Excited state intramolecular proton transfer (ESIPT) luminescence mechanism for 4-N,N-diethylamino-3-hydroxyflavone in propylene carbonate, acetonitrile and the mixed solvents.

In this work, density functional theory (DFT) and time density functional theory (TDDFT) methods were employed to investigate the nature of the double fluorescence emission of DEAHF in these three solvents. We analyzed the geometric structures, vibrational frequencies, frontier molecular orbitals (MOs), molecular electrostatic potential surface (MEPS), calculated absorption and fluorescence spectra and the potential-energy curves for DEAHF. All the results show that the intramolecular hydrogen bond of DEAHF is strengthened from S to S and the electron density redistribution occurs between the proton acceptor and donor, which can facilitate ESIPT. Moreover, the geometric structures, absorption and emission spectra, MEPS and potential-energy curve of DEAHF are identical. It reveals theoretically that ACN and PC can maintain the polarity of the solvent with 1:1 mixing, which is consistent with the experimental results.