Wang Hui-Juan, Zheng Meng-Meng, Xing Wen-Wen, Li Yong-Xue, Wang Yao-Yao, Zhu Hongjie, Zhang Ying-Ming, Yu Qilin, Liu Yu
College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University Tianjin 300071 China
Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University Liaocheng 252000 China.
Chem Sci. 2023 Jul 13;14(31):8401-8407. doi: 10.1039/d3sc02599c. eCollection 2023 Aug 9.
Herein, a triphenylamine derivative (TP-3PY) possessing 4-(4-bromophenyl)pyridine (PY) as an electron-accepting group and tris[-(4-pyridylvinyl)phenyl]amine (TPA) with large two-photon absorption cross-sections as an electron-donating group was obtained, and showed intense absorption in the visible light region ( = 509 nm) and weak near-infrared (NIR) fluorescence emission at 750 nm. After complexation with cucurbit[8]uril (CB[8]), TP-3PY showed bright NIR fluorescence emission at 727 nm and phosphorescence emission at 800 nm. When the supramolecular assembly (TP-3PY⊂CB[8]) further interacted with dodecyl-modified sulfonatocalix[4]arene (SC4AD), the fluorescence and phosphorescence emissions were further enhanced at 710 and 734 nm, respectively. However, only the fluorescence emission of TP-3PY was enhanced in the presence of cucurbit[7]uril (CB[7]) and SC4AD. More interestingly, the photoluminescence of TP-3PY⊂CB[8]@SC4AD and TP-3PY⊂CB[7]@SC4AD assemblies could be excited by both visible (510 nm) and NIR light (930 nm). Finally, these ternary supramolecular assemblies with bright NIR light emission were applied to lysosome imaging of tumor cells and real-time biological imaging of mice.
在此，获得了一种三苯胺衍生物（TP-3PY），其具有作为电子接受基团的4-(4-溴苯基)吡啶（PY）以及具有大双光子吸收截面的三[-(4-吡啶乙烯基)苯基]胺（TPA）作为电子供体基团，该衍生物在可见光区域（λ = 509 nm）有强烈吸收，在750 nm处有较弱的近红外（NIR）荧光发射。与葫芦[8]脲（CB[8]）络合后，TP-3PY在727 nm处显示出明亮的近红外荧光发射，并在800 nm处有磷光发射。当超分子组装体（TP-3PY⊂CB[8]）进一步与十二烷基修饰的磺化杯[4]芳烃（SC4AD）相互作用时，荧光和磷光发射分别在710和734 nm处进一步增强。然而,在葫芦[7]脲（CB[7]）和SC4AD存在下，只有TP-3PY的荧光发射增强。更有趣的是，TP-3PY⊂CB[8]@SC4AD和TP-3PY⊂CB[7]@SC4AD组装体的光致发光可以被可见光（510 nm）和近红外光（930 nm）激发。最后，这些具有明亮近红外光发射的三元超分子组装体被应用于肿瘤细胞的溶酶体成像和小鼠的实时生物成像。
