Three new Y-shaped styryl dyes were designed and synthesized from thiazole carbaldehyde with different active methylene compounds as acceptor moieties. All the dyes were characterized by IR, HNMR, MS/LCMS/HRMS. Spectroscopic properties and non-linear optical properties styryl derivatives were analyzed and the effect of change in solvent polarity on their absorption and emissive properties has been investigated. The dye with (1-phenylethylidene) propanedinitrile unit shows red shift absorption/emission profile among all the dyes. Density Functional Theory and Time Dependent-Density Functional Theory computations have been used for comparative study with the experimental data and also to understand the structural, molecular, electronic and photophysical parameters of the styryl dyes. The computational method was also employed to investigate the nonlinear optical properties of the styryl dyes in different organic solvent. The unsubstituted benzimidazolyl thiazole styryl dyes possess good non-linear optical properties.
A novel thiazole based carbaldehyde bearing benzimidazole fluorophore as the receptor unit for F anion was prepared by multi steps synthesis. Density functional theory was used to understand the structural and electronic properties the receptor. The anion sensing activities of receptor 4 were studied for various anions in acetonitrile solvent. The receptor showed fluorescence enhancement in the presence of fluoride anion due to intramolecular charge transfer (ICT) mechanism. No significant changes were observed upon addition of less basic anions such as OAc, Cl, Br, I, HSO. After the interaction of fluoride anion with the receptor 4 leads to an 88 nm red shift in emission maxima. [TBA]OH and H NMR titration experiments indicated that deprotonation of N-H in the benzimidazole due to interaction with fluoride anions.
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