Of Aldehyde Containing Compound Patents (Class 564/473)
  • Patent number: 9448124
    Abstract: 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: Grant
    Filed: November 16, 2010
    Date of Patent: September 20, 2016
    Assignee: Micro Motion, Inc.
    Inventors: Paul J Hays, Craig B. McAnally, Andrew S. Kravitz
  • Patent number: 8916728
    Abstract: 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: Grant
    Filed: June 25, 2010
    Date of Patent: December 23, 2014
    Assignee: Arkema France
    Inventors: Christophe Ruppin, François Guillemet
  • Publication number: 20140296575
    Abstract: 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: Application
    Filed: April 27, 2012
    Publication date: October 2, 2014
    Applicant: PetroChina Company Limited
    Inventors: Ling Ma, Lei Li, Xiangjun Kong, Malike Dilibai, Xinping Zhen, Chunge Niu, Shengjun Bai
  • Patent number: 8772548
    Abstract: 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: Grant
    Filed: December 14, 2010
    Date of Patent: July 8, 2014
    Assignee: BASF SE
    Inventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
  • Patent number: 8742174
    Abstract: 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: Grant
    Filed: December 13, 2010
    Date of Patent: June 3, 2014
    Assignee: BASF SE
    Inventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
  • Patent number: 8664444
    Abstract: 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: Grant
    Filed: August 18, 2011
    Date of Patent: March 4, 2014
    Assignee: Oxea GmbH
    Inventors: Kurt Schalapski, Norman Nowotny, Matthias Eisenacher, Dirk Bermann, Thorsten Kreickmann, Peter Heymanns, Heinz Strutz
  • Patent number: 8536377
    Abstract: 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: Grant
    Filed: November 2, 2009
    Date of Patent: September 17, 2013
    Assignee: BASF SE
    Inventors: Christof Wilhelm Wigbers, Johann-Peter Melder, Martin Ernst
  • Publication number: 20130237681
    Abstract: 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: Application
    Filed: December 13, 2011
    Publication date: September 12, 2013
    Applicant: SIKA TECHNOLOGY AG
    Inventor: Urs Burckhardt
  • Patent number: 8486183
    Abstract: 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: Grant
    Filed: July 21, 2006
    Date of Patent: July 16, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Michael Siskin, Edmund John Mozeleski, Robert Basil Fedich, Frank Cheng-Yu Wang
  • Publication number: 20130150624
    Abstract: 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: Application
    Filed: August 18, 2011
    Publication date: June 13, 2013
    Applicant: OXEA GMBH
    Inventors: Kurt Schalapski, Norman Nowotny, Matthias Eisenacher, Dirk Bermann, Thorsten Kreickmann, Peter Heymanns, Heinz Strutz
  • Patent number: 8450530
    Abstract: 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: Grant
    Filed: April 6, 2011
    Date of Patent: May 28, 2013
    Assignee: BASF SE
    Inventors: Christoph Mueller, Christof Wilhelm Wigbers, Johann-Peter Melder, Gerd Haderlein, Norbert Gutfrucht
  • Patent number: 8445726
    Abstract: 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: Grant
    Filed: April 5, 2011
    Date of Patent: May 21, 2013
    Assignee: BASF SE
    Inventors: Christof Wilhelm Wigbers, Christoph Mueller, Johann-Peter Melder, Bernd Stein, Harald Meissner, Gerd Haderlein, Norbert Gutfrucht
  • Patent number: 8420864
    Abstract: 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: Grant
    Filed: July 2, 2009
    Date of Patent: April 16, 2013
    Assignee: Arkema France
    Inventors: Christophe Ruppin, Jacqueline Dufour
  • Publication number: 20120271068
    Abstract: 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: Application
    Filed: December 14, 2010
    Publication date: October 25, 2012
    Applicant: BASF SE
    Inventors: Wolfgang Mägerlein, Johann-Peter Melder, Jörg Pastre, Jan Eberhardt, Thomas Krug, Mirko Kreitschmann
  • Patent number: 8268995
    Abstract: 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: Grant
    Filed: December 10, 2008
    Date of Patent: September 18, 2012
    Assignee: BASF SE
    Inventors: Petr Kubanek, Wolfgang Mägerlein, Ekkehard Schwab, Johann-Peter Melder, Manfred Julius
  • Patent number: 8227640
    Abstract: 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: Grant
    Filed: March 23, 2007
    Date of Patent: July 24, 2012
    Assignee: Institute of Bioengineering and Nanotechnology
    Inventors: Jackie Y. Ying, Nandanan Erathodiyil
  • Patent number: 8211949
    Abstract: 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: Grant
    Filed: September 16, 2008
    Date of Patent: July 3, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: Pierre T. Varineau, Brian W. Kolthammer, Aaron W. Sanders, David A. Wilson, Kara S. Weber, Robert Kirk Thompson, Cynthia L. Rand, Thomas C. Eisenschmid
  • Publication number: 20120116126
    Abstract: 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: Application
    Filed: June 25, 2010
    Publication date: May 10, 2012
    Inventors: Christophe Ruppin, Francois Guillemet
  • Patent number: 8093431
    Abstract: 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: Grant
    Filed: February 2, 2009
    Date of Patent: January 10, 2012
    Assignee: Clearwater International LLC
    Inventors: Olusegun Matthew Falana, Ray Veldman, Frank Zamora, Emilia U. Ugwu, Zoraida Vazquez
  • Patent number: 8034978
    Abstract: 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: Grant
