Forming The Carbonyl Group Patents (Class 562/859)
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Patent number: 11987553Abstract: Impurities such as sulfur dioxide (SO2) are removed from trifluoroacetyl chloride (TFAC) through distillation, adsorption, or a combination thereof, and/or including the formation of an azeotrope or azeotrope-like composition including effective amounts of sulfur dioxide (SO2) and trifluoroacetyl chloride (TFAC). The trifluoroacetyl chloride (TFAC) thus purified may then be used in the manufacture of trifluoroiodomethane (CF3I). Also disclosed are azeotropes and azeotrope like compositions of sulfur dioxide (SO2) and trifluoroacetyl chloride (TFAC).Type: GrantFiled: September 3, 2021Date of Patent: May 21, 2024Assignee: Honeywell International Inc.Inventors: Haluk Kopkalli, Haiyou Wang, Terris Yang, Jennifer W. McClaine, Richard Wilcox, Joshua Close, Rajendar Mallepally
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Patent number: 8618581Abstract: A field effect transistor device includes: a reservoir bifurcated by a membrane of three layers: two electrically insulating layers; and an electrically conductive gate between the two insulating layers. The gate has a surface charge polarity different from at least one of the insulating layers. A nanochannel runs through the membrane, connecting both parts of the reservoir. The device further includes: an ionic solution filling the reservoir and the nanochannel; a drain electrode; a source electrode; and voltages applied to the electrodes (a voltage between the source and drain electrodes and a voltage on the gate) for turning on an ionic current through the ionic channel wherein the voltage on the gate gates the transportation of ions through the ionic channel.Type: GrantFiled: February 3, 2012Date of Patent: December 31, 2013Assignee: International Business Machines CorporationInventors: Hongbo Peng, Stanislav Polonsky, Stephen M. Rossnagel, Gustavo Alejandro Stolovitzky
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Publication number: 20130018201Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: July 5, 2012Publication date: January 17, 2013Inventors: Beat Birrer, Leo Clarke, Walter Deichtmann, John Hayes, Julius Jeisy, Christian Lautz, Rainer E. Martin, Michael Meade, Joaquim Pintao, Michelangelo Scalone, Juergen Schaefer, Dennis Smith, Andreas Staempfli, Joachim Veits, Christian Walch, Andrew Walsh, Andreas Zogg
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Publication number: 20130012740Abstract: A production method of difluoroacetyl chloride according to the present invention includes a chlorination step of bringing a raw material containing at least either a 1-alkoxy-1,1,2,2-tetrafluoroethane or difluoroacetyl chloride into contact with calcium chloride at a reaction enabling temperature. A production method of 2,2-difluoroethyl alcohol according to the present invention includes a catalytic reduction step of causing catalytic reduction of the difluoroacetyl chloride obtained by the above production method. By these methods, the difluoroacetyl fluoride can be efficiently converted to the difluoroacetyl chloride and to the 2,2-difluoroethyl alcohol.Type: ApplicationFiled: March 16, 2011Publication date: January 10, 2013Applicant: Central Glass Company ,LimitedInventors: Masamune Okamoto, Hideaki Imura, Naoto Takada
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Publication number: 20120310010Abstract: A process for preparing sulfonamides I where the variables are each as defined in the description, by reacting m-nitrobenzoyl chlorides II with amino sulfones III, under the influence of B equivalents of base IV, wherein, in step a), the amino sulfone III is reacted with B1 equivalents of base IV, and, in step b), the reaction mixture resulting from step a) is reacted with m-nitrobenzoyl chlorides II and B2 equivalents of base IV; where B, B1 and B2 are each as defined in the description.Type: ApplicationFiled: August 13, 2012Publication date: December 6, 2012Applicant: BASF SEInventors: Thomas Schmidt, Joachim Gebhardt, Sandra Löhr, Michael Keil, Jan Hendrik Wevers, Michael Rack, Guido Mayer, Axel Pleschke
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Patent number: 8143442Abstract: A process for the preparation of a compound of formula (Ia): which are useful as intermediates in the preparation of i.a. pharmaceutically active compounds.Type: GrantFiled: March 31, 2009Date of Patent: March 27, 2012Assignee: Hoffmann-LA Roche Inc.Inventors: Gerard John Harnett, Ursula Hoffmann, Michael Jansen, Reinhard Reents, Tim Sattelkau, Dennis A. Smith, Helmut Stahr
