Microwave Regeneration and Thermal and Oxidative Stability of Imidazolium Cyanopyrrolide Ionic Liquid for Direct Air Capture of Carbon Dioxide

Yun Yang Lee; Eda Cagli; Aidan Klemm; Yensil Park; Ruth Dikki; Michelle K. Kidder; Burcu Gurkan

doi:10.1002/cssc.202300118

Microwave Regeneration and Thermal and Oxidative Stability of Imidazolium Cyanopyrrolide Ionic Liquid for Direct Air Capture of Carbon Dioxide

Yun Yang Lee, Eda Cagli, Aidan Klemm, Yensil Park, Ruth Dikki, Michelle K. Kidder, Burcu Gurkan

Chemical Process Scale Up

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14 Scopus citations

Abstract

Understanding the oxidative and thermal degradation of CO₂ sorbents is essential for assessing long-term sorbent stability in direct air capture (DAC). The potential degradation pathway of imidazolium cyanopyrrolide, an ionic liquid (IL) functionalized for superior CO₂ capacity and selectivity, is evaluated under accelerated degradation conditions to elucidate the secondary reactions that can occur during repetitive absorption-desorption thermal-swing cycles. The combined analysis from various spectroscopic, chromatographic, and thermal gravimetric measurements indicated that radical and S_N2 mechanisms in degradation are encouraged by the nucleophilicity of the anion. Thickening of the liquid and gas evolution are accompanied by 50 % reduction in CO₂ capacity after a 7-day exposure to O₂ under 80 °C. To prevent long exposure to conventional thermal heating, microwave (MW) regeneration of the CO₂-reactive IL is used, where dielectric heating at 80 and 100 °C rapidly desorbs CO₂ and regenerates the IL without any measurable degradation.

Original language	English
Article number	e202300118
Journal	ChemSusChem
Volume	16
Issue number	13
DOIs	https://doi.org/10.1002/cssc.202300118
State	Published - Jul 7 2023

Funding

This study was supported by the U.S. Department of Energy, Office of Science, Basic Energy Science under award number DE-SC0022214 (the GC-MS studies for oxidative degradation and microwave-assisted breakthrough measurements) and an Early Career Faculty grant from NASA's Space Technology Research Grants Program under Award No. 80NSSC18K1505 (synthesis, thermal degradation, and spectral characterization). The authors acknowledge the Case Center for Proteomics and Bioinformatics at CWRU for access to mass spectroscopy and Soft Matter Characterization Laboratory for the access to TGA. Authors thank Dr. Nalinda Wickramasinghe at the Northeast Ohio High Field NMR Consortium at CWRU for his assistance with DOSY measurements. This study was supported by the U.S. Department of Energy, Office of Science, Basic Energy Science under award number DE‐SC0022214 (the GC‐MS studies for oxidative degradation and microwave‐assisted breakthrough measurements) and an Early Career Faculty grant from NASA's Space Technology Research Grants Program under Award No. 80NSSC18K1505 (synthesis, thermal degradation, and spectral characterization). The authors acknowledge the Case Center for Proteomics and Bioinformatics at CWRU for access to mass spectroscopy and Soft Matter Characterization Laboratory for the access to TGA. Authors thank Dr. Nalinda Wickramasinghe at the Northeast Ohio High Field NMR Consortium at CWRU for his assistance with DOSY measurements.

Funders	Funder number
NASA's Space Technology Research Grants Program	80NSSC18K1505
U.S. Department of Energy
Office of Science
Basic Energy Sciences	DE‐SC0022214
Case Western Reserve University

Keywords

carbon capture
dielectric heating
electromagnetic wave
oxidative degradation
thermal degradation

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title = "Microwave Regeneration and Thermal and Oxidative Stability of Imidazolium Cyanopyrrolide Ionic Liquid for Direct Air Capture of Carbon Dioxide",

abstract = "Understanding the oxidative and thermal degradation of CO2 sorbents is essential for assessing long-term sorbent stability in direct air capture (DAC). The potential degradation pathway of imidazolium cyanopyrrolide, an ionic liquid (IL) functionalized for superior CO2 capacity and selectivity, is evaluated under accelerated degradation conditions to elucidate the secondary reactions that can occur during repetitive absorption-desorption thermal-swing cycles. The combined analysis from various spectroscopic, chromatographic, and thermal gravimetric measurements indicated that radical and SN2 mechanisms in degradation are encouraged by the nucleophilicity of the anion. Thickening of the liquid and gas evolution are accompanied by 50 % reduction in CO2 capacity after a 7-day exposure to O2 under 80 °C. To prevent long exposure to conventional thermal heating, microwave (MW) regeneration of the CO2-reactive IL is used, where dielectric heating at 80 and 100 °C rapidly desorbs CO2 and regenerates the IL without any measurable degradation.",

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author = "Lee, {Yun Yang} and Eda Cagli and Aidan Klemm and Yensil Park and Ruth Dikki and Kidder, {Michelle K.} and Burcu Gurkan",

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AU - Cagli, Eda

AU - Klemm, Aidan

AU - Park, Yensil

AU - Dikki, Ruth

AU - Kidder, Michelle K.

AU - Gurkan, Burcu

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N2 - Understanding the oxidative and thermal degradation of CO2 sorbents is essential for assessing long-term sorbent stability in direct air capture (DAC). The potential degradation pathway of imidazolium cyanopyrrolide, an ionic liquid (IL) functionalized for superior CO2 capacity and selectivity, is evaluated under accelerated degradation conditions to elucidate the secondary reactions that can occur during repetitive absorption-desorption thermal-swing cycles. The combined analysis from various spectroscopic, chromatographic, and thermal gravimetric measurements indicated that radical and SN2 mechanisms in degradation are encouraged by the nucleophilicity of the anion. Thickening of the liquid and gas evolution are accompanied by 50 % reduction in CO2 capacity after a 7-day exposure to O2 under 80 °C. To prevent long exposure to conventional thermal heating, microwave (MW) regeneration of the CO2-reactive IL is used, where dielectric heating at 80 and 100 °C rapidly desorbs CO2 and regenerates the IL without any measurable degradation.

AB - Understanding the oxidative and thermal degradation of CO2 sorbents is essential for assessing long-term sorbent stability in direct air capture (DAC). The potential degradation pathway of imidazolium cyanopyrrolide, an ionic liquid (IL) functionalized for superior CO2 capacity and selectivity, is evaluated under accelerated degradation conditions to elucidate the secondary reactions that can occur during repetitive absorption-desorption thermal-swing cycles. The combined analysis from various spectroscopic, chromatographic, and thermal gravimetric measurements indicated that radical and SN2 mechanisms in degradation are encouraged by the nucleophilicity of the anion. Thickening of the liquid and gas evolution are accompanied by 50 % reduction in CO2 capacity after a 7-day exposure to O2 under 80 °C. To prevent long exposure to conventional thermal heating, microwave (MW) regeneration of the CO2-reactive IL is used, where dielectric heating at 80 and 100 °C rapidly desorbs CO2 and regenerates the IL without any measurable degradation.

KW - carbon capture

KW - dielectric heating

KW - electromagnetic wave

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KW - thermal degradation

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Microwave Regeneration and Thermal and Oxidative Stability of Imidazolium Cyanopyrrolide Ionic Liquid for Direct Air Capture of Carbon Dioxide

Abstract

Funding

Keywords

UN SDGs

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