Stable hydroformylation catalyst for preparation of high N/Iso ratio aldehyde product
AssigneeEastman Chemical Company
InventorThomas James Devon
Life of this patent
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Abstract
A new stable, catalytically active, tetradentate organophosphorus modified rhodium hydroformylation catalyst has been discovered that is capable of producing aldehyde products with a high linear/branched product ratio from linear olefins. The tetradentate organophosphorus modifier is a tetrasubstituted 2,2′,2″,5′-tetramethyl-1,1′:4′-1″-terphenyl, whereby, each methyl group has one hydrogen substituted by an R, R′-diorganophosphine moiety. The R, R′ may comprise aromatic, alkyl, arylalkyl and alkylaryl groups. The precursor 2,2′,2″,5′-tetramethyl-1,1′:4′,1″-terphenyl hydrocarbon may be prepared from para-xylene and toluene derivatives.
Claims19
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 a rhodium source and a tetradentate ligand, said tetradentate ligand comprising the following structure:
- R=aryl, arylalkyl, alkyl-substituted-aryl, hydrocarbyl alkyl, R optionally being substituted with heteroatom and other functional groups;
- R′=aryl, arylalkyl, alkyl-substituted-aryl, hydrocarbyl alkyl, R′ optionally being substituted with heteroatom and other functional groups;
- R″=H, aryl, tertiary-butyl and heteroatom and other functional groups;
- Heteroatom and other functional groups=F, thioethers, aryl or alkyl ethers, esters bound through the single oxygen bond, CF3, carboxylic acid esters, carboxylic amides and alkali metal salts of sulfonic acid;
- P=Phosphorus Atom.
A catalyst composition comprising a rhodium source and a tetradentate ligand comprising the following structure:
- R=aryl, arylalkyl, alkyl-substituted-aryl, hydrocarbyl alkyl, R optionally being substituted with heteroatom and other functional groups;
- R′=aryl, arylalkyl, alkyl-substituted-aryl, hydrocarbyl alkyl, R′ optionally being substituted with heteroatom and other functional groups;
- R″=H, aryl, tertiary-butyl and heteroatom and other functional groups;
- Heteroatom and other functional groups=F, thioethers, aryl or alkyl ethers, esters bound through the single oxygen bond, CF3, carboxylic acid esters, carboxylic amides and alkali metal salts of sulfonic acid;
- P=Phosphorus Atom.
A tetradentate ligand adapted for use with a catalyst composition, the tetradentate ligand comprising the following structure:
- R=Phenyl
- R′=Phenyl
- R″=H
- P=Phosphorus Atom.
Dependencies are inferred from the claim text.