Oxy Or Peroxy Containing Reactant Patents (Class 568/485)
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Patent number: 10597346Abstract: The production of solvents for applications such as heat transfer, cleaning, and degreasing, for example. In particular, the production of solvents derived from 1-chloro-3,3,3-trifluoro-propene, such as chloro and/or fluoro substituted alkanes and chloro and/or fluoro substituted trifluoropropenyl ethers.Type: GrantFiled: June 10, 2019Date of Patent: March 24, 2020Assignee: HONEYWELL INTERNATIONAL INC.Inventors: Ya Qun Liu, Hong Min Huang, Jun Liu, Rajiv R. Singh
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Patent number: 9765003Abstract: The present invention relates to a process for producing 2,6-dimethyl-5-hepten-1-al, which comprises reacting 3,7-dimethyl-1,6-octadiene (dihydromyrcene, beta-citronellene) with N2O in a solvent or solvent mixture containing at least one solvent having a proton-donating functional group.Type: GrantFiled: May 4, 2015Date of Patent: September 19, 2017Assignee: BASF SEInventors: Nicolas Vautravers, Joaquim H. Teles, Ralf Pelzer, Daniel Schneider
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Patent number: 9688597Abstract: Provided is a method for producing aldehydes that brings an excellent alcohol conversion and aldehyde selectivity while suppressing generation of aldol condensates, etc. The method for producing aldehydes includes a step of dehydrogenating primary alcohol in the presence of a catalyst composition. The catalyst composition is a first catalyst composition obtained by adding a potassium salt of a weak acid to a dehydrogenation catalyst containing copper as an active species.Type: GrantFiled: December 26, 2014Date of Patent: June 27, 2017Assignee: Kao CorporationInventors: Tsubasa Arai, Jun Kono, Yoshiharu Ataka
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Patent number: 9416081Abstract: Provided is a method for producing an aldehyde that provides a target aldehyde at a high conversion rate over an extended period of time. It is a method for producing an aldehyde comprising bringing a raw material gas containing a primary alcohol having 4 to 18 carbon atoms and water into contact with a dehydrogenation catalyst containing copper and iron so as to dehydrogenate the alcohol contained in the raw material gas, thereby obtaining an aldehyde, wherein the raw material gas has a water partial pressure of 0.2 kPa to 99 kPa.Type: GrantFiled: December 2, 2013Date of Patent: August 16, 2016Assignee: KAO CORPORATIONInventors: Ryo Nishimura, Jun Kono, Tsubasa Arai
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Patent number: 9321040Abstract: The present invention relates to a catalyst for glycerin dehydration, a preparation method thereof, and a preparation method of acrolein, and more particularly, to a catalyst for glycerin dehydration which minimizes by-product formation to improve acrolein selectivity and maintains high catalytic activity during reaction.Type: GrantFiled: June 20, 2014Date of Patent: April 26, 2016Assignee: LG Chem, Ltd.Inventors: Wang Rae Joe, Jun Seon Choi, Ji Yeon Kim, Joo Young Cheon
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Publication number: 20150126740Abstract: The present invention provides a method for producing farnesal that is useful as a production intermediate of pharmaceuticals, agricultural chemicals and perfumes. More specifically, the present invention provides a method for producing farnesal (3), comprising reacting (E)-nerolidol (1) with an oxidizing agent in the presence of a vanadium complex of the general formula (2): wherein R1 to R7 are the same as defined in the description and claims.Type: ApplicationFiled: December 21, 2012Publication date: May 7, 2015Inventors: Munenori Inoue, Hiroshi Araki, Takeshi Tanaka
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Patent number: 9000227Abstract: The present invention to a process for preparing 2-alkenals of the formula I in which R1 is selected from hydrogen and C1-C4-alkyl; and R2 is selected from hydrogen, C1-C12-alkyl, C2-C12-alkenyl, C4-C8-cycloalkyl and C6-C10-aryl, wherein C1-C12-alkyl and C1-C12-alkenyl may be substituted with C5-C7-cycloalkyl or C5-C7-cylcoalkenyl; comprising dehydrogenating an alkenol of the formula II, an alkenol of the formula III or a mixture thereof, wherein R1 and R2 are each as defined above, wherein the alkenol II, the alkenol III or a mixture thereof is brought into contact with a catalytic system comprising at least one ligand and a metal compound selected from ruthenium(II) compounds and iridium(I) compounds, and wherein the hydrogen formed during the dehydrogenation is removed from the reaction mixture by: v) reaction with a reoxidant selected from C3-C12-alkanones, C4-C9-cycoalkanones, benzaldehyde and mixtures thereof; and/or vi) purely physical means.Type: GrantFiled: November 23, 2012Date of Patent: April 7, 2015Assignee: BASF SEInventors: Thomas Schaub, Bernhard Brunner, Klaus Ebel, Rocco Paciello
