Synthesis and Photophysical Properties of the New Dyes Contained Benzenesulfonamide and 1,8-Naphthalimide

Abstract

International Journal of Advanced Science and Engineering www.mahendrapublications.com *Corresponding Author: rabiei.marzieh@yahoo.com Received: 15.02.2019 Accepted: 20.02.2019 Published on: 27.02.2019 ABSTRACT: In this study preparation and thermal, electrochemical, photophysical properties of the compounds are reported. New series of compounds consisting of 4-Allylamino-N-4-aminobenzenesulfonamide-1,8-naphthalimide, 4Amino-N-4-amino-N-(2-pyrimidinyl) benzenesulfonamide-1,8-naphthalimide and 4-Allylamino-N-4-amino-N-(2pyrimidinyl) benzenesulfonamide-1,8-naphthalimide were synthesized via sonic method from intermediate 4-nitro-1,8naphthalimide by imidation, reduction and allylation reactions. These compounds were characterized by thin layer chromatography (TLC), differential scanning calorimetry (DSC), fourier transform infrared spectroscopy (FT-IR), 1Hnuclear magnetic resonance (1HNMR), 13C-NMR, liquid chromatography, UV–Vis spectroscopy and fluorimetry. New acceptor-donor compounds were obtained with the photoluminescence quantum yields (PLQY) of 33.68-79.70% in solution and 0.85-3.39% in non-doped solid film. The synthesized dyes absorb electromagnetic radiation in the range of 434-440 nm and emit solid films exhibited fluorescence in the range of 561-614 nm. The ionization potentials of the synthesized dyes were found to range from 6.00 eV to 6.09 eV.