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Azobenzene fluorescence sensor and preparation method and application thereof

A fluorescent sensor and azobenzene-based technology, applied in the field of fluorescent sensors, can solve the problems of poor selectivity of metal ions, etc., and achieve the effects of simple preparation method, obvious detection phenomenon, and easy identification

Inactive Publication Date: 2016-05-18
GUANGXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, DHAB is less selective for metal ions

Method used

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  • Azobenzene fluorescence sensor and preparation method and application thereof
  • Azobenzene fluorescence sensor and preparation method and application thereof
  • Azobenzene fluorescence sensor and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] A preparation method of an azobenzene fluorescent sensor-zinc ion fluorescent sensor comprises the following steps:

[0039] 1) Add 2,2′-dihydroxyazobenzene (1.5mmol), potassium carbonate (3.0mmol) and 18-crown-6 (0.2mmol) to 20ml of anhydrous acetone, stir at room temperature for 10min, pass Hexadecanoyl chloride (1.5mmol) was slowly added dropwise into the constant pressure dropping funnel. After the dropwise addition was completed within 1h, it was heated to reflux for 15h, and the insoluble matter was removed by filtration to obtain a sample after the reaction was completed.

[0040] 2) Separation and purification of the sample after the reaction is completed:

[0041] After the sample after the reaction was completed, the solvent was distilled off at 0.1 Pa with a rotary evaporator to obtain a brownish-red solid;

[0042] Then use the mixed solution of ethyl acetate and petroleum ether, in volume ratio, ethyl acetate: petroleum ether = 1:10, as the eluent, and use...

Embodiment 2

[0044] A preparation method of an azobenzene fluorescent sensor-zinc ion fluorescent sensor comprises the following steps:

[0045] 1) Add 2,2'-dihydroxyazobenzene (1.5mmol), potassium carbonate (4.5mmol) and 18-crown-6 (0.2mmol) to 50ml of anhydrous acetone, stir at room temperature for 10min, pass Hexadecanoyl chloride (2.25mmol) was slowly added dropwise into the constant pressure dropping funnel. After the dropwise addition was completed within 1h, it was heated to reflux for 15h, and the insoluble matter was removed by filtration to obtain a sample after the reaction was completed.

[0046] 2) Separation and purification of the sample after the reaction is completed:

[0047] After the sample after the reaction was completed, the solvent was distilled off at 0.1 Pa with a rotary evaporator to obtain a brownish-red solid;

[0048] Then use the mixed solution of ethyl acetate and petroleum ether, the volume ratio is, ethyl acetate: petroleum ether = 1:5, as eluent, use 200...

Embodiment 3

[0050] Titration Test of Fluorescence Sensor and Zinc Ion

[0051] In a mixed solvent (pH=7.5) with a volume ratio of HEPES buffer and methanol of 1:1, a fluorescent sensor with an initial concentration of 0.3 mM was added so that the concentration of the fluorescent sensor in the solution was 15 μM. Then, different amounts of zinc ions with an initial concentration of 0.3 mM were added sequentially, so that the concentrations of zinc ions in the solution were 0.75 μM, 1.5 μM, 2.25 μM, 3.75 μM, 6.0 μM, 7.5 μM, 11.25 μM, 15 μM, 22.5 μM , 37.5 μM, 45 μM, 90 μM, 135 μM, 225 μM, no zinc ions were added as a control, and the system was allowed to stand for 15 minutes to reach equilibrium.

[0052] Fluorescence spectra under different zinc ion conditions were tested with a fluorescence spectrometer, the excitation wavelength was 500nm, and the detection wavelength was 610nm, the results were as follows figure 1 shown. Depend on figure 1It can be seen that as the concentration of ...

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Abstract

The invention discloses an azobenzene fluorescence sensor and a preparation method and application thereof. The structure of the fluorescence sensor is shown as the formula (I). An azobenzene derivative (I) is used as the fluorescence sensor for detecting zinc ions, when the zinc ions exist, a sensor solution turns into orange from light yellow, no fluorescence exists at a distance of 610 nm, and after the sensor solution acts with the zinc ions, fluorescence at the distance of 610 nm is enhanced. The fluorescence sensor has the advantages that the sensor synthesis process is simple, and the sensor is suitable for fluorescence detection on the zinc ions under the weak acid, neutral and alkaline conditions. New application of the azobenzene derivative to fluorescence detection is provided.

Description

technical field [0001] The invention belongs to the technical field of fluorescent sensors, in particular to an azobenzene fluorescent sensor and its preparation method and application. Background technique [0002] As a trace metal element that makes up the human body, zinc ions play many different roles in the life process, although the content is very small, and it is also closely related to some serious physiological diseases such as Alzheimer's disease and Parkinson's syndrome. Relationship. Excess or lack of zinc ions will cause harm to the human body, even fatal. Therefore, how to efficiently detect zinc ions plays an extremely important role in human health and development. [0003] Fluorescence detection method is not only simple, but also has outstanding advantages in sensitivity, selectivity, response time and biological applications. Azobenzene is one of the most common and commonly used chromophores. However, the photoisomerization phenomenon of azobenzenes ...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07C245/08G01N21/64
Inventor 王静刘海波
Owner GUANGXI UNIV
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