Cyclodextrin-grafted electrospun cellulose acetate nanofibers via "click" reaction for removal of phenanthrene

Applied Surface Science

Volumn 305, Issue , 2014, Pages 581-588

  Celebioglu, Asli ^a   Demirci, Serkan ^a,b   Uyar, Tamer ^a  

^a BILKENT UNIVERSITY   (Turkey)

^b AMASYA UNIVERSITY   (Turkey)

Author keywords

"Click" reaction; Cyclodextrin; Electrospinning; Filtration; Nanofibers; Phenanthrene

Indexed keywords

ANTHRACENE; CELLULOSE; CYCLODEXTRINS; ELECTROSPINNING; FILTRATION; GRAFTING (CHEMICAL); MOLECULES; SOLUTIONS; WASTE TREATMENT; WASTEWATER TREATMENT; WATER FILTRATION; WATER TREATMENT;

ADSORPTION CAPACITIES; CELLULOSE ACETATES; CLICK REACTION; FIBROUS STRUCTURES; HIGH SURFACE AREA; INCLUSION COMPLEXATION; PHENANTHRENE; WATER PURIFICATION;

NANOFIBERS;

EID: 84899994184     PISSN: 01694332     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.apsusc.2014.03.138     Document Type: Article

References (59)

1. S. Ramakrishna, K. Fujihara, W. Teo, T. Lim, and Z. Ma An Introduction to Electrospinning and Nanofibers 2005 World Scientific Publishing Company
2. J.H. Wendorff, S. Agarwal, and A. Greiner Electrospinning: Materials, Processing, and Applications 2012 Wiley-VCH, Germany
3. V. Thavasi, G. Singh, and S. Ramakrishna Electrospun nanofibers in energy and environmental applications Energ. Environ. Sci. 1 2008 205 221
4. C. Srisitthiratkul, W. Yaipimai, and V. Intasant Environmental remediation and super hydrophilicity of ultrafine antibacterial tungsten oxide-based nanofibers under visible light source Appl. Surf. Sci. 259 2012 349 355
5. K. Yoon, B.S. Hsiao, and B. Chu Functional nanofibers for environmental applications J. Mater. Chem. 18 2008 5326 5334
6. R.S. Barhate, and S. Ramakrishna Nanofibrous filtering media: filtration problems and solutions from tiny materials J. Membr. Sci. 296 2007 1 8
7. T. Uyar, R. Havelund, Y. Nur, A. Balan, J. Hacaloglu, L. Toppare, F. Besenbacher, and P. Kingshott Cyclodextrin functionalized poly(methyl methacrylate)(PMMA) electrospun nanofibers for organic vapors waste treatment J. Membr. Sci. 365 2010 409 417
8. E. Scholten, L. Bromberg, G.C. Rutledge, and T.A. Hatton Electrospun polyurethane fibers for absorption of volatile organic compounds from air ACS Appl. Mater. Interface. 3 2011 3902 3909
9. Z. Ma, M. Kotaki, and S. Ramakrishna Surface modified nonwoven polysulphone (PSU) fiber mesh by electrospinning: a novel affinity membrane J. Membr. Sci. 272 2006 179 187
10. Y. Mei, C. Yao, K. Fan, and X. Li Surface modification of polyacrylonitrile nanofibrous membranes with superior antibacterial and easy-cleaning properties through hydrophilic flexible spacers J. Membr. Sci. 417-418 417 2012 20 30
11. P.K. Neghlani, M. Rafizadeh, and F.A. Taromi Preparation of aminated-polyacrylonitrile nanofiber membranes for the adsorption of metal ions: comparison with microfibers J. Hazard. Mater. 186 2011 182 189
12. M. Stephen, N. Catherine, M. Brenda, K. Andrew, P. Leslie, and G. Corrine Oxolane-2,5-dione modified electrospun cellulose nanofibers for heavy metals adsorption J. Hazard. Mater. 192 2011 922 927
13. J. Niu, J. Xu, Y. Dai, J. Xu, H. Guo, K. Sun, and R. Liu Immobilization of horseradish peroxidase by electrospun fibrous membranes for adsorption and degradation of pentachlorophenol in water J. Hazard. Mater. 246/247 2013 119 125
14. J. Szejtli Introduction and general overview of cyclodextrin chemistry Chem. Rev. 98 1998 1743 1754
15. A. Hedges Industrial applications of cyclodextrins Chem. Rev. 98 1998 2035 2044
16. E.M. Del Valle Cyclodextrins and their uses: a review Process Biochem. 39 2004 1033 1046
17. D. Landy, I. Mallard, A. Ponchel, E. Monier, and S. Fourmentin Remediation technologies using cyclodextrins: an overview Environ. Chem. Lett. 10 2012 225 237
18. W.C.E. Schoeld, C.D. Bain, and J.P.S. Badyal Cyclodextrin-functionalized hierarchical porous architectures for high-throughput capture and release of organic pollutants from wastewater Chem. Mater. 24 2012 1645 1653
