Three types of 4′-methoxychalcone derivatives Cha-1 ∼ Cha-9 with different electron-withdrawing or electron-donating substituents at different positions were synthesized and studied. When the A ring has a hydroxyl group at the 2-position, the strong electron-donating groups at the 4-position of the B ring was more conducive to the near-infrared and aggregation-enhanced emission (AEE) features of the compound than the electron withdrawing groups. The single-crystal analysis confirmed that the good planarity of the 4′-methoxychalcone derivatives favors their fluorescence quantum yields. Moreover, chalcone fluorophores with different fluorescence properties could be obtained by modulating substituent at the 2-position of A ring. In addition, Cha-9 was selected as the AEE luminogen to locate the lysosomes in HeLa cells. These results provided fundamental knowledge for the design and application of 4′-methoxychalcone derivatives of aggregation-induced emission (AIE) compounds.

合成并研究了在不同位置具有不同吸电子或给电子取代基的3种4'-甲氧基查耳酮衍生物Cha-1～Cha-9。当 A 环 2 位有羟基时，B 环 4 位的强给电子基团更有利于化合物的近红外和聚集增强发射 (AEE) 特性。吸电子基团。单晶分析证实4'-甲氧基查耳酮衍生物良好的平面性有利于它们的荧光量子产率。此外，通过调节取代基可以得到具有不同荧光特性的查尔酮荧光团。在 A 环的 2 位。此外，选择 Cha-9 作为 AEE 发光原来定位 HeLa 细胞中的溶酶体。这些结果为聚集诱导发射（AIE）化合物的4'-甲氧基查耳酮衍生物的设计和应用提供了基础知识。