Synthesis and characterization of perfluorinated acrylate-methyl methacrylate copolymers

A novel perfluorinated acrylic monomer 3,5‐bis(perfluorobenzyloxy)benzyl acrylate (FM) with perfluorinated aromatic units was synthesized with 3,5‐bis(perfluorobenzyl)oxybenzyl alcohol, acryloyl chloride, and triethylamine. Copolymers of FM monomer with methyl methacrylate (MMA) were prepared via fr...

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Bibliographic Details
Published in:Journal of applied polymer science 2013-05, Vol.128 (3), p.1450-1461
Main Authors: Çanak, Tuba Çakır, Hamuryudan, Esin, Serhatlı, İ. Ersin
Format: Article
Language:English
Subjects:
Applied sciences
Chlorides
Copolymerization
Copolymers
Differential scanning calorimetry
Exact sciences and technology
fluoropolymers
Materials science
Monomers
Organic polymers
Physicochemistry of polymers
Polymerization
Polymers
Polymethyl methacrylates
Preparation, kinetics, thermodynamics, mechanism and catalysts
Reproduction
Spin coating
synthesis and processing
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Summary:A novel perfluorinated acrylic monomer 3,5‐bis(perfluorobenzyloxy)benzyl acrylate (FM) with perfluorinated aromatic units was synthesized with 3,5‐bis(perfluorobenzyl)oxybenzyl alcohol, acryloyl chloride, and triethylamine. Copolymers of FM monomer with methyl methacrylate (MMA) were prepared via free‐radical polymerization at 80°C in toluene with 2,2′‐azobisisobutyronitrile as the initiator. The obtained copolymers were characterized by 1H‐NMR and gel permeation chromatography. The monomer reactivity ratios for the monomer pair were calculated with the extended Kelen–Tüdos method. The reactivity ratios were found to be r1 = 0.38 for FM, r2 = 1.11 for MMA, and r1r2 < 1 for the pair FM–MMA. This shows that the system proceeded as random copolymerization. The thermal behavior of the copolymers was investigated by thermogravimetric analysis and differential scanning calorimetry (DSC). The copolymers had only one glass‐transition temperature, which changed from 46 to 78°C depending on the copolymer composition. Melting endotherms were not observed in the DSC traces; this indicated that all of the copolymers were completely amorphous. Copolymer films were prepared by spin coating, and contact angle measurements of water and ethylene glycol on the films indicated a high degree of hydrophobicity. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
ISSN:0021-8995
1097-4628
DOI:10.1002/app.38128