Hydrogenation Of Dinitriles, Or Displacement Of Halo, Hydroxy, Or Alkoxy By Ammonia Or Substituted Ammonia Patents (Class 558/459)
  • Patent number: 10259778
    Abstract: The present invention provides a process for the preparation of crystalline anhydrous compound of Formula (X), Further, the present invention relates to the use of compound of Formula (X) preparation of Raltegravir (I) or its pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: November 9, 2015
    Date of Patent: April 16, 2019
    Assignee: Aurobindo Pharma Ltd
    Inventors: Shankar Reddy Budidet, Jagan Mohan Reddy Sanapureddy, Subba Reddy Danda, Bhima Shankar Gangadhara, Somappa Somannavar Yallappa, Kishore Karumanchi, Sivakumaran Meenakshisunderam
  • Patent number: 8937147
    Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Grant
    Filed: May 18, 2011
    Date of Patent: January 20, 2015
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130172519
    Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Application
    Filed: May 18, 2011
    Publication date: July 4, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130144028
    Abstract: Processes include providing a clarified diammonium succinate (DAS)- or monoammonium succinate (MAS)- containing fermentation broth; distilling the broth of an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid portion to produce nitrogen containing compounds such as diamino butane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN) or succinamide (DAM) and downstream products.
    Type: Application
    Filed: May 17, 2011
    Publication date: June 6, 2013
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20120172616
    Abstract: The present invention relates to a process comprising at least the steps (A) chemical reaction of at least one organic compound in the presence of at least one heterogeneous catalyst in a reaction mixture and (B) removal of the at least one heterogeneous catalyst by means of a magnetic filter, and also the use of a magnetic filter for separating off catalyst particles in a process for the hydrogenation of at least one organic compound.
    Type: Application
    Filed: December 29, 2011
    Publication date: July 5, 2012
    Applicant: BASF SE
    Inventors: Frank Kuhnke, Jörg Heilek, Daniela Rieck
  • Publication number: 20110313188
    Abstract: The present invention relates to a catalyst comprising one or more elements selected from the group consisting of cobalt, nickel and copper, said catalyst being present in the form of a structured monolith, wherein said catalyst comprises one or more elements selected from the group of the alkali metals, alkaline earth metals and rare earth metals. The invention further relates to processes for preparing the inventive catalyst and to the use of the inventive catalyst in a process for hydrogenating organic substances, especially for hydrogenating nitriles.
    Type: Application
    Filed: February 4, 2010
    Publication date: December 22, 2011
    Applicant: BASF SE
    Inventors: Christof Wilhelm Wigbers, Jochen Steiner, Martin Ernst, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
  • Publication number: 20110313187
    Abstract: The present invention relates to a process for improving the catalytic properties of a catalyst comprising one or more elements selected from the group consisting of cobalt, nickel and copper, said catalyst being present in the form of a structured monolith, by contacting the catalyst with one or more basic compounds selected from the group of the alkali metals, alkaline earth metals and rare earth metals. The invention further relates to a process for hydrogenating compounds which comprise at least one unsaturated carbon-carbon, carbon-nitrogen or carbon-oxygen bond in the presence of a catalyst comprising one or more elements selected from the group consisting of cobalt, nickel and copper, said catalyst being present in the form of a structured monolith, by contacting the catalyst with one or more basic compounds selected from the group of the alkali metals, alkaline earth metals and rare earth metals.
    Type: Application
    Filed: February 1, 2010
    Publication date: December 22, 2011
    Inventors: Christof Wilhelm Wigbers, Jochen Steiner, Martin Ernst, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
  • Patent number: 7973192
    Abstract: Hexamethylenediamine and aminocapronitrile are simultaneoussly produced by hemihydrogenation of adiponitrile, which includes a stage of separation of the hexamethylenediamine from the hydrogenate by distillation of the hexamethylenediamine, the distillation of the hexamethylenediamine being carried out from the hydrogenate containing a free acid and/or an alkali metal or ammonium acid salt, whereby a top fraction A recovered at the column top of the stage of distillation of the hexamethylenediamine is essentially crude hexamethylenediamine and a small amount of THA; the amount of THA (tetrahydroazepine) present in the crude hexamethylenediamine constitutes a small proportion of the THA present in the hydrogenate.
