Green Chemistry p. 149 - 156 (2019)
Update date:2022-08-05
Topics:
Thomsett, Megan R.
Moore, Jonathan C.
Buchard, Antoine
Stockman, Robert A.
Howdle, Steven M.
The functionalisation of limonene has enabled the synthesis of two renewably-sourced monomers for the formation of terpene-derived polyesters. Three methods for the synthesis of the novel hydroxy-acid 6 are reported and their green-credentials scrutinised through comparison of their sustainability-metrics. Step-growth homo-polymerisation of 6 is demonstrated to yield a low molecular weight (2.6 kDa) novel polyester with 100% of its carbon content originating from the terpene starting material. The corresponding diol 2 is shown to act as a co-monomer with a renewable diacid. The resultant polyesters display impressive Mns of up to 30 kDa with Tgs between -6 and 24 °C. These materials have been shown to depolymerise under basic conditions for reclamation of the diol monomer 2.
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