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This article is part of the Research Topic

Organic Electronics From Synthesis To Applications

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Front. Chem. | doi: 10.3389/fchem.2019.00178

Facile Synthesis of a 3,4-Ethylene-Dioxythiophene (EDOT) Derivative for Ease of Bio-functionalization of the Conducting Polymer PEDOT

 Bingchen Wu1, Bin Cao1, Ian M. Taylor1, Kevin Woeppel1 and  Xinyan T. Cui1*
  • 1University of Pittsburgh, United States

In the pursuit of conducting polymer based bio-functional devices, a cost-effective and high yield synthesis method for a versatile monomer is desired. We report here a new synthesis strategy for a versatile monomer 2-methylene-2,3-dihydrothieno (3,4-b) (1,4) dioxine, or 3,4-ethylenedioxythiophene with a exomethylene side group (EDOT-EM). Compared to the previously reported synthesis route, the new strategy uses less steps, with faster reaction rate, and higher yield. The presence of EM group opens up endless possibility for derivatization via either hydro-alkoxy addition or thiol-ene click chemistry. EDOT-EM could be polymerized into stable and low impedance PEDOT-EM polymer using electro-polymerization method on different conducting substrates at both macro and micro scales. Facile post-functionalization of PEDOT-EM with molecules of varying size and functionality (from small molecules to DNAs and proteins) was achieved. The new synthetic route of EDOT-EM and the ease of post-functionalization of PEDOT-EM will greatly accelerate the use of conducting polymer in a broad range of organic electronics and bioelectronics applications.

Keywords: EDOT derivative, Conducting polymer (CP), thiol-ene "click" chemistry, Bio-functionalization, organic electronics

Received: 09 Jan 2019; Accepted: 07 Mar 2019.

Edited by:

Jae Young Lee, Gwangju Institute of Science and Technology, South Korea

Reviewed by:

John Forsythe, Monash University, Australia
Won-Gun Koh, Yonsei University, South Korea  

Copyright: © 2019 Wu, Cao, Taylor, Woeppel and Cui. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

* Correspondence: Prof. Xinyan T. Cui, University of Pittsburgh, Pittsburgh, United States, xic11@pitt.edu