CN101574644A - Polarity ion exchange capillary chromatographic column and preparation method thereof - Google Patents
Polarity ion exchange capillary chromatographic column and preparation method thereof Download PDFInfo
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- CN101574644A CN101574644A CNA2009101119483A CN200910111948A CN101574644A CN 101574644 A CN101574644 A CN 101574644A CN A2009101119483 A CNA2009101119483 A CN A2009101119483A CN 200910111948 A CN200910111948 A CN 200910111948A CN 101574644 A CN101574644 A CN 101574644A
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction
- B01D15/361—Ion-exchange
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/30—Partition chromatography
- B01D15/305—Hydrophilic interaction chromatography [HILIC]
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Abstract
The invention provides a polarity ion exchange capillary chromatographic column and a preparation method thereof. The raw material comprises ionic compound monomer, cross linker, initiating agent and pore-foaming agent; the ionic compound monomer and the cross linker are put into a capillary for carrying out polyreaction, and the pore-foaming agent and the initiating agent are added, thus the polarity ion exchange capillary chromatographic column is prepared. The invention utilizes polymerization of polarity ionic compound monomer to provide stationary phase with hydrophilic interaction and adopts novel polarity cross linker to dissolve ionic compound monomer, thus solving the problem that the ionic compound monomer is difficult to be dissolved with the traditional hydrophobic cross linker GDMA monomer. The polarity ion exchange capillary chromatographic column has strong hydrophilic interaction, can provide ion exchange function in different modes and can meet continuous and fast separation requirement of neutral, acid and alkaline substances; the column has good permeability and is applicable to buffer salt system with high concentration; and plug is not needed to be wound at the two ends of the column during preparation, thus avoiding difficulty of filling the column.
Description
Technical field
The present invention relates to miniature chromatographic separation technology, more specifically relate to a kind of polarity ion exchange capillary chromatographic column and preparation method thereof
Background technology
Miniature chromatographic isolation comprises capillary electric chromatogram (CEC) and capillary liquid chromatography (CLC).Than traditional high performance liquid chromatography (HPLC), miniature chromatographic isolation has sample and solvent load is few, increases post and imitate in shorter time, need not current divider just can with advantages such as high-sensitive detector is connected.Present miniature chromatogram chromatographic column is divided into three types: capillary packed column, capillary open tubular column and capillary monolithic column.Packed column is the most normal use at present, but the preparation more complicated, and must prepare plunger, the stability of pillar is subjected to certain limitation.Though open tubular column does not have and not to seal problem, can obtain higher post and imitate, its compare little, sample capacity is low, detection difficult, also be restricted.Integral post is a fixedly phase of a kind of continuous bed of carrying out in-situ polymerization with the organic or inorganic polymerization in capillary column, has Gao Zhuxiao, high column capacity, need not plunger etc. characteristics.
Capillary monolithic column mainly is divided into organic polymer integral post and inorganic integral post two big classes at present.The used polymer of organic polymer monolithic chromatogram post is very concentrated, mainly is polyacrylamide, polymethacrylates and polyethylene.Now most of integral post of research all are based on the reverse-phase chromatography principle, although these integral post have good selectivity for hydrophobic material to low pole, more weak reservation for the material of those strong polarity under rp mode.
Summary of the invention
Purpose of the present invention is at the problems referred to above, ion exchange capillary chromatographic column of a kind of polarity and preparation method thereof is provided, this method preparation is simple, the capillary chromatographic column of polymerization can provide the ion exchanging function of hydrophilic interaction and different mode, can satisfy the continuous fast separation requirement of neutrality, acidity and alkaline polar substances, the pillar transparent performance is good, is suitable for buffer salt system with high concentration, and no longer need burn stopper at the pillar two ends in the preparation, avoid filling the difficulty of pillar.
Polarity ion exchange capillary chromatographic column of the present invention: the percentage by weight of each component is in its composition of raw materials: ionic compound monomer 6.0～18.0%; Crosslinking agent 2.0～20.0%; Initator 0.3～2.0%; Pore-foaming agent 60.0～80.0%.
The preparation method of polarity ion exchange capillary chromatographic column of the present invention is: according to the above-mentioned raw materials prescription, according to the above-mentioned raw materials prescription, ionic compound monomer and crosslinking agent are carried out polymerisation in capillary, in polymerisation, add pore-foaming agent and initator, prepare polarity ion exchange capillary chromatographic column.
