CN108786763A - The preparation method of the gold nanorods doping integral post of mesoporous silicon oxide cladding - Google Patents
The preparation method of the gold nanorods doping integral post of mesoporous silicon oxide cladding Download PDFInfo
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- CN108786763A CN108786763A CN201810592057.3A CN201810592057A CN108786763A CN 108786763 A CN108786763 A CN 108786763A CN 201810592057 A CN201810592057 A CN 201810592057A CN 108786763 A CN108786763 A CN 108786763A
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- gnrs
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- choline chloride
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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
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/282—Porous sorbents
- B01J20/285—Porous sorbents based on polymers
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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
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
Abstract
The present invention relates to the preparation methods that a kind of gold nanorods of mesoporous silicon oxide cladding adulterate integral post.By GNRs@mSiO2In being introduced into using green solvent ionic liquid and eutectic system as the preparation of the capillary monolithic column of binary pore-foaming agent, passes through and adjust GNRs@mSiO2The ratio of ratio in choline chloride-ethyl alcohol, the type of ionic liquid, ionic liquid and eutectic solvent investigates separating capacity of the capillary monolithic column to small-molecule substance.The process is easy to operate, simple and practicable.Monolithic Columns compact structure, permeability is good, and the capillary monolithic column material structure of preparation is fine and close, by showing to adulterate GNRs mSiO to the electrochromatography experiment of alkylbenzene analog2Integral post column effect (168000 plates/rice) be apparently higher than blank column column effect (87300 plates/rice), show GNRs@mSiO2Incorporation can effectively improve capillary monolithic column column effect, using gold nanorods doped scheme prepare organic inorganic hybridization integral post have potential application prospect.
Description
Technical field
The present invention relates to the preparation methods that a kind of gold nanorods of mesoporous silicon oxide cladding adulterate integral post, are specially situated between
The environment-friendly preparation method thereof of the capillary monolithic column of the gold nanorods doping of hole coated with silica.
Background technology
Capillary monolithic column (monolithic column) is a kind of by the utilization of the mixtures such as monomer, initiator, pore-foaming agent
Organic or inorganic polymerization carries out the obtained chromatographic column of in-situ polymerization in capillary column, has and prepares simple, reproducibility
Good, better porosity and permeability can realize quick, the advantages that efficiently separating.Organic Polymer Monolithic Columns are due to polymer
Macropore and central hole structure are mainly contained in stationary phase, therefore, micromolecular compound is difficult to efficiently be detached.Nano material has
There is the features such as large specific surface area, form of diverse and plasticity are strong, therefore nano material is doped to monolithic column stationary phase, is expected to change
The pore structure of kind polymerization integer column, and then improve integral post column effect and separation selectivity.
Nanogold has big specific surface area, excellent optical property, good bio-compatibility, while having good
Electric conductivity can effectively improve electron transfer rate.Gold nanorods are a kind of forms of nanogold, are had than spherical Jenner's grain of rice
Sub- better performance.Gold nanorods (the GNRs@mSiO of mesoporous silicon oxide cladding2) by mesoporous in gold nanorods external sheath
Silicon dioxide layer can increase the biocompatibility and physiological stability [K. Y. Dong. A Study of of gold nanorods
optothermal and cytotoxic properties of silica coated Au nanorods. Materials
Letters, 2011, 65(15-16):2319-2321], therefore have the unique optical characteristics of GNRs and mesoporous silicon oxide concurrently
Aperture is regular, large specific surface area, is easy to the advantages that modification.
The separating capacity of integral post and the pore property of polymer are closely bound up, and the type of pore-foaming agent and composition are shadows
Ring the most direct means of porous structure of integral post.Traditional pore-foaming agent has toluene-acetonitrile, toluene-isooctane etc., and volatility is very
By force, toxic, the characteristics of endangering the health of researcher, not meeting Green Chemistry.In recent years, ionic liquid at room temperature (room
Temperature ionic liquids, RTILs) it is situated between since low-vapor pressure and height boiling dot characteristics have become a kind of green polymerization
Matter can speed up speed [Wang H, Gurau G, the Rogers R D. Ionic of polymerisation when as pore-foaming agent
liquid processing of cellulose. Chemical Society Reviews, 2012, 41: 1519-
1537], however, RTIL building-up processes complexity, purification difficult, cost is higher and is difficult to volatilize and degrade.Therefore, in order to overcome
The shortcomings that RTIL, needs to develop more economical, more green pore-foaming agent.
