Fluorine Patents (Class 568/615)
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Patent number: 4973762Abstract: A polyfluoroiodide is produced by reacting an acid halide of a polyfluorocarbon in a perhalogenated solvent with I.sub.2 and at least one salt selected from the group consisting of an alkali metal carbonate and an alkaline earth metal carbonate.Type: GrantFiled: June 27, 1989Date of Patent: November 27, 1990Assignee: Daikin Industries Ltd.Inventors: Takashi Tohzuka, Koji Fujiwara
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Patent number: 4962236Abstract: 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: GrantFiled: May 1, 1989Date of Patent: October 9, 1990Assignee: Daikin Industries Ltd.Inventors: Masayoshi Tatemoto, Yuji Yutani, Koji Fujiwara
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Patent number: 4960951Abstract: Novel perfluoropolyethers, such as perfluorodipentaerythritol hexaethyl ether, and their intermediates exhibit excellent chemical and thermal stability and are useful as vapor phase soldering fluids and convection cooling liquids.Type: GrantFiled: February 14, 1990Date of Patent: October 2, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventors: Mario J. Nappa, Allen C. Sievert, Walter R. Tong
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Patent number: 4957986Abstract: Partially fluorinated polyesters are disclosed having increased biodegradability and water repellency. The incorporation of an ester group into the backbone of the partially fluorinated compound permits modification of the compound's physical properties.Type: GrantFiled: December 15, 1989Date of Patent: September 18, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Harry N. Cripps
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Patent number: 4955726Abstract: 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 lower 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 least 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 one single fluid for a whole set of uses.Type: GrantFiled: May 16, 1988Date of Patent: September 11, 1990Assignee: Montedison S.p.A.Inventors: Gianangelo Bargigia, Gerardo Caporiccio, Claudio Tonelli, Luciano Flabbi, Giuseppe Marchionni
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Patent number: 4952735Abstract: A novel perfluoropolyether containing 0.1 to 10% by weight of halogen atoms as bonded in the molecule is obtained by reacting tetrafluoroethylene with oxygen in a fluorinated solvent or a chlorofluorinated solvent under ultraviolet irradiation in the presence of a halogenated hydrocarbon chain transfer agent having a chain transfer coefficient with respect to methyl methacrylate of at least 5.times.10.sup.-4.Type: GrantFiled: March 9, 1989Date of Patent: August 28, 1990Assignee: Nipon Mektron LtdInventors: Kazuo Kobayashi, Masashi Fukazawa, Shinji Ishikawa
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Patent number: 4943595Abstract: 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: GrantFiled: February 22, 1984Date of Patent: July 24, 1990Assignee: The Green Cross CorporationInventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Ryoichi Naito, deceased
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Patent number: 4900872Abstract: Improved process for the preparation of fluorohalogenated ethers by reaction of a fluorinated fluorooxycompound with a halogenated olefin, performed in liquid phase, in the presence of an inert solvent, at low temperature, the fluoroxycompound being continuously fed in form of solution in an inert solvent.Type: GrantFiled: May 26, 1989Date of Patent: February 13, 1990Assignee: Ausimont S.p.A.Inventors: Giorgio Guglielmo, Gian P. Gamberetto
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Patent number: 4898991Abstract: New perfluoropolyethers, such as perfluoro-4,7,10-trioxa-5-methyleicosane, are useful as vapor phase soldering fluids and convection cooling liquids.Type: GrantFiled: January 30, 1989Date of Patent: February 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Hsu-Nan Huang
