Semi-covalent molecularly imprinted polymer used for selectivity separating phenols, preparation method thereof, and application thereof

A technology of imprinting polymers and covalent molecules, which is applied in the direction of material separation, material analysis, and other chemical processes, to achieve the effect of weakening peak broadening and tailing, good selectivity, and good separation effect

Active Publication Date: 2011-11-23
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no report of this method in the preparation of molecularly imprinted polymers of phenolic compounds

Method used

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  • Semi-covalent molecularly imprinted polymer used for selectivity separating phenols, preparation method thereof, and application thereof
  • Semi-covalent molecularly imprinted polymer used for selectivity separating phenols, preparation method thereof, and application thereof
  • Semi-covalent molecularly imprinted polymer used for selectivity separating phenols, preparation method thereof, and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of template molecules 4-chlorophenyl(4-vinyl)phenyl carbonate and 4-methylphenyl(4-vinyl)phenyl carbonate.

[0035] Dissolve 16.6mmol of 4-vinylphenol in 60mL of dried tetrahydrofuran and 4mL of triethylamine solution, and add a small amount of 2,6-di-tert-butyl-4-methylphenol, and put the above solution in the circle The bottom flask was placed in an ice bath, and a solution of 16.6 mmol 4-chlorobenzochloroformate in tetrahydrofuran (40 mL) was gradually added dropwise for about 2 hours, and then the mixed solution was stirred overnight at room temperature. After the reaction was completed, it was filtered, and the supernatant was distilled under reduced pressure to obtain a crude product. Recrystallization from methanol gave colorless flaky crystals.

[0036] Dissolve 16.6mmol of 4-vinylphenol in 60mL of dried tetrahydrofuran and 4mL of triethylamine solution, and add a small amount of 2,6-di-tert-butyl-4-methylphenol, and put the above solution in the ci...

Embodiment 2

[0038] Dissolve 1 mmol of template molecule 4-chlorophenyl (4-vinyl) phenyl carbonate into a chloroform solution containing 20 mmol of crosslinker ethylene glycol dimethacrylate and 0.04 g of initiator azobisisobutyronitrile Prepare a mixed solution in an ice bath, put the mixed solution in an ice bath and ultrasonically mix for 10-15 minutes, pass nitrogen for 10 minutes to remove oxygen in the system, seal it and place it at 60°C for 24 hours. The white massive polymer formed by the reaction is crushed and ground, and sieved to obtain a polymer with a particle size of 45-63 μm. The obtained polymer adopts 1mol L -1 Sodium hydroxide methanol solution was hydrolyzed for 6 hours, washed with dilute hydrochloric acid to neutrality, washed with water and methanol in turn, then suction filtered to dryness, and then methanol acetic acid (9:1, v / v) and methanol were used as extraction solvents for extraction. The template molecules and interfering substances were removed by extract...

Embodiment 3

[0043] Dissolve 1 mmol of template molecule 4-methylphenyl(4-vinyl)phenyl carbonate into chloroform containing 20 mmol of crosslinker ethylene glycol dimethacrylate and 0.04 g of initiator azobisisobutyronitrile Prepare a mixed solution from the solution, place the mixed solution in an ice bath for 10-15 minutes and mix it with ultrasound, pass nitrogen for 10 minutes to remove oxygen in the system, seal it and place it at 60°C for 24 hours of reaction. The white massive polymer formed by the reaction is crushed and ground, and sieved to obtain a polymer with a particle size of 45-63 μm. The obtained polymer adopts 1mol L -1 Sodium hydroxide methanol solution was hydrolyzed for 6 hours, washed with dilute hydrochloric acid to neutrality, washed with water and methanol in turn, then suction filtered to dryness, and then methanol acetic acid (9:1, v / v) and methanol were used as extraction solvents for extraction. The template molecules and interfering substances were removed by...

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Abstract

The invention provides a semi-covalent molecularly imprinted polymer used for selectivity separating phenols, a preparation method of the polymer, and an application of the polymer. According to the invention, template molecules are dissolved in a pore forming solution of a cross-linking agent and an initiator, such that a mixed liquid is prepared. The mixture is subject to a reaction for 18 to 24 hours under a temperature of 55 to 65 DEG C. Obtained white polymer blocks are grinded and screened, such that a polymer with a particle size of 45 to 63 mum is obtained. The polymer is hydrolyzed, such that template molecules are removed. Residual template molecules and interferents are removed through Soxhlet extraction with methanol/acetate and methanol as an extraction solvent, such that the semi-covalent molecularly imprinted polymer is obtained. The invention provides the semi-covalent preparation method of the molecularly imprinted polymer, and the application of the molecularly imprinted polymer in the enriching and/or separating of phenolic compounds. Also, the invention provides a chromatographic column filling material and a solid phase chromatographic column filling material, which are the semi-covalent molecularly imprinted polymers. The molecularly imprinted polymer has a specific selectivity towards phenolic compounds in environmental water samples. Therefore, the polymer can be applied in fast, sensitive, accurate and highly efficient detections of environmental water samples.

Description

technical field [0001] The invention relates to a semi-covalent preparation method and application of a molecularly imprinted polymer for selectively separating phenolic compounds, belonging to the fields of environmental monitoring and new materials. Background technique [0002] Phenolic compounds are important organic intermediates widely used in industrial fields such as pesticides, pharmaceuticals, and synthetic materials. They can accumulate in animals through the food chain, their distribution and residues in the environment, and endocrine effects on humans and wild animals. The adverse effects of the system have attracted widespread attention. It is listed on the blacklist of priority pollutants in water bodies in my country, and also belongs to the priority pollution control substances of the US EPA. Therefore, the analysis and determination of phenolic compounds has also become the focus of research. At present, the main determination methods include high performa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F222/14C08F2/02C08F8/12C08J9/26B01J20/285G01N30/02
Inventor 齐沛沛王金成陈吉平
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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