CN107913686A - Affine thiophilic silicon ball chromatographic material and its preparation method and application - Google Patents
Affine thiophilic silicon ball chromatographic material and its preparation method and application Download PDFInfo
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
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- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/38—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving specific interaction not covered by one or more of groups B01D15/265 - B01D15/36
- B01D15/3804—Affinity chromatography
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Abstract
The invention discloses a kind of affine thiophilic silicon ball chromatographic material and its preparation method and application, the preparation method includes：Sulfanilamide (SN), three (2,3 glycidyl) isocyanates, the silicon ball of amino functional, the first organic solvent and initiator are mixed, affine thiophilic silicon ball chromatographic material SiO is obtained after copolyreaction2@P(TEPIC‑co‑SAA).It is small to solve existing thiophilic chromatography mechanical strength, cost of manufacture is high, the problem of being not easy to store.
Description
Technical field
The present invention relates to thiophilic Material Field, and in particular, to a kind of affine thiophilic silicon ball chromatographic material and its preparation side
Method and application.
Background technology
The emerging field of proteomics and bioinformatics plays a crucial role in many subjects, is a kind of
It was found that the effective ways of various pathogenic mechanisms.Disulfide bond, that is, S -- S in protein is in peptide chain or two and half Guang ammonia of peptide interchain
The key that the sulfhydryl oxidase of acid forms.The peptide chain that disulfide bond can allow in protein becomes even closer, is the height of Protein requirement
Level structure, native conformation and bioactivity provide important basis.Disulfide bond protein generally existing in eucaryote, two sulphur
Key the skeleton of immobilized polypeptide chain or can improve its thermodynamic stability in conformation, to resist the wound such as high temperature, strong acid, highly basic
Evil.Therefore, disulfide bond protein is often secreted extracellularly or is anchored to cell membrane, they are adapted as medicine (such as pancreas islet
Element, antibody) or pharmaceutical industries target proteins.It is very extensive to contain the biomolecule distribution of disulfide bond in life science,
Such as hormone, enzyme, immunoglobulin, blood plasma, inhibitor and venom, most of important symbol thing for becoming medical diagnosis on disease.But
It is these sample compositions complexity, abundance is low, and detection difficulty is big.Therefore, it be enriched with using suitable method, concentrated, is pure
The pre-treatments such as change, can reduce the complexity of sample, improve detection sensitivity, eliminate interference.The purposes of affinity chromatography is very wide
General (referring to《Journal of Biological Chemistry》245th the 3059-3065 pages of the phase in 1970), it can be used to point
From antibody, recombinant protein in purifying cells extract amplifying nucleic acid, albumen, blood plasma etc..Thiophilic chromatography method is exactly a kind of affinity chromatography,
It can effectively be enriched with, concentrate and compound of the purifying containing disulfide bond.Thiophilic chromatography develops most earlier than 1985, Porath (referring to
《FEBS letters》185th the 306-310 pages of the phase in 1985).In 2004, Yannick etc. (referring to《Journal of
Chromatography B》808th the 51-56 pages of the phase in 2004) using divinylsulfone sulfone-thioether is modified in empty fiber membrane
Group, success IgG containing disulfide bond of enriching and purifying in complex system.In 2005, Lakhiar etc. (referring to《Journal
of Chromatography B》818th the 53-59 pages of the phase in 2005) in the thiophilic group of silicon ball introducing and acetyl group nerve ammonia
Acid, progress to the antibody in mouse ascites effective enrichment and purifying.Good chromatographic separation material should have machinery
The features such as intensity is high, and surface is easily modified.However, these existing thiophilic chromatography mechanical strengths are small, cost of manufacture is high, is not easy
Storage.
The content of the invention
The object of the present invention is to provide a kind of affine thiophilic silicon ball chromatographic material and its preparation method and application, solves existing
Some thiophilic chromatography mechanical strengths are small, and cost of manufacture is high, the problem of being not easy to store.
To achieve these goals, it is described the present invention provides a kind of preparation method of affine thiophilic silicon ball chromatographic material
Preparation method includes：By sulfanilamide (SN), three (2,3- glycidyl) isocyanates, the silicon ball of amino functional, the first organic solvent and
Initiator mixes, and affine thiophilic silicon ball chromatographic material SiO is obtained after copolyreaction2@P(TEPIC-co-SAA)。
Present invention also offers a kind of affine thiophilic silicon ball chromatographic material, the affine thiophilic silicon ball chromatographic material is by above-mentioned
Preparation method be made.
