Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s

doi:10.1016/j.cjche.2022.06.025

中国化学工程学报 ›› 2022, Vol. 49 ›› Issue (9): 100-110.DOI: 10.1016/j.cjche.2022.06.025

• Special Column: Membranes for Life Science • 上一篇下一篇

Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s

Sihan Huang^1,2, Yaohan Chen^1,2, Xue Wang^1,2, Jing Guo^1,2, Yonggang Li^1,2, Lei Dai¹, Shenghai Li^1,2, Suobo Zhang^1,2

1. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;
2. University of Science and Technology of China, Hefei 230026, China

收稿日期:2022-02-28 修回日期:2022-06-29 发布日期:2022-10-19
通讯作者: Yonggang Li,E-mail:ygli@ciac.ac.cn;Shenghai Li,E-mail:lsh@ciac.ac.cn
基金资助:
This work was financially supported by the National Natural Science Foundation of China (52003266, 21961160739), the Development of Scientific and Technological Project of the Jilin Province (YDZJ202101ZYTS162, 20200801051GH) and Chinese Academy of Sciences -Wego Group High-tech Research & Development.

Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s

Sihan Huang^1,2, Yaohan Chen^1,2, Xue Wang^1,2, Jing Guo^1,2, Yonggang Li^1,2, Lei Dai¹, Shenghai Li^1,2, Suobo Zhang^1,2

1. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;
2. University of Science and Technology of China, Hefei 230026, China

Received:2022-02-28 Revised:2022-06-29 Published:2022-10-19
Contact: Yonggang Li,E-mail:ygli@ciac.ac.cn;Shenghai Li,E-mail:lsh@ciac.ac.cn
Supported by:
This work was financially supported by the National Natural Science Foundation of China (52003266, 21961160739), the Development of Scientific and Technological Project of the Jilin Province (YDZJ202101ZYTS162, 20200801051GH) and Chinese Academy of Sciences -Wego Group High-tech Research & Development.

摘要/Abstract

摘要： The past few decades have witnessed rapid gains in our demands of antifouling membranes such as water purification membranes and hemodialysis membranes. A variety of methodologies have been proposed for improving the antifouling performance and the hemocompatibility of the membranes. In this study, a series of copolymers (PSF-PESSB) containing polysulfone (PSF) and poly(arylene ether sulfone) bearing pendant zwitterionic sulfobetaine groups (PESSB) were prepared via one-pot polycondensation. Subsequently, the ultrafiltration (UF) membranes were prepared from different zwitterion-containing copolymers. The prepared membranes showed high thermal stability and mechanical properties. Besides, it also displayed attractive antifouling performance and blood compatibility. Compared with the original PSF membrane, the amount of protein absorption on the modified membrane was reduced; the flux recovery ratio and the resistance to blood cells were significantly improved. The results of this work suggest that PSF-PESSB membranes are expected to be applied in blood purification. The introduction of zwitterion-containing polymers to membranes paves ways for developing advanced hemodialysis technologies for crucial process.

关键词: Ultrafiltration membranes, Polysulfone, Zwitterion, Antifouling, Blood compatibility

Abstract: The past few decades have witnessed rapid gains in our demands of antifouling membranes such as water purification membranes and hemodialysis membranes. A variety of methodologies have been proposed for improving the antifouling performance and the hemocompatibility of the membranes. In this study, a series of copolymers (PSF-PESSB) containing polysulfone (PSF) and poly(arylene ether sulfone) bearing pendant zwitterionic sulfobetaine groups (PESSB) were prepared via one-pot polycondensation. Subsequently, the ultrafiltration (UF) membranes were prepared from different zwitterion-containing copolymers. The prepared membranes showed high thermal stability and mechanical properties. Besides, it also displayed attractive antifouling performance and blood compatibility. Compared with the original PSF membrane, the amount of protein absorption on the modified membrane was reduced; the flux recovery ratio and the resistance to blood cells were significantly improved. The results of this work suggest that PSF-PESSB membranes are expected to be applied in blood purification. The introduction of zwitterion-containing polymers to membranes paves ways for developing advanced hemodialysis technologies for crucial process.

