and having at least one hydrophilic part, with the proviso that the carbosilane contains no Si—O bonds.Type: GrantFiled: September 14, 2006Date of Patent: March 16, 2010Assignee: 3M Innovative Properties CompanyInventors: Peter Bissinger, Michael C. Dadalas, Klaus Hintzer, Ludwig Mayer, Werner Schwertfeger, Tilman C. Zipplies
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Patent number: 7671111Abstract: A process for reducing the fluorosurfactant content of a stabilized fluorosurfactant-containing aqueous fluoropolymer dispersion by passing dispersion through a first fixed bed of anion exchange resin to reduce fluorosurfactant content. The first fixed bed has a working zone which moves though the column as the ion exchange resin is saturated. The process includes monitoring a property of the dispersion as the dispersion exits the fixed bed to determine break though of the working zone indicating saturation of the fixed bed. The property being monitored is selected from the group consisting of pH and conductivity.Type: GrantFiled: February 9, 2006Date of Patent: March 2, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: Charles Joseph Noelke, Steven H. Swearingen, David William Johnson
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Patent number: 7666928Abstract: A process for reducing fluorosurfactant content of a fluorosurfactant-containing aqueous fluoropolymer dispersion stabilized with nonionic surfactant. The process includes reducing the fluorosurfactant content of the stabilized fluorosurfactant-containing aqueous fluoropolymer dispersion to a predetermined level to provide a reduced surfactant dispersion, adding non-fluorinated anionic surfactant to the reduced fluorosurfactant dispersion, and concentrating the reduced fluorosurfactant dispersion. The non-fluorinated anionic surfactant is added in stages wherein a first portion is added to the dispersion prior to concentrating and a second portion of the non-fluorinated anionic surfactant is added to the dispersion after concentrating.Type: GrantFiled: May 22, 2007Date of Patent: February 23, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: David William Johnson, Robert John Cavanaugh
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Patent number: 7666929Abstract: A process for reducing fluorosurfactant content of a stabilized fluorosurfactant-containing aqueous fluoropolymer dispersion. The process includes providing a fixed bed of anion exchange resin having anion exchange groups with counter ions. The anion exchange resin is treated to replace at least some the counter ions with counter ions of non-fluorinated anionic surfactant. The stabilized fluorosurfactant-containing aqueous fluoropolymer dispersion is passed through the treated fixed bed of anion exchange resin.Type: GrantFiled: May 22, 2007Date of Patent: February 23, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: Kenneth Scott Teter, David William Johnson
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Publication number: 20100036053Abstract: Disclosed is an aqueous polymerization process for the manufacture of a fluoropolymer comprising repeating units arising from a perfluoromonomer and a monomer having a functional group and a polymerizable carbon-carbon double bond, comprising: (A) combining water and a perfluoromonomer to form a reaction mixture; (B) initiating polymerization of the perfluoromonomer; (C) polymerizing a portion of the perfluoromonomer to form particles of polymerized perfluoromonomer in the reaction mixture; (D) adding to the reaction mixture a monomer having a functional group and a polymerizable carbon-carbon double bond; and (E) polymerizing the perfluoromonomer and the monomer having a functional group and a polymerizable carbon-carbon double bond in the presence of the particles of polymerized perfluoromonomer to form the fluoropolymer. The fluoropolymer is useful as an adhesive and coating.Type: ApplicationFiled: July 29, 2009Publication date: February 11, 2010Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Ralph Munson Aten, Sharon Ann Libert
