RNA-Inspired and Accelerated Degradation of Polylactide in Seawater

J Am Chem Soc. 2021 Oct 13;143(40):16673-16681. doi: 10.1021/jacs.1c07508. Epub 2021 Oct 4.

Abstract

Marine plastic pollution is a worldwide challenge making advances in the field of biodegradable polymer materials necessary. Polylactide (PLA) is a promising biodegradable polymer used in various applications; however, it has a very slow seawater degradability. Herein, we present the first library of PLA derivatives with incorporated "breaking points" to vary the speed of degradation in artificial seawater from years to weeks. Inspired by the fast hydrolysis of ribonucleic acid (RNA) by intramolecular transesterification, we installed phosphoester breaking points with similar hydroxyethoxy side groups into the PLA backbone to accelerate chain scission. Sequence-controlled anionic ring-opening copolymerization of lactide and a cyclic phosphate allowed PLA to be prepared with controlled distances of the breaking points along the backbone. This general concept could be translated to other slowly degrading polymers and thereby be able to prevent additional marine pollution in the future.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Polyesters*

Substances

  • Polyesters