Preparation of POSS-poly(ε-caprolactone)-β-cyclodextrin/Fe 3O4 hybrid magnetic micelles for removal of bisphenol A from water

Carbohydrate Polymers

Volumn 113, Issue , 2014, Pages 353-361

  Yuan, Weizhong ^a,b   Shen, Jin ^a   Li, Lulin ^a   Liu, Xu ^a   Zou, Hui ^a  

^a TONGJI UNIVERSITY   (China)

^b BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

Author keywords

Bisphenol A; Host guest interaction; Magnetic hybrid micelles; Nanocomposites; Cyclodextrin

Indexed keywords

ADSORPTION; CYCLODEXTRINS; IRON OXIDES; MAGNETISM; MAGNETITE; NANOCOMPOSITES; NANOPARTICLES; NUCLEAR MAGNETIC RESONANCE; PHENOLS; RING OPENING POLYMERIZATION; MICELLES; SOLUTIONS;

AMPHIPHILIC CO-POLYMERS; BIS-PHENOL A; EXTERNAL MAGNETIC FIELD; HOST GUEST INTERACTIONS; HYBRID MICELLE; INORGANIC-ORGANIC HYBRID; POLY (EPSILONCAPROLACTONE); POLYHEDRAL OLIGOMERIC SILSESQUIOXANES;

MICELLES; NUCLEAR MAGNETIC RESONANCE;

4,4' ISOPROPYLIDENEDIPHENOL; BENZHYDRYL DERIVATIVE; BETA CYCLODEXTRIN; BETA CYCLODEXTRIN DERIVATIVE; CAPROLACTONE; FERRIC ION; HEXANOIC ACID DERIVATIVE; LACTONE; METAL NANOPARTICLE; MICELLE; PHENOL DERIVATIVE; POLYCAPROLACTONE; POLYESTER; WATER;

CHEMISTRY; ISOLATION AND PURIFICATION; MAGNETISM; METABOLISM; MICELLE; SYNTHESIS;

BENZHYDRYL COMPOUNDS; BETA-CYCLODEXTRINS; CAPROATES; FERRIC COMPOUNDS; LACTONES; MAGNETIC PHENOMENA; METAL NANOPARTICLES; MICELLES; PHENOLS; POLYESTERS; WATER;

EID: 84905453416     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2014.07.035     Document Type: Article

References (56)

