Preparing Directly By Halogenation Patents (Class 564/496)
  • Patent number: 7829741
    Abstract: A process for producing an ?,?-difluoroamine which comprises using hydrogen fluoride and a Lewis base in specific amounts in the halogen-fluorine exchange reaction using an ?,?-dihaloamine as the substrate. The process can be industrially applied, enables to obtain the object compound in a short time at a great yield and can be conducted easily with excellent productivity.
    Type: Grant
    Filed: October 20, 2005
    Date of Patent: November 9, 2010
    Assignees: National University Corporation, Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tsuyoshi Fukuhara, Shoji Hara, Toshio Hidaka
  • Publication number: 20090124785
    Abstract: An isocyanate has been widely used as a starting material for the production of a polyurethane material, a polyisocyanurate material or the like which is suitably applicable to the field of optical materials. Disclosed is a process for producing an isocyanate which includes a step for producing the isocyanate in the form of a hydrochloride with improved productivity. A process for producing a linear or cyclic aliphatic isocyanate comprising the step of reacting a linear or cyclic aliphatic amine with hydrogen chloride to yield a hydrochloride of the linear or cyclic aliphatic amine, the step being performed under a pressure higher by 0.01 MPa or more than the atmospheric pressure.
    Type: Application
    Filed: July 20, 2006
    Publication date: May 14, 2009
    Applicant: Mitsui Chemicals, Inc.
    Inventors: Chitoshi Shimakawa, Hiroyuki Morijiri, Hidetoshi Hayashi, Norihiko Fukatsu, Seiichi Kobayashi, Homare Yumoto, Junichi Ishiyama, Shinya Tsuchiyama
  • Publication number: 20080275265
    Abstract: The present invention relates to processes for the preparation of (?-aminoalkylamino)alkyl halides, their conversion to S-?-(?-aminoalkylamino)alkyl phosphothioates, and purification of the crystalline products of the reaction. The preparation process for the (?-aminoalkylamino)alkyl halides comprises contacting an appropriate alcohol with a brominating agent in the presence of a sulfone solvent under temperature and pressure conditions suitable to effect salt formation without subsequent premature precipitation. The process is especially useful for converting (?-aminoalkylamino)ethyl alcohol to amifostine.
    Type: Application
    Filed: November 1, 2006
    Publication date: November 6, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventor: Edward G. Samsel
  • Patent number: 7196226
    Abstract: The present invention relates to fluorination reagents comprising 1-fluoro-1-aminoolefins and also processes for preparing fluorination reagents comprising 1-fluoro-1-aminoolefins.
    Type: Grant
    Filed: December 16, 2004
    Date of Patent: March 27, 2007
    Assignee: Lanxess Deutschland GmbH
    Inventors: Wolfgang Ebenbeck, Albrecht Marhold
  • Patent number: 7045662
    Abstract: The present invention relates to a process for preparing ?,?-difluoroamines, difluoromethylene-?,?-diazo compounds and fluorination reagents containing ?,?-difluoroamines and/or difluoromethylene-?,?-diazo compounds.
    Type: Grant
    Filed: January 5, 2004
    Date of Patent: May 16, 2006
    Assignee: Bayer Chemicals AG
    Inventors: Wolfgang Ebenbeck, Albrecht Marhold, Alexander Kolomeitsev, Gerd-Volker Röschenthaler
  • Patent number: 6906224
    Abstract: A process for producing ?-aminohalomethyl ketones or N-protected ?-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, ?-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: June 14, 2005
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Naoko Hirose, Takayuki Suzuki, Takashi Nakano, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6570039
    Abstract: A process for producing &agr;-aminohalomethyl ketones or N-protected &agr;-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, &agr;-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.