19. G. Crini, and M. Morcellet Synthesis and applications of adsorbents containing cyclodextrins J. Sep. Sci. 25 2002 789 813
20. N. Morin-Crini, and G. Crini Environmental applications of water-insoluble-cyclodextrin-epichlorohydrin polymers Prog. Polym. Sci. 38 2013 344 368
21. T. Uyar, R. Havelund, J. Hacaloglu, F. Besenbacher, and P. Kingshott Functional electrospun polystyrene nanofibers incorporating α-,β-, and γ-cyclodextrins: comparison of molecular filter performance ACS Nano 4 2010 5121 5130
22. T. Uyar, R. Havelund, Y. Nur, J. Hacaloglu, F. Besenbacher, and P. Kingshott Molecular filters based on cyclodextrin functionalized electrospun fibers J. Membr. Sci. 332 2009 129 137
23. E.S. Abdel-Halim, M.M.G. Fouda, I. Hamdy, F.A. Abdel-Mohdy, and S.M. El-Sawy Incorporation of chlorohexidin diacetate into cotton fabrics grafted with glycidyl methacrylate and cyclodextrin Carbohyd. Polym. 79 2010 47 55
24. B. Martel, P. Le Thuaut, S. Bertini, G. Crini, M. Bacquet, G. Torri, and M. Morcellet Grafting of cyclodextrins onto polypropylene nonwoven fabrics for the manufacture of reactive filters. III. Study of the sorption properties J. Appl. Polym. Sci. 85 2002 1771 1778
25. P.L. Nostro, L. Fratoni, F. Ridi, and P. Baglioni Surface treatments on Tencel fabric: grafting with cyclodextrin J. Appl. Polym. Sci. 88 2003 706 715
26. R. Romi, P.L. Nostro, E. Bocci, F. Ridi, and P. Baglioni Bioengineering of a cellulosic fabric for insecticide delivery via grafted cyclodextrin Biotechnol. Progr. 21 2008 1724 1730
27. N. Blanchemain, S. Haulon, E. Marcon-Bachari, M. Traisnel, C. Neut, J. Kirk-Patrick, M. Morcellet, H. Hildebrand, and B. Martel Vascular prostheses with controlled release of antibiotics Part 1. Surface modification with cyclodextrins of PET prostheses Biomol. Eng. 24 2007 149 153
28. L. Ducoroy, B. Martel, B. Bacquet, and M. Morcellet Ion exchange textiles from the finishing of PET fabrics with cyclodextrins and citric acid for the sorption of metallic cations in water J. Incl. Phenom. Macro. 57 2007 271 277
29. N. Blanchemain, T. Laurent, S. Haulon, M. Traisnel, C. Neut, J. Kirkpatrick, M. Morcellet, H.F. Hildebrand, and B. Martel In vitro study of a HP gamma-cyclodextrin grafted PET vascular prosthesis for application as anti-infectious drug delivery system J. Incl. Phenom. Macro. 57 2007 675 681
30. B. Martel, M. Morcellet, D. Ruffin, L. Ducoroy, and M. Weltrowski Finishing of polyester fabrics with cyclodextrins and polycarboxylic acids as crosslinking agents J. Incl. Phenom. Macro. 44 2002 443 446
31. F. Kayaci, Z. Aytac, and T. Uyar Surface modification of electrospun polyester nanofibers with cyclodextrin polymer for the removal of phenanthrene from aqueous solution J. Hazard. Mater. 261 2013 286 294
32. W.H. Binder, and R. Sachsenhofer Click chemistry in polymer and materials science Macromol. Rapid Commun. 28 2007 15 54
33. J.E. Moses, and A.D. Moorhouse The growing applications of click chemistry Chem. Soc. Rev. 36 2007 1249 1262
34. G.D. Fu, L.Q. Xu, and F. Yao Smart Nanofibers from Combined Living Radical Polymerization, click Chemistry and Electrospinning ACS Appl. Mater. Interface. 1 2009 239 243
35. Z. Chang, Y. Xu, X. Zhao, Q. Zhang, and D. Chen Grafting poly(methyl methacrylate) onto polyimide nanofibers via click reaction ACS Appl. Mater. Interface. 1 2009 2804 2811
36. H. Yang, Q. Zhang, B. Lin, G. Fu, X. Zhang, and L. Guo Thermo-sensitive electrospun fibers prepared by a sequential thiolene click chemistry approach J. Polym. Sci. A Polym. Chem. 50 2012 4182 4190
37. A. Lancuski, F. Bossard, and S. Fort Carbohydrate-decorated PCL fibers for specific protein adhesion Biomacromolecules 14 2013 1877 1884
38. Y.-C. Qian, N. Ren, X.-J. Huang, C. Chen, A.-G. Yu, and Z.-K. Xu Glycosylation of polyphosphazene nanofibrous membrane by click chemistry for protein recognition Macromol. Chem. Phys. 214 2013 1852 1858
39. A.K. Haritash, and C.P. Kaushik Biodegradation aspects of polycyclic aromatic hydrocarbons (PAHs): a review J. Hazard. Mater. 169 2009 1 15
