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A Multidisciplinary Investigation of the Technical and Environmental Performances of TAML/Peroxide Elimination of Bisphenol A Compounds from Water: Destruction, Oligomerisation, Mechanism, End Product Toxicity, and Applications

zhpd55 添加于 2017/8/3 16:24:02  1066次阅读 | 0次推荐 | 0个评论

Designing technologies that mitigate the low-dose adverse effects of exposures to large-volume everyday-everywhere chemicals such as bisphenol A (BPA, 1a) requires an understanding of the scope of the exposures and the nature of the adverse effects. Therefore, we review the literature of, (i) the occurrences of 1a in humans, waters and products and the effectiveness of widely deployed mitigation methods in 1a stewardship and, (ii) the adverse effects of 1a exposures on human cells and fish. Within this broad context, we present and evaluate experimental results on TAML/H_2O_2 purification of 1a contaminated waters. TAML/H_2O_2 catalysis readily oxidizes BPA (1a) and the ring-tetramethyl (1b), tetrachloro (1c), and tetrabromo (1d)-substituted derivatives. At pH 8.5, TAML/H_2O_2 induces controllable, oxidative oligomerisation of 1a (2-, 3-, 4-, and 5-unit species were identified) with precipitation, establishing a green synthetic pathway to these substances for biological safety characterisation and an easy method for near quantitative removal of 1a from water. TAML/H_2O_2 (24 nM/4 mM) treatment of 1a (10,000 μg/L) in pH 8.5 (0.01 M, carbonate) lab water effects a >99% reduction (to <100 μg/L 1a) within 30 min. Yeast oestrogen screens (YES) of the pH 8.5, TAML/H_2O_2 treated, catalase quenched, and filtered oxidation solutions show elimination of 1a oestrogenicity. Zebrafish developmental assays of TAML/H_2O_2 treated, unfiltered, agitated pH 7 1a solutions showed no significant incidences of abnormality among any of 22 endpoints—treated samples showed an insignificant increase in mortality. At pH 11, the TAML/H_2O_2 oxidations of 1a-d are fast with second order rate constants for the substrate oxidation process (k_{II}) values of (0.57–8) × 10^4/M s. The 1a oxidation gives CO and CO_2 (~78%), acetone (~25%) and formate (~1%). In striking contrast with pH 8.5 treatment, no oligomers were detected. TAML/H_2O_2 (150 nM/7.5 mM) treatment of 1a (34,244 μg/L) in pH 11 (0.01 M, phosphate) lab water effected a >99.9% reduction (to <23 μg/L 1a) within 15 min. The pH dependent behaviour of 1a was examined as a possible origin of the differing outcomes.

作 者:Yusuf Onundi, Bethany A Drake, Ryan T. Malecky, Matthew A. DeNardo, Matthew R. Mills, Soumen Kundu, Alexander D Ryabov, Evan S. Beach, Colin Horwitz, Michael T. Simonich, Lisa Truong, Robert Tanguay, L J Wright, Naresh Singhal and Terrence Collins
期刊名称: Green Chem.
期卷页: 02 Aug 2017 第卷 第期 页
学科领域:地球科学 » 地理学 » 污染物行为过程及其环境效应
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原文链接:http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C7GC01415E#!divAbstract
DOI: 10.1039/c7gc01415e
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备 注: Carnegie Mellon University chemist Terrence J. Collins has developed an approach that quickly and cheaply removes more than 99 percent of bisphenol A (BPA) from water. BPA, a ubiquitous and dangerous chemical used in the manufacturing of many plastics, is found in water sources around the world. In a paper published in Green Chemistry, Collins' research team and collaborators at the University of Auckland and Oregon State University also compiled evidence of BPA's presence in a multitude of products and water sources, as well as the chemical's toxicity. The research team builds a strong case for the need to effectively remediate BPA-contaminated water, especially industrial waste streams and landfill runoff, and they offer a simple solution.
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