The chlorination transformation characteristics of benzophenone-4 in the presence of iodide ions

Benzophenone-type UV filters are a group of compounds widely used to protect human skin from damage of UV irradiation. Benzophenone-4（BP-4） was targeted to explore its transformation behaviors during chlorination disinfection treatment in the presence of iodide ions. With the help of ultra performan...

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Bibliographic Details
Published in:Journal of environmental sciences (China) 2017-08, Vol.58 (8), p.93-101
Main Authors: Yang, Fan, Wei, Dongbin, Xiao, Ming, Sun, Xuefeng, Guo, Qiaorong, Liu, Yi, Du, Yuguo
Format: Article
Language:English
Subjects:
Benzophenone
Benzophenones - analysis
Benzophenones - chemistry
Chlorination
Disinfection
Halogenation
Iodides - chemistry
Iodinated disinfection by-products
Mechanism
Models, Chemical
Sunscreening Agents - analysis
Sunscreening Agents - chemistry
Toxicity
Ultraviolet Rays
Water Pollutants, Chemical - analysis
Water Pollutants, Chemical - chemistry
Water Purification
亲电取代反应
副产物
氯化处理
碘离子
转化特征
酚类衍生物
飞行时间质谱仪
高效液相色谱仪
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Summary:Benzophenone-type UV filters are a group of compounds widely used to protect human skin from damage of UV irradiation. Benzophenone-4（BP-4） was targeted to explore its transformation behaviors during chlorination disinfection treatment in the presence of iodide ions. With the help of ultra performance liquid phase chromatograph and high-resolution quadrupole time-of-flight mass spectrometer, totally fifteen halogenated products were identified, and five out of them were iodinated products. The transformation mechanisms of BP-4 involved electrophilic substitution generating mono-or di-halogenated products,which would be oxidized into esters and further hydrolyzed into phenolic derivatives. The desulfonation and decarboxylation were observed in chlorination system either. Obeying the transformation pathways, five iodinated products formed. The p H conditions of chlorination system determined the reaction types of transformation and corresponding species of products. The more important was that, the acute toxicity had significant increase after chlorination treatment on BP-4, especially in the presence of iodide ions. When the chlorination treatment was performed on ambient water spiked with BP-4 and iodide ions,iodinated by-products could be detected.
ISSN:1001-0742
1878-7320
DOI:10.1016/j.jes.2017.04.023