Abstract
This study describes the preparation of ion-imprinted polymers (IIPs) for the selective removal of Hg(II) ions from aqueous media. Polymeric sorbents were prepared using different synthesis approaches to understand the influence of diphenylcarbazone (DPC), used as non-polymerizable ligand, on absorption performance. In particular, bulk polymerization was first used to prepare two polymers, IIP1 and IIP2, in the absence and presence of DPC. The trapping of the ligand in IIP2, demonstrated by Fourier Transform Infrared Spectroscopy, promotes the formation of ternary complexes with mercury ions, and 4-vinylpyridine induces an increase in binding performance, as indicated by the Ka values (1.7 × 103±0.4 M−1 and 12.1 × 103±0.5 M−1, respectively) of IIP1 and IIP2 high affinity binding sites. A third polymer (IIP3) was also synthesized using precipitation polymerization to evaluate the contribution of morphological characteristics on absorption performance compared with the addition of DPC. Competitive studies revealed a stronger influence of IIP3 morphology on selectivity performance. Indeed, monodisperse microbeads were obtained only in this case. Finally, the applicability of the polymers to real-world samples was demonstrated through batch experiments using drinking water spiked with 1 μg ml−1 of Hg(II) ions, and the best removal efficiency of nearly 80% was obtained for IIP2.
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References
Tuzen, M., Soylak., M. & Parlar, K. Cadmium and lead contamination in tap water samples from Tokat, Turkey. Bull Environ. Contam. Toxicol 75, 284–289 (2005).
Wiener, J. G., Krabbenhoft, D. P., Heinz, G. H., Scheuhammer, A. M. in Handbook of Ecotoxicology 2nd edn (eds Hoffman, D. J., Rattner, B. A., Burton, G. A. & Cairns, J.) Ch. 16, 409–463 (Lewis Publishers, Boca Raton, FL, USA, 2003).
Singh, D. K. & Mishra, S. Synthesis and characterization of Hg(II)-ion-imprinted polymer: Kinetic and isotherm studies. Desalination 257, 177–183 (2010).
Kumar, M. & Puri, A. A review of permissible limits of drinking water. Indian J. Occup. Environ. Med. 16, 40–44 (2012).
Fábrega, F. M. & Mansur, M. B. Liquid–liquid extraction of mercury (II) from hydrochloric acid solutions by Aliquat 336. Hydrometallurgy 87, 83–90 (2007).
Didi, M. A., Medjahed, B. & Benaoudam, W. Adsorption by liquid-liquid extraction of Hg(II) from aqueous solutions using the 2-butyl-imidazolium Di-(2-ethylhexyl) phosphate as ionic liquid. Am. J. Anal. Chem. 4, 40–47 (2013).
Escudero, L. B., Olsina, R. A. & Wuilloud, R. G. Polymer-supported ionic liquid solid phase extraction for trace inorganic and organic mercury determination in water samples by flow injection-cold vapor atomic absorption spectrometry. Talanta 116, 133–140 (2013).
Ghazy, S. E., El-Reash, G. M. A., Al-Gammal, O. A. & Yousef, T. Flotation separation of mercury(II) from environmental water samples using thiosemicarbazide derivatives as chelating agents and oleic acid as surfactant. Chem. Speciation. Bioavailability 22, 127–134 (2010).
Urgun-Demirtas, M., Benda, P. L., Gillenwater, P. S., Negria, M. C., Xiong, H. & Snyder, S. W. Achieving very low mercury levels in refinery wastewater by membrane filtration. Materials 215, 98–107 (2012).
Emteborg, H., Baxter, D. C., Sharp, M. & Frech, W. Evaluation, mechanism and application of solid-phase extraction using a dithiocarbamate resin- for the sampling and determination of mercury species in humic-rich natural waters. Analyst 120, 69 (1995).
Baba, Y., Matsumra, N., Shiomori, K. & Kawano, Y. Selective adsorption of mercury (II) on chitosan derivatives from hydrochloric acid. Anal. Sci. 14, 687 (1998).
Zalups, R. K. & Bridges, C. C. Relationships between the renal handling of DMPS and DMSA and the renal handling of mercury. Chem. Res. Toxicol. 25, 1825–1838 (2012).
Mahmood, M. E. & Gohar, G. A. Silica gel-immobilized-dithioacetal derivatives as potential solid phase extractors for mercury(II). Talanta 51, 77–87 (2000).
Del Sole, R., De Luca, A., Catalano, M., Mele, G. & Vasapollo, G. Noncovalent imprinted microspheres: preparation, evaluation and selectivity of DBU template. J. Appl. Polym. Sci. 105, 2190–2197 (2007).
Del Sole, R., Lazzoi, M. R., Arnone, M., Della Sala, F., Cannoletta, D. & Vasapollo, G. Experimental and computational studies on non-covalent imprinted microspheres as recognition system for nicotinamide. Molecules 14, 2632–2649 (2009).
