Fluorine Containing Patents (Class 562/605)
  • Patent number: 9790163
    Abstract: To provide a method for recovering an acid of an anionic fluorinated emulsifier with a high yield from a basic ion exchange resin having a nonionic surfactant physically adsorbed thereon and having the anionic fluorinated emulsifier adsorbed thereon. A method for eluting and recovering an acid of an anionic fluorinated emulsifier from a basic ion exchange resin having a nonionic surfactant physically adsorbed thereon and having the anionic fluorinated emulsifier adsorbed thereon, which comprises a step (1) of bringing the basic ion exchange resin into contact with a water-soluble organic solvent and a step (2) of recovering the acid of the anionic fluorinated emulsifier from the basic ion exchange resin from which the ionic surfactant is eluted in the step (1).
    Type: Grant
    Filed: September 13, 2016
    Date of Patent: October 17, 2017
    Assignee: Asahi Glass Company, Limited
    Inventors: Masahiro Takazawa, Shigeru Aida
  • Patent number: 9126889
    Abstract: To address the problem of insufficient biodegradability of perfluorinated surfactants, the present invention provides biodegradable fluorosurfactants derived from olefins having —CHR, —CHRf, —CHF, and/or —CH2 groups, where R is an alkyl group and Rf is a perfluoro or fluroroalkyl group. Preferably, the —CHR, —CHRf, —CHF, and/or —CH2 groups are contained within partially fluorinated alkenes.
    Type: Grant
    Filed: August 14, 2014
    Date of Patent: September 8, 2015
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Haridasan K. Nair, Yian Zhai, Andrew J. Poss, Rajiv R. Singh, David Nalewajek
  • Publication number: 20150112042
    Abstract: The present invention relates to fluorocarbon vectors for the delivery of antigens to immunoresponsive target cells. It further relates to fluorocarbon vector-antigen constructs and the use of such vectors associated with antigens as vaccines and immunotherapeutics in animals.
    Type: Application
    Filed: May 23, 2014
    Publication date: April 23, 2015
    Inventors: Dominique Bonnet, Carlton B. Brown, Bertrand V. Georges, Philip J. Sizer
  • Patent number: 8933268
    Abstract: A process is provided for the preparation of difluoroacetic acid from tetrafluoroethylene. The process comprises reacting tetrafluoroethylene with an aqueous solution of an inorganic base, optionally in the presence of an organic solvent.
    Type: Grant
    Filed: October 28, 2011
    Date of Patent: January 13, 2015
    Assignee: Solvay Specialty Polymers Italy S.p.A.
    Inventors: Vito Tortelli, Cristiano Monzani, Ivan Wlassics
  • Patent number: 8829236
    Abstract: The present invention relates to a method for preparing a halogenoacetyl fluoride and the derivatives thereof. The inventive method for preparing a halogenoacetyl fluoride acid is characterized in that said method includes: a step of preparing a halogenoacetyl halide by photo-oxidation of a halogenoethylene compound in conditions such that the transformation rate of the halogenoethylene compound into halogenoacetyl halide is no higher than 80%, producing a reaction mixture essentially including halogenoacetyl halide and the excess halogenoethylene compound; a step of partial fluorination of the mixture obtained by reacting the latter with hydrofluoric acid suitable for obtaining a mixture of halogenoacetyl fluoride and the excess halogenoethylene compound; a step of separating the halogenoacetyl fluoride and the excess halogenoethylene compound. The invention can be used, specifically, for preparing the trichloroacetyl fluoride used as an intermediate species in the production of trifluoroacetic acid.
    Type: Grant
    Filed: July 7, 2010
    Date of Patent: September 9, 2014
    Assignee: Rhodia Operations
    Inventors: Laurent Saint-Jalmes, Francois Metz
  • Publication number: 20140221681
    Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.
    Type: Application
    Filed: June 27, 2012
    Publication date: August 7, 2014
    Applicant: Relypsa, Inc.
    Inventor: YongQi Mu
  • Patent number: 8642804
    Abstract: An adsorption process in which high adsorption of C2-C6 fluorine-containing compound can be attained without any morphological change thereof by the use of active carbon; and a desorption process in which active carbon and adsorbed substances can be recycled by desorption from active carbon. A liquid containing the C2-C6 fluorine-containing compound is brought into contact with active carbon to thereby cause the active carbon to adsorb the fluorine-containing compound and thus obtain a liquid of low fluorine-containing compound content. The active carbon having the adsorbed fluorine-containing compound is heated so as to desorb the fluorine-containing compound from the active carbon.
    Type: Grant
    Filed: September 3, 2008
    Date of Patent: February 4, 2014
    Assignee: Daikin Industries, Ltd.
