Fluorine Containing Patents (Class 568/842)
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Patent number: 6002053Abstract: 4,4,5,5,5-Pentafluoro-1-pentanol is prepared in a particularly advantageous manner from perfluoroethyl iodide by initially adding perfluoroethyl iodide in the presence of a radical initiator which does not carry any acyl groups to allyl alcohol and then hydrogenolytically dehalogenating the resulting 4,4,5,5,5-pentafluoro-2-iodo-1-pentanol in the presence of a catalyst, an acid binder and a diluent.Type: GrantFiled: September 18, 1998Date of Patent: December 14, 1999Assignee: Bayer AktiengesellschaftInventors: Michael-Harold Rock, Albrecht Marhold
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Patent number: 5942646Abstract: A novel R-configuration or S-configuration optically active alcohol of the formula (1),CF.sub.3 C*H(OH)(CH.sub.2).sub.m OCH.sub.2 CH.sub.n F.sub.3-n(1)wherein C* is an asymmetric carbon atom, m is an integer of 2 to 7, and n is an integer of 0 to 2, and a process for the production of the optically active alcohol from a monohalogenated alkyl having a fluoroalkoxy group at a terminal. The novel optically active alcohol, provided by the present invention, having a trifluoromethyl group on an asymmetric carbon atom and a fluoroalkoxy group at a terminal, is useful as a raw material for the production of a novel liquid crystal compound.Type: GrantFiled: November 12, 1997Date of Patent: August 24, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takakiyo Mine, Tomoyuki Yui
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Patent number: 5929292Abstract: A production method which comprises reacting one or more feedstock compounds to form a desired compound having a boiling point higher than the feedstock compounds, wherein the reaction is carried out under reflux in a distillation column portion of a reactor provided with the distillation column.Type: GrantFiled: June 6, 1997Date of Patent: July 27, 1999Assignee: Asahi Glass Company Ltd.Inventors: Toru Shimoyama, Kazuya Oharu, Toru Ueno, Seisaku Kumai
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Patent number: 5929284Abstract: Processes for efficiently producing .alpha.-halo ketones, .alpha.-halohydrins and epoxides on an industrial scale. The prosesses include one for producing an .alpha.-halo ketone of general formula (3) by decarboxylating a product of reaction between a carboxilic acid derivative of general formula (1) and a metal enolate prepared from an .alpha.-haloacetic acid of general formula (2) or an acceptable salt thereof, one for producing an by reducing the .alpha.-halo ketone (3), and one for producing an epoxide (13) by treating the .alpha.-halohydrin (11) with a base to effect ring closure. The above prosesses are particularly suitable for producing optically active .alpha.-halo ketones, .alpha.-halohydrins and epoxides from the corresponding .alpha.-amino acid derivatives.Type: GrantFiled: December 18, 1996Date of Patent: July 27, 1999Assignee: Kaneka CorporationInventors: Akira Nishiyama, Tadashi Sugawa, Hajime Manabe, Kenji Inoue, Noritaka Yoshida
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Patent number: 5777184Abstract: A process for producing a fluorinated olefin having the formula:CH.sub.3-a F.sub.a CH.dbd.CHClwhere a=1,2 or 3, said process comprising catalytically reacting a chlorinated organic compound with a fluorination agent under conditions sufficient to form said hydrofluorocarbon compound, said chlorinated organic compound having the formula:CH.sub.b Cl.sub.c F.sub.d CH.sub.e CHCl.sub.ewhere b=0, 1 or 2; c=0, 1, 2, or 3; d=0, 1, 2 or 3; and e=1 or 2 with the provisos that b+c+d=3, c+e>1 and b+e<4.Type: GrantFiled: June 25, 1997Date of Patent: July 7, 1998Assignee: AlliedSignal Inc.Inventors: Michael Van Der Puy, Alagappan Thenappan
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Patent number: 5763552Abstract: A partially-fluorinated surfactant having internal methylene groups and having the formula R.sub.f --(CH.sub.2).sub.m --R'.sub.f --COOM wherein m is 1-3, R.sub.f is perfluoroalkyl or perfluoroalkoxy, containing 3-8 carbon atoms, R'.sub.f is linear or branched perfluoroalkylene containing 1-4 carbon atoms, and M is NH.sub.4, Li, Na, K, or H is useful in polymerization of fluorinated monomers. High molecular weight can be achieved in homopolymerization of tetrafluoroethylene.Type: GrantFiled: July 1, 1997Date of Patent: June 9, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Andrew E. Feiring, Ming-Hong Hung, Jose M. Rodriguez-Parada, Roger J. Zipfel
