CN104725556A - PH-sensitive glucose selective adsorbent and preparation method thereof - Google Patents
PH-sensitive glucose selective adsorbent and preparation method thereof Download PDFInfo
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- CN104725556A CN104725556A CN201510160384.8A CN201510160384A CN104725556A CN 104725556 A CN104725556 A CN 104725556A CN 201510160384 A CN201510160384 A CN 201510160384A CN 104725556 A CN104725556 A CN 104725556A
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Abstract
The invention relates to a pH-sensitive glucose selective adsorbent and a preparation method thereof. The pH-sensitive glucose selective adsorbent is prepared by constructing a glucose imprinted polymerization system and adopting a simple solution polymerization method. The method comprises the following steps: with glucose as a template molecule, methacrylic acid and hydroxyethyl methylacrylate as functional monomers, ethylene glycol dimethacrylate as a cross-linking agent, a mixed liquid of dimethyl sulfoxide and water as a solvent, initializing solution polymerization by virtue of an initiator, and eluting the glucose template molecule on the polymerized product, thereby obtaining the adsorbent. The adsorbent prepared by the method has sensitivity on pH, and has selective adsorptivity on glucose; the adsorbing capacity can be 160mg/g or more; the selective adsorbent is available in raw material and simple in preparation technology, can be regenerated and repeatedly utilized after being adsorbed, and has a wide application prospect.
Description
Technical field
The invention belongs to functional high polymer material field, particularly a kind of glucose selected adsorbent to pH sensitivity and preparation method thereof.
Background technology
Glucose can be directly absorbed by the body, the energy derive of viable cell and metabolic intermediate product, be widely used in foodstuffs industry and medical and fresh-keeping of vegetables industry, industrial also a large amount of glucose that adopts is as Material synthesis vitamins C, and development can efficient purify glucose and use simple adsorption and separation material to have market outlook very much.Meanwhile, the concentration of glucose in human body is again conditional, and diabetic subject more needs strict glycemic control concentration.Therefore, design and synthesis can identify and the novel material of active adsorption glucose, to the detection of blood sugar and the development of control and Regular Insulin intelligence release system significant.
Molecular imprinting is that one prepares new technology template molecule (target molecule) to affinity and optionally polymkeric substance, molecularly imprinted polymer is easy to use, good stability, suitability wide, shows good application prospect in the separation and purification in fields such as chemistry, chemical industry, biology, medical science, environment, analyzing and testing, drug release etc.Chinese invention patent 201310058721. 3 discloses a kind of preparation method being separated the molecularly imprinted polymer of monose, the maximum saturation adsorptive capacity of molecularly imprinted polymer to glucose and fructose of preparation is respectively 85.5mg/g and 45.45mg/g, higher adsorptive capacity and certain selectivity are shown to glucose, but adsorptive capacity and selectivity still need further raising, and this imprinted polymer does not possess pH susceptibility.Development Selective adsorption is strong and have the glucose sorbent material of environment pH susceptibility, to the high efficiency separation of glucose and the intelligence release of Regular Insulin extremely important.
Summary of the invention
The object of the present invention is to provide a kind of glucose selected adsorbent to pH sensitivity and preparation method thereof, this sorbent material can respond to the pH change of environment, and sorbent material has a large amount of specific adsorption sites, have Selective adsorption to glucose, adsorptive capacity can reach 160 more than mg/g.
For achieving the above object, the technical scheme that the present invention takes is:
Be that template molecule builds trace polymerization system with glucose, adopt the glucose selected adsorbent of solution polymerization process preparation to pH sensitivity, specifically comprise the following steps:
(1) glucose template molecule, function monomer and methyl methacrylate are added in the mixed solvent of dimethyl sulfoxide (DMSO) and water, stirring and dissolving, leave standstill self-assembly 10 ~ 30 min, obtain self-assembly liquid;
(2) ethylene glycol dimethacrylate and initiator are added in self-assembly liquid, stirring and dissolving, obtain glucose imprinting solution polymerization system;
(3) by glucose imprinting solution polymerization system letting nitrogen in and deoxidizing, at 45 ~ 70 DEG C of isothermal reaction 14 ~ 20 h, the trace polymerisate containing glucose template molecule is obtained;
(4) by trace polymerisate acetic acid methanol mixed solution wash-out repeatedly, removing glucose template molecule, then 50 ~ 60 DEG C of vacuum dryings, obtained described sorbent material.
In described step (1), function monomer is the mixture of methacrylic acid and hydroxyethyl methylacrylate, and wherein the mol ratio of methacrylic acid and hydroxyethyl methylacrylate is 1:1 ~ 1:3.
In described step (1), the mol ratio of glucose and function monomer is 1:1 ~ 1:4, and the mass ratio of methyl methacrylate and function monomer is 1:3, and the volume ratio of dimethyl sulfoxide (DMSO) and water is 4:1.
In described step (2), the mass ratio of ethylene glycol dimethacrylate and total monomer is 0.25:1 ~ 0.65:1, described initiator is the one in ammonium persulphate, Potassium Persulphate, Diisopropyl azodicarboxylate, dibenzoyl peroxide, and the mass ratio of initiator and total monomer is 0.01:1 ~ 0.02:1.
