Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline

doi:10.1016/j.cjche.2023.06.019

中国化学工程学报 ›› 2023, Vol. 64 ›› Issue (12): 177-187.DOI: 10.1016/j.cjche.2023.06.019

• Full Length Article • 上一篇下一篇

Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline

Zhesai Zhao¹, Qingwen Han², Wenwen He³, Xiaolong Han¹

1. School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2. Hubei Three Gorges Laboratory, Yichang 443007, China;
3. School of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun 130012, China

收稿日期:2023-03-18 修回日期:2023-06-12 出版日期:2023-12-28 发布日期:2024-02-05
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 (22271022) and Hubei Three Gorges Laboratory (SK212001).

Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline

Zhesai Zhao¹, Qingwen Han², Wenwen He³, Xiaolong Han¹

1. School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2. Hubei Three Gorges Laboratory, Yichang 443007, China;
3. School of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun 130012, China

Received:2023-03-18 Revised:2023-06-12 Online:2023-12-28 Published:2024-02-05
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 (22271022) and Hubei Three Gorges Laboratory (SK212001).

摘要/Abstract

摘要： Metal-organic frameworks (MOFs) have gained attention in the development of MOFs/polymer hybrid membranes for pervaporation. However, the agglomeration of MOFs particles and interfacial defects limit its further application. In this study, we present a novel approach to fabricate a ZIF-8@PEBAX/PVDF nanocomposite membrane for removing thiophene from the model gasoline by combination of self-assembly and in-situ growth. Firstly, a PVDF supporting membrane was modified to have a negative charge. Next, positively charged zinc ions were attracted onto the negatively charged PVDF supporting membrane through electrostatic interaction. Afterwards, the Zinc ions deposited PVDF membrane was immersed into dimethylimidazole solution to form a uniform ZIF-8 layer. Finally, the ZIF-8 layer was coated with poly (ether-block-amide) (PEBAX) using the pouring method. Experimental results showed that the separating efficiency of the ZIF-8@PEBAX/PVDF nanocomposite membrane was improved significantly compared to that of pristine PEBAX membrane. The optimal permeation flux and enrichment factor of membrane were 27.80 kg·(m²·h)^-1 and 6.9, respectively.

关键词: Nanocomposite membrane, ZIF-8 nanoparticles, PEBAX, Thiophene

Abstract: Metal-organic frameworks (MOFs) have gained attention in the development of MOFs/polymer hybrid membranes for pervaporation. However, the agglomeration of MOFs particles and interfacial defects limit its further application. In this study, we present a novel approach to fabricate a ZIF-8@PEBAX/PVDF nanocomposite membrane for removing thiophene from the model gasoline by combination of self-assembly and in-situ growth. Firstly, a PVDF supporting membrane was modified to have a negative charge. Next, positively charged zinc ions were attracted onto the negatively charged PVDF supporting membrane through electrostatic interaction. Afterwards, the Zinc ions deposited PVDF membrane was immersed into dimethylimidazole solution to form a uniform ZIF-8 layer. Finally, the ZIF-8 layer was coated with poly (ether-block-amide) (PEBAX) using the pouring method. Experimental results showed that the separating efficiency of the ZIF-8@PEBAX/PVDF nanocomposite membrane was improved significantly compared to that of pristine PEBAX membrane. The optimal permeation flux and enrichment factor of membrane were 27.80 kg·(m²·h)^-1 and 6.9, respectively.

Key words: Nanocomposite membrane, ZIF-8 nanoparticles, PEBAX, Thiophene

Zhesai Zhao, Qingwen Han, Wenwen He, Xiaolong Han. Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline[J]. 中国化学工程学报, 2023, 64(12): 177-187.