    Type: Grant
    Filed: October 16, 2006
    Date of Patent: July 5, 2011
    Assignee: Rhodia Operations
    Inventor: Philippe Leconte
  • Patent number: 7875740
    Abstract: The iron-containing catalyst suitable for use as a catalyst contains a) iron or a mixture containing iron and an iron-based compound. The iron has an average crystallite size ranging from 1-35 nm measured by X-ray diffraction.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: January 25, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Ansmann, Christoph Benisch, Peter Baβler, Rolf-Hartmuth Fischer, Stefan Maixner, Johann-Peter Melder, Hermann Luyken
  • Publication number: 20080319220
    Abstract: Hexamethylenediamine and aminocapronitrile are simultaneoussly produced by hemihydrogenation of adiponitrile, which includes a stage of separation of the hexamethylenediamine from the hydrogenate by distillation of the hexamethylenediamine, the distillation of the hexamethylenediamine being carried out from the hydrogenate containing a free acid and/or an alkali metal or ammonium acid salt, whereby a top fraction A recovered at the column top of the stage of distillation of the hexamethylenediamine is essentially crude hexamethylenediamine and a small amount of THA; the amount of THA (tetrahydroazepine) present in the crude hexamethylenediamine constitutes a small proportion of the THA present in the hydrogenate.
    Type: Application
    Filed: October 16, 2006
    Publication date: December 25, 2008
    Applicant: RHODIA OPERATIONS
    Inventor: Philippe Leconte
  • Patent number: 7385074
    Abstract: The present invention relates to the hemihydrogenation of dinitriles to corresponding aminonitriles.
    Type: Grant
    Filed: June 13, 2002
    Date of Patent: June 10, 2008
    Assignee: Rhodia Polyamide Intermediates
    Inventors: Philippe Leconte, Joseph Lopez, Philippe Marion
  • Patent number: 7132562
    Abstract: Catalytic process for hydrogenating a dinitrile to produce both aminocapronitrile and hexamethylenediamine in which the dinitrile is contacted with hydrogen in the presence of a catalyst and a modifier selected from the group consisting of quaternary ammonium hydroxides, cyanides, fluorides and thiocyanides; quaternary phosphonium hydroxide; carbon monoxide; and hydrogen cyanide.
    Type: Grant
    Filed: November 12, 2003
    Date of Patent: November 7, 2006
    Assignee: Invista North America S.A R.L.
    Inventor: Alan Martin Allgeier
  • Patent number: 6887352
    Abstract: A method for recovering hexamethylene diamine (HMD) from a mixture comprising HMD, 6-aminocapronitrile (ACN) tetrahydroazepine (THA), and adiponitrile (ADN) is disclosed. The method includes introducing the mixture into a first distillation column, separating as a group the HMD, ACN and at least a portion of the THA as distillate from the ADN. The first distillation column is operated at a temperature and pressure to minimize isomerization of the ADN into 2-cyanocyclopentylideneimine(CPI). The distillate of the first distillation column is introduced into a subsequent distillation column and the HMD is separated from the ACN and THA.
    Type: Grant
    Filed: March 7, 2003
    Date of Patent: May 3, 2005
    Assignee: Invista North America S.A.R.L.
    Inventor: John J. Ostermaier
  • Publication number: 20040204603
    Abstract: The invention relates to the hemihydrogenation of dinitriles to form corresponding aminonitriles. The invention more particularly relates to a method for the hemihydrogenation of dinitriles in the presence of water and selectifying agents enabling aminonitrile selectivity to be improved.