Present invention also offers a kind of affine thiophilic silicon ball chromatographic material described above to carry out to compound containing disulfide bond
It is specific enrichment with separate in application.
According to above-mentioned technical proposal, the present invention provides a kind of affine thiophilic silicon ball chromatographic material and preparation method thereof and answer
With the preparation method includes：By sulfanilamide (SN), three (2,3- glycidyl) isocyanates, the silicon ball of amino functional, first organic
Solvent and initiator mixing, obtain affine thiophilic silicon ball chromatographic material SiO after copolyreaction2@P(TEPIC-co-SAA).
In the presence of initiator, the silicon ball of amino functional, using SAA as functional group, TEPIC is as crosslinking agent, in amino functional
Ring-opening polymerization occurs for the silicon ball surface of change, and affine thiophilic silicon ball material SiO is prepared2@P (TEPIC-co-SAA), should
Under the conditions of high salt concentration with the compound containing disulfide bond affine interaction can occur for affine thiophilic silicon ball material, will
Its separation immobilized and with the non-compound containing disulfide bond, is eluted under the conditions of low concentration of salt, obtains pure containing disulfide bond
Compound, is successfully realized to the enrichment containing disulfide bond compound and separating effect.
Other features and advantages of the present invention will be described in detail in subsequent specific embodiment part.
Brief description of the drawings
Attached drawing is for providing a further understanding of the present invention, and a part for constitution instruction, with following tool
Body embodiment is used to explain the present invention together, but is not construed as limiting the invention.In the accompanying drawings：
Fig. 1 is that obtained affine thiophilic silicon ball material prepares schematic diagram in embodiment 1；
Fig. 2 is the Fourier transform infrared spectroscopy figure of obtained affine thiophilic silicon ball material in embodiment 1；
Fig. 3 is the scanning electron microscope (SEM) photograph of obtained affine thiophilic silicon ball material in embodiment 1；(a) it is naked silicon ball material amplification
22000 times of scanning electron microscope (SEM) photograph；(b) it is obtained thiophilic silicon ball material amplifies 22000 times in embodiment 1 scanning electron microscope (SEM) photograph；
(c) it is obtained thiophilic silicon ball material amplifies 1500 times in embodiment 1 scanning electron microscope (SEM) photograph；(d) it is obtained thermophilic in embodiment 1
Sulphur silicon ball material amplifies 50000 times of scanning electron microscope (SEM) photograph；
Fig. 4 be in embodiment 1 obtained affine thiophilic silicon ball material to the specific isolation of organic molecule containing disulfide bond with
The electrophoretogram of enrichment；
Fig. 5 is the electrophoretogram of loading salt solution species；(a) be in test case 3 gained pregnant solution electrophoretogram；(b) test case 4
The electrophoretogram of middle gained pregnant solution；(c) in test case 5 gained pregnant solution electrophoretogram；(d) gained pregnant solution in test case 2
Electrophoretogram；
The electrophoretogram of Fig. 6 sample solution pH value；(a) in test case 6 gained pregnant solution electrophoretogram；(b) gained in test case 7
The electrophoretogram of pregnant solution；(c) in test case 8 gained pregnant solution electrophoretogram；(d) in test case 9 gained pregnant solution electrophoretogram；
The electrophoretogram of Fig. 7 eluent pH value；(a) in test case 10 gained pregnant solution electrophoretogram；(b) institute in test case 2
Obtain the electrophoretogram of pregnant solution；(c) in test case 11 gained pregnant solution electrophoretogram；(d) in test case 12 gained pregnant solution electricity
Swimming figure.
Embodiment
The embodiment of the present invention is described in detail below.It is it should be appreciated that described herein specific
Embodiment is merely to illustrate and explain the present invention, and is not intended to limit the invention.
The endpoint of disclosed scope and any value are not limited to the accurate scope or value herein, these scopes or
Value should be understood to comprising the value close to these scopes or value.For number range, between the endpoint value of each scope, respectively
It can be combined with each other between the endpoint value of a scope and single point value, and individually between point value and obtain one or more
New number range, these number ranges should be considered as specific open herein.
