Draper, ER; Greeves, BJ; Barrow, M; Schweins, R; Zwijnenburg, MA; Adams, DJ; (2017) pH-Directed Aggregation to Control Photoconductivity in Self-Assembled Perylene Bisimides. Chem , 2 (5) pp. 716-731. 10.1016/j.chempr.2017.03.022.

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Abstract

Perylene bisimides (PBIs) are one example of useful π-conjugated molecules that can be used in optoelectronic devices as n-type materials with strong visible light absorption. PBIs can self-assemble into a range of structures, but it is rare to be able to control the packing such that the same PBI can form either H-type or J-type aggregates. This is important because the conductivity pathways and optoelectronic properties are directly affected by this packing. Here, we show that we can control the packing of a single PBI functionalized with an amino acid by a subtle change in pH. Under one set of conditions, H-type aggregates form a gel when the pH is decreased. At a slightly different set of starting conditions, J-type aggregates are formed, but they cannot form a gel when the pH is lowered. We show that films formed from the self-assembled structures have very different photoconductive properties.

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