Of Aldehyde Patents (Class 562/531)
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Patent number: 7820858Abstract: The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding ?-substituted ?-amino aldehydes and ?-substituted ?-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.Type: GrantFiled: March 26, 2007Date of Patent: October 26, 2010Assignee: Wisconsin Alumni Research FoundationInventors: Yonggui Chi, Samuel H. Gellman, William C. Pomerantz, William S. Horne, Li Guo, Emily P. English
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Patent number: 7799945Abstract: A catalytic process for preparing aliphatic straight-chain and ?-alkyl-branched carboxylic acids of 5 to 13 carbon atoms by catalytic oxidation of the corresponding aldehydes by means of oxygen or oxygen-containing gas mixtures in the liquid phase in the presence of a catalyst system contains alkali metal carboxylates or alkaline earth metal carboxylates or a mixture thereof in an amount, calculated as alkali metal or alkaline earth metal, of 0.5 mmol to 15 mmol per mol of aldehyde used and also metals of groups 4 to 12 of the Periodic Table of the Elements, cerium or lanthanum in amounts of not more than 5 ppm, based on the aldehyde used, or compounds of such metals, with the catalyst system being the reaction product from an aldehyde oxidation reaction.Type: GrantFiled: April 18, 2007Date of Patent: September 21, 2010Assignee: Oxea Deutschland GmbHInventor: Helmut Springer
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Publication number: 20100105944Abstract: Oxidative recovery methods that use oxygen or air for recovery of homogeneous metal catalysts, such as cobalt catalysts, used in for example hydroformylation processes, can be hazardous. Explosive or flammable gas mixtures may be generated inside the process equipment, which can deflagrate upon any ignition source such as a static electricity discharge. The use of a flammable diluent has been found to be a very effective way of optimizing the recovery method, by bringing the resulting gas mixtures above their upper flammability limit. The offgas produced is then also easier to dispose of as a fuel, as compared to when a non-flammable diluent is used.Type: ApplicationFiled: March 31, 2008Publication date: April 29, 2010Inventors: Kenneth J. Buturla, James T. Ritchie, Ronald D. Garton, Eddy T.A. Van Driessche
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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: 20090247786Abstract: A benzyl vinyl ether represented by the following formula is hydrolyzed in the presence of a catalyst selected among Arrhenius acids and Lewis acids to obtain 3,3,3-trifluoropropionaldehyde. Subsequently, the 3,3,3-trifluoropropionaldehyde is oxidized with an oxidizing agent. Thus, 3,3,3-trifluoropropionic acid can be more advantageously produced than in conventional techniques from an inexpensive starting material.Type: ApplicationFiled: October 24, 2006Publication date: October 1, 2009Applicant: Central Glass Company, LimitedInventors: Takeo Komata, Kenji Hosoi, Shinya Akiba
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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: 7556784Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically producing aromatic discarboxylic acids. The process reduces costs associated with hydrogenation by forming a final composite product containing unhydrogenated acid particles.Type: GrantFiled: March 18, 2008Date of Patent: July 7, 2009Assignee: Eastman Chemical CompanyInventors: Robert Lin, Marcel de Vreede
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Publication number: 20070265467Abstract: A catalytic process for preparing aliphatic straight-chain and ?-alkyl-branched carboxylic acids of 5 to 13 carbon atoms by catalytic oxidation of the corresponding aldehydes by means of oxygen or oxygen-containing gas mixtures in the liquid phase in the presence of a catalyst system contains alkali metal carboxylates or alkaline earth metal carboxylates or a mixture thereof in an amount, calculated as alkali metal or alkaline earth metal, of 0.5 mmol to 15 mmol per mol of aldehyde used and also metals of groups 4 to 12 of the Periodic Table of the Elements, cerium or lanthanum in amounts of not more than 5 ppm, based on the aldehyde used, or compounds of such metals, with the catalyst system being the reaction product from an aldehyde oxidation reaction.Type: ApplicationFiled: April 18, 2007Publication date: November 15, 2007Inventor: Helmut Springer
