Fluorine Is Sole Halogen Patents (Class 570/126)
  • Patent number: 7259281
    Abstract: The present invention provides novel compounds 2,4,4,4-tetrafluoro-1-butene and (E)- and (Z)-1,1,1,3-tetrafluoro-2-butenes. Furthermore, the present invention provides the following novel first and second processes for producing 2,4,4,4-tetrafluoro-1-butene and (E)- and (Z)-1,1,1,3-tetrafluoro-2-butenes. The first process is a process for producing 2,4,4,4-tetrafluoro-1-butene by heating 1,1,1,3,3-pentafluorobutane at from about 200° C. to about 700° C. The second process is a process for producing (E)- and (Z)-1,1,1,3-tetrafluoro-2-butenes by bringing 1,1,1,3,3-pentafluorobutane with a base. By the first and second processes, it is possible to obtain respective target fluorobutenes with high selectivity.
    Type: Grant
    Filed: August 21, 2006
    Date of Patent: August 21, 2007
    Assignee: Central Glass Company, Limited
    Inventors: Richard A. Du Boisson, Adam C. Alty
  • Patent number: 7244545
    Abstract: The present invention provides a fluorinated compound having functional groups in a high concentration so that adequate characteristics of the functional groups can be obtained and having high transparency in a wide wavelength region, a fluoropolymer, and a process for its production. The present invention provides a fluorinated diene represented by the following formula (1): CF2?CFCH2CH(C(R1)(R2)(OH))CH2CH?CH2??(1) wherein each of R1 and R2 which are independent of each other, is a fluorine atom or a fluoroalkyl group having at most 5 carbon atoms.
    Type: Grant
    Filed: April 27, 2006
    Date of Patent: July 17, 2007
    Assignee: Asahi Glass Company, Limited
    Inventors: Yoko Takebe, Osamu Yokokoji
  • Patent number: 7182885
    Abstract: Fluorinated indenes and 1,7-dihydroindacenes of the general formulae (I) and (II) of negative dielectric anisotropy (??<0) in which T, A, R, L, X, Y, U, W, Z, n, m, p and q are as defined herein are suitable for use in liquid crystal display elements.
    Type: Grant
    Filed: April 4, 2003
    Date of Patent: February 27, 2007
    Assignee: Merck Patent GmbH
    Inventors: Lars Lietzau, Melanie Klasen-Memmer, Matthias Bremer
  • Patent number: 6963015
    Abstract: The present invention provides an ethylene-hexafluoropropylene copolymer which is suitable as a hose or seal for engine oil of an automobile and has sufficient amine resistance, while maintaining heat resistance, oil resistance and chemical resistance close to that of conventional fluorine rubber. The ethylene-hexafluoropropylene copolymer comprises 35 to 60% by mole of ethylene structural unit, 25 to 50% by mole of hexafluoropropylene structural unit and 0 to 15% by mole of structural unit derived from a monomer copolymerizable therewith and has a fluorine content of at least 60% by weight and number average molecular weight of 3,000 to 500,000.
    Type: Grant
    Filed: September 19, 2001
    Date of Patent: November 8, 2005
    Assignee: Daikin Industries, LTD
    Inventors: Masao Otsuka, Mitsuo Tsukamoto, Mitsuhiro Otani, Tatsuya Morikawa, Hideya Saito
  • Patent number: 6955769
    Abstract: Provided are compositions comprising HFC-245fa and trans-1,2-dichloroethylene which exhibit relatively high solubility with conventional hydrocarbon lubricants, non-flammability, and relatively constant boiling points. Also provided are uses of such compositions.
    Type: Grant
    Filed: March 14, 2003
    Date of Patent: October 18, 2005
    Assignee: Honeywell International Inc.
    Inventors: Gary M. Knopeck, Rajiv R. Singh, Ian Shankland
  • 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: 6787062
    Abstract: The invention relates to a process for the preparation of compounds having at least one —CF2O— bridge in the molecule, which comprises initially reacting a bis(alkylthio)carbenium salt with a compound containing at least one hydroxyl group in the presence of a base followed by oxidative fluorination, preferably in situ, with a fluorinating agent and an oxidizing agent to form the compound having at least one —CF2O— bridge in the molecule.
