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New renewably-sourced polyesters from limonene-derived monomers

Thomsett, Megan R.; Moore, Jonathan C.; Buchard, Antoine; Stockman, Robert A.; Howdle, Steven M.

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Authors

Megan R. Thomsett

Antoine Buchard

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ROBERT STOCKMAN robert.stockman@nottingham.ac.uk
Professor of Organic Chemistry



Abstract

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.

Citation

Thomsett, M. R., Moore, J. C., Buchard, A., Stockman, R. A., & Howdle, S. M. (2019). New renewably-sourced polyesters from limonene-derived monomers. Green Chemistry, 21(1), 149-156. https://doi.org/10.1039/c8gc02957a

Journal Article Type Article
Acceptance Date Nov 26, 2018
Online Publication Date Nov 26, 2018
Publication Date Jan 7, 2019
Deposit Date Mar 4, 2019
Publicly Available Date Nov 27, 2019
Journal Green Chemistry
Print ISSN 1463-9262
Electronic ISSN 1463-9270
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 21
Issue 1
Pages 149-156
DOI https://doi.org/10.1039/c8gc02957a
Keywords Pollution; Environmental chemistry
Public URL https://nottingham-repository.worktribe.com/output/1603077
Publisher URL https://pubs.rsc.org/en/Content/ArticleLanding/2019/GC/C8GC02957A#!divAbstract
Additional Information : This document is Similarity Check deposited; : Supplementary Information; : Megan R. Thomsett (ORCID); : Jonathan C. Moore (ORCID); : Jonathan C. Moore (ResearcherID); : Antoine Buchard (ORCID); : Antoine Buchard (ResearcherID); : Robert A. Stockman (ORCID); : Robert A. Stockman (ResearcherID); : Steven M. Howdle (ORCID); : Single-blind; : Received 18 September 2018; Accepted 26 November 2018; Accepted Manuscript published 26 November 2018; Advance Article published 4 December 2018; Version of Record published 2 January 2019

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