Activation of Solid-State Emission and Photostability through Molecular Confinement: the Case of Triptycene-Fused Quinacridone Dyes

We report the facile, metal-free convergent synthesis
and the characterization of novel quinacridone dyes in which
two triptycene units end-cap and sterically confine the
quinacridone chromophore. A precise comparison of the confined
dyes with their known homologues reveals that the reduction of
?-? interactions in triptycene-fused quinacridone dyes compared
to classical quinacridone results not only in an increase of solubility
and processability but also in an enhancement of fluorescence
quantum yield and photostability in the solid state