Organic semiconductors pave their ways to potential progress and demand for the next step evolving various electronic capabilities. There is a vast potential of organic semiconductors thru use in Organic Thin Film Transistors found in large area electronic displays. Theoretically, high performance organic semiconductors with specifically high charge-carrier mobility can be achieved by designing new molecules with face-to-face π-stacking at the molecular level. Here, we report the synthesis and characterization of a pentacene derivative: dichloropentacene. Pentacene is widely used for an organic thin-film transistor. Our synthesis starts with pentacenequinone, a commercially available compound. The synthesis includes two-steps: chlorination of Pentacenequinone to form a tetrachloro intermediate and dechlorination of the intermediate to form dichloropentacene product. Both mass-spectroscopy and NMR confirmed the formation of the desired product. X-ray crystal structure shows that the planar molecules form face-to-face π-stacking pattern, which is exactly the packing structure that was anticipated.
January 21, 2016
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