Preparing Directly By Halogenation Patents (Class 564/496)
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Patent number: 7829741Abstract: 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: GrantFiled: October 20, 2005Date of Patent: November 9, 2010Assignees: National University Corporation, Mitsubishi Gas Chemical Company, Inc.Inventors: Tsuyoshi Fukuhara, Shoji Hara, Toshio Hidaka
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Publication number: 20090124785Abstract: 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: ApplicationFiled: July 20, 2006Publication date: May 14, 2009Applicant: Mitsui Chemicals, Inc.Inventors: Chitoshi Shimakawa, Hiroyuki Morijiri, Hidetoshi Hayashi, Norihiko Fukatsu, Seiichi Kobayashi, Homare Yumoto, Junichi Ishiyama, Shinya Tsuchiyama
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Publication number: 20080275265Abstract: 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: ApplicationFiled: November 1, 2006Publication date: November 6, 2008Applicant: ALBEMARLE CORPORATIONInventor: Edward G. Samsel
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Patent number: 7196226Abstract: 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: GrantFiled: December 16, 2004Date of Patent: March 27, 2007Assignee: Lanxess Deutschland GmbHInventors: Wolfgang Ebenbeck, Albrecht Marhold
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Patent number: 7045662Abstract: The present invention relates to a process for preparing ?,?-difluoroamines, difluoromethylene-?,?-diazo compounds and fluorination reagents containing ?,?-difluoroamines and/or difluoromethylene-?,?-diazo compounds.Type: GrantFiled: January 5, 2004Date of Patent: May 16, 2006Assignee: Bayer Chemicals AGInventors: Wolfgang Ebenbeck, Albrecht Marhold, Alexander Kolomeitsev, Gerd-Volker Röschenthaler
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Patent number: 6906224Abstract: 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: GrantFiled: October 30, 2003Date of Patent: June 14, 2005Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Naoko Hirose, Takayuki Suzuki, Takashi Nakano, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6570039Abstract: 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: GrantFiled: August 31, 2001Date of Patent: May 27, 2003Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Naoko Hirose, Takayuki Suzuki, Takashi Nakano, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 5753776Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: June 6, 1995Date of Patent: May 19, 1998Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5599587Abstract: 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: GrantFiled: April 30, 1993Date of Patent: February 4, 1997Assignee: Biocompatibles LimitedInventors: Roderick W. J. Bowers, Peter W. Stratford, Stephen A. Jones, Jeremy C. Russell, Michael J. Driver
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Patent number: 5571870Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: May 10, 1994Date of Patent: November 5, 1996Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5461117Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: June 13, 1994Date of Patent: October 24, 1995Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5332790Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: March 8, 1993Date of Patent: July 26, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5322904Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: March 8, 1993Date of Patent: June 21, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5322903Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: January 17, 1992Date of Patent: June 21, 1994Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5227527Abstract: 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: GrantFiled: June 10, 1992Date of Patent: July 13, 1993Assignee: Hoechst AktiengesellschaftInventors: Heinrich Angenendt, Michael Meier
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Patent number: 5214214Abstract: 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: GrantFiled: March 30, 1992Date of Patent: May 25, 1993Assignee: The Green Cross CorporationInventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Kimie Naito
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Patent number: 5093432Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: September 28, 1989Date of Patent: March 3, 1992Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5075508Abstract: 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: GrantFiled: July 19, 1989Date of Patent: December 24, 1991Assignee: Daikin Industries Ltd.Inventors: Kenji Mikami, Yoshio Iwai, Nobuyoshi Iwashita, Yasuhisa Furutaka
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Patent number: 5068443Abstract: 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: GrantFiled: June 1, 1990Date of Patent: November 26, 1991Assignee: NorAm Chemical CompanyInventors: Stephen R. Smythe, Martin G. Cole, James S. Grier
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Patent number: 4983747Abstract: 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: GrantFiled: March 15, 1990Date of Patent: January 8, 1991Assignee: Tokuyama Soda Kabushiki KaishaInventors: Masakatsu Nishimura, Naoya Okada, Yasuo Murata, Yasuhiko Hirai
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Patent number: 4943595Abstract: 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: GrantFiled: February 22, 1984Date of Patent: July 24, 1990Assignee: The Green Cross CorporationInventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Ryoichi Naito, deceased
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Patent number: 4668830Abstract: 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: GrantFiled: December 17, 1985Date of Patent: May 26, 1987Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4503249Abstract: Iron (II) hexacyanocobaltate and ruthenium (III) hexacyanocobaltate have been found to be useful in the catalytic hydrogenation of organic materials.Type: GrantFiled: September 21, 1982Date of Patent: March 5, 1985Assignee: Phillips Petroleum CompanyInventors: Gerhard P. Nowack, Marvin M. Johnson, Donald C. Tabler
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Patent number: 4430514Abstract: 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: GrantFiled: June 21, 1982Date of Patent: February 7, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventor: Carl J. Schack
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Patent number: 4289906Abstract: Aromatic amine hydrochloride having an unsubstituted ortho or para position reacts with dimethylsulfoxide forming methylenebis aromatic amine.Type: GrantFiled: December 10, 1979Date of Patent: September 15, 1981Assignee: Ethyl CorporationInventor: Kju H. Shin
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Patent number: 4269788Abstract: 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: GrantFiled: October 4, 1979Date of Patent: May 26, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Peter M. Muller, Rudolf Pfister, Rene Urban