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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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Publication number: 20140343326Abstract: An improved process for oxidation of at least one alcohol group of at least one chemical compound to the corresponding carbonyl group. Said process is carried out in the presence of a buffered oxidative hypohalous solution and of a nitroxide oxidation catalyst. It is characteristically carried out within a micro-reactor; the buffered oxidative hypohalous solution being extemporaneously prepared at a buffered pH comprised between 7 and less than 8.5 (7?pH<8.5).Type: ApplicationFiled: January 17, 2013Publication date: November 20, 2014Inventors: Olivier Gaurat, Clemens Rudolf Horn, Patrick Jean
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Publication number: 20140323770Abstract: The present invention to a process for preparing 2-alkenals of the formula I in which R1 is selected from hydrogen and C1-C4-alkyl; and R2 is selected from hydrogen, C1-C12-alkyl, C2-C12-alkenyl, C4-C8-cycloalkyl and C6-C10-aryl, wherein C1-C12-alkyl and C1-C12-alkenyl may be substituted with C5-C7-cycloalkyl or C5-C7-cylcoalkenyl; comprising dehydrogenating an alkenol of the formula II, an alkenol of the formula III or a mixture thereof, wherein R1 and R2 are each as defined above, wherein the alkenol II, the alkenol III or a mixture thereof is brought into contact with a catalytic system comprising at least one ligand and a metal compound selected from ruthenium(II) compounds and iridium(I) compounds, and wherein the hydrogen formed during the dehydrogenation is removed from the reaction mixture by: v) reaction with a reoxidant selected from C3-C12-alkanones, C4-C9-cycoalkanones, benzaldehyde and mixtures thereof; and/or vi) purely physical means.Type: ApplicationFiled: November 23, 2012Publication date: October 30, 2014Inventors: Thomas Schaub, Bernhard Brunner, Klaus Ebel, Rocco Paciello
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Publication number: 20140275631Abstract: This invention relates to processes for synthesizing GGA or GGA derivatives and intermediates involved therein.Type: ApplicationFiled: March 15, 2013Publication date: September 18, 2014Inventors: Obsidiana Abril-Horpel, William Haag, Ann Pierson
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Patent number: 8829255Abstract: 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: GrantFiled: February 25, 2014Date of Patent: September 9, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yuki Miyake, Miyoshi Yamashita, Takehiko Fukumoto, Naoki Ishibashi
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Patent number: 8697919Abstract: The invention discloses an intermediate 1-methoxyl-2,6,10-trimethyl-1,3,5, 9-undec-tetraene, and a preparation method and uses thereof. In the synthesis method for the current lycopene intermediate 2-pos double bond C-14 aldehyde (2,6,10-trimethyl-2,5,9-undecatriene-1-aldehyde), expensive methyl iodide, polluting dimethyl sulphide and dangerous strong base are needed, so that the method is hardly applied to industrial production. The invention provides a new compound 1-methoxyl-2,6,10-trimethyl-1,3,5,9-undec-tetraene, and pure 2-pos double bond C-14 aldehyde can be prepared by hydrolyzing and refining the compound. The synthetic route is simplified and the great suitability for industrial production is achieved.Type: GrantFiled: April 6, 2011Date of Patent: April 15, 2014Assignees: Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutical Factory, University of ShaoxingInventors: Xuejun Lao, Runpu Shen, Weidong Ye, Xiaohua Song, Luo Liu, Chunlei Wu, Xiongsheng Sun, Siping Hu
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Publication number: 20140094617Abstract: A chemical reactor including: a plurality of heat exchange plates which between them define reaction compartments, in which reactor each heat exchange plate includes two walls between them defining at least one heat exchange space, the respective walls being fixed together by joining regions, and the reactor also comprises at least one injection device for injecting substance into the reaction compartments, said substance-injection device passing through the heat-exchange plates in respective joining regions thereof. Also, a chemical reaction process that can be carried out in this reactor.Type: ApplicationFiled: June 1, 2012Publication date: April 3, 2014Applicant: ARKEMA FRANCEInventor: Jean-Luc Dubois