    Type: Grant
    Filed: August 31, 2001
    Date of Patent: May 27, 2003
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Naoko Hirose, Takayuki Suzuki, Takashi Nakano, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 5753776
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 19, 1998
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5599587
    Abstract: A process for the preparation of compounds of formula (I) in which Z is hydrogen or --NHZ is an activated amine group capable of reacting with a surface, the groups R are the same or different and each is a straight or branched C.sub.1 -C.sub.4 alkyl group, preferably methyl, n is from 2 to 6, and X is a straight or branched C.sub.1-20 alkylene group, or X is a group of formula --(CH.sub.2 CH.sub.2 O).sub.b --, or --(CH.sub.2).sub.c --Ar--(CH.sub.2).sub.d -- where b is from 1 to 20, c and d are the same or different and each is from 0 to 5, and Ar is a para- or meta- disubstituted phenyl group (preferably a para-disubstituted phenyl group) which is optionally further substituted by one or more C.sub.1 -C.sub.4 alkyl groups, or an acid addition salt thereof or a hydrate thereof, new compounds of formula (I) and salts and hydrates thereof and the use of compounds of formula (I) and salts and hydrates thereof in treating surfaces to render them more biocompatible.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: February 4, 1997
    Assignee: Biocompatibles Limited
    Inventors: Roderick W. J. Bowers, Peter W. Stratford, Stephen A. Jones, Jeremy C. Russell, Michael J. Driver
  • Patent number: 5571870
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: November 5, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5461117
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: October 24, 1995
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5332790
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: July 26, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5322904
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: June 21, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5322903
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: January 17, 1992
    Date of Patent: June 21, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5227527
    Abstract: A process for the preparation of 3'-aminopropyl 2-chloro- ethyl sulfone semisulfate in very good yield and high purity, by reacting allylamine with mercaptoethanol in a one-pot process in about 0.5 to about 0.6 mol of dilute sulfuric acid, relative to allylamine, at temperatures of about 0.degree. C. up to the boiling point of the reaction mixture in the presence of a free-radical initiator, introducing 2.0 to about 2.5 mol of chlorine into the resultant reaction mixture at temperatures of about 0.degree. C. to about 100.degree. C. and then concentrating the mixture obtained to dryness.
    Type: Grant
    Filed: June 10, 1992
    Date of Patent: July 13, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinrich Angenendt, Michael Meier
  • Patent number: 5214214
    Abstract: There is provided a novel perfluorochemical represented by the formula, ##STR1## wherein R.sub.F is a perfluoroalkyl group, a perfluoro alkoxyalkyl group or a perfluoroalkyloxy group, X and X' are same as or different from each other and are a fluorine atom or a perfluoroalkyl group, and Y is a perfluoroalkyloxy group or a perfluoro dialkylamino group, the total number of the carbon atoms contained being an integer of 8 to 11 inclusive. The perfluorochemical is prepared by perfluorinating the corresponding partially fluorinated compound which may have unsaturated hydrocarbon moiety, only with molecular fluorine in a stoichiometric excess amount in an inert solvent.The perfluorochemical is used for preparing a stable emulsion as blood substitutes or perfusion media.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: May 25, 1993
    Assignee: The Green Cross Corporation
    Inventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Kimie Naito
  • Patent number: 5093432
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: March 3, 1992
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5075508
    Abstract: Triperfluoroalkylamines of the formula: ##STR1## wherein, Rf.sup.1 and Rf.sup.2 are each a perfluoroalkyl group having 1 to 4 carbon atoms, and Rf.sup.3 is a perfluoroalkyl group having 3 to 11 carbon atoms, have good thermal stability, good voltage resistance, good fluidity at low temperature and low surface energy and which produce no toxic perfluoroisobutene.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: December 24, 1991
    Assignee: Daikin Industries Ltd.
    Inventors: Kenji Mikami, Yoshio Iwai, Nobuyoshi Iwashita, Yasuhisa Furutaka
  • Patent number: 5068443
    Abstract: The present invention is directed to a process for the chlorination of nitroaniline compounds with Cl.sub.2 in a reaction medium containing acetic acid. A process for the chlorination of nitroaniline with Cl.sub.2 in a reaction medium which has been recycled from a prior chlorination is also described.
