The oxidation of tetrabromobisphenol A by potassium monopersulfate with an iron(III)-phthalocyanine-tetrasulfonic acid catalyst in the presence of humic acid.

ABSTRACT

Tetrabromobisphenol A (TBBPA), a type of brominated flame retardant that shows endocrine disruption effects, has been identified in leachates from landfills. Iron(III)-porphyrins that mimic the active site of peroxidases have been shown to be effective in oxidizing halogenated phenols, such as TBBPA. In the present study, TBBPA was subjected to oxidation with potassium monopersulfate (KHSO5) using an iron(III)-phthalocyanine-tetrasulfonic acid (FePcTS), structural analogue of iron(III)-porphyrin, in the presence of humic acid (HA), a major component in landfill leachates. When TBBPA was oxidized using the above system, the levels of degradation and debromination increased with increasing pH in the presence of HA. Because of landfill leachates are weakly alkaline (around pH 8), oxidation products derived from TBBPA were investigated at pH 8. Approximately 48% of the bromine in the degraded TBBPA was incorporated into HA, and hydroxy-tribromobisphenol A was determined to be the major brominated intermediate in the HA fraction. In the iron(III)-porphyrin catalytic systems, the brominated intermediate incorporated into HA is mainly TBBPA, and no hydroxy-substituted bromophenols are found. Thus, the catalytic power of FePcTS is higher than that of iron(III)-porphyrin catalysts.