Of Aldehyde Containing Compound Patents (Class 564/473)
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Patent number: 12122739Abstract: An integrated, co-product capable process is provided for producing taurine in particular with optionally one or both of monoethanolamine and diethanolamine from one or more sugars, comprising pyrolyzing one or more sugars to produce a crude pyrolysis product mixture including glycolaldehyde and formaldehyde; optionally removing formaldehyde from the crude pyrolysis product mixture, then combining the crude pyrolysis product mixture with an aminating agent in the presence of hydrogen and further in the presence of a catalyst to produce at least monoethanolamine from the crude pyrolysis product mixture; optionally recovering diethanolamine from the crude reductive amination product, sulfating at least a portion to all of the monoethanolamine product to produce 2-aminoethyl hydrogen sulfate ester; and sulfonating the 2-aminoethyl hydrogen sulfate ester to produce taurine.Type: GrantFiled: July 31, 2019Date of Patent: October 22, 2024Assignee: ARCHER-DANIELS-MIDLAND COMPANYInventors: James Brazdil, Chi-Cheng Ma
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Patent number: 9448124Abstract: A multiple temperature sensor system (120) includes a temperature sensor network (180) including temperature-sensing resistors RT1 and RT2 (186, 187) and frequency-selective filters (184, 185) coupled to the plurality of temperature-sensing resistors RT1 and RT2 (186, 187). The frequency-selective filters (184, 185) pass distinct time-varying signals into the temperature sensor network (180) and pass attenuated distinct time-varying signals out. The system (120) further includes a temperature measurement N controller (161) coupled to the temperature sensor network (180) and configured to inject the distinct time-varying signals into the temperature sensor network (180), receive the attenuated distinct time-varying signals in response to the injection, with the attenuated distinct time-varying signals being attenuated by the temperature sensing resistors (186, 187), and generate two or more substantially simultaneous temperature values from the attenuated distinct time-varying signals.Type: GrantFiled: November 16, 2010Date of Patent: September 20, 2016Assignee: Micro Motion, Inc.Inventors: Paul J Hays, Craig B. McAnally, Andrew S. Kravitz
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Patent number: 8916728Abstract: The present invention relates to a process for preparing alkylalkanolamines, comprising the reaction of a carbonyl-based compound with a hydroxylalkylamine, in the presence of hydrogen and a catalyst.Type: GrantFiled: June 25, 2010Date of Patent: December 23, 2014Assignee: Arkema FranceInventors: Christophe Ruppin, François Guillemet
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Publication number: 20140296575Abstract: The present invention relates to a multi-branched Mannich base corrosion inhibitor and the method for preparing thereof. The method comprises (1) adding 3˜7 moles ketone and 3˜7 moles aldehyde to reaction kettle, adjusting pH to 2˜6 with acid, controlling temperature to 20˜50° C. and stirring for 20˜30 mins; (2) adding 1 mole organic polyamine to the reaction kettle under stirring, or adding the pH-adjusted ketone, aldehyde and organic solvent to organic polyamine, controlling temperature to 60˜90° C. and reacting for 1˜3 hrs, and after completion of the reaction, heating the system to 110° C. under nitrogen to remove water; the organic polyamine is organic compound comprising three or more primary amine groups and/or secondary amine groups.Type: ApplicationFiled: April 27, 2012Publication date: October 2, 2014Applicant: PetroChina Company LimitedInventors: Ling Ma, Lei Li, Xiangjun Kong, Malike Dilibai, Xinping Zhen, Chunge Niu, Shengjun Bai
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Patent number: 8772548Abstract: The present invention relates to a process for reacting glycolaldehyde with an aminating agent in the presence of hydrogen and of a catalyst, the catalyst being activated by reducing a catalyst precursor or by reducing a passivated catalyst, which comprises effecting the reaction in the presence of a solvent and contacting the glycolaldehyde with the activated catalyst.Type: GrantFiled: December 14, 2010Date of Patent: July 8, 2014Assignee: BASF SEInventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
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Patent number: 8742174Abstract: The present invention relates to a process for preparing ethanolamines by reacting glycolaldehyde with monoethanolamine and/or diethanolamine in the presence of a catalyst.Type: GrantFiled: December 13, 2010Date of Patent: June 3, 2014Assignee: BASF SEInventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
