Producing Unsaturated Acid Patents (Class 562/532)
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Patent number: 8178719Abstract: There is provided a novel process for producing acrylic acid by which acrylic acid can be obtained from a raw material independent of petroleum. The process for producing acrylic acid according to the present invention comprises the steps of: applying a dehydration reaction to glycerol as a raw material in a gas phase; and then applying a gas phase oxidation reaction to a gaseous reaction product formed by the dehydration reaction.Type: GrantFiled: September 24, 2009Date of Patent: May 15, 2012Assignee: Nippon Shokubai Co., Ltd.Inventors: Masahide Shima, Tsukasa Takahashi
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Patent number: 8178720Abstract: Disclosed is a method of a gas-phase catalytic oxidation reaction of propylene, isobutylene, or tertiary butanol with molecular oxygen in the presence of a catalyst to produce a corresponding unsaturated aldehyde and a corresponding unsaturated carboxylic acid, in which the catalyst can be used over a long period of time. Concretely, in the presence of the catalyst containing a complex oxide including molybdenum, bismuth and iron as essential components, at least one factor of a reaction pressure and a molar ratio of molecular oxygen to a raw material is controlled to change in such a way that a rate of reaction of the raw material is kept constant in the temperature range of from (TA?15)° C. to TA° C., when a boundary temperature of the activation energy of the catalyst is set to be TA° C.Type: GrantFiled: March 6, 2007Date of Patent: May 15, 2012Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Masahide Kondo, Seiichi Kawato, Toru Kuroda
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Patent number: 8173838Abstract: Disclosed is a method for producing at least one of an ?,?-unsaturated aldehyde and an ?,?-unsaturated carboxylic acid from an alcohol in a liquid phase through a simple process. Namely, at least one of an ?,?-unsaturated aldehyde and an ?,?-unsaturated carboxylic acid is produced by dehydrating and oxidizing an alcohol in a liquid phase at 110 to 250° C. in the presence of molecular oxygen and a noble metal-containing catalyst. Alternatively, at least one of an ?,?-unsaturated aldehyde and an ?,?-unsaturated carboxylic acid is produced by dehydrating and oxidizing an alcohol in a liquid phase in the presence of molecular oxygen, a noble metal-containing catalyst, and an acidic substance.Type: GrantFiled: October 3, 2006Date of Patent: May 8, 2012Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Akio Takeda, Yuji Fujimori, Seiichi Kawato
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Publication number: 20120108767Abstract: The present invention relates to the manufacture of bioresourced polymer-grade acrylic acid from glycerol. The polymer grade acrylic acid produced has limited content of certain impurities harmful to polymerization processes, such as, total aldehydes, protoanemonin, maleic anhydride and nonphenolic polymerization inhibitors. The invention also relates to the use of the bioresourced acrylic acid obtained for manufacture of superabsorbents or for manufacture of polymers or copolymers using amide or ester derivatives of the bioresourced acrylic acid.Type: ApplicationFiled: September 14, 2009Publication date: May 3, 2012Applicant: Arkema FranceInventors: Jean-Francois Devaux, Michel Fauconet, Denis Laurent
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Publication number: 20120016159Abstract: The invention is a heteropoly acid compound catalyst composition, a method of making the catalyst composition and a process for the oxidation of saturated and/or unsaturated aldehydes to unsaturated carboxylic acids using the catalyst composition. The catalyst composition is a heteropoly acid compound containing molybdenum, vanadium, phosphorus, cesium, bismuth, copper and antimony. Thermal stability is achieved with higher cesium content (up to less than 3.0) but antimony, copper and bismuth must be present to maintain good activity. The catalyst is made by dissolving compounds of the components of each of the heteropoly acid compounds in a solution, precipitating the heteropoly acid compounds, obtaining a catalyst precursor and calcining the catalyst precursor to form a heteropoly acid compound catalyst. Unsaturated aldehydes, such as methacrolein, may be oxidized in the presence of the heteropoly acid compound catalyst to produce an unsaturated carboxylic acid, such as methacrylic acid.Type: ApplicationFiled: July 19, 2010Publication date: January 19, 2012Applicant: Saudi Basic Industries CorporationInventors: Wugeng Liang, David Sullivan, James W. Kauffman, Clark Rea, Joe Linzer, Shahid Shaikh
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Patent number: 8076509Abstract: The present invention provides a process for producing acrylic acid from glycerin with a catalyst having a prolonged life. In the process for producing acrylic acid from glycerin, a molar ratio of oxygen to glycerin in a raw material gas is set to be not lower than 0.8 and not higher than 20.Type: GrantFiled: November 28, 2007Date of Patent: December 13, 2011Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiroto Kasuga, Etsushige Matsunami, Masafumi Sugio
