Nitrogen Containing Patents (Class 570/141)
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Publication number: 20140058106Abstract: Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein.Type: ApplicationFiled: July 29, 2013Publication date: February 27, 2014Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
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Patent number: 8647780Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, 0, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FXI0)N—(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: March 7, 2011Date of Patent: February 11, 2014Assignee: Acep Inc.Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Publication number: 20130331585Abstract: Provided are protected cyclopropylboronic acids that include a substituted cyclopropyl group and a boronic ester group having a protecting group. The protecting group is a pinene-derived iminodiacetic acid (PIDA) group or PIDA-based group.Type: ApplicationFiled: June 6, 2013Publication date: December 12, 2013Inventors: Matthew Duncton, Michael D. Burke
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Publication number: 20130165658Abstract: This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.Type: ApplicationFiled: June 9, 2011Publication date: June 27, 2013Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
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Publication number: 20130053607Abstract: A method for preparing a radioactive tracer provided with a radioactive fluorine isotope, including providing a precursor of the radioactive tracer, comprising at least one leaving group completely or partially formed by a labelling entity, wherein said leaving group can be moved by a fluoride ion, providing a molecularly imprinted polymer dedicated to the molecular recognition of at least the aforementioned labelling entity, exposing the precursor to a radioactive fluoride ion source under conditions suitable for movement of the leaving group by a radioactive fluoride ion, placing the mixture resulting from step (iii) in contact with the molecularly imprinted polymer under conditions suitable for the recognition of the labelling entity, and obtaining a solution containing the radioactive tracer provided with a radioactive isotope of fluorine obtained at the end of step (iii).Type: ApplicationFiled: March 7, 2011Publication date: February 28, 2013Applicant: POLYINTELLInventors: Céline Perollier, Kaynoush Naraghi, Sami Bayoudh
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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: 20110112293Abstract: The present invention provides novel and advantageous processes for preparing and purifying chemical compounds such as pharmaceuticals. The processes comprise a nucleophilic substitution reaction with a moiety X wherein the leaving group L of a substrate S in the reaction is covalently attached to a purification moiety M. This concept offers a convenient and lime-saving way to purity the desired product S-X from non-reacted precursors S-L-M and by-products L-M.Type: ApplicationFiled: April 9, 2009Publication date: May 12, 2011Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFTInventors: John Cyr, Ananth Srinivasan, Mathias Berndt, Keith Graham, Dae Yoon Chi, Byoung Se Lee, So Young Chu, Song-Yi Lim, Sang Ju Lee, Jin-Sook Ryu, Seung Jun Oh
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Publication number: 20110054175Abstract: Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein.Type: ApplicationFiled: February 2, 2009Publication date: March 3, 2011Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
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Patent number: 7842730Abstract: Medicine, in particular medications for treating blood losses, hypoxic and ishemic states, for improving a blood oxygen supply and for preserving isolated perfused organs and tissues. The inventive medical emulsion of perfluororganic compounds includes rapidly excretable perfluororganic compounds such as perfluordecalin, perfluoractilbromide, a perfluoroganic additive embodied in the form of a mixture of perfluorinated tertiary amines and phospholipids in the form of a water-salt dispersion. The perfluordecalin and perfluoractilbromide are contained in the composition of the rapidly excretable perfluororganic compounds at a ratio ranging from 10:1 to 1:10. The mixture of perfluorinated tertiary amines is embodied in the form of the mixture of perfluorotpripropylamine and the co-products thereof: cis- and trans-isomers perfluor-1-propyl 3,4-dimethylpirrolidone and perfluor-1-propyl-4-methhylpiperidine.Type: GrantFiled: February 7, 2005Date of Patent: November 30, 2010Inventors: Irina Nikolaievna Kuznetsova, Evgeny Ilich Maievsky
