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Preparation of Chitosan-g-Poly (Vinylimidazole-co-2-Acrylamido-2-Methyl Propane Sulfonic Acid) Granular Hydrogel for Selective Adsorption of Hg2+

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Abstract

A granular hydrogel of chitosan-g-poly(vinylimidazole-co-2-acrylamido-2-methyl propane sulfonic acid) was successfully synthesized by one-step free radical polymerization based on the grafting backbone of chitosan and the monomers of vinylimidazole and 2-acrylamido-2-methyl propane sulfonic acid. The resulting hydrogel could be used as the adsorbent for the efficient and selective removal of Hg2+ ions from the aqueous solution. The adsorption results could be well described by the pseudo-second-order kinetic mode and the Langmuir isotherm model with a maximum adsorption capacity of 363.55 mg/g for Hg2+. Furthermore, the as-prepared granular hydrogel exhibited an excellent cycling stability for the adsorption of Hg2+ after multiple repeated adsorption-desorption process. It suggested that the obtained granular hydrogel has potential application for Hg2+ removal and recovery from wastewater.

A kind of granular hydrogel with excellent selectivity adsorption of Hg2+ ions was successfully synthesized by grafting polymerization of VIM and AMPS onto the CTS backbone via a facile free radical polymerization

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References

  • Al Aji, B., Yavuz, Y., & Koparal, A. S. (2012). Electrocoagulation of heavy metals containing model wastewater using monopolar iron electrodes. Separation and Purification Technology, 86, 248–254.

    Article  CAS  Google Scholar 

  • Bessbousse, H., Rhlalou, T., Verchère, J. F., & Lebrun, L. (2010). Mercury removal from wastewater using a poly(vinylalcohol)/poly(vinylimidazole) complexing membrane. Chemical Engineering Journal, 164(1), 37–48.

    Article  CAS  Google Scholar 

  • Chen, C. Y., Lin, M. S., & Hsu, K. R. (2008). Recovery of Cu(II) and Cd(II) by a chelating resin containing aspartate groups. Journal of Hazardous Materials, 152(3), 986–993.

    Article  CAS  Google Scholar 

  • Choi, J. W., Chung, S. G., Hong, S. W., Kim, D. J., & Lee, S. H. (2012). Development of an environmentally friendly adsorbent for the removal of toxic heavy metals from aqueous solution. Water, Air, & Soil Pollution, 223(4), 1837–1846.

    Article  CAS  Google Scholar 

  • Dawood, S., & Sen, T. K. (2012). Removal of anionic dye Congo red from aqueous solution by raw pine and acid-treated pine cone powder as adsorbent: equilibrium, thermodynamic, kinetics, mechanism and process design. Water Research, 46(6), 1933–1946.

    Article  CAS  Google Scholar 

  • Denizli, A., Sanli, N., Garipcan, B., Patir, S., & Alsancak, G. (2004). Methacryloylamidoglutamic acid incorporated porous poly(methyl methacrylate) beads for heavy-metal removal. Industrial & Engineering Chemistry Research, 43(19), 6095–6101.

    Article  CAS  Google Scholar 

  • Fu, F., Xie, L., Tang, B., Wang, Q., & Jiang, S. (2012). Application of a novel strategy—advanced Fenton-chemical precipitation to the treatment of strong stability chelated heavy metal containing wastewater. Chemical Engineering Journal, 189–190, 283–287.

    Article  Google Scholar 

  • Gupta, S., & Babu, B. V. (2009). Utilization of waste product (tamarind seeds) for the removal of Cr(VI) from aqueous solutions: equilibrium, kinetics, and regeneration studies. Journal of Environmental Management, 90(10), 3013–3022.

    Article  CAS  Google Scholar 

  • Hosseini-Bandegharaei, A., Hosseini, M. S., Jalalabadi, Y., Sarwghadi, M., Nedaie, M., Taherian, A., et al. (2011). Removal of Hg(II) from aqueous solutions using a novel impregnated resin containing 1-(2-thiazolylazo)-2-naphthol (TAN). Chemical Engineering Journal, 168(3), 1163–1173.

