Journal
CHEMCATCHEM
Volume 10, Issue 20, Pages 4610-4616Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201801086
Keywords
CO2 utilization; Ionic liquid; Cyclic carbonate; Homogeneity; heterogeneity switch; Polyhydroxylurethane
Categories
Funding
- Alexander von Humboldt Foundation
- Max Planck Society
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Imidazolium ionic liquids (IL) have been recognized as a promising platform for CO2 capture and conversion owing to the structural designability through molecular combination of cationic substituents and counter anions. However, the conventional homogeneous catalysis with ILs accompanies a laborious work-up procedure to recycle the catalyst and purify product after the reaction, limiting the applicability of ILs. Herein, we optimize the molecular structure of imidazolium ILs to mediate the cycloaddition of CO2 upon epoxides, in which the IL functions as a homogeneous catalyst but exhibits heterogeneous separation capability. By varying the length of alkyl substituent on the imidazolium ring, the conversion efficiency of the epoxide into cyclic carbonate could be accelerated owing to higher reactivity of anions with longer aliphatic chains. The conversion efficiency was further optimized by having a proper type of counter anions with suitable level of nucleophilicity. The long-chain IL exhibited temperature-responsive phase transition behavior, allowing a facile isolation of IL and products after the reaction. In addition, with the high purity of obtained cyclic carbonates, non-isocyanate poly(hydroxylurethane)s could be produced by polyaddition of diamines, promoting the utilization of CO2 as a chemical building block.
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