Synthetic polyester from algae oil

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-(tBu₂PCH₂)₂C₆H₄}Pd(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.

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Algae oil, catalysis, polyester, renewable resources

Zitieren

ISO 690

ROESLE, Philipp, Florian STEMPFLE, Sandra K. HESS, Julia ZIMMERER, Carolina Río BÁRTULOS, Bernard LEPETIT, Angelika ECKERT, Peter G. KROTH, Stefan MECKING, 2014. Synthetic polyester from algae oil. In: Angewandte Chemie International Edition. 2014, 53(26), pp. 6800-6804. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.201403991

BibTex

@article{Roesle2014-06-23Synth-28331,
  year={2014},
  doi={10.1002/anie.201403991},
  title={Synthetic polyester from algae oil},
  number={26},
  volume={53},
  issn={1433-7851},
  journal={Angewandte Chemie International Edition},
  pages={6800--6804},
  author={Roesle, Philipp and Stempfle, Florian and Hess, Sandra K. and Zimmerer, Julia and Bártulos, Carolina Río and Lepetit, Bernard and Eckert, Angelika and Kroth, Peter G. and Mecking, Stefan}
}

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    <dcterms:abstract xml:lang="eng">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-(tBu&lt;sub&gt;2&lt;/sub&gt;PCH&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;C&lt;sub&gt;6&lt;/sub&gt;H&lt;sub&gt;4&lt;/sub&gt;}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 (&gt;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.</dcterms:abstract>
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