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Synthesis and swelling behavior of pH-responsive polyurethane/poly[2-(diethylamino)ethyl methacrylate] hybrid materials

Authors

  • Francisco M. Pardini,

    1. Área Materiales Poliméricos, Centro de Investigación y Desarrollo en Tecnología de Pinturas (Comisión de Investigaciones Científicas de la Provincia de Buenos Aires/Centro Científico Tecnológico La Plata, Consejo Nacional de Investigaciones Científicas y Técnicas), La Plata, Argentina
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  • Javier I. Amalvy

    Corresponding author
    1. Área Materiales Poliméricos, Centro de Investigación y Desarrollo en Tecnología de Pinturas (Comisión de Investigaciones Científicas de la Provincia de Buenos Aires/Centro Científico Tecnológico La Plata, Consejo Nacional de Investigaciones Científicas y Técnicas), La Plata, Argentina
    2. Grupo (Nano)Materiales Poliméricos, Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas (Centro Científico Tecnológico La Plata, Consejo Nacional de Investigaciones Científicas y Técnicas/Universidad Nacional de La Plata), La Plata, Argentina
    3. Cátedra de Materiales Poliméricos, Facultad de Ingeniería, Universidad Nacional de La Plata, La Plata, Argentina
    4. Centro de Investigación y Desarrollo en Ciencia y Tecnología de Materiales, Facultad Regional La Plata, Universidad Tecnológica Nacional, La Plata, Argentina
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ABSTRACT

Polyurethane (PU)/poly[2-(diethylamino)ethyl methacrylate] hybrids, having a chemical bond between the PU and acrylic moieties and with different compositions, were prepared by the dispersion polymerization of 2-(diethylamino)ethyl methacrylate (DEA) in the presence of preformed PU chains with polymerizable terminal vinyl groups. The PU dispersion was synthesized according to a prepolymer mixing process by the polyaddition of isophorone diisocyanate, poly(propylene glycol), 2-hydroxyethyl methacrylate, and dimethylol propionic acid (DMPA). Then, it was dispersed in water by the prior neutralization of the carboxylic acid groups of DMPA with triethylamine, chain-extended with ethylenediamine. The effect of the DEA content on the swelling properties (water uptake and dynamic swelling degree) at different pHs and at 37°C was determined. The samples were also characterized by Fourier transform infrared spectroscopy and modulated differential scanning calorimetry. The experimental results indicate a higher water uptake when the DEA content was increased on the hybrid materials and a significant change in the kinetics of swelling at pH 4 compared to those at pH 7. The water content of the hydrogels depended on the DEA content, and it was inversely proportional to the pH value. The pure PU film did not show important changes over the pH range examined in this study. The synthesized hybrids were useful as drug-delivery, pH-sensitive matrices. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39799.

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