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Patent number: 8076510Abstract: A process for starting-up a heterogeneously catalyzed partial gas phase oxidation of acrolein to acrylic acid or of methacrolein to methacrylic acid over a fixed catalyst bed disposed in a tube bundle reactor cooled by a heat exchange medium, wherein the temperature of the heat exchange medium is ?290° C. and the temperature of that reactor plate surface which faces the reaction gas entry mixture and the temperature of the reaction gas entry mixture itself are ?285° C.Type: GrantFiled: April 22, 2008Date of Patent: December 13, 2011Assignee: BASF SEInventors: Ulrich Hammon, Thorsten Friese, Jochen Petzoldt, Klaus Joachim Mueller-Engel, Ulrich Cremer, Andreas Raichle
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Publication number: 20110237828Abstract: Disclosed are an acrolein production method capable of producing acrolein from a glycerin mixture including either one or both of a fatty acid and a fatty acid salt, a glycerin; a fatty acid ester, and the like with a little consumption of energy, and an acrylic acid production method. Specifically disclosed is an acrolein production method having the steps of: dehydrating glycerin in the glycerin mixture to produce an acrolein mixture including acrolein; either one of a fatty acid and a fatty acid salt, and the like; and collecting acrolein from the acrolein mixture. Also specifically disclosed is an acrylic acid production method having the step of reacting acrolein produced by the acrolein production method with molecular oxygen.Type: ApplicationFiled: August 20, 2008Publication date: September 29, 2011Applicant: SHOWA DENKO K.K.Inventors: Takanori Aoki, Norihide Arai
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Publication number: 20110213174Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerol in the presence of a catalyst system comprising oxygen, phosphorus and at least one metal chosen from vanadium, boron or aluminium. The process is preferably carried out in the gas phase in the presence of oxygen starting from aqueous solutions of glycerol.Type: ApplicationFiled: October 5, 2009Publication date: September 1, 2011Applicant: Arkema FranceInventor: Jean-Luc Dubois
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Patent number: 7999133Abstract: Methods for making unsaturated acids using catalysts for oxidation of unsaturated and/or saturated aldehyde to unsaturated acids is disclosed where the catalyst including at least molybdenum (Mo) and phosphorus (P), where the catalyst has a pore size distribution including at least 50% medium pores and if bismuth is present, a nitric acid to molybdenum mole ratio of at least 0.5:1 or at least 6.0:1 moles of HNO3 per mole of Mo12.Type: GrantFiled: May 31, 2010Date of Patent: August 16, 2011Assignee: Sabic Basic Industries CorporationInventors: Scott A. Stevenson, Wugeng Liang, James W. Kauffman, Lixia Cai, Angie McGuffey, Joseph R. Linzer
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Publication number: 20110166304Abstract: The present invention relates to a process for preparing unsaturated aldehydes or unsaturated carboxylic acids by heterogeneous catalytic gas phase oxidation of unsaturated or saturated hydrocarbons, comprising the process steps of: i) providing a gas mixture comprising a saturated hydrocarbon and catalytically dehydrogenating the saturated hydrocarbon in the gas phase to obtain a gas mixture comprising an unsaturated hydrocarbon in a dehydrogenation reactor having a dehydrogenation catalyst material; or ii) providing a gas mixture comprising oxygen and an unsaturated hydrocarbon; iii) catalytically oxidizing the unsaturated hydrocarbon obtained in process step i) or provided in process step ii) in the gas phase to obtain a gas mixture comprising an unsaturated aldehyde in a first oxidation reactor having a first oxidation catalyst material; wherein at least one of the reactors selected from the dehydrogenation reactor, the first oxidation reactor and the second oxidation reactor comprises at least one foam bType: ApplicationFiled: July 29, 2009Publication date: July 7, 2011Inventors: Horst-Werner Zanthoff, Nicole Brausch, Franz-Felix Kuppinger, Jorg Sauer, Andreas Sabbagh, Dennis Fruhling, Markus Weber, Oliver Becker
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Publication number: 20110137078Abstract: Provided is a catalyst which can prevent a lowering in selectivity for a target product in a gas phase catalytic reaction and has an excellent frictional resistance. A catalyst which is a supported catalyst comprising an inert support that is coated with a catalyst powder, characterized in that the inert support is ring-shaped and has an outer periphery that is curved in the lengthwise direction of the support, and the catalyst is produced by granulation in a moisten environment. The above described catalyst is useful in the gas phase oxidation of propylene, isobutylene, tertiary-butyl alcohol or methyl tertiary-butyl ether to thereby produce an unsaturated aldehyde corresponding thereto, or in the gas phase oxidation of such an unsaturated aldehyde as described above to thereby produce an unsaturated carboxylic acid.Type: ApplicationFiled: May 25, 2009Publication date: June 9, 2011Applicant: NIPPON KAYAKU KABUSHIKI KAISHAInventors: Masaki Nakahara, Hideki Sugi, Yoshimasa Seo, Tatsuhiko Kurakami, Hiroyuki Onoue
