Aerobic Soil Biodegradation of Bisphenol (BPA) Alternatives Bisphenol S and Bisphenol AF Compared to BPA

Pressures to ban bisphenol A (BPA) has led to the use of alternate chemicals such as BPA analogues bisphenol S (BPS) and bisphenol AF (BPAF) in production of consumer products; however, information on their environmental fate is scarce. In this study, aerobic degradation of BPA, BPAF, and BPS at 100 μg/kg soil and 22 ± 2 °C was monitored for up to 180 days in a forest soil and an organic farm soil. At each sampling point, soils were extracted three times and analyzed by liquid chromatography high resolution mass or time-of-flight mass spectrometry. Based on compound mass recovered from soils compared to the mass applied, BPS had short half-lives of <1 day in both soils similar to BPA. BPAF was much more persistent with observed half-lives of 32.6 and 24.5 days in forest and farm soils, respectively. To our knowledge, this is the first report on BPAF degradation. For all three compounds, half-lives were longer in the higher organic carbon (OC) forest soil which correlates well to sorption studies showing higher sorption with higher OC. Metabolites identified for all three bisphenols support degradation pathways that include meta-cleavage as well as ortho-cleavage, which has not been previously shown.