Mechanistic investigation of phosphonate photolysis in aqueous solution by simultaneous LC-IRMS and HRMS analysis

化学 光解 激进的 光降解 水溶液 氨基甲基膦酸 氧气 光化学 无机化学 有机化学 催化作用 光催化 生物化学 代谢物
作者
Robert Marks,Felix Drees,Sarah P. Rockel,Klaus Kerpen,Maik A. Jochmann,Torsten Schmidt
出处
期刊:Journal of Photochemistry and Photobiology A-chemistry [Elsevier BV]
卷期号:439: 114582-114582 被引量:4
标识
DOI:10.1016/j.jphotochem.2023.114582
摘要

The mechanism of photolytic degradation of aminotrimethylphosphonic acid (ATMP) in an aqueous solution is not completely elucidated with respect to the transformation products formed during technical photodegradation. For the first time, the degradation of ATMP was investigated with simultaneous analysis by isotope ratio and high-resolution mass spectrometry (LC-IRMS+HRMS). This instrumental coupling combines quantitative data on degradation with compound-specific stable carbon isotope analysis (CSIA) in terms of kinetic isotope effects while identifying transformation products. Additionally, in combination with wet chemical analysis of ortho-phosphate (o-PO4), phosphorus balances were established to elucidate and interpret the degradation mechanism of ATMP under photolysis. Various experimental conditions during photolysis (temperature, dissolved oxygen concentration, and wavelength range) were investigated. ATMP was transformed to iminodimethylphosphonic acid (IDMP), aminomethylphosphonic acid (AMPA), and o-PO4 as main products during photolysis with a medium pressure mercury lamp. UV radiation < 310 nm was found to be required for ATMP degradation. The degradation of ATMP and its transformation products is slightly affected by temperature and dissolved oxygen concentration. Considering possible reactive oxygen species, such as hydroxyl radicals, it is assumed that the degradation of ATMP occurs to a small extent via a parallel degradation pathway in addition to photolysis. Complementary CSIA revealed an inverse carbon isotopic effect of ATMP due to direct photolysis, unaffected by the experimental conditions considered, while no isotopic effect was associated with the hydroxyl radical (H2O2) oxidation of ATMP. In UV/H2O2 oxidation of ATMP, four of five additional unknown transformation products, which have not yet been described in literature, could be assigned to postulated structures based on HRMS data. The findings achieved in this study demonstrate the advantages of simultaneous analysis by LC-IRMS+HRMS as a tool to elucidate reaction mechanisms for the first time.
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