Additional Diverse Halogen Containing Patents (Class 568/684)
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Patent number: 9617359Abstract: Perfluoro-t-butoxyallyl ether and perfluoro-t-butoxypropargyl ether and methods for their synthesis are disclosed. Also disclosed are methods for making polymers from the perfluoro-t-butoxyallyl ether and perfluoro-t-butoxypropargyl ether.Type: GrantFiled: April 24, 2014Date of Patent: April 11, 2017Assignee: City University of Hong KongInventors: Istvan T. Horvath, K. C. Lau, Matthew Y. Lui, Edwin Law, Kwun Chung Paul Wong
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Patent number: 9353038Abstract: A method for preparing a fluorinated vinyl ether compound comprising reacting a fluorinated ether substrate having (i) a hydrogen atom on a carbon atom that is alpha to an etheric oxygen and (ii) a fluorine atom on a carbon atom that is beta to the etheric oxygen, with an organolithium base to provide a reaction product comprising a fluorinated vinyl ether compound.Type: GrantFiled: April 20, 2009Date of Patent: May 31, 2016Assignees: BAXTER INTERNATIONAL, INC., BAXTER HEALTHCARE SAInventors: Chialang Grand Huang, Linas V. Kudzma
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Patent number: 8957258Abstract: The present invention provides a symmetrical ether compound which is chlorinated in the ? position and which is useful as an intermediate for medicine and pesticides and as a raw material or a synthetic intermediate for producing a fluorine-containing compound, in particular a bis(1,1-dichloro-3,3,3-trifluoropropyl)ether represented by formula [1] which is obtained by chlorinating a bis(3,3,3-trifluoropropyl)ether. This bis(1,1-dichloro-3,3,3-trifluoropropyl)ether is produced by chlorinating, preferably under ultraviolet light irradiation, a bis(3,3,3-trifluoropropyl)ether [1].Type: GrantFiled: January 21, 2013Date of Patent: February 17, 2015Assignee: Kanto Denka Kogyo Co., Ltd.Inventors: Toshiaki Okamoto, Chizuko Okazaki
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Publication number: 20140336419Abstract: The present invention provides a symmetrical ether compound which is chlorinated in the ? position and which is useful as an intermediate for medicine and pesticides and as a raw material or a synthetic intermediate for producing a fluorine-containing compound, in particular a bis(1,1-dichloro-3,3,3-trifluoropropyl)ether represented by formula [1] which is obtained by chlorinating a bis(3,3,3-trifluoropropyl)ether. This bis(1,1-dichloro-3,3,3-trifluoropropyl)ether is produced by chlorinating, preferably under ultraviolet light irradiation, a bis(3,3,3-trifluoropropyl)ether.Type: ApplicationFiled: January 21, 2013Publication date: November 13, 2014Inventors: Toshiaki Okamoto, Chizuko Okazaki
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Publication number: 20140073139Abstract: The present invention is a plasma etching gas comprising a fluorocarbon having 3 or 4 carbon atoms, the fluorocarbon including at least one unsaturated bond and/or ether linkage, and including a bromine atom, and a plasma etching method comprising subjecting a silicon oxide film on a substrate to plasma etching through a mask using a process gas, the process gas being the plasma etching gas. This plasma etching gas exhibits excellent etching selectivity, and has a short atmospheric lifetime and a low environmental impact. This plasma etching method makes it possible to selectively subject a silicon oxide film to plasma etching at a high etching rate without causing an increase in surface roughness.Type: ApplicationFiled: March 14, 2012Publication date: March 13, 2014Applicant: ZEON CORPORATIONInventor: Takefumi Suzuki
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Publication number: 20110098511Abstract: There is provided a method of preparing a high purity fluorine-containing ether which inhibits a side reaction generating an unsaturated bond and assures low cost and simple steps. When preparing the fluorine-containing ether by allowing a fluorine-containing alkyl alcohol to react with a fluorinated olefin in the presence of a basic compound, a reaction is terminated at a stage before a conversion ratio of the fluorine-containing alkyl alcohol reaches 75%.Type: ApplicationFiled: June 11, 2009Publication date: April 28, 2011Applicant: DAIKIN INDUSTRIES LTD.Inventors: Michiru Kagawa, Aoi Nakazono, Akiyoshi Yamauchi, Meiten Koh
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Publication number: 20110082312Abstract: The present invention relates to a process for the preparation of compounds containing CF3O groups using compounds containing at least one group Y, in which Y=—Hal, —OSO2(CF2)zF, —OSO2CzH2z+1 (z=1-10), —OSO2F, —OSO2Cl, —OC(O)CF3— or —OSO2Ar, to a process for the preparation of compounds containing CF3O groups using KOCF3 and/or RbOCF3, and to novel compounds containing CF3O groups, and to the use thereof.Type: ApplicationFiled: May 4, 2009Publication date: April 7, 2011Applicant: MERCK PATENT GESELLSCHAFT MIT DESCHRANKTER HAFTUNGInventors: Nikolai (Mykola) Ignatyev, Wolfgang Hierse, Martin Seidel, Andreas Bathe, Jens Schroeter, Karsten Koppe, Thorsten Meier, Peter Barthen, Walter Frank
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Publication number: 20100249302Abstract: Provided is a liquid composition including a perfluorochloroether solvent that contains a perfluorochloroether compound having a (chlorine content/fluorine content) value within the range of from 1.2 to 4.5; and an organic compound that has a fluorine content of from 0 to 79% by weight and that is dissolved in the perfluorochloroether solvent, wherein the (chlorine content/fluorine content) value is a value defined by the following formula: (chlorine content/fluorine content)value=(number of chlorine atoms in perfluorochloroether×atomic weight of chlorine atom)/(number of fluorine atoms in perfluorochloroether×atomic weight of fluorine atom).Type: ApplicationFiled: March 30, 2010Publication date: September 30, 2010Applicant: FUJIFILM CORPORATIONInventors: Hiroki SUGIURA, Masayuki HARADA, Takayuki ITO
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Patent number: 7375254Abstract: Provided is a process of obtaining 1,1,1,3,3,3-hexafluoro-2-propanol (“HFIP”) from a composition comprising an HFIP hydrolyzable precursor. The HFIP hydrolyzable precursor is a compound, other than sevoflurane itself, that has an intact 1,1,1,3,3,3-hexafluoroisopropoxy moiety[(CF3)2CHO—], and contains one or more moieties susceptible to acidic hydrolysis, such that HFIP is released upon such treatment. The process is useful, among other things, for recovering HFIP from waste streams associated with the synthesis of the inhalation anesthetic, fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether (“sevoflurane”). The process includes heating the composition with a strong protic acid to a temperature effective to hydrolyze at least some of the HFIP hydrolyzable precursor to HFIP, and then isolating the HFIP from the heated composition.Type: GrantFiled: May 24, 2005Date of Patent: May 20, 2008Assignee: Baxter International Inc.Inventors: Leonid A. Rozov, Ralph A. Lessor
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Patent number: 7319173Abstract: A process for preparing (per)fluorohalogenethers having general formula: wherein: A and A?, equal to our different from each other, are selected among Cl, Br, H; m=1, 2; n=0, 1; R1 is a fluorinated substituent, preferably perfluorinated, selected from the following groups: C1-C20 linear or branched alkylic; C3-C7 cycloalkylic; aromatic, C6-C10 arylalkyl; heterocyclic or C5-C10-alkylheterocyclic; preferably perfluoroalkyl; R? is as defined in the application; by reaction of carbonyl compounds having formula: wherein: R1 and n are as above; u=0, 1; R? is as defined in the application; in liquid phase, with elemental fluorine and with olefinic compounds of formula: CAF?CA?F2??(III) wherein A and A? are as above, at temperatures from ?120° C. to ?20° C., preferably from ?100° C. to ?40° C., optionally in the presence of an inert solvent under the reaction conditions.Type: GrantFiled: January 28, 2005Date of Patent: January 15, 2008Assignee: Solvay Solexis S.p.A.Inventors: Vito Tortelli, Stefano Millefanti, Pierangelo Calini
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Patent number: 7288682Abstract: A process for separating bifunctional perfluoropolyethers (PFPEs) having two terminations —CH2OH from their mixtures with monofunctional PFPEs with one termination —CH2OH, of general formula X1—O—Rf—Y ??(I) wherein Rf is a perfluoropolyoxyalkylene chain having a number average molecular weight of 500-10,000; X1 and Y are end groups selected from —CFXCH2OH (wherein X is F or CF3), —CF3, —CF2Cl, —CF2CF2Cl, —C3F6Cl, —CF2Br, —CF2CF3, wherein at least one of the two end groups is —CFXCH2OH, said process comprising the steps of: a) addition of the PFPE mixture to an adsorbing solid phase, under stirring; b) filtration of the mixture obtained in a): c) addition to the solid phase filtered in b), of a PFPE mixture having an average functionality higher than that of the PFPE mixture of the liquid filtered in b); c2) filtration of the mixture obtained in c); and subsequent treatment of the solid phase separated in c2) with a polar solvent obtaining a liquid containing the PFPE having high functionality.Type: GrantFiled: July 8, 2005Date of Patent: October 30, 2007Assignee: Solvay Solexis S.p.A.Inventors: Alexandre Tchistiakov, Simonetta Fontana, Claudio Tonelli
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Patent number: 7247757Abstract: A method of producing a fluorine-containing vinyl ether compound, which contains the step of: fluorinating a compound of formula (I-1) or (I-2): wherein R is a straight-chain, branched-chain or cyclic alkyl group that may have a substituent and/or an unsaturated bond; X11 is a halogen atom other than a fluorine atom; X12, X13, and X14 each independently are a halogen atom; X21 is a halogen atom other than a fluorine atom; and X22 and X23 each independently are a halogen atom.Type: GrantFiled: October 5, 2005Date of Patent: July 24, 2007Assignee: Fujifilm CorporationInventors: Takayuki Ito, Yushi Kaneko
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Patent number: 7230147Abstract: The invention concerns a method for functionalizing a double bond and, more particularly, a double bond bearing a metalloid atom. Said functionalization is produced by the action of perhalogenated sulphonyl chloride on the carbon bearing sulphur in the presence of a free radical initiator, preferably by homolytic cleavage. The invention is useful in organic synthesis.Type: GrantFiled: June 11, 2004Date of Patent: June 12, 2007Assignee: Shasun Pharma Solutions LimitedInventor: Nicolas Roques
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Patent number: 7193118Abstract: A method for producing a fluoroalkyl ether, which comprises reacting a fluoroalkyl alcohol with a fluorinated olefin in the presence of a solvent and a catalyst, wherein the fluoroalkyl alcohol and the fluorinated olefin are continuously supplied into a reactor, a reaction product containing the fluoroalkyl ether is continuously withdrawn from the reactor, and the reaction is carried out while the concentration of the fluoroalkyl alcohol present in the reactor is maintained to be at most 7 mass % based on the total organic component present in the reactor. According to the present invention, a fluoroalkyl ether having a high purity can be produced in an industrial scale and at a high reaction rate.Type: GrantFiled: December 5, 2005Date of Patent: March 20, 2007Assignee: Asahi Glass Company, LimitedInventors: Hidekazu Okamoto, Masazumi Nagai, Kazuya Oharu
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Patent number: 7109383Abstract: The invention relates to a fluorine-containing allyl ether compound represented by the formula 1, wherein R represents an organic group containing at least one fluorine atom and an alicyclic structure. The invention further relates to a fluorine-containing copolymer containing a first unit derived from the fluorine-containing allyl ether represented by the formula 1; and a second unit derived from a vinyl monomer.Type: GrantFiled: September 26, 2003Date of Patent: September 19, 2006Assignee: Central Glass Company, LimitedInventors: Satoru Kobayashi, Katsunori Kawamura, Kazuhiro Yamanaka, Haruhiko Komoriya, Kazuhiko Maeda
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Patent number: 7102031Abstract: It is an object to obtain from a mixture of a specific diene compound (1) and a compound (2) with the same molecular weight and molecular formula hard to separate by distillation, the diene compound (1) in high purity without using any special reagent or complicated technique. Namely, the present invention provides a method of inducing the Claisen rearrangement reaction of the compound (2) in a mixture containing CR1R2?CR3CFR4CR5R6OCR7?CR8R9 (1) and CFR1R2CR3?CR4CR5R6OCR7?CR8R9 (2), and separating the diene compound (1) from a Claisen rearrangement reaction product; or converting the Claisen rearrangement reaction product into a derivative and then separating the diene compound (1) from the derivative of the Claisen rearrangement reaction product. Wherein, R1 to R9 each represent a fluorine atom or the like.Type: GrantFiled: June 10, 2004Date of Patent: September 5, 2006Assignee: Asahi Glass Company, LimitedInventors: Masao Iwaya, Hidekazu Okamoto, Kazuya Oharu
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Patent number: 6987204Abstract: Provided is a process of obtaining 1,1,1,3,3,3-hexafluoro-2-propanol (“HFIP”) from a composition comprising an HFIP hydrolyzable precursor. The HFIP hydrolyzable precursor is a compound, other than sevoflurane itself, that has an intact 1,1,1,3,3,3-hexafluoroisopropoxy moiety[(CF3)2CHO—], and contains one or more moieties susceptible to acidic hydrolysis, such that HFIP is released upon such treatment. The process is useful, among other things, for recovering HFIP from waste streams associated with the synthesis of the inhalation anesthetic, fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether (“sevoflurane”). The process includes heating the composition with a strong protic acid to a temperature effective to hydrolyze at least some of the HFIP hydrolyzable precursor to HFIP, and then isolating the HFIP from the heated composition.Type: GrantFiled: January 12, 2004Date of Patent: January 17, 2006Assignee: Baxter International Inc.Inventors: Leonid A. Rozov, Ralph A. Lessor
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Patent number: 6849194Abstract: Highly fluorinated, saturated, and unsaturated fluoroethers are efficient, economical, non-ozone-depleting fire extinguishing agents used alone or in blends with other fire extinguishing agents in total flooding and portable systems. Methods for producing ethers, halogenated ether intermediates, and fluoroethers are disclosed. Novel fluoroether compositions are disclosed. Fluoroether extinguishing mixtures, methods, and systems are disclosed.Type: GrantFiled: May 12, 2003Date of Patent: February 1, 2005Assignee: PCBU Services, Inc.Inventors: Mark Robin, Thomas F. Rowland, John Chien, Janet Boggs, Mitchel Cohn, Vicki Hedrick, Stephan Brandstadter
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Patent number: 6835856Abstract: A process for preparing (per)fluorohalogenethers having general formula (I): (R)nC(F)mOCAF—CA′F2 (I) wherein: A and A′, equal to or different the one from the other, are Cl or Br or one is selected from A and A′ and hydrogen and the other is halogen selected from Cl, Br; R═F, or a fluorinated, preferably perfluorinated, substituent, selected from the following groups: linear or branched C1-C20 alkyl more preferably C1-C10; C3-C7 cycloalkyl; aromatic, C6-C10 arylalkyl, alkylaryl; C5-C10 heterocyclic or alkylheterocyclic; when R is fluorinated or perfluorinated alkyl, cycloalkyl, arylalkyl, alkylaryl, it can optionally contain in the chain one or more oxygen atoms; when R is fluorinated it can optionally contain one or more H atoms and/or one or more halogen atoms different from F: n is an integer and is 1 or 2; m=3-n; by reaction of carbonyl compounds having formula (II): (R)pC(F)q(O) (II) wherein: p is an integer and is 1 or 2; q is an integer aType: GrantFiled: August 5, 2003Date of Patent: December 28, 2004Assignee: Solvay Solexis S.p.A.Inventors: Vito Tortelli, Pierangelo Calini
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Patent number: 6770776Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.Type: GrantFiled: September 25, 2001Date of Patent: August 3, 2004Assignee: Rhone-Poulenc ChimieInventors: Robert Janin, Laurent Saint-Jalmes
