ORGN 348 |
New b-linked pyrrole monomers: Approaches to highly stable and conductive electrochromic polymers
| Jocelyn M. Nadeau and Timothy M. Swager. Department of Chemistry, MIT, 77 Massachusetts Ave, Cambridge, MA 02139 |
| The electron-rich nature of pyrrole typically imparts its polymer derivatives with great intrinsic redox properties such as lower oxidation potentials, high conductivities, and high redox stability. Electrochromic materials incorporating a polypyrrole backbone are highly sought after for these reasons, but relatively few examples of derivatized polypyrroles exist due to the inherent challenge of synthetically manipulating the pyrrole ring. In this work, a versatile synthetic route to b-linked o-dipyrrole monomers has been developed, which can be used to generate families of polymers for comparative studies. Electrochemical polymerization of these monomers leads to the incorporation of polycyclic aromatic residues into a polymer backbone via a tandem cyclization/polymerization mechanism. The resulting conjugated polymer films are highly electroactive, robust electrochromic materials that are greatly delocalized in their oxidized forms. Synthesis, electrochemical, and spectroelectrochemical results will be presented. 
|
| |
|
Materials, Devices, and Switches
1:00 PM-5:00 PM, Tuesday, August 24, 2004 Pennsylvania Convention Center -- 201B, Oral
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
|