    Article  CAS  Google Scholar 

  • Idris, S. A., Harvey, S. R., & Gibson, L. T. (2011). Selective extraction of mercury(II) from water samples using mercapto functionalised-MCM-41 and regeneration of the sorbent using microwave digestion. Journal of Hazardous Materials, 193, 171–176.

    Article  CAS  Google Scholar 

  • Khaloo, S. S., Matin, A. H., Sharifi, S., Fadaeinia, M., Kazempour, N., & Mirzadeh, S. (2012). Equilibrium, kinetic and thermodynamic studies of mercury adsorption on almond shell. Water Science and Technology, 65, 1341–1349.

    Article  Google Scholar 

  • Krishnan, A. K., & Anirudhan, T. S. (2002). Removal of mercury(II) from aqueous solutions and chlor-alkali industry effluent by steam activated and sulphurised activated carbons prepared from bagasse pith: kinetics and equilibrium studies. Journal of Hazardous Materials, 92(2), 161–183.

    Article  Google Scholar 

  • Kyzas, G. Z., Siafaka, P. I., Lambropoulou, D. A., Lazaridis, N. K., & Bikiaris, D. N. (2014). Poly(itaconic acid)-grafted chitosan adsorbents with different cross-linking for Pb(II) and Cd(II) uptake. Langmuir, 30(1), 120–131.

    Article  CAS  Google Scholar 

  • Li, N., Bai, R., & Liu, C. (2005). Enhanced and selective adsorption of mercury ions on chitosan beads grafted with polyacrylamide via surface-initiated atom transfer radical polymerization. Langmuir, 21(25), 11780–11787.

    Article  CAS  Google Scholar 

  • Li, G., Zhao, Z., Liu, J., & Jiang, G. (2011). Effective heavy metal removal from aqueous systems by thiol functionalized magnetic mesoporous silica. Journal of Hazardous Materials, 192(1), 277–283.

    CAS  Google Scholar 

  • Li, Z., Wang, Y., Wu, N., Chen, Q., & Wu, K. (2013). Removal of heavy metal ions from wastewater by a novel HEA/AMPS copolymer hydrogel: preparation, characterization, and mechanism. Environmental Science and Pollution Research, 20(3), 1511–1525.

    Article  CAS  Google Scholar 

  • Liu, P., Jiang, L., Zhu, L., & Wang, A. (2014). Attapulgite/poly(acrylic acid) nanocomposite (ATP/PAA) hydrogels with multifunctionalized attapulgite (org-ATP) nanorods as unique cross-linker: preparation optimization and selective adsorption of Pb(II) ion. ACS Sustainable Chemistry & Engineering, 2(4), 643–651.

    Article  CAS  Google Scholar 

  • Lo, S. F., Wang, S. Y., Tsai, M. J., & Lin, L. D. (2012). Adsorption capacity and removal efficiency of heavy metal ions by Moso and Ma bamboo activated carbons. Chemical Engineering Research and Design, 90(9), 1397–1406.

    Article  CAS  Google Scholar 

  • Luo, Q., Guan, Y., Zhang, Y., & Siddiq, M. (2010). Lead-sensitive PNIPAM microgels modified with crown ether groups. Journal of Polymer Science Part A: Polymer Chemistry, 48(18), 4120–4127.

    Article  CAS  Google Scholar 

  • Mahmoud, A., & Hoadley, A. F. A. (2012). An evaluation of a hybrid ion exchange electrodialysis process in the recovery of heavy metals from simulated dilute industrial wastewater. Water Research, 46(10), 3364–3376.

    Article  CAS  Google Scholar 

  • Mason, R. P., Reinfelder, J. R., & Morel, F. M. M. (1996). Uptake, toxicity, and trophic transfer of mercury in a coastal diatom. Environmental Science & Technology, 30(6), 1835–1845.

