Issue 13, 2019

A diketopyrrolopyrrole-based macrocyclic conjugated molecule for organic electronics

Abstract

In this work, the first diketopyrrolopyrrole (DPP) based donor–acceptor macrocyclic conjugated molecule was developed and its application in organic electronics was systematically studied. Macrocyclic molecules, as a fragment of armchair carbon nanotubes, have emerged as functional materials in materials chemistry, but the materials are always limited to cycloparaphenylenes. Using the donor–acceptor design strategy that has been widely used in high performance conjugated polymers for macrocyclic molecules, it will significantly broaden their species with tunable optical and electrical properties. Herein, we synthesize a well-defined macrocyclic molecule containing four electron-deficient DPP units alternating with electron-rich thiophenes. The new molecule was found to show high solubility, near-infrared absorption spectra and 3D charge transport properties. The new macrocyclic molecule as an electron acceptor was applied to non-fullerene organic solar cells, exhibiting an initial efficiency of 0.49%, while the linear molecule with a similar backbone only showed a very low efficiency of 0.03%. Our results demonstrate that donor–acceptor macrocyclic conjugated materials have great potential application in organic electronics.

Graphical abstract: A diketopyrrolopyrrole-based macrocyclic conjugated molecule for organic electronics

Supplementary files

Article information

Article type
Paper
Submitted
21 Jan 2019
Accepted
26 Feb 2019
First published
27 Feb 2019

J. Mater. Chem. C, 2019,7, 3802-3810

A diketopyrrolopyrrole-based macrocyclic conjugated molecule for organic electronics

C. Li, C. Wang, Y. Guo, Y. Jin, N. Yao, Y. Wu, F. Zhang and W. Li, J. Mater. Chem. C, 2019, 7, 3802 DOI: 10.1039/C9TC00377K

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