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Synthesis and Evaluation of Cyromazine Molecularly Imprinted Polymeric Microspheres by Two-Step Seed Swelling Polymerization
Corresponding Author(s) : Yu-Ping Zhang
Asian Journal of Chemistry,
Vol. 25 No. 15 (2013): Vol 25 Issue 15
Abstract
A novel cyromazine molecularly imprinted polymeric microspheres were prepared by two-step seed swelling polymerization method in aqueous system. The imprinting process was carried out using polystyrene particles as the seed, cyromazine as the template molecule, methacrylic acid as the functional monomer, ethylene glycol dimethacrylate as the cross-linker. Factors affecting the particle morphologies including emulsifier, dispersant, the water-oil ratio and etc., were optimized in order to obtain the molecularly imprinted polymeric microspheres with a final narrow particle diameter of 3-5 μm. The prepared molecularly imprinted polymeric microspheres were characterized and evaluated by scanning electron microscope, infrared absorption spectroscopy, mercury analyzer and equilibrium binding experiments, respectively. Scatchard analysis suggested cyromazine were recognized by the prepared molecularly imprinted polymeric microspheres with two classes of binding sites. The apparent maximum binding capacity and dissociation constant were calculated to be 1.25 μmol/g (Qmax1) and 1.27 μmol/L (Kd1) for high affinity site, whilst to be 2.84 μmol/g (Qmax2) and 10.02 μmol/L (Kd2) for low affinity site, respectively. The cyromazine molecularly imprinted polymeric microspheres synthesised in this method could be used as a stationary phase for the selective analysis of cyromazine in real samples by high performance liquid chromatography.
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- P.A. Levkin, B. Eeltink, T.R. Stratton, R. Brennen, K. Robotti, H.F. Yin, K. Killeen, F. Svec and J.M.J. Fréchet, J. Chromatogr. A, 1200, 55 (2008).
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- A. Mohamadi, T. Alizadeh, R. Dinarvand, M.R. Ganjali and R.B. Walker, Asian J. Chem., 21, 2875 (2009).
- J. Haginaka, J. Chromatogr. B, 866, 3 (2008).
- N.D. Zakaria, N.A. Yusof, M.J. Haron and A.H.Abdullah,Asian J. Chem., 23, 2456 (2011).
- J. Haginaka, Bioseparation, 10, 337 (2001).
- S.T. Wei, A. Molinelli and B. Mizaikoff, Biosens. Bioelectron., 21, 1943 (2006).
- J.W. Kim, J.H. Ryu and K.D. Suh, Colloid. Polym. Sci., 279, 146 (2001).
- O. Kammona, E. Dini, C. Kiparissides and R. Allabashi, Micropor. Mesopor. Mater., 110, 141 (2008).
- L. Boguslavsky and S. Margel, Glass Phys. Chem., 31, 102 (2005).
- M. Omer-Mizrahi and S. Margel, J. Polym. Sci. A: Polym. Chem., 45, 4612 (2007).
- L.Y. Zhang, G.X. Cheng, C. Fu and X.H. Liu, Polym. Eng. Sci., 43, 965 (2003).
- X.W. Kan, Q. Zhao, Z. Zhang, Z.L. Wang and J.J. Zhu, Talanta, 75, 22 (2008).
- L. Guzzella, F. Pozzoni and C. Baggiani, Water Sci. Technol., 57, 139 (2008).
- Y. Zheng, Y. Liu, H. Guo, L. He, B. Fang and Z. Zeng, Anal. Chim. Acta, 690, 269 (2011).
- K. Hosoya, K. Yoshizako, N. Tanaka, K. Kimata, T. Araki and J. Haginaka, Chem. Lett., 1437 (1994).
- A. Tuncel, M. Tuncel, B. Ergun, C. Alagoz and T. Bahar, Colloids Surf. A, 197, 79 (2002).
- D. Wang and Y. Liu, Front Chem. China, 3, 440 (2008).
- K. Hua, L. Zhang, Y. Guo and T. Guo, Acta Biomater., 7, 3086 (2011).
- X. Liao, J. Cheng, L. Li, P. Pi, X. Wen and Z. Yang, Polym. Polym. Compos., 17, 109 (2009).
- V.P. Joshi, M.G. Kulkarni and R.A. Mashelkar, Chem. Eng. Sci., 55, 1509 (2000).
- D.J. Duffy, K. Das, S. L. Hsu, J. Penelle, V. M. Rotello and H. D. Stidham, J. Am. Chem. Soc., 124, 8290 (2002).
References
P.A. Levkin, B. Eeltink, T.R. Stratton, R. Brennen, K. Robotti, H.F. Yin, K. Killeen, F. Svec and J.M.J. Fréchet, J. Chromatogr. A, 1200, 55 (2008).
E. Turiel and A. Martín-Esteban, Anal. Chim. Acta, 668, 87 (2010).
A. Mohamadi, T. Alizadeh, R. Dinarvand, M.R. Ganjali and R.B. Walker, Asian J. Chem., 21, 2875 (2009).
J. Haginaka, J. Chromatogr. B, 866, 3 (2008).
N.D. Zakaria, N.A. Yusof, M.J. Haron and A.H.Abdullah,Asian J. Chem., 23, 2456 (2011).
J. Haginaka, Bioseparation, 10, 337 (2001).
S.T. Wei, A. Molinelli and B. Mizaikoff, Biosens. Bioelectron., 21, 1943 (2006).
J.W. Kim, J.H. Ryu and K.D. Suh, Colloid. Polym. Sci., 279, 146 (2001).
O. Kammona, E. Dini, C. Kiparissides and R. Allabashi, Micropor. Mesopor. Mater., 110, 141 (2008).
L. Boguslavsky and S. Margel, Glass Phys. Chem., 31, 102 (2005).
M. Omer-Mizrahi and S. Margel, J. Polym. Sci. A: Polym. Chem., 45, 4612 (2007).
L.Y. Zhang, G.X. Cheng, C. Fu and X.H. Liu, Polym. Eng. Sci., 43, 965 (2003).
X.W. Kan, Q. Zhao, Z. Zhang, Z.L. Wang and J.J. Zhu, Talanta, 75, 22 (2008).
L. Guzzella, F. Pozzoni and C. Baggiani, Water Sci. Technol., 57, 139 (2008).
Y. Zheng, Y. Liu, H. Guo, L. He, B. Fang and Z. Zeng, Anal. Chim. Acta, 690, 269 (2011).
K. Hosoya, K. Yoshizako, N. Tanaka, K. Kimata, T. Araki and J. Haginaka, Chem. Lett., 1437 (1994).
A. Tuncel, M. Tuncel, B. Ergun, C. Alagoz and T. Bahar, Colloids Surf. A, 197, 79 (2002).
D. Wang and Y. Liu, Front Chem. China, 3, 440 (2008).
K. Hua, L. Zhang, Y. Guo and T. Guo, Acta Biomater., 7, 3086 (2011).
X. Liao, J. Cheng, L. Li, P. Pi, X. Wen and Z. Yang, Polym. Polym. Compos., 17, 109 (2009).
V.P. Joshi, M.G. Kulkarni and R.A. Mashelkar, Chem. Eng. Sci., 55, 1509 (2000).
D.J. Duffy, K. Das, S. L. Hsu, J. Penelle, V. M. Rotello and H. D. Stidham, J. Am. Chem. Soc., 124, 8290 (2002).