Publikation:

Which Polyesters Can Mimic Polyethylene?

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2013

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http://nbn-resolving.de/urn:nbn:de:bsz:352-243336
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https://doi.org/10.1002/marc.201200611
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Macromolecular Rapid Communications. 2013, 34(1), pp. 47-50. ISSN 1022-1336. eISSN 1521-3927. Available under: doi: 10.1002/marc.201200611

Zusammenfassung

Self-metathesis of erucic acid by [(PCy3)(η-C-C3H4N2Mes2)Cl2Ru = CHPh] (Grubbs second- generation catalyst) followed by catalytic hydrogenation and purification via the ester yields 1,26-hexacosanedioate (>99% purity). Polyesterification with 1,26-hexacosanediol, generated from the diester, affords polyester-26,26, which features a Tm of 114 °C (Tc = 92 °C, ΔHm = 160 J g−1). Ultralong-chain model polyesters-38,23 (Tm = 109 °C) and −44,23 (Tm = 111 °C), generated via multistep procedures including acyclic diene metathesis polymerization, underline that melting points of such aliphatic polyesters do not gradually increase with methylene sequence chain length. Available data suggest that to mimic linear polyethylenes thermal properties, even longer sequences, amounting to at least four times a fatty acid chain, fully incorporated in a linear fashion are required.

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540 Chemie

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fatty acids, plant oils, polyester, polyethylene, thermal properties

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ISO 690STEMPFLE, Florian, Patrick ORTMANN, Stefan MECKING, 2013. Which Polyesters Can Mimic Polyethylene?. In: Macromolecular Rapid Communications. 2013, 34(1), pp. 47-50. ISSN 1022-1336. eISSN 1521-3927. Available under: doi: 10.1002/marc.201200611
BibTex
@article{Stempfle2013-01-11Which-24333,
  year={2013},
  doi={10.1002/marc.201200611},
  title={Which Polyesters Can Mimic Polyethylene?},
  number={1},
  volume={34},
  issn={1022-1336},
  journal={Macromolecular Rapid Communications},
  pages={47--50},
  author={Stempfle, Florian and Ortmann, Patrick and Mecking, Stefan}
}
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    <dcterms:abstract xml:lang="eng">Self-metathesis of erucic acid by [(PCy&lt;sub&gt;3&lt;/sub&gt;)(η-C-C&lt;sub&gt;3&lt;/sub&gt;H&lt;sub&gt;4&lt;/sub&gt;N&lt;sub&gt;2&lt;/sub&gt;Mes2)Cl&lt;sub&gt;2&lt;/sub&gt;Ru = CHPh] (Grubbs second- generation catalyst) followed by catalytic hydrogenation and purification via the ester yields 1,26-hexacosanedioate (&gt;99% purity). Polyesterification with 1,26-hexacosanediol, generated from the diester, affords polyester-26,26, which features a T&lt;sub&gt;m&lt;/sub&gt; of 114 °C (T&lt;sub&gt;c&lt;/sub&gt; = 92 °C, ΔH&lt;sub&gt;m&lt;/sub&gt; = 160 J g&lt;sup&gt;−1&lt;/sup&gt;). Ultralong-chain model polyesters-38,23 (T&lt;sub&gt;m&lt;/sub&gt; = 109 °C) and −44,23 (T&lt;sub&gt;m&lt;/sub&gt; = 111 °C), generated via multistep procedures including acyclic diene metathesis polymerization, underline that melting points of such aliphatic polyesters do not gradually increase with methylene sequence chain length. Available data suggest that to mimic linear polyethylenes thermal properties, even longer sequences, amounting to at least four times a fatty acid chain, fully incorporated in a linear fashion are required.</dcterms:abstract>
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