Degradable Polyacetals/Ketals from Alternating Ring-Opening Metathesis Polymerization
Benjamin R. Elling, Jessica K. Su, Yan Xia
Abstract
We report the synthesis of degradable polyacetals and polyketals with controlled molecular weights and low dispersities using alternating ring-opening metathesis polymerization (AROMP) of 1,1-disubstituted cyclopropenes and dioxepins. Under optimized conditions, high degrees of alternation and controlled polymerization were achieved between nonpropagating cyclopropenes and low-strain dioxepins. The high degrees of alternation allowed the resulting polymers to fully degrade into small molecules under acidic conditions at variable rates depending on the acetal/ketal structures. This synthetic strategy illustrates the use of AROMP to incorporate functionalities into both the polymer backbone as well as the side chains.