School of Chemical Engineering and Technology, Collaborative Innovation, Center of Chemical Science and Chemical Engineering (Tianjin), Tianjin University, Tianjin, 300072, P.R. China.
Chemistry. 2020 Sep 4;26(50):11503-11510. doi: 10.1002/chem.202000107. Epub 2020 Jul 30.
Amphiphilic pyrene/perylene bis-chromophore dyes were synthesized from unsymmetrically substituted perylene bisimide dyes, which were obtained through three synthetic methods. The optical and aggregation behaviors of these functional dyes were studied by means of UV/Vis absorption and fluorescence spectroscopy, dynamic light scattering, and TEM. These dyes are highly fluorescent and cover the whole visible-light region. A donor/acceptor dye displays intramolecular fluorescence resonance energy transfer (FRET), with a high efficiency of up to 96.4 % from pyrene to perylene bisimide chromophores, which leads to a high fluorescence color sensitivity to environmental polarity. Under a λ=365 nm UV lamp, the light-emitting colors of the donor/acceptor dye change from green to yellow with increasing solvent polarity, which demonstrates application potential as a new class of FERT probes. The donor/acceptor dye in water was assembled into hollow vesicles with a narrow size distribution. The bilayer structure of the vesicular wall was directly observed by means of TEM. These vesicular aggregates in water are fluorescent at λ=650-850 nm within the near-infrared region.
两亲性苝/并苯双生色团染料是由不对称取代的并苯双酰亚胺染料合成的，这些染料是通过三种合成方法获得的。通过紫外-可见吸收和荧光光谱、动态光散射和 TEM 研究了这些功能染料的光学和聚集行为。这些染料具有很高的荧光性，覆盖整个可见光区域。供体/受体染料显示分子内荧光共振能量转移（FRET），从苝到并苯双酰亚胺生色团的效率高达 96.4%，这导致对环境极性的高荧光颜色灵敏度。在 λ=365nm 的紫外灯下，随着溶剂极性的增加，供体/受体染料的发光颜色从绿色变为黄色，这表明其作为一类新型 FRET 探针具有应用潜力。在水中，供体/受体染料组装成具有窄尺寸分布的中空囊泡。通过 TEM 直接观察到囊泡壁的双层结构。这些在水中的囊泡聚集体在近红外区域的 λ=650-850nm 处具有荧光性。
