Journal
ACS OMEGA
Volume 4, Issue 2, Pages 3439-3448Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acsomega.8b03700
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Funding
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Separation Science program [DE-SC0018181]
- NASA Marshall Space Flight Center [CAN 80MSFC18M0041]
- NSF [CHE-1726812]
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It is highly desirable to integrate the CO2 solubility benefits of ionic liquids (ILs) in polymeric membrane systems for effective CO2 separations. Herein, we are exclusively exploring a series of four novel imidazolium-mediated Troger's base (TB)-containing ionene polymers for enhanced CO2 separation. The two diimidazole-functionalized Troger's base monomers synthesized from ortho- and para-substituted imidazole anilines were polymerized with equimolar amounts of two different aromatic and aliphatic comonomers (alpha,alpha'-dichloro-p-xylene and 1,10-dibromodecane, respectively) via Menshutkin reactions to obtain four respective ionene polymers ([Im-TB(o&p)-Xy][Cl] and ([Im-TB(o&p)-C10][Br], respectively). The resulting ionene polymers having halide anions were exchanged with [Tf2N](-) anions, yielding a novel Troger's base material [Im-TB(x)-R][Tf2N] or Im-TB-Ionenes. The structural and physical properties as well as the gas separation behaviors of the copolymers of aromatic and aliphatic Im-TB- Ionenes have been extensively investigated with respect to the regiochemistry of imidazolium groups at the ortho and para positions of the TB unit. The imidazolium-mediated TB-Ionenes showed high CO2 solubility and hence an excellent CO2/CH4 permselectivity of 82.5. The Im-TB-Ionenes also displayed good thermal and mechanical stabilities.
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