CN108744592A - A kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post - Google Patents
A kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post Download PDFInfo
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- CN108744592A CN108744592A CN201810522136.7A CN201810522136A CN108744592A CN 108744592 A CN108744592 A CN 108744592A CN 201810522136 A CN201810522136 A CN 201810522136A CN 108744592 A CN108744592 A CN 108744592A
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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
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/261—Synthetic macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
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Abstract
The invention discloses a kind of preparation method and application of cyclo-dextrin-modified POSS-PEI organic inorganic hybridization integral posts, belong to technical field of chromatography.The present invention is using 3- amine propyl-triethoxysilicane as silylating reagent, amino is modified on capillary tube inner wall, it is acted on using the ring-opening reaction and amino of epoxy and amino and the chemical bonding of hydroxyl, in ternary pore-foaming agent normal propyl alcohol, 1, in the presence of 4- butanediols, PEG10000, using the polyhedral oligomeric silsesquioxane POSS-epoxy of eight glycidyl dimethyl silicyls grafting as crosslinking agent, branched polyethylene imine PEI and beta-cyclodextrin β-CD is function monomer, and the POSS-PEI organic silica gel hydridization integral posts of cyclo-dextrin-modified are prepared for using " one-pot " method.Present invention process is simple, and without initiator initiation and cumbersome rear modification, and there is the hydridization column prepared excellent chromatogram separating capacity and higher column to imitate.
Description
Technical field
The invention belongs to capillary chromatographic column technical fields, and in particular to a kind of cyclo-dextrin-modified POSS-PEI organic-inorganics
The preparation method and application of hydridization integral post.
Background technology
Capillary electric chromatogram (CEC) is driven using electroosmotic flow, is had the highly selective of the Gao Zhuxiao and HPLC of CE concurrently, both may be used
Separation of Neutral substance also separates charge species, has the characteristics that efficient, micro, quick and flexible, is efficient differential from development
One of important directions.Integral post is the stationary phase backing material in CEC effectively, economic and stable.Wherein, organic silica gel hydridization
Integral post combines the advantages of inorganic silica gel and organic polymer matrix integral post, has that preparation method is simple, mechanical performance is excellent
The advantages that different and extensive resistance to pH.
Polyhedral oligomeric silsesquioxane（POSS）It is a kind of rigid cube caged silsesquioxane, general molecular formula is
(RSiO1.5)n.This intrinsic silicon surrounded by active Organic functional groups and oxygen skeleton make it a kind of natural molecule water
Flat organic silica gel hydridization hybrid particulates（Diameter 1-3 nm）[Mark J E.Cheminform, 2004, 37(12):946-
953] [Tanaka K, Chujo Y. Journal of Materials Chemistry, 2012, 22(5):1733-
1746].In the past few years, many novel hybride integral posts based on POSSs are reported out, these hydridization columns tool
There are good antioxygenic property, excellent thermal stability and pH stability [Phillips S H, Haddad T S, Tomczak
S J. Current Opinion in Solid State & Materials Science, 2004, 8(1):21-29].More
It is interesting that there is this kind of hydridization column the column of superelevation to imitate（Up to 500,000 plates/m）And at the same time be suitable for macromolecular and
The separation of micromolecular compound illustrates its potentiality for being used to efficiently separate.Such as Zou [Lin H, Ou J, Zhang Z, et
al. Chemical Communications, 2013, 49(3):231-233] etc. using POSS-epoxy as monomer, respectively
It is anti-by " one-pot " method ring-opening polymerisation with 1,6- hexamethylene diamines, 1,8- octamethylenediamines, 1,10- decamethylene diamines and 1,12- dodecamethylene diamines
Four kinds of novel hydridization integral posts should be prepared.These integral posts have good 3D skeleton structures and show the separation of alkylbenzene
Go out very high column effect（Up to 140,000 plates/m）.Zou[Lin H, Ou J, Tang S, et al. Journal of
Chromatography A, 2013, 1301(15):131-138] etc. ring-opening polymerisation also by POSS-epoxy and PEI it is anti-
A kind of novel POSS-PEI hydridization integral post should be prepared and be used successfully to reversed-phase liquid chromatography and hydrophilic Interaction Chromatography separation, column
Effect is up to 110,000 plates/m, and modifies method by gamma glucose acid lactone and cellulose iii (3,5- dimethyl benzenes after passing through
Aminocarbamic acid ester) it is fixed in integral post, it is used for the separation of enantiomer.But it currently, yet there are no about " one-pot " legal system
Standby cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts, and it is applied to the report of the specific isolation of isomers.
