Fluorenyl Hexa-peri-hexabenzocoronene-Dendritic Oligothiophene Hybrid Materials: Synthesis, Photophysical Properties, Self-Association Behaviour and Device Performance

Abstract

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.