Method for preparing mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing organophosphorus

A technology of molecular imprinting and imitating enzymes, which is applied in the fields of alkali metal compounds, chemical instruments and methods, and inorganic chemistry. It can solve the problems of too deep embedding of template molecules, difficulty in removing template molecules, and low activity of imitating enzymes, and achieve low cost. , large surface area, large adsorption capacity

Inactive Publication Date: 2014-11-12
SHAANXI NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the functional monomer 4(5)-vinylimidazole used in this method is not commercially available and needs to be synthesized from urocanic acid. also lower cost
In addition, the polymer mimetic enzyme prepared by the bulk polymerization method has large particles, and the catalytic active center is embedded in the polymer. Due to the influence of mass transfer resistance, the activity of the mimetic enzyme is low. Grinding, crushing and sieving of polymer imitating enzymes is not only a cumbersome...

Method used

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  • Method for preparing mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing organophosphorus
  • Method for preparing mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing organophosphorus
  • Method for preparing mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing organophosphorus

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] 0.1530g (1.125mmol) ZnCl 2 , 96 μL (1.125 mmol) methacrylic acid, 408 μL (4.5 mmol) 1-vinylimidazole and 99 μL (0.45 mmol) (4-nitrobenzyl) diethyl phosphate were dissolved in 80 mL of acetonitrile and methanol with a volume ratio of 9: 1, add 2.4mL (16.8mmol) divinylbenzene and 0.2624g (1.6mmol) 2,2'-azobisisobutyronitrile, and then use a wavelength of 365nm under nitrogen protection and room temperature Ultraviolet light irradiation for 12 hours, then centrifuged at 8000 rpm for 10 minutes with a centrifuge, and the resulting solid was shaken and washed with 100 mmol / L bipyridyl methanol solution for 7 hours to remove (4-nitrobenzyl) diethyl phosphate ester, and then washed 3 times with methanol, each time for 30 minutes, and then washed with 100mmol / L ZnCl 2 The methanol solution was incubated for 4 hours, centrifuged at 8000 rpm for 10 minutes, the supernatant was discarded, and vacuum-dried at 45°C to obtain molecularly imprinted polymer microspheres of organophosp...

Embodiment 2

[0025] 0.1224g (0.9mmol) ZnCl 2 , 77 μL (0.9 mmol) of methacrylic acid, 326 μL (3.6 mmol) of 1-vinylimidazole and 99 μL (0.45 mmol) of (4-nitrobenzyl) diethyl phosphate were dissolved in 50 mL of acetonitrile and methanol at a volume ratio of 9: 1, add 1.9mL (13.5mmol) divinylbenzene and 0.2214g (1.35mmol) 2,2'-azobisisobutyronitrile, and then under nitrogen protection and room temperature, use a wavelength of 365nm Ultraviolet light irradiation for 12 hours, then centrifuged at 8000 rpm for 10 minutes with a centrifuge, and the resulting solid was shaken and washed with 100 mmol / L bipyridyl methanol solution for 7 hours to remove (4-nitrobenzyl) diethyl phosphate ester, and then washed 3 times with methanol, each time for 30 minutes, and then washed with 100mmol / L ZnCl 2 The methanol solution was incubated for 4 hours, centrifuged at 8000 rpm for 10 minutes, the supernatant was discarded, and vacuum-dried at 45°C to obtain molecularly imprinted polymer microspheres of organo...

Embodiment 3

[0027] 0.1836g (1.35mmol) ZnCl 2 , 115 μL (1.35 mmol) of methacrylic acid, 612 μL (6.75 mmol) of 1-vinylimidazole and 99 μL (0.45 mmol) of (4-nitrobenzyl) diethyl phosphate were dissolved in 100 mL of acetonitrile and methanol at a volume ratio of 9: 1, add 3.2mL (22.5mmol) of divinylbenzene and 0.3690g (2.25mmol) of 2,2'-azobisisobutyronitrile, and then use a wavelength of 365nm under nitrogen protection and room temperature Ultraviolet light irradiation for 24 hours, then centrifuged at 8000 rpm for 10 minutes with a centrifuge, and the resulting solid was shaken and washed with 100 mmol / L bipyridyl methanol solution for 7 hours to remove (4-nitrobenzyl) diethyl phosphate ester, and then washed 3 times with methanol, each time for 30 minutes, and then washed with 100mmol / L ZnCl 2The methanol solution was incubated for 4 hours, centrifuged at 8000 rpm for 10 minutes, the supernatant was discarded, and vacuum-dried at 45°C to obtain molecularly imprinted polymer microspheres ...

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Abstract

The invention discloses a method for preparing a mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing organophosphorus. A paraoxon transient state analogue (4-nitro benzyl) phosphoric acid diethyl ester serves as a template molecule, 1-vinyl imidazole and methacrylic acid are functional monomers, a molecular imprinting technology is used, a precipitation polymerization method is adopted, and therefore the mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing the organophosphorus is prepared, wherein the mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing the organophosphorus is good in dispersibility and uniform in particle size. The paraoxon hydrolytic enzyme activity of the prepared molecularly imprinted polymer microsphere and the paraoxon spontaneous hydrolyzing are compared, the hydrolyzing efficiency can be improved by 188 times to the maximum and is also improved by 2.3 times compared with the catalyzing efficiency of a non-imprinted polymer synthesized under the condition of not adding template molecules, a measured Km value and a measured Vmax value are 0.064 mmol/L min and 2.41 mmol/L respectively, and Kcat is 0.237/S. The prepared mimic enzyme molecularly imprinted polymer microsphere for hydrolyzing the organophosphorus can be used for efficiently hydrolyzing organophosphorus pesticide and can also be used for degrading and destroying organophosphorus nervous toxic agent chemical weapons.

Description

technical field [0001] The invention belongs to the technical field of degradation of organophosphorus compounds, and in particular relates to a method for preparing molecularly imprinted polymer microspheres of organophosphorus hydrolysis simulating enzymes. Background technique [0002] Organophosphorus pesticides are widely used because of their unstable chemical properties, easy decomposition, short half-life, and difficult accumulation in crops, animals and humans. However, since organophosphorus is used in a wider and wider range, the frequency of use is higher and higher, and the amount of application is increasing, it has become the most serious problem of food contamination. At the same time, organophosphorus compounds can also be used as nerve agents in wars and terrorist attacks. In order to effectively control organophosphorus pesticide residues and organophosphorus chemical weapons, in addition to strengthening the management and restriction of pesticides and n...

Claims

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Application Information

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IPC IPC(8): C08F226/06C08F220/06C08F212/36C08F2/48C08J9/26B01J20/26B01J20/28B01J20/30
Inventor 张耀东马珂珂徐吉秀岳宣峰张林李梦凡王丽慧
Owner SHAANXI NORMAL UNIV
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