Degradation of dibromophenols by UV irradiation

We examined the degradation of dibromophenols (DBPs), i.e. 2,4-DBP, 2,6-DBP and 3,5-DBP by ultraviolet (UV) irradiation and estimated the relationship between degradability and molecular orbital properties of each dibromophenol. The removal of DBPs under a UV lamp system was successfully performed in an aqueous solution. After 5 min of irradiation, the initial DBPs concentration of 20 mg/L was decreased to below 1 mg/L, and about 60% of bromide ion was released. A decrease in the concentration of dissolved organic carbon (DOC) suggested the mineralization of DBPs. The mineralization may occur after release of bromide ions because the decrease of DOC was slower than the release of bromide ions. The degradability of 3,5-DBP was slightly lower than 2,6-DBP and 2,4-DBP. Molecular orbital calculation suggested that the electrophilic frontier density and the highest occupied molecular orbital (HOMO) energy may be related to the degradability of DBPs.