Polymerizability of exomethylene monomers based on adamantyl frameworks

Abstract

We evaluated the polymerizability of novel exomethylene monomers based on an adamantyl skeleton, 2-methyleneadamantane (MAd) and 2-allylideneadamantane (AAd), under anionic, cationic, and radical conditions.

About Perfluoropolyhedranes, Their Electron‐Accepting Ability and Questionable Supramolecular Hosting Capacity

“…[136,137] Adamantane-based compounds found a plethora of uses and potential uses, including, among recently reported ones, extensive applications in catalysis. [138] Incorporation in polymers, [139] either in the main chain, as in mixed adamantane/siloxane backbones, [140] or as pendant groups, [141] led, for example, to robust, regularly structured, controllable polymeric porous 3D nanomaterials; [142] covalent organic frameworks with a diamond topology knotted by adamantane units for iodine capture; [143] self-healing, sunlightdegradable elastomers for flexible and stretchable electronic and optical devices obtained through the introduction of a photolabile adamantane derivative/β-cyclodextrin supramolecular complex in a polyacrylamide network; [137] and polymers with extremely high glass-transition temperatures and thermal stability. [141b] Rigid nanocapsules of predetermined sizes that can uptake a range of correspondingly sized hosts, including C 60 fullerene, were selfassembled from adamantane-based amphiphiles.…”

Precise synthesis of high Tg adamantane-containing polystyrene derivatives via anionic polymerization

“…Anionic polymerization is still the most potent living polymerization method that can be applied to synthesize well-defined polymers with controlled molecular weights ( M n ) and extremely narrow molecular weight distributions ( M w / M n ). 1–24 However, the anionic polymerization of most styrene derivatives containing electrophilic moieties, such as ketone, ester, and imine groups, has not been successfully achieved because these highly reactive moieties are attacked by anionic initiators or carbanions of the active chain-end during polymerization. To prevent such difficulties, Ishizone et al suggested the introduction of bulky substituents onto styrene derivatives containing electrophilic groups.…”