Fluorine Patents (Class 568/615)
  • Patent number: 5319147
    Abstract: Perfluoropolyoxyalkylenes containing acid and/or ketonic groups are neutralized by reacting same in the liquid phase with elemental fluorine at temperatures of from -20.degree. to +150.degree. C. in the presence of a supported catalyst consisting of fluorides of Ag, Pb, Co, Ni, Cu, Mn, V, Cr, or Fe.In a preferred embodiment, a mixture of fluorides of the above mentioned metals and of fluorides, or fluoride precursors, of an alkali and/or alkaline-earth metal is used as catalyst, optionally supported on a suitable carrier.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: June 7, 1994
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Ugo De Patto
  • Patent number: 5316686
    Abstract: Perfluoroalkylether (PFAE) tertiary mono- and poly-alcohols of the general structure: ##STR1## wherein R.sup.1 and R.sup.3 represent perfluoroalkyl groups having from one to fifty carbon atoms or PFAE groups having 2-50 carbon atoms and 1-49 oxygen atoms; R.sup.2 represents a PFPAE group having 3-50 carbon atoms and 1-48 oxygen atoms; A represents perfluoroalkylene groups containing 2-30 carbon atoms or perfluoroalkyleneether groups having 2-30 carbon atoms and 1-29 oxygen atoms; and n is an integer having a value ranging from zero to ten; and wherein the alcohol contains at least 12 carbon atoms per molecule. The perfluoroalkylether (PFAE) tertiary mono- and poly-alcohols are mixed with perfluoropolyalkylether fluids in an amount ranging from 0.01 to 1.00 weight percent to provide fluids having improved antiwear properties.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: May 31, 1994
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Carl E. Snyder, Jr., Lois J. Gschwender, Kalathil C. Eapen, Grace J. Chen
  • Patent number: 5313000
    Abstract: This invention relates to the production of hydroxy-terminated polymers in the 2,000-20,000 MW range suitable for use as prepolymers in curing reactions with isocyanates to produce elastomers. The process involves the continuous addition over periods of 25-50 hours of an oxirane (monoepoxide) or a mixture of an oxirane and an oxetane to a reaction mixture, consisting of stoichiometric excesses of oxonium ion-forming catalyst such as BF.sub.3 -etherate and a diol initiator dissolved in an inert solvent. Under these conditions, chain extension of the diol occurs and the formation of cyclic oligomers and other impurities is minimised. The mole ratio of the initiator to catalyst is maintained at above 10:1 to suppress the formation of cationic terminal species on the growing polymer chain.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: May 17, 1994
    Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Britain and Northern Ireland
    Inventor: Malcolm J. Stewart
  • Patent number: 5290912
    Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 1, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
  • Patent number: 5286398
    Abstract: Lubricant compositions are disclosed comprising end-capped polyalkylene oxides having viscosities at 100.degree. F. of from 50 to 3000 SUS and the formulaR.sup.1 (OC(R.sup.2)HCH.sub.2).sub.w O(CH.sub.2 C(CH.sub.3)HO).sub.x (CH.sub.2 CH.sub.2 O).sub.y (CH.sub.2 C(R.sup.2)HO) .sub.z H,wherein w is a number from 0 to 10, x is a number from 4 to 30, y is a number from 0 to 20, and z is a number from 1 to 10, wherein R.sup.1 is selected from the group consisting of hydrogen and alkyl groups having from 1 to 8 carbon atoms (provided that when R.sup.1 is an alkyl group, w is 0) and wherein R.sup.2 is selected from the group consisting of perfluoroalkyl groups having from 1 to 4 carbon atoms. The lubricants may be used in combination with refrigerants containing a saturated hydrocarbon having 1 to 4 carbon atoms that is partially or fully substituted with fluorine and/or chlorine and has a normal boiling point of from -80.degree. C. to +50.degree. C. (e.g., CF.sub.3 CH.sub.2 F).
