Synthesis and characterization of 2,3-dihydro-thieno[3,4-b][1,4]dioxine (EDOT) derivatives and related compounds as precursors to optoelectronic materials.

摘要

2,3-dihydro-thieno[3,4-b][1,4]dioxine, or commonly called 3,4-ethylenedioxythiophene (EDOT) can be electrochemically and chemically polymerized to poly[3,4-ethylenedioxythiophene-2,5-diyl] (PEDOT), a conductive polymer that has gained considerable interest over the years due to its remarkable stability and good conductivity (∼300 S/cm).;In stark contrast to other conductive polymers, there has been little development in the synthesis of EDOT derivatives, mainly due their difficulty in preparation and purification, as well as their tendency to decompose from their low oxidation potential. The bulk of the EDOT based monomers synthesized have been symmetrical bis-EDOT systems. A majority of these systems, when polymerized, have been investigated for their electrochromic properties. Until recently, not a lot work has been focused on investigating EDOT based systems for their potential use as active emissive components in polymer light emitting devices [PLEDs].;Herein, a series of bis-EDOT monomers were prepared and their initial electronic and electrochemical properties were studied. Several new routes to precursor materials have been developed as well, and ongoing work continues on exploitation of these materials as possible candidates for the next generation of optoelectronic devices.