Design of nanostructured fluorescent polymer chemosensors based on liquid crystal starting materials

ORGN 591

Wonewoo Seo, seow@colorado.edu1, Douglas L. Gin, gin@spot.colorado.edu2, and Robert L. Kerr, Robert.Kerr@colorado.edu1. (1) Department of Chemistry & Biochemistry, University of Colorado, Boulder, Campus Box 215, Boulder, CO 80309-0215, (2) Department of Chemical & Biological Engineering, and Department of Chemistry & Biochemistry, University of Colorado, UCB 424, Boulder, CO 80309
Our research has been focused on designing and synthesizing functional nanostructured materials via the self-organization and polymerization of lyotropic liquid crystal (LLC). One of our new research directions in this field is the incorporation of a fluorescent chemical sensing group into these nanoporous resins to generate new solid-state sensors with molecular-size exclusion capabilities and/or enhanced performance. A novel monomer containing a 4-aminophthalimide-based fluorescent headgroup was designed and synthesized. This monomer will be templated into an inverted hexagonal LLC phase by co-polymerization with LLC structure-directing agent. This poster will present the synthesis of the mesogen, as well as the formation and polymerization of nanostructured resin. The impact of solution pH, transition-metal ion complexation, and solvent environment on fluorescence emission of the resulting sensor will be discussed.