Conductometric investigation of cation bonding properties of some carbazole schiff bases

Yıl 2017, Cilt: 19 Sayı: 2, 246 - 255, 09.10.2017

Baki Çiçek , Ümit Çalışır

https://doi.org/10.25092/baunfbed.342381

Cited By: 3

Öz

In this work, the effect of (Z)
-9-butyl-N-(2,3,4-trimethoxybenzylidine)-9H-carbazole-3-amine
(Schiff-carbazole-anisole, SKA) and
(Z)-3-((9-octyl-9H-carbazol-3-ylimino) methyl)benzene-1,2-diol
(Schiff-carbazole-phenol, SKF) Carbazole
schif base ligands with CaCl₂, MgCl₂, FeSO₄,
ZnSO₄ metal ions conductivity behaviors were measured to determine
the complexing properties at 25^oC in a 50% ethanol / water mixture.
The Complexation Constant (Ke) and Free Enthalpy (ΔG^θ) of the
ligand-cation complex were calculated using the conductivity parameters (K, Λ
and α). Althought, it was found that the complexation constant was decreased in
the direction of Fe²⁺ > Mg²⁺ > Ag⁺ >
Ca²⁺ > Zn²⁺ for the SKA compound, it was detected that
Zn²⁺ > Fe²⁺ > Ag⁺ > Mg²⁺
> Ca²⁺ for the SKF compound as a result of the conductometric
studies. According to the results of this study, ligands can be used in metal
sensor, enzyme inhibitor and biological applications.

Anahtar Kelimeler

Electrical conductivity, complex formation constant, ethanol / water mixture, conductometry.

Bazı karbazol schiff bazlarının katyon bağlama özelliklerinin kondüktometrik incelenmesi

Öz

Bu çalışmada  (Z)-9-butyl-
N-(2,3,4-trimethoxybenzylidine)-9H-carbazol-3-amine (Schiff-Karbazol-Anisol, SKA) ve (Z)-3-((9-octyl-9H-carbazol-3-ylimino)methyl) benzene-1,2-diol  (Schiff-Karbazol-Fenol, SKF) orijinal
karbazol schiff bazlar ile insan vücudu için büyük önem arz eden AgNO₃,
CaCl₂, MgCl₂, FeSO₄, ZnSO₄ metal iyonları
arasında % 50 etanol/su ikili karışımında 25^oC’de kompleksleşme
özelliklerinin belirlenmesi amacıyla iletkenlik davranışları ölçüldü.
İletkenlik parametreleri (K, Λ ve α) kullanılarak ligand-katyon kompleksinin
kompleksleşme sabiti (K_e ) ve Serbest Entalpi (ΔG^θ
) hesaplandı. Kondüktometrik olarak yapılan çalışmalar sonucunda SKA bileşiği için kompleksleşme sabiti
Fe²⁺> Mg²⁺> Ag⁺> Ca²⁺>
Zn²⁺ yönünde azalırken, SKF
bileşiği için Zn²⁺ > Fe²⁺ > Ag⁺ > Mg²⁺
> Ca²⁺ yönünde değiştiği tespit edilmiştir. Bu çalışma
sonuçlarına göre ligandlar metal sensörü, enzim inhibitörü ve biyolojik
uygulamalarda kullanılabilirler.

Anahtar Kelimeler

Elektriksel iletkenlik, kompleks oluşum sabiti, etanol/su karışımı, kondüktometri

