Experimental investigation on the soil sorption properties and hydrophobicity of polymethoxylated, polyhydroxylated diphenyl ethers and methoxylated-, hydroxylated-polychlorinated diphenyl ethers

Abstract

In the present study, twenty-six types of polymethoxylated diphenyl ethers (PMeODEs), twenty types of polyhydroxylated diphenyl ethers (PHODEs), seven types of methoxylated-polychlorinated diphenyl ethers (MeO-PCDEs) and seven types of hydroxylated-polychlorinated diphenyl ethers (HO-PCDEs) were synthesized. The logKow and logKoc values of all of the synthesized compounds were then determined using HPLC. The soil sorption properties of five types of selected substituted diphenyl ethers (DEs) were investigated. Sorption behavior studies suggested that rapid sorption played a primary role in the sorption process of the selected DEs and their sorption isotherms were fitted the Freundlich logarithmic model. For PMeODEs and PHODEs, with the increase in the number of substituents, both logKow and logKoc values exhibited linearly decreasing trends. Unlike PMeODEs and PHODEs, both logKow and logKoc values of MeO/HO-PCDEs were decreased linearly with the increasing number of chlorine atoms. The reason maybe that both methoxy and hydroxyl are hydrophilic groups, whereas the chlorine atom is hydrophobic group. Linear relationships were observed for the logKow and logKoc of all studied DEs. Moreover, the logKow of PMeODEs, PHODEs, MeO- and HO-PCDEs and their corresponding PCDEs showed good linearity.