Phosphorus, Sulfur, Or Halogen Containing Material Utilized Patents (Class 568/404)
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Patent number: 8987531Abstract: The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.Type: GrantFiled: March 5, 2013Date of Patent: March 24, 2015Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Myles B. Herbert, Zachary K. Wickens, Vanessa M. Marx, Benjamin K. Keitz, Koji Endo
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Patent number: 8853462Abstract: Hexafluoroacetone or a hydrate thereof is produced with a high yield by subjecting a 1-fluoro-4,4-bis(trifluoromethyl)-2,3,5-trioxolanyl ether compound represented by the general formula: wherein R is an alkyl group having 1 to 8 carbon atoms, an aryl group, or a benzyl group, which has been obtained by ozone oxidation of a heptafluoroisobutenyl ether compound, to a reduction reaction in the presence of a reducing agent selected from dialkyl sulfide containing an alkyl group having 3 or 4 carbon atoms, diaryl sulfide, diaryl disulfide, and diaralkyl sulfide.Type: GrantFiled: May 10, 2012Date of Patent: October 7, 2014Assignee: Unimatec Co., Ltd.Inventors: Yuta Ogawa, Yusuke Takahashi, Akira Endo, Sunao Ikeda
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Publication number: 20130272978Abstract: The present invention relates to the use of dihydroxyacetone monoethers as self-tanning substance, to preparations comprising dihydroxyacetone monoethers, and to certain dihydroxyacetone monoethers and to a process for the preparation thereof.Type: ApplicationFiled: November 30, 2011Publication date: October 17, 2013Applicant: MERCK PATENT GMBHInventors: Philipp Buehle, Thomas Rudolph
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Patent number: 8552222Abstract: The present invention relates to a continuous process for producing a haloalkenone ether of the Formula (I) wherein R1 is C1-C6 haloalkyl, R2 is a C1-C6 alkyl or phenyl, the process comprising:—(i) reacting, in a first continuous stirred tank reactor comprising a solvent, a halide of Formula (II) wherein R1 is as previously defined and R3 is halogen, with a vinyl ether of Formula (III) wherein R2 is as previously defined, to form an intermediate compound of Formula (IV), wherein the concentration of the vinyl ether of Formula (III) in the reaction mass is 15% or less w/w; and (ii) transferring the reaction mass from the first continuous stirred tank reactor into a subsequent continuous stirred tank reactor, wherein the conditions within the subsequent reactor permit the elimination of hydrogen halide (HR3) from the intermediate compound of Formula (IV) to provide the haloalkenone ether of Formula (I).Type: GrantFiled: March 2, 2010Date of Patent: October 8, 2013Assignee: Syngenta Crop Protection LLCInventors: David Anthony Jackson, Florian Schleth, Devender Singh Negi, Werner Pfaff
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Patent number: 8552221Abstract: A process for preparing a halogenated precursor of an alkenone, which comprises reacting a carboxylic acid halide with a vinyl ether in a liquid reaction medium under turbulent conditions and a process for preparing an alkenone, by eliminating hydrogen halide from said precursor to form the alkenone.Type: GrantFiled: July 5, 2010Date of Patent: October 8, 2013Assignee: Solvay SAInventors: Max Josef Braun, Stefan Palsherm, Uta Claassen
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Publication number: 20130231499Abstract: The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.Type: ApplicationFiled: March 5, 2013Publication date: September 5, 2013Inventors: ROBERT H. GRUBBS, MYLES B. HERBERT, ZACHARY K. WICKENS, VANESSA M. MARX
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Patent number: 8519195Abstract: Process for preparing an alkenone, which comprises (a) reacting a carboxylic acid halide with a vinyl ether by introducing vinyl ether into a liquid reaction medium containing carboxylic acid halide to form a halogenated precursor of the alkenone and (b) eliminating hydrogen halide from said precursor to form the alkenone.Type: GrantFiled: July 6, 2009Date of Patent: August 27, 2013Assignee: Solvay SAInventors: Max Braun, Alain Lambert
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Patent number: 8440865Abstract: Process for preparing an alkenone, which comprises the following steps: (a) providing a halogenated precursor of the alkenone; and (b) eliminating the hydrogen halide from said precursor to form the alkenone by a thermolysis treatment selected from the group consisting of flash thermolysis, vacuum thermolysis, and thermolysis under stripping with inert gas.Type: GrantFiled: July 5, 2010Date of Patent: May 14, 2013Assignee: SOLVAY SAInventors: Max Braun, Stefan Palsherm, Uta Claassen, Alain Lambert