参考文献

[1] P.S. Kulkarni, C.A.M. Afonso, Deep desulfurization of diesel fuel using ionic liquids: Current status and future challenges, Green Chem. 12 (7) (2010) 1139.
[2] P. Betancourt, S. Pinto-Castilla, Effect of Cu-promotion on the performance of molybdenum sulfide for hydrotreating of FCC gasoline, Catal. Lett. 149 (9) (2019) 2425–2432.
[3] M.J.B. Souza, A.M. Garrido Pedrosa, J.A. Cecilia, A.M. Gil-Mora, E. Rodríguez-Castellón, Hydrodesulfurization of dibenzothiophene over PtMo/MCM-48 catalysts, Catal. Commun. 69 (2015) 217–222.
[4] J.M. Campos-Martin, M.C. Capel-Sanchez, P. Perez-Presas, J.L.G. Fierro, Oxidative processes of desulfurization of liquid fuels, J. Chem. Technol. Biotechnol. 85 (7) (2010) 879–890.
[5] L.F. Ramírez-Verduzco, E. Torres-García, R. Gómez-Quintana, V. González-Peña, F. Murrieta-Guevara, Desulfurization of diesel by oxidation/extraction scheme: Influence of the extraction solvent, Catal. Today 98 (1–2) (2004) 289–294.
[6] M. Muzic, K. Sertic-Bionda, T. Adzamic, Desulfurization of diesel fuel in a fixed bed adsorption column: Experimental study and simulation, Petrol. Sci. Technol. 29 (22) (2011) 2361–2371.
[7] N. Etemadi, A.A. Sepahy, G. Mohebali, F. Yazdian, M. Omidi, Enhancement of bio-desulfurization capability of a newly isolated thermophilic bacterium using starch/iron nanoparticles in a controlled system, Int. J. Biol. Macromol. 120 (2018) 1801–1809.
[8] X.D. Tang, Z.Y. Wang, J.J. Li, X.J. Lei, Melting-type acidic quaternary ammonium ionic liquids as catalysts for alkylation desulfurization of FCC gasoline, Catal. Commun. 138 (2020) 105873.
[9] Y.K. Ong, G.M. Shi, N.L. Le, Y.P. Tang, J. Zuo, S.P. Nunes, T.S. Chung, Recent membrane development for pervaporation processes, Prog. Polym. Sci. 57 (2016) 1–31.
[10] H. Ding, F.S. Pan, E. Mulalic, H. Gomaa, W.D. Li, H. Yang, H. Wu, Z.Y. Jiang, B.Y. Wang, X.Z. Cao, P. Zhang, Enhanced desulfurization performance and stability of Pebax membrane by incorporating Cu⁺ and Fe²⁺ ions co-impregnated carbon nitride, J. Membr. Sci. 526 (2017) 94–105.
[11] M. Benzaqui, R. Semino, F. Carn, S.R. Tavares, N. Menguy, M. Giménez-Marqués, E. Bellido, P. Horcajada, T. Berthelot, A.I. Kuzminova, M.E. Dmitrenko, A.V. Penkova, D. Roizard, C. Serre, G. Maurin, N. Steunou, Covalent and selective grafting of polyethylene glycol brushes at the surface of ZIF-8 for the processing of membranes for pervaporation, ACS Sustainable Chem. Eng. 7 (7) (2019) 6629–6639.
[12] K. Rychlewska, W. Kujawski, K. Konieczny, Pervaporative removal of organosulfur compounds (OSCs) from gasoline using PEBA and PDMS based commercial hydrophobic membranes, Chem. Eng. J. 309 (2017) 435–444.
[13] S. Xu, L.F. Liu, Y. Wang, Network cross-linking of polyimide membranes for pervaporation dehydration, Sep. Purif. Technol. 185 (2017) 215–226.
[14] P. Roy Choudhury, S. Majumdar, G.C. Sahoo, S. Saha, P. Mondal, High pressure ultrafiltration CuO/hydroxyethyl cellulose composite ceramic membrane for separation of Cr (VI) and Pb (II) from contaminated water, Chem. Eng. J. 336 (2018) 570–578.
[15] L.G. Lin, Y. Kong, G. Wang, H.M. Qu, J.R. Yang, D.Q. Shi, Selection and crosslinking modification of membrane material for FCC gasoline desulfurization, J. Membr. Sci. 285 (1–2) (2006) 144–151.
[16] K. Liu, C.J. Fang, Z.Q. Li, M. Young, Separation of thiophene/n-heptane mixtures using PEBAX/PVDF-composited membranes via pervaporation, J. Membr. Sci. 451 (2014) 24–31.