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Patent number: 8664444Abstract: A continuous process for producing primary aliphatic amines having 9 to 18 carbon atoms by reaction of corresponding aliphatic aldehydes with ammonia and hydrogen in the presence of a hydrogenation catalyst in the liquid phase, characterized in that the reaction is carried out solventlessly at a molar ratio of aliphatic aldehyde:ammonia of at least 1:30, at a temperature of 100 to 200° C. and at a pressure of 6 to 11 MPa.Type: GrantFiled: August 18, 2011Date of Patent: March 4, 2014Assignee: Oxea GmbHInventors: Kurt Schalapski, Norman Nowotny, Matthias Eisenacher, Dirk Bermann, Thorsten Kreickmann, Peter Heymanns, Heinz Strutz
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Patent number: 8536377Abstract: The present invention relates to a process for preparing N,N-substituted 3-aminopropan-1-ols by a) reacting secondary amine with acrolein at a temperature of (?50) to 100° C. and a pressure of 0.01 to 300 bar, and b) reacting the reaction mixture obtained in stage a) with hydrogen and ammonia in the presence of a hydrogenation catalyst at a pressure of 1 to 400 bar, wherein the molar ratio of secondary amine to acrolein in stage a) is 1:1 or more and the temperature in stage b) is in the range from (?50) to 70° C. In a preferred embodiment, acrolein which has been obtained from glycerol based on renewable raw materials is used.Type: GrantFiled: November 2, 2009Date of Patent: September 17, 2013Assignee: BASF SEInventors: Christof Wilhelm Wigbers, Johann-Peter Melder, Martin Ernst
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Publication number: 20130237681Abstract: The present invention relates to novel amides having secondary amino groups, a process for preparing them, adducts of these amines and their uses. The amides can be prepared in a simple way from readily available starting materials. They and their adducts have, in particular, a low viscosity and are suitable as constituent of polyurethane and polyurea compositions having excellent processability and high flexibility, and also as constituent of epoxy resin compositions, in particular coatings.Type: ApplicationFiled: December 13, 2011Publication date: September 12, 2013Applicant: SIKA TECHNOLOGY AGInventor: Urs Burckhardt
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Patent number: 8486183Abstract: An acid gas absorbent comprising an alkylamino alkyloxy (alcohol) monoalkyl ether and a process for the selective removal Of H2S from gaseous mixtures containing H2S and CO2 using an absorbent solution comprising an alkylamino alkyloxy alcohol monoalkyl ether.Type: GrantFiled: July 21, 2006Date of Patent: July 16, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Edmund John Mozeleski, Robert Basil Fedich, Frank Cheng-Yu Wang
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Publication number: 20130150624Abstract: A continuous process for producing primary aliphatic amines having 9 to 18 carbon atoms by reaction of corresponding aliphatic aldehydes with ammonia and hydrogen in the presence of a hydrogenation catalyst in the liquid phase, characterized in that the reaction is carried out solventlessly at a molar ratio of aliphatic aldehyde:ammonia of at least 1:30, at a temperature of 100 to 200° C. and at a pressure of 6 to 11 MPa.Type: ApplicationFiled: August 18, 2011Publication date: June 13, 2013Applicant: OXEA GMBHInventors: Kurt Schalapski, Norman Nowotny, Matthias Eisenacher, Dirk Bermann, Thorsten Kreickmann, Peter Heymanns, Heinz Strutz
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Patent number: 8450530Abstract: The present invention relates to a process for preparing unsymmetric secondary tert-butylamines by continuous amination in the gas phase, wherein tert-butylamine is converted over hydrogenation catalysts in the presence of an alcohol or aldehyde and hydrogen.Type: GrantFiled: April 6, 2011Date of Patent: May 28, 2013Assignee: BASF SEInventors: Christoph Mueller, Christof Wilhelm Wigbers, Johann-Peter Melder, Gerd Haderlein, Norbert Gutfrucht
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Patent number: 8445726Abstract: The present application relates to a process for preparing unsymmetric secondary tert-butylamines which, as well as the tert-butyl radical, also comprise an alkyl, cycloalkyl or benzyl radical. They are prepared by reacting corresponding aldehydes with tert-butylamine and hydrogen in the presence of hydrogenation catalysts (reductive amination) in the liquid phase.Type: GrantFiled: April 5, 2011Date of Patent: May 21, 2013Assignee: BASF SEInventors: Christof Wilhelm Wigbers, Christoph Mueller, Johann-Peter Melder, Bernd Stein, Harald Meissner, Gerd Haderlein, Norbert Gutfrucht
