The Reactant Is A Cyclic Oxime Patents (Class 540/535)
  • Patent number: 5225547
    Abstract: A reaction accelerator for rearrangement of an oxime to an amide consisting of an alkylating agent and an N,N-disubstituted formamide or N,N-disubstituted carboxylic acid amide represented by formula (1): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, represent alkyl groups having 1 to 6 carbon atoms or substituted or unsubstituted phenyl groups having 6 to 9 carbon atoms, and R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. An amide can effectively be produced by rearranging a corresponding oxime in the presence of said reaction accelerator.
    Type: Grant
    Filed: June 14, 1991
    Date of Patent: July 6, 1993
    Assignees: Sumitomo Chemical Company Limited, Yusuke Izumi
    Inventor: Yusuke Izumi
  • Patent number: 4927924
    Abstract: A process is provided for catalytically converting cyclohexanone oxime to epsilon caprolactam. The conversion is characterized by exceptionally high selectivity and reduced rate of catalyst aging, even at single pass conversion above 90 percent. The conversion catalyst is a medium pore size crystalline zeolite exemplified by ZSM-5 which has low acid activity. Recycling unconverted oxime provides excellent ultimate yield of caprolactam.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: May 22, 1990
    Assignee: Mobil Oil Corp.
    Inventors: Weldon K. Bell, Werner O. Haag
  • Patent number: 4883915
    Abstract: A process for the catalyzed conversion fo oximes such as cyclohexanone oxime to amides such as caprolactam via a high conversion, high selectivity, long catalyst lifetime reaction over a HAMS-1B crystalline borosilicate-based catalyst composition.
    Type: Grant
    Filed: April 8, 1987
    Date of Patent: November 28, 1989
    Assignee: Amoco Corporation
    Inventor: Patrick E. McMahon
  • Patent number: 4873325
    Abstract: Oximes can be converted to the corresponding amides by contacting the oximes with a non-zeolitic molecular sieve, which has in its calcined form an adsorption of isobutane of at least about 2 percent by weight of the non-zeolitic molecular sieve at a partial pressure of 500 torr and a temperature of 20.degree. C. The process is especially useful for the conversion of cyclohexanone oxime to caprolactam. The non-zeolitic molecular sieves can achieve improved conversion rates and selectivities as compared with conventional zeolite catalysts for the reaction.
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: October 10, 1989
    Assignee: UOP
    Inventor: Kurt D. Olson
  • Patent number: 4804754
    Abstract: Caprolactam is prepared in a process comprising(a) a Beckmann rearrangement of cyclohexanone oxime with oleum at from 70.degree. to 130.degree. C. in one or more rearrangement stages, and(b) aftertreatment of the reaction mixture obtained from the rearrangement stage in a delay zone at from 70.degree. to 110.degree. C. for from 10 to 600 minutes.
    Type: Grant
    Filed: December 10, 1987
    Date of Patent: February 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Emile De Decker, Jozef Oostvogels, Gerard van Wauwe, Gerald Neubauer
  • Patent number: 4789741
    Abstract: The invention concerns a two-step process for the synthesis of caprolactam by reaction of cylcohexanone-oxime with an excess of oleum, carried out in a first step with only a portion of the oxime and in the presence of liquid SO.sub.2, according to usual "cold" techniques, the amount of free SO.sub.3 in the oleum being equal to or greater than 50% by weight, wherein said "cold" step is completed by a second "hot" step, by adding a second portion of oxime, the ratio between said second portion and said first portion ranging from 0.5 to 1.2.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: December 6, 1988
    Assignee: Montedipe S.p.A.
    Inventors: Francesco Cellini, Vittorio Gervasutti, Raffaele Tancorra, Sergio Tonti
  • Patent number: 4717770
    Abstract: .epsilon.-caprolactam is prepared by gas phase catalytic synthesis where cyclohexanone oxime is brought into contact with a crystalline zeolite, for example, aluminosilicate zeolite or metallosilicate zeolite having a constraint index of 1-12 which has been surface treated with an organometallic compound represented by the general formula: R.sub.4-n MX.sub.n wherein R which may be identical or different represent an alkyl group of 1-6 carbon atoms or phenyl group, M represnets Si or Ge, X represents Cl or an alkoxy group of 1-6 carbon atoms and n represents 1 or 2.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: January 5, 1988
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Hiroshi Sato, Kenichi Hirose, Masaru Kitamura, Hideto Tojima, Norio Ishii
  • Patent number: 4717769
    Abstract: .epsilon.-caprolactam is produced by gas phase catalytic synthesis with high selectivity of lactam wherein cyclohexanone oxime is brought into contact with a crystalline metallo-silicate catalyst having Si/metal atomic ratio is more than 500. The metal moiety in the catalyst is Ga, Fe, B, Zr, Bi, Nb, Zn, Be, Cr, La, Ti, Hf, V and/or Cu.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: January 5, 1988
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Hiroshi Sato, Kenichi Hirose, Masaru Kitamura, Youichi Umada, Norio Ishii, Hideto Tojima
  • Patent number: 4709024
    Abstract: .epsilon.-caprolactam is prepared by gas phase catalytic synthesis in which cyclohexanone oxime is brought into contact with crystalline alluminosilicate, for example, ZSM-5 H.sup.+ form) having 1-12 of constraint index, 500 or more, preferably 1000 or more, of Si/Al atomic ratio and 5.mu. equivalent/g or less, preferably 2.mu. equivalent/g, of external acid amount.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: November 24, 1987
    Assignee: Sumitomo Chemical Company
    Inventors: Hiroshi Sato, Kenichi Hirose, Norio Ishii, Youichi Umada
  • Patent number: 4697010
    Abstract: A process for the catalyzed conversion of oximes such as cyclohexanone oxime to amides such as caprolactam via a high conversion, high selectivity, long catalyst lifetime reaction over a HAMS-1B crystalline borosilicate-based catalyst composition.
    Type: Grant
    Filed: June 5, 1986
    Date of Patent: September 29, 1987
    Assignee: Amoco Corporation
    Inventor: Patrick E. McMahon
  • Patent number: 4689412
    Abstract: The present invention is a process for preparing lactams having 8 to 15 carbon atoms by the Beckmann rearrangement of the corresponding oximes in a solution of an organic solvent by means of 0.5 to 10% by weight referred to the oxime of an acid derivative acting as a catalyst. The anhydrides of organic sulfonic acids or of sulfuric acid half esters or mixed anhydrides of organic sulfonic acid and anhydrides of sulfuric acid half esters are used as the catalysts.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: August 25, 1987
    Assignee: Huls Aktiengesellschaft
    Inventors: Hans Rademacher, Heinz-Werner Voges