Recyclable hydrolyzed polymers of intrinsic microporosity-1/Fe3O4 magnetic composites as adsorbents for selective cationic dye adsorption

  • Feng Zhang ,
  • Shuainan Xu ,
  • Xiumei Geng ,
  • Meixia Shan ,
  • Yatao Zhang
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  • School of Chemical Engineering, Zhengzhou University, Zhengzhou 450001, China
mxshan@zzu.edu.cn
zhangyatao@zzu.edu.cn

Received date: 28 Aug 2023

Accepted date: 20 Nov 2023

Copyright

2024 Higher Education Press

Abstract

Polymers of intrinsic microporosity shows great potential for dye adsorption and magnetic Fe3O4 are easy to be separated. In this work, hydrolyzed polymers of intrinsic microporosity-1/Fe3O4 composite adsorbents were prepared by phase inversion and hydrolysis process for cationic dye adsorption. The chemical structure and morphology of the composite adsorbents were systematically characterized by several characterization methods. Using methylene blue as the target dye, the influences of solution pH, contact time, initial dye concentration, and system temperature on the methylene blue adsorption process were investigated. The incorporation of Fe3O4 particle into hydrolyzed polymers of intrinsic microporosity-1 endow the adsorbent with high magnetic saturation (20.7 emu·g–1) which allows the rapid separation of the adsorbent. Furthermore, the adsorption process was simulated by adsorption kinetics, isotherms and thermodynamics to gain insight onto the intrinsic adsorption mechanism. In addition, the composite adsorbents are able to selectively adsorb cationic dyes from mixed dyes solution. Hydrolyzed polymers of intrinsic microporosity/Fe3O4 shows only a slight decrease for methylene blue adsorption after 10 adsorption/regeneration cycles, demonstrating the outstanding regeneration performance. The high adsorption capacity, outstanding regeneration ability, together with simple preparation method, endow the composite adsorbents great potential for selective removal of cationic dyes in wastewater system.

Cite this article

Feng Zhang , Shuainan Xu , Xiumei Geng , Meixia Shan , Yatao Zhang . Recyclable hydrolyzed polymers of intrinsic microporosity-1/Fe3O4 magnetic composites as adsorbents for selective cationic dye adsorption[J]. Frontiers of Chemical Science and Engineering, 2024 , 18(2) : 21 . DOI: 10.1007/s11705-024-2386-4

Competing interests

The authors declare that they have no competing interests.

Acknowledgements

This work was supported by the National Natural Science Foundation of China (Grant Nos. 22178327 and 52003250), China Postdoctoral Science Foundation (Grant No. 2020M682351), Excellent Youth Foundation of Henan Scientific Committee (Grant No. 222300420018), and Key Scientific Research Project of Universities in Henan Province (Grant No. 21zx006). The authors gratefully thank Center of Advanced Analysis & Computational Science (Zhengzhou University) for help with the membrane characterization.

Electronic Supplementary Material

Supplementary material is available in the online version of this article at https://doi.org/10.1007/s11705-024-2386-4 and is accessible for authorized users.
1
Lu J , Zhou Y , Zhou Y . Recent advance in enhanced adsorption of ionic dyes from aqueous solution: a review. Critical Reviews in Environmental Science and Technology, 2023, 53(19): 1709–1730

DOI

2
Liu X , Yin H , Liu H , Cai Y , Qi X , Dang Z . Multicomponent adsorption of heavy metals onto biogenic hydroxyapatite: surface functional groups and inorganic mineral facilitating stable adsorption of Pb(II). Journal of Hazardous Materials, 2023, 443: 130167

DOI

3
Wang Y , Jing B , Wang F , Wang S , Liu X , Ao Z , Li C . Mechanism insight into enhanced photodegradation of pharmaceuticals and personal care products in natural water matrix over crystalline graphitic carbon nitrides. Water Research, 2020, 180: 115925

