Recyclable hydrolyzed polymers of intrinsic microporosity-1/Fe<sub>3</sub>O<sub>4</sub> magnetic composites as adsorbents for selective cationic dye adsorption

doi:10.1007/s11705-024-2386-4

2024, Vol. 18

Issue (2) : 21 https://doi.org/10.1007/s11705-024-2386-4

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(

)

School of Chemical Engineering, Zhengzhou University, Zhengzhou 450001, China

Download: PDF(6317 KB) HTML
Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks

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.

Keywords polymers of intrinsic microporosity magnetic adsorbent cationic dye adsorption

Corresponding Author(s): Meixia Shan,Yatao Zhang

Just Accepted Date: 01 December 2023 Issue Date: 16 January 2024

Cite this article:

Feng Zhang,Shuainan Xu,Xiumei Geng, et al. Recyclable hydrolyzed polymers of intrinsic microporosity-1/Fe₃O₄ magnetic composites as adsorbents for selective cationic dye adsorption[J]. Front. Chem. Sci. Eng., 2024, 18(2): 21.

URL:

https://academic.hep.com.cn/fcse/EN/10.1007/s11705-024-2386-4
https://academic.hep.com.cn/fcse/EN/Y2024/V18/I2/21

Fig.1 Digital photo of the preparation methodology and magnetism separation of HPIM/Fe₃O₄.

Fig.2 (a) Schematic of the preparation procedure of HPIM-1; (b) XRD patterns of PIM-1, Fe₃O₄, and HPIM/Fe₃O₄; (c) ¹H NMR (nuclear magnetic resonance) spectra of PIM-1 and HPIM-1; (d) FTIR spectra of PIM-1 and HPIM-1/Fe₃O₄ (before and after adsorption); (e) XPS spectra of PIM-1 and HPIM-1/Fe₃O₄ (before and after adsorption); (f) magnetization curves of Fe₃O₄ and HPIM/Fe₃O₄; (g) N₂ adsorption/desorption isotherms of HPIM-1, PIM-1, and HPIM/Fe₃O₄ (insert: pore width distribution of HPIM/Fe₃O₄).

Fig.3 SEM images of (a) Fe₃O₄ and (b) HPIM/Fe₃O₄, (c) TEM image and elemental maps of HPIM/Fe₃O₄.

Fig.4 (a) Comparison of MB adsorption capacity among Fe₃O₄, PIM-1, HPIM-1, and HPIM/Fe₃O₄ under the following conditions: adsorbent dose: 10 mg, MB concentration: 100 mg·L^–1, contact time: 5 h, T = 25 °C. (b) Comparison of the effect of pH on the adsorption capacity of HPIM/Fe₃O₄ under the following conditions: adsorbent dose: 10 mg, MB concentration: 100 mg·L^–1, contact time: 5 h, T = 25 °C. (c) Evaluation of the zeta potential of HPIM/Fe₃O₄ at different pH values under the following conditions: adsorbent dose: 10 mg, MB concentration: 100 mg·L^–1, contact time: 5 h, T = 25 °C. (d) Ionic strength (C₀ = 100 mg·L^–1) on the adsorption capacity of HPIM/Fe₃O₄ toward MB at 25 °C.

Fig.5 (a) Influence of contact time on the adsorption capacity of HPIM/Fe₃O₄ (adsorbent dose: 10 mg; MB concentration: 100 mg·L^–1, contact time: 20–480 min, T = 25 °C, pH = 9); (b) PSO model; (c) intraparticle diffusion model fitted curves of MB adsorption on HPIM/Fe₃O₄; (d) influence of initial concentration on the adsorption capacity of HPIM/Fe₃O₄ (adsorbent dose: 10 mg, MB concentration: 50–500 mg·L^–1, contact time: 5 h, T = 25 °C, pH = 9); (e) the Langmuir model and (f) the plot of lnKc vs. 1/T for thermodynamic assessment of MB adsorption on HPIM/Fe₃O₄.