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Patent number: 7939597Abstract: The present invention relates to a process for production of acrylic acid, comprising the steps of a) dehydration of glycerine to an acrolein-comprising dehydration product; b) gas phase oxidation of the dehydration product to obtain an acrylic acid-comprising monomer gas; c) bringing into contact of the monomer gas with a quench agent to obtain an acrylic acid-comprising quench phase; and d) work-up of the quench phase to obtain an acrylic acid-comprising monomer phase; whereby, during the dehydration a liquid phase a1 and a gas phase a2 is present, whereby in the liquid phase a1 a plurality of gas bubbles is generated, as well as a process for production of polymers by polymerization of acrylic acid, preferably for production of water-absorbing polymers, the water-absorbing polymers obtainable by this process, a composite, a process for production of a composite, the composite obtainable by this process, and further chemical products.Type: GrantFiled: August 22, 2007Date of Patent: May 10, 2011Assignee: Evonik Stockhausen GmbHInventors: Günther Bub, Jürgen Mosler, Franz-Felix Kuppinger, Andreas Sabbagh, Guido Stochniol, Jörg Sauer, Markus Winterberg, Udo Knippenberg, Günter Latoschinski, Franck Furno, Thorsten Schwärtzke, Jörg Leistner
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Publication number: 20110105789Abstract: A method for producing a catalyst for the preparation of methacrylic acid comprising a heteropolyacid compound containing phosphorus, molybdenum and an element X selected from the group consisting of potassium, rubidium, cesium and thallium and having an atomic ratio of the element X to molybdenum of 0.5:12 to 2:12, which method comprises the steps of mixing aqueous slurry A containing starting compounds of the heteropolyacid compound in which an atomic ratio of the element X to molybdenum is from 2:12 to 4:12, and aqueous slurry B containing starting compounds of the heteropolyacid compound in which an atomic ratio of the element X to molybdenum is from 0:12 to 0.5:12 to form a slurry mixture; heat-treating the slurry mixture at a temperature of 100° C. or higher; drying the slurry mixture; and calcining the dried mixture.Type: ApplicationFiled: October 26, 2010Publication date: May 5, 2011Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Toshiaki MIYATAKE, Junji SHIBATA, Eiichi SHIRAISHI
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Publication number: 20110087050Abstract: The present invention relates to a method for producing acrolein, comprising step (1) of subjecting glycerol to dehydration reaction in the presence of a copper compound and a compound containing a heteroatom; step (2) of recovering acrolein generated in the dehydration reaction step (1); step (3) of recovering part or all of the copper compound which remained after the recovery of acrolein; step (4) of treating part or all of the recovered copper compound with at least one member selected from a group consisting of an oxidizing agent and acid; and step (5) of returning part or all of the copper compound treated in the above step to step (1); and a method for producing acrylic acid, comprising reacting acrolein obtained by the above method with molecular oxygen.Type: ApplicationFiled: June 4, 2009Publication date: April 14, 2011Applicant: SHOWA DENKO K.K.Inventors: Takanori Aoki, Masayuki Yoshimura
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Patent number: 7910771Abstract: The invention relates to a method for producing acrylic acid in one step by an oxydehydration reaction of glycerol in the presence of molecular oxygen. The reaction preferably carried out in gaseous phase in the presence of a suitable catalyst.Type: GrantFiled: April 24, 2006Date of Patent: March 22, 2011Assignee: Arkema FranceInventors: Jean-Luc Dubois, Christophe Duquenne, Wolfgang Holderich
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Publication number: 20110065953Abstract: A process for the long-term operation of a heterogeneously catalyzed partial gas phase oxidation of an organic starting compound, in which the reaction gas input mixture is partially oxidized over a fixed catalyst bed which is accommodated in two successive temperature zones A, B whose temperature is changed with increasing operating time such that the initially lower temperature increases and the difference between the two temperatures decreases.Type: ApplicationFiled: November 19, 2010Publication date: March 17, 2011Applicant: BASF AktiengesellschaftInventors: Ulrich Cremer, Martin Dieterle, Klaus Joachim Müller-Engel
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Patent number: 7884239Abstract: The object of the present invention is to provide a catalyst which can produce an ?,?-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an ?,?-unsaturated aldehyde in good reaction performance, a method for producing the catalyst, and a method for producing an ?,?-unsaturated carboxylic acid by using the catalyst. The present invention resides in a catalyst for producing an ?,?-unsaturated carboxylic acid, wherein a metal is supported on a carrier with a total pore volume of 0.40 to 1.50 cc/g as measured by nitrogen gas adsorption method, or wherein palladium with an average particle diameter in the range of 1 to 8 nm is supported on the carrier.Type: GrantFiled: February 19, 2009Date of Patent: February 8, 2011Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Yuji Fujimori, Wataru Ninomiya, Akio Takeda, Mai Kojima