Key words: Ultrafiltration membranes, Polysulfone, Zwitterion, Antifouling, Blood compatibility

Sihan Huang, Yaohan Chen, Xue Wang, Jing Guo, Yonggang Li, Lei Dai, Shenghai Li, Suobo Zhang. Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s[J]. 中国化学工程学报, 2022, 49(9): 100-110.

参考文献

[1] M. Irfan, A. Idris, Overview of PES biocompatible/hemodialysis membranes:PES-blood interactions and modification techniques, Mater. Sci. Eng. C Mater. Biol. Appl. 56 (2015) 574-592
[2] A. Mollahosseini, A. Abdelrasoul, A. Shoker, A critical review of recent advances in hemodialysis membranes hemocompatibility and guidelines for future development, Mater. Chem. Phys. 248 (2020) 122911
[3] M. Safarpour, V. Vatanpour, A. Khataee, Preparation and characterization of graphene oxide/TiO2 blended PES nanofiltration membrane with improved antifouling and separation performance, Desalination 393 (2016) 65-78
[4] J.Y. Wang, Y.Y. Xu, L.P. Zhu, J.H. Li, B.K. Zhu, Amphiphilic ABA copolymers used for surface modification of polysulfone membranes, Part 1:molecular design, synthesis, and characterization, Polymer 49 (15) (2008) 3256-3264
[5] L.J. Zhu, H.M. Song, J.R. Wang, L.X. Xue, Polysulfone hemodiafiltration membranes with enhanced anti-fouling and hemocompatibility modified by poly(vinyl pyrrolidone) via in situ cross-linked polymerization, Mater. Sci. Eng. C Mater. Biol. Appl. 74 (2017) 159-166
[6] Q. Wei, T. Becherer, S. Angioletti-Uberti, J. Dzubiella, C. Wischke, A.T. Neffe, A. Lendlein, M. Ballauff, R. Haag, Protein interactions with polymer coatings and biomaterials, Angew. Chem. Int. Ed Engl. 53 (31) (2014) 8004-8031
[7] Y.L. Zhao, L. Dai, Q.F. Zhang, S.B. Zhang, Surface modification of polyamide reverses osmosis membrane by phosphonic acid group with improved performance, J. Appl. Polym. Sci. 136 (2) (2019) 46931
[8] N.A. Agudelo, A.M. Elsen, H.K. He, B.L. López, K. Matyjaszewski, ABA triblock copolymers from two mechanistic techniques:Polycondensation and atom transfer radical polymerization, J. Polym. Sci. A Polym. Chem. 53 (2) (2015) 228-238
[9] C. Wang, R. Wang, Y. Xu, M. Zhang, F. Yang, S.D. Sun, C.S. Zhao, A facile way to prepare anti-fouling and blood-compatible polyethersulfone membrane via blending with heparin-mimicking polyurethanes, Mater. Sci. Eng. C Mater. Biol. Appl. 78 (2017) 1035-1045
[10] Y.B. Jiang, Y.Y. Zhang, B.L. Chen, X.Y. Zhu, Membrane hydrophilicity switching via molecular design and re-construction of the functional additive for enhanced fouling resistance, J. Membr. Sci. 588 (2019) 117222
[11] S. Kadanyo, N. Gumbi, C. Matindi, D. Dlamini, Y.X. Hu, Z.Y. Cui, H. Wang, M.Y. Hu, J.X. Li, Enhancing compatibility and hydrophilicity of P olysulfone/poly (ethylene-co-vinyl alcohol) copolymer blend ultrafiltration membranes using polyethylene glycol as hydrophilic additive and compatibilizer, SSRN Electron. J. 287(2021) 120523
[12] Y.A. Chen, J. Zhang, Y. Cohen, Fouling resistant and performance tunable ultrafiltration membranes via surface graft polymerization induced by atmospheric pressure air plasma, Sep. Purif. Technol. 286 (2022) 120490