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Patent number: 4894484Abstract: 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 can be obtained by taking appropriate distillation cuts.Type: GrantFiled: September 3, 1987Date of Patent: January 16, 1990Assignee: Exfluor Research CorporationInventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu M. Kawa
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Patent number: 4889939Abstract: Compounds suitable for being used as lubricants, having general formula:(I) RO--(C.sub.3 F.sub.6 O).sub.m --(CFXO).sub.n --CFX--L, or(II) R"CFXO--(C.sub.3 F.sub.6 O).sub.x (CFXO).sub.y --(C.sub.2 F.sub.4 O).sub.z --CFX--L, whereR=--CF.sub.3, --C.sub.2 F.sub.5, --C.sub.3 F.sub.7X=F, --CF.sub.3R"=F, --CF.sub.3, --C.sub.2 F.sub.5m=an integer from 3 to 100n=a finite integer, or =zero, wherefore m+n ranges from 3 to 100, provided that, if n is finite, m/n ranges from 5 to 20 and R is preferably =CF.sub.3, if n=zero, R is preferably --C.sub.2 F.sub.5 or --C.sub.3 F.sub.7x=a finite integer, or =zeroy, z=finite integers, such that x+y+z ranges from 5 to 200, while (x+z)/y ranges from 5 to 0.5, provided that when x=zero, z/y ranges from 1 to 0.5 and y+z ranges from 5 to 200 n while X is preferably F, and R"=LL=group Y-Z, where:Y=--CH.sub.2 O--, --CH.sub.2 --OCH.sub.2, --CF.sub.2, --CF.sub.Type: GrantFiled: April 11, 1988Date of Patent: December 26, 1989Assignee: Montedison S.p.A.Inventors: Gerardo Caporiccio, Ezio Strepparola, Mario A. Scarati
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Patent number: 4880620Abstract: Perfluorinated surface-active block or random oligomers of the formula ##STR1## where R denotes a C.sub.2 -C.sub.18 -hydrocarbon or-hydroflurocarbon radical,Y denotes a C.sub.6 -C.sub.13 -fluorocarbon or-hydrofluorocarbon radical which can contain a chain oxygen atom,Z denotes a group which confers solubility in water andp and q denote integers or decimal numbers from 0.5 to 30 are provided. They are suitable for use in cosmetic compositions for the treatment of hair. They slow down the flow of sebum and the rate at which hair becomes greasy again.Type: GrantFiled: August 2, 1988Date of Patent: November 14, 1989Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4877905Abstract: Novel polyether intermediates having the general formula ##STR1## may be prepared by reaction of a fluoroalkene with a polyether of formula ##STR2## and may be fluorinated with elemental fluorine to yield novel perfluoropolyethers having the general formula ##STR3## In the above general formulae, the symbols R.sup.1 to R.sup.5 each represent the same or different substituted or unsubstituted hydrocarbon groups, the symbols R.sub.F.sup.1 to R.sub.F.sup.4 each represent the same or different fluorine-containing hydrocarbon groups with at least two carbon atoms and at least two fluorine atoms, or the combination R.sup.1 - R.sub.F.sup.1 and/or the combination R.sup.5 - R.sub.F.sup.4 represents a fluoroalkyl or fluoroalkenyl group, the symbols R.sup.6 to R.sup.14 each represents a fully fluorinated hydrocarbon group, x is an integer, each of y and z is zero or an integer, and the sum of x, y and z is from 2 to 100.Type: GrantFiled: May 28, 1987Date of Patent: October 31, 1989Inventor: Richard D. Chambers
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Patent number: 4874124Abstract: Electronic components are welded or soldered or bonded to a support by arranging said components on the surface of the support and/or in holes piercing the support, in the presence of soldering materials having binding properties, and by then putting the thus-obtained assembly in contact with a perfluoropolyether in the liquid state, said perfluoropolyether having a temperature at least equal to that at which the soldering material develops its binding properties.Type: GrantFiled: January 26, 1988Date of Patent: October 17, 1989Assignee: Montedison S.p.A.Inventors: Ken W. E. Johns, Stuart Briggs, Luciano Flabbi
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Patent number: 4871109Abstract: A perfluorinated polyether having the formulaR.sub.f O--(CF.sub.2 CF.sub.2 O).sub.n --R'.sub.fwherein n=3-11 and R.sub.f and R.sub.f ' are perfluorinated C.sub.1 -C.sub.5 alkyl radicals is used in vapor phase soldering applications. Especially useful for such applications is perfluoroheptaglyme.Type: GrantFiled: January 29, 1988Date of Patent: October 3, 1989Assignee: Monsanto CompanyInventors: Dennis J. Kalota, John S. McConaghy, Jr., David O. Fisher, Ronald E. Zielinski
