Naphthalene diimide-based polymeric semiconductors. Effect of chlorine incorporation and n-channel transistors operating
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esearch Letters
Naphthalene diimide-based polymeric semiconductors. Effect of chlorine incorporation and n-channel transistors operating in water Gi-Seong Ryu, Advanced Energy and Electronic Materials Research Center, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea Zhihua Chen, Polyera Corporation, 8045 Lamon Avenue, Skokie, Illinios 60077, USA Hakan Usta, Department of Materials Science and Nanotechnology Engineering, Abdullah Gül University, Kayseri, Turkey Yong-Young Noh, Advanced Energy and Electronic Materials Research Center, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea; Department of Energy and Materials Engineering, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea Antonio Facchetti, Polyera Corporation, 8045 Lamon Avenue, Skokie, Illinios 60077, USA; Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia Address all correspondence to Antonio Facchetti, Yong-Young Noh, Hakan Usta at [email protected], [email protected], hakan. [email protected] (Received 17 December 2015; accepted 20 January 2016)
Abstract We demonstrate here the design, synthesis and characterization of two new chlorinated polymers, P(NDI2HD–T2Cl2) and P(NDI2OD–T2Cl2) based on N,N′ -difunctionalized naphthalene diimide (NDI) and 3,3′ -dichloro-2,2′ -bithiophene (T2Cl2) moieties. Our results indicate that organic thin-film transistors (OTFTs) based on these new chlorinated polymers exhibit electron mobilities approaching 0.1 cm2V−1s−1 (Ion:Ioff ∼ 106–107), with far less ambipolarity due to their lower highest occupied molecular orbital energies, and they are more stable under deleterious high-humidity conditions (RH ∼ 60%) and upon submersion in water, compared with those fabricated with the parent non-chlorinated polymers. In addition, OTFTs fabricated with the new chlorinated polymers exhibit excellent operational stabilities with
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