Chalcogen Double Bonded Directly To The Sulfur (e.g., Sulfonyl Fluorides, Etc.) Patents (Class 562/825)
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Patent number: 9842993Abstract: A film-forming composition according to the present invention include fluororesin having a repeating unit of the general formula (1); and a fluorine-containing solvent. In the general formula (1), R1 each independently represents a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group; and R2 each independently represents C1-C15 straight, C3-C15 branched or C3-C15cyclic fluorine-containing hydrocarbon gr which any hydrogen atom may be replaced by a fluorine atom with the proviso that the repeating unit contains at least one fluorine atom. This film-forming composition is suitably usable for the manufacturing of an organic semiconductor element because the composition can form a film on an organic semiconductor film; and the formed film has resistance to an etching solvent during the fine pattern processing of the organic semiconductor film by photolithography etc.Type: GrantFiled: July 14, 2014Date of Patent: December 12, 2017Assignee: Central Glass Company, LimitedInventors: Yoshiharu Terui, Haruhiko Komoriya, Fumito Kobayashi, Yukari Hara, Ikunari Hara
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Patent number: 9765021Abstract: The preparation is described of a compound of formula (I) comprising an —SO2F function by reacting a compound of formula (II) with a fluorinating agent selected from hydrofluoric acid and an ionic fluoride of a monovalent or divalent cation: R—SO2F??(I) R?—SO2X??(II) where R is selected from the groups R1, R2 and R3: R1=—CnHaFb with n=1-10, a+b=2n+1, b?1; R2=—CxHyFz—SO2F with x=1-10, y+z=2x and z?1; R3=?-CcHhFf with c=1-10; h+f=2c and f?1; where R? is selected from the following groups R?1, R?2 and R?3: R?1=—CnHaXb with n=1-10, a+b=2n+1, b?1; R?2=—CxHyXz—SO2X with x=1-10, y+z=2x and z?1; R?3=?-CcHhXf with c=1-10; h+f=2c and f?1; ? denoting a phenyl group; X?Cl, Br.Type: GrantFiled: July 3, 2014Date of Patent: September 19, 2017Assignee: RHODIA OPERATIONSInventor: François Metz
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Publication number: 20140339096Abstract: In this method, RH2ORH1SO2F is added to hydrofluoric acid so as to form a thick solution (hydrogen bonded complex), and the solution is directly supplied to a liquid phase reaction system, in which an F2 gas is used. Alternatively, RH2ORH1SO2Cl is added to hydrofluoric acid so as no be converted into RH1ORH2SO2F by disc barging HCl, and the RH1ORH2SO2F is directly supplied to a liquid phase reaction system in which an F2 gas is used. Consequently, fluorination can be carried out safely and a compound having an objective structure can be produced at low cost without causing isomerization or the like.Type: ApplicationFiled: August 4, 2014Publication date: November 20, 2014Inventors: Mitsuo Kurumaya, Tsunetoshi Honda, Kota Omori
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Publication number: 20140093823Abstract: There are disclosed sulfonic acid precursor compositions, as are methods of using these compositions in, for example, photolithography.Type: ApplicationFiled: September 27, 2013Publication date: April 3, 2014Inventors: Robert L. BRAINARD, Shinya AKIBA, Ryo NADANO, Kenji HOSOI, Brian CARDINEAU
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Publication number: 20120184763Abstract: In this method, RH2ORH1SO2F is added to hydrofluoric acid so as to form a thick solution (hydrogen bonded complex), and the solution is directly supplied to a liquid phase reaction system in which an F2 gas is used. Alternatively, RH2ORH1SO2Cl is added to hydrofluoric acid so as to be converted into RH1ORH2SO2F by discharging HCl, and the RH1ORH2SO2F is directly supplied to a liquid phase reaction system in which an F2 gas is used. Consequently, fluorination can be carried out safely and a compound having an objective structure can be produced at low cost without causing isomerization or the like.Type: ApplicationFiled: September 29, 2010Publication date: July 19, 2012Applicants: Mitsubishi Materials Electronic Chemicals Co., Ltd, MITSUBISHI MATERIALS CORPORATIONInventors: Mitsuo Kurumaya, Tsunetoshi Honda, Kota Omori
