Faster photodegradation rate and higher dioxin yield of triclosan induced by cationic surfactant CTAB

Triclosan has received extensive attention as it has been frequently detected in the aquatic environment. Photolysis was found to be a major pathway governing the fate of triclosan in the aquatic environment. However, the effects of surfactants that usually coexist with triclosan, on the photodegradation of triclosan, are largely unknown. In this study, the effects of selected surfactants on the photodegradation of triclosan were investigated experimentally. The results show that anionic sodium dodecyl benzene sulfonate, sodium dodecyl sulfate and neutral polyoxyethylene (20) sorbitan monooleate inhibit the photolysis of triclosan, whereas cationic cetyltrimethylammonium bromide (CTAB) significantly accelerates the photodegradation rate of triclosan. The interactions between the hydrophilic group of CAB and anionic triclosan lead to the apparent decrease of pK(a) of triclosan from 8.4 to 6.1, which increase the fraction of anionic triclosan from 4% to 89% in neutral solution. A red shift in the UV-VIS absorption spectrum is exhibited, thus leading to the increased photodegradation rate of triclosan. The accelerations caused by CTAB were observed under xenon lamp and Hg lamp irradiances, as well as under natural sunlight. Effect of CTAB demonstrated pH dependence with significantly enhancement under pH 5 similar to 9 and inhibition at pH=3. The presence of CTAB also increased the yield of 2,8-dichlorodibenzo-p-dioxin from the photolysis of triclosan about 7 times at pH=7. (C) 2014 Elsevier B.V. All rights reserved.