Electroreduction and solubility of CO2 in methoxy- and nitrile-functionalized imidazolium (FAP) ionic liquids
- 174 Downloads
Ionic liquids with cyano (–CN)- and methoxy (–OCH3)-functionalized imidazolium cations paired with a fluorine-containing common anion Tris(pentafluoroethyl)trifluorophosphate or [FAP] were evaluated as solvent and electrolyte in the electroreduction of carbon dioxide. The measured reduction potentials of CO2 in both ionic liquids were observed to occur at ca.−1.1 V versus Cc+/Cc internal reference standard, which are significantly lower when compared to that of the non-functionalized analog [pmim][FAP], with an observed reduction potential of ca. −1.6 V versus Cc+/Cc. This decrease in the potential required for CO2 reduction in the cation-functionalized [FAP] ionic liquids suggests that the presence of functional groups methoxy and cyano effectively decreased the free energy of formation of the radical anion CO2·−. Results using pressure drop measurement and IR spectroscopy verify the ability of the ILs to dissolve carbon dioxide. Such solvents may be used as carbon capture agents and organocatalysts in the reduction of carbon dioxide.
KeywordsChronoamperometry CO2 reduction Methoxy-functionalized ionic liquid Nitrile-functionalized ionic liquid Pressure drop method IR spectroscopy
The financial assistance is gratefully acknowledged from the Natural Sciences Research Institute (CHE-13-2-01), and the project VISSER, funded by the Emerging Interdisciplinary Research Grant by the Office of the Vice President for Academic Affairs of the University of the Philippines (OVPAA-EIDR C2-B-02-612-07), and the Philippine Council for Industry, Energy, and Emerging Technology Research and Development of the Department of Science and Technology Republic of the Philippines. Gratitude is also extended to Dr. Allan Yago and Dr. Ricky Nellas of the Institute of Chemistry, University of the Philippines Diliman, for their valuable advices in relation to this work.
- 1.Idem R, Wilson M, Tontiwachwuthikul P, Chakma A, Veawab A, Aroonwilas A, Gelowitz D (2006) Pilot plant studies of the CO2 capture performance of aqueous MEA and mixed MEA/MDEA solvents at the University of Regina CO2 capture technology development plant and the Boundary Dam CO2 capture demonstration plant. Ind Eng Chem Res 45:2414–2420CrossRefGoogle Scholar
- 30.Barrosse-Antle LE, Compton RG (2009) Reduction of carbon dioxide in 1-butyl-3-methylimidazolium acetate. Chem Commun 3744–3746Google Scholar
- 31.Buzzeo MC, Klymenko OV, Wadhawan JD, Hardacre C, Seddon KR, Compton RG (2004) Kinetic analysis of the reaction between electrogenerated superoxide and carbon dioxide in the room temperature ionic liquids 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide and hexyltriethylammonium bis(trifluoromethylsulfonyl)imide. J Phys Chem B 108:3947–3954CrossRefGoogle Scholar
- 44.Barrosse-Antle LE, Bond AM, Compton RG, O’Mahony AM, Rogers EI, Silvester DS (2010) Voltammetry in room temperature ionic liquids: comparisons and contrasts with conventional electrochemical solvents. Chem J 5:202–230Google Scholar
- 69.Coblentz Society, Inc. Evaluated infrared reference spectra. In: Linstrom PJ, Mallard WG (eds) NIST Chemistry WebBook. NIST Standard Reference Database Number 69. National Institute of Standards and Technology, Gaithersburg MD 20899. http://webbook.nist.gov/cgi/cbook.cgi?ID=C124389&Type=IR-SPEC&Index=1#Refs. Accessed 21 Aug 2017