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Patent number: 8067585Abstract: The present invention relates to producing a disulfonyl fluoride compound easily and efficiently by utilizing coupling reaction where a compound (2) is obtained by subjecting a compound (1) wherein Y is a fluorine atom to photocoupling reaction, or subjecting a compound (1) wherein Y is a hydroxyl group, —OMa wherein Ma is an alkali metal atom, or —O(Mb)1/2 wherein Mb is an alkaline earth metal atom to electrolytic coupling reaction, and derivatives such as the following compound (7A) are obtained from the compound (2): FSO2-E-CX2—COY??(1) FSO2-E-CX2—CX2-E-SO2F??(2) wherein E is a single bond, —O—, a C1-20 alkylene group which may contain an etheric oxygen atom, or the like, X is a fluorine atom or the like, and Y is a fluorine atom, a hydroxyl group, or the like.Type: GrantFiled: October 1, 2007Date of Patent: November 29, 2011Assignee: Asahi Glass Company, LimitedInventors: Masao Iwaya, Kazuya Oharu, Hidekazu Okamoto
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Patent number: 7781612Abstract: The present invention provides a process for producing a fluorinated sulfonyl fluoride useful as e.g. a material for an ion exchange resin, and a novel chemical substance useful as an intermediate in the production process.Type: GrantFiled: December 28, 2005Date of Patent: August 24, 2010Assignee: Asahi Glass Company, LimitedInventors: Koichi Murata, Takashi Okazoe, Eisuke Murotani
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Publication number: 20090187044Abstract: A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer.Type: ApplicationFiled: March 25, 2009Publication date: July 23, 2009Applicant: Asahi Glass Company, LimitedInventors: Isamu Kaneko, Atsushi Watakabe, Jyunichi Tayanagi, Susumu Saito
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Patent number: 7531610Abstract: A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer.Type: GrantFiled: January 28, 2008Date of Patent: May 12, 2009Assignee: Asahi Glass Company, LimitedInventors: Isamu Kaneko, Atsushi Watakabe, Jyunichi Tayanagi, Susumu Saito
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Publication number: 20080146841Abstract: A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer.Type: ApplicationFiled: January 28, 2008Publication date: June 19, 2008Applicant: Asahi Glass Company, LimitedInventors: Isamu Kaneko, Atsushi Watakabe, Jyunichi Tayanagi, Susumu Saito
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Patent number: 7297815Abstract: It is an object of the present invention to solve difficulty in production and to provide a process to obtain fluorinated sulfonyl fluoride compound having various molecular structures efficiently at a low cost. That is, the present invention provides a process which comprises reacting (FSO2—)nRA(-E-RB)m (1F) with fluorine in a liquid phase to form (FSO2—)nRAF(-EF-RBF)m (2), and decomposing this compound to obtain (FSO2—)nRAF(-EF1)m (3), provided that RA is a (n+m) valent organic group having at least two carbon atoms, RAF is a group having RA fluorinated, or the like, each of RB and RBF is a fluorinated monovalent organic group, or the like, E is —COOCH2— or the like, EF is —COOCF2— or the like, EF1 is —COF or the like, n is an integer of at least 2, and m is an integer of at least 1.Type: GrantFiled: January 3, 2006Date of Patent: November 20, 2007Assignee: Asahi Glass Company, LimitedInventors: Koichi Murata, Takashi Okazoe, Eisuke Murotani
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Patent number: 7176331Abstract: The present application provides a process to produce fluorinated vinyl ether by reacting a 2-alkoxypropionyl fluoride with a metal carbonate under anhydrous conditions in a stirred bed reactor at a temperature above the decarboxylation temperature of an intermediate carboxylate to produce a fluorinated vinyl ether. The process is carried out in the absence of solvent. With the process described, fluorinated vinyl ether of a high purity can be obtained in a high throughput manner.Type: GrantFiled: June 30, 2005Date of Patent: February 13, 2007Assignee: 3M Innovative Properties CompanyInventor: Miguel Antonio Guerra