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Patent number: 5756849Abstract: The invention relates to a process and a nucleophilic reagent which is useful for grafting a substituted difluoromethyl group onto a compound containing at least one electrophilic function, characterized in that it comprises:a) a fluorocarboxylic acid of formula Ew--CF.sub.2 --COOH where Ew represents an electron-withdrawing atom or group, at least partially salified with an organic or inorganic cation, andb) a polar aprotic solvent;and in that the content of releasable protons carried by its various components, including their impurities, is at most equal to half the initial molar concentration of the said fluorocarboxylic acid.Type: GrantFiled: March 22, 1996Date of Patent: May 26, 1998Assignee: Rhone-Poulenc ChimieInventors: Gerard Forat, Jean-Manuel Mas, Laurent Saint-Jalmes
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Patent number: 5753776Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: June 6, 1995Date of Patent: May 19, 1998Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5741955Abstract: This invention concerns processes for the reductive hydrolysis of nitriles to alcohols utilizing as a catalyst a transition metal complex of the formula MHZ(CO)L.sub.n (PR.sub.3).sub.2 wherein: M is a transition metal selected from the group consisting of: Fe, Ru and Os; Z is an anionic ligand; L is a neutral ligand; n is 0 or 1; and PR.sub.3 is a phosphine ligand.Type: GrantFiled: October 17, 1995Date of Patent: April 21, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: Richard Paul Beatty
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Patent number: 5705713Abstract: Fluoro compounds are made by reaction of an activated oxy-acid ester or cyclic ether starting material with hydrogen fluoride in the presence of an organometallic compound.Type: GrantFiled: December 12, 1995Date of Patent: January 6, 1998Assignee: Rhone-Poulenc Chemicals LimitedInventors: Owen Ross Chambers, Patrick Charles Youmans
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Patent number: 5629458Abstract: A vapor phase process for producing a fluorinated alcohol, such as 2,2,2-trifluoroethanol via oxidation of an hydrofluorocarbon, such as 1,1,1-trifluoroethane, with an oxidizing agent and elemental fluorine.Type: GrantFiled: July 26, 1996Date of Patent: May 13, 1997Assignee: AlliedSignal Inc.Inventors: Alagappan Thenappan, Michael Van Der Puy, Richard Eibeck
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Patent number: 5621144Abstract: New compounds are described typically having the formula CH.sub.3 C(CH.sub.2 R).sub.3 or ZCH.sub.2 C(CH.sub.2 R).sub.3 where R is a fluorohydrocarbon or perfluorocarbon group, preferably containing 4-16 carbon atoms and more F atoms that H atoms. Z is a hydrophilic group which may make the compound self-emulsifiable. The compounds are useful as oxygen transport agents in vivo, for which purpose aqueous emulsions are used, as a blood substitute.Type: GrantFiled: January 9, 1995Date of Patent: April 15, 1997Assignee: Isis Innovation LimitedInventor: Stephen R. Cooper
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Patent number: 5605956Abstract: A fluorinated polyisocyanate which comprises an organic polyisocyanate reacted with a fluorinated monofunctional alcohol represented by the formula ##STR1## where R.sub.f is a fluoroalkyl containing group having at least 4 carbon atoms, X is a divalent radical, R.sup.3 is H or an alkyl group having 1-4 carbon atoms, n is 0-1 and m is 0-30, provided that when n is 0 then m must be equal to or greater than 1 and when m is 0, n is 1, wherein about 0.1-33 mole percent of active isocyanate groups are reacted with the fluorinated monofunctional alcohol; the fluorinated polyisocynate can be used with acrylic polymers, polyesters, alkyd resins, polyols and the like to form coating compositions, sealants, adhesives and the like.Type: GrantFiled: October 16, 1995Date of Patent: February 25, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Douglas R. Anton, Michael J. Darmon, William F. Graham, Richard R. Thomas