Eutectic solvent (Deep Eutectic Solvents, DESs) is by the hydrogen bond donor of certain stoichiometric ratio
（Such as alcohol, carboxylic acid and amide）And hydrogen bond receptor（Such as quaternary ammonium salt）The eutectic mixture being composed.With traditional RTILs
It compares, the preparation process of eutectic solvent is fairly simple, it is only necessary to the quaternary ammonium salt of certain mol proportion is mixed with hydrogen bond donor, and
Heating stirring is until form the liquid of uniform water white transparency at a certain temperature, need not purify that be achieved with purity relatively high
Product.In addition, since the synthesis material of eutectic solvent is all very common compound, abundance and cheap, because
This, DESs is expected to realize large-scale industrial production.In addition, DESs also have many advantages, such as it is nontoxic, it is biodegradable, be a kind of new
Green solvent [Yang H X, the Reddy R G. Fundamental studies on electrochemical of type
deposition of lead from lead oxide in 2:1 urea/choline chloride ionic
liquids. Journal of Electrochemical Society, 2014, 161: 586-592]。
Invention content
The object of the present invention is to provide a kind of mesoporous silicon oxide cladding gold nanorods adulterate integral post preparation method,
The specially environment-friendly preparation method thereof of the capillary monolithic column of the gold nanorods doping of mesoporous silicon oxide cladding.Using in-situ polymerization
Method each reactant is mixed and is reacted under the conditions of 4 DEG C, doping GNRs@mSiO are prepared2Capillary monolithic column, and
The electrochromatography that integral post is carried out to the separation of seven kinds of alkylbenzenes, alkyl ketone analog using it is evaluated.The result shows that GNRs@
mSiO2Addition so that the structure of capillary interpolymer is finer and close, improve to small point of alkylbenzene alkyl ketone analog etc.
The separating capacity of sub- compound.
The present invention provides a kind of gold nanorods doping integral post of mesoporous silicon oxide cladding, the mass percent of raw material
Composition：
GNRs@mSiO2/ choline chloride-ethyl alcohol 20.89%-40.57%
[HMIM]BF4 44.30%-56.84%
Methacrylic acid 1.23%-2.54%
Butyl methacrylate 6.82%-10.35%
Ethylene glycol dimethacrylate 3.51%-4.23%
Ammonium persulfate 0.21%-0.43%
Tetramethylethylenediamine 2.64%-5.44%
The sum of quality composition of above-mentioned each raw material is 100 %.Pore-foaming agent GNRs@mSiO2In/choline chloride-ethyl alcohol, chlorination courage
The mass ratio of alkali and ethyl alcohol is 1:3, GNRs@mSiO2Concentration (volume：ML/mL it is) 1-3, preferably 1,2,2.5,3.
The preparation method of the gold nanorods doping integral post of above-mentioned mesoporous silicon oxide cladding provided by the invention, using original
Prepared by position polymerization, specifically pass through the following steps：By metering respectively by pore-foaming agent GNRs@mSiO2/ choline chloride-ethyl alcohol
[GNRs@mSiO2It is scattered in eutectic solvent choline chloride/ethyl alcohol after aqueous dispersions centrifugation, a concentration of GNRs@mSiO2Water
The ratio between both dispersion liquid and choline chloride/ethyl alcohol volume (mL/mL)] and ionic liquid 1- hexyl -3- methylimidazole tetrafluoro boric acids
Salt [HMIM] BF4, function monomer methacrylic acid (MAA) and butyl methacrylate (BMA), initiator ammonium persulfate (APS)
It is mixed with tetramethylethylenediamine (TEMED), crosslinking agent ethylene glycol dimethacrylate, by 15 min of this mixture low temperature ultrasonic
Afterwards, reaction solution injection has been handled well with the syringe of 1 mL specifications（Such as 40 cm）In long capillary, rubber stopper is used
Capillary both ends are sealed, vacuum grease is used in combination to seal, 22-24 h are reacted under the conditions of 4 DEG C, are washed off with acetonitrile residual in integral post
Pore-foaming agent ionic liquid, choline chloride-ethyl alcohol and the solable matter stayed.It is opened at the void column close to capillary inner stuffing
The detection window of one 2-3 mm, about 8.5 cm of window distance capillary end.
The synthesis of blank column removes GNRs@mSiO2Outside, remaining step is same as above.
