Process for the hydroformylation of an ethylenically unsaturated compound
AssigneeShell Oil Company
InventorsEit Drent, Roelof Van Ginkel, Willem Wabe Jager
Life of this patent
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Abstract
Process for the hydroformylation of an optionally substituted ethylenically unsaturated compound by reaction thereof with carbon monoxide and hydrogen in the presence of a specific catalyst system which includes a source of Group VIII metal cations; a diphosphine ligand having the general formula (I): X1-R-X2 (I) wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sp2 hybridized carbon atom; an acid having a pKa<3; and a source of halide anions.
Claims26
A process for the hydroformylation of an optionally substituted ethylenically unsaturated compound by reaction thereof with carbon monoxide and hydrogen in the presence of a catalyst system comprising:
- (a) a source of Group VIII metal cations;
- (b) a diphosphine ligand having the general formula (I):
- X1-R-X2 (I)
- wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sp2 hybridized carbon atom;
- (c) an acid having a pKa<3, measured in an aqueous solution at 18° C., or a salt derived therefrom;
- and
- (d) a source of halide anions.
A diphosphine ligand having the general formula (II):
- X1-R2-X2 (II)
- wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R2 represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sp2 hybridized carbon atom, with the proviso that the diphosphine ligand is not
- 1,2-P,P′bis(9-phosphabicyclononyl) benzene.
A diphosphine ligand having the general formula (III):
- X1-R3-X2 (III)
- wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R3 represents a bivalent cycloalkene group which is connected to each phosphorus atom by a sp2 hybridized carbon atom.
A diphosphine ligand having the general formula (IV):
- X1-R4-X2 (IV)
- wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R4 represents a bivalent aromatic group, wherein the aromatic ring contains one or more hetero atoms as a ring atom, which aromatic group is connected to each phosphorus atom by a sp2 hybridized carbon atom.
Dependencies are inferred from the claim text.