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Patent number: 7247755Abstract: The present invention provides a process for producing an ?,?-bis(hydroxymethyl)alkanal represented by Formula (II): (wherein R represents an alkyl group, a cycloalkyl group, or an aryl group) which comprises reacting an aldehyde represented by Formula (I): R—CH2—CHO ??(I) (wherein R has the same meaning as defined above) with formaldehyde in the presence of a basic catalyst and a phase-transfer catalyst.Type: GrantFiled: July 22, 2004Date of Patent: July 24, 2007Assignee: Kyowa Hakko Chemical Co., Ltd.Inventors: Shinichi Konishi, Shingo Nakayama, Yukihiro Isogai, Tokuyuki Yoshimoto
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Publication number: 20070167648Abstract: 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: December 21, 2006Publication date: July 19, 2007Applicant: BASF AktiengesellschaftInventors: Ulrich CREMER, Martin Dieterle, Klaus Joachim Muller-Engel
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Patent number: 7193110Abstract: An aldehyde-containing oily solution and an aqueous hydrogen peroxide solution are reacted in the presence of a catalyst comprising a polymer compound having a sulfonic acid group in a side chain thereof in a heterogeneous solution system. According to such a reaction process, carboxylic acid can be efficiently produced under mild conditions having very little influence and toxicity on the environment and a human body, with simple operations, without requiring the operation for removing a solvent after the completion of the reaction.Type: GrantFiled: November 12, 2003Date of Patent: March 20, 2007Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Yoko Usui
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Patent number: 7176335Abstract: A process prepares methacrolein from isobutane by subjecting isobutane to a partial catalytic dehydrogenation in the gas phase and using the isobutenic product gas mixture to charge an oxidation zone in which the isobutene is oxidized to methacrolein in the gas phase with heterogeneous catalysis using molecular oxygen accompanied by molecular nitrogen as the oxygen source.Type: GrantFiled: June 28, 2002Date of Patent: February 13, 2007Assignee: BASF AktiengesellschaftInventors: Silke Berndt, Klaus Joachim Mueller-Engel, Goetz-Peter Schindler, Frank Rosowski, Jochen Petzoldt
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Patent number: 7138544Abstract: The present invention relates to a process for preparing aliphatic straight-chain and ?-alkyl-branched carboxylic acids by catalytic oxidation of aldehydes by means of oxygen or oxygen-containing gas mixtures. Alkali metal carboxylates or alkaline earth metal carboxylates or a mixture thereof in an amount, calculated as alkali metal or alkaline earth metal, of from 1 mmol each to from 10 mmol each per mole of aldehyde used and also metals or compounds of metals of groups 5 to 11 of the Periodic Table of the Elements in amounts of not more than 5 ppm, based on aldehyde used, are present as catalyst.Type: GrantFiled: September 28, 2005Date of Patent: November 21, 2006Assignee: Celanese Chemicals Europe GmbHInventors: Helmut Springer, Frank Winsberg
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Patent number: 7038080Abstract: A process for the heterogeneously catalyzed gas-phase partial oxidation of acrolein to acrylic acid over a multimetal oxide material having a specific structure, which contains the elements Mo and V, at least one of the elements Te and Sb and at least one of the elements from the group consisting of Nb, Ta, W and Ti and is doped with promoter elements, is described.Type: GrantFiled: September 23, 2003Date of Patent: May 2, 2006Assignee: BASF AktiengesellschaftInventors: Martin Dieterle, Frieder Borgmeier, Klaus Joachim Mueller-Engel, Hartmut Hibst
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Patent number: 7038079Abstract: A method is disclosed which produces acrylic acid in a high yield as maintaining the conditions for purifying acrylic acid in constant ranges and preventing the acrylic acid from polymerization. By using a reactor which has first reaction zone and second reaction zone formed of different reaction tubes, propylene concentration adjusting in the range of 7–15 vol. % and water concentration adjusting in the range of 0–10 vol. % are introduced thereto thereby obtaining an acrylic acid-containing gas. Then the gas is introduced to an acrylic acid absorption column to adjust water concentration in the range of 1–45 wt. %, thereby preventing from polymerization.Type: GrantFiled: August 1, 2003Date of Patent: May 2, 2006Assignee: Nippon Shokubai Co., Ltd.Inventors: Harunori Hirao, Michio Tanimoto