Remarkable advantage of the present invention is:
A) polarity ion exchange capillary chromatographic column of the present invention utilizes the ionic compound monomer polymerization of polarity that fixedly phase of hydrophilic interaction is provided, and adopt novel polarity crosslinking agent, can be good at and the ionic compound monomer dissolving, solved ionic compound monomer and the hydrophobic crosslinking agent dimethacrylate second diester monomer intersolubility problem of tradition.These polarity ion exchange capillary chromatographic columns can not only have strong hydrophilic interaction, and the ion exchanging function of different mode can be provided.Can satisfy the continuous fast separation requirement of neutrality, acidity and alkaline polar substances.
When b) polarity ion exchange capillary chromatogram integral post of the present invention is used for the microtrabeculae chromatogram, follows hydrophilic chromatographic mechanism and add the ion-exchange pattern, the pillar transparent performance is good, is suitable for buffer salt system with high concentration.
C) the synthetic capillary chromatographic column of original position of the present invention no longer need burn stopper at the pillar two ends, has avoided filling the difficulty of pillar.And this pillar can prepare and have not isoplastic ionic charge type integral post to produce positive and negative different directions EOF and different ions switch mode according to the separate object difference.Than the commercially available silica gel post, its pH scope of application is wider, has avoided producing irreversible holder tail at the separation alkaline matter, separates the phenomenon that the acidic materials time protracts in electrochromatography.
Description of drawings
Fig. 1 is the electrochromatogram that the integral post of polarity propane sulfonic acid is separated amide-type.Wherein: 1N, dinethylformamide, 2N, N-dimethylene bisacrylamide, 3 acrylamides, 4 formamides, 5 thiocarbamides.
Fig. 2 is that the integral post of polarity propane sulfonic acid is separated the electrochromatogram of nucleosides and base.Wherein: 1 uridine, 2 uracils, 3 guanosines, 4 cytidines, 5 guanines, 6 cytosines.
Fig. 3 is the micro column liquid chromatography figure of the integral post separating phenol of polarity quaternary ammonium.Wherein: 1 phenol, 2 catechols, 3 hydroquinones, 4 resorcinols, 5 pyrogallols.
Fig. 4 is the micro column liquid chromatography figure that the integral post of polarity quaternary ammonium is separated benzoic acid.Wherein: 1 benzoic acid, 2 P-hydroxybenzoic acid, 33,4-dihydroxy-benzoic acid, 43,4,5-trihydroxybenzoic acid.
The specific embodiment
The percentage by weight of each component is in the composition of raw materials: ionic compound monomer 6.0～18.0%; Crosslinking agent 2.0～20.0%; Initator 0.3～2.0%; Pore-foaming agent 60.0～80.0%.
Wherein, ionic compound monomer is a kind of in 3-N-morpholinopropanesulfonic acid methacrylate, vinyl sulfonic acid, 2-acrylamido-2-methyl propane sulfonic acid, 2-methylacryoyloxyethyl trimethyl ammonium chloride, 2-methylpropionyl ethyl trimethyl ammonium ethyl sulfuric acid ester or the 2-propiono ethyl trimethyl ammonium ethyl sulfuric acid ester.Crosslinking agent is a kind of in pentaerythritol triacrylate or the polyethyleneglycol diacrylate.Pore-foaming agent is the homologue of cyclohexanol, ethylene glycol, methyl alcohol, ether, water and described cyclohexanol, ethylene glycol, methyl alcohol, ether or in the isomers one or more.Initator is a kind of in azodiisobutyronitrile, n-BuLi, ammonium sulfate, sodium thiosulfate or the benzoyl peroxide.
Preparation method's step is:
1) preliminary treatment of pillar: with the about 15～30min of HCl solution flushing capillary void column of 0.1～1mol/l, use deionized water rinsing 10～15min then, washed with methanol 15～20min is then used with NaOH flushing 2h～3h of 0.1～1mol/l in the back, and nitrogen dries up stand-by.
2) this step is an optional step: the capillary of handling in step 1) adds 1～2: 1 mixture of methyl alcohol and methyl allyl acyloxypropyl trimethoxysilane, reacts 12h～24h down at 40～60 ℃.Use washed with methanol 10min～15min then.Dry up with nitrogen at 50～70 ℃.