    Inventor: Masaki Kuramitsu
  • Patent number: 8633336
    Abstract: The subject of the present invention is a method for separating a carboxylic acid in salified form bearing at least one halogen atom at the ? position of the carbonyl group from a medium comprising it.
    Type: Grant
    Filed: July 8, 2009
    Date of Patent: January 21, 2014
    Assignee: Rhodia Operations
    Inventors: Olivier Buisine, François Metz
  • Publication number: 20140012033
    Abstract: The present invention relates to a method for preparing difluoracetonitrile and the derivatives thereof. The method for preparing difluoroacetonitrile according to the invention is characterized in that it includes reacting halogenodifluoromethane and a source of cyanide anions in an alkaline medium.
    Type: Application
    Filed: March 8, 2012
    Publication date: January 9, 2014
    Applicant: RHODIA OPERATIONS
    Inventor: Olivier Buisine
  • Patent number: 8624060
    Abstract: A process for preparing a fluorocarboxylic acid, which includes a dehydration step of removing from a mixture containing a fluorocarboxylic acid and water at least a part of the water to obtain a dehydrated fluorocarboxylic acid solution, and a purification step of purifying the dehydrated fluorocarboxylic acid solution.
    Type: Grant
    Filed: September 4, 2009
    Date of Patent: January 7, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Shuji Itatani, Takuya Ichida, Noriaki Shibata, Kaori Ohno
  • Patent number: 8614351
    Abstract: An adsorption process in which high adsorption of C2-C6 fluorine-containing compound can be attained without any morphological change thereof by the use of active carbon; and a desorption process in which active carbon and adsorbed substances can be recycled by desorption from active carbon. A liquid containing the C2-C6 fluorine-containing compound is brought into contact with active carbon to thereby cause the active carbon to adsorb the fluorine-containing compound and thus obtain a liquid of low fluorine-containing compound content. The active carbon having the adsorbed fluorine-containing compound is heated so as to desorb the fluorine-containing compound from the active carbon.
    Type: Grant
    Filed: September 3, 2008
    Date of Patent: December 24, 2013
    Assignee: Daikin Industries, Ltd.
    Inventor: Masaki Kuramitsu
  • Patent number: 8536269
    Abstract: The present invention provides peroxidic fluoropolyether and a fluorine-containing dispersion obtained from polymerization of fluorine-containing monomers in the presence of peroxidic fluoropolyether as a surfactant. The peroxidic fluoropolyether can be used as surfactant for producing aqueous dispersion of fluorine-containing monomer in place of PFOA or the salts thereof. Thus the amount of PFOA or the salts thereof is reduced and the natural environment is protected. In addition, applying peroxidic fluoropolyether as surfactant and combining it with adjuvants, such as initiator, can induce the reaction moderate and can be beneficial to the polymerization control, thus reducing the amount of initiator or shortening the reaction time.
    Type: Grant
    Filed: August 15, 2008
    Date of Patent: September 17, 2013
    Assignee: Nova-Duct Technologies Pty Ltd
    Inventors: Xueduan Xie, Jun Qu, Rong Bai, Jianxin Zhang, Xucang Yang, Bo Chen, Jingang Zhang, Ming Zhang, Xianquan Hu, Yu Cheng
  • Patent number: 8513457
    Abstract: A fluorine-containing unsaturated carboxylic acid represented by formula (1), wherein R1 represents a polymerizable double-bond containing group, R3 represents a fluorine atom or fluorine-containing alkyl group, and W represents a bivalent linking group. This compound can provide a fluorine-containing polymer compound that has a weight-average molecular weight of 1,000-1,000,000 and contains a repeating unit represented by formula (2), wherein R3 and W are defined as above, each of R4, R5 and R6 independently represents a hydrogen atom, fluorine atom or monovalent organic group, at least two of R4, R5 and R6 may be combined to form a ring. This polymer compound can provide a chemically amplified resist composition that is transparent to KrF or ArF excimer laser light and has a high resolution and is capable of forming a pattern having a rectangular section with no swelling.
    Type: Grant
    Filed: May 17, 2012
    Date of Patent: August 20, 2013
    Assignee: Central Glass Company, Limited
    Inventors: Yoshimi Isono, Jonathan Joachim Jodry, Satoru Narizuka, Kazuhiro Yamanaka
  • Publication number: 20130012699
    Abstract: The present invention relates to a carbon dioxide absorbent, an ionic liquid obtained by reacting amide and an organic acid and a method of using the same. The amidium-based ionic liquid of the present invention has excellent CO2 absorption capability, which is hardly reduced even with repeated use, is easy to synthesize and has low manufacturing cost thus being useful as a CO2 absorbent.
