Nitrogen Containing Patents (Class 570/141)
  • Publication number: 20140058106
    Abstract: 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: Application
    Filed: July 29, 2013
    Publication date: February 27, 2014
    Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
  • Patent number: 8647780
    Abstract: 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: Grant
    Filed: March 7, 2011
    Date of Patent: February 11, 2014
    Assignee: Acep Inc.
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Publication number: 20130331585
    Abstract: 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: Application
    Filed: June 6, 2013
    Publication date: December 12, 2013
    Inventors: Matthew Duncton, Michael D. Burke
  • Publication number: 20130165658
    Abstract: 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: Application
    Filed: June 9, 2011
    Publication date: June 27, 2013
    Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
  • Publication number: 20130053607
    Abstract: 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: Application
    Filed: March 7, 2011
    Publication date: February 28, 2013
    Applicant: POLYINTELL
    Inventors: Céline Perollier, Kaynoush Naraghi, Sami Bayoudh
  • Patent number: 8158275
    Abstract: 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: Grant
    Filed: February 22, 2007
    Date of Patent: April 17, 2012
    Assignees: Osaka University, Sumitomo Chemical Company, Limited
    Inventors: Yutaka Ie, Yoshio Aso, Masashi Nitani, Masato Ueda
  • Publication number: 20110112293
    Abstract: 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: Application
    Filed: April 9, 2009
    Publication date: May 12, 2011
    Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
    Inventors: 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
  • Publication number: 20110054175
    Abstract: 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: Application
    Filed: February 2, 2009
    Publication date: March 3, 2011
    Inventors: Tobias Ritter, Takeru Furuya, Hanns M. Kaiser
  • Patent number: 7842730
    Abstract: 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: Grant
    Filed: February 7, 2005
    Date of Patent: November 30, 2010
    Inventors: Irina Nikolaievna Kuznetsova, Evgeny Ilich Maievsky
  • Patent number: 7692048
    Abstract: 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: Grant
    Filed: March 11, 2005
    Date of Patent: April 6, 2010
    Assignee: Daikin Industries, Ltd.
    Inventors: Akinari Sugiyama, Kazuyoshi Ichihara, Noriyuki Shinoki, Toshiya Mantani, Masahiro Kondou
  • Patent number: 7678941
    Abstract: 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: Grant
    Filed: July 23, 2007
    Date of Patent: March 16, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Patricia M. Savu, William M. Lamanna, Thomas P. Klun
  • Patent number: 7612166
    Abstract: 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: Grant
    Filed: May 18, 2005
    Date of Patent: November 3, 2009
    Assignee: Trustees of Tufts College
    Inventors: Krishna Kumar, Vittorio Montanari
  • Publication number: 20090234151
    Abstract: 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: Application
    Filed: July 7, 2006
    Publication date: September 17, 2009
    Applicants: Rhodia Chimie, CNRS
    Inventors: Laurent Saint-Jalmes, Daniel Uguen
  • Publication number: 20090216017
    Abstract: 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: Application
    Filed: May 1, 2009
    Publication date: August 27, 2009
    Inventor: Koji HAGIYA
  • Publication number: 20090186998
    Abstract: 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: Application
    Filed: December 9, 2008
    Publication date: July 23, 2009
    Applicant: SPECIALTY COATING SYSTEMS, INC.
