Cooperativity of ESPT and Aggregation-Induced Emission Effects-An Experimental and Theoretical Analysis of a 1,3,4-Thiadiazole Derivative.

ABSTRACT: 4-[5-(Naphthalen-1-ylmethyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol (NTBD) was extensively studied through stationary UV-vis absorption and fluorescence measurements in various solvents and solvent mixtures and by first-principles quantum chemical calculations. It was observed that while in polar solvents (e.g., methanol) only a single emission band emerged; the analyzed 1,3,4-thiadiazole derivative was capable of producing dual fluorescence signals in low polarity solvents (e.g., n-hexane) and certain solvent mixtures (e.g., methanol/water). As clearly follows from the experimental spectroscopic studies and theoretical modeling, the specific emission characteristic of NTBD is triggered by the effect of enol → keto excited-state intramolecular proton transfer (ESIPT) that in

SUBMITTER: Budziak-Wieczorek I 

PROVIDER: S-EPMC10970551 | biostudies-literature | 2024 Mar

REPOSITORIES: biostudies-literature