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Quaternary Ammonium Ionic Liquids as Bi-functional Catalysts for One-step Synthesis of Dimethyl Carbonate from Ethylene Oxide, Carbon Dioxide and Methanol

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Abstract

One kind of novel ionic liquids (ILs) with a tertiary amino moiety and a quaternary ammonium group were synthesized and identified by FT-IR, 1H and 13C NMR. The elemental chemical state and basicity of ILs were determined by XPS and Hammett indicator method, respectively. Then the catalytic performance of these bi-functional catalysts was investigated in one-step synthesis of dimethyl carbonate (DMC) from ethylene oxide (EO), carbon dioxide and methanol. The best catalytic performance with 99% EO conversion and a maximum of 74% DMC selectivity was obtained using [N111,6N11]I as catalyst under optimized reaction conditions. And the catalyst could be reused for several times. Normally, stronger basicity could be obtained by altering the anions with different nucleophilicity in ILs and a better catalytic activity could be achieved correspondingly. A mechanism that both the ring opening of epoxide through nucleophilic attacks and the transesterification play an important role in the reaction was proposed based on experimental results.

Graphical Abstract

One kind of novel quaternary ammonium ionic liquids has been developed and for the first time used as bi-functional catalysts in the one-step synthesis of dimethyl carbonate (DMC) from ethylene oxide, CO2 and methanol. Normally, stronger basicity could be obtained by altering anions with different nucleophilicity in ILs and a better catalytic activity could be achieved correspondingly.

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Acknowledgment

This work was financially supported by the National Natural Science Foundation of China (20533080).

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Authors and Affiliations

  1. Centre for Green Chemistry and Catalysis, Lanzhou Institute of Chemical Physics, Chinese Academy of Science, Lanzhou, 730000, China

    Jian Li, Liguo Wang, Feng Shi, Shimin Liu, Yude He, Liujin Lu, Xiangyuan Ma & Youquan Deng

  2. Graduate University of the Chinese Academy of Sciences, Beijing, 100039, China

    Jian Li, Liguo Wang & Shimin Liu

Authors
  1. Jian Li
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  2. Liguo Wang
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  3. Feng Shi
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  4. Shimin Liu
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  5. Yude He
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  6. Liujin Lu
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  7. Xiangyuan Ma
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  8. Youquan Deng
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Correspondence to Youquan Deng.

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Li, J., Wang, L., Shi, F. et al. Quaternary Ammonium Ionic Liquids as Bi-functional Catalysts for One-step Synthesis of Dimethyl Carbonate from Ethylene Oxide, Carbon Dioxide and Methanol. Catal Lett 141, 339–346 (2011). https://doi.org/10.1007/s10562-010-0498-6

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  • DOI: https://doi.org/10.1007/s10562-010-0498-6

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