    Type: Application
    Filed: September 14, 2012
    Publication date: January 10, 2013
    Applicants: Kia Motors Corporation, Hyundai Motor Company
    Inventors: Seok Jin Choi, Jelliarko Palgunadi, Je Eun Kang, Hoon Sik Kim, Sung Yeup Chung
  • Patent number: 8299300
    Abstract: The invention relates to a method for preparing difluoroacetic acid and the salts thereof. The invention also relates to the preparation of difluoroacetyl fluoride used as an intermediate product in the preparation of difluoroacetic acid. The method for preparing difluoroacetic acid according to the invention is characterized in that the same comprises the step of preparing difluoroacetyl fluoride by reacting dichloroacetyl chloride with hydrofluoric acid in a gaseous phase and in the presence of a chromium-based catalyst, followed by the step of hydrolysing the difluoroacetyl fluoride thus obtained.
    Type: Grant
    Filed: March 9, 2009
    Date of Patent: October 30, 2012
    Assignee: Rhodia Operations
    Inventors: François Metz, Laurent Saint-Jalmes
  • Publication number: 20120190892
    Abstract: The present invention relates to a method for preparing a halogenoacetyl fluoride and the derivatives thereof. The inventive method for preparing a halogenoacetyl fluoride acid is characterised in that said method includes: a step of preparing a halogenoacetyl halide by photo-oxidation of a halogenoethylene compound in conditions such that the transformation rate of the halogenoethylene compound into halogenoacetyl halide is no higher than 80%, producing a reaction mixture essentially including halogenoacetyl halide and the excess halogenoethylene compound; a step of partial fluorination of the mixture obtained by reacting the latter with hydrofluoric acid suitable for obtaining a mixture of halogenoacetyl fluoride and the excess halogenoethylene compound; a step of separating the halogenoacetyl fluoride and the excess halogenoethylene compound. The invention can be used, specifically, for preparing the trichloroacetyl fluoride used as an intermediate species in the production of trifluoroacetic acid.
    Type: Application
    Filed: July 7, 2010
    Publication date: July 26, 2012
    Applicant: Rhodia Operations
    Inventors: Laurent Saint-Jalmes, Francois Metz
  • Publication number: 20120123159
    Abstract: A method for preparing difluoroacetic acid is described. The method can include: reacting a difluoroacetic acid ester with an aliphatic carboxylic acid which, after transesterification, results in the formation of difluoroacetic acid and the corresponding carboxylic acid ester, the carboxylic acid being selected such that the ester of the carboxylic acid has a lower boiling point than that of difluoroacetic acid; and removing the ester of the carboxylic acid by distillation as the ester forms, thus enabling the difluoroacetic acid to be recovered.
    Type: Application
    Filed: June 28, 2010
    Publication date: May 17, 2012
    Applicant: RHODIA OPERATIONS
    Inventors: Olivier Buisine, Alessandro Chiovato
  • Patent number: 8148573
    Abstract: A polyfluoroalkane carboxylic acid represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COOM (M: an alkali metal, a NH4 group or H; n: an integer of 1 to 6; m: an integer of 1 to 4; and l: 1 or 2) can be produced by hydrolysis reaction of polyfluoroalkane carboxylic acid fluoride represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COF, where its carboxylic acid salt can be formed as an alkali metal salt, or a NH4 salt. The polyfluoroalkane carboxylic acid (or its salt) can act as a surfactant having distinguished monomer emulsifiability and latex stability when used as an emulsifying agent or as a dispersing agent for polymerization reaction of fluorine-containing monomers, or as an effective surfactant capable of enhancing the micelles solubility of fluorine-containing monomers such as vinylidene fluoride, etc., when used as an emulsifying agent or a dispersing agent for homopolymerization or copolymerization reaction of vinylidene fluoride.
    Type: Grant
    Filed: July 17, 2007
    Date of Patent: April 3, 2012
    Assignee: Unimatec Co., Ltd.
    Inventors: Daisuke Murai, Takashi Enokida, Seiichiro Murata
  • Publication number: 20120052010
    Abstract: The present invention provides methods of using optimal PET tracers for diagnosing head and neck cancer. Non-invasive methods for assessing tumor perfusion and oxidative metabolism for in vivo imaging with PET tracers that are suitable for uses in radiation therapy (RT) in head and neck cancer and evaluation of salivary gland function are provided. A pharmaceutical comprising the PET tracer and a kit for the preparation of the pharmaceutical are provided as well.
    Type: Application
    Filed: April 29, 2010
    Publication date: March 1, 2012
    Applicant: GE HEALTHCARE LIMITED
    Inventors: Jens Sorensen, Silvia Johansson, Aijun Sun
  • Publication number: 20110251427
    Abstract: A polyfluoroalkane carboxylic acid represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COOM (M: an alkali metal, a NH4 group or H; n: an integer of 1 to 6; m: an integer of 1 to 4; and l: 1 or 2) can be produced by hydrolysis reaction of polyfluoroalkane carboxylic acid fluoride represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COF , where its carboxylic acid salt can be formed as an alkali metal salt, or a NH4 salt. The polyfluoroalkane carboxylic acid (or its salt) can act as a surfactant having distinguished monomer emulsificability and latex stability when used as an emulsifying agent or as a dispersing agent for polymerization reaction of fluorine-containing monomers, or as an effective surfactant capable of enhancing the micelles solubility of fluorine-containing monomers such as vinylidene fluoride, etc., when used as an emulsifying agent or a dispersing agent for homopolymerization or copolymerization reaction of vinylidene fluoride.
