Acyclic Carbon To Carbon Unsaturation Containing Patents (Class 570/189)
  • Patent number: 11358918
    Abstract: The present invention provides methods for the preparation of halogenated alkenes from halogenated alkanes using a homogeneous catalyst.
    Type: Grant
    Filed: April 2, 2019
    Date of Patent: June 14, 2022
    Assignee: Blue Cube IP LLC
    Inventors: Max Tirtowidjojo, Manfred Kokott, Marc Sell, John D. Myers, Anja Peters
  • Publication number: 20140323744
    Abstract: The specification relates to compounds and process for the preparation of a compound of formula 7, where LG is a leaving group and hal is a halide and is Cl, Br or I. The compound of formula 7 can be useful in the preparation of natural products, such as halichondrin and its derivatives.
    Type: Application
    Filed: November 29, 2012
    Publication date: October 30, 2014
    Inventors: Fabio E.S. Souza, Huzaifa Rangwala, Boris Gorin, Ming Pan
  • Publication number: 20140316170
    Abstract: The present invention relates, in part, to the discovery that the presence of impurities in 1,1,2,3-tetrachloropropene (1230xa) results in catalyst instability during the fluorination of 1230xa to 2-chloro-3,3,3-trifluoropropene. By substantially removing the impurities, it is shown that the catalyst life is extended and results in improved operation efficiency of the fluorination reaction. Such steps similarly result in an overall improvement in the production of certain hydrofluoroolefins, particularly 2,3,3,3-tetrafluoropropene (1234yf).
    Type: Application
    Filed: October 11, 2012
    Publication date: October 23, 2014
    Inventors: Selma BEKTESEVIC, Daniel C. MERKEL, Mario Joseph NAPPA, Xuehui SUN, Hsueh Sung TUNG, Haiyou WANG
  • Publication number: 20140275650
    Abstract: The present invention relates in part to a method of stabilizing chloropropenes, such as 1,1,2,3-tetrachloropropene, otherwise known to decompose and degrade, and to the resulting stabilized chloropropene, using a morpholine compound and/or a trialkyl phosphate compound as defined herein. Such stabilized chloropropenes are useful in the manufacture of hydrofluoroolefins such as 2,3,3,3-tetrafluoroprop-1-ene (1234yf).
    Type: Application
    Filed: March 11, 2014
    Publication date: September 18, 2014
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: Haluk KOPKALLI, Haiyou WANG, Hsueh SUNG TUNG, Daniel C. MERKEL
  • Publication number: 20140275656
    Abstract: Provided are (Z,Z,E)-1-chloro-6,10,12-pentadecatriene that can be synthesized without an oxidation reaction and a method for preparing (Z,Z,E)-7,11,13-hexadecatienal by using (Z,Z,E)-1-chloro-6,10,12-pentadecatriene while not using an oxidation reaction. More specifically, provided is a method for preparing (Z,Z,E)-7,11,13-hexadecatrienal including a step of reacting a Grignard reagent into which (Z,Z,E)-1-chloro-6,10,12-pentadecatriene is converted with ethyl orthoformate to obtain (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene, and a step of treating the (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene with an acid to obtain (Z,Z,E)-7,11,13-hexadecatrienal.
    Type: Application
    Filed: February 25, 2014
    Publication date: September 18, 2014
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuki Miyake, Miyoshi Yamashita, Takehiko Fukumoto, Naoki Ishibashi
  • Publication number: 20140275572
    Abstract: The present invention relates to the synthesis of ent-progesterone and intermediates thereof.
    Type: Application
    Filed: March 15, 2014
    Publication date: September 18, 2014
    Inventors: John W. Cran, Yinglin Han, Faliang Zhang
  • Publication number: 20140256995
    Abstract: The present invention relates, in part, to the discovery that the presence of moisture in 1,1,2,3-tetrachloropropene (HCO-1230xa) results in catalyst deactivation and accelerated corrosion in the reactor during the fluorination of HCO-1230xa to 2-chloro-3,3,3-trifluoropropene. By substantially removing the moisture, it is shown that the catalyst life is extended and results in improved operation efficiency of the fluorination reaction. Such steps similarly result in an overall improvement in the production of certain hydrofluoroolefins, particularly 2,3,3,3-tetrafluoropropene (HFO-1234yf).
