Chemistry:Perfluorobutanesulfonic acid
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| Names | |
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| Preferred IUPAC name
1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonic acid | |
| Other names
FC-98
Nonaflate | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| UNII | |
| UN number | 3094, 3265 |
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| Properties | |
| C4HF9O3S | |
| Molar mass | 300.10 g/mol |
| Boiling point | 210–212 °C (410–414 °F; 483–485 K)[1] |
| Hazards | |
| GHS pictograms |   [2]
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| GHS Signal word | Danger |
| H302, H314 | |
| P280, P305+351+338, P310[2] | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Perfluorobutanesulfonic acid (PFBS) is a PFAS chemical compound having a four-carbon fluorocarbon chain and a sulfonic acid functional group. It is stable and unreactive because of the strength of carbon–fluorine bonds. It can occur in the form of a colorless liquid or a corrosive solid.[1] Its conjugate base is perfluorobutanesulfonate (also called nonaflate) which functions as the hydrophobe in fluorosurfactants.
Since June 2003, 3M has used PFBS as a replacement for the persistent, toxic, and bioaccumulative compound perfluorooctanesulfonic acid (PFOS) in its Scotchgard stain repellents.[3] 3M markets surfactant with PFBS in two fluorosurfactants.[4]
Safety
PFBS has a half-life of a little over one month in humans, much shorter than PFOS with 5.4 years.[5] PFBS is persistent in the environment. Studies have not yet been specifically conducted to determine safety in humans.
The European Chemicals Agency decision adding PFBS and its salts to the REACH Regulation Candidate List of Substances of Very High Concern states:
"The combined intrinsic properties justifying the inclusion as a substance for which there is scientific evidence of probable serious effects to human health and the environment which give rise to an equivalent level of concern are the following: very high persistence, high mobility in water and soil, high potential for long-range transport, and difficulty of remediation and water purification as well as moderate bioaccumulation in humans. The observed probable serious effects for human health and the environment are thyroid hormonal disturbances and reproductive toxicity seen in rodents, and effects on liver, kidney and haematological system in rats, hormonal disturbances and effects on reproduction in marine medaka fish and effects on expression of hormone receptors in tadpoles. Together, these elements lead to a very high potential for irreversible effects."[6]
Legislation and regulation
Canada
British Columbia currently provides soil standards for perfluorobutane sulfonate (PFBS).[7] In November 2017, the BC Ministry of Environment and Climate Change Strategy released soil and water standards for three PFAS including perfluorobutane sulfonate to the British Columbia Contaminated Sites Regulation.[8]
European Union
On 2020-01-16, PFBS and its salts were added to the REACH Regulation Candidate List of Substances of Very High Concern (SVHCs) on the grounds of "Equivalent level of concern having probable serious effects to human health (Article 57(f) – human health)" and "Equivalent level of concern having probable serious effects to the environment (Article 57(f) – environment)".[6]
United States
In 2023, the EPA proposed a drinking water standard that included PFBS.[9] A few states have proposed or implemented regulations on PFBS in drinking watering either as contamination standards, guidance or health advisories.[10]
In 2020, Michigan adopted drinking water standards for 5 previously unregulated PFAS compounds, including PFBS which has a maximum contaminant level (MCL) of 420 parts per trillion (ppt).[11][12]
See also
- FBSA
- Perfluorinated alkylated substances (PFAS)
- PFOA
- PFNA
- Timeline of events related to per- and polyfluoroalkyl substances (PFAS)
References
- ↑ 1.0 1.1 "Perfluorobutanesulfonic acid". NIH. https://pubchem.ncbi.nlm.nih.gov/compound/Perfluorobutanesulfonic-acid.
- ↑ 2.0 2.1 Sigma-Aldrich Co., Nonafluorobutane-1-sulfonic acid. Retrieved on 15 January 2018.
- ↑ Ullah, Aziz (October 2006). "The Fluorochemical Dilemma: What the PFOS/PFOA fuss is all about". Cleaning & Restoration. https://www.restorationindustry.org/buyersguide/FlurochemicalsOct06.pdf. Retrieved 16 January 2009.
- ↑ Renner R (January 2006). "The long and the short of perfluorinated replacements". Environ. Sci. Technol. 40 (1): 12–3. doi:10.1021/es062612a. PMID 16433328.
- ↑ Betts KS (May 2007). "Perfluoroalkyl acids: what is the evidence telling us?". Environ. Health Perspect. 115 (5): A250–6. doi:10.1289/ehp.115-a250. PMID 17520044.
- ↑ 6.0 6.1 Schilliger-Musset, Christel (2020-01-16). "Inclusion of substances of very high concern in the Candidate List for eventual inclusion in Annex XIV" (PDF). https://echa.europa.eu/documents/10162/079c04a0-2464-4168-f132-a22ffb04d910.
- ↑ "PFAS in Canadian Provinces: Where are the environmental regulations?". March 27, 2023. https://environmentjournal.ca/pfas-in-canadian-provinces-where-are-the-regulations/.
- ↑ SLR Consulting (May 2019). "Guidance for the Assessment and Remediation of Per- and Polyfluoroalkyl Substances in British Columbia". http://csapsociety.bc.ca/wp-content/uploads/Final-PFAS-Guidance-Document-dated-2019-05-28_Readers-note.pdf.
- ↑ "Proposed PFAS National Primary Drinking Water Regulation". EPA. https://www.epa.gov/sdwa/and-polyfluoroalkyl-substances-pfas.
- ↑ "State-by-State Regulation of PFAS Substances in Drinking Water". Bryan Cave Leighton Paisner LLP. January 22, 2021. https://www.bclplaw.com/en-US/insights/state-by-state-regulation-of-pfas-substances-in-drinking-water.html.
- ↑ Matheny, Keith (3 August 2020). "Michigan's drinking water standards for these chemicals now among toughest in nation". https://www.freep.com/story/news/local/michigan/2020/08/03/tougher-pfas-standards-drinking-water-michigan/5574268002/.
- ↑ "New state drinking water standards pave way for expansion of Michigan's PFAS clean-up efforts". 3 August 2020. https://www.michigan.gov/egle/0,9429,7-135--535602--,00.html.
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