[13] Y.L. Zhao, L. Dai, Q.F. Zhang, S.Y. Zhou, S.B. Zhang, Chlorine-resistant sulfochlorinated and sulfonated polysulfone for reverse osmosis membranes by coating method, J. Colloid Interface Sci. 541 (2019) 434-443
[14] A. Higuchi, K. Sugiyama, B.O. Yoon, M. Sakurai, M. Hara, M. Sumita, S.I. Sugawara, T. Shirai, Serum protein adsorption and platelet adhesion on pluronic^TM-adsorbed polysulfone membranes, Biomaterials 24 (19) (2003) 3235-3245
[15] S. Kasemset, L. Wang, Z.W. He, D.J. Miller, A. Kirschner, B.D. Freeman, M.M. Sharma, Influence of polydopamine deposition conditions on hydraulic permeability, sieving coefficients, pore size and pore size distribution for a polysulfone ultrafiltration membrane, J. Membr. Sci. 522 (2017) 100-115
[16] D.W. Ma, Z.G. Wang, T. Liu, Y.X. Hu, Y. Wang, Spray coating of polysulfone/poly(ethylene glycol) block polymer on macroporous substrates followed by selective swelling for composite ultrafiltration membranes, Chin. J. Chem. Eng. 29 (2021) 85-91
[17] X. Fu, T. Lei, S.J. Li, Y.F. Liu, J. Peng, J.P. Ning, Construction of novel antiplatelet modified polyethersulfone membrane and study into its blood compatibility, Mater. Sci. Eng. C Mater. Biol. Appl. 135 (2022) 112659
[18] H. Yang, J.M. Zhou, Z.G. Wang, X.S. Shi, Y. Wang, Selective swelling of polysulfone/poly(ethylene glycol) block copolymer towards fouling-resistant ultrafiltration membranes, Chin. J. Chem. Eng. 28 (1) (2020) 98-103
[19] T. Xiang, L.S. Zhang, R. Wang, Y. Xia, B.H. Su, C.S. Zhao, Blood compatibility comparison for polysulfone membranes modified by grafting block and random zwitterionic copolymers via surface-initiated ATRP, J. Colloid Interface Sci. 432 (2014) 47-56
[20] W.P. Wang, Z. Zheng, X. Huang, W.L. Fan, W.K. Yu, Z.B. Zhang, L. Li, C. Mao, Hemocompatibility and oxygenation performance of polysulfone membranes grafted with polyethylene glycol and heparin by plasma-induced surface modification, J. Biomed. Mater. Res. 105 (7) (2017) 1737-1746
[21] Y.F. Zhao, L.P. Zhu, Z. Yi, B.K. Zhu, Y.Y. Xu, Improving the hydrophilicity and fouling-resistance of polysulfone ultrafiltration membranes via surface zwitterionicalization mediated by polysulfone-based triblock copolymer additive, J. Membr. Sci. 440 (2013) 40-47
[22] Q. Yang, T.S. Chung, M. Weber, Microscopic behavior of polyvinylpyrrolidone hydrophilizing agents on phase inversion polyethersulfone hollow fiber membranes for hemofiltration, J. Membr. Sci. 326 (2) (2009) 322-331
[23] C.X. Nie, Y. Yang, Z.H. Peng, C. Cheng, L. Ma, C.S. Zhao, Aramid nanofiber as an emerging nanofibrous modifier to enhance ultrafiltration and biological performances of polymeric membranes, J. Membr. Sci. 528 (2017) 251-263
[24] M.R. He, X.C. Fan, Z. Yang, R.N. Zhang, Y.N. Liu, L. Fan, Q. Zhang, Y.L. Su, Z.Y. Jiang, Antifouling high-flux membranes via surface segregation and phase separation controlled by the synergy of hydrophobic and hydrogen bond interactions, J. Membr. Sci. 520 (2016) 814-822
