Institut für Organische Chemie & Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13385-13389. doi: 10.1002/anie.201907618. Epub 2019 Aug 12.
Strongly emissive solid-state materials are mandatory components for many emerging optoelectronic technologies, but fluorescence is often quenched in the solid state owing to strong intermolecular interactions. The design of new organic pigments, which retain their optical properties despite their high tendency to crystallize, could overcome such limitations. Herein, we show a new material with monomer-like absorption and emission profiles as well as fluorescence quantum yields over 90 % in its crystalline solid state. The material was synthesized by attaching two bulky tris(4-tert-butylphenyl)phenoxy substituents at the perylene bisimide bay positions. These substituents direct a packing arrangement with full enwrapping of the chromophore and unidirectional chromophore alignment within the crystal lattice to afford optical properties that resemble those of their natural pigment counterparts, in which chromophores are rigidly embedded in protein environments.
强发光固态材料是许多新兴光电技术的必备组件,但由于分子间相互作用较强,荧光在固态中往往会被猝灭。设计新的有机颜料可以克服这一限制,这些有机颜料即使在高结晶倾向下仍能保持光学性能。在此,我们展示了一种新材料,其具有类似于单体的吸收和发射轮廓,以及在其结晶固体状态下超过 90%的荧光量子产率。该材料通过在苝二酰亚胺的并苯位置连接两个庞大的三(4-叔丁基苯基)苯氧基取代基来合成。这些取代基引导一种堆积排列,其中完全包裹发色团,并且在晶格内沿一个方向排列发色团,从而赋予类似于其天然颜料对应物的光学性质,其中发色团被刚性嵌入蛋白质环境中。