DOI

4
Song C , Luo Y , Zheng J , Zhang W , Yu A , Zhang S , Ouyang G . Facile and large-scale synthesis of trifluoromethyl-grafted covalent organic framework for efficient microextraction and ultrasensitive determination of benzoylurea insecticides. Chemical Engineering Journal, 2023, 462: 142220

DOI

5
Liu Y , Zhao Y , Cheng W , Zhang T . Targeted reclaiming cationic dyes from dyeing wastewater with a dithiocarbamate-functionalized material through selective adsorption and efficient desorption. Journal of Colloid and Interface Science, 2020, 579: 766–777

DOI

6
Tu W , Liu Y , Chen M , Ma L , Li L , Yang B . A mussel-induced approach to secondary functional cross-linking 3-aminopropytriethoxysilane to modify the graphene oxide membrane for wastewater purification. Chinese Chemical Letters, 2023, 34(1): 107322

DOI

7
Gholizade A , Asadollahfardi G , Rezaei R . Reactive blue 19 dye removal by UV-LED/chlorine advanced oxidation process. Environmental Science and Pollution Research International, 2023, 30(1): 1704–1718

DOI

8
Deng F , Brillas E . Advances in the decontamination of wastewaters with synthetic organic dyes by electrochemical Fenton-based processes. Separation and Purification Technology, 2023, 316: 123764

DOI

9
Zhang X , Zhang Y , Zhou W , Liu H , Zhang D , Hu H , Lv C , Liu S , Geng L . Construction of novel cluster-based MOF as multifunctional platform for CO2 catalytic transformation and dye selective adsorption. Chinese Chemical Letters, 2023, 34(3): 107368

DOI

10
Singh A , Pal D B , Mohammad A , Alhazmi A , Haque S , Yoon T , Srivastava N , Gupta V K . Biological remediation technologies for dyes and heavy metals in wastewater treatment: new insight. Bioresource Technology, 2022, 343: 126154

DOI

11
Wang R , Liu Y , Lu Y , Liang S , Zhang Y , Zhang J , Shi R , Yin W . Fabrication of a corn stalk derived cellulose-based bio-adsorbent to remove Congo red from wastewater: investigation on its ultra-high adsorption performance and mechanism. International Journal of Biological Macromolecules, 2023, 241: 124545

DOI

12
Fu H , Cai H , Gray K A . Metal oxide encapsulated by 3D graphene oxide creates a nanocomposite with enhanced organic adsorption in aqueous solution. Journal of Hazardous Materials, 2023, 444: 130340

DOI

13
Gollakota A R , Munagapati V S , Liao S W , Shu C M , Shadangi K P , Sarangi P K , Wen J C . Ionic liquid [bmim] [TFSI] templated Na-X zeolite for the adsorption of (Cd2+, Zn2+), and dyes (AR, R6). Environmental Research, 2023, 216: 114525

DOI

14
Wang B , Wu K , Liu T , Luan H , Xue K , Liu Y , Niu Y . Synthesis of hyperbranched polyamine dendrimer/chitosan/silica composite for efficient adsorption of Hg(II). International Journal of Biological Macromolecules, 2023, 230: 123135

DOI

15
Abdoul H J , Yi M , Prieto M , Yue H , Ellis G J , Clark J H , Budarin V L , Shuttleworth P S . Efficient adsorption of bulky reactive dyes from water using sustainably-derived mesoporous carbons. Environmental Research, 2023, 221: 115254

DOI

16
Budd P M , Makhseed S M , Ghanem B S , Msayib K J , Tattershall C E , McKeown N B . Microporous polymeric materials. Materials Today, 2004, 7(4): 40–46

DOI

17
McKeown N B . Polymers of intrinsic microporosity (PIMs). Polymer, 2020, 202: 122736

DOI

18
Xu S , Jin Y , Li R , Shan M , Zhang Y . Amidoxime modified polymers of intrinsic microporosity/alginate composite hydrogel beads for efficient adsorption of cationic dyes from aqueous solution. Journal of Colloid and Interface Science, 2022, 607: 890–899