    Type: Application
    Filed: September 29, 2012
    Publication date: September 11, 2014
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: Haiyou Wang, Selma Bektesevic, Hsueh Tung
  • Patent number: 8829255
    Abstract: Provided are (Z,Z,E)-1-chloro-6,10,12-pentadecatriene that can be synthesized without an oxidation reaction and a method for preparing (Z,Z,E)-7,11,13-hexadecatrienal by using (Z,Z,E)-1-chloro-6,10,12-pentadecatriene while not using an oxidation reaction. More specifically, provided is a method for preparing (Z,Z,E)-7,11,13-hexadecatrienal including a step of reacting a Grignard reagent into which (Z,Z,E)-1-chloro-6,10,12-pentadecatriene is converted with ethyl orthoformate to obtain (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene, and a step of treating the (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene with an acid to obtain (Z,Z,E)-7,11,13-hexadecatrienal.
    Type: Grant
    Filed: February 25, 2014
    Date of Patent: September 9, 2014
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuki Miyake, Miyoshi Yamashita, Takehiko Fukumoto, Naoki Ishibashi
  • Patent number: 8481793
    Abstract: The invention provides a method for separating halocarbons. In particular, a method for separating 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) from 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) based on differences in melting points of these compounds. More particularly the invention pertains to a method for separating HCFC-244bb from HCFO-1233xf which are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).
    Type: Grant
    Filed: July 26, 2012
    Date of Patent: July 9, 2013
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Hsueh S. Tung, Konstantin A. Pokrovski
  • Patent number: 8252965
    Abstract: The invention provides a method for separating halocarbons. In particular, a method for separating 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) from 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) based on differences in melting points of these compounds. More particularly the invention pertains to a method for separating HCFC-244bb from HCFO-1233xf which are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).
    Type: Grant
    Filed: August 12, 2009
    Date of Patent: August 28, 2012
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Konstantin A. Pokrovski
  • Patent number: 8247626
    Abstract: To provide a method for purifying tetrafluoroethylene by removing, from tetrafluoroethylene containing a polymerization inhibitor, the polymerization inhibitor by adsorption. A method of bringing tetrafluoroethylene containing a polymerization inhibitor into contact with a silica gel containing a metal salt in an amount of from 250 to 100,000 mass ppm as calculated as metal atoms to remove the polymerization inhibitor by adsorption, and the metal salt is preferably a salt of a metal of Group 3 to 13 of the Periodic Table, more preferably a salt of a metal of Group 8 to 10 of the Periodic Table. For example, as the metal salt, a salt of at least one metal selected from the group consisting of iron, cobalt, nickel, ruthenium, rhodium, palladium, osmium, iridium and platinum may be used.
    Type: Grant
    Filed: October 21, 2010
    Date of Patent: August 21, 2012
    Assignee: Asahi Glass Company, Limited
    Inventors: Shigeru Aida, Manabu Sato, Takeya Sakamoto, Nobuo Matsushita, Yuuji Hayase, Tomohiro Gotou, Kenji Fujiwara
  • Publication number: 20110313216
    Abstract: 2,3-dichlorobutadiene-1,3 of high purity is produced from 1,2,3,4-tetrachlorobutane by a process comprising the steps of dehydrochlorination, chlorination of the reaction product obtained in the dehydrochlorination step and subsequent separation of a 2,3-dichlorobutadiene-1,3 composition from the reaction product of the chlorination step.
    Type: Application
    Filed: August 30, 2011
    Publication date: December 22, 2011
    Inventor: TERRY WAYNE REDWINE
  • Publication number: 20110251443
    Abstract: The invention relates to a process for the manufacture of vinyl chloride monomer comprising the preparation of acetylene from one or more renewable starting materials and then the reaction of the acetylene with hydrogen chloride in order to form vinyl chloride monomer. The invention also relates to the vinyl chloride monomer obtained and to its use.
