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Preparation method and application of a chemical fluorescent sensing material

A technology of chemiluminescence and sensing materials, which is applied in the preparation of fluorescence-responsive materials and chemiluminescence sensing materials. It can solve the problems of biopolymer deactivation, rareness, and biological disorder, and achieve mild detection conditions. , fast response time and low cost

Inactive Publication Date: 2018-06-01
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

(3) After entering the human body, when the intake of heavy metal ions exceeds the maximum concentration allowed by the body, it will cause serious biological disorders, and at the same time interact with biopolymers, and cause the biopolymers to lose their activity, resulting in various diseases
Cinnamaldehyde, as a low-toxic and low-cost material, has not received much attention. It not only has good biological activity and pharmaceutical activity, it is used as a food synthesis raw material that is allowed to be added, but also because of its own conjugated structure Has excellent optical properties; but there are few reports on cinnamaldehyde-based Schiff base fluorescent probes at home and abroad

Method used

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  • Preparation method and application of a chemical fluorescent sensing material
  • Preparation method and application of a chemical fluorescent sensing material
  • Preparation method and application of a chemical fluorescent sensing material

Examples

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Embodiment 1

[0031] Synthesis of fluorescent sensing materials based on cinnamaldehyde derivatives: 0.17g of 4-N, N-dimethylcinnamaldehyde and 0.15g of 4-hydroxybenzoic hydrazide were placed in a 100mL round bottom flask, and 20 mL Dissolve the two in absolute ethanol, add 1 drop of glacial acetic acid dropwise, and place in an oil bath at 50 °C to stir and reflux for 5 h. After the reaction was completed, it was cooled to room temperature, and the solvent was removed under reduced pressure to obtain a crude product of the fluorescent sensing material. The crude product was purified by column chromatography (ethyl acetate:petroleum ether v / v=1:3) to obtain (0.255g) a pure yellow powder product. The yield was 82.6%.

Embodiment 2

[0033]Synthesis of fluorescent sensing materials based on cinnamaldehyde derivatives: 0.35g of 4-N, N-dimethylcinnamaldehyde and 0.31g of 4-hydroxybenzoic hydrazide were placed in a 100mL round bottom flask, and 40 mL Dissolve the two in absolute ethanol, add 2 drops of glacial acetic acid dropwise, and place in an oil bath at 65 °C to stir and reflux for 8 h. After the reaction was completed, it was cooled to room temperature, and the solvent was removed under reduced pressure to obtain a crude product of the fluorescent sensing material. The crude product was purified by column chromatography (ethyl acetate:petroleum ether v / v=1:3) to obtain (0. 558g) a pure yellow powder product. The yield was 90.3%.

Embodiment 3

[0035] Synthesis of fluorescent sensing materials based on cinnamaldehyde derivatives: 0.70 g of 4-N, N-dimethylcinnamaldehyde and 0.62 g of 4-hydroxybenzoic hydrazide were placed in a 100 mL round bottom flask, and 60 mL of Dissolve the two in absolute ethanol, add 3 drops of glacial acetic acid dropwise, and place in an oil bath at 75 °C to stir and reflux for 10 h. After the reaction was completed, it was cooled to room temperature, and the solvent was removed under reduced pressure to obtain a crude product of the fluorescent sensing material. The crude product was purified by column chromatography (ethyl acetate:petroleum ether v / v=1:3) to obtain (1.095g) a pure yellow powder product. The yield was 89.8%.

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Abstract

The invention relates to a preparation method and application for a chemical fluorescence sensing material and belongs to the technical field of chemical sensing materials. The preparation method comprises the steps that 4-N,N-dimethyl cinnamyl aldehyde and 4-hydroxy benzoyl hydrazine are put into a round-bottom flask; absolute ethyl alcohol is added and dissolved; an appropriate amount of glacial acetic acid is dropwise added; the materials are put in an oil-bath pan and subjected to stirring and reflux for a reaction; the temperature is reduced to the indoor temperature after the reaction; a crude product is obtained after depressurizing and solvent removing; and a yellow powdered product is obtained after purification. The preparation method only needs the simple one-step reaction, so that reaction time is reduced greatly, the reaction condition is mild, the complicated preparing process is avoided, the relative yield is high, and the cost of raw materials is low. The chemical fluorescence sensing material is accompanied with strong green fluorescence emission due to a conjugated structure of the chemical fluorescence sensing material, the combination with Cu2+ can lead to quenching of fluorescence, and the response time is short; the detection of Cu2+ is not disturbed by other common metal ions; and the limit of the detection of Cu2+ by the chemical fluorescence sensing material is as low as 5.3x10<-9> M.

Description

technical field [0001] The invention relates to a preparation method and application of a chemical fluorescent sensing material, in particular to a preparation method and application of a fluorescent responsive material based on cinnamaldehyde derivatives, and belongs to the technical field of chemical sensing materials. Background technique [0002] With the rapid development of my country's social economy and population growth, heavy metals are continuously mined, smelted, processed and commercially manufactured, causing a large amount of heavy metal ions to enter the soil and water environment, seriously affecting the ecology and human health and safety. In recent years, heavy metal pollution incidents have occurred frequently. According to relevant reports, about 12 million tons of food in my country are polluted by heavy metals every year, and the direct economic loss exceeds 20 billion yuan. Because of their high solubility in the water environment, heavy metals pollute...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C241/04C07C243/38G01N21/64
CPCC07C241/04C07C243/38C09K2211/1007C09K2211/1014G01N21/643G01N21/6486G01N2021/6417G01N2021/6423
Inventor 唐旭王赟韩娟王蕾鲍煦徐虹李程倪良李春梅
Owner JIANGSU UNIV
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