Photophysics of some styryl thiazolo quinoxaline dyes in organic media

Abstract

The photophysics of a new class of styryl dyes, 2-styryl thiazolo quinoxaline (STQ) based structures was investigated in organic solvents and organized molecular assemblies. The absorption, steady state and time-resolved fluorescence characteristics of the STQ dyes in low-viscosity organic solvents are consistent with a single species in the ground and excited state. The one electron electrochemical oxidation and reduction potentials of the dyes are within ±1 V vs. NHE. The spectral shifts of the dyes in organic solvents are linearly correlated with the variation of solvent polarity parameters. The dipole moments in the ground and excited state of the dyes were calculated without assuming a value for the cavity radius. The temperature dependence of the nonradiative rate of STQ dye in DMSO indicated an activation barrier ( ΔE=10.7 kJ/ mol) which is comparable to the activation energy (E a =13.7 kJ/ mol) of viscous friction in DMSO. In dichloromethane, the activation barrier is 34.0 kJ/mol which is very high compared to E a =6.64 kJ/ mol . Formation of a dye–solvent complex is suggested in dichloromethane. The fluorescence decay of STQ dye is multiexponential in a viscous solvent (2-octanol) or when bound to a protein (Lysozyme), micelle or lipid membrane. In 2-octanol, the decay parameters are wavelength dependent and the results are consistent with the mechanism of excited state kinetics of solvent relaxation. In other systems, the multiexponential decay is due to multiple sites of solubilization of the dye in the organized molecular assembly.