    Type: Application
    Filed: November 30, 2009
    Publication date: October 13, 2011
    Inventor: Jean-Luc Dubois
  • Patent number: 8030531
    Abstract: 2,3-dichlorobutadiene-1,3 of high purity is produced from 1,2,3,4-tetrachlorobutane by a process comprising the steps of dehydrochlorination, chlorination of the reaction product obtained in the dehydrochlorination step and subsequent separation of a 2,3-dichlorobutadiene-1,3 composition from the reaction product of the chlorination step.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: October 4, 2011
    Assignee: Dupont Performance Elastomers LLC
    Inventor: Terry Wayne Redwine
  • Patent number: 8026400
    Abstract: Purified chlorinated alkenes are produced by a process in which a mixture of i) a first chlorinated alkene that has at least one beta-chlorine substituent and no alpha-chlorine substituents and ii) a second chlorinated alkene that has at least one alpha-chlorine substituent is contacted with chlorine in an amount sufficient to further chlorinate the second chlorinated alkene, but which is insufficient to cause conversion of more than 20% of the first chlorinated alkene.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: September 27, 2011
    Assignee: Dupont Performance Elastomers LLC
    Inventor: Terry Wayne Redwine
  • Publication number: 20110196178
    Abstract: Compositions including chlorinated propenes and a phenolic antioxidant are described herein.
    Type: Application
    Filed: April 9, 2008
    Publication date: August 11, 2011
    Inventor: Janice M. Nyberg
  • Publication number: 20110004028
    Abstract: Disclosed are: an advantageous production process for a carotenoid intermediate; and others. Specifically disclosed are: a process for producing a dialcohol represented by formula (1), which is characterized by reacting a Grignard reagent with an acetylene gas in an organic solvent at a temperature of 30° C. or higher to prepare an ethynyl magnesium halide and subsequently reacting the ethynyl magnesium halide with methacrolein; a process for producing an allylhalide compound represented by formula (3) [wherein X represents a halogen atom: and the wavy line means the compound is either of E/Z geometric isomers or a mixture thereof], which is characterized by reducing a dialcohol represented by formula (1) with hydrogen to produce a triene alcohol represented by formula (2) [wherein the wavy line is as defined above] and halogenating the triene alcohol; and an allylchloride compound represented by formula (4) [wherein the wavy line is as defined above].
    Type: Application
    Filed: March 2, 2009
    Publication date: January 6, 2011
    Inventor: Toshiya Takahashi
  • Patent number: 7655722
    Abstract: The present invention relates to adhesive compositions having: a phosphate group-containing monomer (a) having a fluorocarbon group represented by Chemical Formula 1; and a solvent (b), where R is a hydrogen atom or a methyl group, n, p and q are natural numbers 2?n?10, p+q?n and p+q+n?13.
    Type: Grant
    Filed: April 13, 2006
    Date of Patent: February 2, 2010
    Assignee: Kuraray Medical Inc.
    Inventors: Kazumitsu Nakatsuka, Naoki Nishigaki, Mitsunobu Kawashima
  • Publication number: 20090023963
    Abstract: Perchloroethylene is made by thermal noncatalytic pyrolysis of carbon tetrachloride in the presence of chlorine and methyl chloride, or methane, or natural gas. Vapor carbon tetrachloride is used both as a raw material and a diluent, and reaction takes place under conditions with high consumption of maximize conversion of carbon tetrachloride to perchloroethylene and minimum formation of heavies, especially, low formation of hexchlorobenzene, another environmental undesirable chemical compound.
    Type: Application
    Filed: June 20, 2008
    Publication date: January 22, 2009
    Inventor: Nie-Jiann Wen
  • Patent number: 7470827
    Abstract: Described are compositions adapted to catalyze the vapor phase dehydrohalogenation of 1,1,2-trihaloethane to 1,1-dihaloethylene, e.g., 1,1,2-trichloroethane to vinylidene chloride. These materials include activated carbon and at least one benzimidazole-containing material defined herein as including benzimidazole, a derivative thereof, a salt thereof or mixtures thereof. Also described are methods for producing and using these catalytic compositions.