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Patent number: 7157600Abstract: A process for preparing (per)fluorohalogenethers containing the —SO2F group, having general formula (I): FSO2—R—CF2OCAF—CA?F2??(I) wherein: A and A?, equal to or different from each other, are Cl or Br; R has the following meanings: a (per)fluorinated, preferably perfluorinated, substituent, optionally containing one or more oxygen atoms; by reaction of carbonyl compounds having formula (II): FSO2—R—COF??(II) wherein R is as above; in liquid phase with elemental fluorine and with olefinic compounds having formula (III): CAF?CA?F??(III) wherein A and A? are as above, operating at temperatures from ?120° C. to ?20° C., optionally in the presence of a solvent inert under the reaction conditions.Type: GrantFiled: March 10, 2004Date of Patent: January 2, 2007Assignee: Solvay Solexis S.p.A.Inventors: Vito Tortelli, Pierangelo Calini, Stefano Millefanti
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Patent number: 7105697Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2RA-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EF1 (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF is a bivalent connecting group formed by the fluorination of E, etc.Type: GrantFiled: March 25, 2004Date of Patent: September 12, 2006Assignee: Asahi Glass Company, LimitedInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
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Patent number: 7005545Abstract: The present invention provides a process for producing a fluorinated fluorosulfonylalkyl vinyl ether represented by general formula (2): CF2?CFO(CF2CF(CF3)O)nCF2CF2SO2F??(2) wherein n is an integer from 0 to 10, comprising fluorinating a perfluorovinylether sulfonate with SF4 and HF, the perfluorovinylether sulfonate being represented by general formula (1): CF2?CFO(CF2CF(CF3)O)nCF2CF2SO3M??(1) wherein M is Ma or Mb1/2, provided that Ma is an alkali metal and Mb is an alkaline earth metal; and n is as defined above. According to the process of the invention, the fluorinated fluorosulfonylalkyl vinyl ether can be produced in high yield in an industrially advantageous manner.Type: GrantFiled: May 23, 2003Date of Patent: February 28, 2006Assignee: Daikin Industries, Ltd.Inventors: Akinari Sugiyama, Tatsuya Ohtsuka, Kazuyoshi Ichihara, Toshiya Mantani
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Publication number: 20040199009Abstract: A process for preparing (per)fluorohalogenethers containing the —SO2F group, having general formula (I):Type: ApplicationFiled: March 10, 2004Publication date: October 7, 2004Applicant: SOLVAY SOLEXIS S.p.A.Inventors: Vito Tortelli, Pierangelo Calini, Stefano Millefanti
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Patent number: 6790982Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. The present invention is also directed to a compound of the following formula (I) or a compound of the following formula (II): FSO2CH2CH2OCH2OCOCF(CF3)OCF2CF2CF3 (I) FSO2CF2CF2OCF2CF2OCOCF(CF3)OCF2CF2CF3 (II).Type: GrantFiled: May 21, 2003Date of Patent: September 14, 2004Assignee: Asahi Glass Company, LimitedInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
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Publication number: 20040176636Abstract: There is provided a process for producing a fluorinated vinyl ether from a fluorinated acid fluoride compound having an ester group as a precursor of a carboxylic acid group, or a SO2F group as a precursor of a sulfonic acid group, in high yield by simple operations.Type: ApplicationFiled: December 29, 2003Publication date: September 9, 2004Inventors: Nobuto Hoshi, Nobuyuki Uematsu, Masanori Ikeda
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Publication number: 20040158099Abstract: Compounds of formula CH2Y—CH(COOR1)—O—CF2CF2—SO2F, usable in the synthesis of the fluorosulphonic vinylether —CF2═CF—O—CF2CF2—SO2F.Type: ApplicationFiled: February 5, 2004Publication date: August 12, 2004Applicant: Ausimont S.P.A.Inventors: Vito Tortelli, Sara Maculan