    Type: Application
    Filed: May 27, 2004
    Publication date: October 14, 2004
    Inventors: Philippe Leconte, Joseph Lopez
  • Patent number: 6737540
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and a fluoride additive.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: May 18, 2004
    Assignee: E. I. Dupont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Patent number: 6720444
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and tetraalkylammonium hydroxide and/or tetraalkylphosphonium hydroxide additive.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: April 13, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Patent number: 6710201
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and an amide additive.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: March 23, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Patent number: 6680403
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and an additive for improving the yield of and/or selectivity to the aminonitrile. The additive comprises a carbon monoxide; a tetraalkylammonium hydroxide compound; a tetraalkylphosphonium hydroxide compound; a multi-centered metal carbonyl cluster; an organic isonitrile; a cyanide compound having at least one cyano group bound to other than a carbon atom; and afluoride compound.
    Type: Grant
    Filed: October 25, 2001
    Date of Patent: January 20, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Alex Sergey Ionkin, Stanislaw Bodgan Ziemecki, Mark J. Harper, Theodore Augur Koch, Henry Edward Bryndza
  • Patent number: 6635781
    Abstract: A process is provided for the hemihydrogenation of dinitriles to corresponding aminonitriles using hydrogen in the presence of a supported catalyst. The supported catalyst comprises ruthenium supported on a carbon black, called acetylene black, resulting from the pyrolysis of paraffin oils.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: October 21, 2003
    Assignee: Rhodia Polyamide Intermediates
    Inventors: Frédéric Dallemer, Aline Seigneurin
  • Patent number: 6559333
    Abstract: The present invention relates to a process for the purification of aliphatic aminonitriles and more particularly of 6-aminocapronitrile. It consists more specifically in subjecting 6-aminocapronitrile to a hydrogenation with molecular hydrogen in the presence of a catalyst comprising at least one metal chosen from palladium, platinum, ruthenium, osmium, iridium or rhodium and a promoter agent or a preconditioning in order to improve the selectivity of the hydrogenation.
    Type: Grant
    Filed: January 25, 2001
    Date of Patent: May 6, 2003
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Jean-Pierre Brunelle, Philippe Leconte, Philippe Marion
  • Patent number: 6521779
    Abstract: The invention concerns the hydrogenation in amine function of a nitrile function of a dinitrile to obtain the corresponding aminonitrile. More precisely, the invention concerns the hemihydrogenation of a dinitrile into the corresponding aminonitrile, in a liquid medium, characterized in that it consists in operating in the presence of a Raney nickel or cobalt catalyst containing copper and/or silver and/or gold and in the presence of an alkaline or alkaline-earth metal hydroxide. The hemihydrogenation of adiponitrile provides amino-6 capronitrile, compound which can be easily transformed by cyclization hydrolysis into caprolactam, the starting product for the synthesis of polyamide-6.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: February 18, 2003
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Vincent Boschat, Jean-Pierre Brunelle, Bernard Darrier, Bernard Chevaljer, Jean Louis Bobet
  • Patent number: 6518449
    Abstract: The invention concerns a method for regenerating a hydrogenation catalyst, and hydrogenation methods carried out with a catalyst comprising at least one regenerated catalyst. More particularly, it concerns a method for regenerating Raney catalysts used in total or partial hydrogenating processes of compounds comprising nitrile functions into amine functions. Said method consists in treating the spent catalyst with a basic solution and optionally in subjecting said catalyst to hydrogenation before stripping to eliminate the impurities present on the catalyst. Thus, the regenerating method enables to recuperate up to 100% of the catalytic activity.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: February 11, 2003
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Vincent Boschat, Philippe Leconte
  • Patent number: 6506927
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and a quaternary ammonium cyanate additive.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: January 14, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Patent number: 6478968
    Abstract: A method for filtering a three phase reaction mixture comprising a liquid phase, an undissolved solid catalytic phase and a gas phase includes tangentially filtering through a membrane filter at least part of the three phased reaction mixture, and recycling the catalyst while recuperating at least part of the filtrate comprising the reaction products.