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Patent number: 4859747Abstract: The direct fluorination of ethers in the presence of hydrogen fluoride (HF) scavengers such as sodium fluoride and potassium fluoride is disclosed. Ethers (liquid or solid) are either mixed with the HF scavenger, coated onto the HF scavenger or placed separately with the HF scavenger into a fluorination reactor and fluorinated by exposure to elemental fluorine. The HF scavenger permits use of more severe fluorination conditions than would be possible in the absence of the scavenger, i.e. higher initial fluorine, less gradual increases in fluorine gas concentrations and greater fluorine gas flow rates.Type: GrantFiled: May 24, 1988Date of Patent: August 22, 1989Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Richard J. Lagow
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Patent number: 4847427Abstract: An improvement in a process for neutralizing perfluorinated carboxylic acids to make fluorocarbon polyethers in which the acid is heated with fluorine in the presence of a metal fluoride.Type: GrantFiled: April 13, 1988Date of Patent: July 11, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mario J. Nappa
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Patent number: 4845268Abstract: A halogen-containing polyether comprising repeating units of the formula:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.2 --(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 --(I)wherein a, b, c, d, e and f are each an integer not less than 0 and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200and1.ltoreq.a+c+d+f,which may be prepared by ring-opening polymerizing 2,2,3,3-tetrafluorooxetane in the presence of an polymerization initiator to give a polyether comprising repeating units of the formula:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a -- (II)wherein a is the same as defined above, and optionally fluorinating and/or chlorinating the polyether (II).Type: GrantFiled: December 9, 1986Date of Patent: July 4, 1989Assignee: Daikin Industries, Ltd.Inventors: Yohnosuke Ohsaka, Takashi Tohzuka, Shoji Takaki
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Patent number: 4814372Abstract: The process for the scission of high molecular weight perfluoropolyethers having neutral end groups obtained from photo-oxidation processes of perfluoroolefins, or fluorination of hydrogenated polyalkylene oxides, or by polymerization with opening of the partially fluorinated oxetane ring, the scission being carried out in the presence of catalysts selected from the group consisting of fluorides, oxyfluorides and oxides of transition metals, or selected from the group consisting of Al, Sn, and Sb, at temperatures ranging from 150.degree. to 380.degree. C. The scission process leads to the formation of low molecular weight perfluoropolyethers having neutral and acid end groups, the perfluoropolyetheral acids being subjected to conversion reactions in order to obtain functionalized perfluoropolyethers. The products can be used as operative fluids for high vacuum pumps.Type: GrantFiled: May 27, 1987Date of Patent: March 21, 1989Assignee: Ausimont S.p.A.Inventors: Gerardo Caporiccio, Gian T. Viola, Guiseppe Marchionni
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Patent number: 4814514Abstract: Novel surfactants of the formula: ##STR1## wherein R.sub.1 is alkyl, alkenyl, alkylaryl or aralkylaryl of 8-30 carbon atoms,A is alkylene of 2-4 carbon atoms,x is 0, or 1-100 andy is 1-200. Sulfates, phosphates and sulfosuccinates thereof are also useful as anionic surfactants.Type: GrantFiled: May 6, 1987Date of Patent: March 21, 1989Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Kinya Yokota, Akinobu Ichihara
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Patent number: 4806694Abstract: Fluorine-containing polyols obtained by the free radical addition of a fluoro-olefin having the general formula: ##STR1## wherein Y represents F and Z represents Cl or F(CF.sub.2)n--wherein n is an integer from 0 to 10 or Y and Z together form a --(CF.sub.2)m-- chain wherein m represents an integer from 2 to 4 to a polyol wherein each hydroxyl group is directly attached to a group of the formula:--(CH.sub.2).sub.p O-- (2)wherein p is an integer of at least 4.Type: GrantFiled: September 10, 1987Date of Patent: February 21, 1989Assignee: Imperial Chemical Industries PLCInventors: Richard L. Powell, Brian Young
