Acyclic Patents (Class 570/134)
  • Patent number: 7847092
    Abstract: The present invention relates to a method for preparation of organofluoro compounds containing radioactive isotope fluorine-18. More particularly, the present invention relates to a method for preparation of primary or secondary organofluoro compound by reacting fluorine salt containing radioactive isotope fluorine-18 with primary or secondary alkyl halide or primary or secondary alkyl sulfonate in the presence of alcohol of Chemical Formula 1 as a solvent to obtain high yield of organofluoro compound. Synthesis reaction according to the present invention may be carried out under mild condition to give high yield of the organofluoro compounds and the reaction time is decreased, and thereby is suitable for the mass production of the organofluoro compounds.
    Type: Grant
    Filed: December 9, 2005
    Date of Patent: December 7, 2010
    Assignees: FutureChem Co., Ltd., The Asan Foundation
    Inventors: Dae Hyuk Moon, Dae Yoon Chi, Dong Wook Kim, Seung Jun Oh, Jin-sook Ryu
  • Patent number: 7842730
    Abstract: Medicine, in particular medications for treating blood losses, hypoxic and ishemic states, for improving a blood oxygen supply and for preserving isolated perfused organs and tissues. The inventive medical emulsion of perfluororganic compounds includes rapidly excretable perfluororganic compounds such as perfluordecalin, perfluoractilbromide, a perfluoroganic additive embodied in the form of a mixture of perfluorinated tertiary amines and phospholipids in the form of a water-salt dispersion. The perfluordecalin and perfluoractilbromide are contained in the composition of the rapidly excretable perfluororganic compounds at a ratio ranging from 10:1 to 1:10. The mixture of perfluorinated tertiary amines is embodied in the form of the mixture of perfluorotpripropylamine and the co-products thereof: cis- and trans-isomers perfluor-1-propyl 3,4-dimethylpirrolidone and perfluor-1-propyl-4-methhylpiperidine.
    Type: Grant
    Filed: February 7, 2005
    Date of Patent: November 30, 2010
    Inventors: Irina Nikolaievna Kuznetsova, Evgeny Ilich Maievsky
  • 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: 7786334
    Abstract: A process is described for the preparation of 2-chloro-1,1,1-difluoroethane by the reaction of 1,2-dichloro-1,1-difluoroethane with hydrogen fluoride. in the presence of a fluorination catalyst. The process utilizes a rate enhancing reagent that is trichloroethylene, is 1-fluoro-1,2,3-trichloroethane or an aromatic rate enhancing reagent having the formula where R is C1 to C6 linear or branched alkyl substituted with at least one halo group, halo or nitro and R? is C1 to C6 linear or branched alkyl substituted with at least one halo group.
    Type: Grant
    Filed: March 20, 2009
    Date of Patent: August 31, 2010
    Inventor: Randolph K. Belter
  • Patent number: 7781626
    Abstract: The invention relates to azeotropic and azeotrope-like mixtures of 1,1,1,3,3-pentafluorobutane (HFC-365) and hydrogen fluoride and a process for separating the azeotrope-like mixtures. The compositions of the invention are useful as an intermediate in the production of HFC-365. The latter is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent and aerosol to propellant.
    Type: Grant
    Filed: August 21, 2007
    Date of Patent: August 24, 2010
    Assignee: Honeywell International Inc
    Inventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
  • Patent number: 7745673
    Abstract: Methods and systems for producing hydrohalocarbon and/or halocarbon compounds with an inorganic fluoride (e.g., silicon tetrafluoride (SiF4)) are disclosed herein.
    Type: Grant
    Filed: September 3, 2008
    Date of Patent: June 29, 2010
    Assignee: International Isotopes Inc.
    Inventor: Bamidele Omotowa
  • Publication number: 20100108094
    Abstract: The present invention relates to a solvent composition for removing radioactive substance, characterized by comprising at least one selected from hydrofluorocarbon, hydrofluoroether, and perfluoroketone as a medium for transporting the radioactive substance, and a method for removing a radioactive substance characterized by using the solvent composition for removing.
    Type: Application
    Filed: July 29, 2005
    Publication date: May 6, 2010
    Inventors: Junichi Ishikawa, Hideaki Kikuchi, Kazuhito Nagashima
  • Publication number: 20100099931
    Abstract: Provided is a process for purifying a fluorine compound capable of yielding a highly pure fluorine compound by removing at least oxygen from a fluorine compound containing an oxygen compound as an impurity. In a process according to the present invention for purifying a fluorine compound, the following is brought into contact with the fluorine compound, which contains an oxygen compound as an impurity, thereby removing at least oxygen: carbonyl fluoride in an amount of a 0.1-fold equivalent or more and a 100-fold equivalent or less of oxygen atoms in the fluorine compound.
