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The Synthesis And Research Of Axiol Chrial Of Fluorescent Sensor And Fluorescent Dye

Posted on:2009-10-24Degree:MasterType:Thesis
Country:ChinaCandidate:X F LiangFull Text:PDF
GTID:2121360278953390Subject:Fine chemicals
Abstract/Summary:PDF Full Text Request
Small biologic molecules,in particular the chiral acid sugar,sugar alcohols compounds in the importance of biological processes,has aroused the concern of many researchers.Now some chiral fluorescent sensor which can recognise these compounds has been developed. BINOL as the chrial axis of fluorescent sensor has aroused more and more people's concern. they are widely used for various hands of the recognition of small molecules,such as Chiral sugars and chiral amines.But such elements are still defects,such as standing constant is too low,enantioselectivity is small,the most important thing is that the BINOL fluorescent sensor of emission wavelength is too short,fluorescence performance is not good.In order to selectively sensing the chiral acid sugar,sugar alcohols,the following work have been done in this thesis:Based on PET and covalent recognition of the design of the two chrial of benzene boric acid fluorescent sensor R-,S-1 and R-,S-2.Senor R-,S-1 on D-sorbitol have a good enantioselectivity of all kinds of sugar acid sugar alcohols have a good Chemoselective.Probe R-,S-2 found to be sensitive enantioselective to tartaric acid are synthesized.A series of long emission wavelength fluorescent dyes R-al-R-fl are synthesized,the emission wavelength of R-al-R-cl can be achieved 600 nm.Found that a group of electronic push-pull compounds R-dl and R-fl(including R-al-R-cl) to solvent polarity is very sensitive,but the compounds R-el is not sensitive to solvent.A single-boric acid fluorescent probe R-gl have been developed.When it recognize the sugars,found the anti-PET mechanism,and through the DFT and TDDFT theoretical calculations to explain this phenomenon.According to the experimental results,theoretical calculate the compounds R-al-R-fl through the DFT,TDDFT and ZINDO methods.Found the R-al-R-fl is a conjugate structure of the plane.And a push-pull electronic group of compounds transfer the electronic,they are sensitive to the solvent,but the benzene compounds not transfer electron,it is not sensitive to the polar solvents.UV absorption results is similar to the calculations,and ZINDO is a more accurate calculation method.We also found the C≡zC of the compounds R-al-R-fl change longer,and the C-C become shorter.
Keywords/Search Tags:sugar alcohols, BINOL, chiral fluorescent sensor, chiral fluorescent dye, theoretical calculati
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