Application of diketopyrrolopyrrole derivative in detection of Hg<2+>

A technology of diketopyrrolopyrrole and diketopyrrolopyrrole, which is applied in the field of functional materials and can solve problems such as sensor interference

Active Publication Date: 2015-08-05
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently studied as Hg 2+ The DPP fluorescence sensors of the sensor all use the DPP structure as the electron-withdrawing group in the sensor instead of Hg 2+ recognition group, this type of sensor is susceptible to Ag + or Cu 2+ interference

Method used

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  • Application of diketopyrrolopyrrole derivative in detection of Hg&lt;2+&gt;
  • Application of diketopyrrolopyrrole derivative in detection of Hg&lt;2+&gt;
  • Application of diketopyrrolopyrrole derivative in detection of Hg&lt;2+&gt;

Examples

Experimental program
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Embodiment 1

[0033] Fabrication of fluorescent sensors based on N-DPP. Add 300 mg of dithiophene diketopyrrolopyrrole and 10 mL of N,N-dimethylformamide into a 25 mL one-necked flask. After stirring at room temperature for 5 minutes, 285 mg of potassium tert-butoxide was added, and stirred for 30 minutes under nitrogen protection. Then, 300 mg of 1-bromo-2-(2-methoxyethoxy)ethane was added dropwise, and stirring was continued at room temperature for 6 hours to stop the reaction. The reaction solution was poured into distilled water and extracted with chloroform to obtain an organic phase. The organic phase was concentrated and purified by column chromatography to obtain a reddish-brown solid powder (ethyl acetate:dichloromethane=1:2). 1 H NMR (CDCl 3 ,500MHz)δ(ppm):3.352(s,3H),3.513-3.531(m,3H),3.668-3.686(m,2H),3.831-3.856(t,2H),4.314-4.340(t,2H) ,7.246-7.263(dd,J=3.5Hz,5.0Hz,1H),7.283-7.299(dd,J=4.0Hz,5.0Hz,1H),7.631-7.643(dd,J=1.0Hz,5.0Hz,1H ), 7.667-7.679(dd, J=1.0Hz, 5.0Hz, 1H), ...

Embodiment 2

[0040] Detection of different concentrations of Hg in water based on dithiophenepyrrolopyrrole diketope fluorescent sensor 2+ fluorescence response. Such as Figure 6 As shown, dithiophene pyrrolopyrrole diketone was added to the water / methanol mixed solution with a volume ratio of 50:50 to prepare a solution with a concentration of 10 μM. 2+ decrease with increasing concentration.

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Abstract

The invention discloses application of a diketopyrrolopyrrole derivative. The diketopyrrolopyrrole derivative has a selective complexation effect on Hg<2+>, can easily realize decomplexation and is applicable as an Hg<2+> recognition substance to preparation of a fluorescent sensor used for detecting Hg<2+> in an aqueous solution. The prepared fluorescent sensor used for detecting Hg<2+> has the characteristics of recognizability with naked eyes, high sensitivity and repeated usability, has high Hg<2+> selectivity and is free of interference by cations like Ag<+>, Pb<2+>, Cu<2+>, Cr<3+>, Mn<2+>, Fe<3+>, Co<2+>, Ni<2+>, Zn<2+>, Cd<2+> and Al<3+> in detection of Hg<2+>. The fluorescent sensor is widely applicable to the fields of environmental engineering, biological detection, etc.

Description

technical field [0001] The present invention relates to a class of diketopyrrolopyrrole derivatives in Hg 2+ The application in detection belongs to the field of functional materials. Background technique [0002] Developed industry has brought great wealth to human beings, but it has also brought serious environmental hazards of heavy metals. Among them, mercury pollution has become a major global environmental problem. my country is a large country in the production, use and emission of mercury, and the situation of mercury pollution prevention and control is very severe. Today's mature mercury detection technology mostly relies on large-scale analytical instruments, but sample preparation takes a long time and the detection cost is expensive, which cannot meet the current needs of large quantities, convenience, and speed, and chemical sensors can better meet the above requirements. [0003] Diketopyrrolopyrrole (DPP) functional dyes have a high fluorescence quantum yiel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D487/04G01N21/64
Inventor 刘正春聂凯旋董波石环环华针李文佳牛燕芳
Owner CENT SOUTH UNIV
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