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. 2021 Aug 2;60(32):17556-17563.
doi: 10.1002/anie.202104555. Epub 2021 Jun 10.

SO2 Capture Using Porous Organic Cages

Eva Martínez-Ahumada  1 , Donglin He  2 , Victoria Berryman  2 , Alfredo López-Olvera  1 , Magali Hernandez  1 , Vojtech Jancik  3   4 , Vladimir Martis  5 , Marco A Vera  6 , Enrique Lima  1 , Douglas J Parker  2 , Andrew I Cooper  2 , Ilich A Ibarra  1 , Ming Liu  2
Affiliations

SO2 Capture Using Porous Organic Cages

Eva Martínez-Ahumada et al. Angew Chem Int Ed Engl. .

Abstract

We report the first experimental investigation of porous organic cages (POCs) for the demanding challenge of SO2 capture. Three structurally related N-containing cage molecular materials were studied. An imine-functionalized POC (CC3) showed modest and reversible SO2 capture, while a secondary-amine POC (RCC3) exhibited high but irreversible SO2 capture. A tertiary amine POC (6FT-RCC3) demonstrated very high SO2 capture (13.78 mmol g-1 ; 16.4 SO2 molecules per cage) combined with excellent reversibility for at least 50 adsorption-desorption cycles. The adsorption behavior was investigated by FTIR spectroscopy, 13 C CP-MAS NMR experiments, and computational calculations.

Keywords: SO2; adsorption; chemical stability; porous organic cages.

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Conflict of interest statement

The authors declare the following competing financial interest(s): A.I.C. and M.L. have a financial interest in the start‐up company CageCapture Ltd, which is seeking to commercialize porous organic cages.

Figures

Figure 1
Figure 1
Crystal structures (top) and chemical structures (bottom) for porous cage CC3 (a), RCC3 (b), and FT‐RCC3 (c). Carbon and nitrogen atoms are shown in grey and blue, respectively. Hydrogen atoms are omitted for clarity, except in at the secondary amine group of RCC3, where hydrogen is shown in whitepink.
Figure 2
Figure 2
SO2 adsorption isotherms of CC3 (blue isotherm), RCC3 (green isotherm) and 6FT‐RCC3 (red isotherm) at 298 K and 1 bar. Closed symbols (adsorption isotherm), open symbols (desorption isotherm).
Figure 3
Figure 3
Fifty adsorption‐desorption cycles for SO2 in 6FT‐RCC3 at 298 K. SO2 was fully desorbed under dynamic vacuum at 353 K between cycles. No loss of uptake capacity was observed.
Figure 4
Figure 4
a–c) FT‐IR spectra of as‐synthesised, SO2‐loaded, and regenerated a) CC3, b) RCC3, and c) 6FT‐RCC3, split into 1800–400 cm−1 wavelength region. Dashed lines in (a) shows the strongest vibrational frequencies assigned to C=N, CH2, C−N, and C−H stretching modes. Dashed lines in (b) and (c) are a visual guide to the new bands observed after SO2 exposure. d–f) 13C CP MAS NMR spectra of as‐synthesised (black line) and SO2‐loaded (red line) of d) CC3, e) RCC3, and f) 6FT‐RCC3 porous organic cages. * Indicates spinning side bands (6 kHz).
Figure 5
Figure 5
Three types of SO2 adsorption behaviours of porous organic cages.
See this image and copyright information in PMC

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