The electrochemical reduction of di(methoxyp-tert-butyl)calix [4]arenediquinone led to its calix[4]arenedihydroquinone. The presence of both in the solution refers to the generation of calix[4]arenequinhydrone charge-transfer complex at the electrode surface through a donor/acceptor process type. Self-assembled adlayers of calix[4]arenequinhydrone was obtained by partial electrochemical reduction. Electrochemical deposition of the last form was achieved on the platinum disk electrode at -1.16 V versus SCE (saturated calomel electrode) in aprotic solution by cathodic reduction of the starting substrate. The deposit was first characterized by cyclic voltammetry (CV) in electrolytic solution and then in electrolyte support solution and finally in a ferricyannure solution. The self-assembled product was characterized by MALDI-TOF Mass and IR spectroscopy techniques. It was observed too by SEM technique. Calix[4]arenequinhydrone is observed on the electrode surface as hexangular prisms with a length of few micrometers.
The electrochemical copolymerization of aminoterephthalic acid (ATA) and o-aminophenol (OAP) was carried out on platinum electrodes in acidic medium. The obtained material, poly(ATA-co-OAP), can be deposited by cyclic scanning of the potential in a wide potential range and shows significant electroactivity. However, it was observed that a copolymer with less overoxidation defects is obtained at inversion potentials where only OAP monomer (and not ATA monomer) is oxidized. The successful incorporation of unoxidized ATA monomers to the growing copolymer chain was confirmed by in situ FTIR spectroscopy and XPS, which suggested a monomer ratio close to 1:2 (ATA:POAP) within the obtained copolymer material. The redox switching of poly(ATA-co-OAP) in acidic medium involves reversible benzenoidquinoid and phenoxazine-phenoxazone conversions but carboxylic groups do not participate actively on these transformations.
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