[17] H.W. Fan, N.X. Wang, S.L. Ji, H. Yan, G.J. Zhang, Nanodisperse ZIF-8/PDMS hybrid membranes for biobutanol permselective pervaporation, J. Mater. Chem. A 2 (48) (2014) 20947–20957.
[18] D.B. Bailmare, S.J. Dhoble, A.D. Deshmukh, Metal organic frameworks and their derived materials for capacity enhancement of supercapacitors: Progress and perspective, Synth. Met. 282 (2021) 116945.
[19] M.V. Varsha, G. Nageswaran, L. Jothi, A. Ravi Sankar, Review—recent advances in metal organic framework derived carbon materials for electrocatalytic applications, J. Electrochem. Soc. 169 (3) (2022) 036503.
[20] K.A. Cychosz, A.G. Wong-Foy, A.J. Matzger, Liquid phase adsorption by microporous coordination polymers: Removal of organosulfur compounds, J. Am. Chem. Soc. 130 (22) (2008) 6938–6939.
[21] R.J. Lin, L. Ge, L. Hou, E. Strounina, V. Rudolph, Z.H. Zhu, Mixed matrix membranes with strengthened MOFs/polymer interfacial interaction and improved membrane performance, ACS Appl. Mater. Interfaces 6 (8) (2014) 5609–5618.
[22] Y.M. Song, D.H. Yang, S.N. Yu, X.S. Teng, Z. Chang, F.S. Pan, X.H. Bu, Z.Y. Jiang, B.Y. Wang, S. Wang, X.Z. Cao, Hybrid membranes with Cu(II) loaded metal organic frameworks for enhanced desulfurization performance, Sep. Purif. Technol. 210 (2019) 258–267.
[23] L.B. Yang, Z. Wang, J.L. Zhang, Zeolite imidazolate framework hybrid nanofiltration (NF) membranes with enhanced permselectivity for dye removal, J. Membr. Sci. 532 (2017) 76–86.
[24] H.X. Sun, Z. Magnuson, W.W. He, W.J. Zhang, H. Vardhan, X.L. Han, G.H. He, S.Q. Ma, PEG@ZIF-8/PVDF nanocomposite membrane for efficient pervaporation desulfurization via a layer-by-layer technology, ACS Appl. Mater. Interfaces 12 (18) (2020) 20664–20671.
[25] G.J. Ross, J.F. Watts, M.P. Hill, P. Morrissey, Surface modification of poly(vinylidene fluoride) by alkaline treatment1. The degradation mechanism, Polymer 41 (5) (2000) 1685–1696.
[26] Q.F. Liu, C.H. Lee, H. Kim, Performance evaluation of alkaline treated poly(vinylidene fluoride) membranes, Sep. Sci. Technol. 45 (9) (2010) 1209–1215.
[27] S. Gadipelli, W. Travis, W. Zhou, Z.X. Guo, A thermally derived and optimized structure from ZIF-8 with giant enhancement in CO₂ uptake, Energy Environ. Sci. 7 (7) (2014) 2232–2238.
[28] I. Kohsari, Z. Shariatinia, S.M. Pourmortazavi, Antibacterial electrospun chitosan-polyethylene oxide nanocomposite mats containing ZIF-8 nanoparticles, Int. J. Biol. Macromol. 91 (2016) 778–788.
[29] N. Liu, J. Cheng, W. Hou, X. Yang, J.H. Zhou, Pebax-based mixed matrix membranes loaded with graphene oxide/core shell ZIF-8@ZIF-67 nanocomposites improved CO₂ permeability and selectivity, J. Appl. Polym. Sci. 138 (23) (2021) 50553.
[30] R. Gregorio Jr, Determination of the α, β, and γ crystalline phases of poly(vinylidene fluoride) films prepared at different conditions, J. Appl. Polym. Sci. 100 (4) (2006) 3272–3279.
[31] E. Jang, E. Kim, H. Kim, T. Lee, H.J. Yeom, Y.W. Kim, J. Choi, Formation of ZIF-8 membranes inside porous supports for improving both their H₂/CO₂ separation performance and thermal/mechanical stability, J. Membr. Sci. 540 (2017) 430–439.
[32] J. Gao, H.Z. Mao, H. Jin, C. Chen, A. Feldhoff, Y.S. Li, Functionalized ZIF-7/Pebax^® 2533 mixed matrix membranes for CO₂/N₂ separation, Microporous Mesoporous Mater. 297 (2020) 110030.
