Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst

doi:10.1016/j.cjche.2015.08.030

›› 2015, Vol. 23 ›› Issue (10): 1698-1704.DOI: 10.1016/j.cjche.2015.08.030

• 能源、资源与环境技术 • 上一篇下一篇

Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst

Mingjie Huang, Tao Zhou, XiaohuiWu, Juan Mao

School of Environmental Science and Engineering, Huazhong University of Science and Technology, Wuhan 430074, China

收稿日期:2014-10-30 修回日期:2015-07-21 出版日期:2015-10-28 发布日期:2015-11-27
通讯作者: Tao Zhou, XiaohuiWu
基金资助:
Supported by the National Natural Science Foundation of China (21407052), Key Project in the National Science & Technology Pillar Program during the Twelfth Five-year Plan Period (2012BAC02B04), Research Fund for the Doctoral Program of Higher Education of China (201201420087), SRF from ROCS and SEM, and the Fundamental Research Funds for the Central Universities (2014QN144).

Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst

Mingjie Huang, Tao Zhou, XiaohuiWu, Juan Mao

School of Environmental Science and Engineering, Huazhong University of Science and Technology, Wuhan 430074, China

Received:2014-10-30 Revised:2015-07-21 Online:2015-10-28 Published:2015-11-27
Supported by:
Supported by the National Natural Science Foundation of China (21407052), Key Project in the National Science & Technology Pillar Program during the Twelfth Five-year Plan Period (2012BAC02B04), Research Fund for the Doctoral Program of Higher Education of China (201201420087), SRF from ROCS and SEM, and the Fundamental Research Funds for the Central Universities (2014QN144).

摘要/Abstract

摘要： In this study, a novel magnetically separable adsorbent, molecular imprinting magnetic γ-Fe₂O₃/crosslinked chitosan composites (MIPs), were prepared by a microemulsion process. Adsorption and Fenton-like oxidative degradation of a model pharmaceutical pollutant norfloxacin (NOR) by using MIPs were investigated. Various characterization methodswere used to study the properties ofMIPs, and it is suggested that the hydroxyl groups are the main adsorption sites for NOR. MIPs present better selective adsorption for NOR than its reference antibiotic sulfadiazine. The NOR adsorption data can be well fitted by Langmuir isotherm model and pseudosecond- order kinetic model. The optimum pH range for NOR adsorption is 7-10. In addition, the MIP-catalyzed Fenton-like system (MIPs/H₂O₂) exhibits remarkably faster removal rate for NOR than the case of γ-Fe₂O₃/ H₂O₂. The result indicates that MIPs will be a good functional material in decontamination of pharmaceutical wastewaters since MIPs can be magnetically recycled after the treatment.

关键词: Fenton-like, Norfloxacin, Molecular imprinting, &gamma, -Fe₂O₃, Adsorption

Abstract: In this study, a novel magnetically separable adsorbent, molecular imprinting magnetic γ-Fe₂O₃/crosslinked chitosan composites (MIPs), were prepared by a microemulsion process. Adsorption and Fenton-like oxidative degradation of a model pharmaceutical pollutant norfloxacin (NOR) by using MIPs were investigated. Various characterization methodswere used to study the properties ofMIPs, and it is suggested that the hydroxyl groups are the main adsorption sites for NOR. MIPs present better selective adsorption for NOR than its reference antibiotic sulfadiazine. The NOR adsorption data can be well fitted by Langmuir isotherm model and pseudosecond- order kinetic model. The optimum pH range for NOR adsorption is 7-10. In addition, the MIP-catalyzed Fenton-like system (MIPs/H₂O₂) exhibits remarkably faster removal rate for NOR than the case of γ-Fe₂O₃/ H₂O₂. The result indicates that MIPs will be a good functional material in decontamination of pharmaceutical wastewaters since MIPs can be magnetically recycled after the treatment.

Key words: Fenton-like, Norfloxacin, Molecular imprinting, &gamma, -Fe₂O₃, Adsorption

Mingjie Huang, Tao Zhou, XiaohuiWu, Juan Mao. Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst[J]. , 2015, 23(10): 1698-1704.

