From Organic Compound Containing An Element Other Than Carbon, Hydrogen, Or Halogen Patents (Class 570/140)
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Publication number: 20140235898Abstract: Novel substituted phenylsulfur trifluorides that act as fluorinating agents are disclosed. Also disclosed are methods for their preparation and methods for their use in introducing one or more fluorine atoms into target substrate compounds. Finally, various intermediate compounds for use in preparing substituted phenylsulfur trifluorides are provided.Type: ApplicationFiled: March 14, 2014Publication date: August 21, 2014Applicant: UBE INDUSTRIES, LTD.Inventor: Teruo UMEMOTO
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Publication number: 20130324745Abstract: A process is provided which allows the synthesis of a large number of styrene derivatives with formation of C—C bonds, with use being possible of economically advantageous substrates, readily available carbon nucleophiles, and both inexpensive and environmentally unproblematic catalyst systems, permitting reaction under mild conditions and a high compatibility with functional groups on the reactants involved.Type: ApplicationFiled: May 31, 2013Publication date: December 5, 2013Inventors: Matthias GOTTA, Bernd Wilhelm LEHNEMANN, Axel VON WANGELIN JACOBI, Samet GUELAK
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Patent number: 8383867Abstract: Disclosed is a method for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CFnCHmXa-m??(I) to at least one compound of formula (II) CF3CZCHZ??(II). where each X is independently Cl, F, I or Br; each Z is independently H or F; n is 1 or 2; m is 1, 2 or 3, provided that when n is 1, m is 1 or 2; a is 2 or 3, and a-m?0. Certain embodiments include the step of reacting fluorinated C2 olefin, such as tetrafluoroethylene, with a Cl addition agent under conditions effective to produce a compound of formula (I).Type: GrantFiled: November 3, 2006Date of Patent: February 26, 2013Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Rajesh K. Dubey, Rajiv R. Singh, George A. Shia
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Patent number: 8158275Abstract: Fluorinated compounds of the invention are represented by the following general formula (I): (in formula (I), Ar1 and Ar2 each independently represent a C10 or greater aromatic hydrocarbon or C4 or greater heterocyclic group, R1 represents hydrogen or a monovalent substituent, R2 and R3 each independently represent a monovalent substituent, and s1 and t1 each independently represent an integer of 0 or greater. When s1 is 2 or greater, the multiple R2 groups may be the same or different, and when t1 is 2 or greater the multiple R3 groups may be the same or different.Type: GrantFiled: February 22, 2007Date of Patent: April 17, 2012Assignees: Osaka University, Sumitomo Chemical Company, LimitedInventors: Yutaka Ie, Yoshio Aso, Masashi Nitani, Masato Ueda
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Publication number: 20110251432Abstract: The invention relates to new processes for preparation of 18F-labelled alkylation reagents that can be used in the alkylation of amines that are suitable for use in labelling of Positron Emission Tomography (PET) radiotracers.Type: ApplicationFiled: August 27, 2008Publication date: October 13, 2011Inventors: Bengt Langstrom, Tor Kihlberg
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PROCESS FOR PRODUCING ORGANOLITHIUM COMPOUND AND PROCESS FOR PRODUCING SUBSTITUTED AROMATIC COMPOUND
Publication number: 20110224457Abstract: A method for producing an organolithium compound includes the step of reacting an aromatic compound or a halogenated unsaturated aliphatic compound and a lithiating agent in the presence of a coordinating compound containing three or more elements having a coordinating ability in a molecule, at least one thereof being a nitrogen element, or a coordinating compound containing three or more oxygen elements having a coordinating ability in a molecule, at least one of the groups containing the oxygen elements having a coordinating ability being a tertiary alkoxy group, at a temperature of ?40° C. to 40° C.Type: ApplicationFiled: December 25, 2009Publication date: September 15, 2011Inventor: Hiroki Inoue -
Publication number: 20110112321Abstract: An alkali metal fluoride dispersion essentially consisting of an alkali metal fluoride and an aprotic organic solvent obtainable by conducting the following Step (A), subsequently conducting the following Step (B) at least once, and then conducting the following Step(C); Step (A): a step of separating a liquid phase from an alkali metal fluoride dispersion comprising at least one alcohol solvent selected from the group consisting of methanol, ethanol and isopropanol and an alkali metal fluoride, and mixing the separated liquid phase with an aprotic organic solvent having a boiling point of 85° C.Type: ApplicationFiled: August 27, 2008Publication date: May 12, 2011Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Koji Hagiya
