CN104403045A - Preparation method of chlorogenic acid uniformly-imprinted microspheres - Google Patents
Preparation method of chlorogenic acid uniformly-imprinted microspheres Download PDFInfo
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- CN104403045A CN104403045A CN201410806541.3A CN201410806541A CN104403045A CN 104403045 A CN104403045 A CN 104403045A CN 201410806541 A CN201410806541 A CN 201410806541A CN 104403045 A CN104403045 A CN 104403045A
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Abstract
The invention discloses a preparation method of chlorogenic acid uniformly-imprinted microspheres, which comprises the following steps: dissolving chlorogenic acid and functional monomer MMA (methacrylic acid) in a mole ratio of 1:3-1:5 in an acetonitrile-toluene-DMSO (dimethyl sulfoxide) mixed solution, oscillating at room temperature for 3-7 hours, adding a crosslinking agent DVB (divinylbenzene) and a right amount of initiator AIBN (2,2'-azobisisobutyronitrile), transferring the mixture into a glass ampoul, introducing nitrogen for 5-15 minutes, sealing the ampoul, carrying out rotary polymerization at 60 DEG C for 24 hours, precipitating with methanol, precipitating with tetrahydrofuran, and filtering. The uniformly-imprinted microspheres with the diameter of about 2.5 mu m are prepared by using chlorogenic acid as the template molecule by a precipitation polymerization process. The polymer yield is 35-40%; and the molecularly imprinted polymer has uniform particle size and proper size, can be conveniently used as a liquid chromatography separation material and for preparation, separation and purification, and has the advantages of favorable separation efficiency, high extraction yield and wide application prospects.
Description
Technical field
The present invention relates to the preparation method of the even trace microballoon of a kind of chlorogenic acid.
Background technology
Development of Novel highly selective parting material is the important step realizing high efficiency separation.Molecularly imprinted polymer is after target molecule, function monomer, linking agent being polymerized in the solution, removing target molecule, a kind of high molecular polymer mated completely with target molecule on space and binding site obtained.This imprinted polymer is when extracting complicated sample, and can identify target molecule in specific manner, be therefore a kind of separating medium having important application prospect.
At present, although be that the research of Template preparation molecularly imprinted polymer is more for polyphenolic compounds such as chlorogenic acids, be all difficult to obtain uniform particle sizes, excellent property microsphere particle and possess the primary condition implementing commercial application.Dispersion copolymerization method can prepare the molecular engram microsphere of size tunable regular shape, but the perfluoro high polymers dispersion agent used is expensive, and economy is poor; Although multistep swelling method can prepare trace microballoon in polar solvent, operating process is loaded down with trivial details.
We have studied in the past and prepare coffic acid imprinted polymer in empty gc column tube situ polymerization and inquired into its chromatogram identification and Solid-Phase Extraction usefulness, find that its selective recognition ability is not high, also the Primary Study precipitation polymerization method of the even trace microballoon of chlorogenic acid, but fail.By repeatedly improving experimental design, one-step optimization scheme of going forward side by side, finally obtains preparation method and the condition of even chlorogenic acid trace microballoon, and using resulting polymers as Stationary Phase for HPLC, has inquired into its chromatogram identification and preparative separation ability.
Summary of the invention
For obtain uniform particle sizes, excellent property microsphere particle and reduce costs as far as possible, make it the condition possessing industrialized implementation, the present inventor is through lot of experiments, finally the preparation method of the even trace microballoon of a kind of chlorogenic acid is invented, the method need not add any stablizer and tensio-active agent in reaction system, simple to operate, and the polymer microballoon clean surface of preparation, during as Stationary Phase for HPLC, show good chromatographic separation performance and prepared purification efficiency.
For obtaining the even trace microballoon of chlorogenic acid, technical scheme of the present invention is: the ratio being 1:3-1:5 in molar ratio by chlorogenic acid and function monomer MAA is dissolved in acetonitrile-methylbenzene-DMSO mixing solutions, after vibrating under room temperature 3-7 hour, add linking agent (DVB) and the appropriate initiator (AIBN) of 5-8 times of monomer consumption again, then mixture is proceeded in glass ampere bottle, logical nitrogen 5-15 min, good seal ampere bottle, rotary polymerization 24 hours at 60 DEG C of temperature, with after methyl alcohol sedimentation 2-4 time again with filtration after tetrahydrofuran (THF) sedimentation 1-3 time, vacuum-drying is to constant weight and get final product.
