Superacid-Assisted Degradation of Polystyrene

Abstract

We report the degradation pathway of polystyrene in a low-temperature environment by superacid. Polystyrene is a thermoplastic resin widely used in packaging, disposable products, and structural materials. However, economically viable upcycling of polystyrene has yet to be established because of the high cost of chemical recycling and the low value of products. To understand the degradation pathway of polystyrene and establish competitive upcycling practices, we investigated the transformation of normal and deuterated polystyrene chains into small compounds by triflic acid at 20 °C. The degradation study of deuterated polystyrene showed the high stability of the hydrogens at the α carbons of polymerized styrene against triflic acid, which suggests the known β-scission degradation pathway of polystyrene by α-proton abstraction is unlikely. Rather, the polystyrene degradation proceeds through three distinct stages: (i) intrachain cross-linking that forms polymer nanoparticles and simultaneous transformation of polymerized styrene to indan units, (ii) degradation of the polymer nanoparticles into small molecular weight compounds, and (iii) formation of polycyclic aromatic hydrocarbons. The stepwise degradation pathway of polystyrene we report may enable the design of efficient and profitable upcycling processes for end-of-life polystyrene products in low-temperature environments.