CN108261801A - A kind of stationary phase containing eutectic solvent and its preparation method and application - Google Patents
A kind of stationary phase containing eutectic solvent and its preparation method and application Download PDFInfo
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- CN108261801A CN108261801A CN201810133063.2A CN201810133063A CN108261801A CN 108261801 A CN108261801 A CN 108261801A CN 201810133063 A CN201810133063 A CN 201810133063A CN 108261801 A CN108261801 A CN 108261801A
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- B01D15/08—Selective adsorption, e.g. chromatography
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Abstract
The present invention provides a kind of stationary phase containing eutectic solvent and its preparation method and application, and it is 10 that stationary phase, which includes mass ratio,:0.1~10:The molar ratio of 1 diatomite and eutectic solvent, eutectic solvent hydrogen bond receptor and hydrogen bond donor is 1:1~1:3, DES stationary phases are filled in chromatographic column using decompression method, have studied separating property of the chromatographic column to alcohol-based mixtures such as butanol, amylalcohol, hexanol and octanols, the results showed that the packed column using DES as fixer has good separation efficiency to alcohol-based mixtures.
Description
Technical field
The present invention relates to a kind of stationary phases containing eutectic solvent and its preparation method and application, belong to detection and analysis technology
Field.
Background technology
Chromatography is a kind of widely used analysis method, and the principle of separation is that each component is in mobile phase in mixture
It is alternate with fixation to be allocated, when component flows through stationary phase (or fixer), the effect between different component and stationary phase
It has differences, i.e. the difference of residence time.And then realize the effect of mixture separation.Under gas-liquid chromatography pattern, fixer is first
First there is appropriate solvability, it is different by the distribution ratio of separation component wherein according to similar compatibility principle, and then reach
The purpose of separation.Certainly, good fixer must also have the characteristics that certain viscosity, relatively low vapour pressure.Eutectic solvent
(DES) it is considered as a kind of novel green solvent, is typically the hydrogen bond donor and hydrogen bond receptor by certain stoichiometric ratio
The eutectic mixture being composed, it is good with not volatile, less toxic degradable, cheap, solubility property and thermal stability
It is good, be easy to get and it is easily prepared the advantages that, can also be by selecting suitable composition and matching adjust its performance, very much
It has a wide range of applications in field, these advantages also make DES be very suitable for as the fixer in chromatography.
Invention content
Goal of the invention：The technical problems to be solved by the invention are in view of the deficiencies of the prior art, to provide a kind of containing low common
Stationary phase of molten solvent and preparation method thereof, the chromatographic column containing the stationary phase and the application in alcohol-based mixtures are detached.
In order to solve the above-mentioned technical problem, the invention discloses a kind of stationary phase containing eutectic solvent, including mass ratio
It is 10:0.1~10:1 diatomite and eutectic solvent.
Wherein, the hydrogen bond receptor of the eutectic solvent is selected from tetrabutylammonium chloride, tetrabutylammonium bromide, methyl trioctylphosphine
One kind during ammonium chloride, octadecyltrimethylammonium chloride, choline chloride, beet are salty, the hydrogen bond donor of eutectic solvent is for oneself
Alcohol, octanol, lauryl alcohol, glycerine or ethylene glycol；The hydrogen bond receptor of the eutectic solvent and the molar ratio of hydrogen bond donor are 1:1
~1:3, preferably 1:2.
The preparation method of the above-mentioned stationary phase containing eutectic solvent is：Hydrogen bond receptor is mixed with hydrogen bond donor, in a water bath
Heating stirring obtains eutectic solvent until forming clear liquid；Diatomite is sieved, spare after cleaned drying；It will be low common
Molten solvent is mixed in mixing in the volatile organic solvents such as methanol or acetonitrile with diatomite, is evaporated using Rotary Evaporators to obtain the final product.
Wherein, the diatomaceous granularity control is in 80~100 mesh ranges.
The mass volume ratio of the eutectic solvent and volatile organic solvent is 0.05:10~0.1:10, preferably 0.07:
10, at this time diatomite can form uniform suspension wherein.
A kind of chromatographic column, it contains the above-mentioned stationary phase containing eutectic solvent, in the chromatographic column, consolidates containing eutectic solvent
The loading for determining phase is 0.12~0.16g/cm3。
The present invention also provides application of the above-mentioned stationary phase containing eutectic solvent in alcohol-based mixtures are detached.
The alcohol-based mixtures include at least two kinds in butanol, amylalcohol, hexanol and octanol.
Application of the chromatographic column of the above-mentioned stationary phase containing eutectic solvent in alcohol-based mixtures are detached is also in the guarantor of the present invention
It protects in range, the alcohol-based mixtures of separation include at least two kinds in butanol, amylalcohol, hexanol and octanol.
