Hydrogenation Of Dinitriles, Or Displacement Of Halo, Hydroxy, Or Alkoxy By Ammonia Or Substituted Ammonia Patents (Class 558/459)
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Patent number: 10259778Abstract: 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: GrantFiled: November 9, 2015Date of Patent: April 16, 2019Assignee: Aurobindo Pharma LtdInventors: Shankar Reddy Budidet, Jagan Mohan Reddy Sanapureddy, Subba Reddy Danda, Bhima Shankar Gangadhara, Somappa Somannavar Yallappa, Kishore Karumanchi, Sivakumaran Meenakshisunderam
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Patent number: 8937147Abstract: 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: GrantFiled: May 18, 2011Date of Patent: January 20, 2015Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Publication number: 20130172519Abstract: 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: ApplicationFiled: May 18, 2011Publication date: July 4, 2013Applicant: 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
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Publication number: 20130144028Abstract: 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: ApplicationFiled: May 17, 2011Publication date: June 6, 2013Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
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Publication number: 20120172616Abstract: 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: ApplicationFiled: December 29, 2011Publication date: July 5, 2012Applicant: BASF SEInventors: Frank Kuhnke, Jörg Heilek, Daniela Rieck
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Publication number: 20110313188Abstract: 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: ApplicationFiled: February 4, 2010Publication date: December 22, 2011Applicant: BASF SEInventors: Christof Wilhelm Wigbers, Jochen Steiner, Martin Ernst, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
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Publication number: 20110313187Abstract: 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: ApplicationFiled: February 1, 2010Publication date: December 22, 2011Inventors: Christof Wilhelm Wigbers, Jochen Steiner, Martin Ernst, Bram Willem Hoffer, Ekkehard Schwab, Johann-Peter Melder
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Patent number: 7973192Abstract: 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: GrantFiled: October 16, 2006Date of Patent: July 5, 2011Assignee: Rhodia OperationsInventor: Philippe Leconte
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Patent number: 7875740Abstract: 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: GrantFiled: October 18, 2002Date of Patent: January 25, 2011Assignee: BASF AktiengesellschaftInventors: Andreas Ansmann, Christoph Benisch, Peter Baβler, Rolf-Hartmuth Fischer, Stefan Maixner, Johann-Peter Melder, Hermann Luyken
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Publication number: 20080319220Abstract: 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: ApplicationFiled: October 16, 2006Publication date: December 25, 2008Applicant: RHODIA OPERATIONSInventor: Philippe Leconte
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Patent number: 7385074Abstract: The present invention relates to the hemihydrogenation of dinitriles to corresponding aminonitriles.Type: GrantFiled: June 13, 2002Date of Patent: June 10, 2008Assignee: Rhodia Polyamide IntermediatesInventors: Philippe Leconte, Joseph Lopez, Philippe Marion
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Patent number: 7132562Abstract: 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: GrantFiled: November 12, 2003Date of Patent: November 7, 2006Assignee: Invista North America S.A R.L.Inventor: Alan Martin Allgeier
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Patent number: 6887352Abstract: 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: GrantFiled: March 7, 2003Date of Patent: May 3, 2005Assignee: Invista North America S.A.R.L.Inventor: John J. Ostermaier
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Publication number: 20040204603Abstract: 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: ApplicationFiled: May 27, 2004Publication date: October 14, 2004Inventors: Philippe Leconte, Joseph Lopez
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Patent number: 6737540Abstract: 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: GrantFiled: March 10, 2003Date of Patent: May 18, 2004Assignee: E. I. Dupont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Patent number: 6720444Abstract: 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: GrantFiled: March 10, 2003Date of Patent: April 13, 2004Assignee: E. I. du Pont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Patent number: 6710201Abstract: 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: GrantFiled: October 2, 2001Date of Patent: March 23, 2004Assignee: E. I. du Pont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Patent number: 6680403Abstract: 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: GrantFiled: October 25, 2001Date of Patent: January 20, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Alex Sergey Ionkin, Stanislaw Bodgan Ziemecki, Mark J. Harper, Theodore Augur Koch, Henry Edward Bryndza