    Type: Grant
    Filed: March 17, 1999
    Date of Patent: November 12, 2002
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Philippe Perrona, Lionel Sever
  • Patent number: 6462220
    Abstract: A process for the coproduction of 6-aminocapronitrile and hexamethylenediamine starting from adiponitrile by a) hydrogenating adiponitrile in the presence of a catalyst comprising an element of the eighth transition group as catalytically active component, to obtain a mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers, b) distillatively removing hexamethylenediamine from the mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers, and either cl) distillatively removing 6-aminocapronitrile, and then d1) distillatively removing adiponitrile, or c2) simultaneously distillatively removing 6-aminocapronitrile and adiponitrile into separate fractions is characterized by base of column temperatures below 185° C. in steps d1) or c2).
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: October 8, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Luyken, Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf Fischer, Johann-Peter Melder, Martin Merger, Alwin Rehfinger, Guido Voit, Günther Achhammer
  • Patent number: 6455723
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and divalent sulfur and selenium compounds.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: September 24, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Patent number: 6455724
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and an azide additive.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: September 24, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alex Sergey Ionkin
  • Publication number: 20020100550
    Abstract: The invention is an adhesive composition comprising
    Type: Application
    Filed: November 9, 2001
    Publication date: August 1, 2002
    Inventors: Syed Z. Mahdi, Harry W. Hsieh
  • Patent number: 6346641
    Abstract: A process for the coproduction of 6-aminocapronitrile and hexamethylenediamine starting from adiponitrile by a) hydrogenating adiponitrile in the presence of a catalyst comprising an element of the eighth transition group as catalytically active component, to obtain a mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers, b) distillatively removing hexamethylenediamine from the mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers, and either c1) distillatively removing 6-aminocapronitrile, and then d1) distillatively removing adiponitrile, or c2) simultaneously distillatively removing 6-aminocapronitrile and adiponitrile into separate fractions is characterized by base of column temperatures below 185° C. in steps d1) or c2).
    Type: Grant
    Filed: January 2, 2001
    Date of Patent: February 12, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Luyken, Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf Fischer, Johann-Peter Melder, Martin Merger, Alwin Rehfinger, Guido Voit, Günther Achhammer
  • Patent number: 6297394
    Abstract: A material useful as catalyst for the hydrogenation of alpha, Omega-dinitriles comprises a) iron or a compound based on iron or mixtures thereof, (b) from 0.001 to 0.3% by weight based on (a) of a promoter based on 2, 3, 4 or 5 elements selected from the group consisting of aluminum, silicon, zirconium, titanium and vanadium, (c) from 0 to 0.3% by weight based on (a) of a compound based on an alkali and/or alkaline earth metal, and also (d) from 0.001 to 1% by weight based on (a) of manganese.
    Type: Grant
    Filed: August 23, 2000
    Date of Patent: October 2, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Rolf Fischer, Peter Bassler, Andreas Ansmann, Hermann Luyken, Martin Merger, Frank Ohlbach, Alwin Rehfinger
  • Patent number: 6265602
    Abstract: A process for hydrogenation of aliphatic alpha, omega-dinitriles in the presence of a heterogeneous fixed bed catalyst comprises using a reaction mixture comprising from 2 &mgr;mol to 30 mmol NA, K, Rb, Cs, Mg, Ca, Sr, Ba or Mn or mixtures thereof in the form of a basic salt, based on 10 mol of aliphatic alpha, omega-dinitrile used.
    Type: Grant
    Filed: August 23, 2000
    Date of Patent: July 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Frank Ohlbach, Hermann Luyken, Martin Merger, Alwin Rehfinger, Rolf Hartmuth Fischer, Peter Bassler, Andreas Ansmann
  • Patent number: 6258745
    Abstract: Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and a cyanide compound.
