Bis(pyridylvinyl)diaminobenzenes: synthesis, acidochromism and solvatochromism of the fluorescence

摘要

C-2-symmetrical 1,4-distyrylbenzenes with 4-dimethylaminobenzene or pyridine as terminal rings, and propyloxy or dipropylamino groups in the central 2,5-positions were prepared. Solvatochromism of the absorption is small, but more pronounced in the fluorescence spectra. Some compounds exhibit huge Stokes shifts. Acid strongly alters the fluorescence: red shifts and decreasing quantum yields is the general result, but depending on the position and character of the basic sites, a strong recovery of fluorescence efficiency combined with large hypsochromic shifts may result in highly acidic solutions. (c) 2004 Elsevier B.V. All rights reserved.