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Patent number: 5578278Abstract: Direct fluorination of organics such as 1,8-dichlorooctane in tubular reactor. Inert liquid containing organic feed is circulated through tubular reactor with fluorine gas for a time and at a temperature sufficient to yield fluorinated organic. Preferably, liquid and gas phases are separated from reactor product stream containing inert liquid, fluorinated organic, and any unreacted organic is recycled to turbulent mixing zone upstream of reactor in which fresh organic feed is added; and fluorine is added to recycle stream at end of mixing zone. Flow in tubular reactor is turbulent. Rate of organic feed and fluorine addition to process are independent of each other. Among process advantages are: Freon solvents not required; good control of reaction exotherm; and HF scavengers not required. Process useful for partial or complete fluorination.Type: GrantFiled: May 31, 1995Date of Patent: November 26, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: David J. Fall, Miguel A. Guerra
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Patent number: 5576467Abstract: The present invention relates to a method of preparing an alcohol by reducing a carboxylic acid or a derivative thereof, more particularly, a method of preparing an alcohol by a reduction reaction in the presence of a zirconium-titanium oxide catalyst. A carboxylic acid or a carboxylic acid derivative is converted into a corresponding alcohol by a reduction reaction in the presence of a zirconium-titanium oxide catalyst using an alcohol as a hydrogen source. An alcohol can be prepared in a high yield in the present invention. To be more specific, the method of the present invention can convert a higher fatty acid or a carboxylic acid derivative, which has given a corresponding alcohol in a low yield in the presence of a zirconium catalyst alone, into the corresponding alcohol in a high yield. Further, the reaction can be performed easily, and the product can be easily separated from the catalyst.Type: GrantFiled: June 7, 1995Date of Patent: November 19, 1996Assignee: Japan Tobacco Inc.Inventors: Kyoko Takahashi, Makoto Shibagaki, Hajime Matsushita
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Patent number: 5571870Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: May 10, 1994Date of Patent: November 5, 1996Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5523496Abstract: Perfluoropolyethers and perhalogenated chlorofluoroether polymers are disclosed that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.Type: GrantFiled: April 5, 1994Date of Patent: June 4, 1996Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5488142Abstract: Direct fiuorination of organics such as 1,8-dichlorooctane in tubular reactor. Inert liquid containing organic feed is circulated through tubular reactor with fluorine gas for a time and at a temperature sufficient to yield fluorinated organic. Preferably, liquid and gas phases are separated from reactor product stream containing inert liquid, fluorinated organic, and any unreacted organic is recycled to turbulent mixing zone upstream of reactor in which fresh organic feed is added; and fluorine is added to recycle stream at end of mixing zone. Flow in tubular reactor is turbulent. Rate of organic feed and fluorine addition to process are independent of each other. Among process advantages are: Freon solvents not required; good control of reaction exotherm; and HF scavengers not required. Process useful for partial or complete fluorination.Type: GrantFiled: October 4, 1993Date of Patent: January 30, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: David J. Fall, Miguel A. Guerra
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Patent number: 5461117Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: June 13, 1994Date of Patent: October 24, 1995Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5332790Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: March 8, 1993Date of Patent: July 26, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5322904Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: March 8, 1993Date of Patent: June 21, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5322903Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: January 17, 1992Date of Patent: June 21, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5316686Abstract: 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: GrantFiled: January 11, 1993Date of Patent: May 31, 1994Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Carl E. Snyder, Jr., Lois J. Gschwender, Kalathil C. Eapen, Grace J. Chen