    Type: Grant
    Filed: June 3, 2005
    Date of Patent: December 30, 2008
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Yurii Oleksiyovych Serhuchev, Yurii Vasyliyovych Bilokopytov, Igorlvanovych Chernobaev
  • Publication number: 20080177115
    Abstract: Isotopically labeled alpha-keto acids and esters are disclosed herein. Also disclosed are methods of synthesizing isotopically labeled alpha-keto acids and esters.
    Type: Application
    Filed: July 11, 2007
    Publication date: July 24, 2008
    Applicant: Spectra Gases, Inc.
    Inventors: Rodolfo Antonio Martinez, Mark Minton, Frank Elbert Anderson, Erick Gabriel Ortiz, Kenneth Edmund Tortolani
  • Patent number: 6660812
    Abstract: Disclosed is a system of making an olefin derivative from a dilute olefin feed. Dilute olefin is sent to an olefin reaction unit to form an olefin derivative product. The olefin derivative product is recovered from the reaction unit while a vent stream is also removed. Olefin is separated from the vent stream, and the olefin is sent to the olefin reaction unit for additional processing.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: December 9, 2003
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Minquan Cheng, Marc L. DeChellis, David R. Lumgair, Jr., Russell D. Sellen, Gary F. Janda
  • 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
  • Publication number: 20020107422
    Abstract: There are disclosed a composition comprising
    Type: Application
    Filed: February 5, 2002
    Publication date: August 8, 2002
    Inventors: Noriyuki Doi, Shinzo Seko, Kazutaka Kimura, Toshiya Takahashi
  • Patent number: 6406680
    Abstract: This invention describes a new type of X-ray contrast agents. It has been found that iodinated alkenes containing one or several C═C double bonds substituted with electronic neutral substituents and iodine can be used as X-ray contrast agents. Also new iodoalkene compounds are described.
    Type: Grant
    Filed: September 6, 2000
    Date of Patent: June 18, 2002
    Assignee: Nycomed Imaging AS
    Inventor: Hanno Priebe
  • Patent number: 6403789
    Abstract: A halogenating agent of the formula (1) and a method of halogenating hydroxyl group wherein R1 and R2 are the same or different and are each ethyl, propyl, isopropyl, butyl, isobutyl or allyl; X is chlorine atom or bromine atom; and Y is chlorine ion, bromine ion, dichlorophosphate ion, dibromophosphate ion, chlorosulfonate ion, bromosulfonate ion, chlorooxalate ion or bromooxalate ion.
    Type: Grant
    Filed: September 26, 2000
    Date of Patent: June 11, 2002
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Daisuke Suzuki, Ryo Kikuchi, Masaru Yasui
  • Patent number: 6388151
    Abstract: A method for synthesizing tetramethylcyclopentadiene from 2,3-dibromobutane is described. A 2-bromo-2-butene Grignard is reacted with an ethyl formate to produce a 3,5-dimethyl-2,5-heptadiene-4-ol magnesium bromide which is then quenched with acetic acid to produce 3,5-dimethyl-2,5-hepadiene-4-ol.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: May 14, 2002
    Assignee: Boulder Scientific Company
    Inventors: Jeffrey M. Sullivan, Richard D. Crawford
  • Publication number: 20020045784
    Abstract: In a process for production of allyl chloride whereby allyl alcohol and hydrogen chloride are reacted in the presence of a catalyst and the resulting allyl chloride is distilled off from the reaction system, the by-production of diallyl ether is suppressed by lowering the molar concentration ratio of hydrogen chloride with respect to allyl alcohol in the reaction solution ([AAL]½/[HCL]).
    Type: Application
    Filed: February 15, 2001
    Publication date: April 18, 2002
    Inventors: Kenji Usui, Shoichi Oishi, Toshitaka Hiro, Tatsuharu Arai
  • Patent number: 6271280
    Abstract: Intermediate compositions comprising ethynylorgano polyorganosiloxanes are prepared by hydrosilylation of an olefinic hydroxy compound followed by reaction with a propargyl halide, or by hydrosilylation of a diethynyl compound. The intermediate compositions may be oxidatively coupled to form poly(conjugated diacetylenic)polyorganosiloxanes. The latter may be cured thermally or by radiation to form cured compositions useful as release coatings or conformal coatings.