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Patent number: 7884238Abstract: A process for the long-term operation of a heterogeneously catalyzed partial gas phase oxidation of an organic starting compound, in which the reaction gas input mixture is partially oxidized over a fixed catalyst bed which is accommodated in two successive temperature zones A, B whose temperature is changed with increasing operating time such that the initially lower temperature increases and the difference between the two temperatures decreases.Type: GrantFiled: December 21, 2006Date of Patent: February 8, 2011Assignee: BASF AktiengesellschaftInventors: Ulrich Cremer, Martin Dieterle, Klaus Joachim Mueller-Engel
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Publication number: 20100331571Abstract: An object of the present invention is to provide a molding and a method for producing the same; a catalyst for the production of an unsaturated aldehyde and an unsaturated carboxylic acid, and a method for producing the same; and a catalyst for the production of methacrylic acid, and a method for producing the same. The molding of the present invention shows a shape including a plurality of columnar portions disposed with a predetermined gap; and bridge portions which are provided at both ends in longitudinal directions of two adjacent columnar portions and join adjacent columnar portions each other; and including through holes surrounded by a plurality of columnar portions in the longitudinal directions of the columnar portions, and openings formed on a peripheral surface by a gap between the plurality of adjacent columnar portions.Type: ApplicationFiled: June 24, 2010Publication date: December 30, 2010Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Hirofumi Saito, Yuya Takahashi, Toyohisa Hoshikawa, Kazuya Tsuchimoto, Osamu Yamanishi
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Patent number: 7828021Abstract: A method of storing (meth)acrylate in a tank of a less expensive and highly versatile material without losing stability of the stored (meth)acrylate. To be specific, a method of storing (meth)acrylate in a tank, including supplying an appropriate gas for storing (meth)acrylate into the tank, in which: the tank is made of a carbon steel material; the gas has a water concentration of 100 ppm or less; and the (meth)acrylate has a (meth)acrylic acid concentration of 30 ppm or less.Type: GrantFiled: November 5, 2004Date of Patent: November 9, 2010Assignee: Mitsubishi Chemical CorporationInventors: Kenji Takasaki, Shuhei Yada, Yasushi Ogawa, Yoshiro Suzuki
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Publication number: 20100280269Abstract: To provide a method of producing acrylic acid which enables low energy-consumption production of acrylic acid from glycerin mixtures including glycerin and one or more compound selected from the group consisting of fatty acids, fatty acid salts, glycerides, fatty acid esters, alkali compounds and alkali compound salts. The method of producing acrylic acid according to the present invention includes the steps of obtaining an acrolein mixture by causing a dehydration reaction to a glycerin mixture; and obtaining an acrylic acid mixture by causing an oxidation reaction to the acrolein mixture; and recovering acrylic acid from the acrylic acid mixture.Type: ApplicationFiled: December 15, 2008Publication date: November 4, 2010Applicant: Showa Denko K.K.Inventors: Takanori Aoki, Norihide Arai
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Publication number: 20100274038Abstract: The invention provides a technology for producing acrolein from glycerol while maintaining high reagent partial pressures, which leads to higher yield. The invention more particularly relates to a method for producing acrolein from glycerol that comprises the intermediate step of forming glycerol and acrolein cyclic acetals.Type: ApplicationFiled: December 16, 2008Publication date: October 28, 2010Applicant: Arkema FranceInventor: Jean-Luc Dubois
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Publication number: 20100249454Abstract: The invention offers an improvement in a process for start-up in the occasion of producing acrylic acid by catalytically oxidizing acrolein at vapor phase under high load conditions, the start-up meaning the step of increasing the acrolein supply rate (loading) from the non-reacting condition to the prescribed reaction conditions. This process is characterized in that the acrolein supply rate is increased in the start-up stage of the reaction until the prescribed composition of starting reactant gas and the flow rate of the starting reactant gas are obtained, while adjusting at least one of the reaction temperature, the composition of the starting reactant gas and the flow rate of the starting reactant gas, so as to maintain the acrolein conversion at not lower than 90 mol %, the maximum peak temperature of the catalyst layer in each reaction zone at no higher than 400° C.Type: ApplicationFiled: March 26, 2010Publication date: September 30, 2010Inventors: Michio Tanimoto, Hideo Onodera
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Publication number: 20100240925Abstract: Methods for making unsaturated acids using catalysts for oxidation of unsaturated and/or Saturated aldehyde to unsaturated acids is disclosed where the catalyst including at least molybdenum (Mo) and phosphorus (P), where the catalyst has a pore size distribution including at least 50% medium pores and if bismuth is present, a nitric acid to molybdenum mole ratio of at least 0.5:1 or at least 6.0:1 moles of HNO3 per mole of Mo12.Type: ApplicationFiled: May 31, 2010Publication date: September 23, 2010Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Scott A. Stevenson, Wugeng Liang, James W. Kauffman, Lixia Cai, Angie McGuffey, Joseph R. Linzer
