Triangular Fluorene-based 3D Cages: Design,Synthesis And Photoelectric Properties

Since the first synthesis of cubane in 1960 s,3D Cages have developed rapidly due to they have good monodispersity,fixed molecular weight,fully enclosed space structure.These characteristics of 3D Cages effectively reduce the interactions between the molecules and avoid the aggregation of chains.Up to now,3D Cages have realized diversification of synthetic methods,and they can achieve function varieties through use different building blocks.3D Cages widely used in storage and separation of gas,molecular recognition,explosive detection and organic catalyst.But 3D Cages materials rarely used in organic optoelectronics so far,the fault lie in most 3D Cages own poor solubility,and their conjugated length are too short,Diarylfluorene widely used in OLED,organic laser,OFET and memory because of their special photophysical properties and can modify in multiple sites.In this thesis,we introduce diarylfluorene into 3D Cages to combine their advantages,we introduce octyloxy into 3D Cages to improve their solubility,finally we achieve OLED via solution processing method.In this work,based on our previous work,we use triphenylamine as electronic-donor,a series of fluorene-based 3D Cages and their derivates have been synthesized by means of Friedel-Crafts reactions with lewis acid as catalyst via different routes.The experimental results show that the best route to achieve the successful synthesis of TFC by Friedel-Crafts reaction,this result provide guidance for similar work.The basic photophysical tests and thermal stability tests show that: compared with the ring-open materials,fully enclosed 3D Cages have better spectral stability,electrochemical stability and thermal stability.OLED was prepared with fluorene-based 3D Cages materials and their derivates as light-emitting layer,then we tested their basic properties.These 3D Cages have better spectral stability,electrochemical stability,thermal stability and high quantum efficiency,and 3D Cages can modify-post further as building blocks to construct complicated structure to improve their properties,so the successful synthesized of these 3D Cages provides one new thought and method for preparation of three-dimensional light-emitting materials.