Synthetic polyester from algae oil

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Roesle_283316.pdf
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2014
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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.

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540 Chemie
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Algae oil, catalysis, polyester, renewable resources
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ISO 690ROESLE, 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
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@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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