Study Of Interaction Between BODIPY Derivative With TPE Crown Ether

Supramolecular chemistry,it is a covering chemistry,biology,material science,physics,information science and other interdisciplines.There are many related disciplines derived from supramolecular chemistry,such as supramolecular optical materials,supramolecular chemical materials,supramolecular nanomaterials etc.Supramolecular chemistry can be used to control the aggregation and dispersion of supramolecular nanoparticles,the processing of photoelectric signals,the construction of molecular machinery and devices,the construction of stimulating responsive supramolecular materials,and the transport and controlled release of physiologic drugs in organism.In this thesis,we designed and synthesized a tetraphenylethylene(TPE)derivative containing dibenzo-24-crown-8(DB24C8)via ether linkages to construct a symmetric host molecule Ml which displays aggregation-induced emission(AIE).At the same time,we also designed and synthesized a dipyrromethene boron difluoride(BODIPY)derivative with the fluorescence core of BODIPY linked with amine unit as the guest molecule M2.All of the synthesized molecules were characterized by 1H-NMR,13C-NMR and MS.The structure of the host molecule Ml contains a tetraphenylethylene core,which is the normal structure with the AIE effect.Two crown ether holes create a great possibility for the entry of guest molecules.The guest molecule M2 has the BODIPY parent structure,and the BODIPY compound has excellent fluorescent property in the organic solution and acqueous solution.In this paper,the guest molecule M2 with a long side chain in order to better interaction with the crown ether hole.Then,we studied the interaction of Ml and M2 in THF/H2O = 1:9(V/V)solution.It was found that there was effective fluorescence resonance energy transfer(FRET)between the host molecule Ml and the guest molecule M2,and energy transfer from aggregation-induced emission to non-aggregation-induced emission.The possibility of the interaction between Ml and M2 under neutral,acidic and basic conditions was further determined by fluorescence titration and nuclear magnetic titration.The results show that the FRET efficiency in this host-guest system is not affected by pH.The discovery of the FRET system with high pH stability is very important for the design and development of novel photoelectric materials such as fluorescent molecular switches,fluorescent probes,and solar cell light-harvesting materials etc.