Verfahren zum Herstellung von Adipinsäueredinitril

R. Baumann (Inventor), M. Bartsch (Inventor), D.P. Kunsmann-Keitel (Inventor), G. Haderlein (Inventor), W. Siegel (Inventor), D. Vogt (Inventor), A.C. Hewat (Inventor)

Research output: PatentPatent publication

Abstract

Production of adiponitrile from butadiene and hydrogen cyanide uses a catalyst comprising a Group VIII metal complex having at least one tricyclic bifunctional phosphorus, arsenic or antimony ligand. Production of adiponitrile by: (a) reacting butadiene with hydrogen cyanide in the presence of a catalyst, (b) optionally catalytically isomerizing the resulting mixture of pentenonitriles to covert branched nitriles to linear nitriles, and (c) reacting the nitrile mixture with hydrogen cyanide in the presence of a catalyst comprises performing steps (a), (b) and/or (c) in the presence of a catalyst comprising a Group VIII metal complex having at least one ligand of formula (I). A, A = O, Si, SiRR, NR or CRR; R = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; Y, Y = groups comprising one or more P, As or Sb atoms, each directly bonded to at least two O, S or NR' heteroatoms; R' = H, alkyl, cycloalkyl or aryl; R-R = R, COOR', COOM, SO2R', SO3M, N(R')2, N(R')3X, OR', SR', (CHR''CH2O)xR', (CH2NR')xR', (CH2CH2NR')xR', halogen, CF3, NO2, acyl or CN, or R and/or R can form fused ring systems with 1-3 rings; R = H, Me or Et; M = a cation; X = an anion; x = 1-120. An Independent claim is also included for a process for isomerizing branched aliphatic monoalkenonitriles to linear aliphatic monoalkenonitriles using such a catalyst.
Original languageEnglish
Patent numberDE 100 46 025 A1
Publication statusPublished - 28 Mar 2002

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Hydrogen Cyanide
Nitriles
Catalysts
Coordination Complexes
Ligands
Antimony
Halogens
Arsenic
Phosphorus
Anions
Cations
Atoms
1,3-butadiene
adiponitrile

Cite this

Baumann, R., Bartsch, M., Kunsmann-Keitel, D. P., Haderlein, G., Siegel, W., Vogt, D., & Hewat, A. C. (2002). Verfahren zum Herstellung von Adipinsäueredinitril. (Patent No. DE 100 46 025 A1).
Baumann, R. (Inventor) ; Bartsch, M. (Inventor) ; Kunsmann-Keitel, D.P. (Inventor) ; Haderlein, G. (Inventor) ; Siegel, W. (Inventor) ; Vogt, D. (Inventor) ; Hewat, A.C. (Inventor). / Verfahren zum Herstellung von Adipinsäueredinitril. Patent No.: DE 100 46 025 A1.
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title = "Verfahren zum Herstellung von Adipins{\"a}ueredinitril",
abstract = "Production of adiponitrile from butadiene and hydrogen cyanide uses a catalyst comprising a Group VIII metal complex having at least one tricyclic bifunctional phosphorus, arsenic or antimony ligand. Production of adiponitrile by: (a) reacting butadiene with hydrogen cyanide in the presence of a catalyst, (b) optionally catalytically isomerizing the resulting mixture of pentenonitriles to covert branched nitriles to linear nitriles, and (c) reacting the nitrile mixture with hydrogen cyanide in the presence of a catalyst comprises performing steps (a), (b) and/or (c) in the presence of a catalyst comprising a Group VIII metal complex having at least one ligand of formula (I). A, A = O, Si, SiRR, NR or CRR; R = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; Y, Y = groups comprising one or more P, As or Sb atoms, each directly bonded to at least two O, S or NR' heteroatoms; R' = H, alkyl, cycloalkyl or aryl; R-R = R, COOR', COOM, SO2R', SO3M, N(R')2, N(R')3X, OR', SR', (CHR''CH2O)xR', (CH2NR')xR', (CH2CH2NR')xR', halogen, CF3, NO2, acyl or CN, or R and/or R can form fused ring systems with 1-3 rings; R = H, Me or Et; M = a cation; X = an anion; x = 1-120. An Independent claim is also included for a process for isomerizing branched aliphatic monoalkenonitriles to linear aliphatic monoalkenonitriles using such a catalyst.",
author = "R. Baumann and M. Bartsch and D.P. Kunsmann-Keitel and G. Haderlein and W. Siegel and D. Vogt and A.C. Hewat",
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Baumann, R, Bartsch, M, Kunsmann-Keitel, DP, Haderlein, G, Siegel, W, Vogt, D & Hewat, AC 2002, Verfahren zum Herstellung von Adipinsäueredinitril, Patent No. DE 100 46 025 A1.