Invention content
The purpose of the present invention is to provide a kind of preparation sides of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post
Method and application.A kind of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post provided by the present invention, combines cyclodextrin
Specific recognition capability and the good antioxygenic property of POSS-PEI organic silica gel hydridization integral posts, excellent thermal stability and
The advantages that pH stability, column effect of superelevation, is, it can be achieved that separation within the scope of wider pH to multiple compounds and isomers.This
Invention uses " one-pot " method technique, and preparation process is simple, easy to operate, and prepared cyclo-dextrin-modified POSS-PEI is organic
Silica gel hybridization integral post good separation is good, splitter effect is high.
To achieve the above object, the present invention adopts the following technical scheme that：
Cyclo-dextrin-modified POSS-PEI organic silica gels are miscellaneous made of the preparation of free radical polymerization-epoxy addition " one-pot " method
Change integral post.
The polyhedral oligomeric silsesquioxane that eight glycidyl dimethyl silicyl of crosslinking agent is grafted（POSS-
epoxy）, function monomer branched polyethylene imine（PEI）And beta-cyclodextrin（β-CD）, ternary pore-foaming agent polyethylene glycol 10000
（PEG10000）, 1,4-butanediol and normal propyl alcohol be uniformly prepared by mixing into pre-polymerization liquid, be then uniformly injected into through 3- amine propyl three
Ethoxysilane（APTES）In modified capillary, a step thermal polymerization prepares the POSS-PEI organosilicons of cyclo-dextrin-modified
Glue hydridization integral post.
The mass ratio of crosslinking agent POSS-epoxy and monomer PEI is 46.5 ~ 53.5:53.5~46.5；Pore-foaming agent normal propyl alcohol,
Mass ratio between 1,4- butanediols and PEG10000 is 75 ~ 77:14:9~11；β-CD dosages are 0.050 ~ 0.100 g；Monomer
It is 25 with the gross mass of crosslinking agent and the ratio of pore-foaming agent gross mass:75.
The PEI molecular weight is 1200, and the β-CD are natural β-CD.
The application of a kind of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post, by the integral post application
In to electroneutral phenol compound, acid benzoic acid derivative, alkaline nucleotide base base class compound and position isomerization
Close the separation of object.
The remarkable advantage of the present invention is：
（1）Combine the specific recognition capability of cyclodextrin and high-resolution, the height of POSS-PEI organic silica gel hydridization integral posts
Column is imitated, and is prepared for a kind of having specific selection ability and good separating effect, splitter to imitate high organic silica gel hydridization integral post.
（2）It is function monomer to select natural β-CD, numerous with follow-up modification etc. without deriving early period using one kettle way technique
Trivial process.
（3）To electroneutral phenol compound, acid benzoic acid derivative, alkaline nucleotide base base class compound and position
Setting isocompound has good separation, splitter effect higher.
Description of the drawings
Fig. 1 is the column section electron microscope of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts；A figures are amplification 700
Times, b figures are 2000 times of amplification.
Fig. 2 is electroosmotic flow of the cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts under condition of different pH（EOF）
Feature；
Fig. 3 is the separation chromatogram of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral post Pyrogentisinic Acid's class compounds；Wherein
Label meaning is：0：Toluene；1：Phenol；2：Hydroquinone；3：Resorcinol；4：Phloroglucin；
Fig. 4 is the separation chromatogram of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral post para Toluic Acid's class compounds；Its
Middle label meaning is：0：Toluene；1：Cinnamic acid；2：Benzoic acid；3：4- nitrobenzoic acids；4：Salicylic acid；
Fig. 5 is separation chromatogram of the cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts to nucleotide base base class compound；
Wherein label meaning is：0：Toluene；1：Thymidine；2：Uracil；3：Adenine；4：Uridine；5：Cytidine；
Fig. 6 is separation chromatogram of the cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts to position isocompound；A schemes
Middle label meaning：1：P-nitrophenol；2：O-nitrophenol；B figure label meanings：1：O-chlorphenol；2：Parachlorophenol.
Specific implementation mode
In order to make content of the present invention easily facilitate understanding, With reference to embodiment to of the present invention
Technical solution is described further, but the present invention is not limited only to this.
Embodiment 1
The preparation of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts：
（1）Pretreatment：The melting capillary of 100 μm of internal diameters of certain length is taken, leads to 1 mol/L HCl 30 successively
Min, secondary water 15 min, 1 mol/L NaOH 30 min, 15 min of secondary water, 30 min of methanol, then N under room temperature2It blows
It is dry.
（2）Aminosilylation：Configure 3- amine propyl-triethoxysilicane/methanol=1:1（v/v）Silylating reagent solution,
It is uniformly injected into the good capillary of above-mentioned pretreatment, is taken out after 60 DEG C of 24 h of water-bath.Logical methanol removes unreacted liquid,
70 ℃ N23 h are blown, it is spare.
