High performance p-type molecular electron donors for OPV applications via alkylthiophene catenation chromophore extension
Paul B Geraghty, Calvin Lee, Jegadesan Subbiah, Wallace WH Wong, James L Banal, Mohammed A Jameel, Trevor A Smith, David J Jones
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | BEILSTEIN-INSTITUT | Published : 2016
The synthesis of key 4-alkyl-substituted 5-(trimethylsilyl)thiophene-2-boronic acid pinacol esters 3 allowed a simplified alkylthiophene catenation process to access bis-, ter-, quater-, and quinquethiophene π-bridges for the synthesis of acceptor-π-bridge-donor- π-bridge-acceptor (A-π-D-π-A) electron donor molecules. Based on the known benzodithiophene-terthiophene-rhodanine (BTR) material, the BXR series of materials, BMR (X = M, monothiophene), BBR (X = B, bithiophene), known BTR (X = T, terthiophene), BQR (X = Q, quaterthiophene), and BPR (X = P(penta), quinquethiophene) were synthesised to examine the influence of chromophore extension on the device performance and stability for OPV app..View full abstract
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This work was made possible by support from the Australian Renewable Energy Agency which funds the project grants within the Australian Centre for Advanced Photovoltaics. Responsibility for the views, information or advice expressed herein is not accepted by the Australian Government. We thank CSIRO for access to the PESA and glovebox equipment. This work was performed in part at the Melbourne Centre for Nanofabrication (MCN) in the Victorian Node of the Australian National Fabrication Facility (ANFF).