Application of a ratiometric fluorescent polymer hydrogel in seafood freshness detection

A polymer hydrogel, ratio-based technology, applied in fluorescence/phosphorescence, material analysis through optical means, material analysis, etc., can solve the impact of detection accuracy, the change of fluorescence intensity is not easy to be detected by the naked eye, and it is easy to increase errors, etc. problems, to achieve the effect of low detection cost, rich color changes, and accurate detection results

Active Publication Date: 2022-01-25
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, these methods have only one luminophore for visual detection, and the detection accuracy is easily affected by some factors, such as: photobleaching, the surrounding microenvironment and the stability under light, etc.; and the fluorescence intensity changes in most detections. It is easy to be detected by the naked eye, and it is easy to increase the error

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Synthesis of 4-phenoxy-N-allyl-1,8-naphthalimide:

[0038] 1) Synthesis of intermediate products: Add 2.77g of 4-bromo-1,8-naphthalene anhydride and 0.634g of allylamine into a round-bottomed flask containing 40mL of ethanol, reflux at 80°C for 8h, cool to room temperature and suction filter to obtain 4 -Bromo-N-allyl-1,8-naphthalimide.

[0039] 2) Add 0.316g of the intermediate product 4-bromo-N-allyl-1,8-naphthalimide, 0.188g of phenol, and 0.414g of potassium carbonate into 20mL of DMSO under nitrogen protection, and react at 80°C After 12 hours, add 150mL deionized water after the reaction to form an emulsion, then add dichloromethane to extract the product, add anhydrous magnesium sulfate and spin evaporate to obtain the solid product 4-phenoxy-N-allyl-1, 8-Naphthalimide.

Embodiment 2

[0041] Synthesis of pyridine carboxylic acid compounds:

[0042]1) Synthesis of intermediate products: Dissolve 4.6 g of methyl 6-aminopyridine-2-carboxylate in a mixed solution of 40 mL of dichloromethane and 10 mL of triethylamine in a nitrogen-protected ice-water bath, and then add 10 mL of diethylamine dropwise. A mixed solution of methyl chloride and 3 mL of acryloyl chloride was stirred for three hours, and the solvent was removed by rotary evaporation, and the obtained crude product was purified by chromatography under the action of eluent n-hexane and ethyl acetate to obtain 6-acrylamidopicolinic acid methyl ester.

[0043] 2) Dissolve 50mg of methyl 6-acrylamidopicolinate and 15.1mg of sodium hydroxide in a mixed solution of THF and water at a volume ratio of 1:1, add excess hydrochloric acid after stirring for 30min, and then remove THF by rotary evaporation, the product Rinse with deionized water and dry to obtain 6-acrylamidopicolinic acid.

Embodiment 3

[0045] Preparation of ratiometric fluorescent polymer hydrogel

[0046] 1) Preparation of ratiometric fluorescent hydrogel prepolymerization solution: mix 2g of N,N-dimethylacrylamide, 200mg of 4-phenoxy-N-allyl-1,8-naphthalene dimethyl from Example 1 imide, 100mg of the pyridinecarboxylic acid compound of Example 2, 30mg of water-soluble potassium persulfate, and 20mg of N,N'-methylenebisacrylamide were dissolved in a mixed solution of 10mL of deionized water and DMSO, The DMSO was removed by dialysis to form a uniform hydrogel prepolymer solution.

[0047] 2) Polymerize the above-mentioned pre-polymerization solution at -4°C for 10 hours, and then in 0.1mol L -1 Eu(NO) 3 After soaking in the solution for 5 minutes, rinse with deionized water to obtain a ratiometric fluorescent polymer hydrogel that can be used directly.

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Abstract

The invention discloses the application of a ratio-type fluorescent polymer hydrogel in seafood freshness detection. A ratio-type fluorescent polymer hydrogel probe with self-correction ability is constructed by using a blue organic fluorophore and a red emission center. When encountering the biogenic amines released by the deterioration of seafood, the red color will be selectively quenched, thereby changing the ratio of red and blue fluorescence intensity and the color of the hydrogel to achieve visual detection; the hydrogel can be used for routine monitoring of the freshness of seafood products Quick inspection or for real-time indication of freshness of seafood during shelf life. The method and the detection tube of the invention can realize fast and real-time detection of seafood freshness, and the detection cost is low and the operation is simple and convenient.

Description

technical field [0001] The invention relates to the technical field of seafood food detection, in particular to the application of a ratio-type fluorescent polymer hydrogel in the detection of seafood freshness. Background technique [0002] If seafood is not stored properly during storage and transportation, it will cause spoilage and deterioration, which will cause serious harm to factory production and consumer health. The spoilage of seafood is mainly due to the enzymatic decarboxylation of some specific amino acids caused by the activity of some microbial enzymes. When the enzymatic decarboxylation occurs, biogenic amines, especially cadaverine, will be released. At present, most methods for testing the freshness of seafood are mainly based on the concentration of cadaverine. For example, J.T. Coyle used high-pressure liquid chromatography in the early days to extract cadaverine through a solvent, and then use a chromatographic column to calibrate the concentration. Alt...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/78G01N21/64C08F220/54C08F226/06C08F220/60C08F222/38C08J3/075C08L33/24
CPCG01N21/78G01N21/6428C08F220/54C08J3/075C08J2333/24C08F226/06C08F220/603C08F222/385
Inventor 陈涛刘浩路伟
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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