Performance of Solution Processed Tröger Base Bis(triarylamine) Derivative as Channel for Field Effect Transistors

GOLMAR FEDERICO; ANDREA BRUTTOMESSO; MONSALVE, LEANDRO; MEDRANO ANAHÍ; LEANDRO TRUPP; ALEJANDRO PARISE

Munich

Congreso; SSI 2016: International Conference and Exhibition on Integration Issues of Miniaturized Systems; 2016

Epoos

Building blocks with well defined rigid structures are very convenient in organic synthesis, as they allow controlling the disposition of different substituents in predictable geometries. This molecules arise both practical and theoretical interest, and are very attractive for their application in molecular recognition, drug development, bioorganic and supramolecular chemistry and as materials for optical and optoelectronical devices. Tröger?s base is one of the most used compounds of this kind, because it adopts a rigid ?V?-shaped geometry with the aromatic rings almost perpendicular to each other.Tröger?s base (TB) and its derivatives have been regarded as ?fascinating molecules? since their first synthesis in 1887 by Carl Julius Tröger, but in the recent years there has been an important resurgence due to their unique properties. TB consists of a bicyclic aliphatic methanodiazocine unit fused with two aromatic rings, which stand in a nearly perpendicular fashion and thus generate a hydrophobic concavity. The methylene bridge in TB?s core prohibits pyramidal inversion of the two nitrogen atoms, making them stable stereogenic centers. This fixed configuration makes TB a C2-symmetric chiral molecule, that can only exist as the RR and SS enantiomers as the diastereomeric-TB (R,S) is geometrically not viable.One of the least studied aspects of TBs is the possible ?communication? between the aromatic moieties in the ?V?-shaped structure, whether it is through the non-conjugated bridge that links them or through space.Regarding field effect transistor fabrication, triphenylamines are attractive semiconductor molecules since they show good stability to ambient conditions and they can be solution processed.In this work we tested a TB derivative as channel for field effect transistor. The derivative was solution processed and the output characteristics of the device was tested.