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Patent number: 8420864Abstract: Disclosed herein is N-ethylmethylamine having a very high degree of purity, that is to say very low contents of impurities commonly encountered in conventional industrial processes, and a process for preparing, on an industrial scale, high-purity N-ethylmethylamine.Type: GrantFiled: July 2, 2009Date of Patent: April 16, 2013Assignee: Arkema FranceInventors: Christophe Ruppin, Jacqueline Dufour
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Publication number: 20120271068Abstract: The present invention relates to a process for reacting glycolaldehyde with an aminating agent in the presence of hydrogen and of a catalyst, the catalyst being activated by reducing a catalyst precursor or by reducing a passivated catalyst, which comprises effecting the reaction in the presence of a solvent and contacting the glycolaldehyde with the activated catalyst.Type: ApplicationFiled: December 14, 2010Publication date: October 25, 2012Applicant: BASF SEInventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
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Patent number: 8268995Abstract: Processes for preparing an amine, which processes comprise: reacting a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones, and mixtures thereof, with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a zirconium dioxide-, copper- and nickel-containing catalyst; wherein the catalyst comprises a catalytically active composition which comprises, before reduction with hydrogen, oxygen compounds of zirconium, copper, and nickel, and 0.2 to 40% by weight of an oxygen compound of cobalt, calculated as CoO, 0.1 to 5% by weight of an oxygen compound of iron, calculated as Fe2O3, and 0.1 to 5% by weight of at least one oxygen compound of lead, tin, bismuth or antimony, calculated as PbO, SnO, Bi2O3 and Sb2O3 respectively.Type: GrantFiled: December 10, 2008Date of Patent: September 18, 2012Assignee: BASF SEInventors: Petr Kubanek, Wolfgang Mägerlein, Ekkehard Schwab, Johann-Peter Melder, Manfred Julius
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Patent number: 8227640Abstract: The invention relates to a particulate substance comprising a particulate porous support coupled to a palladium species. The palladium species may comprise palladium nanoclusters. The particulate substance may be used as a catalyst for conducting a carbon-carbon coupling reaction or a reduction.Type: GrantFiled: March 23, 2007Date of Patent: July 24, 2012Assignee: Institute of Bioengineering and NanotechnologyInventors: Jackie Y. Ying, Nandanan Erathodiyil
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Patent number: 8211949Abstract: Novel mixtures of long-chain (C10-C20) olefins are functionalized by conversion to aldehydes using an OXO process, or to sulfates, sulfonates, sulfones, sulfides, or sulfoxides by direct sulfonation. The aldehydes may then be hydrogenated to form alcohols, or aminated to form amines or amides. The olefins starting mixture may be acquired as a byproduct of the tetramerization of ethylene in the presence of certain chromium-containing tetramerization catalysts. The functionalized mixtures, and derivatives prepared therefrom such as alkoxylates prepared from the alcohols, may be useful as surfactants that may offer improved performance in many applications, while their preparation based on a byproduct mixture reduces their cost and also reduces waste-handling issues for this non-targeted stream.Type: GrantFiled: September 16, 2008Date of Patent: July 3, 2012Assignee: Dow Global Technologies LLCInventors: Pierre T. Varineau, Brian W. Kolthammer, Aaron W. Sanders, David A. Wilson, Kara S. Weber, Robert Kirk Thompson, Cynthia L. Rand, Thomas C. Eisenschmid
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Publication number: 20120116126Abstract: The present invention relates to a process for preparing alkylalkanolamines, comprising the reaction of a carbonyl-based compound with a hydroxylalkylamine, in the presence of hydrogen and a catalyst.Type: ApplicationFiled: June 25, 2010Publication date: May 10, 2012Inventors: Christophe Ruppin, Francois Guillemet
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Patent number: 8093431Abstract: A novel method for producing amine-aldehyde sulfur scavenging compositions are disclosed, where the method comprises contacting an amine containing component and a aldehyde containing component in the presence of an alcohol at an amine to aldehyde ratio of between about 0.8 and 0.45 for a reaction time and at a reaction temperatures sufficient to produce an amine-aldehyde adduct product having a specific gravity between about 3% and 7% less than the specific gravity of a mixture of starting materials.Type: GrantFiled: February 2, 2009Date of Patent: January 10, 2012Assignee: Clearwater International LLCInventors: Olusegun Matthew Falana, Ray Veldman, Frank Zamora, Emilia U. Ugwu, Zoraida Vazquez