参考文献

[1] L.E. Bryan, J. Bedard, S. Wong, S. Chamberland, Quinolone antimicrobial agents: Mechanism of action and resistance development, Clin. Invest. Med. 12 (1989) 14-19.
[2] E.M. Golet, A.C. Alder,W. Giger, Environmental exposure and risk assessment of fluoroquinolone antibacterial agents in wastewater and river water of the Glatt Valley Watershed, Switzerland, Environ. Sci. Technol. 36 (2002) 3645-3651.
[3] J. Torres-Pérez, C. Gérente, Y. Andrès, Sustainable activated carbons from agricultural residues dedicated to antibiotic removal by adsorption, Chin. J. Chem. Eng. 20 (2012) 524-529.
[4] X.S.Miao, F. Bishay,M. Chen, C.D. Metcalfe, Occurrence of antimicrobials in the final effluents of wastewater treatment plants in Canada, Environ. Sci. Technol. 38 (2004) 3533-3541.
[5] A. Göbel, A. Thomsen, C.S. McArdell, A. Joss, W. Giger, Occurrence and sorption behavior of sulfonamides, macrolides, and trimethoprim in activated sludge treatment, Environ. Sci. Technol. 39 (2005) 3981-3989.
[6] K. Ikehata, N.J. Naghashkar,M.G. El-Din, Degradation of aqueous pharmaceuticals by ozonation and advanced oxidation processes: A review, Ozone Sci. Eng. 28 (2006) 353-414.
[7] P.K. Malik, S.K. Saha, Oxidation of direct dyes with hydrogen peroxide using ferrous ion as catalyst, Sep. Purif. Technol. 31 (2003) 241-250.
[8] L.C. Lei, X.Y. Shen, F. He, Mechanism of photo-Fenton degradation of ethanol and PVA, Chin. J. Chem. Eng. 11 (2003) 577-582.
[9] S.M. Arnold, W.J. Hickey, R.F. Harris, Degradation of atrazine by Fenton's reagent: Condition optimization and product quantification, Environ. Sci. Technol. 29 (1995) 2083-2089.
[10] X.T. Shen, L.H. Zhu, N. Wang, L. Ye, H.Q. Tang, Molecular imprinting for removing highly toxic organic pollutants, Chem. Commun. 48 (2012) 788-798.
[11] M. Valtchev, B.S. Palm, M. Schiller, U. Steinfeld, Development of sulfamethoxazoleimprinted polymers for the selective extraction from waters, J. Hazard. Mater. 170 (2009) 722-728.
[12] C.M. Dai, S.U. Geissen, Y.L. Zhang, Y.J. Zhang, X.F. Zhou, Performance evaluation and application of molecularly imprinted polymer for separation of carbamazepine in aqueous solution, J. Hazard. Mater. 184 (2010) 156-163.
[13] X.B. Luo, Y.C. Zhan, Y.N. Huang, L.X. Yang, X.M. Tu, S.L. Luo, Removal of water-soluble acid dyes from water environment using a novel magnetic molecularly imprinted polymer, J. Hazard. Mater. 187 (2011) 274-282.
[14] R.J. Krupadam,M.S. Khan, S.R.Wate, Removal of probable human carcinogenic polycyclic aromatic hydrocarbons from contaminated water using molecularly imprinted polymer, Water Res. 44 (2010) 681-688.
[15] M.Y. Chang, R.S. Juang, Adsorption of tannic acid, humic acid, and dyes from water using the composite of chitosan and activated clay, J. Colloid Interface Sci. 278 (2004) 18-25.
[16] A.C. Chao, S.S. Shyu, Y.C. Lin, F.L. Mi, Enzymatic grafting of carboxyl groups on to chitosan—to confer on chitosan the property of a cationic dye adsorbent, Bioresour. Technol. 91 (2004) 157-162.
[17] M.S. Chiou, H.Y. Li, Adsorption behavior of reactive dye in aqueous solution on chemical cross-linked chitosan beads, Chemosphere 50 (2003) 1095-1105.
[18] M.S. Chiou, H.Y. Li, Equilibrium and kinetic modeling of adsorption of reactive dye on cross-linked chitosan beads, J. Hazard. Mater. 93 (2002) 233-248.