The present invention provides a kind of preparation method of affine thiophilic silicon ball chromatographic material, the preparation method includes：By sulphur
Amine, three (2,3- glycidyl) isocyanates, the silicon ball of amino functional, the first organic solvent and initiator mixing, through copolymerization
Affine thiophilic silicon ball chromatographic material SiO is obtained after reaction2@P(TEPIC-co-SAA).In the present invention, ring opening copolymer reacts
Reaction vessel can be glass container conventional in the art, such as flask, test tube and chromatographic column, but it is preferably new in order to obtain
Type is affine thiophilic silicon ball chromatographic material, it is preferable that copolyreaction carries out in centrifuge tube.It is new affine so in centrifuge tube
Thiophilic silicon ball chromatographic material is bulk, then by extraction and elution, removes unreacted reactant and obtains the new affine thermophilic of microspheroidal
Sulphur silicon ball material, the new affine thiophilic silicon ball material of the microspheroidal can also be irrigated into chromatographic column, so that applied to mixed
The enrichment of sample is closed with separating.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, relative to the sulfanilamide (SN) of 1 parts by weight, three (2,3- glycidyl)
The dosage of isocyanates is 1-10 parts by weight, and the dosage of the silicon ball of amino functional is 0.5-10 parts by weight, the first organic solvent
Dosage be 1-10 parts by weight, the dosage of initiator is 0.01-0.5 parts by weight.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, initiator is selected from sodium hydroxide, potassium hydroxide and hydroxide
One or more in calcium；
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, the first organic solvent be selected from methanol, ethanol, polyethylene glycol and
One or more in dimethyl sulfoxide (DMSO).
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, the preparation method of the silicon ball of amino functional includes：By silicon
Haptoreaction is carried out after ball, toluene and the mixing of 3- TSL 8330s, obtains the silicon ball of amino functional.Silicon ball exists
30min is washed with NaOH (0.1M), water, HCl (0.1M), water and methanol using preceding, by 60 DEG C in an oven of the silicon ball after washing
Lower dry 12h.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, relative to the 3- aminopropyl trimethoxy silicon of 1 parts by volume
Alkane, the dosage of toluene is 2.5-12 parts by volume.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, silicon ball select 5 μm of silicon balls, 10 μm of silicon balls, 15 μm of silicon balls and
One or more in 25 μm of silicon balls.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, catalytic condition includes：Temperature is 85-95 DEG C, when
Between be 6-16h.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, is mixed by the way of ultrasonic mixing.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, the condition of copolyreaction includes：Temperature is 80-140 DEG C, when
Between be 1-16h.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, preparation method is further included using the second organic solvent to being made
Affine thiophilic silicon ball chromatographic material SiO2@P (TEPIC-co-SAA) are extracted or eluted.
In a kind of preferred embodiment of the present invention, in order to enable obtained affine thiophilic silicon ball chromatographic material can
Preferably the compound containing disulfide bond is enriched with and is separated, the second organic solvent be selected from methanol, ethanol, acetone and just oneself
One or more in alkane.
Present invention also offers a kind of affine thiophilic silicon ball chromatographic material, the affine thiophilic silicon ball chromatographic material is by above-mentioned
Preparation method be made.
Present invention also offers a kind of affine thiophilic silicon ball chromatographic material described above to carry out to compound containing disulfide bond
It is specific enrichment with separate in application.
The present invention will be described in detail by way of examples below.In following embodiments, infared spectrum parameter passes through Fu
In leaf-infrared spectrometer (IR-21, Japanese Shimadzu Corporation) measure, scanning electron microscope collection of illustrative plates parameter and X-ray energy spectrum parameter pass through
Field emission scanning electron microscope (S-4800, Hitachi, Japan Hitachi) measures.Electrophoretic parameters pass through capillary electrophoresis (P/
ACEtmMDQ, U.S. Bake Mann) measure.