Kaynakça

• Schiff, H. Liebigs Annlen der Chemie, 150-197, Public Domain, Google-digitized, (1869).
• Özbülbül, A. Oligofenol Esaslı Yeni Tip Oligomer Schıff Bazlarının Sentezi ve Karakterizasyonu, Yüksek Lisans Tezi, Çukurova Üniversitesi Fen Bilimleri Enstitüsü, Adana (2016).
• Çiçek, B., Tetra-aza coronandların sentezleri ve kompleksleşme yeteneklerinin potansiyometrik, kondüktometrik ve sıvı-sıvı ekstraksiyon yöntemleri ile belirlenmesi, Doktora Tezi, Balıkesir Üniversitesi, Fen Bilimleri Enstitüsü, Balıkesir, (2002).
• Cherif, E., Manaa, S. ve Othman, T., The correlation properties of poly(vinylpyrrolidone) in N,N-dimethylformamide + water by conductometric study, Fluid Phase Equilibria, 401, 82–8715, (2015).
• Çiçek, B., Çakir, Ü. ve Azizoglu, A., The associations of macrocyclic ethers with cations in 1,4-dioxane/ water mixtures; Potentiometric Na+ and K+ binding measurements and computational study, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 72, 121-125, (2012).
• Çiçek, B. ve Onbaşıoğlu, Z., Synthesis and characterization of 1,3,4-thiadiazole-2,5-dithio crown ethers, Heterocyclic Communications, 22, 6, 329–332, (2016).
• Cicek, B ve Yıldız, A., Synthesis, metal ion complexation and computational studies of thio oxocrown ethers, Molecules, 16, 8670-8683, (2011).
• Abdurrahmanoglu, S., Gündüz, C., Çakır, Ü., Çiçek, B. ve Bulut, M., The synthesis and complexation study of some coumestan and coumestan analog derivatives of crown ethers using conductometry, Dyes and Pigments, 65, 197-204, (2005).
• Erk, Ç., Çakır, Ü. ve Çiçek, B., The association constant of macrocyclic ether–cation interactions in 1,4-dioxane/water mixtures. III [1] Effect of temperature on the binding, Journal für praktische Chemie, 341, 6, 584-587, (1999).
• Erk, Ç., Çakır, Ü. ve Çiçek, B., Estimation of Li+, K+ and Ca2+ Complexation with [12]crown-4, [15]crown-5 and [18]crown-6 Using a Na+ ISE in Dioxane-Water, Part IV Cation Equilibrium Constants of Macrocyclic Ethers with Ion Selective Electrodes, Mikrochimica Acta, 132, 79–82, (1999).
• Çakır, Ü., Çiçek, B. ve Erk, Ç., The assosciation constants of macrocyclic ether-cation interactions in dioxane/water mixtures, Part II, Moleculer Recognition and Inclusion, 275-278, (1998).
• Çiçek, B., Çakır, Ü. ve Erk, Ç., The determination of crown–cation complexation behavior in dioxane/water mixtures by conductometric studies, Polymers for Advanced Technologies, 9, 831–836, (1998).
• Çiçek, B. ve Çalışır, Ü., Characterization and synthesis of some novel carbazole schiff bases, ICMCE 2015 : XIII International Conference on Materials and Chemical Engineering, Mini-oral presentation, 26-27 January 2015, Jeddah, Saudi Arabia.
• Dutta, K., Deka, R.C. ve Das, D.K., A new fluorescent and electrochemical Zn2+ ion sensor based on schiff base derived from benzil and L-tryptophan, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 124, 124–129, (2014).
• Kuz'min, V.E., Artemenko, A.G., Lozytska, R.N., Fedtchouk, A.S., Lozitsky, V.P., Muratov, E.N. ve Mescheriakov, A.K., Investigation of anticancer activity of macrocyclic Schiff bases by means of 4D-QSAR based on simplex representation of molecular structure, SAR and QSAR in Environmental Research, 16, 3, (2005).
• Vančo, J., Švajlenová, O., Račanská, E., Muselík, J. ve Valentová, J., Antiradical activity of different copper(II) Schiff base complexes and their effect on alloxan-induced diabetes, Journal of Trace Elements in Medicine and Biology, 18, 155-161, (2004).
• Guo, Z., Xing, R., Liu, S., Yu, H. ve Wang, P., The synthesis and antioxidant activity of the Schiff bases of chitosan and carboxymethyl chitosan, Bioorganic & Medicinal Chemistry Letters, 15, 4600-4603, (2005).
• Camadan, Y., Akkemik, E., Çalışır, Ü. ve Çiçek, B., Investigation of the Inhibitory Effects Some Schiff Bases on Isozymes hCA I and hCA II Purified From Human Erythrocytes, 4th International BAU Drug Development Congress, Oral presentation, 13-15 October, Istanbul, Turkey.
• Çiçek, B., Ergun, A. ve Gençer, N., Synthesis and Evaluation in vitro Effects of Some Macrocyclic Thiacrown Ethers on Erythrocyte Carbonic Anhydrase I and II, Asian Journal of Chemistry, 24, 1–3, (2012).