Selective NIR-Absorbing Dyes

doi:10.1055/s-0030-1260701

Synfacts 2011(8): 0840-0840
DOI: 10.1055/s-0030-1260701

Synthesis of Materials and Unnatural Products

Selective NIR-Absorbing Dyes

Rezensent(en):Timothy M. Swager, Jan M. Schnorr

G. M. Fischer, E. Daltrozzo, A. Zumbusch*
Universität Konstanz, Germany
Selective NIR Chromophores: Bis(pyrrolopyrrole) Cyanines
Angew. Chem. Int. Ed. 2011, 50: 1406-1409

Abstract

Volltext

als PDF herunterladen

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).

Abbildungen