Abstract

Two groups of new naphthalene-1,8-dicarboxylic acid derived compounds, 6-amino-1,8-naphthalic anhydride derivatives and 2-hydroxy-6-amino-1,8-naphthalimide derivatives, have been synthesized and characterized. The spectroscopic properties of all synthesized compounds were investigated in order to be used in the field of bio-imaging studies and as intermediates for the preparation of new fluorescent bioactive compounds. Positive solvatochromism was observed from non-polar to polar solvents and it was discussed using Catalan multilinear regression analysis. Comparative study of the photophysical characteristics of naphthalic anhydride and 1,8-naphthalimide derivatives was performed. The new naphthalic anhydride 6-(4-benzyl-piperazin-1-yl)benzo[de]isochromene-1,3-dione (3) presents the highest value of fluorescence quantum yield in solvents with lower polarities. The results demonstrate that the quantum yields values of naphthalic anhydride derivatives are higher than those of naphthalimide derivatives.

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