Selective Separation of Thiocyanate Ion by Ion-Imprinted Polymer
Yıl 2009,
Cilt: 37 Sayı: 3, 207 - 215, 01.08.2009
Ebru Birlik Özkütük
Elif Özalp
Ayça Atılır Özcan
Sibel Emir Diltemiz
Öz
Molecular imprinting is a emerging technology to create recognition sites in a polymeric matrix using a molecular template. The molecularly imprinted polymers MIPs are easy to prepare, stable, inexpensive and capable of molecular recognition. This manuscript describes a method for the selective binding behavior of SCN- ions on surface imprinted polymers which were prepared using chitosan succinate-Zn II complex. This polymer was prepared in the presence of epichlorohydrin and was imprinted with SCN- ions. After that, the template SCN- ions was removed using 1 M KOH solution. Selective cavities for the SCN- ions was obtained in the SCN- -imprinted chitosan-succinate beads. The effect of initial concentration of SCN- ions, adsorption time and imprinting efficiency on adsorption selectivity for SCN- -imprinted polymer were investigated. The adsorption process was fast and equilibrium was reached at around 30 min. Maximum adsorption capacity was found to be 95 mg g-1. The number of accessible binding sites Qmax , relative selectivity coefficient k’ and binding ability were also evaluated. The observed adsorption order under competitive conditions was SCN- >F- > Cl- > PO4 3- in mass basis.
Kaynakça
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- 10. Li, L., Wang, A., He, P., Fang, Y. Determination of inorganic anions in saliva by capillary isotachophoresis, Fresenius J. Anal. Chem., 367, 649, 2000.
- 11. Wang, G.F., Li, M.G., Gao, Y.C., Fang, B. Amperometric sensor used for determination of thiocyanate with a silver nanoparticles modified electrode, Sensors, 4, 147, 2004.
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- 13. Cai, X., Zhao, Z. Determination of trace thiocyanate by linear sweep polarography, Anal. Chim. Acta, 212, 43, 1988.
- 14. Tanabe, S., Kitahara, M., Nawata, N., Kawanabe, K. Simultaneous determination of cyanide and thiocyanate in blood by ion chromatography with fluorescence and ultraviolet detection, J. Chromatogr. B, 424, 29, 1988.
- 15. Michigami, Y., Fujii, K., Ueda, K., Yamamoto, Y. Determination of thiocyanate in human saliva and urine by ion chromatography, Analyst, 117, 1855, 1992.
- 16. Connolly, D., Barron, L., Paull, B. Determination of urinary thiocyanate and nitrate using fast ion-interaction chromatography, J. Chromatogr. B, 767, 175, 2002.
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- 20. Gao, D., Gu, J., Yu, R.Q., Zheng, G.D. Substituted metalloporphyrin derivatives as anion carrier for PVC membrane electrodes, Anal. Chim. Acta, 302, 263, 1995.
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- 22. Shamsipur, M., Khayatian, G., Tangestaninejad, S., Thiocyanate-selective membrane electrode based on (octabromo tetraphenyl porphyrinato) manganese(III) chloride, Electroanal., 11, 1340, 1999.
- 23. Amini, M.K., Shahrokhian, S., Tangestaninejad, S. Selective thiocyanate poly(vinyl chloride) membrane based on a 1,8-dibenzyl- 1,3,6,8,10,13 hexaazacyclo tetradecane- Ni(II) perchlorate, Anal. Lett., 32, 2737, 1999.
- 24. Amini, M.K., Shahrokhian, S., Tangestaninejad, S., Thiocyanate-selective electrodes based on nickel and iron phthalocyanines, Anal. Chim. Acta, 402, 137, 1999.
- 25. Hea, J., Zhub, Q., Deng, Q. Investigation of imprinting parameters and their recognition nature for quininemolecularly imprinted polymers, Spectrochim. Acta Part A: Mol. Biomol. Spect., 67, 1297, 2007.
