Synthesis and Characterization of Copoly(amide triazole)s Derived from D-Glucose

Copoly(amide triazole)s, abbreviated as PGBM(n), have been prepared by copolymerization of 6-azido-6-deoxy-2,3,4-tri-O-methyl-N-(prop-2-yn-1-yl)-d-gluconamide and 6-azido-6-deoxy-2,3,4-tri-O-benzyl-N-(prop-2-yn-1-yl)-d-gluconamide by catalyst- and solvent-free 1,3-dipolar Huisgen cycloaddition reaction. The resulting copolymers have a diblock or a random distribution of the monomeric units along the polymer chain. Their molecular weights are in the range of 70,000-90,000 and they were characterized by GPC and IR and NMR spectroscopies. Thermal studies revealed them to be amorphous and stable up to 200 degrees C under nitrogen. Their qualitative solubilities in various solvents and their water sorption have also been investigated. The copolymers are hydrophilic, one of them being water soluble. The in vitro hydrolysis of this copoly(amide triazole) was studied. The degradation study was carried out at 80 degrees C in buffered solution at pH 10, and was monitored by GPC, and NMR spectroscopy. (c) 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 413-421