Preparation and Characterization of New Tetra-Dentate N2O2 Schiff Base with Some of Metal Ions Complexes

https://doi.org/10.22146/ijc.66118

Naser Shaalan(1*), Waleed Madhloom Khalaf(2), Shatha Mahdi(3)

(1) Department of Chemistry, College of Science for Women, University of Baghdad, Baghdad 10071, Iraq
(2) Ministry of Interior, Iraqi Police College, Baghdad, Iraq
(3) Ministry of Education, Al-Karkh Second Education Directorate, Baghdad, Iraq
(*) Corresponding Author

Abstract


This study describes preparation a new series of tetra-dentate N2O2 dinuclear complexes Cr(III), Co(II)and Cu(II) of the Schiff base 2-[5-(2-hydroxy-phenyl)-1,3,4-thiadiazol-2-ylimino]-methyl-naphthalen-1-ol], (LH2) derived from 1-hydroxy-naphthalene-2-carbaldehyde with 2-amino-5-(2-hydroxy-phenyl)-1,3,4-thiadiazole. These ligands were characterized by FT-IR, UV-Vis, Mass spectra, elemental analysis, and 1H-NMR. All prepared complexes have been characterized by conductance measurement, magnetic susceptibility, electronic spectra, infrared spectrum, thermal Analysis (TGA), and metal analysis by atomic absorption. The stoichiometry of metal to ligand, magnetic susceptibility, and electronic spectra measurements show an octahedral geometry for all (Cr3+, Co2+, Cu2+) complexes. Conductivity measurement shows that the prepared (Co2+, Cu2+) complexes were nonelectrolyte except (Cr3+). Studying the extraction efficiency such as ligand concentration, temperature and incubation time, centrifuge time, amount of surfactant were evaluated and optimized. The linear range of ions Cr(III), Co(II) and Cu(II) with ligand (0.2–3, 0.2–4, 0.2–3, µg mL–1), each individually, and relative standard deviation (0.15%, 0.34%, 0.46%). The successful method was applied for the determination of trace metal ions in the wastewater.

Keywords


tetradentate N2O2; naphthaldehyde; thiadiazole; cloud point

Full Text:

Full Text PDF


References

[1] Radoske, T., Kloditz, R., Fichter, S., März, J., Kaden, P., Patzschke, M., Schmidt, M., Stumpf, T., Walter, O., and Ikeda-Ohno, A., 2019, Systematic comparison of the structure of homoleptic tetradentate N2O2-type Schiff base complexes of tetravalent f-elements (M(IV) = Ce, Th, U, Np, and Pu) in solid-state and in solution, Dalton Trans., 48 (9), 17559–17570.

[2] Barwiolek, M., Kędziera, A.K., Muziol, T.M., Jankowska, D., Jezierska, J., and Bieńko, A., 2020, Dinuclear copper(II) complexes with Schiff bases derived from 2-hydroxy-5-methylisophthalaldehyde and histamine or 2-(2-aminoethyl)pyridine and their application as magnetic and fluorescent materials in thin film deposition, Int. J. Mol. Sci., 21 (13), 4587.

[3] Maher, K., 2018, Schiff bases derived from 2-hydroxynaphthalene-1-carbaldehyde and their metal complexes, Asian J. Chem., 30 (6), 1171–1182.

[4] Althobiti, S.A., and Zabin, S.A., 2020, New Schiff bases of 2-(quinolin-8-yloxy)acetohydrazide and their Cu(II), and Zn(II) metal complexes: Their in vitro antimicrobial potentials and in silico physicochemical and pharmacokinetic properties, Open Chem., 18 (1), 591–607.

[5] Soylak, M., Ghaedi, M., and Niknam, K., 2017, Cloud point extraction and flame atomic absorption spectrometric determination of lead, cadmium, and palladium in some food and biological samples, Pak. J. Anal. Environ. Chem., 12 (1-2), 42–48.

[6] Alfahdawi, A.S., Al-Sorchee, S.M., Saleh, S.E., and Saleh, M.M., 2021, Synthesis and study of N,N`-(ethane-1,2-diyl)bis(1-phenyl methanimine) and their complex derivative with in-vivo and in-vitro bacterial biological study, Egypt. J. Chem., 64 (6), 2879–2888.

[7] Shaalan, N., Abed, A.Y., Alkubaisi, H.M., and Mahde, S., 2019, Synthesis, spectroscopy, biological activities and thermodynamic studies for new complexes of some lanthanide metals with Schiff’s bases derived from [2-acetylthiophene] with [2,5-dihydrazino-1,3,4-thiadiazole], Res. J. Chem. Environ., 23, 181–187.

[8] Al Zoubi, W., Kim, M.J., Al‐Hamdani, A.A.S., Kim, Y.G., and Ko, Y.G., 2019, Phosphorus‐based Schiff bases and their complexes as nontoxic antioxidants: Structure-activity relationship and mechanism of action, Appl. Organomet. Chem., 33 (11), 11–16.

[9] Ji, Y., Wu, L., Lv, R., Wang, H., Song, S., and Cao, M., 2021, Facile cloud point extraction for the separation and determination of phenolic acids from dandelion, ACS Omega, 6 (20), 13508–13515.