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Patent number: 7893306Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.Type: GrantFiled: October 25, 2006Date of Patent: February 22, 2011Assignees: Toray Fine Chemicals Co., Ltd.Inventors: Tamio Hayashi, Jiro Nakatani
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Patent number: 7880039Abstract: Carbonyl fluoride, which can also be used as an etching gas, can be prepared by photochemical oxidation of chlorodifluoromethane or trifluoromethane with light, for example with light of a wavelength ?280 nm in the presence of chlorine.Type: GrantFiled: February 9, 2005Date of Patent: February 1, 2011Assignee: Solvay Fluor GmbHInventors: Max Braun, Johannes Eicher
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Publication number: 20110015452Abstract: The invention relates to a method for selective dehydrofluorination on a mixed catalyst based on chromium and nickel on a carrier based on aluminium. The invention is used for the synthesis of 2,3,3,3-tetrafluoro-1-propene and 1,2,3,3,3-pentafluoro-1-propene.Type: ApplicationFiled: March 27, 2009Publication date: January 20, 2011Applicant: ARKEMA FRANCEInventors: Michel Devic, Laurent Wendlinger
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Publication number: 20100234605Abstract: New methods for producing difluoromethylene-containing compounds with phenylsulfur trifluoride or a primary alkyl-substituted phenylsulfur trifluoride are disclosed. Also, new methods for producing trifluoromethyl-containing compounds with phenylsulfur trifluoride or primary alkyl-substituted phenylsulfur trifluoride are also disclosed.Type: ApplicationFiled: December 9, 2008Publication date: September 16, 2010Applicant: IM&T RESEARCH, INC.Inventors: Teruo Umemoto, Rajendra P. Singh
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Patent number: 7692048Abstract: The present invention provides a method for producing a fluorine-containing halide, comprising reacting a fluorine-containing sulfonyl halide or fluorine-containing disulfonyl chloride with a metal halide or metal component in the present or absence of a solvent. In accordance with the present invention, a fluorine-containing bromide, fluorine-containing iodide or fluorine-containing chloride can be readily produced in high yield at low cost, using an industrially advantageous process.Type: GrantFiled: March 11, 2005Date of Patent: April 6, 2010Assignee: Daikin Industries, Ltd.Inventors: Akinari Sugiyama, Kazuyoshi Ichihara, Noriyuki Shinoki, Toshiya Mantani, Masahiro Kondou
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Patent number: 7678941Abstract: The present invention provides polyoxyalkylene ammonium imide or methide salts and their use as antistatic agents. Another embodiment provides articles comprising these salts, and processes for making and using these salts.Type: GrantFiled: July 23, 2007Date of Patent: March 16, 2010Assignee: 3M Innovative Properties CompanyInventors: Patricia M. Savu, William M. Lamanna, Thomas P. Klun
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Publication number: 20090182168Abstract: 1-Fluoro-2-substituted-3-chlorobenzenes are selectively deprotonated and functionalized in the position adjacent to the fluoro substituent.Type: ApplicationFiled: January 8, 2009Publication date: July 16, 2009Applicant: Dow AgroSciences LLCInventors: Kim E. Arndt, Mark V.M. Emonds, James M. Renga, Jossian Oppenheimer
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Publication number: 20080319238Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.Type: ApplicationFiled: October 25, 2006Publication date: December 25, 2008Applicants: Toray Fine Chemicals Co., Ltd.Inventors: Tamio Hayashi, Jiro Nakatani
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Patent number: 7250540Abstract: A process for manufacturing fluoroolefins comprising perfluorinating a starting material comprising at least one carbon-bonded hydrogen by electrochemical fluorination, dissociating this separated effluent in a pyrolysis, quenching and separating the effluent to yield tetrafluoroethylene and/or hexafluoropropylene.Type: GrantFiled: June 29, 2005Date of Patent: July 31, 2007Assignee: 3M Innovative Properties CompanyInventors: Gerald L. Bauer, Jeffrey D. Weigelt, Klaus Hintzer, Gernot Loehr, Werner Schwertfeger, Arthur A. Ponelis
