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Cd<2+> fluorescence probe with AIE (aggregation-induced emission) property as well as preparation method and application of Cd<2+> fluorescence probe

A technology of fluorescent probes and properties, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of limited wide application, slow detection speed, high detection price, etc. Inexpensive, high-yield effects

Active Publication Date: 2019-07-12
SHAANXI UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, for the heavy metal Cd 2+ People have developed detection methods such as atomic absorption spectrometry (AAS), atomic emission spectrometry (AES), inductively coupled plasma emission spectrometry (ICP), but these methods have many shortcomings, such as sample pretreatment, detection price Expensive, slow detection speed, etc., which limit the wide application in detection

Method used

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  • Cd&lt;2+&gt; fluorescence probe with AIE (aggregation-induced emission) property as well as preparation method and application of Cd&lt;2+&gt; fluorescence probe
  • Cd&lt;2+&gt; fluorescence probe with AIE (aggregation-induced emission) property as well as preparation method and application of Cd&lt;2+&gt; fluorescence probe
  • Cd&lt;2+&gt; fluorescence probe with AIE (aggregation-induced emission) property as well as preparation method and application of Cd&lt;2+&gt; fluorescence probe

Examples

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preparation example Construction

[0032] A kind of Cd with AIE property of the present invention 2+ The preparation method of fluorescent probe, concrete steps are as follows:

[0033] Step 1, 2,6-diformyl-4-methylphenol and 2-aminopyridine are added to the round bottom flask according to the ratio of the amount of substances of 1:2, then methanol is added to the round bottom flask, and the round bottom Place the flask in an oil bath, stir and reflux for 3 to 4 hours;

[0034] The mass volume ratio of 2,6-diformyl-4-methylphenol and methanol described in step 1 is 1g:50mL.

[0035] The temperature of the oil bath in step 1 is 65°C.

[0036] Step 2, mix dichloromethane and methanol with a volume ratio of 5:1 to form a mixed solvent as a developing solvent, and monitor the progress of the reaction until the concentration of 2,6-diformyl-4-methylphenol and 2-aminopyridine Stop the reaction as soon as the raw material point disappears, cool to room temperature (25°C), and filter with suction to obtain a light y...

Embodiment 1

[0037] Embodiment 1: the synthesis of fluorescent probe Probe 1:

[0038] In a 100 mL round bottom flask, 2,6-diformyl-4-methylphenol (0.164 g, 1.0 mmol), 2-aminopyridine (0.216 g, 2.0 mmol) were successively added, and then 25 mL of methanol was added to dissolve. In an oil bath at 65°C, stir and reflux with a magnetic stirrer for 3 to 4 hours, use dichloromethane and methanol (5:1, V:V) as the developing solvent, and use a thin-layer chromatographic plate to detect the reaction progress until the two raw material points When the disappearance, the stirring was stopped, the reaction system was cooled to room temperature, filtered with suction, and the obtained solid was dried to obtain Probe 1 (light yellow solid powder), 0.296 g, yield: 86%.

Embodiment 2

[0039] Example 2: The fluorescent probe Probe 1 prepared in Example 1 was subjected to NMR characterization:

[0040] 1H NMR (400MHz, DMSO-d 6 )δ12.10(s, 2H), 11.79(s, 2H), 8.74(s, 2H), 7.90(d, J=7.5Hz, 2H), 7.58(s, 2H), 7.50-7.38(m, 2H ),7.03-6.93(m,4H),2.33(s,3H); 13 C NMR (101MHz, DMSO-d 6 ) δ 164.70, 159.06, 154.89, 146.92, 134.01, 130.68, 128.62, 128.36, 119.82, 119.04, 117.31, 115.72, 19.94.

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Abstract

The invention discloses a Cd<2+> fluorescence probe with an AIE (aggregation-induced emission) property as well as a preparation method and an application of the Cd<2+> fluorescence probe. 2-hydroxy-5-methylisophthalaldehyde and 2-aminopyridine react in the ratio of amount of substances being 1:2, and the Cd<2+> fluorescence probe with the AIE property is prepared at a low cost. In a CH3CN-H2O(95:5,v / v) solution, the fluorescence probe has ESIPT (excited state intramolecular proton transfer) property, during high-selectivity and high-sensitivity detection of Cd<2+>, the emission peak has blueshift, and fluorescence turns blue green from yellow. Besides, the fluorescence probe is successfully applied to quantitative detection of Cd<2+> in aqueous solutions.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes for metal ion detection, in particular to a Cd with AIE properties 2+ Fluorescent probe, the present invention also relates to the preparation method and application of the fluorescent probe. Background technique [0002] With the improvement of people's living standards and the increasing awareness of environmental protection and health, in view of the increasingly serious pollution of some heavy metals such as mercury, lead, copper, etc., it is necessary to seek a fast, convenient and accurate method to detect the content of different heavy metals. It is very important. Among them, cadmium (Cadmium) exists in nature in combination with oxygen, chlorine, sulfur, etc., and after industrial and agricultural production, cations (Cd 2+ ) form into the natural world causing environmental pollution. By Cd 2+ Contaminated water, food and air are absorbed by the human body through the dige...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/38C09K11/06G01N21/64
CPCC07D213/38C09K11/06C09K2211/1007C09K2211/1029G01N21/643G01N2021/6432
Inventor 姜慧娥李俊炜唐丹妮韩庆鑫刘新华杨保宏孟卿君郭凌华
Owner SHAANXI UNIV OF SCI & TECH
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