| Abstract
| - The synthesis of a series of poly(aromatic amide) dendrimers up to the second generation is describedherein. The AB2 building block used throughout the synthesis of the dendrimers was the allyl esterof 3,5-diaminocinnamic acid, which has been synthesized from 3,5-dinitrobenzoic acid in good yieldwith use of a four-step procedure. Dendron synthesis was achieved via a convergent approach withuse of a sequence of deprotection/coupling steps. Two commercially available alcohols, l-mentholand citronellol, were coupled to the AB2 monomer by using an alkyl diacid spacer and two coreunits; 1,7-diaminoheptane and tris(2-aminoethyl)amine have been used to produce the finaldendrimers. Characterization was carried out by NMR and IR spectroscopies, MALDI-TOF massspectrometry, GPC, and DSC. The novel monomer and dendritic derivatives exhibited a strongfluorescence emission in the visible region (λ ≈ 500 nm) of the spectrum and a weak emission inthe near-infrared (λ ≈ 850 nm) upon excitation in the near-UV region. The fluorescence emissioncharacteristics were found to be solvent and dendrimer generation dependent.
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