The preparation of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts：One is accurately weighed by formula rate in table 1
Determine the PEI of quality（Mn=1200）, POSS-epoxy, β-CD solution and ternary pore-foaming agent in 2 mL centrifuge tubes, vortex oscillation 5 ~
10 min make monomer be uniformly mixed with pore-foaming agent, then 20 min of low temperature ultrasonic removes bubble.Above-mentioned pre-polymerization liquid is injected rapidly
To at 30 cm in pretreated capillary（50 cm of overall length）, anti-in 50 DEG C of thermostat water bath after sealing two ends
16 h are answered, methanol is led to after taking-up and removes unreacted liquid to get whole to a kind of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization
Column.The back pressure and permeability of hydridization column are as shown in table 1 under different formulations.
The back pressure of cyclo-dextrin-modified POSS-PEI columns and infiltration implementations are as shown in table 1 under different formulations.
The preparation of 1 different formulations cyclo-dextrin-modified POSS-PEI columns of table
Embodiment 2
The column section electron microscope of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts is as shown in Figure 1.
Embodiment 3
Fixed buffer salt HAc-NaAc a concentration of 5 mmol/L, ACN/H2O=80:20, voltage is+10 kV, boost voltage 250
Psi, flow rate pump are 0.1 mL/min, and Detection wavelength is 214 nm, investigate in mobile phase the variation of buffer salt pH value to the shadow of EOF
It rings, the results are shown in Figure 2.
Embodiment 4
It is 5 mmol/L HAc-NaAc, pH 4.0, ACN/H in mobile phase2O=80:20 ,+10 kV of separation voltage, auxiliary electricity
Pressure is that 250 psi, flow rate pump are 0.1 mL/min, under conditions of Detection wavelength is 214 nm, to four kinds of phenol compounds into
Row separation, chromatographic fractionation figure are as shown in Figure 3.
Embodiment 5
It is 10 mmol/L KH in mobile phase2PO4 (pH 5.0, ACN/H2O=70:30) ,+10 kV of separation voltage, boost voltage
Under the conditions of for 250 psi, flow rate pump be 0.1 mL/min, Detection wavelength is 214 nm, four kinds of benzoic acid derivatives are carried out
Separation, chromatographic fractionation figure are as shown in Figure 4.
Embodiment 6
It is 5 mmol/L HAc-NaAc, pH 4.0, ACN/H in mobile phase2O=80:20 ,+10 kV of separation voltage, auxiliary electricity
Under conditions of pressure is 250 psi, flow rate pump is 0.1 mL/min, Detection wavelength is 214 nm, to 5 kinds of nucleoside base class chemicals
It is detached, chromatographic fractionation figure is as shown in Figure 5.
Embodiment 7
It is in mobile phase condition（A）5 mmol/L HAc-NaAc, pH 4.0, ACN/H2O=90:10；（B）0.1% TEAA,
pH 4.1, ACN/H2O=80:When 20, cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts are to o-nitrophenol in A figures
And p-nitrophenol；O-chlorphenol and parachlorophenol are detached in B figures, and chromatographic fractionation figure is as shown in Figure 6.
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with
Modification should all belong to the covering scope of the present invention.
Claims (5)
1. a kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post, it is characterised in that：Using freedom
Cyclo-dextrin-modified POSS-PEI organic silica gel hydridization integral posts made of prepared by base polymerization-epoxy addition " one-pot " method.
2. a kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post according to claim 1,
It is characterized in that：The method is specifically the polyhedral oligomeric times for being grafted eight glycidyl dimethyl silicyl of crosslinking agent
Half siloxanes POSS-epoxy, function monomer branched polyethylene imine PEI and beta-cyclodextrin β-CD, ternary pore-foaming agent polyethylene glycol
PEG10000,1,4-butanediol and normal propyl alcohol are uniformly prepared by mixing into pre-polymerization liquid, are then uniformly injected into through three second of 3- amine propyl
In the capillary that oxysilane APTES is modified, the POSS-PEI organic silica gels that a step thermal polymerization prepares cyclo-dextrin-modified are miscellaneous
Change integral post.
3. a kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post according to claim 2,
It is characterized in that：The mass ratio of crosslinking agent POSS-epoxy and monomer PEI is 46.5 ~ 53.5:53.5~46.5；Pore-foaming agent positive third
Mass ratio between alcohol, 1,4- butanediols and PEG10000 is 75 ~ 77:14:9~11；β-CD dosages are 0.050 ~ 0.100 g；It is single
The ratio of the gross mass and pore-foaming agent gross mass of body and crosslinking agent is 25:75.