Tab.1 Kinetic parameters of PFO and PSO model for MB adsorption by HPIM/Fe₃O₄

Tab.2 Kinetic parameters of intraparticle diffusion model for MB adsorption by HPIM/Fe₃O₄

Tab.3 Isotherm parameters for MB adsorption by HPIM/Fe₃O₄

Tab.4 Thermodynamic parameters for MB adsorption by HPIM/Fe₃O₄

Fig.6 (a) Influence of temperature on the adsorption capacity of HPIM/Fe₃O₄ (adsorbent dose: 10 mg, MB concentration: 100 mg·L^–1, contact time: 5 h, T = 5–45 °C). (b) Recycling adsorption capacity results of HPIM/Fe₃O₄ (adsorbent dose: 10 mg, MB concentration: 100 mg·L^–1, contact time: 5 h, T = 25 °C).

Fig.7 UV-Vis spectra of (a) Rh-B, (b) MS, (c) MG, (d) MO, (e) CR, and (f) MO/MB before and after adsorption (adsorbent dose: 10 mg, dye concentration: 10 mg·L^–1, contact time: 5 h, T = 25 °C).

1	J Lu , Y Zhou , Y Zhou . 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 https://doi.org/10.1080/10643389.2023.2223118
2	X Liu , H Yin , H Liu , Y Cai , X Qi , Z Dang . 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 https://doi.org/10.1016/j.jhazmat.2022.130167
3	Y Wang , B Jing , F Wang , S Wang , X Liu , Z Ao , C Li . 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 https://doi.org/10.1016/j.watres.2020.115925
4	C Song , Y Luo , J Zheng , W Zhang , A Yu , S Zhang , G Ouyang . 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 https://doi.org/10.1016/j.cej.2023.142220
5	Y Liu , Y Zhao , W Cheng , T Zhang . 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 https://doi.org/10.1016/j.jcis.2020.06.083
6	W Tu , Y Liu , M Chen , L Ma , L Li , B Yang . 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 https://doi.org/10.1016/j.cclet.2022.03.045
7	A Gholizade , G Asadollahfardi , R Rezaei . Reactive blue 19 dye removal by UV-LED/chlorine advanced oxidation process. Environmental Science and Pollution Research International, 2023, 30(1): 1704–1718 https://doi.org/10.1007/s11356-022-22273-9
8	F Deng , E Brillas . Advances in the decontamination of wastewaters with synthetic organic dyes by electrochemical Fenton-based processes. Separation and Purification Technology, 2023, 316: 123764 https://doi.org/10.1016/j.seppur.2023.123764
9	X Zhang , Y Zhang , W Zhou , H Liu , D Zhang , H Hu , C Lv , S Liu , L Geng . Construction of novel cluster-based MOF as multifunctional platform for CO2 catalytic transformation and dye selective adsorption. Chinese Chemical Letters, 2023, 34(3): 107368 https://doi.org/10.1016/j.cclet.2022.03.091
10	A Singh , D B Pal , A Mohammad , A Alhazmi , S Haque , T Yoon , N Srivastava , V K Gupta . Biological remediation technologies for dyes and heavy metals in wastewater treatment: new insight. Bioresource Technology, 2022, 343: 126154 https://doi.org/10.1016/j.biortech.2021.126154
11	R Wang , Y Liu , Y Lu , S Liang , Y Zhang , J Zhang , R Shi , W Yin . 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 https://doi.org/10.1016/j.ijbiomac.2023.124545
12	H Fu , H Cai , K A Gray . Metal oxide encapsulated by 3D graphene oxide creates a nanocomposite with enhanced organic adsorption in aqueous solution. Journal of Hazardous Materials, 2023, 444: 130340 https://doi.org/10.1016/j.jhazmat.2022.130340
13	A R Gollakota , V S Munagapati , S W Liao , C M Shu , K P Shadangi , P K Sarangi , J C Wen . Ionic liquid [bmim] [TFSI] templated Na-X zeolite for the adsorption of (Cd2+, Zn2+), and dyes (AR, R6). Environmental Research, 2023, 216: 114525 https://doi.org/10.1016/j.envres.2022.114525
14	B Wang , K Wu , T Liu , H Luan , K Xue , Y Liu , Y Niu . Synthesis of hyperbranched polyamine dendrimer/chitosan/silica composite for efficient adsorption of Hg(II). International Journal of Biological Macromolecules, 2023, 230: 123135 https://doi.org/10.1016/j.ijbiomac.2023.123135
