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Hydrolysis of cyclohexyl acetate to cyclohexanol with high selectivity over SO3H-functionalized ionic liquids

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Abstract

The catalytic performance of acidic ionic liquids (ILs) was evaluated for the hydrolysis of cyclohexyl acetate to cyclohexanol. Cyclohexyl acetate conversion increased with increasing acid strength of the ILs, but the five SO3H-functionalized ILs with different acidity had similarly high activity. All of the ILs exhibited high selectivity to cyclohexanol. This can be attributed to the high polarity of the ILs, which inhibits the formation of the transition state for the side reaction, pyrolysis of cyclohexyl acetate to cyclohexene, and then increases cyclohexanol selectivity. Under optimized conditions, cyclohexyl acetate conversion was 80.2 with 96.6 % cyclohexanol selectivity over [HSO3bmim]HSO4 (bmim = butyl-3-methyl-imidazolium). Moreover, [HSO3bmim]HSO4 also showed high reusability.

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Acknowledgments

This work was financially supported by National Natural Science Foundation of China (21236001, 21176056), Programme for 100 Excellent Talents in University of Hebei Province (II) (BR2-208) and Natural Science Foundation of Hebei Province (B2015202228).

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Authors and Affiliations

  1. Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, School of Chemical Engineering and Technology, Hebei University of Technology, 8 Guangrongdao Street, Tianjin, 300130, China

    Fang Yang, Wei Xue, Dongsheng Zhang, Fang Li & Yanji Wang

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  1. Fang Yang
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  2. Wei Xue
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  3. Dongsheng Zhang
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  4. Fang Li
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  5. Yanji Wang
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Correspondence to Fang Li.

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Yang, F., Xue, W., Zhang, D. et al. Hydrolysis of cyclohexyl acetate to cyclohexanol with high selectivity over SO3H-functionalized ionic liquids. Reac Kinet Mech Cat 117, 329–339 (2016). https://doi.org/10.1007/s11144-015-0909-1

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  • DOI: https://doi.org/10.1007/s11144-015-0909-1

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