The present invention provides a kind of preparation sides of the capillary monolithic column of the gold nanorods doping of mesoporous silicon oxide cladding
Method and its electrochromatography evaluation, by GNRs@mSiO2It introduces with green solvent ionic liquid 1- hexyl -3- methylimidazole tetrafluoro boric acids
Salt [HMIM] BF4In eutectic system choline chloride-preparation of the ethyl alcohol as the capillary monolithic column of binary pore-foaming agent, this is whole
The separation of seven kinds of alkylbenzenes of scapus pair, alkyl ketone analog achieves high column effect and separating degree.GNRs@mSiO2Addition make
The structure for obtaining capillary interpolymer is finer and close, improves the separating capacity to micromolecular compound.Preparation process of the present invention
It is easy to operate, it is simple and practicable.Monolithic Columns compact structure, permeability is good, and the capillary monolithic column material structure of preparation causes
It is close, by showing to adulterate GNRs mSiO to the electrochromatography experiment of alkylbenzene analog2Integral post column effect (168000 plates/
Rice) it is apparently higher than the column effect (87300 plates/rice) of blank column, show GNRs@mSiO2Incorporation to can effectively improve capillary whole
The column of scapus is imitated, and has potential application prospect using organic inorganic hybridization integral post prepared by gold nanorods doped scheme.
Description of the drawings
Fig. 1 is doping GNRs@mSiO prepared by the present invention2Capillary monolithic column（a, c）It scanning electron microscope (SEM) photograph and undopes
GNRs@mSiO2Capillary monolithic column scanning electron microscope (SEM) photograph (b, d).
Fig. 2 is the GNRs@mSiO of various concentration2The electrochromatogram of the integral post of choline chloride-ethyl alcohol synthesis.Electrochromatography
Condition is：12 kV, 254 nm, ACN:10 mmol/L acetate buffers (pH 6.0) (70/30, v/v).1. acetone, 2.
Acetophenone, 3. phenyl propyl ketones, 4. toluene, 5. ethylbenzene, 6. propyl benzene, 7. butylbenzene（Blank marks, to correspond to the Digital Province at peak in figure below
Slightly）.
Fig. 3 is the electrochromatogram of the integral post for the ratio synthesis for investigating ionic liquid and choline chloride-ethyl alcohol.Electrochromatography item
The same Fig. 2 of part.
Fig. 4 is the electrochromatogram of the integral post of the different degrees of cross linking.The same Fig. 2 of electrochromatography condition.
Specific implementation mode
With reference to specific embodiment, it is further elaborated on the present invention.The experiment of actual conditions is not specified in embodiment
Method, the condition usually according to normal condition and described in handbook, or according to the normal condition proposed by manufacturer；Used is logical
With equipment, material, reagent etc., it is commercially available unless otherwise specified.
Embodiment 1
In order to confirm GNRs@mSiO2Effect in capillary monolithic column synthesis, we are prepared for two kinds of capillary monolithic columns,
One is doping GNRs@mSiO2Capillary monolithic column, another kind is the GNRs@mSiO that undope2Capillary monolithic column, and it is right
Two kinds of integral posts have carried out the morphological feature of scanning electron microscope analysis characterization particle, and concrete operation step is as follows：
Adulterate GNRs@mSiO2Capillary monolithic column preparation method：
By pore-foaming agent GNRs@mSiO2/ choline chloride-ethyl alcohol and ionic liquid 30.61% (being mass percent), 1- hexyls-
3- methyl imidazolium tetrafluoroborates [HMIM] BF4 49.88%, function monomer methacrylic acid 1.86% and butyl methacrylate
9.21%, initiator ammonium persulfate 0.31% and tetramethylethylenediamine 3.98%, crosslinking agent ethylene glycol dimethacrylate 4.15%
Mixing has been located reaction solution injection with the syringe of 1 mL specifications after 15 min of this mixture low temperature ultrasonic (300 W)
In the capillary of 40 cm long managed, capillary both ends are sealed with rubber stopper, vacuum grease is used in combination to seal, are reacted under the conditions of 4 DEG C
22-24 h wash off remaining pore-foaming agent ionic liquid in integral post, choline chloride-ethyl alcohol and soluble object with acetonitrile
Matter.The detection window of a 2-3 mm, window distance capillary end about 8.5 are opened at the void column close to capillary inner stuffing
cm。
Undope GNRs@mSiO2Capillary monolithic column building-up process except being not added with GNRs@mSiO2Outside, remaining step is same
On.
