CN102504141A - Yohimbine detection material prepared by utilizing difunctional monomer and preparation method thereof - Google Patents
Yohimbine detection material prepared by utilizing difunctional monomer and preparation method thereof Download PDFInfo
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- CN102504141A CN102504141A CN2011103311121A CN201110331112A CN102504141A CN 102504141 A CN102504141 A CN 102504141A CN 2011103311121 A CN2011103311121 A CN 2011103311121A CN 201110331112 A CN201110331112 A CN 201110331112A CN 102504141 A CN102504141 A CN 102504141A
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Abstract
The invention provides a yohimbine molecular imprinting polymer and a preparation method thereof. The preparation method comprises the following steps of: dissolving a functional monomer and a template molecule yohimbine into dimethylsulfoxide to mix for 6-24 hours at room temperature; adding a crosslinking agent glycol dimethacrylate and an initiator, carrying out ultrasonic degassing, and removing oxygen by introducing nitrogen; and after sealing, carrying out thermal initiation polymerization, and washing to remove the template molecule, wherein the functional monomer contains allyl-beta-cyclodextrin and methacrylic acid. According to the invention, the yohimbine molecular imprinting polymer is prepared by utilizing the molecule recognition capability of beta-cyclodextrin and the molecule recognition capability of a molecular imprinting technology, and a good recognition effect is obtained through optimizing the proportions of various raw materials. Because the modification of beta-cyclodextrin is of great importance for the molecular recognition effect of beta-cyclodextrin, an allyl group having relatively little influence on the variation of the structure of beta-cyclodextrin is selected so as to introduce a polymerization unit, and the double-recognition capability of beta-cyclodextrin and the molecular imprinting technology is sufficiently utilized so as to improve recognition effect; and a difunctional monomer and multiple recognition modes are adopted, thus the recognition capability is further improved.
Description
Technical field
The invention belongs to the foodstuff additive detection range, belong to especially and utilize molecular imprinting to detect Yohimbine.
Background technology
Yohimbine (Yohimbine) has the energy metabolism of the human body of acceleration, increases the effect that energy is supplied with.The product that contains Yohimbine has been issued ban by Czech Republic's agricultural and food quarantine office at present, forbids being used for athletic food and foodstuff additive.Therefore need detect Yohimbine in food or the foodstuff additive.
Molecular imprinting is the technology that a kind of preparation has the molecule distinguishability polymkeric substance.The preparation molecularly imprinted polymer generally needs three processes: (1) microsphere (being identified material) and function monomer interact, and form mixture; (2) through linking agent, microsphere with carry out polyreaction around the function monomer mixture, formation has macropore, netted polymkeric substance; (3) choosing appropriate means removes microsphere and just can obtain molecularly imprinted polymer.Exist with microsphere in the molecularly imprinted polymer for preparing like this and mate fully, and contain the three-dimensional hole with microsphere complementary function group at space structure.
Molecularly imprinted polymer is widely used in fields such as biology, medical science, chemistry with its good performance.With the theophylline content among the polymer determination patients serum of theophylline trace, the mensuration result of the same enzyme immunoassay of gained result (EMIT) is consistent.Molecular imprinting transmitter even can detect the microsphere of 1～50 μ mol, visible selectivity and susceptibility with height.Molecular imprinting can carry out trace to any material in theory, and the Yohimbine that therefore adopts molecular imprinting to detect in the feed has very big potential quality.
Summary of the invention
The objective of the invention is to prepare a kind of molecularly imprinted polymer that is used to detect Yohimbine, can reach good Yohimbine and detect effect.
The preparation method of Yohimbine molecularly imprinted polymer provided by the invention may further comprise the steps:
Function monomer and template molecule Yohimbine are dissolved in the methyl-sulphoxide; Mixed at room temperature 6-24 hour, add linking agent TGM 1 and initiator then, ultrasonic degas; Logical nitrogen deoxygenation; Sealing back thermal-initiated polymerization is cleaned and is removed template molecule, and wherein said function monomer contains the allyl group-beta-cyclodextrin.
Wherein said function monomer contains allyl group-beta-cyclodextrin and methylacrylic acid.