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Patent number: 7208645Abstract: The present invention provides a process for producing 4-(2-methylphenyl)benzotrifluoride, comprising reacting 4-chlorobenzotrifluoride with 2-methylphenylmagnesium chloride in the presence of cobalt-based catalyst and zinc salt.Type: GrantFiled: March 9, 2006Date of Patent: April 24, 2007Assignee: Sumitomo Chemical Company, LimitedInventors: Kiyoshi Sugi, Masahide Tanaka
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Patent number: 7202324Abstract: Disclosed is a fluorine compound having perfluorostyrene introduced at a terminal thereof, as represented in the following Formula 1, and a coating solution and an optical waveguide device using the same, characterized in that the introduction of perfluorostyrene results in a facile fabrication of thin films by a UV curing or a thermal curing, high thermal stability and chemical resistance, and low optical propagation loss and birefringence: Wherein Z is O or S; RF is an aliphatic or aromatic group; y is a natural number of 1–10; y? is an integer of 0–1; x is an integer of 0–200; and Wherein B is a single bond or selected from the group consisting of —CO—, —SO2—, —S— and —O—, and Hal is selected from the group consisting of F, Cl, Br and I.Type: GrantFiled: January 13, 2005Date of Patent: April 10, 2007Assignee: Chemoptics Inc.Inventors: Ji-Hyang Kim, Jae-II Kim, Tae-Kyun Kim, Hyung Jong Lee, Seon Gyu Han
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Patent number: 7145046Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.Type: GrantFiled: August 1, 2003Date of Patent: December 5, 2006Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Carsten Brosch
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Patent number: 7030283Abstract: This invention relates to a process for the preparation of 1,1-difluoroolefins, e.g., difluorovinyl cycloaliphatic compounds such as difluorovinylcyclohexane and derivatives by the dehydrofluorination of a trifluoromethyl-substituted cycloaliphatic compound and the resulting compositions. This method utilizes a “sterically hindered super-base” system represented by the formula M+?NRR?; where M is Na or K and R is a secondary, or tertiary alkyl or cycloalkyl group of amines for effecting dehydrofluorination of the trifluoromethyl group leading to the difluorovinyl based cycloaliphatic compounds. The sterically hindered super base can be formed by the, in situ, reaction of a sodium or potassium alkoxide, e.g., KtBuO with a lithium dialkylamide where the lithium is bonded to nitrogen atom of an amine bearing secondary or tertiary aliphatic groups.Type: GrantFiled: January 23, 2004Date of Patent: April 18, 2006Assignee: Air Products and Chemicals, Inc.Inventors: Gauri Sankar Lal, Kathryn Sue Hayes, Guido Peter Pez
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Patent number: 7026520Abstract: Methane is used as the selective dehydrating agent for the production of 2,3,3,3-tetrafluoro-1-propene (R1234yf) from 2,2,3,3,3-pentafluoro-1-propanol. Supported transition metal catalysts are prepared and used for this reaction with high activity. Almost 58% selectivity to R1234yf is obtained at an alcohol conversion level of 60% using unsupported Ni-mesh as the catalyst. Pd and Pt show almost similar level of conversion; however, the selectivity to the desired product is low. The activity of the metal catalyst was found to be a function of the type of support material, activated carbon showing better activity than alumina. Different important process parameters such as temperature, pressure, and contact time are studied to optimize the process. High pressure and temperature are deleterious to the rate of 1234yf formation; yet, the highest yield to 1234yf is obtained while performing a reaction at 494° C. with a contact time of 23 sec.Type: GrantFiled: December 8, 2004Date of Patent: April 11, 2006Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, HsuehSung Tung, Haridasan K. Nair
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Patent number: 6992229Abstract: The present invention has an object to provide a method for purifying a fluorinated hydroxyl compound of the formula 1 safely in a high yield under industrially practical conditions. Namely, a mixture containing a fluorinated hydroxyl compound of Rf—CR1R2—OH (Formula 1, wherein Rf is a C1-20 polyfluoroalkyl group, and each of R1 and R2 is a hydrogen atom or a C1-3 alkyl group) such as 2,2,3,3-tetrafluoropropanol, and a compound having an unshared electron pair, is distilled by heating in the presence of a solid acid catalyst such as a cation exchange resin catalyst, or by adding a proton source such as water.Type: GrantFiled: November 19, 2002Date of Patent: January 31, 2006Assignee: Asahi Glass Company, LimitedInventors: Hidekazu Okamoto, Akihiro Wada, Toshihiko Toma, Nobuyuki Yamagishi
