Reactant Contains A Cyano Group Patents (Class 540/539)
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Patent number: 11739192Abstract: 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: GrantFiled: April 26, 2019Date of Patent: August 29, 2023Assignee: ARKEMA FRANCEInventor: Jean-Luc Dubois
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Patent number: 9518024Abstract: 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: GrantFiled: January 15, 2016Date of Patent: December 13, 2016Assignee: China Petrochemical Development CorporationInventors: Yung-Shun Kung, Jih-Dar Hwang, Yao-Ching Tsai
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Patent number: 8772477Abstract: 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: GrantFiled: April 27, 2010Date of Patent: July 8, 2014Assignee: Rhodia OperationsInventor: Philippe Leconte
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Patent number: 7915403Abstract: 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: GrantFiled: February 14, 2006Date of Patent: March 29, 2011Assignee: Rhodia ChimieInventor: Philippe LeConte
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Publication number: 20100317823Abstract: 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: ApplicationFiled: June 11, 2010Publication date: December 16, 2010Applicant: RENNOVIA, INC.Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy, James Shoemaker, Raymond Archer, Hong Jiang
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Publication number: 20090234115Abstract: 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: ApplicationFiled: February 14, 2006Publication date: September 17, 2009Applicant: Rhodia ChimieInventor: Philippe Leconte
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Patent number: 7390897Abstract: 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: GrantFiled: February 10, 2006Date of Patent: June 24, 2008Assignee: Invista North America S.A.R.L.Inventors: Alan M. Allgeier, John J. Ostermaier, Sourav K. Sengupta
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Patent number: 7238804Abstract: 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: GrantFiled: December 21, 2005Date of Patent: July 3, 2007Assignee: 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
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Patent number: 7217818Abstract: 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: GrantFiled: November 11, 2003Date of Patent: May 15, 2007Assignee: BASF AktiengesellschaftInventors: Rolf-Hartmuth Fischer, Hermann Luyken, Andreas Ansmann, Peter Bassler, Christoph Benisch, Stefan Maixner, Johann-Peter Melder
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Patent number: 7060820Abstract: 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: GrantFiled: March 18, 2005Date of Patent: June 13, 2006Assignee: Invista North America S.A.R.L.Inventors: Sourav K. Sengupta, John J. Ostermaier, Gregory S. Kirby
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Patent number: 6878798Abstract: 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: GrantFiled: April 30, 2001Date of Patent: April 12, 2005Assignee: BASF AktiengesellschaftInventors: Frank Ohlbach, Helmut Winterling, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder, Stefan Maixner, Peter Bassler, Hermann Luyken
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Patent number: 6858728Abstract: 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: GrantFiled: June 17, 2003Date of Patent: February 22, 2005Assignee: Invista North America S.A.R.L.Inventors: Gregory S. Kirby, John J. Ostermaier
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Patent number: 6841666Abstract: 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: GrantFiled: March 22, 2002Date of Patent: January 11, 2005Assignee: DSM IP Assets B.V.Inventors: Wim Buijs, Henricus Franciscus Wilhelmus Wolters
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Patent number: 6835830Abstract: 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: GrantFiled: May 7, 2001Date of Patent: December 28, 2004Assignee: Rhodia Fiber & Resin IntermediatesInventors: Gerald Bocquenet, Henri Chiarelli, Philippe Leconte
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Publication number: 20040260087Abstract: 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: ApplicationFiled: June 17, 2003Publication date: December 23, 2004Inventors: Gregory S. Kirby, John J. Ostermaier
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Publication number: 20040132999Abstract: 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: ApplicationFiled: February 27, 2004Publication date: July 8, 2004Inventors: Wim Buijs, Henricus Franciscus Wilhelmus
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Publication number: 20040116691Abstract: The invention pertains to a process for cyclizing hydrolysis of an aminonitrile compound to a lactam in the presence of a catalyst.Type: ApplicationFiled: January 20, 2004Publication date: June 17, 2004Inventors: Cecile Rosier, Aline Seigneurin
