Pyrene fluorescence probe and preparation method and application thereof

A fluorescent probe and pyrene-based technology, applied in the field of analytical chemistry, can solve problems such as poor water solubility, poor recognition ability, and fluorescence quenching, and achieve the effects of small environmental impact, strong photostability, and good solubility

Inactive Publication Date: 2014-08-27
INNER MONGOLIA UNIV FOR THE NATITIES
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the technical problems of poor water solubility, poor recognition ability and serious fluorescence quenching in the organic fluorescent probe molecules for detecting hypochlorite in the prior art, and to provide a pyrene-based fluorescent probe and its preparation method and application

Method used

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  • Pyrene fluorescence probe and preparation method and application thereof
  • Pyrene fluorescence probe and preparation method and application thereof
  • Pyrene fluorescence probe and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] combined with Figure 1-3 Illustrative Example 1

[0056] Weigh 0.23g of 1-pyrene formaldehyde and 0.11g of 2,3-diaminomalenitrile, and dissolve them in 30mL of absolute ethanol, stir magnetically under reflux for 12h, the solution turns yellow, and the blue fluorescence of 1-pyrene formaldehyde disappears . Anhydrous ethanol was distilled off under reduced pressure to obtain a crude product. The crude product was poured into a saturated sodium chloride solution, extracted and separated by adding dichloromethane, dried and distilled off under reduced pressure, purified by silica gel column chromatography, and eluted with a mixed solution of petroleum ether / ethyl acetate. The eluent was evaporated and dried to obtain a yellow solid, which was 2-amino-3-(1-pyrenylmethyleneamino)maleonitrile, abbreviated as PYMN.

[0057] Carry out nuclear magnetic resonance analysis and infrared analysis to the PYMN that embodiment 1 obtains; figure 1 for PYMN in DMSO-d 6 middle 1 H...

Embodiment 2

[0059] combine Figure 4-7 Illustrative Example 2

[0060] (1) Using pure water and H 2 o 2 , NaAcO, Na 2 C 2 o 4 、Na 2 CO 3 、NaNO 2 、NaNO 3 、Na 2 S, Na 2 SO 3 、Na 2 S 2 o 3 , NaCl, NaClO, NaClO 3 , NaBr, KBrO 3 , KI and KIO 3 , were prepared in a volume of 100mL, and contained a concentration of 1.0×10 -2 mol / L of H 2 o 2 、AcO - 、C 2 o 4 2- , CO 3 2- , NO 2 - , NO 3 - , S 2- , SO 3 2- , S 2 o 3 2- , Cl - , ClO - , ClO 3 - , Br-, BrO 3 - , I - , IO 3 - aqueous solution;

[0061] (2) Dissolve PYMN in absolute ethanol, and make the PYMN concentration 1.0×10 -5 mol / L probe solution;

[0062] (3) Take 17 parts of the probe solution with a volume of 3 mL, and add 30 μL of the aqueous solution containing different ions in step (1) and 30 μL of pure water to it respectively to obtain a mixed solution;

[0063] (4) At room temperature, observe the color change of the mixed solution and the color change under 365nm ultraviolet light irrad...

Embodiment 3

[0067] combine Figure 6-8 Illustrative Example 3

[0068] (1) Using pure water and CaCl 2 , MgCl 2 , FeCl 2 , FeCl 3 , ZnCl 2 , CuCl 2 , were prepared in a volume of 100mL, and contained a concentration of 1.0×10 -2 mol / L Ca 2+ , Mg 2+ , Fe 2+ , Fe 3+ , Zn 2+ 、Cu 2+ aqueous solution;

[0069] (2) Dissolve PYMN in absolute ethanol, and make the PYMN concentration 1.0×10 -5 mol / L probe solution;

[0070] (3) Take 6 parts of the probe solution with a volume of 3 mL, and add the aqueous solution containing different ions with a volume of 30 μL to it respectively to obtain a mixed solution;

[0071] (4) At room temperature, observe the color change of the mixed solution and the color change under 365nm ultraviolet light irradiation, and detect its absorption spectrum and fluorescence spectrum respectively.

[0072] From Figure 8 It can be seen that the probe solution containing Ca 2+ , Mg 2+ , Fe 2+ , Fe 3+ , Zn 2+ or Cu 2+ There is no characteristic fluore...

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Abstract

The invention discloses a pyrene fluorescence probe and a preparation method and application thereof, and belongs to the technical field of analytical chemistry. The pyrene fluorescence probe and the preparation method and application thereof solve the problems that a fluorescence probe for detecting hypochlorite ions is poor in water solubility and low in recognition capability and serious fluorescence quenching is caused in the prior art. The chemical formula of the pyrene fluorescence probe is shown in the formula I, and the pyrene fluorescence probe is prepared from pyrene-1-carboxaldehyde and 1,2-diamino-1,2-dicyanoethylene in a condensation reaction mode. The pyrene fluorescence probe is applied to detection of the hypochlorite ions. The pyrene fluorescence probe is good in solubility, strong in light stability, good in visible fluorescence change effect and has high selectivity and high sensitivity to the hypochlorite ions, and fluorescence is less likely to be influenced by the environment.

Description

technical field [0001] The invention relates to a pyrene fluorescent probe and its preparation method and application, belonging to the technical field of analytical chemistry. Background technique [0002] Hypochlorous acid and hypochlorite are widely used in production and life, such as household bleaching, tap water disinfection, cooling water treatment, and cyanide ion treatment. Due to its high cost performance, chlorine gas is still widely used in more than 80% of the world's water treatment industry. Generally, its use concentration is controlled at 10 -5 ~10 -2 between mol / liter. However, due to the increasingly serious pollution of water sources, the content of hypochlorous acid in tap water has directly increased. Excessive hypochlorous acid solution is highly toxic to humans and other organisms. Realizing the qualitative and quantitative detection of hypochlorite ions in the water environment is particularly important for water resource protection and disease...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/30C07C253/30C09K11/06G01N21/64
Inventor 杨杨许良高超颖白锁柱陈静
Owner INNER MONGOLIA UNIV FOR THE NATITIES
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