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Patent number: 8034978Abstract: Process for preparing an amine by reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group consisting of primary and secondary amines in the presence of a heterogeneous catalyst, wherein the reaction is carried out using a suspended catalyst as heterogeneous catalyst and is carried out in the semibatch mode in which the nitrogen compound as one reactant is placed in the reaction vessel and the aldehyde and/or the ketone as the other reactant is added during the course of the reaction and the aldehyde and/or the ketone is added in portions or continuously to the reaction mixture during the course of the reaction as a function of the achieved conversion of the nitrogen compound until a conversion of the nitrogen compound of at least 95% results, and all or part of the catalyst remains in the reaction vessel after the reaction batch and is reused for the next reaction batch.Type: GrantFiled: May 24, 2007Date of Patent: October 11, 2011Assignee: BASF SEInventors: Jan Eberhardt, Harald Meiβner, Bram Willem Hoffer, Johann-Peter Melder, Ekkehard Schwab
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Publication number: 20110137030Abstract: A process for preparing an amine by reacting a primary or secondary alcohol, aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group of ammonia and primary and secondary amines, in the presence of a supported copper-, nickel- and cobalt-containing catalyst, wherein the catalytically active material of the catalyst, before the reduction thereof with hydrogen, comprises oxygen compounds of aluminum, of copper, of nickel and of cobalt, and in the range from 0.2 to 5.0% by weight of oxygen compounds of tin, calculated as SnO, and catalysts as defined above.Type: ApplicationFiled: December 2, 2010Publication date: June 9, 2011Applicant: BASF SEInventors: Petr Kubanek, Wolfgang Mägerlein, Johann-Peter Melder, Thomas Heidemann
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Patent number: 7754922Abstract: Processes comprising: (i) providing a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones and mixtures thereof; and (ii) reacting the reactant with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a catalyst comprising a zirconium dioxide- and nickel-containing catalytically active composition, to form an amine; wherein the catalytically active composition, prior to reduction with hydrogen, comprises oxygen compounds of zirconium, copper, nickel and cobalt, and one or more oxygen compounds of molybdenum in an amount of 5.5 to 12% by weight, calculated as MoO3.Type: GrantFiled: July 4, 2007Date of Patent: July 13, 2010Assignee: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
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Publication number: 20100113832Abstract: The invention relates to a particulate substance comprising a particulate porous support coupled to a palladium species. The palladium species may comprise palladium nanoclusters. The particulate substance may be used as a catalyst for conducting a carbon-carbon coupling reaction or a reduction.Type: ApplicationFiled: March 23, 2007Publication date: May 6, 2010Applicant: Agency for Science ,Technology and ResearchInventors: Jackie Y. Ying, Nandanan Erathidiyil
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Publication number: 20090312579Abstract: Processes comprising: (i) providing a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones and mixtures thereof, and (ii) reacting the reactant with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a catalyst comprising a zirconium dioxide- and nickel-containing catalytically active composition, to form an amine; wherein the catalytically active composition, prior to reduction with hydrogen, comprises oxygen compounds of zirconium, copper, and nickel, and one or more oxygen compounds of silver in an amount of 0.5 to 6% by weight, calculated as AgO.Type: ApplicationFiled: July 4, 2007Publication date: December 17, 2009Applicant: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
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Publication number: 20090287023Abstract: Disclosed is a method for producing a primary amine compound represented by the formula (2) below, which is characterized in that a halogen compound represented by the formula (1) below, ammonia and formaldehyde are reacted with each other, and then the thus-obtained reaction product is [1] brought into contact with an aqueous solution of an acid or [2] reacted with a hydroxylamine under acidic conditions. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product. (1) (In the formula, R1 and R2 independently represent a hydrogen atom, a C1-C5 alkyl group which may be substituted by a halogen atom or the like, a C1-C5 alkoxy group which may be substituted by a halogen atom, a cyano group, a C2-C11 alkenyl group or a phenyl group or the like; R3 represents a hydrogen atom, a linear or branched C1-C5 alkyl group or a cyano group; and X represents a halogen atom.Type: ApplicationFiled: December 25, 2006Publication date: November 19, 2009Inventors: Hiroshi Souda, Naoyuki Takano, Shinzo Seko
