CN102921392B - The preparation method of sulphadiazine molecular engram integral column - Google Patents
The preparation method of sulphadiazine molecular engram integral column Download PDFInfo
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- CN102921392B CN102921392B CN201210441498.6A CN201210441498A CN102921392B CN 102921392 B CN102921392 B CN 102921392B CN 201210441498 A CN201210441498 A CN 201210441498A CN 102921392 B CN102921392 B CN 102921392B
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- sulphadiazine
- acetonitrile
- methyl alcohol
- glacial acetic
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Abstract
The preparation method of sulphadiazine molecular engram integral column, take sulphadiazine as template, methacrylic acid is function monomer, and ethylene glycol dimethacrylate is crosslinking agent, and azodiisobutyronitrile is initator, and acetonitrile is as pore-foaming agent; Each material consumption: the molar ratio of sulphadiazine and methacrylic acid is 1: 3; The molar ratio of sulphadiazine and ethylene glycol dimethacrylate is 1: 20; The sulphadiazine of every mole joins 120mg azodiisobutyronitrile; The sulphadiazine of every mole joins 35mL acetonitrile; Join in stainless steel tube by bubble removing after the ultrasonic mixing of above-mentioned consumption, at 60 DEG C, 24h is reacted after sealing, received on high-pressure pump, wash away template molecule and unreacted residual agent with the mixed liquor of methyl alcohol and glacial acetic acid as mobile phase, then remove methyl alcohol and glacial acetic acid completely with acetonitrile solution; Finally use pure water as mobile phase, rinse pillar until neutrality, the polymer obtained is sulphadiazine molecular engram integral column.
Description
Technical field
The present invention relates to preparation method, particularly a kind of preparation method of sulphadiazine molecular engram integral column that a kind of sulphadiazine detects integral post.
Background technology
Sulfa drugs is the antibacterials of the class Prof. Du Yucang applied the earliest, refers to a class medicine general name with P-aminobenzene-sulfonamide structure.Sulfa drugs is applied comparatively wide in aquaculture process, but due to sulfa drugs action time in vivo and the metabolism time longer, overdose of medicine thing remains and can form potential harm to health.But food samples matrix is complicated, and antibiotic content is usually lower, therefore how effectively carrying out pretreatment to the trace sulfa antibiotics in food samples is more crucial problem.Traditional antibiotic residue preprocess method has surname extraction, liquid-liquid extraction, column chromatography etc.In recent years, along with the development and apply of various technology, some new extractions, purification method start to obtain applying more widely, as technical methods such as SPE (SPE), SPME (SPME), collective's dispersive solid-phase extraction (MSPD), immune affinity chromatographic (IAC), gel permeation chromatography (GPC), accelerated solvent extractor (ASE), supercritical fluid extraction (SFE), microwave auxiliary extraction (MAE) and molecular engrams (MIP).Wherein molecular engram is a kind of technology preparing the filler of predetermined selectivity, and this preprocess method is easier, direct.Molecular imprinting is exactly the formation mechenism copying antibody, around template molecule, copolymerization prepares a high crosslinked rigid macromolecule, just molecularly imprinted polymer medium is obtained after removing template molecule, the space structure of template molecule can be kept " trace " or stay " memory " by medium now, in the structure of polymer, leave the group that association reaction can occur, therefore template molecule is shown to the selective recognition performance of height.The identity superior according to molecular imprinting and practicality and can prepare different molecularly imprinted polymers to meet various different needs according to different object, therefore have good application prospect in many fields such as chemistry, biology, medical science.
Summary of the invention
The object of this invention is to provide the preparation method of a kind of simple, convenient, good operation, manageable sulphadiazine molecular engram integral column, utilize this integral post can easy, directly sulphadiazine solution is detected.
The preparation method of sulphadiazine molecular engram integral column of the present invention, with sulphadiazine (SDZ) for template, methacrylic acid (MAA) is function monomer, and ethylene glycol dimethacrylate (EDMA) is crosslinking agent, azodiisobutyronitrile (AIBN) is initator, and acetonitrile is as pore-foaming agent;
The consumption of above-mentioned each material is as follows:
Sulphadiazine (SDZ) is 1: 3 ~ 3.5 with the molar ratio of methacrylic acid (MAA);
Sulphadiazine (SDZ) is 1: 18 ~ 23 with the molar ratio of ethylene glycol dimethacrylate;
The sulphadiazine (SDZ) of every mole joins 115mg ~ 125mg azodiisobutyronitrile;
The sulphadiazine (SDZ) of every mole joins 33mL ~ 37mL acetonitrile;
Take sulphadiazine by above-mentioned consumption and add methacrylic acid, ethylene glycol dimethacrylate, azodiisobutyronitrile, acetonitrile respectively by above-mentioned consumption, bubble removing after ultrasonic mixing;
The solution of above-mentioned formation is joined in stainless steel tube, two ends seal, isothermal reaction 20 ~ 28h at 55 DEG C ~ 65 DEG C, form column, then received on high-pressure pump, wash away template molecule and unreacted residual agent with the mixed liquor of methyl alcohol and glacial acetic acid as mobile phase, wherein the volume ratio of methyl alcohol and glacial acetic acid is: methyl alcohol: glacial acetic acid=9:0.8 ~ 1.2; Methyl alcohol and glacial acetic acid is removed completely again with acetonitrile solution; Finally use pure water as mobile phase, rinse pillar until neutrality, the polymer obtained is sulphadiazine molecular engram integral column.
