Catalysts and process for producing aldehydes
AssigneeEastman Chemical Company
InventorsDavid William Norman, Joost Nicolaas Hendrik Reek, Tatiana Renee Marie-Louise Besset
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Abstract
Modification of a unique supramolecular assembly of a pyridylphosphine ligand and a metal centered porphyrin complex is shown to give unprecedented selectivities to branched aldehydes via rhodium catalyzed hydroformylation of propylene and 1-octene. Use of magnesium in the porphyrin center provides the highest reported concentrations of iso-butyraldehyde and 2-methyl-octanal.
Claims15
A process for producing aldehydes, comprising contacting an olefin, with hydrogen and carbon monoxide in the presence of a catalyst composition to produce said aldehydes, wherein the catalyst composition comprises:
- a mixture of tris(3-pyridyl)phosphine, a magnesium centered tetraphenylporphyrin coordination complex and a rhodium precursor.
A process for producing aldehydes, comprising contacting an olefin, with hydrogen and carbon monoxide in the presence of a catalyst composition to produce aldehydes, wherein the catalyst composition comprises the following structure:
- wherein Rh is a rhodium(I), rhodium(II) or rhodium(III) metal center;
- R1 is a hydrogen, alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2, 4, 5 or 6 carbon of each pyridyl ring of the phosphine or any combination thereof;
- R2 is a hydrogen, alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2 or 3 carbon position of each pyrrole ring of the porphyrin complex and any combination thereof;
- and
- R3 is a hydrogen or phenyl group that may be substituted with an alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2, 3, 4, 5 and 6 carbon positions of the phenyl ring and any combination thereof.
A catalyst composition comprising tris(3-pyridyl)phosphine, a magnesium centered tetraphenylporphyrin coordination complex and a rhodium precursor.
A catalyst composition comprising the following structure:
- wherein Rh is a rhodium(I), rhodium(II) or rhodium(III) metal center;
- R1 is a hydrogen, alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2, 4, 5 or 6 carbon of each pyridyl ring of the phosphine or any combination thereof;
- R2 is a hydrogen, alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2 or 3 carbon position of each pyrrole ring of the porphyrin complex and any combination thereof;
- and
- R3 is a hydrogen or phenyl group that may be substituted with an alkyl, alkoxy, aryl, aryloxy, halogen, nitro group or other heteroatom positioned at a 2, 3, 4, 5 and 6 carbon positions of the phenyl ring and any combination thereof.
A method for preparing a catalyst composition comprising contacting a rhodium precursor with tris(3-pyridyl)phosphine and a magnesium centered tetraphenylporphyrin complex in a solvent to form the catalyst composition.
Dependencies are inferred from the claim text.