ChemInform Abstract: Bis(stilbenyl)squaraines. Novel Pigments with Extended Conjugation.

Abstract We report on the synthesis of a novel type of squaraines ( 11a-f, 17c ) in which the conjugation of the chromophore is extended by stilbene units. These pigments exhibit absorption bands which have their maxima at the end on the Vis region and reach partly into the NIR.

ChemInform Abstract: Extended Conjugation in Stilbenylsquaraines.

Erweiterte Konjugation in unsymmetrischen Stilbenylsquarainen

Extended Conjugation in Stilbenylsquaraines Unsymmetrical 1-aryl-3-stilbenylsquaraines 2a–e and 1,3-bis(stilbenyl)squaraines 3a–c were prepared by CC coupling reactions of the corresponding substituted arenes with derivatives of squaric acid (Schemes 2 and 3). Dialkylamino and alkoxy groups enhance the solubility of these dyes and enlarge the intramolecular charge transfer of these donor–acceptor–donor systems. The extended conjugation of the stilbene units – in comparison with arene building blocks – leads to significant bathochromic shifts in the Vis/NIR absorption spectra.

Extension of the Squaraine Chromophore in Symmetrical Bis(stilbenyl)squaraines

The bis(stilbenyl)squaraines 6d−j,d‘,j‘ represent a novel class of NIR pigments. Their synthesis was performed by the regioselective 2-fold condensation of highly nucleophilic 3,5-dihydroxystilbene...

Bis(stilbenyl)squaraines — Novel pigments with extended conjugation

Abstract We report on the synthesis of a novel type of squaraines ( 11a-f, 17c ) in which the conjugation of the chromophore is extended by stilbene units. These pigments exhibit absorption bands which have their maxima at the end on the Vis region and reach partly into the NIR.