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Patent number: 4788344Abstract: Polyene aldehydes are made by reaction of a carbonyl compound of formula: ##STR1## in which R denotes a hydrocarbon radical and R' denotes hydrogen or alkyl, with a metal derivative of a halogen compound of formula: ##STR2## in which X denotes halogen (preferably bromine), R.sub.3 is alkyl, and either R.sub.1 denotes hydrogen and R.sub.2 denotes an alkoxy radical indentical with OR.sub.3 or R.sub.1 and R.sub.2 together form a bond, followed by hydrolysis of the product obtained.Type: GrantFiled: March 14, 1988Date of Patent: November 29, 1988Assignee: Rhone-Poulenc SanteInventors: Lucette Duhamel, Pierre Duhamel, Jean-Pierre Lecouve
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Patent number: 4788257Abstract: A process for the dissociation of high molecular weight perfluoropolyethers to obtain low molecular weight perfluoropolyethers which comprises treating a perfluoropolyether with 0.1-10% by weight of a catalyst consisting of Ti, Cr, Mn, Fe, Co, Ni, V, Cu, Mo, Sn, Sb, Zr, Zn oxides at temperatures comprised between 150.degree. and 380.degree. C.Type: GrantFiled: November 13, 1986Date of Patent: November 29, 1988Assignee: Montedison S.p.A.Inventors: Gerardo Caporiccio, Gian T. Viola, Giuseppe Marchionni, Pio De Iorio, Adriana Tasca
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Patent number: 4772756Abstract: A process for the preparation of fluoroalkyl ethers of the formula: ##STR1## wherein: Y is Br or F;X is F, Cl or Br or their mixtures when n is equal to or higher than 2;n is within the range of from 0 to 4;R.sub.f represents a perfluoroalkylene radical containing from 1 to 8 carbon atoms.The process is characterized in that a fluoroalkoxy perfluoroacyl fluoride of the formula: ##STR2## is slowly heated with a salifying agent and a solvent, in the presence of a catalytic amount of N,N-dimethylformamide, with an end temperature within the range of from 60.degree. to 150.degree. C. being reached.Type: GrantFiled: September 14, 1987Date of Patent: September 20, 1988Assignee: Ausimont S.p.A.Inventors: Giorgio Bornengo, Michele Pontevivo, Antonio Marraccini, Silvana Modena
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Patent number: 4760198Abstract: Perfluoropolyethers containing an approximate equal number of difluoromethylene and tetrafluoroethylene repeat units distributed either randomly or in alternating sequence along the polymer chain are disclosed. The polymers range in molecular weight from 500-200,000 amu; the lower molecular polymers being fluid and the intermediate and high molecular weight polymers being solid. The perfluorinated copolymers are synthesized by direct fluorination of corresponding methylene oxide/ethylene oxide copolymers.Type: GrantFiled: November 8, 1985Date of Patent: July 26, 1988Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Richard J. Lagow
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Patent number: 4755330Abstract: A process for decomposing perfluoropolyethers to products with a controlled molecular weight, comprising heating the perfluoropolyethers at temperatures of from 150.degree. to 380.degree. C. with 0.1%-2% by weight of a catalyst comprising a fluoride and/or oxyfluoride of Al, Ti, V, Co or Ni; and in case to fluorination at high temperatures to obtain completely neutral perfluoropolyethers.Type: GrantFiled: May 22, 1985Date of Patent: July 5, 1988Assignee: Ausimont S.p.A.Inventors: Gian T. Viola, Gerardo Caporiccio, Giuseppe Marchionni
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Patent number: 4755567Abstract: The direct fluorination of ethers in the presence of hydrogen fluoride (HF) scavengers such as sodium fluoride and potassium fluoride is disclosed. Ethers (liquid or solid) are either mixed with the HF scavenger, coated onto the HF scavenger or placed separately with the HF scavenger into a fluorination reactor and fluorinated by exposure to gradually increasing concentrations of fluorine gas. The HF scavenger permits use of more severe fluorination conditions i.e. higher initial fluorine, less gradual increases in fluorine gas concentrations and greater fluorine gas flow rates.Type: GrantFiled: October 27, 1986Date of Patent: July 5, 1988Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Richard J. Lagow
