Solvatochromic donor-pi-acceptor (D-pi-A) charge transfer dyes have been great attention from the viewpoint of their applicability as probes for the determination of solvent polarity and colorimetric chemosensors. In this work, novel solvatochromic fluorophore dyes based on D-pi-A charge transfer system were designed and synthesized containing a strong electron-donating unit as a carbazole moiety and three different strong electron-withdrawing units. The corresponding molecular design and the optical properties of the D-pi-A dyes were examined in various solutions with widely different polarity. The prepared dyes were found to exhibit a positive fluorescence solvatochromism. Furthermore, the energy properties of these dyes were also computationally optimized and calculated by computational simulation approaches using Material Studio 4.3 and electrochemical measurement.