Research Article

A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties

Volume: 1 Number: 2 November 20, 2018
EN

A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties

Abstract

In this study, the synthesis of a novel N-pivot 12-membered macrocyclic ligand with mixed donor atoms 2, which is a phthalonitrile derivative, and a new cobalt(II) phthalocyanine complex 3 obtained by cyclotetramerization reaction of  2 were described.  Newly synthesized compounds were characterized by using several spectroscopic techniques such as IR, UV-Vis, 1H and 13C NMR, MS and elemental analysis. These macrocyclic systems 2 and 3 were investigated as extractants in liquid-liquid extraction technique to reveal metal ion binding capability towards transition metals such as Ag(I), Hg(II), Cd(II), Zn(II), Cu(II), Ni(II), Pb(II) and Co(II). The highest extractability from aqueous phase to organic phase was found for Hg(II) cation over the other metal cations with cobalt(II) phthalocyanine 3. The extraction percentage of Hg(II) cation from aqueous phase to chloroform in the presence of cobalt(II) phthalocyanine 3 as extractant was found as 96.0%. 

Keywords

References

  1. [1]. Pedersen, C. J. (1967). Cyclic polyethers and their complexes with metal salts. Journal of the American Chemical Society vol. 89 p. 7017-7065, DOI: 10.1021/ja01002a035.
  2. [2]. An, H., Bradshaw, J. S., Izatt, R. M. (1992). Macropolycyclic polyethers and related compounds. Chemical Reviews vol. 92, no. 4, p. 543-572, DOI: 10.1021/cr00012a004.
  3. [3]. Yordanov, A.T. Roundhill, D.M. (1998). Solution extraction of transition and post-transition heavy and precious metals by chelate and macrocyclic ligands. Coordination Chemistry Reviews vol. 170, no. 1, p. 93–124, DOI: 10.1016/S0010-8545(97)00074-X
  4. [4]. Lindoy, L. F. (1989). The chemistry of macrocyclic ligand complexes. Cambridge: Cambridge University Press.
  5. [5]. Hancock, R. D, Martell, A. E. (1989). Ligand design for selective complexetion of metal ions in aqueous solution. Chemical Reviews vol. 89, no. 8, p. 1875-1914. DOI: 10.1021/cr00098a011
  6. [6]. Byrne, G. T., Linstead, R. P., Lowe. (1934). Phthalocyanines. Part II. The Preparation of Phthalocyanine and Some Metallic Derivatives from o-Cyanobenzamide and Phthalimide. Journal of Chemical Society, p. 1017-1022. DOI: 10.1039/JR9340001017
  7. [7]. Allen, C. M., Sharman, W. M., Van Lier, J. E. (2001). Current status of phthalocyanines in the photodynamic therapy of cancer. Journals of Porphyrins and Phthalocyanines v. 5, no. 2, p.161-169, DOI:10.1002/jpp.324.
  8. [8]. Cho, K.T., Trukhina, O., Roldán-Carmona, C., Ince, M., Gratia, P., Grancini, G., Gao, P., Marszalek, T., Pisula, W., Reddy, P.Y., Torres, T., Nazeeruddin, M.K. (2017). Molecularly Engineered Phthalocyanines as Hole-Transporting Materials in Perovskite Solar Cells Reaching Power Conversion Efficiency of 17.5%. Advenced Energy Materials vol. 7, 1601733, DOI: 10.1002/aenm.201601733.

Details

Primary Language

English

Subjects

Engineering

Journal Section

Research Article

Publication Date

November 20, 2018

Submission Date

September 30, 2018

Acceptance Date

October 25, 2018

Published in Issue

Year 2018 Volume: 1 Number: 2

APA
Gök, H. Z., & Gök, Y. (2018). A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties. Scientific Journal of Mehmet Akif Ersoy University, 1(2), 40-45. https://izlik.org/JA72YS62JG
AMA
1.Gök HZ, Gök Y. A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties. Techno-Science. 2018;1(2):40-45. https://izlik.org/JA72YS62JG
Chicago
Gök, Halil Zeki, and Yaşar Gök. 2018. “A Novel N-Pivot Macrocyclic Ligand and Its Cobalt(II) Phthalocyanine Derivative: Synthesis, Characterization and Extractant Properties”. Scientific Journal of Mehmet Akif Ersoy University 1 (2): 40-45. https://izlik.org/JA72YS62JG.
EndNote
Gök HZ, Gök Y (November 1, 2018) A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties. Scientific Journal of Mehmet Akif Ersoy University 1 2 40–45.
IEEE
[1]H. Z. Gök and Y. Gök, “A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties”, Techno-Science, vol. 1, no. 2, pp. 40–45, Nov. 2018, [Online]. Available: https://izlik.org/JA72YS62JG
ISNAD
Gök, Halil Zeki - Gök, Yaşar. “A Novel N-Pivot Macrocyclic Ligand and Its Cobalt(II) Phthalocyanine Derivative: Synthesis, Characterization and Extractant Properties”. Scientific Journal of Mehmet Akif Ersoy University 1/2 (November 1, 2018): 40-45. https://izlik.org/JA72YS62JG.
JAMA
1.Gök HZ, Gök Y. A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties. Techno-Science. 2018;1:40–45.
MLA
Gök, Halil Zeki, and Yaşar Gök. “A Novel N-Pivot Macrocyclic Ligand and Its Cobalt(II) Phthalocyanine Derivative: Synthesis, Characterization and Extractant Properties”. Scientific Journal of Mehmet Akif Ersoy University, vol. 1, no. 2, Nov. 2018, pp. 40-45, https://izlik.org/JA72YS62JG.
Vancouver
1.Halil Zeki Gök, Yaşar Gök. A novel n-pivot macrocyclic ligand and its Cobalt(II) phthalocyanine derivative: synthesis, characterization and extractant properties. Techno-Science [Internet]. 2018 Nov. 1;1(2):40-5. Available from: https://izlik.org/JA72YS62JG