    Type: Application
    Filed: July 17, 2007
    Publication date: October 13, 2011
    Applicant: Nippon Mektron, Limited
    Inventors: Daisuke Murai, Takashi Enokida, Seiichiro Murata
  • Patent number: 7985877
    Abstract: The present invention provides a process for producing 1,1,1,3,3,3-hexafluoro-2-methoxypropane, wherein a novel compound, 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof is decarboxylated, or wherein an olefin compound represented by chemical formula (4): CF2?C(CF3)(OCH3) is reacted with a fluorinating agent; and a process for producing 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof by reacting a hydroxycarboxylic ester with a methylating agent and then hydrolyzing the reaction product, or hydrolyzing the hydroxycarboxylic ester and then reacting the resulting product with a methylating agent. In accordance with the invention, 1,1,1,3,3,3-hexafluoro-2-methoxypropane, which is useful as a raw material for, for example, the anesthetic Sevoflurane, can be produced efficiently and at low cost.
    Type: Grant
    Filed: May 31, 2007
    Date of Patent: July 26, 2011
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuya Ohtsuka, Yoshihiro Yamamoto, Yoshichika Kuroki, Atsushi Suzuki, Akinari Sugiyama
  • Publication number: 20110166385
    Abstract: The subject of the present invention is a method for separating a carboxylic acid in salified form bearing at least one halogen atom at the ? position of the carbonyl group from a medium comprising it.
    Type: Application
    Filed: July 8, 2009
    Publication date: July 7, 2011
    Applicant: Rhodia Operations
    Inventors: Olivier Buisine, François Metz
  • Publication number: 20110124915
    Abstract: A process for preparing a fluorocarboxylic acid, which includes a dehydration step of removing from a mixture containing a fluorocarboxylic acid and water at least a part of the water to obtain a dehydrated fluorocarboxylic acid solution, and a purification step of purifying the dehydrated fluorocarboxylic acid solution.
    Type: Application
    Filed: September 4, 2009
    Publication date: May 26, 2011
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Shuji Itatani, Takuya Ichida, Noriaki Shibata, Kaori Ohno
  • Publication number: 20110124891
    Abstract: Compounds of formula (I): are disclosed. In these compounds Y is —CH(OH)—, —CH(NHR6)—, —C(=0)-, —CH?CHCO— or—formula (II)—and R1 and R2 are hydrogen, OH, alkyl, alkoxy, benzyloxy and aryl, and, when Y is —CH(OH)—, additionally alkenyl or alkynyl. Processes for the production of these compounds are also disclosed.
    Type: Application
    Filed: August 16, 2008
    Publication date: May 26, 2011
    Inventors: John Welch, Silvana Ngo, Dong Sung Lim
  • Publication number: 20110124782
    Abstract: Compounds represented by formula (Rf-Q-X)s—Z. Each Rf is independently a partially fluorinated or fully fluorinated group selected from Rfa-(O)r—CHF—(CF2)n—; [Rfb-(O)tC(L)H—CF2—O]m—W—; CF3CFH—O—(CF2)p—; CF3—(O—CF2)z—; and CF3—O—(CF2)3—O—CF2—. Methods of reducing surface tension of a liquid, making foams, and treating a surface using the compounds are also disclosed.
    Type: Application
    Filed: July 15, 2009
    Publication date: May 26, 2011
    Inventors: Rudolf J. Dams, Michael S. Terrazas, Klaus Hintzer, Zai-Ming Qiu, Miguel A. Guerra, Andreas R. Maurer, Harald Kaspar, Kai H. Lochhaas, Michael Juergens, Tilman C. Zipplies, Werner Schwertfeger
  • Publication number: 20110065955
    Abstract: The invention relates to a method for preparing difluoroacetic acid and the salts thereof. The invention also relates to the preparation of difluoroacetyl fluoride used as an intermediate product in the preparation of difluoroacetic acid. The method for preparing difluoroacetic acid according to the invention is characterised in that the same comprises the step of preparing difluoroacetyl fluoride by reacting dichloroacetyl chloride with hydrofluoric acid in a gaseous phase and in the presence of a chromium-based catalyst, followed by the step of hydrolysing the difluoroacetyl fluoride thus obtained.
