The self-assembly of core-substituted naphthalene diimides bearing triethylene glycol motifs leads to the formation of stable vesicles in DMSO and CHCl(3)/MeOH (6 : 4, v/v) solvents. The vesicles were evaluated by means of UV/vis and fluorescence spectroscopy, transmission electron microscopy, atomic force microscopy and dynamic light scattering.
View Article and Find Full Text PDFThe synthesis and fluorescence properties of a naphthalenediimide ditosylate are presented. The fluorescence is highly solvent and morphology dependent with a dramatic change in fluorescence output occurring following melting from a crystalline form. This observation is attributed to thermal disruption of the crystal structure allowing the formation of emissive dimers within the amorphous melt.
View Article and Find Full Text PDFThe synthesis and photophysics of two new aminopropenyl naphthalene diimide (SANDI) dyes are reported. A general and convenient method for the synthesis of the precursor mono-, di-, and tetrabrominated 1,4,5,8-naphthalene tetracarboxylic dianhydrides is described. The two core-substituted SANDIs exhibit many of the photophysical properties required for fluorescence labeling applications including high photostability and high fluorescence quantum yields (>0.
View Article and Find Full Text PDFThis tutorial review surveys recent developments in the chemistry of naphthalene diimides (NDIs) and explores their application in the fields of material and supramolecular science. It begins with a discussion of their general uses, methods of syntheses and their electronic and spectroscopic properties. Of interest to their application in the fields of conducting thin films and molecular sensors is the structure-function relationships that exist either as co-components of supramolecular ensembles as in the case of "nanotubes", or as the sole components in molecular wires.
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