4. a kind of preparation method of cyclo-dextrin-modified POSS-PEI organic silica gels hydridization integral post according to claim 2,
It is characterized in that：The PEI molecular weight is 1200, and the β-CD are natural β-CD.
5. a kind of a kind of cyclo-dextrin-modified POSS-PEI organic silica gel hydridization prepared such as any one of claim 1 ~ 4 the method
The application of integral post, it is characterised in that：The integral post is applied to electroneutral phenol compound, acid benzoic acids
Close the separation of object, alkaline nucleotide base base class compound and position isocompound.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109575153A (en) * | 2018-11-22 | 2019-04-05 | 福建工程学院 | A kind of polysaccharide derived polymer and preparation method thereof |
| CN110302562A (en) * | 2019-07-17 | 2019-10-08 | 武汉轻工大学 | A kind of preparation method of molecular engram open tubular column |
| CN112023885A (en) * | 2020-07-03 | 2020-12-04 | 江苏大学 | Photocatalytic porous cyclodextrin adsorbent and preparation method and application thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101537345B (en) * | 2009-03-24 | 2010-12-29 | 苏州汇通色谱分离纯化有限公司 | Preparation method of modified cyclodextrin chiral hybrid monolithic chromatogram stationary phase |
| CN102940979A (en) * | 2012-10-22 | 2013-02-27 | 暨南大学 | Method and application for preparing cyclodextrin organic polymer capillary monolithic column via one-step method |
| CN104028007A (en) * | 2013-03-05 | 2014-09-10 | 中国科学院大连化学物理研究所 | Imidazole ionic liquid capillary monolithic column, and making method and application thereof |
| CN104084178A (en) * | 2014-06-23 | 2014-10-08 | 广西师范大学 | Stationary phase of POSS hybrid capillary monolithic column, and preparation method thereof |
| CN103550953B (en) * | 2013-11-18 | 2015-04-15 | 福州大学 | Silica gel monolithic column modified by cyclodextrin modified nanocrystalline iron oxide |
| CN104587707A (en) * | 2015-01-30 | 2015-05-06 | 福州大学 | Nanometer composite organic-inorganic hybrid silica gel monolithic column and preparation method thereof |
-
2018
- 2018-05-28 CN CN201810522136.7A patent/CN108744592A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101537345B (en) * | 2009-03-24 | 2010-12-29 | 苏州汇通色谱分离纯化有限公司 | Preparation method of modified cyclodextrin chiral hybrid monolithic chromatogram stationary phase |
| CN102940979A (en) * | 2012-10-22 | 2013-02-27 | 暨南大学 | Method and application for preparing cyclodextrin organic polymer capillary monolithic column via one-step method |
| CN104028007A (en) * | 2013-03-05 | 2014-09-10 | 中国科学院大连化学物理研究所 | Imidazole ionic liquid capillary monolithic column, and making method and application thereof |
| CN103550953B (en) * | 2013-11-18 | 2015-04-15 | 福州大学 | Silica gel monolithic column modified by cyclodextrin modified nanocrystalline iron oxide |
| CN104084178A (en) * | 2014-06-23 | 2014-10-08 | 广西师范大学 | Stationary phase of POSS hybrid capillary monolithic column, and preparation method thereof |
| CN104587707A (en) * | 2015-01-30 | 2015-05-06 | 福州大学 | Nanometer composite organic-inorganic hybrid silica gel monolithic column and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| HANFA ZOU: ""Facile preparation of a stable and functionalizable hybrid monolith via ring-opening polymerization for capillary liquid chromatography"", 《JOURNAL OF CHROMATOGRAPHY A》 * |
| ZHENGJING JIANG: ""Preparation of a -cyclodextrin functionalized monolith via a novel and simple one-pot approach and application to enantioseparations"", 《JOURNAL OF CHROMATOGRAPHY A》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109575153A (en) * | 2018-11-22 | 2019-04-05 | 福建工程学院 | A kind of polysaccharide derived polymer and preparation method thereof |
| CN109575153B (en) * | 2018-11-22 | 2021-04-02 | 福建工程学院 | Polysaccharide derivative polymer and preparation method thereof |
| CN110302562A (en) * | 2019-07-17 | 2019-10-08 | 武汉轻工大学 | A kind of preparation method of molecular engram open tubular column |
| CN110302562B (en) * | 2019-07-17 | 2021-08-27 | 武汉轻工大学 | Preparation method of molecular imprinting open tubular column |
| CN112023885A (en) * | 2020-07-03 | 2020-12-04 | 江苏大学 | Photocatalytic porous cyclodextrin adsorbent and preparation method and application thereof |
| CN112023885B (en) * | 2020-07-03 | 2023-01-17 | 江苏大学 | Photocatalytic porous cyclodextrin adsorbent and preparation method and application thereof |
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Application publication date: 20181106 |