Synthesis And Performance Test Of A New Type Of Near-infrared BODIPY Fluorescent Probe

BODIPY（BODIPY）is an important general-purpose high-performance probe material for in vivo fluorescence imaging and ion recognition,and it is also one of the most promising fluorescent function modules in the new materials about"integration of diagnosis and treatment".In recent years,its research hotspots have mainly focused on（1）precise control of Stokes displacement through simple modification strategies,and the best fluorescence emission wavelength is 700-900 nm in the near-infrared region;（2）Improve the water solubility and biocompatibility of the probe by introducing hydrophilic groups/materials through chemical bonds or self-assembly;（3）Introduce other functional modules to give them special functions such as photodynamic,photothermal,and drug loading.Based on this,in this paper,we designed and synthesized three new types of BODIPY fluorescent probes with large Stokes shift,and systematically studied the influence of process optimization conditions,specific ion recognition behavior,concentration and p H changes on fluorescence performance.（1）By Knoevenagel reaction,conjugated bromophenyl groups were introduced into the meso and the 2,6 positions respectively,and BODIPY-Br-2 was synthesized with the best yield of 74.3%.Its fluorescence emission wavelength reached 711 nm,and the visible concentration was 20μM,maintains good fluorescence performance at p H 3～10.（2）A conjugated triazole ring and ester group structure was introduced at the meso position through the Click reaction,and an anion probe BOP-3qj-3 was designed and synthesized,which can sensitively recognize CN^-ions at a concentration of 2μM and introduce ester groups It alleviates the intermolecular conjugate aggregation,and maintains good fluorescence performance under the conditions of p H3～11,which has potential value in the field of rapid CN^-residue detection.（3）Through Knoevenagel and Click reactions,conjugated triazole rings and gamma cyclodextrin were introduced into the meso and 2,6 positions respectively,and a water-soluble metal ion probe was designed and synthesized,and its fluorescence emission wavelength reached the near-infrared region of 874 nm.It has specific recognition ability for Hg⁺,Ca²⁺and Zn²⁺.At the same time,the larger cavity ofγ-cyclodextrin also lays the work foundation for the subsequent realization of"diagnosis and treatment integration"through"host-object"self-assembly.