    Type: Application
    Filed: August 29, 2008
    Publication date: April 22, 2010
    Applicant: STELLA CHEMIFA CORPORATION
    Inventors: Masahide Waki, Daisuke Sakai, Toshihisa Sakurai
  • Publication number: 20100072415
    Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHClCH2X, halopropenes of the formula CClX2CCl?CH2 and halopropenes of the formula CX2?CClCH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2 and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF and/or CF3CH?CHCl.
    Type: Application
    Filed: October 31, 2007
    Publication date: March 25, 2010
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Publication number: 20100029997
    Abstract: The present invention discloses a manufacturing process to produce high purity 1234yf from 245eb, which preferably includes the removal of impurities present in 245eb raw material, the dehydrofluorination of 245eb, and the removal of impurities present in final crude product. The disclosed manufacturing process allows the production of a 1234yf product with lower the levels of 1225ye and/or trifluoropropene, preferably in amounts of less than about 500, and 50 ppm, respectively.
    Type: Application
    Filed: July 28, 2009
    Publication date: February 4, 2010
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: HAIYOU WANG, HSUEH SUNG TUNG, RAJIV R. SINGH, IAN SHANKLAND
  • Publication number: 20090311177
    Abstract: The invention relates to radiodiagnostic and radiotherapeutic agents, including biologically active vectors labelled with radionuclides. It further relates to methods and reagents labelling a vector such as a peptide comprising reaction of a compound of formula (I) with a compound of formula (II): R*-L2-N3 (II) or, a compound of formula (III) with a compound of formula (IV) in the presence of a Cu (I) catalyst. The resultant labelled conjugates are useful as diagnostic agents, for example, as radiopharmaceuticals more specifically for use in Positron Emission Tomography (PET) or Single Photon Emission Computed Tomography (SPECT) or for radiotherapy.
    Type: Application
    Filed: December 9, 2005
    Publication date: December 17, 2009
    Inventors: Erik Arstad, Matthias Eberhard Glaser
  • Publication number: 20090301090
    Abstract: To provide a working medium for heat cycle less influential to environment and excellent in heat cycle characteristics, and a Rankine cycle system, a heat pump cycle system and a refrigerating cycle system having high capacity and efficiency. A working medium for heat cycle, which comprises a compound represented by the following formula (1). A Rankine cycle system, a heat pump cycle system and a refrigerating cycle system employing such a working medium for heat cycle. CnF2n+1—CmH2m+1 ??(1) wherein n is an integer of from 2 to 8, an m is an integer of from 0 to 3.
    Type: Application
    Filed: August 13, 2009
    Publication date: December 10, 2009
    Applicant: ASAHI GLASS COMPANY LIMITED
    Inventor: Masato FUKUSHIMA
  • Patent number: 7629496
    Abstract: A process for the manufacture of 1,1,1,3,3-pentafluoropropane, which comprises reacting 1,1,1,3,3,3-hexafluoropropane with a source of hydrogen.
    Type: Grant
    Filed: March 22, 2007
    Date of Patent: December 8, 2009
    Assignee: Solvay (Societé Anonyme)
    Inventors: Johannes Eicher, Stefan Mross
  • Patent number: 7629495
    Abstract: A process for the manufacture of 1,1,1,3,3-pentafluoropropane which comprises adding hydrogen fluoride to 1,1,1,3-tetrafluoropropene in the substantial absence of metal catalyst. Another embodiment provides for the manufacture of 1,1,1,3,3-pentafluoropropane which comprises adding hydrogen fluoride to 1,1,1,3-tetrafluoropropene in the presence of an amine hydrofluoride complex and a metal catalyst.
    Type: Grant
    Filed: March 22, 2007
    Date of Patent: December 8, 2009
    Assignee: Solvay (Societé Anonyme)
    Inventors: Johannes Eicher, Stefan Mross
  • Publication number: 20090287025
    Abstract: A method for producing a fluorine-containing organic compound represented by the formula (7): R—Fm??(7) wherein R represents a substituted or unsubstituted saturated hydrocarbon group, or a substituted or unsubstituted aromatic group and m represents an integer satisfying the inequality: 1?m?n, which comprises reacting a fluorinating agent represented by the formula (1): wherein R1 and R3 are the same or different, and represent an optionally substituted alkyl group, R2, R4 and R5 are the same or different, and represent a hydrogen atom or an optionally substituted alkyl group, x satisfies 0<x?1, and Y? represents a monovalent anion other than a fluoride ion, with an organic compound of the formula (6): R-Ln??(6) wherein R is the same as defined above, L represents a leaving group and n represents an integer of 1 or more, and a fluorinating agent using the same are described.