[25] M. Hayama, K.I. Yamamoto, F. Kohori, K. Sakai, How polysulfone dialysis membranes containing polyvinylpyrrolidone achieve excellent biocompatibility? J. Membr. Sci. 234 (1-2) (2004) 41-49
[26] M. Hayama, Nanoscopic behavior of polyvinylpyrrolidone particles on polysulfone/polyvinylpyrrolidone film, Biomaterials 25 (6) (2004) 1019-1028
[27] B. Chakrabarty, A.K. Ghoshal, M.K. Purkait, Effect of molecular weight of PEG on membrane morphology and transport properties, J. Membr. Sci. 309 (1-2) (2008) 209-221
[28] S.J. Xiao, X.W. Huo, S.X. Fan, K. Zhao, S.W. Yu, X.Y. Tan, Design and synthesis of Al-MOF/PPSU mixed matrix membrane with pollution resistance, Chin. J. Chem. Eng. 29 (2021) 110-120
[29] D.L. Zhong, Z.G. Wang, J.M. Zhou, Y. Wang, Additive-free preparation of hemodialysis membranes from block copolymers of polysulfone and polyethylene glycol, J. Membr. Sci. 618 (2021) 118690
[30] H.F. Ji, H. Xu, L.Q. Jin, X. Song, C. He, X.L. Liu, L. Xiong, W.F. Zhao, C.S. Zhao, Surface engineering of low-fouling and hemocompatible polyethersulfone membranes via in situ ring-opening reaction, J. Membr. Sci. 581 (2019) 373-382
[31] A. Mollahosseini, A. Abdelrasoul, A. Shoker, Latest advances in zwitterionic structures modified dialysis membranes, Mater. Today Chem. 15 (2020) 100227
[32] T. Xiang, T. Lu, Y. Xie, W.F. Zhao, S.D. Sun, C.S. Zhao, Zwitterionic polymer functionalization of polysulfone membrane with improved antifouling property and blood compatibility by combination of ATRP and click chemistry, Acta Biomater. 40 (2016) 162-171
[33] X.J. Li, K. Nayak, M. Stamm, B.P. Tripathi, Zwitterionic silica nanogel-modified polysulfone nanoporous membranes formed by in situ method for water treatment, Chemosphere 280 (2021) 130615
[34] P. Wang, J.Q. Meng, M.L. Xu, T. Yuan, N. Yang, T. Sun, Y.F. Zhang, X.S. Feng, B.W. Cheng, A simple but efficient zwitterionization method towards cellulose membrane with superior antifouling property and biocompatibility, J. Membr. Sci. 492 (2015) 547-558
[35] L. Tan, L. Gong, S.Y. Wang, Y.Z. Zhu, F. Zhang, Y.T. Zhang, J. Jin, Superhydrophilic sub-1-nm porous membrane with electroneutral surface for nonselective transport of small organic molecules, ACS Appl. Mater. Interfaces 12 (34) (2020) 38778-38787
[36] M.C. Sin, S.H. Chen, Y. Chang, Hemocompatibility of zwitterionic interfaces and membranes, Polym. J. 46 (8) (2014) 436-443
[37] S.Q. Chen, Y. Xie, T.J. Xiao, W.F. Zhao, J.S. Li, C.S. Zhao, Tannic acid-inspiration and post-crosslinking of zwitterionic polymer as a universal approach towards antifouling surface, Chem. Eng. J. 337 (2018) 122-132
[38] A.J. Keefe, S.Y. Jiang, Poly(zwitterionic)protein conjugates offer increased stability without sacrificing binding affinity or bioactivity, Nat. Chem. 4 (1) (2011) 59-63
[39] W.W. Yue, H.J. Li, T. Xiang, H. Qin, S.D. Sun, C.S. Zhao, Grafting of zwitterion from polysulfone membrane via surface-initiated ATRP with enhanced antifouling property and biocompatibility, J. Membr. Sci. 446 (2013) 79-91
