Preparation of Adsorbent Fe-loaded Cellulose/Tannin and Its Adsorption Characteristics for Fluoroquinolones Antibiotics

doi:10.11901/1005.3093.2023.229

Chinese Journal of Materials Research

2024, Vol. 38

Issue (2): 92-104 DOI: 10.11901/1005.3093.2023.229

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Preparation of Adsorbent Fe-loaded Cellulose/Tannin and Its Adsorption Characteristics for Fluoroquinolones Antibiotics

WENG Xin¹, LI Qiqi¹, YANG Guifang², LV Yuancai¹, LIU Yifan¹, LIU Minghua¹^,²(

)

^1.College of Environment and Safety Engineering, Fuzhou University, Fuzhou 350116, China
^2.College of Environmental and Biological Engineering, Putian University, Putian 351100, China

Cite this article:

WENG Xin, LI Qiqi, YANG Guifang, LV Yuancai, LIU Yifan, LIU Minghua. Preparation of Adsorbent Fe-loaded Cellulose/Tannin and Its Adsorption Characteristics for Fluoroquinolones Antibiotics. Chinese Journal of Materials Research, 2024, 38(2): 92-104.

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Abstract

The absorbent of Fe-loaded cellulose/bayberry tannin (Fe-CBT) was prepared via impregnation and in-situ reduction process, with cellulose/tannin composite aerogel (CBT) as the carrier, which then was characterized by means of scanning electron microscopy, Fourier infrared spectroscopy and X-ray energy dispersive spectroscopy. Afterwards, the adsorption characteristic of the Fe-CBT was comparatively assessed for three typical fluoroquinolones (FQs) antibiotics, i.e., norfloxacin (NOR), lomefloxacin hydrochloride (LOM) and levofloxacin hydrochloride (LVX). The results show that the coexistence of cations Na⁺, K⁺, Mg²⁺ and Ca²⁺ all interferes significantly with the adsorption process. Moreover, the adsorption process is an exothermic reaction that proceeds spontaneously, mainly as single-molecule layer adsorption, of which chemisorption is the main rate-limiting step. The quasi-secondary and Langmuir models are demonstrated to fit this adsorption behavior, and the maximum theoretical adsorption capacity of 99.07, 74.17 and 40.14 mg/g can be achieved for NOR, LOM and LVX at 298 K, respectively. Both NaOH and NaCl show superior elution effect on Fe-CBT, namely, after re-generation for four times with NaOH and NaCl solutions, the adsorption capacity of Fe-CBT on NOR could even be maintained > 70%. In addition, it is found that the removal of FQs by Fe-CBT is caused by the synergy between electrostatic gravitation, surface complexation, hydrogen bonding and π-π stacking.

Key words: organic polymer materials Fe-loaded cellulose composite aerogel fluoroquinolones antibiotics tannin adsorption

Received: 17 April 2023

ZTFLH:

TQ424

Fund: National Natural Science Fundation of China(22278082)

Corresponding Authors: LIU Minghua, Tel: 13305022089, E-mail: mhliu2000@fzu.edu.cn

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https://www.cjmr.org/EN/10.11901/1005.3093.2023.229 OR https://www.cjmr.org/EN/Y2024/V38/I2/92

Fig.1 SEM images of CBT and Fe-CBT (a, b) CBT; (c, d) Fe-CBT

Fig.2 SEM images of Fe-CBT (a), EDS analytical results of element distribution of Fe-CBT (b) and EDS patterns of Fe-CBT (c)

Fig.3 XRD patterns of CP, CBT and Fe-CBT

Fig.4 FT-IR spectra of BT, CP, CBT and Fe-CBT

Fig.5 N₂ adsorption-desorption isotherms of CBT and Fe-CBT

Fig.6 Thermogravimetric curves of CP, BT, CBT and Fe-CBT (a) TG curves; (b) DTG curves

