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Cellulose-based Schiff base fluorescent material as well as preparation method and application thereof

A technology based on Schiff bases and fluorescent materials, which is applied in the field of fluorescence detection, can solve problems such as contamination of the system to be tested, fluorescence quenching, and difficulty in processing small fluorescent molecules, and achieve good luminescence performance and mature preparation technology.

Active Publication Date: 2020-09-01
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, 4-(4-dimethylaminophenyl)-8,9,9-trimethyl-5,6,7,8-tetrahydro-5,8-methanoquinazoline synthesized from camphor -2-Amine has good fluorescent properties, and it can be coupled to cellulose macromolecules to obtain cellulose-based fluorescent materials, which not only have the excellent properties of cellulose macromolecules, but also overcome many limitations of small molecule fluorescent compounds: such as It is easy to aggregate and cause fluorescence quenching; it is difficult to reuse; fluorescent small molecules are difficult to process and shape, and cannot be used in the manufacture of devices; when fluorescent small molecules are dissolved into the solution to be tested to form a homogeneous system, it may cause contamination of the system to be tested, etc.

Method used

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  • Cellulose-based Schiff base fluorescent material as well as preparation method and application thereof
  • Cellulose-based Schiff base fluorescent material as well as preparation method and application thereof
  • Cellulose-based Schiff base fluorescent material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The preparation method of cellulose-based Schiff base fluorescent material, the reaction formula is:

[0032]

[0033] Specific steps are as follows:

[0034] (1) Preparation of dialdehyde cellulose: carry out alkali treatment to microcrystalline cellulose with 14% sodium hydroxide, get 3.0 g of microcrystalline cellulose after alkali treatment, 150 mL of deionized water, 4.5 g of sodium periodate, adjust The pH value was 2.6, and reacted in the dark at 45°C for 5 hours. After the reaction was completed, 15 mL of ethylene glycol was added to terminate the reaction, and IO was washed away by filtration and distilled water 3 - , Vacuum drying at 45° C. for 24 hours to obtain dialdehyde cellulose.

[0035] (2) Disperse 0.5g dialdehyde cellulose in absolute ethanol, then add 0.01g 4-(4-dimethylaminophenyl)-8,9,9-trimethyl-5,6,7, 8-tetrahydro-5,8-methanoquinazolin-2-amine was dissolved in absolute ethanol and added slowly. Then add 4 drops of acetic acid dropwise, and...

Embodiment 2

[0038] The cellulose-based Schiff base fluorescent material prepared in Example 1 was pressed into a sheet, and the solid fluorescence emission spectrum of the fluorescent cellulose was measured, as shown in figure 1 shown. The results show that the maximum emission wavelength of solid fluorescence is at 425nm.

Embodiment 3

[0040] The cellulose-based Schiff base fluorescent material prepared in Example 1 was prepared in DMF, absolute ethanol and deionized water respectively to prepare a suspension of 0.002 g / 10 mL. Fluorescence emission spectra were measured in DMF, absolute ethanol and deionized water, such as figure 2 shown. The results show that, under the DMF system, the maximum fluorescence emission wavelength of the compound is at 412nm; under the absolute ethanol system, the maximum fluorescence emission wavelength of the compound is at 409nm; under the deionized water system, the maximum fluorescence emission wavelength of the compound is at 426nm place.

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Abstract

The invention discloses a cellulose-based Schiff base fluorescent material as well as a preparation method and application thereof. Natural cellulose is used as a raw material, sodium periodate is used for oxidation to prepare dialdehyde cellulose, then the dialdehyde cellulose and 4-(4-dimethylaminophenyl)-8, 9, 9-trimethyl-5, 6, 7, 8-tetrahydro-5, 8-bridge methylene quinazoline-2-amine are subjected to a condensation reaction, and the cellulose-based Schiff base fluorescent material is prepared. The raw materials are rich in source and low in price, the prepared cellulose-based Schiff base fluorescent material is high in fluorescence intensity, blue fluorescence is generated under ultraviolet irradiation, the fluorescence color of the material is gradually changed into green from blue within the pH range of 1-7, and the cellulose-based Schiff base fluorescent material can be used for detecting pH under the acid condition and has good application prospects.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, and relates to a cellulose-based Schiff base fluorescent material and a preparation method and application thereof. Background technique [0002] Cellulose is the most abundant natural polymer in nature. The abundant hydroxyl groups in the molecular structure of cellulose give it excellent chemical modifiability, and the introduction of different functional groups into the cellulose chain can endow cellulose with new properties. Camphor is an important terpenoid compound with a wide range of sources. It can be extracted from natural Lauraceae trees and can also be prepared from turpentine. Camphor has a rigid bicyclic skeleton structure, which can undergo multiple reactions and generate various camphor derivatives with different functional groups. Among them, 4-(4-dimethylaminophenyl)-8,9,9-trimethyl-5,6,7,8-tetrahydro-5,8-methanoquinazoline synthesized from camphor -2-Amine has...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B15/06C08B15/02C09K11/06G01N21/64
CPCC08B15/06C08B15/02C09K11/06G01N21/64G01N21/643C09K2211/14G01N2021/6417
Inventor 杨益琴殷洁张燕王忠龙孟志远杨海燕李明新王石发
Owner NANJING FORESTRY UNIV
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