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Patent number: 8426650Abstract: A process for preparing a halogenated precursor of an alkenone, which comprises reacting a carboxylic acid halide with a vinyl ether in a liquid reaction medium comprising an alkenone or a halogenated precursor of the alkenone, and a process for preparing an alkenone, which comprises (a) reacting a carboxylic acid halide with a vinyl ether by introducing vinyl ether into a liquid reaction medium containing carboxylic acid halide to form a halogenated precursor of the alkenone and (b) eliminating hydrogen halide from said precursor to form the alkenone.Type: GrantFiled: July 5, 2010Date of Patent: April 23, 2013Assignee: Solvay SAInventors: Max Braun, Stefan Palsherm, Uta Claassen
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Patent number: 8394995Abstract: The invention provides a process for the preparation of a carbonyl compound in high efficiency by oxidizing an alcohol. The process for the preparation of a carbonyl compound of the present invention includes a step of oxidizing an alcohol in the presence of a compound of the formula (I) or a derivative or a salt thereof, and an oxidant, wherein R1 and R2 independently represent hydrogen, a halogen, a nitro or acidic group, or an alkyl or alkoxy group, each of which optionally has a substituent, or R1 and R2 combine the two carbon atoms to which they are boned to form an aromatic ring.Type: GrantFiled: August 29, 2008Date of Patent: March 12, 2013Assignee: National University Corporation Nagoya UniversityInventors: Kazuaki Ishihara, Muhammet Uyanik, Yukihiro Isogai, Suguru Ohara
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Patent number: 8269047Abstract: A method for preparing an ?-halo enal or enone from an unprotected propargyl alcohol and an electrophilic halogen source catalyzed by the combination of a gold catalyst complex and a metal co-catalyst complex is disclosed. The method can be further enhanced by addition of an additive that facilitates suppression of a des-halo derivative.Type: GrantFiled: July 6, 2010Date of Patent: September 18, 2012Assignee: Board of Regents of the Nevada System of Higher Education, on behalf of the University of Nevada, RenoInventors: Liming Zhang, Longwu Ye
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Publication number: 20120116128Abstract: A process for preparing a halogenated precursor of an alkenone, which comprises reacting a carboxylic acid halide with a vinyl ether in a liquid reaction medium comprising an alkenone or a halogenated precursor of the alkenone, and a process for preparing an alkenone, which comprises (a) reacting a carboxylic acid halide with a vinyl ether by introducing vinyl ether into a liquid reaction medium containing carboxylic acid halide to form a halogenated precursor of the alkenone and (b) eliminating hydrogen halide from said precursor to form the alkenone.Type: ApplicationFiled: July 5, 2010Publication date: May 10, 2012Applicant: SOLVAY SAInventors: Max Braun, Stefan Palsherm, Uta Claassen
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Publication number: 20110087052Abstract: Process for preparing an alkenone, which comprises (a) reacting a carboxylic acid halide with a vinyl ether by introducing vinyl ether into a liquid reaction medium containing carboxylic acid halide to form a halogenated precursor of the alkenone and (b) eliminating hydrogen halide from said precursor to form the alkenone.Type: ApplicationFiled: July 6, 2009Publication date: April 14, 2011Applicant: SOLVAY SAInventors: Max Braun, Alain Lambert
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Publication number: 20110021806Abstract: A method for preparing an ?-halo enal or enone from an unprotected propargyl alcohol and an electrophilic halogen source catalyzed by the combination of a gold catalyst complex and a metal co-catalyst complex is disclosed. The method can be further enhanced by addition of an additive that facilitates suppression of a des-halo derivative.Type: ApplicationFiled: July 6, 2010Publication date: January 27, 2011Applicant: Board of Regents of the Nevada System of Higher Education, on behalf of the Univ of Nevada, RenoInventors: Liming Zhang, Longwu Ye
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Patent number: 7528286Abstract: 4-Chloro-4-alkoxy-1,1,1-trifluoro-2-butanones, prepared by reacting alkyl vinyl ethers with trifluoroacetyl chloride, are useful for preparing 4-alkoxy-1,1,1-trifluoro-3-buten-2-ones.Type: GrantFiled: June 27, 2008Date of Patent: May 5, 2009Assignee: Dow AgroSciences LLCInventor: Douglas C. Bland