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Patent number: 7858823Abstract: A process for the preparation of a compound of formula (I): which are useful as intermediates in the preparation of i.a. pharmaceutically active compounds.Type: GrantFiled: March 31, 2009Date of Patent: December 28, 2010Assignee: Hoffmann-La Roche Inc.Inventors: Ursula Hoffmann, Michael Jansen, Reinhard Reents, Helmut Stahr
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Publication number: 20090253927Abstract: A process for the preparation of a compound of formula (I): which are useful as intermediates in the preparation of i.a. pharmaceutically active compounds.Type: ApplicationFiled: March 31, 2009Publication date: October 8, 2009Inventors: Ursula Hoffmann, Michael Jansen, Reinhard Reents, Helmut Stahr
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Patent number: 6429334Abstract: A process that can be used to produce an acid anhydride or acid chloride is provided. The process comprises contacting a reaction medium with a catalyst. The reaction medium comprises at least one organic acid, combination of the organic acid and phosgene, combination of at least one organic anhydride and phosgene, or combinations of the organic acid, the organic anhydride, and phosgene. The reaction medium can further comprise a solvent. The catalyst is a Group IVB transition metal halide.Type: GrantFiled: June 7, 2000Date of Patent: August 6, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Gordon L. Thayer, Jr.
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Publication number: 20020062043Abstract: Optionally substituted biphenylcarbonyl chlorides are obtained in an economically and ecologically advantageous manner by reacting biphenyls with oxalyl chloride in a molar ratio of biphenyl to oxalyl chloride of from 0.7 to 1.5 in the presence of a Lewis acid.Type: ApplicationFiled: November 7, 2001Publication date: May 23, 2002Inventors: Lars Rodefeld, Alexander Klausener, Friedrich-Wilhelm Ullrich
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Patent number: 6239252Abstract: The invention relates to single step process for the preparation of poly (oxyalkylene)-alpha, omega-dicarboxylic acids of the formula HO2CCH2O(CH2CHRO)nCH2CO2H, wherein R is hydrogen, methyl or mixtures of hydrogen and methyl on the individual molecule and n is an integer of from 100 to 2500, comprising the steps of reacting, an oxidising agent such as poly (oxyalkylene glycol) with Jone's reagent in a polar solvent at a temperature in the range of 10° C. to room temperature for a period ranging between 1 hour to 12 hours, quenching the reaction by adding free radical scavanger, removing oxidation by-products from reaction mixture by adsorbing them on an adsorbing agent to obtain dicarboxylic acids in the solution, and evaporating the clear solution to obtain poly (oxyalkylene)-alpha, omega-dicarboxylic acids.Type: GrantFiled: January 4, 2000Date of Patent: May 29, 2001Assignee: Council of Scientific and Industrial ResearchInventors: Bhalchandra Shripad Lele, Mohan Gopalkrishna Kulkarni
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Patent number: 6075165Abstract: Process for the preparation of polyhalogenated benzotrifluorides, benzotrichlorides and benzoyl chlorides and new trihalogeno-benzotrichlorides and -benzoyl chloridesPolyhalogenated benzotrifluorides can be reacted with chlorides from the series of Friedel-Crafts catalysts to give the corresponding benzotrichlorides, which can be hydrolysed by water in the presence of iron(III) chloride to give the corresponding benzoyl chlorides. These are suitable as intermediate products for the preparation of active compounds for medicaments and feed additives.Type: GrantFiled: June 26, 1996Date of Patent: June 13, 2000Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Peter Andres
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Patent number: 6069274Abstract: An effective and efficient process for the preparation of chloro-benzoylchlorides of formula I, ##STR1## (n is defined in the specification). In this process a a chloro-trichloromethylbenzene of formula II ##STR2## is treated with water acid in the presence of a Lewis at temperatures below 80.degree. C. The compounds obtained according to this process can be used to prepare certain chloro-substituted benzophenones.Type: GrantFiled: January 12, 1998Date of Patent: May 30, 2000Assignee: American Cyanamid CompanyInventors: Laurens Wilhelm van den Akker, Monika Brink