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Publication number: 20040116742Abstract: A method is provided for reacting hexafluoropropylene oxide (HFPO) with a perfluoroacyl fluorides according to the formula X—Rf—COF (II) to selectively produce a monoaddition product according to the formula X—Rf—CF2—O—CF(CF3)COF (I), wherein selectivity for the monoaddition product over the biaddition product is 90% or greater or more typically 95% or greater. A continuous or repeated-batch process is provided comprising the steps of: a) providing a mixture of X—Rf—COF (II), a fluoride salt, and a polar solvent; b) adding hexafluoropropylene oxide (HFPO) in an amount such that X—Rf—COF remains in molar excess of HFPO by at least 10% and reacting X—Rf—COF with HFPO; c) separating unreacted X—Rf—COF from a mixture of addition products of hexafluoropropylene oxide (HFPO) and X—Rf—COF; and d) repeating step a) using unreacted X—Rf—COF separated in step c).Type: ApplicationFiled: December 17, 2002Publication date: June 17, 2004Applicant: 3M Innovative Properties CompanyInventor: Miguel Antonio Guerra
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Publication number: 20040097757Abstract: The invention relates to a fluorination process for producing fluorinated compounds.Type: ApplicationFiled: December 3, 2003Publication date: May 20, 2004Inventors: Milos Cernik, Antonin Ruzicka, Zdirad Zak, Virginie Pevere, Christophe Michot
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Publication number: 20040039201Abstract: The present invention relates to improved covalent coupling of two or more entities such as biomolecules, polymer compositions, organic/inorganic molecules/materials, and the like, including their combinations, through one or more novel reactive groups attached to linker groups of 2-1000 atoms length. The present invention also contemplates the use of bifunctional bridge molecules to link two or more entities, wherein the functional groups of the bridge molecules are the novel reactive groups of the present invention.Type: ApplicationFiled: November 14, 2002Publication date: February 26, 2004Inventors: Ananda G. Lugade, Kurt D. Hoffacker, Adam J. Jenkins, Karri L. Michael-Ballard, Leonid Patsenker, Ewald Terpetchnixg
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Publication number: 20030212297Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production.Type: ApplicationFiled: May 21, 2003Publication date: November 13, 2003Applicant: ASAHI GLASS COMPANY LIMITEDInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
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Patent number: 6624328Abstract: A method is provided for making a perfluorinated vinyl ether having a sulfonyl fluoride end-group according to the formula FSO2—(CF2)n—O—CF═CF2, where n is 2-5, comprising the steps of: a) fluorination of: to produce FSO2—(CF2)(n−1)—COF; b) reaction of FSO2—(CF2)(n−1)—COF with hexafluoropropylene oxide (HFPO) to produce FSO2—(CF2)(n)—O—CF(CF3)—COF; c) reaction of FSO2—(CF2)(n)—O—CF(CF3)—COF with a salt of a metal cation M+P, where p is the valence of M, to produce (FSO2—(CF2)(n)—O—CF(CF3)—COO−)pM+P; and d) thermal cracking of FSO2—(CF2)(n)—O—CF(CF3)—COO−)pM+P to produce FSO2—(CF2)(n)—O—CF═CF2.Type: GrantFiled: December 17, 2002Date of Patent: September 23, 2003Assignee: 3M Innovative Properties CompanyInventor: Miguel Antonio Guerra
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Publication number: 20030125582Abstract: Compounds of formula CH2Y—CH(COOR1)—O—CF2CF2—SO2F, usable in the synthesis of the fluorosulphonic vinylether —CF2═CF—O——CF2CF2—SO2F.Type: ApplicationFiled: December 27, 2002Publication date: July 3, 2003Applicant: Ausimont S.p.A.Inventors: Vito Tortelli, Sara MacUlan