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Patent number: 6919480Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: December 5, 2003Date of Patent: July 19, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6897344Abstract: Divalent and trivalent metal salts are added to the solution containing the fluorine compound to precipitate the layered double hydroxide containing the fluorine compound between layers. By these processes, the fluorine compound can be fixed with high rate. Moreover, if necessary, the precipitated layered double hydroxide can be recovered to separate the fluorine compound or its salt between layers. Therefore, the burden to environment or the ecosystem by the fluorine compound can be reduced.Type: GrantFiled: July 26, 2001Date of Patent: May 24, 2005Assignee: Jemco Inc.Inventors: Kiyoshi Fuda, Toshiaki Matsunaga, Takeshi Kamiya, Kota Omori
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Patent number: 6872861Abstract: The invention relates to a process for preparing polyfluoroalkyl-lithium compounds by deprotonation of polyfluoroalkyl compounds by means of lithium bases.Type: GrantFiled: June 7, 2002Date of Patent: March 29, 2005Assignee: Bayer AktiengesellschaftInventors: Marielouise Schneider, Albrecht Marhold, Alexander Kolomeitsev, Alexander Kadyrov, Gerd-Volker Röschenthaler, Jan Barten
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Publication number: 20040236085Abstract: The present invention relates to novel solid-phase processes for the production of radiolabelled tracers, in particular for the production of 18F-labelled compounds which may be suitable for use as Positron Emission Tomography (PET) radiotracers. The invention also comprises radiopharmaceutical kits using these novel processes.Type: ApplicationFiled: July 15, 2004Publication date: November 25, 2004Inventors: Sajinder Kaur Luthra, Frank Brady, Harry John Wadsworth, Alexander Mark Gibson, Matthias Eberhard Glaser
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Patent number: 6784327Abstract: A process for the production of a fluorinated organic compound, characterized by fluorinating an organic compound having a hydrogen atoms using IF5; and a novel fluorination process for fluorinating an organic compound having a hydrogen atoms by using a fluorinating agent containing IF5 and at least one member selected from the group consisting of acids, bases, salts and additives.Type: GrantFiled: December 10, 2002Date of Patent: August 31, 2004Assignee: Daikin Industries, Ltd.Inventors: Norihiko Yoneda, Tsuyoshi Fukuhara, Kazuhiro Shimokawa, Kenji Adachi, Satoshi Oishi
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Patent number: 6770789Abstract: The subject invention relates to a process for the trifluoromethylation of sulfates, including cyclic and acyclic sulfates. The subject invention further pertains to the compounds produced by the trifluoromethylation of sulfates.Type: GrantFiled: March 13, 2003Date of Patent: August 3, 2004Assignee: University of Florida Research FoundationInventors: William R. Dolbier, Jr., Naoto Takechi
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Patent number: 6747174Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: January 28, 2003Date of Patent: June 8, 2004Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6743957Abstract: Divalent and trivalent metal salts are added to the solution containing the fluorine compound and the polymer containing fluorine to precipitate the layered double hydroxide containing the fluorine compound between layers. At this time, the polymer containing fluorine suspended in the solution is also coagulated to precipitate. By these processes, the fluorine compound is fixed with high rate to separate from the solution with the polymer containing fluorine, and recovered if necessary. By this treatment process, the fluorine compound and the polymer containing fluorine, contained in the wastewater etc. can be separated easily, and the burden to environment or ecosystem can be reduced.Type: GrantFiled: June 26, 2002Date of Patent: June 1, 2004Assignee: JEMCO, Inc.Inventors: Kiyoshi Fuda, Toshiaki Matsunaga, Takeshi Na Kamiya, Kota Omori
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Publication number: 20010034459Abstract: The invention relates to a process for preparing a compound of the formula (I) 1Type: ApplicationFiled: December 21, 2000Publication date: October 25, 2001Inventors: Andreas Meudt, Stefan Scherer, Antje Norenberg, Peter Koch, Steffen Haber
