Using waste poly(vinyl chloride) to synthesize chloroarenes by plasticizer-mediated electro(de)chlorination

New approaches are needed to both reduce and reuse plastic waste. In this context, poly(vinyl chloride) (PVC) is an appealing target as it is the least recycled high-production-volume polymer due to its facile release of plasticizers and corrosive HCl gas. Herein, these limitations become advantageous in a paired-electrolysis reaction in which HCl is intentionally generated from PVC to chlorinate arenes in an air- and moisture-tolerant process that is mediated by the plasticizer. The reaction proceeds efficiently with other plastic waste present and a commercial plasticized PVC product (laboratory tubing) can be used directly. A simplified life-cycle assessment reveals that using PVC waste as the chlorine source in the paired-electrolysis reaction has a lower global warming potential than HCl. Overall, this method should inspire other strategies for repurposing waste PVC and related polymers using electrosynthetic reactions, including those that take advantage of existing polymer additives.

Automated summary

New approaches are needed to reduce and reuse plastic waste. This study shows that by using the HCl generated from PVC in a paired-electrolysis reaction to chlorinate arenes, PVC waste can be effectively utilized with a lower global warming potential compared to using HCl. This method may inspire other strategies for repurposing waste PVC and related polymers.