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Patent number: 4736045Abstract: Fluorinated ether, process for their preparation, and use of the fluorinated ethers as inert fluids.Type: GrantFiled: September 11, 1984Date of Patent: April 5, 1988Inventors: Frederick G. Drakesmith, Richard L. Powell, Richard D. Chambers, Brian Grievson
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Patent number: 4721578Abstract: A vapor phase heat transfer process which uses low molecular weight fully fluorinated hexafluoropropylene oxide (HFPO) oligomers having the formula: ##STR1## where n is 9 or less, as heat transfer mediums.Type: GrantFiled: October 6, 1986Date of Patent: January 26, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Kenneth T. Dishart
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Patent number: 4720527Abstract: A process for the scission of high molecular weight perfluoropolyethers having neutral end groups obtained from photo-oxidation processes of perfluoroolefins, or fluorination of hydrogenated polyalkylene oxides, or by polymerization with opening of the partially fluorinated oxetane ring, said scission being carried out in the presence of catalysts composed of fluorides, oxyfluorides, or oxides of transition metals, or of Al, Sn, Sb, at temperatures ranging from 150.degree. to 380.degree. C.; said scission process leads to the formation of low molecular weight perfluoropolyethers having neutral and acid end groups, the perfluoropolyethereal acids being subjectable to conversion reactions in order to obtain functionalized perfluoropolyethers and to be utilized to provide new polymers.Type: GrantFiled: November 13, 1986Date of Patent: January 19, 1988Assignee: Ausimont S.p.A.Inventors: Gerardo Caporiccio, Gian T. Viola, Giuseppe Marchionni
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Patent number: 4675453Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or C.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.Type: GrantFiled: December 27, 1983Date of Patent: June 23, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4668357Abstract: A method of preparing perfluoropolyethers having a regulated molecular weight starting from the product obtained by photochemical oxidation of C.sub.2 F.sub.4 and having a various content of oxygen peroxide, consisting in heat-treating the peroxidized product in order to partially remove the oxygen peroxide till reducing it to a relatively low value, which is prefixed as a function of the molecular weight to be obtained for the final product, and in the subsequent treatment with gaseous fluorine at high temperatures.Type: GrantFiled: February 21, 1986Date of Patent: May 26, 1987Assignee: Montedison S.p.A.Inventors: Giuseppe Marchionni, Gian T. Viola
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Patent number: 4647413Abstract: Perfluoropolyether oligomers or block polymers, having a backbone with one or a plurality of perfluoropolyether segments each consisting essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit, and (3) a perfluoroethylidene unit terminating each segment, the backbone of the perfluoropolyether being terminated with COF and/or a functional or nonfunctional derivative thereof, said perfluoropolyethers being made by reacting a perfluoroaliphatic diacid fluoride with hexafluoropropylene epoxide to produce an acid fluoride-terminated perfluoropolyether adduct or oligomer which then can be photopolymerized to yield an acid fluoride-terminated perfluoropolyether block polymer. These oligomers and block polymers are useful as high temperature lubricants, hydraulic fluids, gaskets, adhesives and coatings as well as co-reactants wtih urethane in forming propellant binders.Type: GrantFiled: January 20, 1984Date of Patent: March 3, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventor: Patricia M. Savu