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Publication number: 20140088326Abstract: Disclosed is a process for the production of higher aldehydes from lower alcohols using a two-stage vapor phase heterogeneous catalyst system. Ethanol feeds afford aldehydes such as butyraldehyde and crotonaldehyde while butanol feeds yield 2-ethylhexanal and 2-ethylhexenal. Higher product selectivities are obtained when the alcohol is first dehydrogenated in the upper catalyst stage followed by aldol condensation of the resulting lower aldehyde to a higher aldehyde.Type: ApplicationFiled: September 21, 2012Publication date: March 27, 2014Applicant: EASTMAN CHEMICAL COMPANYInventors: David William Norman, Damon Ray Billodeaux, Melissa Dawn Page
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Patent number: 8680200Abstract: Novel polyglycerol aldehyde polymers are described. The polymers comprise glycerol monomers connected by ether linkages and have 3 to about 170 aldehyde groups per molecule. The polyglycerol aldehydes may be reacted with various amine-containing polymers to form hydrogel tissue adhesives and sealants that may be useful for medical applications such as wound closure, supplementing or replacing sutures or staples in internal surgical procedures such as intestinal anastomosis and vascular anastomosis, tissue repair, preventing leakage of fluids such as blood, bile, gastrointestinal fluid and cerebrospinal fluid, ophthalmic procedures, drug delivery, and preventing post-surgical adhesions.Type: GrantFiled: March 26, 2010Date of Patent: March 25, 2014Assignee: Actamax Surgical Materials LLCInventor: Henry Keith Chenault
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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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Publication number: 20130046114Abstract: The invention discloses an intermediate 1-methoxyl-2,6,10-trimethyl-1,3,5,9-undec-tetraene, and a preparation method and uses thereof. In the synthesis method for the current lycopene intermediate 2-pos double bond C-14 aldehyde (2,6,10-trimethyl-2,5,9-undecatriene-1-aldehyde), expensive methyl iodide, polluting dimethyl sulphide and dangerous strong base are needed, so that the method is hardly applied to industrial production. The invention provides a new compound 1-methoxyl-2,6,10-trimethyl-1,3,5,9-undec-tetraene, and pure 2-pos double bond C-14 aldehyde can be prepared by hydrolyzing and refining the compound. The synthetic route is simplified and the great suitability for industrial production is achieved.Type: ApplicationFiled: April 6, 2011Publication date: February 21, 2013Applicants: University of Shaoxing, Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutic al FactoryInventors: Xuejun Lao, Runpu Shen, Weidong Ye, Xiaohua Song, Luo Liu, Chunlei Wu, Xiongsheng Sun, Siping Hu
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Patent number: 8324432Abstract: The invention relates to a method for the synthesis of acrolein by means of dehydration of the glycerol in the presence of a solid acid catalyst having a Hammett acidity of less than +2, such as sulfated zirconium oxides, phosphated zirconium oxides, tungstated zirconium oxides, silicated zirconium oxides, sulfated tin or titanium oxides, phosphated aluminas or silicas, doped iron phosphates, and phosphotungstic or silicotungstic acid salts placed in a reactive medium comprising a gaseous phase containing between 1 and 3000 ppm of an acid compound according to the Pearson classification, selected, for example, from SO3, SO2, and NO2, the dehydration reaction being carried out either in a gaseous phase or in a liquid phase.Type: GrantFiled: May 29, 2009Date of Patent: December 4, 2012Assignee: Arkema FranceInventor: Jean-Luc Dubois
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Publication number: 20120277476Abstract: A method of production of a catalyst that has 0.05-0.25 wt. % of precious metal, preferably for the oxidative dehydrogenation of olefinically unsaturated alcohols, comprising the following steps a) producing a D.C. plasma, b) introducing the metal and support material into the plasma, c) evaporating the metal and support material or “shattering” the solid bodies of metal and support material in the plasma, and reaction of the particles, d) cooling, so that very small particles of composite material are obtained, e) applying the composite material on the catalyst support proper, the correspondingly produced catalyst and use thereof.Type: ApplicationFiled: April 27, 2012Publication date: November 1, 2012Applicant: BASF SEInventors: Georg Seeber, Dirk Grossschmidt, Torsten Mäurer, Christian Baltes