Embodiment 1
Silicon ball is washed into 30min using NaOH (0.1M), water, HCl (0.1M), water and methanol, by the silicon ball (grain after washing
Footpath is 5 μm) dry 12h at 60 DEG C in an oven；By silicon ball, toluene and 3- TSL 8330s (toluene and 3- ammonia
The volume ratio of base propyl trimethoxy silicane is 1：12) haptoreaction (temperature is 90 DEG C, time 12h) is carried out after mixing, is obtained
To the silicon ball of amino functional；By 55mg sulfanilamide (SN), 95mg tri- (2,3- glycidyl) isocyanates, 30mg amino functionals silicon
Ball, 400uL dimethyl sulfoxide (DMSO)s and the mixing of 4mg potassium hydroxide, through copolyreaction, (temperature of copolyreaction is 120 DEG C, and the time is
Affine thiophilic silicon ball chromatographic material SiO is obtained after 12h)2@P(TEPIC-co-SAA)。
Embodiment 2
Silicon ball is washed into 30min using NaOH (0.1M), water, HCl (0.1M), water and methanol, by the silicon ball (grain after washing
Footpath is 10 μm) dry 12h at 60 DEG C in an oven；By silicon ball, toluene and 3- TSL 8330s (toluene and 3- ammonia
The volume ratio of base propyl trimethoxy silicane is 1：2.5) haptoreaction (temperature is 85 DEG C, time 6h) is carried out after mixing, is obtained
To the silicon ball of amino functional；By 55mg sulfanilamide (SN), 55mg tri- (2,3- glycidyl) isocyanates, 27.5mg amino functionals
Silicon ball, 400uL methanol and the mixing of 0.55mg sodium hydroxides, through copolyreaction (temperature of copolyreaction is 80 DEG C, time 1h)
After obtain affine thiophilic silicon ball chromatographic material SiO2@P(TEPIC-co-SAA)。
Embodiment 3
Silicon ball is washed into 30min using NaOH (0.1M), water, HCl (0.1M), water and methanol, by the silicon ball (grain after washing
Footpath is 10 μm) dry 12h at 60 DEG C in an oven；By silicon ball, toluene and 3- TSL 8330s (toluene and 3- ammonia
The volume ratio of base propyl trimethoxy silicane is 1：10) haptoreaction (temperature is 95 DEG C, time 16h) is carried out after mixing, is obtained
To the silicon ball of amino functional；By 55mg sulfanilamide (SN), 550mg tri- (2,3- glycidyl) isocyanates, 550mg amino functionals
Silicon ball, 400uL ethanol and the mixing of 27.5mg calcium hydroxides, through copolyreaction, (temperature of copolyreaction is 140 DEG C, and the time is
Affine thiophilic silicon ball chromatographic material SiO is obtained after 16h)2@P(TEPIC-co-SAA)。
Test case 1
Infrared spectrum detection is carried out to new affine thiophilic silicon ball material made from embodiment 1, the result is shown in Fig. 2, with reference to this
Figure and relevant knowledge, concrete analysis are as follows：Curve a is the infrared spectrogram of sulfanilamide (SN), and sulfanilamide (SN) has three spies of amino group
Levy absworption peak (3467cm-1、3387cm-1、3261cm-1), while there is sulfuryl characteristic absorption peak (1129cm-1), curve b is three
The infrared spectrogram of (2,3 glycidyl) isocyanates, three (2,3 glycidyl) isocyanates have the characteristic absorption peak of carbonyl
(1684cm-1).Curve c is the thiophilic silicon ball chromatographic material SiO being successfully prepared2@P (TEPIC-co-SAA) infrared spectrogram, figure
In can substantially observe sulfuryl characteristic absorption peak (1121cm-1), carbonyl characteristic absorption peak (1652cm-1), while amino feature
Peak disappears, and illustrates that amino participates in reaction in ring-opening reaction, consumes.The results show sulfanilamide (SN) and three (2,3 epoxies third
Base) silicon ball of isocyanates and amino functional successfully reacts, affine thiophilic silicon ball material is successfully made.
Test case 2
The pattern for polymerizeing front and rear silicon ball material in embodiment 1 is observed using the method for scanning electron microscope.The result is shown in
Fig. 3, can significantly see that smooth naked silicon ball becomes the uniform new affine thiophilic silicon ball material for being crosslinked organic material
Expect SiO2@P (TEPIC-co-SAA), and with dispersiveness well.
Test case 3
Enrichment of the affine thiophilic silicon ball material made from embodiment 1 to 2S-OH simultaneously carries out CE detections.Method is as follows：
(1) sample solution and eluent are prepared；
(2) sample solution of 600 μ L and 800 μ L0.1mg/mL 2S-OH are added into the centrifuge tube containing affine thiophilic silicon ball material
In, shock balance 20min, to allow 2S-OH to be fully immobilized on new affine thiophilic silicon ball material M2；
(3) sample solution of 300 μ L is added in the above-mentioned immobilized thiophilic silicon ball chromatographic material of 2S-OH, will be not immobilized
2S-OH fully rinse, remove, washing three times；
(4) eluent of 15 μ L is added in the centrifuge tube containing thiophilic silicon ball chromatographic material, concussion cleaning 10min will
The 2S-OH elutions being immobilized on affine thiophilic silicon ball material, obtain 2S-OH pregnant solutions, standby to survey；
(5) capillary electrophoresis (P/ACE is passed throughtmMDQ, U.S. Bake Mann) electrophoresis inspection is carried out to 2S-OH pregnant solutions
Survey, specific testing conditions are：In the vitreous silica capillary that internal diameter is 75 μm, (total length 56.5cm, effective length are
Carried out in 50cm)；Ultraviolet detection wavelength is 214nm, and sample size is 8s × 0.5psi.