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Patent number: 6580006Abstract: The present invention provides a catalytic process for preparing perfluoroethanesulfonyl fluoride and/or perfluorodiethylsulfone using a two-part catalytic process comprising a metal fluoride and a crown ether.Type: GrantFiled: May 2, 2002Date of Patent: June 17, 2003Assignee: 3M Innovative Properties CompanyInventors: William M. Lamanna, Michael D. Barrera, Gerald L. Bauer, Yuri Cheburkov
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Publication number: 20020007083Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: 1Type: ApplicationFiled: April 6, 2001Publication date: January 17, 2002Applicant: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Patent number: 6303814Abstract: N-(Triazoloazinyl)arylsulfonamide compounds, such as 2,6-dimethoxy-N-(8-chloro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide, 2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)pyridine-3-sulfonamide, and 2-methoxy-6-methoxycarbonyl-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzenesulfonamide were prepared from appropriately substituted 2-amino[1,2,4]triazolo [1,5-c]pyrimidine and 2-amino[1,2,4]triazolo[1,5-a]pyridine compounds and appropriately substituted benzene sulfonyl chloride and pyridine-3-sulfonyl chloride compounds. The compounds were found to be useful as herbicides.Type: GrantFiled: March 16, 2000Date of Patent: October 16, 2001Assignee: Dow AgroSciences LLCInventors: Timothy C. Johnson, Robert J. Ehr, Mark A. Pobanz, Richard K. Mann, Timothy P. Martin, John C. Van Heertum
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Patent number: 6274632Abstract: The invention relates to compounds of the formula (I): CF2═CX—CH2—CH2—S(O)—R wherein X represents hydrogen, halogen or lower alkyl, and R represents a group OR1 or NR2R3 wherein R1, R2 and R3 are as defined in the description. The compounds are useful for controlling insect and like pests of agriculture.Type: GrantFiled: September 10, 1999Date of Patent: August 14, 2001Assignee: Zeneca LimitedInventor: Roger Salmon
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Patent number: 5684192Abstract: Sulfonyl fluoride substituted .alpha.,.beta.,.beta.-trifluorostyrene monomers are disclosed. The monomers are incorporated into polymeric compositions which are conveniently hydrolyzed to produce polymeric compositions which include ion-exchange moieties. The resulting compositions which include ion-exchange moieties are particularly suitable for use as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.Type: GrantFiled: December 20, 1995Date of Patent: November 4, 1997Assignee: Ballard Power Systems, Inc.Inventors: Charles Stone, Alfred E. Steck, Robert D. Lousenberg
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Patent number: 5627292Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: March 9, 1994Date of Patent: May 6, 1997Assignees: Centre National de la Recherche Scientifique, Hydro-QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5347058Abstract: Fluorinated olefins are produced by thermolysis of a silyl ester of a fluorinated aliphatic carboxylic acid in the presence of a catalyst which provides fluoride ion, such as potassium fluoride. The fluorinated olefins are useful as monomers and chemical intermediates.Type: GrantFiled: December 7, 1993Date of Patent: September 13, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5318674Abstract: A process for preparing perfluoroalkanesulfonyl fluorides, e.g., perfluoromethanesulfonyl fluoride, comprises electrochemically fluorinating in the presence of anhydrous hydrogen fluoride at least one precursor compound selected from the group consisting of .alpha.,.beta.-difluoroalkane-.beta.-sultones, e.g., 1,1,2,2-tetrafluoroethane sultone, and the corresponding .alpha.-halocarbonylfluoroalkanesulfonyl halides, e.g., fluorocarbonyldifluoromethanesulfonyl fluoride. The process can be used to prepare perfluoroalkanesulfonyl fluorides in good yield and can be, for example, both more electrically-efficient and more fluorine-efficient than the conventional preparative method involving the electrochemical fluorination of hydrocarbon alkanesulfonyl halides.Type: GrantFiled: June 30, 1993Date of Patent: June 7, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Fredrick E. Behr, Yuri Cheburkov, John C. Hansen
