New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
Three new classes of the amino acid based biodegradable (AABB) polymers were synthesized via step growth polymerization of bis-azlactones and amino acid based diamine-diesters with activated fatty diester and alkylenediamine: a) poly(ester amide)s (PEAs) were obtained by polymerization of bis-azlact...
| Autores: | , , , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2018 |
| País: | España |
| Institución: | Universitat Politècnica de Catalunya (UPC) |
| Repositorio: | UPCommons. Portal del coneixement obert de la UPC |
| Idioma: | inglés |
| OAI Identifier: | oai:upcommons.upc.edu:2117/131232 |
| Acceso en línea: | https://hdl.handle.net/2117/131232 https://dx.doi.org/10.1080/10601325.2018.1513776 |
| Access Level: | acceso abierto |
| Palabra clave: | Polymers Amino acids bis-azlactones a-amino acids diamine-diesters biodegradable polymers poly(ester amide)s co-poly(ester amide)s poly(ester amides-co-amide) synthesis hydrophobicity thermal properties in vitro biodegradation Aminoàcids Polímers Àrees temàtiques de la UPC::Enginyeria química |
| Sumario: | Three new classes of the amino acid based biodegradable (AABB) polymers were synthesized via step growth polymerization of bis-azlactones and amino acid based diamine-diesters with activated fatty diester and alkylenediamine: a) poly(ester amide)s (PEAs) were obtained by polymerization of bis-azlactones with diamine-diesters, b) hydrophobically modified co-poly(ester amide)s (co-PEAs) were synthesized by copolymerization of activated fatty diacid diester and bis-azlactones with diamine-diesters, and c) poly(ester amide-co-amide)s (PEA-co-PAs) were obtained by copolymerization of alkylene diamine and diamine-diesters with bis-azlactones. The new poly(ester amide)s showed relatively low-molecular-weights (Mw within 2,800–19,600¿Da, GPC in DMF), whereas the new co-poly(ester amide)s and poly(ester amide-co-amide)s exhibited high-molecular-weights (Mw within 40–100¿kDa) leading to good mechanical properties. Incorporation of the bis-azlactone fragments into the poly(ester amide)s backbone increased hydrophobicity and thermal stability, whereas incorporation of diamine-diester units into the backbone of the bis-azlactone based polyamides rendered them biodegradable. Synthesized AABB polymers are potential candidates for constructing resorbable surgical and pharmaceutical devices. |
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