DFT calculations and electrochemical studies on azulene ligands for heavy metal ions detection using chemically modified electrodes

Authors

  • Amalia Stefaniu National Institute of Chemical - Pharmaceutical Research and Development - Bucharest, 112 Vitan Av., 031299, Bucharest
  • Maria-Daniela Pop Department of Inorganic Chemistry, Physical Chemistry and Electrochemistry, University "Politehnica" of Bucharest, Gh. Polizu 1-7, 011061, Bucharest
  • Georgiana-Luiza Arnold Department of Inorganic Chemistry, Physical Chemistry and Electrochemistry, University "Politehnica" of Bucharest, Gh. Polizu 1-7, 011061, Bucharest
  • Liviu Birzan Romanian Academy, Institute of Organic Chemistry “C. D. Nenitzescu”, Spl. Independentei, 202B, 060023-Bucharest, 35 P.O. Box 108
  • Lucia Pintilie National Institute of Chemical - Pharmaceutical Research and Development - Bucharest, 112 Vitan Av., 031299, Bucharest
  • Elena Diacu Department of Analytical Chemistry and Environmental Engineering, University "Politehnica" of Bucharest, Gh. Polizu 1-7, 011061, Bucharest
  • Eleonora-Mihaela Ungureanu Department of Inorganic Chemistry, Physical Chemistry and Electrochemistry, University "Politehnica" of Bucharest, Gh. Polizu 1-7, 011061, Bucharest

DOI:

https://doi.org/10.5599/jese.475

Keywords:

5-[(azulen-1-yl)methylene]-2-thioxoimidazolidin-4-one derivatives, quantum mechanical calculations, electrochemical behavior, modified electrodes, heavy metal ions

Abstract

A computational study on three related derivatives of 5-[(azulen-1-yl)methylene]-2-thioxoimidazolidin-4-one was conducted using density functional theory by calculating a series of molecular descriptors and properties of their optimized geometries (electrostatic and local ionization potentials, molecular frontier orbitals, etc.). Thermodynamic properties (zero-point energy, enthalpy, constant volume heat capacity, entropy and Gibbs energy) for these derivatives have been calculated and related to ligands electrochemical behavior. Reduction and oxidation potentials have been correlated to their calculated energy levels for LUMO and HOMO orbitals. Chemically modified electrodes based on these derivatives have been tested in view of heavy metal ions recognition, and their detection limits have been correlated to the calculated values of electron affinity.

Downloads

Download data is not yet available.

References

E. M. Ungureanu, A. C. Razus, L. Birzan, M.S. Cretu, G.O. Buica, Electrochimica Acta 53 (2008) 7089-7099

G. O Buica, E. M. Ungureanu, L. Birzan, A. C. Razus, L. R. Mandoc (Popescu), Journal of Electroanalytical Chemistry 693 (2013) 67-72

S. Lee, J. Oh, D. Kim, Y. Piao, Talanta, 160 (2016) 528-536

P. Niu, C. Fernández-Sánchez, M. Gich, C. Ayora, A. Roig, Electrochimica Acta 165 (2015) 155-161

L. Birzan, M. Cristea, C. C. Draghici, V. Tecuceanu, M. Maganu, A. M. Hanganu, A. C. Razus, G. O. Buica, E. M. Ungureanu, Dyes and Pigments 131 (2016) 246-255

G. L. Arnold, I. G. Lazar, M. D. Pop, G. O. Buica, E. M. Ungureanu, L. Birzan, UPB Scientific Bulletin, Series B: Chemistry and Materials Science 79 (2017) 89-100

G. O. Buica, L. Birzan, V. Tecuceanu, A. C. Razus, G. L. Arnold, E. M. Ungureanu, Electroanalysis 29 (2017) 93-102

Y. Shao, L. F. Molnar, Y. Jung, J. Kussmann, C. Ochsenfeld, S. T. Brown, A. T. B. Gilbert, L. V. Slipchenko, S. V. Levchenko, D. P. O’Neill, R. A. DiStasio Jr., R. C. Lochan, T. Wang, G. J. O. Beran, N. A. Besley, J. M. Herbert, C. Y. Lin, T. Van Voorhis, S. H. Chien, A. Sodt, R. P. Steele, V. A. Rassolov, P. E. Maslen, P. P. Korambath, R. D. Adamson, B. Austin, J. Baker, E. F. C. Byrd, H. Dachsel, R. J. Doerksen, A. Dreuw, B. D. Dunietz, D. Dutoi, T. R., Furlani, S. R. Gwaltney, A. Heyden, S. Hirata, C.-P. Hsu, G. Kedziora, R. Z. Khalliulin, P. Klunzinger, A. M. Lee, M. S. Lee, W. Z. Liang, I. Lotan, N.Nair, B. Peters, E. I. Proynov, P. A. Pieniazek, Y. M. Rhee, J. Ritchie, E. Rosta, C. D. Sherrill, A. C. Simmonett, J. E. Subotnik, H. L. Woodcock III, W. Zhang, A. T. Bell, A. K. Chakraborty, D. M. Chipman, F. J. Keil, A. Warshel, W. J. Hehre, H. F. Schaefer, J. Kong, A. I. Krylov, P. M. W. Gill, M. Head-Gordon, Physical Chemistry Chemical Physics 8 (2006) 3172-3191

R. G. Parr, W. Yang, Density Functional Theory of Atoms and Molecules, vol. 16. Oxford: Oxford University Press, Oxford, 1989

C. Lee, W. Yang, R. G. Parr, Physical Review B 37 (1988) 785-789

A. D. Becke, Journal of Chemical Physics 98 (1993) 5648-5652

W. J. Hehre, A Guide to Molecular Mechanics and Quantum Chemical Calculations, Wavefunction, Inc. Irvine, CA, 2003

M. J. Alam, S. Ahmad, Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 96 (2012) 992-1004

P. Demir, F. Akman, Journal of Molecular Structure 1134 (2017) 404-415

A. Zarrouk, H. Zarrok, R. Salghi, B. Hammouti, S. S. Al-Dey ab, R. Touzani, M. Bouachrine, I. Warad, T. B. Hadda, International Journal of Electrochemical Science 7 (2012) 6353-6364

H. Wang, X. Wang, H. Wang, L. Wang, A. Liu, Journal of Molecular Modeling 13(1) (2007) 147-153

V.S. Sastri, J. R. Perumareddi, Corrosion Science 53 (1997) 617-622

R. Yankova, S. Genieva, N. Halachev, G. Dimitrova, Journal of Molecular Structure 1106 (2016) 82-88

R. G. Parr, L. Szentpaly, S. Liu, Journal of the American Chemical Society 121(9) (1999) 1922-1924

M. Hagar, S. M. Soliman, F. Ibid, El S. H. El Ashry, Journal of Molecular Structure 1108 (2016) 667-679

P. Rajesh, S. Gunasekaran, T. Gnanasambandan, S. Seshadri, Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 153 (2016) 496-504

K. Chandrasekaran, R. T. Kuma, Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 150 (2015) 974-991

Published

03-03-2018

How to Cite

Stefaniu, A., Pop, M.-D., Arnold, G.-L., Birzan, L., Pintilie, L., Diacu, E., & Ungureanu, E.-M. (2018). DFT calculations and electrochemical studies on azulene ligands for heavy metal ions detection using chemically modified electrodes. Journal of Electrochemical Science and Engineering, 8(1), 73–85. https://doi.org/10.5599/jese.475

Issue

Section

6th RSE SEE Special Issue

Most read articles by the same author(s)