    Type: Application
    Filed: March 9, 2009
    Publication date: March 17, 2011
    Applicant: Rhodia Operations
    Inventors: François Metz, Laurent Saint-Jalmes
  • Publication number: 20110034604
    Abstract: 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: Application
    Filed: October 19, 2010
    Publication date: February 10, 2011
    Inventors: Klaus Hintzer, Michael Jürgens, Harald Kaspar, Herbert Königsmann, Andreas R. Maurer, Werner Schwertfeger, Tilman C. Zipplies
  • Publication number: 20100324330
    Abstract: The composition for preventing development-defects containing (1) an ammonium salt, a tetraalkylammonium salt or a C1 to C4 alkanolamine salt of C4 to C15 perfluoroalkylcarboxylic acid, C4 to C10 perfluoroalkylsulfonic acid and perfluoroadipic acid, or (2) a fluorinated alkyl quaternary ammonium salt of inorganic acid, wherein said surfactant is formed at the equivalent ratio of acid to base of 1:1-1:3 is applied on a chemically amplified photoresist coating on a substrate having a diameter of 8 inches or more. The chemically amplified photoresist coating is baked before and/or after applying the composition for preventing development-defects described above. Then, the baked coating with the development-defect preventing composition coating is exposed to light, post-exposure-baked, and developed.
    Type: Application
    Filed: August 10, 2010
    Publication date: December 23, 2010
    Inventors: Yasushi Akiyama, Yusuke Takano, Kiyohisa Takahashi, Sung-Eun Hong, Tetsuo Okayasu
  • Patent number: 7820851
    Abstract: A polyfluorinated compound is provided inclusive of at least one 18F atom having a formula: CF3(CF2)nR1??(I) where R1 is —C(O)OR2, —C(O)N(R3)2, C—N(R3)2, —C(NR3)R2, C-QR3, -QR3, —N+(R3)3, X, C1-C30 alkyl, C1-C30 haloalkyl, C1-C30 alkoxyl, or C1-C30 perhaloalkyl; R2 is MZ+, H, C1-C12 alkyl, C1-C12 alkyl, C1-C12 perhalo alkyl, C6-C30 aryl, C6-C30 perhaloaryl, and a substituted form thereof where one or more protons or halogens is replaced with a plasma solubility enhancing moiety of —N+(R3)3, —SO3H, —SO2N(R3)2, or -QR3; R3 is independently in each occurrence MZ+, —SO3H, —SO2N(R3)2, or -QR3; Q is O or S; MZ+ is a cation that forms a net neutral compound with an anionic (CF3(CF2)nC(O)O?)Z and is an alkali metal cation, an alkali earth cation, a transition metal cation, ammonium, and aluminum cations; Z is an integer value of between 1 and 3 inclusive; X is a fluorine, chlorine, bromine or iodine atom; halo denotes a replacement of at least one and not all protons with X; perhalo denotes a replacement of all pro
    Type: Grant
    Filed: September 24, 2007
    Date of Patent: October 26, 2010
    Assignee: PerkinElmer Health Sciences, Inc.
    Inventor: Crist N. Filer
  • Patent number: 7807726
    Abstract: The invention provides a method for recovery of a fluorinated anionic surfactant from a basic anion exchange resin having quaternary ammonium groups, the method comprising eluting the anion exchange resin with a composition comprising an ammonium salt and a water miscible organic solvent. The method according to the invention may provide one or more of the following advantages. For example, the method can be designed to allow for recovery of substantially all of the fluorinated surfactant from a basic anion exchange resin having quaternary ammonium groups. Also, the liquid used for recovering the surfactant from the anion exchange resin is a simple liquid that can be readily and cost effectively manufactured. Further the process may be carried out in a convenient and easy manner. Furthermore, the method generally does not require large amounts of the eluting composition.
    Type: Grant
    Filed: March 10, 2006
    Date of Patent: October 5, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Andreas Maurer, Klaus Hintzer, Werner Schwertfeger, Egon Obermaier, Astrid Weber
  • Publication number: 20100240751
    Abstract: A perfluoroctanoic acid or a salt or an ester thereof; perfluorosuberic acid, perfluoroheptanoic acid, perfluorohexanoic acid, perfluoropentanoic acid, perfluorobutanoic acid or perfluoropropionic acid or a salt or an ester any thereof; or perfluoroctane are useful in treating diabetes, obesity, hypercholesterolaemia, hyperlipidaemia, cancer, inflammation or other conditions in which modulation of lipid or eicosanoid status or function may be desirable.