    Type: Grant
    Filed: September 3, 2002
    Date of Patent: September 7, 2004
    Assignee: Merck Patent GmbH
    Inventors: Peer Kirsch, Andreas Taugerbeck, Detlef Pauluth, Matthias Bremer
  • Patent number: 6685995
    Abstract: Liquid crystalline compounds suitable for driving at a low voltage and at a wide temperature range, and suitable for high speed response, liquid crystal compositions comprising the compound, and liquid crystal display devices comprising the liquid crystal composition. The crystalline compounds are ester compounds expressed by the general formula (1) wherein R1 represents e.g. a hydrogen atom; A1 to A5 each independently represent e.g. 1,4-cyclohexylene, 1,4-phenylene, 1-cyclohexene-1,4-diyl, 3-cyclohexene-1,4-diyl, 1-sila-1,4-cyclohexylene, or 4-sila-1,4-cyclohexylene; bonding groups Za to Zd each independently represent e.g. a single bond, —CH2—, —O—, —C≡C—, or an alkylene group or alkenylene group having 2 to 4 carbon; bonding group Ze represents e.g.
    Type: Grant
    Filed: July 7, 2000
    Date of Patent: February 3, 2004
    Assignee: Chisso Corporation
    Inventors: Yasuhiro Haseba, Shuichi Matsui, Hiroyuki Takeuchi, Yoshitaka Yagi, Fusayuki Takeshita, Etsuo Nakagawa
  • Patent number: 6653515
    Abstract: &agr;,&bgr;,&bgr;-Trifluorostyrene and derivatives thereof synthesized in two steps from 1,1,1,2-tetrafluoroethylene. In the first step, 1,1,1,2-tetrafluoroethylene is reacted with a base, a metal salt such as zinc chloride and an optionally amine to form a trifluorovinyl metal complex. In the second step, the trifluorostyrene or derivative is obtained by reacting the trifluorovinyl metal complex with an aryl transfer agent such as, for example, an aryl triflate or an aryl halide, in the presence of a metal catalyst and optionally a coordinating ligand. Both steps may be carried out in one reactor.
    Type: Grant
    Filed: December 14, 2001
    Date of Patent: November 25, 2003
    Assignee: Ballard Power Systems Inc.
    Inventors: Charles Stone, Timothy J. Peckham, Donald J. Burton, Anilkumar Raghavanpillai
  • Publication number: 20030160210
    Abstract: The invention relates to polymerisable monocyclic compounds, their use in liquid crystal mixtures, polymers and polymer films, and the use of the compounds, mixtures, polymers and polymer films in optical, electrooptical and electronic devices, for decorative and security applications.
    Type: Application
    Filed: December 23, 2002
    Publication date: August 28, 2003
    Applicant: MERCK PATENT GMBH
    Inventors: Matthias Bremer, Melanie Klasen-Memmer, Dagmar Klement, Stephan Derow
  • Publication number: 20020193540
    Abstract: Ionic perfluorovinyl compounds and their uses as components of ionic conductors of the polymer type, of selective membranes or of catalysts. The compounds comprise at least one perfluorovinyl group and at least one group chosen from —O or one of the groups C≡N, —C(C≡N)2, —NSO2R or —C[SO2R]2 or a pentacyclic group comprising at least one N, C—C≡N, CR, CCOR or CSO2R group. The compounds and/or their polymers are of use in the preparation of ionically conducting materials, electrolytes and selective membranes.
    Type: Application
    Filed: June 17, 2002
    Publication date: December 19, 2002
    Inventors: Michel Armand, Christophe Michot
  • Patent number: 6395700
    Abstract: Compounds each having a —CH2—CHF— group and a number of carbon atoms of 4 or above are prepared by hydrogenating a compound having a —CCl═CF— group and a number of carbon atoms of 4 or above in the presence of a noble metal catalyst in a liquid or gas phase. The compound having a —CCl═CF— group and a number of carbon atoms of 4 or above is preferably a C4-C10 alicyclic one, and can be prepared by reacting a compound having a —CCl═CCl— group and a number of carbon atoms of 4 or above with a fluorinating agent.
    Type: Grant
    Filed: June 23, 2000
    Date of Patent: May 28, 2002
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Toshiro Yamada, Takashi Uruma, Tatsuya Sugimoto
  • Patent number: 6388146
    Abstract: The polymerizable compound of this invention is represented by general formula (I): where R is H, R′, R′O, R′COO, or R′OCO, R′ is a linear or branched alkyl group or alkenyl group having 1 to about 15 carbon atoms, A1 and A2 are independently a cyclohexane ring or a benzene ring which may include a substituent represented by formula (II) below; X is H or CH3; and Y1, Y2, Y3, and Y4 are independently H, F, Cl, CH3, CH3O, CF3, or CF3O wherein at least two of Y1, Y2, Y3, and Y4 are H and, if both A1 and A2 are cyclohexane rings, at least one of Y1, Y2, Y3, and Y4 is not H: where Y5, Y6, Y7, and Y8 are independently H, F, Cl, CH3, CH3O, CF3, or CF3O, at least two of Y5, Y6, Y7, and Y8 are H.