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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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Patent number: 7612166Abstract: Aspects of the present invention relate to compounds for preparing fluorocarbon compounds, methods for preparing fluorocarbon compounds, and methods for purifying a mixture of compounds. One aspect of the present invention relates to a trivalent iodonium fluorocarbon. The trivalent iodonium fluorocarbon compound of the invention is useful for attaching a fluorocarbon group to a compound that has a nucleophilic functional group. Another aspect of the present invention relates to a method of preparing a trivalent iodonium fluorocarbon. Another aspect of the present invention relates to a method of preparing a fluorocarbon by treating a compound bearing a nucleophilic functional group with a trivalent iodonium fluorocarbon compound.Type: GrantFiled: May 18, 2005Date of Patent: November 3, 2009Assignee: Trustees of Tufts CollegeInventors: Krishna Kumar, Vittorio Montanari
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Publication number: 20090234151Abstract: Mono- or difluorinated hydrocarbon compounds are prepared from an alcohol or a carbonylated compound by reacting one of these with a fluorinating reagent, optionally in the presence of a base, the fluorinating agent comprising a pyridinium reactant having the following formula (F), wherein R0 is an alkyl or cycloalkyl radical:Type: ApplicationFiled: July 7, 2006Publication date: September 17, 2009Applicants: Rhodia Chimie, CNRSInventors: Laurent Saint-Jalmes, Daniel Uguen
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Publication number: 20090216017Abstract: A process for producing a biaryl compound, characterized by reacting an arylhydrazine compound, hydrogen peroxide and an aryl compound. When the reaction is conducted in the presence of a given metal or a compound of the metal or in the presence of a metal oxide obtained by reacting the given metal or a compound of the metal with hydrogen peroxide, then the yield of the biaryl compound is improved.Type: ApplicationFiled: May 1, 2009Publication date: August 27, 2009Inventor: Koji HAGIYA
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Publication number: 20090186998Abstract: Fluorinated paracyclophane compounds represented by the formula: where least one of R1 and R2 comprises a fluorinated moiety is disclosed. These compounds can be utilized as precursor dimer compounds to produce polymeric coatings comprising copolymers of trifluorinated paraxylylene, including flexible fluorinated paraxylylene coatings.Type: ApplicationFiled: December 9, 2008Publication date: July 23, 2009Applicant: SPECIALTY COATING SYSTEMS, INC.Inventors: Phillip Hanefeld, Sven Horst, Markus Meise, Michael Bognitzki, Andreas Greiner, Rakesh Kumar
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Publication number: 20080275216Abstract: Aspects of the present invention relate to compounds for preparing fluorocarbon compounds, methods for preparing fluorocarbon compounds, and methods for purifying a mixture of compounds. One aspect of the present invention relates to a trivalent iodonium fluorocarbon. The trivalent iodonium fluorocarbon compound of the invention is useful for attaching a fluorocarbon group to a compound that has a nucleophilic functional group. Another aspect of the present invention relates to a method of preparing a trivalent iodonium fluorocarbon. Another aspect of the present invention relates to a method of preparing a fluorocarbon by treating a compound bearing a nucleophilic functional group with a trivalent iodonium fluorocarbon compound.Type: ApplicationFiled: May 18, 2005Publication date: November 6, 2008Applicant: TRUSTEES OF TUFTS COLLEGEInventors: Krishna Kumar, Vittorio Montanari
