Skip to main content
Log in

Analytical Evaluation of Cu2+ Selective Behavior of calix[4]arene Derivative

  • Original Paper
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

The present article describes the solvatochromic effect including solvent system selection, time study and a detailed complexation study along with exploration of extraction properties of 5,11,17,23-tetrakis[(diethylamino)methyl]-25,26,27,28-tetrahydroxycalix[4]arene (4) that bears nitrogen atom as a donor group available for chelating metal ions. Complexation properties of 4 toward selected transition metal ions have been investigated by UV-visible and fluorescence spectroscopies. The% efficiency of 4 toward selected transition metal ions was found in order Cu2+> Ni2+> Hg2+> Zn2+> Co2+> Cd2+> Pb2+. It has been noticed that 4 is not only proved to be an efficient Cu2+ selective chromoionophore but also possesses an effective extraction property for transferring Cu2+ ions from an aqueous to dichloromethane layer. The FT-IR spectroscopic method has also been applied for further confirmation of the complexation phenomenon of 4 with Cu2+ ion and found adequate.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14
Fig. 15

Similar content being viewed by others

References

  1. Solomon EI, Chen P, Metz M, Lee S-K, Palmer AE (2001) Angew Chem Int Ed 40:4570

    Article  CAS  Google Scholar 

  2. Mirica LM, Ottenwaelder X, Stack TDP (2004) Chem Rev 104:1013

    Article  PubMed  CAS  Google Scholar 

  3. Klinman JP (1996) Chem Rev 96:2541

    Article  PubMed  CAS  Google Scholar 

  4. Kumar R, Bhalla V, Kumar M (2008) Tetrahedron 64:8095

    Article  CAS  Google Scholar 

  5. Linder MC, H-Azam M (1996) Am J Clin Nutr 63:797S

    PubMed  CAS  Google Scholar 

  6. Uauy R, Olivares M, Gonzalez M (1998) Am J Clin Nutr 67:952S

    PubMed  CAS  Google Scholar 

  7. Harris ZL, Gitlin JD (1996) Am J Clin Nutr 63:836S

    PubMed  CAS  Google Scholar 

  8. Scheinberga IH, Sternlieb I (1996) Am J Clin Nutr 63:842S

    Google Scholar 

  9. Inoue Y, Gokel GW (1990) Cation binding by macrocycles: Complexation of cationic species by crown ethers. M. Dekker, New York

    Google Scholar 

  10. De Silva AP, Gunaratne HQN, Gunnlaugsson T, Huxley AJM, McCoy CP, Rademacher JT, Rice TE (1997) Chem Rev 97:1515

    Article  PubMed  Google Scholar 

  11. Ma QL, Ma HM, Wang ZH, Su MH, Xiao HZ, Liang SC (2001) Chem Lett 2:100

    Article  Google Scholar 

  12. Szymanowski J (1993) Hydroxyoximes and Copper Hydrometallurgy. CRC Press, Boca Raton

    Google Scholar 

  13. Guha AK, Yun CH, Basu R, Sirkar KK (1994) Alche J 40:1223

    Article  CAS  Google Scholar 

  14. Bogacki M (1997) Solv Extr Ion Exch 15:731

    Article  CAS  Google Scholar 

  15. Gutsche CD, Stoddart JF (eds) (1998) Calixarenes revisited: Monographs in Supramolecular chemistry. The Royal Society of Chemistry, Cambridge, UK

    Google Scholar 

  16. Asfari Z, Bohmer V, Harrowfield J, Vicens J (2001) Calixarenes (2001). Kluwer, Dordrecht, The Netherlands

    Google Scholar 

  17. Deligöz H (2006) J Incl Phenom Macrocycl Chem 55:197

    Article  Google Scholar 

  18. Ludwig R, Dzung NTK (2002) Sensors 2:397

    Article  Google Scholar 

  19. Shimizu H, Iwamoto K, Fujimoto K, Shinkai S (1991) Chem Lett 2:2147

    Article  Google Scholar 

  20. Yamamoto H, Ueda K, Sandanayake KRAS, Shinkai S (1995) Chem Lett 24:497

    Article  Google Scholar 

  21. King MA, Moore CP, Sandanayake KRAS, Sutherland IO (1992) J Chem Soc Chem Commun 7:582

    Article  Google Scholar 

  22. Gordon JL, Böhmer V, Vogt W (1995) Tetrahedron Lett 36:2445

    Article  CAS  Google Scholar 

  23. McCarrick M, Wu B, Harris SJ, Diamond D, Barrett G, McKervey MA (1992) J Chem Soc Chem Commun 18:1287

    Article  Google Scholar 

  24. Kubo Y, Hamaguchi S, Yoshida AKN, Tokita SJ, J Chem Soc Chem Commun (1993) 3

  25. Kubo Y, Maeda S, Tokita S, Kubo M (1996) Nature 382:522

    Article  CAS  Google Scholar 

  26. Chawla HM, Srinivas K (1994) J Chem Soc Chem Commun 22:2593

    Article  Google Scholar 

  27. Yilmaz M, Memon S, Tabacki M, Bartsch RA (2006) Design of polymer appended calixarenes ion carriers new frontiers in polymer research. Nova Science Publisher, Hauppauge, New York, pp 125–172