    Type: Grant
    Filed: April 24, 2000
    Date of Patent: July 10, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Alex Sergey Ionkin, Stanislaw Bogdan Ziemecki, Theodore Augur Koch, Mark Jay Harper
  • Patent number: 6255521
    Abstract: The invention relates to a method for producing aliphatic alpha-omega amino nitriles in the presence of a catalyst composed of (a) iron or an iron based compound or a mixture thereof (b) 0.01 to 5 wt. %, in relation to (a), a promoter based on 2, 3, 4, or 5 elements selected from the group comprising aluminum, silicon, zirconium, titanium, and vanadium, and © to 0.5 wt. % in relation to (a) a compound based on an alkaline metal or alkaline-earth metal. The inventive method is characterized in that the aliphatic alpha-omega dinitrile contains 1.0 ppm or more phosphorus. Catalysts are obtainable through the reductive and optional successive passivation of magnetite, whereby the catalysts have a BET surface of 3 to 10 m2/g, a total pore volume of 0.05 to 0.2 ml/g, an average pore diameter of 0.03 to 0.1 mm and a pore volume portion in the range of 0.01 to 0.1 mm of 50 to 70%.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: July 3, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Andreas Bohnsack, Rolf Fischer, Peter Bassler, Hermann Luyken, Martin Merger, Klemens Flick
  • Patent number: 6232488
    Abstract: The present invention relates to a process for the hydrogenation of aliphatic dinitriles at least partly into corresponding aminonitriles. More specifically, the invention consists of a continuous process for the hydrogenation of dinitrile, at least partly into corresponding aminonitrile, in the presence of a hydrogenation catalyst which is not dissolved in the reaction medium, characterized in that it is carried out in apparatus comprising means for the continuous separation of the hydrogenate and of the catalyst in a zone in which the gas-liquid transfer is limited or zero, the said separation and the recycling of the catalyst being carried out in a period of time less than or equal to 30 minutes.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: May 15, 2001
    Assignee: Rhodia Fiber and Resin Intermediates
    Inventors: Vincent Boschat, Philippe Leconte, Daniel Rochette, Lionel Sever
  • Patent number: 6222059
    Abstract: A process for preparing aliphatic alpha,omega-amino nitrites by partial hydrogenation of aliphatic alpha,omega-dinitriles in the presence of a catalyst, wherein the catalyst used for the partial hydrogenation comprises (a) iron or a compound based on iron or mixtures thereof and (b) from 0.01 to 5% by weight, based on (a), of a promoter based on 2,3,4 or 5 elements selected from the group consisting of aluminum, silicon, zirconium, titanium and vanadium and (c) from 0 to 5% by weight, based on (a), of a compound based on an alkali metal or alkaline earth metal.
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: April 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Rolf Fischer, Klemens Flick, Martin Merger, Guido Voit
  • Patent number: 6207851
    Abstract: A process for coproduction of 6-aminocapronitrile and hexamethylenediamine starting from adiponitrile comprises (1) partially hydrogenating adiponitrile in the presence of a catalyst to obtain a mixture comprising 6-aminocapronitrile, hexamethylenediamine and adiponitrile, (2) removing 6-aminocapronitrile and hexamethylenediamine from the mixture, (3) adding to the portion comprising essentially adiponitrile from 0.01 to 10% by weight of an acid, based on adiponitrile, or an acidic ion exchanger and removing the adiponitrile from the mixture, and (4) recycling the adiponitrile into step (1).
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: March 27, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Luyken, Guido Voit, Peter Bassler, Alwin Rehfinger, Rolf Fischer
  • Patent number: 6156694
    Abstract: The present invention relates to a Raney catalyst comprising iron, cobalt, a third metal wherein the third metal is selected from the group consisting of nickel, rhodium, ruthenium, palladium, platinum, osmium, iridium and mixtures of any of the metals of this group.
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: December 5, 2000
    Assignee: E. I. Dupont De Nemours & Company
    Inventor: Mark Jay Harper
  • Patent number: 6147247
    Abstract: A process for coproduction of 6-aminocapronitrile and hexamethylenediamine starting from a mixture comprising a phosphorus-containing compound and essentially adiponitrile and obtained by reaction of butadiene with hydrocyanic acid in the presence of a catalyst comprising a phosphorus-containing compound comprises(1) reducing the weight proportion of phosphorus-containing compound, calculated as phosphorus, in the mixture,(2) partially hydrogenating the resulting mixture in the presence of a catalyst to form an .alpha.,.omega.-aminonitrile, and(3) removing 6-aminocapronitrile and hexamethylenediamine from the mixture.