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Patent number: 5268511Abstract: 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: GrantFiled: March 27, 1992Date of Patent: December 7, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5241110Abstract: This invention relates to a process for preparing perfluoroalkoxysulphonic compounds having formula: ##STR1## wherein R.sub.f represents a perfluoroalkyl or perfluoroethereal group, X represents F, OH or OM, in which M is an alkaline cation, an alkaline-earth cation, or X represents NR.sub.1 R.sub.2, in which R.sub.1 and R.sub.2, independently of each other, represent H or an alkyl group containing from 1 to 5 carbon atoms and p is a number selected from 1 to 2, characterized in that the perfluoro vinyl sulphonyl fluoride of formula (II) CF.sub.2 =CF--SO.sub.2 F is reacted with a hypofluorite of formula (III):R.sub.f (OF).sub.r (III)wherein R.sub.f is the same as defined above, and r represents 1 or 2, optionally in an inert solvent, at a temperature approximately ranging from -140.degree. C. to +40.degree. C.Type: GrantFiled: July 10, 1991Date of Patent: August 31, 1993Assignee: Ausimont S.p.A.Inventors: Walter Navarrini, Vittorio Montanari, Anna M. Staccione
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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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Patent number: 5117055Abstract: A perfluoroalkyl halogenide represented by the formula: ##STR1## wherein X stands for one element selected from the group consisting of iodine and bromine, R.sub.f for a perfluorohydrocarbon group, n for an integer in the range of 1 to 3, and m for an integer in the range of 1 to 3, provided that n and m satisfy the relationship, n.gtoreq.m, is produced by a method which consists essentially in subjecting a perfluorocarboxylic acid fluoride represented by the formula, ##STR2## wherein R.sub.f and n have the same meanings as defined above, to a thermal reaction with a lithium halogenide represented by XI, wherein X has the same meaning as defined above.Type: GrantFiled: February 22, 1990Date of Patent: May 26, 1992Assignees: Agency of Industrial Science and Technology, Ministry of International Trade & IndustryInventors: Takashi Abe, Eiji Hayashi, Haruhiko Fukaya
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Patent number: 5103049Abstract: Process for the synthesis of perfluoroalkenyl-sulfonyl fluorides of formula:R.sub.f --CF.dbd.CF--SO.sub.2 Fwherein:R.sub.f is F or a perfluoroalkyl of from 1 to 9 carbon atoms, consisting in bringing a perfluoroalkyl-(sulfonyl fluoride) monofluoroacetyl-fluride of formula R.sub.f --CF.sub.2 --CF(COF)SO.sub.2 F into contact with a reactant constituted by a carbonate of a metal belonging to Groups IA, IIA and IIB of the Periodical Table of the Elements at a temperature comprised within the range of from 150.degree. to 400.degree. C., and then recovering the desired product.The process is run in continuous.Type: GrantFiled: April 26, 1990Date of Patent: April 7, 1992Assignee: Ausimont S.r.l.Inventors: Walter Navarrini, Darryl D. DesMarteau
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Patent number: 5103051Abstract: A continuous process for preparing perfluoroalkenyl sulfonyl fluorides (I)R.sub.f --CF.dbd.CF--SO.sub.2 F (I)wherein R.sub.f is selected from the group consisting of F and a perfluoroalkyl of from 1 to 9 carbon atoms is disclosed, in which a perfluoroalkyl (sulfonyl fluoride) monofluoroacetyl fluoride of formulaR.sub.f --CF.sub.2 --CF(COF)SO.sub.2 F (II)is used as the starting product.The starting product is contacted with a reactant selected from the group consisting of the oxides of an element of the Groups IA, IIA, IIB, IIIA and IVA of the Periodic Table of the Elements, and of their mixtures, at a temperature comprised within the range of from 150.degree. to 450.degree. C., and the compound (I) is recovered from the reaction effluent.Type: GrantFiled: April 26, 1990Date of Patent: April 7, 1992Assignee: Ausimont S.r.l.Inventors: Walter Navarrini, Silvana Modena