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Patent number: 6982347Abstract: In a process for partially oxidizing acrolein to acrylic acid in the gas phase under heterogeneous catalysis, the starting reaction gas mixture is oxidized at an acrolein loading of ?145 and ?70 l (STP) of acrolein/l of fixed catalyst bed·h over a fixed catalyst bed which is accommodated in two successive reaction zones A, B, the highest temperature of the reaction gas mixture within reaction zone A being above the highest temperature of the reaction gas mixture within reaction zone B.Type: GrantFiled: March 23, 2004Date of Patent: January 3, 2006Assignee: BASF AktiengesellschaftInventors: Martin Dieterle, Jochen Petzoldt, Klaus Joachim Müller-Engel, Heiko Arnold
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Patent number: 6969774Abstract: In a method for synthesizing methacrylic acid by using a fixed bed tube type reactor provided with a catalyst bed into which a solid oxidation catalyst is filled and with a heat medium bath and by flowing a raw material gas containing methacrolein and oxygen through the catalyst bed, the catalyst bed does not have any sections in which a temperature difference between the heat medium bath and the catalyst bed (?T) exceeds 35° C., and two or more high temperature zones in which each ?T is 15 to 35° C. are provided. According to this method, mathacrylic acid can be manufactured in higher yields.Type: GrantFiled: December 7, 2000Date of Patent: November 29, 2005Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seigo Watanabe, Motomu Oh-Kita
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Patent number: 6939991Abstract: In a process for preparing acrylic acid, an acrylic acid-containing product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid, after direct cooling with a quench liquid, is fractionally condensed in a separating column provided with internals, rising into itself with sidestream takeoff of crude acrylic acid, and the acrylic acid oligomers which form are dissociated and the resulting dissociation gas is subjected to a countercurrent rectification before it is recycled.Type: GrantFiled: June 20, 2003Date of Patent: September 6, 2005Assignee: BASF AktiengesellschaftInventors: Joachim Thiel, Ulrich Hammon, Dieter Baumann, Jörg Heilek, Jürgen Schröder, Klaus Joachim Müller-Engel
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Patent number: 6930201Abstract: In a method of producing methacrylic acid by passing a material gas containing methacrolein, oxygen and water vapor through a reactor packed with a catalyst containing as the main component a compound oxide containing molybdenum and phosphorus, a concentration of methacrolein in the material gas is controlled in a range of 4 to 6.5 vol %, a molar ratio of the water vapor to the methacrolein in the material gas is controlled in a range of 1 to 2, and a space velocity of the material gas to the catalyst-packed layer is controlled in a range of 500 to 750 h?1, whereby deterioration of the catalyst is effectively inhibited.Type: GrantFiled: December 19, 2001Date of Patent: August 16, 2005Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seigo Watanabe, Motomu Oh-Kita
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Patent number: 6888026Abstract: An object of this invention is to provide a method for producing acrylic acid that enables to suppress adverse influence of byproducts during distillation and to accomplish long-term continuous operation of the acrylic acid production apparatus. This invention is directed to a method for producing (meth)acrylic acid comprising the step of isolating (meth)acrylic acid from a liquid containing (meth)acrylic acid by distillation wherein the liquid contains glyoxal (including its hydrate) in a concentration of 0.1 mass % or less.Type: GrantFiled: September 26, 2002Date of Patent: May 3, 2005Assignee: Nippon Shokubai Co., Ltd.Inventors: Kazuhiko Sakamoto, Kazuo Ohkouchi, Tomohiro Nakae
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Patent number: 6864391Abstract: A process for preparing hydroformylation products of propylene and for preparing acrylic acid and/or acrolein comprises a) feeding a propylene-containing feed in which from 2 to 40% by weight of propane is present and also carbon monoxide and hydrogen into a reaction zone and reacting this mixture in the presence of a hydroformylation catalyst to form hydroformylation products of propane, b) separating a stream consisting essentially of unreacted propylene and propane from the output from the reaction zone, and c) subjecting the stream consisting essentially of propylene and propane to a catalytic gas-phase oxidation in the presence of molecular oxygen to form acrylic acid and/or acrolein.Type: GrantFiled: June 27, 2001Date of Patent: March 8, 2005Assignee: BASF AktiengesellschaftInventors: Roland Krokoszinski, Ulrich Hammon, Kevin Todd