    Type: Grant
    Filed: April 19, 2000
    Date of Patent: August 7, 2001
    Assignee: General Electric Company
    Inventors: Sylvie Louise Boileau, Anna Elzbieta Kowalewska, Laurent Bouteiller, Matthew David Butts, Slawomir Rubinsztajn
  • Patent number: 6153648
    Abstract: Iodopropargylamine compound of the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, or R.sup.1 and R.sup.2 combine with each other to form a tetramethylene group or a pentamethylene group, R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and X and Y each independently represent a cyano group, an alkoxycarbonyl group having 2 to 7 carbon atoms, an alkylcarbonyl group having 2 to 7 carbon atoms, an alkylsulfonyl group having 1 to 6 carbon atoms, a phenylcarbonyl group or a phenylsulfonyl group, provided that the phenyl group of a phenylcarbonyl group or a phenylsulfonyl group may be optionally substituted by halogen atoms, alkyl groups having 1 to 3 carbon atoms, alkoxy groups having 1 to 3 carbon atoms, nitro groups or trifluoromethyl groups.
    Type: Grant
    Filed: February 23, 2000
    Date of Patent: November 28, 2000
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Kenji Makino, Shinichi Igarashi, Mitsugu Futagawa
  • Patent number: 6087535
    Abstract: This invention provides an improved process for the preparation of chloroalkynes from alkynyl alcohols. The chloroalkynes can be employed to prepare alkynyl amines which are useful for the manufacture of biologically active materials. The present invention reduces the hazards of the chlorination reaction, eliminates or greatly reduces by-product formation, and provides certain environmental benefits.
    Type: Grant
    Filed: January 7, 1999
    Date of Patent: July 11, 2000
    Assignee: Rohm and Haas Company
    Inventors: Renee Caroline Roemmele, Andrew William Gross, David Wayne Mosley
  • Patent number: 5929287
    Abstract: This invention relates to a process for the selective monochlorination or dichlorination of certain substituted alkenes using trichloroisocyanuric acid. The chlorinated alkenes can be easily hydrolyzed to provide .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones with a high degree of selectivity. The resulting .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones have utility as fungicides or function as useful intermediates for fungicides.
    Type: Grant
    Filed: April 13, 1998
    Date of Patent: July 27, 1999
    Assignee: Rohm and Haas Company
    Inventors: Renee Caroline Roemmele, Heather Lynnette Rayle
  • Patent number: 5723703
    Abstract: A process for the removal of (cyclo)aliphatic hexene and hexadiene isomers from allyl chloride, characterized by a chlorination step which is performed in the liquid phase.
    Type: Grant
    Filed: July 19, 1995
    Date of Patent: March 3, 1998
    Assignee: Shell Oil Company
    Inventors: Abe Wiebe De Jong, Timothy Michael Nisbet
  • Patent number: 5545388
    Abstract: Methods for synthesis of chemical compounds by catalytic transfer hydrogenation comprise forming a mixture of a starting material, a hydrogen donor material and a catalyst. The catalyst is selected from a catalytic form of carbon, a polyethylene glycol phase transfer agent, and mixtures thereof. The mixture is heated at a temperature of from 30.degree. to 400.degree. C. in the presence of at least one alkali or alkaline earth metal compound to cause reduction of the starting material by catalytic transfer hydrogenation and form the desired chemical compound product.
    Type: Grant
    Filed: March 29, 1995
    Date of Patent: August 13, 1996
    Inventors: Charles J. Rogers, Alfred Kornel
  • Patent number: 5504173
    Abstract: Process for preparing the (E)-isomer of a compound (II) by contacting the (E) or (Z) isomer of the 2-methylphenyl precursor, or a mixture of both, with bromine in an organic solvent, in the presence of a polymeric base and light.
