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Journal of Materials Science, Vol.49, No.14, 5227-5236, 2014
Oligo-3-hydroxybutyrate functionalised pyrroles for preparation of biodegradable conductive polymers
We report the synthesis and characterization of a novel polypyrrole material grafted with biodegradable oligo-3-hydroxybutyrate pendants. The polymer was prepared in a two-step process. Firstly, the potassium salt 1-(2-carboxyethyl)pyrrole was reacted with beta-butyrolactone affording N-substituted macromonomer. Secondly, the macromonomer was oxidatively polymerised with FeCl3 Lewis acid. The reaction was carried out in solvents of assorted polarity: dimethylsulphoxide, acetonitrile, dimethylformamide and water. Obtained polymers have been characterised comprehensively using a suite of spectral techniques. The material was found to combine the well-known merits of 3-hydroxybutyrate polymers with the electrical conductivity imparted by polypyrrole units.