Formation and Properties of Poly(Ionic Liquid)-Carbene Nanogels Containing Individually Stabilized Silver Species.

Imidazolium-based ionic liquids have the ability to undergo a variety of chemical reactions through an N-heterocyclic carbene (NHC) intermediate, which has expanded the chemical toolbox for new applications. Despite their uses and exploration, the carbene-forming properties and applications of their polymeric congeners, poly(ionic liquid)s (PILs), is still underdeveloped. Herein, we explore the NHC-forming properties of a theophylline-derived PIL for nanogel synthesis. Using silver oxide as both the carbene-forming reagent and cross-linker, nanogels containing individually stabilized ions can be created with different sizes and morphology, including large "galaxy-like" superstructures. Using high-resolution TEM techniques, we directly observed the sub-nanometer structure of these constructs. These features combined exemplify the unique chemistry of poly-NHCs for single-metal-ion-stabilization nanogel design.