DOI

19
Satilmis B . Electrospinning polymers of intrinsic microporosity (PIMs) ultrafine fibers: preparations, applications and future perspectives. Current Opinion in Chemical Engineering, 2022, 36: 100793

DOI

20
Zhang C , Li P , Cao B . Electrospun polymer of intrinsic microporosity fibers and their use in the adsorption of contaminants from a nonaqueous system. Journal of Applied Polymer Science, 2016, 133(22): 43475

DOI

21
TsarkovSKhotimskiyVBuddP MVolkovVKukushkinaJVolkovA. Solvent nanofiltration through high permeability glassy polymers: effect of polymer and solute nature. Journal of Membrane Science, 2012, 423–424: 65–72

22
Kang Y , Zhang B , Miao J , Yu Y , Fu J , Jia B , Li L . Superparamagnetic Fe3O4@Al-based metal-organic framework nanocomposites with high-performance removal of Congo red. Journal of Environmental Chemical Engineering, 2023, 11(3): 109754

DOI

23
Ren J , Zhu Z , Qiu Y , Yu F , Ma J , Zhao J . Magnetic field assisted adsorption of pollutants from an aqueous solution: a review. Journal of Hazardous Materials, 2021, 408: 124846

DOI

24
Deng H , Li X , Peng Q , Wang X , Chen J , Li Y . Monodisperse magnetic single-crystal ferrite microspheres. Angewandte Chemie, 2005, 117(18): 2842–2845

DOI

25
Satilmis B , Budd P M . Selective dye adsorption by chemically-modified and thermally-treated polymers of intrinsic microporosity. Journal of Colloid and Interface Science, 2017, 492: 81–91

DOI

26
Zhang C , Li P , Huang W , Cao B . Selective adsorption and separation of organic dyes in aqueous solutions by hydrolyzed PIM-1 microfibers. Chemical Engineering Research & Design, 2016, 109: 76–85

DOI

27
Dawson R , Laybourn A , Clowes R , Khimyak Y Z , Adams D J , Cooper A I . Functionalized conjugated microporous polymers. Macromolecules, 2009, 42(22): 8809–8816

DOI

28
Kuhn P , Thomas A , Antonietti M . Toward tailorable porous organic polymer networks: a high-temperature dynamic polymerization scheme based on aromatic nitriles. Macromolecules, 2009, 42(1): 319–326

DOI

29
Ma L , Meng J , Pan Y , Cheng Y J , Ji Q , Zuo X , Wang X , Zhu J , Xia Y . Microporous binder for the silicon-based lithium-ion battery anode with exceptional rate capability and improved cyclic performance. Langmuir, 2020, 36(8): 2003–2011

DOI

30
Du N , Robertson G P , Song J , Pinnau I , Guiver M D . High-performance carboxylated polymers of intrinsic microporosity (PIMs) with tunable gas transport properties. Macromolecules, 2009, 42(16): 6038–6043

DOI

31
Wang Z , Gao M , Li X , Ning J , Zhou Z , Li G . Efficient adsorption of methylene blue from aqueous solution by graphene oxide modified persimmon tannins. Materials Science and Engineering C, 2020, 108: 110196

DOI

32
Kallel F , Chaari F , Bouaziz F , Bettaieb F , Ghorbel R , Chaabouni S E . Sorption and desorption characteristics for the removal of a toxic dye, methylene blue from aqueous solution by a low cost agricultural by-product. Journal of Molecular Liquids, 2016, 219: 279–288

DOI

33
Saber-Samandari S , Saber-Samandari S , Joneidi-Yekta H , Mohseni M . Adsorption of anionic and cationic dyes from aqueous solution using gelatin-based magnetic nanocomposite beads comprising carboxylic acid functionalized carbon nanotube. Chemical Engineering Journal, 2017, 308: 1133–1144

DOI

34
Cai K , Shen W , Ren B , He J , Wu S , Wang W . A phytic acid modified CoFe2O4 magnetic adsorbent with controllable morphology, excellent selective adsorption for dyes and ultra-strong adsorption ability for metal ions. Chemical Engineering Journal, 2017, 330: 936–946