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Patent number: 8252960Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerin, characterized in that the dehydration is carried out in the presence of a catalyst comprising mainly a compound in which protons in a heteropolyacid are exchanged at least partially with at least one cation selected from elements belonging to Group 1 to Group 16 of the Periodic Table of Elements. The process according to the invention permits to obtain acrolein at higher yield.Type: GrantFiled: April 14, 2009Date of Patent: August 28, 2012Assignee: Arkema FranceInventors: Jean-Luc Dubois, Yasuhiro Magatani, Kimito Okumura
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Publication number: 20120108831Abstract: Supported noble metal-comprising catalysts which can be obtained by a) application of colloidal noble metal in the form of a colloidal solution, optionally in admixture with additives acting as promoters, to a support material, b1) drying of the resulting product at from 150 to 350° C., or b2) drying of the resulting product at from 150 to 350° C. and subsequent calcination at from 350 to 550° C. for epoxidation or oxidative dehydrogenation, a process for producing it, its use and also the use of colloidal noble metal for producing supported catalysts.Type: ApplicationFiled: June 7, 2010Publication date: May 3, 2012Applicant: BASF SEInventors: Georg Seeber, Peter Löchner, Stefan Bauer, Tobias Rosendahl, Torsten Mäurer, Günter Wegner, Martin Kamasz
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Publication number: 20110295041Abstract: A method of preparing a catalyst for producing acrolein by oxidation of propylene at high space velocity, said catalyst is a Mo—Bi—Fe—Co based composite metal oxide. Producing unsaturated aldehyde via partial oxidation of lower unsaturated olefin at high space velocity using said catalyst is suitable for process with or without off-gas recirculating. Said catalyst is prepared by co-precipitation, the reaction conditions for using said catalyst to produce unsaturated aldehyde are, the space velocity of unsaturated lower olefin relative to catalyst being 120˜200 h-1(STP), reaction temperature being 300˜420° C. and absolute pressure being 0.1˜0.5 MPa; a single-stage unsaturated lower olefin conversion ratio of greater than 98.0% and carbon oxide yield of less than 3.3% with an overall yield of unsaturated lower aldehyde and acid of greater than 94.0% are obtained. The process to prepare the said catalyst is simple, easy to be repeated, and capable of industrial scale-up.Type: ApplicationFiled: May 26, 2011Publication date: December 1, 2011Applicant: Shanghai HuaYi Acrylic Acid Co. Ltd.Inventors: Jian Wang, Xuemei Li, Yan Zhuang, Kaimin Shi, Kun Jiao, Jianxue Ma, Xiaodong Chu, Jingming Shao
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Patent number: 7872158Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition. The reactant composition can include a multihydric alcohol compound and the product composition can include a carbonyl compound. The catalyst composition can include a metal effective to facilitate catalyst activation. Processes disclosed also include supplementing a dehydration catalyst with a promoter, and activating the supplemented catalyst in the presence of oxygen. Processes also include providing a supplemented dehydration catalyst to within a reactor, and exposing a multihydric alcohol compound to the dehydration catalyst, with the exposing forming coke within the reactor. Oxygen can be provided to the reactor to remove at least a portion of the coke.Type: GrantFiled: August 24, 2007Date of Patent: January 18, 2011Assignee: Battelle Memorial InstituteInventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
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Patent number: 7847129Abstract: A method for dehydrogenating primary or secondary alcohols having 1 to 12 carbon atoms to give the corresponding aldehydes or ketones in which the alcohol is brought into contact with a catalytically active composition comprising an active component of the formula PdaBibYcZd, where Y is selected from the group consisting of Co, Rh, Pt, Ag, Au, and Z is selected from the group consisting of Na, Cs, Mg, Ca, Ba, V, Cr, W, Fe, Ni, Cu, Sb where the indices a, b, c and d give the mass ratios of the respective elements to one another, where a=0.1-3, b=0.1-3, c=0-3, d=0-1.Type: GrantFiled: July 9, 2007Date of Patent: December 7, 2010Assignee: BASF AktiengesellschaftInventors: Heiko Urtel, Soo Yin Chin, Thorsten Johann
