4.8 Article

Towards Truly Sustainable Polymers: A Metal-Free Recyclable Polyester from Biorenewable Non-Strained -Butyrolactone

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 13, Pages 4188-4193

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201601092

Keywords

organopolymerization; polyesters; recyclability; superbases; sustainable polymers

Funding

  1. United States National Science Foundation [CHE-1300267]
  2. Division Of Chemistry
  3. Direct For Mathematical & Physical Scien [1300267] Funding Source: National Science Foundation

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The first effective organopolymerization of the biorenewable non-polymerizable -butyrolactone (-BL) to a high-molecular-weight metal-free recyclable polyester is reported. The superbase tert-Bu-P-4 is found to directly initiate this polymerization through deprotonation of -BL to generate reactive enolate species. When combined with a suitable alcohol, the tert-Bu-P-4-based system rapidly converts -BL into polyesters with high monomer conversions (up to 90%), high molecular weights (M-n up to 26.7kgmol(-1)), and complete recyclability (quantitative -BL recovery).

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