Synthesis of glicopolymer for novel biomedical application and covalent adaptable networks with tailored self-healing capabilities

This thesis focuses on the development of innovative synthetic strategies to address global challenges in health and sustainability through the creation of advanced materials. The first part explores the design and synthesis of carbohydrate-based monomers and glycopolymers targeting Escherichia coli adhesins responsible for urinary tract infections (UTIs). Building on prior research, galactosides with polymerization linkers were synthesized using regioselective protection and α-(1→4) glycosylation, achieving high selectivity and purity. Structural characterization was performed using NMR spectroscopy and X-ray crystallography, confirming the monomers’ integrity. The potential of glycopolymers as multivalent inhibitors of bacterial fimbriae was demonstrated, paving the way for future therapeutic applications and optimizing glycan synthesis methodologies. The second part focuses on the development of bio-based covalent adaptable networks (CANs) using renewable fatty acids such as linoleic and oleic acids, sourced from both natural and waste streams. These fatty acids were epoxidized and polymerized via ring-opening reactions with dynamic cross-linkers and ionic liquid catalysts. By varying dimerizing agents, polymers with tailored cross-linking densities and mechanical properties were synthesized. These materials exhibited exceptional self-healing capabilities, solvent resistance, and adaptability, making them suitable for applications in food packaging, pharmaceutical storage, portable electronics, and automotive components. Both studies emphasize sustainability, innovation, and the transformative potential of advanced synthetic materials in therapeutic and industrial contexts, contributing to the fields of drug development and circular economy practices.