Purification Or Recovery Of Saturated Hydrocarbon Dinitriles (e.g., From Mixtures With Cyanocyclopentanonimine, 2-cyanocyclopenten-1-ylamine, Etc.) Patents (Class 558/456)
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Patent number: 8373001Abstract: The present invention relates to a process for the manufacture of compounds comprising two nitrile functional groups. It relates more particularly to a process for the manufacture of dinitrile compounds from compounds comprising a nitrile functional group and an ethylenic unsaturation in the presence of a catalytic system comprising an organometallic complex and a cocatalyst of the Lewis acid type. The process of the invention comprises a stage of treatment of the reaction medium resulting from the hydrocyanation which makes it possible to extract and recover the metal element of the Lewis acid.Type: GrantFiled: January 22, 2004Date of Patent: February 12, 2013Assignee: Invista North America S.A R.L.Inventors: Cécile Rosier, Hocine Kabir, Philippe Marion
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Patent number: 8101790Abstract: A process and apparatus for reacting deleterious impurities contained in adiponitrile (ADN) comprises feeding ADN and an ozone containing gas into a co-current plug flow reactor containing static mixer elements, to oxidize at least a portion of the impurities, thereby producing a reactor discharge, which is processed to produce an ozone-treated ADN product.Type: GrantFiled: June 12, 2008Date of Patent: January 24, 2012Assignee: Invista North America S.A.R.L.Inventors: John J. Ostermaier, Bruce E. Murphree
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Patent number: 7777068Abstract: A system comprising a) Ni(0) b) from 4 to 10 mol per mol of Ni(0) in a) of a compound (I) of the formula P(X1R1)(X2R2)(X3R3)??(I) where X1, X2, X3 are each, independently of one another, oxygen or a single bond, R1, R2, R3 are, independently of one another, identical or different organic radicals and c) from 1 to 4 mol per mol of Ni(0) in a) of a compound (II) of the formula where X11, X12, X13 X21, X22, X23 are each, independently of one another, oxygen or a single bond, R11, R12 are identical or different, individual or bridged organic radicals, R21, R22 are identical or different, individual or bridged organic radicals and Y is a bridging group is suitable as catalyst for preparing mixtures of monoolefinic C5 mononitriles having nonconjugated C?C and C?N bonds by hydrocyanation of a 1,3-butadiene-containing hydrocarbon mixture and for preparing a dinitrile by hydrocyanation of a mixture of monoolefinic C5 mononitriles having nonconjugated C?C and C?N bonds.Type: GrantFiled: September 25, 2007Date of Patent: August 17, 2010Assignee: BASF SEInventors: Michael Bartsch, Robert Baumann, Dagmar Pascale Kunsmann-Keitel, Gerd Haderlein, Tim Jungkamp, Marco Altmayer, Wolfgang Siegel
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Patent number: 7501045Abstract: The present invention relates to a process for the manufacture and separation of dinitrile compounds. It relates more particularly to a process for the manufacture and separation of dinitrile compounds from a medium originating from the hydrocyanation of unsaturated mononitriles. The invention consists in feeding the medium comprising the dinitriles to a distillation column and then recovering the purified dinitriles as intermediate fraction, the heavy products being removed as column tail fraction and the light products, including the unsaturated mononitriles, being recovered as top fraction.Type: GrantFiled: July 23, 2004Date of Patent: March 10, 2009Assignee: Rhodia Polyamide IntermediatesInventors: Jérôme Gerber, Philippe Leconte, Daniel Amoros
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Publication number: 20080319219Abstract: A process and apparatus for reacting deleterious impurities contained in adiponitrile (ADN) comprises feeding ADN and an ozone containing gas into a co-current plug flow reactor containing static mixer elements, to oxidize at least a portion of the impurities, thereby producing a reactor discharge, which is processed to produce an ozone-treated ADN product.Type: ApplicationFiled: June 12, 2008Publication date: December 25, 2008Applicant: INVISTA NORTH AMERICA S.A R.L.Inventors: John J. Ostermaier, Bruce E. Murphree
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Patent number: 6599398Abstract: Process for the recovery of a purified adiponitrile (ADN) from a mixture of adiponitrile, aminocapronitrile and hexamethylenediamine, utilizing two sequential distillations: (1) a first distillation in which the mixture is distilled in a distillation column at a head pressure that causes at least 7% of the ADN to go into the distillate, along with bishexamethylenetriamine (BHMT) and 2-cyanocyclopentylideneimine (CPI), and (2) a second distillation in which the distillate from the first distillation is distilled in a second distillation column at a head pressure sufficient to cause minimum-temperature azeotropy between ADN and BHMT, thereby allowing the majority of the BHMT and CPI to be removed from the second distillation as distillate, and ADN, substantially free of both BHMT and CPI, to be removed as bottoms.Type: GrantFiled: July 17, 2002Date of Patent: July 29, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: John Ostermaier, Leon Scott, James Hastings