Scanning electron microscope characterizes：
By the doping GNRs@mSiO of synthesis2Capillary monolithic column and undope GNRs@mSiO2Capillary monolithic column it is vertical
It is placed on glass slide, and is adhered on the scanning electron microscope metallic plate of aluminum.Sample needs metal spraying to handle before being scanned into figure.All sweeps
It retouches electron microscope and all passes through ShimadzuSS-550Type scanning electron microscope obtains, which is 15 kV, filament
Electric current is 60 mA.
By scanning electron microscope (SEM) photograph as can be seen that doping GNRs@mSiO2Capillary monolithic column polymer in capillary
Portion forms uniform and continuous overall structure, and there are the entirety that larger amount of through-hole and micropore, capillary inside are formed
Material can be good at being bonded in capillary tube inner wall surface (see Fig. 1, a, c), and undope GNRs@mSiO2Capillary it is whole
The capillary interior polymer of column is loosely organized, is bonded with tube wall insecure (see Fig. 1, b, d).
Embodiment 2
In order to investigate doping GNRs@mSiO2Capillary monolithic column in GNRs@mSiO2That disperses in choline chloride-ethyl alcohol is dense
The influence for capillary monolithic column performance is spent, the GNRs@mSiO of various concentration have been synthesized2The integral post of choline chloride-ethyl alcohol
And using acetone as marker, alkylbenzene analog (acetophenone, phenyl propyl ketone, toluene, ethylbenzene, propyl benzene, butylbenzene) is detached,
Electrochromatography condition is：12 kV, 254 nm, ACN:10 mmol/L acetate buffers (pH 6.0) (70/30, v/v), electric color
The result of spectrum experiment is shown in Fig. 2.
The result shows that as the GNRs@mSiO that undope2When（That is blank）, capillary monolithic column divides alkylbenzene analog
It is relatively low from column effect, and appearance time is later, and peak hangover is serious.Adulterate GNRs@mSiO2Capillary monolithic column with condensate
GNRs@mSiO in system2The increase of concentration imitates parabolically form, when pore-foaming agent chlorine to the most huge pillar of alkylbenzene analog separation
Change GNRs@mSiO in choline-ethyl alcohol2A concentration of 2.5 (mL/mL) when, capillary monolithic column detaches alkylbenzene analog
Most huge pillar is imitated up to 168000 plates/rice, and peak shape is good, GNRs mSiO2The variation of concentration influences appearance time little.
Embodiment 3
In order to investigate shadow of the ratio to capillary monolithic column separating property of pore-foaming agent intermediate ion liquid and choline chloride-ethyl alcohol
It rings, has synthesized the integral post of four kinds of different proportion ionic liquids and choline chloride-ethyl alcohol and using acetone as marker, to alkyl
Benzene analog (acetophenone, phenyl propyl ketone, toluene, ethylbenzene, propyl benzene, butylbenzene) is detached, and electrochromatography condition is：12 kV, 254
Nm, ACN:The result of 10 mmol/L acetate buffers (pH 6.0) (70/30, v/v), electrochromatography experiment is shown in Fig. 3.
The result shows that with the reduction of pore-foaming agent system intermediate ion liquid, the most huge pillar of alkylbenzene analog separation is imitated
The trend that first increases and then decreases is presented, when the ratio of ionic liquid and eutectic solvent is 3:When 2, obtains most huge pillar effect and detach
Spend highest.When ionic liquid large percentage, the hangover of performance appearance is detached seriously to alkylbenzene analog, baseline noise is larger,
Chromatographic column structure loosely the shortcomings that.When only having eutectic solvent choline chloride-ethyl alcohol in pore-foaming agent system, to alkyl benzene
Baseline separation has not yet been reached like object, and appearance time significantly moves afterwards.
Embodiment 4
The ratio of crosslinking agent and monomer directly affect prepare integral post internal structure, in order to investigate different crosslinking agents with
Influence of the ratio of monomer to capillary monolithic column separating property has synthesized five kinds of different degrees of cross linking（12%, 15%, 20%, 25%,
30%）Integral post and using acetone as marker, to alkylbenzene analog (acetophenone, phenyl propyl ketone, toluene, ethylbenzene, propyl benzene, fourth
Benzene) it is detached, electrochromatography condition is：12 kV, 254 nm, ACN:10 mmol/L acetate buffers (pH 6.0) (70/
30, v/v), the result of electrochromatography experiment is shown in Fig. 4.
