Melamin Merkezli Schiff Bazlarının Sentezi ve Heteronükleer Metal Komplekslerinin İncelenmesi

Year 2024, Volume: 50 Issue: 2, 49 - 54, 01.10.2024

Ziya Erdem Koç

https://doi.org/10.35238/sufefd.1516985

Abstract

Bu çalışmada başlangıç materyali olarak 2,4,6-triamino-s-triazin (melamin) kullanıldı. Melamin ve 4-hidroksibenzaldehitin kondenzayon reaksiyonu monopodal Schiff bazının oluşmasıyla sonuçlandı. Daha sonra monopodal Schiff bazı ligandı ile [(Fe(III)Salophen)Cl] ligand kompleksi bir oksijen köprülü monopodal kompleks elde edildi. Monopodal kompleks ile 2-hidroksibenzaldehitin kondenzayonu ile tripodal Schiff baz ligandı elde edilerek bu ligandın bazı geçiş metal kompleksleri sentezlendi. Sonuç olarak, ligandı ve bu ligandın kompleksleri izole edildi, ayrıca elde edilen bileşiklerin elementel analizleri, FT-IR, 1H-NMR, TGA ve manyetik süssebtibilite ölçümleri alınarak yapıları aydınlatıldı.

Keywords

Melamin, Schiff baz, s-Triazin, Salophen, Heteronükleer kompleksler

Project Number

14201003

The Synthesis of Melamine Cored Schiff Bases and Investigation of Heteronuclear Metal Complexes

Abstract

In this study, 2,4,6-triamino-s-triazine (melamine) is the starting material. The condensation reaction of melamine and 4-hydroxybenzaldehyde resulted in the formation of the monopodal Schiff base. An oxygen-bridged monopodal complex of [(Fe(III)Salophen)Cl] ligand complex with monopodal Schiff base ligand was then obtained. Tripodal Schiff base ligand was obtained by condensing 2-hydroxybenzaldehyde with a monopodal complex and this ligand in some transition metal complexes were synthesized. As a result, the ligand and complexes of this ligand were isolated, as well as elemental analyses, FT-IR, 1H-NMR, TGA and magnetic susceptibility measurements of the obtained compounds were taken to elucidate their structures.

Keywords

Melamine, Schiff base, s-Triazine, Salophen, Heteronuclear complexes.