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: February 15, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 5281695
    Abstract: The present compound is a novel perfluoropolyether represented by the following general formula: ##STR1## wherein m is an integer of 1 to 3 and n is an integer of 2 to 6. This compound is quite useful as an inert liquid used as a heat transfer mediums in the filed of electronic materials.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: January 25, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hirofumi Kishita, Yasuo Tarumi, Kouichi Yamaguchi, Takashi Matsuda, Kouji Takano
  • Patent number: 5268511
    Abstract: A two step process, each of the steps being novel, for the production of trifluorovinyl ethers by reaction of a siloxane with selected acyl fluorides or carboxylic anhydrides, is disclosed. Also disclosed is a novel silyl ester intermediate.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: December 7, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5237108
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: August 17, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchinonni
  • Patent number: 5233094
    Abstract: The invention relates to a process for the preparation of perfluorinated ethers of the formula (I)R--CF.sub.2 --CF.sub.3 (I)in which R is the radical CF.sub.3 (CF.sub.2).sub.2 --O--[CF(CF.sub.3)CF.sub.2 --O].sub.n --, in which n is an integer from 0 to 60, from compounds of the formula (II)R--[CF(CF.sub.3)CF.sub.2 --O--]CHF--CF.sub.3 (II)by heating these at 150.degree.-350.degree. C. in the presence of at least one of the compounds AlCl.sub.3, Albr.sub.3 or AlF.sub.3.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: August 3, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Matthias Meyer
  • Patent number: 5225561
    Abstract: Metal organic chemical vapor deposition (MOCVD) formation of copper oxide superconductor materials. Various source reagents of Group II elements suitable for high temperature superconductor (HTSC) material formation are described, including beta-diketonates, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases, as well as complexes of such Group II compounds, utilizing monodentate or multidentate ligands to provide additional coordination to the Group IIA atom, so that the resulting complex is of enhanced volatility characteristics, and enhanced suitability for MOCVD applications. Also disclosed are methods of synthesizing such compounds and complexes, including a method of making Group II metal beta-diketonate compounds having enhanced thermal stability characteristics. Further disclosed are a vertical inverted reactor for chemical vapor deposition, and various methods of processing applied metal oxide films for enhanced HTSC character.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: July 6, 1993
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Peter S. Kirlin, Duncan W. Brown, Robin A. Gardiner
  • Patent number: 5220076
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of --CF.sub.2 --, --CF.sub.2 --CF.sub.2 -- and ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: June 15, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5214214
    Abstract: There is provided a novel perfluorochemical represented by the formula, ##STR1## wherein R.sub.F is a perfluoroalkyl group, a perfluoro alkoxyalkyl group or a perfluoroalkyloxy group, X and X' are same as or different from each other and are a fluorine atom or a perfluoroalkyl group, and Y is a perfluoroalkyloxy group or a perfluoro dialkylamino group, the total number of the carbon atoms contained being an integer of 8 to 11 inclusive. The perfluorochemical is prepared by perfluorinating the corresponding partially fluorinated compound which may have unsaturated hydrocarbon moiety, only with molecular fluorine in a stoichiometric excess amount in an inert solvent.The perfluorochemical is used for preparing a stable emulsion as blood substitutes or perfusion media.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: May 25, 1993
    Assignee: The Green Cross Corporation
    Inventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Kimie Naito
  • Patent number: 5214216
    Abstract: A fluorine-containing polyether of the formula:R.sub.f --X--A (I)orA--X--R'.sub.f --X--A (II)wherein R.sub.f and R'.sub.f are each a linear group containing a perfluoroalkyl polyether group, X is --CF.sub.2 COO--, --C.sub.2 F.sub.4 COO-- or --CF.sub.2 CF.sub.2 -- and A is a group containing a polyalkylene glycol group. The polyether can be used as a nonionic surfactant which is compatible with a perfluoroalkyl polyether.
    Type: Grant
    Filed: July 24, 1990
    Date of Patent: May 25, 1993
    Assignee: Daikin Industries Ltd.