[19] Z.G. Hu, J. Zhang,W.L. Chan, Y.S. Szeto, The sorption of acid dye onto chitosan nanoparticles, Polymer 47 (2006) 5838-5842.
[20] J.L. Gong, B. Wang, G.M. Zeng, C.P. Yang, C.G. Niu, Q.Y. Niu, W.J. Zhou, L. Liang, Removal of cationic dyes from aqueous solution using magnetic multi-wall carbon nanotube nanocomposite as adsorbent, J. Hazard. Mater. 164 (2009) 1517-1522.
[21] Y. Wu, Y.J. Wang, G.S. Luo, Y.Y. Dai, In situ preparation of magnetic Fe₃O₄-chitosan nanoparticles for lipase immobilization by cross-linking and oxidation in aqueous solution, Bioresour. Technol. 100 (2009) 3459-3464.
[22] G.H. Podrepšek, Ž. Knez, M. Leitgeb, Different preparation methods and characterization of magnetic maghemite coated with chitosan, J. Nanoparticle Res. 15 (2013) 1-12.
[23] S.W. Cao, Y.J. Zhu, Y.P. Zeng, Formation of γ-Fe₂O₃ hierarchical nanostructures at 500 ° C in a high magnetic field, J. Magn. Magn. Mater. 321 (2009) 3057-3060.
[24] L.C. Zhou, Y.M. Shao, J.R. Liu, Z.F. Ye, H. Zhang, J.J. Ma, Y. Jia, W.J. Gao, Y.F. Li, Preparation and characterization of magnetic porous carbon microspheres for removal of methylene blue by a heterogeneous Fenton reaction, Appl.Mater. Interfaces 6 (2014) 7275-7285.
[25] J. Zaanen, G.A. Sawatzky, J.W. Allen, Band gaps and electronic structure of transitionmetal compounds, Phys. Rev. Lett. 55 (1985) 418-421.
[26] A. Fujimori, M. Saeki, N. Kimizuka, M. Taniguchi, S. Suga, Photoemission satellites and electronic structure of Fe₂O₃, Phys. Rev. B 34 (1986) 7318-7328.
[27] Z.H. Jing, Y. Wang, S.H. Wu, Preparation and gas sensing properties of pure and doped γ-Fe₂O₃ by an anhydrous solvent method, Sensors Actuators B 113 (2006) 177-181.
[28] D. Lin-Vien, N.B. Colthup, W.G. Fateley, J.G. Grasselli, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, Elsevier, Boston, 1991.
[29] G. Lawrie, I. Keen, B. Drew, A. Chandler-Temple, L. Rintoul, P. Fredericks, L. Grøndahl, Interactions between alginate and chitosan biopolymers characterized using FTIR and XPS, Biomacromolecules 8 (2007) 2533-2541.
[30] J.H.Wang, Y.F. Ji, S.L. Ding, H.R. Ma, X.J. Han, Adsorption and desorption behavior of tannic acid in aqueous solution on polyaniline adsorbent, Chin. J. Chem. Eng. 21 (2013) 594-599.
[31] H.Y. Zhu, R. Jiang, L. Xiao, Adsorption of an anionic azo dye by chitosan/kaolin/γ- Fe₂O₃ composites, Appl. Clay Sci. 48 (2010) 522-526.
[32] G. Annadurai, L.Y. Ling, J.F. Lee, Adsorption of reactive dye from an aqueous solution by chitosan: isotherm, kinetic and thermodynamic analysis, J. Hazard. Mater. 152 (2008) 337-346.
[33] H.Y. Zhu, R. Jiang, L. Xiao,W. Li, A novel magnetically separable γ-Fe₂O₃/crosslinked chitosan adsorbent: Preparation, characterization and adsorption application for removal of hazardous azo dye, J. Hazard. Mater. 179 (2010) 251-257.
[34] S. Chatterjee, D.S. Lee, M.W. Lee, S.H. Woo, Congo red adsorption from aqueous solutions by using chitosan hydrogel beads impregnated with nonionic or anionic surfactant, Bioresour. Technol. 100 (2009) 3862-3868.
[35] J.H. Ramirez, F.J. Maldonado-Hódar, A.F. Pérez-Cadenas, C. Moreno-Castilla, C.A. Costa, L.M. Madeira, Azo-dye Orange II degradation by heterogeneous Fenton-like reaction using carbon-Fe catalysts, Appl. Catal. B 75 (2007) 312-323.

Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst

Adsorption and degradation of norfloxacin by a novel molecular imprinting magnetic Fenton-like catalyst

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]	Yingli Li, Zhishuncheng Li, Guangfei Qu, Rui Li, Shuaiyu Liang, Junhong Zhou, Wei Ji, Huiming Tang. Mechanism, behaviour and application of iron nitrate modified carbon nanotube composites for the adsorption of arsenic in aqueous solutions[J]. 中国化学工程学报, 2023, 60(8): 26-36.
[2]	Jing Huang, Honghui Cai, Qian Zhao, Yunpeng Zhou, Haibo Liu, Jing Wang. Dual-functional pyrene implemented mesoporous silicon material used for the detection and adsorption of metal ions[J]. 中国化学工程学报, 2023, 60(8): 108-117.
[3]	Lingli Chen, Yueting Shi, Sijun Xu, Junle Xiong, Fang Gao, Shengtao Zhang, Hongru Li. Enhanced adsorption of target branched compounds including antibiotic norfloxacin frameworks on mild steel surface for efficient protection: An experimental and molecular modelling study[J]. 中国化学工程学报, 2023, 60(8): 212-227.
[4]	Alexander Nti Kani, Evans Dovi, Aaron Albert Aryee, Runping Han, Zhaohui Li, Lingbo Qu. Mechanisms and reusability potentials of zirconium-polyaziridine-engineered tiger nut residue towards anionic pollutants[J]. 中国化学工程学报, 2023, 60(8): 275-292.
[5]	Yuan Liu, Hanting Xiong, Jingwen Chen, Shixia Chen, Zhenyu Zhou, Zheling Zeng, Shuguang Deng, Jun Wang. One-step ethylene separation from ternary C₂ hydrocarbon mixture with a robust zirconium metal-organic framework[J]. 中国化学工程学报, 2023, 59(7): 9-15.
[6]	Hui Jiang, Zijian Zhao, Ning Yu, Yi Qin, Zhengwei Luo, Wenhua Geng, Jianliang Zhu. Synthesis, characterization, and performance comparison of boron using adsorbents based on N-methyl-D-glucosamine[J]. 中国化学工程学报, 2023, 59(7): 16-31.
[7]	Runze Chen, Yuran Chen, Xuemin Liang, Yapeng Kong, Yangyang Fan, Quan Liu, Zhenyu Yang, Feiying Tang, Johnny Muya Chabu, Maru Dessie Walle, Liqiang Wang. Oxidative exfoliation of spent cathode carbon: A two-in-one strategy for its decontamination and high-valued application[J]. 中国化学工程学报, 2023, 59(7): 262-269.
[8]	Shanghong Ma, Haitao Zhang, Jianbo Qu, Xiuzhong Zhu, Qingfei Hu, Jianyong Wang, Peng Ye, Futao Sai, Shiwei Chen. Preparation of waterborne polyurethane/β-cyclodextrin composite nanosponge by ion condensation method and its application in removing of dyes from wastewater[J]. 中国化学工程学报, 2023, 58(6): 124-136.
[9]	Yaqiao Liu, Shuozhen Hu, Xinsheng Zhang, Shigang Sun. Investigation of photoelectrocatalytic degradation mechanism of methylene blue by α-Fe₂O₃ nanorods array[J]. 中国化学工程学报, 2023, 57(5): 162-172.
[10]	Yueting Shi, Junhai Zhao, Lingli Chen, Hongru Li, Shengtao Zhang, Fang Gao. Double open mouse-like terpyridine parts based amphiphilic ionic molecules displaying strengthened chemical adsorption for anticorrosion of copper in sulfuric acid solution[J]. 中国化学工程学报, 2023, 57(5): 233-246.
[11]	Jian Wang, Yuanhui Shen, Donghui Zhang, Zhongli Tang, Wenbin Li. Integrated vacuum pressure swing adsorption and Rectisol process for CO₂ capture from underground coal gasification syngas[J]. 中国化学工程学报, 2023, 57(5): 265-279.
[12]	Yujia Cui, Zhiqiang Tan, Yanan Wang, Shuxian Shi, Xiaonong Chen. One-step crosslinking preparation of tannic acid particles for the adsorption and separation of cationic dyes[J]. 中国化学工程学报, 2023, 57(5): 309-318.
[13]	Shanshan Mao, Tao Shen, Qing Zhao, Tong Han, Fan Ding, Xin Jin, Manglai Gao. Selective capture of silver ions from aqueous solution by series of azole derivatives-functionalized silica nanosheets[J]. 中国化学工程学报, 2023, 57(5): 319-328.
[14]	Hany M. Abd El-Lateef, Mai M. Khalaf, K. Shalabi, Antar A. Abdelhamid. Multicomponent synthesis and designing of tetrasubstituted imidazole compounds catalyzed via ionic-liquid for acid steel corrosion protection: Experimental exploration and theoretical calculations[J]. 中国化学工程学报, 2023, 55(3): 304-319.
[15]	Zhongqi Ren, Jie Wang, Hewei Zhang, Fan Zhang, Shichao Tian, Zhiyong Zhou. Adsorption of rubidium ion from aqueous solution by surface ion imprinted materials[J]. 中国化学工程学报, 2023, 54(2): 1-10.