1. N. Aoki, M. Nishikawa, and K. Hattori Synthesis of chitosan derivatives bearing cyclodextrin and adsorption of p-nonylphenol and bisphenol A Carbohydrate Polymers 52 3 2003 219 223
2. D.C. Apodaca, R.B. Pernites, R. Ponnapati, F.R.D. Mundo, and R.C. Advincula Electropolymerized molecularly imprinted polymer film: EIS sensing of bisphenol A Macromolecules 44 17 2011 6669 6682
3. T. Basile, A. Petrella, M. Petrella, G. Boghetich, V. Petruzzelli, and S. Colasuonno et al. Review of endocrine-disrupting-compound removal technologies in water and wastewater treatment plants: An Eu perspective Industrial & Engineering Chemistry Research 50 14 2011 8389 8401
4. C.J. Besset, A.T. Lonnecker, J.M. Streff, and K.L. Wooley Polycarbonates from the polyhydroxy natural product quinic acid Biomacromolecules 12 7 2011 2512 2517
5. B. Brady, N. Lynam, T. O'Sullivan, C. Ahern, and R. Darcy 6-O-p-toluenesulfonyl-β-cyclodextrin Organic Synthesis 77 2000 220
6. K.-Y. Cai, J.-H. Li, Z. Luo, Y. Hu, Y.-H. Hou, and X.-W. Ding β-Cyclodextrin conjugated magnetic nanoparticles for diazepam removal from blood Chemical Communications 47 27 2011 7719 7721
7. M. Cano, K. Sbargoud, E. Allard, and C. Larpent Magnetic separation of fatty acids with iron oxide nanoparticles and application to extractive deacidification of vegetable oils Green Chemistry 14 6 2012 1786 1795
8. J. Chang, Y. Li, G. Wang, B. He, and Z.-W. Gu Fabrication of novel coumarin derivative functionalized polypseudorotaxane micelles for drug delivery Nanoscale 5 2 2013 813 820
9. 4 nanoparticles cores and a PEG-functionalized porous silica shell Chemical Communications 46 45 2010 8633 8635
10. M.-L. Chen, S.R. Nielsen, T. Uyar, S. Zhang, A. Zafar, and M.-D. Dong et al. Electrospun UV-responsive supramolecular nanofibers from a cyclodextrin-azobenzene inclusion complex Journal of Materials Chemistry C 1 4 2013 850 855
11. N.L. Chepelev, M.I. Enikanolaiye, L.L. Chepelev, A. Almohaisen, Q.X. Chen, and K.A. Scoggan et al. Bisphenol A activates the Nrf1/2-antioxidant response element pathway in HEK 293 cells Chemical Research in Toxicology 26 3 2013 498 506
12. Y.-P. Chin, P.L. Miller, L.K. Zeng, K. Cawley, and L.K. Weavers Photosensitized degradation of bisphenol A by dissolved organic matter Environmental Science & Technology 38 22 2004 5888 5894 (Pubitemid 39491858)
13. Q. Dai, and A. Nelson Magnetically-responsive self assembled composites Chemical Society Reviews 39 11 2010 4057 4066
14. M. Das, D. Bandyopadhyay, R.P. Singh, H. Harde, S. Kumar, and S. Jain Orthogonal biofunctionalization of magnetic nanoparticles via "clickable" poly(ethylene glycol) silanes: A "universal ligand" strategy to design stealth and target-specific nanocarriers Journal of Materials Chemistry 22 47 2012 24652 24667
15. J.-J. Deng, N. Li, K.-J. Mai, C. Yang, L. Yan, and L.-M. Zhang Star-shaped polymers consisting of a β-cyclodextrin core and poly(amidoamine) dendron arms: Binding and release studies with methotrexate and siRNA Journal of Materials Chemistry 21 14 2011 5273 5281
16. 2 shell for removal of microcystins Journal of the American Chemical Society 130 1 2008 28 29
17. W.C. Ellis, C.T. Tran, R. Roy, M. Rusten, A. Fischer, and A.D. Ryabov et al. Design green oxidation catalysts for purifying environment waters Journal of the American Chemical Society 132 28 2010 9774 9781
18. W.-C. Fan, L. Wang, and S.-X. Zheng Double reaction-induced microphase separation in epoxy resin containing polystyrene-block-poly(ε-caprolactone) -block-poly(n-butylacrylate) ABC triblock copolymer Macromolecules 43 24 2010 10600 10611
