Skip to main content
Log in

Development of a new ion-imprinted polymer (IIP) with Cd2+ ions based on divinylbenzene copolymers containing amidoxime groups

  • Original Paper
  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Abstract

In this study, we synthesized a new ion-imprinted polymer (IIP) based on introduction of amidoxime groups in acrylonitrile, complexation with Cd2+ ions and polymerization with styrene and divinylbenzene by aqueous suspension polymerization. A non-imprinting polymer (NIP) was also synthesized. The adsorption tests of Cd2+ by IIP were performed by varying the pH, Cd2+ ion concentrations and contact time between the ions and the IIP. Kinetic models and adsorption isotherms were applied to evaluate the behavior of the IIP. The optimum conditions for Cd2+ adsorption by IIP were pH 6.0 and equilibrium time of 12 min. The increase in initial concentration of the Cd2+ ions resulted in an increased sorption capacity, qe. The Elovich and Freundlich were the most appropriate models to describe the sorption equilibrium and the sorption mechanism, respectively. Selectivity studies were conducted in the presence of Zn2+, Pb2+, Cu2+ and Ni2+. The selectivity results showed that the NIP was not selective for Cd2+ ions and the IIP was selective for Cd2+ ions in relation to ions of Zn2+, Cu2+ and Ni2+, but not in relation to Pb2+ ions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Gawin M, Konefał J, Trzewik B, Walas S, Tobiasz A, Mrowiec H, Witekm E (2010) Preparation of a new Cd(II)-imprinted polymer and its application to determination of cadmium(II) via flow-injection-flame atomic absorption spectrometry. Talanta 20:1305–1310. https://doi.org/10.1016/j.talanta.2009.09.021

    Article  CAS  Google Scholar 

  2. Branger C, Meouche W, Margaillan A (2013) Recent advances on ion-imprinted polymers. React Funct Polym 73:859–875. https://doi.org/10.1016/j.reactfunctpolym.2013.03.021

    Article  CAS  Google Scholar 

  3. Shakerian F, Ki-Hyun K, Kwon E, Szulejko JE, Kumar P, Dadfarnia S, Shabani AM (2016) Advanced polymeric materials: synthesis and analytical application of ion imprinted polymers as selective sorbents for solid phase extraction of metal ions. Trend Anal Chem 83:55–69. https://doi.org/10.1016/j.trac.2016.08.001

    Article  CAS  Google Scholar 

  4. Ghanei-Motlagh M, Taher MA (2017) Novel imprinted polymeric nanoparticles prepared by sol–gel technique for electrochemical detection of toxic cadmium(II) ions. Chem Eng J 327:135–141. https://doi.org/10.1016/j.cej.2017.06.091

    Article  CAS  Google Scholar 

  5. Li M, Feng C, Li M, Zeng Q, Gan Q, Yang H (2015) Synthesis and characterization of a surface-grafted Cd(II)ion-imprinted polymer for selective separation of Cd(II) ion from aqueous solution. Appl Surf Sci 332:463–472. https://doi.org/10.1016/j.apsusc.2015.01.201

    Article  CAS  Google Scholar 

  6. Barciela-Alonso MC, Plata-García V, Rouco-López A, Moreda-Piñeiro A, Bermejo-Barrera P (2014) Ionic imprinted polymer based solid phase extraction for cadmium and lead pre-concentration/determination in seafood. Microchem J 114:106–110. https://doi.org/10.1016/j.microc.2013.12.008

    Article  CAS  Google Scholar 

  7. Liu X, Chen H, Wang C, Qu R, Ji C, Sun C, Zhang Y (2010) Synthesis of porous acrylonitrile/methyl acrylate copolymer beads by suspended emulsion polymerization and their adsorption properties after amidoximation. J Hazard Mater 175:1014–1021. https://doi.org/10.1016/j.jhazmat.2009.10.111

    Article  PubMed  CAS  Google Scholar 

  8. Santa Maria LC, Amorim MCV, Aguiar MRMP, Guimaraes PIC, Costa MAS, Aguiar AP, Rezende PR, Carvalho MS, Barbosa FG, Andrade JM, Ribeiro RCC (2001) Chemical modification of cross-linked resin based on acrylonitrile for anchoring metal ions. React Funct Polym 49:133–143. https://doi.org/10.1016/S1381-5148(01)00068-2

    Article  Google Scholar 

  9. Coutinho FMB, Rezende SM, Barbosa CCR (2001) Influence of the morphological structure of macroreticular amidoxime resins on their complexation capacity. React Funct Polym 49:235–248. https://doi.org/10.1016/s1381-5148(01)00079-7

    Article  CAS  Google Scholar 

  10. Lu S, Chen L, Hamza MF, He C, Wang X, Wey Y, Guibal E (2019) Amidoxime functionalization of a poly(acrylonitrile)/silica composite for the sorption of Ga(III)—application to the treatment of Bayer liquor. Chem Eng J 368:459–473. https://doi.org/10.1016/j.cej.2019.02.094

    Article  CAS  Google Scholar 

  11. Anirudhan TS, Lekshmi GS, Shainy F (2019) Synthesis and characterization of amidoxime modified chitosan/bentonite composite for the adsorptive removal and recovery of uranium from seawater. J Colloid Interface Sci 534:248–261. https://doi.org/10.1016/j.jcis.2018.09.009