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Publication number: 20100204502Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerol in the presence of a catalyst system based on iron phosphorous oxide containing, in addition, one or more elements chosen from alkali metals, alkaline-earth metals, AI, Si, B, Co, Cr, Ni, V, Zn, Zr, Sn, Sb, Ag, Cu, Nb, Mo, Y, Mn, Pt, Rh and the rare earths La, Ce, Sm. The process is preferably carried out in the gas phase in the presence of oxygen starting from aqueous solutions of glycerol. The process according to the invention makes it possible of obtain high acrolein selectivities.Type: ApplicationFiled: September 11, 2008Publication date: August 12, 2010Applicant: Arkema FranceInventor: Jean-Luc Dubois
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Publication number: 20100168471Abstract: The invention relates to a method for preparing acrylic acid from an aqueous glycerol solution, comprising a first step of dehydration of the glycerol to acrolein, carried out in the gas phase in the presence of a catalyst and under a pressure of between 1 and 5 bar, and a second step of oxidation of the acrolein to acrylic acid, in which an intermediate step is implemented, consisting in at least partly condensing the water and heavy by-products present in the stream issuing from the first dehydration step. This method serves to obtain high acrylic acid productivity and selectivity.Type: ApplicationFiled: December 14, 2007Publication date: July 1, 2010Applicant: Arkema FranceInventor: Jean-Luc Dubois
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Publication number: 20100168472Abstract: The present invention relates to a process for producing acrolein by liquid phase dehydration of glycerol by preparing a mixture of a catalyst suspended in an organic solvent comprising one or more vinyl polymers and glycerol; and then mixing and heating the mixture to between 150° C. and 350° C. to dehydrate the glycerol and form acrolein. The vinyl polymers are selected from the group consisting of polyolefins, polystyrene, and mixtures thereof. The polyolefins may be polyethylene, polypropylene, polybutylene, polyisobutylene, polyisoprene, polypentene, or mixtures thereof. The acrolein may be subjected to vapor phase oxidation in the presence of a catalyst, such as a mixed metal oxide, to produce acrylic acid.Type: ApplicationFiled: November 20, 2009Publication date: July 1, 2010Inventors: Leonard Edward Bogan, JR., Mark Anthony Silvano
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Publication number: 20100130648Abstract: The invention relates to a process for preparation of methacrylic acid, comprising the steps: a) providing a feed composition comprising a main compound selected from isobutylene and tert-butyl alcohol and at least one co-compound selected from the group consisting of methanol, dimethyl ether and formaldehyde; b) subjecting the feed composition provided in step a) with at least a first part of said at least one co-compound to a catalytic reaction zone and obtaining an oxidation phase comprising methyl methacrylate and methacrylic acid.Type: ApplicationFiled: February 25, 2008Publication date: May 27, 2010Applicant: Evonik Roehm GmbHInventor: Torsten Balduf
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Patent number: 7695695Abstract: A shell-and-tube reactor or heat exchanger comprises first tubes, through the inside of which a first object for heat transfer with a heat transfer medium is passed, some of the first tubes being provided in a zone in which a flow of the heat transfer medium (parallel flow) parallel to the axis of the tubes is present; and a second tube, through the inside of which the first object is not passed, the second tube being provided in said zone such that it is parallel to the axis of the first tubes. A method for producing an oxide comprises using said shell-and-tube reactor or heat exchanger, and causing a catalytic vapor-phase oxidation reaction in first tubes, through the inside of which the first object for heat transfer with the heat transfer medium is passed.Type: GrantFiled: January 18, 2007Date of Patent: April 13, 2010Assignee: LG Chem, Ltd.Inventors: Sang Baek Shin, Sang Phil Han, Ye Hoon Im, Young Bae Kim, Jung Hoon Chang, Sang Oeb Na, Won Am Lee
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Publication number: 20100069583Abstract: There are provided a process, an apparatus, and an acrolein-containing composition, for producing acrylic acid from the acrolein-containing composition at a high yield. The process for producing acrylic acid includes a refinement step of removing phenol and/or 1-hydroxyacetone from an acrolein-containing composition and an oxidation step of oxidizing acrolein in the acrolein-containing composition after the refinement step to produce acrylic acid, and the apparatus to be used in the process includes a refiner to be used in the refinement step and an oxidation reactor for oxidizing acrolein to produce acrylic acid. The acrolein-containing composition is a composition having a (mass of phenol)/(mass of acrolein) ratio of 0.020 or lower and a (mass of 1-hydroxyacetone)/(mass of acrolein) ratio of 0.020 or lower.Type: ApplicationFiled: September 20, 2007Publication date: March 18, 2010Inventors: Hiroto Kasuga, Etsushige Matsunami, Tsukasa Takahashi
