Journal of Porphyrins and Phthalocyanines ( IF 1.5 ) Pub Date : 2023-06-14 , DOI: 10.1142/s1088424623500852 Pinky Chauhan 1 , Kanhu Charan Behera 1 , Mangalampalli Ravikanth 1
A new dye called the -perimidinyl 3-pyrrolyl BODIPY(PPyBODIPY) was synthesized readily by treating -formyl 3-pyrrolyl BODIPY with 1,8-diamino naphthalene in ethanol at reflux. The PPyBODIPY was thoroughly characterized and studied by HR-MS, 1D & 2D NMR, absorption, fluorescence and DFT/TDDFT techniques. The PPyBODIPY absorbs strongly in the 500-600 nm region and emits weakly in the region of 550–650 nm with low quantum yield. DFT optimized structure of PPyBODIPY revealed that the 3-pyrrolyl BODIPY unit was almost planar and the perimidinyl moiety was oriented at 78.88 relative to appended pyrrole of 3-pyrrolyl BODIPY unit. The photophysical studies revealed that the PPyBODIPY acts as AIEgen and showed aggregation-induced emission behavior in a 60% H2O-THF mixture.
中文翻译:
α-脒基3-吡咯基BODIPY的合成及聚集诱导发光性质
一种新染料称为-哌啶基3-吡咯基BODIPY(PPyBODIPY)通过处理很容易合成-甲酰基 3-吡咯基 BODIPY 与 1,8-二氨基萘在乙醇中回流。通过 HR-MS、1D 和 2D NMR、吸收、荧光和 DFT/TDDFT 技术对 PPyBODIPY 进行了彻底的表征和研究。PPyBODIPY 在 500-600 nm 区域有强吸收,在 550-650 nm 区域有弱发射,量子产率较低。PPyBODIPY 的 DFT 优化结构表明,3-吡咯基 BODIPY 单元几乎是平面的,并且哌啶基部分的取向为 78.88相对于3-吡咯基BODIPY单元附加的吡咯。光物理研究表明,PPyBODIPY 充当 AIEgen,并在 60% H 2 O-THF 混合物中表现出聚集诱导的发射行为。