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Fluorescent probe for detecting Fe < 3 + > as well as preparation method and application of fluorescent probe

A fluorescent probe and reaction technology, applied in the field of fluorescent probes, can solve problems such as structures and properties that have not been reported yet, and achieve the effects of easy control of preparation conditions, good anti-interference, and good selectivity

Active Publication Date: 2022-05-13
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the present invention, pyridine is grafted onto the upper edge of calix[4]arene, and a method for detecting Fe is prepared. 3+ Fluorescent probes whose structures and properties have not been reported yet

Method used

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  • Fluorescent probe for detecting Fe &lt; 3 + &gt; as well as preparation method and application of fluorescent probe
  • Fluorescent probe for detecting Fe &lt; 3 + &gt; as well as preparation method and application of fluorescent probe
  • Fluorescent probe for detecting Fe &lt; 3 + &gt; as well as preparation method and application of fluorescent probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Synthesis of fluorescent probes:

[0031] (1) Add 3.49g of 25,26,27,28-tetrahydroxycalix[4]arene and 1.98g of 60% sodium hydride to a 500mL round bottom flask, then add 100mL of acetonitrile and stir at room temperature until no bubbles are generated , and then added 1.96mL benzyl bromide all at once, and stirred at room temperature for 30min. The reaction was quenched by adding 30 mL of 1N aqueous hydrochloric acid and the product was extracted with dichloromethane (80 mL). The combined organic layers were washed with saturated brine (100 mL), and the organic phase was dried over anhydrous sodium sulfate and concentrated. Purified by column chromatography to obtain bisbenzyl etherified product 2 with a yield of 60.7% and a purity of 99.7% (LC);

[0032] (2) Weigh 2.42g of compound 2 and add it into 50mL of acetone, then add 1.42g of N-bromosuccinimide, and react at room temperature for 24h. After the reaction, most of the solvent is evaporated by rotary evaporation, ...

Embodiment 2

[0037] Referring to the method of Example 1, step (4) 1,4-dioxane and water participated in the reaction at a volume ratio of 3:1, the yield of the target product was 28.7%, and the purity was 98.8% (LC);

Embodiment 3

[0039] Referring to the method of Example 1, step (4) 1,4-dioxane and water participated in the reaction at a volume ratio of 10:1, the yield of the target product was 26.1%, and the purity was 98.8% (LC);

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Abstract

The invention relates to the field of fluorescent probes, in particular to a fluorescent probe for detecting Fe < 3 + > and a preparation method and application thereof. The synthesis method of the fluorescent probe is simple, the fluorescent probe has good recognition performance and anti-interference capability on Fe < 3 + >, and Ba < 2 + >, Al < 3 + >, Ce < 2 + >, Na < + >, Mg < 2 + >, Mn < 2 + >, Ag < + >, Ca < 2 + >, Cr < 3 + >, Cu < 2 + >, Cd < 2 + >, Zr < 4 + >, K < + >, Fe < 2 + >, Li < + >, Ni < 2 + >, NH4 < + > and the like have small influence on detection. In an ethanol solution with the pH value of 8, the fluorescence intensity of the probe and the concentration of Fe < 3 + > are in a linear relation within the range of 0-3.0 * 10 <-5 > mol / L, the binding constant and LOD of the probe L and Fe < 3 + > are 3.26 * 10 < 7 > M <-1 > and 7.9 * 10 <-7 > M respectively, and it is indicated that the probe has good selectivity and sensitivity to Fe < 3 + >.

Description

technical field [0001] The invention belongs to the field of fluorescent probes, in particular to a method for detecting Fe 3+ Fluorescent probes and their preparation methods and applications. Background technique [0002] Iron is a common transition metal that plays an important role in biological and pathological processes. Abnormal concentration of iron ions in living systems will damage the normal physiological functions of the body. When the human body is deficient in iron, the content of hemoglobin in red blood cells will decrease, and the ability of red blood cells to transport oxygen will also decrease, resulting in adverse effects such as easy fatigue, poor work performance and decreased immunity, and even iron-deficiency anemia; May cause damage to liver, kidney, etc. Therefore sensitive and reliable Fe 3+ Detection is especially important in environmental monitoring and biomedical diagnostics. So far, Fe 3+ There are many detection methods, such as atomic ab...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30C09K11/06G01N21/64
CPCC07D213/30C09K11/06G01N21/643C09K2211/1029
Inventor 李正义李云剑杨科石靖肖唐鑫孙小强
Owner CHANGZHOU UNIV
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