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Patent number: 7667072Abstract: An object of the present invention is to provide a method for vapor phase catalytic oxidation which is almost free of variations in reaction states in respective reaction tubes of the fixed bed multi-tube heat-exchanger type reactor.Type: GrantFiled: April 23, 2008Date of Patent: February 23, 2010Assignee: Mitsubishi Chemical CorporationInventors: Shuhei Yada, Hirochika Hosaka, Teruo Saito, Yoshiro Suzuki
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Patent number: 7667073Abstract: A process for making acrylic acid from acrolein; a process for making methacrylic acid from methacrolein; and a process for making acrylic acid from propane.Type: GrantFiled: March 10, 2009Date of Patent: February 23, 2010Assignee: BASF AktiengesellschaftInventors: Martin Dieterle, Hartmut Hibst, Wolfgang Juergen Popel, Jochen Petzoldt, Klaus Joachim Mueller-Engel
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Patent number: 7649111Abstract: A heteropolyacid catalyst for oxidation of isobutyraldehyde, methacrolein or mixtures or combinations thereof to methacrylic acid is disclosed where the heteropolyacid catalyst includes at least molybdenum (Mo), phosphorus (P), vanadium (V), and a first component including bismuth (Bi) and/or boron (B). The heteropolyacid catalyst can also optionally include a second component including potassium (K), rubidium (Rb), cesium (Cs), and/or thallium (Tl) and optionally a third component including antimony (Sb), cerium (Ce), niobium (Nb), indium (In), iron (Fe), chromium (Cr), cobalt (Co), nickel (Ni), manganese (Mn), arsenic (As), silver (Ag), zinc (Zn), germanium (Ge), gallium (Ga), zirconium (Zr), magnesium (Mg), barium (Ba), lead (Pb), tin (Sn), titanium (Ti), aluminum (Al), silicon (Si), tantalum (Ta), tungsten (W), and/or lanthanum (La). The heteropolyacid catalyst can also include an ammonium-containing compound designed to increase a value of medium pores in the final heteropolyacid catalyst.Type: GrantFiled: July 25, 2005Date of Patent: January 19, 2010Assignee: Saudi Basic Industries CorporationInventors: Wugeng Liang, Scott A. Stevenson, Angie McGuffey, Joseph R. Linzer
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Publication number: 20100010238Abstract: A process for producing a ringlike oxidic shaped body by mechanically compacting a pulverulent aggregate introduced into the fill chamber of a die, wherein the outer face of the resulting compact corresponds to that of a frustocone.Type: ApplicationFiled: June 30, 2009Publication date: January 14, 2010Applicant: BASF SEInventors: Knut Eger, Jens Uwe Faust, Holger Borchert, Ralf Streibert, Klaus Joachim Muller-Engel, Andreas Raichle
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Patent number: 7635786Abstract: Disclosed are a Mo—Bi—Nb—Te based composite metal oxide; and a process for producing (meth)acrylic acid from at least one reaction material selected from the group consisting of propylene, propane, isobutylene, t-butyl alcohol and methyl-t-butyl ether, wherein the Mo—Bi—Nb—Te based composite metal oxide is used as a catalyst. Also, disclosed is a process for producing (meth)acrylic acid comprising a first step of producing (meth)acrolein as a main product from at least one reaction material selected from the group consisting of propylene, propane, isobutylene, t-butyl alcohol and methyl-t-butyl ether, and a second step of producing (meth)acrylic acid from the (meth)acrolein, wherein yield of (meth)acrylic acid in the product of the first step is 20 mole % or higher.Type: GrantFiled: October 16, 2008Date of Patent: December 22, 2009Assignee: LG Chem, Ltd.Inventors: Hyun Jong Shin, Byung Yul Choi, Yeon Shick Yoo, Young Hyun Choe, Young Jin Cho, Duk Ki Kim, Kwang Ho Park, Joo Yeon Park
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Publication number: 20090281263Abstract: The present invention relates to a device for the preparation of acrylic acid, comprising a first reactor and at least one further reactor, wherein at least the first reactor is a multi-tube reactor having a plurality of tubes comprising a catalyst which catalyses the synthesis of acrolein, wherein the tubes open into a collection chamber which can be fluidically connected to the at least one further reactor via an outflow region, wherein the outflow region comprises a laminarization means causing laminarization of a flow profile of a gas flowing through the outflow region. The invention also relates to a process for the preparation of acrylic acid, to an acrylic acid, to a process for the preparation of a hydrophilic polymer, to a hydrophilic polymer, to a method for the production of a water-absorbent hygiene article, to chemical products, and to the use of an acrylic acid.Type: ApplicationFiled: July 20, 2007Publication date: November 12, 2009Inventors: Jürgen Mosler, Günther Bub
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Patent number: 7612230Abstract: There is provided a novel process for producing acrylic acid by which acrylic acid can be obtained from a raw material independent of petroleum. The process for producing acrylic acid according to the present invention comprises the steps of: applying a dehydration reaction to glycerol as a raw material in a gas phase; and then applying a gas phase oxidation reaction to a gaseous reaction product formed by the dehydration reaction.Type: GrantFiled: January 28, 2005Date of Patent: November 3, 2009Assignee: Nippon Shokubai Co., Ltd.Inventors: Masahide Shima, Tsukasa Takahashi
