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Synthesis and electrochromic behavior of a multi-electron redox-active N-heteroheptacenequinone

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Abstract

We report a novel N-heteroheptacenequinone derivative (C6OAHCQ) as a large π-conjugated framework. C6OAHCQ shows good electron-accepting behaviour owing to eight electron-deficient imino-N atoms and two carbonyl moieties and excellent solubility in common organic solvents. When a potential between 0 and −2.20 V is applied, C6OAHCQ is able to accept four electrons, which is more than fullerene C60 (three electrons) could accept in this voltage range. Moreover, a solution of C6OAHCQ and nBu4NPF6 in CH2Cl2 exhibits a clearly reversible brown-to-green colour change, suggesting that C6OAHCQ has potential as an electrochromic material.

Graphical abstract: Synthesis and electrochromic behavior of a multi-electron redox-active N-heteroheptacenequinone

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Publication details

The article was received on 10 Jun 2019, accepted on 02 Jul 2019 and first published on 03 Jul 2019


Article type: Paper
DOI: 10.1039/C9OB01323G
Org. Biomol. Chem., 2019, Advance Article

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    Synthesis and electrochromic behavior of a multi-electron redox-active N-heteroheptacenequinone

    K. Isoda, M. Matsuzaka, T. Sugaya, T. Yasuda and M. Tadokoro, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB01323G

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