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Patent number: 6008407Abstract: The present invention provides a method of preparing ortho-difluorobenzene derivatives, which comprises (a) providing a mixture of cyclohexenes by reacting chlorotrifluoroethylene (CTFE) and 1.3-diene in a flow reactor and distilling the resultant, and (b) dehydrohalogenating the mixture of cyclohexenes with a phase transition catalyst in :he presence of alkali metal hydroxide at temperature range of 40 to 150.degree. C. without using any organic solvent. The distillate having low boiling point, which is obtained during distillation of the resultant, is recycled into the flow reactor. The present invention also provides a method of preparing 2-chloro-4,5-difluorobenzoic acid, which comprises (a) providing a mixture of 4-chloro-1-methyl-4,5,5-trifluorocyclohexene and 5-chloro-1-methyl-4,4,5-trifluorocyclohexene by reacting chlorotrifluoroethylene (CTFE) and isoprene and distilling the resultant.Type: GrantFiled: November 3, 1998Date of Patent: December 28, 1999Assignees: Zelinsky Institute of Organic Chemistry, Samsung General Chemicals Co., Ltd.Inventors: Oleg Matveyevich Nefedov, Nikolay Vasiljcvich Volchkov, Mariya Borisovna Lipkind, Ho Seong Lee, Young Jun Park, Min Hwan Kim
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Patent number: 5905169Abstract: A process is disclosed for preparing polyhaloacyl fluorides such as trifluoroacetyl fluoride and difluoroacetyl fluoride by oxidizing 1-chloro-1,2,2,2-trifluoroethanes and 1,1-dichloro-2,2-difluoroethane, respectively with oxygen.Type: GrantFiled: March 20, 1995Date of Patent: May 18, 1999Assignee: E. I. Du Pont De Nemours and CompanyInventor: Stephen Ernest Jacobson
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Patent number: 5840975Abstract: Ring-halogenated benzoyl chlorides are obtained in a particularly advantageous manner if ring-halogenated benzotrichlorides are reacted with formic acid in the presence of iron salts.Type: GrantFiled: July 24, 1997Date of Patent: November 24, 1998Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Herbert Muller, Georg Hardenbicker, Werner Bussmann
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Patent number: 5599980Abstract: Polyhalogenated benzotrifluorides can be reacted with chlorides from the series of Friedel-Crafts catalysts to give the corresponding benzotrichlorides, which can be hydrolysed by water in the presence of iron(III) chloride to give the corresponding benzoyl chlorides. These are suitable as intermediate products for the preparation of active compounds for medicaments and feed additives.Type: GrantFiled: January 12, 1994Date of Patent: February 4, 1997Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Peter Andres
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Patent number: 5557010Abstract: Process for preparing a 2,3-dihaloperfluoropropionyl halide wherein an alkali metal chloride, bromide or iodide is contacted with a 3-haloperfluoropropene oxide in admixture in an inert liquid reaction medium.Type: GrantFiled: June 25, 1992Date of Patent: September 17, 1996Assignee: The Dow Chemical CompanyInventors: Kevin P. Darst, Bobby R. Ezzell, Nobuyuki Ishibe
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Patent number: 5545298Abstract: A process for preparing compounds corresponding to the formula RCFXC(O)Cl, in which X is fluorine or chlorine and R is fluorine or a perfluorinated C1- C10-alkyl group, preferably chlorodifluoroacetyl chloride, by photochemical oxidation of R122 (CF.sub.2 ClCHCl.sub.2) and the preparation of trifluoroacetyl chloride by photochemical oxidation of R123 (CF.sub.3 CHCl.sub.2) with oxygen under irradiation. The reaction is preferably carried out without pressurization and without addition of elemental chlorine.Type: GrantFiled: August 10, 1994Date of Patent: August 13, 1996Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Werner Rudolph, Kerstin Eichholz
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Patent number: 5506358Abstract: There is disclosed a process for producing an alkoxyiminoacetamide compound which is useful as agricultural fungicides. Also dislclosed are novel intermediate compounds for the above process and their production.Type: GrantFiled: March 8, 1994Date of Patent: April 9, 1996Assignee: Shionogi & Co., Ltd.Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kazuo Ueda, Tsuneo Iwakawa
