Reactant Contains A Cyano Group Patents (Class 540/539)
  • Patent number: 11739192
    Abstract: The invention relates to a process (100) for the recycling of an article based on (meth)acrylic thermoplastic polymer resin, characterized in that it comprises the following steps: introduction (110) of the article into a system suitable for the recycling of thermoplastic polymer, at least partial depolymerization (130) of the (meth)acrylic thermoplastic polymer resin so as to form (meth)acrylate monomers, introduction (140) of a hydrolysis catalyst into a hydrolysis reactor, introduction (150) of water into said hydrolysis reactor, and conversion (160), in the hydrolysis reactor, of at least part of the (meth)acrylate monomers into (meth)acrylic acid. The invention also relates to a system for recycling an article based on (meth)acrylic thermoplastic polymer resin.
    Type: Grant
    Filed: April 26, 2019
    Date of Patent: August 29, 2023
    Assignee: ARKEMA FRANCE
    Inventor: Jean-Luc Dubois
  • Patent number: 9518024
    Abstract: The present disclosure provides a method for preparing a caprolactam and the method includes steps of subjecting cyclohexanone oxime and sulfuric acid to a Beckmann rearrangement reaction to obtain a rearrangement mixture; neutralizing the rearrangement mixture and extracting the neutralized rearrangement mixture using an organic solvent sequentially; and subjecting the extracted organic solution to a hydrogenation reaction so as to simplify the process to produce a high quality caprolactam.
    Type: Grant
    Filed: January 15, 2016
    Date of Patent: December 13, 2016
    Assignee: China Petrochemical Development Corporation
    Inventors: Yung-Shun Kung, Jih-Dar Hwang, Yao-Ching Tsai
  • Patent number: 8772477
    Abstract: A method for preparing lactams by cyclizing hydrolysis of a corresponding aminonitrile is described. A method for manufacturing a lactam by reacting an aminonitrile with water in the presence of a catalyst involving placing the water and the aminonitrile in contact in vapor phase, passing the mixture of vapors through a bed of catalyst arranged in at least one tube forming a reaction chamber and recovering the lactam at the outlet of the tube is also described.
    Type: Grant
    Filed: April 27, 2010
    Date of Patent: July 8, 2014
    Assignee: Rhodia Operations
    Inventor: Philippe Leconte
  • Patent number: 7915403
    Abstract: Lactams, notably ?-caprolactam, are prepared from alkyl cyanovalerates, themselves obtained from unsaturated nitrile compounds, by contacting same, in gaseous state, with hydrogen in the presence of hydrogenation/cyclization catalysts, and then condensing the gas stream thus formed, without intermediate separation of any alkyl aminocaproate, and recovering lactam produced therefrom.
    Type: Grant
    Filed: February 14, 2006
    Date of Patent: March 29, 2011
    Assignee: Rhodia Chimie
    Inventor: Philippe LeConte
  • Publication number: 20100317823
    Abstract: The present invention generally relates to processes for the chemocatalytic conversion of a glucose source to an adipic acid product. The present invention includes processes for the conversion of glucose to an adipic acid product via glucaric acid or derivatives thereof. The present invention also includes processes comprising catalytic oxidation of glucose to glucaric acid or derivative thereof and processes comprising the catalytic hydrodeoxygenation of glucaric acid or derivatives thereof to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.
    Type: Application
    Filed: June 11, 2010
    Publication date: December 16, 2010
    Applicant: RENNOVIA, INC.
    Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy, James Shoemaker, Raymond Archer, Hong Jiang
  • Publication number: 20090234115
    Abstract: Lactams, notably ?-caprolactam, are prepared from alkyl cyanovalerates, themselves obtained from unsaturated nitrile compounds, by contacting same, in gaseous state, with hydrogen in the presence of hydrogenation/cyclization catalysts, and then condensing the gas stream thus formed, without intermediate separation of any alkyl aminocaproate, and recovering lactam produced therefrom.
