Naphthalene diimide-based polymeric semiconductors. Effect of chlorine incorporation and n-channel transistors operating in water (vol 6, pg 47, 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 cm2 V−1 s −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 <3% degradations upon bias-stress test.