DOI: 10.1016/j.watres.2018.03.002
Scopus记录号: 2-s2.0-85043597095
论文题名: Kinetic and mechanistic aspects of hydroxyl radical‒mediated degradation of naproxen and reaction intermediates
作者: Luo S. ; Gao L. ; Wei Z. ; Spinney R. ; Dionysiou D.D. ; Hu W.-P. ; Chai L. ; Xiao R.
刊名: Water Research
ISSN: 431354
出版年: 2018
卷: 137 起始页码: 233
结束页码: 241
语种: 英语
英文关键词: DFT
; Hydroxyl radical
; Kinetic modelling
; Naproxen
; Reaction intermediate
Scopus关键词: Degradation
; Kinetic theory
; Kinetics
; Oxidation
; Propionic acid
; Rate constants
; Water treatment
; Advanced oxidation technology
; Degradation kinetics
; Hydroxyl radicals
; Kinetic modelling
; Naproxens
; Substituted benzenes
; Theoretical approach
; Transition state theories
; Reaction intermediates
; benzene
; hydroxyl radical
; naproxen
; propionic acid derivative
; radical
; hydroxyl radical
; naproxen
; nonsteroid antiinflammatory agent
; degradation
; experimental study
; hydroxyl radical
; oxidation
; pollutant removal
; reaction kinetics
; water treatment
; water treatment plant
; Article
; degradation kinetics
; oxidation
; photochemistry
; photolysis
; priority journal
; rate constant
; reaction analysis
; theoretical model
; thermodynamics
; water treatment
; chemistry
; kinetics
; oxidation reduction reaction
; procedures
; sewage
; Anti-Inflammatory Agents, Non-Steroidal
; Hydroxyl Radical
; Kinetics
; Naproxen
; Oxidation-Reduction
; Propionates
; Waste Disposal, Fluid
英文摘要: Hydroxyl radical (•OH) based advanced oxidation technologies (AOTs) are effective for removing non‒steroidal anti−inflammatory drugs (NSAIDs) during water treatment. In this study, we systematically investigated the degradation kinetics of naproxen (NAP), a representative NSAID, with a combination of experimental and theoretical approaches. The second−order rate constant (k) of •OH oxidation of NAP was measured to be (4.32 ± 0.04) × 109 M−1 s−1, which was in a reasonable agreement with transition state theory calculated k value (1.08 × 109 M−1 s−1) at SMD/M05–2X/6–311++G**//M05–2X/6–31+G** level of theory. The calculated result revealed that the dominant reaction intermediate is 2‒(5‒hydroxy‒6‒methoxynaphthalen‒2‒yl)propanoic acid (HMNPA) formed via radical adduct formation pathway, in which •OH addition onto the ortho site of the methoxy−substituted benzene ring is the most favorable pathway for the NAP oxidation. We further investigated the subsequent •OH oxidation of HMNPA via a kinetic modelling technique. The k value of the reaction of HMNPA and •OH was determined to be 2.22 × 109 M−1 s−1, exhibiting a similar reactivity to the parent NAP. This is the first study on the kinetic and mechanistic aspects of NAP and its reaction intermediates. The current results are valuable in future study evaluating and extending the application of •OH based AOTs to degrade NAP and other NSAIDs of concern in water treatment plants. © 2018 Elsevier Ltd Citation statistics:
资源类型: 期刊论文
标识符: http://119.78.100.158/handle/2HF3EXSE/112820
Appears in Collections: 气候减缓与适应
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作者单位: Institute of Environmental Engineering, School of Metallurgy and Environment, Central South University, Changsha, 410083, China; Chinese National Engineering Research Center for Control & Treatment of Heavy Metal Pollution, Changsha, 410083, China; Laboratory for the Chemistry of Construction Materials (LC2), Department of Civil and Environmental Engineering, University of California, Los Angeles, CA 90095, United States; Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH 43210, United States; Environmental Engineering and Science Program, Department of Chemical and Environmental Engineering (ChEE), University of Cincinnati, Cincinnati, OH 45221, United States; Department of Chemistry and Biochemistry, National Chung Cheng University, Chia‒Yi, 62102, Taiwan
Recommended Citation:
Luo S.,Gao L.,Wei Z.,et al. Kinetic and mechanistic aspects of hydroxyl radical‒mediated degradation of naproxen and reaction intermediates[J]. Water Research,2018-01-01,137