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Rapid CE-UV Evaluation of Polymer-coated Magnetic Nanoparticles for Selective Binding of Endocrine Disrupting Compounds and Pharmaceuticals in Water by.

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Presentation on theme: "Rapid CE-UV Evaluation of Polymer-coated Magnetic Nanoparticles for Selective Binding of Endocrine Disrupting Compounds and Pharmaceuticals in Water by."— Presentation transcript:

1 Rapid CE-UV Evaluation of Polymer-coated Magnetic Nanoparticles for Selective Binding of Endocrine Disrupting Compounds and Pharmaceuticals in Water by Aromatic Interactions Prepared by Musharraf Miah Department of Chemistry Carleton University September 12, 2012 1

2 Some Abbreviations 2 CE-UVCapillary electrophoresis with ultra-violet detector EDCsEndocrine disrupting compounds PPCPsPharmaceutical and personal care products BPABisphenol A MFMetformin PF Phenformin NAANaphthalene acetic acid TCTriclosan QS Quinine sulfate MNPsMagnetic nanoparticles MNPs@PPy Polypyrrole-coated magnetic nanoparticles MNPs@PDAPolydopamine-coated magnetic nanoparticles FTIRFourier transform infrared spectroscopy SEM Scanning electron microscopy TGA Thermogravimetric analysis XRD X-ray diffraction

3 Outline  Introduction  Research objectives  Experimental  Results and Discussion  Conclusion  Future work  Acknowledgement 3

4 Introduction  EDCs alter the normal functions of the endocrine system in humans and animals  They mimic the body's own hormones and lead to negative health effects  BPA is widely used in plastics (toxic)  NAA is a plant hormone used in plant rooting horticultural products, pesticides on fruits and vegetables (also toxic)  TC is used in soaps, toothpastes, detergents, hand sanitizers, mouth and dish washes 4

5 Introduction(continue)  PPCPs- wide class of chemical contaminants originate from human usage and veterinary applications  Three PPCPs analyzed MF, PF, and QS  Long-term exposure to low levels of PPCP residues could have adverse effects on aquatic ecosystem and human health (Environment Canada)  EDCs and PPCPs are found in aquatic environment from sewage treatment plant effluent, agricultural runoff, concentrated animal feed, landfill leachates, and urban runoff 5

6 Introduction(continue)  MNPs are currently attracting a wide range of applications in water treatment (not target selective in complex water matrices )  Target selective MNPs MNPs@PDA, MNPs@PPy 6

7 Chemical structures of target compounds 7 BPA MF NAA PF TC QS

8 Polypyrrole and polydopamine 8

9 Research objectives  Synthesize MNPs, MNPs@PDA and MNPs@PPy nanoparicles  Characterize the particles by FTIR, SEM, TGA and XRD  Evaluate these magnetic nanoparticles for selective binding with BPA, NAA, MF, PF, TC, and QS in water by CE-UV  Study the adsorption kinetics and adsorption isotherms of BPA, TC and PF  Utilize these particles as magnetic sorbents for the preconcentration of target compounds in water analysis 9

10 Experimental 10  Experimental setup for coating MNPs with PPy or PDA  Illustration of Fe 3 O 4 and Fe 3 O 4 @PPy syntheses Ref: X. Wang, L. Wang, X. He, Y. Zhang and L. Chen, Talanta. 2009, 78, 327-332. J. Meng, J. Bu, C. Deng and X. Zhang, J. Chromatogr. A., 2011, 1218, 1585-1591 H. Z. Wen, H. L. Chun, C. G. Xiu, R. C. Fa, H. Y. Huang, and R. W. Xiao, J. Mater. Chem., 2010, 20, 880-883

11 FTIR spectra of MNPs, PPy and MNPs@PPy particles 11 Ref: T. Yao, T. Cui, J. Wu, Q. Chen, S. Lu, and K. Sun, Polymer chemistry, 2011, 2, 2893 Y. Wang, W. Chen, D. Zhou and G. Xue, Macromol. Chem. Phys., 2009, 210, 936-941.

12 FTIR spectra of MNPs and MNPs@PDA particles 12 Ref: L. P. Zhu, J. H. Jiang, B. K. Zhu, and Y.Y. Xu, Colloid. Surface. B., 2011, 86, 111-118.

13 SEM images of MNPs, MNPs@PPy 13  Average MNPs = 45-50 nm, MNPs@PPy = 70-75 nm, MNPs@PDA = 75-80 nm  PPy coating = 12-15 nm, PDA coating = 15-18 nm

14 XRD spectra of MNPs and MNPs@PPy particles 14  Characteristic peaks for MNPs: 31.7°, 37.1°, 44.8°, 55.3°, 58.9° and 64.4°  New peaks for MNPs@PPy: 14.6 ° and 22 ° Ref: A. Hrdina, E.P.C. Lai, C.S. Li, B. Sadi and G. Kramer, J. Magn. Magn. Mater., 2010, 322, 2622-2627. T. Yao, T. Cui, J. Wu, Q. Chen, S. Lu, and K. Sun, Polymer chemistry, 2011, 2, 2893.