Fig.7 XPS high resolution scan of adsorbents before and after sodium borohydride reduction (a) Fe-CBT before reduction and (b) after reduction of Fe2p

Fig.8 Effect of solution pH on the adsorption performance of NOR, LOM and LVX on Fe-CBT

Fig.9 Molecular formula of NOR and zeta potentials of Fe-CBT

Fig.10 Molecular structure of NOR

Fig.11 Adsorption isotherm model fittings of FQs by Fe-CBT at different temperatures (a) NOR, (b) LOM, (c) LVX

Table 1 Fitting parameters of isotherm adsorption models of Fe-CBT for NOR, LOM and LVX at different temperatures

Table 2 Comparison of adsorption capacity of other adsorbents for FQs

Table 3 Thermodynamic parameters for adsorption of NOR, LOM and LVX at different temperatures

Fig.12 Fitting results of Van't Hoff equation (a) NOR; (b) LOM; (c) LVX

Fig.13 Adsorption kinetics results of NOR, LOM and LVX on Fe-CBT (a) adsorption kinetics data; (b) pseudo-first-order kinetic linear fittings; (c) pseudo-second-order kinetic linear fittings; (d) intra-particle diffusion model fittings

Table 4 Adsorption kinetics parameters of NOR, LOM and LVX adsorption over Fe-CBT

Fig.14 Effect of inorganic cation on the adsorption of NOR by Fe-CBT

Fig.15 Cyclic regeneration results of NOR adsorption by Fe-CBT

Fig.16 FTIR spectra of Fe-CBT before and after NOR, LOM, and LVX adsorption

Fig.17 XPS spectra of Fe-CBT before and after NOR adsorption

Fig.18 High-resolution XPS spectra of Fe-CBT. C1s of (a) before and (b) after adsorption; O1s of (c) before and (d) after adsorption; Fe2p (e) before and (f) after adsorption

