Thiocarbonic ester-based fluorescence probe for rapid and highly-selective recognition of mercury ions
A hydrogen atom, branched chain alkyl technology, applied in the field of fluorescent probes based on thiocarbonate for rapid and highly selective recognition of mercury ions, can solve the problems of poor pH stability, complex synthesis, poor selectivity, etc., and achieve good stability , synthesize simple effects
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Embodiment 1
[0037]
[0038] (Scheme 1) 538 mg (2.0 mmol) of 4-hydroxy-1,8-naphthalimide, 513 mg (3.0 mmol) of phenyl thiochloroformate and (350 μL) N, N-diisopropylethylamine (DIPEA ) was dissolved in 15mL of dichloromethane, then stirred at room temperature for 10h, and then rotary evaporated to obtain the crude product, and finally the dichloromethane system was used for column chromatography to obtain 736mg of pure product with a yield of 91%.
[0039] (Scheme 2) 538 mg (2.0 mmol) of 4-hydroxy-1,8-naphthalimide, 547 mg (3.2 mmol) of phenyl thiochloroformate and (350 μL) N, N-diisopropylethylamine (DIPEA ) was dissolved in 15mL of dichloromethane, then stirred at room temperature for 10h, and then rotary evaporated to obtain the crude product, and finally the dichloromethane system was used for column chromatography to obtain 745mg of pure product with a yield of 92%.
[0040](Scheme 3) 538 mg (2.0 mmol) of 4-hydroxy-1,8-naphthalimide, 684 mg (4.0 mmol) of phenyl thiochloroformate an...
Embodiment 2
[0045] The inventors of the present invention have carried out following test: (a) Hg 2+ (10μM) on the probe (5μM) fluorescence spectrum; (b) Hg 2+ (40 μM) on the probe (20 μM) UV spectrum. The above determination was carried out in 5mM HEPES, pH 7.4 aqueous solution, the probe used was the probe prepared in Example 1, and all spectral tests were performed at 25°C under Hg 2+ Measured after 10 minutes of adding action. See Figure 1 for the results.
[0046] From Figure 1(a), it can be seen that the Hg 2+ The fluorescence intensity is greatly enhanced; as can be seen from Figure 1(b), Hg 2+ The absorption peak was significantly red-shifted, and the color of the solution changed from colorless to yellow-green.
Embodiment 3
[0048] Probe (5μM) vs. Hg 2+ (10μM) test results of response time. The above determinations were carried out in 5mM HEPES, pH 7.4 aqueous solution, the probe used was the probe prepared in Example 1, and all spectral tests were measured at 25°C. See results figure 2 .
[0049] from figure 2 It can be seen that with the increase of time, the fluorescence intensity gradually increases and maintains the maximum value after 10 minutes.
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