This thesis deals with the synthesis and characterization of well-defined functional polyesters, as well as their processing resulting in novel materials with enhanced degradability. The synthesized materials can be used in several biomedical applications, since they (i) are biocompatible and biodegradable, (ii) can be processed into various shapes such as 3D highly porous scaffolds, (iii) provide functional groups for pre- or post-processing functionalization, and (iv) exhibit, after processing, mechanical properties which resemble those of natural devices. All polymer structures and networks within this thesis are based on poly(-caprolactone), a biodegradable polymer well-known in biomedical applications. Star-shaped poly(-caprolactone)s were synthesized via anionic ring-opening polymerization of -caprolactone with metal catalysts or enzymes in the presence of 4 and 6-arm star-shaped multifunctional initiators (Scheme 1). Hydroxy end groups were functionalized, resulting in acrylate or methacrylate functionalized prepolymers. A broad library of precisely defined prepolymers with different architecture and molar masses is presented. Acrylate functional prepolymers were functionalized with amino acid esters, successful functionalization shows the potential for biofunctionalization via Michael-type addition. 3D polymeric scaffolds with tunable porosity were prepared by uniaxial freezing using organic solvents followed by freeze drying. Cylindrical and sheetlike scaffolds were prepared with linear pores in a honeycomb arrangement, extending throughout the full extent of the scaffold. In an accelerated degradation study highly porous scaffolds showed a significantly higher degradability compared to high molar mass linear non-porous PCL. Biocompatibility of the material was confirmed by cell culture experiments.
Stefan Theiler
Chemie Polymere funktionelle Polymere