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Schiff base multifunctional fluorescence probe, and preparation method and application thereof

A fluorescent probe and multi-functional technology, applied in the field of fluorescent probes, can solve problems such as environmental pollution, and achieve the effects of strong operability, simple preparation process, and cost-saving testing

Active Publication Date: 2017-06-20
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Phosphate ion plays an irreplaceable role in life, environment and chemical process. It is also an important resource in agriculture and industrial production. Environmental problems such as trophication have caused environmental pollution, and the reports can be used to detect PO 4 3- There are very few fluorescent probes

Method used

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  • Schiff base multifunctional fluorescence probe, and preparation method and application thereof
  • Schiff base multifunctional fluorescence probe, and preparation method and application thereof
  • Schiff base multifunctional fluorescence probe, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The preparation method of the Schiff base multifunctional fluorescent probe of the present invention comprises the following steps:

[0023] Weigh 0.4g (2.283mmol) of p-dimethylaminoacrolein, dissolve it in 10mL of absolute ethanol, stir vigorously at room temperature, and weigh 0.4935g (4.566mmol) of diaminomaleonitrile, dissolve it in 10mL of absolute ethanol, set In the constant pressure dropping funnel, slowly drop into the above solution, add 2 drops of concentrated hydrochloric acid, stir and react at 80°C for 5 hours, precipitate and filter, wash with distilled water for 3 times, ethanol for 2 times, anhydrous ether for 3 times, The pure product is obtained by recrystallization with acetonitrile:methanol mixed solvent with a volume ratio of 1:4, and the yield is 73-79%. Naturally volatilize at room temperature, and obtain a single crystal after 3 days, wherein, the amount of ethanol only needs to be such that p-dimethylaminoacrolein and diaminomaleonitrile can be...

Embodiment 2

[0045] Weigh 1g (5.71mmol) of p-dimethylaminoacrolein, dissolve it in 20mL of absolute ethanol, stir vigorously at room temperature, and weigh 0.617g (5.71mmol) of diaminomaleonitrile, dissolve it in 20mL of absolute ethanol, place Add 2 drops of concentrated hydrochloric acid to the above solution in a constant pressure dropping funnel, stir and react at 70°C for 7 hours, precipitate and filter, wash with distilled water for 3 times, ethanol for 2 times, anhydrous ether for 3 times, The pure product is obtained by recrystallization with acetonitrile:methanol mixed solvent with a volume ratio of 1:4, and the yield is 73-79%. Naturally volatilize at room temperature, and obtain a single crystal after 3 days, wherein, the amount of ethanol only needs to be such that p-dimethylaminoacrolein and diaminomaleonitrile can be completely dissolved.

[0046] Performance Test 9: Fluorescent Probes for Cu 2+ selective detection of

[0047]The fluorescent probe prepared in Example 2 was ...

Embodiment 3

[0063] Weigh 2g (11.42mmol) of p-dimethylaminoacrolein, dissolve it in 35mL of methanol, stir vigorously at room temperature, weigh another 1.85g (17.13mmol) of diaminomaleonitrile, dissolve it in 35mL of methanol, and place it in a constant pressure drop In the funnel, slowly drop into the above solution, add 3 drops of concentrated hydrochloric acid, stir and react at 75°C for 6 hours, precipitate and filter, wash 3 times with distilled water, 2 times with ethanol, and 3 times with anhydrous ether. 2:3 acetonitrile:methanol mixed solvent recrystallization to obtain pure product, the yield is 73~79%, the pure product obtained is dissolved with acetonitrile:ethanol mixed solvent with a volume ratio of 1:2, placed in a beaker and naturally volatilized at room temperature , A single crystal was obtained after 3 days, wherein the amount of methanol added only needs to be such that p-dimethylaminoacrolein and diaminomaleonitrile can be completely dissolved.

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Abstract

The invention relates to a Schiff base multifunctional fluorescence probe, and a preparation method and application thereof. The structure of the fluorescence probe is shown as a formula shown as the accompanying drawing. According to the preparation method, dimethylamino acraldehyde and diaminomaleonitrile are dissolved into an alcoholic solution to be prepared into a mixed solution; concentrated hydrochloric acid is added into the mixed solution; reaction is performed for 5 to 7h at 70 to 80 DEG C; precipitation, filtration and washing are performed; then, recrystallization is performed to obtain a purified product. The Schiff base multifunctional fluorescence probe has the advantages that the fluorescence probe is a Schiff base compound and comprises imine bonds and amino groups; the good selectivity is realized on Cu<2+> and PO4<3-> recognition; when the fluorescence probe acts with other common metal ions or anions, the fluorescence signals are not basically changed; the anti-interference capability is high; good sensing properties are realized; the detection limit is low; meanwhile, the preparation process of the fluorescence probe is simple; the operability is high.

Description

technical field [0001] The invention belongs to the field of fluorescent probes, in particular to a Schiff base multifunctional fluorescent probe and its preparation method and application. Background technique [0002] Fluorescent molecular probes have important applications in the fields of environmental chemistry, analytical chemistry, and life sciences. They have good selectivity, high sensitivity, low price, and easy operation, and can be quickly, real-time, and in situ quantitative detection and analysis. It has aroused extensive attention of researchers in the field of chemistry, and Schiff base probes are the focus of research. [0003] As an essential trace element in the human body, copper is mainly involved in enzyme reactions, enzyme transcription, and some redox processes in the body. When the human body consumes excessive copper, it will lead to some serious diseases, such as Menkes syndrome, Wilaonm syndrome, familial muscular dystrophy, Alzheimer's and other...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/30C07C253/30C09K11/06G01N21/64
CPCC07C253/30C07C255/30C09K11/06C09K2211/1007G01N21/6428
Inventor 赵红薛兴颖江道勇张晗贺祖茂杨买娥
Owner SOUTHEAST UNIV
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