A fluorescent molecule based on 1,8- naphthalic anhydride: synthesis, spectral properties, and studying the conductance in solution

Abstract

Abstract In this paper, the compound of (4-bromo-3-nitro-1,8 -naphthalic anhydride) and the dopant material (4-hydroxy-m-benzene-disulfonic acid) were synthesized. The UV- Vis absorption and emission spectra of the compound were recorded. 4-bromo-1,8- naphthalic anhydride was used as a starting material to prepare the compound (4-bromo-3-nitro-1,8 -naphthalic anhydride) in the presence of concentrated sulphuric acid and sodium nitrate. The dopant material (4-hydroxy-m-benzene-disulfonic acid) was prepared by using phenol in concentrated sulfuric acid. The absorption bands depend on the solvent polarity, which the compound shows significant red shift in DMSO solvent compared to in ethanol solvent. The fluorescence spectra of this compound were sensitive to the solvent polarity, the calculated result indicates that the maximum peak is shifted to red in polar solvent, to the excited states of the polar ICT, which leads to decrease the energy of the excited states. The effect of the dopant material on the conductivities (ionic and specific) of the compound was studied, the ionic conductance was increased as the weight of the dopant material increases.