    Type: Application
    Filed: February 14, 2006
    Publication date: September 17, 2009
    Applicant: Rhodia Chimie
    Inventor: Philippe Leconte
  • Patent number: 7390897
    Abstract: The invention relates to the field of production of lactams from aminonitriles, and in particular to the production of ?-caprolactam by the vapor phase hydrolytic cyclization of 6-aminocapronitrile. A crude liquid caprolactam comprising ?-caprolactam (CL), 6-aminocapronitrile (ACN) and water obtained from a vapor phase cyclization reaction of ACN is contacted with hydrogen in the presence of a hydrogenation catalyst to convert the ACN in the crude liquid caprolactam to a product comprising hexamethylenediamine (HMD) and hexamethyleneimine (HMI). Tetrahydroazepine (THA) in the crude liquid caprolactam is converted to HMI during this hydrogenation. The HMD and HMI have lower boiling points compared to ACN and thus they are more easily separated from CL in the subsequent distillation operations. Thus a process to make CL from ACN with fewer distillation stages, and with lower pressure drop and lower base temperature, is accomplished.
    Type: Grant
    Filed: February 10, 2006
    Date of Patent: June 24, 2008
    Assignee: Invista North America S.A.R.L.
    Inventors: Alan M. Allgeier, John J. Ostermaier, Sourav K. Sengupta
  • Patent number: 7238804
    Abstract: A process for the manufacture of a lactam from an amino alkane nitrile and/or its hydrolysis derivatives, comprising reacting a solution comprising at least about 5% by weight amino alkane nitrile in water at a temperature of greater than or equal to about 350° C. and at a pressure of greater than about 250 bar. Optionally, a dilute acid may be added as a catalyst.
    Type: Grant
    Filed: December 21, 2005
    Date of Patent: July 3, 2007
    Assignee: Invista North America S. AR. L.
    Inventors: Martyn Poliakoff, Paul Hamley, Chong Yan, Eduardo Garcia-Verdugo Cepeda, Graham Robert Aird, Alexander Stuart Coote, Ian Pearson, William Barry Thomas
  • Patent number: 7217818
    Abstract: A process for removing high boilers from crude caprolactam which comprises high boilers, caprolactam and in some cases low boilers, and which has been obtained by a) reacting 6-aminocapronitrile with water to give a reaction mixture b) removing ammonia and unconverted water from the reaction mixture to obtain crude caprolactam, which comprises c) feeding the crude caprolactam to a distillation apparatus to obtain a first substream via the top as a product and a second substream via the bottom, by setting the pressure in the distillation in such a way that the bottom temperature does not go below 170° C., and adjusting the second substream in such a way that the caprolactam content of the second substream is not less than 10% by weight, based on the entire second substream.
    Type: Grant
    Filed: November 11, 2003
    Date of Patent: May 15, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf-Hartmuth Fischer, Hermann Luyken, Andreas Ansmann, Peter Bassler, Christoph Benisch, Stefan Maixner, Johann-Peter Melder
  • Patent number: 7060820
    Abstract: Lactams, in particular ?-caprolactam, are produced by the hydrolytic cyclization of aminonitriles, in particular 6-aminocapronitrile, in the vapor phase in a plurality of adiabatic fixed bed reaction zones arranged in succession wherein at least a portion of the heat of the exothermic reaction is removed between each of the successive reaction zones. Conducting the reaction in such a manner requires less capital for the reactor itself. It has also been found that the product exiting such a reaction system can be directly fed to a distillation unit without the need of additional cooling or storing.
    Type: Grant
    Filed: March 18, 2005
    Date of Patent: June 13, 2006
    Assignee: Invista North America S.A.R.L.
    Inventors: Sourav K. Sengupta, John J. Ostermaier, Gregory S. Kirby
  • Patent number: 6878798
    Abstract: A process for preparing a polymer, which comprises a) reacting a mixture (I) containing 6-aminocapronitrile and water in the presence of a catalyst to obtain a mixture (II) containing caprolactam, ammonia, water, high boilers and low boilers, then b) removing ammonia from mixture (II) to obtain a mixture (III) containing caprolactam, water, high boilers and low boilers, then c) removing all or some of the water from mixture (III) to obtain a mixture (IV) containing caprolactam, high boilers and low boilers and then d) feeding mixture (IV) to a polymerization reaction, and also the polymer obtainable by this process, the use of the polymer for producing fibers, sheetlike structures and moldings, and also fibers, sheetlike structures and moldings obtainable using such a polymer.