    Inventors: Takashi Tohzuka, Sueyoshi Ishikawa, Ikuo Yamamoto
  • Patent number: 5210323
    Abstract: In the process described for the preparation of alkoxylates having a narrow distribution of homologs by reaction of compounds containing at least one hydroxyl group with alkylene oxide, complex compounds of antimony pentahalide with a special Lewis base are used as the catalysts. Alkoxylates having a narrow distribution of homologs and good color quality are obtained at a high conversion.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: May 11, 1993
    Assignee: Hoechst Aktiengese Ilschaft
    Inventors: Ignaz Wimmer, Rainer Kupfer
  • Patent number: 5202501
    Abstract: Perfluoropolyethers containing high concentrations of difluoromethylene oxide units in the polymer chain are disclosed.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: April 13, 1993
    Assignee: Exfluor Research Corporation
    Inventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke
  • Patent number: 5198136
    Abstract: An iodine-containing compound consisting of at least two repeating units selected from the formulae:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a ----(CHClCF.sub.2 CF.sub.2 O).sub.b ----(CCl.sub.2 CF.sub.2 CF.sub.2 O).sub.c ----(CHFCF.sub.2 CF.sub.2 O).sub.d ----(CFClCF.sub.2 CF.sub.2 O).sub.e ----(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.f --wherein a, b, c, d, e and f are each 0 or a positive integer and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200 and1.ltoreq.a+c+d+fand an iodine atom at at least one end of a molecule, which can provide a block copolymer which is useful as a grease.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: March 30, 1993
    Assignee: Daikin Industries Ltd.
    Inventors: Masayoshi Tatemoto, Yuji Yutani, Koji Fujiwara
  • Patent number: 5196569
    Abstract: Trifluorovinyl ethers containing selected functional groups, and homo- and copolymers prepared from them, are disclosed, as well as intermediates useful in the preparation of the ethers.
    Type: Grant
    Filed: October 10, 1991
    Date of Patent: March 23, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ming-Hong Hung
  • Patent number: 5185473
    Abstract: The invention relates to a process for the preparation of perfluorinated ethers of the formula R--CF.sub.2 --CF.sub.3, in which R is the radical CF.sub.3 (CF.sub.2).sub.2 --O--[--CF(CF.sub.3)CF.sub.2 --O].sub.n --, in which n is an integer from 0 to 60, by decarbonylation of perfluoroether-acyl fluorides of the formula R--CF(CF.sub.3)--COF at 150.degree.-350.degree. C. in the presence of AlCl.sub.3 and/or AlBr.sub.3.
    Type: Grant
    Filed: June 18, 1992
    Date of Patent: February 9, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Matthias Meyer
  • Patent number: 5185421
    Abstract: Disclosed are fluorinated macromonomers containing one or more hydroxy groups, which are useful as monomers in other polymerization. Also disclosed are processes and an intermediate for making such macromonomers, and condensation and free radically made polymers which contain the macromonomers. The macromonomers are useful for modifying the properties of the polymers into which they are incorporated.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: February 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Gordon M. Cohen, William B. Farnham, Andrew E. Feiring
  • Patent number: 5166453
    Abstract: A purification method of a fluorine-containing alkylethylene comprises reacting the fluorine-containing alkylethylene with powdered metallic zinc in the presence of an aqueous acetic acid solution. By this method, fluorine-containing alkyl iodide and fluorine-containing alkylethyl iodide, contained as impurities in the fluorine-containing alkylethylene, can be removed effectively, for example, to a level of 1 ppm or below.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: November 24, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takashi Matsuda, Hirofumi Kishita, Shinichi Sato, Koichi Yamaguchi, Kouji Takano, Shuji Suganuma
  • Patent number: 5164517
    Abstract: This invention relates to a process for preparing fluoropolyethers and perfluoropolyethers having neutral and/or functional end groups and a lower molecular weight by a selective catalytic cleavage of the corresponding higher molecular weight fluoropolyethers and perfluoropolyethers, characterized in that said cleavage is carried out by operating in the presence of a catalyst system consisting of a combination of silicon dioxide with at least an oxide, a fluoride or an oxyfluoride of a metal selected from Al, Ti, V, Cr, Co. Fe, Ni, Mo, Zn, Cu, Cd, Mn, Sb, Sn, Zr, Sc, Y, La and homologs thereof, Pb, Mg, W.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: November 17, 1992
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Guglielmo Gregorio, Ugo De Patto, Mario Padovan
  • Patent number: 5155282
    Abstract: New perfluoropolyethers comprising repeating units chosen from among ##STR1## statistically distributed along the chain, having a controlled molecular weight and brominated end groups, prepared starting from the product of the photochemical oxidation of C.sub.2 F.sub.4, and/or C.sub.3 F.sub.6, containing peroxidic oxygen, and subsequent treatment in liquid phase with bromine, at temperatures ranging from -40.degree. to 130.degree. C. in the presence of ultraviolet radiations, said new perfluoropolyethers derivatives being useful as additives in rubber mixes vulcanizable with peroxides, in amounts of 0.01 to 5 parts by w per 100 parts by weight of elastomer, optionally in combination with non brominated perfluoropolyethers, to improve the processability in the extrusion and the detachability of the vulcanized articles from the molding.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: October 13, 1992
    Assignees: Ausimont S.p.A., Montedison S.p.A.