    Filed: May 24, 2007
    Date of Patent: October 11, 2011
    Assignee: BASF SE
    Inventors: Jan Eberhardt, Harald Meiβner, Bram Willem Hoffer, Johann-Peter Melder, Ekkehard Schwab
  • Publication number: 20110137030
    Abstract: 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: Application
    Filed: December 2, 2010
    Publication date: June 9, 2011
    Applicant: BASF SE
    Inventors: Petr Kubanek, Wolfgang Mägerlein, Johann-Peter Melder, Thomas Heidemann
  • Patent number: 7754922
    Abstract: 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: Grant
    Filed: July 4, 2007
    Date of Patent: July 13, 2010
    Assignee: BASF SE
    Inventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
  • Publication number: 20100113832
    Abstract: 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: Application
    Filed: March 23, 2007
    Publication date: May 6, 2010
    Applicant: Agency for Science ,Technology and Research
    Inventors: Jackie Y. Ying, Nandanan Erathidiyil
  • Publication number: 20090312579
    Abstract: 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: Application
    Filed: July 4, 2007
    Publication date: December 17, 2009
    Applicant: BASF SE
    Inventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
  • Publication number: 20090287023
    Abstract: 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: Application
    Filed: December 25, 2006
    Publication date: November 19, 2009
    Inventors: Hiroshi Souda, Naoyuki Takano, Shinzo Seko
  • Publication number: 20090275781
    Abstract: 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: Application
    Filed: July 4, 2007
    Publication date: November 5, 2009
    Applicant: BASF SE
    Inventors: Petr Kubanek, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder, Holger Evers, Till Gerlach
  • Patent number: 7405327
    Abstract: 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: Grant
    Filed: May 4, 2005
    Date of Patent: July 29, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Haese, Arnd Bottcher, Bernd Stein, Wolfgang Reif, Johann-Peter Melder, Karl-Heinz Roβ, Heinz Rutter, Shelue Liang, Stefan Rittinger
  • Patent number: 7230134
    Abstract: 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: Grant
    Filed: August 6, 2002
    Date of Patent: June 12, 2007
    Assignee: Degussa AG
    Inventors: Armin Borner, Uwe Dingerdissen, Renat Kadyrov, Thomas Riermeier, Vitali Tararov
  • Patent number: 7183438
    Abstract: 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: Grant
    Filed: March 7, 2003
    Date of Patent: February 27, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder, Stefan Iselborn, Martin Rudloff, Michael Hüllmann
  • Patent number: 7074963
    Abstract: 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: Grant
    Filed: July 18, 2003
    Date of Patent: July 11, 2006
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Christopher H. Nelli
  • Patent number: 7034186
    Abstract: 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: Grant
    Filed: December 10, 2003
    Date of Patent: April 25, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder
  • Patent number: 6982352
    Abstract: 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: Grant
    Filed: March 19, 2004
    Date of Patent: January 3, 2006
    Assignee: Celanese Chemicals Europe GmbH
    Inventors: Peter Lappe, Helmut Springer
  • Patent number: 6894160
    Abstract: 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: Grant
    Filed: January 10, 2003
    Date of Patent: May 17, 2005
    Assignee: Sudzucker Aktiengesellschaft Mannheim/Ochsenfurt
    Inventors: Emine Capan, Marc Sascha Hahnlein, Ulf Prusse, Klaus-Dieter Vorlop, Alireza Haji Begli
  • Publication number: 20040122259
    Abstract: 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: Application
    Filed: December 10, 2003
    Publication date: June 24, 2004
    Inventors: Till Gerlach, Frank Funke, Johann-Peter Melder
  • Publication number: 20040053330
    Abstract: 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: Application
    Filed: April 1, 2003
    Publication date: March 18, 2004
    Inventors: Nicos A. Petasis, Ilia A. Zavialov, Zubin D. Patel
  • Patent number: 6696609
    Abstract: 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: Grant
    Filed: March 4, 2003
    Date of Patent: February 24, 2004
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshihiro Tokuda, Shigeaki Suzuki
  • Patent number: 6689914
    Abstract: 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: Grant
    Filed: September 5, 2002
    Date of Patent: February 10, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Schäfer, Arnd Böttcher, Andreas Kramer, Arthur Höhn, Shelue Liang, Frank Funke
  • Publication number: 20040019238
    Abstract: 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: Application
    Filed: July 18, 2003
    Publication date: January 29, 2004
    Applicant: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Christopher H. Nelli
  • Publication number: 20040015016
    Abstract: 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: Application
    Filed: July 22, 2002
    Publication date: January 22, 2004
    Applicant: Huntsman Petrochemical Corporation
    Inventors: Wei-Yaug Su, Christopher H. Nelli
  • Publication number: 20030187303
    Abstract: 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: Application
    Filed: March 4, 2003
    Publication date: October 2, 2003
    Applicant: Kuraray Co., Ltd.
