Hydrogenation Of Dinitriles, Or Displacement Of Halo, Hydroxy, Or Alkoxy By Ammonia Or Substituted Ammonia Patents (Class 558/459)
  • Patent number: 5574181
    Abstract: The invention relates to a process for the preparation of an aminonitrile by partially hydrogenating a nitrile compound with two or more nitrile groups in the presence of a catalyst which contains a metal from group 8 of the periodic system of the elements, the hydrogenation being carried out under water-free reaction conditions and the catalyst having been treated with an alkanolate. Preferably, the catalyst is a Raney nickel or Raney cobalt catalyst which has been pretreated with an alkali metal alkanolate or an earth alkali metal alkanolate such as sodium or potassium methanolate.
    Type: Grant
    Filed: August 17, 1994
    Date of Patent: November 12, 1996
    Assignee: DSM N.V.
    Inventors: Hubertus J. M. Bosman, Franciscus H. A. M. J. Vandenbooren
  • Patent number: 5557004
    Abstract: Aliphatic .alpha.,.omega.-aminonitriles are prepared by partial hydrogenation of aliphatic .alpha.,.omega.-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst, by a process in which the catalyst used is obtainable by thermal decomposition of a metal compound selected from the group consisting of metal carbonyl compounds, metal salts of C.sub.1 -C.sub.6 -carboxylic acids and C.sub.2 -C.sub.6 -dicarboxylic acids and metal complexes with diketones to give the corresponding metal and/or a metal oxide thereof, with the proviso that the metal used is nickel or cobalt.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: September 17, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Klaus Ebel, Werner Schnurr, Johann-Peter Melder, Wolfgang Harder
  • Patent number: 5527946
    Abstract: Aliphatic alpha, omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha, omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a solvent and of a catalyst by a process which comprises using a catalyst which(a) contains a compound based on a metal selected from the group consisting of nickel, cobalt, iron, ruthenium and rhodium and(b) contains from 0.
    Type: Grant
    Filed: January 18, 1995
    Date of Patent: June 18, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Klemens Flick, Johann-Peter Melder, Werner Schnurr, Klaus Ebel, Tom Witzel, Wolfgang Harder, Alwin Rehfinger, Rolf Fischer
  • Patent number: 5512697
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures and superatmospheric pressure in the presence of a base and of a hydrogenation catalyst, by carrying out the hydrogenation in the presence of ammonia and lithium hydroxide or of a compound which gives lithium hydroxide during the hydrogenation.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: April 30, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Rolf Fischer, Peter Bassler, Wolfgang Harder
  • Patent number: 5508465
    Abstract: Aliphatic alpha,omega-aminonitriles are prepared by partial hydrogenation of aliphatic alpha,omega-dinitriles at elevated temperatures in the presence of a catalyst in the gas phase by a process which comprises carrying out the hydrogenation with a catalyst based on at least one metal selected from the group consisting of nickel, cobalt, ruthenium and rhodium and with the proviso that the catalyst is not a powder.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: April 16, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Joachim Wulff-Doring, Rolf Fischer, Rudolf Bazner
  • Patent number: 5347033
    Abstract: A process for preparing 5-cyanovaleramide by reacting adiponitrile with water at from 50.degree. to 200.degree. C. in the presence of a supported unionized-copper catalyst comprises employing from 1 to 15 mol of water per mole of adiponitrile and a residence time of from 5 to 60 minutes.
    Type: Grant
    Filed: June 28, 1993
    Date of Patent: September 13, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Tom Witzel, Eberhard Fuchs, Franz Merger
  • Patent number: 5296628
    Abstract: A process for the conversion of adiponitrile to 6-aminocapronitrile in high yield and high selectivity using Raney nickel catalyst and a reaction mixture containing a low valent transition metal complex.
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: March 22, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Kathryn M. Sanchez
  • Patent number: 5268499
    Abstract: A process for preparing mixtures of 3-aminopropionitrile of the formula IH.sub.2 N--CH.sub.2 --CH.sub.2 --CN (I)and ethylene cyanohydrin of the formula IIHO--CH.sub.2 --CH.sub.2 --CN (II)comprises reacting bis(2-cyanoethyl) ether of the formula IIINC--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 --CN (III)with ammonia at from 50 to 170.degree. C. and under from 1 to 500 bar thermally or in the presence of a heterogeneous catalyst.