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Patent number: 7378194Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N?(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: October 1, 2004Date of Patent: May 27, 2008Assignees: ACEP, Inc., Centre de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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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: 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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Patent number: 6841304Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N?(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: November 9, 2001Date of Patent: January 11, 2005Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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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: 6610219Abstract: Functional optical materials for optical systems that are typically useful in optical waveguides, optical switching systems, optical modulators, optical computing systems and the like. Included are polymer systems and electrooptical chromophores. Polymers are thermoplastic and/or thermosetting polymers and are blended or co-polymerized with the electrooptic chromophore. The thermoplastic or thermosetting polymer selected from an acrylic/methacrylic, polyester, polyurethane, polyimide, polyamide, epoxy resin, or hybrid (organic-inorganic) or nanocomposite polyester polymer. The electrooptic chromophore is selected from a substituted aniline, substituted azobenzene, substituted stilbene, or substituted imine. Methods for improving adhesion promotion for the various novel materials are also provided.Type: GrantFiled: February 6, 2001Date of Patent: August 26, 2003Assignee: Battelle Memorial InstituteInventors: Vincent D. McGinniss, Steven M. Risser
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Patent number: 6485799Abstract: A aniline derivative represented by general formula (1) wherein R and R′ represent independently each other alkyl with 1 to 10 carbon, alkoxyalkyl with 1 to 10 carbon, or hydrogen; x represents cyano, halogen, haloalkyl, haloalkyloxy, or 2-cyanoethynyl; Y represents fluorine or hydrogen; na and nc represent independently each other 0 or 1; Za, Zb, and Zc represent independently each other a single bond, 1,2-ethylene, carbonyloxy, or oxymethylene; ring A1 represents 1,4-phenylene in which hydrogen may be substituted by fluorine; ring A2 and ring A3 represent independently each other 1,4-cyclohexylene, 1,4-phenylene in which hydrogen may be substituted by fluorine, or 1,3-pyrimidine-2,5-diyl.Type: GrantFiled: July 24, 2000Date of Patent: November 26, 2002Assignee: Chisso CorporationInventors: Atsuko Fujita, Norio Tamura, Hiroyuki Tekeuchi, Fusayuki Takeshita, Nobumasa Nakamura, Etsuo Nakagawa
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Publication number: 20020055045Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N−(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: ApplicationFiled: November 9, 2001Publication date: May 9, 2002Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 6365301Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N−(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalized, and can be used, inter alia, as electrolyte.Type: GrantFiled: September 7, 1999Date of Patent: April 2, 2002Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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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: 6114589Abstract: The invention relates to a process for the preparation of fluorinated compoundsAz.sub.x ArF.sub.w Cl.sub.(y-w) R.sub.z (1)in which Az is a radical --F, --Cl, --Br, --NO.sub.2, --CN, --CF.sub.3, --CCl.sub.3, --CHO, --CO(C.sub.n H.sub.2n+1), --COX or --SO.sub.2 X, where X is F, Cl or Br, x is an integer from 1 to 3, Ar is a phenyl radical, pyridyl radical or naphthyl, w is an integer from 1 to y, y is an integer from 1 to 5, R is H, an alkyl radical or an alkoxy radical having from 1 to 10 carbon atoms, z is an integer from 1 to 5, (x+y+z) is the number of all substitutable valences on the radical Ar, which comprises reacting a compoundAz.sub.x ArCl.sub.y R.sub.z (2),with an alkali metal fluoride in the presence of a component a) or a mixture of component a) and at least one of components b), c), d) and/or e), component a) being one or more quaternary ammonium compounds which contain one or more radicals --(C.sub.m H.sub.2m O)R.sup.Type: GrantFiled: October 13, 1998Date of Patent: September 5, 2000Assignee: Clariant GmbHInventors: Thomas Schach, Thomas Wessel, Maren Gutermuth
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Patent number: 5789630Abstract: The invention relates to a method of synthesizing 1,1,1,3,3,3-hexafluoropropanes comprsing the additon of BrF.sub.3 to malononitrile.Type: GrantFiled: February 27, 1996Date of Patent: August 4, 1998Assignee: University of Iowa Research FoundationInventors: Max T. Baker, Jan A. Ruzicka