In described step (4), the volume ratio of acetic acid and methyl alcohol is 1:4.
The invention has the advantages that combines pH susceptibility with molecular imprinting prepares glucose sorbent material, this sorbent material has a large amount of specific recognition sites, to glucose, there is identity, can in the mixture solution of glucose and fructose adsorption selection glucose, and this sorbent material also has pH susceptibility, reach more than 160mg/g to the adsorptive capacity of glucose is maximum.In addition, the low in raw material price of this sorbent material, good biocompatibility, preparation technology is simple, and renewable recycling after absorption, has very wide application prospect.
Accompanying drawing explanation
Fig. 1 is the scanning electron microscope (SEM) photograph of the made adsorbent surface structure of embodiment 1;
Fig. 2 is the variation diagram of glucose adsorptive capacity Q with pH of the made sorbent material of embodiment 1.
Embodiment
More be convenient to make content of the present invention understand, the present invention will be further described for following instance, but and be not used to limit the scope of the invention.
Embodiment 1
By template molecule glucose 2.33g, function monomer methacrylic acid 0.37 g and hydroxyethyl methylacrylate 1.12 g, methyl methacrylate 0.5 g joins in the mixing solutions of dimethyl sulfoxide (DMSO) 8 ml and water 2 ml, stirring and dissolving, self-assembly 15 min, then linking agent ethylene glycol dimethacrylate 1.10 g is added, add initiator ammonium persulfate 0.03 g again, stirring and dissolving, letting nitrogen in and deoxidizing, in 60 DEG C of waters bath with thermostatic control, react 16 h, obtain the molecular imprinting polymerisate with glucose template molecule.Be the acetic acid methanol mixing solutions wash-out repeatedly of 1:4 by trace polymerisate volume ratio, removing glucose molecule, vacuum drying at 55 DEG C, obtains the molecular imprinting glucose selective sorbent material to pH sensitivity.Scanning electron microscope observation shows, obtained sorbent material is vesicular structure, specifically as shown in Figure 1.
Embodiment 2
Adopt the technique in embodiment 1, adopt Diisopropyl azodicarboxylate unlike initiator, other step is identical with embodiment 1 with parameter.
Embodiment 3
Adopt the technique in embodiment 1, react 14 h unlike in 60 DEG C of waters bath with thermostatic control, other step is identical with embodiment 1 with parameter.
Embodiment 4
Adopt the technique in embodiment 1, react 16 h unlike in 45 DEG C of waters bath with thermostatic control, other step is identical with embodiment 1 with parameter.
Embodiment 5
Adopt the technique in embodiment 1, unlike template molecule glucose 0.58 g, other step is identical with embodiment 1 with parameter.
Embodiment 6
Adopt the technique in embodiment 1, unlike linking agent ethylene glycol dimethacrylate 0.7 g, other step is identical with embodiment 1 with parameter.
Embodiment 7
Adopt the technique in embodiment 1, unlike function monomer methacrylic acid 0.59 g and hydroxyethyl methylacrylate 0.91 g, other step is identical with embodiment 1 with parameter.
Adsorptivity test example 1
Take sorbent material prepared by 50 mg embodiments 1, add the 2 mg/ml glucose adsorption liquids of 50 ml, be placed on 60r/min constant temperature oscillator, control temperature is 25 DEG C, after absorption 24h, adopts ultraviolet spectrophotometry to measure the concentration of glucose in residue adsorption liquid.Test-results shows, obtained sorbent material is 168 mg/g to the adsorptive capacity of glucose, illustrate that this sorbent material has adsorptivity to glucose, and adsorptive capacity is large.
Adsorptivity test example 2
Take sorbent material prepared by 50 mg embodiments 1, add the 2 mg/ml fructose of 50 ml and the mixing and absorption liquid of 2 mg/ml glucose, be placed on 60r/min constant temperature oscillator, control temperature is 25 DEG C, after absorption 24h, ultraviolet spectrophotometry is adopted to measure the concentration of glucose and fructose in residue adsorption liquid.Test-results shows, obtained sorbent material is 167 mg/g to the adsorptive capacity of glucose in mixing solutions, and is 64 mg/g to the adsorptive capacity of fructose, illustrates that this sorbent material has Selective adsorption to glucose.
Adsorptivity test example 3
First make with 0.2 mol/l disodium phosphate soln and 0.1 mol/l citric acid solution the buffered soln that pH is 2 ~ 8, then go out by the buffer preparation of different pH the glucose adsorption liquid that concentration is 2 mg/l.Take sorbent material prepared by 50 mg embodiments 1, add the glucose adsorption liquid of the above-mentioned different pH of 50 ml respectively, be placed on 60r/min constant temperature oscillator, control temperature is 25 DEG C, after absorption 24h, adopt ultraviolet spectrophotometry to measure the concentration of glucose in residue adsorption liquid, concrete outcome as shown in Figure 2.The result of test shows, when pH is between 2 ~ 5, adsorptive capacity is low; When pH is between 5 ~ 6, there is obvious increase in adsorptive capacity, when pH=6, adsorptive capacity reaches maximum value; Then along with the increase of pH value, adsorptive capacity Q reduces.Illustrate that the obtained absorption of sorbent material to glucose has pH susceptibility.
