Skip to main content
Log in

Electrochemical oxidation and adsorption of hematoxylin at glassy carbon electrode in various pH values

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

Electrochemical oxidation of hematoxylin has been studied using cyclic voltammetry, differential pulse voltammetry, chronocoulometry and controlled potential coulometry. It indicates that not only electrochemical behavior of hematoxylin depends on the pH, but also its behavior depends on the concentration. The adsorption activity of hematoxylin and its oxidation products on the surface of the glassy carbon electrode was found to vary in the order hematox > hematein > hematoxylin. In addition, it is found that adsorption of hematoxylin depends on the pH and increases with decreasing pH. It is also found that at pHs lower than pK a1, the adsorption of hematoxylin on the surface of the glassy carbon electrode is high. Furthermore, the orientation of adsorbed hematoxylin on the surface of glassy carbon electrode was estimated. The results show that the orientation of adsorbed hematoxylin molecules at glassy carbon surface is endwise.

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

Similar content being viewed by others

References

  1. J.L. Beltran, N. Sanli, G. Fonrodona, D. Barron, G. Ozkan, J. Barbosa, Anal. Chim. Acta 484, 253 (2003)

    Article  CAS  Google Scholar 

  2. D. Almasifar, A. Forghaniha, Z. Khojasteh, J. Ghasemi, H. Sharghi, M. Shamsipur, J. Chem. Eng. Data 42, 1212 (1997)

    Article  CAS  Google Scholar 

  3. M.A. El-Taher, A.A. Gabr, Talanta 43, 1511 (1996)

    Article  CAS  Google Scholar 

  4. K.Y. Tam, M. Hadley, W. Patterson, Talanta 49, 539 (1999)

    Article  CAS  Google Scholar 

  5. J. Ghasemi, S. Ahmadi, M. Kubista, A. Forootan, J. Chem. Eng. Data 48, 1178 (2003)

    Article  CAS  Google Scholar 

  6. P.N. Marshall, R.W. Horobin, Histochem. J. 4, 493 (1972)

    Article  CAS  Google Scholar 

  7. H. Puchtler, S.N. Meloan, F.S. Waldrop, Histochemistry 85, 353 (1986)

    Article  CAS  Google Scholar 

  8. A.A. Smith, Micron. 33, 95 (2002)

    Article  CAS  Google Scholar 

  9. H.E. Grossniklaus, G.O. Waring, C. Akor, A.A. Castellano-Sanchez, K. Bennett, Am. J. Ophthalmol. 136, 520 (2003)

    Article  Google Scholar 

  10. S.A. Notron, J. Am. Acad. Dermatol. 34, 149 (1996)

    Article  Google Scholar 

  11. M.A. Grawish, A.R. Zaher, H.M. Elsabaa, D. Hegazy, J. Endod. 37, 1593 (2011)

    Article  Google Scholar 

  12. C. Bettinger, H.W. Zimmermann, Histochemistry 95, 279 (1991)

    Article  CAS  Google Scholar 

  13. K. Shirai, M. Matsuoka, Dyes Pigments 32, 159 (1996)

    Article  CAS  Google Scholar 

  14. H. Beiginejad, D. Nematollahi, M. Bayat, J. Electroanal. Chem. 681, 76 (2012)

    Article  CAS  Google Scholar 

  15. J.C. Craig, A.R. Naik, R. Pratt, E. Johnson, N.S. Bhacca, J. Org. Chem. 30, 1573 (1965)

    Article  CAS  Google Scholar 

  16. M. Sioi, A. Bolosis, E. Kostopoulou, I. Poulios, J. Photoch. Photobio. A: Chem 184, 18 (2006)

    Article  CAS  Google Scholar 

  17. C. Cooksey, Biotech. Histochem. 85, 65 (2010)

    Article  CAS  Google Scholar 

  18. H.R. Zare, N. Nasirizadeh, Electrochim. Acta 56, 3920 (2011)

    Article  CAS  Google Scholar 

  19. H.R. Zare, N. Nasirizadeh, M. Mazloum-Ardakani, M. Namazian, Sens Actuators B: Chem. 120, 288 (2006)

    Article  CAS  Google Scholar 

  20. Y. Dilgin, B. Kızılkaya, B. Ertek, F. Işık, D.G. Dilgin, Sens Actuators B: Chem. 171, 223 (2012)

    Article  Google Scholar 

