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Issue 1, 2012
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Synthesis and characterization of a biodegradable polymer prepared viaradical copolymerization of 2-(acetoacetoxy)ethyl methacrylate and molecular oxygen

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Abstract

2-(Acetoacetoxy)ethyl methacrylate and oxygen react at 50 °C under high pressure in the presence of a radical initiator to give poly[2-(acetoacetoxy)ethyl methacrylate] peroxide (PAEMAP). Elemental analysis, mass spectral fragmentation analysis, FTIR and NMR spectroscopy have been used to confirm the alternating copolymer structure with peroxy (–O–O–) bonds in the copolymer main chain. Thermal degradation studies of PAEMAP by using differential scanning calorimetry (DSC) reveal that PAEMAP degrades highly exothermically and the heat of degradation, −40.5 kcal mol−1, is of the same order as that reported for other vinyl polyperoxides. The thermal degradation of PAEMAP is also investigated by thermogravimetric analysis (TGA). The mechanism of the primary exothermic degradation has been supported by thermochemical calculations. Biodegradation using horseradish peroxidase enzyme and in vitro biocompatibility to HeLa cells have been studied for PAEMAP. These results indicate that incorporation of –O–O– links in the main chain favours enzymatic degradation of PAEMAP.

Graphical abstract: Synthesis and characterization of a biodegradable polymer prepared viaradical copolymerization of 2-(acetoacetoxy)ethyl methacrylate and molecular oxygen

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Publication details

The article was received on 15 Sep 2011, accepted on 15 Oct 2011 and first published on 26 Oct 2011


Article type: Paper
DOI: 10.1039/C1PY00419K
Citation: Polym. Chem., 2012,3, 182-189
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    Synthesis and characterization of a biodegradable polymer prepared viaradical copolymerization of 2-(acetoacetoxy)ethyl methacrylate and molecular oxygen

    S. Pal, A. Das, S. Maiti and P. De, Polym. Chem., 2012, 3, 182
    DOI: 10.1039/C1PY00419K

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