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Mercury ion fluorescence sensor as well as synthetic method and application thereof

A technology of fluorescence sensor and synthesis method, which is applied in the direction of chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc. It can solve the problems of application limitation, interference, long synthesis route of fluorescence sensor, etc., and achieve simple synthesis steps and large-scale production Effect

Inactive Publication Date: 2013-08-21
EAST CHINA NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Most of the chemical sensors currently used to detect ions have some problems in practical applications. For example, the synthesis route of fluorescent sensors is very long, which is not suitable for large-scale production, and the interference of various competing metal ions on the measurement, etc. application is limited

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  • Mercury ion fluorescence sensor as well as synthetic method and application thereof
  • Mercury ion fluorescence sensor as well as synthetic method and application thereof
  • Mercury ion fluorescence sensor as well as synthetic method and application thereof

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preparation example Construction

[0030] The synthetic method of mercury ion fluorescent sensor of the present invention, concrete steps comprise as follows:

[0031] The preparation of step (1) intermediate:

[0032] rhodamine B and excess hydrazine hydrate in an organic solvent, control the reaction temperature at 50-120°C, and the reaction time is 24-40h to obtain rhodamine B after hydrazinolysis;

[0033] Wherein, the structural formula of rhodamine B is:

[0034]

[0035] Wherein, the intermediate that step (1) obtains is the structural formula of Rhodamine B after hydrazinolysis is:

[0036]

[0037] Wherein, the organic solvent is ethanol, methanol, dichloromethane, or N,N-dimethylformamide.

[0038] Step (2) preparation of mercury ion fluorescent sensor:

[0039] Dissolve the obtained hydrazinolysis intermediate of rhodamine B in an organic solvent, add an equivalent amount of isocyanate under N2 protection, control the reaction temperature at room temperature, and the reaction time is 24-40h....

Embodiment 1

[0043] The preparation of the hydrazinolysis product (intermediate) of embodiment 1 Rhodamine B:

[0044] In a 250mL glass flask, completely dissolve 20g of rhodamine B in 100mL of ethanol, control the temperature at 100°C, and reflux for 24h. The solvent was removed under reduced pressure, then poured into ice water, filtered and dried. 18.7 g of a white solid was obtained with a yield of 98%. NMR characterization diagram see figure 1 .

[0045] NMR characterization 1H NMR (500MHz, DMSO) δ1.09(t, J=6.7Hz, 12H), 3.31(q, J=19.7Hz, 8H), 4.19(br, 2H), 6.34(br, 4H), 6.38 (br, 2H), 6.98 (d, J=6.5Hz, 1H), 7.46 (t, J=3.6Hz, 2H), 7.75 (d, J=6.7Hz, 1H).

Embodiment 2

[0046] Embodiment 2 Preparation of Mercury Ion Fluorescence Sensor 1 (F1):

[0047] In a 250mL glass flask, completely dissolve 5g of Rhodamine B in 50mL of N,N-dimethylformamide solution, add an equivalent amount of p-trifluoromethylbenzene isocyanate under N2 protection, and control the temperature at room temperature Stir for 2h. Then the reaction solution was poured into a large amount of ice water, filtered and dried. Obtained F16.8g, yield 97%. F1 NMR characterization diagram and carbon spectrum characterization diagram are shown in figure 2 .

[0048] NMR characterization 1H NMR (500MHz, DMSO) δ0.85(br, 12H), 3.28(q, J=3.4Hz, 8H), 6.32(d, J=5.25Hz, 4H), 6.33(s, 2H), 7.04(d , J=7.25Hz, 1H), 7.46-7.60(m, 6H), 7.85(d, J=7.15Hz, 1H), 8.21(s, 1H).

[0049] Carbon spectrum characterization 13 C NMR (500MHz, DMSO) δ12.9, 44.6, 68.2, 97.7, 106.5, 114.3, 121.9, 124.1, 125.3, 128, 128.3, 128.8, 129.2, 131.3, 139.5, 132.1, 132.6, 142.7, 149.4, 1531.8, , 160.8.

[0050] H...

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Abstract

The invention discloses a mercury ion fluorescence sensor shown in a formula (I). The sensor comprises a rhodamine b framework, anion bonding unit urea or thiourea and a signal element fluorescent molecular radical sensed. The invention further discloses a synthetic method of the mercury ion fluorescence sensor. The invention further provides an application of the mercury ion fluorescence sensor show in the formula (I) in mercury ion detection. Compared with the prior art, the raw materials used by the invention are available, the synthetic steps are simple and the post-treatment is convenient, and industrialized production is easy to realize.

Description

technical field [0001] The invention belongs to the field of biochemical materials, and in particular relates to a mercury ion fluorescence sensor and its synthesis method and application. Background technique [0002] Mercury and its compounds are heavy metals that seriously endanger human health. Due to their persistence, easy migration and high bioaccumulation, they have become one of the most concerned environmental pollutants in the world. Mercury ions can accumulate in living organisms and transfer to the human body through the food chain. The trace amount of mercury accumulated in the human body cannot be excreted through its own metabolism, which will directly lead to heart, liver, and thyroid diseases, nervous system disorders, chronic mercury poisoning, and even the formation of malignant tumors. In view of the extremely bad impact of mercury poisoning on the entire society, mercury is prioritized on the list of the global environmental monitoring system, and a lo...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 刘顺英谢叶归王东伟吴献荣
Owner EAST CHINA NORMAL UNIVERSITY
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