Post-polymerization modifications offer an exceptional route to diverse polymers through one common starting material. An essential component to post-polymerization modifications is a robust chemical handle which allows addition of multiple new functional groups. To expand on the ever-growing library of polymers developed, new synthetic methods must be established which generate polymers that incorporate unique chemical functionality throughout the polymer which can be selectively modified. We have developed a new polymerization method which utilizes the labile C-I bond of diiodoperfluoroalkanes for a radical addition into dienes or diynes. Using a mild initiator in an acetonitrile/water solution, semi-fluorinated polymers of notable molecular weight can be synthesized. When a diene is used for polymerization, alkyl iodide is incorporated into the polymer backbone which can be eliminated or reduced, displaced with nucleophiles to provide click handles, or photochemically cleaved to cross-link the polymer into a fluoropolymer matrix. If a diyne is utilized for polymerization, vinyl iodide is placed across the polymer which can be eliminated to form alkynes or cross-coupled via transition metals such as palladium, copper, or iron. These methods can all be combined to provide a route to a library of polymers through simple polymerizations and modifications, setting the stage for the creation of novel advanced materials.

Synthesis and post-polymerization modifications of polymers synthesized through iodo-ene/yne chemistry

ACS Fall 2020 Virtual Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.