Renewable linear alpha olefins by selective ethenolysis of decarboxylated unsaturated fatty acids

A two‐step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio‐based product, using commercially avai...

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Bibliographic Details
Published in:European journal of lipid science and technology 2012-08, Vol.114 (8), p.911-918
Main Authors: van der Klis, Frits, Le Nôtre, Jérôme, Blaauw, Rolf, van Haveren, Jacco, van Es, Daan S.
Format: Article
Language:English
Subjects:
Biological and medical sciences
Ethenolysis
Fat industries
Food industries
Fundamental and applied biological sciences. Psychology
Linear alpha olefins
Metathesis
Renewable resources
Unsaturated fatty acids
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Summary:A two‐step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio‐based product, using commercially available metathesis catalysts. The desired alpha olefin products, 1‐nonene and 1‐decene, were obtained in excellent yield (96%) and selectivity (96%). Practical applications: The two‐step conversion described in this contribution, starting from unsaturated fatty acids, provides a method for the production of industrially important linear alpha olefins. These valuable products are widely used as starting materials for the production of surfactants and polymers such as linear low density polyethylene (LLDPE). Two‐step process for the production of two alpha olefins from oleic acid.
ISSN:1438-7697
1438-9312
DOI:10.1002/ejlt.201200024