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Patent number: 7659333Abstract: The present invention provides a fluorinated surfactant having the general formula: [Rf—(O)t—CQH—CF2—O]n—R—G??(I) wherein Rf represents a partially or fully fluorinated aliphatic group optionally interrupted with one or more oxygen atoms, Q is CF3 or F, R is an aliphatic or aromatic hydrocarbon group, G represents a carboxylic or sulphonic acid or salt thereof, t is 0 or 1 and n is 1, 2 or 3. The surfactant is particularly useful in polymerizing fluorinated monomers in an aqueous emulsion polymerization.Type: GrantFiled: November 21, 2006Date of Patent: February 9, 2010Assignee: 3M Innovative Properties CompanyInventors: Klaus Hintzer, Michael Jürgens, Harald Kaspar, Herbert Königsmann, Kai Helmut Lochhaas, Andreas R. Maurer, Tilman C. Zipplies, Richard M. Flynn
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Patent number: 7638575Abstract: Disclosed is a surface treating agent containing fluorine-containing polymer having: (A) a repeating unit derived from a fluorine-containing compound which is represented by the following formula: CH2?C(—X)—C(?O)—Y—[—(CH2)m-Z-]p—(CH2)n-Rf??(I) (wherein X is a hydrogen atom or a methyl group), (B) a repeating unit derived from a monomer containing no fluorine atom, if necessary and (C) a repeating unit derived from a crosslinkable monomer, if necessary. This surface treating agent has excellent water repellency, oil repellency and antifouling property.Type: GrantFiled: March 25, 2005Date of Patent: December 29, 2009Assignee: Daikin Industries, Ltd.Inventors: Ikuo Yamamoto, Yutaka Ohira, Yoshio Funakoshi, Shinichi Minami
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Publication number: 20090286932Abstract: The present invention provides an aqueous fluoropolymer dispersion having good mechanical characteristics and storage stability and containing substantially no fluorinated surfactant. The present invention is related to an aqueous fluoropolymer dispersion comprising a dispersed fluoropolymer particle with an average primary particle diameter of 50 to 400 nm, a surface layer of the dispersed fluoropolymer particle being obtained by emulsion polymerization of a monomer composition consisting of 99.999 to 98 mole percent of tetrafluoroethylene and 0.001 to 2 mole percent of a modifier monomer, a fluorinated surfactant content being not higher than 50 ppm, a fluoropolymer content being 20 to 75% by mass, and a nonfluorinated nonionic surfactant content being 2 to 15% by mass relative to 100% by mass of the fluoropolymer.Type: ApplicationFiled: July 5, 2007Publication date: November 19, 2009Applicant: Daikin Industries, LTD.Inventors: Chie Sawauchi, Nobuhiko Tsuda
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Patent number: 7619018Abstract: A process for reducing fluorosurfactant content of a stabilized fluorosurfactant-containing aqueous fluoropolymer dispersion containing ferric ions by contacting the fluoropolymer dispersion with strong base anion exchange resin to reduce fluorosurfactant content to a predetermined level, the anion exchange resin being in the hydroxide form, separating the dispersion from the anion exchange resin, and adding an effective amount of chelating agent having an equilibrium constant when complexed with iron of at least 1018 prior to the contacting with the ion exchange resin for complexing ferric ions to prevent scum formation.Type: GrantFiled: December 2, 2005Date of Patent: November 17, 2009Assignee: E.I. du Pont de Nemours and CompanyInventors: David William Johnson, Robert John Cavanaugh
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Patent number: 7615592Abstract: A water- and oil-repellent agent is produced by subjecting (a) a polyfluoroalkyl group-containing (meth)acrylate and (b) a fluorine atom-free polymerizable monomer to an emulsification treatment in the presence of (c) a polyethylene oxide adduct type, cationic surfactant, or both of the cationic surfactant and a polyethylene oxide adduct type, non-ionic surfactant, and (d) a glycol-based compound, followed by copolymerization reaction in the presence of a polymerization initiator, and admixing the resulting aqueous dispersion with (e) a blocked isocyanate, and gives a satisfactory water and oil repellency to not only synthetic fibers, but also natural fibers, and also has a distinguished washing durability.Type: GrantFiled: May 27, 2005Date of Patent: November 10, 2009Assignee: Unimatec Co., LtdInventors: Toshimasa Sagawa, Haruyoshi Tatsu