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Publication number: 20090275781Abstract: Processes comprising: (i) providing a reactant selected from the group consisting of primary alcohols, secondary alcohols, aldehydes, ketones and mixtures thereof, and (ii) reacting the reactant with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary amines, secondary amines and mixtures thereof, in the presence of a catalyst comprising a zirconium dioxide- and nickel-containing catalytically active composition, to form an amine; wherein the catalytically active composition, prior to reduction with hydrogen, comprises oxygen compounds of zirconium, copper, nickel and cobalt, and one or more oxygen compounds of molybdenum in an amount of 5.5 to 12% by weight, calculated as MoO3.Type: ApplicationFiled: July 4, 2007Publication date: November 5, 2009Applicant: BASF SEInventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
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Patent number: 7405327Abstract: Process for the continuous preparation of an amine by reaction of a primary or secondary alcohol, aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary and secondary amines at a temperature in the range from 60 to 300° C.Type: GrantFiled: May 4, 2005Date of Patent: July 29, 2008Assignee: BASF AktiengesellschaftInventors: Frank Haese, Arnd Bottcher, Bernd Stein, Wolfgang Reif, Johann-Peter Melder, Karl-Heinz Roβ, Heinz Rutter, Shelue Liang, Stefan Rittinger
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Patent number: 7230134Abstract: This application claims the benefit of German priority Application No. 10138140.9, filed on Aug. 9, 2001, and International Application No. PCT/EP02/08748, filed on Aug. 6, 2002. The invention relates to the production of amines by the reaction of aldehydes or ketones with ammonia or primary or secondary amines in the presence of a hydrogen-donor and the presence of homogeneous metal catalysts of the eighth sub-group under mild conditions.Type: GrantFiled: August 6, 2002Date of Patent: June 12, 2007Assignee: Degussa AGInventors: Armin Borner, Uwe Dingerdissen, Renat Kadyrov, Thomas Riermeier, Vitali Tararov
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Patent number: 7183438Abstract: Disclosed are catalysts, the catalytically active mass of which contains 22 to 40 percent by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30 percent by weight of oxygen-containing compounds of copper, calculated as CuO, 15 to 50 percent by weight of oxygen-containing compounds of nickel, calculated as NiO, the molar ratio between nickel and copper being greater than 1, 15 to 50 percent by weight of oxygen-containing compounds of cobalt, calculated as CoO, and less than 1 percent by weight of an alkali metal, calculated as alkali metal oxide, prior to being treated with hydrogen. Also disclosed is a method for the production of amines by reacting primary and secondary alcohols, aldehydes, or ketones with hydrogen and nitrogen compounds selected from the group ammonia, primary and secondary amines, in the presence of said catalysts at an elevated temperature and an elevated pressure.Type: GrantFiled: March 7, 2003Date of Patent: February 27, 2007Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder, Stefan Iselborn, Martin Rudloff, Michael Hüllmann
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Patent number: 7074963Abstract: Disclosed herein is a process for the reductive alkylation of primary amines to form secondary amines, by high pressure reaction of the primary amine with an alkylating agent and hydrogen in the presence of a catalyst which comprises metallic palladium. A process of the present invention is characterized in having high conversion rates and high selectivities, both greater than 95% on a first pass through the reactor. According to a preferred embodiment, the secondary amine produced comprises at least one 2-alkyl group bonded to the nitrogen atom of the primary amine product.Type: GrantFiled: July 18, 2003Date of Patent: July 11, 2006Assignee: Huntsman Petrochemical CorporationInventors: Wei-Yang Su, Christopher H. Nelli
