The triazine-based azo-azomethine dyes; spectroscopy, solvatochromism and biological properties of 2,2′-((2,2′-(6-methoxy-1,3,5-triazine-2,4-diyl) bis(oxy) bis(2,1-phenylene))bis(azan-1-yl-1-ylidene) bis(methan-1-yl-1-ylidene))bis(4-phenyldiazenyl)phenol

The macrocyclic azo-azomethine dyes 2,2'-((2,2'-(6-methoxy-1,3,5-triazine-2,4-diyl) bis(oxy)bis(2,1-phenylene)) bis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene))bis(4-phenyl diazenyl)phenol and its substituted derivatives were synthesized and characterized by elemental analysis, mass, FT-IR, UV, H-1 and C-13 NMR spectroscopy. The solvatochromism of dyes was evaluated in various solvents. The effects of substitution, pH as well as environment temperature on the electronic absorption spectra are also reported. The newly synthesized compounds are explained on a basis of positive solvatochromism behavior of compounds due to intramolecular hydrogen bond in enol-keto tautomeric and dipole moment changes. In addition, the antioxidant and antibacterial activities of compounds were evaluated. The synthesized compounds display antioxidant properties, but did not show a remarkable antibacterial activity. (C) 2014 Elsevier B.V. All rights reserved.