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Vol. 26 No. 9 (2014): Vol 26 Issue 9

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Homogeneous Gas-Phase Formation Mechanism of Emerging Organic Pollutants Polyfluorinated Dibenzo-p-dioxins and Dibenzofurans from 2-Fluorophenol

https://doi.org/10.14233/ajchem.2014.16807
Rui Gao
Environment Research Institute, Shandong University, Jinan, P.R. China
Ledong Zhu
School of Chemistry and Chemical Engineering, Shandong University, Jinan, P.R. China
Fei Xu
Environment Research Institute, Shandong University, Jinan, P.R. China
Wanni Yu
Environment Research Institute, Shandong University, Jinan, P.R. China
Qingzhu Zhang
Environment Research Institute, Shandong University, Jinan, P.R. China
Wenxing Wang
Environment Research Institute, Shandong University, Jinan, P.R. China

Corresponding Author(s) : Qingzhu Zhang

zqz@sdu.edu.cn

Asian Journal of Chemistry, Vol. 26 No. 9 (2014): Vol 26 Issue 9

Abstract

The emerging organic pollutants polyfluorinated dibenzo-p-dioxins and dibenzofurans (PFDD/Fs) have attracted wide attention in environmental and toxicological effects. Here, based on the results of density functional theory (DFT) calculations, we present detailed insight into the formation mechanism of polyfluorinated dibenzo-p-dioxins and dibenzofurans. Fluorophenols are recognized as precursors of polyfluorinated dibenzo-p-dioxins and dibenzofurans. Using the simple structure 2-fluorophenol as model precursor, the formation mechanism of polyfluorinated dibenzo-p-dioxins and dibenzofurans was investigated. Thermodynamic and kinetic analysis suggested that only the pathways with no C-F bond breaking are thermodynamically favorable. The possible formation mechanism is compared with formation mechanism of polychlorinated dibenzo-p-dioxin/dibenzofurans and polybrominated dibenzo-p-dioxins and dibenzofurans in the previous literature. The rate constants and their temperature dependence of the crucial elementary reactions are calculated by canonical variation transition-state theory with the small curvature tunneling contribution over the temperature range of 600-1200 K. The calculated results may help to improve our understanding for the formation mechanism of polyfluorinated dibenzo-p-dioxins and dibenzofurans and be informative to environmental scientists.

Keywords

Polyfluorinated dibenzo-p-dioxins Polyfluorinated dibenzofurans Fluorophenols
Gao, R., Zhu, L., Xu, F., Yu, W., Zhang, Q., & Wang, W. (2014). Homogeneous Gas-Phase Formation Mechanism of Emerging Organic Pollutants Polyfluorinated Dibenzo-p-dioxins and Dibenzofurans from 2-Fluorophenol. Asian Journal of Chemistry, 26(9), 2784–2788. https://doi.org/10.14233/ajchem.2014.16807
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