- 26. Tamayo, T.G., Titirici, M.M., Esteban, A.M., Sellergren, B. Synthesis and evaluation of new propazine-imprinted polymer formats for use as stationary phases in liquid chromatography, Anal. Chim. Acta, 542, 38, 2005.
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- 28. Kriz, D., Ramstrom, O., Mosbach, K. Flow injection chemiluminescence determination of epinephrine using epinephrine-imprinted polymer as recognition material, Anal. Chem., 69, 345A, 1997.
- 29. Motherwell, W.B., Bingham, M.J., Pothier, J. Highly efficient Meinwald rearrangement reactions of epoxides catalyzed by copper tetrafluoroborate, Tetrahedron, 60, 3231, 2004.
- 30. Haupt, K. Molecularly imprinted polymers: the next generation, Anal. Chem., 75, 376A, 2003.
- 31. Widstrand, C., Larsson, F., Fiori, M. et al., Evaluation of MISPE for the multi-residue extraction of β-agonists from calves urine, J. Chromatogr. B, 804, 85, 2004
- 32. Caro, E., Marce, R.M., Borrull, F. et al., Application of molecularly imprinted polymers to solid-phase extraction of compounds from environmental and biological samples, Trends Anal. Chem., 25, 143, 2006.
- 33. Aiedeh, K., Taha, M.O. Synthesis of iron-crosslinked chitosan succinate and iron-crosslinked hydroxamated chitosan succinate and their in vitro evaluation as potential matrix materials for oral theophylline sustainedrelease beads, Arch. Pharm., 332, 103, 1999.
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- 36. Guo, T.Y., Xia, Y.Q., Hao, G.J., Song, M.D., Zhang, B.H. Chitosan beads as molecularly imprinted polymer matrix for selective separation of proteins, Biomaterials, 26(28) 5737, 2005.
- 37. Namasivayam, C., Sangeetha, D. Kinetic studies of adsorption of thiocyanate onto ZnCl2 activated carbon from coir pith, an agricultural solid waste, Chemosphere, 60, 1616, 2005.
- 38. Ho, Y.S., McKay, G. Pseudo-second order model for sorption processes, Proc. Biochem., 34, 451, 1999.
- 39. Kuchen, W., Schram, J. Metal-ion-selective exchange resins by matrix ımprint with methacrylates, Angew. Chem. Int. Ed. Engl., 27(12) 1695, 1988.
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Yıl 2009,
Cilt: 37 Sayı: 3, 207 - 215, 01.08.2009
Ebru Birlik Özkütük
Elif Özalp
Ayça Atılır Özcan
Sibel Emir Diltemiz
Kaynakça
- 1. Denson, P.M., Davodow, B., Bass, M.E., Jones, E.W. Determination of trace thiocyanate with nano-silver coated multi-walled carbon nanotubes modified glassy carbon electrode, Arch. Environ. Health, 14, 865, 1967.
- 2. Glatz, Z., Novakova, S., Sterbova, H. Analysis of thiocyanate in biological fluids by capillary zone electrophoresis, J. Chromatogr. A, 916, 273, 2001.
- 3. Bendtsen, A. B., Hansen, E.H. Spectrophotometric flow injection determination of trace amounts of thiocyanate based on its reaction with 2-(5-bromo-2-pyridylazo)-5- diethylaminophenol and dichromate: assay of the thiocyanate level in saliva from smokers and nonsmokers, Analyst, 116, 647, 1991.
- 4. Pinillos, S.C., Vincente, I.S., Bernal, J.G., Asensio, J.S. Highly selective thiocyanate membrane electrode based on butane-2,3-dione bis(salicylhydrazonato)zinc(II) complex, Anal. Chim. Acta, 318, 377, 1996.
- 5. van Staden, J.F., Botha, A. A simple flow injection system with bead injection for trace iron determination, Anal. Chim. Acta, 403, 279, 2000.
- 6. Ghasemi, J., Amini, R., Afkhami, A. Kinetic spectrophotometric determination of thiocyanate based on ıts ınhibitory effect on the oxidation of methyl red by bromate, Anal. Sci., 17, 435, 2001.