Wherein the ratio of allyl group-beta-cyclodextrin and template molecule is: 1g: 0.1-2.0mmol, preferred 1g: 0.2-1.0mmol, more preferably 1g: 0.6-1.0mmol, most preferably 1g: 0.6mmol.
Wherein the mol ratio of template molecule and linking agent is: 1: 5-50, preferred 1: 15-40, most preferably 1: 25.
Wherein the mol ratio of template molecule and methylacrylic acid is: 1: 1-10 is preferably 1: 2-8, most preferably 1: 4.
Wherein the ratio of allyl group-beta-cyclodextrin, methylacrylic acid, template molecule and linking agent is: 1g: 2.4mmol: 0.6mmol: 15mmol.
At least 5 minutes ultrasonic degas time wherein.
At least 5 minutes oxygen deoxygenation time wherein.
Adopt the mixing solutions cleaning of methyl alcohol and acetate to remove template molecule.
Wherein the volume ratio of methyl alcohol and acetate is 1: 9.
The present invention provides a kind of Yohimbine molecularly imprinted polymer, and it adopts method for preparing to obtain.
The effect that the present invention reaches:
Utilize the molecule distinguishability of beta-cyclodextrin itself and the molecule distinguishability of molecular imprinting, prepared the Yohimbine molecularly imprinted polymer, obtained recognition effect preferably through optimizing various material rates.Because the modification of beta-cyclodextrin is very big to its molecular recognition influential effect, therefore select the less relatively allyl group of its structural changes is introduced polymerizable unit, made full use of the dual recognition capability of beta-cyclodextrin and molecular imprinting, improved recognition effect.Adopt bi-functional monomer, adopt multiple RM, further improved recognition capability.
Embodiment
Embodiment 1
Accurately take by weighing function monomer allyl group-beta-cyclodextrin and (adopt document " chemical reagent, 2002,24 (3), 131～132; 138 " method is synthetic) 1g is dissolved in the 50ml methyl-sulphoxide (DMSO) with template molecule Yohimbine 0.2mmol; mix 12h under the room temperature, function monomer and template molecule are fully acted on, add linking agent TGM 1 (EGDMA) 5mmol and 20mg initiator Diisopropyl azodicarboxylate (AIBN) then; ultrasonic degas 10 minutes; feeding nitrogen 10 minutes, the vacuum lower seal, polymerization 48h obtains molecularly imprinted polymer in 60 ℃ of airbaths.
Molecularly imprinted polymer is pulverized the back grinds screening, get the particle (granularity 30.8～38.5 μ m) between 400 orders and 500 orders, with acetone repeatedly suspension settlement remove fine powder.The 1.5g polymer dispersed in the ethanol homogenate, under the pressure of 28MPa, is made displacing liquid with ethanol, adopt wet method to pack into and be of a size of: in the chromatographic column of 250mm * Φ 4mm.
Populated chromatographic column is used methyl alcohol: acetate=1: 9 (V: eluant solution V), analyze with HPLC, UV detector wavelength 268nm walks flatly to baseline, and it is complete to think that microsphere advances this wash-out.
In the experiment, measure the dead time with acetonitrile, retention factors k=(t-t0)/t0, t are the RT of analyte, and t0 is the dead time.Selectivity factor α=k1/k2, k1 are the retention factors of Yohimbine, and k2 is the retention factors of Yohimbine analogue.Chromatographic condition: acetonitrile is a moving phase, 27 ℃ of column temperatures, and flow velocity 0.3ml/min tests for the Yohimbine analogue with the serpentine.Its selectivity factor α is 1.48.
Embodiment 2
Embodiment 2 is similar with the preparation method of embodiment 1, and the function monomer that adopts when just preparing is a methylacrylic acid, and its template molecule: function monomer: the mol ratio of linking agent is: 1: 4: 25.Its selectivity factor α is 1.28.
Embodiment 3
Embodiment 3 is similar with the preparation method of embodiment 1, increases function monomer methylacrylic acid 0.8mmol when just preparing.Its selectivity factor α is 2.35.
This shows, adopt bi-functional monomer can significantly increase recognition effect.
