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Coumarin nicotinic hydrazide schiff base Al<3+> fluorescent probe preparation method and application thereof

A nicotinic acid hydrazide and fluorescent probe technology, which is applied in the direction of fluorescence/phosphorescence, luminescent materials, and material analysis through optical means, can solve the problem of low sensitivity, achieve high anti-interference ability, wide pH application range, detection The effect of high sensitivity

Inactive Publication Date: 2018-09-04
NANTONG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Very few fluorescent probes have been synthesized for the detection of aluminum ions, however, most of these fluorescent probes require complex synthesis and their sensitivity is not high

Method used

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  • Coumarin nicotinic hydrazide schiff base Al&lt;3+&gt; fluorescent probe preparation method and application thereof
  • Coumarin nicotinic hydrazide schiff base Al&lt;3+&gt; fluorescent probe preparation method and application thereof
  • Coumarin nicotinic hydrazide schiff base Al&lt;3+&gt; fluorescent probe preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1), the reaction formula of synthetic 7-hydroxyl-8-coumarin aldehyde:

[0033]

[0034] (2), the specific steps of synthetic 7-hydroxyl-8-coumarin aldehyde:

[0035] Weigh 10g of 7-hydroxy-8-coumarin aldehyde and 20g of hexamethylenetetramine in 75mL of glacial acetic acid, keep the temperature at 90°C and stir for 8h, then add hydrochloric acid (150mL, conc.HCl / H 2 O=84:100.v / v), and stirred at 70°C for 30min. Cool, add ice water, extract with ethyl acetate, then dry the organic phase with anhydrous sodium sulfate, filter under reduced pressure, and remove the solvent by rotary evaporation of the filtrate under reduced pressure to obtain a yellow solid. Recrystallize with absolute ethanol to obtain 7-hydroxyl-8-coumarin aldehyde. The yield was 18%.

[0036] (3), the reaction formula of synthetic nicotinic acid hydrazide:

[0037]

[0038] (4), the specific steps of synthetic nicotinic acid hydrazide:

[0039] Weigh 4g of methyl nicotinate and 25mL of hydraz...

Embodiment 2

[0053] (1) The specific steps of synthetic 7-hydroxyl-8-coumarin aldehyde:

[0054] Weigh 10g of 7-hydroxy-8-coumarin aldehyde and 20g of hexamethylenetetramine in 75mL of glacial acetic acid, keep the temperature at 100°C and stir for 8h, then add hydrochloric acid (150mL, conc.HCl / H 2 O=84:100.v / v), and stirred at 70°C for 30min. Cool, add ice water, extract with ethyl acetate, then dry the organic phase with anhydrous sodium sulfate, filter under reduced pressure, and remove the solvent by rotary evaporation of the filtrate under reduced pressure to obtain a yellow solid. Recrystallize with absolute ethanol to obtain 7-hydroxyl-8-coumarin aldehyde. The yield is 20%.

[0055] (2), the specific steps of synthetic nicotinic acid hydrazide:

[0056] Weigh 4g of methyl nicotinate and 25mL of hydrazine hydrate and dissolve in 5mL of anhydrous methanol. Stir at room temperature for 12 hours. After the reaction was completed by thin-layer chromatography analysis, the solvent w...

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Abstract

The invention relates to the field of a fluorescent probe, and especially relates to a coumarin nicotinic hydrazide schiff base Al<3+> fluorescent probe preparation method and an application thereof.A concrete structural formula is shown as the description, the fluorescent probe can identify Al<3+> in an EtOH-H2O (95:5,v / v, HEPES 20mmol / L, pH is 7.20) solution, and the preparation method has theadvantages that the fluorescent probe presents excellent selectivity in competition with other ions, and has high fluorescence sensing property, the detection limit is low, the detection sensitivity is high, and the fluorescence quantum yield is high.

Description

technical field [0001] The present invention designs a kind of coumarin nicotinic acid hydrazide class Schiff base Al 3+ Fluorescent probes and their applications technical background [0002] Aluminum is the third most abundant metal element in the earth's crust. It is widely used in aviation, automation, computers, packaging materials, electronic equipment, automation, food kitchen utensils, building materials, pharmaceutical packaging, taps and other fields. Aluminum is not only widely used in the above fields, but also participates in physiological reactions, such as enzyme-catalyzed reactions and biological transport reactions. However, modern medicine has shown that absorbing excessive aluminum can endanger human health, and severe cases can cause various diseases, such as Alzheimer's disease, Parkinson's disease, osteoporosis and osteomalacia. Therefore, it is very important to develop a method that can detect aluminum ions in drinking water. So far, many methods h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/12C09K11/06G01N21/64
CPCC07D405/12C09K11/06C09K2211/1029C09K2211/1088G01N21/6428
Inventor 江国庆李建华王淼黄洋
Owner NANTONG UNIVERSITY
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