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Patent number: 4597882Abstract: Waste oils of synthetic lubricants containing fluorine atom are admixed with a solvent containing fluorine atom compatible with the waste oils thereby causing contaminants contained in the waste oils to float up into the upper region on the mixed solution. The solvent containing fluorine atom is removed from the solution of the lower layer by way of evaporation, distillation or the like. The regenerated oils of the synthetic lubricants containing fluorine atom thus obtained are completely colorless and transparent in appearance, and they have properties and performances quite similar to those of the fresh oils.Type: GrantFiled: May 31, 1984Date of Patent: July 1, 1986Assignee: Tokyo Denshi Kagaku Co., Ltd.Inventors: Toshihiro Nishimura, Muneo Nakayama, Akira Hashimoto
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Patent number: 4594458Abstract: Vinyl ethers derived from alkyl perfluoro-.omega.-(2-iodoethoxy) compounds which, when copolymerized with halogenated 1-olefins, form elastomers, rigid articles, or membranes and films having ion-exchange properties.Type: GrantFiled: May 3, 1985Date of Patent: June 10, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4590015Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or Ch.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.Type: GrantFiled: March 1, 1985Date of Patent: May 20, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4568773Abstract: A fluorooxyalkyl vinyl ether of the formula: ##STR1## wherein n is an integer of 0 to 5, which is homopolymerizable or copolymerizable with fluoroolefins and homo- or co-polymer thereof.Type: GrantFiled: March 19, 1985Date of Patent: February 4, 1986Assignee: Daikin Industries Ltd.Inventors: Akira Ohmori, Nobuyuki Tomihashi, Hiroshi Inukai, Kazuhiro Nakai
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Patent number: 4559179Abstract: A fluorine-containing vinyl compound of the formula: ##STR1## wherein Rf is fluoroalkyl of 4 to 20 carbon atoms, R.sub.1 is hydrogen or acyl of 1 to 3 carbon atoms, one of R.sub.2 and R.sub.3 is hydrogen and the other is methyl, R.sub.4 is hydrogen or methyl, A is a divalent organic group, and l, m and n are each an integer of 0 to 40 and satisfy 0<l+m+n.ltoreq.40, which can modify surface properties of resins.Type: GrantFiled: April 5, 1984Date of Patent: December 17, 1985Assignee: Daikan Kogyo Co., Ltd.Inventors: Iwao Hisamoto, Chiaki Maeda, Masaru Hirai
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Patent number: 4556747Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or C.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.Type: GrantFiled: March 1, 1985Date of Patent: December 3, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4532366Abstract: New perfluorinated vinyl ethers containing a secondary hydrogen atom in the molecule of the formula I ##STR1## in which n is 0-5, preferably 0-3 and particularly 0-2, are useful intermediate products (particularly for the preparation of polymeric intermediates and of perfluorinated cation exchangers containing carboxyl groups) and are prepared by(a) reacting 3-H-perfluorobutyryl fluoride IIFOC--CF.sub.2 --CHF--CF.sub.3 (II)with hexafluoropropene epoxide III ##STR2## to give the acid fluoride IV ##STR3## in which n has the same meaning as in formula I, (b) pyrolyzing the acid fluoride IV, as such or after conversion into the corresponding alkali metal carboxylate, at elevated temperature and(c) isolating the vinyl ether I formed in the pyrolysis.Type: GrantFiled: February 16, 1983Date of Patent: July 30, 1985Assignee: Hoechst AktiengesellschaftInventors: Gunter Siegemund, Werner Schwertfeger
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Patent number: 4523039Abstract: A method is disclosed for producing fluorocarbon ethers wherein a high molecular weight polyether is reacted with elemental fluorine to produce a highly fluorinated polyether which is subjected to an elevated temperature sufficient to cause fragmentation of the polymer chain to produce fluorocarbon ethers.Type: GrantFiled: December 19, 1983Date of Patent: June 11, 1985Assignee: The University of TexasInventors: Richard J. Lagow, Glenn E. Gerhardt
