Fatty Acid Derived Monomers and Related Polymers Via Thiol-ene (Click) Additions

Thiol‐ene additions of methyl 10‐undecenoate, a castor oil derived renewable platform chemical, were studied with the goal of preparing a set of renewable monomers. Good to excellent yields were obtained for these solvent and initiator free thiol‐ene additions. The resulting monomers were then polym...

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Veröffentlicht in:Macromolecular rapid communications. 2010-10, Vol.31 (20), p.1822-1826
Hauptverfasser: Türünç, Oĝuz, Meier, Michael A. R.
Format: Artikel
Sprache:eng
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Zusammenfassung:Thiol‐ene additions of methyl 10‐undecenoate, a castor oil derived renewable platform chemical, were studied with the goal of preparing a set of renewable monomers. Good to excellent yields were obtained for these solvent and initiator free thiol‐ene additions. The resulting monomers were then polymerized using TBD as a catalyst, to linear as well as hyperbranched polyesters that also contain thio‐ether linkages. All thus prepared polymers were fully characterized (NMR, GPC, DSC, and TGA) and the results of these investigations will be discussed within this contribution. The thermal analysis of these polymers revealed melting points in the range from 50 to 71 °C. Moreover, no significant weight loss was observed below 300 °C. Clicking renewable resources: The castor oil derived platform chemical methyl 10‐undecenoate is a very suitable starting material for thiol‐ene click reactions. Different functional groups can thus be introduced in an efficient manner to yield renewable monomers. Their polymerization leads to plant oil derived polyesters with good thermal properties, which could probably substitute existing fossil resource based materials.
ISSN:1022-1336
1521-3927
1521-3927
DOI:10.1002/marc.201000291