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Synthesis of Styrene Carbonate from Carbon Dioxide and Styrene Oxide with Various Zinc Halide-Based Ionic Liquids

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Abstract

Various zinc halide-based ionic liquids were prepared from zinc halides and onium halides as catalysts for the synthesis of styrene carbonate (SC) from styrene oxide and carbon dioxide. The effects of the ionic liquid catalyst composition (types of onium cation and halide, onium cation/zinc ratio) and CO2 pressure on the reaction were investigated. The effectiveness of the onium cation as the active catalyst component was in the order of tetrabutylammonium > 1-butylpyridinium > 1-butyl-3-methylimidazolium ≫ choline. The type of halide atom originating from the zinc salt affected the catalytic activity of the ionic liquid more significantly than that of the one originating from the onium salt. The onium cation/zinc ratio also affected the SC yield, but its manner was different depending on the type of onium cation. Influence of CO2 pressure was not significant.

Graphical Abstract

Various zinc halide-based ionic liquids were prepared from zinc halides and onium halides as catalysts for the synthesis of styrene carbonate from styrene oxide and CO2. Effects of types of onium cations and halides, the molar ratio of onium cation to zinc, and CO2 pressure on the carbonate yield were investigated.

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Authors and Affiliations

  1. Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Sapporo, 060-8628, Japan

    Shin-ichiro Fujita, Masahiro Nishiura & Masahiko Arai

Authors
  1. Shin-ichiro Fujita
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  2. Masahiro Nishiura
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  3. Masahiko Arai
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Correspondence to Shin-ichiro Fujita.

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Fujita, Si., Nishiura, M. & Arai, M. Synthesis of Styrene Carbonate from Carbon Dioxide and Styrene Oxide with Various Zinc Halide-Based Ionic Liquids. Catal Lett 135, 263–268 (2010). https://doi.org/10.1007/s10562-010-0286-3

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  • DOI: https://doi.org/10.1007/s10562-010-0286-3

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