2013
DOI: 10.5560/znb.2013-3090
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NIR Absorption of Perylene Dyes and Fluorescence with Large Stokes’ Shift by Simple Deprotonation

Abstract: A brightly red fluorescent 1-hydroxyperylene bisimide was prepared by a nucleophilic aromatic displacement reaction. The deprotonation of the hydroxy group shifts the absorption and the strong fluorescence into the NIR. A selected medium promotes an ESPT mechanism and induces a large Stokes' shift of nearly 200 nm in the NIR.

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Cited by 3 publications
(1 citation statement)
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“…The necessary aqueous medium with controlled acidity and the limited photostability of 15 mean restrictions for many applications. The ESPT mechanism can be also realized with the more stable perylene dyes such as 16 (RN 1018856-45-5) [82] even in more lipophilic media where amines may be applied as proton acceptors. The ESPT mechanism allows a separation between absorption and fluorescence spectra for 16; see Figure 13.…”
Section: Dynamic Processesmentioning
confidence: 99%
“…The necessary aqueous medium with controlled acidity and the limited photostability of 15 mean restrictions for many applications. The ESPT mechanism can be also realized with the more stable perylene dyes such as 16 (RN 1018856-45-5) [82] even in more lipophilic media where amines may be applied as proton acceptors. The ESPT mechanism allows a separation between absorption and fluorescence spectra for 16; see Figure 13.…”
Section: Dynamic Processesmentioning
confidence: 99%