3) synthetic in the post: that raw material is mixed according to above-mentioned prescription, behind mixture sonic oscillation 10～15min with gained, nitrogen blowing is removed the oxygen that dissolves in the mixture, then mixture is injected the capillary of having handled, with the capillary closed at both ends and be dipped in 60 ℃ of water-baths, reaction 5～20h is after question response is finished, respectively with methyl alcohol, flow and to wash pillar mutually, remove the residual reagent in the capillary; With described capillary column balance 10～15h under low-voltage or pump pressure state, obtain polarity ion exchange capillary chromatographic column at last.
1. the preliminary treatment of pillar
At first with the about 0.5h of HCl solution flushing capillary void column of 0.1mol/l, use deionized water rinsing 10min then, washed with methanol 15min is then used with NaOH flushing 2h～3h of 0.1mol/l in the back, and nitrogen dries up stand-by.
2. this step is an optional step.The capillary of handling in step 1 adds 1: 1 mixture of methyl alcohol and methyl allyl acyloxypropyl trimethoxysilane, reacts 12h～24h down at 60 ℃.Use washed with methanol 10min～15min then.Dry up at 70 ℃ of nitrogen.
3. synthetic in the post
With 2-acrylamido-2-methyl propane sulfonic acid, polyethyleneglycol diacrylate, water, methyl alcohol and ether were respectively 10.00%: 15.00%: 6.00% by weight: 17.25%: 51.75%, add the initator azodiisobutyronitrile consumption be 2% of party thing monomer consumption, behind mixture sonic oscillation 20min, the oxygen that nitrogen blowing 10min is dissolved to remove, this reactant liquor is injected set by step 1 or the capillary of the certain-length handled of step 2, with the capillary closed at both ends, and be dipped in 60 ℃ of water-baths, reaction 10h, after reaction is finished, pillar is washed mutually with using behind the methyl alcohol to flow earlier, to remove the residual reagent of possibility in the capillary, at last, can normally test or preserve this post balance 15h under low-voltage or pump pressure state standby.
With the 3-N-morpholinopropanesulfonic acid methacrylate, pentaerythritol triacrylate, cyclohexanol and ethylene glycol were respectively 10.00%: 10.00%: 60.80% by weight: 19.20%, add initator azodiisobutyronitrile (AIBN) consumption be 1% of polymer monomer consumption, behind mixture sonic oscillation 20min, the oxygen that nitrogen blowing 10min is dissolved to remove, this reactant liquor is injected the capillary of 2 certain-lengths of handling set by step, with the capillary closed at both ends, and be dipped in 60 ℃ of water-baths, reaction 20h, after reaction is finished, pillar is washed mutually with using behind the methyl alcohol to flow earlier, to remove the residual reagent of possibility in the capillary, at last, can normally test or preserve this post balance 15h under low-voltage or pump pressure state standby.Under the capillary electric chromatogram pattern, with pH 6.0, ion concentration 5mmol/L, acetonitrile: phosphate (95/5, v/v) buffer solution is the phase that flows, under the condition of applied voltage 15kV, aux. pressure 0.1MPa, neutral amide-type polar compound reaches baseline separation at the strong cation exchange capillary monolithic column of this polarity in last 12 minute.Its spectrogram as shown in Figure 1.With pH4.0, ion concentration 20mmol/L, acetonitrile: phosphate (70/30, v/v) buffer solution is the phase that flows, under the condition of applied voltage 15kV, aux. pressure 0.1MPa, the nucleosides of alkalescence is effectively separated on this hydrophilic strong cation exchange capillary monolithic column with the base polar compound, and the peak shape symmetry, no conditions of streaking.Its spectrogram as shown in Figure 2.
With vinyl sulfonic acid, polyethyleneglycol diacrylate, cyclohexanol and ethylene glycol were respectively 10.00%: 15.00%: 37.50% by weight: 37.50%, add the initator azodiisobutyronitrile consumption be 1% of party thing monomer consumption, behind mixture sonic oscillation 20min, the oxygen that nitrogen blowing 10min is dissolved to remove, this reactant liquor is injected the capillary of 2 certain-lengths of handling set by step, with the capillary closed at both ends, and be dipped in 60 ℃ of water-baths, reaction 10h, after reaction is finished, pillar is washed mutually with using behind the methyl alcohol to flow earlier, to remove the residual reagent of possibility in the capillary, at last, can normally test or preserve this post balance 15h under low-voltage or pump pressure state standby.
