Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195, Berlin, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstraße 34-36, 14195, Berlin, Germany.
Angew Chem Int Ed Engl. 2019 Jun 11;58(24):8235-8239. doi: 10.1002/anie.201903204. Epub 2019 May 7.
Fluorescent dyes are applied in various fields of research, including solar cells and light-emitting devices, and as 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 molecule's photophysical properties. Diaminodicyanoquinone derivatives possess high dipole moments, yet only low fluorescence quantum yields, and have therefore been neglected as fluorescent dyes. Here we investigate the fluorescence properties of diaminodicyanoquinones using a combined theoretical and experimental approach and derive molecules with a fluorescence quantum yield exceeding 90 %. The diaminodicyanoquinone core moiety provides chemical versatility and can be integrated into novel molecular architectures with unique photophysical features.
荧光染料在包括太阳能电池和发光器件在内的多个研究领域得到了应用，并且还可用作分析和生物成像研究的示踪剂。具有较高偶极矩的荧光染料为非线性光学和极性灵敏度开辟了道路。氧化还原活性使得分子的光物理性质能够发生切换。二氨基二氰基醌衍生物具有较高的偶极矩，但荧光量子产率却很低，因此它们作为荧光染料而被忽视。在这里，我们使用理论和实验相结合的方法研究了二氨基二氰基醌的荧光性质，并得出了荧光量子产率超过 90%的分子。二氨基二氰基醌的核心部分提供了化学多样性，并可以整合到具有独特光物理特性的新型分子结构中。