Advantageous effect：
1st, the present invention is firstly introduced eutectic solvent as stationary phase, is prepared for the chromatography containing eutectic solvent stationary phase
Column has good separating property to the alcohol-based mixtures of butanol, amylalcohol, hexanol and octanol etc..
It is that it can apply to the premise of chromatography that 2 eutectic solvents of the present invention do not have volatile feature in itself, low
There are many type of congruent melting solvent, provide sufficient selection for potential analysis object, make it in chromatographic column separation field
Application prospect is very extensive.
Description of the drawings
The present invention is done with reference to the accompanying drawings and detailed description and is further illustrated, of the invention is above-mentioned
And/or otherwise advantage will become apparent.
Fig. 1 is the separating effect curve of hexanol-tetrabutylammonium chloride DES stationary phase gas chromatographic columns prepared by embodiment 1
Figure；
Fig. 2 is the separating effect curve graph of ethylene glycol-choline chloride DES stationary phase gas chromatographic columns prepared by embodiment 2；
Fig. 3 is the separating effect curve of urea-tetrabutylammonium chloride DES stationary phase gas chromatographic columns prepared by comparative example 1
Figure；
Fig. 4 is the separating effect curve of caproic acid-tetrabutylammonium chloride DES stationary phase gas chromatographic columns prepared by comparative example 2
Figure；
Specific embodiment
According to following embodiments, the present invention may be better understood.
Embodiment 1
By hexanol and tetrabutylammonium chloride according to molar ratio 2:1 mixing, heating stirring, is clarified thoroughly until being formed in a water bath
Hexanol-tetrabutylammonium chloride DES (eutectic solvent) is prepared in prescribed liquid；
Diatomite sieving makes the control of its granularity in 80~100 mesh ranges, spare after cleaned drying；
DES 0.5g are weighed, and are dissolved in 70mL methanol, the cleaned dring silicon diatomaceous earths of 5g are then weighed, by it
It is poured into DES methanol solutions and shakes up, finally mixture at 50 DEG C is evaporated using Rotary Evaporators and is consolidated to get to DES
Determine phase.
A long 50cm is chosen, the stainless steel column of outer diameter 6mm, internal diameter 4mm, will be upper using decompression method as chromatographic column cylinder
It states the 4g DES stationary phases being prepared to be filled in chromatographic column, detailed process is as follows：
Stainless steel column one end is stoppered after the mineral wool of silanization and is connected with the baffle safety bottle of vacuum pump；
Stationary phase is poured into filler pond, the air intake in filler pond installs calcium chloride-silica dehydrator tower, the gas outlet in filler pond additional
Connect stainless steel column；
Vacuum pump is opened, stationary phase is filled in stainless steel column, tapping stainless steel column, makes stationary phase during filling
Filling is uniform, until all stationary phases are all loaded into stainless steel column, that is, completes the preparation of chromatographic column.Through measuring, effective column length
For 45cm.
Embodiment 2
By ethylene glycol and choline chloride according to molar ratio 2:1 mixes, in a water bath heating stirring, until forming clear
Ethylene glycol-choline chloride DES (eutectic solvent) is prepared in liquid.
Diatomite sieving makes the control of its granularity in 80~100 mesh ranges, spare after cleaned drying；
DES 0.5g are weighed, and are dissolved in 70mL methanol, the cleaned diatomite of 5g is then weighed, is poured into
It into DES methanol solutions and shakes up, is finally evaporated at 50 DEG C mixture using Rotary Evaporators to get to DES stationary phases.
Chromatographic column prepares same as Example 1, is loaded the above-mentioned 3.8g DES stationary phases that are prepared using decompression method
Into chromatographic column, the chromatographic column effective column length being prepared is 43cm.
Embodiment 3
By hexanol and methyl tricapryl ammonium chloride according to molar ratio 1:1 mixing, remaining preparation process is same as Example 1,
Obtain DES stationary phases.
Chromatographic column prepares same as Example 1, and 3g DES stationary phases are filled in chromatographic column using decompression method, are prepared into
The chromatographic column effective column length arrived is 35cm.
Embodiment 4
By lauryl alcohol and tetrabutylammonium chloride according to molar ratio 3:1 mixing, remaining preparation process is same as Example 1, obtains
DES stationary phases.
Chromatographic column prepares same as Example 1, and 3.5g DES stationary phases are filled in chromatographic column using decompression method, prepares
Obtained chromatographic column effective column length is 39cm.
