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Issue 4, 2014
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Highly efficient oxyfunctionalization of unsaturated fatty acid esters: an attractive route for the synthesis of polyamides from renewable resources

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Abstract

An efficient and environmentally benign strategy for the oxyfunctionalization of fatty acid methyl esters (FAMEs) employing molecular oxygen as an oxidizing agent is described. Keto-fatty acid esters were directly synthesized by co-catalyst-free Wacker oxidations employing oxygen as a sole re-oxidant. Amine functionalization of the thus obtained keto-fatty acid esters was achieved by reductive amination. The prepared renewable AB-type monomers were studied in homopolymerizations as well as in copolymerization reactions with hexamethylendimethylamine and dimethyl adipate to modify the properties of conventional Nylon 6,6. The obtained (co)-polymers were characterized by SEC, NMR and DSC analysis as well as water uptake tests.

Graphical abstract: Highly efficient oxyfunctionalization of unsaturated fatty acid esters: an attractive route for the synthesis of polyamides from renewable resources

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Publication details

The article was received on 13 Sep 2013, accepted on 18 Oct 2013 and first published on 18 Oct 2013


Article type: Paper
DOI: 10.1039/C3GC41921E
Citation: Green Chem., 2014,16, 1784-1788
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    Highly efficient oxyfunctionalization of unsaturated fatty acid esters: an attractive route for the synthesis of polyamides from renewable resources

    M. Winkler and M. A. R. Meier, Green Chem., 2014, 16, 1784
    DOI: 10.1039/C3GC41921E

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