Fabrication of ofloxacin imprinted polymer on the surface of magnetic carboxylated cellulose nanocrystals for highly selective adsorption of fluoroquinolones from water

International Journal of Biological Macromolecules

Volumn 107, Issue PartA, 2018, Pages 453-462

  Hu, Zhao Hong ^a   Wang, Yan Fei ^a   Omer, Ahmed Mohamed ^a,b   Ouyang, Xiao–kun ^a  

^a ZHEJIANG OCEAN UNIVERSITY   (China)

^b GENETIC ENGINEERING AND BIOTECHNOLOGY RESEARCH INSTITUTE   (Egypt)

Author keywords

Fluoroquinolones; Magnetic carboxylated cellulose nanocrystals; Molecularly imprinted polymers; Regeneration; Selective adsorption

Indexed keywords

ADSORBENT; AMINE; AZOBISISOBUTYRONITRILE; CELLULOSE DERIVATIVE; ETHYLENE GLYCOL DIMETHACRYLATE; GLYCIDYL METHACRYLATE; MAGNETIC CARBOXYLATED CELLULOSE; METHACRYLIC ACID DERIVATIVE; MOLECULARLY IMPRINTED POLYMER; MONOMER; NANOCRYSTAL; NITRILE; OFLOXACIN; QUINOLONE DERIVATIVE; RIVER WATER; TETRAETHYLENEPENTAMINE; UNCLASSIFIED DRUG; WATER; CELLULOSE; NANOPARTICLE; POLYMER;

ADSORPTION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL PARAMETERS; COMPARATIVE STUDY; CONTROLLED STUDY; CROSS LINKING; EQUILIBRATION TIME; FREUNDLICH MODEL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTHERM; LIMIT OF DETECTION; POLYMERIZATION; PSEUDO-SECOND-ORDER MODEL; SURFACE FUNCTIONALIZATION; SURFACE PROPERTY; WATER SAMPLING; CHEMISTRY; ISOLATION AND PURIFICATION; MAGNETISM; MOLECULAR IMPRINTING; SOLID PHASE EXTRACTION; WATER MANAGEMENT;

ADSORPTION; CELLULOSE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLUOROQUINOLONES; MAGNETICS; MOLECULAR IMPRINTING; NANOPARTICLES; OFLOXACIN; POLYMERIZATION; POLYMERS; SOLID PHASE EXTRACTION; SURFACE PROPERTIES; WATER; WATER PURIFICATION;

EID: 85029208477     PISSN: 01418130     EISSN: 18790003     Source Type: Journal    
DOI: 10.1016/j.ijbiomac.2017.09.009     Document Type: Article

References (47)

