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Prepartion Of β-Cyclodextrin Derivatives As Chiral Stationary Of Performance

Posted on:2013-01-05Degree:MasterType:Thesis
Country:ChinaCandidate:K B ZhangFull Text:PDF
GTID:2231330377458841Subject:Chemical Engineering
Abstract/Summary:PDF Full Text Request
With the development of life science and biological engineering, people have paidwide spread attention to chiral separation and recognition, which are of significantimportance to organic chemistry, pharmaceutical industry and life science. Generallyspeaking, the pharmacological and physiological activities of two optical enantiomersdramatically various form one another, especially in chiral drugs. Therefore, the techniqueand methods of isolating the racemate into single enantiomer have attracted attentioncontinuously in recent years. Hitherto, the chromatography is one of the most effective waysfor racemate separation while high performance liquid chromatography (HPLC) is the mostwidely used chiral chromatography methods up till now, which is highly utilized inagriculture, biology, medicine and pharmaceutical industry, featuring advantages includingefficiency and effectiveness without affecting the physiological activity and structure ofenantiomers. Thus, the research of CSP is very important. This paper is mainly focused onthe study of stationary phase preparation and chiral separation capability of novelβ-cyclodextrins derivative, in order to develop cheap available raw materials and handypreparation method of working process, establishing the foundation of localization of chiralseparation and stationary phase.The main studied content in this article was to use chiral polysaccharide ofβ-cyclodextrins as raw materials, utilizing them to react with isocynate and acyl chloriderespectively to synthetize corresponding β-cyclodextrins derivants, adopting infraredspectrum (IR), nuclear magnetic resonace (NMR), sanning electron microscope (SEM) andthermogravimetric analysis (TGA) instruments etc to characterize the structure of syntheticderivants. Then synthetic derivants with aminopropyl silica gel were adopted for the methodof coating and bonding to prepare chiral materials to fill in and prepare the HPLC column.Under the condition of normal and reversed phase, we investigated and studied therecognition capacity of synthetic stationary phase on9kinds of essential enantiomers, whichis also through changing column temperature, proportion of mobile phase and flow velocityto optimize test conditions of HPLC.In this experiment, cyclodextrin derivants containing unsaturated double bonds wereapplied to the operating approach to preparing bonding chiral stationary phase, whose foundation was based on a lot of literature as the references to summarize new method.What cyclodextrin brought in were unsaturated groups whose double bonds were cracked onthe silica gel and took place polycondensation reaction to form net structure which made theparticles of silica gel and polysaccharide derivatives packed. Because what the derivativesbrought in was few and they didn’t damage the highly structured steric configuration ofcyclodextrin derivatives when bonded, this kind of bonding type made CSPs on the surfaceof silica gel more stable and mechanical intensity universally higher than similar coatedpolysaccharide CSPs. Therefore, this kind of method of bonding CSPs with the advantagewas to some degree simple, quick, general applicability and higher bonding effect.
Keywords/Search Tags:Enantioseparation, Chiral stationary phase, carbamate derivatives, chiralrecognition
PDF Full Text Request
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