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Ratio-type variant receptor mercury ion fluorescent probe and its preparation method and use

A fluorescent probe, mercury ion technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as interference and poor binding selectivity of mercury ions, and achieve simple and convenient post-processing, mild reaction conditions, and identification. Ability-Specific Effects

Inactive Publication Date: 2015-07-29
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This kind of mercury ion probe usually has good sensitivity and fast response time, and is the most widely studied, but the binding selectivity of this kind of probe to mercury ion is relatively poor, and it is easy to be affected by other metal ions, especially the same group metals zinc and cadmium. interference

Method used

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  • Ratio-type variant receptor mercury ion fluorescent probe and its preparation method and use
  • Ratio-type variant receptor mercury ion fluorescent probe and its preparation method and use
  • Ratio-type variant receptor mercury ion fluorescent probe and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: the preparation of the fluorescent probe of variant acceptor ratio type mercury ion, the basic synthesis process is as follows:

[0027] Synthesis of benzopyranonitrile: Add benzopyrone (2g, 12.5mmol) to a 100mL single-necked bottle, then add 40mL of acetic anhydride, then add malononitrile (1g, 15.15mmol), reflux and stir for 12 hours, rotate Evaporate acetic anhydride, add 30 mL of deionized water and reflux reaction for half an hour, filter to obtain a filter cake and recrystallize with absolute ethanol to obtain 0.35 g of a yellow solid. The yield of benzopyranonitrile was 14%. The hydrogen spectrum data of benzopyranonitrile are as follows: 1 H NMR (CDCl 3 ,500MHz)δ8.92(d,J=9Hz1H),7.72(t,J=7.5Hz,1H),7.46(d,J=8Hz,2H),6.72(s,1H),2.44(s,3H) .

[0028] Synthesis of 4-azidostyrylbenzopyranonitrile: under argon protection, add 4-azidobenzaldehyde (155mg, 0.75mmol) and benzopyranonitrile (110mg, 0.75mmol) into a 25mL flask, add Freshly distilled acetoni...

Embodiment 3

[0034] Embodiment 3: The response situation of fluorescent probe to mercury ion determination

[0035] Figure 4-Figure 8 All the data in this paper are tested in a mixed solution of DMF and HEPES (pH=7.4) (volume ratio 5:5), and the excitation wavelength is 459nm.

[0036] Figure 4 When the concentration of the probe is 10 μm, when the concentration of mercury ions is 0, 2, 4, 6, 8, 10, 15, 20, 30 μm, the fluorescence spectrum is obviously red-shifted and enhanced, and the red-shift is 83nm. 8 times. It shows that the modification has occurred after combining with mercury ions.

Embodiment 4

[0037] Embodiment 4: the selectivity of fluorescent probe to mercury ion determination

[0038] Add 10μm probe molecules under the same reaction conditions, and then add other metal ions, such as: Ag + ,Al 3+ , Ba 2+ , Ca 2+ ,Cd 2+ ,Co 2+ ,Cr 3+ ,Cu 2+ ,Fe 2+ ,Fe 3+ ,K + ,Mg 2+ ,Mn 2+ , Na + , Ni 2+ ,Pb 2+ ,Pd 2+ ,Pt 2+ ,Rb + ,Sr 2+ ,Zn 2+ , with a concentration of 30 μm. The result is as Figure 5 with Image 6 , only the mercury ions had obvious red shift enhancement changes, and other metal ions did not change too much. Therefore, the probe still has good selectivity and sensitivity to mercury ions in the presence of the above-mentioned interference ions. Embodiment 5: the complexation ratio of fluorescent probe and mercury ion

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Abstract

The invention discloses a ratio-type variant receptor mercury ion fluorescent probe and its preparation method and use. The ratio-type variant receptor mercury ion fluorescent probe has the advantages of simple synthesis processes, good light stability, the largest emission wavelength of 550nm and good chemical stability under neutral conditions. Through amide functional group tautomerism, the receptor has a deformation capability of combination of an imidic acid isomer and mercury ions and combination of an amide isomer structure and other metal ions so that the receptor has mercury ion specific combination selectivity. The probe with the mercury ion produces fluorescence spectrum red shift to 633nm and the fluorescence spectrum is enhanced by 9 times. After bonding to other metal ions especially such as congener zinc ion and cadmium ions, the probe has no obvious fluorescence change and has mercury ion specific fluorescence signal selectivity. The probe realizes mercury ion specific ratio identification, can be used in detection of mercury ions in cells and has a wide application prospect in detection of mercury ions in other organisms and environments.

Description

technical field [0001] The invention belongs to the field of chemical analysis and detection, in particular to a ratio-type variant acceptor mercury ion fluorescent probe, its preparation method and application. Background technique [0002] Mercury is one of the most threatening and toxic metals to humans and the environment. In nature, mercury ions are absorbed by various animals and plants and enter the human body through food chain enrichment, causing a series of harmful effects on health, especially on the brain, bones, kidneys, central system, immune and endocrine systems, etc. degree of toxicity. Although mercury ions have adverse effects on the environment and human health, it is still widely used in industrial production processes. Therefore, it is very necessary to find a fast and efficient mercury ion detection method to apply it in medicine, environment, food and other fields. Fluorescence detection method is simple and has outstanding advantages in sensitivit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D405/14G01N21/64
Inventor 徐兆超赵秒郎海静乔庆龙
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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