Effects of pre-oxidation and adsorption on haloacetonitrile and trichloronitromethane formation during subsequent chlorination

In this study, the effects of pre-oxidants permanganate (PM), persulfate (PS), hydrogen peroxide (PO), and ozone (OZ)) and/or adsorption on pseudoboemite-chitosan shell magnetic nanoparticles (ACMNs) on haloacetonitrile (HAN) and trichloronitromethane (TCNM) formation from aspartic acid (Asp; positive charge) and/or histidine (His; negative charge) were compared. Asp and His apparently do not interact in aqueous solution during chlorination. Asp and/or His can undergo partially oxidation by PM, but are recalcitrant to direct oxidation by PS and PO. Pre-oxidation with OZ decreases the formation of HANs but increases the formation of TCNM. ACMN prefers to adsorb Asp over His in the competitive sorption of coexisting Asp and His because of attractive electrostatic interactions. The rank order for the effect of the pre-oxidants and ACMN adsorption on dichloroacetonitrile and trichloroacetonitrile formation is OZ and ACMN adsorption > PM and ACMN adsorption > PS and ACMN adsorption > PO and ACMN adsorption; that for the effect of the pre-oxidants and ACMN adsorption on TCNM formation is PM and ACMN adsorption > PS and ACMN adsorption > PO and ACMN adsorption > OZ and ACMN adsorption. The favored adsorption of Asp over His by ACMN is weakened by pre-oxidation.