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Patent number: 6635781Abstract: 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: GrantFiled: June 7, 2002Date of Patent: October 21, 2003Assignee: Rhodia Polyamide IntermediatesInventors: Frédéric Dallemer, Aline Seigneurin
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Patent number: 6559333Abstract: 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: GrantFiled: January 25, 2001Date of Patent: May 6, 2003Assignee: Rhodia Fiber & Resin IntermediatesInventors: Jean-Pierre Brunelle, Philippe Leconte, Philippe Marion
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Patent number: 6521779Abstract: 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: GrantFiled: September 25, 2001Date of Patent: February 18, 2003Assignee: Rhodia Fiber & Resin IntermediatesInventors: Vincent Boschat, Jean-Pierre Brunelle, Bernard Darrier, Bernard Chevaljer, Jean Louis Bobet
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Patent number: 6518449Abstract: 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: GrantFiled: February 9, 2001Date of Patent: February 11, 2003Assignee: Rhodia Fiber & Resin IntermediatesInventors: Vincent Boschat, Philippe Leconte
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Patent number: 6506927Abstract: 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: GrantFiled: October 2, 2001Date of Patent: January 14, 2003Assignee: E. I. du Pont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Patent number: 6478968Abstract: 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: GrantFiled: March 17, 1999Date of Patent: November 12, 2002Assignee: Rhodia Fiber & Resin IntermediatesInventors: Philippe Perrona, Lionel Sever
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Patent number: 6462220Abstract: 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: GrantFiled: February 26, 2001Date of Patent: October 8, 2002Assignee: BASF AktiengesellschaftInventors: Hermann Luyken, Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf Fischer, Johann-Peter Melder, Martin Merger, Alwin Rehfinger, Guido Voit, Günther Achhammer
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Patent number: 6455723Abstract: 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: GrantFiled: October 2, 2001Date of Patent: September 24, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Patent number: 6455724Abstract: 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: GrantFiled: October 2, 2001Date of Patent: September 24, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Alex Sergey Ionkin
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Publication number: 20020100550Abstract: The invention is an adhesive composition comprisingType: ApplicationFiled: November 9, 2001Publication date: August 1, 2002Inventors: Syed Z. Mahdi, Harry W. Hsieh
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Patent number: 6346641Abstract: 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: GrantFiled: January 2, 2001Date of Patent: February 12, 2002Assignee: BASF AktiengesellschaftInventors: Hermann Luyken, Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf Fischer, Johann-Peter Melder, Martin Merger, Alwin Rehfinger, Guido Voit, Günther Achhammer
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Patent number: 6297394Abstract: 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: GrantFiled: August 23, 2000Date of Patent: October 2, 2001Assignee: BASF AktiengesellschaftInventors: Guido Voit, Rolf Fischer, Peter Bassler, Andreas Ansmann, Hermann Luyken, Martin Merger, Frank Ohlbach, Alwin Rehfinger
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Patent number: 6265602Abstract: 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: GrantFiled: August 23, 2000Date of Patent: July 24, 2001Assignee: BASF AktiengesellschaftInventors: Guido Voit, Frank Ohlbach, Hermann Luyken, Martin Merger, Alwin Rehfinger, Rolf Hartmuth Fischer, Peter Bassler, Andreas Ansmann
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Patent number: 6258745Abstract: 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: GrantFiled: April 24, 2000Date of Patent: July 10, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Alex Sergey Ionkin, Stanislaw Bogdan Ziemecki, Theodore Augur Koch, Mark Jay Harper
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Patent number: 6255521Abstract: 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: GrantFiled: March 20, 2000Date of Patent: July 3, 2001Assignee: BASF AktiengesellschaftInventors: Guido Voit, Andreas Bohnsack, Rolf Fischer, Peter Bassler, Hermann Luyken, Martin Merger, Klemens Flick
