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Redox-stability of alkoxy-BDT copolymers and their use for organic bioelectronic devices

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Title: Redox-stability of alkoxy-BDT copolymers and their use for organic bioelectronic devices
Authors: Giovannitti, A
Thorley, K
Nielsen, C
Li, J
Donahue, M
Malliaras, G
Rivnay, J
McCulloch, I
Item Type: Journal Article
Abstract: Organic semiconductors can be employed as the active layer in accumulation mode organic electrochemical transistors (OECTs), where redox stability in aqueous electrolytes is important for long‐term recordings of biological events. It is observed that alkoxy‐benzo[1,2‐b:4,5‐b′]dithiophene (BDT) copolymers can be extremely unstable when they are oxidized in aqueous solutions. The redox stability of these copolymers can be improved by molecular design of the copolymer where it is observed that the electron rich comonomer 3,3′‐dimethoxy‐2,2′‐bithiophene (MeOT2) lowers the oxidation potential and also stabilizes positive charges through delocalization and resonance effects. For copolymers where the comonomers do not have the same ability to stabilize positive charges, irreversible redox reactions are observed with the formation of quinone structures, being detrimental to performance of the materials in OECTs. Charge distribution along the copolymer from density functional theory calculations is seen to be an important factor in the stability of the charged copolymer. As a result of the stabilizing effect of the comonomer, a highly stable OECT performance is observed with transconductances in the mS range. The analysis of the decomposition pathway also raises questions about the general stability of the alkoxy‐BDT unit, which is heavily used in donor–acceptor copolymers in the field of photovoltaics.
Issue Date: 25-Apr-2018
Date of Acceptance: 24-Jan-2018
URI: http://hdl.handle.net/10044/1/56497
DOI: https://dx.doi.org/10.1002/adfm.201706325
ISSN: 1616-301X
Publisher: Wiley
Journal / Book Title: Advanced Functional Materials
Volume: 28
Issue: 17
Copyright Statement: © 2018 The Authors. Published by WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Sponsor/Funder: Commission of the European Communities
Commission of the European Communities
Engineering & Physical Science Research Council (E
Engineering and Physical Sciences Research Council
Funder's Grant Number: 610115
643791
RG73951
EP/G037515/1
Keywords: 03 Chemical Sciences
09 Engineering
02 Physical Sciences
Materials
Publication Status: Published
Article Number: 1706325
Online Publication Date: 2018-02-21
Appears in Collections:Physics
Chemistry
Experimental Solid State
Faculty of Natural Sciences



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