    Type: Grant
    Filed: February 9, 1995
    Date of Patent: April 2, 1996
    Assignee: Zeneca Limited
    Inventors: Alfred G. Williams, Nicholas R. Foster
  • Patent number: 5478548
    Abstract: Methods for synthesis of chemical compounds by catalytic transfer hydrogenation comprise forming a mixture of a starting material, a hydrogen donor material and a catalyst. The catalyst is selected from a catalytic form of carbon, a polyethylene glycol phase transfer agent, and mixtures thereof. The mixture is heated at a temperature of from 30.degree. to 400.degree. C. in the presence of at least one alkali or alkaline earth metal compound to cause reduction of the starting material by catalytic transfer hydrogenation and form the desired chemical compound product.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: December 26, 1995
    Inventors: Charles J. Rogers, Alfred Kornel
  • Patent number: 5334789
    Abstract: Disclosed are an oxychlorination catalyst comprising a carrier material, and a palladium compound, a copper compound and a vanadium compound which are supported on the carrier material; an oxychlorination catalyst comprising a carrier material, and a palladium compound, a copper compound, a vanadium compound and an alkaline earth metal compound which are supported on the carrier material; processes for preparing these catalysts; and a method for oxychlorination of an olefin or an aromatic hydrocarbon using one of these catalysts.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masashi Komatsu, Michio Yamamoto, Masaru Ishino, Gohfu Suzukamo
  • Patent number: 5332791
    Abstract: Hydrocarbons and polymers thereof, of the structure (I)R--C(CH.sub.3).sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CH.dbd.CH--CH.sub.2 --Cl (I)where R is a hydrocarbon radical, are prepared by reacting corresponding starting materials which contain chlorine bonded to tertiary carbon, of the structureR--C(CH.sub.3).sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --Cl (II)with from 1 to 10 moles of butadiene in the presence of a Friedel-Crafts catalyst in a solvent which is inert to the catalyst, and the hydrocarbons or polymers thereof can be reacted in a further step of the process with a compound from the group comprising ammonia, primary or secondary amine or polyamine, amino alcohol, amino ether, hydrazine or hydrazine which is substituted up to three times.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: July 26, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Konrad Knoll, Klaus Bronstert, Dietmar Bender
  • Patent number: 5292973
    Abstract: An improvement is proposed for the removal of the precipitates of a phosphine oxide compound as a by-product from a mixture thereof with an olefin compound obtained by the Wittig reaction for the preparation of the olefin compound from a phosphorane compound and a carbonyl compound. Instead of the conventional procedure of filtration to remove the precipitates, the mixture in a hydrocarbon solvent, after replacement of a non-hydrocarbon solvent with a hydrocarbon solvent, if necessary, is admixed with a lower carboxylic acid such as acetic acid so that the precipitates of the phosphine oxide are dissolved forming a viscous fluid which is immiscible with the mixture of the olefin compound and the hydrocarbon solvent. The fluid containing the dissolved phosphine oxide compound can be easily removed by phase separation so that a great increase is obtained in the yield of the desired olefin compound.
    Type: Grant
    Filed: June 24, 1993
    Date of Patent: March 8, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takehiko Fukumoto, Akira Yamamoto
  • Patent number: 5283383
    Abstract: The present invention relates to a new antitumor compound, a method for isolating same from a red alga, antitumor compositions containing same and methods of using same for treating patients with cancer. The compound of the present invention is 6(R)-bromo-3(S)-bromomethyl-7-methyl-2,3,7-trichloro-1-octene.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: February 1, 1994
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Michael R. Boyd, John H. Cardellina, II, Richard W. Fuller, Kenneth M. Snader, Jon Clardy
  • Patent number: 5247124
    Abstract: A process for preparing a substituted styrene by reacting a bisarylalkyl ether in the presence of an acid catalyst is disclosed. The process is preferably used for the preparation of 4-acetoxystyrene from 4,4'-(oxydiethylidene)bisphenol diacetate and 4-methoxystyrene from 4,4'-(oxydiethylidene)bisphenol dimethyl ether. A process for preparing a bisarylalkyl ether by reacting a corresponding arylalkanol in the presence of an acid catalyst is also disclosed.