    Inventors: Giuseppe Marchionni, Gian T. Viola, Giulio Tommasi, Raffaele Ferro, Gianna Cirillo
  • Patent number: 5153322
    Abstract: Perfluoro (cycloaliphatic methyleneoxyalkylene) compositions are provided. These compositions comprise perfluoro(cycloaliphatic methyleneoxyalkylene) carbonyl fluoride compounds having (a) a perfluorocycloaliphatic moiety which can have up to two perfluoroalkyl substituents and a perfluoroalkylene substituent, and (b) a perfluoromethyleneoxyalkylene carbonyl fluoride radical, the methylene group of the radical being bonded to a ring carbon atom or the perfluoroalkylene substituent of the moiety and the alkylene group of the perfluoromethyleneoxyalkylene carbonyl fluoride being a perfluoro(methyl)methylene group, a perfluoroisopropyleneoxy)perfluoro(methyl)methylene group having up to about 10 perfluoroisopropyleneoxy units. Also provided are functional derivatives of the perfluoro(cycloaliphatic methyleneoxyalkylene) carbonyl fluoride compounds and nonfunctional derivatives of the perfluoro(cycloaliphatic methyleneoxyalkylene) carbonyl fluoride compounds.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: October 6, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Richard M. Flynn
  • Patent number: 5145592
    Abstract: A class of neutral, hydrogen-free liquid or waxy perfluorinated cotelomers is described. The cotelomers contain more than 50% weight of fluorine and are derived from chlorotrifluoroethylene and a member selected from the group consisting of one perfluorinated olefin, one perfluorinated alkylvinyl or polyoxaalkylvinyl ether, where said alkyl radical contains from 1 to 6 carbon atoms and said polyoxaalkyl group contains from 2 to 10 carbon atoms; mixtures of two perfluorinated olefins containing from 2 to 6 carbon atoms, with the proviso that one is tetrafluoroethylene, and a mixture of tetrafluoroethylene with one of said perfluorinated alkylvinyl ethers. The present cotelomers exhibit excellent lubricity, transparency, low compressibility, low refractive index and a high resistance to electrical discharge. The cotelomers are particularly useful as lubricants and hydraulic fluids, as optical media and as insulating materials.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: September 8, 1992
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5144092
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: September 1, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5124058
    Abstract: This inventions relates to lubricating compositions endowed with high antiwear properties comprising:A) from 100 to 0.1%, but preferably from 10 to 0.5% by weight of a polyether of general formula: ##STR1## where: T, T' either the same or different from each other are inert end groups --CF.sub.2 X, --C.sub.2 F.sub.4 X, --C.sub.3 F.sub.6 X or fluorinated reactive end groups containing carboxylic and/or alcoholic and/or ketonic and/or amidic and/or aminic and/or alkoxylic, at least one of T and T' being one of said reactive end groups;X=F, Cl;m, n, s, p=integers such that the polyether has an average molecular wieght ranging from 1,000 to 100,000, on conditions that, when none of them is zero, s/p is about 10, s/n ranges from 0.5 to 1.5, n/m is about 10, while when n is zero, s/n is about 10 and s/m is about 20, while when s, p are zero, n/m ranges from 0.6 to 2;B) from 0 to 99.9%, but preferably from 90 to 99.5% by weight of a perfluoropolyether having non-reactive end groups.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: June 23, 1992
    Assignee: Ausimont S.p.A.