The foregoing is only preferred embodiment of the present invention, all equalizations done according to the present patent application the scope of the claims change and modify, and all should belong to covering scope of the present invention.
Claims (7)
1. to a preparation method for the glucose selected adsorbent of pH sensitivity, it is characterized in that: be that template molecule builds trace polymerization system with glucose, adopt solution polymerization process to obtain described sorbent material.
2. the preparation method of the glucose selected adsorbent to pH sensitivity according to claim 1, is characterized in that: specifically comprise the following steps:
(1) glucose template molecule, function monomer and methyl methacrylate are added in the mixed solvent of dimethyl sulfoxide (DMSO) and water, stirring and dissolving, leave standstill self-assembly 10 ~ 30 min, obtain self-assembly liquid;
(2) ethylene glycol dimethacrylate and initiator are added in self-assembly liquid, stirring and dissolving, obtain glucose imprinting solution polymerization system;
(3) by glucose imprinting solution polymerization system letting nitrogen in and deoxidizing, at 45 ~ 70 DEG C of isothermal reaction 14 ~ 20 h, the trace polymerisate containing glucose template molecule is obtained;
(4) by trace polymerisate acetic acid methanol mixed solution wash-out repeatedly, removing glucose template molecule, then 50 ~ 60 DEG C of vacuum dryings, obtained described sorbent material.
3. the preparation method of the glucose selected adsorbent to pH sensitivity according to claim 2, it is characterized in that: described function monomer is the mixture of methacrylic acid and hydroxyethyl methylacrylate, wherein the mol ratio of methacrylic acid and hydroxyethyl methylacrylate is 1:1 ~ 1:3.
4. the preparation method of the glucose selected adsorbent to pH sensitivity according to claim 2, it is characterized in that: in described step (1), the mol ratio of glucose and function monomer is 1:1 ~ 1:4, the mass ratio of methyl methacrylate and function monomer is 1:3, and the volume ratio of dimethyl sulfoxide (DMSO) and water is 4:1.
5. the preparation method of the glucose selected adsorbent to pH sensitivity according to claim 2, it is characterized in that: in described step (2), the mass ratio of ethylene glycol dimethacrylate and total monomer is 0.25:1 ~ 0.65:1, described initiator is the one in ammonium persulphate, Potassium Persulphate, Diisopropyl azodicarboxylate, dibenzoyl peroxide, and the mass ratio of initiator and total monomer is 0.01:1 ~ 0.02:1.
6. the preparation method of the glucose selected adsorbent to pH sensitivity according to claim 2, is characterized in that: in described step (4), the volume ratio of acetic acid and methyl alcohol is 1:4.
7. the glucose selected adsorbent that method is obtained as claimed in claim 1 or 2.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106279497A (en) * | 2016-08-11 | 2017-01-04 | 潘忠宁 | A kind of preparation method of pH sensitivity glucose imprinting microgel |
| CN108136366A (en) * | 2015-05-09 | 2018-06-08 | 相位全息成像Phi有限公司 | molecularly imprinted polymer |
| CN110465277A (en) * | 2019-09-06 | 2019-11-19 | 北京林业大学 | A kind of ammonia molecular imprinting adsorbing agent and its preparation for the separation of sludge aerobic compost mixed gas and Ammonia recovery |
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| CN101793996A (en) * | 2009-12-25 | 2010-08-04 | 北京理工大学 | Molecular imprinting photonic crystal for detecting glucose |
| CN103265660A (en) * | 2013-06-09 | 2013-08-28 | 福州大学 | Method for preparing amino acid molecularly imprinted membrane through bicontinuous phase micro emulsion in situ polymerization |
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2015
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101793996A (en) * | 2009-12-25 | 2010-08-04 | 北京理工大学 | Molecular imprinting photonic crystal for detecting glucose |
| CN103265660A (en) * | 2013-06-09 | 2013-08-28 | 福州大学 | Method for preparing amino acid molecularly imprinted membrane through bicontinuous phase micro emulsion in situ polymerization |
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| 吴淑梅等: "pH敏感性葡萄糖印迹水凝胶的制备", 《石油化工》 * |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108136366A (en) * | 2015-05-09 | 2018-06-08 | 相位全息成像Phi有限公司 | molecularly imprinted polymer |
| CN106279497A (en) * | 2016-08-11 | 2017-01-04 | 潘忠宁 | A kind of preparation method of pH sensitivity glucose imprinting microgel |
| CN110465277A (en) * | 2019-09-06 | 2019-11-19 | 北京林业大学 | A kind of ammonia molecular imprinting adsorbing agent and its preparation for the separation of sludge aerobic compost mixed gas and Ammonia recovery |
| CN110465277B (en) * | 2019-09-06 | 2022-06-21 | 北京林业大学 | Ammonia gas molecular imprinting adsorbent for separating sludge aerobic composting mixed gas and recovering ammonia gas and preparation thereof |
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