Embodiment 5
By ethylene glycol and choline chloride according to molar ratio 2:1 mixing, remaining preparation process is with embodiment 2, but volatility has
Solvent is acetonitrile, eutectic solvent, diatomite, acetonitrile mass volume ratio be 0.1:10:20, i.e. DES 0.5g, diatomite
50g is dissolved in 100ml acetonitriles, obtains DES stationary phases.
Chromatographic column prepares same as Example 2, and 4g DES stationary phases are filled in chromatographic column using decompression method, are prepared into
The chromatographic column effective column length arrived is 45cm.
Comparative example 1
By urea and tetrabutylammonium chloride according to molar ratio 2:1 mixing, remaining preparation process is same as Example 1, obtains DES
Stationary phase.
Chromatographic column prepares same as Example 1, and 4g DES stationary phases are filled in chromatographic column using decompression method, are prepared into
The chromatographic column effective column length arrived is 45cm.
Comparative example 2
By caproic acid and tetrabutylammonium chloride according to molar ratio 2:1 mixing, remaining preparation process is same as Example 1, obtains DES
Stationary phase.
Chromatographic column prepares same as Example 1, and 4g DES stationary phases are filled in chromatographic column using decompression method, are prepared into
The chromatographic column effective column length arrived is 45cm.
Embodiment 6
Chromatographic column prepared by embodiment 1 to 5 and comparative example 1,2 is respectively charged into chromatograph and measures its separation alcohols mixing
Effect.
GC conditions：
Chromatograph：Its U.S.'s GC7900 gas chromatograph；
Carrier gas：High pure nitrogen (purity >=99.999%), flow velocity 24mL/min
Detector：Fid detector
Injector temperature：200℃
Detector temperature：200℃
Sample size：1 μ L, split sampling, split ratio 10:1.
Temperature program：60 DEG C of initial temperature keeps 1min, is warming up to 180 DEG C with the rate of 10 DEG C/min, keeps 10min.
Sample：Each 20 μ L of butanol, amylalcohol, hexanol, octanol are taken respectively, with methanol constant volume to 1mL to get sample after mixing.
Analysis result：The effect of embodiment 1 and embodiment 2 is the most apparent.
Fig. 1 is the separating effect curve of hexanol-tetrabutylammonium chloride DES stationary phase gas chromatographic columns prepared by embodiment 1
Scheme, component 1,2,3,4 is respectively butanol, amylalcohol, hexanol, octanol in figure, and the number of plates is respectively n1=641, n2=1265, n3
=2560, n4=3463.The separating degree of butanol and amylalcohol is 2.03, and the separating degree of amylalcohol and hexanol is 2.47, hexanol and octanol
Separating degree be 3.69.
Fig. 2 is the separating effect curve graph of ethylene glycol-choline chloride DES stationary phase gas chromatographic columns prepared by embodiment 2,
Component 1,2,3,4 is respectively butanol, amylalcohol, hexanol, octanol in figure, and the number of plates is respectively n1=84, n2=230, n3=676,
n4=1129.The separating degree of butanol and amylalcohol is 1.45, and the separating degree of amylalcohol and hexanol is 1.42, the separating degree of hexanol and octanol
It is 2.40.
The above result shows that the chromatographic column being prepared using eutectic solvent as stationary phase, to butanol, amylalcohol, hexanol
There is good separating property with the alcohol-based mixtures of octanol etc..
The present invention provides the thinking and method of a kind of stationary phase containing eutectic solvent and its preparation method and application, tools
Body realizes that there are many method of the technical solution and approach, and the above is only the preferred embodiment of the present invention, it is noted that right
For those skilled in the art, without departing from the principle of the present invention, several improvement can also be made
And retouching, these improvements and modifications also should be regarded as protection scope of the present invention.Each component part being not known in the present embodiment is equal
It can be realized with the prior art.
Claims (10)
1. a kind of stationary phase containing eutectic solvent, which is characterized in that including mass ratio be 10:0.1~10:1 diatomite and
Eutectic solvent.
2. a kind of stationary phase containing eutectic solvent according to claim 1, which is characterized in that the eutectic solvent
Hydrogen bond receptor be selected from tetrabutylammonium chloride, tetrabutylammonium bromide, methyl tricapryl ammonium chloride, octadecyltrimethylammonium chloride,
One kind during choline chloride, beet are salty, the hydrogen bond donor of eutectic solvent is hexanol, octanol, lauryl alcohol, glycerine or second two
Alcohol；The hydrogen bond receptor of the eutectic solvent and the molar ratio of hydrogen bond donor are 1:1~1:3.
3. the preparation method of the stationary phase containing eutectic solvent described in claims 1 or 2, which is characterized in that by hydrogen bond receptor and hydrogen
Key donor mixes, and heating stirring obtains eutectic solvent until forming clear liquid in a water bath；Diatomite is sieved, through clear
It washes spare after drying；Eutectic solvent and diatomite are mixed in mixing in volatile organic solvent, steamed using Rotary Evaporators
It does to obtain the final product.
