Abstract
The formation of halogenated carboxylic acid intermediate followed by a ring-closing reaction led to amino-functionalized asymmetrical lactide monomer. PEG-based functional diblock and triblock polylactides were synthesized via a controlled ring-opening polymerization in a solvent-free medium with high conversions (up to 96%), low polydispersities as low as 1.06, monomodal GPC traces, and short reaction time (only 1 h). No polymerization of symmetrical monomer, synthesized via condensation of (S)-(+)-CBZ-4-amino-2-hydroxybutyric acid, proved that the preferred site in the mechanism of ring-opening polymerization was found as a methyl site in asymmetrical lactide monomer. A highly efficient deprotection of copolymers was carried out in the presence of H2 gas and Pd/C catalyst without any degradation to obtain the corresponding free amine-functionalized aliphatic poly(α-hydroxy acid)s. These biodegradable thermosensitive polymers, suitable for any local therapy applications, were injectable around 42 °C (so...
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