Synthesis, Chemical Detection Application Of Benzofuran Dyes And Gold Nanoparticles In Chip

Copper ion is one of the indispensable trace elements for our metabolism. The excessive intake will affect the normal physiological activity and even cause disease. Cyanide anion is also a toxic ion, which does great harm to human body. Therefore, the design of probes for ions, which are fast and efficient, becomes a hot spot. Three kinds of coumarone dyes ion probes including aurone, coumarinhydrazide and coumarin Sciff’s base were synthesized in this thesis. The properties of ten compounds were characterized systematically and their recognition towards ions also were discussed. At the same time, the work about preliminary discussion of the synthesis of nanoparticles in micro-fluidic was also investigated. Three main body system compounds of the article are as follows:(1) aurone series 1-3(2) coumarinhydrazideseries 4-7(3) coumarin sciff’s base series 8-10For aurone system, all the probes 1-3 can recognize the copper ions with typical fluorescent“turn-off”. The detection limit of the probes for copper ions are obtained, which are 0.3780μM(1), 0.6879μM(2) and 0.4522μM(3), respectively. Through the analysis we know that the detection mechanism is that the carbonyl oxygen of compounds can coordinate with copper ions and form the coordination compound, which will lead to the change of molecular structure. All these three compounds have good two-photon fluorescence properties, and the compounds exhibit strong yellow-green two-photon fluorescence in tetrahydrofuran upon the excitation of 860 nm femtosecond pulse. Two-photon fluorescence peaks of the compounds are 539nm(1), 505nm(2) and 524nm(3), respectively and the two-photon absorption cross section are 1536GM(1), 608GM(2) and 236GM(3) respectively.For coumarinhydrazide system, all the probes 4-7 can recognize copper ions in aq.-HEPES buffer solution-methanol(3:7, v/v, pH=7.4). Especially to compounds 6 and 7, the complexation between the compounds and copper ions can reach saturation just by the addition of 1 equivalent copper ions. Based on fluorescence detection signal, the detection limit of compounds for copper ion are 0.0001μM(6) and 0.0006μM(7). Analyzing on the recognition mechanism shows that two carbonyl oxygen and an amino nitrogen of probe complex with one copper ion and 1:1 coordination interaction occurred. In addition, probes 6 and 7 can recognize cyanide ion in acetonitrile solution. Based on fluorescence detection signal, the detection limit of the compounds for cyanide ion are 0.0004μM(6) and 0.0002μM(7). Michael addition happened between probe and cyanide ion and cyanide ion adds at C4 position.For coumarin sciff’s base system, all probes 8-10 can recognize copper ions and cyanide ions in acetonitrile. Fluorescence quenching occurred upon the addition of copper ions and the fluorescence recovered later after cyanide ion added, it means that they are all typical replacement fluorescent probes for cyanide anions, and the phenomenon can be observed clearly by the naked eyes. What’s more, this type of fluorescent probes can realize cycle test, which has very important significance for reducing waste.