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Patent number: 7795475Abstract: A reaction device according to the present invention is used in production of aldehyde from alcohol. The reaction device includes a reactor having a reaction field where a catalyst is provided inside and a reaction fluid flows. The catalyst has a surface extending in the direction of flow of the reaction fluid and contains Cu.Type: GrantFiled: January 31, 2008Date of Patent: September 14, 2010Assignee: Kao CorporationInventors: Takeshi Shirasawa, Yasukazu Kumita, Eiji Saito
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Publication number: 20100120949Abstract: The invention relates to a process for production of at least one C4 oxidation product, comprising the steps: a) providing a feed composition comprising at least two feed compounds selected from tert-butyl alcohol, methyl tert-butyl ether and isobutylene; b) subjecting the feed composition to a catalytic reaction zone comprising at least one oxidation stage and obtaining a reaction phase comprising the C4 oxidation product, to a C4 oxidation product obtainable therefrom, to an apparatus for production of at least one C4 oxidation product, a process carried out in the apparatus, to a methacrylic acid, to a polymer comprising methacrylic acid and process for production thereof, to methyl methacrylate and a process for production thereof, to a methacrylate ester and a process for production thereof, to a polymer comprising at least one of methacrylic acid, methyl methacrylate and a methacrylate ester and a process for production thereof, to a composition comprising at least one of methacrylic acid, methyl methacType: ApplicationFiled: February 25, 2008Publication date: May 13, 2010Applicant: Evonik Roehm GmbHInventor: Torsten Balduf
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Patent number: 7709686Abstract: Provided is a process for the preparation of glutaraldehyde. The process comprises reacting an alkoxydihydropyran with water in the presence of an acidic catalyst. The alcohol by-product distilled from the reaction mixture is subjected to a heterogeneous catalyst that is located external to the distillation column used for distilling the alcohol, thereby increasing glutaraldehyde yield and decreasing the level of alkoxydihydropyran contamination in the alcohol.Type: GrantFiled: June 9, 2009Date of Patent: May 4, 2010Assignee: Dow Global Technologies Inc.Inventors: Charles D. Gartner, Timothy D. Ligon
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Patent number: 7683220Abstract: There is provided a process for producing acrolein from glycerin, exhibiting a suppressed decrease in the yield of acrolein with time. In the process for producing acrolein by dehydrating glycerin in the presence of a catalyst containing a metal phosphate, one, or two or more, metal phosphates are used, which are selected from aluminum salts, zirconium salts, manganese salts, alkali metal salts (provided that the alkali metal is sodium, potassium, or cesium, and the ratio between the mole number (M) of the alkali metal and the mole number (P) of phosphoric acid (i.e., M/P ratio) in the metal phosphate is 2.0 or lower), alkali earth metal salts (provided that the ratio between the mole number (M) of the alkali earth metal and the mole number (P) of phosphoric acid (i.e., M/P ratio) in the metal phosphate is 1.0 or lower), and the like.Type: GrantFiled: March 27, 2007Date of Patent: March 23, 2010Assignee: Nippon Shokubai Co., Ltd.Inventors: Etsushige Matsunami, Tsukasa Takahashi, Hiroto Kasuga, Yoshitaka Arita
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Publication number: 20100029990Abstract: Multi-step process for the preparation of compounds via hazardous intermediates comprising the steps of a) preparing in a microreactor a hazardous intermediate and b) optionally performing one or more reaction steps on the hazardous intermediate in one or more additional microreactors and c) further converting the hazardous intermediate with a suitable reaction agent in a subsequent microreactor until a stable end product is formed.Type: ApplicationFiled: May 23, 2007Publication date: February 4, 2010Inventors: Rafael Wilhelmus Elisabeth Ghislain Reintjens, Quirinus Bernardus Broxterman, Martina Kotthaus, Peter Poechlauer
