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Long-wavelength fluorescent probe for detecting hydrazine and synthetic method and application of long-wavelength fluorescent probe

A synthesis method and fluorescent molecular probe technology, applied in the field of chemical analysis and detection, can solve the problems of weak photobiological penetration ability and unfavorable biological sample detection, etc., and achieve good anti-interference ability, stable optical performance and fast response speed Effect

Active Publication Date: 2017-05-03
SHANGQIU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the excitation and emission wavelengths of the fluorescent probe molecules currently developed for the detection of hydrazine are mostly in the short-to-middle band region, which is not conducive to the elimination of background interference in complex samples. Therefore, it is not conducive to the detection of biological samples

Method used

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  • Long-wavelength fluorescent probe for detecting hydrazine and synthetic method and application of long-wavelength fluorescent probe
  • Long-wavelength fluorescent probe for detecting hydrazine and synthetic method and application of long-wavelength fluorescent probe
  • Long-wavelength fluorescent probe for detecting hydrazine and synthetic method and application of long-wavelength fluorescent probe

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Experimental program
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Effect test

Embodiment 1

[0047] Example 1: Synthesis of Fluorescent Molecular Probes

[0048] Compound 3 (R 1 , R 2 Both are alkyl groups with one carbon number) (398 mg, 2.0 mmol) and p-Hydroxybenzaldehyde (268 mg, (2.2 mmol) were added to ethanol (50 mL) and heated under reflux for 12 h. After the reaction, distillation under reduced pressure The solvent was removed and separated by column chromatography to obtain a brown-red solid (compound 2).

[0049] Compound 2 (303 mg, 1 mmol), acetyl chloride (157 mg, 2.0 mmol, 142 mL) was added to triethylamine (304 mg, 2.2 mmol, 416 mL), and the solvent methylene chloride (20 mL) was reacted at room temperature for 8 h . After the reaction was completed, the solvent was distilled off under reduced pressure and separated by column chromatography (the eluent was a mixed solution of dichloromethane / methanol=10 / 1) to obtain 293 mg of the product as a yellow solid (yield: 85%). The product structural formula is as follows:

[0050]

[0051] 1 H NMR (400 ...

Embodiment 2

[0052] Example 2: Probe Fluorescent Detection of Hydrazine

[0053] The molecular probe prepared above was dissolved in a mixed buffer solution of water and dimethyl sulfoxide (H 2 O / DMSO=9 / 1, v / v, 10 mM HEPES, pH 7.4)), prepared to 5 μmol L -1 probe solution. Add 2 mL of prepared 5 μmol L to a 3 mL cuvette -1 Probe solution of the present invention, then add different concentrations of hydrazine and mix evenly, test its fluorescence spectrum, the results are as follows image 3 shown. The fluorescence emission intensity of the solution at 620nm is plotted against the concentration of hydrazine, and the concentration of hydrazine is 1.0 – 50 μmol L -1 In the range, there is a good linear relationship between the two ( Figure 4 ), the quantitative detection of hydrazine within this concentration range can be realized, and the solution changes from yellow to purple, which is also suitable for naked eye detection. And this probe is not affected by some other common ions, ...

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Abstract

The invention discloses a long-wavelength fluorescent probe for detecting hydrazine and a synthetic method and application of the long-wavelength fluorescent probe, and belongs to the technical field of chemical analysis and detection. The probe is obtained through condensation of a tricyanofuran large pi system and acetyl, and comprises the following structure (please see the specifications for the structure), wherein R1 and R2 are selected from any one of alkyl chains with the number of carbon atoms from one to eighteen; n1 is 1, or 2 or 3; and n2 is selected from any one of integers of 0-17. Fluorophore of the probe is of a tricyanofuran large pi system framework structure, and a response group to the hydrazine is a fatty acid unit. Molecules of the probe have high selectivity and sensitivity to the hydrazine, the detection range is 1.0-50 [mu]mol / L<1>, and the limit of detection is 0.13[mu]mol / L<1>. The long-wavelength fluorescent probe can be used for detecting hydrazine in water, soil and cells.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and detection, and in particular relates to a long-wavelength trun-on type fluorescent probe for detecting hydrazine, a synthesis method thereof and an application in detecting hydrazine. Background technique [0002] Hydrazine (N 2 h 4 ) is a highly active small molecular compound with strong reducing properties and bifunctional groups. As chemical fuels, reaction starters have been widely used in the fields of aerospace, fuel cells, and synthesis of antioxidants, polymer compounds, and pesticides. However, hydrazine is also highly toxic, even distorting and carcinogenic, and can be ingested by the human body through the respiratory system and skin, causing headaches, nausea and other symptoms, as well as damage to organs such as the liver and kidney. The United States Environmental Protection Agency stipulates that the safety limit of hydrazine is 10 ppb (0.3 μmol L -1 ). Due to t...

Claims

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Application Information

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IPC IPC(8): C07D307/68C09K11/06G01N21/64
CPCC07D307/68C09K11/06C09K2211/1007C09K2211/1088G01N21/6428G01N21/643
Inventor 郝远强张银堂朱旭刘保霞常竹崔亚丽王玲户文慧宋晓庆郭超陆媛媛瞿鹏徐茂田
Owner SHANGQIU NORMAL UNIVERSITY
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