Removal of Sulfonamide Antibiotics in Peracetic Acid-Mediated Natural Polyphenol Systems via an Overlooked Polymerization Pathway: Role of <i>ortho</i>-Quinones

Abstract

Natural polyphenols can be oxidized into reactive quinones, which might play a key role in the removal of specific contaminants in natural polyphenol-related advanced oxidation processes (AOPs). In this study, peracetic acid (PAA) was employed in combination with natural protocatechuic acid (PCA) to remove sulfonamide antibiotics (SAs) from water. More than 95% removal of sulfamethoxazole (SMX) and other SAs was observed in the PCA/PAA system, and neutral pH conditions (5.0-8.0) were more conducive to the removal of SMX. The PCA/PAA system exhibited a great anti-interference ability against complex water matrices. <i>ortho</i>-Quinone, generated from the oxidation of PCA by PAA, played a dominant role in the SMX removal. Electrons tended to transfer from SMX to the generated <i>ortho</i>-quinones and form covalent bonds, resulting in the production of less toxic oligomers via the overlooked polymerization pathway. A reduction in the toxicity of the SMX solution was found following treatment with the PCA/PAA system. More interestingly, several polyphenols structurally related to PCA could also facilitate SMX removal using PAA as the oxidant. Overall, this study proposes a novel strategy for developing reactive quinones dominated AOPs with robust anti-interference performance, as well as enhances the understanding of contaminant removal via an overlooked polymerization pathway in natural polyphenol-related AOPs.