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Publication number: 20090005603Abstract: 4-Chloro-4-alkoxy-1,1,1-trifluoro-2-butanones, prepared by reacting alkyl vinyl ethers with trifluoroacetyl chloride, are useful for preparing 4-alkoxy-1,1,1-trifluoro-3-buten-2-ones.Type: ApplicationFiled: June 27, 2008Publication date: January 1, 2009Applicant: Dow AgroSciences LLCInventor: Douglas C. Bland
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Publication number: 20080200733Abstract: The present invention relates to processes for the preparation of purified solanesol, solanesyl bromide & solanesyl acetone. Solanesyl acetone has the chemical name—all—trans 6,10,14,18,22,26,30,34,38-nonamethyl-5,9,13,17,21,25,29,33,37-triacontanonaen-2-one, of formula 1 and is used for synthesis of coenzyme Q10.Type: ApplicationFiled: June 21, 2006Publication date: August 21, 2008Applicant: NICHOLAS PIRAMAL INDIA LIMITEDInventors: Abhay Upare, Ganesh Wagh, Amit Chavan, Wazid Sajjad Jafri, Sabapathi Selvakumar, Mita Roy
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Patent number: 7319172Abstract: Methylheptenone (2-methyl-2-hepten-6-one) is prepared by reacting 2-methyl-3-buten-2-ol with isopropenyl methyl ether in the presence of hydrogen tris(oxalato)phosphate or hydrogen bis(oxalato)borate.Type: GrantFiled: January 27, 2005Date of Patent: January 15, 2008Assignee: DSM IP Assets B.V.Inventors: Fabrice Aquino, Werner Bonrath, Aljosa Crevatin
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Patent number: 6977314Abstract: A method for preparing ketones in greater yield and selectivity compared to previous catalyzed reactions by acid-catalyzed condensation reaction using a metal-doped polysulfonated ion exchange resin catalyst is disclosed. For example, use of polysulfonated ion exchange resins having at least 5.0 milliequivalents sulfonic acid groups/gram catalyst and loaded with metal, such as palladium, provides enhanced yields of methyl isobutyl ketone from the condensation reaction of acetone compared to use of conventional monosulfonated ion exchange resin catalysts.Type: GrantFiled: December 3, 2002Date of Patent: December 20, 2005Assignee: Rohm and Haas CompanyInventors: Mark Thornton Vandersall, Rudolf Alfred Weinand
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Patent number: 6867307Abstract: Intermediate compounds which can be used in the preparation of phytone and Vitamin E, a process for the preparation thereof, and a process for the preparation of phytone and Vitamin E from these intermediate compounds.Type: GrantFiled: July 12, 2001Date of Patent: March 15, 2005Assignee: Adisseo France S.A.S.Inventors: Jean-Erick Ancel, Pierre Meilland
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Patent number: 6723882Abstract: Dialkyl ketones are prepared by reductive carbonylation of &agr;-olefins by means of carbon monoxide and hydrogen in the presence of a catalyst system comprising (a) palladium or a palladium compound; (b) a phosphine; (c) a protic acid having a pKa of ≦4.5, measured in aqueous solution at 25° C.; and (d) a solubilizable carboxamide.Type: GrantFiled: July 18, 2002Date of Patent: April 20, 2004Assignee: BASF AktiengesellschaftInventors: Michael Slany, Martin Schäfer, Michael Röper
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Patent number: 6720456Abstract: The present invention relates to a novel process for the preparation of 2,3-pentanedione starting with hydroxyacetone and paraldehyde.Type: GrantFiled: November 7, 2002Date of Patent: April 13, 2004Assignee: Symrise GmbH & Co. KGInventors: Stefan Lambrecht, Oliver Franke, Klaus Zahlmann
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Patent number: 6689917Abstract: The present invention provides a process for producing a linear perfluoroalkanone or a perfluorocycloalkanone, which comprises using as a starting material a combination of the same or different kinds of compounds that are selected from perfluoroalkanoyl halides represented by the formula: F(CF2)nCOX wherein X is F, Cl, Br or I and n is an integer of 1 to 8, or a perfluoroalkanedioyl dihalide represented by the formula: XOC(CF2)nCOX wherein X is F, Cl, Br or I and n is an integer of 3 to 8, and reacting the starting material with a metal carbonate or metal carbonates. According to the present invention, perfluoroalkanones can be produced with a good yield from relatively easily available starting materials by a simple synthesis method.Type: GrantFiled: October 18, 2002Date of Patent: February 10, 2004Assignee: Daikin Industries, Ltd.Inventors: Kouzou Noda, Hirokazu Aoyama
