N,N,N-Triethyl-4-(1H-pyrrol-1-yl)butan-1-aminium Perchlorate

Abstract

Polypyrroles attract significant attention as the promising class of conductive polymers for the organic electronics, electrochemical energy-storage, photovoltaics, sensing and light-emitting devices due to their electrochemical and electrical properties. The attachment of the charged fragments to the pyrrole monomeric unit opens the route to a water-soluble polypyrrole for improved solution processability. Here we report a scalable multigram synthesis of the N-substituted cationic pyrrole, N,N,N-triethyl-4-(1H-pyrrol-1-yl)butan-1-aminium perchlorate, which can be used for the preparation of the water-soluble cationic polypyrrole, in two steps with 81% overall yield. The resulting product was characterized by the 1H and 13C, nuclear magnetic resonance (NMR), ESI-high-resolution mass spectrometry (ESI-HRMS) and Fourier-transform infrared spectroscopy (FTIR).