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Issue 28, 2019, Issue in Progress
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On the homocoupling of trialkylstannyl monomers in the synthesis of diketopyrrolopyrrole polymers and its effect on the performance of polymer-fullerene photovoltaic cells

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Abstract

Homocoupling of monomers in a palladium-catalyzed copolymerization of donor–acceptor polymers affects the perfect alternating structure and may deteriorate the performance of such materials in solar cells. Here we investigate the effect of homocoupling bis(trialkylstannyl)-thiophene and -bithiophene monomers in two low band gap poly(diketopyrrolopyrrole-alt-oligothiophene) polymers by deliberately introducing extended oligothiophene defects in a controlled fashion. We find that extension of the oligothiophene by one or two thiophenes and creating defects up to at least 10% does not significantly affect the opto-electronic properties of the polymers or their photovoltaic performance as electron donor in solar cells in combination with [6,6]-phenyl C71 butytic acid methyl ester as acceptor. By using model reactions, we further demonstrate that for the optimized synthetic protocol and palladium-catalyst system the naturally occurring defect concentration in the polymers is expected to be less than 0.5%.

Graphical abstract: On the homocoupling of trialkylstannyl monomers in the synthesis of diketopyrrolopyrrole polymers and its effect on the performance of polymer-fullerene photovoltaic cells

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Publication details

The article was received on 09 Apr 2019, accepted on 13 May 2019 and first published on 20 May 2019


Article type: Paper
DOI: 10.1039/C9RA02670C
RSC Adv., 2019,9, 15703-15714
  • Open access: Creative Commons BY-NC license
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    On the homocoupling of trialkylstannyl monomers in the synthesis of diketopyrrolopyrrole polymers and its effect on the performance of polymer-fullerene photovoltaic cells

    G. H. L. Heintges and R. A. J. Janssen, RSC Adv., 2019, 9, 15703
    DOI: 10.1039/C9RA02670C

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