    Type: Grant
    Filed: April 30, 2001
    Date of Patent: April 12, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Ohlbach, Helmut Winterling, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder, Stefan Maixner, Peter Bassler, Hermann Luyken
  • Patent number: 6858728
    Abstract: Method for making caprolactam from 6-aminocapronitrile that contains greater than 500 ppm tetrahydroazepine and its derivatives (THA) in which the THA is not removed from the method until after the caprolactam is produced.
    Type: Grant
    Filed: June 17, 2003
    Date of Patent: February 22, 2005
    Assignee: Invista North America S.A.R.L.
    Inventors: Gregory S. Kirby, John J. Ostermaier
  • Patent number: 6841666
    Abstract: The invention relates to a process for the preparation ?-caprolactam starting from 6-aminocapronitrile by hydrolysis/oligomerisation followed by de-oligomerisation/cyclisation using superheated steam characterized in that the hydrolysis/oligomerisation is performed with superheated steam converting 6-aminocapronitrile into a molten phase and a gas phase comprising ammonia, ammonia is continuously separated off and the de-oligomerisation/cyclisation is performed by treating the molten phase further with superheated steam.
    Type: Grant
    Filed: March 22, 2002
    Date of Patent: January 11, 2005
    Assignee: DSM IP Assets B.V.
    Inventors: Wim Buijs, Henricus Franciscus Wilhelmus Wolters
  • Patent number: 6835830
    Abstract: The invention concerns a method for evaporating aminonitrile and water in conditions limiting or eliminating the formation of heavy by-products in particular amino-carboxylic acid oligomers. To avoid said inconvenience, said method for evaporating aminonitrile and water is characterised in that the water in vapour state serves as balance gas for evaporation.
    Type: Grant
    Filed: May 7, 2001
    Date of Patent: December 28, 2004
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Gerald Bocquenet, Henri Chiarelli, Philippe Leconte
  • Publication number: 20040260087
    Abstract: Method for making caprolactam from 6-aminocapronitrile that contains greater than 500 ppm tetrahydroazepine and its derivatives (THA) in which the THA is not removed from the method until after the caprolactam is produced.
    Type: Application
    Filed: June 17, 2003
    Publication date: December 23, 2004
    Inventors: Gregory S. Kirby, John J. Ostermaier
  • Publication number: 20040132999
    Abstract: The invention relates to a process for the preparation of &egr;-caprolactam starting from 6-aminocapronitrile by hydrolysis/oligomerisation followed by de-oligomerisation/cyclisation using superheated steam characterized in that the hydrolysis/oligomerisation is performed with superheated steam converting 6-aminocapronitrile into a molten phase and a gas phase comprising ammonia, ammonia is continuously separated off and the de-oligomerisation/cyclisation is performed by treating the molten phase further with superheated steam.
    Type: Application
    Filed: February 27, 2004
    Publication date: July 8, 2004
    Inventors: Wim Buijs, Henricus Franciscus Wilhelmus
  • Publication number: 20040116691
    Abstract: The invention pertains to a process for cyclizing hydrolysis of an aminonitrile compound to a lactam in the presence of a catalyst.
    Type: Application
    Filed: January 20, 2004
    Publication date: June 17, 2004
    Inventors: Cecile Rosier, Aline Seigneurin
  • Patent number: 6716977
    Abstract: Method for making caprolactam from 6-aminocapronitrile that contains greater than 500 ppm tetrahydroazepine and its derivatives (THA) in which ammonia and water are removed from crude caprolactam in a single separation step and then THA is removed from the resulting caprolactam melt.
    Type: Grant
    Filed: June 17, 2003
    Date of Patent: April 6, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Gregory S. Kirby, John J. Ostermaier
  • Patent number: 6686465
    Abstract: A process is provided for the preparation of cyclic lactams of formula (II): in which n and m can each have the values 0, 1, 2, 3, 4, 5, 6, 7, 8 and 9 and the sum of n+m is at least 3, preferably at least 4, and R1 and R2 are C1-C6-alkyl, C5-C7-cycloalkyl or C6-C12-aryl groups, by reacting a compound (I) of the formula in which R1, R2, m and n are as defined above and R are [sic] nitrile, carboxamide and carboxylic acid groups, with steam in the gas phase.
    Type: Grant
    Filed: October 29, 2002
    Date of Patent: February 3, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf-Hartmuth Fischer, Hermann Luyken, Stefan Maixner, Johann-Peter Melder
  • Patent number: 6683179
    Abstract: A process for the preparation of caprolactam is provided, wherein a) a mixture (I) containing 6-aminocapronitrile and water is reacted in the gas phase, in the presence of a catalyst, to give a mixture (II) containing caprolactam, ammonia, water, high-boiling components and low-boiling components, b) ammonia is then removed from the mixture (II) to give a mixture (III) containing caprolactam, water, high-boiling components and low-boiling components, c) water is then removed from the mixture (III) to give a mixture (IV) containing caprolactam, high-boiling components and low-boiling components, and d) a solid (V) containing caprolactam is then obtained from the mixture (IV) by crystallization, the proportion by weight of caprolactam in the solid (V) being greater than in the mixture (IV).
    Type: Grant
    Filed: October 29, 2002
    Date of Patent: January 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
  • Patent number: 6683180
    Abstract: A process is provided for the preparation of caprolactam from a compound of formula (I): NC—(CH2)5—CO—R  (I) in which R is a carboxamide, carboxylic acid or carboxylic acid ester group, wherein a) a compound (I) or a mixture of such compounds, in the presence of ammonia and optionally a liquid diluent (VI), is hydrogenated with hydrogen in the presence of a catalyst (II) to give a mixture (III), b) the hydrogen and the catalyst (II) are separated from the mixture (III) to give a mixture (IV), and c) the mixture (IV), optionally in the presence of a liquid diluent (VII), is converted to caprolactam in the presence of a catalyst (V).
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: January 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Ohlbach, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder
  • Patent number: 6683178
    Abstract: The invention relates to a method for producing cyclic lactams of formula (II) by reacting a compound (I) of formula (I) with water in the presence of an organic, liquid dilution agent in the liquid phase. In formula (II), n and m respectively can have the values 0, 1, 2, 3, 4, 5, 6, 7, 8 and 9 and the sum of n+m is at least 3, preferably at least 4 and R1 and R2 represent C1-C6 alkyl, C5-C7 cycloalkyl or C6-C12 aryl groups. In formula (I), R1, R2, m and n are defined as above and R represents nitrile, carboxylic acid amide and carboxylic acid groups. The inventive method is characterized in that a) compound (I) is reacted with water in the liquid phase in the presence of an organic, liquid dilution agent (III) to form a mixture (IV) containing a lactam (II) and said mixture (IV) is subjected to an aqueous treatment to obtain a two-phase system.
    Type: Grant
    Filed: October 17, 2002
    Date of Patent: January 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf-Hartmuth Fischer, Hermann Luyken, Stefan Maixner, Johann-Peter Melder
  • Patent number: 6683177
    Abstract: A process for preparing caprolactam by reacting 6-aminocapronitrile with water in the presence of catalysts comprises using a starting mixture of 6-aminocapronitrile and the tetrahydroazepine derivative of the formula and conducting the reaction in liquid phase in the presence of a heterogeneous catalyst. Also describes a process for preparing said tetrahydroazepine derivative I and its use for preparing caprolactam and polycaprolactam.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: January 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Johann-Peter Melder, Werner Schnurr, Rolf Fischer
  • Patent number: 6677449
    Abstract: A process for the preparation of caprolactam is provided, wherein a) a mixture (I) containing 6-aminocapronitrile and water is reacted in the liquid phase, in the presence of a catalyst, to give a mixture (II) containing caprolactam, ammonia, water, high-boiling components and low-boiling components, b) ammonia is then removed from the mixture (II) to give a mixture (III) containing caprolactam, water, high-boiling components and low-boiling components, c) water is then removed from the mixture (III) to give a mixture (IV) containing caprolactam, high-boiling components and low-boiling components, and d) a solid (V) containing caprolactam is then obtained from the mixture (IV) by crystallization, the proportion by weight of caprolactam in the solid (V) being greater than in the mixture (IV).
