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Issue 11, 2012
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The fluorine effect: photophysical properties of borondipyrromethene (bodipy) dyes appended at the meso position with fluorinated aryl groups

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Abstract

A small series of partially alkylated Bodipy dyes were prepared containing Fn-aryl (n = 1,2,3,5) groups at the meso position. The effect of increasing the number of fluorines, and their position in the aryl ring, on the electrochemical and photophysical properties of the dyes is discussed. The highly electron withdrawing pentafluoroaryl group makes reduction of the Bodipy segment especially easy when compared to the basic phenylene derivative. High quantum yields of fluorescence in toluene solution are seen for derivatives with fluorine(s) substituted in the ortho position of the meso aryl group. This effect is also mirrored in the fluorescence lifetimes for the molecules. Pressure dependent fluorescence measurements carried out reveal subtle differences in the behaviour for the series of Bodipy derivatives.

Graphical abstract: The fluorine effect: photophysical properties of borondipyrromethene (bodipy) dyes appended at the meso position with fluorinated aryl groups

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Publication details

The article was received on 08 Feb 2012, accepted on 26 Mar 2012 and first published on 27 Mar 2012


Article type: Paper
DOI: 10.1039/C2RA20219K
Citation: RSC Adv., 2012,2, 4944-4950
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    The fluorine effect: photophysical properties of borondipyrromethene (bodipy) dyes appended at the meso position with fluorinated aryl groups

    M. A. H. Alamiry, A. C. Benniston, J. Hagon, T. P. L. Winstanley, H. Lemmetyinen and N. V. Tkachenko, RSC Adv., 2012, 2, 4944
    DOI: 10.1039/C2RA20219K

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