Effect of chemical functionalization on the electrochemical properties of conducting polymers. Modification of polyaniline by diazonium ion coupling and subsequent reductive degradation

作者: Diego F. Acevedo , Claudia R. Rivarola , Maria C. Miras , Cesar A. Barbero

DOI: 10.1016/J.ELECTACTA.2011.01.041

关键词: DiazoSurface modificationConductive polymerDiazonium CompoundsPolymer chemistryAnthraquinoneNucleophilic substitutionChemistryPolyanilineAryl

摘要: The electrochemical properties of polyaniline (PANI) can be altered by coupling the polymer with aryldiazonium ions. ions are synthesized diazotization aromatic primary amines (1-aminoanthraquinone, sulphadiazine and 4-cyanoaniline) bearing functional groups which then linked to backbone. All materials produced electroactive, suggesting that reaction involves diazonium ion rings not nucleophilic substitution aminic nitrogen PANI on aryl cations. modified polymers different those PANI, likely due electronic steric effects attached groups. Reductive degradation azo linkages, using dithionite ion, removes moieties leaving amino In way, effect is eliminated. FTIR spectroscopy measurement supports proposed mechanism. Using method a containing redox (anthraquinone) groups, could used for charge storage, obtained. Additionally material moieties, released in vivo bacterial activity, also produced. molecule well-known sulfa drug bacteriostatic activity. sequence seems general application modify polyanilines, attaching produce backbone Evidence presented kinetic control group removal.

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