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Supramolecular Functional Materials Based On Functionalized Naphthalimides And Pillar[5]arene

Posted on:2019-09-09Degree:MasterType:Thesis
Country:ChinaCandidate:P P MaoFull Text:PDF
GTID:2381330545480818Subject:Organic Chemistry
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Chapter 1:Stimuli responsive supramolecular materials have attracted wide attention in many fields of chemical due to their good properties.There are many types of Stimuli responsive supramolecular materials,in which the supramolecular materials that produce specific responses to specific structural chemicals are called host-guestresponsivesupramolecularmaterials.Host-guestresponsive supramolecular materials have important application prospects in molecular recognition?MR?and separation,drug delivery and release.In this paper,molecular and ionic recognition host-guest response materials were mainly reviewed,which are mainly divided into three aspects:cation,anion and neutral molecule recognition.Chapter 2:In this part of the work,we designed and synthesized a novel N-?pyridinium-4-yl?-naphthalimide derivative-based gelator G1 via a simple one step reaction.In the G1,the naphthalimide act as a fluorescent signal group while pyridine act as binding sites.The G1 could self-assemble into stable ionic supramolecular gel?is-G?with organic acids.Interestingly,the ionic supramolecular gel is-G could fluorescent detection I-in water.What's more,by rationally introducing competitive coordination into the is-G,two ions coordinated ions liquid gels is-IG and is-FeG(coordinated with I-and Fe3+respectively)were obtained.The is-IG could fluorescently“turn-on”detect Hg2+and L-Arg with specific selectivity,while,the is-FeG could accurately fluorescent identify L-Ser in water.Moreover,we prepared supramolecular gel films,which made G1 have a good application value in molecular recognition and fluorescence secret materials.Chapter 3:In this part of the work,we designed and synthesized a water-soluble Hg2+sensor M2 based on naphthalene diimide derivatives.In order to achieve fluorescent sensing and efficient remove of Hg2+in water,we rationally introduced the carboxyl group in sensor molecular as hydrophilic group and Hg2+binding site,meanwhile we introduced naphthalene diimide moiety as fluorescent signal groups and?-?staking site.As a result,the sensor M2 shown well solubility in water and could fluorescently“turn on”detect Hg2+with high selectivity and sensitively in water solution with detection limits of 1.18×10-6M.More interestingly,the sensor M2 could efficiently remove Hg2+in water simultaneously,the removal rate of mercury ions was more than 98%.Chapter 4:In this part of the work,we designed and synthesized a supramolecular polymer gel?P5BD-DPHB-G?obtained from the assembly of a novel N-?pyridinium-4-yl?-naphthalimide functionalized-pillar[5]arene host?P5BD?and a1,4-bis-bromohexanefunctionalized-pillar[5]areneguest?DPHB?.The supramolecular polymer gel P5BD-DPHB-G could successively detect Hg2+and I-,meanwhile,the P5BD-DPHB-G could efficiently remove Hg2+in water.It's worth mentioning that the xerogel of P5BD-DPHB-G show excellent recyclability for separation Hg2+from water solution.The detection limits for Hg2+and I-are 1.65×10-9and 1.84×10-8mol L-1,respectively.Even more significantly,the xerogel of P5BD-DPHB-G could remove Hg2+from aqueous solution with excellent recyclability and ingestion capacity,and with a Hg2+removal rate of 98%.
Keywords/Search Tags:Host-guest responsive supramolecular materials, Molecular recognition, Ion recognition and separation, Naphthalimide, Pillararenes, Supramolecular self-assembly, Chemosensor
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