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Publication number: 20090176934Abstract: A polymerization process for producing a tetra-fluoroethylene copolymer, and the copolymer produced thereby, are provided. The copolymer is of the dispersion/fine powder type and contains polymerized tetrafluoroethylene monomer units and co-polymerized higher homologous comonomer units having the formula (CnF(2n+1))CH?CH2, wherein 6?n<10, in which the primary particles are believed to have a core and shell structure and the polymerized comonomer units are present in an amount from 0.01 mol % to 0.3 mol %, based upon total copolymer composition. The copolymer has a raw dispersion primary particle size (RDPS) of less than 0.210 microns coupled with a standard specific gravity (SSG) of less than 2.143. Preferably the copolymer has comonomer units present in an amount from 0.05 mol % and 0.25 mol % and the RDPS is within the range between 0.178 microns and 0.200 microns, coupled with a SSG of less than 2.140.Type: ApplicationFiled: February 17, 2009Publication date: July 9, 2009Inventors: Edward A. Sabol, Richard L. Baillie
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Patent number: 7544753Abstract: A process for producing an elastic fluorocopolymer, by emulsion-polymerizing at least one fluoromonomer (a), a vinyl ester monomer (b) represented by the formula CR1R2?CR3COOCH?CH2 optionally, at least one hydrocarbon monomer (c) selected from the group consisting of ethylene, propylene and a vinyl ether, in an aqueous medium to produce an elastic fluorocopolymer latex, adjusting the pH of the elastic fluorocopolymer latex to from 1 to 9, and coagulating the elastic fluorocopolymer latex to isolate an elastic fluorocopolymer.Type: GrantFiled: January 3, 2007Date of Patent: June 9, 2009Assignee: Asahi Glass Company, LimitedInventors: Junpei Nomura, Hiroshi Funaki, Hiroki Kamiya
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Patent number: 7358296Abstract: Fluorine-containing emulsifiers can be removed from fluoropolymer dispersions by adding to the dispersion a non ionic emulsifier, removing the fluorine-containing emulsifier by contact with an anion exchanger and separating the dispersion from the anion exchanger. The resulting dispersions can be concentrated and used for coating applications.Type: GrantFiled: October 21, 2004Date of Patent: April 15, 2008Assignee: 3M Innovative Properties CompanyInventors: Hermann Blädel, Klaus Hintzer, Gernot Löhr, Werner Schwertfeger, Reinhard Albert Sulzbach
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Patent number: 7304101Abstract: Anionic species are removed from aqueous dispersions of ionic fluoropolymers using anion exchange resins. In some embodiments, cationic species are also removed using cation exchange resins.Type: GrantFiled: July 19, 2004Date of Patent: December 4, 2007Assignee: 3M Innovative Properties CompanyInventors: Klaus Hintzer, Kai H. Lochhaas, Tanja Zeif, Steven J. Hamrock, Harold T. Freemyer
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Patent number: 7300989Abstract: The present invention provides a method of preparing an aqueous dispersion of poly(perfluorovinyl ether) homopolymers. The present invention further relates to a method of making an aqueous fluoropolymer dispersion comprising bicomponent particles of poly(perfluorovinyl ether) homopolymers and a second fluoropolymer. The dispersions of the present invention may be used for rendering fibrous substrates oil repellent, water repellent and/or stain repellent without altering the looks and feel of the substrate.Type: GrantFiled: November 1, 2004Date of Patent: November 27, 2007Assignee: 3M Innovative Properties CompanyInventors: Richard S. Buckanin, Lian S. Tan, E. Steven McAlister
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Patent number: 7262246Abstract: The use of perfluorinated polymers and/or fluorinated ionomers as surfactant emulsifiers in emulsion polymerization of fluorinated monomers.Type: GrantFiled: March 24, 2006Date of Patent: August 28, 2007Assignee: 3M Innovative Properties CompanyInventors: Lian S. Tan, Richard S. Buckanin
