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HERO ID
2032118
Reference Type
Journal Article
Title
Original fluorinated surfactants potentially non-bioaccumulable
Author(s)
Kostov, G; Boschet, F; Ameduri, B
Year
2009
Is Peer Reviewed?
Yes
Journal
Journal of Fluorine Chemistry
ISSN:
0022-1139
EISSN:
1873-3328
Volume
130
Issue
12
Page Numbers
1192-1199
Language
English
DOI
10.1016/j.jfluchem.2009.08.002
Web of Science Id
WOS:000273133000019
Abstract
This minireview updates non-exhaustive recent strategies of synthesis of original fluorosurfactants potentially non-bioaccumulable. Various strategies have been focused on (i) the preparation of CF3–X–(CH2)n–SO3Na (with X = O, C6H4O or N(CF3) and n = 8–12), (ii) the oligomerization of hexafluoropropylene oxide (HFPO) to further synthesize oligo(HFPO)–CF(CF3)CO–RH (where RH stands for an hydrophilic chain); (iii) the telomerization of vinylidene fluoride (VDF) with 1-iodopentafluoroethane or 1-iodononafluorobutane to produce CnF2n+1–(VDF)2–CH2CO2R (n = 2 or 4, R = H or NH4), (iv) the radical telomerization of 3,3,3-trifluoropropene (TFP) with isoperfluoropropyliodide or diethyl hydrogenophosphonate to prepare (CF3)2CF(TFP)x–RH or CF3–CH2–CH2–(TFP)y–P(O)(OH)2, and (v) the radical cotelomerization of VDF and TFP, or their controlled radical copolymerization in the presence of (CF3)2CFI or a fluorinated xanthate. In most cases, the surface tensions versus the surfactant concentrations have been assessed. These above strategies led to various highly fluorinated (but yet not perfluorinated) telomers whose chemical changes enabled to obtain original surfactants as novel alternatives to perfluorooctanoic acid (PFOA), ammonium perfluorooctanoate (APFO), or perfluorooctylsulfonic acid (PFOS) regarded as bioaccumulable, persistent, and toxic.
Keywords
Surfactant; surface tension; fluoro-telomers; vinylidene fluoride; 3,3,3-Trifluoropropene; PFOA
Tags
PFAS
•
PFAS 150
Literature Search August 2019
Web of Science
Not prioritized for screening
Ammonium perfluorooctanoate
•
PFAS Universe
Data Source
Web of Science
3,3,3-Trifluoro-1-propene
Ammonium perfluorooctanoate
Pentafluoroiodoethane
Perfluorooctanesulfonate
Perfluorooctanesulfonic acid
Perfluorooctanoate
Trifluoro(trifluoromethyl)oxirane
Trifluoropropene
Vinylidene fluoride
Perfluorooctanoic acid
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