    Article  PubMed  Google Scholar 

  12. Caprarescu S, Corobea MC, Purcar V, Spataru CI, Ianchis R, Vasilievisi G, Vuluga Z (2015) San copolymer membranes with ion exchangers for Cu(II) removal from synthetic wastewater by electrodialysis. J Environ Sci 35:27–37. https://doi.org/10.1016/j.jes.2015.02.005

    Article  CAS  Google Scholar 

  13. ASTM D 1895-69 (1975) Annual Book of ASTM. ASTM, Philadelphia

    Google Scholar 

  14. Evaristo AA, Santos KCR, Costa LC, Marques MRC (2013) Evaluation of ion exchange resins for recovery of metals from electroplating sludge. Polym Bull 70:2239–2255. https://doi.org/10.1007/s00289-013-0944-x

    Article  CAS  Google Scholar 

  15. Germiniano TO, Corazza MZ, Segatelli MG, Ribeiro ES, Yabe JS, Galunin E, Tarley CRT (2014) Synthesis of novel copper ion-selective material based on hierarchically imprinted cross-linked poly(acrylamide-co-ethylene glycol dimethacrylate). React Funct Polym 82:72–80. https://doi.org/10.1016/j.reactfunctpolym.2014.05.012

    Article  CAS  Google Scholar 

  16. Jiang Y, Kim D (2013) Synthesis and selective adsorption behavior of Pd(II)-imprinted porous polymer particles. Chem Eng J 232:503–509. https://doi.org/10.1016/j.cej.2013.08.008

    Article  CAS  Google Scholar 

  17. Rahangdale D, Kumar A (2018) Acrylamide grafted chitosan based ion imprinted polymer for the recovery of cadmium from nickel–cadmium battery waste. J Environ Chem Eng 6:1828–1839. https://doi.org/10.1016/j.jece.2018.02.027

    Article  CAS  Google Scholar 

  18. Prasad BB, Jauhari D, Verma A (2014) A dual-ion imprinted polymer embedded in sol–gel matrix for the ultra trace simultaneous analysis of cadmium and copper. Talanta 120:398–407. https://doi.org/10.1016/j.talanta.2013.12.036

    Article  CAS  Google Scholar 

  19. Colthup NB, Daly LH, Wiberley SE (1964) Introduction to infrared and raman spectroscopy. Academic Press Inc., New York

    Google Scholar 

  20. Valle ASS, Marques MRC, Costa LC, Santa Maria LC, Aguiar AP, Merçon F (2013) Evaluation of bactericidal action of 2-vinylpiridine copolymers containing quaternary ammonium groups and their charge transfer complexes. Polímeros 23:152–160. https://doi.org/10.4322/S0104-14282013005000023

    Article  CAS  Google Scholar 

  21. Wang J, Liu F (2014) Synthesis and application of ion-imprinted interpenetrating polymer network gel for selective solid phase extraction of Cd2+. Chem Eng J 242:117–126. https://doi.org/10.1016/j.cej.2013.12.067

    Article  CAS  Google Scholar 

  22. Sing DK, Mishra S (2009) Synthesis, characterization and removal of Cd(II) using Cd(II)-ion imprinted polymer. J Hazard Mater 164:1547–1551. https://doi.org/10.1016/j.jhazmat.2008.09.112

    Article  CAS  Google Scholar 

  23. Wolowicz A, Hubicki A (2010) Effect of matrix and structure types of ion exchangers on palladium(II) sorption from acidic medium. Chem Eng J 160:660–670. https://doi.org/10.1016/j.cej.2010.04.009

    Article  CAS  Google Scholar 

  24. Tarley CRT, Corazza MZ, Somera BF, Segatelli MG (2015) Preparation of new ion-selective cross-linked poly(vinylimidazole-coethylene glycol dimethacrylate) using a double-imprinting process for the preconcentration of Pb2+ ions. J Colloid Interface Sci 450:254–263. https://doi.org/10.1016/j.jcis.2015.02.074

    Article  PubMed  CAS  Google Scholar 

  25. Segatelli MG, Santos VS, Presotto ABT, Yoshida IVP, Tarley CRT (2010) Cadmium ion-selective sorbent preconcentration method using ion imprinted poly(ethylene glycol dimethacrylate-co-vinylimidazole). React Funct Polym 70:325–333

    Article  CAS  Google Scholar 

  26. Person RG (1963) Hard and soft acids and bases. J Am Chem Soc 85:3533–3539. https://doi.org/10.1021/ja00905a001

    Article  Google Scholar 

Download references

Acknowledgements

This study was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior-Brazil (CAPES)—Finance Code 001. We also thank the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) and Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro (FAPERJ) for financial support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mônica R. C. Marques.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gomes, A.C.S.A., Costa, L.C., Brito, D.C. et al. Development of a new ion-imprinted polymer (IIP) with Cd2+ ions based on divinylbenzene copolymers containing amidoxime groups. Polym. Bull. 77, 1969–1981 (2020). https://doi.org/10.1007/s00289-019-02842-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00289-019-02842-8

Keywords

Navigation