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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 *
Department of Organic and Polymeric Materials, Graduate School of Science and Engineering, Tokyo Institute of Technology, Japan
* Author to whom correspondence should be addressed.
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 (CC BY 3.0).
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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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