| Supramolecular chemistry which is developing based on study of crown ethers, macrocyclic ligands with cavities and molecular self-assembly is a new subject. Cyclodextrins(CDs) are a class of cyclic oligosaccharides with six to eight d-glucose units linked byα-1,4-glucose bonds. Cyclodextrins have the hydrophobic cavity and hydrophilic wall. They are well known to have the property of forming inclusion complex with organic and inorganic molecules which possess suitable polarity and dimension.So it has been the hot topic of many researchers recently, and the cyclodextrin is well known that cyclodextrins can form inclusion complexes and change the physical properties. Cyclodextrins are used extensively in many fields,such as drug carrier, food and flavours, textiles, separation process, environment protection and catalysis. The formation of the host-guest complexes is mainly controlled by the non-convalent interactions between them such as van der Waals interactions, hydrophobic interactions, static interaction, pole-pole interactions and hydrogen bonds. On the other hand, the inclusion complexes are also formed in terms of guest molecule chemical structure, polarity and molecule dimensions. Recently, the molecular recognition behavior of cyclodextrin has been studied comprehensively. The inclusion of the host-guest was confirmed systematic by means of elemental analysis, X-ray diffraction, conductometric technique, NMR spectroscopy, fluorescence technique, spectrophotometric and electrochemical measurement.Molecules such as aromatic rings and dyes which contain chromophore have a variety of special physical and chemical properties. Cyclodextrins modified by these groups have more new properties than native cyclodextrins. OrangeⅣthat is used as a pH indicator and azo dyes is a kind of small organic moledular. It was used as a guest molecular included by cyclodextrin and the inclusion mechanism has been studied. OrangeⅣmodifiedβ-cyclodextrin which has fluorescence and UV-vis spectra can be used as a new guest-responsive absorption change sensor. This paper is divided into five chapters.The first chapter of this paper reviews the application of the molecular recognition of cyclodextrin.4-[(4-Anilinophenyl) azo] benzenesulfonic acid ester - cyclodextrin derivatives ( orangeⅣmodifiedβ-cyclodextrin ) was synthesized in the chapter II .The step of synthesis is: 4-[(4-anilinophenyl)azo]benzenesulfonic acid sodium salt ( orangeⅣ) reacted with thionyl chloride to be 4-[(4-Anilinophenyl) azo] benzenesulfonic chloride, which reacted withβ-cyclodextrin to synthesize orangeⅣmodifiedβ-cyclodextrin. And synthesis conditions were optimized and discussed.In chapterⅢ, we synthesized orangeⅣ- ethylenediamine-β-cyclodextrin. The synthesis step is: 6-O-6-( p-tolylsulfonyl )-β-CD (Ts-CD) was prepared by the reaction of p-tosyl chloride withβ-CD in dry pyridine. Ts-CD reacted with ethylenediamine to generate 6-Deoxy-6-[ ( 2- aminoethyl ) amino ]-β-cyclodextrin (CDen), which is mixed with 4-[(4-anilinophenyl) azo] benzenesulfonic chloride in dry pyridine to form orangeⅣ- ethylenediamine-β-CD . And the product was characterized by means of 1H- NMR,IR and element analysis .In chapterⅣwe discussed the inclusion mechanism of orangeⅣmodifiedβ-cyclodextrin and ampicillin, and calculated the inclusion ratio and an apparent formation constant by spectrofluorimetry based on the inclusion reaction of ampicillin with orangeⅣmodifiedβ-cyclodextrin as the sensitizing agent for determination of ampicillin in aqueous solution by spectrofluorimetry.This method is simple and sensitive.The last chapter is divided into two parts,the first part we detected the host-guest binding constants of orangeⅣ- ethylenediamine-β-CD and 1- adamanatanecarboxylic acid , (-)-menthol , cyclohexanol, cholic acid and nerol and discussed sensor ability orangeⅣ- ethylenediamine-β-CD with different guests at 538nm;the second part we discussed the fluorescence spectra of orangeⅣ- ethylenediamine-β-CD with various concentration of Cu2+ and their ratio of complex. |
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