Diaminodicyanoquinones: Fluorescent Dyes with High Dipole Moments and Electron‐Acceptor Properties
P. Rietsch, F. Witte, S. Sobottka, G. Germer, A. Becker, A. Güttler, B. Sarkar, B. Paulus, U. Resch‐Genger, S. Eigler – 2019
Fluorescent dyes are applied in various fields of research,includingsolarcellsandlight-emittingdevices,andas reporters for assays and bioimaging studies.Fluorescent dyes with an added high dipole moment pave the way to nonlinear optics and polarity sensitivity.Redox activity makes it possible to switch the moleculeQsphotophysical properties.Diaminodicyanoquinone derivatives possess high dipole moments,yet only lowfluorescence quantum yields,and have therefore been neglected as fluorescent dyes.Here we investigate the fluorescencepropertiesofdiaminodicyanoquinonesusingacombined theoretical and experimental approach and derive molecules with afluorescence quantum yield exceeding 90%. The diaminodicyanoquinone core moiety provides chemical versatility and can be integrated into novel molecular architectures with unique photophysical features.