Ratio fluorescence probe capable of quickly and highly selectively analyzing hydrazine

A compound and linear technology, which is used in the field of ratio fluorescent probes for fast and high-selective analysis of hydrazine by naphthalimide compounds, can solve the problems of single fluorescence enhancement, quenching, and difficulty in eliminating background interference, and achieves synthesis Simple and stable effect

Inactive Publication Date: 2017-02-01
侯明萱
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most fluorescent probes are single fluorescence enhancement or quenching, it is difficult to eliminate background interference

Method used

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  • Ratio fluorescence probe capable of quickly and highly selectively analyzing hydrazine
  • Ratio fluorescence probe capable of quickly and highly selectively analyzing hydrazine
  • Ratio fluorescence probe capable of quickly and highly selectively analyzing hydrazine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036]

[0037] (Scheme 1) Dissolve 269mg (1.0mmol) of 4-hydroxy-1,8-naphthalimide and 165mg (1.0mmol) of 4-bromobutyric acid in 15mL of dichloromethane, add 98mg of DMAP (4-dimethylamino pyridine), 330mg DCC (dicyclohexylcarbodiimide) as the catalyst of the reaction, then stirred at room temperature for 6h, then rotary evaporated to obtain the crude product, and finally used the dichloromethane system to carry out column chromatography to obtain 359mg of the yellow pure product, the yield is 86%.

[0038] (Scheme 2) Dissolve 269mg (1.0mmol) of 4-hydroxy-1,8-naphthalimide and 182mg (1.1mmol) of 4-bromobutyric acid in 15mL of dichloromethane, add 97.6mg of DMAP (4-dimethyl aminopyridine), 329.6mg DCC (dicyclohexylcarbodiimide) as the catalyst of the reaction, then stirred at room temperature for 6h, and then rotary evaporated to obtain the crude product, and finally used the dichloromethane system to carry out column chromatography to obtain 367mg of the yellow pure product,...

Embodiment 2

[0044] The effect of different concentrations of hydrazine (0-100μM) on the fluorescence spectrum of the probe (5μM). The above determination is carried out in a mixed system of absolute ethanol and water (v / v, 3:7), 5mM PBS, pH 7.4, the probe used is the probe prepared in Example 1, and all spectra The measurements were all made at 25°C 20 minutes after the addition of hydrazine. See results figure 1 .

[0045] Under the condition of not adding hydrazine, the probe solution has a main fluorescence emission peak at about 452nm. Under the condition of adding hydrazine (100 μM), the maximum fluorescence emission peak is at 547 nm. By increasing the hydrazine concentration (0-100 μM), we further tested the change of the fluorescence spectrum of the probe (5 μM). Such as figure 1 As shown, under the condition of adding hydrazine, we observed that the emission peak at 452nm decreased gradually and a new red-shifted emission peak at 547nm appeared synchronously. At the same ti...

Embodiment 3

[0047] Test results of probe (5 μM) response time to hydrazine (100 μM). The above determination is carried out in a mixed system of absolute ethanol and water (v / v, 3:7), 5mM PBS, pH 7.4, the probe used is the probe prepared in Example 1, and all spectra The tests are all measured at 25°C. See results figure 2 .

[0048] From figure 2 It can be seen that the fluorescence ratio gradually decreases with the progress of the reaction, and the response time is about 20 minutes. The results showed that the response rate of the probe to hydrazine was faster than that of the reported fluorescent probes. Therefore, our synthesized probe can recognize hydrazine more quickly.

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Abstract

The invention relates to a ratio fluorescence probe capable of quickly and highly selectively analyzing hydrazine. Particularly, the probe is a naphthalimide type compound taking 4-bromobutyric acid ester as a recognition receptor and can be applied to hydrazine detection by serving as a hydrazine fluorescence probe. The probe can achieve at least one of the following technical advantages of highly selectively recognizing hydrazine, being capable of quickly responding to hydrazine and achieving instant detection on hydrazine, stable in performance, capable of being stored and used for a long term and beneficial for detecting hydrazine in actual samples and achieving the high anti-jamming capability.

Description

technical field [0001] The invention relates to a ratiometric fluorescent probe for rapid and highly selective analysis of hydrazine using 4-bromobutyrate as a recognition acceptor of naphthalimide compounds, which can be used in rapid and highly selective recognition of hydrazine under specific conditions. Alternatively it can determine the concentration of hydrazine in a sample. Background technique [0002] Hydrazine (N 2 h 4 ) is often used as rocket propellant, battery fuel and organic synthesis. However, hydrazine easily penetrates skin tissue or enters the human body through the oral cavity, damaging tissues, organs and the nervous system. The EPA threshold for hydrazine is 10 ppb. my country's national environmental standards stipulate that the maximum allowable mass concentration of hydrazine in surface water and fishery water is 10.0 μg / L. In view of this, it is extremely important and meaningful to develop analytical methods that can effectively detect hydraz...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06C09K2211/1029G01N21/6428
Inventor 侯明萱
Owner 侯明萱
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