Alqurashy, B.A., Altayeb, B.M., Alfaifi, S.Y. et al. (3 more authors) (2020) Preparation and characterization of quinoxaline-pyrene-based conjugated copolymers for organic photovoltaic devices. Coatings, 10 (11). 1098. ISSN 2079-6412
Abstract
In this study, two novel conjugated polymers, poly(4,5,9,10-tetrakis((2-ethylhexyl)oxy]pyrene-alt-2,3-bis(3-(octyloxy)phenyl)-5,8-di(2-thienyl)-6,7-difluoroquinoxaline) (PPyQxff) and poly(4,5,9,10-tetrakis((2-ethylhexyl)oxy)pyren-alt-2,3-bis(3-(octyloxy)phenyl)-5,8-di(2-thienyl)quinoxaline) (PPyQx), consisting of quinoxaline units with and without fluorine substituents, as electron-accepting moieties and pyrene flanked with dithienyl units as electron-donating moieties were prepared via Stille polymerization reactions for use as electron donor materials in bulk heterojunction (BHJ) solar cells. PPyQxff and PPyQx were characterized by X-ray powder diffraction (XRD), gel permeation chromatography (GPC), thermogravimetric analysis (TGA), cyclic voltammetry (CV), UV−VIS absorption, and nuclear magnetic resonance (NMR) spectroscopy. PPyQxff and PPyQx revealed excellent solution processability in common organic solvents. PPyQxff and PPyQx presented decomposition temperatures above 300 °C. The inclusion of F atoms to the quinoxaline moiety made a slight reduction in the highest occupied molecular orbital (HOMO) level, relative to the unfluorinated polymer, but had no impact on the lowest unoccupied molecular orbital (LUMO) level. PPyQxff and PPyQx exhibited similar physical properties with strong and broad absorbance from 400 to 700 nm and an optical band-gap energy of 1.77 eV. The X-ray powder diffraction study indicated that PPyQxff possessed a reduced π–π stacking distance relative to PPyQx.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
Keywords: | pyrene; quinoxaline; conjugated polymers; donor-acceptor; organic photovoltaics |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 11 Dec 2020 14:23 |
Last Modified: | 11 Dec 2020 14:23 |
Status: | Published |
Publisher: | MDPI AG |
Refereed: | Yes |
Identification Number: | 10.3390/coatings10111098 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:168803 |