Synthesis And Application Of Double-armed Fluorescence Probes For Copper Ions

Molecules and ions recognition is an important phenomenon in chemistry, biology and the materials science, and is the basical concept of supramolecular chemistry. The recognition events occur in a much smaller world that we are not accustomed to. Therefore it needs to output the macroscopic signals with the special designed molecular detectors in order to understand and to investigate the intermolecular act of recognition. In these signals, the most direct way is expressed by the light signal form, namely visualization. By introduce the special designed fluorescence probes into the target system, it will be able to transform the molecular recognition information into the fluorescence signals to transmit the outside world, thus will cause the communication between the human and the molecular possible and put up a bridge connecting the macrocosm and the microcosm. The present paper contains following several aspects:1. We synthesized two Cu2+-specific luminescence probe XJ and XB based on shiff base reaction for the detection of Cu2+. We used spectrophotometric titration,'H-NMR,,ESI-MS spectra and X-ray analytical methods for the study of mechanism. Hydration as the spacer,fluorescent probe tend to form a excimer, come into be a 1:2 complex of Cu2+ with XB or XJ.2. The present paper designed and synthesized two Cu2+ fluorescence probes DP and DC. Probe DP could selectively recognize Cu2+ by the fluorescence quenching way, determinate mercury cations at 1μM level, it could be applied in the living cell fluorescence image. DC As a advancement of such research, by virtue of the electrochemistry survey and the quantum chemistry theoretical calculation to carefully chose the electronic donor and the acceptor component which match with the Cu2+ redox potential, the third probe DC, with appropriate front track energy level, was synthesized from the reaction of 7-diethylamino-coumarin-3-aldehyde with benzyl-dihydrazone. DC itself is extremely weak. After the Cu2+ coordinating, owing to the orbital energy level reasonable match, the photo induced electron transfer (PET) is blocked. As a result, the fluorescence of DC obviously increased 75 times. The focuse fluorescence image of living cell of DC binding Cu2+ indicates DC is an excellent Cu2+ fluorescence probe in the life system. 3. By immobilizing BQ to the mesoporous SBA-15, a highly selective and sensitive chemosensor toward copper cations in aqueous solution is achieved.SBA-BQ could quantitative determinate copper cations at 1μM level in the practical environmental media, suggesting the the possiblity for real-time quantitative detection of Cu2+ and the convenience for potential application in toxicology and environmental science...