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Publication number: 20040249196Abstract: In a process for heterogeneously catalyzed partial gas phase oxidation of acrolein to acrylic acid, the starting reaction gas mixture is oxidized over a fixed catalyst bed 1 which consists of at least two fixed catalyst bed zones and is accommodated in two successive temperature zones A, B, and the transition from temperature zone A to temperature zone B does not coincide with a transition from one fixed catalyst bed zone to another fixed catalyst bed zone.Type: ApplicationFiled: March 19, 2004Publication date: December 9, 2004Applicant: BASF AktiengesellschaftInventors: Martin Dieterle, Jochen Petzoldt, Heiko Arnold, Wilhelm Ruppel, Klaus Joachim Muller-Engel
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Patent number: 6800783Abstract: The invention relates to a method for the synthesis of aliphatic carboxylic acids by the catalytic oxidation of aldehydes with oxygen, or oxygen-containing gas mixtures. Metals of groups 5 11 of the periodic table of elements, or the compounds thereof are used as catalyst, in amounts of up to 5 ppm, based upon the amount of aldehyde used.Type: GrantFiled: September 5, 2002Date of Patent: October 5, 2004Assignee: Celanese Chemicals Europe GmbHInventors: Helmut Springer, Peter Lappe
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Patent number: 6794539Abstract: In a process for preparing a multiplephase multimetal oxide composition comprising Mo, V, Cu and, if desired, further elements, at least one phase is preformed separately and dispersed in a plastically deformable precursor composition of a further phase. The mixture is dried and calcined. The multimetal oxide composition is suitable as active composition of catalysts for the catalytically oxidation of organic compounds in the gas phase, in particular for the oxidation of acrolein to acrylic acid.Type: GrantFiled: March 17, 2003Date of Patent: September 21, 2004Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Raimund Felder, Heiko Arnold, Jochen Petzoldt
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Publication number: 20040176640Abstract: A process is described for the activation of zeolitic catalysts containing titanium having the formula: xTiO2(1-x)SiO2 wherein x ranges from 0.0001 to 0.4, which consists in treating said materials with a solution of an ammonium salt of a carboxylic acid and subsequently subjecting them to calcination. The catalysts thus treated have higher catalytic performances with respect to those not treated, in oxidation processes of organic substrates.Type: ApplicationFiled: May 3, 2004Publication date: September 9, 2004Inventors: Vittorio Arca, Angelo Boscolo Boscoletto, Piero Furlan, Laura Meda
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Patent number: 6787671Abstract: An osmium-assisted process for the oxidative cleavage of oxidizable organic compounds such as unsaturated organic compounds, including alkenes and olefins into aldehydes, carboxylic acids, esters, or ketones. The process uses a metal catalyst comprising osmium and a peroxy compound selected from the group consisting of peroxymonosulfuric acid and salts thereof to oxidatively cleave the oxidizable organic compound. In particular, the process enables aldehydes, carboxylic acids, esters, or ketones to be selectively produced from the corresponding mono-, 1,1-di-, 1,2-di-, tri-, or tetra-substituted olefins in a reaction that produces the result of ozonolysis but with fewer problems. The present invention further provides a process for oxidizing an aldehyde alone or with the osmium in an interactive solvent to produce an ester or carboxylic acid.Type: GrantFiled: January 13, 2003Date of Patent: September 7, 2004Assignee: Board of Trustees of Michigan State UniversityInventors: Babak Borhan, Benjamin R. Travis, Jennifer M. Schomaker
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Patent number: 6774262Abstract: The invention provides a method of increasing the reaction rate of an organic synthesis reaction by utilizing supply of OH− from water in the absence of catalyst without adding a basic catalyst in supercritical water or subcritical water of at least 350 ° C., and a method of generating alcohol and carboxylic acid with high reaction rate by performing a Cannizzaro reaction in the absence of catalyst without adding a basic catalyst in supercritical water, and to a method of synthesis of alcohol and carboxylic acid from an aldehyde in the absence of catalyst without adding a basic catalyst near the critical point (375 to 380 ° C., 22.5 to 25 MPa) of supercritical water.Type: GrantFiled: September 11, 2000Date of Patent: August 10, 2004Assignee: Japan as represented by Secretary of Agency of Industrial Science and TechnologyInventors: Yutaka Ikushima, Osamu Sato, Kiyotaka Hatakeda
