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Study on the Application of Cyclodextrin-induced Room Temperature Phosphorescence in Chiral Discrimination

Author: FengZuoZuo
Tutor: WangZuo
School: Shanxi University
Course: Analytical Chemistry
Keywords: Deaerator room temperature phosphorescence Chiral Recognition Phosphorescence lifetime Heavy atom perturber
CLC: O657.3
Type: Master's thesis
Year: 2010
Downloads: 35
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Abstract


Chapter : first outlines the research background of the non- the deaerator room temperature phosphorescence , focuses on non - deaerated cyclodextrin induced room temperature phosphorescence of several typical system . Then briefly introduced the chiral recognition methods as well as the commonly used chiral selectors . Finally, the purpose and significance of the thesis topics . Chapter II : In the the chiral selector Y - cyclodextrin aqueous solution , as a heavy atom perturber to Bromocyclohexane (BrCH) , (CN) , cinchonine and cinchonidine (CD) can be induced strong room temperature phosphorescence, the intensity of which CN is about 4 times that of the CD . Phosphorescence decay was bi-exponential form of the CN and CD 's life were 7.384 and 1.213ms , 5.443 and 0.064 ms , a difference of 30.26% and 180.4% , and therefore can be achieved based on the differences in both the phosphorescent strength and life to the CN / CD enantiomer the chiral recognition . Chapter III : the deaerator α - cyclodextrin ( α - CD ) aqueous solution was added 1,2 - dibromoethane ( 1,2 - DBE ) , camphorquinone (CQ) can be induced to produce a strong room temperature phosphorescence. The experimental results show that the CQ, a-CD and 1,2-DBE form inclusion ratio 1:2:2 ternary inclusion complexes . (R)-CQ and (S)-CQ room temperature phosphorescence are in line with the single-exponential decay , life expectancy (0.274 ± 0.014) ms and ( 0.639 ± 0.021 ) ms . It can use the time-resolved room temperature phosphorescence CQ enantiomers of chiral recognition . Furthermore , the phosphorescence intensity variation of the system and into a certain proportion of a mixture of enantiomers (R) - (S)-CQ both linear relationship , which can be quantitatively the composition of the mixture of diastereomers . The one-dimensional, two-dimensional NMR data show that the CQ from the small terminal mouth big mouth end ,1,2-DBE , respectively, into the hydrophobic cavity of the cyclodextrin to form stable ternary inclusion complexes CQ / 1,2-DBE / a -CD. Chapter IV : In the presence of heavy atom perturber IBu , β-cyclodextrin can induce naproxen (Nap) strong deaerator room temperature phosphorescence . Phosphorescence intensity of the (R)-Naproxen is greater than ( S ) - Naproxen , and the phosphorescence intensity variation of the system and into a certain proportion of a mixture of enantiomers (R) - (S)-Nap both linear relationship by this can be quantitatively the composition of the mixture of diastereomers . (R) - and (S)-Naproxen phosphorescence are in line with the single-exponential decay , life expectancy were 2.535 ± 0.056 ms and 1.798 ± 0.076 ms , a difference of 34.02% , which can be achieved both chiral recognition .

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