Poly(propylene sulfide) (PPS) is studied as an oxidation‐responsive macromolecular building block, in the perspective of anti‐inflammatory therapies. Here, we show that the nature of the oxidant has profound effects on the outcome of the oxidation process. PPS was exposed to hydrogen peroxide (H2O2) and hypochlorite (OCl−), which are oxidizing species commonly encountered during inflammatory processes. It was found that the oxidation with H2O2 converted thioethers into sulfoxides, producing water‐soluble macromolecular products with extremely low toxicity (L929 fibroblasts); on the contrary, the reaction with NaOCl produced sulfones in addition to sulfoxides, and this was accompanied by depolymerization, which appears to considerably affect the toxicity of the oxidation products.
15 Oct 2012
Volume: 213 Issue: 19 Pages: 2052-2061
Macromolecular Chemistry and Physics