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: November 14, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Guido Voit, Klemens Flick, Hermann Luyken, Alwan Rehfinger, Peter Bassler
  • Patent number: 6114567
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst by a process which comprises using a catalyst which(a) contains a compound based on a metal selected from the group consisting of nickel, cobalt, iron, ruthenium and rhodium and(b) contains from 0.01 to 25% by weight, based on (a), of a promoter based on a metal selected from the group consisting of palladium, platinum, iridium, osmium, copper, silver, gold, chromium, molybdenum, tungsten, manganese, rhenium, zinc, cadmium, lead, aluminum, tin, phosphorus, arsenic, antimony, bismuth and rare earth metals and(c) from 0 to 5% by weight, based on (a), of a compound based on an alkali metal or on an alkaline earth metal.
    Type: Grant
    Filed: July 24, 1998
    Date of Patent: September 5, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
  • Patent number: 6110856
    Abstract: A catalyst suitable for preparing aliphatic alpha, omega-aminonitriles by partial hydrogenation of aliphatic dinitriles comprises(a) metallic cobalt, a cobalt compound or a mixture thereof, the proportion of metallic cobalt based on (a) being from 20 to 100% by weight,(b) from 10 to 70% by weight, based on (a), of metallic iron, iron oxide, a further iron compound or a mixture thereof, the proportion of iron oxide based on (b) being from 20 to 100% by weight,(c) from 0 to 1% by weight, based on (a), of a compound based on an alkali metal, an alkaline earth metal or zinc.
    Type: Grant
    Filed: January 7, 1999
    Date of Patent: August 29, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Rolf Fischer, Klaus Ebel, Werner Schnurr, Guido Voit
  • Patent number: 6087296
    Abstract: The present invention relates to a Raney catalyst comprising iron, cobalt, a third metal wherein the third metal is selected from the group consisting of nickel, rhodium, ruthenium, palladium, platinum, osmium, iridium and mixtures of any of these metals.
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: July 11, 2000
    Assignee: E. I. du Pont de Nemours & Co.
    Inventor: Mark Jay Harper
  • Patent number: 6080884
    Abstract: A process for selectively hydrogenating a dinitrile to an aminonitrile is provided. The process comprises contacting a dinitrile with a hydrogen-containing fluid in the presence of a solvent and a metal catalyst in which the solvent comprises liquid ammonia, an alcohol, ammonium hydroxide, or combinations thereof and the metal catalyst comprises nickel and iron and can be supported on an inorganic support such as, for example, magnesium oxide.
    Type: Grant
    Filed: March 15, 1999
    Date of Patent: June 27, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Stanislaw Bogdan Ziemecki, Alex Sergey Ionkin
  • Patent number: 6080883
    Abstract: A process for the coproduction of 6-aminocapronitrile (ACN) and hexamethylenediamine (HMD) by treatment of adiponitrile (ADN) with hydrogen in the presence of a nickel-containing catalyst at temperatures not below room temperature and elevated hydrogen partial pressure in the presence or absence of a solvent comprises, after the conversion based on ADN and/or the selectivity based on ACN has or have dropped below a defined value(a) interrupting the treatment of ADN with hydrogen by stopping the feed of ADN and of the solvent, if used,(b) treating the catalyst at from 150 to 400.degree. C. with hydrogen using a hydrogen pressure within the range from 0.1 to 30 MPa and a treatment time within the range from 2 to 48 h, and(c) then continuing the hydrogenation of ADN with the treated catalyst of stage (b).