    Type: Grant
    Filed: October 29, 2002
    Date of Patent: January 13, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
  • Patent number: 6677448
    Abstract: The present invention relates to a process for regenerating a catalyst for the cyclizing hydrolysis of an aminonitrile for the manufacture of lactams. It relates more particularly to the regeneration of the solid catalysts used in the processes for producing lactams by the cyclizing hydrolysis of aminonitriles. This regeneration process consists in treating the spent catalyst or the catalyst at the end of the cycle at a temperature of between 300° C. and 600° C. with an oxidizing atmosphere.
    Type: Grant
    Filed: June 11, 2001
    Date of Patent: January 13, 2004
    Assignee: Rhodia Fiber & Resin Intermediates
    Inventors: Jean-Pierre Brunelle, Christophe Nedez
  • Patent number: 6660857
    Abstract: A process for the preparation of &egr;-caprolactam starting from 6-aminocaproic acid, 6-aminocaproamide, 6-aminocaproic ester, 6-aminocapronitrile, oligomers or polymers of these compounds or mixtures comprising at least two of these compounds, which process is performed in the presence of N-(5-carboxypentyl)-&egr;-caprolactam and/or derivative thereof in an amount of less than 50 wt. % and more than 0.1 wt. % (based on the total reaction mixture).
    Type: Grant
    Filed: August 2, 2002
    Date of Patent: December 9, 2003
    Assignee: DSM N.V.
    Inventors: Frank P. W. Agterberg, Rudolf P. M. Guit, Matthias R. J. Offermanns
  • Publication number: 20030153749
    Abstract: A process is provided for the preparation of caprolactam from a compound of formula (I):
    Type: Application
    Filed: December 4, 2002
    Publication date: August 14, 2003
    Inventors: Frank Ohlbach, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder
  • Publication number: 20030135019
    Abstract: A process for preparing a polymer, which comprises
    Type: Application
    Filed: October 17, 2002
    Publication date: July 17, 2003
    Inventors: Frank Ohlbach, Helmut Winterling, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder, Stefan Maixner, Peter Bassler, Hermann Luyken
  • Patent number: 6593322
    Abstract: Compounds that modulate the estrogen receptor (ER) are disclosed, as well as pharmaceutical compositions containing the same. In a specific embodiment, the compounds are selective for ER-&bgr; over ER-&agr;. Methods are disclosed for modulating ER-&bgr; in cell and/or tissues expressing the same, including cells and/or tissue that preferentially ER-&bgr;. Methods for treating estrogen-related conditions are also disclosed, including conditions such as is breast cancer, testicular cancer, osteoporosis, endometriosis, cardiovascular disease, hypercholesterolemia, prostatic hypertrophy, prostatic carcinomas, obesity, hot flashes, skin effects, mood swings, memory loss, urinary incontinence, hairloss, cataracts, natureal hormonal imbalances, and adverse reproductive effects associated with exposure to environmental chemicals.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: July 15, 2003
    Assignee: Signal Pharmaceuticals, Inc.
    Inventors: Shripad S. Bhagwat, Leah Marie Gayo-Fung, Bernd M. Stein, Qi Chao, Anthony R. Gangloff, Jeffrey A. McKie, Kenneth D. Rice
  • Publication number: 20030125546
    Abstract: A process for the preparation of caprolactam is provided, wherein
    Type: Application
    Filed: October 29, 2002
    Publication date: July 3, 2003
    Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
  • Publication number: 20030105322
    Abstract: A process for the preparation of caprolactam is provided, wherein
    Type: Application
    Filed: October 29, 2002
    Publication date: June 5, 2003
    Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
  • Publication number: 20030065169
    Abstract: A process for the preparation of &egr;-caprolactam starting from 6-aminocaproic acid, 6-aminocaproamide, 6-aminocaproic ester, 6-aminocapronitrile, oligomers or polymers of these compounds or mixtures comprising at least two of these compounds, which process is performed in the presence of N-(5-carboxypentyl)-&egr;-caprolactam and/or derivative thereof in an amount of less than 50 wt. % and more than 0.1 wt. % (based on the total reaction mixture).
