Effect of Monomer Structure on Curing Behavior, CO2 Solubility, and Gas Permeability of Ionic Liquid-Based Epoxy–Amine Resins and Ion-Gels
2015
McDanel, William M. | Cowan, Matthew G. | Barton, Jason A. | Gin, Douglas L. | Noble, Richard D.
New imidazolium- and pyrrolidinium-based bis(epoxide)-functionalized ionic liquid (IL) monomers were synthesized and reacted with multifunctional amine monomers to produce cross-linked, epoxy–amine poly(ionic liquid) (PIL) resins and PIL/IL ion-gel membranes. The length and chemical nature (i.e., alkyl versus ether) between the imidazolium group and epoxide groups were studied to determine their effects on CO₂ affinity. The CO₂ uptake (millimoles per gram) of the epoxy–amine resins (between 0.1 and 1 mmol/g) was found to depend predominately on the epoxide-to-amine ratio and the bis(epoxide) IL molecular weight. The effect of using a primary versus a secondary amine-containing multifunctional monomer was also assessed for the resin synthesis. Secondary amines can increase CO₂ permeability but also increase the time required for bis(epoxide) conversion. When either the epoxide or amine monomer structure is changed, the CO₂ solubility and permeability of the resulting PIL resins and ion-gel membranes can be tuned.
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