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Issue 14, 2017
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Cyano substituted benzotriazole based polymers for use in organic solar cells

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Abstract

A new synthetic route to the electron accepting di-cyano substituted benzo[d][1,2,3]triazole (BTz) monomer 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-dicarbonitrile (dTdCNBTz) is reported. The cyano substituents can be easily introduced to the BTz unit in one step via the nucleophilic aromatic substitution of the fluorine substituents of the fluorinated precursor 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-difluoro (dTdFBTz). Co-polymers were prepared with distannylated benzo[1,2-b:4,5-b′]dithiophene (BDT) monomers containing either 2-ethylhexylthienyl (T-EH) side chains or 2-butyloctylthienyl (T-BO) side chains via Stille coupling to yield the novel medium band gap polymers P1 and P2 respectively. Whilst the organic photovoltaic (OPV) performance of P1 was limited by a lack of solubility, the improved solubility of P2 resulted in promising device efficiencies of up to 6.9% in blends with PC61BM, with high open circuit voltages of 0.95 V.

Graphical abstract: Cyano substituted benzotriazole based polymers for use in organic solar cells

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Publication details

The article was received on 24 Jan 2017, accepted on 05 Mar 2017 and first published on 06 Mar 2017


Article type: Paper
DOI: 10.1039/C7TA00835J
Citation: J. Mater. Chem. A, 2017,5, 6465-6470
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    Cyano substituted benzotriazole based polymers for use in organic solar cells

    A. Casey, J. P. Green, P. Shakya Tuladhar, M. Kirkus, Y. Han, T. D. Anthopoulos and M. Heeney, J. Mater. Chem. A, 2017, 5, 6465
    DOI: 10.1039/C7TA00835J

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