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Publication number: 20040087817Abstract: A method for the preparation of sevoflurane which comprises (a) providing a liquid mixture of (CF3)2CHOCH2Cl, hydrogen fluoride, and an amine and (b) reacting the mixture, to form (CF3)2CHOCH2F.Type: ApplicationFiled: August 20, 2003Publication date: May 6, 2004Applicant: Medeva Pharmaceuticals PA, Inc.Inventor: Ross C. Terrell
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Patent number: 6653512Abstract: Described are compositions comprising perfluoroalkyl haloalkyl ethers and, optionally, surfactant; uses for perfluoroalkyl haloalkyl ether compounds and compositions thereof, optionally comprising surfactant; and perfluoroalkyl haloalkyl ethers.Type: GrantFiled: January 14, 1999Date of Patent: November 25, 2003Assignee: 3M Innovative Properties CompanyInventors: Frederick E. Behr, Richard M. Flynn
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Publication number: 20020156329Abstract: A fluorine-containing diene represented by the formula 1:Type: ApplicationFiled: May 15, 2002Publication date: October 24, 2002Applicant: ASAHI GLASS COMPANY, LIMITEDInventors: Kimiaki Kashiwagi, Hidenobu Murofushi, Norihide Sugiyama, Masakuni Sato, Atsushi Watakabe
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Patent number: 6316636Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.Type: GrantFiled: February 28, 1996Date of Patent: November 13, 2001Assignee: Rhone-Poulenc ChimieInventors: Robert Janin, Laurent Saint-Jalmes
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Patent number: 6300532Abstract: A process for catalytic addition of haloalkanes to alkenes involving the step of reacting the haloalkane with the alkene in the presence of a catalyst. The catalyst is an organophosphite compound represented by the following formula: P(ORa)(ORb)(ORc), where Ra, Rb, and Rc are each an alkyl group or an aralkyl group.Type: GrantFiled: December 15, 1998Date of Patent: October 9, 2001Assignee: AlliedSignal Inc.Inventors: Michael Van Der Puy, Timothy Rech Demmin
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Patent number: 6300526Abstract: Hydro-2,2-difluoroalkylvinylethers having the formula CF2═CH—O—RA (I) wherein RA is a radical containing fluorine, optionally containing halogens such as Cl, Br, I, hydrogen, functional groups CM, COOR′, CON(R′)2, SO2OR′, m wherein R′ is a C1-C5 alkyl, RA being selected from the following: a linear or branched, saturated or unsaturated C2-C20 fluoroalkyl, or a saturated or unsaturated C4-C6 fluorinated cyclic group wherein optionally from 1 to 2 carbon atoms are substituted with oxygen atoms, or a linear, branched saturated or unsaturated, C3-C15 fluorooxyalkyl group, containing one or Core oxygen atoms.Type: GrantFiled: July 29, 1999Date of Patent: October 9, 2001Assignee: Austmont S.p.A.Inventors: Walter Navarrini, Antonio Russo
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Patent number: 6288127Abstract: The present invention relates to an anesthetic composition containing a fluoroether compound and a physiologically acceptable Lewis acid inhibitor. This composition exhibits improved stability and does not readily degrade in the presence of a Lewis acid.Type: GrantFiled: November 23, 1999Date of Patent: September 11, 2001Assignee: Abbott Laboratories & Central Glass Co LTDInventors: Christopher Bieniarz, Steve H. Chang, Keith R. Cromack, Shuyen L. Huang, Toshikazu Kawai, Manami Kobayashi, David Loffredo, Rajagopalan Raghavan, Earl R. Speicher, Honorate A. Stelmach