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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: 6153784Abstract: Halides are removed from halide-containing nitrile mixtures by(a) thermally treating the halide-containing nitrile mixture,(b) subsequently adding a base to the thermally treated nitrile mixture and(c) subsequently separating off the base from the nitrile mixture.Amines are prepared by(A) reacting alkyl halides with metal cyanides in an at least two-phase reaction medium in the presence of halide-containing phase-transfer catalysts to give alkanenitriles,(B) separating off the resulting halide-containing alkanenitrile mixture phase and(C) further treating the halide-containing alkanenitrile mixture phase, as described in the stages(a)-(c) removing halides from halide-containing nitrile mixtures and(d) hydrogenating nitrites obtained in stage (c) to give amines, in the presence of suspended or fixed-bed catalysts.Type: GrantFiled: February 17, 1998Date of Patent: November 28, 2000Assignee: BASF AktiengesellschaftInventors: Heinz-Josef Kneuper, Hans-Jurgen Weyer, Horst Neuhauser, Johann-Peter Melder, Andreas Henne, Karl-Heinz Ross, Rainer Becker
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Patent number: 5961788Abstract: A process for removing tetrahydroazepine from aminocapronitrile or hexamethylenediamine by sequential distillation in which the overhead from the second distillation is combined with a fresh, incoming mixture of tetrahydroazepine and aminocapronitrile or hexamethylenediamine.Type: GrantFiled: October 9, 1998Date of Patent: October 5, 1999Assignee: E. I. du Pont de Nemours and CompanyInventor: John Joseph Ostermaier
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Patent number: 5395974Abstract: The present invention relates to a method of reacting polyamides or mixtures thereof with ammonia to obtain a mixture of monomers. The reaction is carried out in the presence of certain Lewis Acid catalyst precursors.Type: GrantFiled: January 21, 1994Date of Patent: March 7, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ronald J. McKinney
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Patent number: 5312959Abstract: 2-methylglutaronitrile and adiponitrile are purified by removal of boron residues by adding an alcohol or amino alcohol and then recovering the nitrile by distillation.Type: GrantFiled: July 12, 1993Date of Patent: May 17, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: James B. Sieja, John J. Ostermaier
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Patent number: 5302756Abstract: Useful monomeric products are obtained in the reaction of nylon 6,6 with ammonia. Increased yield of monomer products from nylon 6,6 is obtained from ammonolysis when a mixture with nylon 6 is employed.Type: GrantFiled: December 23, 1992Date of Patent: April 12, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ronald J. McKinney
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Patent number: 5192399Abstract: Separation of an aliphatic aminonitrile or an aliphatic diamine from a mixture containing the corresponding cyclic, aliphatic, mono-unsaturated amine by adding caustic compound to the mixture and then distilling the aminonitrile or the diamine at a temperature less than 170.degree. C. and at a pressure of less than 1 atmosphere.Type: GrantFiled: September 10, 1991Date of Patent: March 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: James B. Sieja
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Patent number: 5162567Abstract: Purification of 6-aminocapronitrile by heating a mixture containing same and THA and converting the THA to higher boiling compounds, and then distilling the 6-aminocapronitrile. The time required to convert the THA is reduced if an organic carbonyl compound is present in the mixture during heating.Type: GrantFiled: February 27, 1992Date of Patent: November 10, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: James B. Sieja
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Patent number: 4906783Abstract: Preparation of bis(hexamethylene)triamine from 6-aminohexanenitrile by catalytically preparing di(5-cyanopenyl)-amine, followed by hydrogenation using a nitride hydrogenation catalyst.Type: GrantFiled: February 25, 1988Date of Patent: March 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert A. Smiley