This paper describes the hydrolytic degradation of three stereoregular poly(ester amides) which were obtained by polycondensation reaction of 1-amino-1-deoxy-2,3,4-tri-O-methyl-5-O-[(pentachlorophenoxy)succinyl]-L-arabinitol, 1-amino-1-deoxy-2,3,4-tri-O-methyl-5-O-[(pentachlorophenoxy)glutaryl]-L-arabinitol, and 1-amino-1-deoxy-2,3,4-tri-O-methyl-5-O-[(pentachlorophenoxy)succinyl]-D-xylitol hydrochlorides. The degradation study was carried out at 37 °C in bidistilled water and/or in buffered salt solution at pH 7.4, and was monitored by mass loss, GPC, SEM, and FAB-MS, IR, and NMR spectroscopies. The hydrolytic degradation of these poly(ester amides) occurs by hydrolysis of the ester linkages and is characterized by rapid rates of hydrolysis. The differences in degradation rates are ascribed to differences in crystallinity and hydrophilicity of the polymers. Our results show that the poly(ester amides) derived from succinic anhydride degrade to a final monomeric product in which a succinimide ring has been formed.
Copoly(ester amide)s, abbreviated as PVGAn, have been prepared by random copolymerization of 1-amino-1-deoxy-2,3,4-tri-O-methyl-5-O-[(pentachlorophenoxy)succinyl]-l-arabinitol hydrochloride and 5-amino-1-O-[(pentachlorophenoxy)glutaryl]pentanol hydrochloride by the active ester polycondensation method. The molar ratios of the two comonomers in the feed varied from 1/99 to 50/50. The
two monomeric units are randomly distributed within the copolymers, as assessed by NMR analysis,
and the degree of randomness and average sequence lengths of the different copoly(ester amide)s have
been experimentally determined. Thermal properties depend on the copoly(ester amide) composition, since
it was found that the melting and the decomposition temperatures decreased as the molar fraction of
carbohydrate-based monomer unit increased, whereas the glass-transition temperature increased in
parallel.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.