The preparation method of sulphadiazine molecular engram integral column of the present invention is simple and easy to do, good operation, easy to control; Utilize integral post of the present invention can easy, directly sulphadiazine solution is detected.
Accompanying drawing explanation
Fig. 1 is 5000 times of scanning electron microscope (SEM) photographs of the inner imprinted polymer of sulphadiazine molecular engram integral column;
Fig. 2 is the high-efficient liquid phase chromatogram of the enrichment contrast experiment of sulphadiazine molecular engram integral column;
Fig. 3 is the adsorption isotherm schematic diagram of sulphadiazine molecular engram integral column.
Detailed description of the invention
With sulphadiazine (SDZ) for template, methacrylic acid (MAA) is function monomer, and ethylene glycol dimethacrylate (EDMA) is crosslinking agent, and azodiisobutyronitrile (AIBN) is initator, and acetonitrile is as pore-foaming agent;
The consumption of above-mentioned each material is as follows:
Sulphadiazine (SDZ) is 1: 3 ~ 3.5 with the molar ratio of methacrylic acid (MAA);
Sulphadiazine (SDZ) is 1: 18 ~ 23 with the molar ratio of ethylene glycol dimethacrylate;
The sulphadiazine (SDZ) of every mole joins 115mg ~ 125mg azodiisobutyronitrile;
The sulphadiazine (SDZ) of every mole joins 33mL ~ 37mL acetonitrile;
Take sulphadiazine by above-mentioned consumption and add methacrylic acid, ethylene glycol dimethacrylate, azodiisobutyronitrile, acetonitrile respectively by above-mentioned consumption, bubble removing after ultrasonic mixing;
The solution of above-mentioned formation is joined in stainless steel tube, two ends seal, isothermal reaction 20 ~ 28h at 55 DEG C ~ 65 DEG C, form column, then received on high-pressure pump, wash away template molecule and unreacted residual agent with the mixed liquor of methyl alcohol and glacial acetic acid as mobile phase, wherein the volume ratio of methyl alcohol and glacial acetic acid is: methyl alcohol: glacial acetic acid=9:0.8 ~ 1.2; Methyl alcohol and glacial acetic acid is removed completely again with acetonitrile solution; Finally use pure water as mobile phase, rinse pillar until neutrality, the polymer obtained is sulphadiazine molecular engram integral column.
Embodiment: the sulphadiazine (template) taking 0.1mmol, add 0.3mmol(0.026mL) methacrylic acid or the methacrylic acid of 0.32mmol or the methacrylic acid (function monomer) of 0.35mmol, 2.0mmol(0.377mL) ethylene glycol dimethacrylate or 1.8mmol ethylene glycol dimethacrylate or 2.3 ethylene glycol dimethacrylates (crosslinking agent) and 11.5mg azodiisobutyronitrile or 12.5mg azodiisobutyronitrile or 12.0mg azodiisobutyronitrile (initator), 3.5mL acetonitrile or 3.3mL acetonitrile or 3.7mL acetonitrile are as pore-foaming agent, bubble removing after ultrasonic mixing.Then this solution is joined (pipe range 50.0mm, bore 4.6mm) in a stainless steel tube, the two ends plug be threaded and sealing involve in row sealing.Isothermal reaction 24h at 60 DEG C.Be connected to after reaction terminating on high-pressure pump, with methyl alcohol: glacial acetic acid (9: 1 or 9: 0.8 or 9: 1.2, v/v) washes away template molecule and unreacted residual agent as mobile phase, then removes methyl alcohol and glacial acetic acid completely with acetonitrile.Finally change pure water as mobile phase, rinse pillar until neutrality.The polymer finally obtained is sulphadiazine molecular engram integral column.
Adopt above-mentioned sulphadiazine molecular engram integral column to adsorb the sulphadiazine solution that the concentration of 4mL is 1.5mg/L, the saturated extent of adsorption finally calculating sulphadiazine molecular engram integral column is 5.9708mg/l.
