Photophysical investigation of (D-π-A) DMHP dye: Dipole moments, photochemical quantum yield and fluorescence quantum yield, by solvatochromic shift methods and DFT studies

(2E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (DMHP) was synthesized by the reaction of 3,4-dimethoxy benzaldehyde with 1-(2-hydroxyphenyl) ethanone under microwave irradiation. The structure of DMHP was established experimentally by EI-MS, FT-IR, H-1 and C-13 NMR spectral studies and elemental analysis and theoretically. Electronic absorption and emission spectra of DMHP were studied in different solvents on the basis of polarities, and the obtain data were used to determine the solvatochromic properties such as extinction coefficient, oscillator strength, transition dipole moment, stokes shift, fluorescence quantum yield and photochemical quantum yield. The absorption and emission maxima were red-shifted when the polarity of the solvent was increased from dioxan to DMSO; in excellent agreement the DFT findings. The DMHP experimental intramolecular charge transfer (ICT) was complemented by a natural bond orbital (NBO) analysis. Fluorescence intensities of DMHP were increase and decrease in presence of CTAB and SDS, so DMHP was used to find out the critical micelle concentration (CMC) of CTAB and SDS. (C) 2016 Published by Elsevier B.V.