A comparison study of levofloxacin degradation by peroxymonosulfate and permanganate: Kinetics, products and effect of quinone group

Permanganate (Mn(VII)) as a selective oxidant has been widely used in water treatment process. Recently, peroxymonosulfate (PMS) was recognized as an emerging selective oxidant, which showed appreciable reactivity toward organic compounds containing electron-rich functional groups. In this study, the oxidation of a model fluoroquinolone antibiotic levofloxacin (LEV) by Mn(VII) and PMS was comparatively investigated. Degradation of LEV by PMS followed second-order kinetics and showed strong pH dependency with apparent second-order rate constants (kapp) of 0.15-26.52 M−1 s−1 at pH 5.0–10.0. Oxidation of LEV by Mn(VII) showed autocatalysis at pH 5.0–7.0, while no autocatalysis was observed at pH 8.0–10.0 (kapp = 2.23–4.16 M−1 s−1). Such unusual oxidation kinetics was attributed to the in-situ formed MnO2 from Mn(VII) consumption. The performance of PMS and Mn(VII) for the degradation of LEV was also examined in real waters. PMS primarily react with the aliphatic N4 amine on the piperazine ring of LEV, and Mn(VII) reacted with both the aliphatic N4 amine and aromatic N1 amine. Both PMS and Mn(VII) could efficiently eliminate the antibiotic activity of LEV. Benzoquinone showed activating effect on both PMS and Mn(VII) oxidation, but their activation mechanisms were totally different.