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Patent number: 6667422Abstract: A process for preparing an &agr;-haloketone of the formula (1) where R1 is an optionally heteroatom-containing and optionally substituted hydrocarbon radical, R2 is a hydrogen, alkyl, aralkyl or aryl radical, and X is a halogen radical, by reacting a carboxylic acid derivative of the general formula (2) where L is a leaving group, with a mono- or dienolate of a silyl ester of the formula (3) where R3 and R4 are identical or different alkyl, aryl, alkenyl or aralkyl radicals; and hydrolyzing the reaction product immediately afterwards by adding acid and decarboxylating to (1). The product &agr;-haloketone may be reduced to the corresponding &agr;-haloalcohol.Type: GrantFiled: September 3, 2002Date of Patent: December 23, 2003Assignee: Consortium fuer Elektrochemische Industrie GmbHInventors: Dieter Heldmann, Juergen Stohrer
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Patent number: 6506942Abstract: The invention relates to a process for the preparation of a carbonyl compound of the general formula (1) R1R2C═O (1), in which a &bgr;-hydroxycarboxylic acid or its salt of the general formula (2) R1R2C(OH)—CR3R4—COOM (2) is cleaved in the presence of a Brönstedt base which is selected from hydroxides, alkanolates, oxides, amides and hydrides of the alkali metals and alkaline earth metals, and in the presence of a hydroxyl-free solvent, R1, R2, R3, R4 and M having the meanings from claim 1.Type: GrantFiled: October 12, 2001Date of Patent: January 14, 2003Assignee: Consortium Fur Elektrochemische Industrie GmbHInventors: Klas Sorger, Hermann Petersen, Juergen Stohrer
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Publication number: 20020161265Abstract: The invention relates to a process for the selective oxidation of alcohols to ketones or to aldehydes by means of an alkali hypohalite under alkaline conditions, which comprises carrying out the oxidation in the presence of a heterogeneous oxidation catalyst that is insoluble in the reaction medium and is selected from the group comprising the compounds of formula (I) 1 2Type: ApplicationFiled: June 7, 2002Publication date: October 31, 2002Inventors: Reinhard Sommerlade, Hansjorg Grutzmacher, Souad Boulmaaz
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Patent number: 6002047Abstract: The present invention is concerned with a process for the catalytic hydrogenation of organic compounds on a catalyst of amorphous metal alloys and in a solvent, with the hydrogenation being carried out under near-critical or supercritical conditions of the solvent. The amorphous metal alloys can be produced by the shock cooling of alloy melts having eutectic solidification points. By hydrogenation at hydrogen partial pressures between 5 and 400 bar there is obtained outstanding space-time yields with high long-term stability of the catalytic activity.Type: GrantFiled: October 28, 1997Date of Patent: December 14, 1999Assignee: Roche Vitamins Inc.Inventors: Michael Jansen, Claus Rehren
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Patent number: 5817882Abstract: Serricornin, the attractant pheromone of the cigarette beetle, is synthesized in high enantiomeric and diastereomeric purity via a series of reactions of asymmetric 2-(1-haloalkyl)-1,3,2-dioxaborolanes with Grignard reagents, which lead to the key intermediate ?,S-(R*,R*,R*)!-2-ethyl-3,5-dimethyl-l-octen-6-ol. Oxidative cleavage of the carbon-carbon double bond of ?S-(R*,R*,R*)!-2-ethyl-3,5-dimethyl-l-octen -6-ol with osmium tetroxide and sodium periodate yields serricornin.Type: GrantFiled: September 4, 1997Date of Patent: October 6, 1998Assignee: Washington State University Research FoundationInventors: Donald S. Matteson, Rajendra P. Singh
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Patent number: 5689011Abstract: The present invention provides a process for the production of glyoxals which comprises effecting the oxidative dehydrogenation of a glycol at a temperature of 400.degree. to 700.degree. C. in the presence of a silver-based catalyst composed of silver and at least one element selected from the group consisting of gold, platinum, rhodium and palladium, and phosphorus or a phosphorus compound, as well as such catalysts. These process and catalysts make it possible to produce high-quality glyoxals in high yield and with industrial advantages while minimizing the contents of unreacted raw material and reaction intermediates such as glycolaldehyde and acetol.Type: GrantFiled: May 18, 1995Date of Patent: November 18, 1997Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Kazuo Wakimura, Kazuhuyu Sudoh, Masao Tanaka, Hatuo Inoue, Nobuhisa Iwane
