Chemistry:FRD-903

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FRD-903
FRD-903.svg
FRD-903 3D BS.png
Names
Preferred IUPAC name
2,3,3,3-Tetrafluoro-2-(heptafluoropropoxy)propanoic acid
Other names
Perfluoro-2-propoxypropanoic acid, hexafluoropropylene oxide dimer acid (HFPO-DA), C3 Dimer Acid,
Identifiers
3D model (JSmol)
EC Number
  • 236-236-8
Properties
C6HF11O3
Molar mass 330.053 g·mol−1
Appearance Liquid <60°C
Density 1.748g/cm³ (at 20 °C)
Soluble, 739 g/L [1]
Acidity (pKa) 3.82
Hazards
H302, H314, H335
Hazards
Safety data sheet [1]
GHS pictograms GHS07: Harmful GHS05: Corrosive
NFPA 704 (fire diamond)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
2
3
0
Flash point 60°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

FRD-903 (also known as hexafluoropropylene oxide dimer acid, HFPO-DA, and 2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)propanoic acid) is a chemical compound that is among the class of per- and polyfluoroalkyl substances (PFASs). More specifically, this synthetic petrochemical is also described as a perfluoroalkyl ether carboxylic acid (PFECA) and a Fluorointermediate.[2] It is not biodegradable and is not hydrolyzed by water.[3][4]

Production

The production process involves 2 molecules of Hexafluoropropylene oxide (HFPO) to produce Hexafluoropropylene oxide dimer acid fluoride (FRD-903), The ammonium salt of FRD-903 is FRD-902 (ammonium (2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)propanoate)), which is the specific chemical which Chemours has trademarked as part of GenX process. [5] FRD-903 is used as an aid within the manufacturing process for fluoropolymers by reducing the surface tension in the process, allowing polymer particles to increase in size. The process is completed with chemical treatment or heating to remove the FRD-903 from the final polymer product. It can then be recovered for re-use within the process. [6]


Drinking water

In 2020 Michigan adopted drinking water standards for 5 previously unregulated PFAS compounds including HFPO-DA which has a maximum contaminant level (MCL) of 370 parts per trillion (ppt).[7][8]

In March of 2023, the EPA announced drinking water standards for several PFAS chemicals, which included FRD-903. [9][10]

References

  1. Drinking Water Health Advisory epa.gov
  2. "Gen-x/PFAS Information". Brunswick County, North Carolina. https://www.brunswickcountync.gov/utilities/gen-x-pfas-information/. 
  3. "Justification for the selection of a substance for CoRAP inclusion". https://echa.europa.eu/documents/10162/d1ac7478-db8c-41c4-9c96-fc3df90f32da. 
  4. Beekman, M.; Zweers, P. (2016-12-12). "Evaluation of substances used in the GenX technology by Chemours, Dordrecht". National Institute for Public Health and the Environment (RIVM, The Netherlands). https://www.rivm.nl/Documenten_en_publicaties/Wetenschappelijk/Rapporten/2016/december/Evaluation_of_substances_used_in_the_GenX_technology_by_Chemours_Dordrecht. 
  5. "GenX Chemical in Drinking Water: Side Effects and Health Risks of GenX". 13 November 2023. https://theberkey.com/blogs/water-filter/genx-chemical-in-drinking-water-side-effects-and-health-risks-of-genx#:~:text=The%20process%20of%20making%20GenX,thereby%20making%20the%20HFPO%2DDA. 
  6. "What is GenX? | Get the Facts". https://www.chemours.com/en/about-chemours/genx. 
  7. 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/. 
  8. "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. 
  9. "EPA announces drinking water standards for six individual PFAS "forever chemicals"". https://saferstates.com/news/epa-announces-drinking-water-standards-for-six-individual-pfas-forever-chemicals/. 
  10. "EPA Proposes PFAS National Primary Drinking Water Rule -- hearing (5/4), invites comments (By 5/30) - EconSpark". https://www.aeaweb.org/forum/3587/proposes-national-primary-drinking-hearing-invites-comments.