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Patent number: 6232488Abstract: 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: GrantFiled: September 19, 2000Date of Patent: May 15, 2001Assignee: Rhodia Fiber and Resin IntermediatesInventors: Vincent Boschat, Philippe Leconte, Daniel Rochette, Lionel Sever
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Patent number: 6222059Abstract: 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: GrantFiled: March 10, 1999Date of Patent: April 24, 2001Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Rolf Fischer, Klemens Flick, Martin Merger, Guido Voit
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Patent number: 6207851Abstract: 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: GrantFiled: March 10, 1999Date of Patent: March 27, 2001Assignee: BASF AktiengesellschaftInventors: Hermann Luyken, Guido Voit, Peter Bassler, Alwin Rehfinger, Rolf Fischer
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Patent number: 6156694Abstract: 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: GrantFiled: November 5, 1998Date of Patent: December 5, 2000Assignee: E. I. Dupont De Nemours & CompanyInventor: Mark Jay Harper
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Patent number: 6147247Abstract: 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: GrantFiled: March 10, 1999Date of Patent: November 14, 2000Assignee: BASF AktiengesellschaftInventors: Guido Voit, Klemens Flick, Hermann Luyken, Alwan Rehfinger, Peter Bassler
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Patent number: 6114567Abstract: 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: GrantFiled: July 24, 1998Date of Patent: September 5, 2000Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
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Patent number: 6110856Abstract: 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: GrantFiled: January 7, 1999Date of Patent: August 29, 2000Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Rolf Fischer, Klaus Ebel, Werner Schnurr, Guido Voit
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Patent number: 6087296Abstract: 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: GrantFiled: November 5, 1998Date of Patent: July 11, 2000Assignee: E. I. du Pont de Nemours & Co.Inventor: Mark Jay Harper
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Patent number: 6080884Abstract: 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: GrantFiled: March 15, 1999Date of Patent: June 27, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Stanislaw Bogdan Ziemecki, Alex Sergey Ionkin
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Patent number: 6080883Abstract: 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: GrantFiled: October 8, 1998Date of Patent: June 27, 2000Assignee: BASF AktiengesellschaftInventors: Werner Schnurr, Guido Voit, Klemens Flick, Johann-Peter Melder, Rolf Fischer, Wolfgang Harder
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Patent number: 5986127Abstract: 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: GrantFiled: March 15, 1999Date of Patent: November 16, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Alex Sergey Ionkin, Stanislaw Bogdan Ziemecki, Mark Jay Harper, Theodore Augur Koch
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Patent number: 5981790Abstract: 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: GrantFiled: September 15, 1997Date of Patent: November 9, 1999Assignee: Rhone-Poulenc Fiber and Resin IntermediatesInventors: Marie-Christine Cotting, Laurent Gilbert, Philippe Leconte
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Patent number: 5874607Abstract: 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: GrantFiled: April 22, 1996Date of Patent: February 23, 1999Assignee: BASF AktiengesellschaftInventors: Werner Schnurr, Guido Voit, Klemens Flick, Rolf-Hartmuth Fischer
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Patent number: 5827938Abstract: 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: GrantFiled: April 22, 1996Date of Patent: October 27, 1998Assignee: BASF AktiengesellschaftInventors: Werner Schnurr, Guido Voit, Klemens Flick, Johann-Peter Melder, Rolf-Hartmuth Fischer, Wolfgang Harder
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Patent number: 5801268Abstract: 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: GrantFiled: April 28, 1997Date of Patent: September 1, 1998Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
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Patent number: 5801267Abstract: 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: GrantFiled: April 28, 1997Date of Patent: September 1, 1998Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
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Patent number: 5756808Abstract: 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: GrantFiled: May 16, 1996Date of Patent: May 26, 1998Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer