School of Chemistry - Research Publications

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Author: Holmes, Andrew × End date: 2012 ×

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    Hexa-peri-hexabenzocoronene in organic electronics
    Seyler, H ; Purushothaman, B ; Jones, DJ ; Holmes, AB ; Wong, WWH (WALTER DE GRUYTER GMBH, 2012-01-01)
    Polycyclic aromatic hydrocarbons (PAHs) are in a class of functional organic compounds with increasing importance in organic electronics. Their tunable photophysical properties and typically strong intermolecular associations make them ideal materials in applications where control of charge mobility is essential. Hexa-peri-hexabenzocoronene (HBC) is a disc-shaped PAH that self-associates into columnar stacks through strong lπ-lΠ interactions. By decorating the periphery of the HBC molecule with various substituents, a range of properties and functions can be obtained including solution processability, liquid crystallinity, and semiconductivity. In this review article, the synthesis, properties, and functions of HBC derivatives are presented with focus on work published in the last five years.
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    Fluorenyl Hexa-peri-hexabenzocoronene-Dendritic Oligothiophene Hybrid Materials: Synthesis, Photophysical Properties, Self-Association Behaviour and Device Performance
    Wong, WWH ; Ma, C-Q ; Pisula, W ; Mavrinskiy, A ; Feng, X ; Seyler, H ; Jones, DJ ; Muellen, K ; Baeuerle, P ; Holmes, AB (WILEY-BLACKWELL, 2011-05)
    Apart from molecular properties, intermolecular forces play a vital role in defining the performance of organic electronic devices. This is particularly relevant in bulk heterojunction (BHJ) solar cells in which the arrangement of electron-donor and -acceptor materials into distinct crystalline phases of ideal size and distribution can lead to better power conversion efficiencies. In this study, a series of fluorenyl hexa-peri-hexabenzocoronenes (FHBC) decorated with thiophene dendrons (DOT) of variable size was obtained by using a convergent synthetic approach. With such variety of molecular sizes and shapes in hand, the objective of this study is to highlight the relationships between molecular properties, bulk properties and device performance. Correlations between π-π stacking ability and dendrimer generation were established from self-organisation studies in solution and solid state. The synergistic combination of molecular organisation at the nanoscale and photophysical characteristics derived from the FHBC and DOT moieties leads to a notable improvement of the photovoltaic performance.