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Patent number: 5589102Abstract: Benzene derivatives of the formula I ##STR1## in which R, A.sup.1, A.sup.2 X, L.sup.1, L.sup.2 m and n are as defined in claim are suitable as components of liquid-crystalline media.Type: GrantFiled: September 5, 1995Date of Patent: December 31, 1996Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ekkehard Bartmann, Kazuaki Tarumi
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Patent number: 5545768Abstract: A process for the preparation of chlorofluoronitrobenzenes and difluoronitrobenzenes, which comprises heating dichloronitrobenzene to not more than 200.degree. C. in excess with an alkali metal fluoride having a total water content of about 0.2 to about 2.5% by weight in the presence of a quaternary ammonium and/or phosphonium salt, crown ether and/or polyethylene glycol dimethyl ether as catalyst in the absence of a solvent.Type: GrantFiled: December 22, 1992Date of Patent: August 13, 1996Assignee: Hoechet AGInventors: Theodor Papenfhus, Andreas Kanschik-Conradsen, Wilfried Pressler
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Patent number: 5502260Abstract: Multiply, preferably doubly or triply, fluorinated nitrobenzenes are prepared in an advantageous way from the corresponding chloronitrobenzenes and an alkali metal fluoride in a chlorine-fluorine exchange reaction by catalyzing the reaction with a quaternary ammonium compound comprising at least one alkoxypolyoxyalkyl radical.Type: GrantFiled: July 19, 1994Date of Patent: March 26, 1996Assignee: Hoechst AktiengesellschaftInventors: Thomas Schach, Theodor Papenfuhs
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Patent number: 5476976Abstract: Fluoronitrobenzenes are prepared in an advantageous way from the corresponding chloronitrobenzenes and an alkali metal fluoride by means of a chlorine-fluorine exchange reaction with replacement of a chlorine atom by a fluorine atom, by catalyzing the reaction with a quaternaryammonium compound which comprises at least one alkoxypolyoxyalkyl radical.Type: GrantFiled: July 19, 1994Date of Patent: December 19, 1995Assignee: Hoechst AGInventors: Thomas Schach, Theodor Papenfuhs
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Patent number: 5349098Abstract: A process for producing chlorofluorobenzenes, which comprises reacting fluorine-containing nitrobenzenes of the following formula (1) with chlorine gas to obtain chlorofluorobenzenes of the following formula (2): ##STR1## wherein n and m are integers satisfying 1.ltoreq.n.ltoreq.3, 0.ltoreq.m.ltoreq.2 and 1.ltoreq.n+m.ltoreq.3.Type: GrantFiled: December 15, 1992Date of Patent: September 20, 1994Assignee: Asahi Glass Company Ltd.Inventors: Seisaku Kumai, Akihiro Wada, Shinsuke Morikawa
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Patent number: 5315043Abstract: A process for halogen exchange fluorination or fluoro-denitration of aromatic compounds having at least one replaceable non-fluorine halogen or nitro substituent with an anhydrous substantially molten alkali metal acid fluoride composition wherein the alkali metal is potassium, rubidium or cesium.Type: GrantFiled: February 5, 1992Date of Patent: May 24, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Richard E. Fernandez, Mark H. Krackov
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Patent number: 5294742Abstract: Process for preparing 3,5-difluoroaniline, wherein(1) 2,4,5-trichloronitrobenzene is reacted with an alkali metal fluoride in the presence or absence of a polar aprotic solvent at temperatures of about 100.degree. C. to about 250.degree. C., and, after filtering off precipitated salts and fractional distillation of the crude solution,(2) the resulting 5-chloro-2,4-difluoronitrobenzene is chlorinated with denitration to give 1,3-dichloro-4,6-difluorobenzene in the absence of a Lewis acid or of another chlorination catalyst, using anhydrous chlorine gas at temperatures of about 80.degree. to about 250.degree. C., and(3) this compound is nitrated to give 2,6-dichloro-3,5-difluoronitrobenzene in oleum with mixed acid (sulfuric acid/nitric acid) at temperatures of about 15.degree. to about 80.degree. C., and(4) this compound is reduced with hydrogen in the presence of palladium as catalyst and in the presence of an inorganic or organic base at temperatures of about 40.degree. to about 250.degree. C.Type: GrantFiled: February 18, 1993Date of Patent: March 15, 1994Assignee: Hoechst AtkiengesellschaftInventors: Thomas Schach, Theodor Papenfuhs
