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

Research output: Contribution to journalArticle

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 - 2014

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Chromophores
Oligomers
Cations
Substitution reactions
Optical band gaps
Electronic properties
Optical properties
Derivatives
Acids
azulene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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

Modulating structure and properties in organic chromophores : Influence of azulene as a building block. / Murai, Masahito; Ku, Sung Yu; Treat, Neil D.; Robb, Maxwell J.; Chabinyc, Michael L.; Hawker, Craig J.

In: Chemical Science, Vol. 5, No. 10, 2014, p. 3753-3760.

Research output: Contribution to journalArticle

Murai, M, Ku, SY, Treat, ND, Robb, MJ, Chabinyc, ML & Hawker, CJ 2014, 'Modulating structure and properties in organic chromophores: Influence of azulene as a building block', Chemical Science, vol. 5, no. 10, pp. 3753-3760. https://doi.org/10.1039/c4sc01623h
Murai, Masahito ; Ku, Sung Yu ; Treat, Neil D. ; Robb, Maxwell J. ; Chabinyc, Michael L. ; Hawker, Craig J. / Modulating structure and properties in organic chromophores : Influence of azulene as a building block. In: Chemical Science. 2014 ; Vol. 5, No. 10. pp. 3753-3760.
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