The present invention take chlorogenic acid as template molecule, precipitation polymerization method is adopted to prepare the even trace microballoon that diameter is about 2.5um, polymer yield is 35-40%, the molecularly imprinted polymer uniform particle sizes, the size to fit that obtain, when this polymkeric substance is as preparative liquid chromatography stationary phase, can preparative separation target compound effectively, product recovery rate is high.
Compared with prior art, beneficial effect of the present invention is:
Invent preparation method's (precipitation polymerization method) of the even trace microballoon of a kind of new chlorogenic acid, promoted scientific-technical progress effectively, for the polyphenolic compounds such as separation and purification chlorogenic acid provide more how selectable sorbent material; Molecularly imprinted polymer uniform particle sizes, size to fit prepared by the method, be convenient to be used as liquid-phase chromatographic column material separation and purification of target compound, and product recoveries is high, has stronger selectivity to target molecule, possess the advantage that other method a lot of does not have, practical value is very high.
Embodiment
Below the preparation method of the even trace microballoon of a kind of chlorogenic acid is described in detail.
embodiment 1:
The ratio being 1:4 in molar ratio by chlorogenic acid and function monomer MAA is dissolved in acetonitrile-methylbenzene-DMSO mixing solutions, after vibrating 5 hours under room temperature, add linking agent (DVB) and the 0.475mmol initiator (AIBN) of 5 times of monomer consumptions again, then mixture is proceeded in glass ampere bottle, logical nitrogen 10 min, good seal ampere bottle, rotary polymerization 24 hours at 60 DEG C of temperature, filter with after tetrahydrofuran (THF) sedimentation 2 times with after methyl alcohol sedimentation 3 times, vacuum-drying is to constant weight and get final product again.
The present invention take chlorogenic acid as template molecule, and adopt precipitation polymerization method to prepare the even trace microballoon that diameter is about 2.5um, polymer yield is 35.93%.
embodiment 2:
(1) ratio being 1:4.6 in molar ratio by chlorogenic acid and function monomer MAA is dissolved in acetonitrile-methylbenzene-DMSO mixing solutions, after vibrating 6.3 hours under room temperature, add linking agent (DVB) and the 0.475mmol initiator (AIBN) of 8 times of monomer consumptions again, then mixture is proceeded in glass ampere bottle, logical nitrogen 13 min, good seal ampere bottle, rotary polymerization 24 hours at 60 DEG C of temperature, filter with after tetrahydrofuran (THF) sedimentation 3 times with after methyl alcohol sedimentation 2 times, vacuum-drying is to constant weight and get final product again.
The present invention take chlorogenic acid as template molecule, and adopt precipitation polymerization method to prepare the even trace microballoon that diameter is about 2.5um, polymer yield is 37.86%,
Above-described embodiment not does any pro forma restriction to the present invention, any those of ordinary skill in the art, when not departing from technical solution of the present invention scope, the technology contents of above-mentioned announcement all can be utilized to make many possible variations and modification to technical solution of the present invention, or be revised as the Equivalent embodiments of equivalent variations.Therefore, every content not departing from technical solution of the present invention, according to the technology of the present invention essence to any simple modification made for any of the above embodiments, equivalent variations and modification, all should drop in the scope of technical solution of the present invention protection.
Claims (1)
1. the preparation method of the even trace microballoon of chlorogenic acid, it is characterized in that: the ratio being 1:3-1:5 in molar ratio by chlorogenic acid and function monomer (MAA) is dissolved in acetonitrile-methylbenzene-DMSO mixing solutions, after vibrating under room temperature 3-7 hour, add linking agent (DVB) and the appropriate initiator (AIBN) of 5-8 times of monomer consumption again, then mixture is proceeded in glass ampere bottle, logical nitrogen 5-15 min, good seal ampere bottle, rotary polymerization 24 hours at 60 DEG C of temperature, with after methyl alcohol sedimentation 2-4 time again with filtration after tetrahydrofuran (THF) sedimentation 1-3 time, vacuum-drying is to constant weight and get final product.
