Redox-active and electrochromic polymers from triarylamine end-capped, 2,7-bis(diphenylamino)naphthalene-cored dicarboxamides

Two N-phenylcarbazole and triphenylamine end-capped, 2,7-bis(diphenylamino)naphthalene-cored dicarboxamides were prepared by the condensation reactions from N,N′-bis(4-aminophenyl)-N,N′-bis(4-methoxyphenyl)-2,7-naphthalenediamine with two equivalent amount of N-(4-carboxyphenyl)carbazole and 4-carboxytriphenylamine, respectively. These two dicarboxamides can be electropolymerized into electroactive films on the electrode surface in an electrolyte solution via the oxidative coupling reactions between the terminal arylamino groups. The electro-generated polymer films exhibited reversible electrochemical oxidation processes and strong color changes upon electro-oxidation, which can be switched by potential modulation. The electrochromic films did not delaminate from the electrode surface upon cycling electrochemically between their neutral and oxidized states.