Toward cross-linked degradable polyester materials: Investigations into the compatibility and use of reductive amination chemistry for cross-linking
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The compatibility and use of reductive amination chemistry for cross-linking of degradable polyester materials are discussed. The mechanical and degradation properties of poly(caprolactone)(PCL) can be tuned by the synthesis of random and block copolymers, blends and cross-linked materials. The synthesis employed electrophilic ketone bearing repeat units distributed randomly along the backbone of PCL, which were designed to undergo subsequent reductive amination reactions with diamines to establish the intramolecularly cross-linked nanoparticles. The initial strategy, designed to employ ketone functionalities along the backbone of PCL for a combined intramolecular cross- linking and introduction of reactive moieties, each accomplished via reductive amination with multifunctional amines, must be reconsidered.