    Type: Grant
    Filed: April 19, 1993
    Date of Patent: December 7, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Martin Brudermueller, Wolfgang Harder, Juergen Hartig, Dieter Franz
  • Patent number: 5151543
    Abstract: Selective hydrogenation of aliphatic dinitriles to aminonitriles is achieved under low pressure with high yield preferably using a Raney nickel or Raney colbalt-containing catalyst.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: September 29, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stanislaw B. Ziemecki
  • Patent number: 5077427
    Abstract: A process for preparing .alpha.-formylamino nitriles of the formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or unsubstituted or substituted, with substituents which are inert under the reaction conditions, aliphatic or heteroaliphatic radicals with 1 to 10, cycloaliphatic or heterocycloaliphatic radicals with 3 to 6, araliphatic radicals with 7 to 12, heteroaraliphatic radicals with 4 to 12, aromatic radicals with 6 to 10 or heteroaromatic radicals with 3 to 10 carbon atoms, by reacting cyanohydrins of the formula II ##STR2## with the formamide III ##STR3## in the presence of acids, entails adding at least one ammonium salt to the reaction mixture.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: December 31, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fikentscher, Michael Kroener
  • Patent number: 5049693
    Abstract: The hydrogenation of olefins containing nitrile groups in the homogeneous phase can be carried out particularly successfully using specific ruthenium complexes which are non-sensitive to air and have high catalytic activity.
    Type: Grant
    Filed: June 18, 1990
    Date of Patent: September 17, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventor: Thomas Himmler
  • Patent number: 4978771
    Abstract: The selective hydrogenation of unsaturated compounds which carry reducible groups containing nitrogen succeeds in a homogeneous phase with the preservation of the reducible groups containing nitrogen, characterized in that a compound of the formulaRuH.sub.2n L.sub.5-nis used as a catalyst, in whichL signifies a phosphane or arsane andn signifies 1 or 2.
    Type: Grant
    Filed: May 18, 1988
    Date of Patent: December 18, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Hartmuth Buding, Rudolf Braden
  • Patent number: 4673757
    Abstract: Carbon-carbon double bonds are hydrogenated selectively in a compound containing a reducible, nitrogen-containing group if the hydrogenation is carried out in the presence of a ruthenium complex catalyst. Also disclosed are new ruthenium complexes for use in such selective hydrogenation.
    Type: Grant
    Filed: October 11, 1984
    Date of Patent: June 16, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Rudolf Braden, Hartmuth Buding
  • Patent number: 4601859
    Abstract: A dinitrile is hydrogenated to an omega-aminonitrile with hydrogen with a supported highly dispersed rhodium catalyst and only ammonia present. The catalyst is prepared by hydrolyzing a rhodium(III) halide or nitrate with strong aqueous base at elevated temperatures, drying the supported rhodium hydroxide at elevated temperatures and intimately contacting with hydrogen the dried product with hydrogen at 260.degree.-360.degree. C. High conversions, selectivity to aminonitrile and long catalyst service times and catalyst recyclability are achieved in the absence of an aprotic solvent.
    Type: Grant
    Filed: May 4, 1984
    Date of Patent: July 22, 1986
    Assignee: Allied Corporation
    Inventors: James E. Galle, Frank Mares, Steven E. Diamond, Jeffrey Corsi, Francis J. Regina
  • Patent number: RE34548
    Abstract: The selective hydrogenation of unsaturated compounds which carry reducible groups containing nitrogen succeeds in a homogeneous phase with the preservation of the reducible groups containing nitrogen, characterized in that a compound of the formulaRuH.sub.2n L.sub.5-nis used as a catalyst, in whichL signifies a phosphane or arsane andn signifies 1 or 2.
    Type: Grant
    Filed: July 29, 1992
    Date of Patent: February 15, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Hartmuth Buding, Rudolf Braden