Catalyst system
AssigneeLucite International UK Limited
InventorsGraham Eastham, Neil Tindale
Life of this patent
Estimating the term…
Abstract
The present invention provides a catalyst system capable of catalyzing the carbonylation of an ethylenically unsaturated compound, which system is obtainable by combining: a) a metal of Group VIB or Group VIIIB or a compound thereof, b) a bidentate phosphine, arsine or stibine ligand, and c) an acid, wherein said ligand is present in at least a 2:1 molar excess compared to said metal or said metal in said metal compound, and that said acid is present in at least a 2:1 molar excess compared to said ligand, a process for the carbonylation of an ethylenically unsaturated compound, a reaction medium, and use of the system.
Claims40
A catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, which system is obtained by combining:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, and
- c) an acid,
- wherein said bidentate phosphine ligand is present in at least a 2:1 molar excess compared to said palladium metal or said palladium in said compound,
- wherein said acid is present in the range from greater than 5:1 to 95:1 molar excess compared to said bidentate phosphine ligand, and
- wherein said bidentate phosphine ligand is of formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each represents hydrogen;
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- Q1 and Q2 each are phosphorus.
A reaction medium comprising ethene and a catalyst system comprising, or obtained by combining, at least palladium metal or a compound thereof, a bidentate phosphine ligand, and an acid,
- wherein said bidentate phosphine ligand is present in at least a 2:1 molar excess compared to said palladium metal or said palladium in said compound, and said acid is present in at least a 2:1 molar excess compared to said ligand and
- wherein said bidentate phosphine ligand is of formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each independently represents hydrogen;
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- Q1 and Q2 each are phosphorus.
A catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, said system comprising:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, and
- c) an acid,
- wherein said bidentate phosphine ligand is present in at least a 2:1 molar excess compared to said palladium metal or said palladium in said compound, and said acid is present in the range from greater than 5:1 to 95:1 molar excess compared to said bidentate phosphine ligand
- wherein said bidentate phosphine ligand is of formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each independently represents hydrogen;
- CR1R2R3, cR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- Q1 and Q2 each are phosphorus.
A complex capable of catalysing the carbonylation of an ethylenically unsaturated compound, said complex obtained by combining:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, and
- c) an acid,
- wherein said bidentate phosphine ligand is present in at least a 2:1 molar excess compared to said palladium metal or said palladium in said compound,
- wherein said acid is present in the range from greater than 5:1 to 95:1 molar excess compared to said bidentate phosphine ligand, and
- wherein said bidentate phosphine ligand is of formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each independently represents hydrogen;
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- Q1 and Q2 each are phosphorus.
A catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, said system comprising:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, wherein said ligand is of formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each represents hydrogen;
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- Q1 and Q2 each are phosphorus, and
- c) an acid,
- wherein the ratio of said bidentate phosphine ligand to said palladium metal or said palladium in said compound is in the range 5:1 to 750:1, and said acid is present in a greater than 2:1 molar excess compared to said bidentate phosphine ligand.
A complex capable of catalysing the carbonylation of an ethylenically unsaturated compound, said complex obtained by combining:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, wherein said ligand is of general formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each independently represents hydrogen;
- Q1 and Q2 each are phosphorus, and
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- c) an acid,
- wherein the ratio of said bidentate phosphine ligand to said palladium metal or said palladium in said compound is in the range 5:1 to 750:1, and
- wherein said acid is present in a greater than 2:1 molar excess compared to said ligand.
A catalyst system capable of catalysing the carbonylation of an ethylenically unsaturated compound, which system is obtained by combining:
- a) palladium metal or a compound thereof,
- b) a bidentate phosphine ligand, wherein said ligand is of general formula (I)
- wherein:
- Ar is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms;
- A and B each independently represents lower alkylene;
- K, D, E and Z are substituents of the aryl moiety (Ar) and each independently represents hydrogen;
- Q1 and Q2 each are phosphorus, and
- CR1R2R3, CR4R5R6, CR7R8R9, and CR10R11R12 are each independently selected from the group consisting of tertiary alkyl, adamantyl, alkyladamantyl, congressyl, alkylcongressyl, and
- c) an acid,
- wherein the ratio of said bidentate phosphine ligand to said palladium metal or said palladium in said compound is in the range 5:1 to 750:1, and
- wherein said acid is present in a greater than 2:1 molar excess compared to said ligand.
Dependencies are inferred from the claim text.