Preparation of polyaminopyridines using a CuI/L-proline-catalyzed C-N polycoupling reaction

Abstract

Polyaminopyridines (PAPy) were chemically prepared from amino-bromopyridines by a CuI/L-proline-catalyzed C-N polycondensation reaction. The formation of the polymer was confirmed by GPC, XRD, XRF, FTIR, UV-vis (λmax = 400 nm), 1H and 13C NMR. The number-average molecular weights (Mn) were estimated by end-group analysis using X-ray fluorescence (up to 6000 Da). TGA analysis of PAPy with higher Mn showed greater thermal stability up to 170 °C. Viscosity measurements of polymer in formic acid at 30 °C indicated a polyelectrolyte nature of PAPy solutions. Furthermore, the amorphicity of the material was observed by X-ray diffraction analysis. © 2012 by the authors.