    Type: Application
    Filed: July 23, 2009
    Publication date: November 19, 2009
    Inventor: Koji Hagiya
  • Publication number: 20090270659
    Abstract: The invention relates to a method for producing hydrofluorocarbons. The method comprises a step of reacting at least one hydro(fluoro)chlorocarbon or chlorocarbon with hydrofluoric acid in a gaseous phase in the presence of a catalyst, and a step of separating fluorination reaction products from the mixture. The method is characterized in that the gaseous flow from the reaction is compressed by means of a compressor before being subjected to the separation step. The invention also relates to a device for implementing the method.
    Type: Application
    Filed: May 9, 2007
    Publication date: October 29, 2009
    Applicant: Arkema France
    Inventors: Bertrand Collier, Stephanie Amerio, Michel Devic
  • Publication number: 20090267022
    Abstract: Halocarbons of the structure CF3CF2CH2X, wherein X is either F or Cl or mixtures thereof prepared by: contacting at least one 2-fluorochloropropane with hydrogen fluoride in a first fluorination step in the gas phase or liquid phase under substantially anhydrous conditions, in the absence of added catalyst to partially fluorinate said 2-fluorochloropropane; contacting said partially fluorinated 2-fluorochloropropane with at least the stoichiometric molar equivalent of hydrogen fluoride under substantially anhydrous conditions, in the presence of at least one fluorination catalyst in a second fluorination step; removing said reaction products from contact with said catalyst, and isolating a substantial yield of at least 1,1,1,2,2,3-hexafluoropropane or 1,1,1,2,2,penta-3-chloropropane, or mixtures thereof, respectively.
    Type: Application
    Filed: September 5, 2007
    Publication date: October 29, 2009
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert, Jeffery P. Knapp
  • Publication number: 20090247793
    Abstract: The invention relates to new processes for preparation of 18F-fluoroalkyl halides suitable for use in labelling of Positron Emission Tomography (PET) radiotracers. The process of preparation comprises the step of reacting a 18F-fluoroacylhalide with Wilkinson's catalyst.
    Type: Application
    Filed: December 8, 2006
    Publication date: October 1, 2009
    Inventor: Erik Arstad
  • Patent number: 7572942
    Abstract: Various 13C and 14C carbon labeled compounds Rf—bCF(U)y(T)z??Formula 1A or Rf—bCF2bCF(U)y(T)z??Formula 1B wherein Rf is a linear or branched perfluoroalkyl radical Z(CmF2m)—, m is 1, 3 to 20, or a mixture thereof; Z is F when m is 1, and Z is F, Cl, or H when m is 3 to 20 or a mixture thereof; b is 13 or 14; y is 1, and z is 0 or 1; and when y and z are each 1, U is F, and T is selected from the group consisting of monovalent radicals —X wherein X is I or Br, —CH2—CH2—X, —CH?CH2, —CH2—CH2—OH, —CH2—COOH, —CH2OH, —bCH2OH, —COOH, —bCOOH, —O—CF(CF3)—C(O)F, —O—CF(CF3)—X, —SO2Y wherein Y is H, F or Cl, and —SO3H; and when y is 1, and z is 0, U is selected from the group consisting of divalent radicals ?CH—COOH, ?CH—CH2—OH, and ?O, are disclosed, and a process for their preparation which selectively introduces 13C and 14C carbon labels into a fluoroalkyl chain.
    Type: Grant
    Filed: December 11, 2007
    Date of Patent: August 11, 2009
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Alexander Borisovich Shtarov, Jon Lee Howell
  • Publication number: 20090137773
    Abstract: Compositions and methods for making compositions such as RF(R?)nQ are provided. The RF group can include at least two —CF3 groups, the R? group can be a group having at least two carbons, n can be at least 1, and the Q group can include one or more atoms of the periodic table of elements. RF-intermediates (RF(RT)nQg); Surfactants (RF(RT)nQs); Foam stabilizers (RF(RT)IIQFS); Metal complexes (RF(RT)IIQMC); Phosphate ester (RF(RT)HQPE); Polymers (RF(RT)IIQMU); Monomers (RF(RT)IIQM); Urethanes (RF(R?)nQu); and/or Glycols (RF(RT)IIQH) and methods for making the same are provided.