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Patent number: 7214740Abstract: The present invention is a fluoropolymer comprising a plurality of pendent groups terminating in —CF2SO3X, —CF2SO2F, or combinations thereof, where X is selected from a group consisting of H+ and a monovalent cation, and at least one —CF2Y end group, where Y is selected from a group consisting of a chlorine atom, a bromine atom, an iodine atom, a nitrile group, and an —SO3X group.Type: GrantFiled: May 3, 2005Date of Patent: May 8, 2007Assignee: 3M Innovative Properties CompanyInventors: Kai H. Lochhaas, Klaus Hintzer, Steven J. Hamrock, Michael A. Yandrasits
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Patent number: 7189780Abstract: A process to produce an acid-treated aqueous dispersion is provided. The process comprises contacting a polymer, a water dispersible polyester, water, and at least one acid-generating compound; wherein said polymer comprises repeating units from at least one fluoroalkyl monomer and optionally, at least one ethylenically unsaturated monomer; wherein the acid-generating compound is at least one acid or acid salt.Type: GrantFiled: August 12, 2003Date of Patent: March 13, 2007Assignee: Hexion Specialty Chemicals, Inc.Inventors: James Foster Von Schmittou, Darrell Scott Nasser
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Patent number: 7186769Abstract: In this invention, an aqueous dispersion is provided to improve the oil and water repellency of materials. The aqueous dispersion comprises a polymer, at least one water dispersible polyester, and water; wherein the polymer comprises the repeating units from at least one fluoroalkyl monomer and optionally, at least one ethylenically unsaturated monomer. This invention also provides an article coated with the aqueous dispersion.Type: GrantFiled: August 12, 2003Date of Patent: March 6, 2007Assignee: Hexion Specialty Chemicals, Inc.Inventors: James Foster Von Schmittou, Darrell Scott Nasser
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Patent number: 7186772Abstract: Self-coating or self-layering lacquer systems from at least two different resins, oligomers, or polymers, which are emulsifiable or dispersible in water, have different surface tensions, and form self-layering phases. After the application, the phases separate into the components of the formulation.Type: GrantFiled: September 26, 2003Date of Patent: March 6, 2007Assignee: DaimlerChrysler AGInventors: Reinhold Berkau, Michael Gailberger, Thomas Gruber, Karl Holdik, Georg Meichsner, Fritz Mezger
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Patent number: 7173081Abstract: A process is provided to produce an aqueous dispersion wherein the aqueous dispersion enhances the water and oil repellency of materials. The process comprises: 1) contacting at least one fluoroalkyl monomer, at least one water-dispersible polyester, water, and optionally an ethylenically unsaturated monomer to form a pre-emulsion; and 2) polymerizing the pre-emulsion in a polymerization zone in the presence of an initiator to produce the aqueous dispersion. In another embodiment, a process to produce an aqueous dispersion is provided. The process comprises: 1) contacting at least one fluoroalkyl monomer, at least one water-dispersible polyester, water, and optionally an ethylenically unsaturated monomer to form a pre-emulsion; 2) shearing the pre-emulsion to produce a mini-emulsion; and 3) polymerizing the miniemulsion in a polymerization zone to produce the aqueous dispersion.Type: GrantFiled: August 12, 2003Date of Patent: February 6, 2007Assignee: Hexion Specialty Chemicals, Inc.Inventors: James Foster Von Schmittou, Darrell Scott Nasser
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Patent number: 7138438Abstract: A formulation for repelling particulate matter on the surface of a coating comprising polymeric nanoparticles having a mean particle diameter of from 1 to 50 nm. The polymeric nanoparticles may further be functionalized to impart additional characteristics to modify the surface of the dried coating to minimize the chances for particles to become embedded or attached to the coating.Type: GrantFiled: June 13, 2003Date of Patent: November 21, 2006Assignee: Rohm and Haas CompanyInventors: Rosemarie Palmer Lauer, Ralph Craig Even, Donna Staley Grecian, Robert David Solomon
