Abstract
This study revealed a dual pathway for the degradation of tris(1-chloro-2-propanyl) phosphate (TCPP) by zero-valent iron (ZVI) and persulfate as co-milling agents in a mechanochemical (MC) process. Persulfate was activated with ZVI to degrade TCPP in a planetary ball mill. After milling for 2 h, 96.5% of the TCPP was degraded with the release of 63.16, 50.39, and 42.01% of the Cl−, SO42−, and PO43−, respectively. In the first degradation pathway, persulfate was activated with ZVI to produce hydroxyl (·OH) radicals, and ZVI is oxidized to Fe(II) and Fe(III). A substitution reaction occurred as a result of the attack of ·OH on the P–O–C bonds, leading to the successive breakage of the three P–O–C bonds in TCPP to produce PO43−. In the second pathway, a C–Cl bond in part of the TCPP molecule was oxidized by SO4·− to carbonyl and carboxyl groups. The P–O–C bonds continued to react with ·OH to produce PO43−. Finally, the intermediate organochloride products were further reductively dechlorinated by ZVI. However, the synergistic effect of the oxidation (·OH and SO4·−) and the reduction reaction (ZVI) did not completely degrade TCPP to CO2, resulting in a low mineralization rate (35.87%). Moreover, the intermediate products still showed the toxicities in LD50 and developmental toxicant. In addition, the method was applied for the degradation of TCPP in soil, and high degradations (> 83.83%) were achieved in different types of soils.
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The datasets used or analyzed during the current study are available from the corresponding author on reasonable request.
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Funding
This work was financially supported by the Natural Science Foundation of Jiangsu Province (BK20201388), the Industry Prospect and Common Key Technologies in Jiangsu Province (BE2018015), and the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).
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W. Qiao and Q. Yang designed the work, performed MC degradation and sampling, and performed all parameters’ measurements used in this project. Y. Qian and Z. Zhang analyzed data and participated in the interpretation of data. W. Qiao and Q. Yang contributed to drafting and critically revising of the paper. All authors gave final approval of the version to be published and agreed to be accountable for all aspects of the work.
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Speciality: Phosphorus flame retardants; Advanced oxidation process; Ball milling
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Qiao, W., Yang, Q., Qian, Y. et al. Degradation of tris(1-chloro-2-propanyl) phosphate by the synergistic effect of persulfate and zero-valent iron during a mechanochemical process. Environ Sci Pollut Res 29, 34349–34359 (2022). https://doi.org/10.1007/s11356-022-18665-6
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DOI: https://doi.org/10.1007/s11356-022-18665-6