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

Lookup NU author(s): Dr Mohammed Alamiry, Professor Andrew Benniston, Dr Jerry Hagon

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Abstract

A small series of partially alkylated Bodipy dyes were prepared containing F-n-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.

Publication metadata

Author(s): Alamiry MAH, Benniston AC, Hagon J, Winstanley TPL, Lemmetyinen H, Tkachenko NV

Publication type: Article

Publication status: Published

Journal: RSC Advances

Year: 2012

Volume: 2

Issue: 11

Pages: 4944-4950

Print publication date: 27/03/2012

ISSN (electronic): 2046-2069

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/c2ra20219k

DOI: 10.1039/c2ra20219k

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