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Preparation method and application of aggregation induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B

An aggregation-induced luminescence, fluorescence sensor technology, applied in fluorescence/phosphorescence, material excitation analysis, material analysis by optical means, etc., to achieve the effect of improving detection sensitivity and accuracy, less organic reagents, and high yield

Active Publication Date: 2019-03-01
HENAN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Until now, most fluorescent materials have been detected with a single response signal, which is susceptible to changes in fluorescence intensity and external factors such as environment and instrument efficiency
But there is no report on combining AIE with MIPs

Method used

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  • Preparation method and application of aggregation induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B
  • Preparation method and application of aggregation induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B
  • Preparation method and application of aggregation induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1, Preparation of functionalized AIE molecule 4-(1,2,2-triphenylethenyl)phenylacrylate

[0037] (1) Weigh 2mmol triphenylbromoethylene into a 100mL round bottom flask, then add 2.4mmol 4-hydroxyphenylboronic acid, 20mmol potassium carbonate to provide an alkaline environment, then add 0.10mmol tetrakis(triphenylphosphine) palladium, 15mL Water and 25mL tetrahydrofuran (THF) were used as solvents, the flask was evacuated and filled with nitrogen protection, and reacted at 85°C for 12h; the resulting product was filtered, the filtrate was collected, and the organic phase was collected after extraction with dichloromethane; 5g of anhydrous sulfuric acid was added After sodium drying, it is separated by column chromatography (eluent is petroleum ether-ethyl acetate with a volume ratio of 1:30-1:10, gradient elution) to obtain the functionalized AIE molecular intermediate 4-(1,2,2 - triphenylvinyl)phenol;

[0038] (2) Dissolve 4 mmol of functionalized AIE molecular ...

Embodiment 2

[0040] Example 2, Preparation of Aggregation-Induced Luminescence-Molecularly Imprinted Fluorescent Sensors (AIE-MIPs)

[0041] Accurately weigh 1.0 mmol of warfarin and place it in a 250 mL three-neck flask, add 0.2 g of azobisisobutyronitrile (AIBN), 150 mL of acetonitrile, then add 9 mmol of α-methacrylic acid (α-MAA), 60 mmol of ethylene glycol dimethyl base acrylate (EDMA), then add 0.01mmol functionalized AIE molecule 4-(1,2,2-triphenylethenyl)phenylacrylate (1 / 100 of the molar amount of the template), and ultrasonically vibrate for 15min to make it All dissolved, reacted under mechanical stirring for 8 hours under the condition of 83°C, filtered with suction, dried and eluted to obtain AIE-MIPs.

[0042] Among them, the elution method is: build a Soxhlet extraction device, add 200mL of a mixture of methanol and acetic acid (volume ratio 4:1), wrap the synthesized AIE-MIPs with filter paper and put them into the Soxhlet extraction device , control the temperature at 90°...

Embodiment 3

[0044] Embodiment 3, the test of functionalized AIE molecule performance

[0045] 3.1 The effect of solvent on the fluorescence intensity of functionalized AIE molecules

[0046] The mixed solvent of water / ethanol (the volume fraction of water is respectively 0%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 100%) preparation concentration is 1×10 -5 mol / L functionalized AIE molecule solution, ready for use, check the fluorescence spectrum, see the results image 3 (a). Depend on image 3 (a) It can be seen that when the volume fraction of water reaches 70%, the fluorescence emission is obviously enhanced. The fluorescence intensity of functionalized AIE molecules in pure water is 45 times higher than that in pure ethanol. In general, water is a poor solvent for most organic substances, and functionalized AIE molecules aggregate in water, thus producing strong fluorescence, that is, AIE luminescence. Therefore, as the volume fraction of water in the mixed solvent increase...

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Abstract

The invention discloses a preparation method and application of aggregation induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B. According to the method, the molecular imprinting technology and fluorescence detecting technology are combined, warfarin is used as a template molecule, alpha-methacrylic acid is used as a functional monomer, ethylene glycol dimethylacrylate is used as a cross-linking agent, azobisisobutyronitrile is used as an evocating agent, acetonitrile is used as a dissolvant, functionalized AIE molecules are added, and the precipitation polymerization method is adopted to synthesize AIE-MIPs. The AIE-MIPs is simple to operate, organic reagent use is little, ability to recognize the rhodamine B is high, the linear relationship is good inthe concentration range of 1*10<-5>-10*10<-5>mol / L. The AIEMIPs is adopted to carry out standard recovery experiment for papaya dry and Fanta beverage, the results showthat the recovery range of therhodamine B is 96.2%-103.5%, and the relative standard deviation range is 1.5-4.7%. The data indicates that the AIE-MIPs obtained by the combination of fluorescence detecting and molecular imprintingcan be applied to detection of rhodamine B in practical samples.

Description

technical field [0001] The invention relates to a preparation method and application of an aggregation-induced luminescence-molecular imprinting fluorescence sensor for detecting rhodamine B, and belongs to the technical field of rhodamine B analysis and detection. Background technique [0002] Rhodamine B is a synthetic red dye that has been used in fluorescent markers and food coloring. However, it is harmful to humans and animals, especially irritating to the skin, eyes and respiratory tract, and is a carcinogen. Therefore, adding rhodamine B to food as a food additive is prohibited. However, due to the low price and bright color of rhodamine B, many businesses continue to use rhodamine B as a food additive in order to save costs and obtain greater profits, which greatly endangers human health. Traditional methods for detecting rhodamine B include thin-layer chromatography and high-performance liquid chromatography, etc. These methods are not only very expensive, but al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64C08F222/14C08F220/06C08F220/40
CPCC08F222/10C08F222/102G01N21/6402G01N21/643C08F220/06C08F220/40
Inventor 李媛媛李恺吴东明何娟侯莉宇张作粮单方涧李雅静
Owner HENAN UNIVERSITY OF TECHNOLOGY
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