    Type: Grant
    Filed: August 25, 1992
    Date of Patent: September 21, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Brad L. Smith, George Kvakovszky
  • Patent number: 5243109
    Abstract: Tribromostyrene (TBS) is produced by the preparation of a TBS precursor, which is .beta.-bromoethyl-tribromobenzene (.beta.-BrBr.sub.3), and the successive elimination of hydrogen bromide from said precursor. The precursor is prepared by selective bromination of phenethyl bromide (.beta.-Br), wherein the molar ratio of bromine to phenethyl bromide is comprised between 2.5 and 3.5, and preferably between 3.1 and 3.3 included; and by adding bromine, after an initial addition, at a controlled molar rate.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: September 7, 1993
    Assignee: Bromine Compounds Ltd.
    Inventors: Nurit Kornberg, David Beneish, Michael Peled
  • Patent number: 5175382
    Abstract: 1,2-Dichloroethane is prepared by reacting ethylene, hydrogen chloride and oxygen or an oxygen-containing gas in the presence of a copper-containing catalyst by a process in which first hydrogen chloride and oxygen or an oxygen-containing gas are reacted in the presence of the catalyst, then ethylene is added, and the mixture is reacted in the presence of the said catalyst.
    Type: Grant
    Filed: January 5, 1988
    Date of Patent: December 29, 1992
    Inventors: Werner Hebgen, Gerd Krome, Erhard Stahnecker
  • Patent number: 5118874
    Abstract: Compounds of the formula ##STR1## in which, independently of one another, each R is OH or lower alkyl having 1-4 carbon atoms and each R' is hydrogen or lower alkyl having 1-4 carbon atoms, are prepared by the condensation of partially fluorinated aromatic hydrocarbons in the presence of hydrogen fluoride or by the reductive coupling of partially fluorinated aromatic compounds. The compounds are used as a starting material for the preparation of partially fluorinated polycondensates.
    Type: Grant
    Filed: June 20, 1991
    Date of Patent: June 2, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Appel, Gunter Siegemund
  • Patent number: 5091603
    Abstract: In the process, a copper/rhodium catalyst impregnated with 0.1 to 10.0% by weight, based on the total weight of active charcoal catalyst support and active components, of a water-soluble phosphonium halide is employed for the preparation of trichloroelethylene from perchloroethylene and hydrogen.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: February 25, 1992
    Assignee: Wacker-Chemie GmbH
    Inventors: Willibald Dafinger, Wolfdietrich Gabler, Eduard Pichl, Roman Hierzegger
  • Patent number: 5073659
    Abstract: A terpene compound having the formula (III) is produced by reacting an allylic halide having the formula (I) with a Grignard reagent having the formula (II) in the presence of anhydrous zinc chloride and a copper compound or an organic zinc halide compound having the formula (IV) in the presence of a copper compound, provided that when A-A is C-C, R' is hydrogen and when A-A is C=C, X is chlorine.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: December 17, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Kichisaburo Hamamura, Yutaka Ohnuki, Yukio Narabe, Yoshihiro Hisatake, Takashi Banba, Shizumasa Kijima
  • Patent number: 5055622
    Abstract: Novel Styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: October 8, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 5030765
    Abstract: The present invention is concerned with novel tetrahydronaphthalene and indane derivatives of the formula ##STR1## useful as for combatting dermatoses as well as neoplasmas.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: July 9, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 5030764
    Abstract: Novel styryl-tetrahydronaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: July 9, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: RE34761
    Abstract: In the process, a copper/rhodium catalyst impregnated with 0.1 to 10.0% by weight, based on the total weight of active charcoal catalyst support and active components, of a water-soluble phosphonium halide is employed for the preparation of trichloroelethylene from perchloroethylene and hydrogen.
    Type: Grant
    Filed: October 15, 1993
    Date of Patent: October 18, 1994
    Assignee: Wacker-Chemie GmbH
    Inventors: Willibald Dafinger, Wolfdietrich Gabler, Eduard Pichl, Roman Hierzegger