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Patent number: 5276218Abstract: Process for the preparation of .beta.-fluoroalcohols of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 represent straight-chain or branched alkyl andR.sup.3 and R.sup.4 represent hydrogen or alkyl,in which epoxides of the formula (II) ##STR2## are reacted with sodium hydrogen fluoride or potassium hydrogen fluoride under pressure in the presence of diluents.Type: GrantFiled: July 15, 1991Date of Patent: January 4, 1994Assignee: Bayer AktiengesellschaftInventors: Stefan Bohm, Albrecht Marhold, Dietmar Bielefeldt
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Patent number: 5264637Abstract: A fluoroalcohol of the formulaRf(CH.sub.2 CH.sub.2 OH)n (1)is prepared by the following three kinds of processes:(a) by contacting a betaine compound with a halide compound of the formulaRf(CH.sub.2 CH.sub.2 X)n (2)to obtain an intermediate compound and subjecting the intermediate compound to hydrolysis,(b) by contacting a betaine compound and water in the presence of an organic solvent with a halide compound of the formulaRf(CH.sub.2 CH.sub.2 X)n (2), or(c) by contacting a betaine type surfactant and water with a halide compound of the formulaRf(CH.sub.2 CH.sub.2 X)n (2),wherein Rf is C.sub.2.about.13 fluoroalkyl or C.sub.2.about.13 fluoroalkylene group, X is iodine or bromine, n is 1 when Rf is fluoroalkyl group and n is 2 when Rf is fluoroalkylene group.Type: GrantFiled: October 4, 1991Date of Patent: November 23, 1993Assignee: Daikin Industries, Ltd.Inventors: Tutomu Yoshida, Kunitada Tanaka, Yasumichi Chiba, Yasuhisa Furutaka, Yukio Homoto
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Patent number: 5260494Abstract: The sodium fluoroalcoholates are prepared under conditions resulting in neither reactant nor final product degradation, by (a) reacting, under reflux, the corresponding fluoroalcohols, e.g., the mono-, di- or trifluoroethanols, with sodium methanolate in the presence of a solvent having a boiling point higher than that of methanol and/or a solvent which forms an azeotrope with methanol, and (b) selectively trapping the methanol of reaction, e.g., in a molecular sieve, as it is released into the vapors which evolve upon refluxing the step (a) reaction mixture; the sodium fluoroalcoholates thus produced are well suited for direct reaction with polydichlorophosphazenes.Type: GrantFiled: February 25, 1993Date of Patent: November 9, 1993Assignee: AtochemInventors: Guy Pagniez, Philippe Potin
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Patent number: 5254754Abstract: An adduct of an unsaturated alcohol and an iodinated fluoroalkane is produced at a high conversion and high yield by reacting the unsaturated alcohol and the iodinated fluoroalkane in the presence of a radical catalyst and at least one additive selected from the group consisting of water, basic compounds, metal oxides, silver compounds and epoxy compounds.Type: GrantFiled: July 14, 1991Date of Patent: October 19, 1993Assignee: Daikin Industries Ltd.Inventors: Yoshio Amimoto, Masaru Hirai, Sueyoshi Ishikawa, Tatsuya Ohtsuka
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Patent number: 5254755Abstract: Novel partially fluorinated alkanes having the Formula: ##STR1## wherein each R is the same or different and is selected from the group consisting of CF.sub.3, CHF.sub.2, CH.sub.2 F, and CH.sub.3 CF.sub.2, and R' is an alkyl or fluoroalkyl group having 1 to 6 carbon atoms have utility as solvents in a variety of industrial cleaning applications including cold cleaning, dry cleaning, and defluxing of printed circuit boards.Type: GrantFiled: November 6, 1991Date of Patent: October 19, 1993Assignee: Allied-Signal Inc.Inventors: Chien C. Li, Kane D. Cook, Rajat S. Basu