    Article  CAS  Google Scholar 

  • Millot, M. C., Sebille, B., Halli, A., Hommel, H., & Legrand, A. P. (1993). Chromatographic and EPR study of poly(vinylimidazole) copper(II) complexes supported on silica. Chromatographia, 37(11-12), 584–592.

    Article  CAS  Google Scholar 

  • Najafi, M., Yousefi, Y., & Rafati, A. A. (2012). Synthesis, characterization and adsorption studies of several heavy metal ions on amino-functionalized silica nano hollow sphere and silica gel. Separation and Purification Technology, 85, 193–205.

    Article  CAS  Google Scholar 

  • Najafi, F., Moradi, O., Rajabi, M., Asif, M., Tyagi, I., Agarwal, S., et al. (2015). Thermodynamics of the adsorption of nickel ions from aqueous phase using graphene oxide and glycine functionalized graphene oxide. Journal of Molecular Liquids, 208, 106–113.

    Article  CAS  Google Scholar 

  • Ozay, O., Ekici, S., Baran, Y., Kubilay, S., Aktas, N., & Sahiner, N. (2010). Utilization of magnetic hydrogels in the separation of toxic metal ions from aqueous environments. Desalination, 260(1-3), 57–64.

    Article  CAS  Google Scholar 

  • Qiao, J., Hamaya, T., & Okada, T. (2005). Chemically modified poly(vinyl alcohol) − poly(2-acrylamido-2-methyl-1-propanesulfonic acid) as a novel proton-conducting fuel cell membrane. Chemistry of Materials, 17(9), 2413–2421.

    Article  CAS  Google Scholar 

  • Sahiner, N. (2006). In situ metal particle preparation in cross-linked poly(2-acrylamido-2-methyl-1-propansulfonic acid) hydrogel networks. Colloid and Polymer Science, 285(3), 283–292.

    Article  CAS  Google Scholar 

  • Sdiri, A., Higashi, T., Chaabouni, R., & Jamoussi, F. (2012). Competitive removal of heavy metals from aqueous solutions by montmorillonitic and calcareous clays. Water, Air, & Soil Pollution, 223(3), 1191–1204.

    Article  CAS  Google Scholar 

  • Shan, C., Ma, Z., Tong, M., & Ni, J. (2015). Removal of Hg(II) by poly(1-vinylimidazole)-grafted Fe3O4@SiO2 magnetic nanoparticles. Water Research, 69, 252–260.

    Article  CAS  Google Scholar 

  • Sun, C., Ma, F., Zhang, G., Qu, R., & Zhang, Y. (2011). Removal of mercury ions from ethanol solution using silica gel functionalized with amino-terminated dendrimer-like polyamidoamine polymers: kinetics and equilibrium studies. Journal of Chemical & Engineering Data, 56(12), 4407–4415.

    Article  CAS  Google Scholar 

  • Sun, J., Chen, Z., Ge, M., Xu, L., & Zhai, M. (2013). Selective adsorption of Hg(II) by γ-radiation synthesized silica-graft-vinyl imidazole adsorbent. Journal of Hazardous Materials, 244–245, 94–101.

    Article  Google Scholar 

  • Suzuki, T., Niinae, M., Koga, T., Akita, T., Ohta, M., & Choso, T. (2014). EDDS-enhanced electrokinetic remediation of heavy metal-contaminated clay soils under neutral pH conditions. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 440, 145–150.

    Article  CAS  Google Scholar 

  • Talu, M., Demiroğlu, E. U., Yurdakul, Ş., & Badoğlu, S. (2015). FTIR, Raman and NMR spectroscopic and DFT theoretical studies on poly(N-vinylimidazole). Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 134, 267–275.

    Article  CAS  Google Scholar 

  • Uğuzdoğan, E., Denkbaş, E. B., & Kabasakal, O. S. (2010). The use of polyethyleneglycolmethacrylate-co-vinylimidazole (PEGMA-co-VI) microspheres for the removal of nickel(II) and chromium(VI) ions. Journal of Hazardous Materials, 177(1-3), 119–125.