15	H J Abdoul , M Yi , M Prieto , H Yue , G J Ellis , J H Clark , V L Budarin , P S Shuttleworth . Efficient adsorption of bulky reactive dyes from water using sustainably-derived mesoporous carbons. Environmental Research, 2023, 221: 115254 https://doi.org/10.1016/j.envres.2023.115254
16	P M Budd , S M Makhseed , B S Ghanem , K J Msayib , C E Tattershall , N B McKeown . Microporous polymeric materials. Materials Today, 2004, 7(4): 40–46 https://doi.org/10.1016/S1369-7021(04)00188-9
17	N B McKeown . Polymers of intrinsic microporosity (PIMs). Polymer, 2020, 202: 122736 https://doi.org/10.1016/j.polymer.2020.122736
18	S Xu , Y Jin , R Li , M Shan , Y Zhang . 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 https://doi.org/10.1016/j.jcis.2021.08.157
19	B Satilmis . Electrospinning polymers of intrinsic microporosity (PIMs) ultrafine fibers: preparations, applications and future perspectives. Current Opinion in Chemical Engineering, 2022, 36: 100793 https://doi.org/10.1016/j.coche.2022.100793
20	C Zhang , P Li , B Cao . 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 https://doi.org/10.1002/app.43475
21	S TsarkovV KhotimskiyP M BuddV VolkovJ KukushkinaA Volkov. Solvent nanofiltration through high permeability glassy polymers: effect of polymer and solute nature. Journal of Membrane Science, 2012, 423–424: 65–72
22	Y Kang , B Zhang , J Miao , Y Yu , J Fu , B Jia , L Li . Superparamagnetic Fe3O4@Al-based metal-organic framework nanocomposites with high-performance removal of Congo red. Journal of Environmental Chemical Engineering, 2023, 11(3): 109754 https://doi.org/10.1016/j.jece.2023.109754
23	J Ren , Z Zhu , Y Qiu , F Yu , J Ma , J Zhao . Magnetic field assisted adsorption of pollutants from an aqueous solution: a review. Journal of Hazardous Materials, 2021, 408: 124846 https://doi.org/10.1016/j.jhazmat.2020.124846
24	H Deng , X Li , Q Peng , X Wang , J Chen , Y Li . Monodisperse magnetic single-crystal ferrite microspheres. Angewandte Chemie, 2005, 117(18): 2842–2845 https://doi.org/10.1002/ange.200462551
25	B Satilmis , P M Budd . Selective dye adsorption by chemically-modified and thermally-treated polymers of intrinsic microporosity. Journal of Colloid and Interface Science, 2017, 492: 81–91 https://doi.org/10.1016/j.jcis.2016.12.048
26	C Zhang , P Li , W Huang , B Cao . Selective adsorption and separation of organic dyes in aqueous solutions by hydrolyzed PIM-1 microfibers. Chemical Engineering Research & Design, 2016, 109: 76–85 https://doi.org/10.1016/j.cherd.2016.01.006
27	R Dawson , A Laybourn , R Clowes , Y Z Khimyak , D J Adams , A I Cooper . Functionalized conjugated microporous polymers. Macromolecules, 2009, 42(22): 8809–8816 https://doi.org/10.1021/ma901801s
28	P Kuhn , A Thomas , M Antonietti . Toward tailorable porous organic polymer networks: a high-temperature dynamic polymerization scheme based on aromatic nitriles. Macromolecules, 2009, 42(1): 319–326 https://doi.org/10.1021/ma802322j
29	L Ma , J Meng , Y Pan , Y J Cheng , Q Ji , X Zuo , X Wang , J Zhu , Y Xia . Microporous binder for the silicon-based lithium-ion battery anode with exceptional rate capability and improved cyclic performance. Langmuir, 2020, 36(8): 2003–2011 https://doi.org/10.1021/acs.langmuir.9b03497
30	N Du , G P Robertson , J Song , I Pinnau , M D Guiver . High-performance carboxylated polymers of intrinsic microporosity (PIMs) with tunable gas transport properties. Macromolecules, 2009, 42(16): 6038–6043 https://doi.org/10.1021/ma9009017