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Patent number: 7655818Abstract: The present invention relates to a process for manufacturing acrolein by gas-phase dehydration of glycerol in the presence of strongly acidic solid catalysts with a Hammett acidity H0 of between ?9 and ?18 and preferably between ?10 and ?16.Type: GrantFiled: January 6, 2006Date of Patent: February 2, 2010Assignee: Arkema FranceInventors: Jean-Luc Dubois, Christophe Duquenne, Wolfgang Holderich, Jacques Kervennal
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Publication number: 20090163742Abstract: A process for making betahydroxyaldehydes such as 3-hydroxypropanal which comprises intimately contacting (a) an oxirane, (b) carbon monoxide, (c) a reducing agent such as hydrogen, (d) from about 0.01 to about 1 weight percent, basis cobalt metal, of a cobalt hydroformylation catalyst which is optionally complexed with a tertiary phosphine ligand, and (e) a heterogeneous, preferably solid, metal promoter used at a molar ratio of 0.05, preferably 0.15, to 100 moles of heterogeneous metal relative to the moles of soluble cobalt hydroformylation catalyst.Type: ApplicationFiled: December 17, 2008Publication date: June 25, 2009Inventors: Stephen Blake Mullin, Joseph Broun Powell, Paul Richard Weider
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Patent number: 7544844Abstract: There is provided a process for producing 3,3,3-trifluoropropionaldehyde, including the step of hydrolyzing a benzyl vinyl ether of the formula [1] in the presence of a catalyst selected from the group consisting of Arrhenius acids and Lewis acids, [Chem. 17] where R represents phenyl or phenyl having a substituent R1 selected from the group consisting of alkyl groups, alkoxy groups, halogen atoms, nitro groups and amino groups.Type: GrantFiled: September 12, 2006Date of Patent: June 9, 2009Assignee: Central Glass Company, LimitedInventors: Takeo Komata, Kenji Hosoi, Shinya Akiba
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Patent number: 7531699Abstract: The invention relates to a method for preparing acrolein from propylene, consisting of a first glycerol dehydration step preformed in the presence of a gas containing propylene and, more specifically, in the presence of the reaction gas originating from the propylene to acrolein oxidation step. The inventive method enables the use, in part, of renewable raw material, while increasing acrolein production.Type: GrantFiled: February 6, 2007Date of Patent: May 12, 2009Assignee: Arkema FranceInventor: Jean-Luc Dubois
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Publication number: 20090082530Abstract: A method for producing a mixture of ethylene and carbon monoxide by contacting ethane and an oxygen source with a catalyst comprising iron oxide supported on an inorganic material to produce ethylene and carbon monoxide. A method for producing an alkyl propionate by steps of: (a) contacting ethane and an oxygen source at a temperature of at least 600° C. to produce ethylene; (b) contacting an alcohol, ethylene and carbon monoxide with an ethylene carbonylation catalyst to produce the alkyl propionate; and (c) separating the alkyl propionate from byproducts and starting materials. The method further comprises condensing the alkyl propionate with formaldehyde to produce an alkyl methacrylate.Type: ApplicationFiled: September 17, 2008Publication date: March 26, 2009Inventors: Rajiv Manohar Banavali, Abraham Benderly, Scott Han, Daniel Joseph Martenak, Jose Antonio Trejo
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Publication number: 20090054694Abstract: Chemical production processes are provided that include exposing a reactant composition to a catalyst composition to form a product composition, with the reactant composition including a multihydric alcohol compound and the catalyst composition being effective to dehydrate at least a portion of the multihydric alcohol compound. Embodiments of the process provide that the reactant composition is exposed to the catalyst composition for less than about 0.25 seconds and/or that the catalyst is maintained at a temperature of from about 280° C. to about 320° C. Processes utilizing a reactant composition including a multihydric alcohol compound and an inert compound are also provided.Type: ApplicationFiled: August 24, 2007Publication date: February 26, 2009Inventors: Thomas H. Peterson, Johnathan E. Holladay, Alan H. Zacher, Michel J. Gray, Todd A. Werpy, James F. White
