Polymerization of N‐methylpyrrole with bis‐triazolinediones via electrophilic aromatic substitution

Abstract

AbstractThe reaction of N‐methylpyrrole with 4‐substituted‐1,2,4‐triazoline‐3,5‐diones (4R‐TDs), i.e., MeTD (4‐methylsubstituted) and PhTD (4‐phenyl substituted), at room temperature without use of any catalyst was investigated. The reaction is instantaneous and leads to the formation of a 2:1 adduct in high yield, with substitution occurring at the 2 and 5 positions of the pyrrole moiety via electrophilic aromatic substitution. These compounds were fully characterized by IR,13C‐NMR,1H‐NMR, and elemental analysis, and were used as model compounds for the polymerization reaction. The reaction of bis‐triazolinediones with N‐methylpyrrole was carried out in dimethylformamide at room temperature. The reactions are fast and give novel polymer structures. Some structural characterization and physical properties of these new polymers are reported.