Synthesis and electrochemical properties of new redox-active polyimides with (1-piperidinyl)triphenylamine moieties

A series of new electroactive aromatic polyimides with (1-piperidinyl)triphenylamine moieties were prepared from 4,4′-diamino-4″-(1-piperidinyl)triphenylamine and aromatic tetracarboxylic dianhydrides via the conventional two-step polycondensation technique. Flexible and strong polyimide films could be obtained via the thermal curing of their precursor poly(amic acid) films. The polyimides showed high glass transition temperatures between 288°C and 318°C, and they did not show significant decomposition before 500°C in air or nitrogen atmosphere. Cyclic voltammograms of the polyimide films on the indium-tin oxide-coated glass substrate exhibited a pair of reversible oxidation waves with low onset oxidation potentials of 0.45-0.49 V (vs. silver/silver chloride) in acetonitrile solution. Upon oxidation, the color of the polyimide films changes from pale yellow to yellowish green and finally to blue.