Project Number

14201003

References

• Arslaner, C., Karakurt, S. and Koc, Z. E., (2017), Synthesis of benzimidazole Schiff base derivatives and cytotoxic effects on colon and cervix cancer cell lines, Biointerface Research in Applied Chemistry, 7 (4), 2103-2107.
• Celikbilek, S. and Koc, Z. E., (2014), Investigation of Dipodal oxy-Schiff base and its salen and salophen Fe(III)/Cr(III)/Mn(III) Schiff bases (N2O2) caped complexes and their magnetic and thermal behaviors, Journal of Molecular Structure, 1065, 205-209.
• Fodey, T. L., Thompson, C. S., Traynor, I. M., Haughey, S. A., Kennedy, D. G. and Crooks, S. R. H., (2011), Development of an Optical Biosensor Based Immunoassay to Screen Infant Formula Milk Samples for Adulteration with Melamine, Analytical Chemistry, 83 (12), 5012-5016.
• Gembicky, M., Boca, R. and Renz, F., (2000), A heptanuclear Fe(II)-Fe(III)(6) system with twelve unpaired electrons, Inorganic Chemistry Communications, 3 (11), 662-665.
• Hazra, C., Adusumalli, V. N. K. B. and Mahalingam, V., (2014), 3,5-Dinitrobenzoic Acid-Capped Upconverting Nanocrystals for the Selective Detection of Melamine, Acs Applied Materials & Interfaces, 6 (10), 7833-7839.
• Horacek, H. and Pieh, S., (2000), The importance of intumescent systems for fire protection of plastic materials, Polymer International, 49 (10), 1106-1114.
• Karipcin, F. and Karatas, I., (2001), The synthesis of substituted bis(aminophenylglyoxime)methanes and their polymeric metal complexes with Cu(II), Ni(II), and Co(II) salts, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 31 (10), 1817-1829.
• Koc, Z. E. and Ucan, H. I., (2007), Complexes of iron(III) salen and saloph Schiff bases with bridging 2,4,6-tris(2,5dicarboxyphenylimino-4-formylphenoxy)-1,3,5-triazine and 2,4,6-tris(4-carboxyphenylimino-4'-formylphenoxy)-1,3,5-triazine, Transition Metal Chemistry, 32 (5), 597-602.
• Koc, Z. E. and Ucan, H. I., (2008), Complexes of Iron(III) and Chrom(III) Salen and Saloph Schiff Bases with Bridging 2,4,6-tris(4-nitrophenylimino-4'-formylphenoxy)-1,3,5-triazine, Journal of Macromolecular Science Part a-Pure and Applied Chemistry, 45 (12), 1074-1079.
• Koc, Z. E. and Uysal, A., (2016), Investigation of novel monopodal and dipodal oxy-Schiff base triazine from cyanuric chloride: Structural and antimicrobial studies, Journal of Macromolecular Science Part a-Pure and Applied Chemistry, 53 (2), 111-115.
• Kopel, P., Sindelar, Z. and Klicka, R., (1998), Complexes of iron(III) salen and saloph Schiff bases with bridging dicarboxylic and tricarboxylic acids, Transition Metal Chemistry, 23 (2), 139-142.
• N. Yıldırım, Z. E. K., (2023), s-Triazin merkezli polimerik Schiff bazlarının sentezi ve [(Fe(III)/Mn(III)(salen)Cl] komplekslerinin incelenmesi, Selcuk University Journal of Science Faculty, 49 (2), 29-36.
• Ozer, A., Yasa, D. E., Sahin, D. H., Turbayindir, H., Pehlivan, E. and Koc, Z. E., (2023), Investigation of microwave assisted synthesis of Schiff Base derived Metal-Chelates by liquid invert sugar containing D-Glucose, Inorganic and Nano-Metal Chemistry.
• Panyakapo, P. and Panyakapo, M., (2008), Reuse of thermosetting plastic waste for lightweight concrete, Waste Management, 28 (9), 1581-1588.
• Tahmassebi, D. C. and Sasaki, T., (1998), Synthesis of a three-helix bundle protein by reductive amination, Journal of Organic Chemistry, 63 (3), 728-731.
• Uysal, S. and Koç, Z. E., (2010), Synthesis and characterization of dendrimeric melamine cored [salen/salophFe(III)] and [sale n/salophCr(III)] capped complexes and their magnetic behaviors, Journal of Hazardous Materials, 175 (1-3), 532-539.
• Uysal, S., Koc, Z. E., Celikbilek, S. and Ucan, H. I., (2012), Synthesis of Star-Shaped Macromolecular Schiff Base Complexes Having Melamine Cores and Their Magnetic and Thermal Behaviors, Synthetic Communications, 42 (7), 1033-1044.
• Uysal, S., (2013), Synthesis of melamine based polymer complexes and their thermal degradations and magnetic properties, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 76 (1-2), 223-230.
• Uysal, S. and Koc, Z. E., (2016), Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (M=Cr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties, Journal of Molecular Structure, 1109, 119-126.
• Uysal, S. and Koç, Z. E., (2016), Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (M=Cr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties, Journal of Molecular Structure, 1109, 119-126.
• Wang, X. D. and Zhang, Q., (2004), Synthesis, characterization, and cure properties of phosphorus-containing epoxy resins for flame retardance, European Polymer Journal, 40 (2), 385-395.
• Wimmer, T., Kreuzer, F. H., Staudinger, G. and Nussstein, P., (1992), Synthesis of Novel Insoluble Cyclodextrin Polymers, Minutes of the Sixth International Symposium on Cyclodextrins, 106-109.
• Yu, Q., Schwidom, D., Exner, A. and Carlsen, P., (2008), Synthesis of Novel Homo-N-Nucleoside Analogs Composed of a Homo-1,4-Dioxane Sugar Analog and Substituted 1,3,5-Triazine Base Equivalents, Molecules, 13 (12), 3092-3106.