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

• Published in: Organic electronics Vol. 49; pp. 400 - 405
• Main Authors: Cameron, Joseph, Nanson, Lana, Blouin, Nicolas, Findlay, Neil J., Inigo, Anto R., Skabara, Peter J.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01-10-2017
• Subjects: Naphthyridine; Novel acceptor unit; Organic field-effect transistor (OFET); Organic semiconductors; Solution-processing; Naphthyridine; Organic semiconductors; Novel acceptor unit; Organic field-effect transistor (OFET); Solution-processing
• ISSN: 1566-1199; 1878-5530
• DOI: 10.1016/j.orgel.2017.07.003

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.
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•Synthesis of compounds containing novel acceptor units.•2,1,3-Benzothiadiazole core influences physical properties significantly.•P-type mobility of 0.022 cm2 V−1 s−1.