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Patent number: 7034186Abstract: Process for preparing an amine by reacting a primary or secondary alcohol, aldehyde or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia and primary and secondary amines in the presence of a catalyst whose preparation has involved precipitation of catalytically active components onto monoclinic, tetragonal or cubic zirconium dioxide.Type: GrantFiled: December 10, 2003Date of Patent: April 25, 2006Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder
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Patent number: 6982352Abstract: The present invention relates to a process for preparing N-methyldialkyl-amines by reacting secondary dialkylamines with formaldehyde at a temperature of from 100 to 200° C., by using from 1.5 to 3 mol of formaldehyde per mole of secondary dialkylamine and degassing the resulting reaction product, removing the aqueous phase and distilling the organic phase.Type: GrantFiled: March 19, 2004Date of Patent: January 3, 2006Assignee: Celanese Chemicals Europe GmbHInventors: Peter Lappe, Helmut Springer
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Patent number: 6894160Abstract: The invention relates to the industrial conversion of carbohydrates, alcohols, aldehydes or polyhydroxy compounds in aqueous phase. According to the invention a catalytic method is used for the conversion, using a metal catalyst consisting of polymer-stabilized nanoparticles. A catalyst of this type is not deactivated by the conversion reaction as long as the stabilizing interaction between the polymer and the nanoparticles is maintained.Type: GrantFiled: January 10, 2003Date of Patent: May 17, 2005Assignee: Sudzucker Aktiengesellschaft Mannheim/OchsenfurtInventors: Emine Capan, Marc Sascha Hahnlein, Ulf Prusse, Klaus-Dieter Vorlop, Alireza Haji Begli
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Publication number: 20040122259Abstract: Process for preparing an amine by reacting a primary or secondary alcohol, aldehyde or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia and primary and secondary amines in the presence of a catalyst whose preparation has involved precipitation of catalytically active components onto monoclinic, tetragonal or cubic zirconium dioxide.Type: ApplicationFiled: December 10, 2003Publication date: June 24, 2004Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder
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Publication number: 20040053330Abstract: Synthetic methods provide for the simple, efficient preparation of amino polyols and derivatives. The methods include a three-component reaction of a carbohydrates with organoboron compounds and primary or secondary amine derivatives. The resulting amino polyols can be transformed into amino sugars. In one implementation, the amine moiety is protected, and an alkenyl, aryl or heteroaryl moiety is cleaved to form the amino sugar. Amino polyols and amino sugars prepared according to the methods are also described.Type: ApplicationFiled: April 1, 2003Publication date: March 18, 2004Inventors: Nicos A. Petasis, Ilia A. Zavialov, Zubin D. Patel
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Patent number: 6696609Abstract: A process for producing diamines which comprises the steps of: (1) reacting a dialdehyde with ammonia and hydrogen in the presence of an alcohol and a hydrogenation catalyst to synthesize the corresponding diamine; (2) separating and recovering the alcohol by distilling the reaction mixture obtained by the step (1); (3) separating the diamine by purifying the distillation residue obtained by the step (2); and (4) feeding at least part of the alcohol recovered in the step (2) to step (1); said step (1) comprising maintaining the amount of ammonia at a level of at least 200 moles per mole of the primary amine that has formed in the step (1) and accumulated in the reaction vessel for step (1). The process can produce diamines commercially advantageously and in high yields, the diamines having little impurities.Type: GrantFiled: March 4, 2003Date of Patent: February 24, 2004Assignee: Kuraray Co., Ltd.Inventors: Yoshihiro Tokuda, Shigeaki Suzuki
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Patent number: 6689914Abstract: The preparation of amines of the formula (I): R1R2CH—N R3R4 (I) in which R1, R2, R3 and R4, independently of one another, are hydrogen, straight-chain or branched C1-C12-alkyl, C3-C12-cycloalkyl, C6-C10-aryl or C7-C11-aralkyl, takes place by catalytic, reductive amination of mixtures comprising carbonyl compounds of the formula (II) and/or alcohols of the formula (III) R1—C(═O)—R2 (II) R1—CH(OH)—R2 (III) which also comprise at least 50 ppm, based on the mixtures, of halogen, with nitrogen compounds of the formula (IV): H N R3 R4 (IV) with the abovementioned meanings for R1 to R4, in the presence of Co- and/or Ni-containing catalysts, which comprises carrying out the reductive amination additionally in the presence of solid acidic cocatalysts.Type: GrantFiled: September 5, 2002Date of Patent: February 10, 2004Assignee: BASF AktiengesellschaftInventors: Martin Schäfer, Arnd Böttcher, Andreas Kramer, Arthur Höhn, Shelue Liang, Frank Funke
