Synthesis and polyester printing applications of transition metal complexes of tridentate 5-(m-tolyldiazenyl)salicylaldehyde thiosemicarbazone derivatives

DARWISH, SHABAN ANWAR FARAG; Aish, Emad H.; Elkhabery, Shaban; Abbas, Samir Youssef

doi:10.21608/ejchem.2024.277484.9469

Synthesis and polyester printing applications of transition metal complexes of tridentate 5-(m-tolyldiazenyl)salicylaldehyde thiosemicarbazone derivatives

Document Type : Original Article

Authors

¹ ORGANOMETALLIC AND ORGANOMETALLOID CHEMISTRY DEPARTMENT, NATIONAL RESEARCH CENTRE, EGYPT

² Chemistry Department, Faculty of Science, Menoufia University, Menoufia, Egypt

³ National Research Centre

⁴ Organometalic and Organometalliod Chemistry Department, National Research Centre

10.21608/ejchem.2024.277484.9469

Abstract

Thiosemicarbazone metal complexes are intriguing molecules with a variety of applications in several fields, including the pharmaceutical sector, analytical chemistry, and textile industries. Here, we designed and synthesized twelve transition metal complexes based on thiosemcarbazone as a tridendate group and azo moiety as a chromophore part, in addition to evaluating their color strength and fastness properties. The tridentate ligand derivatives of 5-(m-tolyldiazenyl)salicylaldehyde thiosemicarbazone reacted with four transition metal salts (copper, cobalt, nickel, and iron salts) in refluxing alkaline ethanol to afford the corresponding thiosemicarbazone complexes. The ligands behaved as double-deprotonated tridentate ligands that connected to the transition metal ions through the deprotonation of phenolic-OH and thiol-SH, as well as the azomethine nitrogen atom, to generate fused five- and six-membered heterocycle rings. The obtained metal complexes were characterized by elemental analyses, atomic absorption, IR, and UV-vis spectra. The color strength and fastness properties of the printed fabrics were tested, showing good to excellent properties.

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