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Patent number: 5831102Abstract: Enzymatically cleavable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically cleavable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by the formula: ##STR1## wherein: X and X.sup.1 each represent, individually, hydrogen, a hydroxyl group, a halo substituent, an unsubstituted lower alkyl group, a hydroxy (lower) alkyl group, a halo (lower) alkyl group, a phenyl group, a halophenyl group, an alkoxyphenyl group, a hydroxyalkoxy group, a cyano group or an amide group, with at least one of X and X.sup.1 being other than hydrogen; andR.sub.1 and R.sub.2, individually or together, represent an organic substituent that does not interfere with the production of light when the dioxetane compound is enzymatically cleaved and that satisfies the valence of the dioxetane compound's 4-carbon atom, with the provisos that if R.sup.1 and R.sub.Type: GrantFiled: February 8, 1996Date of Patent: November 3, 1998
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Patent number: 5247124Abstract: A process for preparing a substituted styrene by reacting a bisarylalkyl ether in the presence of an acid catalyst is disclosed. The process is preferably used for the preparation of 4-acetoxystyrene from 4,4'-(oxydiethylidene)bisphenol diacetate and 4-methoxystyrene from 4,4'-(oxydiethylidene)bisphenol dimethyl ether. A process for preparing a bisarylalkyl ether by reacting a corresponding arylalkanol in the presence of an acid catalyst is also disclosed.Type: GrantFiled: August 25, 1992Date of Patent: September 21, 1993Assignee: Hoechst Celanese CorporationInventors: Mohammad Aslam, Brad L. Smith, George Kvakovszky
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Patent number: 5108556Abstract: A process for preparing tertiary perfluoroamines is provided. The process comprises electrochemically fluorinating a tertiary thioamide precursor, said thioamide precursor having at least one thioamide moiety, ##STR1## and terminal portions which can be alkyl or cycloalkyl having 1 to 12 carbon atoms, aryl having 6 to 12 carbon atoms, or combinations thereof, with the proviso that when more than one thioamide moiety is present, the thioamide moieties are bonded together by alkylene, cycloalkylene or arylene groups. Also provided are tertiary thioamides and tertiary perfluoroamines.Type: GrantFiled: September 14, 1990Date of Patent: April 28, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventor: Jack E. Richman
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Patent number: 4956507Abstract: An improved process for preparing high yields of 4,4'-difluorobiphenyl comprised of reacting a p-halofluorobenzene Grignard reagent with a p-halofluorobenzene coupling reagent in the presence of a palladium chloride triphenylphosphine catalyst.Type: GrantFiled: November 3, 1989Date of Patent: September 11, 1990Assignee: Phillips Petroleum CompanyInventors: Michael S. Matson, Raymond L. Cobb
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Patent number: 4922041Abstract: A method for producing trifluoroiodomethane in which a metal Mt selected from the group magnesium, zinc, cadmium, bismuth and tin is reacted in a first step (a) with a trifluorohalomethane, and the resulting reaction mixture is further reacted in a second step (b) with a component containing iodine to produce CF.sub.3 I. Compounds corresponding to the formula CF.sub.3.Zn.X.nL are also described.Type: GrantFiled: May 19, 1988Date of Patent: May 1, 1990Assignee: Kali-Chemie AGInventors: Dieter Naumann, Wieland Tyrra, Birgit Kock, Werner Rudolph, Bernd Wilkes
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Patent number: 4775764Abstract: An improved method for preparing 4,4' difluorobiphenyl by reacting a parafluorinated Grignard reagent and a parafluorinated halophenyl in solution and in the presence of free palladium producing catalysts is disclosed.Type: GrantFiled: July 28, 1987Date of Patent: October 4, 1988Assignee: Mallinckrodt Inc.Inventor: William E. Dummitt
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Patent number: 4618734Abstract: A perfluoroalkylene .alpha.,.omega.-diacetylene compound having a fluorocarbon chain of from 5 to about 20 carbon atoms between two acetylene end groups, and a method of forming same by first reacting perfluoroalkylene diiodide having the formula I(CF.sub.2).sub.n I, wherein n is a whole number from 5 to about 20, inclusive with bis(trimethylsilyl)acetylene, and converting the reaction product to the diacetylene with KF. The diacetylene has the general formula HC.tbd.C(CF.sub.2).sub.n C.tbd.CH, wherein n is as set forth above, and it can be polymerized to produce a clear, hard, cross-linked resin suitable for use as a coating on bearings and in the manufacture of aircraft windshields. Monofunctional counterparts of the HC.tbd.C(CF.sub.2).sub.n C.tbd.CH compounds can be formed by substituting perfluoroalkyl primary iodides for the diiodides in the above-described reaction.Type: GrantFiled: August 12, 1983Date of Patent: October 21, 1986Assignee: Fluorochem Inc.Inventors: Kurt Baum, Ronald O. Hunadi, Clifford D. Bedford