    Type: Application
    Filed: August 2, 2002
    Publication date: April 3, 2003
    Applicant: DSM N.V.
    Inventors: Frank P.W. Agterberg, Rudolf P.M. Guit, Matthias R.J. Offermanns
  • Patent number: 6489474
    Abstract: Object of the present invention is to provide a process for producing an amide compound with high efficiency by subjecting an oxime compound to Beckmann rearrangement in a liquid phase under mild reaction conditions. Namely, the invention relates to a process for producing an amide compound such as &egr;-caprolactam by subjecting an oxime compound such as cyclohexanone oxime to Beckmann rearrangement in a liquid phase, characterized in that the reaction is carried out in the presence of (1) a non-fluorine-containing sulfonic anhydride and an N,N-disubstituted amide compound or (2) at least one compound selected from the group consisting of sulfonic acids and anhydrides thereof, an N,N-disubstituted amide compound, and a carboxylic anhydride.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: December 3, 2002
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yuuji Kawaragi, Tohru Setoyama
  • Patent number: 6437089
    Abstract: Process for making nylon 6 in which a feed stream containing a major portion of caprolactam and/or nylon 6 prepolymer and a minor portion of aminocapronitrile is fed to a multistage reactive distillation column in which the feed stream flows countercurrently to a steam stream.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: August 20, 2002
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Jeffrey D. Cohen, Stuart B. Fergusson, Ernest Keith Marchildon, David N. Marks, Ahmet Turgut Mutel
  • Patent number: 6407230
    Abstract: A process for preparing lactams by hydrolytic cyclization of aminonitriles in the gas phase in the presence of a metal phosphate catalyst comprises using a catalyst comprising one or more oligophosphates of the general formula (I) M (POa)b  (I) where M is a metal of group 3 or 4 of the periodic table, including the lanthanides, a is >2.5 and <4.0, and b is such that electrical neutrality is ensured, or a mixture of one or more oligophosphates of the general formula (I) with one or more further salts of a metal of group 3 or 4 of the periodic table, including the lanthanides, with an inorganic acid.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: June 18, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Eiermann, Andreas Ansmann, Klemens Flick
  • Patent number: 6362333
    Abstract: A cyclic lactam and a cyclic amine are coproduced by coreacting an aliphatic alpha, omega-diamine and an aliphatic alpha, omega-aminonitrile with water in the gas phase in the presence of a heterogeneous catalyst.
    Type: Grant
    Filed: March 12, 2001
    Date of Patent: March 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Merger, Rolf Fischer, Andreas Ansmann
  • Patent number: 6353101
    Abstract: The invention relates to a process for preparing lactams by cyclizing hydrolysis of amino nitriles with water in the gas phase on catalysts which comprise oxides or mixed oxides of the metals of groups 3, 4, 5, 13 and/or 14 of the Periodic Table, where appropriate in addition a metal oxide of groups 6, 7, 8, 9 and/or 10, and further comprise a phosphate, carbonate, silicate, arsenite, arsenate, antimonite, antimonate and/or nitrate of said metals and/or, if metal oxides of groups 6, 7, 8, 9 or 10 are present, a sulfate of the abovementioned metals.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: March 5, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Eiermann, Thomas Narbeshuber
  • Patent number: 6331624
    Abstract: A process for the production of 6-aminocaproamide comprising reacting 5-cyanovaleramide with hydrogen in the presence of a metal catalyst. The 6-aminocaproamide is useful, for example, in the production of caprolactam and nylon 6.
    Type: Grant
    Filed: April 5, 2000
    Date of Patent: December 18, 2001
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Theodore Augur Koch, Alan Martin Allgeier, Mark Jay Harper, Sourav Kumar Sengupta
  • Patent number: 6281227
    Abstract: The compounds of formula I herein exhibit useful pharmacological activity and accordingly are incorporated into pharmaceutical compositions and used in the treatment of patients suffering from certain medical disorders. More specifically, they are inhibitors of the activity of Factor Xa. The present invention is directed to compounds of formula I, compositions containing compounds of formula I, and their use, for treating a patient suffering from, or subject to, a physiological condition which can be ameliorated by the administration of an inhibitor of the activity of Factor Xa.
