High Persistence of Novel Polyfluoroalkyl Betaines in Aerobic Soils

Environ Sci Technol. 2023 May 16;57(19):7442-7453. doi: 10.1021/acs.est.2c07395. Epub 2023 May 5.

Abstract

Some contemporary aqueous film-forming foams (AFFFs) contain n:3 and n:1:2 fluorotelomer betaines (FTBs), which are often detected at sites impacted by AFFFs. As new chemical replacements, little is known about their environmental fate. For the first time, we investigated the biotransformation potential of 5:3 and 5:1:2 FTBs and a commercial AFFF that mainly contains n:3 and n:1:2 FTBs (n = 5, 7, 9, 11, and 13). Although some polyfluoroalkyl compounds are precursors to perfluoroalkyl acids, 5:3 and 5:1:2 FTBs exhibited high persistence, with no significant changes even after 120 days of incubation. While the degradation of 5:3 FTB into suspected products such as fluorotelomer acids or perfluoroalkyl carboxylic acids (PFCAs) could not be conclusively confirmed, we did identify a potential biotransformation product, 5:3 fluorotelomer methylamine. Similarly, 5:1:2 FTB did not break down or produce short-chain hydrogen-substituted polyfluoroalkyl acids (n:2 H-FTCA), hydrogen-substituted PFCA (2H-PFCA), or any other products. Incubating the AFFF in four soils with differing properties and microbial communities resulted in 0.023-0.25 mol % PFCAs by day 120. Most of the products are believed to be derived from n:2 fluorotelomers, minor components of the AFFF. Therefore, the findings of the study cannot be fully explained by the current understanding of structure-biodegradability relationships.

Keywords: aqueous film-forming foams; n:1:2 fluorotelomer betaine; n:3 fluorotelomer betaine; perfluoroalkyl carboxylic acids; persistence; soil microcosm.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Betaine
  • Carboxylic Acids / metabolism
  • Fluorocarbons* / analysis
  • Soil
  • Water
  • Water Pollutants, Chemical* / analysis

Substances

  • fluorotelomer betaines
  • Betaine
  • Soil
  • Water Pollutants, Chemical
  • Fluorocarbons
  • Water
  • Carboxylic Acids