Dialdehyde cellulose-based Schiff base fluorescent probe for detecting Al <3+>, and preparation method and application thereof

A technology of dialdehyde cellulose and base Schiff bases, applied in the field of fluorescence detection, can solve the problems of difficult processing of fluorescent small molecules, cumbersome operation, low sensitivity, etc., achieve good application prospects, overcome limitations, and have good luminescent performance Effect

Active Publication Date: 2021-11-09
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

2-Hydroxy-1-naphthaldehyde is one of the most widely used fluorophores, and it is often used to synthesize excellent precursors for different fluorescent chemical sensors. It is grafted onto dialdehyde cellulose macromolecules to obtain dialdehyde cellulose base Fluorescent materials, which not only have the excellent properties of dialdehyde cellulose polymer itself, but also overcome many limitations of small molecule fluorescent compounds: such...

Method used

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  • Dialdehyde cellulose-based Schiff base fluorescent probe for detecting Al &lt;3+&gt;, and preparation method and application thereof
  • Dialdehyde cellulose-based Schiff base fluorescent probe for detecting Al &lt;3+&gt;, and preparation method and application thereof
  • Dialdehyde cellulose-based Schiff base fluorescent probe for detecting Al &lt;3+&gt;, and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0029] The synthetic reaction formula of dialdehyde cellulose-sebacylhydrazide-2-hydroxyl-1-naphthaldehyde bis-Schiff base is as follows:

[0030]

[0031] Add 1.0g dialdehyde cellulose, 50mL ethylene glycol monomethyl ether and 1.84g sebacic hydrazide to a 100mL three-necked flask equipped with a stirrer, thermometer and reflux condenser, and then add 3 to 5 drops of acetic acid , Stirring and reflux reaction at 125°C for 24h. The reaction solution was filtered by suction, washed with hot ethylene glycol monomethyl ether and distilled water, and dried in vacuum at 45°C for 24 hours to obtain dialdehyde cellulose-sebacylhydrazide mono-Schiff base. Add 0.5g of dialdehyde cellulose-sebacylhydrazide mono-Schiff base and 0.82g of 2-hydroxy-1-naphthaldehyde into 50mL of ethanol, drop 3-5 drops of acetic acid, and then stir and reflux at 80°C for 24h , the reaction solution was filtered by suction, washed with ethanol, and dried in vacuum at 45°C for 24 hours to obtain bis-Schif...

Embodiment 2

[0034] The prepared bisaldehyde cellulose-sebacylhydrazide-2-hydroxyl-1-naphthaldehyde bis-Schiff base was pressed into tablets, and its solid-state fluorescence emission spectrum was measured, as shown in figure 2 shown. The results show that the maximum emission wavelength of solid fluorescence is at 425nm.

[0035] Dialdehyde cellulose-sebacylhydrazide-2-hydroxyl-1-naphthaldehyde bis-Schiff base was added to DMF to form a DMF suspension with a concentration of 8.0 mg / mL, and the fluorescence emission spectrum in DMF was measured. like image 3 shown. The results show that in the DMF system, without adding Al 3+ When the fluorescence intensity is weak, when Al is added 3+ Afterwards, the fluorescence intensity increased sharply, and the maximum emission wavelength was 450nm (the excitation wavelength was 355nm, the excitation slit broadband was 15nm, and the emission slit broadband was 5.0nm).

[0036] Add dialdehyde cellulose-sebacylhydrazide-2-hydroxyl-1-naphthaldehy...

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Abstract

The invention discloses a dialdehyde cellulose-based Schiff base fluorescent probe for detecting Al<3+>, and a preparation method and application thereof. The preparation method comprises the following steps: by taking dialdehyde cellulose as a raw material, carrying out condensation on dialdehyde cellulose and sebacic dihydrazide to prepare dialdehyde cellulose-sebacic dihydrazide mono-Schiff base; and further carrying out condensation on the dialdehyde cellulose-sebacic dihydrazide mono-Schiff base and 2-hydroxy-1-naphthaldehyde, so as to prepare the dialdehyde cellulose-sebacic dihydrazide 2-hydroxy-1-naphthaldehyde bis-Schiff base. Under the irradiation of 365 nm ultraviolet light, after Al<3+> is added into a DMF suspension of dialdehyde cellulose-sebacic hydrazide-2-hydroxy-1-naphthaldehyde bis-Schiff base, the fluorescence color of the solution is changed from colorless to blue, the detection limit of Al<3+> reaches 6.06 * 10<-7> M, and the fluorescent probe for detecting Al<3+> ions has a good application prospect as a fluorescent probe for detecting Al<3+> ions.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, and relates to a method for detecting Al 3+ The dialdehyde cellulose-based Schiff base fluorescent probe and its preparation method and application. Background technique [0002] Cellulose is the most widely distributed and most abundant natural polymer in nature. Each glucosyl ring of cellulose contains 3 hydroxyl groups, and these 3 hydroxyl groups can undergo reactions such as oxidation, etherification, crosslinking, and esterification, so as to realize the functional modification and application of cellulose, and endow cellulose with new performance. Periodate can oxidize the ortho hydroxyl groups at the C2 and C3 positions on cellulose to aldehyde groups, thereby obtaining dialdehyde cellulose. 2-Hydroxy-1-naphthaldehyde is one of the most widely used fluorophores, and it is often used to synthesize excellent precursors for different fluorescent chemical sensors. It is graf...

Claims

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Application Information

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IPC IPC(8): C08B15/06C09K11/06G01N21/64
CPCC08B15/06C09K11/06G01N21/6428C09K2211/145
Inventor 杨益琴孟志远赵菲王忠龙王晓媛武杨梅寇佳丽
Owner NANJING FORESTRY UNIV
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