    Type: Grant
    Filed: January 27, 1999
    Date of Patent: May 14, 2002
    Assignees: Sharp Kabushiki Kaisha, Kanto Kagaku Kabushiki Kaisha
    Inventors: Noriaki Onishi, Aya Miyazaki, Hoyo Mizobe, Masahiko Yoshida, Kenji Suzuki
  • Patent number: 6383454
    Abstract: A process for fluorinating a hydrocarbon substrate is by mixing it with an inert diluent and mixing the diluted substrate with a gaseous fluorinating reagent to form a foam reaction mixture. The fluorinating reagent reacts with the substrate in the form to foam product. The foam is separated into a liquid component which contains product and a gas component. Product is withdrawn from the liquid component which is then returned to the diluting step. Fluorinating reagent is fed into the gas component which is then recirculated to the mixing step. An installation for fluorinating a hydrocarbon substrate includes, in sequence as a circuit, a dilution stage, a mixing stage, a reaction stage and a separation stage. Liquid returning means feeds liquid from the separation stage to the dilution stage, and gas recirculation means feeds gas from the separation stage to the mixing stage.
    Type: Grant
    Filed: July 13, 2001
    Date of Patent: May 7, 2002
    Assignee: South Africa Nuclear Energy Corporation Ltd.
    Inventors: Driekus Van Der Westhuizen, Petrus Johannes Venter
  • Patent number: 6365676
    Abstract: The invention concerns a process for the reaction of a perfluoroalkyl iodide of the formula CF3(CF2)h—I, where h is an integer from 4 to 18, with a compound having a terminal olefinic group, which comprises conducting said reaction in an aqueous medium containing 5 to 40% by weight of a water-soluble solvent and in the presence of from 0.02 to 0.5 equivalents of dithionite ion, based on the perfluoroalkyl iodide, at a temperature of from 0 to 40° C. and at a pH greater than 7.0.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: April 2, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: John Jennings, Ted Deisenroth, Marlon Haniff
  • Patent number: 6350925
    Abstract: A synthesis is provided for &agr;,&bgr;-difluoro-&bgr;-halo-ethenyl aromatic compounds such as &agr;,&bgr;,&bgr;-trifluorostyrenes by a process of reacting CFX2CFXI, wherein each X is independently F or Cl, provided that at least one X is Cl and at least one X is F, with an aromatic compound Ar to form (CFX2CFX)n—Ar, wherein n is 1, 2 or 3, and subsequently dechlorohalogenating this product to form (CFX═CF)n—Ar. Novel synthetic intermediate compounds are provided.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: February 26, 2002
    Assignee: 3M Innovative Properties Company
    Inventor: George Van Dyke Tiers
  • Patent number: 6342572
    Abstract: The invention pertains to benzocyclobutene resins having flame retardant properties. Such resins have a high glass transition temperature (Tg>250° C.), low moisture absorption, low dielectric constant, good mechanical properties, flame retardancy (meets or exceeds UL94 V-O and/or VTM-O requirements), and can be cast onto a reinforcement to prepare a laminate for use as a substrate for electronic circuitry. The flame resistant compound is reaction product of a halogen containing compound of the formulae R&Parenopenst; DA)n or R&Parenopenst; DA&Parenclosest;n R2 wherein R is a halogen containing aromatic group, a halogen containing aliphatic group or a combination thereof; R2 is hydrogen, an aromatic group, an aliphatic group or an combination of an aromatic group and an aliphatic group which may contain halogen atoms; DA is a Diels-Alder reactive diene or a group that can act as a dienophile in a Diels-Alder reaction; and n is greater than or equal to 1; with a benzocyclobutene compound.
    Type: Grant
    Filed: December 28, 1999
    Date of Patent: January 29, 2002
    Assignee: Honeywell International Inc.
