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Issue 34, 2015
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Influence of fluorination in π-extended backbone polydiketopyrrolopyrroles on charge carrier mobility and depth-dependent molecular alignment

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Abstract

A series of π-extended polydiketopyrrolo[3,4-c]pyrroles with a varying degree of fluorination on the thiophene–phenyl–thiophene comonomer was synthesized by Stille polycondensation. The influence of the degree of fluorination was studied with regard to the polymer properties, such as absorption, electrochemical redox potentials, the solid state structure as well as depth-dependent molecular alignment in thin films. Additionally, their performance in organic field effect transistors was evaluated. Whereas fluorination slightly increases the alkyl lamella and shrinks the π–π spacings, the coherence lengths were found to improve significantly in both directions. All polymers were found to be p-type materials when employed in organic field effect transistors (OFET). These devices can be tuned towards ambipolarity in the case of the tetrafluorinated copolymer upon thermal annealing.

Graphical abstract: Influence of fluorination in π-extended backbone polydiketopyrrolopyrroles on charge carrier mobility and depth-dependent molecular alignment

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Supplementary files

Article information


Submitted
30 Jun 2015
Accepted
31 Jul 2015
First published
04 Aug 2015

This article is Open Access

J. Mater. Chem. C, 2015,3, 8916-8925
Article type
Paper
Author version available

Influence of fluorination in π-extended backbone polydiketopyrrolopyrroles on charge carrier mobility and depth-dependent molecular alignment

C. J. Mueller, E. Gann, C. R. McNeill and M. Thelakkat, J. Mater. Chem. C, 2015, 3, 8916
DOI: 10.1039/C5TC01948F

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