Rainbow perylene monoimides: easy control of optical properties.

Perylene dyes have been widely used as photoreceptors in organic photovoltaics because of their outstanding photo-, thermal and chemical stability as well as their excellent photophysical properties. Herein we describe a novel generation of perylene dyes based on N-(2,6-diisopropylphenyl)-perylene-3,4-dicarboximide. The optical properties of these novel perylenes can be finely tuned via the substituents in the 1-, 6- and 9-positions of the perylene core.

Synthesis and modification of terrylenediimides as high-performance fluorescent dyes.

Two new synthetic approaches to terrylenediimides, highly photostable fluorescent dyes, are described. For the first time terrylenediimide has been synthesised in a straightforward procedure that makes large quantities available. The second route includes an efficient cross-coupling reaction followed by a cyclodehydrogenation.

Dendronized perylenetetracarboxdiimides with peripheral triphenylamines for intramolecular energy and electron transfer.

Novel perylene-3,4,9,10-tetracarboxdiimides (PDI) dyes functionalized with polyphenylene dendrimers attached at the bay region are reported. Derivatives of PDI bearing polyphenylene dendrimers up to the second generation, substituted with an increasing number of triphenylamine (TPA) moieties at the periphery, as well as a related nondendronized model compound were prepared. Intramolecular energy transfer was demonstrated by the observation of PDI emission on excitation of the triphenylamines, and electron transfer was detected by comparing photoluminescence quenching in solvents of different polarity.