Preparation and application for reaction type fluorescein fluorescent probe capable of detecting mercury ions

A fluorescent probe and fluorescein technology, which is applied in the field of fluorescent probe materials and its preparation, can solve the problems of fluorescence quenching and expensive equipment, and achieve the effects of easy use and storage, low cost and good application prospects

CN105924449AInactive Publication Date: 2016-09-07DONGHUA UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Publication Date
2016-09-07
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention provides preparation and application for a reaction type fluorescein fluorescent probe capable of detecting mercury ions. The preparation method for the reaction type fluorescein fluorescent probe capable of detecting the mercury ions comprises the following steps: dissolving fluorescein into a solvent so as to obtain a fluorescein solution, adding an acid binding agent, subjecting the obtained mixture to fully cooling, adding an acryloyl chloride solution into the above-mentioned mixed solution, carrying out a reaction at a room temperature, after the reaction is completed, carrying out rotary evaporation so as to remove the solvent, and carrying out drying so as to obtain an acryloyl fluorescein; and dissolving the acryloyl fluorescein into a solvent, dropwise adding a hydrazine hydrate solution, carrying out a reaction for 10 h to 14 h, subjecting the obtained product to recrystallization, and carrying out drying so as to obtain the reaction type fluorescein fluorescent probe capable of detecting the mercury ions. The fluorescent probe compound provided by the invention has good selectivity to the mercury ions; meanwhile, the fluorescent probe is applied in an aqueous solution, and is convenient and has good use effect in environmental application.
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Description

technical field

[0001] The invention belongs to the field of fluorescent probe materials and preparation thereof, in particular to the preparation and application of a reactive fluorescein fluorescent probe for detecting mercury ions. Background technique

[0002] Mercury is a highly volatile element that can accumulate in soil, ocean, and atmosphere. After mercury enters the ocean, inorganic mercury is transformed into organic mercury, which accumulates in marine organisms and finally enters the human body through the biological chain. Mercury entering the human body mainly causes damage to the central nervous system and stomatitis, which is extremely harmful to the human body. At present, the common detection methods for mercury are mainly atomic absorption / emission spectrometry, X-ray fluorescence spectrometry, inductively coupled plasma-mass spectrometry, nuclear magnetic resonance, colorimetry (such as the traditional dithizone method), electrochemical methods ( Such ...

Examples

Embodiment 1

[0038] A mercury ion-responsive fluorescein fluorescent probe whose structural formula is:

[0039]

[0040] The preparation method of the above-mentioned detection mercury ion-responsive fluorescein fluorescent probe is:

[0041] Step 1: Accurately weigh 3.00g (9.0×10 -3 mol) fluorescein powder (structure shown in formula (II), the fluorescein is a commercially available product) is placed in a 100mL round-bottomed three-necked flask equipped with a thermometer and a condenser tube, and 20.0mL of dry C 2 h 2 Cl 2 Dissolve the fluorescein powder to obtain a fluorescein solution, add 3.0mL (0.02mol) triethylamine as an acid-binding agent for the reaction, and magnetically stir; in order to reduce side reactions, put the resulting mixture in an ice-water bath at -2°C to 3°C Fully cool in medium, take 1.00g (1.1×10 -2 mol) acryloyl chloride dissolved in 20.0mL C 2 h 2 Cl 2 Acryloyl chloride solution was obtained in 30 minutes, slowly added dropwise to the above mixture;...

Embodiment 2

[0045] The ions are detected by using the mercury ion-responsive fluorescein fluorescent probe in Example 1:

[0046] Such as figure 1 As shown, the probe molecule ACFH itself has no ultraviolet absorption peak at 400-500nm, and after the probe is complexed with mercury ions, two absorption peaks appear at 444nm and 471nm.

[0047] exist figure 2 It can be found that the fluorescence excitation wavelength is 445nm and the fluorescence emission wavelength is 512nm after the complexation of the fluorescent probe with mercury ions.

[0048] Such as image 3 As shown, the obtained reactive fluorescein fluorescent probe for detecting mercury ions was dissolved in water solvent to form a 10 μM probe solution, and a series of different (pH=2.30, 2.86, 3.82 , 4.70, 5.85, 6.77, 7.0, 8.08, 9.15, 9.81, 11.34) pH buffer solution, and then add a certain amount of 1x10 to the probe solution -4 M mercury ions, detect the change of fluorescence intensity of the probe solution under diffe...