Adopt above-mentioned sulphadiazine molecular engram integral column to be connected on HPLC pump, and compound concentration is 0.2mg/L contains sulphoamidine (sulfaguanidine, SG), sulphadiazine (sulphadiazine, SDZ), sulfadimidine (sulfadimidine, SM
2), Sulfamethoxazole (sulfamethoxazole, SMO) mixed solution is as mobile phase, measure 4.0mL to be rinsed by sulphadiazine molecular engram integral column with the flow velocity of 0.2mL/min, then use acetonitrile with the flow velocity wash-out of 0.2mL/min by SG, SDZ, SM
2, SMO absorption sulphadiazine molecular engram integral column, collect eluent 4mL, upper HPLC analyzes, and its chromatogram is as shown in spectrogram a in Fig. 2.
Control experiment, is replaced by non-trace integral post (not adding template molecule during synthesis), in kind collects the eluent of 4.0mL, record chromatogram as shown in b in Fig. 2 by sulphadiazine molecular engram integral column.
As shown in Figure 2: as can be seen from spectrogram a compared with spectrogram b, compared with non-trace integral post, sulphadiazine molecular engram integral column has very strong enrichment to sulphadiazine, and the absorption of other sulfa drugs is less.Illustrate that sulphadiazine molecular engram integral column inside defines the hole can adsorbing sulphadiazine, but not trace post does not form sulphadiazine hole or binding site in post.
As shown in Figure 3: sulphadiazine molecular engram integral column is connected on HPLC, and compound concentration is respectively the sulphadiazine solution of 1.5mg/L, 1.2mg/L, 1.0mg/L, 0.8mg/L, 0.6mg/L, carry out interrupted frontier chromatography (NCFC) analysis at 28 DEG C, 30 DEG C, 32 DEG C, 34 DEG C, 36 DEG C respectively.Computing formula according to adsorbance in NCFC method: q=(V
d-Vo) C/Vp calculates adsorbance at 5 temperature, and adsorbance scope is: 1.2363-5.9708mg/l.
Claims (1)
1. a preparation method for sulphadiazine molecular engram integral column, is characterized in that:
With sulphadiazine (SDZ) for template, methacrylic acid (MAA) is function monomer, and ethylene glycol dimethacrylate (EDMA) is crosslinking agent, and azodiisobutyronitrile (AIBN) is initator, and acetonitrile is as pore-foaming agent;
The consumption of above-mentioned each material is as follows:
Sulphadiazine (SDZ) is 1: 3 ~ 3.5 with the molar ratio of methacrylic acid (MAA);
Sulphadiazine (SDZ) is 1: 18 ~ 23 with the molar ratio of ethylene glycol dimethacrylate;
The sulphadiazine (SDZ) of every mole joins 115mg ~ 125mg azodiisobutyronitrile;
The sulphadiazine (SDZ) of every mole joins 33mL ~ 37mL acetonitrile;
Take sulphadiazine by above-mentioned consumption and add methacrylic acid, ethylene glycol dimethacrylate, azodiisobutyronitrile, acetonitrile respectively by above-mentioned consumption, bubble removing after ultrasonic mixing;
The solution of above-mentioned formation is joined in stainless steel tube, two ends seal, isothermal reaction 20 ~ 28h at 55 DEG C ~ 65 DEG C, form column, then received on high-pressure pump, wash away template molecule and unreacted residual agent with the mixed liquor of methyl alcohol and glacial acetic acid as mobile phase, wherein the volume ratio of methyl alcohol and glacial acetic acid is: methyl alcohol: glacial acetic acid=9:0.8 ~ 1.2; Methyl alcohol and glacial acetic acid is removed completely again with acetonitrile solution; Finally use pure water as mobile phase, rinse pillar until neutrality, the polymer obtained is sulphadiazine molecular engram integral column.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101245121A (en) * | 2008-03-28 | 2008-08-20 | 南开大学 | Sulfalene oxazole molecular engram polymer producing method |
| CN102068968A (en) * | 2010-11-29 | 2011-05-25 | 大连海洋大学 | Lead ion imprinting integral column and preparation method thereof |
| CN102279232A (en) * | 2011-03-24 | 2011-12-14 | 宁波大学 | Method for efficiently separating and purifying multiresidue sulfonamide antibiotics in biological sample |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101245121A (en) * | 2008-03-28 | 2008-08-20 | 南开大学 | Sulfalene oxazole molecular engram polymer producing method |
| CN102068968A (en) * | 2010-11-29 | 2011-05-25 | 大连海洋大学 | Lead ion imprinting integral column and preparation method thereof |
| CN102279232A (en) * | 2011-03-24 | 2011-12-14 | 宁波大学 | Method for efficiently separating and purifying multiresidue sulfonamide antibiotics in biological sample |
Non-Patent Citations (1)
| Title |
|---|
| Determination of Sulfadiazine Residues in Pork by Molecular Imprinted Column Coupling with High Performance Liquid Chromatography;HUANG Yun-Hong et al.;《CHINESE JOURNAL OF ANALYTICAL CHEMISTRY》;20120731;第40卷;1011-1018 * |
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