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Patent number: 5510538Abstract: A process for the selective oxidation of a primary or secondary alcohol to an aldehyde or ketone and for the oxidation of a 1,2-diol to an .alpha.-ketol or .alpha.-diketone, which comprises contacting the alcohol or 1,2-diol with o-iodoxybenzoic acid. This process is suited for selective oxidation of alcohols containing easily oxidizable groups, such as amino or thioether groups and easily oxidizable heterocycles.Type: GrantFiled: December 16, 1994Date of Patent: April 23, 1996Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventors: Marco Frigerio, Simona Sputore, Marco Santagostino
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Patent number: 5466879Abstract: A method of making hexafluoroacetone from hexafluoroacetone oxime comprising heating hexafluoroacetone oxime (or solvent complex thereof) with a concentrated mineral acid to yield hexafluoroacetone. Also a method of making hexafluoroacetone oxime from hexafluoroisobutyroyl carbanion alkylammonium salts. The oxime can be prepared by reacting the salts in solvent with an alkali or alkaline earth metal nitrite and subsequently decarboxylating and hydrolyzing the reaction product, or alternatively, reacting the salts in a solvent with dinitrogen tri- or tetra-oxide and subsequently decarboxylating and hydrolyzing the reaction product.Type: GrantFiled: November 18, 1994Date of Patent: November 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventor: Yuri Cheburkov
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Patent number: 5449844Abstract: The present invention relates to a new method of condensing polyenic compounds wherein a compound having the formula III ##STR1## is condensed with a compound having the formula IV ##STR2## under the influence of a Lewis acid or a protic acid. R.sub.1 through R.sub.7 represent alkyl or alkenyl groups, A' is preferably chlorine, B is preferably a hydroxyl group, and n' is 0 to 10. The invention also relates to novel intermediates for use in the preparation of Vitamins A and E produced by means of the new method.Type: GrantFiled: November 27, 1992Date of Patent: September 12, 1995Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Jean-Erick Ancel, Bienayme, Hugues, Lucette Duhamel, Pierre Duhamel
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Patent number: 5446203Abstract: Alternative methods for synthesizing haloenones and haloakenes and their use as starting materials for synthesis of substituted or unsubstituted alkyl and aryl substituted enones and alkenes, including tamoxifen and tamoxifen analogs, using such haloenones and haloalkenes.Type: GrantFiled: July 29, 1993Date of Patent: August 29, 1995Assignee: New York UniversityInventor: Edward McNelis
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Patent number: 5380755Abstract: The present invention provides alkyl and alkylbenzyl ethers of substituted hydroquinones and pharmaceutical compositions containing them. The present invention further provides methods of using these compounds and compositions to inhibit monoamine oxidase, particularly monoamine oxidase B. The present invention further provides methods for the treatment of diseases involving monoamine oxidase.Type: GrantFiled: July 24, 1992Date of Patent: January 10, 1995Assignee: The Du Pont Merck Pharmaceutical CompanyInventors: Argyrios G. Arvanitis, Everett L. Scholfield
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Patent number: 5367032Abstract: Epoxides are converted selectively to the corresponding carbonyl-containing compounds by reacting the epoxide with an oxidizing agent, typically hydrogen peroxide, in a liquid aqueous/organic two-phase system comprising:(a) an organic phase substantially containing the epoxide, and(b) an aqueous acidic phase substantially containing the oxidizing agent, in the presence of an onium compound capable of achieving phase partitioning and a catalytic system comprising a first catalyst component which is at least one element selected from tungsten, molybdenum, vanadium and chromium, or a compound containing at least one of the aforesaid elements, and a second catalyst component which is a phosphorus (V) acid or a species convertible to a phosphorus (V) acid.Type: GrantFiled: January 11, 1994Date of Patent: November 22, 1994Assignee: BP Chemicals LimitedInventors: David A. Hancock, David J. Moreton, Lee J. Morton
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Patent number: 5210316Abstract: The present invention provides a modified turmeric. The modified turmeric is a phosphorylated turmeric that results in a structure having greatly improved stability in the presence of light, and solubility in the presence of a solution. The invention produces a natural dye for use as a substitute for yelIow dye No. 5.Type: GrantFiled: February 4, 1991Date of Patent: May 11, 1993Assignee: University of ArkansasInventors: Luoqing Yang, Ron Buescher
