The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation

This article presents a study on the effect of the hydroxyl group position on the electro-oxidation of butanediols, including 1,2-butanediol, 2,3-butanediol, 1,3-butanediol, and 1,4-butanediol. The effect of the hydroxyl group position in butanediols on their electro-oxidation reactivities is invest...

Full description

Saved in:
Bibliographic Details
Main Authors: Sun, Shengnan, Dai, Chencheng, Sun, Libo, Seh, Zhi Wei, Sun, Yuanmiao, Fisher, Adrian, Wang, Xin, Xu, Jason Zhichuan
Other Authors: School of Materials Science and Engineering
Format: Article
Language:English
Published: 2023
Subjects:
Online Access:https://hdl.handle.net/10356/168545
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-168545
record_format dspace
spelling sg-ntu-dr.10356-1685452023-06-06T15:37:50Z The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation Sun, Shengnan Dai, Chencheng Sun, Libo Seh, Zhi Wei Sun, Yuanmiao Fisher, Adrian Wang, Xin Xu, Jason Zhichuan School of Materials Science and Engineering School of Chemical and Biomedical Engineering Interdisciplinary Graduate School (IGS) Institute of Materials Research and Engineering, A*STAR Centre of Advanced Catalysis Science and Technology Energy Research Institute @ NTU (ERI@N) Engineering::Materials Anodic Potentials Butanediol This article presents a study on the effect of the hydroxyl group position on the electro-oxidation of butanediols, including 1,2-butanediol, 2,3-butanediol, 1,3-butanediol, and 1,4-butanediol. The effect of the hydroxyl group position in butanediols on their electro-oxidation reactivities is investigated by cyclic voltammetry, linear sweep voltammetry, chronopotentiometry and chronoamperometry in 1.0 M KOH. The results show that the closer the two hydroxyl groups are, the higher the reactivity, and the lower the anodic potential butanediol has. Moreover, the oxidation products from chronoamperometry are analyzed by means of HPLC and NMR. Some value-added products, such as 3-hydroxypropionic acid/3-hydroxypropionate, are produced. The DFT calculation indicates that the oxidation of vicinal diols responds to the conversion from a hydroxyl group to a carboxylate group, followed by C-C bond cleavage, where the carbon charge decreases. These results provide an insight into reactant selection for the electrochemical synthesis of value-added chemicals. Agency for Science, Technology and Research (A*STAR) Ministry of Education (MOE) Nanyang Technological University National Research Foundation (NRF) Published version This work was supported by the Singapore Ministry of Education Tier 2 Grants (MOE-T2EP10220-0001), the Singapore National Research Foundation under its Campus for Research Excellence and Technological Enterprise (CREATE) programme and NRF Fellowship (NRF-NRFF2017-04), the Centre of Advanced Catalysis Science and Technology, Nanyang Technological University, and the Agency for Science, Technology and Research (Central Research Fund Award). 2023-06-05T05:37:31Z 2023-06-05T05:37:31Z 2022 Journal Article Sun, S., Dai, C., Sun, L., Seh, Z. W., Sun, Y., Fisher, A., Wang, X. & Xu, J. Z. (2022). The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation. Dalton Transactions, 51(38), 14491-14497. https://dx.doi.org/10.1039/d2dt02450k 1477-9226 https://hdl.handle.net/10356/168545 10.1039/d2dt02450k 36106440 2-s2.0-85139428991 38 51 14491 14497 en MOE-T2EP10220-0001 NRF-NRFF2017-04 Dalton Transactions © 2022 The Royal Society of Chemistry. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Engineering::Materials
Anodic Potentials
Butanediol
spellingShingle Engineering::Materials
Anodic Potentials
Butanediol
Sun, Shengnan
Dai, Chencheng
Sun, Libo
Seh, Zhi Wei
Sun, Yuanmiao
Fisher, Adrian
Wang, Xin
Xu, Jason Zhichuan
The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
description This article presents a study on the effect of the hydroxyl group position on the electro-oxidation of butanediols, including 1,2-butanediol, 2,3-butanediol, 1,3-butanediol, and 1,4-butanediol. The effect of the hydroxyl group position in butanediols on their electro-oxidation reactivities is investigated by cyclic voltammetry, linear sweep voltammetry, chronopotentiometry and chronoamperometry in 1.0 M KOH. The results show that the closer the two hydroxyl groups are, the higher the reactivity, and the lower the anodic potential butanediol has. Moreover, the oxidation products from chronoamperometry are analyzed by means of HPLC and NMR. Some value-added products, such as 3-hydroxypropionic acid/3-hydroxypropionate, are produced. The DFT calculation indicates that the oxidation of vicinal diols responds to the conversion from a hydroxyl group to a carboxylate group, followed by C-C bond cleavage, where the carbon charge decreases. These results provide an insight into reactant selection for the electrochemical synthesis of value-added chemicals.
author2 School of Materials Science and Engineering
author_facet School of Materials Science and Engineering
Sun, Shengnan
Dai, Chencheng
Sun, Libo
Seh, Zhi Wei
Sun, Yuanmiao
Fisher, Adrian
Wang, Xin
Xu, Jason Zhichuan
format Article
author Sun, Shengnan
Dai, Chencheng
Sun, Libo
Seh, Zhi Wei
Sun, Yuanmiao
Fisher, Adrian
Wang, Xin
Xu, Jason Zhichuan
author_sort Sun, Shengnan
title The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
title_short The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
title_full The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
title_fullStr The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
title_full_unstemmed The effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
title_sort effect of the hydroxyl group position on the electrochemical reactivity and product selectivity of butanediol electro-oxidation
publishDate 2023
url https://hdl.handle.net/10356/168545
_version_ 1772825551615033344