Issue 1, 2022

2,9-Dibenzo[b,def]chrysene as a building block for organic electronics

Abstract

In this article, a new series of conjugated polymers based on a low-cost, easily accessible vat dye called Vat orange 1 or 2,9-dibromo-dibenzo[b,def]chrysene-7,14-dione have been prepared. This compound was made electron-donating by reducing and alkylating the ketone groups into alkoxy groups, allowing the introduction of solubilizing, branched alkyl chains at the 7 and 14 positions. Polymerization reactions using Suzuki–Miyaura coupling with 6,6′-isoindigo, 3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) and 4,7-dithieno-2,1,3-benzothiadiazole (TBT) yielded three donor–acceptor polymers with bandgap values ranging from 1.61 to 1.86 eV. Field-effect transistors (OFETs) and organic solar cells (OSCs) were fabricated and hole mobility values of up to 3.62 × 10−4 cm2 V−1 s−1 and a maximum power conversion efficiency of 1.2% were measured, respectively.

Graphical abstract: 2,9-Dibenzo[b,def]chrysene as a building block for organic electronics

Supplementary files

Article information

Article type
Paper
Submitted
02 9 2021
Accepted
08 11 2021
First published
10 11 2021
This article is Open Access
Creative Commons BY license

Mater. Adv., 2022,3, 599-603

2,9-Dibenzo[b,def]chrysene as a building block for organic electronics

F. Gagnon, V. Tremblay, A. Soldera, M. U. Ocheje, S. Rondeau-Gagné, M. Leclerc and J. Morin, Mater. Adv., 2022, 3, 599 DOI: 10.1039/D1MA00799H

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