Embodiment 4
With 2-methylpropionyl ethyl trimethyl ammonium ethyl sulfuric acid ester; pentaerythritol triacrylate; cyclohexanol and ethylene glycol were respectively 18.00%: 2.00%: 38.80% by weight: 41.20%; add the initator azodiisobutyronitrile consumption be 1.0% of party thing monomer consumption; behind mixture sonic oscillation 20min; the oxygen that nitrogen blowing 10min is dissolved to remove; this reactant liquor is injected the capillary of 2 certain-lengths of handling set by step; with the capillary closed at both ends; and be dipped in 60 ℃ of water-baths; reaction 6h; after reaction is finished; pillar is washed mutually with using behind the methyl alcohol to flow earlier; to remove the residual reagent of possibility in the capillary, last, just this post balance 15h under low-voltage or pump pressure state can normally test or preserve standby.Under the capillary liquid chromatography pattern, with pH 3.0, ion concentration 5mmol/L, acetonitrile: acetate (95/5, v/v) buffer solution is the phase that flows, exert pressure 0.1MPa, flow rate pump is under the condition of 0.02mL/min, and neutral phenol polar compound reaches baseline separation in the reinforcing yin essence ion exchange capillary integral post of this polarity in last 14 minute.Its spectrogram as shown in Figure 3.With pH 3.0, ion concentration 50mmol/L, acetonitrile: acetate (80/20, v/v) buffer solution is the phase that flows, exert pressure 12.5MPa, flow rate pump is under the condition of 0.02mL/min, and acid benzoic acid class polar compound is effectively separated on this hydrophilic reinforcing yin essence ion exchange capillary integral post.Its spectrogram as shown in Figure 4.
Embodiment 5
With 2-methylacryoyloxyethyl trimethyl ammonium chloride, pentaerythritol triacrylate, cyclohexanol and ethylene glycol were respectively 16.00%: 4.00%: 45.00% by weight: 35.00%, add the initator azodiisobutyronitrile consumption be 0.5% of party thing monomer consumption, behind mixture sonic oscillation 20min, the oxygen that nitrogen blowing 10min is dissolved to remove, this reactant liquor is injected the capillary of 2 certain-lengths of handling set by step, with the capillary closed at both ends, and be dipped in 60 ℃ of water-baths, reaction 10h, after reaction is finished, pillar is washed mutually with using behind the methyl alcohol to flow earlier, to remove the residual reagent of possibility in the capillary, at last, just this post balance 15h under low-voltage or pump pressure state can normally test or preserve standby.
Embodiment 6
With 2-propiono ethyl trimethyl ammonium ethyl sulfuric acid ester; pentaerythritol triacrylate; cyclohexanol and ethylene glycol were respectively 16.00%: 4.00%: 48.00% by weight: 32.00%; add the initator azodiisobutyronitrile consumption be 1.0% of party thing monomer consumption; behind mixture sonic oscillation 20min; the oxygen that nitrogen blowing 10min is dissolved to remove; this reactant liquor is injected the capillary of 2 certain-lengths of handling set by step; with the capillary closed at both ends; and be dipped in 60 ℃ of water-baths; reaction 10h; after reaction is finished; pillar is washed mutually with using behind the methyl alcohol to flow earlier; to remove the residual reagent of possibility in the capillary; at last, can normally test or preserve this post balance 15h under state under low-voltage or the pump pressure state standby.
Claims (8)
1. polarity ion exchange capillary chromatographic column, it is characterized in that: the percentage by weight of described each component of chromatographic column composition of raw materials is: ionic compound monomer 6.0～18.0%; Crosslinking agent 2.0～20.0%; Initator 0.3～2.0%; Pore-foaming agent 60.0～80.0%.
2. polarity ion exchange capillary chromatographic column according to claim 1 is characterized in that: described ionic compound monomer is a kind of in 3-N-morpholinopropanesulfonic acid methacrylate, vinyl sulfonic acid, 2-acrylamido-2-methyl propane sulfonic acid, 2-methylacryoyloxyethyl trimethyl ammonium chloride, 2-methylpropionyl ethyl trimethyl ammonium ethyl sulfuric acid ester or the 2-propiono ethyl trimethyl ammonium ethyl sulfuric acid ester.
3. polarity ion exchange capillary chromatographic column according to claim 1 is characterized in that: described crosslinking agent is a kind of in pentaerythritol triacrylate or the polyethyleneglycol diacrylate.
4. polarity ion exchange capillary chromatographic column according to claim 1 is characterized in that: described pore-foaming agent is the homologue of cyclohexanol, ethylene glycol, methyl alcohol, ether, water and described cyclohexanol, ethylene glycol, methyl alcohol, ether or in the isomers one or more.