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Publication number: 20090054695Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition. The reactant composition can include a multihydric alcohol compound and the product composition can include a carbonyl compound. The catalyst composition can include a metal effective to facilitate catalyst activation. Processes disclosed also include supplementing a dehydration catalyst with a promoter, and activating the supplemented catalyst in the presence of oxygen. Processes also include providing a supplemented dehydration catalyst to within a reactor, and exposing a multihydric alcohol compound to the dehydration catalyst, with the exposing forming coke within the reactor. Oxygen can be provided to the reactor to remove at least a portion of the coke.Type: ApplicationFiled: August 24, 2007Publication date: February 26, 2009Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
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Publication number: 20090054693Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition.Type: ApplicationFiled: August 24, 2007Publication date: February 26, 2009Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
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Publication number: 20080287714Abstract: The present invention is an industrial process for the preparation of acetals using a simulated moving bed (SMB) reactor system to accomplish the conversion of reactants (aldehyde and alcohol) and simultaneously, the separation of the reaction products (acetal and water) by selective adsorption. The SMB reactor consists of a set of interconnected columns packed with an acid solid (or mixture of acid solids: catalysts and adsorbents) effective for catalyzing the reaction between aldehydes and alcohols and for separating the reaction products by selective adsorption of at least one product.Type: ApplicationFiled: May 17, 2005Publication date: November 20, 2008Inventors: Alirio Egidio Rodrigues, Viviana Manuela Tenedorio Matos Da Silva
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Publication number: 20080183019Abstract: A process for preparing acrolein from glycerol using an acidic solid-state catalyst which comprises tungsten compounds and further promoters.Type: ApplicationFiled: January 22, 2008Publication date: July 31, 2008Inventors: Hubert Redlingshofer, Christoph Weckbecker, Klaus Huthmacher, Andreas Dorflein
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Patent number: 7396962Abstract: The present invention relates to a process for manufacturing acrolein by dehydration of glycerol in the presence of molecular oxygen. The reaction is performed in the liquid phase or in the gas phase in the presence of a solid catalyst. The addition of oxygen makes it possible to obtain good glycerol conversion by inhibiting the deactivation of the catalyst and the formation of by-products.Type: GrantFiled: January 6, 2006Date of Patent: July 8, 2008Assignee: Arkema FranceInventors: Jean-Luc Dubois, Christophe Duquenne, Wolfgang Holderich
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Patent number: 7332632Abstract: The method for producing an aldehyde or ketone compound from a corresponding primary or secondary alcohol at relatively high temperature within a short time with a high yield including a step (1) of reacting a sulfoxide compound with an activating agent to produce an activation reaction product; a step (2) of reacting the activation reaction product with a primary or secondary alcohol to produce an alkoxysulfonium salt; and a step (3) of reacting the reaction product with a base to produce an aldehyde or ketone; wherein at least one of the steps, preferably the step (1) and step (2), are carried out by using a microreactor.Type: GrantFiled: November 22, 2004Date of Patent: February 19, 2008Assignee: Ubē Industries, Ltd.Inventors: Kikuo Ataka, Hiroyuki Miyata, Tatsuya Kawaguchi, Junichi Yoshida, Kazuhiro Mae
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Patent number: 7183421Abstract: The present invention provides a process for producing an oxide from an alcohol compound, the process comprising the steps of causing silica gel to carry the alcohol compound thereon and an oxidative catalyst thereon, and oxidizing the alcohol compound in the presence of an oxidizing agent, giving an oxide higher in oxidizing degree than the alcohol compound, and also provides a process for producing an oxide from an alcohol compound, the process comprising the steps of causing silica gel to carry the alcohol compound, and subjecting the alcohol compound to an electrolytic oxidation, giving an oxide higher in oxidizing degree than the alcohol compound.Type: GrantFiled: August 11, 2004Date of Patent: February 27, 2007Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Hideo Tanaka, Yutaka Kameyama
