Intramolecular Cyclization for Stimuli-Controlled Depolymerization of Polycaprolactone Particles Leading to Disassembly and Payload Release.

摘要: Polymers capable of on-demand, controlled depolymerization are an important tool in a broad variety applications science, technology, and industry. We report functionalized poly(caprolactone)s (PCL)s designed to allow on-demand complete through incorporation pendant protected amino groups that, on deprotection, trigger nucleophilic attack yield single cyclic product. Two cleavable protecting were used cap PCL: light sensititve o-nitrobenzyl alcohol (ONB) tert-butyl carbamate (Boc; for proof concept). NMR confirmed that PCL-Boc degrades completely into the intramolecular cyclization products within day upon deprotection. TEM visualization irradiated particles made from PCL-ONB encapsulating iron oxide nanoparticles reveals disruption release payload. This work demonstrates polymer backbone is excellent route accelerate degradation by backbiting reactio...