Preparation method and application of high selectivity ultrasensitive inorganic mercury / organic mercury ion fluorescent probe

A preparation, hydrogen atom technology, applied in organic chemistry, fluorescence/phosphorescence, chemical instruments and methods, etc., can solve the problems of poor water solubility, complex synthesis, poor selectivity, etc., and achieve the effect of good stability and simple synthesis

Inactive Publication Date: 2015-11-18
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among these numerous detection methods, fluorescent probes have become the focus of researchers due to their unique advantages, but there are still some problems in the reported me

Method used

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  • Preparation method and application of high selectivity ultrasensitive inorganic mercury / organic mercury ion fluorescent probe
  • Preparation method and application of high selectivity ultrasensitive inorganic mercury / organic mercury ion fluorescent probe
  • Preparation method and application of high selectivity ultrasensitive inorganic mercury / organic mercury ion fluorescent probe

Examples

Experimental program
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Effect test

Embodiment 1

[0039]

[0040] (Scheme 1) 534 mg (2.0 mmol) of N-butyl-4-hydroxy-1,8-naphthalimide, 247 mg (2.0 mmol) of dimethylaminothioformyl chloride and (250 μL) of N,N-diiso Propylethylamine (DIPEA) was dissolved in 15 mL of dichloromethane, stirred and reacted at 25°C for 12 h, then rotary evaporated to obtain a crude product, and finally recrystallized using dichloromethane and petroleum ether to obtain 326 mg of a pure product with a yield of 46 ﹪.

[0041] (Scheme 2) 534 mg (2.0 mmol) of N-butyl-4-hydroxy-1,8-naphthalimide, 494 mg (4.0 mmol) of dimethylaminothioformyl chloride and (350 μL) of N,N-diiso Propylethylamine (DIPEA) was dissolved in 15 mL of dichloromethane, stirred and reacted at 25°C for 12 h, then rotary evaporated to obtain a crude product, and finally recrystallized using dichloromethane and petroleum ether to obtain 411 mg of a pure product with a yield of 58 ﹪.

[0042](Scheme 3) 534 mg (2.0 mmol) of N-butyl-4-hydroxy-1,8-naphthalimide, 618 mg (6.0 mmol) of d...

Embodiment 2

[0047] The inventors of the present invention have carried out following test: (a) Hg 2+ (10μM) in H 2 o 2 (100mM) in the presence of probe (5μM) fluorescence spectrum; (b) Hg 2+ (30μM) in H 2 o 2 Effect of the presence of (100 mM) on the UV spectrum of the probe (5 μM). The above determination is carried out in 5mM HEPES, pH7.4 aqueous solution, the probe used is the probe prepared in Example 1, and all spectral tests are Hg at 25°C 2+ Measured after 30 minutes of adding action. See Figure 1 for the results.

[0048] From Figure 1(a), it can be seen that in H 2 o 2 In the presence of Hg 2+ The fluorescence intensity is greatly enhanced; as can be seen from Figure 1(b), at H 2 o 2 In the presence of , the absorption peak was red-shifted obviously, and the color of the solution changed from colorless to yellow-green.

Embodiment 3

[0050] Hg 2+ (10μM) at different concentrations of H 2 o 2 Effect of presence on the fluorescence spectrum of the probe (5 μM). The above determination is carried out in 5mM HEPES, pH7.4 aqueous solution, the probe used is the probe prepared in Example 1, and all spectral tests are Hg at 25°C 2+ Measured after 30 minutes of adding action. See results figure 2 .

[0051] from figure 2 It can be seen that with the H in the probe solution 2 o 2 As the concentration increases, the fluorescence spectrum increases gradually. From this it can be concluded that H 2 o 2 The optimal concentration taken should be 100mM.

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Abstract

The present invention relates to a preparation method and application of a high selectivity ultrasensitive inorganic mercury / organic mercury ion fluorescent probe. In particular, the probe is a dimethylamino thioformate naphthalimide compound, which can be used as an inorganic mercury / organic mercury ion fluorescent probe for the detection of mercuric ions. The probe can achieve at least one of the following technical effects: high selectivity identification of inorganic mercury ions / organic mercury ions; rapid response to mercury ions; real-time detection of mercury ions; stability for long-term storage and usage; assistance in the for mercury ion detection of actual samples; and strong anti-interference ability.

Description

technical field [0001] The invention relates to dimethylaminothiocarbamate naphthalimide compounds as inorganic mercury / organic mercury ion fluorescent probes, which can perform highly selective and ultrasensitive analysis of inorganic mercury / organic mercury ions under pure water conditions, Or it can accurately and sensitively determine the concentration of inorganic / organic mercury ions in a sample. Background technique [0002] Mercury (mercury) and its derivatives are ubiquitous in the environment and pose a serious threat to the environment and human health due to their persistence, easy migration and high bioaccumulation. Organic forms of mercury are lipophilic, such as the methylmercury species (CH 3 HgX, X=Cl - 、Br - , etc.), it can accumulate in organisms and transfer to the human body through the food chain. The trace mercury accumulated in the human body cannot be excreted through its own metabolism, which will directly lead to heart, liver, and thyroid diseas...

Claims

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Application Information

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IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06C09K2211/1029G01N21/64
Inventor 朱宝存舒伟闫良国柳彩云
Owner UNIV OF JINAN
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