Synthesis of Tetrachloro-azapentacene as an Ambipolar Organic Semiconductor with High and Balanced Carrier Mobilities

Two new azapentacene derivatives 9,10-dibromo-6,13-bis(triisopropylsilylethynyl)-1-azapentacene (a) and 8,9,10,11-tetrachloro-6,13-bis(triisopropylsilylethynyl)-1-azapentacene (b) were synthesized, and their FET properties were investigated. Compound b exhibits high and balanced ambipolar transport properties, with the hole and electron mobilities reaching up to 0.12 and 0.14 cm2 V–1 s–1, respectively. This work suggests that chlorination to the N-heteropentacene framework is an efficient way for producing high performance ambipolar organic semiconductors.