    Type: Application
    Filed: July 28, 2006
    Publication date: May 28, 2009
    Inventors: Andrew Jackson, Vimal Sharma, Bradley E. Edwards, Janet Boggs, Victoria Hedrick, Stephan Brandstadter, John Chien, Edward Norman, Robert Kaufman, Bruno Ameduri, George K. Kostov
  • Patent number: 7538171
    Abstract: A fluorine-containing copolymer, which comprises a hydroxyl-terminated fluorine-containing vinyl ether, represented by the following general formula: CF2?CFORfCH2OH (where Rf is a fluoroalkylene group, a fluoroalkyl ether group, or a fluoroalkoxyfluoroalkyl ether group, having 1-25 carbon atoms), and at least one of other fluorine-containing unsaturated monomers, where a high-molecular weight fluorine-containing copolymer having a melt viscosity (230° C.) of 0.1-100 g/10 min. is insoluble in a solvent, and can be used suitably for melt molding, whereas a low-molecular weight fluorine-containing copolymer having a glass transition temperature Tg of 20° C., or higher, and a number average molecular weight Mn of 1,000, or more is soluble in a solvent, and can be used suitably for coating agents, etc.
    Type: Grant
    Filed: November 18, 2005
    Date of Patent: May 26, 2009
    Assignee: Unimatec Co., Ltd.
    Inventors: Jun Kanega, Ji-Shan Jin, Katsumi Suzuki, Takashi Enokida, Keisuke Kokin
  • Publication number: 20090124836
    Abstract: A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or CI) to produce a product including both CF3CCI2CCIF2 and CF3CCIFCCI2F; (b) reacting CF3CCI2CCIF2 and CF3CCIFCCI2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCI2CF3 and CF3CCIFCCIF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and/or (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.
    Type: Application
    Filed: August 4, 2006
    Publication date: May 14, 2009
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Publication number: 20090099394
    Abstract: Process for obtaining a hydrofluoroalkane which is purified of organic impurities, according to which the hydrofluoroalkane containing organic impurities is subjected to at least one purification treatment chosen from (a) a treatment with chlorine in the presence of a initiator (b) a reaction with hydrogen fluoride (c) a distillation in which the purified hydrofluoroalkane is removed from the top of the distillation column or from the side (d) an extractive distillation (e) an adsorption onto a solid adsorbent (f) a reaction with a compound containing oxygen, and (g) a reaction with a compound containing oxygen and a gas-phase reaction with a reagent capable of reacting with at least some of the organic impurities, with the exception of a reaction with elemental chlorine.
    Type: Application
    Filed: December 22, 2008
    Publication date: April 16, 2009
    Applicant: SOLVAY S.A.
    Inventors: Vincent Wilmet, Francine Janssens, Lionel Casaubon Seignour, Philippe Krafft, Alain Lambert, Olivier Buyle
  • Publication number: 20090049856
    Abstract: There is a working fluid for a heating and cooling. The fluid is a blend of about 1% to about 98% by mass 1,1,1,3,3-pentafluoropane, about 1% to about 98% by mass 1,1,1,2,3,3-hexafluoropropane, and about 1% to about 98% by mass 1,1,1,2-tetrafluoroethane. The 1,1,1,3,3-pentafluoropane, 1,1,1,2,3,3-hexafluoropropane, and 1,1,1,2-tetrafluoroethane are about 90% or more by mass of the blend. There are also an apparatus that uses the blend and methods for heating and cooling using the blend.
    Type: Application
    Filed: August 20, 2007
    Publication date: February 26, 2009
    Inventor: Andrew Sun
  • Patent number: 7473810
    Abstract: Provided is a method for selectively preparing 2-chloropentafluoropropene comprising catalytic dechlorination of 1,2,2-trichloro-1,1,3,3,3-pentafluoropropane in the presence of hydrogen and a noble metal catalyst. Also provided is method for dechlorinating a vicinal chloride substituted organic compound using a palladium/barium sulfate catalyst.
    Type: Grant
    Filed: October 12, 2007
    Date of Patent: January 6, 2009
    Assignee: Honeywell International Inc.
    Inventors: Michael Van Der Puy, Jingji Ma
  • Patent number: 7473716
    Abstract: Azeotrope-like compositions of 1,1,1,3,3-pentafluoropropane and at least one hydrocarbon selected from the group n-pentane, iso-pentane, cyclopentane, n-hexane and iso-hexane are provided. The compositions of the invention are useful in the preparation of polyurethane and polyisocyanurate foams.
    Type: Grant
    Filed: February 21, 2003
    Date of Patent: January 6, 2009
    Assignee: Honeywell International Inc.
