Akademik Veri Yönetim Sistemi
JOURNAL OF FLUORESCENCE, 2025 (SCI-Expanded, Scopus)
Ortho-hydroxy symmetric diimine-Schiff base 6,6'-(((2-nitro-1,4-phenylene)bis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol) (D1) was prepared by using 2-nitro-para-phenylenediamine and ortho-vanillin. Nitro group of diimine has been completely reduced into aromatic amine, and then reacted with 4-chlorobenzaldehyde to obtain a new asymmetric triimine-Schiff base 6,6'-(((2-((4-chlorobenzylidene)amino)-1,4-phenylene)bis(azanylylidene)) bis(methanylylidene))bis(2-methoxyphenol) (T1). Spectral structure analyses reveal that this molecule exists in OH tautomeric form in the solid state and solution, attributed to a strong intramolecular hydrogen bond interaction between the phenolic protons and nitrogen atoms. The effects of solvent polarity and different excitation wavelengths (lambda exc = 365-640 nm) on the excited state intramolecular proton transfer (ESIPT) process have been examined by absorption and emission spectra. After excitation at 365 and 385 nm, T1 shows bright blue-green, bluish-green and greenish-blue light, and emission band is centered at lambda max = 473-481 nm and 472-493 nm in these solutions, causing noticeable changes in the intensity. The fluorescence spectra display different lambda em at the excitation wavelengths of 470 and 530 nm, whereas T1 is non-emissive in all solutions. The optical properties of triimine have been investigated graphically by Tauc and Absorbance Spectrum Fitting (ASF) methods using UV-Vis absorbance spectroscopy. Some physicochemical and pharmacokinetic parameters have been determined through in silico SwissADME technique.