Issue 23, 2017

Applying direct heteroarylation synthesis to evaluate organic dyes as the core component in PDI-based molecular materials for fullerene-free organic solar cells

Abstract

Direct heteroarylation has emerged as a versatile and powerful tool to access π-conjugated materials through atom-economical Pd-catalyzed carbon–carbon bond forming reactions. Employing this synthetic protocol has enabled the facile evaluation of a series of organic dyes in a PDI-dye-PDI framework. Material properties are largely dictated by the PDI components, but the incorporation of either thienoisoindigo, diketopyrrolopyrrole or isoindigo has been shown to influence the ionization potential and absorption profiles of the final materials. Solution-processable organic solar cell devices were fabricated to investigate the influence of the different dye cores on photovoltaic performance when paired with the donor polymer PTB7-Th. It was found that the diketopyrrolopyrrole-based material out-performed the other organic dyes, demonstrating energy losses of less than 0.6 eV, promising efficiencies when cast from non-halogenated solvents and the ability to dictate self-assembly induced by small volume fractions of the high-boiling solvent additive 1,8-diiodooctane to reach best device efficiencies of 4.1%.

Graphical abstract: Applying direct heteroarylation synthesis to evaluate organic dyes as the core component in PDI-based molecular materials for fullerene-free organic solar cells

Supplementary files

Article information

Article type
Paper
Submitted
10 Jan 2017
Accepted
09 Feb 2017
First published
09 Feb 2017

J. Mater. Chem. A, 2017,5, 11623-11633

Applying direct heteroarylation synthesis to evaluate organic dyes as the core component in PDI-based molecular materials for fullerene-free organic solar cells

S. M. McAfee, S. V. Dayneko, A. D. Hendsbee, P. Josse, P. Blanchard, C. Cabanetos and G. C. Welch, J. Mater. Chem. A, 2017, 5, 11623 DOI: 10.1039/C7TA00318H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements