Naphthalimide fluorescent molecular probe for detecting copper ions as well as preparation method and use method of naphthalimide fluorescent molecular probe

A fluorescent molecular probe and copper ion detection technology, applied in chemical instruments and methods, fluorescence/phosphorescence, material analysis through optical means, etc., can solve the problems of coexisting metal ion interference, poor selectivity, poor water solubility, etc., and achieve cost low, mild reaction conditions, and simple raw materials

Pending Publication Date: 2022-03-22
UNIV OF SCI & TECH LIAONING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention is to solve the existing identification Cu 2+ The fluorescent probe of the present invention is susceptible to the problems of pH influence, interference of coexisting metal ions, poor water solubility, low sensitivity and poor selectivity, and provides a naphthalimide fluorescent molecular probe for copper ion detection and its preparation and use method

Method used

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  • Naphthalimide fluorescent molecular probe for detecting copper ions as well as preparation method and use method of naphthalimide fluorescent molecular probe
  • Naphthalimide fluorescent molecular probe for detecting copper ions as well as preparation method and use method of naphthalimide fluorescent molecular probe
  • Naphthalimide fluorescent molecular probe for detecting copper ions as well as preparation method and use method of naphthalimide fluorescent molecular probe

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Experimental program
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specific Embodiment approach 1

[0030] Specific embodiment 1: The naphthoimide fluorescent molecular probe used for the detection of copper ions in this embodiment is N-butyl-1-hydroxy-2-[(2-hydroxynaphthylidene) hydrazine Base] naphthalimide, its structural formula is:

[0031] .

specific Embodiment approach 2

[0032] Specific embodiment two: the preparation method of the naphthalimide fluorescent molecular probe for the detection of copper ions described in specific embodiment one is as follows:

[0033] 1) According to the molar ratio of N-butyl-4-hydroxy-3-formyl-1,8-naphthalimide to 2-hydroxy-1-naphthylhydrazone as 1: (1~2), N- Add butyl-4-hydroxy-3-formyl-1,8-naphthalimide and 2-hydroxy-1-naphthylhydrazone to an acidic solvent, reflux for 7~8 hours, and suction filter while hot to obtain a reaction mixture;

[0034] 2) Recrystallize the reaction mixture with a mixed solvent of dimethyl sulfoxide and absolute ethanol, and precipitate a large amount of solid after cooling; filter and collect the filter cake to obtain N-butyl-1-hydroxy-2-[(2- Hydroxynaphthylidene) hydrazinomethyl] naphthalimide is a naphthalimide fluorescent molecular probe for the detection of copper ions.

specific Embodiment approach 3

[0035] Embodiment 3: The difference between this embodiment and Embodiment 2 is that the acidic solvent in step 1 is glacial acetic acid, concentrated sulfuric acid or concentrated hydrochloric acid; the others are the same as Embodiment 2.

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Abstract

The invention discloses a naphthalimide fluorescent molecular probe for copper ion detection and a preparation and use method thereof, and relates to a fluorescent molecular probe and preparation and application thereof. The invention aims to solve the problems that the existing Cu < 2 + > fluorescent probe is easily influenced by pH and interfered by coexisting metal ions, and is poor in water solubility, low in sensitivity and poor in selectivity. The fluorescent molecular probe is N-butyl-1-hydroxy-2-[(2-hydroxy naphthylidene) hydrazine methyl] naphthalimide, and the molecular probe is N-butyl-1-hydroxy-2-[(2-hydroxy naphthylidene) hydrazine methyl] naphthalimide. According to the present invention, N-butyl-4-hydroxy-3-formyl-1, 8-naphthalimide and 2-hydroxy-1-naphthylhydrazone are subjected to condensation so as to obtain the product, and the yield is 70-79%; the fluorescent molecular probe is dissolved in a mixed solution of dimethyl sulfoxide and an HEPES buffer solution, the existence of copper ions is judged according to the absorbance value or fluorescence intensity change of a test sample before and after the copper ions are added, and the fluorescent molecular probe can be used for detecting Cu < 2 + > in food and environment.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of fluorescent molecular probes for copper ion detection, and specifically relates to a naphthalimide fluorescent molecular probe for copper ion detection and methods for preparing and using the same. Background technique [0002] Copper is an essential trace element and is the third most abundant trace element in the human body (after iron and zinc). Abnormal copper metabolism may hinder the synthesis of ceruloplasmin (CP), which is widely deposited in organs and tissues such as liver and brain, leading to liver cirrhosis and hepatolenticular degeneration. Copper also affects iron metabolism and hematopoietic function, thereby affecting the central nervous system, and affects bone and connective tissue metabolism, energy metabolism, cardiovascular system and endocrine system. On the one hand, the lack of Cu 2+ Can seriously affect children's brain development, on the other h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06G01N21/643C09K2211/1029C09K2211/1011G01N2021/6432
Inventor 史嫣然高妍宗洪凤高云陈壹刘姜宛彤王星丹蒋悦刘聪傅爽刘静逸王艺霏马可欣高雅
Owner UNIV OF SCI & TECH LIAONING
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