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Publication number: 20040127745Abstract: This invention relates to a process for the continuous production of potassium formate by the reaction of formaldehyde present in the reactor outlet gas in formaldehyde production plants with an aqueous solution of potassium hydroxide, wherein the formaldehyde is in gaseous monomeric form, the said formaldehyde being fed to the reaction column at a temperature of 100° C. and above. By this invention, a straightforward method of potassium formate production and removal of excess reactant(s) are realized very efficiently. Pure potassium formate solution at any strength is produced. The strength of the product solution depends on where it will be used. Potassium Formate solution is used mainly as deicer, drilling mud, and/or in the production of flaked or granular Potassium Formate by appropriate methods. The flaked and granular Potassium Formate inturn is used in the fields mentioned above and also as an additive to animal feed.Type: ApplicationFiled: December 30, 2002Publication date: July 1, 2004Applicant: MKS Marmara Entegre Kimya San. A.S.Inventors: Mehmet Ali Gurkaynak, Isa Uzun
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Publication number: 20040034243Abstract: Polymethylolalkanoic or monomethylolalkanoic acids of the formula (I) 1Type: ApplicationFiled: April 17, 2003Publication date: February 19, 2004Inventors: Hagen Weigl, Klaus Ebel, Steffen Maas, Gerhard Schulz, Matthias Dernbach
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Patent number: 6664416Abstract: The present invention produces (meth)acrylic acid in a high yield in a process for producing (meth)acrylic acid by subjecting at least one member selected from the group consisting of (meth)acrolein, propane, and isobutane to catalytic gas phase oxidation with molecular oxygen or a molecular-oxygen-containing gas. In addition, the present invention makes it possible to produce (meth)acrylic acid in a high yield and stably for a long time. The present invention provides a process for producing (meth)acrylic acid by catalytic gas phase oxidation reaction, which is characterized by allowing a reaction gas to contain a reducible compound.Type: GrantFiled: April 6, 2002Date of Patent: December 16, 2003Assignee: Nippon Shokubai Co., Ltd.Inventors: Michio Tanimoto, Hiroto Kasuga
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Publication number: 20030176733Abstract: The invention relates to a method for oxidizing substrates such as hydrocarbons, waxes or soot. The method involves the use of a compound of formula (I) in which: R1 and R2 represent H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 hydrocarbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 designate identical or different radicals or R1 and R2 can be linked to one another via a covalent bonding; Q1 and Q2 represent C, CH, N, CR5, each being the same or different; X and Z represent C, S, CH2, each being the same or different; Y represents O and OH; k=0, 1, 2; l=0, 1, 2; m=1 to 3, and; R5 represents one of the meanings of R1. Said compound is used as a catalyst in the presence of a radical initiator, whereby the molar ratio of the catalyst to the hydrocarbon is less than 10 mol %. Peroxy compounds or azo compounds can be used as the radical initiator.Type: ApplicationFiled: January 15, 2003Publication date: September 18, 2003Inventors: Adolf Knhle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer
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Publication number: 20030162996Abstract: A process for isolating polymethylolalkanoic acids or monomethylolalkanoic acids of the formula (I) 1Type: ApplicationFiled: November 21, 2002Publication date: August 28, 2003Inventors: Hagen Weigl, Klaus Ebel, Gerhard Schulz
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Patent number: 6593494Abstract: Process for the oxidation of aldehydes to the corresponding acids in which an aldehyde as substrate is oxidized to the corresponding acid in the presence of an equimolar amount, or a molar excess, of periodate, catalytic amounts of dichromate or CrO3, and in the presence of an acid in water, a water/solvent mixture or in a solvent at a temperature of −20° C. to +50° C.Type: GrantFiled: March 28, 2002Date of Patent: July 15, 2003Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventors: Paul Alsters, Elisabeth Schmieder Van De Vondervoort
