Methyleugenol molecularly imprinted polymer and preparation method thereof

A technology of methyl eugenol and polymer, which is applied in the field of separation material synthesis of natural products or biologically active components, can solve the problems of unreported methyl eugenol purification method, unreported preparation method, unsatisfactory removal effect and the like , to achieve the effect of strong selectivity, simple regeneration method and low production cost

Inactive Publication Date: 2018-06-29
健士星生物技术研发(上海)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent CN105419946 discloses a method for extracting rose essential oil with ultra-high pressure combined with steam distillation, which can reduce the content of methyl eugenol in rose essential oil from 0.533% of traditional steam distillation to 0.303%, according to which methyl eugenol is calculated The removal rate of 43.15%, the removal effect is still not satisfactory
[0005] At present, the preparation method of methyl eugenol molecularly imprinted polymers has not been reported, and the purification method of using methyl eugenol molecularly imprinted polymers to remove methyl eugenol in plant essential oils has not been reported

Method used

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  • Methyleugenol molecularly imprinted polymer and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1) Weigh 2.0g of methyl eugenol and 2.9g of methacrylic acid into a conical flask for mixing, then add 100ml of dichloromethane, mix the mixture thoroughly by ultrasonication for 15min, and then let it stand for 1h.

[0030] 2) Weigh 22.3g of ethylene glycol dimethacrylate and 0.3g of azobisisobutyronitrile into the above Erlenmeyer flask, mix ultrasonically for 10min, blow with nitrogen for 15min to remove oxygen, seal it, and polymerize in a constant temperature oscillating water bath at 60°C for 24h Obtain a white solid polymer, take out the polymer, and pass through a 100-mesh sieve after grinding.

[0031] 3) The above-mentioned polymer was first eluted by Soxhlet elution for 15h, and the eluent was 200ml of methanol-acetic acid mixed solution with a volume ratio of 9:1, and then eluted with 100ml of methanol for 8h.

[0032] 4) Then eluted with 200ml of methanol, then eluted with 200ml of water, and finally dried at 60°C.

[0033] 5) The preparation method of the...

Embodiment 2

[0035] 1) Weigh 2.0g of methyl eugenol and 7.7g of methacrylic acid into a conical flask for mixing, then add 300ml of dichloromethane, ultrasonicate the mixture for 15min to make it fully mixed, and then let it stand for 1h.

[0036] 2) Weigh 66.8g of ethylene glycol dimethacrylate and 0.8g of azobisisobutyronitrile into the above Erlenmeyer flask, mix ultrasonically for 10min, blow with nitrogen for 15min to remove oxygen, seal it, and polymerize in a constant temperature oscillating water bath at 65°C for 24h Obtain a white solid polymer, take out the polymer, and pass through a 100-mesh sieve after grinding.

[0037] 3) The above-mentioned polymer was first eluted by Soxhlet elution for 15h, and the eluent was 500ml of methanol-acetic acid mixed solution with a volume ratio of 9:1, and then eluted with 300ml of methanol for 8h.

[0038] 4) Then eluted with 500ml of methanol, then eluted with 500ml of water, and finally dried at 60°C.

[0039] 5) The preparation method of ...

Embodiment 3

[0041] 1) Weigh 2.0g of methyl eugenol and 5.9g of methacrylic acid into a conical flask for mixing, then add 200ml of dichloromethane, ultrasonicate the mixture for 15min to make it fully mixed, and then let it stand for 1h.

[0042] 2) Weigh 46.5g of ethylene glycol dimethacrylate and 0.45g of azobisisobutyronitrile into the above-mentioned Erlenmeyer flask, mix ultrasonically for 10min, blow with nitrogen for 15min to remove oxygen, seal it, and polymerize in a constant temperature oscillating water bath at 65°C for 36h Obtain a white solid polymer, take out the polymer, and pass through a 100-mesh sieve after grinding.

[0043]3) The above-mentioned polymer was first eluted by Soxhlet elution method for 15h, and the eluent was 300ml methanol-acetic acid mixed solution with a volume ratio of 9:1, and then eluted with 200ml methanol Soxhlet for 8h.

[0044] 4) Then eluted with 300ml of methanol, then eluted with 400ml of water, and finally dried at 60°C.

[0045] 5) The pre...

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Abstract

The invention discloses a methyleugenol molecularly imprinted polymer and a preparation method thereof. The preparation method comprises the following steps of 1) mixing methyleugenol as a template molecule, methacrylic acid or acrylic acid as a functional monomer and dichloromethane or chloroform as a pore-forming agent under ultrasonic waves to obtain a mixture; 2) adding ethylene glycol dimethacrylate as a crosslinking agent and azobisisobutyronitrile as an initiator in the obtained mixture, performing mixing under the ultrasonic waves, performing sealing after oxygen removal with nitrogenfilling, performing polymerization for 24-48h in a water bath with the temperature being 50-80 DEG C to obtain a solid product, and performing grinding and sieving; and 3) performing Soxhlet extraction and elution an drying on the sieved solid product to obtain the methyleugenol molecularly imprinted polymer, wherein the dosage ratio of the template molecule, the functional monomer and the crosslinking agent is 1mol to (3-10)mol to (10-35)mol; the dosage of the pore-forming agent is 50-150ml per gram of the template molecule; and the initiator is accounted by 0.5-2.0 percent of the total massof the template molecule, the functional monomer and the crosslinking agent. The methyleugenol molecularly imprinted polymer provided by the invention is strong in selectivity, large in adsorption capacity and high in removal efficiency when being used for separating the methyleugenol.

Description

technical field [0001] The invention relates to the field of synthesis of natural products or separation materials of bioactive components, in particular to a molecularly imprinted polymer of methyl eugenol and a preparation method thereof. Background technique [0002] Methyleugenol (methyleugenol), also known as eugenol methyl ether, eugenol methyl ether, eugenyl methyl ether, eugenyl methyl ether, is a colorless to light yellow liquid at room temperature, with low volatility and relatively The weak and long-lasting clove aroma widely exists in aromatic plant extracts, such as rose essential oil, clove essential oil, white orchid essential oil, asarum essential oil, carnation essential oil, etc. It is widely used in perfumes, cosmetics, baked goods and tobacco products application. However, recent studies have shown that methyl eugenol is irritating to the eyes, respiratory system and skin; it has obvious central inhibitory effects and can produce anesthesia on a variety ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J9/28C08F222/14C08F220/06B01J20/26B01J20/30C11B9/02
CPCB01J20/268C08F222/10C08J9/28C11B9/022C08F222/102C08F220/06
Inventor 李广涛王增利寇忠京蔡亚
Owner 健士星生物技术研发(上海)有限公司
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