The Synthesis And Properties Of Functional Groups Based On 9,10-Distyryl Fluorene Functional Groups

The Metal-organic framework?MOFs?and the covalent organic framework?COFs?have large pores and surface areas,controllable synthetic design and potential applications in asymmetric catalysis,gas storage,fluorescent probes and sensing,which gradually become a popular porous material in recent years.In this thesis,we synthesized a DSA derivative based on 9,10-distyryl fluorene?DSA?with aggregation-induced luminescence effect?AIE?,and participated in the construction of metal organic framework and covalent organic framework.Fluorescence,large pores,etc.we use it for the detection of heavy metal ions in industrial wastewater,nitro explosives,and hydrogen storage by means of fluorescence and large pores.The main contents of this paper are as follows:1.Introduce two carboxylic acid groups on the basis of DSA,synthesize ligand H₂DSAwithstrongAIEeffect,andcombinetheligandwith4-tert-butylsulfonylcalix[4]arene?H₄TBSC?and Zn???Coordination gave a two-dimensionalmetal-organicframework[Zn₄?OH?₄?DSA?₂]withstrong fluorescence.We studied the structure of the complex by X-ray single crystal diffraction,and studied the properties of thermal stability,gas absorption and desorption and fluorescence.The results show that the thermal stability of compound is very amazing,and the adsorption capacity for N₂ is 0.58 cm³/g,and the quantum yield is 68.3%,which is much higher than the fluorescence quantum yield of H₂DSA of 26.3%.In the study of fluorescence properties,it was found that when the concentration of dichromate ion was added to 112.5 ppm,the fluorescence reached more than 90%quenching,indicating that the complex has very good selectivity for dichromate ions.2.Introduce two aldehyde groups on the basis of DSA,synthesize CHO-DSA with strong AIE effect,and react the dialdehyde with tetrakis?4-aminophenyl?methane to obtain a three-dimensional covalent organic framework DSA-COFs I with strong fluorescence.We performed XRD powder diffraction,infrared spectroscopy,thermal stability,gas absorption and desorption and fluorescence on DSA-COFs I.Studies have shown that the DSA-COFs I have very good thermal stability and have an adsorption capacity for N₂ of 0.7 cm³/g.The synthesized quantum yield of DSA-COFs was 35.8%,and the titration of 4-nitroaniline,dinitramine and 2,4-dinitroaniline was carried out,and it was found that 2,4-dinitroaniline was added dropwise.At 26.8 ppm,the fluorescence reached more than 90%quenching,indicating that DSA-COFs I have high sensitivity and selectivity for 2,4-dinitroaniline.3.Two cyano groups were introduced on the basis of DSA,and a CN-DSA with the same AIE effect was synthesized.The cyano polymerization of CN-DSA is carried out under appropriate conditions to form a two-dimensional porous azine-based covalent organic skeleton CN-COFs ?.We performed XRD powder diffraction,infrared spectroscopy,thermal stability,gas absorption and desorption,and fluorescence on CN-COFs ?.Studies have shown that the CN-COFs ? have very good thermal stability and have an adsorption capacity for N₂ of 0.75 cm³/g.The CN-COFs ? were tested for H₂,CO₂ and CH₄,and the adsorption capacities were101.43 cm³/g,38.76 cm³/g,and 17.35 cm³/g,respectively.This just illustrates the advantages of CN-COFs ? in the storage and transportation of hydrogen.