    Inventors: Michael W. Wagaman, Thomas F. McCarthy
  • Publication number: 20010031900
    Abstract: This invention is directed to making chemical derivatives of carbon nanotubes and to uses for the derivatized nanotubes, including making arrays as a basis for synthesis of carbon fibers. In one embodiment, this invention also provides a method for preparing single wall carbon nanotubes having substituents attached to the side wall of the nanotube by reacting single wall carbon nanotubes with fluorine gas and recovering fluorine derivatized carbon nanotubes, then reacting fluorine derivatized carbon nanotubes with a nucleophile. Some of the fluorine substituents are replaced by nucleophilic substitution. If desired, the remaining fluorine can be completely or partially eliminated to produce single wall carbon nanotubes having substituents attached to the side wall of the nanotube. The substituents will, of course, be dependent on the nucleophile, and preferred nucleophiles include alkyl lithium species such as methyl lithium.
    Type: Application
    Filed: March 16, 2001
    Publication date: October 18, 2001
    Inventors: John L. Margrave, Edward T. Mickelson, Robert Hauge, Peter Boul, Chad Huffman, Jie Liu, Richard E. Smalley, Ken Smith, Daniel T. Colbert
  • Patent number: 6040485
    Abstract: The invention relates to novel fluorinated organic compounds having the following molecular structure: ##STR1## where R.sub.F is a fluorinated carbon chain, R.sub.1H is hydrogen or a saturated hydrogenated carbon chain, R.sub.2H is hydrogen or a saturated hydrogenated carbon chain, R.sub.1H and R.sub.2H being not simultaneously hydrogen, the group ##STR2## comprising a principal chain and at least one linear or cyclic branch. These compounds may be prepared by reacting a phosphine with a halide under heating, and then hot reacting in a solvent the resulting phosphonium salt with a branched aldehyde or a ketone. These compounds have an excellent stability, a good biocompatibility and a high capacity to solubilize gases and particularly oxygen, such properties allowing their use in applications of the ophthalmological type or as an organ preservation medium.
    Type: Grant
    Filed: February 26, 1998
    Date of Patent: March 21, 2000
    Assignee: Chauvin Opsia
    Inventors: Isabelle Lattes, Bernard Feurer, Brigitte Guidetti, Viviane Payrou
  • Patent number: 6025521
    Abstract: This invention relates to carbon based initiators for polymerization and telomerization reactions. Polymers produced are useful as water repellants and materials with high temperature resistance. Telomers are useful as intermediates in the production of chemically inert and temperature resistant materials.
    Type: Grant
    Filed: May 9, 1997
    Date of Patent: February 15, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Carl George Krespan, Viacheslav Alexandrovich Petrov
  • Patent number: 5681902
    Abstract: Free radical reaction of unsaturated material, dissolved in a polar, water immiscible organic solvent, & perfluoroalkyl iodide in the presence of buffer or means for adjusting pH of aqueous phase.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: October 28, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Donald Douglas May
  • Patent number: 5648566
    Abstract: Monomers of the formula (I) (for example, 3,3,4,4,5,5,6,6-octafluoromethylenecyclopentane) are described, as well as copolymers prepared from them and from one or more monomers copolymerizable with them. ##STR1## wherein n=3 to 5 The compounds are suitable for the production of a multiplicity of thermoplastically processable copolymers having various sets of properties which permit applications both as compact moulded parts and as coatings.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ralf Kruger, Michael Negele, Norbert Lui, Albrecht Marhold
  • Patent number: 5350878
    Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: September 27, 1994
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5344580
    Abstract: Oligomers of compounds of the formulaX--(CF.sub.2).sub.a --O.sub.b --(CH.sub.2).sub.c --CH=CH.sub.2( 1)and co-oligomers of compounds of the formula (1) together with compounds of the formulaX--(CX.sub.2).sub.d --O.sub.b --(CX.sub.2).sub.c --CX=CX.sub.2( 2)in which X is hydrogen or fluorine, a is a number from 2 to 16, b and c are, independently of one another, 0 or 1, and d is a number from 0 to 6, with a mean degree of oligomerization of 2 to 4, are obtained by heating a solution of the monomers in a hydrocarbon together with a free radical-forming catalyst to 135.degree. to 180.degree. C. The oligomers are lubricating agents and lubricants.
    Type: Grant
    Filed: December 1, 1992
    Date of Patent: September 6, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Konrad von Werner
  • Patent number: 5254774
    Abstract: A process for the oligomerization of hexafluoropropene comprises contacting hexafluoropropene with a catalyst or a mixture of catalysts selected from the group consisting of the cyanide, cyanate, and thiocyanate salts of alkali metals, quaternary ammonium, and quaternary phosphonium, in the presence of polar, aprotic solvent, e.g., acetonitrile. The process of the invention is especially useful for selectively preparing hexafluoropropene dimers, e.g., perfluoro-2-methyl-2-pentene and perfluoro-2-methyl-3-pentene, in good yield by the proper choice of solvent and catalyst.