The result shows that with the increase of the degree of cross linking, capillary monolithic column shows stronger reservation to alkylbenzene analog
Effect, appearance time are postponed.When the degree of cross linking is larger 25%, 30%, capillary monolithic column is not up to base to alkylbenzene analog
Line detaches, and the too low degree of cross linking is also due to rod structure rigidity poor performance goes out low column effect.When the degree of cross linking is 20%, capillary is whole
Scapus imitates up to 168000 the most huge pillar that alkylbenzene analog (acetophenone, phenyl propyl ketone, toluene, ethylbenzene, propyl benzene, butylbenzene) detaches
Plate/rice, and peak shape is good.
Claims (9)
1. a kind of capillary monolithic column of the gold nanorods doping of mesoporous silicon oxide cladding, it is characterised in that the matter of its raw material
Amount composition：
GNRs@mSiO2/ choline chloride-ethyl alcohol 20.89%-40.57%
Ionic liquid44.30%-56.84%
Methacrylic acid 1.23%-2.54%
Butyl methacrylate 6.82%-10.35%
Ethylene glycol dimethacrylate 3.51%-4.23%
Ammonium persulfate 0.21%-0.43%
Tetramethylethylenediamine 2.64%-5.44%
The sum of quality composition of above-mentioned each raw material is 100 %.
2. capillary monolithic column described in accordance with the claim 1, it is characterised in that pore-foaming agent GNRs@mSiO2/ choline chloride-ethyl alcohol
In, the mass ratio of choline chloride and ethyl alcohol is 1:3.
3. capillary monolithic column described in accordance with the claim 1, it is characterised in that GNRs@mSiO2A concentration of 1-3, volume ratio,
mL/mL。
4. capillary monolithic column described in accordance with the claim 1, it is characterised in that GNRs@mSiO2Concentration be respectively 1,2,
2.5,3, volume ratio, mL/mL.
5.（Corresponding embodiment 2）
Capillary monolithic column described in accordance with the claim 1, it is characterised in that the gold nanorods of mesoporous silicon oxide cladding are mixed
The degree of cross linking of miscellaneous capillary monolithic column is 20%.
6. capillary monolithic column described in accordance with the claim 1, it is characterised in that the quality of its raw material forms：
GNRs@mSiO2/ choline chloride-ethyl alcohol 30.61%
[HMIM]BF4 49.88%
Methacrylic acid 1.86%
Butyl methacrylate 9.21%
Ethylene glycol dimethacrylate 4.15%
Ammonium persulfate 0.31%
Tetramethylethylenediamine 3.98%.
7. the preparation method of capillary monolithic column material described in claim 1, it is characterised in that pass through the following steps：By metering
Respectively by pore-foaming agent GNRs@mSiO2/ choline chloride-ethyl alcohol and ionic liquid 1- hexyl -3- methyl imidazolium tetrafluoroborates
[HMIM]BF4, function monomer methacrylic acid and butyl methacrylate, initiator ammonium persulfate and tetramethylethylenediamine, friendship
Join the mixing of agent ethylene glycol dimethacrylate, it, will with the syringe of 1 mL specifications after 15 min of this mixture low temperature ultrasonic
In the capillary for the length that reaction solution injection has been handled well, capillary both ends are sealed with rubber stopper, are used in combination vacuum grease to seal, 4
22-24 h are reacted under the conditions of DEG C.
8. preparation method according to claim 7, it is characterised in that the pore-foaming agent GNRs@mSiO2/ choline chloride-second
The preparation method of alcohol is by GNRs@mSiO2It is scattered in eutectic solvent choline chloride/ethyl alcohol after aqueous dispersions centrifugation, wherein
A concentration of GNRs@mSiO2The ratio between both aqueous dispersions and choline chloride/ethyl alcohol volume, mL/mL.
9. preparation method according to claim 7, it is characterised in that the capillary of the length is 40cm.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110227427A (en) * | 2019-05-14 | 2019-09-13 | 中国科学院兰州化学物理研究所 | A kind of synthetic method of ionic liquid source carbon dots modified silica-gel chromatograph packing material |
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| CN103170162A (en) * | 2013-04-17 | 2013-06-26 | 天津医科大学 | Preparation method of super-macroporous capillary monolithic column by taking polystyrene as pore-foaming agent |
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| CN110227427A (en) * | 2019-05-14 | 2019-09-13 | 中国科学院兰州化学物理研究所 | A kind of synthetic method of ionic liquid source carbon dots modified silica-gel chromatograph packing material |
| CN110227427B (en) * | 2019-05-14 | 2021-07-13 | 中国科学院兰州化学物理研究所 | Synthesis method of carbon dot modified silica gel chromatographic packing of ionic liquid source |
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