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

作　　者：Fan Yang Dongbin Wei Ming Xiao Xuefeng Sun Qiaorong Guo Yi Liu Yuguo Du 

机构地区：[1]State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China [2]University of Chinese Academy of Sciences, Beijing 100049, China [3]College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong Province 264005, China

出　　处：《Journal of Environmental Sciences》2017年第8期93-101,共9页环境科学学报（英文版）

基　　金：supported by the National Natural Science Foundation of China (Nos.21577154, 21377143, 21590814, and 21402192);the Strategic Priority Research Program of the Chinese Academy of Sciences (No.XDB14040201)

摘　　要：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.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.

关 键 词：Benzophenone Chlorination Iodinated disinfection by-products Mechanism Toxicity 

分 类 号：X131.2[环境科学与工程—环境科学]