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Issue 5, 2012
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Synthesis and unexpected halochromism of carbazole-functionalized dithienophospholes

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Abstract

A series of π-conjugated donor–acceptor (D/A) chromophores using dithieno[3,2-b:2′,3′-d]phosphole oxide as an acceptor and 3,6-carbazole as a donor component have been synthesized and characterized. The studies involved several molecular species with D–A, A–D–A, D–A–D architecture, as well as a polymeric species (D–A)n. The different photophysical properties of the systems can be attributed to the carbazole unit de facto acting as aniline species for the π-conjugated system. Treatment of the donor–acceptor materials with acids resulted in the significant red shift of the absorption and emission wavelengths and the process was found to be reversible. Investigations via Density-Functional Theory (DFT) calculations revealed the nature of the unexpected red shift upon protonation.

Graphical abstract: Synthesis and unexpected halochromism of carbazole-functionalized dithienophospholes

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Publication details

The article was received on 10 Jan 2012, accepted on 14 Feb 2012 and first published on 29 Feb 2012


Article type: Paper
DOI: 10.1039/C2NJ40022G
Citation: New J. Chem., 2012,36, 1153-1160
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    Synthesis and unexpected halochromism of carbazole-functionalized dithienophospholes

    M. Stolar and T. Baumgartner, New J. Chem., 2012, 36, 1153
    DOI: 10.1039/C2NJ40022G

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