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Patent number: 6271422Abstract: A method for fluoromethylation of an alcohol via halogenative decarboxylation. The method includes the step of reacting an alcohol of the formula R1C(CX3)2OH with an alpha-haloester of the formula X2CH2CO2R2 to form an alpha-alkoxy ester, wherein R1 is selected from the group consisting of hydrogen and alkyl groups, wherein R2 is selected from the group consisting of hydrogen and alkyl groups, wherein X, at each occurrence, is independently selected from the group consisting of hydrogen, bromine, fluorine, and chlorine, and wherein X2 is selected from the group consisting of bromine and chlorine. The resulting alpha-alkoxy ester is saponified to form an alpha-alkoxy acid which is heated at reflux with lead tetraacetate and a chlorinating agent to form a chloride compound of the formula R1C(CX3)2OCH2Cl. The chloride compound is converted to a fluoride compound of the formula R1C(CX3)2OCH2F with a fluorinating agent.Type: GrantFiled: June 1, 2000Date of Patent: August 7, 2001Assignee: Abbott LaboratoriesInventors: Christopher Bieniarz, Kornepati V. Ramakrishna, Christopher Behme
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Patent number: 6245949Abstract: A method for fluoromethylating halogenated alcohols. The method includes the step of providing an alpha-halogenated alcohol of the formula R1C(CX3)2OH, wherein R1 is selected from the group consisting of hydrogen and alkyl groups. The alpha-halogenated alcohol is reacted with a first compound of the formula CH2(OR2)2 in the presence of an acid catalyst to form an acetal. The resulting acetal is then chlorinated with a chlorinating agent to form a chloride compound of the formula R1C(CX3)2OCH2Cl. The chloride compound is then converted to a fluoride compound of the formula R1C(CX3)2OCH2F using a fluorinating agent.Type: GrantFiled: June 1, 2000Date of Patent: June 12, 2001Assignee: Abbott LaboratoriesInventors: Christopher Bieniarz, Kornepati V. Ramakrishna
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Patent number: 6100434Abstract: A method for synthesizing fluoromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether. The method includes the step of combining in the presence of aluminum trichloride a quantity of hexafluoroisopropanol and a quantity of either 1,3,5-trioxane or paraformaldehyde to produce sevochlorane. The resulting sevochlorane is then combined with an alkali metal fluoride to produce fluoromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether.Type: GrantFiled: March 26, 1999Date of Patent: August 8, 2000Assignee: Abbott LaboratoriesInventors: Christopher Bieniarz, Kornepati V. Ramakrishna, Christopher Behme
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Patent number: 6072088Abstract: A compound having the formula:CF.sub.3 CH.sub.2-w (H.sub.1-x CH.sub.2-y R.sub.m R'.sub.n CH.sub.1-z).sub.p H.sub.2-q CF.sub.3wherein w=0, 1 or 2; x=0 or 1; y=0, 1 or 2; m=0, 1 or 2; n=0 or 1; z=0 or 1; p=1 or 2; and q=0, 1 or 2; with the provisos that 1.ltoreq.w+x.ltoreq.2, 1.ltoreq.q+z.ltoreq.2, and p.multidot.y=p(m+2n)+(p-1)(x+z)+q+w+x+z-2; and wherein R includes the halogens having an atomic number greater than 9, and radicals having a valence of 1, and wherein R' is a group having a valence of 2, and a process for preparing the compound.Type: GrantFiled: August 10, 1999Date of Patent: June 6, 2000Assignee: Alliedsignal Inc.Inventor: Michael Van Der Puy
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Patent number: 5990176Abstract: The present invention relates to an anesthetic composition containing a fluoroether compound and a physiologically acceptable Lewis acid inhibitor. This composition exhibits improved stability and does not readily degrade in the presence of a Lewis acid.Type: GrantFiled: January 27, 1997Date of Patent: November 23, 1999Assignees: Abbott Laboratories, Central Glass Company Ltd.Inventors: Christopher Bieniarz, Steve H. Chang, Keith R. Cromack, Shuyen L. Huang, Toshikazu Kawai, Manami Kobayashi, David Loffredo, Rajagopalan Raghavan, Earl R. Speicher, Honorate A. Stelmach
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Patent number: 5886239Abstract: A method of preparing fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether (sevoflurane) and structurally related monofluoromethyl ethers in which the monochloromethyl ether precursor thereof is reacted with a sterically hindered tertiary amine hydrofluoride salt.Type: GrantFiled: November 21, 1997Date of Patent: March 23, 1999Assignee: Baxter International Inc.Inventors: Linas V. Kudzma, Ralph A. Lessor, Leonid A. Rozov, Keith Ramig