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Patent number: 4515989Abstract: Compounds represented by the general formulas ##STR1## are prepared by reacting halofluoropropylene oxides with fluorinated acid fluorides and ketones.Type: GrantFiled: June 11, 1980Date of Patent: May 7, 1985Assignee: The Dow Chemical CompanyInventors: Bobby R. Ezzell, William P. Carl, William A. Mod
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Patent number: 4490561Abstract: Fluorinated alcohols are alkyoxylated using catalysts which provide reaction products having low surface tensions and which are stable in severe acidic conditions.Type: GrantFiled: October 13, 1983Date of Patent: December 25, 1984Assignee: Conoco Inc.Inventors: Kang Yang, Charles M. Starks, O. Carl Kerfoot
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Patent number: 4490560Abstract: Water-clear liquid polymers of epihalohydrin are obtained by passing said polymers or their solutions, that are yellow to dark brown, through a column of amorphous silica.Type: GrantFiled: September 29, 1982Date of Patent: December 25, 1984Assignee: The B. F. Goodrich CompanyInventors: Simon H. Yu, Daniel A. Versace
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Patent number: 4474998Abstract: Chlorodifluorovinyloxyperfluoroalkyleneoxyalkyl trifluoromethyl ketones and acyl fluorides; chlorodifluorovinyloxyperfluoroalkyleneoxyethylenes; substituted fluoroalkoxyperfluoroalkyleneoxyalkyl trifluoromethyl ketones and acyl fluorides; substituted fluoroalkoxyperfluoroalkyleneoxyethylenes; processes for their preparation and for the preparation of perfluorovinyloxyalkyleneoxyalkyl bromides; and copolymers of derivatives of the aforesaid vinyl compounds.Type: GrantFiled: September 14, 1983Date of Patent: October 2, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ronald E. Uschold
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Patent number: 4472294Abstract: A fluorine-containing compound of the formula: ##STR1## wherein Rf is a C.sub.3 -C.sub.21 fluorine-containing group; R is a hydrogen atom or a C.sub.1 -C.sub.4 acyl group; Q is an aliphatic or aromatic hydrocarbon group having not more than twenty-one carbon atoms; and n is an integer of 1 to 10 lowers the surface tensions of water and/or organic liquids and the interfacial tensions between them.Type: GrantFiled: January 29, 1982Date of Patent: September 18, 1984Assignee: Daikin Kogyo Co., Ltd.Inventors: Iwao Hisamoto, Chiaki Maeda, Mitsuhiro Nishiwaki
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Patent number: 4468527Abstract: A fluoroaliphatic radical- and aliphatic chlorine-containing alcohol containing more than 25 weight percent carbon-bonded fluorine in the form of fluoroaliphatic radicals and at least one aliphatic chlorine, an ester of said alcohol and a carboxycylic acid being useful in the treatment of carpet.Type: GrantFiled: March 15, 1982Date of Patent: August 28, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventor: Kalyanji U. Patel
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Patent number: 4431845Abstract: A method for the preparation of hydroxyl-terminated poly(haloalkylene ethers) is disclosed wherein a catalyst system comprising a fluorinated acid and a polyvalent tin compound is utilized.Type: GrantFiled: March 5, 1982Date of Patent: February 14, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Loren L. Barber, Jr.
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Patent number: 4408043Abstract: Fluorinated compounds of the formula ##STR1## are disclosed. The cationic amine compounds are useful as surfactants.Type: GrantFiled: March 8, 1982Date of Patent: October 4, 1983Assignee: Nalco Chemical CompanyInventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
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Patent number: H730Abstract: Energetic dihydroxy-terminated copolyformals which are formed from formalyde and fluorodiol and nitrodiol comonomers where the fluorodiol is HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH, or mixtures thereof, and the nitro diol is HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.Type: GrantFiled: August 2, 1989Date of Patent: February 6, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventors: Lori A. Nock, Horst G. Adolph