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Patent number: 6555716Abstract: Aldehydes are prepared in a hydroformylation apparatus by the multiphase hydroformylation reaction of one or more olefins with hydrogen and carbon monoxide, where the continuous phase contains a solvent mixture and the hydroformylation catalyst is present in the continuous phase, at least one olefin is present in the dispersed phase, and the loading factor of the tube reactor is greater than or equal to 0.8.Type: GrantFiled: November 30, 2000Date of Patent: April 29, 2003Assignee: Oxeno Olefinchemie GmbHInventors: Guido Protzmann, Klaus-Diether Wiese, Wilfried Büschken, Dirk Röttger
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Patent number: 6545177Abstract: A catalyst which is a complex oxide catalyst represented by the following general formula (1): MoaVbWcCudAeBfCgDhEiOx (1) (in which Mo is molybdenum; V is vanadium, W is tungsten, Cu is copper, A is at least an element selected from antimony, niobium and tin; B is at least an element selected from alkaline earth metals; C is at least an element selected from silicon, aluminum, titanium and zirconium; D is at least an element selected from phosphorus, tellurium, cerium, lead, arsenic and zinc; E is at least an element selected from Group IA and Group IIIb elements of the periodic table, boron, iron, bismuth, cobalt, nickel and manganese; and O is oxygen; a, b, c, d, e, f, g, h, i and x denote the atomic ratios of Mo, V, W, Cu, A, B, C, D, E and O, respectively; and where a=12, 2≦b≦15, 0≦c≦10, 0<d≦6, 0≦e≦6, 0<f≦10, 0<g≦10, 0≦h≦5, 0≦i≦5, and x is a numerical value determined by the extents of oxidation of the other elements) which is characterType: GrantFiled: December 5, 2000Date of Patent: April 8, 2003Assignee: Nippon Shokubai Co. Ltd.Inventors: Michio Tanimoto, Daisuke Nakamura, Hiromi Yunoki
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Patent number: 6525217Abstract: A process for the catalytic gas-phase oxidation of propene to acrylic acid, in which the reaction gas starting mixture is oxidized, with an increased propene loading, in a first reaction stage, over a first fixed-bed catalyst and then the acrolein-containing product gas mixture of the first reaction stage is oxidized, in a second reaction stage, with an increased acrolein loading, over a second fixed-bed catalyst, the catalyst moldings in both reaction stages having an annular geometry.Type: GrantFiled: August 30, 2001Date of Patent: February 25, 2003Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Heiko Arnold, Andreas Tenten, Ulrich Hammon, Hans-Peter Neumann, Klaus Harth
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Patent number: 6498270Abstract: The present invention provides a process for preparing a catalyst and the same for use in production of methacrylic acid, which is characterized by molding a raw material including a powder containing phosphorus and molybdenum at the specific pressure. The invention also provides a process for preparing methacrylic acid by gas phase oxidation and/or oxidative dehydrogenation of at least one compound selected from the group consisting of methacrolein, isobutyraldehyde and isobutyric acid in the presence of the catalyst.Type: GrantFiled: October 31, 2001Date of Patent: December 24, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Yuichi Kase, Naomasa Kimura, Hideo Onodera
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Publication number: 20020143206Abstract: Process for the oxidation of aldehydes to the corresponding acids in which an aldehyde as substrate is oxidized to the corresponding acid in the presence of an equimolar amount, or a molar excess, of periodate, catalytic amounts of dichromate or CrO3, and in the presence of an acid in water, a water/solvent mixture or in a solvent at a temperature of −20° C. to +50° C.Type: ApplicationFiled: March 28, 2002Publication date: October 3, 2002Inventors: Paul Alsters, Elisabeth Schmieder Van De Vondervoort
