Integrate chemical processes for industrial utilization of seed oils

US7576227B2 · kind B2 · utility

Assignee

• Union Carbide Chemicals & Plastics Technology LLC · US

Inventors

• Zenon Lysenko · Midland, US
• Bob R. Maughon · Midland, US
• Josef Bicerano · Midland, US
• Christopher P. Christenson · Lake Jackson, US
• Clark H. Cummins · Midland, US
• Marvin L. Dettlof · Lake Jackson, US
• Jerry E. White · Lake Jackson, US

Key dates

• Filing date: Apr 17, 2003
• Grant date: Aug 18, 2009
• Expiry date: Dec 22, 2023

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Integrated processes of preparing industrial chemicals starting from seed oil feedstock compositions containing one or more unsaturated fatty acids or unsaturated fatty acid esters, which are essentially free of metathesis catalyst poisons, particularly hydroperoxides; metathesis of the feedstock composition with a lower olefin, such as ethylene, to form a reduced chain olefin, preferably, a reduced chain α-olefin, and a reduced chain unsaturated acid or ester, preferably, a reduced chain α,ω-unsaturated acid or ester. The reduced chain unsaturated acid or ester may be (trans)esterified to form a polyester polyolefin, which may be epoxidized to form a polyester polyepoxide. The reduced chain unsaturated acid or ester may be hydroformylated with reduction to produce an α,ω-hydroxy acid or α,ω-hydroxy ester, which may be (trans)esterified with a polyol to form an α,ωpolyester polyol. Alternatively, the reduced chain unsaturated acid or ester may be hydroformylated with reductive amination to produce an α,ω-amino acid or α,ω-amino ester, which may be (trans)esterified to form an α,ωpolyester polyamine.