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Patent number: 5262556Abstract: The invention relates to a process for the reaction of fluorinated or chlorinated aromatics with electrophiles at the ortho position relative to the fluorine or chlorine atom, characterized in that a strong base is added to a mixture of the fluorinated or chlorinated aromatic and the electrophile.Type: GrantFiled: May 6, 1992Date of Patent: November 16, 1993Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Bernard Riefling, Jurgen Seubert, Volker Reiffenrath, Reinhard Hittich
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Patent number: 5212301Abstract: Introduction of a fluoro substituent into an aromatic ring adjacent an electron donating group is difficult producing mixed isomers and low yields of desired products.A process for the introduction of a fluoro substituent into a substantially adjacent position to an electron-donating group into an aromatic compound in high yield is disclosed.The fluoroaromatic compounds are useful as synthetic intermediates for example in the manufacture of agrochemicals, pharmaceuticals and dyestuffs.Type: GrantFiled: May 8, 1992Date of Patent: May 18, 1993Assignee: Imperial Chemical Industries PLCInventors: John S. Moilliet, Richard D. Chambers, Michael H. Rock
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Patent number: 5208394Abstract: A process for producing chlorofluorobenzenes, which comprises reacting fluorine-containing nitrobenzenes of the following formula (1) with chlorine gas to obtain chlorofluorobenzenes of the following formula (2): ##STR1## wherein n and m are integers satisfying 1.ltoreq.n.ltoreq.3, 0.ltoreq.m.ltoreq.2 and 1.ltoreq.n+m.ltoreq.3.Type: GrantFiled: August 6, 1992Date of Patent: May 4, 1993Assignee: Asahi Glass Company Ltd.Inventors: Seisaku Kumai, Akihiro Wada, Shinsuke Morikawa
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Patent number: 5107046Abstract: An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride. The improvement includes, prior to the decomposition of the diazonium fluoride, adding to the diazotizing reaction mixture, urea or a salt thereof in an amount sufficient to reduce the vapor pressure of hydrogen fluoride over the diazonium solution. Also disclosed is a process for reducing the vapor pressure over diazonium fluoride solutions.Type: GrantFiled: May 23, 1990Date of Patent: April 21, 1992Assignee: Mallinckrodt Specialty Chemicals Co., Inc.Inventor: Gary L. Cantrell
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Patent number: 4996377Abstract: Aliphatically substituted fluorobenzenes of the general formula I ##STR1## where R is an aliphatic or cycloaliphatic radical, n is 2, 3 or 4 and X is hydrogen, fluorine, chlorine or bromine, are prepared by diazotization of the corresponding aniline derivative of the general formula II ##STR2## in the presence of tetrafluoboric acid and decomposition of the resulting diazonium tetrafluoborate of the general formula III ##STR3## by a process in which the decomposition reaction is carried out simultaneously with the diazotization reaction, in the presence of elemental copper and/or copper(I) and/or copper(II) salts and at from -15.degree. to 80.degree. C.Type: GrantFiled: February 21, 1990Date of Patent: February 26, 1991Assignee: BASF AktiengesellschaftInventors: Jochen Wild, Albrecht Harreus, Norbert Goetz
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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: 4912268Abstract: Process which comprises feeding an aromatic amine in the presence of HF to a reaction zone simultaneously with a diazotizing agent so as to effect diazotization of the aromatic amine, thermally decomposing the resulting diazonium salt substantially as it is formed, and removing the resulting fluoroaromatic compound from the reaction zone substantially as it is formed. The amine and the diazotizing agent are fed to the reaction zone in such quantities and proportions that they are consumed substantially as fed so that no substantial concentration of either builds up in the reaction zone.Type: GrantFiled: October 21, 1988Date of Patent: March 27, 1990Assignee: E. I. Du Pont De Nemours and CompanyInventors: Mark H. Krackov, Charles H. Rolston
