Organic chemists have long been fascinated with bicyclic ring systems and these structures were central in classical physical organic studies of carbocations and hyperconjugation. We introduced the concept of these ring structures having the ability to create polymers with intrinsic free volume for size selective gas/molecular permeability (JACS 1998, 120, 5321), low dielectric constants (JACS 2003, 125, 14113), liquid crystal alignment (Macromolecules 2007, 40, 19-25) and high strength interlocking structures (Macromolecules 2006, 39, 3350). The versatility of these materials to create functional materials continues and is widely practiced in gas separation. This presentation will summarize the general design principles and highlight our recent results in the creation of new materials for gas separation and ion exchange membranes. As will be demonstrated the bicyclic ring systems are extremely versatile and can be integrated into polymer sidechains as well as mainchains. Materials with record high ionic conductivities and gas permeability will be detailed.

Bottom up design of materials: The utility of bicyclic ring structures

256th National Meeting (2018)

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