Abstract
Benzothiadiazole (BTD) dyes are an important class of N,S-containing heterocycles that have remarkable optical properties. In this work, two new 2,1,3-benzothiadiazole dyes conjugated with benzothiazole and benzoxazole moieties were synthesized and the optical properties in solutions and in the solid state were investigated. The BTD dyes were synthesized in a single step from cyclization of ortho-diamino benzothiazole and ortho-diamino benzoxazole dyes. The photophysical behavior of BTD precursor's benzoxazole and benzothiazole dyes were also investigated. The dyes present absorption in the UVB (280–315 nm) and UVA (315–400 nm) wavelength and fluorescence in the blue-green visible region. The solvatochromic properties of the dyes were investigated in different solvents taking into account the solvent orientation polarizability (Δf) and ET (30) polarity solvent parameter. The ground and excited state dipole moments were determined by applying Bakshiev's and Kawaski-Chamma-Viallet's formulations. Furthermore, the spectroscopic properties of thin films and powders of BTD dyes were explored.
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