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Patent number: 7125941Abstract: The present invention provides a method of making a fluoropolymer through emulsion polymerization of one or more fluorinated monomers in an aqueous phase in the presence of a fluorinated surfactant. At least part of the fluorinated surfactant is added to the aqueous phase as an aqueous mixture with at least one organic liquid that is not miscible with water and that is selected from halogenated and non-halogenated organic liquids, the mixture having droplets having an average droplet diameter of not more than 1000 nm and the mixture being added to the aqueous phase in such an amount that the total amount of the fluorinated surfactant is not more than 1% by weight based on the weight of the aqueous phase and the total amount of said organic liquid is not more than 1% by weight based on the weight of said aqueous phase. The invention allows for an improvement of the efficiency of an aqueous emulsion polymerization process.Type: GrantFiled: February 25, 2002Date of Patent: October 24, 2006Assignee: 3M Innovative Properties CompanyInventors: Ralph Kaulbach, Ludwig Mayer
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Patent number: 7101924Abstract: In this invention, an acid treated, aqueous dispersion is provided that improves the oil and water-repellency of materials. The acid-treated, aqueous dispersion comprises at least one polymer, at least one water-dispersible polyester, water, and at least one acid-generating compound; wherein the polymer comprises repeating units from at least one fluoroalkyl monomer and optionally, at least one ethylenically unsaturated monomer. Articles coated with the acid-treated, aqueous dispersion are also provided.Type: GrantFiled: August 12, 2003Date of Patent: September 5, 2006Assignee: Hexion Specialty Materials, Inc.Inventors: James Foster Von Schmittou, Darrell Scott Nasser
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Patent number: 7071271Abstract: A method is provided for aqueous emulsion co-polymerization of two or more fluoromonomers comprising the steps of: 1) forming an aqueous pre-emulsion by mixing a fluoromonomer according to formula I: F2C?CF—R1—SO2X??(I) wherein R1 is a branched or unbranched perfluoroalkyl, perfluoroalkoxy or perfluoroether group comprising 1–15 carbon atoms and 0–4 oxygen atoms and wherein X is F, Cl or Br, together with 0.001–0.9 molar equivalents of a base, in the absence of added emulsifier; and 2) reacting the pre-emulsion with one or more perfluorinated comonomers in the absence of added emulsifier so as to form a fluoropolymer latex comprising a fluoropolymer wherein more than 1 mol % of monomer units are derived from the fluoromonomer according to formula I. In another aspect, the present invention provides a fluoropolymer derived from the fluoropolymer latex made according to the method of the present invention which is free of added emulsifier.Type: GrantFiled: October 30, 2003Date of Patent: July 4, 2006Assignee: 3M Innovative Properties CompanyInventors: Arne Thaler, Klaus Hintzer, Kai H. Lochhaas, Franz Maerz, Steven J. Hamrock
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Patent number: 7064170Abstract: Provided is a process for making a copolymer of fluorinated olefin and hydrocarbon olefin selected from ethylene, propylene and mixtures thereof, the process comprising a substantially emulsifier free aqueous emulsion polymerization of said fluorinated olefin and said hydrocarbon olefin, optionally in the presence of fluoropolymer particles and/or fluorinated liquid in a form suitable to improve the copolymerization of fluorinated olefin and hydrocarbon olefin.Type: GrantFiled: October 21, 2003Date of Patent: June 20, 2006Assignee: 3M Innovative Properties CompanyInventors: Harald Kaspar, Peter J. Scott, Klaus Hintzer, Gernot Löhr
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Patent number: 7045571Abstract: The use of perfluorinated polymers and/or fluorinated ionomers as surfactant emulsifiers in emulsion polymerization of fluorinated monomers.Type: GrantFiled: January 24, 2003Date of Patent: May 16, 2006Assignee: 3M Innovative Properties CompanyInventors: Lian S. Tan, Richard S. Buckanin
