Fluorescent probe based on aggregation-induced emission mechanism, preparation method of fluorescent probe and application of fluorescent probe in detection of methylamphetamine in sewage
A technology of aggregation-induced luminescence and fluorescent probes, applied in the application of methamphetamine, fluorescent probes and its preparation field, can solve the problems of slow detection speed, detection lag, and inability to carry large instruments, so as to reduce the concentration of high concentrations Influence, good sensitivity, effect of improving detection precision and accuracy
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Embodiment 1
[0033] Example 1 Fluorescent probe TPE-2COOH@γ-CD
[0034] The synthetic route of fluorescent probe TPE-2COOH@γ-CD is as follows figure 1 shown.
[0035] The preparation process of the fluorescent probe TPE-2COOH@γ-CD is as follows:
[0036] 1) Put 3,5-dicarboxyphenylboronic acid (0.50g), absolute ethanol (100mL), and 98% concentrated sulfuric acid (3mL) into a three-necked flask, and reflux at 80°C for 12 hours. The resulting solution was concentrated to 50 mL by evaporation, added water (100 mL) and filtered to give 1,3-diethylisophthalate-5-boronic acid as a white solid in 89.4% yield.
[0037] 2) Bromotriphenylethylene (1.34g, 4mmol), 1,3-diethylisophthalate-5-boronic acid (1.06g, 4mmol), anhydrous potassium carbonate (1.38g, 10.0mmol) , tetramethylammonium bromide (TBAB) (0.01g, 0.03mmol) and tetrakis(triphenylphosphine)palladium (115.6mg, 0.1mmol) were put into a 150mL round bottom flask, tetrahydrofuran (40mL) and water (5 mL), the resulting mixture was stirred at 80 ...
Embodiment 2
[0040] Example 2 Aggregation-induced Luminescent Properties of Fluorescent Probe TPE-2COOH@γ-CD
[0041] Such as figure 2 As shown, the absorption spectrum of the fluorescent probe does not overlap with the fluorescence emission spectrum, and has a large Stokes shift (158nm), which can avoid background fluorescence signal interference due to the overlapping of the excitation spectrum and the emission spectrum, and improve the accuracy of detection. sex. Such as image 3 As shown, the aggregation-induced luminescence properties of the fluorescent probe TPE-2COOH@γ-CD were first tested by fluorescence spectroscopy. In pure THF solvent, the fluorescence intensity of the fluorescent probe TPE-2COOH@γ-CD was almost 0, which is Because TPE-2COOH@γ-CD is in a dispersed state, the benzene ring on tetraphenylethylene rotates around the carbon-carbon double bond, so that the excited state energy decays in a non-radiative form; and when the water content in the mixed system reaches 90...
Embodiment 3
[0042] Example 3 Determination of critical aggregation concentration of fluorescent probe TPE-2COOH@γ-CD
[0043] Such as Figure 4 As shown, when the concentration is small, TPE-2COOH@γ-CD can rotate freely in the solution, and with the increase of its solution concentration, TPE-2COOH@γ-CD will aggregate. Therefore, in this experiment, the critical aggregation concentration (CAC) of TPE-2COOH@γ-CD was determined by fluorescence spectroscopy. Fluorescent probes of different masses were added into distilled water, ultrasonically dispersed, and prepared into a dispersion of 0.001 mg / mL to 1 mg / mL, and the critical aggregation concentration (CAC) of the fluorescent probe in the aqueous solution was determined by fluorescence spectroscopy. Such as Figure 2-Figure 8 As shown, the aqueous solution of TPE-2COOH@γ-CD emits weakly at low concentration, and when the concentration exceeds 0.25 mg / mL, the fluorescence intensity increases rapidly, so the critical aggregation concentrat...
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