1	Anonymous. Quinolone antibiotics [J]. Am. Pharm., 1992, NS 32(8): 27
2	Hooper D C, Jacoby G A. Topoisomerase inhibitors: fluoroquinolone mechanisms of action and resistance [J]. Cold Spring Harb. Perspect. Med., 2016, 6(9): a025320 doi: 10.1101/cshperspect.a025320
3	Mathur P, Sanyal D, Callahan D L, et al. Treatment technologies to mitigate the harmful effects of recalcitrant fluoroquinolone antibiotics on the environment and human health [J]. Environ. Pollut., 2021, 291: 118233 doi: 10.1016/j.envpol.2021.118233
4	Klemm D, Heublein B, Fink H P, et al. Cellulose: fascinating biopolymer and sustainable raw material [J]. Angew. Chem. Int. Ed., 2005, 44(22): 3358 doi: 10.1002/anie.v44:22
5	Li J W, Bendi R, Malla R, et al. Cellulose nanofibers-based green nanocomposites for water environmental sustainability: A review [J]. Emergent Mater., 2021, 4(5): 1259 doi: 10.1007/s42247-021-00300-8
6	Sayyed A J, Pinjari D V, Sonawane S H, et al. Cellulose-based nanomaterials for water and wastewater treatments: A review [J]. J. Environ. Chem. Eng., 2021, 9(6): 106626 doi: 10.1016/j.jece.2021.106626
7	Yao Y J, Yu M J, Yin H Y, et al. Tannic acid-Fe coordination derived Fe/N-doped carbon hybrids for catalytic oxidation processes [J]. Appl. Surf. Sci., 2019, 489: 44 doi: 10.1016/j.apsusc.2019.05.275
8	Ma W J, Ding Y C, Zhang M J, et al. Nature-inspired chemistry toward hierarchical superhydrophobic, antibacterial and biocompatible nanofibrous membranes for effective UV-shielding, self-cleaning and oil-water separation [J]. J. Hazard. Mater., 2020, 384: 121476 doi: 10.1016/j.jhazmat.2019.121476
9	Setyono D, Valiyaveettil S. Chemically modified sawdust as renewable adsorbent for arsenic removal from water [J]. ACS Sustainable Chem. Eng., 2014, 2(12): 2722 doi: 10.1021/sc500458x
10	Shen Y, Chen B L. Sulfonated graphene nanosheets as a superb adsorbent for various environmental pollutants in water [J]. Environ. Sci. Technol., 2015, 49(12): 7364 doi: 10.1021/acs.est.5b01057
11	Luo H, Zhang S X, Li X Y, et al. Tannic acid modified Fe₃O₄ core-shell nanoparticles for adsorption of Pb²⁺ and Hg²⁺ [J]. J. Taiwan Inst. Chem. Eng., 2017, 72: 163 doi: 10.1016/j.jtice.2017.01.026
12	Liao H. Biomass-supported monodisperse n-Fe⁰@M⁰ preparation and basic research on application of uranium adsorption and reduction [D]. Mianyang: Southwest University of Science and Technology, 2021
	廖卉. 生物质负载型单分散性n-Fe⁰@M⁰制备及其铀吸附还原应用基础研究 [D]. 绵阳: 西南科技大学, 2021
13	Chen Q, Zheng J W, Zheng L C, et al. Classical theory and electron-scale view of exceptional Cd(II) adsorption onto mesoporous cellulose biochar via experimental analysis coupled with DFT calculations [J]. Chem. Eng. J., 2018, 350: 1000 doi: 10.1016/j.cej.2018.06.054
14	Missio A L, Mattos B D, Ferreira D D F, et al. Nanocellulose-tannin films: From trees to sustainable active packaging [J]. J. Cleaner Prod., 2018, 184: 143 doi: 10.1016/j.jclepro.2018.02.205
15	Su J J. Study on the preparation and adsorption performance of polyethyleneimine modified cellulose adsorbent [D]. Nanning: Guangxi University, 2017
	苏晶晶. 聚乙烯亚胺改性纤维素重金属吸附剂的制备及其吸附性能研究 [D]. 南宁: 广西大学, 2017
16	Peng X. Preparation of cellulose adsorbent materials and study on their adsorption performance towards hexavalent chromium and p-Arsanilic acid [D]. Guangzhou: South China University of Technology, 2020
	彭雄. 纤维素吸附材料的制备及其对六价铬和对氨基苯胂酸吸附性能研究 [D]. 广州: 华南理工大学, 2020
17	Zhao W J. Selective catalytic hydrogenation and depolymerization of lignin with Ni/MgO [D]. Guangzhou: South China University of Technology, 2018
