Organic semiconductors arouse much interest and the first device generation based on organic semiconductors, such as OLEDs, has already reached the market. In addition to their potential applications in flexible electronics, smart organic semiconductors, able to respond to a variety of physical or chemical stimuli, arose great expectations in areas such as health, security, photocatalysis, etc.. We have been long involved in the development of novel high mobility heptacyclic semiconductors, such as triindole (1), truxenone (2) and diazatruxenone (3), (see Figure 1). Owing to their discotic geometry, these molecules present a high tendency to self-assemble into highly ordered columnar superestructures paving the way for increased charge carrier mobility due to favorable intermolecular π-orbital overlap. These three disk-like heptacyclic semiconducting scaffolds share the same geometry (all of them can be considered as triphenylbenzenes planarized through different moieties), while the bridging functionalities change drastically their electronic character. Thus, while triindole is an efficient p-type semiconductor1, truxenones2 and diazatruxenones3 behave as n-type and ambipolar semiconductors, respectively. In this communication we present our efforts to expand the potential applications of these high mobility semiconductors, by synthesizing new self-assembling materials and porous polymers, with stimuli-responsive semiconducting behavior based on these heptacyclic scaffolds.

Stimuli responsive discotic semiconductors: From materials to devices

2019 Fall National Meeting

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