Design,Synthesis And Application Of Novel Fluoroboron Fluorescent Dyes

Fluorine-Boron complexed dipyrrole(BODIPY)fluorescent dyes are currently the most widely studied class of dyes and have excellent spectral properties compared to other types of dyes(rhodamine,cyanine,fluorescein,etc.)in biomedicine,fine chemicals and other fields have a wide range of application prospects.However,the conventional six-membered ring centered BODIPY fluorescent dye has a small Stokes shift and is limited in application.Therefore,it is more and more important to find a more simple synthesis method and obtain more stable new fluorescent dyes.At present,many fluorescent dyes reported are six-membered and five-membered ring-centered fluoroboron dipyrrole compounds,and rarely reported on seven-membered ring fluoroboron fluorescent dyes.The research group has made some progress in the design and synthesis of new fluoroboron fluorescent dyes and adopted a new and simpler synthesis method.For the first time,a seven-membered ring-centered fluoroboron fluorescent dye was reported based on the mother nucleus.The structure was derivatized with a series of substituents,and its structure was characterized by 1H NMR,13 C NMR,HRMS and single crystals.Then they were studied for their photophysical properties and chemical stability.Finally,the effects of different solvents on the electronic spectral properties of the compounds,the influence of different substituents on the spectral properties,and the structure-activity relationship between molecular structures and spectral properties were investigated.Spectral test results show that the new fluorescence has good light stability,large Stokes shift,and high fluorescence quantum yield,the highest can reach 0.86.The polarity of the solvent has little influence on the quaternary dyes.The electronic effect of the terminal substituents has a greater regulatory effect on the spectral properties.The dye emission spectrum of a D-?-A structure formed is red-shifted and the end is absorbed.The electronic group has a reduced dye fluorescence quantum yield.