    Type: Application
    Filed: January 19, 2010
    Publication date: September 23, 2010
    Inventors: Clifford Roy Elcombe, Charles Roland Wolf
  • Patent number: 7777075
    Abstract: The invention provides a fluoroethercarboxylic acid which is represented by the general formula (I): Rf1OCHFCF2ORf2COOM??(I) wherein Rf1 represents a partially or fully fluorinated alkyl group, which may optionally be interrupted with one or more oxygen atoms, Rf2 represents a partially or fully fluorinated alkylene group, which may optionally be interrupted with one or more oxygen atoms, and M represents a monovalent alkali metal, NH4 or H. The fluoroethercarboxylic acid can be suitably used as a surfactant and is low in bioaccumulation. The invention is also a method of fluoropolymer production and an aqueous fluoropolymer dispersion, using the fluoroethercarboxylic acid as a surfactant.
    Type: Grant
    Filed: January 2, 2009
    Date of Patent: August 17, 2010
    Assignee: Daikin Industries, Ltd.
    Inventors: Takuji Ishikawa, Nobuhiko Tsuda, Yoshihiro Yamamoto
  • Publication number: 20100197852
    Abstract: The invention provides a compound which is useful in production of a fluoropolymer and easy to be removed from the produced fluoropolymer, a method of producing the compound, and a method of producing a fluoropolymer using the compound. The invention provides a compound which is represented by Rf1—CH2O—CF2—CHF—Rf2—X, wherein Rf1 represents a fluoroalkyl group containing 1 to 5 carbon atoms, Rf2 represents a fluoroalkylene group containing 1 to 3 carbon atoms, X represents —COOM or —SO3M, and M represents one of H, K, Na, and NH4.
    Type: Application
    Filed: July 24, 2008
    Publication date: August 5, 2010
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Nobuhiko Tsuda, Akinari Sugiyama
  • Publication number: 20100197964
    Abstract: An adsorption process in which high adsorption of C2-C6 fluorine-containing compound can be attained without any morphological change thereof by the use of active carbon; and a desorption process in which active carbon and adsorbed substances can be recycled by desorption from active carbon. A liquid containing the C2-C6 fluorine-containing compound is brought into contact with active carbon to thereby cause the active carbon to adsorb the fluorine-containing compound and thus obtain a liquid of low fluorine-containing compound content. The active carbon having the adsorbed fluorine-containing compound is heated so as to desorb the fluorine-containing compound from the active carbon.
    Type: Application
    Filed: September 3, 2008
    Publication date: August 5, 2010
    Applicant: SAIKIN INDUSTRIES, LTD.
    Inventor: Masaki Kuramitsu
  • Patent number: 7754914
    Abstract: The present invention provides a method of recovering a fluorinated acid surfactant or salt thereof from adsorbent particles to which said fluorinated acid surfactant has been adsorbed. The method comprises mixing adsorbent particles having adsorbed fluorinated acid surfactant or salt thereof with an alcohol and optionally an acid. The mixture is generally heated to cause esterification of the fluorinated acid surfactant or salt thereof with the alcohol so as to form an ester derivative of the fluorinated acid surfactant, distilling the mixture to form a distillate comprising the ester derivative, separating the ester derivative from the distillate and optionally feeding the remainder of the distillate back into the mixture.
    Type: Grant
    Filed: January 14, 2005
    Date of Patent: July 13, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Stephan Führer, Klaus Hintzer, Gernot Löhr, Egon Obermaier, Werner Schwertfeger
  • Patent number: 7683118
    Abstract: A process for preparing a fluoropolymer dispersion that is substantially anionic fluorinated surfactant free includes adding to a fluoropolymer dispersion a nonionic surfactant having a cloud point (CP) between 40 and 80° C. in a concentration of 1.5% to 50% by weight of the fluoropolymer, heating the dispersion up to a temperature Tc in a range of CP±10°C., decanting the dispersion in a reactor at Tc until obtaining a lower aqueous phase containing a concentrated fluoropolymer dispersion and an upper aqueous phase substantially not containing the fluoropolymer dispersion, washing the decanted dispersion with a solution of water and nonionic surfactant having a concentration of the nonionic surfactant of 0.5% to 50% by weight of the fluoropolymer, removing the upper aqueous phase from the upper part of the reactor, and discharge and recovery of the fluoropolymer dispersion.
    Type: Grant
    Filed: April 19, 2006
    Date of Patent: March 23, 2010
    Assignee: Solvay Solexis S.p.A.
    Inventors: Alberto Mirigliani, Evasio Deregibus, Valeri Kapeliouchko
  • Patent number: 7622608
    Abstract: A simple and efficient method for regenerating a basic anion-exchange resin, whereby at the time of removing a fluorinated emulsifier from a basic anion-exchange resin having the fluorinated emulsifier adsorbed thereon, it is unnecessary to provide a safety device/recovery technique necessary for handling an organic solvent by the use of a combustible organic solvent represented by an alcohol, and a burden imposed by e.g. treatment against COD load, is eliminated. A basic anion-exchange resin having a fluorinated emulsifier adsorbed thereon is contacted with an aqueous alkaline solution having a temperature of from 60 to 105° C. to elute the fluorinated emulsifier thereby to regenerate the basic anion-exchange resin.
