We introduce a new family of stable high-mobility organic π-type semiconductors based on the electron-rich 10,15-
dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole (triindole) extended
π-conjugated system. This platform tends to form
columnar stacks of the aromatic cores maximizing π-orbital overlap between adjacent molecules, thus paving the way for
the one-dimensional migration of charge carriers along the columns. In addition these compounds have two different
types of positions that can be functionalized independently offering the possibility of tuning their electronic properties as
well as their morphology through chemical functionalization. The integration of the optimized triindole derivatives into
solution processed devices as active layer is explored in this work.
The search of new organic molecules with improved properties is of fundamental relevance for hybrid organic-inorganic
based devices (OLED, FET, PV, injection layers, flexible large area devices, lasers, etc.). Triindole based materials
present extended aromatic cores with disk-like geometry that allow tailoring their electronic properties through chemical
functionalization. In this work we present an optical and electronic study of new triindole based single crystals. Pistacking
gives rise to highly ordered columnar structures yielding to high mobilities, around 0.4 cm<sup>2</sup>V<sup>-1</sup>s<sup>-1</sup>. External
oxidation is found to increase orders of magnitude the conductivity. Slight modifications of this platform modify
substantially the crystallization dynamics and therefore the quality of the thin films obtained by spin coating from
solutions with different solvents. The morphology, stability and properties of the optimized films are found to be
promising for device fabrication. A comparative study of the absorption and emission efficiency of solutions and thin
films of the different derivatives is presented. The first tests for OLED and OFET devices are under way.
Much effort is being dedicated to develop small organic molecules for their use in organic electronic devices, for which a
key parameter is the mobility of charge within the active organic layers. Important advances achieved in this field have
been therefore connected to the enhancement of the charge carrier mobility of organic semiconductors. In this
communication we present a new family of stable high-mobility organic p-type semiconductors based on the electronrich
10,15-dihydro-<i>5H</i>-diindolo[3,2-a:3',2'-c]carbazole (triindole) platform. We show how it is possible to tune their
electronic properties as well as their supramolecular organization through chemical functionalization.