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Issue 12, 2017
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Poly(fluoroacrylate)s with tunable surface hydrophobicity via radical copolymerization of 2,2,2-trifluoroethyl α-fluoroacrylate and 2-(trifluoromethyl)acrylic acid

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Abstract

The synthesis of poly(fluoroacrylate)s with tunable wettability and improved adhesion for potential application as functional coatings was achieved via radical copolymerization of 2,2,2-trifluoroethyl α-fluoroacrylate (FATRIFE) with 2-(trifluoromethyl)acrylic acid (MAF), an adhesion-promoting monomer. These copolymerizations, initiated by tert-butyl peroxypivalate at varying comonomer feed ([FATRIFE]0/[MAF]0) ratios led to a series of poly(FATRIFE-co-MAF) copolymers with different molar compositions in fair to good conversions (32–87%) depending on the MAF feed content. The microstructures of the synthesized poly(FATRIFE-co-MAF) copolymers were determined by 19F NMR spectroscopy. Even at MAF feed contents higher than 50%, MAF incorporation into the copolymers was lower than 50%, since MAF does not undergo any homopolymerization under radical polymerization conditions. The reactivity ratios of the (FATRIFE; MAF) monomer pair were also determined (rFATRIFE = 1.65 ± 0.07 and rMAF = 0 at 56 °C) evidencing the formation of statistical copolymers. Initiation involving a highly branched perfluorinated radical that released a ˙CF3 radical enabled the demonstration of the regioselective attack of the latter radical onto the CH2 of FATRIFE. The resulting poly(FATRIFE-co-MAF) copolymers exhibited various glass transition temperatures (Tgs) depending on their compositions. Tg values increased with increasing MAF contents in the copolymer. In addition, their thermal stability (the temperature for 10% weight loss in air, Td10%) increased with increasing FATRIFE content in the copolymer and reached 348 °C (for that containing 93 mol% FATRIFE). Finally, a high copolymer MAF content led to both a good adhesion onto metal substrates and to improved hydrophilicity, as revealed by the decrease of the water contact angle from 107° (for a reference PFATRIFE homopolymer) to 81° (for a copolymer containing 42 mol% MAF).

Graphical abstract: Poly(fluoroacrylate)s with tunable surface hydrophobicity via radical copolymerization of 2,2,2-trifluoroethyl α-fluoroacrylate and 2-(trifluoromethyl)acrylic acid

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Publication details

The article was received on 05 Feb 2017, accepted on 07 Mar 2017 and first published on 07 Mar 2017


Article type: Paper
DOI: 10.1039/C7PY00209B
Citation: Polym. Chem., 2017,8, 1978-1988
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    Poly(fluoroacrylate)s with tunable surface hydrophobicity via radical copolymerization of 2,2,2-trifluoroethyl α-fluoroacrylate and 2-(trifluoromethyl)acrylic acid

    S. Banerjee, B. V. Tawade, V. Ladmiral, L. X. Dupuy, M. P. MacDonald and B. Améduri, Polym. Chem., 2017, 8, 1978
    DOI: 10.1039/C7PY00209B

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