40. S.K. Samanta, O.V. Singh, and R.K. Jain Polycyclic aromatic hydrocarbons: environmental pollution and bioremediation Trends Biotechnol. 20 2002 243 248
41. K. Yang, L. Zhu, and B. Xing Adsorption of polycyclic aromatic hydrocarbons by carbon nanomaterials Environ. Sci. Technol. 40 2006 1855 1861
42. A. Walcarius, and L. Mercier Mesoporous organosilica adsorbents: nanoengineered materials for removal of organic and inorganic pollutants J. Mater. Chem. 20 2010 4478 4511
43. K. Tungala, P. Adhikary, and S. Krishnamoorth Trimerization of β-cyclodextrin through the click reaction Carbohyd. Polym. 95 2013 295 298
44. V.I. Bhoi, and C.N. Murthy Aqueous solubilization of [60] fullerene by selectively modified β-cyclodextrin, fullerenes, nanotubes Carbon Nanostruct. 19 2011 668 676
45. R. Ranjan, and W.J. Brittain Combination of living radical polymerization and click chemistry for surface modification Macromolecules 40 2007 6217 6223
46. H. Toiserkani, G. Yilmaz, Y. Yagci, and L. Torun Functionalization of polysulfones by click chemistry Macromol. Chem. Phys. 211 2010 2389 2395
47. A. Uliniuca, M. Popa, E. Drockenmullera, F. Boisson, D. Leonard, and T. Hamaide Toward tunable amphiphilic copolymers via CuAAC click chemistry of oligocaprolactones onto starch backbone Carbohyd. Polym. 96 2013 259 269
48. T. Cai, W.J. Yang, Z. Zhang, X. Zhu, K.-G. Neoh, and E.-T. Kang Preparation of stimuli-responsive hydrogel networks with threaded b-cyclodextrin end-capped chains via combination of controlled radical polymerization and click chemistry Soft Matter 8 2012 5612 5620
49. R. Barbar, A. Durand, J.J. Ehrhardt, J. Fanni, and M. Parmentier Physicochemical characterization of a modified cellulose acetate membrane for the design of oil-in-water emulsion disruption devices J. Membr. Sci. 310 2008 446 454
50. A.A. Qaiser, M.M. Hyland, and D.A. Patterson Surface and charge transport characterization of polyaniline-cellulose acetate composite membranes J. Phys. Chem. B 115 2011 1652 1661
51. C. Raveler, E. Peyrin, A. Villet, C. Grosset, A. Ravel, and J. Alary Chromatographic study of PAH-β-CD inclusion complexes using a binary mixture and cyano-stationary phase Chromatographia 53 2001 624 628
52. J. Rima, E. Aoun, and K. Hanna Effect of n-alkyl chain length on the complexation of phenanthrene and 9-alkyl-phenanthrene with β-cyclodextrin Spectrochim. Acta A 60 2004 1515 1521
53. T. Badr, K. Hanna, and C. de Brauer Enhanced solubilization and removal of naphthalene and phenanthrene by cyclodextrins from two contaminated soils J. Hazard. Mater. 112 2004 215 223
54. G. Chalumot, C. Yao, V. Pino, and J.L. Anderson Determining the stoichiometry and binding constants of inclusion complexes formed between aromatic compounds and β-cyclodextrin by solid-phase microextraction coupled to high-performance liquid chromatography J. Chromatogr. A 1216 2009 5242 5248
55. R. Orprecio, and C.H. Evans Polymer-immobilized cyclodextrin trapping of model organic pollutants in flowing water streams J. Appl. Polym. Sci. 90 2003 2103 2110
56. X. Li, Y. Zhu, T. Wu, S. Zhang, and P. Christie Using a novel petroselinic acid embedded cellulose acetate membrane to mimic plant partitioning and in vivo uptake of polycyclic aromatic hydrocarbons Environ. Sci. Technol. 44 2010 297 301
57. Y. Tao, B. Xue, S. Yao, J. Deng, and Z. Gui Triolein embedded cellulose acetate membrane as a tool to evaluate sequestration of PAHs in lake sediment core at large temporal scale Environ. Sci. Technol. 46 2012 3851 3858
58. R. Ke, Y. Xu, Z. Wang, and S.U. Khan Estimation of the uptake rate constants for polycyclic aromatic hydrocarbons accumulated by semipermeable membrane devices and triolein-embedded cellulose acetate membrane Environ. Sci. Technol. 40 2006 3906 3911
59. Y. Tao, S. Zhang, Z. Wang, R. Ke, X.-Q. Shan, and P. Christie Biomimetic accumulation of PAHs from soils by triolein-embedded cellulose acetate membranes (TECAMs) to estimate their bioavailability Water Res. 42 2008 754 762