    Inventors: Constante Corti, Paolo Savelli
  • Patent number: 5120459
    Abstract: Perfluorinated polyethers having the formulaR.sub.f O--(CF.sub.2 CF.sub.2 O).sub.n --R'.sub.fwherein n is an integer of 1-11 and each of R.sub.f and R'.sub.f is a perfluorinated C.sub.1 -C.sub.5 -alkyl radical, dimers of such polyethers and carbon to carbon intramolecularly coupled cyclic derivatives of such polyethers are produced by direct fluorination of the polyethers in an inert solvent. Compositions of the perfluorinated polyethers and their derivatives are useful as functional fluids.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: June 9, 1992
    Assignee: Monsanto Company
    Inventors: Dennis J. Kalota, John S. McConaghy, Jr., Paul W. Foerst, Paul H. Liu, Frank R. Feher, Jr.
  • Patent number: 5107033
    Abstract: Homo- and copolymers of 3-perfluoroalkyl-1,2-epoxypropane having a number average molecular weight between about 650 and 5000, preferably 1000 to 3000, are prepared by polymerizing 3-perfluoroalkyl-1,2-epoxypropane in the presence of an acidic catalyst and preferably a molecular weight controlling agent.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: April 21, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Engelbert Pechhold
  • Patent number: 5099042
    Abstract: Polymers are produced from 4 and 5 member cyclic ethers, which polymers have hydroxyl functionalities of 4.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: March 24, 1992
    Assignee: Thiokol Corporation
    Inventors: Robert B. Wardle, Jerald C. Hinshaw
  • Patent number: 5093432
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: March 3, 1992
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5093023
    Abstract: The present invention illustrates a process for preparing cleansing emulsions for beauty treatment. A perfluoropolyether having perfluoroalkyl end groups and one or more substance(s) selected from among surfactants, oils, fats and polyalcohols having a low interface tension with the perfluoropolyether, wherein at least one from these substances is a surfactant, are used. The several components of the cleansing emulsions are mixed according to a particular sequence, and with particular modalities.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: March 3, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Giovanni Pantini, Mario Visca
  • Patent number: 5091589
    Abstract: The invention relates to a process for the preparation of fluorinated ethers of the formula (I)F.sub.3 C(CF.sub.2).sub.2 --O--CF(CF.sub.3)CF.sub.2 --O).sub.n CHFCF.sub.3 (I)where n is an integer from 10 to 60, from the compounds of the formula(II)F.sub.3 C(CF.sub.2).sub.2 --O--CF(CF.sub.3)CF.sub.2 --O).sub.n CF(CF.sub.3)COF (II)where n has the above meaning, by reaction with alkali metal hydroxide at temperatures of 90.degree. to 160.degree. C. and in the absence of solvents.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: February 25, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Matthias Meyer, Ralf Stapel, Hariolf Kottmann, Thomas Gries
  • Patent number: 5087687
    Abstract: Polyethers are disclosed which contain perfluoroalkyl groups and have the average formula ##STR1## wherein R.sup.1 is the same or different in the polymer mixture and represents hydrogen or a fluoro group,n has an average value of 4 to 12,a has an average value of 0 to 4,m has an average value of 2 to 18,x has an average value of 2 to 50 andy has an average value of 0 to 3.A method for the synthesis of the new polyols, which are usefull as surfactants and, with respect to the compounds of formula I, as polyol components in the synthesis of polyurethanes, is also disclosed.
    Type: Grant
    Filed: January 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Th. Goldschmidt AG
    Inventors: Jurgen Fock, Eberhard Esselborn
  • Patent number: 5087765
    Abstract: In the process for preparing chlorotrifluoroethylene telomers by reaction of chlorotrifluoroethylene with CF.sub.3 CF or R.sub.x --CF.sub.2 OF (wherein R.sub.x may be also a perfluoroalkyl radical having 1 to 10 carbon atoms), the content of telomers with end groups --F is increased or mixtures of telomers containing species with end groups --Cl are obtained by adding F.sub.2, according to particular modalities, to the reaction medium.
    Type: Grant
    Filed: January 11, 1990
    Date of Patent: February 11, 1992
    Assignee: Ausimont S.r.L.