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Patent number: 7608734Abstract: Disclosed is a process for producing unsaturated aldehydes and/or unsaturated acids from olefins or alkanes in a fixed bed shell-and-tube heat exchanger-type reactor by catalytic vapor phase oxidation. A heat exchanger-type reactor for use in such a process is also disclosed. The process utilizes at least one first-step reaction zone and a second-step reaction zone that is divided into two or more shell spaces by at least one partition. The process may be applied to a single-step process for producing unsaturated acids from alkanes or alkenes.Type: GrantFiled: July 10, 2006Date of Patent: October 27, 2009Assignee: LG Chem, Ltd.Inventors: Kyoung Su Ha, Boo Gon Woo, Jun Seok Ko, Seong Pil Kang, Seok Hwan Choi, Young Bae Kim
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Publication number: 20090259070Abstract: A catalyst for the production of methacrylic acid comprising a heteropolyacid compound containing phosphorus and molybdenum is regenerated by a method comprising the steps of heat-treating a mixture containing a deactivated catalyst, water, a nitrate ion and an ammonium ion having a molar ratio to the nitrate ion of 1.3 or less at a temperature of at least 100° C., drying the mixture to obtain a dried catalyst, and calcining the dried catalyst. The regenerated catalyst has substantially the same catalytic activity as a fresh catalyst in a gas phase catalytic oxidation reaction of methacrolein, isobutylaldehyde, isobutane or isobutyric acid to prepare methacrylic acid.Type: ApplicationFiled: April 9, 2009Publication date: October 15, 2009Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Yoshihiko OHISHI, Junya Yoshizawa, Eiichi Shiraishi
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Publication number: 20090259071Abstract: A catalyst for the production of methacrylic acid comprising a heteropolyacid compound containing phosphorus and molybdenum is regenerated by a method comprises the steps of heat-treating a deactivated catalyst at a temperature of at least 350° C., mixing the deactivated catalyst with water, a nitrate ion and an ammonium ion, then drying the mixture to obtain a dried catalyst, and calcining the dried catalyst.Type: ApplicationFiled: April 8, 2009Publication date: October 15, 2009Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Yoshihiko OHISHI, Junya YOSHIZAWA, Eiichi SHIRAISHI
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Publication number: 20090247787Abstract: Disclosed is a shell-and-tube reactor that may be used for fixed-bed catalytic partial oxidation, the reactor being characterized by including at least one reaction zone of a first-step reaction zone for mainly producing unsaturated aldehydes and a second-step reaction zone for mainly producing unsaturated acids, wherein at least one reaction zone of the above reaction zones comprises two or more catalytic layers; each of the catalytic layers is packed with a formed product of catalyst that is different in pore density and/or pore size in a catalytically active component; and the pore density and/or pore size is controlled in such a manner that specific surface area of the catalytically active component increases from the inlet of the reactor to the outlet of the reactor. A method for producing unsaturated aldehydes and/or unsaturated fatty acids from olefins using the same reactor is also disclosed.Type: ApplicationFiled: March 31, 2009Publication date: October 1, 2009Applicant: LG CHEM, LTD.Inventors: Yeon Shick YOO, Hyun Jong SHIN, Byung Yul CHOI, Young Hyun CHOI, Young Jin CHO, Duk Ki KIM, Joo Yeon PARK, Kwang Ho PARK
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Publication number: 20090239995Abstract: The present invention relates to a process for production of acrylic acid, comprising the steps of a) dehydration of glycerine to an acrolein-comprising dehydration product; b) gas phase oxidation of the dehydration product to obtain an acrylic acid-comprising monomer gas; c) bringing into contact of the monomer gas with a quench agent to obtain an acrylic acid-comprising quench phase; and d) work-up of the quench phase to obtain an acrylic acid-comprising monomer phase; whereby, during the dehydration a liquid phase a1 and a gas phase a2 is present, whereby in the liquid phase a1 a plurality of gas bubbles is generated, as well as a process for production of polymers by polymerisation of acrylic acid, preferably for production of water-absorbing polymers, the water-absorbing polymers obtainable by this process, a composite, a process for production of a composite, the composite obtainable by this process, and further chemical products.Type: ApplicationFiled: August 22, 2007Publication date: September 24, 2009Inventors: Günther Bub, Jürgen Mosler, Franz-Felix Kuppinger, Andreas Sabbagh, Guido Stochniol, Jörg Sauer, Markus Winterberg, Udo Knippenberg, Günter Latoschinski, Franck Furno
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Publication number: 20090234159Abstract: A process for making acrylic acid from acrolein; a process for making methacrylic acid from methacrolein; and a process for making acrylic acid from propane.Type: ApplicationFiled: March 10, 2009Publication date: September 17, 2009Applicant: BASF AktiengesellschaftInventors: Martin DIETERLE, Hartmut Hibst, Wolfgang Juergen Popel, Jochen Petzoldt, Klaus Joachim Muller-Engel