Embodiment 4-15
The preparation method of embodiment 4-15 and embodiment 3 is similar, and the masterplate molecule that adopts when just preparing is different with the content of linking agent, and concrete outcome is seen table 1.
Table 1 separating effect
Claims (10)
1. the preparation method of a Yohimbine molecularly imprinted polymer is characterized in that: may further comprise the steps:
Function monomer and template molecule Yohimbine are dissolved in the methyl-sulphoxide; Mixed at room temperature 6-24 hour, add linking agent TGM 1 and initiator then, ultrasonic degas; Logical nitrogen deoxygenation; Sealing back thermal-initiated polymerization is cleaned and is removed template molecule, and wherein said function monomer contains the allyl group-beta-cyclodextrin.
2. the method for claim 1, it is characterized in that: the ratio of allyl group-beta-cyclodextrin and template molecule is: 1g: 0.1-2.0mmol, preferred 1g: 0.2-1.0mmol, more preferably 1g: 0.6-1.0mmol, most preferably 1g: 0.6mmol.
3. according to claim 1 or claim 2 method, it is characterized in that: the mol ratio of template molecule and linking agent is: 1: 5-50, preferred 1: 15-40, most preferably 1: 25.
4. method as claimed in claim 3 is characterized in that: said function monomer contains allyl group-beta-cyclodextrin and methylacrylic acid.
5. method as claimed in claim 4 is characterized in that: the mol ratio of template molecule and methylacrylic acid is: 1: 1-10 is preferably 1: 2-8, most preferably 1: 4.
6. method as claimed in claim 5 is characterized in that: the ratio of allyl group-beta-cyclodextrin, methylacrylic acid, template molecule and linking agent is: 1g: 2.4mmol: 0.6mmol: 15mmol.
7. method as claimed in claim 6 is characterized in that: at least 5 minutes ultrasonic degas time.
8. method as claimed in claim 7 is characterized in that: at least 5 minutes oxygen deoxygenation time.
9. method as claimed in claim 8 is characterized in that: adopt the mixing solutions cleaning of methyl alcohol and acetate to remove template molecule.
10. Yohimbine molecularly imprinted polymer, it adopts each method preparation of claim 1-9.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2011103311121A CN102504141A (en) | 2011-10-27 | 2011-10-27 | Yohimbine detection material prepared by utilizing difunctional monomer and preparation method thereof |
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| CN2011103311121A CN102504141A (en) | 2011-10-27 | 2011-10-27 | Yohimbine detection material prepared by utilizing difunctional monomer and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103728355A (en) * | 2014-01-20 | 2014-04-16 | 福建师范大学 | Preparation method of imprinted fiber sensor sensitive film capable of identifying tribromophenol |
| CN104226272A (en) * | 2013-06-14 | 2014-12-24 | 中国科学院大连化学物理研究所 | Polymer microsphere material imprinted by multiple protein peptide fragments simultaneously and preparation method and application of polymeric microsphere material |
| CN106432590A (en) * | 2016-09-21 | 2017-02-22 | 中国农业科学院农业质量标准与检测技术研究所 | Molecularly imprinted polymer with controllable sustained-release function |
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2011
- 2011-10-27 CN CN2011103311121A patent/CN102504141A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104226272A (en) * | 2013-06-14 | 2014-12-24 | 中国科学院大连化学物理研究所 | Polymer microsphere material imprinted by multiple protein peptide fragments simultaneously and preparation method and application of polymeric microsphere material |
| CN103728355A (en) * | 2014-01-20 | 2014-04-16 | 福建师范大学 | Preparation method of imprinted fiber sensor sensitive film capable of identifying tribromophenol |
| CN106432590A (en) * | 2016-09-21 | 2017-02-22 | 中国农业科学院农业质量标准与检测技术研究所 | Molecularly imprinted polymer with controllable sustained-release function |
| CN106432590B (en) * | 2016-09-21 | 2018-04-06 | 中国农业科学院农业质量标准与检测技术研究所 | A kind of molecularly imprinted polymer with controllable sustained-release function |
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Application publication date: 20120620 |