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Synthesis,Characterization And Properties Of Novel Siloles With Aggregation Induced Emission

Posted on:2017-01-16Degree:MasterType:Thesis
Country:ChinaCandidate:Y Y LiFull Text:PDF
GTID:2311330512465272Subject:Organic Chemistry
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Siloles as the first discovered aggregation-induced emission molecule,has drawn much attention due to their remarkable properties.In this thesis,we utilized siloles as host molecules,and the methyl,phenyl groups were introduced to the 1,1-positions,respectively.In addition,the electron-donating groups of triphenylamine,carbazolyl and trimethylsilylethynyl were introduced to the 2,5-positions,respectively.So we could obtain a series of novel siloles compounds.In addition,we analyzed the influence effects of substituent change toward spectroscopic properties.The details were obtained as following:1.By fixation of the substituent type of 2,5-positions,the methyl,phenyl groups were introduced to the 1,1-positions,respectively.We have found that the increasement of phenyl amount,which can lead to the red-shift of absorption and emission spectrums,but with negligible effect.So we can give a conclusion that the spectroscopic properties adjustment effects by introduction of substituent to the 1,1-positions are weakly.2.The electron-donating groups of triphenylamine,carbazolyl and trimethylsilylethynyl were introduced to the 2,5-positions,respectively.We have found the introduction of heteroatom to the 2,5-positions lead to the red-shift of absorption and emission spectrums,and the emission intensities were also developed when the compounds were aggregated in solutions or cast into solid films.This shows that the spectroscopic properties of the AIE compounds can be adjusted by introduction of substituent to the 2,5-positions.3.Due to the AIE properties of these novel compounds,we prepared the siloles@TLC device by “drop-cast” route and used this device to detect the organic solvent.We have found that the emission of the siloles@TLC device could be quenched when it exposed to the atmosphere of CH2Cl2,but the emission could be recovered when itexposed to the ambient conditions,and the process is reversible.This shows the on-off fluorescence switching behavior of siloles@TLC device can be utilized for the sensing of organic vapors.
Keywords/Search Tags:aggregation induced emission, siloles, substituent modify, photophysical properties, chemical sensor
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