    Type: Grant
    Filed: June 1, 1990
    Date of Patent: November 26, 1991
    Assignee: NorAm Chemical Company
    Inventors: Stephen R. Smythe, Martin G. Cole, James S. Grier
  • Patent number: 4983747
    Abstract: Disclosed is a process for the preparation of a perfluoroorganic compound, which comprises fluorinating a partially fluorinated or unfluorinated organic compound having carbon-to-fluorine bonds under mild conditions and then, contacting the resulting reaction mixture with a fluorine gas at a temperature of 110.degree. to 180.degree. C.
    Type: Grant
    Filed: March 15, 1990
    Date of Patent: January 8, 1991
    Assignee: Tokuyama Soda Kabushiki Kaisha
    Inventors: Masakatsu Nishimura, Naoya Okada, Yasuo Murata, Yasuhiko Hirai
  • Patent number: 4943595
    Abstract: There is provided a novel perfluorochemical represented by the formula, ##STR1## wherein R.sub.F is a perfluoroalkyl group, a perfluoro alkoxyalkyl group or a perfluoroalkyloxy group, X and X' are same as or different from each other and are a fluorine atom or a perfluoroalkyl group, and Y is a perfluoroalkyloxy group or a perfluoro dialkylamino group, the total number of the carbon atoms contained being an integer of 8 to 11 inclusive. The perfluorochemical is prepared by perfluorinating the corresponding partially fluorinated compound which may have unsaturated hydrocarbon moiety, only with molecular fluorine in a stoichiometric excess amount in an inert solvent.The perfluorochemical is used for preparing a stable emulsion as blood substitutes or perfusion media.
    Type: Grant
    Filed: February 22, 1984
    Date of Patent: July 24, 1990
    Assignee: The Green Cross Corporation
    Inventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Ryoichi Naito, deceased
  • Patent number: 4668830
    Abstract: A process for the preparation of compounds containing a difluoromethylene or trifluoromethyl group. A compound containing a carbonyl group, preferbly an acid, acid halide, amide, ketone or any compound containing a perhaloalkylcarbonyl moiety is placed, in anhydrous liquid hydrofluoric acid, in contact with boron trifluoride in a quantity such that the absolute pressure of boron trifluoride in the reaction system is at least one bar for a time sufficient to convert the carbonyl group to a difluormethylene or trifluoromethyl group.The compounds obtained are useful as synthesis intermediates in the pharmaceutical, plant-protection and dye industries, as anesthetics or as heat-transfer and lubricating fluids.
    Type: Grant
    Filed: December 17, 1985
    Date of Patent: May 26, 1987
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4503249
    Abstract: Iron (II) hexacyanocobaltate and ruthenium (III) hexacyanocobaltate have been found to be useful in the catalytic hydrogenation of organic materials.
    Type: Grant
    Filed: September 21, 1982
    Date of Patent: March 5, 1985
    Assignee: Phillips Petroleum Company
    Inventors: Gerhard P. Nowack, Marvin M. Johnson, Donald C. Tabler
  • Patent number: 4430514
    Abstract: A novel method is provided for the preparation of difluoramino trifluoromane by the direct fluorination of azidotrifluoromethane in the temperature range of 70.degree. C. to 80.degree. C. A potassium fluoride catalyst also may enhance the rate of reaction and increase the yield.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: February 7, 1984
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Carl J. Schack
  • Patent number: 4289906
    Abstract: Aromatic amine hydrochloride having an unsubstituted ortho or para position reacts with dimethylsulfoxide forming methylenebis aromatic amine.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: September 15, 1981
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: 4269788
    Abstract: Cyclohexadiene derivatives of the formula ##STR1## wherein R.sup.1,R.sup.2,R.sup.3 and R.sup.4 are as hereinafter set forth, are described. The compounds of formula I are useful as analgesic agents.
    Type: Grant
    Filed: October 4, 1979
    Date of Patent: May 26, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Peter M. Muller, Rudolf Pfister, Rene Urban