Polystyrene-based systems with varying donor-acceptor-donor (D-A-D) hydroge
n bonding side chains were synthesized. Recognition interactions between th
ese polymers and guest flavin 5 were studied through H-1 NMR titration expe
riments. Using these systems, we have shown that the efficiency of recognit
ion between the polymer and guest can be controlled through the choice of r
ecognition element on the polymer by adjusting the balance between intra- a
nd intermolecular interactions. The versatility of this "plug and play" str
ategy was readily extended to bulk materials. Using spin casting, we kineti
cally trapped these host-guest complexes in polystyrene films, resulting in
highly efficient recognition processes, a key prerequisite for creation of
supramolecular devices.