4. preparation method according to claim 3, which is characterized in that the diatomaceous granularity control is in 80~100 mesh
Range.
5. preparation method according to claim 3, which is characterized in that the eutectic solvent and volatile organic solvent
Mass volume ratio is 0.05:10~0.1:10.
6. a kind of chromatographic column, which is characterized in that it contains stationary phase containing eutectic solvent described in claim 1, the chromatography
In column, the loading of the stationary phase containing eutectic solvent is 0.12~0.16g/cm3。
7. application of the stationary phase containing eutectic solvent described in claim 1 in alcohol-based mixtures are detached.
8. application according to claim 7, which is characterized in that the alcohol-based mixtures include at least butanol, amylalcohol, hexanol
With two kinds in octanol.
9. application of the chromatographic column described in claim 6 in alcohol-based mixtures are detached.
10. application according to claim 9, which is characterized in that the alcohol-based mixtures include at least butanol, amylalcohol, oneself
Two kinds in alcohol and octanol.
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|---|---|---|---|---|
| CN109261231A (en) * | 2018-10-15 | 2019-01-25 | 天津医科大学 | Eutectic solvent graphene oxide doped integral post micro-fluidic chip and preparation method thereof |
| CN109694723A (en) * | 2018-12-27 | 2019-04-30 | 青岛科技大学 | The eutectic solvent and method of non basic nitrogen are extracted from analog gasoline |
| CN110270131A (en) * | 2019-07-21 | 2019-09-24 | 河南师范大学 | Hydrophobicity eutectic solvent based on parabens compound and preparation method thereof and selective extraction application |
| CN111675640A (en) * | 2020-07-27 | 2020-09-18 | 中国科学院兰州化学物理研究所 | Method for separating and preparing high-purity zeaxanthin |
| CN112705131A (en) * | 2020-12-29 | 2021-04-27 | 广西中烟工业有限责任公司 | Preparation method of eutectic solvent/hydroxypropyl-beta-cyclodextrin menthol microcapsule |
| CN114832799A (en) * | 2022-06-01 | 2022-08-02 | 中国科学院兰州化学物理研究所 | Preparation and application of carbon-point bonded silica gel chromatographic stationary phase based on eutectic solvent |
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| CN109261231A (en) * | 2018-10-15 | 2019-01-25 | 天津医科大学 | Eutectic solvent graphene oxide doped integral post micro-fluidic chip and preparation method thereof |
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| CN109694723B (en) * | 2018-12-27 | 2021-08-27 | 青岛科技大学 | Eutectic solvent and method for extracting non-alkaline nitrogen from simulated gasoline |
| CN110270131A (en) * | 2019-07-21 | 2019-09-24 | 河南师范大学 | Hydrophobicity eutectic solvent based on parabens compound and preparation method thereof and selective extraction application |
| CN110270131B (en) * | 2019-07-21 | 2021-06-29 | 河南师范大学 | Extraction application of hydrophobic eutectic solvent based on paraben compounds |
| CN111675640A (en) * | 2020-07-27 | 2020-09-18 | 中国科学院兰州化学物理研究所 | Method for separating and preparing high-purity zeaxanthin |
| CN111675640B (en) * | 2020-07-27 | 2021-06-22 | 中国科学院兰州化学物理研究所 | Method for separating and preparing high-purity zeaxanthin |
| CN112705131A (en) * | 2020-12-29 | 2021-04-27 | 广西中烟工业有限责任公司 | Preparation method of eutectic solvent/hydroxypropyl-beta-cyclodextrin menthol microcapsule |
| CN112705131B (en) * | 2020-12-29 | 2023-01-24 | 广西中烟工业有限责任公司 | Preparation method of eutectic solvent/hydroxypropyl-beta-cyclodextrin menthol microcapsule |
| CN114832799A (en) * | 2022-06-01 | 2022-08-02 | 中国科学院兰州化学物理研究所 | Preparation and application of carbon-point bonded silica gel chromatographic stationary phase based on eutectic solvent |
| CN114832799B (en) * | 2022-06-01 | 2023-02-28 | 中国科学院兰州化学物理研究所 | Preparation and application of carbon-point bonded silica gel chromatographic stationary phase based on eutectic solvent |
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Application publication date: 20180710 Assignee: Jincheng Changrun Changtong Agricultural Development Technology Co.,Ltd. Assignor: CHANGZHI University Contract record no.: X2023980035792 Denomination of invention: A stationary phase containing low eutectic solvent and its preparation method and application Granted publication date: 20201127 License type: Common License Record date: 20230522 |
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