Encouraged by the outstanding performance of pentacene,
the perspective
over enhanced organic semiconductors has been focused on studying
analogous ladder-type materials. In this context, the case of the
diindolo[3,2-b:2′,3′-h]carbazole core is a promising example of a semiconductor with improved
stability. Herein, we report the synthesis of five diindolo[3,2-b:2′,3′-h]carbazole derivatives
displaying different alkylation patterning, as well as their integration
in organic thin-film transistors. The elucidation of the single-crystal
structures of three of the derivatives, accomplished by means of powder
X-ray diffraction (PXRD), provided further insight into the intermolecular
disposition of this core. As a result, the relationship between the
structural design and the performance of the final devices could be
analyzed. Globally, a scope of mobility values from 10–6 to 10–3 cm2 V–1 s–1 was achieved by just fine-tuning the length of the
alkyl chains and the type of passivation layer applied onto the SiO2 surface. Remarkably, all the fabricated devices excel in
terms of temporal and air stability with a shelf lifetime up to years,
a coveted feature in organic electronics that confirms the potential
of this core.