Poly(N-hexyl-cyclopenta[c]pyrrole) - A novel 1,3,4-alkyl-substituted polypyrrole soluble in organic solvents and redox conducting

摘要

N-Hexyl-cyclopenta[c]pyrrole was synthesized and electrochemically and chemically polymerized to a novel 1,3,4- alkyl- substituted polypyrrole. The polymer was characterized in solution and as thin solid film by cyclic voltammetry, UV-vis, FTIR and NMR spectroscopy, MALDI mass spectroscopy, GPC analysis, electrochemical quartz crystal microbalance, ESR spectroscopy and in situ conductivity. The polymer, with a defect-free structure and an average degree of polymerization of 13 (electrochemically prepared) and 24 (chemically prepared), is soluble (>1%) in acetone, acetonitrile and chlorinated solvents. Its in situ conductivity as a function of potential and doping charge has the typical features of redox conductivity with a maximum value of ca 1 x 10(-3) S. CM-1.