Abstract

The degree of fluorination in π-extended polydiketopyrrolopyrroles is correlated with semiconductor properties in transistors and an improved molecular alignment in thin films using depth-dependent grazing incidence X-ray scattering.

Highlights

  • Diketopyrrolopyrrole (DPP) based materials are promising candidates for organic electronics due to their high ambipolar charge carrier mobilities, low optical gap and high absorption coefficient

  • The impact of tetrafluorination in a TPT moiety on the rotational barrier has been studied by computational methods.[17]. In this contribution we report the synthesis of a series of three extended p-conjugated PDPPs by using a non-alkylated thiophene-n-fluorophenylene-thiophene (n = 0, 2, 4) unit as the comonomer

  • We found that monostannylated compounds that are obtained as byproducts from direct lithiation of 2a–c are difficult to separate even by multiple recrystallizations and sublimations

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Summary

Introduction

Diketopyrrolopyrrole (DPP) based materials are promising candidates for organic electronics due to their high ambipolar charge carrier mobilities, low optical gap and high absorption coefficient Their use in organic field effect transistors (OFETs) has received considerable attention over the last few years. The p–p interactions in DPP copolymers can be increased by side chain engineering[4,5] or by incorporating planarizing aromatic units as comonomers into the backbone.[6] Examples are long non-alkylated oligoaromatic units such as hexa- or heptathiophenes,[7] vinylene-bridged bithiophenes or biselenophenes,[4] as well as highly p-extended donating units consisting of thiophene, selenophene and phenyl moieties.[8] In this contribution we report the synthesis of a series of three extended p-conjugated PDPPs by using a non-alkylated thiophene-n-fluorophenylene-thiophene (n = 0, 2, 4) unit as the comonomer.

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