1. Zhang, L., Xue, J.Q., Zhou, X.W., Fei, X., Wang, Y., Zhou, Y.Z., Zhong, L.L., Han, X.L., Adsorption of molybdate on molybdate-imprinted chitosan/triethanolamine gel beads. Carbohydr. Polym. 114 (2014), 514–520.
2. Zhang, Y.L., Zhang, J., Dai, C.M., Zhou, X.F., Liu, S.G., Sorption of carbamazepine from water by magnetic molecularly imprinted polymers based on chitosan-Fe3O4. Carbohydr. Polym. 97:2 (2013), 809–816.
3. Cormack, P.A., Elorza, A.Z., Molecularly imprinted polymers: synthesis and characterisation. J. Chromatogr. B 804:1 (2004), 173–182.
4. Fan, J.P., Liao, D.D., Xie, Y.L., Zheng, B., Yu, J.X., Cao, Y.H., Zhang, X.H., Peng, H.L., A molecular imprinted polymer on the surface of superparamagnetic Fe3O4-graphene oxide (MIP@Fe3O4@GO) for simultaneous recognition and enrichment of evodiamine and rutaecarpine in Evodiae fructus. J. Appl. Polym. Sci., 134(7), 2017, 44465.
5. dos Santos, P.M., Hall, A.J., Manesiotis, P., Stoichiometric molecularly imprinted polymers for the recognition of anti-cancer pro-drug tegafur. J. Chromatogr. B 1021 (2016), 197–203.
6. Wang, Y., Wang, E.L., Wu, Z.M., Li, H., Zhu, Z., Zhu, X.S., Dong, Y., Synthesis of chitosan molecularly imprinted polymers for solid-phase extraction of methandrostenolone. Carbohydr. Polym. 101 (2014), 517–523.
7. Kang, Y.F., Duan, W.P., Li, Y., Kang, J.X., Xie, J., Molecularly imprinted polymers of allyl-beta-cyclodextrin and methacrylic acid for the solid-phase extraction of phthalate. Carbohydr. Polym. 88:2 (2012), 459–464.
8. Haupt, K., Mosbach, K., Molecularly imprinted polymers and their use in biomimetic sensors. Chem. Rev. 100:7 (2000), 2495–2504.
9. Kong, Q., Wang, Y., Zhang, L., Ge, S., Yu, J., A novel microfluidic paper-based colorimetric sensor based on molecularly imprinted polymer membranes for highly selective and sensitive detection of bisphenol A. Sensors Actuators B: Chem. 243 (2017), 130–136.
10. Cutivet, A., Schembri, C., Kovensky, J., Haupt, K., Molecularly imprinted microgels as enzyme inhibitors. J. Am. Chem. Soc. 131:41 (2009), 14699–14702.
11. Huang, H., Wang, X., Ge, H., Xu, M., Multifunctional magnetic cellulose surface-imprinted microspheres for highly selective adsorption of artesunate. Acs Sustainable Chemistry & Engineering 4:6 (2016), 3334–3343.
12. Maier, N.M., Lindner, W., Chiral recognition applications of molecularly imprinted polymers: a critical review. Anal. Bioanal. Chem. 389:2 (2007), 377–397.
13. Bai, W., Holbery, J., Li, K., A technique for production of nanocrystalline cellulose with a narrow size distribution. Cellulose 16:3 (2009), 455–465.
14. George, J., Ramana, K., Bawa, A., Bacterial cellulose nanocrystals exhibiting high thermal stability and their polymer nanocomposites. Int. J. Biol. Macromol. 48:1 (2011), 50–57.
15. Brinchi, L., Cotana, F., Fortunati, E., Kenny, J., Production of nanocrystalline cellulose from lignocellulosic biomass: technology and applications. Carbohydr. Polym. 94:1 (2013), 154–169.
16. Peng, B.L., Dhar, N., Liu, H., Tam, K., Chemistry and applications of nanocrystalline cellulose and its derivatives: a nanotechnology perspective. Can. J. Chem. Eng. 89:5 (2011), 1191–1206.
17. Zhu, W., Ma, W., Li, C., Pan, J., Dai, X., Well-designed multihollow magnetic imprinted microspheres based on cellulose nanocrystals (CNCs) stabilized pickering double emulsion polymerization for selective adsorption of bifenthrin. Chem. Eng. J. 276 (2015), 249–260.
18. Lu, P., Hsieh, Y.-L., Preparation and properties of cellulose nanocrystals: rods, spheres, and network. Carbohydr. Polym. 82:2 (2010), 329–336.
19. Wang, N., Jin, R.-N., Omer, A.M., Ouyang, X.-k., Adsorption of Pb(II) from fish sauce using carboxylated cellulose nanocrystal: isotherm, kinetics, and thermodynamic studies. Int. J. Biol. Macromol. 102 (2017), 232–240.
20. Khan, A., Khan, R.A., Salmieri, S., Le Tien, C., Riedl, B., Bouchard, J., Chauve, G., Tan, V., Kamal, M.R., Lacroix, M., Mechanical and barrier properties of nanocrystalline cellulose reinforced chitosan based nanocomposite films. Carbohydr. Polym. 90:4 (2012), 1601–1608.
21. Schyrr, B., Pasche, S.p., Voirin, G., Weder, C., Simon, Y.C., Foster, E.J., Biosensors based on porous cellulose nanocrystal–poly (vinyl alcohol) scaffolds. ACS Appl. Mater. Interfaces 6:15 (2014), 12674–12683.
22. Zhou, C., Shi, Q., Guo, W., Terrell, L., Qureshi, A.T., Hayes, D.J., Wu, Q., Electrospun bio-nanocomposite scaffolds for bone tissue engineering by cellulose nanocrystals reinforcing maleic anhydride grafted PLA. ACS Appl. Mater. Interfaces 5:9 (2013), 3847–3854.
23. He, X., Male, K.B., Nesterenko, P.N., Brabazon, D., Paull, B., Luong, J.H., Adsorption and desorption of methylene blue on porous carbon monoliths and nanocrystalline cellulose. ACS Appl. Mater. Interfaces 5:17 (2013), 8796–8804.
24. Shopsowitz, K.E., Hamad, W.Y., MacLachlan, M.J., Chiral nematic mesoporous carbon derived from nanocrystalline cellulose. Angew. Chem. Int. Ed. 50:46 (2011), 10991–10995.
25. Mather, R., Karenchak, L.M., Romanowski, E.G., Kowalski, R.P., Fourth generation fluoroquinolones: new weapons in the arsenal of ophthalmic antibiotics. Am. J. Ophthalmol. 133:4 (2002), 463–466.
26. Golet, E.M., Alder, A.C., Giger, W., Environmental exposure and risk assessment of fluoroquinolone antibacterial agents in wastewater and river water of the Glatt Valley Watershed, Switzerland. Environ. Sci. Technol. 36:17 (2002), 3645–3651.
27. Liu, C., Jin, R.-N., Ouyang, X.-k., Wang, Y.-G., Adsorption behavior of carboxylated cellulose nanocrystal—polyethyleneimine composite for removal of Cr(VI) ions. Appl. Surf. Sci. 408 (2017), 77–87.
28. Lu, J., Jin, R.-N., Liu, C., Wang, Y.-F., Ouyang, X.-k., Magnetic carboxylated cellulose nanocrystals as adsorbent for the removal of Pb(II) from aqueous solution. Int. J. Biol. Macromol. 93:Part A (2016), 547–556.
29. Shen, H., Liu, B., Xiang, Q., Wang, C., Mao, S.Q., Highly selective amino-functionalized magnetic molecularly imprinted polymers: absorbents for dispersive solid phase extraction and trace level analysis of chlorophenols in seawater. RSC Adv. 6:84 (2016), 81330–81340.
30. He, Y., Huang, Y., Jin, Y., Liu, X., Liu, G., Zhao, R., Well-defined nanostructured surface-imprinted polymers for highly selective magnetic separation of fluoroquinolones in human urine. ACS Appl. Mater. Interfaces 6:12 (2014), 9634–9642.
31. Holford, I., The comparative significance and utility of the Freundlich and Langmuir parameters for characterizing sorption and plant availability of phosphate in soils. Aust. J. Soil Res. 20:3 (1982), 233–242.
32. Appel, J., Freundlich's adsorption isotherm. Surf. Sci. 39:1 (1973), 237–244.
33. Desta, M.B., Batch sorption experiments: Langmuir and Freundlich isotherm studies for the adsorption of textile metal ions onto teff straw (Eragrostis tef) agricultural waste. J. Thermodyn., 2013(1), 2013, 6.
34. Fowler, R.H., A statistical derivation of Langmuir's adsorption isotherm. Math. Proc. Cambridge Philos. Soc. 31:2 (1935), 260–264.
35. Xie, X., Chen, L., Pan, X., Wang, S., Synthesis of magnetic molecularly imprinted polymers by reversible addition fragmentation chain transfer strategy and its application in the Sudan dyes residue analysis. J. Chromatogr. A 1405 (2015), 32–39.
36. Ho, Y.S., Mckay, G., Pseudo-second order model for sorption processes. Process Biochem. 34:5 (1999), 451–465.
37. Khorrami, A.R., Rashidpur, A., Design of a new cartridge for selective solid phase extraction using molecularly imprinted polymers: selective extraction of theophylline from human serum samples. Biosens. Bioelectron. 25:3 (2009), 647–651.
38. Pichon, V., Chapuis-Hugon, F., Role of molecularly imprinted polymers for selective determination of environmental pollutants—a review. Anal. Chim. Acta 622:1 (2008), 48–61.
39. Li, P., Xu, R., Wang, W., Li, X., Xu, Z., Yeung, K.W., Chu, P.K., Thermosensitive poly (N-isopropylacrylamide-co-glycidyl methacrylate) microgels for controlled drug release. Colloids Surf. B. Biointerfaces 101 (2013), 251–255.
40. Morán, J.I., Alvarez, V.A., Cyras, V.P., Vázquez, A., Extraction of cellulose and preparation of nanocellulose from sisal fibers. Cellulose 15:1 (2008), 149–159.
41. Man, Z., Muhammad, N., Sarwono, A., Bustam, M.A., Kumar, M.V., Rafiq, S., Preparation of cellulose nanocrystals using an ionic liquid. J. Polym. Environ. 19:3 (2011), 726–731.
42. Huang, W., Kong, Y., Yang, W., Ni, X., Wang, N., Lu, Y., Xu, W., Preparation and characterization of novel thermosensitive magnetic molecularly imprinted polymers for selective recognition of norfloxacin. J. Polym. Res. 23:5 (2016), 1–11.
43. Yamashita, T., Hayes, P., Analysis of XPS spectra of Fe 2+ and Fe 3+ ions in oxide materials. Appl. Surf. Sci. 254:8 (2008), 2441–2449.
44. Biesinger, M.C., Payne, B.P., Grosvenor, A.P., Lau, L.W.M., Gerson, A.R., Smart, R.S.C., Resolving surface chemical states in XPS analysis of first row transition metals, oxides and hydroxides: Cr, Mn, Fe, Co and Ni. Appl. Surf. Sci. 257:7 (2011), 2717–2730.
45. Mathew, A.P., Oksman, K., Karim, Z., Liu, P., Khan, S.A., Naseri, N., Process scale up and characterization of wood cellulose nanocrystals hydrolysed using bioethanol pilot plant. Ind. Crops Prod. 58 (2014), 212–219.
46. Tian, C., Fu, S., Habibi, Y., Lucia, L.A., Polymerization topochemistry of cellulose nanocrystals: a function of surface dehydration control. Langmuir 30:48 (2014), 14670–14679.
47. Zhao, Y.-G., Chen, X.-H., Pan, H., Shen, H.-Y., Jin, M.-C., Self-assembly of a surface bisphenol A-imprinted core–shell nanoring amino-functionalized superparamagnetic polymer. J. Mater. Chem. A 1:38 (2013), 11648–11658.