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Patent number: 6716977Abstract: 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: GrantFiled: June 17, 2003Date of Patent: April 6, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Gregory S. Kirby, John J. Ostermaier
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Patent number: 6686465Abstract: 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: GrantFiled: October 29, 2002Date of Patent: February 3, 2004Assignee: BASF AktiengesellschaftInventors: Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf-Hartmuth Fischer, Hermann Luyken, Stefan Maixner, Johann-Peter Melder
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Patent number: 6683177Abstract: 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: GrantFiled: November 6, 1997Date of Patent: January 27, 2004Assignee: BASF AktiengesellschaftInventors: Eberhard Fuchs, Johann-Peter Melder, Werner Schnurr, Rolf Fischer
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Patent number: 6683180Abstract: 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: GrantFiled: December 4, 2002Date of Patent: January 27, 2004Assignee: BASF AktiengesellschaftInventors: Frank Ohlbach, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder
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Patent number: 6683179Abstract: 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: GrantFiled: October 29, 2002Date of Patent: January 27, 2004Assignee: BASF AktiengesellschaftInventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
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Patent number: 6683178Abstract: 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: GrantFiled: October 17, 2002Date of Patent: January 27, 2004Assignee: BASF AktiengesellschaftInventors: Frank Ohlbach, Andreas Ansmann, Peter Bassler, Rolf-Hartmuth Fischer, Hermann Luyken, Stefan Maixner, Johann-Peter Melder
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Patent number: 6677449Abstract: 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: GrantFiled: October 29, 2002Date of Patent: January 13, 2004Assignee: BASF AktiengesellschaftInventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
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Patent number: 6677448Abstract: 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: GrantFiled: June 11, 2001Date of Patent: January 13, 2004Assignee: Rhodia Fiber & Resin IntermediatesInventors: Jean-Pierre Brunelle, Christophe Nedez
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Patent number: 6660857Abstract: 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: GrantFiled: August 2, 2002Date of Patent: December 9, 2003Assignee: DSM N.V.Inventors: Frank P. W. Agterberg, Rudolf P. M. Guit, Matthias R. J. Offermanns
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Publication number: 20030153749Abstract: A process is provided for the preparation of caprolactam from a compound of formula (I):Type: ApplicationFiled: December 4, 2002Publication date: August 14, 2003Inventors: Frank Ohlbach, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder
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Publication number: 20030135019Abstract: A process for preparing a polymer, which comprisesType: ApplicationFiled: October 17, 2002Publication date: July 17, 2003Inventors: Frank Ohlbach, Helmut Winterling, Andreas Ansmann, Rolf-Hartmuth Fischer, Johann-Peter Melder, Stefan Maixner, Peter Bassler, Hermann Luyken
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Patent number: 6593322Abstract: 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: GrantFiled: September 21, 2000Date of Patent: July 15, 2003Assignee: 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
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Publication number: 20030125546Abstract: A process for the preparation of caprolactam is provided, whereinType: ApplicationFiled: October 29, 2002Publication date: July 3, 2003Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
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Publication number: 20030105322Abstract: A process for the preparation of caprolactam is provided, whereinType: ApplicationFiled: October 29, 2002Publication date: June 5, 2003Inventors: Peter Bassler, Dieter Baumann, Rolf-Hartmuth Fischer, Eberhard Fuchs, Johann-Peter Melder, Frank Ohlbach
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Publication number: 20030065169Abstract: 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: ApplicationFiled: August 2, 2002Publication date: April 3, 2003Applicant: DSM N.V.Inventors: Frank P.W. Agterberg, Rudolf P.M. Guit, Matthias R.J. Offermanns
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Patent number: 6489474Abstract: 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: GrantFiled: December 21, 2001Date of Patent: December 3, 2002Assignee: Mitsubishi Chemical CorporationInventors: Yuuji Kawaragi, Tohru Setoyama
