Chemistry:Perfluorosulfonic acids
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 including its salts and related compounds was proposed for inclusion in the Stockholm Convention.[4]
Examples
| Name | Abbreviation | Structural formula | Molecular weight (g/mol) | CAS No. |
|---|---|---|---|---|
| Perfluoropropanesulfonic acid | PFPrS | C3F7SO3H | 250.09 | 423-41-6 |
| Perfluorobutanesulfonic acid | PFBS | C4F9SO3H | 300.10 | 375-73-5 |
| Perfluoropentanesulfonic acid | PFPS | C5F11SO3H | 350.11 | 2706-91-4 |
| Perfluorohexanesulfonic acid | PFHxS | C6F13SO3H | 400.12 | 355-46-4 |
| Perfluoroheptanesulfonic acid | PFHpS | C7F15SO3H | 450.12 | 375-92-8 |
| Perfluorooctanesulfonic acid | PFOS | C8F17SO3H | 500.13 | 1763-23-1 |
| Perfluorononanesulfonic acid | PFNS | C9F19SO3H | 550.14 | 68259-12-1 |
| Perfluorodecanesulfonic acid | PFDS | C10F21SO3H | 600.15 | 335-77-3 |
Literature
- "3. Perfluoroalkane sulfonic (a) and sulfinic (b) acids" (in English), Fact Cards of Major Groups of Per- and Polyfluoroalkyl Substances (PFASs), OECD Environment, Health and Safety Publications 68 Series on Risk Management, 2022, pp. 31–41, https://www.oecd.org/officialdocuments/publicdisplaydocumentpdf/?cote=env/cbc/mono(2022)1&doclanguage=en
References
- ↑ "Terminology | FluoroCouncil". https://fluorocouncil.com/fluorotechnology/terminology/.
- ↑ https://academic.oup.com/toxsci/article-abstract/192/1/97/6984735?redirectedFrom=fulltext
- ↑ Regulation (EU) 2019/1021 of the European Parliament and of the Council of 20 June 2019 on persistent organic pollutants
- ↑ "UN experts recommend elimination of additional hazardous chemicals to protect human health and the environment" (in en-GB). http://chm.pops.int/Implementation/PublicAwareness/PressReleases/POPRC15expertsrecommendeliminationofPFHxS/tabid/8153/Default.aspx.
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