Partitioning Behavior of Bisphenol Alternatives BPS and BPAF Compared to BPA.

With the pressure to ban or limit the use of bisphenol A (BPA), production of alternatives such as bisphenol AF (BPAF) and bisphenol S (BPS) are increasing, but little is known on their partitioning behavior for use in assessing distribution in the ecosystem. Octanol-water (DowpH) and soil-water partitioning were measured at several pH values for BPA, BPAF, and BPS. Sorption isotherms were constructed from measured aqueous and soil phase concentrations and were fit sufficiently well with a linear sorption model. pH-dependent distribution was observed in both octanol-water and soil-water systems particularly for BPS and BPAF, which have lower estimated pKa values than those for BPA. Accounting for soil organic carbon (OC) content and pH was sufficient to describe sorption reasonable well across the four soils (%OC 0.1-2.5, pH 3.8-8.6); no other soil properties correlated well with bisphenol sorption. However, for a given soil especially for the two high clay low OC soils, BPS sorbed much more than expected relative to observed trends in DowpH and magnitude appeared correlated to % kaolinite; therefore, Ca2+-bridging of BPS to clay edge sites was assessed by comparing sorption from 0.01 N KCl and 0.01 N CaCl2; however, no significant differences were observed.