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Patent number: 5254660Abstract: Solutions of a) a fluorine-containing polyisocyanate in b) an isocyanate-inert solvent are used to impart water, oil and dirt resistance to porous inorganic substrates impregnated therewith. The fluorine-containing polyisocyanate is preferably selected from fluorine-containing polyisocyanates having a fluorine content in the form of perfluorinated alkyl groups of from about 15 to about 60% by weight and an isocyanate content of from about 0.5 to about 15% by weight. These isocyanates are obtained by reaction of (cyclo)aliphatic isocyanates with fluorine-containing mono- and polyhydric alcohols, and selected fluorine-containing alcohols suitable for the production of these polyisocyanates.Type: GrantFiled: November 2, 1992Date of Patent: October 19, 1993Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Hanns-Peter Muller, Hermann Kober, Stefan Bohm, Josef Pedain
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Patent number: 5233098Abstract: A method for removing a perfluoroalkyl alcohol from a waste gas and recovering the perfluoroalkyl alcohol comprising the steps of bringing the waste gas into contact with an aqueous alkaline solution thereby to absorb the perfluoroalkyl alcohol into said solution and consequently obtain an aqueous alkaline solution containing an alkoxide of the perfluoroalkyl alcohol. Adding an acid to the aqueous alkaline solution containing the alkoxide of the perfluoroalkyl alcohol until the alkaline solution turns into an acidic solution with a pH value smaller than 5, thereby to turn said alkoxide into said perfluoroalkyl alcohol and subjecting the acidic solution to distillation to recover the perfluoroalkyl alcohol.Type: GrantFiled: June 12, 1992Date of Patent: August 3, 1993Assignee: Central Glass Company, LimitedInventors: Toru Nakazora, Toshihiro Nakamichi, Tuneyoshi Hisayuki, Katumi Takesita, Yutaka Katsuhara
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Patent number: 5227540Abstract: A process is described for the preparation of fluoroalcohols of the formula below ##STR1## in which R.sub.f is a perfluoroalkyl radical having 1 to 20 carbon atoms and R is hydrogen or an alkyl radical having 1 to 5 carbon atoms, by reaction of a perfluoroalkylethylene, R.sub.f --CH.dbd.CH.sub.2, and an n-C.sub.1 to C.sub.6 -alkanol in the presence of a free radical initiator, the perfluoroalkylethylene, the alkanol and the free radical initiator being used in the molar ratio of 1 to 20-50 to 0.002-0.2. In the novel process, in addition, the reaction is carried out in a specific manner and under specific reaction conditions. The fluoroalcohols given are obtained in high yield.Type: GrantFiled: July 24, 1992Date of Patent: July 13, 1993Assignee: Hoechst AktiengesellschaftInventor: Wolfgang Knaup
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Patent number: 5227539Abstract: Process for preparing alkali-metal or ammonium salts of fluorinated tertiary alcoholsRxR'y(C.sub.n F.sub.2n+1)kC--OMwherein R and R', which may be either equal to, or different from, each other, represent a perhalocarbyl group, the halogen atoms of which are constituted by F and Cl and/or Br, a hydrogenated halocarbyl group, the halogen atoms of which are constituted by F and Cl and/or Br; n is comprised within the range of from 1 to 6; M is an alkali metal or an ammonium ion; x and/or y are 0 or 1; and k is 1, 2 or 3, with the proviso that x+y+z=3, by means of the reaction of a carbonyl compoundR"--CO--R'",in which R" and/or R'"=R and/or R' or F, with a tri(alkyl)silane-perfluoroalkyl compound [(C.sub.1 -C.sub.4)-alkyl].sub.3 --Si--CnF.sub.2n+1 and with a fluoride MF, in an aprotic solvent, at a temperature comprised within the range of from -45.degree. C. to +120.degree. C.; from said salts, the corresponding alcohols can be obtained by acidic hydrolysis. Some of the obtained products are per se novel.Type: GrantFiled: October 31, 1991Date of Patent: July 13, 1993Assignee: Ausimont S.p.A.Inventors: Stefan Kotun, Darryl Desmarteau, Walter Navarrini
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Patent number: 5225048Abstract: The invention relates to a distillation method and an apparatus for the concentration and purification of water-containing liquid chemicals. The distillation is performed using constant, predetermined distillation parameters.Type: GrantFiled: January 29, 1991Date of Patent: July 6, 1993Assignee: Athens Corp.Inventor: Wallace I. Yuan