    Inventors: Antonio Marraccini, Antonio Pasquale, Marco Vincenti
  • Patent number: 5083082
    Abstract: Perfluoropolyethers having an average molecular weight higher than 390 and respectively having a kinematic viscosity lower than 8.5 cSt (at 20.degree. C.), and such as to distill by not more than 10% at temperatures lower than 140.degree. C., and by at least 90% at temperatures not higher than 260.degree. C., or, in the case in which the perfluoropolyether does not contain CF (CF.sub.3) CF.sub.2 O units, having a viscosity lowr than 18 cSt (at 20.degree. C.), and such as to distill by not more than 10% at temperatures lower than 140.degree.C., and by at elast 90% at temperatures not higher than 280.degree. C., are used as the only high-temperature and low-temperature working fluid in the Thermal Shock Tests to which the electronic components are submitted, and at the same time are advantageously used in other tests used in the electronic industry, such as the Gross Leak Test and the Burn in Test, allowing the operators in this field to use only single fluid for a whole set of uses.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: January 21, 1992
    Assignee: Montedison S.p.A.
    Inventors: Gianangelo Bargigia, Gerardo Caporiccio, Claudio Tonelli, Luciano Flabbi, Giuseppe Marchionni
  • Patent number: 5059720
    Abstract: Novel hydroxy containing fluorovinyl ethers, polymers of hydroxy containing fluorovinyl ethers, copolymers of selected hydroxy containing fluorovinyl ethers, a process for reducing ester containing fluorovinyl compounds to the corresponding alcohol with borohydrides, and a process for polymerizing hydroxy containing fluorovinyl ethers are disclosed.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: October 22, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ming-Hong Hung
  • Patent number: 5059342
    Abstract: Novel chemical compounds which have formula CH.sub.3 CH.sub.2 CH.sub.2 )(A)R in which (A) is a polyalkylene oxide chain comprising 5 to 18 alkylene oxide residues in which there are 0 to 10 propylene oxide residues for every 10 ethylene oxide residues and R is a C.sub.8 to C.sub.18 alkyl group are suitable for use as low foam surfactants or antifoaming agents in cleaning processes and rinsing applications.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: October 22, 1991
    Assignee: Imperical Chemical Industries PLC
    Inventor: Trevor G. Blease
  • Patent number: 5025093
    Abstract: A method of breaking down perfluoropolyethers into lower molecular weight fragments by pyrolysis is disclosed. The perfluoropolyethers are pyrolyzed generally at above about 350.degree. C. Volatile lower molecular weight components are condensed and collected. Various molecular weight fractions and collected. Various molecular weight fractions can be obtained by taking appropriate distillation cuts.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: June 18, 1991
    Assignee: Exfluor Research Corporation
    Inventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu M. Kawa
  • Patent number: 5013472
    Abstract: New chlorotrifluoroethylene telomers and process for preparing them. Chlorotrifluoroethylene is reacted, at a temperature ranging from -100.degree. to +40.degree. C., with a fluoroxy compound of formula R.sub.x --CF.sub.2 OF, wherein R.sub.x represents among others a perhalogenated alkyl radical containing from 1 to 10 carbon atoms. There are obtained telomer mixtures having, among others, the following formulae: R.sub.x --CF.sub.2 --O--(M).sub.n --F; R.sub.x --CF.sub.2 --O--(M).sub.n --O--CF.sub.2 --R.sub.x ; R.sub.x --(M).sub.n --F; R.sub.x (M).sub.n --R.sub.x ; R.sub.x --CF.sub.2 --O--(M).sub.n --R.sub.x and F--(M).sub.n --F; wherein M is CF.sub.2 --CFCL and "N" ranges from 2 to 20. Most of these telomers are new compounds.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: May 7, 1991
    Assignee: Ausimont S.R.L.
