Probing the redox process of <em>p</em>-benzoquinone in dimethyl sulphoxide by using fluorescence spectroelectrochemistry

doi:10.1007/s11783-017-0905-y

Front. Environ. Sci. Eng.

2017, Vol. 11

Issue (1) : 14 https://doi.org/10.1007/s11783-017-0905-y

RESEARCH ARTICLE

Probing the redox process of p-benzoquinone in dimethyl sulphoxide by using fluorescence spectroelectrochemistry

Rui Lu^1,²,Wei Chen²,Wen-Wei Li²,Guo-Ping Sheng²,Lian-Jun Wang¹,Han-Qing Yu²(

)

¹. Jiangsu Key Laboratory of Chemical Pollution Control and Resources Reuse, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, China
². CAS Key Laboratory of Urban Pollutant Conversion, Department of Chemistry, University of Science and Technology of China, Hefei 230026, China

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Abstract

Fluorescece spectroelectrochemistry is used to probe redox process of benzoquinone.

The benzoquinone reduction state has a lower fluorescence quantum efficiency.

CVF and DCVF can reveal more information about benzoquinone redox reactions.

This method can analyze compounds with fluorescence and electrochemical activities.

Quinones are common organic compounds frequently used as model dissolved organic matters in water, and their redox properties are usually characterized by either electrochemical or spectroscopic methods separately. In this work, electrochemical methodology was combined with two fluorescence spectroelectrochemical techniques, cyclic volta- fluorescence spectrometry (CVF) and derivative cyclic volta- fluorescence spectrometry (DCVF), to determine the electrochemical properties of p-benzoquinone in dimethyl sulfoxide, an aprotic solution. The CVF results show that the electrochemical reduction of p-benzoquinone resulted in the formation of radical anion and dianion, which exhibited a lower fluorescence intensity and red-shift of the emission spectra compared to that of p-benzoquinone. The fluorescence intensity was found to vary along with the electrochemical oxidation and reduction of p-benzoquinone. The CVF and DCVF results were in good consistence. Thus, the combined method offers a powerful tool to investigate the electrochemical process of p-benzoquinone and other natural organic compounds.

Keywords p-Benzoquinone Electrochemistry Fluorescence Spectroelectrochemistry Derivative cyclic volta fluorescence

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Corresponding Author(s): Han-Qing Yu

Issue Date: 08 February 2017

Cite this article:

Rui Lu,Wei Chen,Wen-Wei Li, et al. Probing the redox process of p-benzoquinone in dimethyl sulphoxide by using fluorescence spectroelectrochemistry[J]. Front. Environ. Sci. Eng., 2017, 11(1): 14.

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https://academic.hep.com.cn/fese/EN/10.1007/s11783-017-0905-y
https://academic.hep.com.cn/fese/EN/Y2017/V11/I1/14

Fig.1 Schematic fluorescence spectroelectrochemical cell (a) 2-dimensional top view, with 1) fluorescence excitation inlet, 2) fluorescence emission outlet, 3) reference electrode, 4) working electrode, and 5) counter electrode. (b) 3-dimensional view

Fig.2 (a) In situ fluorescence spectra of 5.0 × 10^-⁶ mol·L^-¹o-tolidine in 1.0 mol·L^-¹ HClO₄/0.50 mol·L^-¹ acetic acid on a gold disk electrode at different potentials: 0.40, 0.55, 0.58, 0.60, 0.61, 0.62, 0.63, 0.64, 0.65, and 0.70 V. (b) Nernst plot of applied potential versus log(C_O/C_R) of o-tolidine

Fig.3 CV of 2.0 × 10^-³ mol·L^-¹ benzoquinone obtained at Pt electrodes in DMSO solution including 5.0 × 10^-³ mol·L^-¹ NaClO₄. Scan rate, 5 mV·s^-¹; scan range, -0.20 to -2.00 V

Fig.4 Scheme 1&chsp;p-benzoquinone redox reactions in aprotic solvent

Fig.5 Fluorescence emission spectra of benzoquinone under excitation of 361 nm and constant at potential for 300 s

Fig.6 Decay of 2.0 × 10^-⁴ mol·L^-¹ benzoquinone fluorescence intensity as number of CV scan increased. Scan rate, 5 mV·s^-¹; scan range, -0.200 to -2.000 V

Fig.7 Multicycle thin-layer (a) CV (blue line), (b) DCVF (red line), and (c) CVF (black line) of 2.0 × 10^-⁴ mol·L^-¹ benzoquinone with 5.0 × 10^-³ mol·L^-¹ NaClO₄ in DMSO. Scan rate: 5 mV·s^-¹, scan range: 0.4 to -2.0 V, cycling number: 3, Ex/Em: 361/410 nm

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