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Patent number: 6437089Abstract: 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: GrantFiled: June 1, 2001Date of Patent: August 20, 2002Assignee: E. I. Du Pont de Nemours and CompanyInventors: Jeffrey D. Cohen, Stuart B. Fergusson, Ernest Keith Marchildon, David N. Marks, Ahmet Turgut Mutel
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Patent number: 6407230Abstract: 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: GrantFiled: September 14, 2000Date of Patent: June 18, 2002Assignee: BASF AktiengesellschaftInventors: Matthias Eiermann, Andreas Ansmann, Klemens Flick
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Patent number: 6362333Abstract: 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: GrantFiled: March 12, 2001Date of Patent: March 26, 2002Assignee: BASF AktiengesellschaftInventors: Martin Merger, Rolf Fischer, Andreas Ansmann
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Patent number: 6353101Abstract: 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: GrantFiled: May 31, 2000Date of Patent: March 5, 2002Assignee: BASF AktiengesellschaftInventors: Matthias Eiermann, Thomas Narbeshuber
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Patent number: 6331624Abstract: 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: GrantFiled: April 5, 2000Date of Patent: December 18, 2001Assignee: E.I. du Pont de Nemours and CompanyInventors: Theodore Augur Koch, Alan Martin Allgeier, Mark Jay Harper, Sourav Kumar Sengupta
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Patent number: 6281227Abstract: 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: GrantFiled: December 2, 1999Date of Patent: August 28, 2001Assignee: Aventis Pharma Deutschland GmbHInventors: Yong Mi Choi-Sledeski, Heinz W. Pauls, Jeffrey N. Barton, William R. Ewing, Daniel M. Green, Michael R. Becker, Yong Gong, Julian Levell
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Patent number: 6262259Abstract: 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: GrantFiled: October 28, 1999Date of Patent: July 17, 2001Assignee: Rhoneapoulenc Fiber & Resin IntermediatesInventors: Marie-Christine Cotting, Laurent Gilbert, Nathalie Laurain, Christophe Nedez
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Patent number: 6222033Abstract: 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: GrantFiled: October 25, 1999Date of Patent: April 24, 2001Assignee: BASF AktiengesellschaftInventors: Eberhard Fuchs, Rolf Fischer
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Patent number: 6218535Abstract: 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: GrantFiled: February 29, 2000Date of Patent: April 17, 2001Assignee: BASF AktiengesellschaftInventors: Eberhard Fuchs, Klemens Flick
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Patent number: 6194572Abstract: 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: GrantFiled: August 18, 1999Date of Patent: February 27, 2001Assignee: DSM N.V.Inventors: Wim Buijs, Henricus F. W. Wolters, Rudolf P. M. Guit, Frank P. W. Agterberg
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Patent number: 6100396Abstract: 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: GrantFiled: April 23, 1999Date of Patent: August 8, 2000Assignee: Rhodia Fiber and Resin IntermediatesInventors: Hubert Gayet, Philippe Leconte, Philippe Perrona
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Patent number: 5874575Abstract: 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: GrantFiled: October 3, 1996Date of Patent: February 23, 1999Assignee: BASF AktiengesellschaftInventors: Eberhard Fuchs, Guenther Achhammer
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Patent number: 5739324Abstract: 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: GrantFiled: May 16, 1996Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Eberhard Fuchs, Tom Witzel
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Patent number: 5723603Abstract: 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: GrantFiled: June 17, 1996Date of Patent: March 3, 1998Assignee: R.P. Fiber & Resin IntermediatesInventors: Laurent Gilbert, Nathalie Laurain, Philippe Leconte, Christophe Nedez
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Patent number: 5717090Abstract: 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 pType: GrantFiled: November 30, 1995Date of Patent: February 10, 1998Assignee: BASF AktiengesellschaftInventors: Peter Bassler, Hermann Luyken, Gunther Achhammer, Tom Witzel, Eberhard Fuchs, Rolf Fischer, Werner Schnurr
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Patent number: 5693793Abstract: 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: GrantFiled: September 5, 1996Date of Patent: December 2, 1997Assignee: BASF AktiengesellschaftInventors: Josef Ritz, Eberhard Fuchs, Guido Voit, Gunther Achhammer, Rolf Fischer
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Patent number: 5646277Abstract: 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: GrantFiled: May 16, 1996Date of Patent: July 8, 1997Assignee: BASF AktiengellschaftInventors: Eberhard Fuchs, Tom Witzel