[40] A. Venault, W.Y. Huang, S.W. Hsiao, A. Chinnathambi, S.A. Alharbi, H. Chen, J. Zheng, Y. Chang, Zwitterionic modifications for enhancing the antifouling properties of poly(vinylidene fluoride) membranes, Langmuir 32 (16) (2016) 4113-4124
[41] P. Fowler, G.V. Dizon, L.L. Tayo, A.R. Caparanga, J. Huang, J. Zheng, P. Aimar, Y. Chang, Surface zwitterionization of expanded poly(tetrafluoroethylene) via dopamine-assisted consecutive immersion coating, ACS Appl. Mater. Interfaces 2020, 12, 41000-41010
[42] D.H. Wang, J.K. Xu, J.Y. Tan, J.L. Yang, S.X. Zhou, In situ generation of amphiphilic coatings based on a self-catalytic zwitterionic precursor and their antifouling performance, Chem. Eng. J. 422 (2021) 130115
[43] S.H. Hou, J.L. Xing, X. Dong, J.F. Zheng, S.H. Li, Integrated antimicrobial and antifouling ultrafiltration membrane by surface grafting PEO and N-chloramine functional groups, J. Colloid Interface Sci. 500 (2017) 333-340
[44] S.H. Hou, J.F. Zheng, S.B. Zhang, S.H. Li, Novel amphiphilic PEO-grafted cardo poly(aryl ether sulfone) copolymer:synthesis, characterization and antifouling performance, Polymer 77 (2015) 48-54
[45] T.W. Liu, S.J. Yan, R.T. Zhou, X. Zhang, H.W. Yang, Q.Y. Yan, R. Yang, S.F. Luan, Self-adaptive antibacterial coating for universal polymeric substrates based on a micrometer-scale hierarchical polymer brush system, ACS Appl. Mater. Interfaces 12 (38) (2020) 42576-42585
[46] J.X. Wang, M. Qiu, C.J. He, A zwitterionic polymer/PES membrane for enhanced antifouling performance and promoting hemocompatibility, J. Membr. Sci. 606 (2020) 118119
[47] Y.H. Chen, Y.G. Li, Y.Q. Li, J. Guo, S.H. Li, S.B. Zhang, Nano-interlayers fabricated via interfacial azo-coupling polymerization:effect of pore properties of interlayers on overall performance of thin-film composite for nanofiltration, ACS Appl. Mater. Interfaces 13 (49) (2021) 59329-59340
[48] Q.F. Zhang, S.B. Zhang, L. Dai, X.S. Chen, Novel zwitterionic poly(arylene ether sulfone)s as antifouling membrane material, J. Membr. Sci. 349 (1-2) (2010) 217-224
[49] L.J. Zhu, F. Liu, X.M. Yu, A.L. Gao, L.X. Xue, Surface zwitterionization of hemocompatible poly(lactic acid) membranes for hemodiafiltration, J. Membr. Sci. 475 (2015) 469-479
[50] T.Y. Zhang, Q. Wang, W. Luan, X. Li, X.F. Chen, D. Ding, Z.C. Shen, M.H. Qiu, Z.L. Cui, Y.Q. Fan, Zwitterionic monolayer grafted ceramic membrane with an antifouling performance for the efficient oil-water separation, Chin. J. Chem. Eng. 42 (2022) 227-235
[51] N. Yang, X.M. Jia, D.D. Wang, C.J. Wei, Y. He, L. Chen, Y.P. Zhao, Silibinin as a natural antioxidant for modifying polysulfone membranes to suppress hemodialysis-induced oxidative stress, J. Membr. Sci. 574 (2019) 86-99
[52] J.L. Brash, T.A. Horbett, R.A. Latour, P. Tengvall, The blood compatibility challenge. Part 2:protein adsorption phenomena governing blood reactivity, Acta Biomater. 94 (2019) 11-24

Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s

Preparation of antifouling ultrafiltration membranes from copolymers of polysulfone and zwitterionic poly(arylene ether sulfone)s

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]	Eid H. Alosaimi, Ibrahim Hotan Alsohaimi, Hassan M.A. Hassan, Qiao Chen, Saad Melhi, Ayman Abdelaziz Younes. Towards superior permeability and antifouling performance of sulfonated polyethersulfone ultrafiltration membranes modified with sulfopropyl methacrylate functionalized SBA-15[J]. 中国化学工程学报, 2023, 53(1): 89-100.
[2]	Chunyu Zhang, Yan Sun, Xiaoyan Dong. Conjugation of a zwitterionic polymer with dimethyl chains to lipase significantly increases the enzyme activity and stability[J]. 中国化学工程学报, 2022, 47(7): 48-53.
[3]	Tianyu Zhang, Qian Wang, Wei Luan, Xue Li, Xianfu Chen, Dong Ding, Zhichao Shen, Minghui Qiu, Zhaoliang Cui, Yiqun Fan. Zwitterionic monolayer grafted ceramic membrane with an antifouling performance for the efficient oil-water separation[J]. 中国化学工程学报, 2022, 42(2): 227-235.
[4]	Dauda Mohammed, Muhammad H. Al-Malack, Basheer Chanbasha. Sulfamic acid functionalized slag for effective removal of organic dye and toxic metal from the aqueous samples[J]. 中国化学工程学报, 2021, 33(5): 306-318.
[5]	Yanna Wu, Jianxian Zeng, Yajie Zeng, Hu Zhou, Guoqing Liu, Jian Jian, Jie Ding. Polyethersulfone-polyvinylpyrrolidone composite membranes: Effects of polyvinylpyrrolidone content and polydopamine coating on membrane morphology, structure and performances[J]. 中国化学工程学报, 2021, 38(10): 84-97.
[6]	Shujuan Xiao, Xiaowen Huo, Shuxin Fan, Kui Zhao, Shouwu Yu, Xiaoyao Tan. Design and synthesis of Al-MOF/PPSU mixed matrix membrane with pollution resistance[J]. 中国化学工程学报, 2021, 29(1): 110-120.
[7]	Dongwei Ma, Zhaogen Wang, Tao Liu, Yunxia Hu, Yong Wang. Spray coating of polysulfone/poly(ethylene glycol) block polymer on macroporous substrates followed by selective swelling for composite ultrafiltration membranes[J]. 中国化学工程学报, 2021, 29(1): 85-91.
[8]	Mohadeseh Farrokhara, Fatereh Dorosti. New high permeable polysulfone/ionic liquid membrane for gas separation[J]. 中国化学工程学报, 2020, 28(9): 2301-2311.
[9]	Ning Chen, Chunyu Zhang, Xiaoyan Dong, Yan Sun. Fabrication and characterization of epoxylated zwitterionic copolymergrafted silica nanoparticle as a new support for lipase immobilization[J]. 中国化学工程学报, 2020, 28(4): 1129-1135.
[10]	Yifeng Li, Chunyu Zhang, Yan Sun. Zwitterionic polymer-coated porous poly(vinyl acetate-divinyl benzene) microsphere: A new support for enhanced performance of immobilized lipase[J]. 中国化学工程学报, 2020, 28(1): 242-248.
[11]	Hao Yang, Jiemei Zhou, Zhaogen Wang, Xiansong Shi, Yong Wang. Selective swelling of polysulfone/poly(ethylene glycol) block copolymer towards fouling-resistant ultrafiltration membranes[J]. 中国化学工程学报, 2020, 28(1): 98-103.
[12]	Shujuan Xiao, Shouwu Yu, Li Yan, Ying Liu, Xiaoyao Tan. Preparation and properties of PPSU/GO mixed matrix membrane[J]. , 2017, 25(4): 408-414.
[13]	Xianling Meng, Xia Jiang, Peijun Ji. A strong adhesive block polymer coating for antifouling of large molecular weight protein[J]. Chinese Journal of Chemical Engineering, 2017, 25(12): 1831-1837.
[14]	Hongwu Wang, Yanjun Jiang, Liya Zhou, Jing Gao. Bienzyme system immobilized in biomimetic silica for application in antifouling coatings[J]. Chinese Journal of Chemical Engineering, 2015, 23(8): 1384-1388.
[15]	王海涛, 杨刘, 赵学辉, 于湉, 杜启云. Improvement of Hydrophilicity and Blood Compatibility on Polyethersulfone Membrane by Blending Sulfonated Polyethersulfone[J]. , 2009, 17(2): 324-329.