- 7. Tanaka, A., Deguchi, K., Deguchi, T. Determination of thiocyanate by carbonyl sulphide (OCS) generation and gas-phase molecular absorption spectrometry, Anal. Chim. Acta, 261, 281, 1992.
- 8. Gong, B., Gong, G. Fluorimetric method for the determination of thiocyanate with 2′,7′-dichlorofluorescein and iodine, Anal. Chim. Acta, 394, 171, 1999.
- 9. Cox, J.A., Gray, T., Kulkarni, K.R. Controlled-potential electrolysis of bulk solutions at a modified electrode: application of oxdations of cysteine, cystine, methionine, and thiocyanate, Anal. Chem., 60, 1710, 1988.
- 10. Li, L., Wang, A., He, P., Fang, Y. Determination of inorganic anions in saliva by capillary isotachophoresis, Fresenius J. Anal. Chem., 367, 649, 2000.
- 11. Wang, G.F., Li, M.G., Gao, Y.C., Fang, B. Amperometric sensor used for determination of thiocyanate with a silver nanoparticles modified electrode, Sensors, 4, 147, 2004.
- 12. Ozoemena, K.I., Nyokong, T. Surface electrochemistry of iron phthalocyanine axially ligated to 4-mercaptopyridine self-assembled monolayers at gold electrode: Applications to electrocatalytic oxidation and detection of thiocyanate, J. Electroanal. Chem., 579, 283, 2005.
- 13. Cai, X., Zhao, Z. Determination of trace thiocyanate by linear sweep polarography, Anal. Chim. Acta, 212, 43, 1988.
- 14. Tanabe, S., Kitahara, M., Nawata, N., Kawanabe, K. Simultaneous determination of cyanide and thiocyanate in blood by ion chromatography with fluorescence and ultraviolet detection, J. Chromatogr. B, 424, 29, 1988.
- 15. Michigami, Y., Fujii, K., Ueda, K., Yamamoto, Y. Determination of thiocyanate in human saliva and urine by ion chromatography, Analyst, 117, 1855, 1992.
- 16. Connolly, D., Barron, L., Paull, B. Determination of urinary thiocyanate and nitrate using fast ion-interaction chromatography, J. Chromatogr. B, 767, 175, 2002.
- 17. Bakker, E., Buhlmann, P., Pretsch, E. Carrier-Based IonSelective Electrodes and Bulk Optodes. 1. General characteristics, Chem. Rev., American Chemical Society, 1997.
- 18. Brown, D.V., Chaniotakis, N.A., Lee, I.H., Ma, S.C., Park, S.B., Meyerhoff, M.E., Nick, R.J., Groves, J.T. Response Characteristics of anion-selective polymer membrane electrodes based on gallium(III), indium(III) and thallium(III) porphyrins, Electroanal. 1, 477, 1989.
- 19. Florido, A., Bachas, L.G., Valiente, M., Villaescusa, I. Anion-selective electrodes based on a gold(III)- triisobutylphosphine sulfide complex, Analyst, 119, 2421, 1994.
- 20. Gao, D., Gu, J., Yu, R.Q., Zheng, G.D. Substituted metalloporphyrin derivatives as anion carrier for PVC membrane electrodes, Anal. Chim. Acta, 302, 263, 1995.
- 21. Ganjali, M.R., Poursaberi, T., Basiripour, F., SalavatiNiassari, M., Yousefi, M., Shamsipur, M. Highly selective thiocyanate poly(vinyl chloride) membrane electrode based on a cadmium-Schiff's base complex, Fresenius J. Anal. Chem., 370, 1091, 2001.
- 22. Shamsipur, M., Khayatian, G., Tangestaninejad, S., Thiocyanate-selective membrane electrode based on (octabromo tetraphenyl porphyrinato) manganese(III) chloride, Electroanal., 11, 1340, 1999.
