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Issue 1, 2015

Conducting polyfurans by electropolymerization of oligofurans

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Abstract

Polyfurans have never been established as useful conjugated polymers, as previously they were considered to be inherently unstable and poorly conductive. Here, we show the preparation of stable and conducting polyfuran films by electropolymerization of a series of oligofurans of different chain lengths substituted with alkyl groups. The polyfuran films show good conductivity in the order of 1 S cm−1, good environmental and electrochemical stabilities, very smooth morphologies (roughness 1–5 nm), long effective conjugation lengths, well-defined spectroelectrochemistry and electro-optical switching (in the Vis-NIR region), and have optical band-gaps in the range of 2.2–2.3 eV. A low oxidation potential needed for polymerization of oligofurans (compared to furan) is a key factor in achievement of improved properties of polyfurans reported in this work. DFT calculations and experiments show that polyfurans are much more rigid than polythiophenes, and alkyl substitution does not disturb backbone planarity and conjugation. The obtained properties of polyfuran films are similar or superior to the properties of electrochemically prepared poly(oligothiophene)s under similar conditions.

Graphical abstract: Conducting polyfurans by electropolymerization of oligofurans

Supplementary files

Article information


Submitted
31 Aug 2014
Accepted
03 Oct 2014
First published
17 Oct 2014

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2015,6, 360-371
Article type
Edge Article

Conducting polyfurans by electropolymerization of oligofurans

D. Sheberla, S. Patra, Y. H. Wijsboom, S. Sharma, Y. Sheynin, A. Haj-Yahia, A. H. Barak, O. Gidron and M. Bendikov, Chem. Sci., 2015, 6, 360 DOI: 10.1039/C4SC02664K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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