Application of QSPR-MLR methodology to solvatochromic behavior of quinoline in binary solvent HBD/DMF mixtures

作者：Pinheiro Lidia M V; Ventura Maria Cristina M M; Moita Maria Luisa C J^*

来源：Journal of Molecular Liquids, 2010, 154(2-3): 102-110.

DOI：10.1016/j.molliq.2010.04.013

• QSPR
• Solvatochromism
• Binary mixtures
• Quinoline

Quantitative Structure-Property Relationship methodology was applied successfully to experimental molar transition energies of quinoline, published before, in order to achieve a better understanding about the predominant quinoline-solvent interactions. Internal and external model validations were performed showing a high predictive ability of the selected multiple linear relationship. The wavenumbers of maximum absorbance of five dyes UV-vis spectra in methanol/dimethylformamide, propan-1-ol/dimethylformamide and pentan-1-ol/dimethylformamide mixtures, and in pure solvents, were experimentally determined, at 298.15 K, with the aim of calculating the Kamlet and Taft solvatochromic parameters (pi*, alpha and beta). Refractive indices of those mixtures were also calculated, to evaluate the Lorentz-Lorenz function values, g(n(D)). The chosen solvatochromic response model of quinoline suggests the dominance of the dipolarity/polarizability (pi*) and the basicity (beta) parameters followed by the E-T(N) one (predominantly a measure of the solvent acidity). The former parameter contributes to a higher stabilization of the ground state and the two latter ones to a greater stabilization of the quinoline Frank-Condon excited state.

• 出版日期2010-7-31