    Inventors: Yoshihiro Tokuda, Shigeaki Suzuki
  • Publication number: 20030139594
    Abstract: 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: Application
    Filed: January 10, 2003
    Publication date: July 24, 2003
    Applicant: SUDZUCKER AKTIENGESELLSCHAFT
    Inventors: Emine Capan, Marc Sascha Hahnlein, Ulf Prusse, Klaus-Dieter Vorlop, Alireza Haji Begli
  • Publication number: 20030097021
    Abstract: The preparation of amines of the formula (I)
    Type: Application
    Filed: September 5, 2002
    Publication date: May 22, 2003
    Inventors: Martin Schafer, Arnd Bottcher, Andreas Kramer, Arthur Hohn, Shelue Liang, Frank Funke
  • Patent number: 6365778
    Abstract: 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: Grant
    Filed: March 9, 2000
    Date of Patent: April 2, 2002
    Assignee: Clariant GmbH
    Inventors: Andreas Gallas, Johann Franz Hanauer, Hubert Seitz, Frank Weinelt
  • Patent number: 6323370
    Abstract: 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: Grant
    Filed: August 25, 2000
    Date of Patent: November 27, 2001
    Assignee: Johnson Matthey Public Limited Company
    Inventors: Penelope Ann Chaloner, Simon Collard, Richard David Ellis, Ann Kathleen Keep
  • Patent number: 6252071
    Abstract: 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: Grant
    Filed: March 21, 2000
    Date of Patent: June 26, 2001
    Assignee: Roche Vitamins Inc.
    Inventors: Robert Karl Müller, Heinz Schneider
  • Publication number: 20010003136
    Abstract: 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: Application
    Filed: December 5, 2000
    Publication date: June 7, 2001
    Inventors: Jan Nouwen, Arthur Hohn, Horst Neuhauser, Frank Funke, Stephan Andreas Schunk, Johann-Peter Melder, Knut Eger, Michael Hesse, Joachim Wulff-Doring
  • Patent number: 6187957
    Abstract: 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: Grant
    Filed: December 14, 1999
    Date of Patent: February 13, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerald Meyer, Frank Funke, Gerhard Schulz, Detlef Kratz, Marc Walter, Michael Hesse
  • Patent number: 6147261
    Abstract: 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: Grant
    Filed: November 17, 1999
    Date of Patent: November 14, 2000
    Assignee: Shell Oil Corporation
    Inventors: John Frederik Knifton, Daniel John Janitor
  • Patent number: 6111141
    Abstract: 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: Grant
    Filed: December 30, 1999
    Date of Patent: August 29, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Bernd Fiege, Andreas Henne, Heinz-Josef Kneuper
  • Patent number: 6013681
    Abstract: A liquid amine compound which can be applied to various uses such as emulsification for bitumens since it has as high surface activity as those of solid amines and is more excellent in workability as compared with the solid amines, and an emulsifier for bitumens produced by using the amine compound. Furthermore, a process for producing an emulsifier a bituminous emulsion by reacting an aliphatic amine having at least one hydrocarbon group having not less than 8 carbon atoms with a carbonyl compound and adding an acid thereto to adjust the pH of the amine compound so as to be not more than 5, and a process for producing a bituminous emulsion composition by using the amine compound.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: January 11, 2000
    Assignee: Kao Corporation
    Inventors: Katsuhiko Asamori, Ryoichi Tamaki, Hitoshi Funada, Takao Taniguchi, Francisco Castaneda Juarez, Cesar Alvarez Ortiz, Alvaro Gutierrez Muniz, Humberto Ramirez Hernandez