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Patent number: 5120879Abstract: Polyoxypropylene diketones are prepared by initially adding predetermined amounts of a mono- or dicarboxylic acid having a pK<4.5 and a water solubility at 25.degree. C. of >1%, a polyoxypropylene glycol and, optionally, water, to a reaction zone and thereafter adding an aqueous solution of an alkali metal or an alkaline earth metal hypochlorite oxidant to the reaction zone with agitation under reaction conditions including a temperature of about 10.degree. to about 50.degree. C., a pressure of about 0 to 1,000 psig. and a total reaction time of about 0.5 to 20 hours, whereby said polyoxypropylene glycol will be substantially selectively converted to the said corresponding diketone, and recovering said diketone.Type: GrantFiled: May 30, 1991Date of Patent: June 9, 1992Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis
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Patent number: 5057626Abstract: A process for the synthesis of alpha,alpha-difluoroketones from alpha,alpha-difluoroacylsilanes and intermediates therefor.Type: GrantFiled: October 1, 1990Date of Patent: October 15, 1991Assignee: Pfizer Inc.Inventor: Peter A. McCarthy
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Patent number: 5055585Abstract: Novel aminoketones useful as central muscle relaxants and their preparation processes are disclosed. The disclosed processes are novel processes which do not use any heavy metal in view of the facts that their products are will be used as drugs and which require no complex purification step such as liberation of the aminoketones from their hydrochlorides or the like.Type: GrantFiled: January 31, 1991Date of Patent: October 8, 1991Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Akira Matsubara, Kazuya Sakai, Hideki Tanada, Hironori Komatsu
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Patent number: 4960948Abstract: Polyoxypropylene diketones are prepared by initially adding predetermined amounts of glacial acetic acid, a polyoxypropylene glycol and, optionally, water, to a reaction zone and thereafter adding an aqueous solution of an alkali metal or an alkaline earth metal hypochlorite oxidant to the reaction zone with agitation under reaction conditions including a temperature of about 10.degree. to about 50.degree. C., a pressure of about 0 to 1,000 psig. and a total reaction time of about 0.5 to 20 hours, whereby said polyoxypropylene glycol will be substantially selectively converted to the said corresponding diketone, and recovering said diketone.Type: GrantFiled: December 26, 1989Date of Patent: October 2, 1990Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis
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Patent number: 4925985Abstract: A process for the production of 4,6-dimethyl-7-hydroxynonan-3-one of specific stereochemistry is disclosed. The process results in an active (+)-serricornin.Type: GrantFiled: November 2, 1988Date of Patent: May 15, 1990Assignee: Philip Morris IncorporatedInventors: David L. Williams, William B. Edwards, III, Richard H. Cox, Daryl L. Faustini, Surnease Drew
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Patent number: 4885398Abstract: Hexafluoracetone or its hydrate is produced in a higher yield than that of the conventional process (1) by oxidizing a heptafluoroisobutenyl ether with ozone or (2) by thermally decomposing an octafluoroisobutyl ether or a heptafluoroisobutenyl ether in the presence of oxygen and an activated carbon catalyst.Type: GrantFiled: May 2, 1988Date of Patent: December 5, 1989Assignee: Nippon Mektron LimitedInventors: Takehiro Sonoi, Toshimasa Sagawa, Okimasa Yamada, Tetsuya Mizuno
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Patent number: 4876392Abstract: An improved process for preparing ketones by contacting a secondary aliphatic alcohol in the vapor phase with a trimetallic catalyst containing molybdenum, rhenium and a Group VIII noble metal.Type: GrantFiled: March 28, 1988Date of Patent: October 24, 1989Assignee: Exxon Research & Engineering CompanyInventors: Chuen Y. Yeh, Charles Savini