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Patent number: 7109379Abstract: An oily solution of water-insoluble aliphatic alcohol is allowed to react with an aqueous hydrogen peroxide solution in the presence of a catalyst containing a metal compound belonging to Group 8 to 10 of the Periodic Table in a heterogeneous solution system. As a result, a carbonyl compound can be produced from an aqueous hydrogen peroxide solution under mild conditions in high yield. Also, the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. Thus, a carbonyl compound can be produced safely, simply and efficiently.Type: GrantFiled: July 24, 2003Date of Patent: September 19, 2006Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Youko Usui
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Patent number: 7087794Abstract: The present invention provides a process for treating a stream, say, an olefins stream, e.g., propylene, containing at least one ether, e.g., dimethyl ether, and/or at least one of an alkyne and an alkadiene, e.g., methyl acetylene and propadiene, typically present as impurities. The process comprises: contacting the stream with a metal-containing catalyst, e.g., palladium supported on alumina, under conditions sufficient to convert the ether and the at least one of an alkyne and an alkadiene to provide a product stream having a reduced impurities content.Type: GrantFiled: November 15, 2002Date of Patent: August 8, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael A. Risch, John Di-Yi Ou
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Patent number: 6984759Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C. to 150° C. and under a pressure between 1 and 50 atm.Type: GrantFiled: July 31, 2003Date of Patent: January 10, 2006Assignee: Solvay Solexis S.p.A.Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
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Patent number: 6909019Abstract: A process is disclosed for preparing aldehydes by isomerization of the corresponding unsaturated primary alcohols using a transition metal catalyst system, in an alcoholic solvent and in the presence of an acid. An aldehyde forms by isomerizing an unsaturated primary alcohol under conditions that protect the newly formed aldehyde as a dialkylacetal in situ during the reaction. Protecting the aldehyde as an acetal allows for facile separation of the product from the catalyst as well as effectively driving the reaction toward completion.Type: GrantFiled: May 25, 2004Date of Patent: June 21, 2005Assignee: Eastman Chemical CompanyInventor: Sheryl Davis Debenham
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Patent number: 6897342Abstract: A process for making aldehydes involving: (a) providing a fatty alcohol; (b) providing an oxidic copper/zinc catalyst; and (c) continuously dehydrogenating the fatty alcohol, in the presence of the oxidic copper/zinc catalyst, at a temperature of from about 200 to 280° C. and a pressure of from about 10 mbar to 1 bar.Type: GrantFiled: June 19, 2001Date of Patent: May 24, 2005Assignee: Cognis Deutschland GmbH & Co. KGInventors: Albrecht Schwerin, Gerrit Pelzer, Lothar Friesenhagen, Bernhard Gutsche
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Patent number: 6867333Abstract: The present invention is directed to novel acyloins, their derivatives, methods for their production and their use for the production of novel epothilones and their derivatives. In addition, the invention is directed to the building blocks for epothilone synthesis, methods for their production and the use of synthetic building blocks for the production of epothilones and their derivatives.Type: GrantFiled: April 15, 2003Date of Patent: March 15, 2005Assignee: Morphochem AGInventors: Ludger A. Wessjohann, Gunther Scheid, Uwe Bornscheuer, Erik Henke, Wouter Kuit, Romano Orru
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Publication number: 20040204597Abstract: A ruthenium-carrying alumina, which is prepared by suspending alumina in a solution containing trivalent ruthenium and adding a base to the suspension, is provided. This ruthenium-carrying alumina is useful as a catalyst for oxidizing alcohols by contacting the alcohols with molecular oxygen, and can be used for oxidizing the alcohols at a high conversion to produce ketones, aldehydes, carboxylic acids, etc. with good productivity.Type: ApplicationFiled: December 23, 2003Publication date: October 14, 2004Inventors: Noritaka Mizuno, Kazuya Yamaguchi, Hajime Ishida