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| CN201410806541.3A CN104403045A (en) | 2014-12-23 | 2014-12-23 | Preparation method of chlorogenic acid uniformly-imprinted microspheres |
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| CN201410806541.3A CN104403045A (en) | 2014-12-23 | 2014-12-23 | Preparation method of chlorogenic acid uniformly-imprinted microspheres |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104840430A (en) * | 2015-05-29 | 2015-08-19 | 四川九章生物科技有限公司 | Chlorogenic acid (CA) and chitosan microspheres as well as preparation process and application thereof |
| CN105646805A (en) * | 2016-03-26 | 2016-06-08 | 吉首大学 | Nano TiO2 surface loaded Cu<2+>-nicotine-N-Nitrosodiethylamine composite imprinted material and application |
| CN112619623A (en) * | 2020-12-29 | 2021-04-09 | 西安交通大学 | Chlorogenic acid molecularly imprinted nanospheres regulated by phase-transition lysozyme and preparation method and application thereof |
| CN113121352A (en) * | 2021-04-25 | 2021-07-16 | 李辉 | Method for separating and purifying chlorogenic acid by using novel composite imprinted polymer |
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| CN101905150A (en) * | 2010-07-16 | 2010-12-08 | 新疆大学 | Preparation and application of lidocaine molecularly imprinted solid phase extraction column |
| CN102382247A (en) * | 2010-09-03 | 2012-03-21 | 中国科学院过程工程研究所 | Preparation method of molecular imprinting polymer micro-sphere with uniform size and application |
| CN104017126A (en) * | 2014-06-19 | 2014-09-03 | 天津科技大学 | Tocopherol molecularly imprinted fluorescent polymer and preparation method and application thereof |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101905150A (en) * | 2010-07-16 | 2010-12-08 | 新疆大学 | Preparation and application of lidocaine molecularly imprinted solid phase extraction column |
| CN102382247A (en) * | 2010-09-03 | 2012-03-21 | 中国科学院过程工程研究所 | Preparation method of molecular imprinting polymer micro-sphere with uniform size and application |
| CN104017126A (en) * | 2014-06-19 | 2014-09-03 | 天津科技大学 | Tocopherol molecularly imprinted fluorescent polymer and preparation method and application thereof |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104840430A (en) * | 2015-05-29 | 2015-08-19 | 四川九章生物科技有限公司 | Chlorogenic acid (CA) and chitosan microspheres as well as preparation process and application thereof |
| CN104840430B (en) * | 2015-05-29 | 2018-04-17 | 四川九章生物科技有限公司 | A kind of chlorogenic acid chitosan microball and its preparation process and application |
| CN105646805A (en) * | 2016-03-26 | 2016-06-08 | 吉首大学 | Nano TiO2 surface loaded Cu<2+>-nicotine-N-Nitrosodiethylamine composite imprinted material and application |
| CN105646805B (en) * | 2016-03-26 | 2018-01-23 | 重庆中纳科技有限公司 | One kind is carried on nano-TiO2Surface C u2+The compound imprinted material of nicotine diethyl nitrogen nitrosamine and application |
| CN112619623A (en) * | 2020-12-29 | 2021-04-09 | 西安交通大学 | Chlorogenic acid molecularly imprinted nanospheres regulated by phase-transition lysozyme and preparation method and application thereof |
| CN112619623B (en) * | 2020-12-29 | 2021-12-28 | 西安交通大学 | Chlorogenic acid molecularly imprinted nanospheres regulated by phase-transition lysozyme and preparation method and application thereof |
| CN113121352A (en) * | 2021-04-25 | 2021-07-16 | 李辉 | Method for separating and purifying chlorogenic acid by using novel composite imprinted polymer |
| CN113121352B (en) * | 2021-04-25 | 2024-03-08 | 浙江樱玫莉雅化妆品有限公司 | Method for separating and purifying chlorogenic acid by using composite imprinted polymer |
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Application publication date: 20150311 |