5. polarity ion exchange capillary chromatographic column according to claim 1 is characterized in that: described initator is a kind of in azodiisobutyronitrile, n-BuLi, ammonium sulfate, sodium thiosulfate or the benzoyl peroxide.
6. preparation method as claim 1,2,3,4 or 5 described polarity ion exchange capillary chromatographic columns, it is characterized in that: according to described composition of raw materials, ionic compound monomer and crosslinking agent are carried out polymerisation in capillary, in polymerisation, add pore-foaming agent and initator, prepare polarity ion exchange capillary chromatographic column.
7. the preparation method of polarity ion exchange capillary chromatographic column according to claim 6, it is characterized in that: described preparation method's concrete steps are:
(1) preliminary treatment of pillar: with HCl solution flushing capillary void column 15～30min of 0.1～1mol/l, wash 2h～3h with the NaOH with 0.1～1mol/l behind deionized water rinsing 10～15min then, then with washed with methanol 15～20min, nitrogen dries up stand-by;
(2) synthetic in the post: that raw material is mixed according to above-mentioned prescription, behind mixture sonic oscillation 10～15min with gained, nitrogen blowing is removed the oxygen that dissolves in the mixture, then mixture is injected the capillary of having handled, with the capillary closed at both ends and be dipped in 60 ℃ of water-baths, reaction 5～20h is after question response is finished, respectively with methyl alcohol, flow and to wash pillar mutually, remove the residual reagent in the capillary; With described capillary column balance 10～15h under low-voltage or pump pressure state, obtain polarity ion exchange capillary chromatographic column at last.
8. the preparation method of polarity ion exchange capillary chromatographic column according to claim 7, it is characterized in that: the capillary that described step 1) was handled carries out after-treatment: adding methyl alcohol and methyl allyl acyloxypropyl trimethoxysilane volume ratio are 1: 1～2: 1 mixture in the capillary that step 1) was handled, and react 12h～24h down at 40～60 ℃; Use washed with methanol 10min～15min then; Dry up with nitrogen at 50～70 ℃.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102590402A (en) * | 2012-03-28 | 2012-07-18 | 厦门大学 | Preparing method of capillary tube chromatographic columns |
| CN103084151A (en) * | 2013-02-20 | 2013-05-08 | 福州大学 | Iminazole type ionic liquid reversed phase electrochromatography organic monolithic column |
| CN106093169A (en) * | 2016-07-11 | 2016-11-09 | 河南大学 | Capillary tube open tubular column that a kind of sulfonic acid is modified and preparation method thereof |
| CN107824168A (en) * | 2017-11-13 | 2018-03-23 | 广东工业大学 | A kind of method of heavy metal in organic nano porous polymer and absorption drinking water |
| CN114904499A (en) * | 2022-05-26 | 2022-08-16 | 闽江学院 | Chiral Co-L-GG doped organic polymer capillary monolithic column |
-
2009
- 2009-06-10 CN CNA2009101119483A patent/CN101574644A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102590402A (en) * | 2012-03-28 | 2012-07-18 | 厦门大学 | Preparing method of capillary tube chromatographic columns |
| CN103084151A (en) * | 2013-02-20 | 2013-05-08 | 福州大学 | Iminazole type ionic liquid reversed phase electrochromatography organic monolithic column |
| CN103084151B (en) * | 2013-02-20 | 2014-12-03 | 福州大学 | Iminazole type ionic liquid reversed phase electrochromatography organic monolithic column |
| CN106093169A (en) * | 2016-07-11 | 2016-11-09 | 河南大学 | Capillary tube open tubular column that a kind of sulfonic acid is modified and preparation method thereof |
| CN106093169B (en) * | 2016-07-11 | 2019-06-25 | 河南大学 | A kind of capillary open tubular column and preparation method thereof of sulfonic acid modification |
| CN107824168A (en) * | 2017-11-13 | 2018-03-23 | 广东工业大学 | A kind of method of heavy metal in organic nano porous polymer and absorption drinking water |
| CN107824168B (en) * | 2017-11-13 | 2020-03-27 | 广东工业大学 | Organic nano porous polymer and method for adsorbing heavy metal in drinking water |
| CN114904499A (en) * | 2022-05-26 | 2022-08-16 | 闽江学院 | Chiral Co-L-GG doped organic polymer capillary monolithic column |
| CN114904499B (en) * | 2022-05-26 | 2024-03-12 | 闽江学院 | Chiral Co-L-GG doped organic polymer capillary monolithic column |
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