	赵伟杰. Ni/MgO催化木质素选择性加氢解聚 [D]. 广州: 华南理工大学, 2018
18	Campa M C, Doyle A M, Fierro G, et al. Simultaneous abatement of NO and N₂O with CH₄ over modified Al₂O₃ supported Pt, Pd, Rh [J]. Catal. Today, 2022, 384-386: 76 doi: 10.1016/j.cattod.2021.06.020
19	Xu Q H, Wang Y L, Jin L Q, et al. Adsorption of Cu(II), Pb(II) and Cr(VI) from aqueous solutions using black wattle tannin-immobilized nanocellulose [J]. J. Hazard. Mater., 2017, 339: 91 doi: 10.1016/j.jhazmat.2017.06.005
20	Taksitta K, Sujarit P, Ratanawimarnwong N, et al. Development of tannin-immobilized cellulose fiber extracted from coconut husk and the application as a biosorbent to remove heavy metal ions [J]. Environ. Nanotechnol., Monit. Manage., 2020, 14: 100389
21	Zhou P. Research on preparation and adsorption property of tannin-immobilized cellulose resin [D]. Jishou: Jishou University, 2019
	周鹏. 纤维素固化单宁树脂的制备及吸附性能研究 [D]. 吉首: 吉首大学, 2019
22	Pei Y, Xu G Q, Wu X, et al. Removing Pb(II) ions from aqueous solution by a promising absorbent of tannin-immobilized cellulose microspheres [J]. Polymers, 2019, 11(3): 548 doi: 10.3390/polym11030548
23	Özacar M, Soykan C, Şengi̇l İ A. Studies on synthesis, characterization, and metal adsorption of mimosa and valonia tannin resins [J]. J. Appl. Polym. Sci., 2006, 102(1): 786 doi: 10.1002/app.v102:1
24	Ju L X, Li F, Ning X, et al. Durable antibacterial finishing on kapok fibrous nonwovens with Polydopamine/PEI assisted immobilization of silver [J]. Fibers Polym., 2021, 22(9): 2440 doi: 10.1007/s12221-021-1225-1
25	Conde-González J E, Lorenzo-Luis P, Salvadó V, et al. A new cotton functionalized with iron(III) trimer-like metal framework as an effective strategy for the adsorption of triarylmethane dye: An insight into the dye adsorption processes [J]. Heliyon, 2021, 7(12): e08524 doi: 10.1016/j.heliyon.2021.e08524
26	Peng S, Fan L L, Wei C Z, et al. Flexible polypyrrole/copper sulfide/bacterial cellulose nanofibrous composite membranes as supercapacitor electrodes [J]. Carbohydr. Polym., 2017, 157: 344 doi: 10.1016/j.carbpol.2016.10.004
27	Yamashita T, Hayes P. Analysis of XPS spectra of Fe²⁺ and Fe³⁺ ions in oxide materials [J]. Appl. Surf. Sci., 2008, 254(8): 2441 doi: 10.1016/j.apsusc.2007.09.063
28	Ozawa H, Haga M A. Soft nano-wrapping on graphene oxide by using metal-organic network films composed of tannic acid and Fe ions [J]. Phys. Chem. Chem. Phys., 2015, 17(14): 8609 doi: 10.1039/c5cp00264h pmid: 25743482
29	Gu C, Karthikeyan K G. Sorption of the antimicrobial ciprofloxacin to aluminum and iron hydrous oxides [J]. Environ. Sci. Technol., 2005, 39(23): 9166 doi: 10.1021/es051109f
30	Tolls J. Sorption of veterinary pharmaceuticals in soils: A review [J]. Environ. Sci. Technol., 2001, 35(17): 3397 doi: 10.1021/es0003021
31	Zhang H C, Huang C H. Adsorption and oxidation of fluoroquinolone antibacterial agents and structurally related amines with goethite [J]. Chemosphere, 2007, 66(8): 1502 pmid: 17083963
32	Ashiq A, Vithanage M, Sarkar B, et al. Carbon-based adsorbents for fluoroquinolone removal from water and wastewater: A critical review [J]. Environ. Res., 2021, 197: 111091 doi: 10.1016/j.envres.2021.111091
33	Chen Z, Ma W, Lu G, et al. Adsorption of levofloxacin onto mechanochemistry treated zeolite: Modeling and site energy distribution analysis [J]. Sep. Purif. Technol., 2019, 222: 30 doi: 10.1016/j.seppur.2019.04.010
