†Key Laboratory of Coastal Environmental Processes and Ecological Remediation, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai, Shandong 264003, P.R. China.
‡University of Chinese Academy of Sciences, Beijing 100049, P.R. China.
Environ Sci Technol. 2015 Jun 2;49(11):6683-90. doi: 10.1021/acs.est.5b00382. Epub 2015 May 12.
The photolysis of tetrabromobisphenol A (TBBPA) in aqueous solution under simulated solar light irradiation was studied under different conditions to find out mechanisms and pathways that control the transformation of TBBPA during photoreaction. Particular attention was paid to the identification of intermediates and elucidation of the photolysis mechanism of TBBPA by UPLC, LC/MS, FT-ICR-MS, NMR, ESR, and stable isotope techniques ((13)C and (18)O). The results showed that the photolysis of TBBPA could occur under simulated solar light irradiation in both aerated and deaerated conditions. A magnetic isotope effect (MIE)-hydrolysis transformation was proposed as the predominant pathway for TBBPA photolysis in both cases. 2,6-Dibromophenol and two isopropylphenol derivatives were identified as photooxidation products of TBBPA by singlet oxygen. Reductive debromination products tribromobisphenol A and dibromobisphenol A were also observed. This is the first report of a photolysis pathway involving the formation of hydroxyl-tribromobisphenol A.
在模拟太阳光照射下，研究了四溴双酚 A（TBBPA）在水溶液中的光解，以确定控制光反应过程中 TBBPA 转化的机制和途径。特别关注通过 UPLC、LC/MS、FT-ICR-MS、NMR、ESR 和稳定同位素技术（（13）C 和（18）O）鉴定中间产物和阐明 TBBPA 的光解机制。结果表明，在有氧和无氧条件下，TBBPA 均可在模拟太阳光照射下发生光解。提出了磁同位素效应（MIE）-水解转化作为两种情况下 TBBPA 光解的主要途径。通过单线态氧鉴定出 2,6-二溴苯酚和两种异丙基苯酚衍生物是 TBBPA 的光氧化产物。还观察到还原脱溴产物三溴双酚 A 和二溴双酚 A。这是首次报道涉及形成羟基-三溴双酚 A 的光解途径。