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Patent number: 5103050Abstract: A continuous process for preparing perfluoroalkenyl sulfonyl fluorides (I)R.sub.f --CF.dbd.CF--SO.sub.2 F (I)wherein: R.sub.f is selected from the group consisting of F and a perfluoroalkyl radical of from 1 to 9 carbon atoms is disclosed, in which as the starting compound a sultone (II) ##STR1## is used. The starting compound is placed into contact with a reactant selected from the group consisting of oxides and carbonates of an element of the Groups IA, IIA and IIB, and of the oxides of an element of the Groups IIIA and IVA of the Periodic Table of the Elements, and their mixtures, at a temperature comprised within the range of from 150.degree. to 450.degree. C., and the compound (I) is recovered from the reaction effluent. and the compound (I) is recovered from the reaction effluent.Type: GrantFiled: April 26, 1990Date of Patent: April 7, 1992Assignee: Ausimont S.r.l.Inventors: Walter Navarrini, Silvana Modena
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Patent number: 4983747Abstract: Disclosed is a process for the preparation of a perfluoroorganic compound, which comprises fluorinating a partially fluorinated or unfluorinated organic compound having carbon-to-fluorine bonds under mild conditions and then, contacting the resulting reaction mixture with a fluorine gas at a temperature of 110.degree. to 180.degree. C.Type: GrantFiled: March 15, 1990Date of Patent: January 8, 1991Assignee: Tokuyama Soda Kabushiki KaishaInventors: Masakatsu Nishimura, Naoya Okada, Yasuo Murata, Yasuhiko Hirai
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Patent number: 4962282Abstract: Preparation of fluorooxy-fluorosulfonyl-fluorocompounds by means of the direct fluorination with elemental fluorine of various .beta.-sultones according to the following reaction scheme: ##STR1## wherein R.sub.1 and R.sub.2, which can be either equal to, or different from, each other, represent a fluorine or chlorine atom, or an alkyl radical partially or totally halogenated with fluorine and/or chlorine.The reaction takes place in continuous in the presence of a fluorination catalyst, preferably constituted by an alkali-metal fluoride preferably supported on a metal material, at temperatures comprised within the range of from -30.degree. C. to +100.degree. C., and under the pressure comprised within the range of from 50 to 800 kPa; said catalyst is a fixed-bed catalyst, or is suspended in a reaction medium inert under the operating conditions.Type: GrantFiled: February 13, 1990Date of Patent: October 9, 1990Assignee: Ausimont S.r.l.Inventors: Antonio Marraccini, Gabriele Perego
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Patent number: RE41184Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2RA-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EF1 (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF is a bivalent connecting group formed by the fluorination of E, etc.Type: GrantFiled: September 19, 2008Date of Patent: March 30, 2010Assignee: Asahi Glass Company, LimitedInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
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Patent number: RE41357Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2RA-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EF1 (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF is a bivalent connecting group formed by the fluorination of E, etc.Type: GrantFiled: September 19, 2008Date of Patent: May 25, 2010Assignee: Asahi Glass Company, LimitedInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
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Patent number: RE41806Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2R4-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EFl (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF1 is a bivalent connecting group formed by the fluorination of E, etc.Type: GrantFiled: June 19, 2007Date of Patent: October 5, 2010Assignee: Asahi Glass Company, LimitedInventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa