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A fluorescent probe for rapid detection of hydrazine compounds and its synthesis and application

A hydrazine compound and fluorescent probe technology, applied in the field of fluorescent probes, can solve the problems of inability to realize real-time analysis and biological imaging, long detection time, complicated operation, etc., and achieve fast and efficient detection, low synthesis cost, and synthesis yield. high effect

Active Publication Date: 2022-06-28
LANZHOU UNIVERSITY +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The patent with publication number CN108982447B discloses a preparation method and application of a ratiometric fluorescent probe for detecting hydrazine. The molecular probe prepared by this patent can be applied to the detection of biological samples, and has low biological toxicity, good selectivity, The phenomenon is obviously easy to observe and has high accuracy. However, this patent requires the use of a confocal laser scanning microscope to obtain fluorescent images of cells. The operation is cumbersome, the detection time is long, the instrument is expensive, and real-time analysis and biological imaging cannot be realized.

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  • A fluorescent probe for rapid detection of hydrazine compounds and its synthesis and application
  • A fluorescent probe for rapid detection of hydrazine compounds and its synthesis and application
  • A fluorescent probe for rapid detection of hydrazine compounds and its synthesis and application

Examples

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Embodiment 1

[0039] This embodiment provides a method for synthesizing fluorescent probes for rapid detection of hydrazine compounds, including preparing A-1 and A-2, and the specific steps are as follows:

[0040] The method for preparing 0.3 g of probe A-1 includes the following steps: accurately weigh 0.60 g (1.5 mmol) of dichlorofluorescein into a 100 ml round-bottomed flask, add 20 ml of dichloromethane under nitrogen protection, and stir to dissolve, then at 0° C. Add 0.20mL triethylamine (1.8mmol) and 0.25mL acryloyl chloride (3mmol) successively under ice bath, mix and stir for 10min, and react at room temperature for 12h. During this period, a small amount of substances are identified and qualitatively analyzed by TLC, and the reaction process is followed. After the reaction is completed, vacuum Remove the solvent, elute with a 6:1 volume ratio of petroleum ether-ethyl acetate eluent with a gradient of 25%-65% / 60min, the flow rate during elution is 6mL / min, and obtain the probe aft...

Embodiment 2

[0044] This example provides an application of a fluorescent probe for rapid detection of hydrazine compounds, illustrating that the fluorescent probe synthesized in Example 1 can detect hydrazine compounds with naked eyes.

[0045]Add 10 μL of hydrazine compound (500 μM, 50eq) to the buffer solution containing fluorescent probe, the buffer solution is PBS and DMSO solution with a volume ratio of 9:1, the concentration is 10 μM, the pH is 7.4, after fully reacting for 1 h, under natural light, Compared with the blank solution, the solution system becomes obvious yellow-green after the reaction between the fluorescent probe and the analyte; under the 325nm ultraviolet lamp, it is found that the hydrazine compound exhibits obvious yellow-green fluorescence, which shows that the fluorescence synthesized in Example 1 The probe can realize naked eye detection of hydrazine compounds.

Embodiment 3

[0047] like Figure 2-10 , this example provides an application of a fluorescent probe for rapid detection of hydrazine compounds, indicating that the fluorescence intensity of the fluorescent probe synthesized in Example 1 increases with the increase of the concentration of hydrazine compounds.

[0048] A-1: Add 0, 50, 100, 150, 200, 250, 300, 350, 400, 450, 500 μM of hydrazine, hydrazine sulfate, hydrazine nitrate, partial dihydrate to the buffer solution of probe A-1, respectively. For methylhydrazine, the fluorescence intensity changes at 523 nm were detected, respectively. The result is as Figure 3-6 As shown, the fluorescence intensity of probe A-1 increases significantly with the increase of the concentration of the analyte. The calculated detection limits of probe A-1 for hydrazine, hydrazine sulfate, hydrazine nitrate and unsymmetrical dimethylhydrazine are: 0.21 μM, respectively. (6.7 ppb), 0.24 μM (31.2 ppb), 0.21 μM (19.9 ppb) and 0.64 μM (38.5 ppb).

[0049] A...

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Abstract

The invention relates to the technical field of fluorescent probes, in particular to a fluorescent probe for rapid detection of hydrazine compounds, the fluorescent probes include A-1 and A-2, and the invention discloses a fluorescent probe for rapid detection of hydrazine compounds The compound fluorescent probe synthesis method, the invention also discloses an application of the fluorescent probe for rapid detection of hydrazine compounds, including the detection method. The probe of the present invention can realize rapid response to hydrazine, hydrazine sulfate, hydrazine nitrate and unsymmetrical dimethylhydrazine, and the fluorescence enhancement is remarkable, has a lower detection limit, and has good anti-interference and selectivity.

Description

technical field [0001] The invention relates to the technical field of fluorescent probes, in particular to a fluorescent probe used for rapid detection of hydrazine compounds and its synthesis and application. Background technique [0002] Hydrazine (N 2 H 4 ), also known as hydrazine, is a colorless oily liquid with a pungent odor similar to ammonia. It has strong reducing properties, high alkalinity and good water solubility. It can be used in jet engines and rocket fuels. and chemical production. However, hydrazine is highly toxic, and hydrazine and water can be mixed into hydrazine hydrate in any volume ratio, which is harmful to human health. Industrial production sewage usually contains hydrazine compounds such as hydrazine nitrate and hydrazine sulfate, and the random discharge will cause serious harm to the ecological environment. [0003] Patent publication number CN110452171A discloses a fluorescent probe for hydrazine detection with a naphthalimide parent str...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/10C09K11/06G01N21/64
CPCC07D493/10C09K11/06G01N21/64G01N21/643C09K2211/1088G01N2021/6417
Inventor 刘相武文君于桂琴王蓓
Owner LANZHOU UNIVERSITY
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