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The Application Of Small-molecule Probe In Determination Of Benzoyl Peroxide And Voltage-responsive Self-assembly System

Posted on:2014-04-16Degree:MasterType:Thesis
Country:ChinaCandidate:L Q WangFull Text:PDF
GTID:2251330425472376Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Small-molecule fluorescent probe is entitled with high sensitivity, excellent sensitivity and moreover, they can be used for analysis and detection in a temporary and spatial way. Recently, it has been extensively used for drug delivery, catalysis and gene remedy. In this thesis, we focus on the application of small-molecule fluorescent probe in determining the benzoyl peroxide and monitoring the self-assembly process, specially:(1) Based on excited-state intramolecular proton transfer (ESIPT) mechanism, a novel ratiometric fluorescent probe for the detection of benzoyl peroxide (BPO) was designed and synthesized. Here,4-acetamino-2-(benzo[d] thiazol-2-yl)phenol2was choosen as an ESIPT fluorophore and o-substituted arylboronate3as a recognition unit. In addition, this ratiometric small-molecule probe, possessing inherent self-calibration provides a more accurate and reliable way for fluorescent assay. A linear relationship between ln(I494/I423) and the concentration of BPO can be expressed by ln(I494/I423)=0.1180×[BPO](μM)-1.384, within a concentration range of0.5-30μM (R2=0.994). The detection limit was estimated (3S/m, n=11) to be80nM. The probe was employed for determining BPO in food and pharmaceutical samples with good sensitivity and high selectivity. Also, this new probe exhibits potential applications in fluorescent imaging of BPO in living cells.(2) A voltage-responsive building unit embeded with ferrocene-based fluorescent sensor was strategically designed and synthesized. The amphiphilic unit with the fluorescent sensor containing ferrocene as hydrophobic part, quaternary ammonium salt as hydrophilic part is able to self-assemble into50nm of spherical micelles. In addition, the spectral and morphological changes were investigated upon voltage stimulation. The results demonstrated that upon voltage stimulation, the spherical micelles were able to disassemble along with the fluorescence emissions simultaneous, which indicates that the self-assembly behavior can be reflected by the fluorescent signal. Hence it is rationally expected that the condition of the self-assembly can be mornitored spatially and temporarily.
Keywords/Search Tags:small fluorescenct molecule, ratiometric probe, exited-stateintermolecular proton transfer (ESIPT), benzoyl peroxide (BPO), stimuli-responsive self-assembly, fluorescent sensor
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