Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1, 3-dicarbonyls. Issue 8 (29th January 2016)

• Record Type: Journal Article
• Authors: Farmer, T. J.; Clark, J. H.; Macquarrie, D. J.; Ogunjobi, J. K.; Castle, R. L.
• Is Part Of: Polymer chemistry. Volume 7:Issue 8(2016)
• Page Start: 1650
• Page End: 1658
• Publication Date: 2016-01-29
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/c5py01729g
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : A rapid (5 min), solventless and heterogeneously catalysed methodology is demonstrated for the first time for the Michael addition of 1, 3-dicarbonyls to biomass derived unsaturated polyesters. 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.