    Type: Grant
    Filed: March 28, 2008
    Date of Patent: November 24, 2009
    Assignee: Asahi Glass Company, Limited
    Inventors: Shinya Higuchi, Jun Hoshikawa, Hiroki Kamiya, Yasuhiko Matsuoka, Hiroshi Funaki
  • Publication number: 20090286938
    Abstract: The present invention provides polymerization initiators and uses thereof.
    Type: Application
    Filed: April 30, 2009
    Publication date: November 19, 2009
    Applicant: Intezyne Technologies, Inc.
    Inventors: Kevin N. Sill, Gregoire Cardoen, Kurt Breitenkamp
  • Publication number: 20090240041
    Abstract: The invention provides novel amino acid compounds of use in detecting and evaluating brain and body tumors. These compounds combine the advantageous properties of ?-aminoisobutyric acid (AIB) analogs namely, their rapid uptake and prolonged retention in tumors with the properties of halogen substituents, including certain useful halogen isotopes such as fluorine-18, iodine-123, iodine-124, iodine-125, iodine-131, bromine-75, bromine-76, bromine-77, bromine-82, astatine-210, astatine-211, and other astatine isotopes. In addition the compounds can be labeled with technetium and rhenium isotopes using known chelation complexes. The amino acid compounds disclosed herein have a high specificity for target sites when administered to a subject in vivo. The labeled amino acid compounds are useful as imaging agents in detecting and/or monitoring tumors in a subject by Positron Emission Tomography (PET) and Single Photon Emission Computer Tomography (SPECT).
    Type: Application
    Filed: May 12, 2009
    Publication date: September 24, 2009
    Applicant: Emory University
    Inventors: Mark M. Goodman, Jonathan McConathy
  • Publication number: 20090203939
    Abstract: The use of calcium trifluoroacetate for the preparation of a drug for the treatment of plasma cell neoplasias, particularly multiple myeloma.
    Type: Application
    Filed: September 20, 2005
    Publication date: August 13, 2009
    Applicant: Bion-Est Ltd.
    Inventor: Rosa Gobbi
  • Publication number: 20090198086
    Abstract: Provided are a fluorous-tag-introduced fluoroamine of a general formula (I), its production method, a method of fluorination of a substrate having functional group containing oxygen with the fluoroamine serving as a fluorinating agent, and a method of recovering a fluorous-tag-introduced amide after the fluorination. The fluoroamine and its production method, as well as the fluorination method with the fluoroamine and the method of recovery of a fluorous-tag-introduced amide are ecological and advantageous in industrial use, as the load for separating and collecting the product after the fluorination with the fluoroamine serving as a fluorinating agent is small. (In the formula, R0 is an alkyl group or an aryl group having substituent(s) of Rf—(CH2)m—; Rf is a perfluoroalkyl group; m is from 0 to 2; R1 and R2 each are an alkyl group or an aryl group.
    Type: Application
    Filed: May 31, 2007
    Publication date: August 6, 2009
    Inventors: Toshio Hidaka, Takafumi Yoshimura, Shoji Hara, Tsuyoshi Fukuhara
  • Patent number: 7404907
    Abstract: Ammonium perfluorooctanoate—also called APFO, PFOA or C8—is a surfactant associated with the production of Teflon®, and is also present in products such as fire-fighting foams and may be formed from the microbial degradation of grease-resistant coatings applied to items such as pizza boxes. APFO itself does not hydrolyze, photolyze, or biodegrade under environmental conditions and is biologically additive. A process by which APFO may be removed and recovered from water by electrosorption is discovered. Removal and recovery by electrosorption form an inexpensive and environmentally friendly method of removal and recovery of APFO.
    Type: Grant
    Filed: December 12, 2006
    Date of Patent: July 29, 2008
    Inventor: Kelydra Elizabeth Welcker
  • Patent number: 7304191
    Abstract: The present invention relates to a fluorination method for the synthesis of halofluoroorganic compounds which can be used, inter alia, as precursors in the synthesis of 2,3-unsaturated fluoroorganic carbonyl compounds comprising a fluorine substituent in the 2 position.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: December 4, 2007
    Assignee: Solvay (Societe Anonyme)
    Inventors: Véronique Mathieu, Francine Janssens, James Franklin
  • Patent number: 7301052
    Abstract: The present invention provides a process for producing compounds useful as raw materials for various fluororesins in high yields in few steps from inexpensive and readily available starting materials. The following compound (1) and the following compound (2) are reacted to form the following compound (3), then the compound (3) is fluorinated in a liquid phase to form the following compound (4), and the ester bonds in the compound (4) are dissociated to form the compound (5), or the compound (5) and the compound (6). HOCH2-Q-O—(CH2)3—OH,??(1) CRBCOX,??(2) RBCOOCH2-Q-O—(CH2)3—OCORB,??(3) RBFCOOCF2-QF-O—(CF2)3—OCORBF,??(4) FCO-QF-O—(CF2)2—COF,??(5) RBFCOF.
