Synthesis and investigation of methyl and methoxy groups containing polyaniline derivatives in organic medium

For the first time, the oxidative polymerizations of o/m-anisidines and o-toluidine were carried out by ammonium peroxydisulfate in organic medium. According to the results of UV–Vis, ¹H NMR and IR spectral methods the structures of the synthesized poly(o-anisidine) coincide with emeraldine base. Formation of dihydrobenzoxazole units was shown for poly(m-anisidine), which lowers the amount of both quinonediimine and methoxy groups in polymer. Obtained polymers show enhanced solubility in organic solvents. Thermal analysis shows that at 800 °C polyanisidines lost only 48% of their initial weight. Room temperature conductivity measurements show correspondingly 2.5 × 10⁻¹ S/cm and 9 × 10⁻³ S/cm values for poly(o-anisidine) and poly(o-toluidine) when doped with inorganic acids. The ionization potential and electron affinities of obtained polymers were estimated by cyclic voltammograms.