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Issue 8, 2016
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Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls

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Abstract

Post-polymerisation modification of α,β-unsaturated polyesters (UPEs) is useful to deliver polymers with tuneable properties and applications different from their parent backbone. Bio-derivable itaconate unsaturated polyesters, with a range of co-monomers, were modified via a heterogeneously catalysed microwave-assisted Michael addition of pendants, acetylacetone (Hacac) and dimethyl malonate (DMM), to the polymer backbones with very short reaction times. Differential scanning calorimetry analysis showed an increase in the glass-transition temperatures of most of the saturated polyesters considered. Solubility and complexation studies demonstrated metal chelating abilities of the acetylacetone pendant can be retained, even following tethering to a polyester backbone. Additionally, it is demonstrated for the first time that Michael addition with Hacac and DMM can be used to reverse Ordelt saturation, an unwanted side-reaction in the synthesis of UPEs.

Graphical abstract: Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls

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Supplementary files

Article information


Submitted
26 Oct 2015
Accepted
21 Jan 2016
First published
22 Jan 2016

Polym. Chem., 2016,7, 1650-1658
Article type
Paper

Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls

T. J. Farmer, J. H. Clark, D. J. Macquarrie, J. K. Ogunjobi and R. L. Castle, Polym. Chem., 2016, 7, 1650
DOI: 10.1039/C5PY01729G

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