Synthetic polyester from algae oil

Angew Chem Int Ed Engl. 2014 Jun 23;53(26):6800-4. doi: 10.1002/anie.201403991. Epub 2014 May 20.

Abstract

Current efforts to technically use microalgae focus on the generation of fuels with a molecular structure identical to crude oil based products. Here we suggest a different approach for the utilization of algae by translating the unique molecular structures of algae oil fatty acids into higher value chemical intermediates and materials. A crude extract from a microalga, the diatom Phaeodactylum tricornutum, was obtained as a multicomponent mixture containing amongst others unsaturated fatty acid (16:1, 18:1, and 20:5) phosphocholine triglycerides. Exposure of this crude algae oil to CO and methanol with the known catalyst precursor [{1,2-(tBu2 PCH2)2C6H4}Pd(OTf)](OTf) resulted in isomerization/methoxycarbonylation of the unsaturated fatty acids into a mixture of linear 1,17- and 1,19-diesters in high purity (>99 %). Polycondensation with a mixture of the corresponding diols yielded a novel mixed polyester-17/19.17/19 with an advantageously high melting and crystallization temperature.

Keywords: algae oil; catalysis; polyester; renewable resources.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Monoxide / chemistry
  • Catalysis
  • Coordination Complexes / chemistry
  • Fatty Acids, Unsaturated / chemistry
  • Isomerism
  • Methanol / chemistry
  • Microalgae / metabolism
  • Oils / chemistry*
  • Palladium / chemistry
  • Polyesters / chemical synthesis*
  • Polyesters / chemistry

Substances

  • Coordination Complexes
  • Fatty Acids, Unsaturated
  • Oils
  • Polyesters
  • Palladium
  • Carbon Monoxide
  • Methanol