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Patent number: 5202506Abstract: A process for the formation of perfluoroalkylethyl alcohols from perfluoroalkylethyl iodides is disclosed. The process involves treatment of the perfluoroalkylethyl iodide with oleum.Type: GrantFiled: April 2, 1992Date of Patent: April 13, 1993Assignee: E. I. du Pont de Nemours and CompanyInventors: Jack R. Kirchner, Leonard H. Beck, James E. Dowd
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Patent number: 5185421Abstract: 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: GrantFiled: August 5, 1991Date of Patent: February 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Gordon M. Cohen, William B. Farnham, Andrew E. Feiring
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Patent number: 5185477Abstract: Novel fluorinated (poly)sulfates, halosulfonates, halohydrins and epoxides, as well as novel processes for producing them are disclosed.Type: GrantFiled: December 6, 1991Date of Patent: February 9, 1993Assignee: E. I. du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 5171897Abstract: This invention provides (i) novel hexafluoroneopentyl alcohol, (ii) its derivatives, i.e., hexafluoroneopentyl (meth)acrylate, (iii) fluorinated polymers comprising said acrylate as the monomer component, and (iv) optical materials comprising said fluorinated polymers.Type: GrantFiled: March 10, 1992Date of Patent: December 15, 1992Assignee: Daikin Industries, Ltd.Inventors: Hiroshi Inukai, Takashi Yasuhara, Takahiro Kitahara
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Patent number: 5159105Abstract: Pentafluorosulfanyl fluoroaliphatic carbonyl and sulfonyl fluorides, derivatives of the acid fluorides and the preparation and use of the acid fluorides and derivatives. The fluoroaliphatic moiety of said acid fluorides comprise at least three fully-fluorinated carbon atoms. The derivatives of the acid fluorides are useful as surface-active agents and surface-treating agents.Type: GrantFiled: February 28, 1990Date of Patent: October 27, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: John C. Hansen, Patricia M. Savu
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Optically active compound, process for producing same and liquid crystal composition containing same
Patent number: 5126071Abstract: An optically active functional compound represented by the following formula (1) is disclosed: ##STR1## wherein R denotes an alkyl group having 1-14 carbon atoms; --X-- denotes ##STR2## Y denotes a single bond, ##STR3## or --O--; n=0, 1 or 2; and C* denotes an asymmetric carbon atom. The compound of the formula (1) may be produced through an optically active compound of the following formula (2) or (3): ##STR4## The compounds of the above formulas (1)-(3) are all characterized by a trifluoromethyl group providing a large spontaneous polarization attached to an asymmetric carbon atom.Type: GrantFiled: August 7, 1991Date of Patent: June 30, 1992Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Tetsuya Abe, Yoko Yamada, Yuko Etoh -
Patent number: 5126482Abstract: Novel fluorine-containing compounds and processes for producing the same are disclosed, the compounds being represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group or an alkylvinyl group; R.sup.2 represents a fluoroalkyl group; and Y represents a carboxyl group, a chloroformyl group, an alkoxyalkoxycarbonyl group or a hydroxymethyl group.Type: GrantFiled: January 3, 1991Date of Patent: June 30, 1992Assignee: Nippon Mining Co., Ltd.Inventors: Takeshi Nakai, Osamu Takahashi
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Patent number: 5116544Abstract: This invention provides (i) novel hexafluoroneopentyl alcohol, (ii) its derivatives, i.e., hexafluoroneopentyl (meth)acrylate, (iii) fluorinated polymers comprising said acrylate as the monomer component, and (iv) optical materials comprising said fluorinated polymers.Type: GrantFiled: August 4, 1989Date of Patent: May 26, 1992Assignee: Daikin Industries, Ltd.Inventors: Hiroshi Inukai, Takashi Yasuhara, Takahiro Kitahara