15 Capillary electrophoresis 15 Capillary Background electrolyte (BGE)

16 Results and Discussions 16 Electrophoretic mobility values of analytes, MNPs, MNPs@PDA and MNPs@PPy Mep = Mapp – Meo = [(Ld/ t) / (V/ Lt)] - [(Ld/ t neutral ) / V/Lt)] Migration Time (t in min) Molecular Weight (g.mol -1 ) Electrophoretic Mobility (m 2 V -1 s -1 ) Metformin (MF) 3.4 ± 0.1 165.621.18x10 -8 Phenformin (PF) 3.7 ± 0.1 205.266.94x10 -9 Quinine sulfate (QS) 4.0 ± 0.1 782.962.78x10 -9 Mesityl Oxide (MO) 4.2 ± 0.1 98.1400 Bisphenol A (BPA) 4.5 ± 0.1 228.29-2.91x10 -9 Triclosan (TC) 5.5 ± 0.1 289.54-1.12x10 -8 Naphthalene acetic acid (NAA) 6.9 ± 0.1 186.20-1.87x10 -8 MNPs 7.8 ± 0.1 231.54-2.21x10 -8 MNPs@PDA 8.2 ± 0.1 ------2.34x10 -8 MNPs@PPy8.6 ± 0.1------2.46x10 -8

17 CE-UV electropherogram for a mixture of BPA, MF, NAA, PF, TC, and QS (200 µg.mL -1 ) in 20 mM Na 2 HPO 4 BGE 17

18 In-capillary binding test results 18 Analytes (200 µg.mL - 1 ) % Binding with MNPs (10 mg. mL -1 ) % Binding with MNPs@PDA (10 mg. mL -1 ) % Binding with MNPs@PPy (10 mg. mL -1 ) Bisphenol A (BPA) 5 ± 365 ± 599 ± 1 Metformin (MF) 2 ± 214 ± 634 ± 4 Naphthalene acetic acid (NAA) 7 ± 321 ± 439 ± 6 Phenformin (PF) 5 ± 399 ± 1 Triclosan (TC) 6 ± 392 ± 399 ± 1 Quinine sulfate (QS) 8 ± 294 ± 298 ± 2

19 19 4 mAU detector signal 2 mAU detector signal Electropherograms of Standard BPA, PF, TC and NAA

20 In-capillary binding test 20 Electropherograms: Binding of BPA, PF, TC and NAA with MNPs@PPy

21 In-vitro binding test results 21 Analytes (200 µg. mL -1 ) % Binding with MNPs (9 mg. mL -1 ) % Binding with MNPs@PDA (9 mg.mL -1 ) % Binding with MNPs@PPy (9 mg.mL -1 ) Bisphenol A (BPA)10 ± 371 ± 594 ± 2 Metformin (MF)5 ± 243 ± 330 ± 4 Naphthalene acetic acid (NAA) 8 ± 222 ± 268 ± 4 Phenformin (PF)6 ± 394 ± 299 ± 1 Triclosan (TC)7 ± 395 ± 199 ± 1 Quinine sulfate (QS)10 ± 295 ± 199 ± 1

22 (A) 6 analytes mixture(B) Supernatant after extraction with MNPs (C) Supernatant after extraction with MNPs@PDA (D) Supernatant after extraction with MNPs@PPy Binding selectivity (in-vitro binding test) 19

23 Elution test of MNPs@PPy particles  A mixture of EtAc and MeOH (75:25, v/v) was selected as the eluting solvent  The % recoveries of the bound analytes were found to be 85±13% MF, 87±13% PF, 54±11% BPA, 52 ± 10% QS, 39 ±11% TC, and 37 ± 10% NAA 23 Ref: J. Meng, J. Bu, C. Deng and X. Zhang, J. Chromatogr. A., 2011, 1218, 1585-1591.

24 Regeneration of MNPs@PPy particles 24  % Binding = 94±3%  % Recovery = 53±4%

25 Conclusion  High % binding (99 ± 1%) of MNPs@PPy with BPA, PF, TC, and QS were found due to π-π and hydrogen bonding interactions between PPy and analytes  Compared with unmodified MNPs, and MNPs@PDA, MNPs@PPy showed higher binding efficiency towards aromatic compounds as confirmed by in- capillary and in-vitro binding tests.  Using EtAc and MeOH (75:25,v/v) as eluting solvent, the % recoveries of target compounds are found to be between 87% and 37% 25

26 Conclusion (continue)  The higher adsorption capacity (X m ) of MNPs@PPy particles was obtained for BPA, PF, and TC  Demonstrating strong affinity and better performance of MNPs@PPy particles as adsorbents for efficient removal of these target compounds  The new coating of PPy on the used particles proved to be time saving and cost effective in recycling the used particles 26

27 Future work 27  Investigate the binding interaction of these drugs with MNPs@PPy particles by CE-UV  The loaded particles can be used for specific drug delivery to target cancer cells Chemical structures of common anticancer drugs

28 Acknowledgements  I would like to express my deepest appreciation to my supervisor, Dr. Edward Lai for his supervision, advice and guidance  I am thankful to Dr. Zafar Iqbal for his kind assistance during this study  I am thankful to all colleagues in my group for sharing their experience and knowledge  I am thankful to Anita Chun and Dr. Wendy Hao for their technical assistance  Financial support from NSERC Canada is gratefully acknowledged. 28

29 29 Thank you for listening


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