Synthesis, solvatochromism, and photophysical properties of the polymer-tetherable 3-[4-di(2-hydroxyethyl)amino]phenyl-l-(2-furyl)-2-propene-l-one
3-[4-Di(2-hydroxyethyl)amino]phenyl-l-(2-furyl)-2-propene-l-one DAFP has been synthesized as a model compound for the study of molecular interactions in the solid-state and liquid environments with different polarity. The UV/vis absorption spectra of this compound have been studied in 35 solvents of different polarity and hydrogen bonding ability. The solvent dependent UV/vis spectroscopic band shifts ν˜max are analyzed using the empirical Kamlet–Taft solvent parameters π* (dipolarity/polarizability), α (hydrogen bond donating capacity), and β (hydrogen bond accepting ability) in terms of the well-established linear solvation energy relationship (LSErs): ν˜max = (ν˜max)0 + sπ* + aα + bβ. The solvent independent coefficients s, a, and b and (ν˜max)0 have been determined. To understand the environmental contribution to the fluorescence properties, the fluorescence spectra and fluorescence quantum yields of DAFP were investigated in 12 solvents at 293 K.
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 185, Issue 1, 1 January 2007, Pages 44–50