31	Z Wang , M Gao , X Li , J Ning , Z Zhou , G Li . Efficient adsorption of methylene blue from aqueous solution by graphene oxide modified persimmon tannins. Materials Science and Engineering C, 2020, 108: 110196 https://doi.org/10.1016/j.msec.2019.110196
32	F Kallel , F Chaari , F Bouaziz , F Bettaieb , R Ghorbel , S E Chaabouni . 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 https://doi.org/10.1016/j.molliq.2016.03.024
33	S Saber-Samandari , S Saber-Samandari , H Joneidi-Yekta , M Mohseni . 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 https://doi.org/10.1016/j.cej.2016.10.017
34	K Cai , W Shen , B Ren , J He , S Wu , W Wang . 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 https://doi.org/10.1016/j.cej.2017.08.009
35	B Satilmis , P M Budd . Base-catalysed hydrolysis of PIM-1: amide versus carboxylate formation. RSC Advances, 2014, 4(94): 52189–52198 https://doi.org/10.1039/C4RA09907A
36	J Weber , N Du , M D Guiver . Influence of intermolecular interactions on the observable porosity in intrinsically microporous polymers. Macromolecules, 2011, 44(7): 1763–1767 https://doi.org/10.1021/ma101447h
37	G Ohemeng-Boahen , D D Sewu , S H Woo . Preparation and characterization of alginate-kelp biochar composite hydrogel bead for dye removal. Environmental Science and Pollution Research International, 2019, 26(32): 33030–33042 https://doi.org/10.1007/s11356-019-06421-2
38	Y Song , J Tan , G Wang , L Zhou . Superior amine-rich gel adsorbent from peach gum polysaccharide for highly efficient removal of anionic dyes. Carbohydrate Polymers, 2018, 199: 178–185 https://doi.org/10.1016/j.carbpol.2018.07.010
39	B Satilmis . 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 https://doi.org/10.1007/s10924-020-01664-4
40	Y Song , N Wang , L Y Yang , Y Wang , D Yu , X Ouyang . 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 https://doi.org/10.1021/acs.iecr.8b05879
41	L Liu , Y Wan , Y Xie , R Zhai , B Zhang , J Liu . The removal of dye from aqueous solution using alginate-halloysite nanotube beads. Chemical Engineering Journal, 2012, 187: 210–216 https://doi.org/10.1016/j.cej.2012.01.136
42	K G Bhattacharyya , S S Gupta . 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 https://doi.org/10.1016/j.jcis.2007.01.080
43	S Deng , J Long , X Dai , G Wang , L Zhou . 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 https://doi.org/10.1021/acsanm.2c04768
44	R Mallampati , L Xuanjun , A Adin , S Valiyaveettil . 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 https://doi.org/10.1021/acssuschemeng.5b00207
45	X Zhu , Y Liu , C Zhou , S Zhang , J Chen . Novel and high-performance magnetic carbon composite prepared from waste hydrochar for dye removal. ACS Sustainable Chemistry & Engineering, 2014, 2(4): 969–977 https://doi.org/10.1021/sc400547y
46	G P JeppuT P Clement. A modified Langmuir-Freundlich isotherm model for simulating pH-dependent adsorption effects. Journal of Contaminant Hydrology, 2012, 129–130: 46–53
47	A O Dada , A P Olalekan , A M Olarunya , O Dada . 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 https://doi.org/10.9790/5736-0313845
48	Z Li , W Wu , W Jiang , G Wei , Y Li , L Zhang . 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 https://doi.org/10.2166/aqua.2019.141
49	M T Yagub , T K Sen , S Afroze , H M Ang . Dye and its removal from aqueous solution by adsorption: a review. Advances in Colloid and Interface Science, 2014, 209: 172–184 https://doi.org/10.1016/j.cis.2014.04.002

[1]

FCE-23065-of-ZF_suppl_1

Download

Viewed

Full text

Abstract

Cited

Shared

Discussed