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DOI: 10.1055/s-0030-1260701
Selective NIR-Absorbing Dyes
Rezensent(en):Timothy M. Swager, Jan M. SchnorrUniversität Konstanz, Germany
Selective NIR Chromophores: Bis(pyrrolopyrrole) Cyanines
Angew. Chem. Int. Ed. 2011, 50: 1406-1409
Publikationsverlauf
Publikationsdatum:
20. Juli 2011 (online)
Key words
chromophores - heterocycles - near-IR dyes
Significance
Near-infrared (NIR) dyes that do not absorb in the visible range have potential as heat-blocking window coatings, laser-protecting glasses or as antiforgery markers. The authors present the synthesis of a series of NIR-absorbing bis(pyrrolopyrrole) cyanine dyes (4 and 5 as well as derivatives with different side and end groups) that meet these criteria.
Comment
Rigidifying the conjugated system of 4 by introduction of BPh2 groups (leading to 5) results in a red shift of the absorption maximum by 65 nm as well as in narrowing the absorption bands and in an increase of the extinction coefficient (ε = 277’000 M-¹ cm-¹ for 4 to ε = 571’000 M-¹ cm-¹ for 5).