Reactions of phenolic compounds with monomeric N-halamines and mesoporous material-supported N-halamines.

The reactions of a monomeric N-halamine, 1-chloro-5,5-dimethylhydantoin (MCDMH), and a mesoporous material-supported N-halamine (MMSNs) with phenol and p-cresol (two common contaminants in water) were investigated. MCDMH reacted rapidly with the phenolic compounds, and pH values had little effects on the reactions. On the contrary, MMSNs reacted with phenol and p-cresol only when the pH values were higher than 10. Phenol showed a lower reaction rate than p-cresol toward MMSNs. GCMS analysis suggested that MMSNs might react with the phenolic compounds through step-wise electrophilic chlorination reactions, and the main product was 2,4,6-trichlorophenol. The reaction kinetics were studied by following the disappearance of phenolic UV absorption bands, and the kinetic parameters were determined.