L-proline-based deep eutectic solvents (DESs) for deep catalytic oxidative desulfurization (ODS) of diesel

Lingwan Hao; Meiri Wang; Wenjuan Shan; Changliang Deng; Wanzhong Ren; Zhouzhou Shi; Hongying Lü

doi:10.1016/j.jhazmat.2017.06.050

L-proline-based deep eutectic solvents (DESs) for deep catalytic oxidative desulfurization (ODS) of diesel

J Hazard Mater. 2017 Oct 5:339:216-222. doi: 10.1016/j.jhazmat.2017.06.050. Epub 2017 Jun 21.

Authors

Lingwan Hao¹, Meiri Wang¹, Wenjuan Shan², Changliang Deng¹, Wanzhong Ren¹, Zhouzhou Shi¹, Hongying Lü³

Affiliations

¹ Green chemistry centre, College of Chemistry and Chemical Engineering, Yantai University, Yantai, 264005, China.
² Institute of chemistry for Functionalized Materials, College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, 116029, China.
³ Green chemistry centre, College of Chemistry and Chemical Engineering, Yantai University, Yantai, 264005, China. Electronic address: hylv@ytu.edu.cn.

PMID: 28654786
DOI: 10.1016/j.jhazmat.2017.06.050

Abstract

A series of L-proline-based DESs was prepared through an atom economic reaction between L-proline (L-Pro) and four different kinds of organic acids. The DESs were characterized by Fourier transform infrared spectroscopy (FT-IR), H nuclear magnetic resonance (¹HNMR), cyclic voltammogram (CV) and the Hammett method. The synthesized DESs were used for the oxidative desulfurization and the L-Pro/p-toluenesultonic acid (L-Pro/p-TsOH) system shows the highest catalytic activity that the removal of dibenzothiophene (DBT) reached 99% at 60°C in 2h, which may involve the dual activation of the L-Pro/p-TsOH. The acidity of four different L-proline-based DESs was measured and the results show that it could not simply conclude that the correlation between the acidity of DESs and desulfurization capability was positive or negative. The electrochemical measurements evidences and recycling experiment indicate a good stability performance of L-Pro/p-TsOH in desulfurization. This work will provide a novel and potential method for the deep oxidation desulfurization.

Keywords: DBT; Diesel; L-proline-based DESs; Oxidative desulfurization.