Electro-oxidation of 1-amino-9,10-anthraquinone and O-phenylenediamine and the Influence of Its Copolymerizaton in the Modified Electrode Properties

Abstract

Poly(1-amino-9,10-anthraquinone-co-o-phenylenediamine) (P1AAQ-co-POPD) was synthesized by electrochemical methods on stainless steel electrodes (SS) using equal monomer concentration in acetonitrile/acidified water mixture as solvent. Electrochemical characterization allows, among others, determining the characteristic redox couple potential of the quinone group, which is one of the advantages of having achieved the copolymerization. FTRaman, ATR and UV-Vis characterization confirms the formation of the copolymer, particularly, by the occurrence of a novel signal ascribed to a new C-N type bond. Besides, the conductivity of the deposits was determined, which enabled the conducting properties of the products to be verified. The topographical and morphological characterization accomplished by atomic force (AFM) and transmission electron (TEM) microscopy showed how the inclusion of o-phenylenediamine (OPD) increases the homogeneity of the copolymer, which in turn enables designing likely applications of the electrode modified with this novel polymeric material.

Tuning the spectral, thermal and fluorescent properties of conjugated polymers via random copolymerization of hole transporting monomers

“…Phenylenediamines are bifunctional monomers that can undergo branching/crosslinking when homopolymerized/ copolymerized with other monomers. 17 Copolymers of o-phenylenediamine with aniline, 18 2,3-xylidine, 19 o-aminophenol, 20 o-anisidine, 21 o-methoxyaniline, 22 o-toluidine, 23 and 1-amino-9,10-anthraquinone 24 are well documented. Poly(carbazole) (PCz) has been rigorously investigated for its optoelectronic properties which are applicable in hole transporting devices.…”

Microwave-assisted green synthesis of some nanoconjugated copolymers: characterisation and fluorescence quenching studies with bovine serum albumin

“…Electrochemical synthesis has been widely reported for copolymerization of o-phenylenediamine with aniline, 22 o-aminophenol, 23 o-anisidine, 24 o-toluidine, 25 m-toluidine 26 and 1-amino 9,10-anthraquinone. 27 Scant work has been reported on the copolymerization of 1-naphthylamine with aniline and its derivatives 28 while no work has been reported on the copolymerization of 1-naphthylamine with o-phenylenediamine and o-anisidine via microwave synthesis.…”

Synthetic Methodologies for Chelating Polymer Ligands: Recent Advances and Future Development

“…For the copolymer of o ‐phenylenediamine and o ‐toluidine, the formation of head‐to‐tail mixed copolymer was shown. Poly( o ‐phenylenediamine‐ co ‐1‐amino‐9,10‐anthraquinone) was prepared on stainless steel electrodes by electrochemical polymerization …”