    Inventors: Hilde Lund, legal representative, Robert Christian Parker, Ian Robert Shankland, Earl August Eugene Lund
  • Publication number: 20090005616
    Abstract: A process for separating 1,2,3,3,3-pentafluoropropene from a first mixture comprising 1,2,3,3,3-pentafluoropropene and 1,1,3,3,3-pentafluoropropene is disclosed. The process involves (a) contacting the first mixture with at least one extractive agent to form a second mixture; (b) distilling the second mixture; and (c) recovering 1,2,3,3,3-pentafluoropropene substantially free of 1,1,3,3,3-pentafluoropropene. The extractive agent used with the present invention increases or decreases the volatility of 1,2,3,3,3-pentafluoropropene or 1,1,3,3,3-pentafluoropropene relative to each other. Also disclosed is a substantially pure 1,2,3,3,3-pentafluoropropene composition.
    Type: Application
    Filed: March 29, 2007
    Publication date: January 1, 2009
    Inventors: Ralph Newton Miller, Shoibal Banerjee, Velliyur Nott Mallikarjuna Rao
  • Patent number: 7465667
    Abstract: The present invention is drawn to liquid perfluoro-n-alkanes that are highly transparent to UV wavelengths ranging from about 150 nm to 165 nm, and to the method by which high transparency may be obtained. The liquid perfluoro-n-alkanes of the invention are useful in optical couplants, optical cements, optical elements, optical inspection media for semiconductor wafers and devices, and immersion photolithography at 157 nm exposure wavelength.
    Type: Grant
    Filed: March 8, 2005
    Date of Patent: December 16, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Robert Clayton Wheland, Roger Harquail French
  • Publication number: 20080194779
    Abstract: A process is disclosed for the manufacture of CHClF2 which involves contacting CHCl3, HF and pentavalent antimony catalyst in the liquid phase; passing reactor vapor effluent to a reflux column to produce a reflux column vapor effluent of CHClF2 and HCl; passing the reflux column vapor effluent to a condenser to produce a condenser liquid effluent of CHClF2 and a condenser vapor effluent of CHClF2 and HCl; passing the condenser liquid effluent to the reflux column upper end; and recovering CHClF2 from the condenser vapor effluent.
    Type: Application
    Filed: October 15, 2004
    Publication date: August 14, 2008
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Mark John Christmas, Yiannis Nicolas Dimitratos
  • Publication number: 20080154072
    Abstract: Methods and materials are provided for the production and purification of halogenated compounds and intermediates in the production of 1,1,1,3,3-pentafluoropropane. In a preferred embodiment, the process steps include: (1) reacting carbon tetrachloride with vinyl chloride to produce 1,1,1,3,3-pentachloropropane; (2) dehydrochlorinating the 1,1,1,3,3-pentachloropropane with a Lewis acid catalyst to produce 1,1,3,3-tetrachloropropene; (3) fluorinating the 1,1,3,3-tetrachloropropene to produce 1-chloro-3,3,3-trifluoropropene; (4) fluorinating the 1-chloro-3,3,3-trifluoropropene to produce a product mixture containing 1,1,1,3,3-pentafluoropropane; and (5) separating 1,1,1,3,3-pentafluoropro-pane from by-products.
    Type: Application
    Filed: December 5, 2007
    Publication date: June 26, 2008
    Applicant: GREAT LAKES CHEMICAL CORPORATION
    Inventors: Stephen Owens, Andrew Jackson, Vimal Sharma, Mitchel Cohn, John Cheng-Ping Qian, Julia Ann Sacarias, Yuichi Iikubo
  • Publication number: 20080124660
    Abstract: Provided are liquid perfluoro-n-alkanes that are highly transparent to UV wavelengths ranging from about 150 nm to 165 nm, and to the method by which high transparency may be obtained. The liquid, perfluoro-n-alkanes are useful in optical couplants, optical cements, optical elements, optical inspection media for semiconductor wafers and devices, and immersion photolithography at 157 nm exposure wavelength.
    Type: Application
    Filed: November 9, 2007
    Publication date: May 29, 2008
    Inventors: Robert Clayton Wheland, Roger Harquail French
  • Publication number: 20080108852
    Abstract: A liquid phase process is disclosed for producing halogenated alkane adducts of the formula CAR1R2CBR3R4 (where A, B, R1, R2, R3, and R4 are as defined in the specification) which involves contacting a corresponding halogenated alkane, AB, with a corresponding olefin, CR1R2?CR3R4 in a dinitrile or cyclic carbonate ester solvent which divides the reaction mixture into two liquid phases and in the presence of a catalyst system containing (i) at least one catalyst selected from monovalent and divalent copper; and optionally (ii) a promoter selected from aromatic or aliphatic heterocyclic compounds which contain at least one carbon-nitrogen double bond in the heterocyclic ring. When hydrochlorofluorocarbons are formed, the chlorine content may be reduced by reacting the hydrochlorofluorocarbons with HF. New compounds disclosed include CF3CF2CCl2CH2CCl3, CF3CCl2CH2CH2Cl and CF3CCl2CH2CHClF. These compounds are useful as intermediates for producing hydrofluorocarbons.