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Patent number: 5097090Abstract: In a process for the manufacture of 2-perfluoroalkylethyl alochols by sulfating 2-perfluoroalkylethyl iodides with oleum followed by hydrolysis of the resulting sulfated reaction mass with water, the improvement comprising carrying out both reactions in two similar continuous reactor systems, combined in series, in each of which one of the reactant streams is contacted with the reaction mass in a zone of intense agitation which forms part of a low volume recycle loop operated under pressure and at high rates of reecycle. Preferably the zone of intense agitation in the sulfation loop has an energy input of at least 0.05 horsepower per gallon per minute with a loop recycle time of 5 seconds or less, and the hydrolysis loop has an energy input of at least 0.4 horsepower per gallon per minute with a loop recycle time of 2 seconds or less. Most preferably, the energy input to the liquids in both loops is provided by centrifugal pumps.Type: GrantFiled: May 30, 1990Date of Patent: March 17, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Leonard H. Beck
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Patent number: 5093432Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: September 28, 1989Date of Patent: March 3, 1992Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5087775Abstract: A process for the preparation of partially fluorinated alcohols starting from halogen-containing alkenes, and 2,2,3,3,4,4-hexafluorocyclopentanol as a new partially fluorinated alcohol.Type: GrantFiled: October 24, 1990Date of Patent: February 11, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Rudolf Gassen, Dietmar Bielefeldt, Michael Negele, Heinz Ziemann
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Patent number: 5057626Abstract: A process for the synthesis of alpha,alpha-difluoroketones from alpha,alpha-difluoroacylsilanes and intermediates therefor.Type: GrantFiled: October 1, 1990Date of Patent: October 15, 1991Assignee: Pfizer Inc.Inventor: Peter A. McCarthy
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Patent number: 5023377Abstract: A process for preparing fluorinated compounds belonging to the classes:XH--Y--CZ.sub.1 Z.sub.2 -(CF.sub.2).sub.n F (I)andYH--X--(CF.sub.2).sub.n --CZ.sub.1 Z.sub.2 F (II)wherein:X is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;Y is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;X is different from Y;R.sub.x is a perhalogenated alkyl group, containing from 1 to 4 carbon atoms;n is either 0 or 1;Z.sub.1 and Z.sub.2, which may be either equal to, or different from, each other, represent F, Cl, Br, H or R.sub.x.The process is characterized in that a fluorinated cyclic compound of the formula: ##STR1## is reacted, at a temperature within the range of from -80.degree. to +300.degree., with HF in the presence of a Lewis acid. Some of the so-obtained compounds per se are novel.Type: GrantFiled: August 1, 1989Date of Patent: June 11, 1991Assignee: Ausimont, S.r.l.Inventors: Darryl D. Desmarteau, Stefan P. Kotun, Alessandro Malacrida
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Patent number: 5023384Abstract: The present invention relates to a process for the industrial preparation of trifluoroethanol by passage of a reaction mixture containing trifluoroacetic acid, water and trifluoroethanol over a percolating fixed bed consisting of a rhodium- or ruthenium-based catalyst.Type: GrantFiled: October 20, 1989Date of Patent: June 11, 1991Assignee: Rhone-Poulenc ChimieInventor: Georges Cordier
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Patent number: 4999429Abstract: Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formulaRCH(OH)CF.sub.2 SO.sub.2 Ar (I)wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.Type: GrantFiled: November 13, 1989Date of Patent: March 12, 1991Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4996375Abstract: Novel methyl carbinol derivatives of Vitamin E and a method for their manufacture.Type: GrantFiled: April 24, 1989Date of Patent: February 26, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Richard Barner, Josef Hubscher
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Patent number: H1223Abstract: A method of producing FDNE using readily available fluoroolefins as a fluorine source.Type: GrantFiled: May 17, 1991Date of Patent: August 3, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventors: Thomas G. Archibald, Nghi Van Nguyen, Kurt Baum