DOI

35
Satilmis B , Budd P M . Base-catalysed hydrolysis of PIM-1: amide versus carboxylate formation. RSC Advances, 2014, 4(94): 52189–52198

DOI

36
Weber J , Du N , Guiver M D . Influence of intermolecular interactions on the observable porosity in intrinsically microporous polymers. Macromolecules, 2011, 44(7): 1763–1767

DOI

37
Ohemeng-Boahen G , Sewu D D , Woo S H . Preparation and characterization of alginate-kelp biochar composite hydrogel bead for dye removal. Environmental Science and Pollution Research International, 2019, 26(32): 33030–33042

DOI

38
Song Y , Tan J , Wang G , Zhou L . Superior amine-rich gel adsorbent from peach gum polysaccharide for highly efficient removal of anionic dyes. Carbohydrate Polymers, 2018, 199: 178–185

DOI

39
Satilmis B . Amidoxime modified polymers of intrinsic microporosity (PIM-1); a versatile adsorbent for efficient removal of charged dyes; equilibrium, kinetic and thermodynamic studies. Journal of Polymers and the Environment, 2020, 28(3): 995–1009

DOI

40
Song Y , Wang N , Yang L Y , Wang Y , Yu D , Ouyang X . Wang Y g, Yu D, Ouyang X-K. Facile fabrication of ZIF-8/calcium alginate microparticles for highly efficient adsorption of Pb(II) from aqueous solutions. Industrial & Engineering Chemistry Research, 2019, 58(16): 6394–6401

DOI

41
Liu L , Wan Y , Xie Y , Zhai R , Zhang B , Liu J . The removal of dye from aqueous solution using alginate-halloysite nanotube beads. Chemical Engineering Journal, 2012, 187: 210–216

DOI

42
Bhattacharyya K G , Gupta S S . Adsorptive accumulation of Cd(II), Co(II), Cu(II), Pb(II), and Ni(II) from water on montmorillonite: influence of acid activation. Journal of Colloid and Interface Science, 2007, 310(2): 411–424

DOI

43
Deng S , Long J , Dai X , Wang G , Zhou L . Simultaneous detection and adsorptive removal of Cr(VI) ions by fluorescent sulfur quantum dots embedded in chitosan hydrogels. ACS Applied Nano Materials, 2023, 6(3): 1817–1827

DOI

44
Mallampati R , Xuanjun L , Adin A , Valiyaveettil S . Fruit peels as efficient renewable adsorbents for removal of dissolved heavy metals and dyes from water. ACS Sustainable Chemistry & Engineering, 2015, 3(6): 1117–1124

DOI

45
Zhu X , Liu Y , Zhou C , Zhang S , Chen J . Novel and high-performance magnetic carbon composite prepared from waste hydrochar for dye removal. ACS Sustainable Chemistry & Engineering, 2014, 2(4): 969–977

DOI

46
JeppuG PClementT P. A modified Langmuir-Freundlich isotherm model for simulating pH-dependent adsorption effects. Journal of Contaminant Hydrology, 2012, 129–130: 46–53

47
Dada A O , Olalekan A P , Olarunya A M , Dada O . Langmuir, Freundlich, Temkin and Dubinin-radushkevich isotherms studies of equilibrium sorption of Zn2+ unto phosphoric acid modified rice husk. IOSR Journal of Applied Chemistry, 2012, 3: 38–45

DOI

48
Li Z , Wu W , Jiang W , Wei G , Li Y , Zhang L . Adsorption of Ni(II) by a thermo-sensitive colloid: methylcellulose/calcium alginate beads. Journal of Water Supply: Research & Technology - Aqua, 2019, 68(7): 495–508

DOI

49
Yagub M T , Sen T K , Afroze S , Ang H M . Dye and its removal from aqueous solution by adsorption: a review. Advances in Colloid and Interface Science, 2014, 209: 172–184

DOI

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