Chemistry:Ammonium perfluorononanoate

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Short description: Surfactant
Template:Chembox CMC HLB (set)
Ammonium perfluorononanoate
Ammonium perfluorononanoate.svg
Names
IUPAC name
Heptadecafluorononanoic acid ammoniate (1:1)
Identifiers
3D model (JSmol)
ChemSpider
Properties
C9H4F17NO2
Molar mass 481.106
Density 1.753 g/mL
Boiling point 196 °C (385 °F; 469 K)
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):

Ammonium perfluorononanoate (APFN) is an anionic surfactant that in water forms liquid crystalline phases (Lyotropic liquid crystal). It is the ammonium salt of perfluorononanoic acid.

The phase diagram of APFN/H2O system is delineated by the presence of a lamellar phase and a nematic phase with awide isotropic solution. The nematic phase is of the type I, and the aggregates have a positive and diamagnetic anisotropy. In the presence of a magnetic field, the aggregates align parallel to the field direction. The change of phase at the lamellar-nematic temperature has been ascribed to order-disorder transitions.

MLV Formation

It has recently been shown that the lamellar phase of the APFN/2H2O system form multilamellar vesicles under shear rate.[2]

Restrictions

In 2020, a California bill was passed banning APFN as an intentionally added ingredient from cosmetics.[3]

References

  1. Ivanchev, S. S.; Likhomanov, V. S.; Primachenko, O. N.; Khaikin, S. Ya.; Barabanov, V. G.; Kornilov, V. V.; Odinokov, A. S.; Kulvelis, Yu. V. et al. (2012). "Scientific principles of a new process for manufacturing perfluorinated polymer electrolytes for fuel cells". Petroleum Chemistry 52 (7): 453–461. doi:10.1134/S0965544112070067. ISSN 0965-5441. 
  2. Coppola, Luigi; Gentile, Luigi; Nicotera, Isabella; Rossi, Cesare Oliviero; Ranieri, Giuseppe Antonio (2010). "Evidence of Formation of Ammonium Perfluorononanoate/2H2O Multilamellar Vesicles: Morphological Analysis by Rheology and Rheo-2H NMR Experiments". Langmuir 26 (24): 19060–5. doi:10.1021/la102887e. PMID 21073179. 
  3. "Assembly Bill No. 2762". State of California. September 30, 2020. https://leginfo.legislature.ca.gov/faces/billTextClient.xhtml?bill_id=201920200AB2762. Retrieved 10 October 2020.