    Type: Application
    Filed: May 31, 2007
    Publication date: May 8, 2008
    Inventors: Ralph Thomas Baker, Ralph Newton Miller, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 7361795
    Abstract: The invention relates to azeotropic and azeotrope-like mixtures of 1,1,1,3,3-pentafluorobutane (HFC-365) and hydrogen fluoride and a process for separating the azeotrope-like mixtures. The compositions of the invention are useful as an intermediate in the production of HFC-365. The latter is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent and aerosol to propellant.
    Type: Grant
    Filed: October 14, 2003
    Date of Patent: April 22, 2008
    Assignee: Honeywell International, Inc.
    Inventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
  • Patent number: 7351870
    Abstract: Various 13C and 14C carbon labeled compounds Rf—bCF(U)y(T)zFormula 1A or Rf—bCF2bCF(U)y(T)zFormula 1B wherein Rf is a linear or branched perfluoroalkyl radical Z(CmF2m)—, m is 1, 3 to 20, or a mixture thereof; Z is F when m is 1, and Z is F, Cl, or H when m is 3 to 20 or a mixture thereof; b is 13 or 14; y is 1, and z is 0 or 1; and when y and z are each 1, U is F, and T is selected from the group consisting of monovalent radicals —X wherein X is I or Br, —CH2—CH2—X, —CH?CH2, —CH2—CH2—OH, —CH2—COOH, —CH2OH, —bCH2OH, —COOH, —bCOOH, —O—CF(CF3)—C(O)F, —O—CF(CF3)—X, —SO2Y wherein Y is H, F or Cl, and —SO3H; and when y is 1, and z is 0, U is selected from the group consisting of divalent radicals ?CH—COOH, ?CH—CH2—OH, and ?O, are disclosed, and a process for their preparation which selectively introduces 13C and 14C carbon labels into a fluoroalkyl chain.
    Type: Grant
    Filed: March 5, 2004
    Date of Patent: April 1, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Alexander Borisovich Shtarov, Jon Lee Howell
  • Patent number: 7335804
    Abstract: Provided are methods for producing hydrofluorocarbons via the selective reduction of a halocarbon blend comprising 1,3-dichloro-1,1,2,2,3-pentafluoropropane.
    Type: Grant
    Filed: November 3, 2005
    Date of Patent: February 26, 2008
    Assignee: Honeywell International Inc.
    Inventors: Haridasan Nair, Sudip Mukhopadhyay, Michael Van Der Puy
  • Patent number: 7205444
    Abstract: A continuous, vapor phase method for purifying a crude mixture of 1,1,1,3,3,3-hexafluoropropane and one or more unsaturated fluorocarbon compounds, the process comprising: a) providing a photochlorinator vessel comprising 1) a UV lamp unit comprising a UV lamp located in a transparent inner well, the transparent inner well being located within a transparent outer well, the outer well being provided with material for cooling walls of the inner and outer wells; the inner well and the outer well defining separate chambers isolated from each other; and 2) a reaction vessel into which the UV lamp unit has been inserted; b) introducing into the reaction vessel a gaseous mixture of Cl2 and a distillation inseparable mixture of 1,1,1,3,3,3-hexafluoropropane and one or more unsaturated fluorocarbon compounds; c) reacting, in the gaseous state and in the presence of UV light from the photochlorinator, the mixture with Cl2 with the distillation inseparable mixture of 1,1,1,3,3,3-hexafluoropropane and one or more u
    Type: Grant
    Filed: November 10, 2005
    Date of Patent: April 17, 2007
    Assignee: Honeywell International Inc.
    Inventors: Yuon Chiu, David C. Merkel, Hsuehsung Tung
  • Patent number: 7176337
    Abstract: The process for producing perfluorocarbons according to the present invention is characterized in that in the production of a perfluorocarbon by contacting an organic compound with a fluorine gas, the organic compound is contacted with the fluorine gas at a temperature of from 200 to 500° C. and the content of an oxygen gas within the reaction system is controlled to 2% by volume or less based on the gas components in the reaction starting material, whereby a perfluorocarbon reduced in the content of impurities is produced. According to the process for producing perfluorocarbons of the present invention, high-purity perfluorocarbons extremely suppressed in the production of impurities such as an oxygen-containing compound can be obtained. The perfluorocarbons obtained by the production process of the present invention contain substantially no oxygen-containing compound and, therefore, can be effectively used as an etching or cleaning gas for use in a process for producing a semiconductor device.
