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Z. Naturforsch. 2013,
68b, 683 – 686
doi:10.5560/ZNB.2013-3090
NIR Absorption of Perylene Dyes and Fluorescence with Large Stokes' Shift by Simple Deprotonation
Department of Chemistry, University of Munich (LMU), Butenandtstr. 13, D-81377 München, Germany
Reprint requests to Prof. Dr. H. Langhals. Fax: ++49-(0)89-2180-77640. E-mail:
Langhals@lrz.uni-muenchen.de
Received March 18, 2013 / published online Juli 2, 2013
Dedicated to Professor Heinrich Nöth on the occasion of his 85th birthday
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.
Key words: Dyes, Fluorescence Spectroscopy, NIR, ESPT, ESIPT, Perylenes