Research output: Contribution to journal › Article
Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls. / Farmer, T. J.; Clark, J. H.; Macquarrie, D. J.; Ogunjobi, J. K.; Castle, R. L.
In: Polymer Chemistry, Vol. 7, No. 8, 28.02.2016, p. 1650-1658.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls
AU - Farmer, T. J.
AU - Clark, J. H.
AU - Macquarrie, D. J.
AU - Ogunjobi, J. K.
AU - Castle, R. L.
N1 - This is an author produced version of a paper published in Polymer Chemistry. Uploaded in accordance with the publisher's self-archiving policy.
PY - 2016/2/28
Y1 - 2016/2/28
N2 - 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.
AB - 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.
KW - bio-based polymer
KW - unsaturated polyester
KW - itaconate polyester
KW - Michael addition
KW - Ordelt saturation
UR - http://www.scopus.com/inward/record.url?scp=84958952919&partnerID=8YFLogxK
U2 - 10.1039/c5py01729g
DO - 10.1039/c5py01729g
M3 - Article
AN - SCOPUS:84958952919
VL - 7
SP - 1650
EP - 1658
JO - Polymer Chemistry
JF - Polymer Chemistry
SN - 1759-9954
IS - 8
ER -