34	Bian X Y, Bi E P. Sorption characteristics of different forms of lomefloxacin on kaolinite [J]. Earth Sci. Front., 2019, 26(4): 279 doi: 10.13745/j.esf.sf.2019.5.31
	卞馨怡, 毕二平. 不同形态洛美沙星在高岭土上的吸附特性 [J]. 地学前缘, 2019, 26(4): 279 doi: 10.13745/j.esf.sf.2019.5.31
35	Zhao J, Liang G W, Zhang X L, et al. Coating magnetic biochar with humic acid for high efficient removal of fluoroquinolone antibiotics in water [J]. Sci. Total Environ., 2019, 688: 1205 doi: 10.1016/j.scitotenv.2019.06.287
36	Yi L S, Liang G W, Xiao W L, et al. Rapid nitrogen-rich modification of Calotropis gigantea fiber for highly efficient removal of fluoroquinolone antibiotics [J]. J. Mol. Liq., 2018, 256: 408 doi: 10.1016/j.molliq.2018.02.060
37	Guo X Y, Kang C F, Huang H L, et al. Exploration of functional MOFs for efficient removal of fluoroquinolone antibiotics from water [J]. Microporous Mesoporous Mater., 2019, 286: 84 doi: 10.1016/j.micromeso.2019.05.025
38	Ahmed M J. Adsorption of quinolone, tetracycline, and penicillin antibiotics from aqueous solution using activated carbons: Review [J]. Environ. Toxicol. Pharmacol., 2017, 50: 1 doi: 10.1016/j.etap.2017.01.004
39	Azzam A M, El-Wakeel S T, Mostafa B B, et al. Removal of Pb, Cd, Cu and Ni from aqueous solution using nano scale zero valent iron particles [J]. J. Environ. Chem. Eng., 2016, 4(2): 2196 doi: 10.1016/j.jece.2016.03.048
40	Luo C, Tian Z, Yang B, et al. Manganese dioxide/iron oxide/acid oxidized multi-walled carbon nanotube magnetic nanocomposite for enhanced hexavalent chromium removal [J]. Chem. Eng. J., 2013, 234: 256 doi: 10.1016/j.cej.2013.08.084
41	Wan Y B, Liu X, Liu P L, et al. Optimization adsorption of norfloxacin onto polydopamine microspheres from aqueous solution: Kinetic, equilibrium and adsorption mechanism studies [J]. Sci. Total Environ., 2018, 639: 428 doi: 10.1016/j.scitotenv.2018.05.171
42	Wang J P, Zhang M, Zhou R J, et al. Adsorption characteristics and mechanism of norfloxacin in water by γ-Fe₂O₃@BC [J]. Water Sci. Technol., 2020, 82(2): 242
43	Liu Q J, Ma P L, Liu P L, et al. Green synthesis of stable Fe, Cu oxide nanocomposites from loquat leaf extracts for removal of Norfloxacin and Ciprofloxacin [J]. Water Sci. Technol., 2020, 81(4): 694 doi: 10.2166/wst.2020.152
44	Ma Y F, Li P, Yang L, et al. Iron/zinc and phosphoric acid modified sludge biochar as an efficient adsorbent for fluoroquinolones antibiotics removal [J]. Ecotoxicol. Environ. Saf., 2020, 196: 110550 doi: 10.1016/j.ecoenv.2020.110550
45	Jiang W, Cui W R, Liang R P, et al. Difunctional covalent organic framework hybrid material for synergistic adsorption and selective removal of fluoroquinolone antibiotics [J]. J. Hazard. Mater., 2021, 413: 125302 doi: 10.1016/j.jhazmat.2021.125302
46	Tan H L, Zhang L, Ma C J, et al. Terbium-based coordination polymer nanoparticles for detection of ciprofloxacin in tablets and biological fluids [J]. ACS Appl. Mater. Interfaces, 2013, 5(22): 11791 doi: 10.1021/am403442q
47	Li Y, Taggart M A, McKenzie C, et al. Utilizing low-cost natural waste for the removal of pharmaceuticals from water: Mechanisms, isotherms and kinetics at low concentrations [J]. J. Cleaner Prod., 2019, 227: 88 doi: 10.1016/j.jclepro.2019.04.081
48	Che G Q, Zhang Q Y, Lin L, et al. Unraveling influence of metal species on norfloxacin removal by mesoporous metallic silicon adsorbent [J]. Environ. Sci. Pollut. Res., 2020, 27(28): 35638 doi: 10.1007/s11356-020-09829-3

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