Perfluorosulfonic acids explained

Perfluorosulfonic acids (PFSAs) are chemical compounds of the formula CnF(2n+1)SO3H and thus belong to the family of perfluorinated and polyfluorinated alkyl compounds (PFASs). The simplest example of a perfluorosulfonic acid is the trifluoromethanesulfonic acid. Perfluorosulfonic acids with six or more perfluorinated carbon atoms, i.e. from perfluorohexanesulfonic acid onwards, are referred to as long-chain.[1]

Properties

Perfluorosulfonic acids are organofluoroanalogues of conventional alkanesulfonic acids, but they are several pKA units stronger (and are therefore strong acids). Their perfluoroalkyl chain has a highly hydrophobic character.

Use

Perfluorooctanesulfonic acid, for example, has been used in hard chromium plating. Since the early 2000's 6:2 fluorotelomersulfonic acid has been used as a replacement for perfluorooctanesulfonic acid.[2]

Regulation

Perfluorooctanesulfonic acid was included in Annex B of the Stockholm Convention in 2009 and subsequently in the EU POPs Regulation.[3]

Perfluorohexanesulfonic acid was included in Annex B of the Stockholm Convention in 2022.[4]

Examples

NameAbbreviationStructural formulaMolecular weight (g/mol)CAS No.
Perfluoropropanesulfonic acidPFPrSC3F7SO3H250.09423-41-6
Perfluorobutanesulfonic acidPFBSC4F9SO3H300.10375-73-5
Perfluoropentanesulfonic acidPFPSC5F11SO3H350.112706-91-4
Perfluorohexanesulfonic acidPFHxSC6F13SO3H400.12355-46-4
Perfluoroheptanesulfonic acidPFHpSC7F15SO3H450.12375-92-8
Perfluorooctanesulfonic acidPFOSC8F17SO3H500.131763-23-1
Perfluorononanesulfonic acidPFNSC9F19SO3H550.1468259-12-1
Perfluorodecanesulfonic acidPFDSC10F21SO3H600.15335-77-3

See also

References

  1. Web site: Terminology FluoroCouncil.
  2. Bohannon . Meredith E . Narizzano . Allison M . Guigni . Blas A . East . Andrew G . Quinn . Michael J . 2023 . Next-generation PFAS 6:2 fluorotelomer sulfonate reduces plaque formation in exposed white-footed mice . Toxicological Sciences . en . 192 . 1 . 97–105 . 10.1093/toxsci/kfad006.
  3. https://eur-lex.europa.eu/eli/reg/2019/1021/oj Regulation (EU) 2019/1021 of the European Parliament and of the Council of 20 June 2019 on persistent organic pollutants
  4. Web site: UN experts recommend elimination of additional hazardous chemicals to protect human health and the environment. en-GB.