Abstract
In the present work, the metal-organic framework MIL-101(Cr) was modified by grafting with piperazine (Pz) in order to enhance the low-temperature CO2 adsorption characteristics. The effect of piperazine loading was studied by varying the percentage of piperazine (0%, 20%, 50%, and 80%). The adsorbent materials were characterized by X-ray diffraction (XRD), Fourier-transform infrared spectroscopy (FTIR), N2 adsorption-desorption, and thermogravimetric analysis (TGA). The characterization studies confirmed the successful incorporation of piperazine on MIL-101. The CO2 adsorption kinetics and adsorption isotherms model were investigated at three different temperatures (30 °C, 40 °C, and 50 °C) to better understand the behavior of CO2 adsorption on the synthesized adsorbents. It was found that 50%pz/MIL-101 can enhance CO2 capacity up to 67% compared to bare MIL-101. Furthermore, piperazine grafted on MIL-101 can increase the rate constant and improve the binding energy between CO2 molecules and the surface of adsorbents. The regenerability for CO2 adsorption of pz/MIL-101 had nearly no drop after eight adsorption-desorption cycles. Thus, the pz/MIL-101 provides an excellent opportunity to capture CO2 in industrial applications.
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Masson-Delmotte, V., P. Zhai, A. Pirani, S.L. Connors, C. Péan, S. Berger, N. Caud, Y. Chen, L. Goldfarb, M.I. Gomis, M. Huang, K. Leitzell, E. Lonnoy, J.B.R. Matthews, T.K. Maycock, T. Waterfield, O. Yelekçi, R. Yu, and B. Zhou, Climate change 2021: the physical science basis. Contribution of working group i to the sixth assessment report of the intergovernmental panel on climate change, Cambridge University Press, Cambridge, In press, (2021). https://doi.org/10.1017/9781009157896
J. Rocha, S. Oliveira, C.M. Viana, A.I. Ribeiro, Climate Change and its Impacts on Health, Environment, and Economy, One Health (Academic Press, Cambridge, 2022), pp.253–279
A. Modak, S. Jana, Advancement in porous adsorbents for post-combustion CO2 capture. Microporous Mesoporous Mater. 276, 107–132 (2019). https://doi.org/10.1016/j.micromeso.2018.09.018
S.J. Chen, M. Zhu, Y. Fu, Y.X. Huang, Z.C. Tao, W.L. Li, Using 13X, LiX, and LiPdAgX zeolites for CO2 capture from post-combustion flue gas. Appl. Energy. 191, 87–98 (2017). https://doi.org/10.1016/j.apenergy.2017.01.031
M.J. Al-Marri, M.M. Khader, M. Tawfik, G. Qi, E.P. Giannelis, CO2 sorption kinetics of scaled-up polyethylenimine-functionalized mesoporous silica sorbent. Langmuir. 31, 3569–3576 (2015). https://doi.org/10.1021/acs.langmuir.5b00189
S. Janati, B. Aghel, M. Shadloo, The effect of alkanolamine mixtures on CO2 absorption efficiency in T-shaped microchannel. Environ. Technol. Innov. 24, 102006 (2021)
C.H. Yu, C.H. Huang, C.S. Tan, A review of CO2 capture by absorption and adsorption. Aerosol Air Qual. Res. 12, 745–769 (2012). https://doi.org/10.4209/aaqr.2012.05.0132
W.T. Zheng, K. Huang, S. Dai, Solvothermal and template-free synthesis of N-functionalized mesoporous polymer for amine impregnation and CO2 adsorption. Microporous Mesoporous Mater. 290, 109653 (2019). https://doi.org/10.1016/j.micromeso.2019.109653
A.A. Azmi, M.A.A. Aziz, Mesoporous adsorbent for CO2 capture application under mild condition: a review. J. Environ. Chem. Eng. 7, 103022 (2019). https://doi.org/10.1016/j.jece.2019.103022
M. Mohamedali, D. Nath, H. Ibrahim, A. Henni, Review of recent developments in CO2 capture using solid materials: metal organic frameworks (MOFs). Greenh. Gases (2016). https://doi.org/10.5772/62275
S.H. Lo, D. Senthil Raja, C.W. Chen, Y.H. Kang, J.J. Chen, C.H. Lin, Waste polyethylene terephthalate (PET) materials as sustainable precursors for the synthesis of nanoporous MOFs, MIL-47, MIL-53(cr, Al, Ga) and MIL-101(cr). Dalt Trans. 45, 9565–9573 (2016). https://doi.org/10.1039/c6dt01282e
A. Das, M. Choucair, P.D. Southon, J.A. Mason, M. Zhao, C.J. Kepert, A.T. Harris, D.M. D’Alessandro, Application of the piperazine-grafted CuBTTri metal-organic framework in postcombustion carbon dioxide capture. Microporous Mesoporous Mater. 174, 74–80 (2013). https://doi.org/10.1016/j.micromeso.2013.02.036
H.W.B. Teo, A. Chakraborty, S. Kayal, Evaluation of CH4 and CO2 adsorption on HKUST-1 and MIL-101(cr) MOFs employing Monte Carlo simulation and comparison with experimental data. Appl. Therm. Eng. 110, 891–900 (2017). https://doi.org/10.1016/j.applthermaleng.2016.08.126
Y. Yang, X. Xu, Y. Guo, C.D. Wood, Enhancing the CO2 capture efficiency of amines by microgel particles. Int. J. Greenh. Gas Control. 103, 103172 (2020). https://doi.org/10.1016/j.ijggc.2020.103172
G. Rim, F. Kong, M. Song, C. Rosu, P. Priyadarshini, R. Lively, C. Jones, Sub-ambient temperature direct air capture of CO2 using amine-impregnated MIL-101(cr) enables ambient temperature CO2 recovery. JACS Au. 2, 380–393 (2022). https://doi.org/10.1021/jacsau.1c0041
A. Sabatino, F. Grimm, M. Gallucci, van G.J. Sint Annaland, M. Kramer, Gazzani, A comparative energy and costs assessment and optimization for direct air capture technologies. Joule. 5(8), 2047–2076 (2021)
J.M. Park, G.-Y. Cha, D. Jo, K.H. Cho, J.W. Yoon, Y.K. Hwang et al., Amine and fluorine co-functionalized MIL-101(Cr) synthesized via a mixed-ligand strategy for CO2 capture under humid conditions. Chem. Eng. J. (2022). https://doi.org/10.1016/j.cej.2022.136476
Jones, R. Lively, P. Ryan, M. Realff, Development of novel materials for direct air capture of CO2: MIL-101(Cr)-amine sorbents evaluation under realistic direct air capture conditions (Final Report), 2023. https://doi.org/10.2172/1907464
M. Mohamedali, A. Henni, H. Ibrahim, Markedly improved CO2 uptake using imidazolium-based ionic liquids confined into HKUST-1 frameworks. Microporous Mesoporous Mater. 284, 98–110 (2019). https://doi.org/10.1016/j.micromeso.2019.04.004
R.A. Peralta et al., CO2 capture enhancement in InOF-1 via the bottleneck effect of confined ethanol. Chem. Commun. 52, 10273–10276 (2016)
M.R. Gonzalez, J.H. Gonzalez-Estefan, H.A. Lara-García, P. Sanchez-Camacho, E.I. Basaldella, H. Pfeiffer, I.A. Ibarra, Separation of CO2 from CH4 and CO2 capture in the presence of water vapour in NOTT-400. New. J. Chem. 39, 2400–2403 (2015)
E. Sanchez-Gonzalez, E. Gonzalez-Zamora, D. Martínez-Otero, V. Jancik, I.A. Ibarra, Bottleneck effect of N,Ndimethylformamide in InOF-1: increasing CO2 capture in porous coordination polymers. Inorg. Chem. 56(10), 5863–5872 (2017)
E. Sánchez-González, P.G.M. Mileo, J. Raziel Álvarez, E. González-Zamora, G. Maurin, I.A. Ibarra, Confined methanol within InOF-1: CO2 capture enhancement. Dalton Trans. 46, 15208–15215 (2017)
G.A. González-Martínez, J.A. Zárate, A. Martínez, E. Sánchez-González, J.R. Álvarez, E. Lima, E. GonzálezZamora, I.A. Ibarra, Confinement of alcohols to enhance CO2 capture in MIL-53(Al). RSC Adv. 7, 24833 (2017)
M. Sanchez-Serratos, P.A. Bayliss, R.A. Peralta, E. Gonzalez-Zamora, E. Lima, I.A. Ibarra, CO2 capture in the presence of water vapour in MIL53(Al). New. J. Chem. 40, 68 (2016)
H.A. Lara-García, M.R. Gonzalez, J.H. Gonzalez-Estefan, P. Sanchez-Camacho, E. Lima, I.A. Ibarra, Removal of CO2 from CH4 and CO2 capture in the presence of H2O vapour in NOTT-401. Inorg. Chem. Front. 2, 442–447 (2015)
S.M. Hosseini-Ardali, M. Hazrati-Kalbibaki, M. Fattahi, F. Lezsovits, Multi-objective optimization of post combustion CO2 capture using methyldiethanolamine (MDEA) and piperazine (PZ) bi-solvent. Energy 211, 119035 (2020). https://doi.org/10.1016/j.energy.2020.119035
S.A. Freeman, J. Davis, G.T. Rochelle, Degradation of aqueous piperazine in carbon dioxide capture. Int. J. Greenh. Gas Control. 4, 756–761 (2010). https://doi.org/10.1016/j.ijggc.2010.03.009
S.A. Freeman, R. Dugas, D.H. Van Wagener, T. Nguyen, G.T. Rochelle, Carbon dioxide capture with concentrated, aqueous piperazine. Int. J. Greenh. Gas Control. 4, 119–124 (2010). https://doi.org/10.1016/j.ijggc.2009.10.008
M. Vahidi, A.M. Rashidi, A. Tavasoli, Preparation of piperazine-grafted amine-functionalized UiO-66 metal organic framework and its application for CO2 over CH4 separation. J Iran. Chem Soc. 14, 2247–2253 (2017). https://doi.org/10.1007/s13738-017-1161-6
S. Mukherjee, A.N. Akshay, Samanta, Amine-impregnated MCM-41 in post-combustion CO2 capture: synthesis, characterization, isotherm modelling. Adv. Powder Technol. 30, 3231–3240 (2019). https://doi.org/10.1016/j.apt.2019.09.032
M. Rahimi, M. Vadi, Langmuir, Freundlich and Temkin adsorption isotherms of propranolol on multi-wall carbon nanotube. J. Mod. Drug Discov. Drug Deliv. Res. 2, 1–3 (2014)
C. Duran, D. Ozdes, A. Gundogdu, H. Senturk, Kinetics and isotherm analysis of basic dyes adsorption onto almond shell (Prunus dulcis) as a low cost adsorbent. J. Chem. Eng. Data. 56(5), 2136–2147 (2011). https://doi.org/10.1021/je101204j
M. Mohamedali, H. Ibrahim, A. Henni, Imidazolium based ionic liquids confined into mesoporous silica MCM-41 and SBA-15 for carbon dioxide capture. Microporous Mesoporous Mater. 294, 109916 (2020). https://doi.org/10.1016/j.micromeso.2019.109916
P.D. Du, H.T.M. Thanh, T.C. To, H.S. Thang, M.X. Tinh, T.N. Tuyen, T.T. Hoa, D.Q. Khieu, Metal-organic framework MIL-101: synthesis and photocatalytic degradation of remazol black B dye. J. Nanomater. (2019). https://doi.org/10.1155/2019/6061275
D. Yin, C. Li, H. Ren, O. Shekhah, J. Liu, C. Liang, Efficient Pd@MIL-101(Cr) hetero-catalysts for 2-butyne-1,4-diol hydrogenation exhibiting high selectivity. RSC Adv. 7, 1626–1633 (2017). https://doi.org/10.1039/c6ra25722d
J. Osterrieth et al., How reproducible are surface areas calculated from the BET equation? Adv. Mater. 34, 2201502 (2022). https://doi.org/10.1002/adma.202201502
H.M.A. Hassan, M.A. Betiha, S.K. Mohamed, E.A. El-Sharkawy, E.A. Ahmed, Stable and recyclable MIL-101(Cr)–ionic liquid based hybrid nanomaterials as heterogeneous catalyst. J. Mol. Liq. 236, 385–394 (2017). https://doi.org/10.1016/j.molliq.2017.04.034
C. Chen, N. Feng, Q. Guo, Z. Li, X. Li, J. Ding, L. Wang, H. Wan, G. Guan, Surface engineering of a chromium metal-organic framework with bifunctional ionic liquids for selective CO2 adsorption: synergistic effect between multiple active sites. J. Colloid Interface Sci. 521, 91–101 (2018). https://doi.org/10.1016/j.jcis.2018.03.029
C. Chen, N. Feng, Q. Guo, Z. Li, X. Li, J. Ding, L. Wang, H. Wan, G. Guan, Template-directed fabrication of MIL-101(cr)/mesoporous silica composite: layer-packed structure and enhanced performance for CO2 capture. J. Colloid Interface Sci. 513, 891–902 (2018). https://doi.org/10.1016/j.jcis.2017.12.014
W. ZHAO, W. HUANG, X. TAN, Synthesis and adsorption performance of MIL-101(cr)/active carbon composites on toluene. DEStech Trans. Eng. Technol. Res. 101, 404–409 (2018). https://doi.org/10.12783/dtetr/amee2018/25358
M. Mohamedali, A. Henni, H. Ibrahim, Investigation of CO2 capture using acetate-based ionic liquids incorporated into exceptionally porous metal–organic frameworks. Adsorption. 25, 675–692 (2019). https://doi.org/10.1007/s10450-019-00073-x
C. Gecgel, U.B. Simsek, B. Gozmen, M. Turabik, Comparison of MIL-101(fe) and amine-functionalized MIL-101(fe) as photocatalysts for the removal of imidacloprid in aqueous solution. J Iran. Chem Soc. 16, 1735–1748 (2019). https://doi.org/10.1007/s13738-019-01647-w
N.A. Khan, Z. Hasan, S.H. Jhung, Ionic liquid@MIL-101 prepared via the ship-in-bottle technique: remarkable adsorbents for the removal of benzothiophene from liquid fuel. Chem. Commun. 52, 2561–2564 (2016). https://doi.org/10.1039/c5cc08896h
C.S. Transactions, M.K. Mishra, Fourier transform infrared spectrophotometry studies of chromium trioxide-phthalic acid complexes. Chem. Sci. Trans. 5, 770–774 (2016). https://doi.org/10.7598/cst2016.1260
Z. Qiao, Z. Wang, C. Zhang, S. Yuan, Y. Zhu, J. Wang, PVAm–PIP/PS composite membrane with high performance for CO2/N2 separation. AIChE J. 59, 215–228 (2012). https://doi.org/10.1002/aic
T.A. Vu, G.H. Le, C.D. Dao, L.Q. Dang, K.T. Nguyen, P.T. Dang, H.T.K. Tran, Q.T. Duong, T.V. Nguyen, G.D. Lee, Isomorphous substitution of Cr by Fe in MIL-101 framework and its application as a novel heterogeneous photo-Fenton catalyst for reactive dye degradation. RSC Adv. 40, 41185–41194 (2014). https://doi.org/10.1039/c4ra06522k
D. Sachdev, P.H. Maheshwari, A. Dubey, Piperazine functionalized mesoporous silica for selective and sensitive detection of ascorbic acid. J. Porous Mater. 23, 123–129 (2016). https://doi.org/10.1007/s10934-015-0061-3
H. Suleman, A.S. Maulud, A. Syalsabila, M.Z. Shahid, P.L. Fosbøl, High-pressure experimental and theoretical study of CO2 solubility in aqueous blends of lysine salts with piperazine as new absorbents. Fluid Phase Equilib. 507, 112429 (2020). https://doi.org/10.1016/j.fluid.2019.112429
J.H. Choe, D.W. Kang, M. Kang, H. Kim, J.R. Park, D.W. Kim, C.S. Hong, Revealing an unusual temperature-dependent CO2 adsorption trend and selective CO2 uptake over water vapors in a polyamine-appended metal-organic framework. Mater. Chem. Front. 3, 2759–2767 (2019). https://doi.org/10.1039/c9qm00581a
E. Inam, U.J. Etim, E.G. Akpabio, S.A. Umoren, Process optimization for the application of carbon from plantain peels in dye abstraction. J. Taibah Univ. Sci. 11, 173–185 (2017). https://doi.org/10.1016/j.jtusci.2016.01.003
K.A.M. Said, N.Z. Ismail, R.L. Jama’in, N.A.M. Alipah, N.M. Sutan, G.G. Gadung, R. Baini, N.S.A. Zauzi, Application of Freundlich and Temkin isotherm to study the removal of pb(II) via adsorption on activated carbon equipped polysulfone membrane. Int. J. Eng. Technol. 7, 91–93 (2018). https://doi.org/10.14419/ijet.v7i3.18.16683
M.T. Amin, A.A. Alazba, M. Shafiq, Adsorptive removal of reactive black 5 from wastewater using bentonite clay: Isotherms, kinetics, and thermodynamics. Sustain. 7, 15302–15318 (2015). https://doi.org/10.3390/su71115302
A.O. Dada, Langmuir, Freundlich, Temkin and Dubinin–Radushkevich Isotherms Studies of Equilibrium Sorption of Zn2+ unto Phosphoric Acid Modified Rice Husk. IOSR J. Appl. Chem. 3, 38–45 (2012). https://doi.org/10.9790/5736-0313845
S. Pourebrahimi, M. Kazemeini, L. Vafajoo, Embedding graphene nanoplates into MIL-101(cr) pores: synthesis, characterization, and CO2 adsorption studies. Ind. Eng. Chem. Res. 56, 3895–3904 (2017). https://doi.org/10.1021/acs.iecr.6b04538
V.K. Singh, E.A. Kumar, Comparative studies on CO2 adsorption kinetics by solid adsorbents. Energy Procedia. 90, 316–325 (2016). https://doi.org/10.1016/j.egypro.2016.11.199
S.M. Hong, E. Jang, A.D. Dysart, V.G. Pol, K.B. Lee, CO2 capture in the sustainable wheat-derived activated microporous carbon compartments. Sci. Rep. 6, 1–10 (2016). https://doi.org/10.1038/srep34590
G. Song, X. Zhu, R. Chen, Q. Liao, Y.D. Ding, L. Chen, An investigation of CO2 adsorption kinetics on porous magnesium oxide. Chem. Eng. J. 283, 175–183 (2016). https://doi.org/10.1016/j.cej.2015.07.055
Acknowledgements
The authors would like to acknowledge financial support through the Canadian Queen Elizabeth II Diamond Jubilee Scholarships (QES), Canada Foundation for Innovation (CFI JELF: 37758), Natrual Sciences and Engineering Research Council of Canada (NSERC DG: RGPIN-2018-03955), and the VPR Curiosity Fund and Engineering ROF at the University of Regina. The authors also extend their gratitude to the Clean Energy Technologies Research Institute (CETRI) for allowing access to their research infrastructure. The views expressed herein are those of the writers and not necessarily those of our research and funding partners.
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Conceptualization: HI; methodology: RY, MM, HI; software: RY; validation: RY, FA; formal analysis: RY, MM; investigation: RY, FA; resources: HI; data curation: RY, FA, HI; writing—original draft preparation: RY, MM; writing—review and editing: FA, HI; visualization: RY, MM, FA; supervision: HI; project administration: HI; funding acquisition: HI. All authors have read and agreed to the published version of the manuscript.
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Yaisamlee, R., Ali, F.M., Mohamedali, M. et al. Evaluation of piperazine/MIL-101 sorbents for enhanced low-temperature CO2 removal. J Porous Mater 31, 237–249 (2024). https://doi.org/10.1007/s10934-023-01512-5
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DOI: https://doi.org/10.1007/s10934-023-01512-5