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Patent number: 7022811Abstract: A thiophene compound represented by formula (I): wherein A represents a C1-5-alkylene bridge substituted with at least one fluorine atom and/or at least one alkyl group substituted with a fluorine-containing-group; polymers containing monomeric units of a thiophene compound represented by formula (I); a process for preparing polymers containing monomeric units of a thiophene compound represented by formula (I), optionally chemically or electrochemically; and solutions, dispersions, pastes and layers containing such polymers.Type: GrantFiled: October 7, 2003Date of Patent: April 4, 2006Assignee: Agfa-GevaertInventors: Bert Groenendaal, John R. Reynolds, Carleton L. Gaupp, Irina Schwendeman
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Patent number: 6984697Abstract: The invention provides a fluorothermoplastic composition comprising interpolymerized units derived from about 94 to about 97.5 mole percent (mol %) tetrafluoroethylene (TFE), about 2 to about 3 mol % perfluoro (propyl vinyl ether) (PPVE), and about 0.5 to about 3 mol % hexafluoropropylene (HFP). The invention also provides a fluorothermoplastic composition comprising interpolymerized units derived from about 94 to about 97 mol % TFE, about 0.75 to about 3 mol % PPVE, and about 1.5 to about 3.5 mol % HFP. These fluorothermoplastic compositions have a flex life that fits the equation: log(flex life cycles)?0.71+4.0*(MFI(?0.294)), a method of making fluorothermoplastic compositions, a method of improving stress crack resistance, and fluorothermoplastic articles.Type: GrantFiled: October 7, 2003Date of Patent: January 10, 2006Assignee: 3M Innovative Properties CompanyInventors: Thomas J. Blong, Lisa P. Chen, Ralph Kaulbach, Friedrich Kloos, Georg Burkard
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Patent number: 6956078Abstract: An aqueous dispersion composition of about 30 to about 70 weight % non-melt-processible fluoropolymer particles having a standard specific gravity (SSG) of less than 2.225 and about 2 to about 11 weight % surfactant based on the weight of said fluoropolymer comprising a compound or mixture of compounds of the formula: R(OCH2CH2)nOH wherein R is a branched alkyl, branched alkenyl, cycloalkyl, or cycloalkenyl hydrocarbon group having 8-18 carbon atoms and n is an average value of 5 to 18. The fluoropolymer particles of the dispersion comprise a core of high molecular weight polytetrafluoroethylene and a shell of lower molecular weight polytetrafluoroethylene or modified polytetrafluoroethylene. Preferably, the aqueous dispersion composition comprises about 45 to about 65 weight % non-melt-processible fluoropolymer particles.Type: GrantFiled: March 13, 2002Date of Patent: October 18, 2005Assignee: E.I. du Pont de Nemours and CompanyInventors: Robert John Cavanaugh, Clay Woodward Jones, Kazuo Konabe, Daniel N. Levy, Philippe Andre Fernand Thomas, Theodore A. Treat
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Patent number: 6872324Abstract: An aqueous dispersion comprising a polymer (a) having a repeating unit (A) which comprises four carbon atoms connected in a linear chain and which has one double bond at the second position and a polyfluoroalkyl group bonded to an arbitrary carbon atom, and a surfactant (B) having a hydrophile-lipophile balance of at least 10, wherein the polymer (a) is dispersed in an aqueous medium by the surfactant (B).Type: GrantFiled: January 30, 2003Date of Patent: March 29, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashige Maekawa, Minako Shimada, Ryuji Seki, Taiki Hoshino
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Patent number: 6869997Abstract: Fluoropolymers are prepared by a process comprising polymerizing at least one fluoromonomer in an aqueous reaction medium containing monomer, a radical initiator and a 3-allyloxy-2-hydroxy-1-propanesulfonic acid salt as surfactant. The medium may optionally contain one or more of an antifoulant, a buffering agent and a chain-transfer agent.Type: GrantFiled: May 6, 2003Date of Patent: March 22, 2005Assignee: Arkema, Inc.Inventors: Roice Andrus Wille, Lotfi Hedhli, Mehdi Durali, Sayed Youssef Antoun
