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Polymer Bulletin 39,279-286 (1997)
Polymer Bulletin
© Springer-Verlag 1997
Biocompatible aaminoacids based aliphatic polyamides
B. Bianco, L. Castaldo, A. del Gaudio, G. Maglio l , R. Palumbo * , F. La Cara t ,
G. Peluso2 , 0. Petillo2
Dipartimento di Chimica, University Federico II , Via Mezzocannone 4,
I -80134 Napoli, Italy
2 Istituto di Biochimica delle Proteine ed Enzimologia, C.N.R., Via Toiano 6,
I -80072 Arco Felice, Napoli, Italy
Received: 28 May 1997/Revised version: 16 July 1997/Accepted: 16 July 1997
Summary
Biodegradable aliphatic polyamides have been prepared from Cl 0 and Cl 4 dicarboxylic
acids and amide-diamines containing one or two preformed amide linkages susceptible to
enzymatic cleavage in their molecules. L-phenylalanine, either by itself or together with L-
valine, was used to generate amide bonds which are cleavable by chimotrypsine. Improved
chain flexibility and hydrophilicity of the polyamides was obtained using a triethyleneoxy
based amide-diamine. Characterization of the novel monomers and polymers by FTIR and
H-NMR spectroscopy confirms the expected structures. Thermal data and solubility tests
indicate that both Tm and solubility depend on the length and nature of the aliphatic
segment present in the amide-diamine as well as on the density of interchain hydrogen
bonds. Finally the polymers tested are capable of supporting fibroblast adherence and
proliferation, and proved to be non cytotoxic.
Introduction
Aliphatic polyamides (PAs) are interesting materials for application in medicine due to their
physico-mechanical properties and biocompatibility. In recent years, efforts have been
directed towards the preparation of biodegradable, resorbable condensation copolymers
containing amide bonds (polyesteramides and polyurethaneamides)
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