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Patent number: 4575571Abstract: A process for the stimulaneous halogenation and fluorination of aromatic derivatives substituted by at least one group containing a halogenoalkyl unit. The aromatic derivative is reacted with the halogen in liquid hydrofluoric acid. The products obtained are useful as intermediates for the synthesis of compounds having a plant-protecting or pharmaceutical activity.Type: GrantFiled: June 22, 1984Date of Patent: March 11, 1986Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Michel Desbois, Camille Disdier
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Patent number: 4529826Abstract: A solid lubricant, consisting of solid perfluorocarbons, with linear or substantially linear carbon atoms chain, containing from 10 to 20 carbon atoms and having a value of surface tension ranging from 13 to 15 dyne/cm, is obtained by dimerization or co-dimerization of perfluorocarbonsulphonyl halogenidesC.sub.n F.sub.2n+1 SO.sub.2 X(in which X represents an atom of halogen), having a linear or substantially linear chain of carbon atoms and bearing the --SO.sub.2 X group at one end of the chain, operating at high temperature, with short reaction times, and preferably in the presence of a metal catalyst.The solid perfluorocarbon lubricant can be used, if desired as a mixture with paraffinic wax, on sliding surfaces, particularly consisting of a polymeric material either porous or made porous.Type: GrantFiled: July 24, 1984Date of Patent: July 16, 1985Assignee: Enichimica Secondaria S.p.A.Inventor: Gian P. Gambaretto
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Patent number: 4446075Abstract: Substituted bromofluorobenzene, wherein the fluorine is in para-position and the bromine in meta-position to another substituent, is prepared by direct bromination of the corresponding fluorobenzene derivative. Bromination is advantageously carried out in the presence of a catalyst, preferably a metal or metal salt. The elementary bromine is used in an amount of 0.9 to 1.3 mols per mol of fluorobenzene derivative and the reaction temperature is between 20.degree. and 200.degree. C. The bromofluorobenzene derivatives are suitable for the synthesis of medicaments and plant protective agents.Type: GrantFiled: February 20, 1981Date of Patent: May 1, 1984Assignee: Riedel-de Haen AGInventors: Kurt Eiglmeier, Reinhard Knieps
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Patent number: 4367349Abstract: The process for preparing hexafluoroisobutylene is disclosed which comprises reacting, in the liquid phase, formaldehyde or a formaldehyde-generating compound with hexafluorothioacetone dimer in an aprotic solvent containing at least a catalytic amount of an alkali metal fluoride or a sulfonic acid having general formula RSO.sub.3 H is disclosed. The preferred aprotic solvents are dimethylformamide, N-methyl pyrrolidone and dimethyl sulfoxide. The preferred alkali metal fluoride is KF; the preferred sulfonic acids are CH.sub.3 SO.sub.3 H and p-CH.sub.3 C.sub.6 H.sub.4 SO.sub.3 H. The production of hexafluoroisobutylene by contacting hexafluoropropene with elemental sulfur and a catalytic amount of an alkali metal fluoride such as KF in an aprotic solvent such as dimethyl sulfoxide or N-methyl pyrrolidone at a temperature of between about 40.degree. and about 70.degree. C.Type: GrantFiled: June 18, 1981Date of Patent: January 4, 1983Assignee: Allied CorporationInventor: Louis G. Anello
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Patent number: 4244891Abstract: The process for preparing hexafluoroisobutylene which comprises reacting, at elevated temperatures, ketene or a ketene-generating compound with hexafluorothioacetone. Hexafluoroisobutylene is a known valuable monomer, which forms polymers of exceptional thermal, chemical and mechanical properties, particularly when copolymerized, such as with vinylidene fluoride.Type: GrantFiled: December 21, 1979Date of Patent: January 13, 1981Assignee: Allied Chemical CorporationInventors: Michael Van Der Puy, Louis G. Anello, Bernard Sukornick, Richard F. Sweeney, Robert A. Wiles