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Diglycerol‐Based Polyesters: Melt Polymerization with Hydrophobic Anhydrides
Author(s) -
Dakshinamoorthy Deivasagayam,
Weinstock Allison K.,
Damodaran Krishnan,
Iwig David F.,
Mathers Robert T.
Publication year - 2014
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201402249
Subject(s) - polyester , maleic anhydride , monomer , polymerization , chemistry , polymer , organic chemistry , polymer chemistry , solvent , reactivity (psychology) , copolymer , medicine , alternative medicine , pathology
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.