Verfahren zum Herstellung von Adipinsäueredinitril. / Baumann, R. (Inventor); Bartsch, M. (Inventor); Kunsmann-Keitel, D.P. (Inventor); Haderlein, G. (Inventor); Siegel, W. (Inventor); Vogt, D. (Inventor); Hewat, A.C. (Inventor).

Patent No.: DE 100 46 025 A1.

Research output: PatentPatent publication

TY - PAT

T1 - Verfahren zum Herstellung von Adipinsäueredinitril

AU - Baumann, R.

AU - Bartsch, M.

AU - Kunsmann-Keitel, D.P.

AU - Haderlein, G.

AU - Siegel, W.

AU - Vogt, D.

AU - Hewat, A.C.

PY - 2002/3/28

Y1 - 2002/3/28

N2 - Production of adiponitrile from butadiene and hydrogen cyanide uses a catalyst comprising a Group VIII metal complex having at least one tricyclic bifunctional phosphorus, arsenic or antimony ligand. Production of adiponitrile by: (a) reacting butadiene with hydrogen cyanide in the presence of a catalyst, (b) optionally catalytically isomerizing the resulting mixture of pentenonitriles to covert branched nitriles to linear nitriles, and (c) reacting the nitrile mixture with hydrogen cyanide in the presence of a catalyst comprises performing steps (a), (b) and/or (c) in the presence of a catalyst comprising a Group VIII metal complex having at least one ligand of formula (I). A, A = O, Si, SiRR, NR or CRR; R = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; Y, Y = groups comprising one or more P, As or Sb atoms, each directly bonded to at least two O, S or NR' heteroatoms; R' = H, alkyl, cycloalkyl or aryl; R-R = R, COOR', COOM, SO2R', SO3M, N(R')2, N(R')3X, OR', SR', (CHR''CH2O)xR', (CH2NR')xR', (CH2CH2NR')xR', halogen, CF3, NO2, acyl or CN, or R and/or R can form fused ring systems with 1-3 rings; R = H, Me or Et; M = a cation; X = an anion; x = 1-120. An Independent claim is also included for a process for isomerizing branched aliphatic monoalkenonitriles to linear aliphatic monoalkenonitriles using such a catalyst.

AB - Production of adiponitrile from butadiene and hydrogen cyanide uses a catalyst comprising a Group VIII metal complex having at least one tricyclic bifunctional phosphorus, arsenic or antimony ligand. Production of adiponitrile by: (a) reacting butadiene with hydrogen cyanide in the presence of a catalyst, (b) optionally catalytically isomerizing the resulting mixture of pentenonitriles to covert branched nitriles to linear nitriles, and (c) reacting the nitrile mixture with hydrogen cyanide in the presence of a catalyst comprises performing steps (a), (b) and/or (c) in the presence of a catalyst comprising a Group VIII metal complex having at least one ligand of formula (I). A, A = O, Si, SiRR, NR or CRR; R = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; Y, Y = groups comprising one or more P, As or Sb atoms, each directly bonded to at least two O, S or NR' heteroatoms; R' = H, alkyl, cycloalkyl or aryl; R-R = R, COOR', COOM, SO2R', SO3M, N(R')2, N(R')3X, OR', SR', (CHR''CH2O)xR', (CH2NR')xR', (CH2CH2NR')xR', halogen, CF3, NO2, acyl or CN, or R and/or R can form fused ring systems with 1-3 rings; R = H, Me or Et; M = a cation; X = an anion; x = 1-120. An Independent claim is also included for a process for isomerizing branched aliphatic monoalkenonitriles to linear aliphatic monoalkenonitriles using such a catalyst.

M3 - Patent publication

M1 - DE 100 46 025 A1

ER -

Baumann R, Bartsch M, Kunsmann-Keitel DP, Haderlein G, Siegel W, Vogt D et al, inventors. Verfahren zum Herstellung von Adipinsäueredinitril. DE 100 46 025 A1. 2002 Mar 28.