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Patent number: 4886920Abstract: An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride wherein the diazotized reaction mixture includes an oxidizing agent such as nitrosonium ion from excess diazotization agent. The improvement includes, prior to decomposing the diazonium fluoride, adding to the diazotized reaction mixture a member selected from hydrazine, aromatic hydrazine, semi-carbazide, thio-semicarbazide, acid salts thereof, sulfur dioxide, sodium sulfate, and sodium bisulfite to remove at least a portion of the oxidizing agent. Urea was found to be ineffective.Type: GrantFiled: April 5, 1988Date of Patent: December 12, 1989Assignee: Mallinckrodt, Inc.Inventor: Gary L. Cantrell
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Patent number: 4870218Abstract: Compounds of the formula: ##STR1## wherein X is selected from bromine and chlorine useful as intermediates in the preparation of insecticidal compounds.Type: GrantFiled: September 9, 1988Date of Patent: September 26, 1989Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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Patent number: 4827054Abstract: Novel processes are provided for synthesizing 2,2-bis(4-fluorophenyl)hexafluoropropane and the use of this synthesized monomer in polymerization reactions to form poly(arylethers) and poly(arylthioethers). Synthesis of 2,2-bis(4-fluorophenyl)hexafluoropropane involves converting the commonly available compound Bisphenol AF to an amino-substituted form, followed by treatment with borofluoric acid and a nitrite, and then an aromatic solvent to obtain the monomer. The monomer can be mixed with either a dihydroxy diphenyl hexafluoropropane or a dimercapto diphenyl hexafluorpropane to cause a nucleophilic substitution reaction, thereby yielding the desired poly(arylether) or poly(arylthioether).Type: GrantFiled: July 18, 1988Date of Patent: May 2, 1989Assignee: Hughes Aircraft CompanyInventors: Kreisler S. Y. Lau, Thomas K. Dougherty
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Patent number: 4822927Abstract: Disclosed is a process for continuous preparation of aromatic fluorides wherein aromatic diazonium fluorides are continuously decomposed at low concentration in a reaction system of one or more continuous agitated reactors.Type: GrantFiled: November 24, 1987Date of Patent: April 18, 1989Assignee: Mallinckrodt, Inc.Inventors: Nickolas J. Stepaniuk, Bruce J. Lamb
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Patent number: 4812572Abstract: A process for the preparation of a fluoroaromatic or fluoroheterocyclic compound, which comprises diazotizing the corresponding amino-aromatic or amino-heterocyclic compound in hydrogen fluoride and decomposing the diazonium salt in the diazotization mixture so formed, characterized in that decomposition is carried out at super atmospheric pressure.Type: GrantFiled: July 27, 1987Date of Patent: March 14, 1989Assignee: Imperial Chemical Industries PLCInventors: Michael S. Howarth, David M. Tomkinson
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Patent number: 4774370Abstract: 2,2-Bis-(3-nitrophenyl)-hexafluoropropane is prepared by oxidation of 2,2-bis-(4-methylphenyl)-hexafluoropropane to 2,2-bis-(4-carboxyphenyl)-hexafluoropropane, nitration of this compound to 2,2-bis-(4-carboxy-3-nitrophenyl)-hexafluoropropane and decarboxylation of the last-mentioned compound.The process lends to 2,2-bis-(3-nitrophenyl)-hexafluoropropane, free of isomers, in an industrially simple manner and with the use of common chemicals. The compound is a valuable intermediate in the polymer field.The 2,2-bis-(4-carboxy-3-nitrophenyl)-hexafluoropropane occurring as an intermediate in the process is novel.Type: GrantFiled: July 21, 1987Date of Patent: September 27, 1988Assignee: Hoechst AktiengesellschaftInventors: Klaus-Albert Schneider, Gunter Siegemund
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Patent number: 4734533Abstract: Process for the preparation of (2,2)-paracyclophane or derivatives thereof by the Hofmann elimination of p.-methylbenzyltrimethylammonium hydroxide or derivatives thereof, in an aqueous solution of an alkali metal hydroxide, wherein said elimination is carried out in the presence of a ketone of the formula:Ch.sub.3 --CO--CH.sub.2 --R (I)wherein R is hydrogen, a halogen, or an alkyl-carboxylic group.Type: GrantFiled: December 12, 1986Date of Patent: March 29, 1988Assignee: Montedison S.p.A.Inventors: Raffaele Ungarelli, Maurizio A. Beretta, Alessandro Malacrida, Loris Sogli