Modulating structure and properties in organic chromophores: Influence of azulene as a building block

Masahito Murai, Sung Yu Ku, Neil D. Treat, Maxwell J. Robb, Michael L. Chabinyc, Craig J. Hawker

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37 Citations (Scopus)

Abstract

The properties of isomeric azulene derivatives, substituted through the 5-membered ring, were examined using a combination of experimentation and theoretical calculations for a series of well-defined electroactive oligomers. The substitution pattern was shown to dramatically influence solid-state, electronic, and optical properties of the oligomers with acid-responsive materials only being observed when the azulenium cation could be directly stabilized by substituents on the 5-membered ring. In addition, the absorption maxima and optical band-gaps of the azulenium cations can be tuned by the substitution position of the azulene ring by the chromophore.

Original languageEnglish
Pages (from-to)3753-3760
Number of pages8
JournalChemical Science
Volume5
Issue number10
DOIs
Publication statusPublished - Oct 2014

ASJC Scopus subject areas

  • Chemistry(all)

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    Murai, M., Ku, S. Y., Treat, N. D., Robb, M. J., Chabinyc, M. L., & Hawker, C. J. (2014). Modulating structure and properties in organic chromophores: Influence of azulene as a building block. Chemical Science, 5(10), 3753-3760. https://doi.org/10.1039/c4sc01623h