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Furan and pyridinechalcogenodiazole-based π-conjugated systems via a donor-acceptor approach

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Abstract

Two novel furan and pyridinechalcogenodiazole based monomers, namely 4,7-di(furan-2-yl)-[1, 2, 5]thiadiazolo[3,4-c]pyridine (Fu-S-Fu) and 4,7-di(furan-2-yl)-[1, 2, 5]selenadiazolo [3,4-c]pyridine (Fu-Se-Fu), where a single atom in the pyridinechalcogenodiazole unit is varied from S to Se, were designed and synthesized via a donor-acceptor approach, and then the corresponding polymers, P(Fu-S-Fu) and P(Fu-Se-Fu), were electrosynthesized. Also, structure characterization and optoelectronic properties, including FTIR, SEM, DFT theoretical calculations, intramolecular charge transfer nature, optical and electrochemical behaviors, and electrochromic performance, were systematically investigated and comparatively discussed. The obtained monomers exhibited lower oxidation potential (Fu-S-Fu: 1.12 V; Fu-Se-Fu: 1.09 V), leading to the facile electrodeposition of uniform hybrid polymer films with outstanding electroactivity at low oxidation potentials. Optical spectroscopy of corresponding polymers showed that Se substitution led to a red-shift in the low-energy transition, while the high-energy band remains relatively constant in energy.

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Acknowledgments

We are grateful to the National Natural Science Foundation of China (grant numbers: 51572117, 51463008, 51303073), Ganpo Outstanding Talents 555 projects (2013), Key Project of Jiangxi Educational Committee (GJJ150795), Scientific Fund of Jiangxi Science & Technology Normal University (2014QNBJRC003), and National Undergraduate Scientific Research Project of China (201511318014) for their financial support of this work.

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Authors and Affiliations

  1. School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang, 330013, People’s Republic of China

    Hongtao Liu, Shijie Zhen, Shouli Ming, Kaiwen Lin, Hua Gu, Yao Zhao, Yuzhen Li, Baoyang Lu & Jingkun Xu

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  1. Hongtao Liu
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  2. Shijie Zhen
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  3. Shouli Ming
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Correspondence to Baoyang Lu or Jingkun Xu.

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Hongtao Liu and Shijie Zhen contributed equally to this work.

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Liu, H., Zhen, S., Ming, S. et al. Furan and pyridinechalcogenodiazole-based π-conjugated systems via a donor-acceptor approach. J Solid State Electrochem 20, 2337–2349 (2016). https://doi.org/10.1007/s10008-016-3253-0

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