Derivatives of naphthalene-1,4,5,8-tetracarboxylic acid with amidine structures have been prepared. The light absorption of the bisimide derivatives in the UV region is shifted to the visible for the amidine imides, which also fluoresce with a large Stokes shift. It has been shown how the bisimide-lactam rearrangement can be extended to amidine structures.

The attachment of a γ‐hydroxy alkyl group to a nitrogen atom of perylene‐3,4:9,10‐tetracarboxylic bisimides results in a persistency to alkaline hydrolysis, even to alkali alcoholates. The solubility of these dyes can be controlled by substituents in the β‐position of the alkyl groups so that either highly stable pigments or dyes for homogeneous solutions with high fluorescence quantum yields are obtained. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

Remarkable suitability for single‐molecule spectroscopy in a polyethylene matrix is demonstrated by the highly pink fluorescent peryleneimidazoimides 2 (quantum yield 84 %), which, as well as 1, was prepared in a one‐step reaction from perylene‐3,4‐imido‐9,10‐anhydride. The photostable dye 2 shows the same UV/Vis spectra as terrylene, but exceeds the latter in other properties.

Für die Einzelmolekülspektroskopie in Polyethylenmatrix außerordentlich geeignet ist das stark pinkfarben fluoreszierende Perylenderivat 2 (Quantenausbeute 84 %), das ebenso wie 1 aus Perylen‐3,4:9,10‐tetracarbonsäureanhydridimiden in einer Stufe erhalten wurde. Der photostabile Farbstoff 2 ist UV/Vis‐spektroskopisch äquivalent zu Terrylen, übertrifft dessen Eigenschaften aber deutlich.

Peryleneimidazoloimides: Highly Fluorescent and Stable Replacements of Terrylene.-Replacement of terrylene by title compounds (I)-(III) shows that the latter dye possesses better properties than terrylene. Its absorption spectrum is nearly congruent with the spectrum of terrylene and its strong pink fluorescence with a higher quantum yield is remarkable as well as its high chemical and photochemical persistency. Further properties can be controlled by exchange of the N-tridecyl substituent. -(LANGHALS,