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Patent number: 6429332Abstract: A catalyst for the production of acrylic acid by the vapor-phase catalytic oxidation of acrolein or acrolein-containing gas and a method for the production of acrylic acid by the use of this catalyst are provided. The catalyst of this invention comprises (A) a catalyst having Mo and V as essential components and used for the production of acrylic acid by vapor-phase catalytic oxidation of acrolein and (B) a solid acid having acid strength (Ho) of not more than −11.93. Since this catalyst excels in catalytic activity and service life, it allows acrylic acid to be produced stably at a high yield for a long time.Type: GrantFiled: May 31, 1995Date of Patent: August 6, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Michio Tanimoto, Tatsuya Kawajiri, Hiromi Yunoki, Yukio Aoki
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Patent number: 6414183Abstract: The present invention provides a method for stabilizing waste oil which is taken of each chemical apparatus of the manufacturing line of (meth)acryl acid and/or ester thereof, and treating the waste oil such as draining it out of the production apparatus, for example, a distillation tower from its bottom, sending and transporting it by a pump through a pipeline, and storing it in a storage tank in a simple manner while keeping the waste oil in a stable state. The waste oil can be stabilized by coexisting with solvent. The solvent used in the present invention is typically at least one selected from the group consisting of water, alcohol, ether, carboxylic acid, ketone, aromatic hydrocarbons, and aliphatic hydrocarbons.Type: GrantFiled: April 5, 2000Date of Patent: July 2, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Kazuhiko Sakamoto, Sei Nakahara, Masatoshi Ueoka
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Publication number: 20020077502Abstract: The present invention relates to a process for preparing trimethylol compounds and formic acid by reaction of formaldehyde and aldehydes in the presence of a nitrogen base and distillation of the resulting reaction mixture in the presence of an auxiliary.Type: ApplicationFiled: December 13, 2001Publication date: June 20, 2002Inventors: Frank Dobert, Paul Wagner, Alexander Klausener, Wolfgang Eymann, Rolf Feller
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Publication number: 20020072627Abstract: A process for the manufacture of alkali metal salt of Sorbic acid or free Sorbic acid by oxidation of 2:4 hexadienal with an aqueous solution of Hydrogen Peroxide and adding oxides of transition metal such as Mn, Ni, Cu, Ag, Pt, or Pd. In a reactor maintaining the temperature in the range of 5 deg.-80 deg.C., preferable between 20 deg. to 40 deg. thus converting the metal salt to free Sorbic acid by acidification.Type: ApplicationFiled: October 19, 2001Publication date: June 13, 2002Applicant: Somaiya Organo Chemicals LimitedInventors: S. B. Chandalia, Kavita Chandnani, Sangeeta Srivastawa
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Patent number: 6403829Abstract: In a process for the catalytic gas-phase oxidation of acrolein to acrylic acid, the reaction gas starting mixture is passed, with an acrolein loading of ≧150 l (s.t.p.)/l.h, over a fixed-bed catalyst which is housed in two spatially successive reaction zones A, B, the reaction zone B being kept at a higher temperature than the reaction zone A.Type: GrantFiled: September 10, 2001Date of Patent: June 11, 2002Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Heiko Arnold, Andreas Tenten, Ulrich Hammon
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Patent number: 6372939Abstract: A process for making 6-aminocaproic acid by hydroformylating 3-pentenenitrile to produce 3-, 4-, and 5-formylvaleronitrile (FVN mixture), oxidizing the FVN mixture to produce 3-, 4-, and 5-cyanovaleric acid; hydrogenating the resulting product to produce 6-aminocaproic acid, 5-amino-4-methylvaleric acid, and 4-amino-3-ethylbutyric acid; and isolating 6-aminocaproic acid from the reaction product. The resulting 6-aminocaproic acid can be cyclized to produce caprolactam.Type: GrantFiled: November 16, 2000Date of Patent: April 16, 2002Assignee: E.I. du Pont de Nemours and CompanyInventors: Emilio E. Bunel, Theodore A. Koch, Ronnie Ozer, Sourav K. Sengupta
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Patent number: 6362367Abstract: This invention relates to a process for producing one or more organic acids in high purity which process comprises (i) oxidizing in a liquid oxidation reactor one or more organic liquids with essentially pure oxygen or oxygen-enriched air containing at least about 50% oxygen, at a temperature sufficiently stable to prevent cycling of reaction rate, to produce a crude reaction product fluid, and (ii) refining said crude reaction product fluid to give said one or more organic acids in high purity. The oxidation temperature is preferably controlled to within about ±3° C. of a target temperature. The organic acids described herein is useful in a variety of applications, such as intermediates in the manufacture of chemical compounds, pharmaceutical manufacture and the like.Type: GrantFiled: April 21, 1998Date of Patent: March 26, 2002Assignee: Union Carbide Chemicals & Plastics Technology Corp.Inventors: John Braithwaite, David Robert Bryant, David James Miller, John Earl Logsdon
