Hydration of α-pinene catalyzed by oxalic acid/polyethylene glycol deep eutectic solvents

YUAN Bing; ZHANG Dong-qiang; XIE Cong-xia; YU Feng-li; YU Shi-tao

doi:10.1016/S1872-5813(21)60017-8

Volume 49 Issue 3

Mar. 2021

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Article Navigation > Journal of Fuel Chemistry and Technology > 2021 > 49(3): 329-337

YUAN Bing, ZHANG Dong-qiang, XIE Cong-xia, YU Feng-li, YU Shi-tao. Hydration of α-pinene catalyzed by oxalic acid/polyethylene glycol deep eutectic solvents[J]. Journal of Fuel Chemistry and Technology, 2021, 49(3): 329-337. doi: 10.1016/S1872-5813(21)60017-8

Citation:

YUAN Bing, ZHANG Dong-qiang, XIE Cong-xia, YU Feng-li, YU Shi-tao. Hydration of α-pinene catalyzed by oxalic acid/polyethylene glycol deep eutectic solvents[J]. Journal of Fuel Chemistry and Technology, 2021, 49(3): 329-337. doi: 10.1016/S1872-5813(21)60017-8

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Hydration of α-pinene catalyzed by oxalic acid/polyethylene glycol deep eutectic solvents

doi: 10.1016/S1872-5813(21)60017-8

1.
State Key Laboratory Base of Eco-chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
2.
College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China

Funds: The project was supported by the National Natural Science Foundation of China (31870554, 31470595), the Shandong Key R & D Plan (Public Welfare Special Project) (2017GGX40105) and the Taishan Scholars Projects of Shandong (ts201511033)

Received Date: 2020-07-07
Rev Recd Date: 2020-09-13

Available Online: 2021-03-19

Publish Date: 2021-03-19

Abstract

Abstract

A series of carboxylic acid-functionalized deep eutectic solvents (DES) were constructed by a natural organic dicarboxylic acid, oxalic acid (OA), as the hydrogen bond donor and the polyethylene glycol (PEG) with different polymerization degrees as the hydrogen bond acceptors, which are used in the hydration of α-pinene to produce α-terpineol. Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance spectroscopy (¹H NMR), and thermogravimetric analysis (TGA) were used to prove the hydrogen bonding between OA and PEG. It is found that the presence of PEG has a less impact on the acid strength of DES. However, an increase in both molecular weight and dosage of PEG results in a decrease in total acidity and catalytic activity. Among them, OA/0.6PEG200, a DES catalyst prepared by PEG with the smallest molecular weight, exhibits a favorable catalytic performance. Under an optimal reaction condition with 0.03 mol of DES (based on OA), 0.06 mol of α-pinene, 0.3 mol of water, at 75 °C for 8 h, an α-pinene conversion of 81.5% and an α-terpineol selectivity of 51.2% are obtained. The catalyst phase can be separated by refrigerating overnight after reaction and reused directly with relatively stable catalytic performance. Thus, OA/0.6PEG200, as a DES catalyst prepared by a simple and highly atom economical process, will offer a clean catalytic route for the one-step production of α-terpineol.
- α-pinene,
- α-terpineol,
- hydration,
- deep eutectic solvents

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References(29)

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