Method for making nitrile compounds from ethylenically unsaturated compounds
AssigneeRhodia Polyamide Intermediates
InventorsJean-Christophe Galland, Blaise Didillon, Philippe Marion, Damien Bourgeois
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Abstract
The present invention concerns a process for hydrocyanating ethylenically unsaturated organic compounds to compounds containing at least one nitrile function. It relates more particularly to the hydrocyanation of diolefins such as butadiene or of substituted olefins such as alkenenitriles, for instance pentenenitriles. According to the process of the invention the reaction is implemented in the presence of a metal complex catalyst comprising a transition metal such as nickel and an organic ligand.
Claims25
A process for hydrocyanating a hydrocarbon compound containing at least one ethylenic unsaturation by reacting said hydrocarbon in a liquid medium with hydrogen cyanide in the presence of a catalyst comprising a metallic element and an organic ligand,
- wherein the metallic element is selected from the group consisting of nickel, cobalt, iron, ruthenium, rhodium, palladium, osmium, iridium, platinum, copper, silver, gold, zinc, cadmium and mercury, and
- the organic ligand corresponds to formula I below:
- in which:
- T and T1 represent a phosphorus atom,
- R1, R2, R3 and R4, which are identical or different, represent a substituted or unsubstituted aryl radical having one or more rings, which are in fused form or not, optionally having one or more heteroatoms,
- U1, U2, U3 and U4 represent an oxygen atom,
- R5 and R6, which are identical or different, represent a substituted or unsubstituted aryl group,
- n is 0, and
- L1 is S.
A process for hydrocyanating a hydrocarbon compound containing at least one ethylenic unsaturation by reacting said hydrocarbon in a liguid medium with hydrogen cyanide in the presence of a catalyst comprising a metallic element and an organic ligand, wherein the metallic element is nickel, and
- the organic ligand corresponds to formula I below:
- in which:
- T and T1 represent a phosphorus atom,
- R1, R2, R3 and R4, which are identical or different, represent a substituted or unsubstituted aryl radical having one or more rings, which are in fused form or not, optionally having one or more heteroatoms,
- U1, U2, U3 and U4 represent an oxygen atom,
- R5 and R6, which are identical or different, represent a substituted or unsubstituted aryl group,
- n is 0, and
- L1 is S.
Compounds corresponding to the formulae below:
Dependencies are inferred from the claim text.