19. R. Fuhrer, I.K. Herrmann, E.K. Athanassiou, R.N. Grass, and W.J. Stark Immobilized β-cyclodextrin on surface-modified carbon-coated cobalt nanomagnets: Reversible organic contaminated adsorption and enrichment from water Langmuir 27 5 2011 1924 1929
20. Z.-S. Ge, D. Wang, Y.-M. Zhou, H.-W. Liu, and S.-Y. Liu Synthesis of organic/inorganic hybrid quatrefoil-shaped star-cyclic polymer containing a polyhedral oligomeric silsesquioxane core Macromolecules 42 8 2009 2903 2910
21. B. Gözmen, M.A. Oturan, N. Oturan, and O. Erbatur Indirect electrochemical treatment of bisphenol A in water via electrochemically generated Fenton's reagent Environmental Science & Technology 37 16 2003 3716 3723 (Pubitemid 36999318)
22. Y.-H. He, X.-T. Yang, W.-A. Zhang, and S.-X. Zheng Star-shaped poly(3-caprolactone) with polyhedral oligomeric silsesquioxane core Polymer 47 19 2006 6814 6825
23. C. Huang, K.G. Neoh, L. Wang, E.-T. Kang, and B. Shuter Magnetic nanoparticles for magnetic resonance imaging: Modulation of macrophage uptake by controlled PEGylation of the surface coating Journal of Materials Chemistry 20 39 2010 8512 8520
24. H. Inui, A. Takehara, F. Doi, K. Nishi, M. Takai, and S. Miyake et al. A scFv antibody-based immunoaffinity chromatograph column for clean-up of bisphenol A-contaminated water samples Journal of Agricultural and Food Chemistry 57 2 2009 353 358
25. J. Jang, S.-Y. Pang, J. Ma, and H.-L. Liu Oxidation of phenolic endocrine disrupting chemicals by potassium permanganate in synthetic and real waters Environmental Science & Technology 46 3 2012 1774 1781
26. Y. Kang, L.-L. Zhou, X. Li, and J.-Y. Yuan β-Cyclodextrin-modified hybrid magnetic nanoparticles for catalysis and adsorption Journal of Materials Chemistry 21 11 2011 3704 3710
27. J.P. Lasserre, F. Fack, D. Revets, S. Planchon, J. Renaut, and L. Hoffmann et al. Effects of the endocrine disruptors atrazine and PCB 153 on the protein expression of MCF-7 human cells Journal of Proteome Research 8 12 2009 5485 5496
28. 2+ from human blood Angewandte Chemie-International Edition 48 7 2009 1239 1243
29. 4 particles by precipitation in the presence of PVA at high pH Journal of Colloid and Interface Science 177 2 1996 490 494 (Pubitemid 26166485)
30. J.-G. Li, C.-Y. Chung, and S.-W. Kuo Transformations and enhanced long-range ordering of mesoporous phenolic resin template by poly(ethylene oxide-b-ε-caprolactone) block copolymers blended with star poly(ethylene oxide)-functionalized silsesquioxane (POSS) Journal of Materials Chemistry 22 35 2012 18583 18595
31. M.L. Marin, L. Santos-Juanes, A. Arques, A.M. Amat, and M.A. Miranda Organic photocatalysts for the oxidation of pollutants and model compounds Chemical Reviews 112 3 2012 1710 1750
32. C.O. Mellet, J.M.G. Femández, and J.M. Benito Cyclodextrin-based gene delivery systems Chemical Society Reviews 40 3 2011 1586 1608
33. P.J. Mitchell, and M.J. Simpson High affinity sorption domains in soil are blocked by polar soil organic matter components Environmental Science & Technology 47 1 2013 412 419
34. I.W. Muderawan, T.T. Ong, T.C. Lee, D.J. Young, C.B. Ching, and S.C. Ng A reliable synthesis of 2- and 6-amino β-cyclodextrin and permethylated β-cyclodextrin Tetrahedron Letters 46 2005 7905 7907 (Pubitemid 41455044)
35. Y. Pan, X.-W. Du, F. Zhao, and B. Xu Magnetic nanoparticles for the manipulation of proteins and cells Chemical Society Reviews 41 7 2012 2912 2942
36. K. Tanaka, and Y. Chujo Advanced functional materials based on polyhedral oligomeric silsesquioxane (POSS) Journal of Materials Chemistry 22 5 2012 1733 1746
