Abstract
Excited triplet states of dissolved organic matter ((3)DOM*) are important players for photodegradation sulfonamide antibiotics (SAs) in sunlit natural waters. However, the triplet-mediated reaction mechanism was poorly understood. In this study, we investigated the reaction adopting sulfadiazine as a representative SA and 4-carboxybenzophenone (CBBP)as a proxy of DOM. Results showed that the excited triplet state of CBBP ((3)CBBP*) is responsible for the photodegradation of sulfadiazine. The reaction of (3)CBBP* with substructure model compounds verified there are two reaction sites (amino-or sulfonyl-N atoms) of sulfadiazine. Density functional theory calculations were performed, which unveiled that electrons transfer from the N reaction sites to the carbonyl oxygen atom of (3)CBBP* moiety, followed by proton transfers, leading to the formation of sulfadiazine radicals. Laser flash photolysis experiments were performed to confirm the mechanism. Thus, this study identified that the photodegradation mechanism of SAs initiated by (3)DOM*, which is important for understanding the photochemical fate, predicting the photoproducts, and assessing the ecological risks of SAs in the aquatic environment.
References
Jan 15, 1988·Physical Review. B, Condensed Matter·C LeeR G Parr
Jan 25, 2003·Environmental Science & Technology·Jerry A Leenheer, Jean-Philippe Croué
Aug 10, 2004·Environmental Science & Technology·Anne L BoreenKristopher McNeill
May 9, 2006·Chemosphere·Ajit K SarmahAlistair B A Boxall
Jun 7, 2006·Water Research·Ruoting PeiAmy Pruden
Aug 2, 2006·Inorganic Chemistry·Koichi NozakiTakeshi Ohno
Aug 26, 2006·Science·René P SchwarzenbachBernhard Wehrli
Oct 21, 2006·Environmental Science & Technology·Serge ChironDavide Vione
Dec 6, 2006·Environmental Science & Technology·Silvio CanonicaJakob Wirz
Jan 25, 2007·The Journal of Physical Chemistry. a·Nanci C de LucasJosé C Netto-Ferreira
Jan 19, 2008·Environmental Science & Technology·Gerald T AnkleyJohn P Sumpter
May 10, 2008·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Silvio Canonica, Hans-Ulrich Laubscher
Jun 21, 2008·Environment International·Amir SapkotaRobert Lawrence
May 30, 2009·Environmental Science & Technology·Yong ChenJiuhui Qu
Dec 24, 2009·Environmental Science & Technology·Jennifer J GuerardChristopher M Hadad
Sep 15, 2010·Environmental Science & Technology·Siyu ZhangGuangshui Na
Jan 29, 2011·Environmental Science & Technology·Jannis WenkSilvio Canonica
Jul 1, 2011·Water Research·Laura E JacobsLinda K Weavers
Sep 13, 2011·Journal of Photochemistry and Photobiology. B, Biology·Ruizhi TangWenfeng Wang
Oct 1, 2011·Journal of Hazardous Materials·Wojciech BaranAndrzej Sobczak
Feb 23, 2012·Environmental Science & Technology·Mei Mei Dong, Fernando L Rosario-Ortiz
Apr 13, 2012·Environmental Science & Technology·Megan M Kelly, William A Arnold
Apr 13, 2012·Water Research·Yong ChenYuegang Zuo
Oct 16, 2012·Environmental Science & Technology·Xiao-Huan Wang, Angela Yu-Chen Lin
Nov 3, 2012·Environmental Science & Technology·Teng Zeng, William A Arnold
Jan 15, 2013·Environmental Pollution·Caixia YanLijun Gu
Citations
Apr 2, 2016·Chemosphere·Yingjie LiJingwen Chen
Sep 7, 2016·Journal of Pharmaceutical and Biomedical Analysis·Philippe-Henri SecrétanBernard Do
Feb 3, 2018·Environmental Science. Processes & Impacts·Yingjie LiSenlin Tian
Jun 8, 2018·Environmental Science. Processes & Impacts·Marco MinellaDavide Vione
Feb 23, 2020·Antibiotics·Huaijun XieJingwen Chen
Jul 8, 2019·Environmental Science and Pollution Research International·Jun LuChengzhu Zhu
Oct 22, 2016·Journal of Environmental Science and Health. Part A, Toxic/hazardous Substances & Environmental Engineering·Ji-Feng YangSheng-Lian Luo
Nov 26, 2020·Environmental Science and Pollution Research International·Arlen Mabel Lastre-AcostaAntonio Carlos Silva Costa Teixeira
Nov 3, 2020·Water Research·Zhongyu GuoJingwen Chen
Nov 19, 2018·Water Research·Linke GeZiwei Yao
Feb 17, 2021·Environmental Pollution·Zhichao HouSenlin Tian
Feb 2, 2020·Water Research·Jieqiong WangJunfeng Niu
Oct 28, 2017·Water Research·Davide VioneSilvio Canonica
Jul 23, 2021·Chemosphere·Kunni LinZhenggang Lan
Apr 17, 2018·The Journal of Physical Chemistry. a·Qi YuanIan R Gould
Sep 16, 2021·Environmental Science & Technology·Shaofeng ZhouYong Yuan