    Type: Grant
    Filed: August 19, 2005
    Date of Patent: November 27, 2007
    Assignee: Asahi Glass Company, Linited
    Inventors: Shu-zhong Wang, Takashi Okazoe, Eisuke Murotani, Kunio Watanabe, Daisuke Shirakawa, Kazuya Oharu
  • Patent number: 7297744
    Abstract: A process for preparing fluoropolymer dispersions, substantially free from anionic fluorinated surfactants, and with a coagulum amount <0.1% by weight, comprising: a) step a1) addition of: a non ionic surfactant having cloud point (CP) between 40° and 80° C., in an amount from 1.5% to 50% by weight on the dispersion fluoropolymer; and optionally an electrolyte to bring the specific conductivity of the dispersion to values in the range 130-8,000 ?S/cm; optionally a buffer agent to have a pH between 2 and 12 to a fluoropolymer dispersion obtainable by an emulsion polymerization process; step a2): heating of the dispersion obtained in a1) up to a temperature Tc in the range CP±10° C.; decantation without stirring, at the temperature Tc, until obtaining the dispersion separation in two aqueous phases, of which the lower one containing the fluoropolymer is discharged; b) step b1): the dispersion obtained in step a2) is optionally additioned of an electrolyte and of a non ionic surfactant as in a1).
    Type: Grant
    Filed: October 20, 2004
    Date of Patent: November 20, 2007
    Assignee: Solvay Solexis S.p.A.
    Inventors: Valeri Kapeliouchko, Marco Malvasi
  • Patent number: 7241920
    Abstract: An improved aqueous soluble surfactant which has particular utility for incorporating in etchants for semiconductor devices is provided. The surfactant comprises a combination of a linear perfluorocarboxylic acid, a cyclic amine and an aliphatic alcohol.
    Type: Grant
    Filed: May 27, 2006
    Date of Patent: July 10, 2007
    Assignee: General Chemical Performance Products, LLC
    Inventors: Erik J. Mori, Brian Hong, James Craig
  • Patent number: 7196235
    Abstract: There is provided a process for producing a fluorinated vinyl ether from a fluorinated acid fluoride compound having an ester group as a precursor of a carboxylic acid group, or a SO2F group as a precursor of a sulfonic acid group, in high yield by simple operations. Said process is a production process comprising pyrolyzing a carboxylic acid potassium salt with a specific structure represented by the following formula in the absence of a solvent and/or while maintaining the salt in the solid state: wherein X is —CO2R or —SO2F, and R is an alkyl group.
    Type: Grant
    Filed: June 28, 2002
    Date of Patent: March 27, 2007
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Nobuto Hoshi, Nobuyuki Uematsu, Masanori Ikeda
  • Patent number: 7015349
    Abstract: Compositions including a conjugate of ?-difluoromethylornithine can be applied topically to reduce hair growth.
    Type: Grant
    Filed: March 26, 2003
    Date of Patent: March 21, 2006
    Assignee: The Gillette Company
    Inventors: Anwar Jardien, Roman Rariy, Gurpreet S. Ahluwalia, Douglas Shander
  • Patent number: 7011696
    Abstract: An elimination process of fluorinated anionic sufactants from exhausted gaseous streams, wherein the gaseous stream is put into contact with aqueous solutions having in the range from 3.5 to 13.8, the aqueous solution density being lower than 1.05 g/cm3, wherein the concentration in the aqueous solution of the fluorinated anionic surfactant removed by the gaseous stream is lower than or equal to 70 ppm.
    Type: Grant
    Filed: July 17, 2003
    Date of Patent: March 14, 2006
    Assignee: Solvay Solexis SpA
    Inventors: Stefano Ferrero, Evasio Deregibus
  • Patent number: 6972094
    Abstract: Upon recovering a fluorochemical surfactant from a fluorochemical-containing aqueous solution, there is provided a method for recovering the fluorochemical surfactant from the aqueous solution containing the surfactant. In the method, the fluorochemical surfactant is recovered by subjecting the aqueous solution containing the fluorochemical surfactant to a filtration treatment step with a reverse osmosis membrane so as to obtain from the aqueous solution, a concentrated aqueous solution in which the concentration of the fluorochemical surfactant is increased.
    Type: Grant
    Filed: August 8, 2001
    Date of Patent: December 6, 2005
    Assignee: Daikin Industries, Ltd.
    Inventors: Takuya Ichida, Masahiro Kondo