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Patent number: 5877357Abstract: The invention relates to a process for preparing perhaloethers from perhaloolefins and to a few "per se" new classes of perhaloethers thereby obtained.The process consists in reacting a perhalomonoolefin with a fluoroxy compound R.sub.x --OF (wherein R.sub.x represents a perhalogenated alkyl radical) at a temperature not exceeding 20.degree. C. in a liquid reaction medium and in the presence of inert gases.Type: GrantFiled: April 7, 1997Date of Patent: March 2, 1999Assignee: Ausimont S.p.A.Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani, Walter Navarrini
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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: 5693747Abstract: Bisperfluoroalkyl-substituted diols containing sulfide, sulfone or polysulfide linkages and a method for making them are described. These diols can react with isocyanates to form urethanes; diisocyanates to form polyurethanes; chloroformates to form carbonates; with carboxylic, sulfuric or phosphoric acids or derivatives to form carboxylate esters, sulfate esters, phosphate esters respectively. These diol compounds and their derivatives are useful for imparting oil and water repellency to substrates such as glass, wood, paper, leather, wool, cotton, polyester and other substrates.Type: GrantFiled: July 3, 1996Date of Patent: December 2, 1997Assignee: Ciba Specialty Chemicals CorporationInventors: Ted Deisenroth, Marlon Haniff
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Patent number: 5639921Abstract: A process for producing difluoromethyl ethers and esters by reacting an ether or an acid with a cadmium, zinc or bismuth compound containing the CF.sub.3 group and selected from the group consisting of Cd(CF.sub.3).sub.2, Zn(CF.sub.3).sub.2, Bi(CF.sub.3).sub.3, CdHal(CF.sub.3), ZnHal(CF.sub.3), BiHal(CF.sub.3).sub.2 and BiHal.sub.2 (CF.sub.3) in the presence of a Lewis acid.Type: GrantFiled: June 15, 1995Date of Patent: June 17, 1997Assignee: Solvay Fluor und Derivate GmbHInventors: Dieter Naumann, Wieland Tyrra, Regina Moeckel
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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: 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: 5536885Abstract: Disclosed herein is a process for making perfluoro(alkyl vinyl ethers) by fluorination with elemental fluorine of selected novel partially fluorinated (di) chloroethyl ethers, followed by dehalogenation to the corresponding perfluoro(alkyl vinyl ether). The perfluoro(alkyl vinyl ethers) are useful as monomers for molding resins and elastomers.Type: GrantFiled: June 7, 1994Date of Patent: July 16, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ming-Hong Hung, Shlomo Rozen
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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: 5481028Abstract: A process for the preparation of perfluoroalkyl iodides, especially perfluoroethyl iodide, by reaction of perfluorinated compounds which contain a carbon carbon double bond with ICl in HF solvent in the presence of Lewis acid catalysts. The compounds are used as telogens for the telomerization of tetrafluoroethylene to long-chain perfluoroalkyl iodides.Type: GrantFiled: August 12, 1994Date of Patent: January 2, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Viacheslav A. Petrov, Carl G. Krespan
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Patent number: 5481046Abstract: Iodine terminated liquid telechelic telomers of chlorotrifluoroethylene (CTFE) containing an average of more than 1 CTFE unit per molecule are novel compounds. The telomers can be prepared by a photochemically initiated reaction between liquified CTFE and either elemental iodine or the telogen ICF.sub.2 CFClI at temperatures below about 50.degree. C.Type: GrantFiled: July 5, 1994Date of Patent: January 2, 1996Assignee: Dow Corning CorporationInventors: Richard D. Chambers, Martin P. Greenhall, Antony P. Wright
