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Enantioseparation Of Amino Alcohols Using Different Tartrates-Boric Acid Complex

Posted on:2013-03-14Degree:MasterType:Thesis
Country:ChinaCandidate:J YangFull Text:PDF
GTID:2284330362464278Subject:Drug analysis
Abstract/Summary:
To the best of our knowledge, tartrate is a type of widely used chiral selector. However,the recognition effect of single tartaric acid esters is not well, to some extent, the applicationhas been restricted. In recent years, the research found that tartic acid esters-boric acidcomplex has superior chiral recognition. So in this paper, we used tartic acid esters-boricacid complex as the chiral mobile phase additives in reversed phase HPLC for theenantioseparation of ten amino alcohols including five β-blocker of propranolol and fiveβ-agonists. Compared with chiral stationary phase, the method has obvious advantages, suchas simple and economic.In chapter1, the purpose and significance of chiral separation, as well as the method of chiralhigh performance liquid chromatography were briefly overviewed. It was paid attention to thetypes of chiral additives in HPLC and the applications of tartrate.In chapter2, using the di-n-butyl L-tartrate-boric acid complex as a chiral selector inreversed phase HPLC for the enantioseparation of three amino alcohols. In order to obtain abetter enantioseparation, the effects of di-n-butyl L-tartrate and boric acid concentration, thetype, concentration and pH of the buffer, methanol content,as well as analytes molecularstructures on enantioseparation were extensively investigated. As a result, the interactionsbetween the chiral selector and enantiomers via electrostatic, hydrogen bonding, anddipole-dipole interaction contribute to chiral recognition. Under optimized conditions, threepairs of amino alcohols were successfully enantioseparated.In chapter3, on the basis of chapter2, the effects of five different tartrates-boric acidcomplex for the enantioseparation were studied. The result showed that the tartratescontaining alkyl groups of different structures (straight chain and branched chain) but thesame number of carbon atoms provide similar enantioseparations, and the resolutions foranalytes increase with the number of carbon atoms of alkyl groups. In addition, seven aminoalcohols were enantioseparated using the di-n-hexyl L-tartrate-boric acid complex as a chiralselector. The influences of di-n-hexyl L-tartrate and boric acid concentration, the type,concentration and pH of the buffer, as well as methanol content were investigated.
Keywords/Search Tags:Chiral separation, Chiral mobile phase additives, Tartrate-boric acid complex, β-blockers, β-agonists
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