[10] Shaalan, N., Fadel, Z.H., Mahmood, W.A., and Al-Hamdani, A.A.S., 2016, Synthesis and characterization studies of metal complexes with Schiff base derived from 4-[5-(2-hydoxy-phenyl)-[1,3,4-oxadiazol-2-ylimino methyl]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one, Baghdad Sci. J., 13, (2), 19–28.

[11] Ismael, M., Hmood, A.B., Shaalan, N., Al-Taa'y, W.A., Hasan, A., Ali, M., Al Ahmed, A., and Yousif, E., 2016, Study on optical properties of PVC-2,5di (2-pyrrole hydrazone) 1,3,4-thiadiazole complexes, Res. J. Pharm., Biol. Chem. Sci., 7 (5), 2347–2355.

[12] Akram, E., Shaalan, N., Rashad., A.A., Hasan, A., Al-Amiery, A., and Yousif, E., 2016, Study of structural and optical properties of new films derived PVC-2-[5-phenyl-1,3,4-thiadiazol-2-ylimino-methyl]-benzoic acid, Res. J. Pharm., Biol. Chem. Sci., 7 (5), 2836–2844.

[13] Ntoi, L.L.A., and von Eschwege, K.G., 2017, Spectrophotometry mole ratio and continuous variation experiments with dithizone, Afr. J. Chem. Educ., 7 (2), 59–92.

[14] Obaid, S.M.H., Sultan, J.S., and Al-Hamdani, A.A.S., 2020, Synthesis, characterization and biological efficacies from some new dinuclear metal complexes for base 3-(3,4-dihydroxy-phenyl)-2-[(2-hydroxy-3-methylperoxy-benzylidene)-amino]-2-methyl propionic acid, Indones. J. Chem., 20 (6), 1311–1322.

[15] Rasyda, Y.A., Widowati, M.K., Marliyana, S.D., and Rahardjo, S.B., 2021, Synthesis, characterization and antibacterial properties of nickel(II) complex with 4-aminoantipyrine ligand, Indones. J. Chem., 21, (2), 391–399.

[16] Shalan, N., and Hussein, Y., 2018, Preparation, spectral characterization, structural study, and evaluation of antibacterial activity of metal complexes with Schiff base derived from (N,Ń-bis(1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazolidine-3-one)-1,2-diamino ethane), Res. J. Pharm., Biol. Chem. Sci., 9 (1), 376–385.

[17] Shalan, N., Balkhi, A, Hamo, S., and Falah, A., 2014, Synthesis, spectroscopic, thermodynamic and biological activity studies of Schiff base and metal complexes derived from 2-[(1H-pyrrol-2-ylimino methyl)]-5-(2-hydoxy-phenyl)-[1,3,4-thiadiazol], J. Al-Nahrain Univ., 17 (3), 1–8.

[18] Srivastava, A.K., Pandey, O.P., and Sengupta, S.K., 2005, Synthesis, spectral and antimicrobial studies of bis(cyclopentadienyl)titanium(IV) derivatives with Schiff bases derived from 2-amino-5-phenyl-l,3,4-thiadiazole, Bioinorg. Chem. Appl., 3, 702657.

[19] Shaalan, N, Hassan, S.S., and Al-Hamdani, A.A.S., 2015, Synthesis, spectroscopic and thermodynamic studies of metal complexes with Schiff bases derived from 2-[5-(pyridin-2-ylmethylene)-amino] 1,3,4-oxadiazol-2-yl-phenol, J. Al-Nahrain Univ., 18 (4), 13–21.

[20] AL-Mukhtar, S.E., and Mustafa I.A., 1988, Inorganic and Coordination Chemistry, 1st Ed. Arabic Version, Mosul University Press, Mosul.

[21] Fan, X., Zhang, G., and Zhu, C., 1998, Synthesis of 2-[2-(5-methylbenzolyl)azo]-5-dimethylaminobenzoic acid and its application to the spectrophotometric determination of nickel, Analyst, 123, 109–112.

[22] Nicholls, D., 1973, The Chemistry of Iron, Cobalt, and Nickel, 1st Ed., Pergamon Press, Oxford, 1037, 1087–1088,1090–1091,1093, 1151, 1154.

[23] Al-Hamdani, A.A.S., Al-Khafaji, N.R., and Shaalan, N., 2017, Preparation, spectral, thermal and bio activity studies of azo dyes complexes, Res. J. Pharm., Biol. Chem. Sci., 8 (3) 740–750.

[24] Obaid, S.M.H., Jarad, A.J., and Al-Hamdani, A.A.S., 2020, Synthesis, characterization and biological activity of mixed ligand metal salts complexes with various ligands, J. Phys.: Conf. Ser., 1660, 012028.

[25] Shaalan, N., and Abdulwahhab, S., 2021, Synthesis, characterization and biological activity study of some new netal complexes with Schiff's bases derived from [Ο-vanillin] with [2-amino-5-(2-hydroxy-phenyl)-1,3,4-thiadiazole], Egypt. J. Chem., 64 (8), 4059–4067.

[26] Al Zoubi, W., Al-Hamdani, A.A.S., and Ko, Y.G., 2017, Schiff bases and their complexes: Recent progress in thermal analysis, Sep. Sci. Technol., 52 (6), 1052–1069.



DOI: https://doi.org/10.22146/ijc.66118

Article Metrics

Abstract views : 3420 | views : 2196


Copyright (c) 2021 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 

Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web Analytics View The Statistics of Indones. J. Chem.