    Type: Grant
    Filed: December 28, 1992
    Date of Patent: October 19, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Robert A. Prokop
  • Patent number: 5162594
    Abstract: This invention concerns a process for the production of polyfluoroolefins by the catalytic addition of polyfluoroallylic fluorides to fluoroethylenes. 1:1 and 1:2 Adducts such as F-pentene-2 and F-heptene-3 can be formed selectively and reduced further to dihydro- or trihydropolyfluoroalkanes, which are useful as HFC cleaning agents.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: November 10, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 5118874
    Abstract: Compounds of the formula ##STR1## in which, independently of one another, each R is OH or lower alkyl having 1-4 carbon atoms and each R' is hydrogen or lower alkyl having 1-4 carbon atoms, are prepared by the condensation of partially fluorinated aromatic hydrocarbons in the presence of hydrogen fluoride or by the reductive coupling of partially fluorinated aromatic compounds. The compounds are used as a starting material for the preparation of partially fluorinated polycondensates.
    Type: Grant
    Filed: June 20, 1991
    Date of Patent: June 2, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Appel, Gunter Siegemund
  • Patent number: 5015790
    Abstract: Fluorine-containing iodo-substituted 1-hexenes, their preparation by the addition of two moles of ethylene to fluorine-containing iodo olefins, and their dehydroiodination to fluorine-containing 1,5-dienes are disclosed.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: May 14, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ming-Hong Hung
  • Patent number: 4996277
    Abstract: Oligoethylene oxide-substituted aryl and aralkyl alkenes, oligoethylene oxide-substituted aryl and aralkyl alkoxy silanes and polysiloxane polymers containing oligoethylene oxide-substituted aryl and aralkyl sidechains and methods for their preparation are disclosed. The oligoethylene oxide-substituted aryl and aralkyl alkenes are used to prepare the oligoethylene oxide substituted polysiloxane polymers which are useful as stationary phase coatings in gas-liquid chromatography and supercritical fluid chromatography in the separation of various closely related chemical substances such as homologs and isomers. The oligoethylene oxide-substituted aryl and aralkyl alkoxy silanes are reactive towards silica particles for use as packing in liquid chromatography columns.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: February 26, 1991
    Inventors: Jerald S. Bradshaw, Milton L. Lee, Karin E. Markides
  • Patent number: 4668710
    Abstract: Included are trihalovinyl polyol ethers. The compositions have pendant 1,2,2-trihaloethenyl moieties. The compositions may be low viscosity oils or highly polymeric such as incorporated with a urethane or other polymers. One of the uses of the compositions is as flame retardants which may have high thermal stability and scorch resistance.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: May 26, 1987
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, William J. Kruper, Jr.
  • Patent number: 4618734
    Abstract: A perfluoroalkylene .alpha.,.omega.-diacetylene compound having a fluorocarbon chain of from 5 to about 20 carbon atoms between two acetylene end groups, and a method of forming same by first reacting perfluoroalkylene diiodide having the formula I(CF.sub.2).sub.n I, wherein n is a whole number from 5 to about 20, inclusive with bis(trimethylsilyl)acetylene, and converting the reaction product to the diacetylene with KF. The diacetylene has the general formula HC.tbd.C(CF.sub.2).sub.n C.tbd.CH, wherein n is as set forth above, and it can be polymerized to produce a clear, hard, cross-linked resin suitable for use as a coating on bearings and in the manufacture of aircraft windshields. Monofunctional counterparts of the HC.tbd.C(CF.sub.2).sub.n C.tbd.CH compounds can be formed by substituting perfluoroalkyl primary iodides for the diiodides in the above-described reaction.
    Type: Grant
    Filed: August 12, 1983
    Date of Patent: October 21, 1986
    Assignee: Fluorochem Inc.
    Inventors: Kurt Baum, Ronald O. Hunadi, Clifford D. Bedford
  • Patent number: 4402984
    Abstract: Perfluoroadamantane and 1-hydropentadecafluoroadamantane are prepared by perfluorinating adamantane and/or bromoadamantane by contacting CoF.sub.3 at an elevated temperature. The fluoroadamantanes have utility as synthetic blood substitutes or perfusion media.
    Type: Grant
    Filed: March 16, 1982
    Date of Patent: September 6, 1983
    Assignee: Sun Tech, Inc.
    Inventor: Robert E. Moore