Solvent effect on the anodic oxidation of tannic acids: EPR/UV–Vis spectroelectrochemical and DFT theoretical study

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• 作者：Vladimír Luke? ; Denisa Darvasiová…
• 关键词：Tannic acids ; Anodic oxidation ; Cyclic voltammetry ; EPR spectroscopy ; UV–Vis spectroscopy ; Spectroelectrochemistry ; DFT calculations
• 刊名：Journal of Solid State Electrochemistry
• 出版年：2015
• 出版时间：September 2015
• 年：2015
• 卷：19
• 期：9
• 页码：2533-2544
• 全文大小：1,024 KB
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• 作者单位：Vladimír Luke? (1)
  Denisa Darvasiová (1)
  Katarína Furdíková (2)
  Ivana Hubertová (1)
  Peter Rapta (1)
  
  1. Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37, Bratislava, Slovak Republic
  2. Institute of Biotechnology and Food Science, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37, Bratislava, Slovak Republic
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Physical Chemistry
  Analytical Chemistry
  Industrial Chemistry and Chemical Engineering
  Characterization and Evaluation Materials
  Condensed Matter
  Electronic and Computer Engineering
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：1433-0768

文摘

Cyclic voltammetry of tannic acid mixture (TAM) in water, dimethylsulfoxide (DMSO), and acetonitrile (ACN) indicates the highest oxidation potential for TAM in ACN, followed by the slightly lowered potential in DMSO and a strongly shifted oxidation potential in water solutions, confirming its pH-dependent redox behavior. In situ EPR and UV–Vis spectroelectrochemical experiments were performed to follow the oxidation reactions of TAM in protic and aprotic media. The formation of an unstable semiquinone anion radical formed upon anodic oxidation of TAM was proved by in situ EPR spectroelectrochemistry both in DMSO and water solutions. The quantum chemical calculations of the model pyrogallol derivatives and tannic acid molecules with four and ten galloyl moieties estimated the role of the spatial hydrogen bonds on the proton affinities and suggested the possible interpretation of experimentally detected redox and spectroelectrochemical behaviors. Keywords Tannic acids Anodic oxidation Cyclic voltammetry EPR spectroscopy UV–Vis spectroscopy Spectroelectrochemistry DFT calculations