    Type: Grant
    Filed: February 17, 2004
    Date of Patent: February 13, 2007
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi
  • Patent number: 7102039
    Abstract: Octafluoropropane is produced by a process including a step (1) of reacting hexafluoropropene with hydrogen fluoride in a gas phase at a temperature of from 150 to 450° C. in the presence of a fluorination catalyst to obtain 2H-heptafluoropropane and a step (2) of reacting 2H-heptafluoropropane obtained in step (1) with fluorine gas in a gas phase at a temperature of from 250 to 500° C. in the absence of a catalyst to obtain octafluoropropane. High-purity octafluoropropane is obtained which can be used in a process for producing a semiconductor device.
    Type: Grant
    Filed: February 4, 2004
    Date of Patent: September 5, 2006
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi
  • Patent number: 7074975
    Abstract: Catalysts such as antimony halides, which are useful in fluorination reactions involving hydrogen fluoride, may be reduced during the reaction and require regeneration. Regenerative oxidation is usually carried out by introducing elemental halogen, preferably fluorine or chlorine, into the reaction mixture. In accordance with the invention elemental halogen is prevented from coming into contact with starting materials or intermediate products which are reactive therewith. This is preferably achieved by withdrawing part of the reaction mixture from the reactor, mixing the withdrawn part with chlorine or fluorine in order to regenerate the catalyst, and thereafter returning the withdrawn part to the reactor.
    Type: Grant
    Filed: June 18, 2004
    Date of Patent: July 11, 2006
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Carsten Brosch
  • Patent number: 7045668
    Abstract: A process for production of high-purity hexafluoroethane, wherein a mixed gas containing hexafluoroethane and chlorotrifluoromethane is reacted with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at 200-450° C., for fluorination of the chlorotrifluoromethane, or wherein pentafluoroethane containing chlorine compounds with 1-3 carbon atoms is reacted with hydrogen in a gas phase in the presence of a hydrogenation catalyst at 150-400° C., and the product is then reacted with fluorine in a gas phase in the presence of a diluent gas.
    Type: Grant
    Filed: August 6, 2002
    Date of Patent: May 16, 2006
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi
  • Patent number: 6992229
    Abstract: The present invention has an object to provide a method for purifying a fluorinated hydroxyl compound of the formula 1 safely in a high yield under industrially practical conditions. Namely, a mixture containing a fluorinated hydroxyl compound of Rf—CR1R2—OH (Formula 1, wherein Rf is a C1-20 polyfluoroalkyl group, and each of R1 and R2 is a hydrogen atom or a C1-3 alkyl group) such as 2,2,3,3-tetrafluoropropanol, and a compound having an unshared electron pair, is distilled by heating in the presence of a solid acid catalyst such as a cation exchange resin catalyst, or by adding a proton source such as water.
    Type: Grant
    Filed: November 19, 2002
    Date of Patent: January 31, 2006
    Assignee: Asahi Glass Company, Limited
    Inventors: Hidekazu Okamoto, Akihiro Wada, Toshihiko Toma, Nobuyuki Yamagishi
  • Patent number: 6992199
    Abstract: The invention concerns a method for sulphonylating a hydroxylated organic compound. The invention concerns in particular aliphatic hydroxylated compounds and more particularly those which comprise on their aliphatic chain, an electroattractive group. The method for sulphonylating a hydroxylated organic compound is characterised in that it consists in reacting said compound, with a sulphonylating agent, in the presence of a sufficient amount of a Lewis acid.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: January 31, 2006
    Assignee: Rhodia Chimie
    Inventors: Johann Vastra, Laurent Saint-Jalmes
  • Patent number: 6923921
    Abstract: Described are fluorinated polyether compounds having a molecular weight range between 750 g/mol and 4000 g/mol where such polyether compounds are intermediates used in fluorinated compositions for treating various substrates.
    Type: Grant
    Filed: December 30, 2002
    Date of Patent: August 2, 2005
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Daniel R. Vitcak, Richard S. Buckanin, Cheryl L. S. Elsbernd
  • Patent number: 6903230
    Abstract: It is to provide a process for synthesizing an intended fluorine-containing compound having a geminal difluoro structure with a high yield, by subjecting a carbonyl compound which is readily available to a two-stage reaction.
