Synthesis and characterization of biodegradable non-toxic poly(ester-urethane-urea)s based on poly(ε-caprolactone) and amino acid derivatives

Non-toxic biodegradable linear poly(ester-urethane-urea)s with different hydrophilic character were synthesized from poly(ε-caprolactone) as macrodiol, l-lysine diisocyanate (LDI) and ethyl ester l-lysine or l-ornithine as chain extenders. Linear segmented polymers were synthesized by the prepolymer method with a tertiary amine playing a critical role in the chain extension in heterogeneous conditions. The prepared segmented polymers were fully chemically and physically characterized, including water uptake and hydrolytic stability measurements. Depending on the poly(ε-caprolactone) length, the segmented polymers were amorphous or semicrystalline. The crystallinity degree strongly affected the mechanical properties and water uptake behaviour.Fil: Marcos Fernández, A.. Instituto en Ciencia y Tecnología de Polímeros; EspañaFil: Abraham, Gustavo Abel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaFil: Valentín, J. L.. Instituto en Ciencia y Tecnología de Polímeros; EspañaFil: San Román, J.. Instituto en Ciencia y Tecnología de Polímeros; Españ

Synthesis and characterization of biodegradable non-toxic poly(ester-urethane-urea)s based on poly(ε-caprolactone) and amino acid derivatives

14 páginas, 10 figuras, 7 tablas.Non-toxic biodegradable linear poly(ester-urethane-urea)s with different hydrophilic character were synthesized from poly(ε-caprolactone) as macrodiol, l-lysine diisocyanate (LDI) and ethyl ester l-lysine or l-ornithine as chain extenders. Linear segmented polymers were synthesized by the prepolymer method with a tertiary amine playing a critical role in the chain extension in heterogeneous conditions. The prepared segmented polymers were fully chemically and physically characterized, including water uptake and hydrolytic stability measurements. Depending on the poly(ε-caprolactone) length, the segmented polymers were amorphous or semicrystalline. The crystallinity degree strongly affected the mechanical properties and water uptake behaviour.Partial financial support of this work by CICYT (MAT2004- 01654), CSIC and CONICET (2004AR0061), Fundación ANTORCHAS and ANPCyT is gratefully acknowledged. The donation of LDI by Kyowa Hakko Kogyo Co., Ltd (Japan) is acknowledged.Peer reviewe