Solution-processable 2,1,3-benzothiadiazole containing compound based on the novel 1-dodecyl-6-dodecoxynaphthyridine-2-one unit for organic field-effect transistors

Cameron, Joseph and Nanson, Lana and Blouin, Nicolas and Findlay, Neil J. and Inigo, Anto R. and Skabara, Peter J. (2017) Solution-processable 2,1,3-benzothiadiazole containing compound based on the novel 1-dodecyl-6-dodecoxynaphthyridine-2-one unit for organic field-effect transistors. Organic Electronics, 49. pp. 400-405. ISSN 1566-1199 (https://doi.org/10.1016/j.orgel.2017.07.003)

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Abstract

Small molecule organic semiconductors have well-defined structures and can be used in place of polymers which often show batch-to-batch variation. Many different electron-rich donor and electron-deficient acceptor units have been used to design materials with reduced HOMO-LUMO gaps and improved mobilities. Here we introduce a novel acceptor unit, 1-dodecyl-6-dodecoxynaphthyridine-2-one. This acceptor unit has been used in the synthesis of two novel compounds, with thiophene and 2,1,3-benzothiadiazole (BT) cores. The BT-containing compound shows a narrower HOMO-LUMO gap, broad solid-state absorption and has been applied to organic field-effect transistors, showing a mobility of 0.022 cm2 V−1 s−1 after optimisation of devices using self-assembled monolayers.