    Type: Grant
    Filed: December 2, 1999
    Date of Patent: August 28, 2001
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Yong Mi Choi-Sledeski, Heinz W. Pauls, Jeffrey N. Barton, William R. Ewing, Daniel M. Green, Michael R. Becker, Yong Gong, Julian Levell
  • Patent number: 6262259
    Abstract: The present invention includes a process for the preparation of a lactam by vapor phase reaction of an aliphatic aminonitrile with water in the presence of a solid catalyst, wherein the catalyst is an alumina having a specific surface, measured by the BET method, greater than or equal to 10 m2/g. The alumina catalyst is further characterized by either: (a) a specific surface less than or equal to 280 m2/g, and a volume of pores with a diameter greater than 500 Å which is greater than or equal to 10 ml/100 g; or (b) a specific surface greater than or equal to 50 m2/g and less than or equal to 280 m2/g, and a volume of pores with a diameter greater than 70 Å which is greater than or equal to 30 m2/g.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: July 17, 2001
    Assignee: Rhoneapoulenc Fiber & Resin Intermediates
    Inventors: Marie-Christine Cotting, Laurent Gilbert, Nathalie Laurain, Christophe Nedez
  • Patent number: 6222033
    Abstract: The disclosure is a process for preparing cyclic lactams of the formula I: where R1 is hydrogen, alkyl, cycloalkyl or aryl, and A is C3-C12-alkylene unsubstituted or substituted by 1, 2, 3, 4, 5 or 6 substituents selected independently of one another from the group consisting of alkyl, cycloalkyl and aryl, by conversion of an &ohgr;-aminocarbonitrile of the formula II: HR1N—A—CN  (II) where R1 and A are each as defined above, in the presence of at least one catalyst, which comprises converting said nitrile II into an oligomer mixture, and treating with superheated steam.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: April 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Rolf Fischer
  • Patent number: 6218535
    Abstract: Cyclic lactams are prepared by reacting aminocarbonitriles with water in the liquid phase in a fixed bed reactor in the presence of a catalyst which comprises a catalytically active oxide, which has no soluble constituents under the reaction conditions and which consists of shaped articles obtainable by shaping the oxide into shaped articles and, before or after said shaping, treating the oxide with from 0.1 to 30% by weight, based on the oxide, of an acid in which the oxide is sparingly soluble.
    Type: Grant
    Filed: February 29, 2000
    Date of Patent: April 17, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Klemens Flick
  • Patent number: 6194572
    Abstract: Process to prepare &egr;-caprolactam by treating 6-aminocaproic acid, 6-aminocaproate ester or 6-aminocaproamide or mixtures comprising at least two of these compounds in the presence of superheated steam in which a gaseous mixture comprising &egr;-caprolactam and steam is obtained, wherein the process is carried out in the absence of a catalyst at a temperature between 250 and 400° C. and at a pressure of between 0.5 and 2 MPa. The invention also encompasses a process to prepare &egr;-caprolactam starting from 6-aminocapronitrile by performing a hydrolysis and a subsequent step as described above.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: February 27, 2001
    Assignee: DSM N.V.
    Inventors: Wim Buijs, Henricus F. W. Wolters, Rudolf P. M. Guit, Frank P. W. Agterberg
  • Patent number: 6100396
    Abstract: A method for purifying lactams by liquid-liquid extraction and/or processing with an ion exchange resin is disclosed. The method is useful for purifying lactams produced by the cyclising vapour-phase hydrolysis of an aliphatic aminonitrile, and comprises removing the major part of the ammonia before subjecting the lactam to liquid-liquid extraction by means of a solvent including an acidic solvent and/or contacting said lactam with a cation exchange resin. In most applications of the lactam, it is preferable to carry out a hydrogenation step on the compounds of the lactam solution comprising unsaturations, prior to or in addition to the liquid-liquid extraction step and/or the acidic resin contact step. The purification method may also include an oxidation step in addition to or instead of the hydrogenation step. Said method is preferably combined with a distillation step in the presence of a base.
    Type: Grant
    Filed: April 23, 1999
    Date of Patent: August 8, 2000
    Assignee: Rhodia Fiber and Resin Intermediates
    Inventors: Hubert Gayet, Philippe Leconte, Philippe Perrona
  • Patent number: 5874575
    Abstract: An improved process for the preparation of caprolactam by heating 6-aminocapronitrile in the presence of a heterogenous catalyst and water under superatmospheric pressure without rapid deactivation of the catalysts used. The process further includes the addition of a low or high boiling alcohol in the heating phase, after which the products are obtained by distillation. The process further includes a method of working up the top and bottom products of the reactors to achieve higher yields.
    Type: Grant
    Filed: October 3, 1996
    Date of Patent: February 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Guenther Achhammer
  • Patent number: 5739324
    Abstract: A process for preparing cyclic lactams by reacting amino carbonitriles with water in liquid phase in the presence of heterogeneous catalysts based on titanium dioxide, zirconium oxide, cerium oxide and aluminum oxide.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Tom Witzel
  • Patent number: 5723603
    Abstract: The present invention relates to a process for the preparation of lactams from dinitriles.It consists more precisely of a process for the preparation of lactam, linking two stages in series, one of hemihydrogenation of dinitrile to aminonitrile, the other of cyclizing hydrolysis of the aminonitrile after only one simple purification operation.Aliphatic lactams, such as especially epsilon-caprolactam, are base compounds for the preparation of polyamides (polyamide 6 from caprolactam).
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: March 3, 1998
    Assignee: R.P. Fiber & Resin Intermediates
    Inventors: Laurent Gilbert, Nathalie Laurain, Philippe Leconte, Christophe Nedez
  • Patent number: 5717090
    Abstract: Caprolactam and hexamethylenediamine are prepared simultaneously starting from adiponitrile by a process in which(a) adiponitrile is partially hydrogenated to give a mixture containing essentially 6-aminocapronitrile, hexamethylenediamine, ammonia, adiponitrile and hexamethyleneimine,(b) the mixture obtained in (a) is subjected to a distillation to give ammonia as the top product and a bottom product I,(c) the bottom product I containing essentially 6-aminocapronitrile, hexamethylenediamine, adiponitrile, hexamethyleneimine, inert compound A and ammonia, the ammonia content being lower than that of the mixture used in stage (b), is subjected to a second distillation to give a mixture comprising the inert compound A and ammonia as the top product and a bottom product II,(d) the bottom product II is subjected, in a third column, to a distillation to give the inert compound A as the top product and a bottom product III,(e) the bottom product III is subjected, in a fourth column, to a distillation to give a top p
    Type: Grant
    Filed: November 30, 1995
    Date of Patent: February 10, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Bassler, Hermann Luyken, Gunther Achhammer, Tom Witzel, Eberhard Fuchs, Rolf Fischer, Werner Schnurr
  • Patent number: 5693793
    Abstract: A process for preparing caprolactam by cyclization of 6-aminocapronitrile in the presence of water at elevated temperature and in the presence or absence of a catalyst and a solvent, comprisesa) removing from the cyclization reaction effluent ("reaction effluent I") caprolactam and all components boiling higher than caprolactam ("high boilers"),b) treating the high boilers of stage a) with phosphoric acid and/or polyphosphoric acid at from 200 to 350.degree. C. to obtain a reaction effluent II, andc) removing caprolactam formed and any 6-aminocapronitrile from reaction effluent II of stage b) to obtain separation from unconverted high boilers and acid used.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: December 2, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Josef Ritz, Eberhard Fuchs, Guido Voit, Gunther Achhammer, Rolf Fischer
  • Patent number: 5646277
    Abstract: Cyclic lactams are prepared by reacting amino carbonitriles with water in liquid phase in a fixed bed reactor in the presence of heterogeneous catalysts which have no soluble constituents under the reaction conditions.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: July 8, 1997
    Assignee: BASF Aktiengellschaft
    Inventors: Eberhard Fuchs, Tom Witzel