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Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide

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journal contribution
posted on 2016-08-19, 11:53 authored by Zhuping Fei, Yang Han, Jaime Martin, Fiona H. Scholes, Mohammed Al-Hashimi, Siham Y. AlQaradawi, Natalie Stingelin, Thomas D. Anthopoulos, Martin Heeney
We report the synthesis of a novel naphthalene diimide (NDI) monomer containing two (tributyl­stannyl)­vinyl groups. The utility of this building block is demonstrated by its copolymerization with five different electron-rich comonomers under Stille conditions. The resulting high molecular weight polymers show red-shifted optical absorptions in comparison to the analogous polymers without the vinylene spacer and a significant increase in the intensity of the low-energy intramolecular charge transfer band. The polymers all exhibit ambipolar behavior in bottom-gate, top-contact organic thin-film transistors. The insertion of a solution-processed barium hydroxide layer between the polymer and the gold electrode led to unipolar behavior with improved electron mobilities.