Structural benefits of bisphenol S and its analogs resulting in their high sorption on carbon nanotubes and graphite

Environ Sci Pollut Res Int. 2016 May;23(9):8976-84. doi: 10.1007/s11356-016-6040-7. Epub 2016 Jan 29.

Abstract

Bisphenol S (BPS), a new bisphenol analog, is considered to be a potential replacement for bisphenol A (BPA), which has gained concern because of its potentially adverse health impacts. Therefore, studies are needed to investigate the environmental fate and risks of this compound. In this study, the adsorption of BPS and four structural analogs on multi-walled carbon nanotubes (MWCNTs) and graphite (GP) were investigated. When solid-phase concentrations were normalized by the surface areas, oxygen-containing functional groups on the absorbents showed a positive impact on phenol sorption but inhibited the sorption of chemicals with two benzene rings. Among BPS analogs, diphenyl sulfone showed the lowest sorption when hydrophobic effects were ruled out. Chemicals with a butterfly structure, formed between the two benzene rings, showed consistently high sorption on MWCNTs, independent of the substituted electron-donating or accepting functional groups. This study emphasizes the importance of chemical conformation on organic, contaminant sorption on engineered, carbonaceous materials.

Keywords: Bisphenol compounds; Chemical conformation; Engineered carbonaceous materials; Environmental fate; Surface accessibility.

MeSH terms

  • Absorption, Physicochemical*
  • Adsorption
  • Benzhydryl Compounds / chemistry
  • Graphite / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Models, Chemical*
  • Nanotubes, Carbon / chemistry*
  • Phenols / chemistry*
  • Sulfones / chemistry*

Substances

  • Benzhydryl Compounds
  • Nanotubes, Carbon
  • Phenols
  • Sulfones
  • Graphite
  • bis(4-hydroxyphenyl)sulfone
  • bisphenol A