1,7,3,5-位非芳基取代aza-BODIPY染料的研制及光谱性能强化的基础研究

相对于全位点可修饰的多样结构BODIPY染料的光谱性能的缺陷，作为其改良型荧光团aza-BODIPY染料，具有高的摩尔消光系数、窄的半峰宽等优异光谱特性。但aza-BODIPY的1,7,3,5位芳基取代的制限结构，及功能化集中在芳基衍生化及2,6位修饰，导致其缺乏多样结构，制约其多样化应用。因而，突破芳基取代aza-BODIPY结构禁锢，旨在aza-BODIPY的1,7,3,5位引入非芳基，丰富其结构，开展少竞争、待发展的原创研究。我们初期研究，合成了3,5位叔丁基aza-BODIPY，使这一原创研究可行。通过非芳基吡咯合成aza-BODIPY的策略，首次洞察非芳基(-CF3, -NMe2, -tBu等)在aza-BODIPY体系的1,7,3,5位取代对光谱性能、构效关系、ππ堆积、AIE效果等影响。基于创新结构，增添aza-BODIPY体系的新门类的染料，形成具有自主知识产权的新型染料。

In comparison with the defection of the spectral properties of various structural BODIPY dyes modified by the full sites, aza-BODIPYs as the improved BODIPYs, have high extinction coefficient and narrow half peak width. However, the limited structures of the aryl substitutions at 1,7,3,5-positions, only aryl derivatization and 2,6-positions modification resulted on the lack of various structures and restricted their diversified application. Therefore, the aim of breaking through the confinement of the aryl substituted aza-BODIPY structures is to introduce the non-aryl groups into the 1,7,3,5-positions in aza-BODIPY, enrich its structure, and explore the original research with less competition, development and risk. In our initial study, we synthesized 3,5-tert-butyl aza-BODIPY, which makes this original study feasible. By the strategy of synthesizing aza-BODIPY by the non-aryl pyrroles, the effects of the non-aryl groups (-CF3, -NMe2, -tBu, etc.) at 1,7,3,5-positions in aza-BODIPY system on spectral properties, structure-activity relationship, ππ stacking and AIE effect will be investigated for the first time. Based on the innovative structure, the new categories of dyes in aza-BODIPY system are added to form the new dyes with the independent intellectual property rights.