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Regiochemistry-driven organic electrochemical transistor performance enhancement in ethylene glycol-functionalized polythiophenes
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Hallani, Rawad K, Paulsen, Bryan D, Petty, Anthony J, Sheelamanthula, Rajendar, Moser, Maximilian, Thorley, Karl J., Sohn, Wonil, Rashid, Reem B, Savva, Achilleas, Morovic, Stefania, Parker, Joseph P., Drury, Oscar, Alsufyani, Maryam, Neophytou, Marios, Kosco, Jan, Inal, Sahika, Costantini, Giovanni, Rivnay, Jonathan and McCulloch, Iain (2021) Regiochemistry-driven organic electrochemical transistor performance enhancement in ethylene glycol-functionalized polythiophenes. Journal of the American Chemical Society, 143 (29). pp. 11007-11018. doi:10.1021/jacs.1c03516 ISSN 0002-7863.
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WRAP-regiochemistry-driven-organic-electrochemical-transistor-performance-enhancement-Costantini-2021.pdf - Accepted Version - Requires a PDF viewer. Download (1966Kb) | Preview |
Official URL: https://doi.org/10.1021/jacs.1c03516
Abstract
Novel p-type semiconducting polymers that can facilitate ion penetration, and operate in accumulation mode are much desired in bioelectronics. Glycol side chains have proven to be an efficient method to increase bulk electrochemical doping and optimize aqueous swelling. One early polymer which exemplifies these design approaches was p(g2T-TT), employing a bithiophene- -thienothiophene backbone with glycol side chains in the 3,3' positions of the bithiophene repeat unit. In this paper, the analogous regioisomeric polymer, namely pgBTTT, was synthesized by relocating the glycol side chains position on the bithiophene unit of p(g2T-TT) from the 3,3' to the 4,4' positions and compared with the original p(g2T-TT). By changing the regio-positioning of the side chains, the planarizing effects of the S-O interactions were redistributed along the backbone, and the influence on the polymer's microstructure organization was investigated using grazing-incidence wide-angle X-ray scattering (GIWAXS) measurements. The newly designed pgBTTT exhibited lower backbone disorder, closer π-stacking, and higher scattering intensity in both the in-plane and out-of-plane GIWAXS measurements. The effect of the improved planarity of pgBTTT manifested as higher hole mobility (μ) of 3.44 ± 0.13 cm V s . Scanning tunneling microscopy (STM) was in agreement with the GIWAXS measurements and demonstrated, for the first time, that glycol side chains can also facilitate intermolecular interdigitation analogous to that of pBTTT. Electrochemical quartz crystal microbalance with dissipation of energy (eQCM-D) measurements revealed that pgBTTT maintains a more rigid structure than p(g2T-TT) during doping, minimizing molecular packing disruption and maintaining higher hole mobility in operation mode.
Item Type: | Journal Article | |||||||||||||||||||||||||||||||||||||||||||||||||||
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Subjects: | Q Science > QD Chemistry Q Science > QH Natural history |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||||||||||||||||||||||||||||||||||||||
SWORD Depositor: | Library Publications Router | |||||||||||||||||||||||||||||||||||||||||||||||||||
Library of Congress Subject Headings (LCSH): | Bioelectronics , Polythiophenes , Conducting polymers, Glycols , Scanning tunneling microscopy | |||||||||||||||||||||||||||||||||||||||||||||||||||
Journal or Publication Title: | Journal of the American Chemical Society | |||||||||||||||||||||||||||||||||||||||||||||||||||
Publisher: | American Chemical Society | |||||||||||||||||||||||||||||||||||||||||||||||||||
ISSN: | 0002-7863 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Official Date: | 28 July 2021 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Dates: |
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Volume: | 143 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Number: | 29 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Page Range: | pp. 11007-11018 | |||||||||||||||||||||||||||||||||||||||||||||||||||
DOI: | 10.1021/jacs.1c03516 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Status: | Peer Reviewed | |||||||||||||||||||||||||||||||||||||||||||||||||||
Publication Status: | Published | |||||||||||||||||||||||||||||||||||||||||||||||||||
Reuse Statement (publisher, data, author rights): | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/jacs.1c03516 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Access rights to Published version: | Restricted or Subscription Access | |||||||||||||||||||||||||||||||||||||||||||||||||||
Date of first compliant deposit: | 10 September 2021 | |||||||||||||||||||||||||||||||||||||||||||||||||||
Date of first compliant Open Access: | 30 June 2022 | |||||||||||||||||||||||||||||||||||||||||||||||||||
RIOXX Funder/Project Grant: |
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