    Article  Google Scholar 

  • Wang, Y., Zou, B., Gao, T., Wu, X., Lou, S., & Zhou, S. (2012). Synthesis of orange-like Fe3O4/PPy composite microspheres and their excellent Cr(VI) ion removal properties. Journal of Materials Chemistry, 22(18), 9034–9040.

    Article  CAS  Google Scholar 

  • Wang, W., Kang, Y., & Wang, A. (2013). One-step fabrication in aqueous solution of a granular alginate-based hydrogel for fast and efficient removal of heavy metal ions. Journal of Polymer Research, 20(3), 1–10.

    Google Scholar 

  • Wang, D., Chen, H., Xu, H., Sun, J., & Xu, Y. (2014a). Preparation of wheat straw matrix-polyacrylonitrile-based adsorbent by SET-LRP and its applications for heavy metal ion removal. ACS Sustainable Chemical Engineering, 2, 1843–1848.

    Article  CAS  Google Scholar 

  • Wang, J., Li, Q., Li, M. M., Chen, T. H., Zhou, Y. F., & Yue, Z. B. (2014b). Competitive adsorption of heavy metal by extracellular polymeric substances (EPS) extracted from sulfate reducing bacteria. Bioresource Technology, 163, 374–376.

    Article  CAS  Google Scholar 

  • Wu, Z., Li, S., Wan, J., & Wang, Y. (2012). Cr(VI) adsorption on an improved synthesised cross-linked chitosan resin. Journal of Molecular Liquids, 170, 25–29.

    Article  CAS  Google Scholar 

  • Yang, Y., Xie, Y., Pang, L., Li, M., Song, X., Wen, J., et al. (2013). Preparation of reduced graphene oxide/poly(acrylamide) nanocomposite and its adsorption of Pb(II) and methylene blue. Langmuir, 29(34), 10727–10736.

    Article  CAS  Google Scholar 

  • Yin, C., Aroua, M., & Daud, W. (2008). Enhanced adsorption of metal ions onto polyethyleneimine-impregnated palm shell activated carbon: equilibrium studies. Water, Air, and Soil Pollution, 192(1-4), 337–348.

    Article  CAS  Google Scholar 

  • Zheng, Y., Huang, D., & Wang, A. (2011). Chitosan-g-poly(acrylic acid) hydrogel with crosslinked polymeric networks for Ni2+ recovery. Analytica Chimica Acta, 687(2), 193–200.

    Article  CAS  Google Scholar 

  • Zheng, Y., Xie, Y., & Wang, A. (2012). Rapid and wide pH-independent ammonium-nitrogen removal using a composite hydrogel with three-dimensional networks. Chemical Engineering Journal, 179, 90–98.

    Article  CAS  Google Scholar 

  • Zhu, Y., Yu, H., Wang, J., Fang, W., Yuan, J., & Yang, Z. (2007). Heavy metal accumulations of 24 asparagus bean cultivars grown in soil contaminated with Cd alone and with multiple metals (Cd, Pb, and Zn). Journal of Agricultural and Food Chemistry, 55(3), 1045–1052.

    Article  CAS  Google Scholar 

  • Zhu, Y., Zheng, Y., & Wang, A. (2015). Preparation of granular hydrogel composite by the redox couple for efficient and fast adsorption of La(III) and Ce(III). Journal of Environmental Chemical Engineering, 3(2), 1416–1425.

    Article  CAS  Google Scholar 

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Acknowledgments

This work is supported by the National Natural Science Foundation of China (21377135 and 21477135), “863” Project of the Ministry of Science and Technology, China (2013AA032003), and the Fundamental Research Funds for the Central Universities (lzujbky-2015-127).

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Correspondence to Yian Zheng or Aiqin Wang.

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Wang, F., Zheng, Y., Zhu, Y. et al. Preparation of Chitosan-g-Poly (Vinylimidazole-co-2-Acrylamido-2-Methyl Propane Sulfonic Acid) Granular Hydrogel for Selective Adsorption of Hg2+ . Water Air Soil Pollut 227, 110 (2016). https://doi.org/10.1007/s11270-016-2812-4

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