The preparation method of 2S-OH standard solution：Double (4- hydroxy phenyls) disulfide (2S-OH) standard solution of 0.1mg/mL
Preparation：At 25 DEG C, the 2S-OH of 1.0mg is dissolved in system in the 0.5M potassium chloride solutions (acetonitrile for containing 5%) of 10.0mL
Obtain the 2S-OH standard solution of 0.1mg/mL.
The preparation method of 2-OH standard solution：The system of double (4- hydroxy phenyls) methane (2-OH) standard solution of 0.1mg/mL
It is standby：At 25 DEG C, the 0.5M potassium chloride solutions that double (4- hydroxy phenyls) methane of 1.0mg are dissolved in 10mL (contain 5% second
Nitrile) in be made 0.1mg/mL 2-OH standard solution.
The preparation method of 2S-OH and 2-OH mixed solutions：The preparation of the 2S-OH and 2-OH mixed solutions of 0.1mg/mL：
At 25 DEG C, 1.0mg 2S-OH and 2-OH are dissolved separately in the 0.5M Klorvess Liquids (acetonitrile for containing 5%) of 10.0mL and are made
2S-OH the and 2-OH mixed solutions of 0.1mg/mL.
The preparation method of sample solution：At 25 DEG C, 0.7161g disodium hydrogen phosphates and 0.8160g potassium chloride are dissolved in about
In the distilled water of 45.0mL, then it is 6.00 to be adjusted with the aqueous citric acid solution of 1M to pH, is then settled to 50.0mL and obtains loading
Liquid.
The preparation method of eluent：At 25 DEG C, by the distilled water of 0.7161g disodium hydrogen phosphates 45.0mL, then 1M is used
Aqueous citric acid solution adjust to pH be 6.00, be then settled to 50.0mL and obtain eluent.
The preparation method of Capillary Electrophoresis background buffer：The disodium hydrogen phosphate of 1.791g is dissolved in about 95.0mL distillations
In water, it is 8.50 to adjust solution to pH with the aqueous citric acid solution of 1M, is settled to 100.0mL, and Capillary Electrophoresis background is made and delays
Rush solution.
A curves are the electrophoretograms (blank) of buffer solution in Fig. 4, and b curves are the electrophoretograms (control) of eluent, c curves
It is the electrophoretogram using 0.1mg/mL 2-OH as sample, d curves are electrophoretogram of the 0.1mg/mL2S-OH solution as sample, e
Curve is electrophoretogram of the mixed solution of 0.1mg/mL 2S-OH and 0.1mg/mL2-OH as sample, and f curves are not thiophilic
Silicon ball chromatographic material adsorbs the electrophoretogram of biased sample, and g curves are the electrophoretograms of the component eluted after material is enriched with.
Test case 4
Method according to test case 3 is tested, unlike, the potassium chloride in sample solution is replaced with into sodium sulphate, is tied
Fruit sees Fig. 5.
Test case 5
Method according to test case 3 is tested, unlike, the potassium chloride in sample solution is replaced with into ammonium sulfate, is tied
Fruit sees Fig. 5.
Test case 6
Method according to test case 3 is tested, unlike, the potassium chloride in sample solution is replaced with into sodium nitrate, is tied
Fruit sees Fig. 5.
Test case 7
Method according to test case 3 is tested, unlike, the pH of sample solution is changed, pH is adjusted to by pH6.00
5.00, the result is shown in Fig. 6.
Test case 8
Method according to test case 3 is tested, unlike, the pH of sample solution is changed, pH is adjusted to by pH6.00
7.00, the result is shown in Fig. 6.
Test case 9
Method according to test case 3 is tested, unlike, the pH of sample solution is changed, pH is adjusted to by pH6.00
8.00, the result is shown in Fig. 6.
