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Article | Open Access

Visible light-driven selective oxidative transformation of vicinal diols using ZnS-based photocatalyst in the presence of molecular oxygen

Ruichen LiuMiao WangJiaxin ZhengXinli Tong( )
Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, China
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HIGHLIGHTS

• An aerobic oxidative cleavage process of vicinal diols is achieved.

• The ZnS/CN heterojunction was used as the photocatalyst.

• 94.9%–97.0% yields of corresponding aromatic aldehydes were obtained.

• A possible reaction mechanism for oxidation of vicinal diol is proposed.

Abstract

The heterogeneous photocatalysis for the oxidative cleavage of C–C bond is significant to the transformation of biomass feedstock. In this work, a heterojunction photocatalyst based on the conductor ZnS and C3N4 (CN) material is prepared and employed in the aerobic oxidative cleavage reaction of vicinal diol under visible light irradiation. As a result, it is found that 3ZnS/CN catalyst obtained by a mechanical grinding method shows a high photocatalytic activity. In the photocatalytic oxidative cleavage process of 1-phenyl-1,2-glycol, more than 98.7% conversion of substrate with a 96.2% selectivity of benzaldehyde was attained using O2 as oxidant. In addition, the photocatalyst recycling experiments exhibited that the 3ZnS/CN catalyst still kept a good activity and stability even after being recycled for 5 times. Finally, the active reaction intermediates were investigated by the control experiments and the relative electron paramagnetic resonance (EPR) detection. According to the obtained results and photocatalytic principle, the mechanism for the selective oxidative transformatioin of 1-phenyl-1,2-glycol has been proposed. It gives a promising approach for the catalytic utilization of biomass-based lignin and cellulose.

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References

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Green Chemical Engineering
Pages 209-218

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Cite this article:
Liu R, Wang M, Zheng J, et al. Visible light-driven selective oxidative transformation of vicinal diols using ZnS-based photocatalyst in the presence of molecular oxygen. Green Chemical Engineering, 2026, 7(2): 209-218. https://doi.org/10.1016/j.gce.2024.11.002

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Received: 08 August 2024
Revised: 28 October 2024
Accepted: 04 November 2024
Published: 06 November 2024
© 2024 Institute of Process Engineering, Chinese Academy of Sciences.

This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).