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Patent number: 7588739Abstract: A fixed-bed multitubular reactor, comprising a plurality of reaction tubes (3) filled with a catalyst and catalyst temperature measurers (4) measuring the temperatures of the reaction tubes near the radical center parts thereof. The catalyst temperature measurer (4) is installed in each of a part of the plurality of reaction tubes (3), and the measurement positions thereof are differentiated from each other in the longitudinal direction of the reaction tubes (3).Type: GrantFiled: July 13, 2004Date of Patent: September 15, 2009Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Miezi Sugiyama, Yoshimasa Ando, Yoshiyuki Taniguchi
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Patent number: 7566804Abstract: A process for preparing acrylic acid, in which an acrylic acid-comprising product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid is fractionally condensed in a condensation column provided with internals ascending into itself with side draw removal of crude acrylic acid and with liquid phase draw removal of acrylic acid-comprising acid water, and acrylic acid present in acid water is taken up into an extractant and then removed from the extractant and recycled into the condensation column, or taken up in aqueous metal hydroxide, or sent to further purification of the crude acrylic acid.Type: GrantFiled: January 25, 2008Date of Patent: July 28, 2009Assignee: BASF AktiengesellschaftInventors: Armin Diefenbacher, Ulrich Hammon, Volker Schliephake, Georg Sieder
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Patent number: 7563927Abstract: A producing method of (meth)acrolein or (meth)acrylic acid where by use of a multi-tubular reactor that has a plurality of reaction tubes filled with a catalyst, catalytic gas phase oxidation of propylene, propane, isobutylene or (meth)acrolein is carried out in the presence of a composite oxide catalyst by use of molecular oxygen or a gas containing molecular oxygen, in which method (meth)acrolein or (meth)acrylic acid can be obtained stably in high yield for a long period of time without allowing the activity of the catalyst to decrease locally (disproportionately) and extremely. A temperature difference between a temperature of a heat medium at the beginning of operation and a peak temperature of the catalyst is set in a range of 20 to 80° C., and during operations a change of the peak temperature T of the catalyst in a tube axis direction is maintained in a definite range.Type: GrantFiled: October 27, 2004Date of Patent: July 21, 2009Assignee: Mitsubishi Chemical CorporationInventors: Yasushi Ogawa, Shuhei Yada, Yoshiro Suzuki, Kenji Takasaki, Kimikatsu Jinno
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Patent number: 7544836Abstract: An object of the invention is to provide a production method for (meth)acrolein or (meth)acrylic acid which can continue an operation without causing a decomposition reaction of acrolein or the like. According to the invention, provided is a production method for (meth)acrolein or (meth)acrylic acid, in which (meth)acrolein or (meth) acrylic acid is obtained by performing a catalytic gas phase oxidation on propylene, propane or isobutylene by using oxygen by means of a heat-exchange type multi-tubular reactor, having a tube bundle portion in which a multiple of reaction tubes each filled with a catalyst are aligned in parallel to one another and a tube plate which is adjacent to a downstream side of the tube bundle portion of the reaction tubes and forms a lead-out portion for a reaction gas, in which the tube bundle portion of the reaction tubes has a hollow-columnar constitution as a whole, and which is characterized in that a rectifier is provided on a tube plate.Type: GrantFiled: October 25, 2004Date of Patent: June 9, 2009Assignee: Mitsubishi Chemical CorporationInventors: Kimikatsu Jinno, Yasushi Ogawa, Yoshiro Suzuki, Shuhei Yada
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Patent number: 7541490Abstract: Chilled coolant is prepared by liquid coolant utilizing the latent heat generated by a gasification of liquefied propylene, for example, and this chilled coolant is used in heat exchangers which are used in a process for production of acrylic acid or acrolein. This method allows effective utilization of the latent heat which used to be discarded and permits a reduction of energy consumption of cooling required separately in the step for production. By recovering the chilled coolant with the liquid coolant, it makes possible to stabilize the gasification of propylene, etc. and consequently stabilize the production of acrylic acid. This invention consists of providing the method for the production of acrylic acid, etc. and the apparatus which make effective use of the latent heat generated in the steps of production.Type: GrantFiled: November 17, 2006Date of Patent: June 2, 2009Assignee: Nippon Shokubai Co., Ltd.Inventors: Kazuto Okazaki, Yukihiro Matsumoto, Kazuhiko Sakamoto, Osamu Dodo
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Patent number: 7528281Abstract: An object of the present invention is to provide a method for vapor phase catalytic oxidation which is almost free of variations in reaction states in respective reaction tubes of the fixed bed multi-tube heat-exchanger type reactor.Type: GrantFiled: June 10, 2004Date of Patent: May 5, 2009Assignee: Mitsubishi Chemical CorporationInventors: Shuhei Yada, Hirochika Hosaka, Kimikatsu Jinno, Teruo Saito