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Patent number: 5380855Abstract: A process for preparing N,N-substituted carbamoyl halides comprising (a) contacting carbon dioxide and a secondary amine in the presence of an aprotic organic solvent and a base selected from the group consisting of a phosphazene compound, an organic, nitrogenous base, mixtures of pyridine and a phosphazene compound or an organic, nitrogenous base, and mixtures thereof, to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with a halide-containing electrophilic compound to produce the corresponding N,N-substituted carbamoyl halides. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an halide-containing electrophilic compound in the presence of an aprotic organic solvent and a base selected from the group consisting of a phosphazene compound, an organic, nitrogenous base, mixtures of pyridine and a phosphazene compound or an organic, nitrogenous base, and mixtures thereof.Type: GrantFiled: February 4, 1994Date of Patent: January 10, 1995Assignee: Monsanto CompanyInventors: William D. McGhee, John J. Talley
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Patent number: 5296640Abstract: A process for preparing perhaloacyl chlorides such as trifluoroacetyl chloride by oxidizing lower perfluoroalkyl and monochloroperfluoroalkyl dichloromethane within the supercritical region and in the absence of water.Type: GrantFiled: September 15, 1992Date of Patent: March 22, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Stephen E. Jacobson, Wayne B. Ely
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Patent number: 5075494Abstract: Process for the preparation of .alpha.-fluoroacrylic acid derivatives from 2,2-difluoro-1-methyl-cyclopropyl compounds and new 1,1-difluoro-2-halogenoethyl (halogeno)methyl ketones obtainable in this process as intermediates.Type: GrantFiled: April 25, 1990Date of Patent: December 24, 1991Assignee: Bayer AktiengesellschaftInventor: Karl-Rudolf Gassen
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Patent number: 5068408Abstract: A process for oxidizing an organic compound selected from an aliphatic, aromatic, aliphatic/aromatic, cycloaliphatic and heterocyclic alcohol, thiol, sulfide, aldehyde, amine, amide, ketone, acid, ether, ester, and organic compounds containing an activated carbon-carbon double bond, which process comprises contacting said organic compound dissolved in an organic solvent with a hypochlorous acid solution.Type: GrantFiled: January 31, 1990Date of Patent: November 26, 1991Assignee: Olin CorporationInventors: Robert J. Raynor, Budd L. Duncan
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Patent number: 5041647Abstract: A process for producing trifluoroacetic acid and trifluoroacetyl chloride from 1,1-dichloro-2,2,2-trifluoroethane, oxygen and water as starting materials, characterized in that the starting materials are reacted in a vapor phase in a reactor of perfect mixing type to avoid local heating, under a condition not to liquefy the starting materials and reaction products, while continuously supplying the starting materials and continuously withdrawing the reaction products, so as to obtain a reaction mixture comprising trifluoroacetyl chloride as the main product and trifluoroacetic acid as an accompanying product.Type: GrantFiled: November 12, 1986Date of Patent: August 20, 1991Assignee: Asahi Glass Co., Ltd.Inventors: Isao Gotoh, Hajime Yoneda, Seisaku Kumai, Tohru Ueno
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Patent number: 4950813Abstract: A process for chlorinating a compound of the formula ##STR1## in which R.sup.1 is a C.sub.1 -alkyl radical, C.sub.1 -alkoxy radical or C.sub.1 -thioalkyl radical, andX.sup.1, X.sup.2, X.sup.3 and X.sup.4 are identical or different hydrogen or halogen, andX.sup.3 may alternatively be ##STR2## or --NCO, comprising, in an initial phase, dissolving a chlorination catalyst in the compound to be chlorinated, continuously metering this solution together with chlorine into a reaction vessel containing the compound to be chlorinated, and, after the initial phase, removing partially or fully chlorinated compounds from the reaction vessel, dissolving fresh chlorination catalyst in the removed compounds, and feeding this catalyst solution, together with chlorine, to the reaction vessel.Type: GrantFiled: August 30, 1988Date of Patent: August 21, 1990Assignee: Bayer AktiengesellschaftInventors: Frank Doscher, Karl-Erwin Schnalke