School of Chemistry - Research Publications

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    Single Isomer of Indene-C70 Bisadduct-Isolation and Performance in Bulk Heterojunction Solar Cells
    Wong, WWH ; Subbiah, J ; White, JM ; Seyler, H ; Zhang, B ; Jones, DJ ; Holmes, AB (AMER CHEMICAL SOC, 2014-02-25)
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    Morphology Change and Improved Efficiency in Organic Photovoltaics via Hexa-peri-hexabenzocoronene Templates
    Dam, HH ; Sun, K ; Hanssen, E ; White, JM ; Marszalek, T ; Pisula, W ; Czolk, J ; Ludwig, J ; Colsmann, A ; Pfaff, M ; Gerthsen, D ; Wong, WWH ; Jones, DJ (AMER CHEMICAL SOC, 2014-06-11)
    The morphology of the active layer in organic photovoltaics (OPVs) is of crucial importance as it greatly influences charge generation and transport. A templating interlayer between the electrode and the active layer can change active layer morphology and influence the domain orientation. A series of amphiphilic interface modifiers (IMs) combining a hydrophilic polyethylene-glycol (PEG) oligomer and a hydrophobic hexabenzocoronene (HBC) were designed to be soluble in PEDOT:PSS solutions, and surface accumulate on drying. These IMs are able to self-assemble in solution. When IMs are deposited on top of a poly(3,4-ethylenedioxythiophene) poly(styrenesulfonate) (PEDOT:PSS) film, they induce a morphology change of the active layer consisting of discotic fluorenyl-substituted HBC (FHBC) and [6,6]-phenyl C61-butyric acid methyl ester (PCBM). However, when only small amounts (0.2 wt %) of IMs are blended into PEDOT:PSS, a profound change of the active layer morphology is also observed. Morphology changes were monitored by grazing incidence wide-angle X-ray scattering (GIWAXS), transmission electron microscopy (TEM), TEM tomography, and low-energy high-angle angular dark-field scanning transmission electron microscopy (HAADF STEM). The interface modification resulted in a 20% enhancement of power conversion efficiency.
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    Regioselective synthesis of fullerene multiadducts via tether-directed 1,3-dipolar cycloaddition
    Zhang, B ; White, JM ; Jones, DJ ; Wong, WWH (ROYAL SOC CHEMISTRY, 2015)
    The regioselective synthesis of fullerene multiadducts was achieved from commercially available reagents in one pot over two steps. The configuration of the isolated regioisomers was determined using various NMR methods, UV-vis spectroscopy and electrochemical analysis with the structure of one isomer confirmed by single crystal X-ray analysis. Interesting variation in regioselectivity was observed when different amino acid reagents were used in the reactions. Theoretical calculations and additional experiments, such as deuterium exchange, led to a proposed mechanism for the regioselective product formation.
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    Energy Migration in Organic Solar Concentrators with a Molecularly Insulated Perylene Diimide
    Banal, JL ; Soleimaninejad, H ; Jradi, FM ; Liu, M ; White, JM ; Blakers, AW ; Cooper, MW ; Jones, DJ ; Ghiggino, KP ; Marder, SR ; Smith, TA ; Wong, WWH (AMER CHEMICAL SOC, 2016-06-23)
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    Highly Fluorescent Molecularly Insulated Perylene Diimides: Effect of Concentration on Photophysical Properties
    Zhang, B ; Soleimaninejad, H ; Jones, DJ ; White, JM ; Ghiggino, KP ; Smith, TA ; Wong, WWH (AMER CHEMICAL SOC, 2017-10-10)
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    One-pot selective synthesis of a fullerene bisadduct for organic solar cell applications
    Zhang, B ; Subbiah, J ; Lai, Y-Y ; White, JM ; Jones, DJ ; Wong, WWH (ROYAL SOC CHEMISTRY, 2015)
    A single isomer of fullerene bisadduct, PC61PF, was obtained from commercially available fullerene derivative, PC61BM, in one pot over two steps. The tether-directed remote functionalization approach provided a very simple and fast method to produce a single isomer of fullerene bisadduct with good yield and easy purification. Bulk heterojunction organic solar cells containing the bisadduct was fabricated and tested.
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    A molecular nematic liquid crystalline material for high-performance organic photovoltaics
    Sun, K ; Xiao, Z ; Lu, S ; Zajaczkowski, W ; Pisula, W ; Hanssen, E ; White, JM ; Williamson, RM ; Subbiah, J ; Ouyang, J ; Holmes, AB ; Wong, WWH ; Jones, DJ (NATURE PUBLISHING GROUP, 2015-01)
    Solution-processed organic photovoltaic cells (OPVs) hold great promise to enable roll-to-roll printing of environmentally friendly, mechanically flexible and cost-effective photovoltaic devices. Nevertheless, many high-performing systems show best power conversion efficiencies (PCEs) with a thin active layer (thickness is ~100 nm) that is difficult to translate to roll-to-roll processing with high reproducibility. Here we report a new molecular donor, benzodithiophene terthiophene rhodanine (BTR), which exhibits good processability, nematic liquid crystalline behaviour and excellent optoelectronic properties. A maximum PCE of 9.3% is achieved under AM 1.5G solar irradiation, with fill factor reaching 77%, rarely achieved in solution-processed OPVs. Particularly promising is the fact that BTR-based devices with active layer thicknesses up to 400 nm can still afford high fill factor of ~70% and high PCE of ~8%. Together, the results suggest, with better device architectures for longer device lifetime, BTR is an ideal candidate for mass production of OPVs.