Direct Arylation: A Greener Synthesis of Anthraquinone-Naphthalene diimide-Based Small Chromophores for Applications in Organic Thin Film Transistors.
Shailesh S BirajdarMay OurabiBrendan MirkaKerba S MoreAvinash L PuyadBenoît H LessardSidhanath V BhosaleSheshanath V BhosalePublished in: Chemistry, an Asian journal (2022)
In this paper, we report the design and synthesis of three naphthalene diimide- (NDI) and anthraquinone- (AQ) based organic chromophores derived from direct arylation reactions; NDI-AQ, AQ-NDI-AQ and NDI-AQ-NDI. Compared to classic cross-coupling reactions, this method reduced the number of synthetic and purification steps. The chemical structures, photophysical and electrochemical properties of these molecules were characterized using UV-vis spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry (CV). The optoelectronic properties of the three dyes enabled the fabrication of organic thin film transistors (OTFTs). The fabricated OTFTs displayed good n-type semiconducting properties, with electron mobilities ( μ e ${{\mu }_{e}}$ ) of 1.5-4.2×10 -4 cm 2 V -1 s -1 .