Synthesis And Properties Of 3,5-di-tert-butyl Substituted Aza-BODIPY

In this thises,the research progress of photodynamic therapy,photothermal therapy and mercury ion probe is reviewed.A series of X-aza-BODIPY with 3,5-position-tBusubstitution is also synthesized,among which the Stokes shift of SMe-azaBDP is the largest in aza-BODIPY system,and has good photothermal and photodynamic therapy effect,which can be used to kill cancer cells.tBu-azaBDP containing thiophene group was synthesized and used as molecular fluorescent probe for mercury ion detection.Finally,aza-BODIPY substituted by methanethiol was synthesized,which is a potential photothermal treatment reagent.The first chapter briefly describes the definition of photodynamic therapy and photothermal therapy,treatment mechanism and research progress,as well as the application of aza-BODIPY in ion detection,including hydrogen ion probe and mercury ion probe,of which mercury ion probe is the main one,including the synthesis and performance of aza-BODIPY synthesized by our research group.In the second chapter,the synthesis of X-tBu-azaBDP is briefly described.Through the characterization of X-tBu-azaBDP with high resolution NMR and carbon spectra and X-ray single crystal diffraction,it is proved that the series of azaBDP is indeed synthesized.By studying the spectral properties,singlet oxygen and photothermal properties of this series of azaBDP,it was found that SMe-tBuazaBDP had the largest Stokes shift,and had the synergistic treatment of photothermal therapy and photodynamic therapy to kill cancer cells.In the third chapter,the synthesis of thiophene-containing-tBuBDP was briefly described,and the structure of the compound was proved by X-ray single crystal diffraction.The photothermal conversion efficiency of S-tBuazaBDP was studied,and it was proved that S-tBuazaBDP could be used as a good photothermal reagent in the treatment of tumor cells.Furthermore,furan-based tBuazaBDP was synthesized to be used as mercury ion detection probe for comparison with S-tBuazaBDP.It was found that S-tBuazaBDP is not only a photothermal reagent with potential,but also can be used as an "on-off" ion probe for specific detection of mercury ions,which is not affected by the presence of other cations.It can be used normally in the pH range of2.0-12.0,which proves that S-tBuazaBDP is an "on-off" molecular fluorescence probe.In the fourth chapter,the synthesis and properties of SMe-azaBDP were described.SMe-azaBDP was synthesized by O’Shea method using p-methanethibenzaldehyde as the starting material,and its photothermal properties were studied.SMe-azaBDP was found to be a potential photothermal treatment reagent.