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A kind of AIE fluorescent probe based on salicyloylhydrazone derivative and its preparation method and application

A technology of salicylhydrazone and fluorescent probes, which is applied in the field of fluorescence detection, can solve the problem of few probes, and achieve the effects of strong selectivity, simple synthesis, and wide potential application value

Active Publication Date: 2020-05-22
XUCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are very few probes that can simultaneously detect aluminum ions and copper ions

Method used

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  • A kind of AIE fluorescent probe based on salicyloylhydrazone derivative and its preparation method and application
  • A kind of AIE fluorescent probe based on salicyloylhydrazone derivative and its preparation method and application
  • A kind of AIE fluorescent probe based on salicyloylhydrazone derivative and its preparation method and application

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Embodiment 1

[0033] A kind of AIE fluorescent probe based on salicylhydrazone derivative, structural formula is as follows:

[0034] .

[0035] The preparation method of the AIE fluorescent probe based on salicylhydrazone derivatives comprises the following steps: 197 mg of 2-hydroxy-3-methoxy-5-nitro-benzaldehyde (1 mmol) is dissolved in 20 mL of absolute ethanol Add 136 mg salicylaldehyde hydrazone (1 mmol) and mix well; reflux and stir for 2 hours under normal pressure, after cooling to room temperature, a large amount of solid precipitates, filter under reduced pressure, wash the filter residue with absolute ethanol, and air-dry naturally to obtain The light yellow solid is the target product (AIE fluorescent probe based on salicylhydrazone derivatives), and the yield of the target product is 88%.

[0036] The synthetic route is as follows:

[0037] .

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Abstract

The invention discloses an AIE (aggregation induced emission) fluorescent probe based on a salicylaldehyde hydrazone derivative, and further discloses a preparation method of the AIE fluorescent probe. The method comprises the following steps: dissolving 2-hydroxy-3-methoxy-5-nitro-benzaldehyde in absolute ethanol, adding salicylaldehyde hydrazine, and mixing the materials evenly; performing reflux under normal pressure for 2-4 hours, cooling a product to room temperature, performing solid-liquid separation, and washing a solid to obtain the AIE fluorescent probe. The AIE fluorescent probe based on the salicylaldehyde hydrazone derivative can selectively interact with aluminum ions in a methanol solvent, changes from zero fluorescence to orange fluorescence and has a colorimetric fluorescence enhancement effect, and the aluminum ions can be identified and detected with naked eyes; the fluorescent probe can selectively interact with copper ions in an aqueous solution, changes from orange fluorescence to zero fluorescence, and has colorimetric fluorescence quenching effect, the copper ions can be identified and detected with naked eyes; the fluorescent probe is particularly applicable to convenient detection of the copper ions in cells.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, and in particular relates to an AIE fluorescent probe based on a salicylhydrazone derivative, a preparation method and an application thereof. Background technique [0002] Aluminum is an important metal element with the most abundant content in the earth's crust. It is widely used in textile, paper, cosmetic and pharmaceutical industries. At the same time, due to its light metal properties, it is widely used in aviation, construction and automobile industries. It is also the main component of tableware and food packaging. composition, which greatly increases the risk of aluminum being ingested by living organisms. In addition, because aluminum ions can stimulate the release of hydrogen peroxide and hydroxyl radicals, they are directly related to oxidative stress in the brain. Studies have reported that aluminum ions are closely related to diseases such as Parkinson's disease and A...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/88C07C249/16C09K11/06G01N21/64
CPCC07C251/88C09K11/06C09K2211/1007C09K2211/1014G01N21/643G01N21/6447G01N21/6486G01N2021/6432
Inventor 许志红侯旭锋王阳王元
Owner XUCHANG UNIV