37. M. Umar, F. Roddick, L.H. Fan, and H.A. Aziz Application of ozone for the removal of bisphenol A from water and wastewater - A review Chemosphere 90 8 2013 2197 2207
38. D. Vollath Bifunctional nanocomposites with magnetic and luminescence properties Advanced Materials 22 39 2010 4410 4415
39. A.M. Voutchkova, T.G. Osimitz, and P.T. Anastas Toward a comprehensive molecular design framework for reduced hazard Chemical Reviews 110 10 2010 5845 5882
40. 6 under simulated solar light irradiation Environmental Science & Technology 44 17 2010 6843 6848
41. Y.-C. Wu, and S.-W. Kuo Self-assembly supramolecular structure through complementary multiple hydrogen bonding of heteronucleobase-multifunctionalized polyhedral oligomeric silsesquioxane (POSS) complexes Journal of Materials Chemistry 22 7 2012 2982 2991
42. P. Xiao, P.F.-X. Corvini, Y. Dudal, and P. Shahgaldian Design and high-throughput synthesis of cyclodextrin-based polyurethanes with enhanced molecular recognition properties Polymer Chemistry 4 4 2013 942 946
43. Z.-C. Xiong, L. Zhao, F.-J. Wang, J. Zhu, H.-Q. Qin, and R.-A. Wu et al. Synthesis of branched PEG brushes hybrid hydrophilic magnetic nanoparticles for the selective enrichment of N-linked glycopeptides Chemical Communications 48 65 2012 8138 8140
44. J. Xu, L. Wang, and Y.-F. Zhu Decontamination of bisphenol A from aqueous solution by graphene adsorption Langmuir 28 22 2012 8418 8425
45. Y.-J. Xuan, Y. Endo, and K. Fujimoto Oxidative degradation of bisphenol A by crude enzyme prepared from potato Journal of Agricultural and Food Chemistry 50 22 2002 6575 6578 (Pubitemid 35216773)
46. J.-S. Yang, H.-B. Ren, and Y.-J. Xie Synthesis of amidic alginate derivatives and their application in microencapsulation of λ-cyhalothrin Biomacromolecules 12 8 2011 2982 2987
47. J.-S. Yang, and L. Yang Preparation and application of cyclodextrin immobilized polysaccharides Journal of Materials Chemistry B 1 7 2013 909 918
48. Q. Yan, J.-Y. Yuan, Z.-N. Cai, Y. Xin, Y. Kang, and Y.-W. Yin Voltage-responsive vesicles based on orthogonal assembly of two homopolymers Journal of the American Chemical Society 132 27 2010 9268 9270
49. Y.-S. Ye, W.-C. Shen, C.-Y. Tseng, J. Rick, Y.-J. Huang, and F.-C. Chang et al. Chemical Communications 47 86 2012 10656 10658
50. Y.-F. Yu, H.-H. Su, and W.-J. Gan Effects of storage aging on the properties of epoxy prepregs Industrial & Engineering Chemistry Research 48 9 2009 4340 4345
51. 4@poly(2-hydroxyethyl methacrylate)-graft-poly(ε- caprolactone) magnetic nanoparticles with branched brush polymeric shell Polymer 51 12 2010 2540 2547
52. W.-Z. Yuan, Z.-D. Zhao, S.-Y. Gu, and J. Ren Synthesis, characterization, and properties of amphiphilic chitosan copolymers with mixed side chains by click chemistry Journal of Polymer Science Part A-Polymer Chemistry 48 15 2010 3476 3486
53. W.-Z. Yuan, H. Zou, W. Guo, A. Wang, and J. Ren Supramolecular amphiphilic star-branched copolymer: From LCST-UCST transition to temperature-fluorescence responses Journal of Materials Chemistry 22 47 2012 24783 24791
54. L. Zhang, P. Fang, L.-J. Yang, J. Zhang, and X. Wang Rapid method for the separation and recovery of endocrine-disrupting compound bisphenol AP from wastewater Langmuir 29 12 2013 3968 3975
55. 2 under visible light irradiation Industrial & Engineering Chemistry Research 51 2 2012 704 709
56. L. Zhou, C. Gao, and W.-J. Xu Magnetic dendritic materials for highly efficient adsorption of dyes and drugs ACS Applied Materials & Interfaces 2 5 2010 1483 1491