    Type: Grant
    Filed: July 30, 2003
    Date of Patent: June 7, 2005
    Assignee: Asahi Glass Company, Limited
    Inventors: Shuzhong Wang, Kazuhiko Hayashi, Shinsuke Kaga, Kazuya Oharu
  • Patent number: 6900362
    Abstract: A process for the production of HFC-227ea from HF and HFP is provided. This process takes advantage of an azeotropic composition of HF and HFC-227ea in order to produce HFC-227ea essentially free of HF and recycle unreacted HF back to the reactor. The recycle of said azeotropic composition, also allows the use of HFC-227ea as a diluent to aid in control of reactor temperature for a highly exothermic reaction.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: May 31, 2005
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Newton Miller, Mario J. Nappa, Donald J. Toton
  • Patent number: 6858762
    Abstract: A liquid phase process is disclosed for producing halogenated alkane adducts of the formula CAR1R2CBR3R4 (where A, B, R1, R2, R3, and R4 are as defined in the specification) which involves contacting a corresponding halogenated alkane, AB, with a corresponding olefin, CR1R2?CR3R4 in a dinitrile or cyclic carbonate ester solvent which divides the reaction mixture into two liquid phases and in the presence of a catalyst system containing (i) at least one catalyst selected from monovalent and divalent copper; and optionally (ii) a promoter selected from aromatic or aliphatic heterocyclic compounds which contain at least one carbon-nitrogen double bond in the heterocyclic ring. When hydrochlorofluorocarbons are formed, the chlorine content may be reduced by reacting the hydrochlorofluorocarbons with HF. New compounds disclosed include CF3CF2CCl2CH2CCl3, CF3CCl2CH2CH2Cl and CF3CCl2CH2CHClF. These compounds are useful as intermediates for producing hydrofluorocarbons.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: February 22, 2005
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Thomas Baker, Ralph Newton Miller, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 6844474
    Abstract: The present invention provides a vapor phase process for the production of difluoromethane, HFC-32. The process of this invention provides for the preparation of HFC-32 by a process that exhibits both good product yield and selectivity.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: January 18, 2005
    Assignee: Allied Signal Inc.
    Inventors: Paul Gene Clemmer, Addison Miles Smith, Hsueh Sung Tung, John Stephen Bass
  • Patent number: 6787664
    Abstract: A process for synthesizing L and D-5,5,5,5′,5′,5′-hexafluoroleucine and protected analogs is disclosed. These compounds have utility in the preparation of fluorous peptides and proteins, which display interesting and unusual properties including strong self-association and an affinity for lipid bilayers.
    Type: Grant
    Filed: September 16, 2003
    Date of Patent: September 7, 2004
    Assignees: Warner-Lambert Company LLC, The Regents of the University of Michigan
    Inventors: James T. Anderson, Edward Neil Marsh, Peter Laurence Toogood
  • Publication number: 20040162450
    Abstract: The process for producing perfluorocarbons according to the present invention is characterized in that in the production of a perfluorocarbon by contacting an organic compound with a fluorine gas, the organic compound is contacted with the fluorine gas at a temperature of from 200 to 500° C. and the content of an oxygen gas within the reaction system is controlled to 2% by volume or less based on the gas components in the reaction starting material, whereby a perfluorocarbon reduced in the content of impurities is produced. According to the process for producing perfluorocarbons of the present invention, high-purity perfluorocarbons extremely suppressed in the production of impurities such as an oxygen-containing compound can be obtained. The perfluorocarbons obtained by the production process of the present invention contain substantially no oxygen-containing compound and, therefore, can be effectively used as an etching or cleaning gas for use in a process for producing a semiconductor device.
    Type: Application
    Filed: February 17, 2004
    Publication date: August 19, 2004
    Applicant: SHOWA DENKO K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi
  • Publication number: 20040158109
    Abstract: Octafluoropropane is produced by a process including a step (1) of reacting hexafluoropropene with hydrogen fluoride in a gas phase at a temperature of from 150 to 450° C. in the presence of a fluorination catalyst to obtain 2H-heptafluoropropane and a step (2) of reacting 2H-heptafluoropropane obtained in step (1) with fluorine gas in a gas phase at a temperature of from 250 to 500° C. in the absence of a catalyst to obtain octafluoropropane. High-purity octafluoropropane is obtained which can be used in a process for producing a semiconductor device.
    Type: Application
    Filed: February 4, 2004
    Publication date: August 12, 2004
    Applicant: SHOWA DENKO K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi