Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO2/CH4 separation

doi:10.1016/j.cjche.2024.09.022

中国化学工程学报 ›› 2025, Vol. 77 ›› Issue (1): 123-134.DOI: 10.1016/j.cjche.2024.09.022

Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation

Yuankai Pan¹, Xingmei Zhang², Wenwen He³, Lan Zheng¹, Xiaolong Han¹

1. School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2. School of Chemical Engineering, Xi'an University, Xi'an 710065, China;
3. School of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun 130012, China

收稿日期:2024-07-01 修回日期:2024-09-23 接受日期:2024-09-25 出版日期:2025-01-28 发布日期:2024-11-05
通讯作者: Wenwen He,E-mail:heww@ccut.edu.cn;Xiaolong Han,E-mail:hanxl@nwu.edu.cn
基金资助:
This work was financially supported by the National Natural Science Foundation of China (No. 22271022, No 22378327).

Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation

Yuankai Pan¹, Xingmei Zhang², Wenwen He³, Lan Zheng¹, Xiaolong Han¹

1. School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2. School of Chemical Engineering, Xi'an University, Xi'an 710065, China;
3. School of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun 130012, China

Received:2024-07-01 Revised:2024-09-23 Accepted:2024-09-25 Online:2025-01-28 Published:2024-11-05
Contact: Wenwen He,E-mail:heww@ccut.edu.cn;Xiaolong Han,E-mail:hanxl@nwu.edu.cn
Supported by:
This work was financially supported by the National Natural Science Foundation of China (No. 22271022, No 22378327).

摘要/Abstract

摘要： Covalent organic skeletons (COFs) have been widely used in gas separation due to their excellent pore structure, high crystallinity, and high specific surface area. In this work, Dha Tab-COF was synthesized by solvothermal method and filled in polyether block polyamide (PEBAX) to form mixed matrix membranes (MMMs). Various characterization methods such as Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM) and X-ray diffractometry (XRD) were used to characterize the structure of Dha Tab-COF as well as the MMMs. The effects of operating pressure, operating temperature and the content of Dha Tab-COF particles on the CO₂/CH₄ separation performance of the membranes were investigated. The best separation performance with a CO₂ permeability of 295.8 barrer (1 barrer = 7.52×10^-18 m³·(STP)·m^-2·m·s^-1·Pa^-1) and a CO₂/CH₄ selectivity of 21.6 was achieved when the Dha Tab-COF content is 2% (mass), which were 45.7% and 108.1% higher than that of the pure PEBAX membrane, respectively.

关键词: Covalent organic framework (COFs), Polyether block polyamide (PEBAX), Mixed matrix membranes, CO₂ separation membrane

Abstract: Covalent organic skeletons (COFs) have been widely used in gas separation due to their excellent pore structure, high crystallinity, and high specific surface area. In this work, Dha Tab-COF was synthesized by solvothermal method and filled in polyether block polyamide (PEBAX) to form mixed matrix membranes (MMMs). Various characterization methods such as Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM) and X-ray diffractometry (XRD) were used to characterize the structure of Dha Tab-COF as well as the MMMs. The effects of operating pressure, operating temperature and the content of Dha Tab-COF particles on the CO₂/CH₄ separation performance of the membranes were investigated. The best separation performance with a CO₂ permeability of 295.8 barrer (1 barrer = 7.52×10^-18 m³·(STP)·m^-2·m·s^-1·Pa^-1) and a CO₂/CH₄ selectivity of 21.6 was achieved when the Dha Tab-COF content is 2% (mass), which were 45.7% and 108.1% higher than that of the pure PEBAX membrane, respectively.

Key words: Covalent organic framework (COFs), Polyether block polyamide (PEBAX), Mixed matrix membranes, CO₂ separation membrane

Yuankai Pan, Xingmei Zhang, Wenwen He, Lan Zheng, Xiaolong Han. Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation[J]. 中国化学工程学报, 2025, 77(1): 123-134.

Yuankai Pan, Xingmei Zhang, Wenwen He, Lan Zheng, Xiaolong Han. Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation[J]. Chinese Journal of Chemical Engineering, 2025, 77(1): 123-134.

参考文献

[1] X. Jin, Y. Zhang, X. Li, N. Zhao, I. Angelidaki, Microbial Electrolytic Capture, Separation and Regeneration of CO₂ for Biogas Upgrading, J. Environ. Sci. Technol. 51(16) (2017) 9371-9378.
[2] Z.V. Singh, M.G. Cowan, W.M. McDanel, Y. Luo, R. Zhou, D.L. Gin, R.D. Noble, Determination and optimization of factors affecting CO₂/CH₄ separation performance in poly(ionic liquid)-ionic liquid-zeolite mixed-matrix membranes, J. Membr. Sci. 509(2016) 149-155.
[3] W.M. Budzianowski, C.E. Wylock, P.A. Marciniak, Power requirements of biogas upgrading by water scrubbing and biomethane compression: Comparative analysis of various plant configurations, Energy Convers. Manage. 141(2017) 2-19.
[4] J.C.M. Pires, F.G. Martins, M.C.M. Alvim-Ferraz, M. Simoes, Recent developments on carbon capture and storage: An overview, Chem. Eng. Res. Des. 89(9) (2011) 1446-1460.
[5] N. Tippayawong, P. Thanompongchart, Biogas quality upgrade by simultaneous removal of CO₂ and H₂S in a packed column reactor, Energy 35(12) (2010) 4531-4535.
[6] D.Y.C. Leung, G. Caramanna, M.M. Maroto-Valer, An overview of current status of carbon dioxide capture and storage technologies, Renewable Sustainable Energy Rev. 39(2014) 426-443.
[7] L. Deng, M.-B. Hagg, Techno-economic evaluation of biogas upgrading process using CO₂ facilitated transport membrane, Int. J. Greenhouse Gas Control 4(4) (2010) 638-646.
[8] K. Okabe, H. Mano, Y. Fujioka, Separation and recovery of carbon dioxide by a membrane flash process, Int. J. Greenhouse Gas Control 2(4) (2008) 485-491.
[9] Z. Dai, L. Ansaloni, L. Deng, Recent advances in multi-layer composite polymeric membranes for CO₂ separation: A review, Green Energy Environ. 1(2) (2016) 102-128.
[10] M. Mohseni, A. Ramazani S.A, F. H-Shirazi, N. Hassanzadeh Nemati, Gellan gel comprising short PVDF based-nanofibers: The effect of piezoelectric nanofiber on the mechanical and electrical behavior, Mater. Today Commun. 26(2021).
[11] S.K. Hubadillah, M.H.D. Othman, T. Matsuura, A.F. Ismail, M.A. Rahman, Z. Harun, J. Jaafar, M. Nomura, Fabrications and applications of low cost ceramic membrane from kaolin: A comprehensive review, Ceram. Int. 44(5) (2018) 4538-4560.
[12] S. Karimi, E. Firouzfar, M.R. Khoshchehreh, Assessment of gas separation properties and CO₂ plasticization of polysulfone/polyethylene glycol membranes, J. Petrol. Sci. Eng. 173(2019) 13-19.
[13] S. Yousef, A. Tonkonogovas, A. Mohamed, Performance of sponge and finger-like structures of PSF/PET membranes in hydrogen separation industry, J. Ind. Eng. Chem. 125(2023) 232-241.
[14] L.-J. Huang, Y.-T. Weng, A. Raiz, Z.-J. Mao, X.-H. Ma, Remarkably Improved Gas Separation Performance of Polyimides by Forming “Bent and Battered” Main Chain Using Paracyclophane as Building Block, Chin. J. Polym. Sci. 41(10) (2023) 1617-1628.
[15] A. Halim, Q. Fu, Q. Yong, P.A. Gurr, S.E. Kentish, G.G. Qiao, Soft polymeric nanoparticle additives for next generation gas separation membranes, J. Mater. Chem. A 2(14) (2014).
[16] Y. Liu, H. Wu, S. Wu, S. Song, Z. Guo, Y. Ren, R. Zhao, L. Yang, Y. Wu, Z. Jiang, Multifunctional covalent organic framework (COF)-Based mixed matrix membranes for enhanced CO₂ separation, J. Membr. Sci. 618(2021).
[17] Y. Cheng, Z. Wang, D. Zhao, Mixed Matrix Membranes for Natural Gas Upgrading: Current Status and Opportunities, Ind. Eng. Chem. Res. 57(12) (2018) 4139-4169.
[18] T. Rodenas, I. Luz, G. Prieto, B. Seoane, H. Miro, A. Corma, F. Kapteijn, F.X. Llabres i Xamena, J. Gascon, Metal-organic framework nanosheets in polymer composite materials for gas separation, Nat. Mater. 14(1) (2014) 48-55.
[19] Y. Zhao, B.T. Jung, L. Ansaloni, W.S.W. Ho, Multiwalled carbon nanotube mixed matrix membranes containing amines for high pressure CO₂/H₂ separation, J. Membr. Sci. 459(2014) 233-243.
[20] Y. Ying, D. Liu, J. Ma, M. Tong, W. Zhang, H. Huang, Q. Yang, C. Zhong, A GO-assisted method for the preparation of ultrathin covalent organic framework membranes for gas separation, J. Mater. Chem. A 4(35) (2016) 13444-13449.
[21] O. Mehmood, S. Farrukh, A. Hussain, A. Rehman, Y. Liu, S. Butt, E. Pervaiz, Optimization analysis of polyurethane based mixed matrix gas separation membranes by incorporation of gamma-cyclodextrin metal organic frame work, Chem. Pap. 74(10) (2020) 3527-3543.
[22] M.C. Flores, K.C.d.S. Figueiredo, Carbon Dioxide/Nitrogen Separation Through Oxygenated Carbon Nanotubes-Containing Polysulfone Membranes, Macromol. Symp. 394(1) (2020).
[23] C.S. Lee, E. Song, J.T. Park, J.H. Kim, Ultrathin, Highly Permeable Graphene Oxide/Zeolitic Imidazole Framework Polymeric Mixed-Matrix Composite Membranes: Engineering the CO₂-Philic Pathway, ACS Sustainable Chem. Eng. 9(35) (2021) 11903-11915.
[24] S. Kandambeth, V. Venkatesh, D.B. Shinde, S. Kumari, A. Halder, S. Verma, R. Banerjee, Self-templated chemically stable hollow spherical covalent organic framework, Nat. Commun. 6(1) (2015).
[25] R. Wang, J. Guo, J. Xue, H. Wang, Covalent Organic Framework Membranes for Efficient Chemicals Separation, Small Struct. 2(10) (2021).
[26] H. Ma, S. Wang, Y. Ren, X. Liang, Y. Wang, Z. Zhu, G. He, Z. Jiang, Microstructure Manipulation of Covalent Organic Frameworks (COFs)-based Membrane for Efficient Separations, Chem. Res. Chin. Univ. 38(2) (2022) 325-338.
[27] Z. Yang, W. Guo, S.M. Mahurin, S. Wang, H. Chen, L. Cheng, K. Jie, H.M. Meyer, D.-e. Jiang, G. Liu, W. Jin, I. Popovs, S. Dai, Surpassing Robeson Upper Limit for CO₂/N₂ Separation with Fluorinated Carbon Molecular Sieve Membranes, CHEM-US 6(3) (2020) 631-645.
[28] C. Zou, Q. Li, Y. Hua, B. Zhou, J. Duan, W. Jin, Mechanical Synthesis of COF Nanosheet Cluster and Its Mixed Matrix Membrane for Efficient CO₂ Removal, ACS Appl. Mater. Interfaces 9(34) (2017) 29093-29100.
[29] D.F. Sanders, Z.P. Smith, R. Guo, L.M. Robeson, J.E. McGrath, D.R. Paul, B.D. Freeman, Energy-efficient polymeric gas separation membranes for a sustainable future: A review, Polymer 54(18) (2013) 4729-4761.
[30] X. Han, L. Wang, J. Li, X. Zhan, J. Chen, J. Yang, Separation of ethanol from ethanol/water mixtures by pervaporation with silicone rubber membranes: Effect of silicone rubbers, J. Appl. Polym. Sci. 119(6) (2010) 3413-3421.
[31] H. Zuo, Y. Li, Y. Liao, Europium Ionic Liquid Grafted Covalent Organic Framework with Dual Luminescence Emissions as Sensitive and Selective Acetone Sensor, ACS Appl. Mater. Interfaces 11(42) (2019) 39201-39208.
[32] R. Zhao, H. Wu, L. Yang, Y. Ren, Y. Liu, Z. Qu, Y. Wu, L. Cao, Z. Chen, Z. Jiang, Modification of covalent organic frameworks with dual functions ionic liquids for membrane-based biogas upgrading, J. Membr. Sci. 600(2020).
[33] W. Zou, H. Shang, X. Han, P. Zhang, X. Cao, P. Lu, C. Hua, Enhanced polyphosphazene membranes for CO₂/CH₄ separation via molecular design, J. Membr. Sci. 656(2022).
[34] S. Qin, X. You, X. Guo, H. Chu, Q. Dong, H. Cui, F. Jin, L. Gao, A chiral fluorescent COF prepared by post-synthesis modification for optosensing of imazamox enantiomers, Spectrochim. Acta, Part A 291(2023).
[35] Y. Cheng, Y. Ying, L. Zhai, G. Liu, J. Dong, Y. Wang, M.P. Christopher, S. Long, Y. Wang, D. Zhao, Mixed matrix membranes containing MOF@COF hybrid fillers for efficient CO₂/CH₄ separation, J. Membr. Sci. 573(2019) 97-106.
[36] M.J.C. Ordonez, K.J. Balkus, J.P. Ferraris, I.H. Musselman, Molecular sieving realized with ZIF-8/Matrimid^® mixed-matrix membranes, J. Membr. Sci. 361(1-2) (2010) 28-37.
[37] H. Li, L. Tuo, K. Yang, H.-K. Jeong, Y. Dai, G. He, W. Zhao, Simultaneous enhancement of mechanical properties and CO₂ selectivity of ZIF-8 mixed matrix membranes: Interfacial toughening effect of ionic liquid, J. Membr. Sci. 511(2016) 130-142.
[38] M.G. Plaza, K.J. Thurecht, C. Pevida, F. Rubiera, J.J. Pis, C.E. Snape, T.C. Drage, Influence of oxidation upon the CO₂ capture performance of a phenolic-resin-derived carbon, Fuel Process. Technol. 110(2013) 53-60.
[39] B. Petrovic, M. Gorbounov, S. Masoudi Soltani, Influence of surface modification on selective CO₂ adsorption: A technical review on mechanisms and methods, Microporous Mesoporous Mater. 312(2021).
[40] K. Duan, J. Wang, Y. Zhang, J. Liu, Covalent organic frameworks (COFs) functionalized mixed matrix membrane for effective CO₂/N₂ separation, J. Membr. Sci. 572(2019) 588-595.
[41] B. Liu, H. Li, X. Ma, R. Chen, S. Wang, L. Li, The synergistic effect of oxygen-containing functional groups on CO₂ adsorption by the glucose-potassium citrate-derived activated carbon, RSC Adv. 8(68) (2018) 38965-38973.
[42] C. Zhang, Z. Wang, Y. Cai, C. Yi, D. Yang, S. Yuan, Investigation of gas permeation behavior in facilitated transport membranes: Relationship between gas permeance and partial pressure, Chem. Eng. J. 225(2013) 744-751.
[43] E.A.d. Silva, D. Windmoller, G.G. Silva, K.C.d.S. Figueiredo, Polydimethylsiloxane Membranes Containing Multi-walled Carbon Nanotubes for Gas Separation, Mater. Res. 20(6) (2017) 1454-1460.
[44] H. Fan, A. Mundstock, J. Gu, H. Meng, J. Caro, An azine-linked covalent organic framework ACOF-1 membrane for highly selective CO₂/CH₄ separation, J. Mater. Chem. A 6(35) (2018) 16849-16853.
[45] Z. Wang, J. Hou, R. Guo, X. Li, Efficient CO₂ separation in mixed matrix membranes with a hierarchical pore carbon nanostructure, J. Chin. Chem. Soc. 65(11) (2018) 1347-1355.
[46] M. Lanc, P. Sysel, M. Soltys, F. Stepanek, K. Fonod, M. Klepic, O. Vopicka, M. Lhotka, P. Ulbrich, K. Friess, Synthesis, preparation and characterization of novel hyperbranched 6FDA-TTM based polyimide membranes for effective CO₂ separation: Effect of embedded mesoporous silica particles and siloxane linkages, Polymer 144(2018) 33-42.
[47] P.S. Murugiah, P.C. Oh, K.K. Lau, The Performance of PPOdm-CNF Mixed Matrix Membrane for CO₂/CH₄ Separation, Int. J. of Automo. Mech. E. 15(1) (2018) 5086-5096.
[48] X. Wu, Z. Tian, S. Wang, D. Peng, L. Yang, Y. Wu, Q. Xin, H. Wu, Z. Jiang, Mixed matrix membranes comprising polymers of intrinsic microporosity and covalent organic framework for gas separation, J. Membr. Sci. 528(2017) 273-283.

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Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation

Dha Tab-COF filled PEBAX mixed matrix membranes for effective CO₂/CH₄ separation

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