Kinetics and reaction mechanism of photochemical degradation of diclofenac by UV-activated peroxymonosulfate

Peng, Yunlan; Shi, Hongle; Wang, Zhenran; Fu, Yongsheng; Liu, Yiqing

doi:10.1039/d0ra10178h

Cited by 23 publications

(7 citation statements)

References 49 publications

(61 reference statements)

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“…The possible reason is that the trifluoromethyl group on the pyridine ring of sulfoxaflor, the nitrile group on the side chain, and double bonds on the S atom are strong electron-withdrawing groups, and the positively charged S atom is vulnerable to attack by hydroxyl groups under alkaline conditions . Compared with that in the pH values of 7 buffer solution, the degradation rate of sulfoxaflor in ultrapure water was faster, which was consistent with the photolysis results of diclofenac, imidacloprid, and acetamiprid. , …”

Section: Resultssupporting

confidence: 75%

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Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Yang

Ran

Yuan

et al. 2022

J. Agric. Food Chem.

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Hydrolysis, photolysis, and soil degradation are important degradation pathways of pesticides and might generate toxic chemicals and pose threats to the environment. Sulfoxaflor is a widely used neonicotinoid pesticide, but few studies have been conducted to research its environmental behaviors and residues. Herein, the hydrolysis and photolysis of sulfoxaflor in water and degradation in four typical Chinese soils were systematically studied. In addition, degradation products, pathways, and toxicity to Daphnia magna were also investigated. Sulfoxaflor can undergo photolysis and soil degradation, and the degradation percentage was greater than 90% after 96 h or 96 days, respectively. However, sulfoxaflor was not degraded or only slightly degraded during in hydrolysis and was not photodegraded in acidic water or sterilized soil. Four degradation products were screened by UHPLC-Q-Orbitrap-HRMS, three candidates (X11719474, X11721061, and X11718922) were synthesized, and the photolysis and soil degradation kinetics were explored. The possible pathways were elucidated. Sulfoxaflor, X11718922, and X11721061 had a low toxicity, and X11719474 (48 h EC 50 0.74 mg/L) had a high toxicity to Daphnia magna. Thus, sulfoxaflor and its degradation products could induce tissue damage in Daphnia magna. This work offers a theoretical basis for the application and ecological risk assessment of sulfoxaflor.

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Section: Resultssupporting

confidence: 75%

“…22 Compared with that in the pH values of 7 buffer solution, the degradation rate of sulfoxaflor in ultrapure water was faster, which was consistent with the photolysis results of diclofenac, imidacloprid, and acetamiprid. 23,24 3.2.3. Soil Degradation Test.…”

Section: Methodsmentioning

confidence: 99%

Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Yang

Ran

Yuan

et al. 2022

J. Agric. Food Chem.

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“…5(c) and (d) . 40 the degradation of BPS was not significantly affected with the addition of SO 4 2− and NO 3 − , which implied that both of these two anions don't react with 1 O 2 and O 2 ˙ − . 41 HSO 5 − + HCO 3 − → HCO 4 − + HSO 4 − HCO 4 − + H 2 O → HCO 3 − + H 2 O 2 …”

Section: Resultsmentioning

confidence: 94%

Ca(OH)₂-mediated activation of peroxymonosulfate for the degradation of bisphenol S

Lin

Zhang

et al. 2021

RSC Adv.

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“…In addition to normalSO 4 • − , PMS generates • OH through the cleavage of the peroxy bond, and the resulting • OH can trigger the degradation of micropollutants in radical-based treatment processes. , Figure S6 demonstrates the commonly used probe SCN – cannot be used in the PMS system because these two compounds react rapidly . Therefore, we developed a new approach to determine italicΦ •OH in the PMS system using TPA, a compound exhibiting low reactivity with PMS due to the presence of an electron-withdrawing group.…”

Section: Resultsmentioning

confidence: 99%

Direct Determination of Absolute Radical Quantum Yields in Hydroxyl and Sulfate Radical-Based Treatment Processes

Yan,

Meng,

Miu

et al. 2024

Environ. Sci. Technol.

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The absolute radical quantum yield ( italicΦ ) is a critical parameter to evaluate the efficiency of radical-based processes in engineered water treatment. However, measuring italicΦ is fraught with challenges, as current quantification methods lack selectivity, specificity, and anti-interference capabilities, resulting in significant error propagation. Herein, we report a direct and reliable time-resolved technique to determine italicΦ at pH 7.0 for commonly used radical precursors in advanced oxidation processes. For H2O2 and peroxydisulfate (PDS), the values of italicΦ •OH and normalΦ normalSO 4 • − at 266 nm were measured to be 1.10 ± 0.01 and 1.46 ± 0.05, respectively. For peroxymonosulfate (PMS), we developed a new approach to determine normalΦ • normalOH normalPMS with terephthalic acid as a trap-and-trigger probe in the nonsteady state system. For the first time, the normalΦ • normalOH normalPMS value was measured to be 0.56 by the direct method, which is stoichiometrically equal to Φ SO 4 • − PMS (0.57 ± 0.02). Additionally, radical formation mechanisms were elucidated by density functional theory (DFT) calculations. The theoretical results showed that the highest occupied molecular orbitals of the radical precursors are O–O antibonding orbitals, facilitating the destabilization of the peroxy bond for radical formation. Electronic structures of these precursors were compared, aiming to rationalize the tendency of the italicΦ values we observed. Overall, this time-resolved technique with specific probes can be used as a reliable tool to determine italicΦ , serving as a scientific basis for the accurate performance evaluation of diverse radical-based treatment processes.

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Kinetics and reaction mechanism of photochemical degradation of diclofenac by UV-activated peroxymonosulfate

Abstract: Compared to UV alone and PMS alone systems, diclofenac was removed more efficiently in UV/PMS system at pH 7.0 due to the contribution of SO4˙− and HO˙ and its degradation followed the pseudo-first order kinetic model.

Cited by 23 publications

References 49 publications

Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Ca(OH)₂-mediated activation of peroxymonosulfate for the degradation of bisphenol S

Direct Determination of Absolute Radical Quantum Yields in Hydroxyl and Sulfate Radical-Based Treatment Processes

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Kinetics and reaction mechanism of photochemical degradation of diclofenac by UV-activated peroxymonosulfate

Abstract: Compared to UV alone and PMS alone systems, diclofenac was removed more efficiently in UV/PMS system at pH 7.0 due to the contribution of SO4˙− and HO˙ and its degradation followed the pseudo-first order kinetic model.

Cited by 23 publications

References 49 publications

Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Degradation of Sulfoxaflor in Water and Soil: Kinetics, Degradation Pathways, Transformation Product Identification, and Toxicity

Ca(OH)2-mediated activation of peroxymonosulfate for the degradation of bisphenol S

Direct Determination of Absolute Radical Quantum Yields in Hydroxyl and Sulfate Radical-Based Treatment Processes

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Ca(OH)₂-mediated activation of peroxymonosulfate for the degradation of bisphenol S