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Photoassisted degradation of trifluoromethyl benzoic acid isomers in aqueous media by Ga2O3 under UVC irradiation

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Abstract

A large number of fluorinated chemicals have been synthesized and used worldwide because of their unique properties. However, because of the strong C–F bond, fluorinated chemicals are not decomposed in nature. Herein, the activity of gallium oxide toward the degradation of trifluoromethyl benzoic acid in aqueous media was examined under UVC radiation by using a low-pressure mercury lamp as the light source. The degradation process was monitored by HPLC, UV–Vis spectroscopy and TOF-MS techniques, which permitted some intermediates to be identified. The defluorination efficiency was greater under a nitrogen atmosphere than in air, with the para-isomer (4-(trifluoromethyl)benzoic acid) being more prone to degradation (ca. 90%). The degradation mechanism was proposed on the basis of the theoretical calculation on the electron density and the intermediate analysis.

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Acknowledgements

The authors appreciate the financial support by the collaborators H. Kubota and M. Murata. And we also wish to thank the late Prof. H. Hidaka and Dr. T. Oyama for their kind encouragement. We also thank Prof. Nick Serpone of the University of Pavia (Italy) for helpful discussions.

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Authors and Affiliations

  1. Department of Chemistry, Meisei University, 2-1-1, Hodokubo, Hino, Tokyo, 191-8506, Japan

    Tohru Tsukamoto, Yoshihiro Mitsutsuka & Takashi Fujimoto

  2. Group of Photocatalysis and Environmental Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Zhongguancun North First Street 2, Beijing, 100190, China

    Jincai Zhao

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  1. Tohru Tsukamoto
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Correspondence to Tohru Tsukamoto.

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Tsukamoto, T., Mitsutsuka, Y., Fujimoto, T. et al. Photoassisted degradation of trifluoromethyl benzoic acid isomers in aqueous media by Ga2O3 under UVC irradiation. Res Chem Intermed 45, 4607–4623 (2019). https://doi.org/10.1007/s11164-019-03852-x

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  • DOI: https://doi.org/10.1007/s11164-019-03852-x

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