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Publication number: 20020016503Abstract: This invention relates to the use of a supplemental promoter in conjunction with a noble-metal-containing catalyst comprising a carbon support in catalyzing liquid phase oxidation reactions, a process for making of an improved catalyst comprising such a supplemental promoter, and an improved catalyst comprising such a supplemental promoter.Type: ApplicationFiled: December 21, 2000Publication date: February 7, 2002Inventors: Mark A. Leiber, Jerry R. Ebner, Kam-To Wan, Anthony Woods, Peter Rogers
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Publication number: 20020010364Abstract: This invention relates to a process for producing one or more organic acids in high purity which process comprises (i) oxidizing in a liquid oxidation reactor one or more organic liquids with essentially pure oxygen or oxygen-enriched air containing at least about 50% oxygen, at a temperature sufficiently stable to prevent cycling of reaction rate, to produce a crude reaction product fluid, and (ii) refining said crude reaction product fluid to give said one or more organic acids in high purity. The oxidation temperature is preferably controlled to within about ±3° C. of a target temperature. The organic acids described herein is useful in a variety of applications, such as intermediates in the manufacture of chemical compounds, pharmaceutical manufacture and the like.Type: ApplicationFiled: April 21, 1998Publication date: January 24, 2002Inventors: JOHN BRAITHWAITE, DAVID ROBERT BRYANT, DAVID JAMES MILLER, JOHN EARL LOGSDON
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Patent number: 6340778Abstract: The invention relates to a process for the catalytic aldol condensation of aldehydes by means of a multiphase reaction in a tube reactor, wherein the catalyst is present in the continuous phase and at least one aldehyde is present in a dispersed phase and the loading factor B of the tube reactor is equal to or greater than 0.8; the aldol condensation products obtained in this way can be used for preparing alcohols or carboxylic acids.Type: GrantFiled: October 24, 2000Date of Patent: January 22, 2002Assignee: Oxeno Olefinchemie GmbHInventors: Wilfried Bueschken, Klaus-Diether Wiese, Guido Protzmann, Juergen Koch
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Patent number: 6262318Abstract: The invention relates to a method of producing xylitol and erythritol from arabinoxylan-containing material. According to the invention, the arabinoxylan-containing material is hydrolyzed and xylose and arabinose are separated from the obtained hydrolysate, whereafter the xylose is reduced to xylitol, and the xylitol is recovered, and the arabinose is subjected to alkaline oxidation to obtain erythronic acid which is reduced to erythritol, and the erythritol is recovered.Type: GrantFiled: November 1, 1999Date of Patent: July 17, 2001Assignee: Xyrofin OyInventors: Heikki Heikkilä, Raimo Alen, Siru Kauko, Mirja Lindroos, Juha Nurmi, Päivi Sarmala, Matti Tylli
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Publication number: 20010004671Abstract: Disclosed is a method of producing acrylic acid using a catalyst for acrolein oxidation reaction. Metallic salt components of the catalyst including molybdate, vanadate and tungstate are dissolved in water. An additional metallic salt component of the catalyst is added to the aqueous solution of the salts to form a suspension of the catalyst. In the suspension, the total weight of water is about 0.8 to about 5 times of the total weight of the metallic salts in the catalyst. This method of preparing suspension minimizes the amount of water required to dissolve the metallic salts, which reduces the amount of time and energy to be used in evaporating water from the suspension in the following step of obtaining catalyst. Additionally, in obtaining catalyst from the suspension prepared by this method, it is possible to avoid the deterioration of the catalytic performance since less heat is required to evaporate the water. Disclosed also is a method of producing a carrier-retained catalyst.Type: ApplicationFiled: December 22, 2000Publication date: June 21, 2001Inventors: Won-Ho Lee, Kyung-Hwa Kang, Dong-Hynn Ko, Young-Chang Byun