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

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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 journalArticle

Harvard

Farmer, TJ, Clark, JH, Macquarrie, DJ, Ogunjobi, JK & Castle, RL 2016, 'Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls', Polymer Chemistry, vol. 7, no. 8, pp. 1650-1658. https://doi.org/10.1039/c5py01729g

APA

Farmer, T. J., Clark, J. H., Macquarrie, D. J., Ogunjobi, J. K., & Castle, R. L. (2016). Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls. Polymer Chemistry, 7(8), 1650-1658. https://doi.org/10.1039/c5py01729g

Vancouver

Farmer TJ, Clark JH, Macquarrie DJ, Ogunjobi JK, Castle RL. Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls. Polymer Chemistry. 2016 Feb 28;7(8):1650-1658. https://doi.org/10.1039/c5py01729g

Author

Farmer, T. J. ; Clark, J. H. ; Macquarrie, D. J. ; Ogunjobi, J. K. ; Castle, R. L. / Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls. In: Polymer Chemistry. 2016 ; Vol. 7, No. 8. pp. 1650-1658.

Bibtex - Download

@article{6c51d5b5cd91415599341e80f05b6fdc,
title = "Post-polymerisation modification of bio-derived unsaturated polyester resins via Michael additions of 1,3-dicarbonyls",
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.",
keywords = "bio-based polymer, unsaturated polyester, itaconate polyester, Michael addition, Ordelt saturation",
author = "Farmer, {T. J.} and Clark, {J. H.} and Macquarrie, {D. J.} and Ogunjobi, {J. K.} and Castle, {R. L.}",
note = "This is an author produced version of a paper published in Polymer Chemistry. Uploaded in accordance with the publisher's self-archiving policy.",
year = "2016",
month = "2",
day = "28",
doi = "10.1039/c5py01729g",
language = "English",
volume = "7",
pages = "1650--1658",
journal = "Polymer Chemistry",
issn = "1759-9954",
publisher = "Royal Society of Chemistry",
number = "8",

}

RIS (suitable for import to EndNote) - Download

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

VL - 7

SP - 1650

EP - 1658

JO - Polymer Chemistry

JF - Polymer Chemistry

SN - 1759-9954

IS - 8

ER -