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Publication number: 20040019238Abstract: Disclosed herein is a process for the reductive alkylation of primary amines to form secondary amines, by high pressure reaction of the primary amine with an alkylating agent and hydrogen in the presence of a catalyst which comprises metallic palladium. A process of the present invention is characterized in having high conversion rates and high selectivities, both greater than 95% on a first pass through the reactor. According to a preferred embodiment, the secondary amine produced comprises at least one 2-alkyl group bonded to the nitrogen atom of the primary amine product.Type: ApplicationFiled: July 18, 2003Publication date: January 29, 2004Applicant: Huntsman Petrochemical CorporationInventors: Wei-Yang Su, Christopher H. Nelli
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Publication number: 20040015016Abstract: Disclosed herein is a process for the reductive alkylation of primary amines to form secondary amines, by high pressure reaction of the primary amine with an alkylating agent and hydrogen in the presence of a catalyst which comprises metallic palladium. A process of the present invention is characterized in having high conversion rates and high selectivities, both greater than 95% on a first pass through the reactor. According to a preferred embodiment, the secondary amine produced comprises at least one 2-alkyl group bonded to the nitrogen atom of the primary amine product.Type: ApplicationFiled: July 22, 2002Publication date: January 22, 2004Applicant: Huntsman Petrochemical CorporationInventors: Wei-Yaug Su, Christopher H. Nelli
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Publication number: 20030187303Abstract: A process for producing diamines which comprises the steps of: (1) reacting a dialdehyde with ammonia and hydrogen in the presence of an alcohol and a hydrogenation catalyst to synthesize the corresponding diamine; (2) separating and recovering the alcohol by distilling the reaction mixture obtained by the step (1); (3) separating the diamine by purifying the distillation residue obtained by the step (2); and (4) feeding at least part of the alcohol recovered in the step (2) to step (1); said step (1) comprising maintaining the amount of ammonia at a level of at least 200 moles per mole of the primary amine that has formed in the step (1) and accumulated in the reaction vessel for step (1). The process can produce diamines commercially advantageously and in high yields, the diamines having little impurities.Type: ApplicationFiled: March 4, 2003Publication date: October 2, 2003Applicant: Kuraray Co., Ltd.Inventors: Yoshihiro Tokuda, Shigeaki Suzuki
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Publication number: 20030139594Abstract: The invention relates to the industrial conversion of carbohydrates, alcohols, aldehydes or polyhydroxy compounds in aqueous phase. According to the invention a catalytic method is used for the conversion, using a metal catalyst consisting of polymer-stabilized nanoparticles. A catalyst of this type is not deactivated by the conversion reaction as long as the stabilizing interaction between the polymer and the nanoparticles is maintained.Type: ApplicationFiled: January 10, 2003Publication date: July 24, 2003Applicant: SUDZUCKER AKTIENGESELLSCHAFTInventors: Emine Capan, Marc Sascha Hahnlein, Ulf Prusse, Klaus-Dieter Vorlop, Alireza Haji Begli
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Publication number: 20030097021Abstract: The preparation of amines of the formula (I)Type: ApplicationFiled: September 5, 2002Publication date: May 22, 2003Inventors: Martin Schafer, Arnd Bottcher, Andreas Kramer, Arthur Hohn, Shelue Liang, Frank Funke
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Patent number: 6365778Abstract: Aqueous, alcoholic or aqueous-alcoholic solutions of a monoalkylamine and a reducing sugar are simultaneously injected into a mixing unit and the two solutions are mixed under turbulence in the mixing unit for 6 seconds to 5 minutes at a temperature of 25 to 60° C. and a pressure of 50 to 90 bar. The mixture is then added to a hydrogenation reactor and hydrogenated with hydrogen in the presence of a hydrogenation catalyst. An alkylpolyhydroxyalkylamine is obtained in high yield and with high purity.Type: GrantFiled: March 9, 2000Date of Patent: April 2, 2002Assignee: Clariant GmbHInventors: Andreas Gallas, Johann Franz Hanauer, Hubert Seitz, Frank Weinelt