    Inventors: Antonio Marraccini, Gabriele Perego, Giovanni Guastalla
  • Patent number: 5012011
    Abstract: This invention relates to fluorinated vinyl ethers having the formula ##STR1## wherein t has a value of from 1 to 22; R' is C.sub.2 to C.sub.20 alkylene, alkoxyalkylene, arylene or aryloxyalkylene which radicals are optionally fluorinated; R" is a divalent radical having from 1 to 100 carbon atoms and is selected from the group of alkylene, arylene, alkarylene, aralkylene which groups are optionally substituted with lower alkyl or the radical ##STR2## wherein R is a polyvalent linear, branched or cyclic hydrocarbon radical having from 2 to 20 carbon atoms, optionally substituted with alkyleneoxy; A is a divalent radical selected from the group of ##STR3## where each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is independently hydrogen or ##STR4## B is lower alkyl; m has a value of from 0 to 4 and n has a value of from 0 to 20. The invention also relates to the manner of synthesizing the present fluorinated vinyl ethers and to their uses as release agents and stain protective coatings.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: April 30, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Kou-Chang Liu, Paul D. Taylor
  • Patent number: 5002678
    Abstract: A heat transfer composition comprising a heat transfer medium and a lubricant, wherein said heat transfer medium is a low boiling organic compound and wherein said lubricant is a halogenated polyoxyalkylene monoalcohol having the empirical structural formula:R.sub.1 X.sub.m (OR.sub.2).sub.n --OHwherein R.sub.1 and R.sub.2 are independently selected from the group having 1 to 18 carbon atoms, an aryl group having from 6 to 18 carbon atoms, and combinations thereof, X is a halogen, m is an integer of between 1 and 37, and n is an integer from 5-350. Also claimed is the process for making the lubricant and the lubricant composition itself.
    Type: Grant
    Filed: June 29, 1990
    Date of Patent: March 26, 1991
    Assignee: Olin Corporation
    Inventors: Arthur R. Vanover, Jerry D. Necessary, Kiran B. Chandalia, John W. Reisch, James M. O'Connor, Kevin Delaney, Philip R. Miller
  • Patent number: 5001278
    Abstract: A fluorovinyl ether of the formula:XCH.sub.2 CF.sub.2 CF.sub.2 --(OCH.sub.2 CF.sub.2 CF.sub.2).sub.m --(OCFYCF.sub.2).sub.n --OCF.dbd.CF.sub.2 (I)wherein X is a hydrogen atom or a halogen atom (e.g. fluorine, chlorine, bromine and iodine); Y is a fluorine atom or a trifluoromethyl group; m is an integer of 0 to 5; and n is 0, 1 or 2, which can modify a polymer of at least one ethylenically unsaturated compound.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: March 19, 1991
    Assignee: Daikin Industries, Ltd.
    Inventors: Masahiko Oka, Yuji Yutani, Masayasu Tomoda, Mitsuru Kishine, Tetsuo Shimizu
  • Patent number: 5000864
    Abstract: Perfluoropolyethers having antirust properties, suitable for being used as lubricating oils or as components of lubricating greases or as antirust additives for lubricating oils and greases based on perfluoropolyethers.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: March 19, 1991
    Assignee: Ausimont S.r.l.
    Inventors: Ezio Strepparola, Costante Corti, Piero Gavezotti, Alba Chittofrati
  • Patent number: 4996370
    Abstract: Preparing fluorinated conjugated olefinic products having, among others, the formulae:R.sub.x O--(CF.dbd.CF).sub.m --F (A)R.sub.x O--(CF.dbd.CF).sub.m --OR.sub.x (B)F--(CF.dbd.CF).sub.m --F (C)andR.sub.y --(CF.dbd.CF).sub.m --F (D)wherein:R.sub.x and R.sub.y represent, among others, a perhalogenated alkyl radical containing from 1 to 10 carbon atoms in the case of R.sub.x and from 1 to 9 carbon atoms in the case of R.sub.y, andm is a numeral in the range of from 2 to 10.These olefinic products are obtained by reacting telomeric products having, among others, the formulae:R.sub.x O--(CFCl--CFCl).sub.m --FR.sub.x O--(CFCl--CFCkl).sub.m --OR.sub.xF--(CFCl--CFCl).sub.m --F, andR.sub.y --(CFCl--CFCl).sub.m --Fwith zinc powder, at temperatures within the range of from 40.degree. C. up to 160.degree. C., in an organic solvent selected from among alcohols, dimethylformide and dimethylsulfoxide. Many of these products, among which those corresponding to formulae (A), (B) and (D), are new.
