On the nature of the electrode surface modification by cathodic reduction of tetraarylporphyrin diazonium salts in aqueous media

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• 作者：Matthieu Picot ; Irè ; ne Nicolas ; Cyril Poriel ; ^{cyril.poriel@univ-rennes1.fr} ; Joë ; lle Rault-Berthelot ; ^{joelle.rault-berthelot@univ-rennes1.fr} ; Fré ; dé ; ric Barriè ; re ; ^{frederic.barriere@univ-rennes1.fr}
• 关键词：Tetraarylporphyrins ; Aryl diazonium salts reduction ; Electrografting ; Conducting polymers
• 刊名：Electrochemistry Communications
• 出版年：2012
• 期刊代码：29_13882481
• 类别：ch
• 出版时间：July, 2012
• 卷：20
• 期：Complete
• 页码：167-170
• 文件大小：914 K

摘要

Different substrates have been modified through electroreduction of tetraarylporphyrin diazonium salts, H₂TPP-N₂⁺ or H₂TPP-(N₂⁺)₄, generated in situ in acidic aqueous media from monoamino-TPP (H₂TPP-NH₂) or tetraamino-TPP (H₂TPP-(NH₂)₄) in low concentration (5.10^鈭?#xA0;4 M). The modification of the electrodes with H₂TPP-(NH₂)₄ leads to a purple deposit (PolyH₂TPP-1) strongly linked to the electrode surface whereas those obtained from H₂TPP-NH₂ were not covalently linked to the electrode surface, soluble in organic solvents and identified as tetraphenylporphyrin (H₂TPP). The deposits have been characterized by electrochemistry, atomic force microscopy (AFM) and UV-Visible absorption spectroscopy. Cyclic voltammetry of PolyH₂TPP-1 revealed an electroactivity akin to that of polytetraarylporphyrin obtained by anodic electropolymerization of H₂TPP (~ 2.10^鈭?#xA0;3 M) in strictly anhydrous electrolytic medium (PolyH₂TPP-2). In light of their UV-vis spectra, the two related polymers present different intermolecular interactions and macromolecular organization.