Activation of Peroxymonosulfate by Benzoquinone: A Novel Nonradical Oxidation Process
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- 23 October 2015
- journal article
- Published by American Chemical Society (ACS) in Environmental Science & Technology
- Vol. 49 (21), 12941-12950
- https://doi.org/10.1021/acs.est.5b03595
Abstract
The reactions between peroxymonosulfate (PMS) and quinones were investigated for the first time in this work, where benzoquinone (BQ) was selected as a model quinone. It was demonstrated that BQ could efficiently activate PMS for the degradation of sulfamethoxazole (SMX; a frequently detected antibiotic in the environments), and the degradation rate increased with solution pH from 7 to 10. Interestingly, quenching studies suggested that neither hydroxyl radical (•OH) nor sulfate radical (SO4•-) was produced therein. Instead, the generation of singlet oxygen (1O2) was proved by using two chemical probes (i.e., 2,2,6,6-tetramethyl-4-piperidinol and 9,10-diphenylanthracene) with the appearance of 1O2 indicative products detected by electron paramagnetic resonance spectrometry and liquid chromatography mass spectrometry, respectively. A catalytic mechanism was proposed involving the formation of a dioxirane intermediate between PMS and BQ and the subsequent decomposition of this intermediate into 1O2. Accordingly, a kinetic model was developed, and it well described the experimental observation that the pH-dependent decomposition rate of PMS was first-order with respect to BQ. These findings have important implications for the development of novel nonradical oxidation processes based on PMS, because 1O2 as a moderately reactive electrophile may suffer less interference from background organic matters compared with nonselective •OH and SO4•-.Funding Information
- Ministry of Science and Technology of the People's Republic of China (2012BAC05B02)
- National Natural Science Foundation of China (51178134, 51378141)
- Ministry of Education of the People's Republic of China (AUGA5710056314)
- State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology (2013DX05)
- Foundation for the Author of National Excellent Doctoral Dissertation of the People's Republic of China (201346)
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