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Patent number: 6323370Abstract: The present invention relates to methods for the reductive amination of a carbonyl-containing compound. R1R2CO where R1 and R2 are either H, alkyl, aryl or heterocyclic etc with an amine NHR3R4 where R3 and R4 arm H, alkyl, aryl, or heterocyclic in the presence of a homogeneous iridium catalyst and gaseous hydrogen.Type: GrantFiled: August 25, 2000Date of Patent: November 27, 2001Assignee: Johnson Matthey Public Limited CompanyInventors: Penelope Ann Chaloner, Simon Collard, Richard David Ellis, Ann Kathleen Keep
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Patent number: 6252071Abstract: A process for the production of a Mannich reagent comprises reacting formaldehyde, especially paraformaldehyde, with a secondary amine in the complete or almost complete absence of a solvent. An alternative comprises reacting a diaminomethane produced from a secondary amine, formaldehyde, especially paraformaldehyde, as well as water with one another in about equimolar amounts. The invention is also concerned with a process for the aminomethylation of &dgr;-tocopherol or of tocopherol mixtures containing this and comprises using a Mannich reagent which has been produced in the above manner. After completion of this aminomethylation process excess Mannich reagent can be separated by distillation and can be reacted with water and formaldehyde, especially paraformaldehyde, in order to regenerate further Mannich reagent suitable for use in the aminomethylation, this regeneration representing a further aspect of the invention. Finally, the invention includes certain novel bis(aminomethyl)-&ggr;-tocopherols.Type: GrantFiled: March 21, 2000Date of Patent: June 26, 2001Assignee: Roche Vitamins Inc.Inventors: Robert Karl Müller, Heinz Schneider
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Publication number: 20010003136Abstract: Amines are prepared by reacting aldehydes or ketones at elevated temperature under elevated pressure with nitrogen compounds selected from the group of ammonia, primary and secondary amines, and with hydrogen in the presence of a catalyst, wherein the catalytically active mass of the catalyst contains, after its preparation and before the treatment with hydrogen, 22 to 45% by weight of oxygen-containing compounds of zirconium, calculated as ZrO2,Type: ApplicationFiled: December 5, 2000Publication date: June 7, 2001Inventors: Jan Nouwen, Arthur Hohn, Horst Neuhauser, Frank Funke, Stephan Andreas Schunk, Johann-Peter Melder, Knut Eger, Michael Hesse, Joachim Wulff-Doring
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Patent number: 6187957Abstract: Amines are prepared by reacting primary or secondary alcohols, aldehydes or ketones with nitrogen compounds selected from the group consisting of ammonia and primary and secondary amines at elevated temperatures and superatmospheric pressures in the presence of hydrogen and of a catalyst containing copper and oxygen-containing compounds of titanium by a process in which the catalyst is used in the form of moldings which have been prepared with the addition of metallic copper powder.Type: GrantFiled: December 14, 1999Date of Patent: February 13, 2001Assignee: BASF AktiengesellschaftInventors: Gerald Meyer, Frank Funke, Gerhard Schulz, Detlef Kratz, Marc Walter, Michael Hesse
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Patent number: 6147261Abstract: Disclosed is a process for producing diaminoalkanes which comprises reacting a hydroxyalkanal characterized by two to six carbons, preferably 3-hydroxypropanal, with excess ammonia and sufficient hydrogen to stabilize a nickel or cobalt-containing hydroamination catalyst, at a temperature of at least 50.degree. C. and a pressure of at least 500 psig, until there is substantial formation of the desired diaminoalkane, wherein said catalyst comprises at least one metal selected from the group consisting of nickel and cobalt, or mixtures thereof, optionally in the presence of one or more promoters.Type: GrantFiled: November 17, 1999Date of Patent: November 14, 2000Assignee: Shell Oil CorporationInventors: John Frederik Knifton, Daniel John Janitor
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Patent number: 6111141Abstract: In the process for preparing N-ethyldiisopropylamine by reacting acetaldehyde with diisopropylamine and hydrogen at elevated temperature and under pressure in the presence of a hydrogenation catalyst, the catalyst comprises an oxidic support material selected from the group consisting of zirconium dioxide, titanium dioxide, aluminum oxide, silicon dioxide, zinc oxide, magnesium oxide, cerium dioxide, clays and zeolites or mixtures thereof.Type: GrantFiled: December 30, 1999Date of Patent: August 29, 2000Assignee: BASF AktiengesellschaftInventors: Karsten Eller, Bernd Fiege, Andreas Henne, Heinz-Josef Kneuper