    Type: Grant
    Filed: April 3, 1990
    Date of Patent: February 26, 1991
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani
  • Patent number: 4996368
    Abstract: The invention relates to a process for the stabilization and purification of perfluoropolyethers of the general formulae (I) or (II) ##STR1## in which R=--F or --C.sub.a F.sub.2a+1R'=--F or --C.sub.b F.sub.2b+1n,m=0,1, . . . or 12, n being identical with or different from m, 1.ltoreq.n+m.ltoreq.15a,b=1,2, . . . or 10, a being identical with or different from b ##STR2## in which R"=--C.sub.f F.sub.2f+1R"'=--C.sub.g F.sub.2g+1X=--F or --CF.sub.3c,d,e=integers such that the molecular weight of the perfluoropolyether is between 200 and 2000, where c, d and e may be identical or different and the units [C.sub.3 F.sub.6 O].sub.c, [C.sub.2 F.sub.4 O].sub.d, and [CFXO].sub.e may be randomly distributed along the molecular chain of the perfluoropolyether,or of mixtures of perfluoropolyethers of this type. The process comprises heating the perfluoropolyethers or mixtures thereof to 150.degree.-360.degree. C.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Thomas Gries
  • Patent number: 4996369
    Abstract: Perfluorinated polyethers having the formulaR.sub.f O--(CF.sub.2 CF.sub.2 O).sub.n --R'.sub.fwherein n is and integer of 1-11 and each of R.sub.f and R'.sub.f is a perfluorinated C.sub.1 -C.sub.5 -alkyl radical, dimers of such polyethers and carbon to carbon intramolecularly coupled cyclic derivatives of such polyethers are produced by direct fluorination of the polyethers in an inert solvent. Compositions of the perfluorinated polyethers and their derivatives are useful as functional fluids.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: February 26, 1991
    Assignee: Monsanto Company
    Inventors: Dennis J. Kalota, John S. McConaghy, Jr., Paul W. Foerst, Paul H. Liu, Frank R. Feher, Jr.
  • Patent number: 4987267
    Abstract: An oligohexafluoropropylene oxide compound having the general formula (I): ##STR1## wherein n represents an integer of 2 to 5. The compound is useful for preparing a polymer having good thermal resistance, chemical stability, non-adhesion properties, water and oil repellencies, and flexibility, when copolymerized if other monomers.
    Type: Grant
    Filed: January 11, 1990
    Date of Patent: January 22, 1991
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Akio Takaoka, Noriyuki Koike, Hideki Fujii
  • Patent number: 4982009
    Abstract: Novel hydroxy containing fluorovinyl ethers, polymers of hydroxy containing fluorovinyl ethers, copolymers of selected hydroxy containing fluorovinyl ethers, a process for reducing ester containing fluorovinyl compounds to the corresponding alcohol with borohydrides, and a process for polymerizing hydroxy containing fluorovinyl ethers are disclosed.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: January 1, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Ming-Hong Hung
  • Patent number: 4975212
    Abstract: The present invention provides a novel lubricating composition comprising a polyoxyalkylene glycol having a cap of a fluorinated alkyl group on at least one end thereof. The composition has a molecular weight between 300 and 3,000, a viscosity of about 5 to about 150 centistokes at 37.degree. C., and a viscosity index of at least 20. The composition is miscible in combination with tetrafluoroethane in the range between -40.degree. C. and at least +20.degree. C.The novel lubricating composition is particularly useful with tetrafluoroethane in refrigeration and air-conditioning applications. As such, the present invention also provides a composition for use in refrigeration and air-conditioning comprising: (a) tetrafluoroethane; and (b) a sufficient amount to provide lubrication of at least one polyoxyalkylene glycol having a cap of fluorinated alkyl group on at least one end thereof. The lubricant has a molecular weight of about 300 to about 3,000, a viscosity of about 5 to about 150 centistokes at 37.degree.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: December 4, 1990
    Assignee: Allied-Signal Inc.
    Inventors: Raymond H. P. Thomas, David P. Wilson, David Nalewajek, Hang T. Pham
  • Patent number: 4973716
    Abstract: A process for fluorinating hydrogenated ethereal compounds by direct reaction with elemental F.sub.2 diluted with an inert gas, wherein the starting compound is in the liquid phase, said fluorination being carried out in the presence of a per fluoropolyetheral compound and of an alkaline metal fluoride.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: November 27, 1990
    Assignee: Ausimont S.p.A.
    Inventors: Pierangelo Calini, Silvana Modena