The electronic states of the acridine yellow fluorescent dye molecule in cationic (protonated) and neutral forms in an aqueous solution were studied by the time-dependence density functional theory. Transitions between these states corresponding to absorption of dye molecules in the visible region of the spectrum are investigated. The dipole moments of the ground and excited states are calculated and analyzed from the point of view of the theory of solvatochromism.
acridine yellow, time-dependence density functional theory, polarizable continuum model, electronic transitions, molecular orbitals, solvatochromism
1. Schulman S.G., Naik D.V., Capomacchia A.C., Roy T. Electronic Spectra and Electronic Structures of Some Antimicrobials Derived from Proflavine. J. Pharm. Sci., 1975, vol. 64, pp. 982-986.
2. Eremenko A.M., Smirnova N.P., Kositskaya T.N., Chuiko A.A. Electron spectra of acridine yellow dye in the silicon dioxide matrix. J. Appl. Spectrosc., 1984, vol. 41, pp. 1228-1231.
3. Reichardt C. Solvatochromic Dyes as Solvent Polarity Indicators. Chem. Rev., 1994, vol. 94, pp. 2319-2358.
4. Aaron J.J., Maafi M., Parkanyi C., Boniface C. Quantitative treatment of the solvent effects on the electronic absorption and fluorescence spectra of acridines and phenazines. The ground and first excited singlet-state dipole moments. Spectrochim. Act. A., 1995, vol. 51, pp. 603-615.
5. Yukio M., Kiwamu Y. Film Dichroism. II. Linearly-polarized Absorption Spectra of Acridine Dyes in the Stretched Poly (vinyl alcohol) Films. Bull. Chem. Soc. Jpn., 1979, vol. 52, pp. 3163-3170.
6. Kiwamu Y., Mitsuaki S. Film Dichroism. VI. Linearly-polarized Absorption Spectra of Neutral and Divalent 3,6-Diaminoacridine Dyes in the Stretched Poly (vinyl alcohol) Film. Bull. Chem. Soc. Jpn., 1983, vol. 56, pp. 55-59.
7. Zhang H.-M., Guo X.-Q., Zhao Y.-B., Wang D.-Y., Xu J.-G. Study on the dimer-monomer equilibrium of a fluorescent dye and its application in nucleic acids determination. Anal. Chim. Act., 1998, vol. 361, pp. 9-17.
8. Cossi M., Barone V. Time-dependent density functional theory for molecules in liquid solutions. J. Chem. Phys., 2001, vol. 115, pp. 4708-4717.
9. Scalmani G., Frisch M.J. Continuous surface charge polarizable continuum models of solvation. I. General formalism. J. Chem. Phys., 2010, vol. 132, p. 114110.
10. Foresman J.B., Frisch A.E. Exploring Chemistry with Electronic Structure Methods, 3rd ed. Gaussian, Inc., Wallingford, CT, 2015.
11. Xu X., Goddard W.A. The X3LYP extended density functional for accurate descriptions of nonbond interactions, spin states, and thermochemical properties. Proc. Natl. Acad. Sci. USA, 2004, vol. 101, pp. 2673-2677.
