Open AccessPhysicochemical and Nonlinear Optical Properties of Novel Environmentally Benign Heterocyclic Azomethine Dyes: Experimental and Theoretical Studies
Author(s) -
S. M. Afzal,
M. A. N. Razvi,
Salman Khan,
Osman I. Osman,
Ahmed Bakry,
Abdullah M. Asiri
Publication year - 2016
Publication title -
plos one
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.99
H-Index - 332
ISSN - 1932-6203
DOI - 10.1371/journal.pone.0161613
Subject(s) - anthracene , intramolecular force , stokes shift , molar absorptivity , density functional theory , oscillator strength , absorbance , photochemistry , chemistry , materials science , molecular orbital , fluorescence , analytical chemistry (journal) , computational chemistry , molecule , spectral line , organic chemistry , optics , optoelectronics , physics , chromatography , astronomy , luminescence
Novel heterocyclic azomethine dyes were prepared by the reaction of anthracene-9-carbaldehyde with different heterocyclic amines under microwave irradiation. Structures of the azomethine dyes were confirmed by the elemental analysis, mass spectrometry and several spectroscopic techniques. We studied absorbance and fluorescence spectra of the azomethine dyes in various solvents. They are found to be good absorbers and emitters. We also report photophysical properties like, extinction coefficient, oscillator strength, stokes shift and transition dipole moment. This reflects physicochemical behaviors of synthesized dyes. In addition, their intramolecular charge transfer and nonlinear optical properties, supported by natural bond orbital technique, were also studied computationally by density functional theory. The negative nonlinear refractive index and nonlinear absorption coefficient were measured for these dyes using the closed and open aperture Z-scan technique with a continuous wave helium-neon laser. These are found to vary linearly with solution concentration.