A Benign Synthesis Route to Terephthalic Acid via Two-Step Electrochemical Oxidation of P-xylene

Author(s)Ding, Haoran
Author(s)Orazov, Marat
Author(s)Oliveira, Nicholas
Author(s)Yan, Yushan
Date Accessioned2024-06-04T15:31:09Z
Date Available2024-06-04T15:31:09Z
Publication Date2024-05-31
DescriptionThis article was originally published in Journal of The Electrochemical Society. The version of record is available at: https://doi.org/10.1149/1945-7111/ad4a0b. © 2024 The Author(s). Published on behalf of The Electrochemical Society by IOP Publishing Limited. This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 License (CC BY, http://creativecommons.org/licenses/by/4.0/), which permits unrestricted reuse of the work in any medium, provided the original work is properly cited. [DOI: 10.1149/1945-7111/ad4a0b]
AbstractTerephthalic acid is conventionally synthesized through the AMOCO process under harsh conditions, making milder electrosynthesis routes desirable. Electrooxidation of p-xylene has been demonstrated but the degree of oxidation is limited, resulting in low terephthalic acid yields. Here, we demonstrate a process with two electrochemical steps enabling the complete oxidation of p-xylene into terephthalic acid. The first electrochemical step achieves C-H activation of p-xylene using electrochemically generated bromine as a mediator, while the second electrochemical step does alcohol oxidation of 1,4-benzenedimethanol into terephthalate on NiOOH. The divided cell in the first step simultaneously generates acid and base that are utilized subsequently, negating the need of external acid and base addition and thus offering a cost competitive synthesis route. The competing bromide oxidation in the second step is suppressed by using constant voltage electrolysis at 0.50 V, where an optimal yield of terephthalic acid of 81% is achieved.
SponsorWe acknowledge and thank the University of Delaware, Department of Chemical and Biomolecular Engineering for providing startup funding for the research group of Prof. Marat Orazov.
CitationDing, Haoran, Marat Orazov, Nicholas Oliveira, and Yushan Yan. “A Benign Synthesis Route to Terephthalic Acid via Two-Step Electrochemical Oxidation of P-Xylene.” Journal of The Electrochemical Society 171, no. 5 (May 1, 2024): 053510. https://doi.org/10.1149/1945-7111/ad4a0b.
ISSN1945-7111
URLhttps://udspace.udel.edu/handle/19716/34444
Languageen_US
PublisherJournal of The Electrochemical Society
dc.rightsAttribution 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
TitleA Benign Synthesis Route to Terephthalic Acid via Two-Step Electrochemical Oxidation of P-xylene
TypeArticle
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