Design,Synthesis And Application Of Functionalized Pillar[5]Arene

Macrocyclic aromatic hydrocarbons(PAHs)are an important branch of supramolecular chemistry and one of the research hotspots of supramolecular chemistry.Crown ether,cyclodextrin,calixarene and cucurbituril are four generations of classical macrocyclic molecules in the development of macrocyclic aromatics.As a new generation of macrocyclic molecules,the column aromatics has attracted more and more attention and research in the past ten years since it was discovered in 2008.So far,the application potential of aromatics in many fields has been shown.Based on the interaction between the main and guest of the column aromatics,the application of the assembled body is explored.In the second part of this paper,we synthesized the bifunctional pillar[5]arene with tripyridine,and synthesized the neutral guest molecules which are matched with the recognition phase of the main and guest of pillar[5]arene.Three supramolecular assemblies were formed by the recognition of host guest interaction and coordination of Zn2+and tripyridine.We selected one of the better ones to study.It was found that the assembly formed under high concentration could not form gelatin under the existing solvent conditions in the laboratory.After that,we prepared a solution with certain concentration of this component,added phenol,o-hydroxyphenol and trinitrophenol into the solution,and tested the fluorescence change of the solution.It was found that trinitrophenol had the most obvious quenching effect on the solution.By the UV and fluorescence spectra,we found that the obvious reason for the quenching effect was the FRET process between the assembled body and trinitrophenol.In the third part of this paper,we synthesized the functionalized pillar[5]arene of perylene diimide(PDI)derivatives as the main body(C4P5-PDI),and the guest molecule uses the neutral guest molecule in the first part.As the control group,we synthesized the C4-PDI molecules corresponding to the pillar[5]arene functionalized by perylene diimide(PDI).Compared with the control group,we found that the addition of pillar[5]arene increased the solubility of PDI derivatives in the solvent,which may be due to the large molecular volume of pillar[5]arene.It was found that the addition of the object in C4P5-PDI did not increase the fluorescence of PDI molecules.However,the fluorescenceof C4-PDI and C4P5-PDI did not quench after adding nitrobenzene compounds,but increased slightly.The specific reasons are not clear for the time beingIn the fourth part of this paper,we synthesized two water soluble aromatic hydrocarbons,sodium carboxysodium and carboxyammonia,and tetrastyrene derivatives(TPEDA)with trimethylamine as the two functionalized.In water solution,both water-soluble aromatic hydrocarbons can form supramolecular vesicles with tpeda.However,the vesicles formed by carboxysodium pillar[5]arene are not stable,and carboxyammonia pillar[5]arene is selected.The DBT,which overlaps the tpeda spectrum,was added to the hydrophobic region to transform the light energy,but the ratio of the two was close to that of white light emission but not pure white light emission.After testing CIE of the assembly in different polar solvents,it is found that the CIE coordinates of the assembly are closer to the white light region than those measured in the above experimental tests.In the later experiments,we can explore the emission of white light by fine adjusting the solvent ratio,and then apply the assembly to catalytic organic reaction.