Hemicyanine borate molecular fluorescence probe, and preparation method and application thereof

A fluorescent probe, boric acid technology, applied in fluorescence/phosphorescence, chemical instruments and methods, material excitation analysis, etc., can solve the problems of probe working conditions requiring strong alkalinity, poor specificity, etc., and achieve a simple and easy preparation method. , low cost and high sensitivity

Inactive Publication Date: 2013-03-20
TIANJIN UNIVERSITY OF TECHNOLOGY
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Problems solved by technology

Although the newly developed dihydrofluorescein and dihydrorhodamine have the function of recognizing such substances, they have cross-response with other related oxidants, and the sp

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  • Hemicyanine borate molecular fluorescence probe, and preparation method and application thereof
  • Hemicyanine borate molecular fluorescence probe, and preparation method and application thereof

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Embodiment

[0022] A method for preparing a hemicyanin boronic acid molecular fluorescent probe, wherein the hemicyanin boronic acid molecular fluorescent probe is 2-(4-boronic acid phenylvinyl)-N-methylindoline borate ,Proceed as follows:

[0023] 1) In a nitrogen atmosphere, add 602 mg (2.0 mmol) of N-methyl-2,3,3'-trimethylindoline iodide and 300 mg (2.0 mmol) of 4-formylphenylboronic acid for 25 In one milliliter of absolute ethanol, heat and reflux reaction in the dark, the heating temperature is the oil bath temperature of 100°C, the heating and reflux time is 6 hours, and then cooled to 22°C;

[0024] 2) Add 430 mg (6 mmol) potassium tetrafluoroborate (KBF) to the above reaction product 4 ) and stirred for 2 hours, after anion exchange, the crude product was obtained;

[0025] 3) Filter the above crude product to remove inorganic salts, evaporate the solvent from the liquid phase under reduced pressure and concentrate to 5 ml, recrystallize the solid product with 5 ml of absolute...

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Abstract

The invention provides a hemicyanine borate molecular fluorescence probe, and a preparation method and application thereof. The probe is 2-(4-borophenylvinyl)-N-alkyl indoline borate. The synthesis method of the probe comprises the following steps: 1) mixing iodonium salt and 4-formacyl borophenylic acid used as raw materials according to a mol ratio of 1:1, and refluxing in ethanol for 6 hours; 2) adding KBF4, refluxing for 2 hours, and performing anion exchange; and 3) recrystallizing with absolute ethanol to obtain the pure product. According to the invention, the detection of the prepared hemicyanine borate molecular fluorescence probe on hypochlorite in tap water indicates very high fluorescence enhancement effect; the hemicyanine borate molecular fluorescence probe can be used for the detection of hypochlorite in environmental samples, tap water and chemical simulation biosystems, the analysis detection and fluorescent imaging detection of hypochlorite in biological living cells and living tissues and the detection of hypochlorite in pathological tissues in clinical medicine; and the hemicyanine borate molecular fluorescence probe has favorable effects of high response speed, high selectivity, high sensitivity, high practicality and the like.

Description

【Technical field】 [0001] The invention relates to the synthesis and detection method of molecular probes in fluorescence sensing and detection technology, in particular to a hemicyanine boronic acid molecular fluorescent probe and its preparation method and application. 【Background technique】 [0002] Due to the rapid development of traditional industrial technology, mineral development and electronic technology, various polluting ions and gases generated and discharged during its production and processing are more and more harmful to the natural ecological environment, and at the same time, they are more harmful to human health. bigger and bigger. As a result, many serious ecological and environmental problems have arisen, and directly lead to serious social security problems such as blood lead and food pollution. Therefore, it is particularly important to develop highly selective and sensitive chemical molecular sensors for the monitoring and detection of these pollutants...

Claims

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Application Information

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IPC IPC(8): C07F5/02G01N21/64
Inventor 曾宪顺王庆刘畅
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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