Abstract
In this paper we report the condensation reaction of the first generation of a dendritic monomer bearing hydroxyl or amine functional groups, with dialdehydes and diisocyanate co-monomers. Dimers and crosslinked polymers were obtained by reaction with glyoxal (Gly) and glutaraldehyde (Glu), respectively. Only crosslinked polymers were found when toluene diisocyanate (TDI) was used as co-monomers. The products were characterized by FT-IR and 1 H NMR spectroscopy, DSC, TGA and GPC. Two principal factors exerted influence on the condensation reactions: the availability of the functional groups of the dendritic molecule and the reactivity and size of the co-monomers.
Highlights
In the last few years, the development of new synthetic materials with specific functional groups has been increasingly focused to obtain materials with controlled nanostructures.Dendrimers are monodisperse, highly branched, multifunctional and regular structures, fairly attractive for use as nanoscopic building blocks
The core of the monomers was synthesized following the strategy proposed by Newkome et al.[22] which is based on the pentaerythritol 2 and acrylonitrile reaction
After methanolysis of cyano groups of 3 and hydrolysis of methyl ester 4 to generate a tetraacid molecule 5, a convergent synthesis was carried out activating the acid groups with 1,1'carbonyldiimidazole (CDI) prior to their use, allowing them to react with the protected hydroxylamine 8 in THF
Summary
In the last few years, the development of new synthetic materials with specific functional groups has been increasingly focused to obtain materials with controlled nanostructures. Dendrimers are monodisperse, highly branched, multifunctional and regular structures, fairly attractive for use as nanoscopic building blocks These structural features have aroused the interest of synthetic organic chemists, and several valuable contributions to their synthesis and characterization, have been reported over the past few years.[1,2,3,4,5,6,7] Current studies are mainly oriented to their potential properties and applications in such diverse areas as organic chemistry, analytical chemistry, biology, medicine, materials science, pharmacology, agrochemistry, environmental chemistry and chemical engineering.[8,9,10,11]. New materials with potentially significant and scarcely explored properties may be attained from these novel monomers. 18-21
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