    Google Scholar 

  28. Deligöz H, Erdem E (1997) Sol Extr Ion Exch 15:811

    Article  Google Scholar 

  29. Gutsche CD, Iqbal M, Stewart D (1986) J Org Chem 51:742

    Article  CAS  Google Scholar 

  30. Gutsche CD, Lin L-G (1986) Tetrahedron 42:1633

    Article  CAS  Google Scholar 

  31. Gutsche CD, Nam KC (1988) J Am Chem Soc 110:6153

    Article  CAS  Google Scholar 

  32. Lim SF, Zheng Y-M, Zou S-W, Chen JP (2008) Enviorn Sci Technol 42:2551

    Article  CAS  Google Scholar 

  33. Harris DC, Quantitative Chemical Analysis, (fourth ed.) 1995, pp. 529

  34. Pedersen CJ (1968) Fed Proc Fed Am Soc Exp Biol 27:1305

    CAS  Google Scholar 

  35. Deligöz H, Yilmaz M (1995) Solvent Extr Ion Exch 13:19

    Article  Google Scholar 

  36. Harikrishnan U, Menon SK (2008) Dyes Pigm 77:462

    Article  CAS  Google Scholar 

  37. Shirshov YM, Zynio SA, Matsas EP, Beketov GV, Prokhorovich AV, Venger EF (1997) Supramol Sci 4:491

    Article  CAS  Google Scholar 

  38. Máté SK, Bitter I, Grün A, Nagy G, Kollár L (2002) Anal Chim Acta 461:273

    Article  Google Scholar 

  39. Carroli FI, Sobti A (1973) J Am Chem Soc 95:8512

    Article  Google Scholar 

  40. Liang Z, Liu Z, Gao Y (2007) Spectrochim Acta A 68:1231

    Article  Google Scholar 

  41. Verlag der Zeitschrift f¨ur Naturforschung,T¨ubingen! http://www.znaturforsch.com.

  42. Gutsche CD (1998) Calixarenes Revisited. The Royal Society of Chemistry, Cambridge

    Google Scholar 

  43. Asfari Z, Bohmer V, Harrowfield J, Vincens J (2001) Calixarenes 2001. Kluwer Academic Publishers, Dordrecht

    Google Scholar 

  44. Vicens J, Bohmer V (1991) Calixarenes: A versatile class of macrocyclic compounds; Topics in inclusion science. Kluwer Academic Publishers, Dordrecht

    Google Scholar 

  45. Roundhill DM (1995) Prog Inorg Chem 43:533

    Article  CAS  Google Scholar 

  46. Pearson RG, Ho TL (1975) Chem Rev 75:1

    Article  Google Scholar 

  47. Bartsch RA, Way JD (1996) Chemical Separations with Liquid Membranes ACS Symposium Series, No. 462. American Chemical Society, Washington

    Book  Google Scholar 

  48. Memon S, Yilmaz M (2000) React Funct Polymers 44:227

    Article  CAS  Google Scholar 

  49. Kao TL, Wang CC, Pan YT, Shiao YJ, Yen JY, Shu CM, Lee GH, Peng SM, Chaung WS (2005) J Org Chem 70:2912

    Article  PubMed  CAS  Google Scholar 

  50. Kram TC, Lurie IS (1992) Forensic Sci Int 55:131

    Article  CAS  Google Scholar 

  51. Chow CF, Lam MHW, Wong WY (2004) Inorg Chem 43:8387

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgements

We thank the National Centre of Excellence in Analytical Chemistry, University of Sindh, Jamshoro/Pakistan for the financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Mansoor Ahmed Qazi or Shahabuddin Memon.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Qazi, M.A., Qureshi, I. & Memon, S. Analytical Evaluation of Cu2+ Selective Behavior of calix[4]arene Derivative. J Fluoresc 21, 1703–1711 (2011). https://doi.org/10.1007/s10895-011-0865-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-011-0865-8

Keywords

Navigation