  21. R. Sokolova, I. Degano, M. Hroadova, J. Bulickova, M. Gal, M. Valasek, Collect. Czech. Chem. Commun. 75, 1097 (2010)

    Article  CAS  Google Scholar 

  22. J. Ghasemi, Sh Nayebi, M. Kubista, B. Sjogreen, Talanta 68, 1201 (2006)

    Article  CAS  Google Scholar 

  23. A. Niazi, M. Ghalie, A. Yazdanipour, J. Ghasemi, Spectrochim. Acta Part A 64, 660 (2006)

    Article  Google Scholar 

  24. J.B. Ghasemi, A.R. Jalalvand, Spectrochim. Acta Part A 78, 277 (2011)

    Article  Google Scholar 

  25. A. Elbergali, J. Nygren, M. Kubista, Anal. Chim. Acta 379, 143 (1999)

    Article  CAS  Google Scholar 

  26. D. Nematollahi, S. Dehdashtian, A. Niazi, J. Electroanal. Chem. 616, 79 (2008)

    Article  CAS  Google Scholar 

  27. R.N. Adams, Electrochemistry at solid electrodes Ch. 3 & 8 (Marcel Dekker, New York, 1969)

  28. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr, T. Vreven, K.N. Kudin, J.C. Burant et al., Gaussian 03, Version D. 01 (Gaussian, Inc, Pittsburgh, 2005)

    Google Scholar 

  29. HyperChem, Released 5.02; Hypercube, Inc.: Gainesville, 1997

  30. V. Barone, M. Cossi, J. Phys. Chem. A 102, 1995 (1998)

    Article  CAS  Google Scholar 

  31. D.K. Gosser Jr, Cyclic voltammetry simulation and analysis of reaction mechanisms (VCH Publisher Inc., Hoboken, 1993), p. 71

    Google Scholar 

  32. P.S. Kumar, V. Lakshminarayanan, J. Chem. Sci. 121, 629 (2009)

    Article  Google Scholar 

  33. D. Nematollahi, H. Shayani-Jam, Electrochim. Acta 51, 6384 (2006)

    Article  CAS  Google Scholar 

  34. A.J. Bard, L.R. Faulkner, Electrochemical methods, 2nd edn. (Wiley, New York, 2001)

    Google Scholar 

  35. J. Wang, Analytical chemistry, 2nd edn. (Wiley-VCH, Hoboken, 2000), p. 71

    Google Scholar 

  36. D. Nematollahi, A. Amani, Chem. Pharm. Bull. 56, 513 (2008)

    Article  CAS  Google Scholar 

  37. D. Nematollahi, H. Khoshsafar, Tetrahedron 65, 4742 (2009)

    Article  CAS  Google Scholar 

  38. D. Nematollahi, H. Shayani-Jam, J. Org. Chem. 73, 3428 (2008)

    Article  CAS  Google Scholar 

  39. D. Nematollahi, E. Tammari, J. Org. Chem. 70, 7769 (2005)

    Article  CAS  Google Scholar 

  40. D. Nematollahi, M. Rafiee, A. Samadi-Maybodi, Electrochim. Acta 49, 2495 (2004)

    Article  CAS  Google Scholar 

  41. Y. Wu, F. Song, Bull. Korean Chem. Soc. 29, 38 (2008)

    Article  CAS  Google Scholar 

  42. R. Bowling, R.L. McCreery, Anal. Chem. 60, 605 (1988)

    Article  CAS  Google Scholar 

  43. M.P. Soriaga, A.T. Hubbard, J. Am. Chem. Soc. 104, 3937 (1982)

    Article  CAS  Google Scholar 

  44. M.P. Soriaga, P.H. Wilson, A.T. Hubbard, C.S. Benton, J. Electroanal. Chem. 142, 317 (1982)

    Article  CAS  Google Scholar 

  45. L.C. Pauling, The nature of the chemical bond, 3rd edn. (Cornell University Press, New York, 1960), pp. 221–264

    Google Scholar 

  46. J.L. Hodgson, M. Namazian, S.E. Bottle, M.L. Coote, J. Phys. Chem. A 111, 13595–13605 (2007)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors acknowledge the Bu-Ali Sina University Research Council and Center of Excellence in Development of Environmentally Friendly Methods for Chemical Synthesis (CEDEFMCS) for their support of this work

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Davood Nematollahi.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Beiginejad, H., Nematollahi, D., Noroozi, M. et al. Electrochemical oxidation and adsorption of hematoxylin at glassy carbon electrode in various pH values. J IRAN CHEM SOC 12, 325–333 (2015). https://doi.org/10.1007/s13738-014-0487-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-014-0487-6

Keywords

Navigation