TY - JOUR
T1 - Fluoropolymer Nanoparticles Prepared Using Trifluoropropene Telomer Based Fluorosurfactants
AU - Ma, Wei
AU - Lopez, Gérald
AU - Ameduri, Bruno
AU - Takahara, Atsushi
N1 - Funding Information:
The authors acknowledge the financial support of JSPS Grant-in-aid for Scientific Research (A) (Grant Nos. 26248053 and 17H01221) and Great Lakes/Chemtura Company for supplying free samples of reactants (TFP and iC 3 F 7 I) and supporting partly that study. Asahi Glass Co., Ltd was acknowledged for kindly supplying HCFC-225s.
PY - 2020/2/25
Y1 - 2020/2/25
N2 - A fluorosurfactant based on 3,3,3-trifluoropropene (TFP) telomer was synthesized as an environmentally friendly alternative to perfluorooctanoic acid (PFOA) using TFP and 2-iodoperfluoropropane ((CF3)2CF-I) as starting materials. TFP telomerization was initiated by addition of di-tert-butylperoxide in the presence of (CF3)2CF-I as a chain transfer agent. The surfactant was obtained by modification of the iodine end-group on the TFP telomer to form an allylic functionality followed by the addition of thioglycolic acid via a thiol-ene reaction. The resulting fluorosurfactant exhibited a lower critical micellar concentration (CMC = 0.87 g·L-1) than that of PFOA (CMC = 3.0 g·L-1). This surfactant was used to prepare fluoropolymer nanoparticles by solvent evaporation from a solution composed of the surfacant and poly[2-(perfluorobutyl)ethyl methacrylate]. The oil-in-water emulsion was initially formed due to the adsorption of the surfactant molecules at the oil/water interface and subsequently converted into a nanoparticle suspension after solvent evaporation. Because of the strong hydrophobic interactions between the fluorinated surfactant tail and fluoropolymer, the obtained nanoparticle suspension was quite stable against water dialysis.
AB - A fluorosurfactant based on 3,3,3-trifluoropropene (TFP) telomer was synthesized as an environmentally friendly alternative to perfluorooctanoic acid (PFOA) using TFP and 2-iodoperfluoropropane ((CF3)2CF-I) as starting materials. TFP telomerization was initiated by addition of di-tert-butylperoxide in the presence of (CF3)2CF-I as a chain transfer agent. The surfactant was obtained by modification of the iodine end-group on the TFP telomer to form an allylic functionality followed by the addition of thioglycolic acid via a thiol-ene reaction. The resulting fluorosurfactant exhibited a lower critical micellar concentration (CMC = 0.87 g·L-1) than that of PFOA (CMC = 3.0 g·L-1). This surfactant was used to prepare fluoropolymer nanoparticles by solvent evaporation from a solution composed of the surfacant and poly[2-(perfluorobutyl)ethyl methacrylate]. The oil-in-water emulsion was initially formed due to the adsorption of the surfactant molecules at the oil/water interface and subsequently converted into a nanoparticle suspension after solvent evaporation. Because of the strong hydrophobic interactions between the fluorinated surfactant tail and fluoropolymer, the obtained nanoparticle suspension was quite stable against water dialysis.
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U2 - 10.1021/acs.langmuir.9b03914
DO - 10.1021/acs.langmuir.9b03914
M3 - Article
AN - SCOPUS:85081040314
SN - 0743-7463
VL - 36
SP - 1754
EP - 1760
JO - Langmuir
JF - Langmuir
IS - 7
ER -