- 23. Amini, M.K., Shahrokhian, S., Tangestaninejad, S. Selective thiocyanate poly(vinyl chloride) membrane based on a 1,8-dibenzyl- 1,3,6,8,10,13 hexaazacyclo tetradecane- Ni(II) perchlorate, Anal. Lett., 32, 2737, 1999.
- 24. Amini, M.K., Shahrokhian, S., Tangestaninejad, S., Thiocyanate-selective electrodes based on nickel and iron phthalocyanines, Anal. Chim. Acta, 402, 137, 1999.
- 25. Hea, J., Zhub, Q., Deng, Q. Investigation of imprinting parameters and their recognition nature for quininemolecularly imprinted polymers, Spectrochim. Acta Part A: Mol. Biomol. Spect., 67, 1297, 2007.
- 26. Tamayo, T.G., Titirici, M.M., Esteban, A.M., Sellergren, B. Synthesis and evaluation of new propazine-imprinted polymer formats for use as stationary phases in liquid chromatography, Anal. Chim. Acta, 542, 38, 2005.
- 27. Fairhurst, R.E., Chassaing, C., Mayes, A.G. et al., Nonlinear adsorption isotherm as a tool for understanding and characterizing molecularly imprinted polymers, Biosens. Bioelectron. 20, 1098, 2004.
- 28. Kriz, D., Ramstrom, O., Mosbach, K. Flow injection chemiluminescence determination of epinephrine using epinephrine-imprinted polymer as recognition material, Anal. Chem., 69, 345A, 1997.
- 29. Motherwell, W.B., Bingham, M.J., Pothier, J. Highly efficient Meinwald rearrangement reactions of epoxides catalyzed by copper tetrafluoroborate, Tetrahedron, 60, 3231, 2004.
- 30. Haupt, K. Molecularly imprinted polymers: the next generation, Anal. Chem., 75, 376A, 2003.
- 31. Widstrand, C., Larsson, F., Fiori, M. et al., Evaluation of MISPE for the multi-residue extraction of β-agonists from calves urine, J. Chromatogr. B, 804, 85, 2004
- 32. Caro, E., Marce, R.M., Borrull, F. et al., Application of molecularly imprinted polymers to solid-phase extraction of compounds from environmental and biological samples, Trends Anal. Chem., 25, 143, 2006.
- 33. Aiedeh, K., Taha, M.O. Synthesis of iron-crosslinked chitosan succinate and iron-crosslinked hydroxamated chitosan succinate and their in vitro evaluation as potential matrix materials for oral theophylline sustainedrelease beads, Arch. Pharm., 332, 103, 1999.
- 34. Eaton, A.D., Clesceri, L.S., Greenberg, A.E. Standard methods for the examination of waters and wastewater, 19th ed., American Public Health Association, Washigton DC.USA, 1995.
- 35. Inukai, Y., Chinen, T., Matsuda, T., Kaida, Y., Yasuda, S. Selective separation of germanium(IV) by 2,3- dihydroxypropyl chitosan resin, Anal. Chim. Acta, 371, 187, 1998.
- 36. Guo, T.Y., Xia, Y.Q., Hao, G.J., Song, M.D., Zhang, B.H. Chitosan beads as molecularly imprinted polymer matrix for selective separation of proteins, Biomaterials, 26(28) 5737, 2005.
- 37. Namasivayam, C., Sangeetha, D. Kinetic studies of adsorption of thiocyanate onto ZnCl2 activated carbon from coir pith, an agricultural solid waste, Chemosphere, 60, 1616, 2005.
- 38. Ho, Y.S., McKay, G. Pseudo-second order model for sorption processes, Proc. Biochem., 34, 451, 1999.
- 39. Kuchen, W., Schram, J. Metal-ion-selective exchange resins by matrix ımprint with methacrylates, Angew. Chem. Int. Ed. Engl., 27(12) 1695, 1988.
- 40. Dai, S., Burleig, M.C., Shin, Y., Morrow, C.C., Barnes, C.E., Xue, Z. Imprint coating: a novel synthesis of selective functionalized ordered mesoporous sorbents, Angew. Chem. Int. Ed., 38(9) 1235, 1999.