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Diglycerol-based polyesters: melt polymerization with hydrophobic anhydrides.

Authors
  • Dakshinamoorthy, Deivasagayam
  • Weinstock, Allison K
  • Damodaran, Krishnan
  • Iwig, David F
  • Mathers, Robert T
Type
Published Article
Journal
ChemSusChem
Publisher
Wiley (John Wiley & Sons)
Publication Date
Oct 01, 2014
Volume
7
Issue
10
Pages
2923–2929
Identifiers
DOI: 10.1002/cssc.201402249
PMID: 25138308
Source
Medline
Keywords
License
Unknown

Abstract

The melt polymerization of diglycerol with bicyclic anhydride monomers derived from a naturally occurring monoterpene provides an avenue for polyesters with a high degree of sustainability. The hydrophobic anhydrides are synthesized at ambient temperature via a solvent-free Diels-Alder reaction of α-phellandrene with maleic anhydride. Subsequent melt polymerizations with tetra-functional diglycerol are effective under a range of [diglycerol]/[anhydride] ratios. The hydrophobicity of α-phellandrene directly impacts the swelling behavior of the resulting polyesters. The low E factors (<2), large amount of bio-based content (>75%), ambient temperature monomer synthesis, and polymer degradability represent key factors in the design of these sustainable polyesters.

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