Del Sole, R., Lazzoi, M. R. & Vasapollo, G. Synthesis of nicotinamide-based molecularly imprinted microspheres and in vitro controlled release studies. Drug Deliv. 17, 1–8 (2010).
Del Sole, R., Scardino, A., Lazzoi, M. R. & Vasapollo, G. Molecularly imprinted polymer for solid phase extraction of nicotinamide in pork liver samples. J. Appl .Polym. Sci. 120, 1634–1641 (2011).
Scorrano, S., Longo, L. & Vasapollo, G. Molecularly imprinted polymer for solid-phase extraction of 1-methyladenosine from human urine. Anal. Chim. Acta 659, 167–171 (2010).
Scorrano, S., Mergola, L., Del Sole, R. & Vasapollo, G. Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers. Int. J. Mol. Sci. 12, 1735–1743 (2011).
Mergola, L., Scorrano, S., Del Sole, R., Lazzoi, M. R. & Vasapollo, G. Developments in the synthesis of a water compatible molecularly imprinted polymer as artificial receptor for detection of 3-nitro-L-tyrosine in neurological diseases. Biosens. Bioelectron. 40, 336–341 (2013).
Vasapollo, G., Del Sole, R., Mergola, L., Lazzoi, M. R., Scardino, A., Scorrano, S. & Mele, G. Molecularly imprinted polymers: present and future prospective. Int. J. Mol. Sci. 12, 5908–5945 (2011).
Scorrano, S., Mergola, L., Del Sole, R., Lazzoi, M. R. & Vasapollo, G. A molecularly imprinted polymer as artificial receptor for the detection of indole-3-carbinol. J. Appl. Polym. Sci. 131, 40819–40826 (2014).
Branger, C., Meouche, W. & Margaillan, A. Recent advances on ion-imprinted polymers. React. Funct. Polym. 73, 859–875 (2013).
Tsoi, Y. K., Ho, Y. M. & Leung, K. S. Y. Selective recognition of arsenic by tailoring ion-imprinted polymer for ICP-MS quantification. Talanta 89, 162–168 (2012).
Liu, Y., Chang, X., Yang, D., Guo, Y. & Meng, S. Highly selective determination of inorganic mercury(II) after preconcentration with Hg(II)-imprinted diazoaminobenzene–vinylpyridine copolymers. Anal. Chim. Acta 538, 85–91 (2005).
Rajabi, H. R., Roushani, M. & Shamsipur, M. Development of a highly selective voltammetric sensor for nanomolar detection of mercury ions using glassy carbon electrode modified with a novel ion imprinted polymeric nanobeads and multi-wall carbon nanotubes. J. Electroanal. Chem. 693, 16–22 (2013).
Andaç, M., Mirel, S., Senel, S., Say, R., Ersöz, A. & Denizli, A. Ion-imprinted beads for molecular recognition based mercury removal from human serum. Int. J. Biol. Macromol. 40, 159–166 (2007).
Behbahani, M., Bagheri, A., Taghizadeh, M., Salarian, M., Sadegh,i, O., Adlnasab, L. & Jalali, K. Synthesis and characterisation of nano structure lead (II) ion-imprinted polymer as a new sorbent for selective extraction and preconcentration of ultra trace amounts of lead ions from vegetables, rice, and fish samples. Food Chem. 138, 2050–2056 (2013).
Firouzzare, M. & Wang, Q. Synthesis and characterization of a high selective mercury(II)-imprinted polymer using novel aminothiol monomer. Talanta 101, 261–266 (2012).
Gúney, O. & Cebeci, F. C. Molecularly imprinted fluorescent polymers as chemosensors for the detection of mercury ions in aqueous media. J. Appl. Polym. 117, 2373–2379 (2010).
Beltran, A., Marcé, R. M., Cormack, P. A. G. & Borrull, F. Synthesis by precipitation polymerisation of molecularly imprinted polymer microspheres for the selective extraction of carbamazepine and oxcarbazepine from human urine. J Chromatogr. A 1216, 2248–2253 (2009).
Atia, A. A., Donia, A. M. & Elwakeel, K. Z. Selective separation of mercury (II) using a synthetic resin containing amine and mercaptan as chelating groups. React. Funct. Polym. 65, 267–275 (2005).
Batlokwa, B. S., Luke Chimuka, L., Tshentu, Z., Cukrowska, E. & Torto, N. An ion-imprinted polymer for the selective extraction of mercury(II) ions in aqueous media. Water SA 38, 255–260 (2012).
Acknowledgements
This work was supported by Ministero dell’Istruzione, dell’Università e della Ricerca PON 2HE (grant number PONa3_00334) and PRIN NANOMED (grant number 2010FPTBSH).
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Mergola, L., Scorrano, S., Bloise, E. et al. Novel polymeric sorbents based on imprinted Hg(II)-diphenylcarbazone complexes for mercury removal from drinking water. Polym J 48, 73–79 (2016). https://doi.org/10.1038/pj.2015.79
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DOI: https://doi.org/10.1038/pj.2015.79
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