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Patent number: 4649223Abstract: An improved process is provided for forming ketones from the corresponding olefins in the vapor phase in the presence of water vapor employing a heterogeneous catalyst comprising rhenium compounds and complexes, optionally containing at least one metal compound or complex selected from the group consisting of Group VIB metals and Group VIII noble metals, and mixtures thereof. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.Type: GrantFiled: September 16, 1985Date of Patent: March 10, 1987Assignee: Exxon Research & Engineering Co.Inventors: Chuen Y. Yeh, Charles Savini
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Patent number: 4647702Abstract: A method for the dehydroxylation of alpha-hydroxyketone using lithium diphenylphosphide. The alpha-hydroxyketone, e.g. benzoin, is reacted with a solution of lithium diphenylphosphide followed by the addition of either an alkyl halide, e.g. methyliodide, or an alkyl halide and an organic acid, e.g. acetic acid, to yield the dehydroxylated compound, e.g. desoxybenzoin.Type: GrantFiled: November 18, 1985Date of Patent: March 3, 1987Assignee: Stauffer Chemical CompanyInventor: Andrea Leone-Bay
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Patent number: 4628120Abstract: A preparing method of optically active ketones given by a general formula ##STR1## (wherein R represents a hydrocarbon group having 2 to 20 carbon atoms and R' represents a hydrocarbon group having 1 to 20 carbon atoms. The hydrocarbon groups of R and R' may contain functional groups having no influence on the reaction. But, * represents an asymmetric carbon atom, and R represents a more electron donating group than R' (except when R=R') through the rearrangement reaction by using organoaluminum compound.Type: GrantFiled: October 16, 1984Date of Patent: December 9, 1986Assignee: Toyo Stauffer Chemical Co., Ltd.Inventors: Genichi Tsuchihashi, Keisuke Suzuki
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Patent number: 4618724Abstract: This invention deals with the use of a perfluorocarbon polymer oxidation catalyst consisting of a perfluorocarbon main chain and a side chain constructed from structural units of chromium (III) difluoromethylene sulfonate or cerium (IV) difluoromethylene sulfonate in a method of preparing a carbonyl compound through an oxidation of an alcohol.Type: GrantFiled: February 11, 1985Date of Patent: October 21, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: Hitosi Nozaki, Koichiro Oshima
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Patent number: 4604486Abstract: A method of preparing optically active ketones having the general formula ##STR1## wherein R.sup.2 and R.sup.3 indicate hydrocarbon groups having 1 to 20 carbon atoms characterized by submitting an optically active sulfonyloxy alcohol having the general formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 indicate hydrocarbon groups having carbon atoms of 1 to 20 and which optionally contain N, O, P and S. The symbol * indicates asymmetric carbon atoms to rearrangement in a solvent and in the presence of organoaluminum compounds given by the general formula R.sub.3-n.sup.4 AlX.sub.n, (wherein R.sup.4 indicates an alkyl group having carbon atoms of 1 to 20 and X indicates a halogen atom, an alkoxy group or a CN group. n is 1, 1.5 or 2).Type: GrantFiled: January 4, 1985Date of Patent: August 5, 1986Assignee: Toyo Stauffer Chemical Co., Ltd.Inventors: Genichi Tsuchihashi, Keisuke Suzuki
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Patent number: 4560804Abstract: An improved process is provided for forming ketones from the corresponding olefins by vapor phase oxidation of the olefin in the presence of water vapor, and optionally in the additional presence of molecular oxygen employing a heterogeneous catalyst comprising at least one member selected from the group consisting of Ce, Nd and La and compounds and complexes thereof, optionally containing at least one metal compound or complex selected from the group consisting of Group VIB metals and Group VIII noble metals, and mixtures thereof. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.Type: GrantFiled: July 25, 1983Date of Patent: December 24, 1985Assignee: Exxon Research & Engineering Co.Inventors: Chuen Y. Yeh, Charles Savini
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Patent number: 4560805Abstract: An improved process is provided for forming ketones from the corresponding olefins in the vapor phase in the presence of water vapor employing a heterogeneous catalyst comprising rhenium compounds and complexes, optionally containing at least one metal compound or complex selected from the group consisting of Group VIB metals and Group VIII noble metals, and mixtures thereof. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.Type: GrantFiled: July 25, 1983Date of Patent: December 24, 1985Assignee: Exxon Research & Engineering Co.Inventors: Chuen Y. Yeh, Charles Savini