ROS-triggered Degradation of Selenide-containing Polymers Based on Selenoxide Elimination

Lu Wang, Kuixin Zhu, Wei Cao, Chenxing Sun, Chenjie Lu and Huaping Xu

Polym. Chem., 2019, 10, 2039 – 2046.

Synthetic degradable polymers for biomedical applications have drawn considerable attention because of the nonnegligible environmental pollution and bioaccumulation caused by nondegradable synthetic polymers. We developed a new degradable reactive oxygen species (ROS) responsive selenide-containing polymer that can depolymerize controllably through selenoxide elimination reactions. β-selenylated carbonyl groups were employed in the main chains for oxidation induced degradation instead of the previous α-selenylated moiety. In the presence of ROS, the polymer would undergo controlled depolymerization via cascade of intramolecular selenoxide elimination reactions. The degradation kinetics and mechanism were studied in details by 1H nuclear magnetic resonance (NMR), gel permeation chromatography (GPC) and transmission electron microscopy (TEM). Full degradation of the hydrophobic block could be achieved with tremendous change in self-assemble morphologies. This degradable polymer system provides new components for responsive programmable materials.

Wang Lu PC 2019