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Molecules 2010, 15(11), 7582-7592; doi:10.3390/molecules15117582
Communication

Synthesis of a Highly Luminescent Three-Dimensional Pyrene Dye Based on the Spirobifluorene Skeleton

 and *
Received: 24 August 2010 / Revised: 25 October 2010 / Accepted: 27 October 2010 / Published: 28 October 2010
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Abstract

We have synthesized a highly luminescent (log e > 5.0, F > 0.9) pyrene dye based on a spirobifluorene skeleton [2,2′,7,7′-tetrakis(7-tert-butyl-1-pyrenyl)-9,9′-spirobi[9H-fluorene; 4-PySBF]. The use of spirobifluorene prevents fluorescence quenching by intramolecular energy transfer and/or electron transfer among the chromophores in the excited state. The emission spectra of 4-PySBF exhibited a red shift of 20 nm in comparison to a model compound [9,9′-dioctyl-2,7-bis(7-tert-butyl-1-pyrenyl)-9H-fluorene; 2-PyF], but its UV-Vis spectrum remained unchanged.
Keywords: Spirobifluorene; pyrene; fluorescence; p-conjugation; dye Spirobifluorene; pyrene; fluorescence; p-conjugation; dye
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Sumi, K.; Konishi, G.-I. Synthesis of a Highly Luminescent Three-Dimensional Pyrene Dye Based on the Spirobifluorene Skeleton. Molecules 2010, 15, 7582-7592.

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