    Inventors: Phillip Hanefeld, Sven Horst, Markus Meise, Michael Bognitzki, Andreas Greiner, Rakesh Kumar
  • Publication number: 20080275216
    Abstract: 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: Application
    Filed: May 18, 2005
    Publication date: November 6, 2008
    Applicant: TRUSTEES OF TUFTS COLLEGE
    Inventors: Krishna Kumar, Vittorio Montanari
  • Patent number: 7378194
    Abstract: 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: Grant
    Filed: October 1, 2004
    Date of Patent: May 27, 2008
    Assignees: ACEP, Inc., Centre de la Recherche Scientifique, Universite de Montreal
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Patent number: 7145046
    Abstract: 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: Grant
    Filed: August 1, 2003
    Date of Patent: December 5, 2006
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Carsten Brosch
  • Patent number: 7030283
    Abstract: 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: Grant
    Filed: January 23, 2004
    Date of Patent: April 18, 2006
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Kathryn Sue Hayes, Guido Peter Pez
  • Patent number: 6872861
    Abstract: The invention relates to a process for preparing polyfluoroalkyl-lithium compounds by deprotonation of polyfluoroalkyl compounds by means of lithium bases.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: March 29, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Marielouise Schneider, Albrecht Marhold, Alexander Kolomeitsev, Alexander Kadyrov, Gerd-Volker Röschenthaler, Jan Barten
  • Patent number: 6841304
    Abstract: 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: Grant
    Filed: November 9, 2001
    Date of Patent: January 11, 2005
    Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de Montreal
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Patent number: 6784327
    Abstract: 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: Grant
    Filed: December 10, 2002
    Date of Patent: August 31, 2004
    Assignee: Daikin Industries, Ltd.
    Inventors: Norihiko Yoneda, Tsuyoshi Fukuhara, Kazuhiro Shimokawa, Kenji Adachi, Satoshi Oishi
  • Patent number: 6610219
    Abstract: 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: Grant
    Filed: February 6, 2001
    Date of Patent: August 26, 2003
    Assignee: Battelle Memorial Institute
    Inventors: Vincent D. McGinniss, Steven M. Risser
  • Patent number: 6485799
    Abstract: 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: Grant
    Filed: July 24, 2000
    Date of Patent: November 26, 2002
    Assignee: Chisso Corporation
    Inventors: Atsuko Fujita, Norio Tamura, Hiroyuki Tekeuchi, Fusayuki Takeshita, Nobumasa Nakamura, Etsuo Nakagawa
  • Publication number: 20020055045
    Abstract: 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: Application
    Filed: November 9, 2001
    Publication date: May 9, 2002
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Patent number: 6365301
    Abstract: 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: Grant
    Filed: September 7, 1999
    Date of Patent: April 2, 2002
    Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de Montreal
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Publication number: 20010034459
    Abstract: The invention relates to a process for preparing a compound of the formula (I) 1
    Type: Application
    Filed: December 21, 2000
    Publication date: October 25, 2001
    Inventors: Andreas Meudt, Stefan Scherer, Antje Norenberg, Peter Koch, Steffen Haber
  • Patent number: 6114589
    Abstract: 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: Grant
    Filed: October 13, 1998
    Date of Patent: September 5, 2000
    Assignee: Clariant GmbH
    Inventors: Thomas Schach, Thomas Wessel, Maren Gutermuth
  • Patent number: 5789630
    Abstract: 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: Grant
    Filed: February 27, 1996
    Date of Patent: August 4, 1998
    Assignee: University of Iowa Research Foundation
    Inventors: Max T. Baker, Jan A. Ruzicka
  • Patent number: 5589102
    Abstract: 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: Grant
    Filed: September 5, 1995
    Date of Patent: December 31, 1996
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Kazuaki Tarumi
  • Patent number: 5545768
    Abstract: 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: Grant
    Filed: December 22, 1992
    Date of Patent: August 13, 1996
    Assignee: Hoechet AG
    Inventors: Theodor Papenfhus, Andreas Kanschik-Conradsen, Wilfried Pressler
  • Patent number: 5502260
    Abstract: 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: Grant
    Filed: July 19, 1994
    Date of Patent: March 26, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Thomas Schach, Theodor Papenfuhs
  • Patent number: 5476976
    Abstract: 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: Grant
    Filed: July 19, 1994
    Date of Patent: December 19, 1995
    Assignee: Hoechst AG
    Inventors: Thomas Schach, Theodor Papenfuhs
  • Patent number: 5349098
    Abstract: 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: Grant
    Filed: December 15, 1992
    Date of Patent: September 20, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Seisaku Kumai, Akihiro Wada, Shinsuke Morikawa
  • Patent number: 5315043
    Abstract: 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: Grant
    Filed: February 5, 1992
    Date of Patent: May 24, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard E. Fernandez, Mark H. Krackov
  • Patent number: 5294742
    Abstract: 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: Grant
    Filed: February 18, 1993
    Date of Patent: March 15, 1994
    Assignee: Hoechst Atkiengesellschaft
    Inventors: Thomas Schach, Theodor Papenfuhs
  • Patent number: 5262556
    Abstract: 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: Grant
    Filed: May 6, 1992
    Date of Patent: November 16, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernard Riefling, Jurgen Seubert, Volker Reiffenrath, Reinhard Hittich
  • Patent number: 5212301
    Abstract: 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: Grant
    Filed: May 8, 1992
    Date of Patent: May 18, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: John S. Moilliet, Richard D. Chambers, Michael H. Rock
  • Patent number: 5208394
    Abstract: 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: Grant
    Filed: August 6, 1992
    Date of Patent: May 4, 1993
    Assignee: Asahi Glass Company Ltd.