    Type: Grant
    Filed: October 8, 1998
    Date of Patent: June 27, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Guido Voit, Klemens Flick, Johann-Peter Melder, Rolf Fischer, Wolfgang Harder
  • Patent number: 5986127
    Abstract: A process for selectively hydrogenating a dinitrile to an aminonitrile is provided. The process comprises contacting a dinitrile with a hydrogen-containing fluid in the presence of a solvent comprising an alcohol or liquid ammonia, at least one metal catalyst, and a carbonyl group-containing additive such as, for example, organic amides, organic esters, salts of carboxylic acids or urea.
    Type: Grant
    Filed: March 15, 1999
    Date of Patent: November 16, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Alex Sergey Ionkin, Stanislaw Bogdan Ziemecki, Mark Jay Harper, Theodore Augur Koch
  • Patent number: 5981790
    Abstract: A process for the hemihydrogenation of aliphatic dinitriles to the corresponding aminonitriles using hydrogen in the presence of a catalyst, a strong inorganic base and water is disclosed. Using the disclosed process, a selectivity for the desired aminonitriles of at least 60% can be achieved.
    Type: Grant
    Filed: September 15, 1997
    Date of Patent: November 9, 1999
    Assignee: Rhone-Poulenc Fiber and Resin Intermediates
    Inventors: Marie-Christine Cotting, Laurent Gilbert, Philippe Leconte
  • Patent number: 5874607
    Abstract: A process for the coproduction of 6-aminocapronitrile (ACN) and hexamethylenediamine (HMD) by treatment of adiponitrile (ADN) with hydrogen in the presence of a nickel-containing catalyst at temperatures not below room temperature and elevated hydrogen partial pressure in the presence or absence of a solvent comprises, after the conversion based on ADN and/or the selectivity based on ACN has or have dropped below a defined value(a) interrupting the treatment of ADN with hydrogen by stopping the feed of ADN and of the solvent, if used,(b) treating the catalyst at from 150.degree. to 400.degree. C. with hydrogen using a hydrogen pressure within the range from 0.1 to 30 MPa and a treatment time within the range from 2 to 48 h, and(c) then continuing the hydrogenation of ADN with the treated catalyst of stage (b).
    Type: Grant
    Filed: April 22, 1996
    Date of Patent: February 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Guido Voit, Klemens Flick, Rolf-Hartmuth Fischer
  • Patent number: 5827938
    Abstract: A process for the coproduction of 6-aminocapronitrile (ACN) and hexamethylenediamine (HMD) by treatment of adiponitrile (ADN) with hydrogen in the presence of a nickel-containing catalyst at temperatures not below room temperature and elevated hydrogen partial pressure in the presence or absence of a solvent comprises, after the conversion based on ADN and/or the selectivity based on ACN has or have dropped below a defined value(a) interrupting the treatment of ADN with hydrogen by stopping the feed of ADN and of the solvent, if used,(b) treating the catalyst at from 150.degree. to 400.degree. C. with hydrogen using a hydrogen pressure within the range from 0.1 to 30 MPa and a treatment time within the range from 2 to 48 h, and(c) then continuing the hydrogenation of ADN with the treated catalyst of stage (b).
    Type: Grant
    Filed: April 22, 1996
    Date of Patent: October 27, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Guido Voit, Klemens Flick, Johann-Peter Melder, Rolf-Hartmuth Fischer, Wolfgang Harder
  • Patent number: 5801268
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst by a process which comprises using a catalyst which(a) contains a compound based on a metal selected from the group consisting of nickel, cobalt, iron, ruthenium and rhodium and(b) contains from 0.
    Type: Grant
    Filed: April 28, 1997
    Date of Patent: September 1, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
  • Patent number: 5801267
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst by a process in which the catalyst(a) contains a compound based on a metal selected from the group consisting of nickel, cobalt, iron, ruthenium and rhodium and(b) contains from 0.
    Type: Grant
    Filed: April 28, 1997
    Date of Patent: September 1, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
  • Patent number: 5756808
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst by a process in which the catalyst(a) contains a compound based on a metal selected from the group consisting of nickel, cobalt, iron, ruthenium and rhodium and(b) contains from 0.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: May 26, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer