Synthesis And Study Of AIE Property Based On Quinoline Functionalized Pillar[5]arene

In 2001,Tang first discovered the phenomenon of aggregation-induced emission（AIE）and proposed the AIE effect.It’s different from the traditional phenomenon of aggregation induced quenching（ACQ）,in the AIE progress,luminogens almost have no emission or weakly emission in dilute solutions,while enhanced emission in aggregation progress.The discovery of AIE phenomenon provides a new opportunity for development of novel luminescent materials.Meanwhile,the AIE-activity gens also attracted continuous attention of the researchers.The supramolecular chemistry are focus on preparation of novel macrocyclic,construction of macrocyclic-based supramolecular systems with AIE which exhibit great potential in organic luminescent materials.Pillar[n]arenes,first reported by Ogoshi,play an important role in the area of supramolecular chemistry.In the past decade,pillar[n]arenes are widely used in the fields of ion detection,gas adsorption and separation,drug loading,biological imaging and catalytic organic reaction due to its unique rigid cylindrical structure,electron-rich cavity and easy synthesis.However,as a novel supramolecular host,few studies on the AIE phenomenon of pillar[n]arene.Therefore,preparation of pillar[n]arene-based supramolecular chemsoensors with AIE activity provides a new broad platform for applicaition of macrocyclic system.This paper is divided into three parts:In the first part,we reviewed the related reviews and literature and summarized the synthesis of pillar[n]arene with different catalysts.Additionally,we review the methods of construct AIE-activate system and research progress of AIE-activate based on supramolecular macrocyclic.In particularly,the pillar[n]arene-based AIE-activity system has been introduced by three types,including single species,double species and multi species AIE-activity system.In the second part,we designed and synthesized a new quinoline-functionalized pillar[n]arene（SPQ5）.The SPQ5 almost have no fluorescence in pure DMF solution,whereas the strongly emission in the binary solution of DMF and H₂O（v:v,8:2）,which was the typical AIE phenomenon.The quinoline group of SPQ5 as an ion-response binding site,and the pillar[n]arene as the AIE group could sequential detection of highly toxic Hg²⁺and CN^-with highly selective and highly sensitive.The LODs of SPQ5 for Hg²⁺and CN^-are 2.53×10^-8 M and 7.71×10^-8 M,respectively.In addition,Hg²⁺test kit was prepared by loading the SPQ5 on a silica gel plate,which could more convenient and efficiency detection Hg²⁺in aqueous solution.Due to the SPQ5 could instantly sense the Hg²⁺and CN^-by the changing of fluorescence color and fluorescence intensity,the fluorescence intensity changes of SPQ5 upon the addition of Hg²⁺and CN^-were utilized as an IMP logic gate at the molecular level,using Hg²⁺and CN^-as chemical inputs and the fluorescence intensity signal as the output.Importantly,it’s provides a practical application for the sensing of toxic ions in aqueous solution by the construction pillar[5]arene-based AIE system.In the third part,a novel aggregation-induced emission supramolecular organic framework（AIE SOF）with ultrasensitive response,termed FSOF,was constructed by a tri-pillar[5]arene-based foldamer.Interestingly,benefiting from the noise signal shielding properties of FSOF as well as the competition between the cation…πandπ…πinteractions,the FSOF shows an ultrasensitive response for multi-analytes,such as Fe³⁺,Hg²⁺and Cr³⁺.The limits of detection（LODs）of the FSOF for Fe³⁺,Hg²⁺and Cr³⁺are in the range of 9.40×10^-10-1.18×10^-9.Importantly,the xerogel of FSOF exhibits porous mesh structures,which could effect high-efficiency separation above metal ions from their aqueous solution,with adsorption percentages in the range 92.39-99.99%.In addition,by introducing metal ions into the FSOF,a series of metal ions coordinated supramolecular organic frameworks（MSOF）were successfully constructed.Moreover,MSOF show selective fluorescence‘‘turn on’’ultrasensitive detection CN^-(LOD=2.12×10^-9)and H₂PO₄^-(LOD=1.78×10^-9).This is a novel approach to construct supramolecular organic frameworks through a tri-pillar[5]arene-based foldamer,and also provides a new way to achieve ultrasensitive detection and high-efficiency separation.