Transformation of bisphenol AF and bisphenol S by manganese dioxide and effect of iodide.
Transformation of bisphenol AF and bisphenol S by manganese dioxide and effect of iodide.
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DOI：
10.1016/j.watres.2018.06.029
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发表时间：
2018-10
期刊：
影响因子：
12.8
通讯作者：
Juan Li;Su-yan Pang;Yang Zhou;Shaofang Sun;Li-hong Wang;Zhen Wang;Yuan Gao;Yi Yang;Jin J
中科院分区：
文献类型：
--
作者：
Juan Li;Su-yan Pang;Yang Zhou;Shaofang Sun;Li-hong Wang;Zhen Wang;Yuan Gao;Yi Yang;Jin J
本文首次研究了二氧化锰（MnO 2）对双酚A（BPA）替代品双酚AF（BPAF）和双酚S（BPS）的转化作用以及碘离子（I-）在转化过程中的作用，并与双酚A进行了比较。这三种双酚对MnO 2表现出明显的反应性，在相似条件下，它们的损失半衰期遵循BPA < BPAF < BPS的顺序，并且通常在较低的pH下获得较高的转化效率。I-的存在在pH ≤ 7时明显加速MnO 2对BPAF和BPS的转化，但在pH 5-9范围内对BPA转化的影响可忽略不计。这种差异可以很好地解释为次碘酸（HOI）的相对贡献，它是由MnO 2氧化I−原位形成的。MnO_2处理BPAF和BPS后，在BPAF/BPS体系中检测到聚合物、羟基化衍生物和键断裂产物，其中可能涉及BPAF/BPS自由基的一系列单电子氧化反应，类似于文献报道的BPA的情况。另外，在I-存在下，从MnO 2处理的BPAF/BPS中鉴定出一组碘化芳族产物（例如，碘化的BPAF/BPS和碘化的BPAF/BPS二聚体），并且它们可以进一步转化。这项研究表明，天然存在的锰氧化物在双酚释放到环境中的衰减中发挥着重要作用，I−的存在可以对它们的转化产生很大影响。
In this work, transformation of bisphenol A (BPA) alternatives bisphenol AF (BPAF) and bisphenol S (BPS) by manganese dioxide (MnO2) and the effect of iodide (I−) during these processes were investigated in comparison with BPA for the first time. These three bisphenols showed appreciable reactivity towards MnO2with the half-lives of their loss following the order of BPA < BPAF < BPS under similar conditions, and a higher transformation efficiency was generally obtained at a lower pH. The presence of I−apparently accelerated the transformation of BPAF and BPS by MnO2at pH ≤ 7 but negligibly affected BPA transformation over the pH range of 5–9. This discrepancy could be well explained by the relative contribution of hypoiodous acid (HOI) in situ formed from I−oxidation by MnO2. Polymers, hydroxylated derivatives, and bond-cleavage products were detected from BPAF and BPS treated by MnO2, where a series of reactions of BPAF/BPS radicals formed from one-electron oxidation of BPAF/BPS were likely involved, similar to the case of BPA reported in literature. A group of iodinated aromatic products were additionally identified from BPAF/BPS treated by MnO2in the presence of I−(e.g., iodinated BPAF/BPS and iodinated BPAF/BPS dimers), and they could be further transformed. This study suggests that naturally occurring manganese oxides play a significant role in the attenuation of bisphenols released into the environment and the presence of I−can display a great effect on their transformation.