Estimation of first excited singlet-state dipole moments of aminoanthraquinones by solvatochromic method

The ground state (mu(g)) and the excited state (mu(e)) dipole moments of three substituted anthraquinones, namely 1-aminoanthracene-9,10-dione (AAQ), 1-(methylamino)anthracence-9,10-dione (MAQ) and 1,5-diaminoanthracene-9,10-dione (DAQ) were estimated in various solvents. The dipole moments (mu(g) and mu(g)) were estimated from Lippert, Bakhshiev, Kawski-Chamma-Viallet, McRae and Suppan equations by using the variation of Stokes shift with the solvent dielectric constant and refractive index. The excited state dipole moments were also calculated by using the variation of Stokes shift with microscopic solvent polarity parameter (E-T(N)). It was observed that dipole moment values of excited states (mu(e)) were higher than corresponding ground state values (mu(g)), indicating a substantial redistribution of the pi-electron densities in a more polar excited state for all the molecules investigated. (c) 2008 Elsevier B.V. All rights reserved.