    Inventors: Seisaku Kumai, Akihiro Wada, Shinsuke Morikawa
  • Patent number: 5107046
    Abstract: 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: Grant
    Filed: May 23, 1990
    Date of Patent: April 21, 1992
    Assignee: Mallinckrodt Specialty Chemicals Co., Inc.
    Inventor: Gary L. Cantrell
  • Patent number: 4996377
    Abstract: 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: Grant
    Filed: February 21, 1990
    Date of Patent: February 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochen Wild, Albrecht Harreus, Norbert Goetz
  • Patent number: 4922041
    Abstract: 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: Grant
    Filed: May 19, 1988
    Date of Patent: May 1, 1990
    Assignee: Kali-Chemie AG
    Inventors: Dieter Naumann, Wieland Tyrra, Birgit Kock, Werner Rudolph, Bernd Wilkes
  • Patent number: 4912268
    Abstract: 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: Grant
    Filed: October 21, 1988
    Date of Patent: March 27, 1990
    Assignee: E. I. Du Pont De Nemours and Company
    Inventors: Mark H. Krackov, Charles H. Rolston
  • Patent number: 4886920
    Abstract: 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: Grant
    Filed: April 5, 1988
    Date of Patent: December 12, 1989
    Assignee: Mallinckrodt, Inc.
    Inventor: Gary L. Cantrell
  • Patent number: 4870218
    Abstract: Compounds of the formula: ##STR1## wherein X is selected from bromine and chlorine useful as intermediates in the preparation of insecticidal compounds.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: September 26, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Alan J. Whittle
  • Patent number: 4827054
    Abstract: 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: Grant
    Filed: July 18, 1988
    Date of Patent: May 2, 1989
    Assignee: Hughes Aircraft Company
    Inventors: Kreisler S. Y. Lau, Thomas K. Dougherty
  • Patent number: 4822927
    Abstract: 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: Grant
    Filed: November 24, 1987
    Date of Patent: April 18, 1989
    Assignee: Mallinckrodt, Inc.
    Inventors: Nickolas J. Stepaniuk, Bruce J. Lamb
  • Patent number: 4812572
    Abstract: 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: Grant
    Filed: July 27, 1987
    Date of Patent: March 14, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael S. Howarth, David M. Tomkinson
  • Patent number: 4774370
    Abstract: 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: Grant
    Filed: July 21, 1987
    Date of Patent: September 27, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus-Albert Schneider, Gunter Siegemund
  • Patent number: 4734533
    Abstract: 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: Grant
    Filed: December 12, 1986
    Date of Patent: March 29, 1988
    Assignee: Montedison S.p.A.
    Inventors: Raffaele Ungarelli, Maurizio A. Beretta, Alessandro Malacrida, Loris Sogli