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Patent number: 6861466Abstract: In an aspect of the invention, a fluoropolymer dispersion, preferably a PTFE dispersion, is provided that comprises fluoropolymer particles having an average particle size of 10 to 400 nm dispersed in water whereby the dispersion has an amount of solids between 35 and 70% by weight. The dispersion is free of fluorinated surfactant having a molecular weight of less than 1000 g/mol (hereinafter called low molecular weight fluorinated surfactant) or contains the low molecular weight fluorinated surfactant in an amount of not more than 0.05% by weight based on the total weight solids of the dispersion. The dispersion further comprises a non-ionic non-fluorinated surfactant or mixture of non-ionic non-fluorinated surfactants and one or more non-fluorinated anionic surfactants. Through the use of a non-fluorinated anionic surfactant, a dispersion is obtained that has a low viscosity at room temperature (20° C.).Type: GrantFiled: January 20, 2004Date of Patent: March 1, 2005Assignee: 3M Innovative Properties CompanyInventors: Michael C. Dadalas, Leonard W. Harvey
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Patent number: 6833418Abstract: The present invention provides a method of preparing an aqueous dispersion of poly(perfluorovinyl ether)homopolymers. The present invention further relates to a method of making an aqueous fluoropolymer dispersion comprising bicomponent particles of poly(perfluorovinyl ether)homopolymers and a second fluoropolymer. The dispersions of the present invention may be used for rendering fibrous substrates oil repellent, water repellent and/or stain repellent.Type: GrantFiled: April 5, 2002Date of Patent: December 21, 2004Assignee: 3M Innovative Properties CompanyInventors: Lian S. Tan, Richard S. Buckanin, E. Steven McAlister
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Patent number: 6822059Abstract: The present invention provides a method of preparing an aqueous dispersion of poly(perfluorovinyl ether) homopolymers. The present invention further relates to a method of making an aqueous fluoropolymer dispersion comprising bicomponent particles of poly(perfluorovinyl ether) homopolymers and a second fluoropolymer. The dispersions of the present invention may be used for rendering fibrous substrates oil repellent, water repellent and/or stain repellent without altering the looks and feel of the substrate.Type: GrantFiled: April 5, 2002Date of Patent: November 23, 2004Assignee: 3M Innovative Properties CompanyInventors: Richard S. Buckanin, Lian S. Tan, E. Steven McAlister
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Patent number: 6790898Abstract: The present invention relates to preparation of fluorinated core-shell particles with water and oil repellency, and more particularly, to preparation of emulsion-type coating material with good water and oil repellency using only small amount of expensive fluorinated monomers, which comprise a shell wherein a large amount of hydrophobic fluorinated monomers are included and a core wherein no fluorinated monomers are included.Type: GrantFiled: December 2, 2002Date of Patent: September 14, 2004Assignee: Korea Research Institute of Chemical TechnologyInventors: Soo-Bok Lee, In Jun Park, Dong-Kwon Kim, Jeong-Hoon Kim, Kwang Won Lee, Jong-Wook Ha
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Publication number: 20040171726Abstract: The present invention relates to a stabilized fluoropolymer aqueous dispersion, wherein the stabilizer is polysiloxane polyoxyethylene copolymer preferably having a cloud point of no greater than 25° C.Type: ApplicationFiled: January 20, 2004Publication date: September 2, 2004Inventors: Luk Germain Pierre Joseph D'Haenens, Dipti Dilip Khasnis, Walter Andre Jules Stoks
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Patent number: 6774164Abstract: A novel emulsion polymerization process for the production of fluoroelastomers is disclosed wherein a partially fluorinated anionic surfactant of the formula F—(CF2CF2)n—CH2CH2SO3M, where n is an integer from 2 to 9, or mixtures thereof, and M is a cation having a valence of 1, is used as the dispersing agent.Type: GrantFiled: August 24, 2001Date of Patent: August 10, 2004Assignee: DuPont Dow Elastomers L.L.C.Inventors: Donald Frederick Lyons, Albert Lloyd Moore, Phan Linh Tang