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Electrodeposition of 4,4′-di-tert-butylbiphenyl peroxide from the anodic oxidation of p-tert-butylphenol in an alkaline acetonitrile solution

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An Erratum to this article was published on 18 March 2017

Abstract

The electrogeneration of pure 4,4′-di-tert-butylbiphenyl peroxide as an electrodeposit could be achieved on a platinum electrode through the anodic oxidation of p-tert butylphenol in the presence of Lutidine, in addition to several soluble oligomers. The electrochemical and theoretical studies have shown that the favored coupling reaction corresponds to the O–O bond, albeit it is generally being considered unstable. Without the strong base, a mixture of trimer, tetramer and pentamer was deposited. The peroxide product presents a different electroactivity to that of the phenolic compound, with the appearance of a redox process involving cathodic and anodic symmetrical peaks at −0.10/0.15 V versus SCE, which indicates the preference of the polymer to adhere onto the electrode surface. The thermal degradation has also been analyzed. Quantum-chemical calculations reveal the reason for the oxygen–oxygen coupling.

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Acknowledgements

The authors would like to thank the Tunisian Ministry of Higher Education and Research for its financial support as well as the King Saud University for its funding through the Research Group Project No RGP-VPP-243. They would also like to thank the Spanish Ministry of Economy and Competitiveness for its financial support and the STIs for the ERDF funds (MAT2013-42007-P) and the Generalitat Valenciana (PROMETEO2013/ 038).

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Authors and Affiliations

  1. Laboratory of Chemistry of Materials, Faculty of Sciences of Bizerte, University of Carthage, Bizerte, Tunisia

    Maali Abidi, Hechmi Said & Salma Besbes-Hentati

  2. Department of Physical Chemistry, Institute of Materials, University of Alicante, Alacant, Spain

    Maali Abidi & Emilia Morallon

  3. Laboratory of Spectroscopy Atomic and Molecular, University of Tunis-El Manar, Tunis, Tunisia

    Najoua Derbel & Rihab Hkiri

  4. Chemistry Department, College of Science, King Saud University, P.O. Box 2454, Riyadh, 1145, Saudi Arabia

    Hasen Mohamed Sbihi

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  1. Maali Abidi
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Correspondence to Salma Besbes-Hentati.

Additional information

The original version of this article was revised: Figure 5 was updated in the article.

An erratum to this article is available at http://dx.doi.org/10.1007/s10800-017-1059-0.

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Abidi, M., Derbel, N., Hkiri, R. et al. Electrodeposition of 4,4′-di-tert-butylbiphenyl peroxide from the anodic oxidation of p-tert-butylphenol in an alkaline acetonitrile solution. J Appl Electrochem 47, 507–516 (2017). https://doi.org/10.1007/s10800-016-1041-2

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