[33] M.Q. Fang, H.T. Zhang, J.X. Chen, T. Wang, J. Liu, X. Li, J.D. Li, X.Z. Cao, A facile approach to construct hierarchical dense membranes via polydopamine for enhanced propylene/nitrogen separation, J. Membr. Sci. 499 (2016) 290–300.
[34] D. Yamamoto, T. Maki, S. Watanabe, H. Tanaka, M.T. Miyahara, K. Mae, Synthesis and adsorption properties of ZIF-8 nanoparticles using a micromixer, Chem. Eng. J. 227 (2013) 145–150.
[35] J. Qiu, Y. Xin, X. Ju, L.P. Guo, B.Y. Wang, Y.R. Zhong, Q.Y. Huang, Y.C. Wu, Investigation by slow positron beam of defects in CLAM steel induced by helium and hydrogen implantation, Nucl. Instrum. Meth. Phys. Res. Sect. B 267 (18) (2009) 3162–3165.
[36] A. Phan, C.J. Doonan, F.J. Uribe-Romo, C.B. Knobler, M. O’Keeffe, O.M. Yaghi, Synthesis, structure, and carbon dioxide capture properties of zeolitic imidazolate frameworks, Acc. Chem. Res. 43 (1) (2010) 58–67.
[37] X.L. Han, T.T. Hu, Y. Wang, H.Y. Chen, Y.Q. Wang, R.Q. Yao, X.X. Ma, J.D. Li, X.F. Li, A water-based mixing process for fabricating ZIF-8/PEG mixed matrix membranes with efficient desulfurization performance, Sep. Purif. Technol. 214 (2019) 61–66.
[38] G.H. Liu, T.T. Zhou, W.P. Liu, S. Hu, F.S. Pan, H. Wu, Z.Y. Jiang, B.Y. Wang, J. Yang, X.Z. Cao, Enhanced desulfurization performance of PDMS membranes by incorporating silver decorated dopamine nanoparticles, J. Mater. Chem. A 2 (32) (2014) 12907.
[39] Y. Kong, L.G. Lin, Y.Z. Zhang, F.W. Lu, K.K. Xie, R.K. Liu, L. Guo, S. Shao, J.R. Yang, D.Q. Shi, Studies on polyethylene glycol/polyethersulfone composite membranes for FCC gasoline desulphurization by pervaporation, Eur. Polym. J. 44 (10) (2008) 3335–3343.
[40] S.N. Yu, Z.Y. Jiang, W.D. Li, J.Q. Mayta, H. Ding, Y.M. Song, Z. Li, Z.W. Dong, F.S. Pan, B.Y. Wang, P. Zhang, X.Z. Cao, Elevated performance of hybrid membranes by incorporating metal organic framework CuBTC for pervaporative desulfurization of gasoline, Chem. Eng. Process. Process. Intensif. 123 (2018) 12–19.
[41] S.N. Yu, F.S. Pan, S. Yang, H. Ding, Z.Y. Jiang, B.Y. Wang, Z.X. Li, X.Z. Cao, Enhanced pervaporation performance of MIL-101 (Cr) filled polysiloxane hybrid membranes in desulfurization of model gasoline, Chem. Eng. Sci. 135 (2015) 479–488.
[42] S.N. Yu, Z.Y. Jiang, H. Ding, F.S. Pan, B.Y. Wang, J. Yang, X.Z. Cao, Elevated pervaporation performance of polysiloxane membrane using channels and active sites of metal organic framework CuBTC, J. Membr. Sci. 481 (2015) 73–81.
[43] D. Yang, S. Yang, Z.Y. Jiang, S.N. Yu, J.L. Zhang, F.S. Pan, X.Z. Cao, B.Y. Wang, J. Yang, Polydimethyl siloxane-graphene nanosheets hybrid membranes with enhanced pervaporative desulfurization performance, J. Membr. Sci. 487 (2015) 152–161.
[44] F.S. Pan, M.D. Wang, H. Ding, Y.M. Song, W.D. Li, H. Wu, Z.Y. Jiang, B.Y. Wang, X.Z. Cao, Embedding Ag+@COFs within Pebax membrane to confer mass transport channels and facilitated transport sites for elevated desulfurization performance, J. Membr. Sci. 552 (2018) 1–12.
[45] Zhang Y, Jiang Z Y, Song J, Cao X Z. Elevated pervaporative desulfurization performance of Pebax-Ag+@MOFs hybrid membranes by integrating multiple transport mechanisms. Ind Eng Chem Res. 58 (2019) 16911-16921.
[46] W.Y. Shi, X.L. Han, F. Bai, C. Hua, X.Z. Cao, Enhanced desulfurization performance of polyethylene glycol membrane by incorporating metal organic framework MOF-505, Sep. Purif. Technol. 272 (2021) 118924.

Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline

Preparation of ZIF-8@PEBAX/PVDF nanocomposite membrane by the combination of self-assembly and in-situ growth for removing thiophene from the model gasoline

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	Xi Zhang, Xiaodong Wang, Wei Huang. Separation of a C₃H₆/C₂H₄ mixture using Pebax^® 2533/PEG600 blend membranes[J]. 中国化学工程学报, 2023, 54(2): 192-198.
[2]	Haiyan Jiang, Lu Bai, Bingbing Yang, Shaojuan Zeng, Haifeng Dong, Xiangping Zhang. The effect of protic ionic liquids incorporation on CO₂ separation performance of Pebax-based membranes[J]. 中国化学工程学报, 2022, 43(3): 169-176.
[3]	Zhentao Chen, Yaxin Liu, Jian Chen, Yang Zhao, Tao Jiang, Fangyu Zhao, Jiahuan Yu, Haoxuan Yang, Fan Yang, Chunming Xu. Synthesis of alumina-nitrogen-doped carbon support for CoMo catalysts in hydrodesulfurization process[J]. 中国化学工程学报, 2022, 41(1): 392-402.
[4]	Abd El-Aziz S. Fouda, Mohamed A. Ismail, Abdulraqeb A. Al-Khamri, Ashraf S. Abousalem. Corrosion inhibition of carbon steel in hydrochloric acid by cationic arylthiophenes as new eco-friendly inhibitors: Experimental and quantum chemical study[J]. 中国化学工程学报, 2021, 40(12): 197-217.
[5]	Pei Xue, Meng Zheng, Longwei Wang, Liyuan Cao, Liang Zhao, Jinsen Gao, Chunming Xu. Mechanism transformation of cyclohexene-thiophene competitive adsorption in FAU zeolite[J]. 中国化学工程学报, 2021, 39(11): 68-78.
[6]	Ali Hatami, Iman Salahshoori, Niloufar Rashidi, Danial Nasirian. The effect of ZIF-90 particle in Pebax/Psf composite membrane on the transport properties of CO₂, CH₄ and N₂ gases by Molecular Dynamics Simulation method[J]. 中国化学工程学报, 2020, 28(9): 2267-2284.
[7]	Yaseen Muhammad, Ayesha Shoukat, Ata Ur Rahman, Haroon Ur Rashid, Waqas Ahmad. Oxidative desulfurization of dibenzothiophene over Fe promoted Co-Mo/Al₂O₃ and Ni-Mo/Al₂O₃ catalysts using hydrogen peroxide and formic acid as oxidants[J]. Chinese Journal of Chemical Engineering, 2018, 26(3): 593-600.
[8]	Hua Song, Qi Yu, Yanguang Chen, Yuanyuan Wang, Ruixia Niu. Preparation of highly active MCM-41 supported Ni₂P catalysts and its dibenzothiophene HDS performanc[J]. Chinese Journal of Chemical Engineering, 2018, 26(3): 540-544.
[9]	Miao He, Yingxia Li, Jie Zhang, Biaohua Chen. Desulfurization of gasoline by condensation of thiophenes with formaldehyde in a biphasic system using aqueous phase of acids[J]. , 2017, 25(2): 166-170.
[10]	Ehsan Salehi, Leila Bakhtiari, Mahdi Askari. Extended adsorption transport models for permeation of copper ions through nanocomposite chitosan/polyvinyl alcohol thin affinity membranes[J]. Chinese Journal of Chemical Engineering, 2016, 24(11): 1527-1532.
[11]	许翠霞, 杨克迪, 刘自力, 秦祖赠, 何维, 代倩雯, 张健杰, 张帆. Superparamagnetic Supported Catalyst H₃PW₁₂O₄₀/γ-Fe₂O₃ for Alkylation of Thiophene with Olefine[J]. Chinese Journal of Chemical Engineering, 2014, 22(3): 305-311.
[12]	李加友, 柳红霞, 于红霞, 王遵尧, 王连生. Thermodynamic Properties for Polybrominated Dibenzothiophenes by Density Functional Theory[J]. , 2009, 17(6): 999-1008.
[13]	周新锐, 盖洪涛, 王静, 张珊珊, 杨锦宗, 张淑芬. Oxidation of Benzothiophenes Using Tert-amyl Hydroperoxide[J]. , 2009, 17(2): 189-194.
[14]	陈兰菊, 郭绍辉, 赵地顺. 负载金属氧化物分子筛催化氧化模拟汽油的脱硫研究[J]. , 2007, 15(4): 520-523.
[15]	陈兰菊, 郭绍辉, 赵地顺. 硅胶催化双氧水甲酸氧化噻吩类化合物的研究[J]. , 2006, 14(6): 835-838.