Test case 10
Method according to test case 3 is tested, unlike, the pH of eluent is changed, pH is adjusted to by pH6.00
5.00, the result is shown in Fig. 7.
Test case 11
Method according to test case 3 is tested, unlike, the pH of eluent is changed, pH is adjusted to by pH6.00
7.00, the result is shown in Fig. 7.
Test case 12
Method according to test case 3 is tested, unlike, the pH of eluent is changed, pH is adjusted to by pH6.00
8.00, the result is shown in Fig. 7.
It can be seen from Fig. 4-Fig. 7 under the same conditions, 2-OH can not be by thiophilic silicon ball chromatography under the conditions of high salt concentration
Material-specific retains, and 2S-OH can be retained by specificity.After adding eluent, smoothly 2S-OH can be eluted.
The result shows that：Demonstrate new affine thiophilic silicon ball chromatographic material SiO2@P (TEPIC-co-SAA) are to the compound containing disulfide bond
With good specific enrichment effect.
The preferred embodiment of the present invention is described in detail above in association with attached drawing, still, the present invention is not limited to above-mentioned reality
The detail in mode is applied, in the range of the technology design of the present invention, a variety of letters can be carried out to technical scheme
Monotropic type, these simple variants belong to protection scope of the present invention.
It is further to note that each particular technique feature described in above-mentioned embodiment, in not lance
In the case of shield, can be combined by any suitable means, in order to avoid unnecessary repetition, the present invention to it is various can
The combination of energy no longer separately illustrates.
In addition, various embodiments of the present invention can be combined randomly, as long as it is without prejudice to originally
The thought of invention, it should equally be considered as content disclosed in this invention.
Claims (10)
1. a kind of preparation method of affine thiophilic silicon ball chromatographic material, it is characterised in that the preparation method includes：By sulfanilamide (SN),
Three (2,3- glycidyl) isocyanates, the silicon ball of amino functional, the first organic solvent and initiator mixing, through copolyreaction
After obtain affine thiophilic silicon ball chromatographic material SiO2@P(TEPIC-co-SAA)。
2. preparation method according to claim 1, wherein, it is different relative to the sulfanilamide (SN) of 1 parts by weight, three (2,3- glycidyl)
The dosage of cyanate is 1-10 parts by weight, and the dosage of the silicon ball of amino functional is 0.5-10 parts by weight, the first organic solvent
Dosage is 1-10 parts by weight, and the dosage of initiator is 0.01-0.5 parts by weight.
3. preparation method according to claim 1 or 2, wherein, initiator is selected from sodium hydroxide, potassium hydroxide and hydroxide
One or more in calcium；
Preferably, one or more of first organic solvent in methanol, ethanol, polyethylene glycol and dimethyl sulfoxide (DMSO).
4. preparation method according to claim 1 or 2, wherein, the preparation method of the silicon ball of amino functional includes：By silicon
Haptoreaction is carried out after ball, toluene and the mixing of 3- TSL 8330s, obtains the silicon ball of amino functional.
5. preparation method according to claim 4, wherein, relative to the 3- TSL 8330s of 1 parts by volume,
The dosage of toluene is 2.5-12 parts by volume；
Preferably, silicon ball selects the one or more in 5 μm of silicon balls, 10 μm of silicon balls, 15 μm of silicon balls and 25 μm of silicon balls.
6. preparation method according to claim 4, wherein, catalytic condition includes：Temperature is 85-95 DEG C, the time
For 6-16h.
7. preparation method according to claim 1 or 2, wherein, mix by the way of ultrasonic mixing；And/or
The condition of copolyreaction includes：Temperature is 80-140 DEG C, time 1-16h.
8. preparation method according to claim 1 or 2, wherein, preparation method is further included using the second organic solvent to system
The affine thiophilic silicon ball chromatographic material SiO obtained2@P (TEPIC-co-SAA) are extracted or eluted；
Preferably, one or more of second organic solvent in methanol, ethanol, acetone and n-hexane.
9. a kind of affine thiophilic silicon ball chromatographic material, it is characterised in that the affine thiophilic silicon ball chromatographic material is by claim
Preparation method in 1-8 described in any one is made.
10. a kind of affine thiophilic silicon ball chromatographic material as claimed in claim 9 is carrying out specificity to compound containing disulfide bond
Enrichment with separate in application.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108371943A (en) * | 2018-05-09 | 2018-08-07 | 安徽师范大学 | Metal organic framework complex chromatographic material and its preparation method and application |
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