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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: 5457242Abstract: A process for preparing the novel compound 2-bromo, 1', 2'-dichloroperfluoro diethyl ether of formula:BrCFhd 2--CF.sub.2 --O--CFCl--CF.sub.2 Clwhere BrCF.sub.2 --CF.sub.2 OF is reacted with the olefin CFCl.dbd.CFCl, with bromohypofluorite being introduced into the reaction mixture in the form of a solution in an inert solvent based on chlorofluorohydrocarbon.Type: GrantFiled: November 8, 1993Date of Patent: October 10, 1995Assignee: Ausimont S.r.l.Inventors: Pierangelo Calini, Guglielmo Gregorio, Giorgio Guglielmo
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Patent number: 5455371Abstract: A process for producing difluoromethyl ethers and esters by reacting an ether or an acid with a cadmium, zinc or bismuth compound containing the CF.sub.3 group and selected from the group consisting of Cd(CF.sub.3).sub.2, Zn(CF.sub.3).sub.2,Bi(CF.sub.3).sub.3, CdHal(CF.sub.3), ZnHal(CF.sub.3), BiHal(CF.sub.3).sub.2 and BiHal.sub.2 (CF.sub.3) in the presence of a Lewis acid.Type: GrantFiled: June 15, 1993Date of Patent: October 3, 1995Assignee: Solvay Fluor und Derivative GmbHInventors: Dieter Naumann, Wieland Tyrra, Regina Moeckel
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Patent number: 5446211Abstract: The synthesis of fluorinated dimethyl ethers of the formula CF.sub.2 HOCCl.sub.x F.sub.y H.sub.3-(x+y) wherein x is 0, 1 or 2; y is 1, 2 or 3; and wherein (x+y) is 1, 2 or 3. The process involves chlorination of methyl difluoromethyl ether in the presence of a solvent to form a chlorinated reaction product of the formula CF.sub.2 HOCH.sub.3-z Cl.sub.z wherein z is 1, 2 or 3. The process may also be carried out in the presence of oxygen in order to inhibit the formation of CF.sub.2 HOCCl.sub.3. The resulting compound(s) is then fluorinated with HF before or after separation, to give a fluorinated reaction product including the aforementioned fluorinated dimethyl ethers.Type: GrantFiled: April 1, 1994Date of Patent: August 29, 1995Assignee: Hampshire Chemical Corp.Inventors: Gerald J. O'Neill, Robert J. Bulka
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Patent number: 5420359Abstract: Normally liquid chlorofluoroether compositions consisting or consisting essentially of one or a selected mixture of perhalogenated chlorofluoroether compounds are provided by direct fluorination of the corresponding chloroether or chlorofluoroether precursors. The compositions are useful, for example, as heat transfer agents, blood substitutes, and solvents.Type: GrantFiled: October 7, 1993Date of Patent: May 30, 1995Assignees: Minnesota Mining and Manufacturing Company, HemaGen/PFCInventors: George G. I. Moore, Richard M. Flynn, Robert J. Kaufman, Thomas J. Richard
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Patent number: 5416244Abstract: An improved process for the production of isoflurane is disclosed. Isoflurane is formed by the exhaustive chlorination of 2,2,2-trifluoroethyl difluoromethyl ether with chlorine gas. The reaction mixture, preferably without purification or refining, is treated with UV light in the presence of isopropanol to reduce 1,1-dichloro-2,2,2-trifluoroethyl difluoromethyl ether, the other major component thereof, to isoflurane. Isoflurane is thereby obtained in yields of at least 80%.Type: GrantFiled: September 30, 1991Date of Patent: May 16, 1995Assignee: Ohmeda Pharmaceutical Products Division Inc.Inventors: Leonid A. Rozov, Fernando Quiroz, Gerald G. Vernice
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Patent number: RE35568Abstract: The present invention is directed to a method for replacing a carboxylic acid group with a fluorine .[.group.]. in a halogenated aliphatic carboxylic acid compound having the formula, R-COOH, to prepare a fluorinated product having the formula, R-F, wherein R is a halogenated aliphatic group including straight- and branched-chain aliphatic groups selected from the group consisting of halogenated aliphatic and .Iadd.halogenated .Iaddend.alkoxy-substituted .[.halogenated.]. aliphatic groups, wherein the method comprises the step of (a) reacting the halogenated aliphatic carboxylic acid compound with bromine trifluoride, and (b) recovering the fluorinated product.Type: GrantFiled: November 16, 1994Date of Patent: July 22, 1997Assignee: Ohmeda Pharmaceutical Products Division Inc.Inventors: Donald F. Halpern, Mark L. Robin