TY - JOUR
T1 - Photodecomposition of tetrabromobisphenol A in aqueous humic acid suspension by irradiation with light of various wavelengths
AU - Han, Sang Kuk
AU - Yamasaki, Toshihide
AU - Yamada, Ken ichi
N1 - Funding Information:
This work was partly supported by the JSPS Invitation Fellowships for Research in Japan (Long-term), by JST PRESTO , and by the Platform for Drug Discovery, Informatics, and Structural Life Science from MEXT, Japan . This research was also partly supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) , funded by the Ministry of Education, Science and Technology ( 2010-0023723 ).
Publisher Copyright:
© 2015 Elsevier Ltd.
PY - 2016/3/1
Y1 - 2016/3/1
N2 - The reactive species generated in aqueous 3,3',5,5'-tetrabromobisphenol A (TBBPA)/humic acid (HA) suspensions above the TBBPA pKa (~ 7.4), under various light-irradiation conditions, namely ambient and ultraviolet light, were investigated using electron paramagnetic resonance (EPR) spectroscopy and liquid chromatography-mass spectrometry (LC-MS). We confirmed that singlet oxygen and OH radicals are the key reactive oxygen species generated at wavelengths greater than 400 and 300 nm, respectively. The amount of 2,6-dibromo-p-benzosemiquinone anion radicals (2,6-DBSQ.-) formed under irradiation at 400 nm increased linearly with respect to irradiation time; the initial reaction rate was 7.03 × 10-9 mol g-1 HA s-1. The rate increased with increasing pH and light intensity. LC-MS and EPR spectroscopy showed that tribromohydroxybisphenol A was formed under irradiation at 300 nm via reaction of OH radicals with TBBPA. This study, for the first time, shows that the main byproducts formed during irradiation at wavelengths above 300 nm are 2,6-DBSQ.- and tribromohydroxybisphenol A, generated from singlet oxygen (1O2) and OH radicals, respectively. Photodecomposition of TBBPA in the environment may occur by formation of 1O2 and OH radicals.
AB - The reactive species generated in aqueous 3,3',5,5'-tetrabromobisphenol A (TBBPA)/humic acid (HA) suspensions above the TBBPA pKa (~ 7.4), under various light-irradiation conditions, namely ambient and ultraviolet light, were investigated using electron paramagnetic resonance (EPR) spectroscopy and liquid chromatography-mass spectrometry (LC-MS). We confirmed that singlet oxygen and OH radicals are the key reactive oxygen species generated at wavelengths greater than 400 and 300 nm, respectively. The amount of 2,6-dibromo-p-benzosemiquinone anion radicals (2,6-DBSQ.-) formed under irradiation at 400 nm increased linearly with respect to irradiation time; the initial reaction rate was 7.03 × 10-9 mol g-1 HA s-1. The rate increased with increasing pH and light intensity. LC-MS and EPR spectroscopy showed that tribromohydroxybisphenol A was formed under irradiation at 300 nm via reaction of OH radicals with TBBPA. This study, for the first time, shows that the main byproducts formed during irradiation at wavelengths above 300 nm are 2,6-DBSQ.- and tribromohydroxybisphenol A, generated from singlet oxygen (1O2) and OH radicals, respectively. Photodecomposition of TBBPA in the environment may occur by formation of 1O2 and OH radicals.
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U2 - 10.1016/j.chemosphere.2015.12.072
DO - 10.1016/j.chemosphere.2015.12.072
M3 - Article
C2 - 26766023
AN - SCOPUS:84957809913
SN - 0045-6535
VL - 147
SP - 124
EP - 130
JO - Chemosphere
JF - Chemosphere
ER -