CN108744596A - A kind of preparation method for detaching the micropore organic network quartz capillary column of hexane isomer - Google Patents
A kind of preparation method for detaching the micropore organic network quartz capillary column of hexane isomer Download PDFInfo
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- CN108744596A CN108744596A CN201810543451.8A CN201810543451A CN108744596A CN 108744596 A CN108744596 A CN 108744596A CN 201810543451 A CN201810543451 A CN 201810543451A CN 108744596 A CN108744596 A CN 108744596A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
- B01D15/20—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to the conditioning of the sorbent material
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
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Abstract
A kind of preparation method for the micropore organic network quartz capillary column being suitable for detaching hexane isomer, is prepared using in-situ method, is pre-processed quartz capillary first and is prepared MONs reaction solutions, MONs quartz capillary columns are then prepared in situ.It is an advantage of the invention that：1) the MONs quartz capillary columns obtained by the present invention show hexane isomer outstanding separating property.2) MONs quartz capillary columns are substantially better than existing commodity InertCap-1 and InertCap-5 quartz capillary columns to the separating effect of hexane isomer.3) MONs quartz chromatographic column is prepared using in-situ method, have many advantages, such as favorable reproducibility, can Reusability, stability it is good.
Description
【Technical field】
The invention belongs to gas-chromatography separation technology field, it is related to gas-chromatography quartz capillary splitter, especially one
Kind is suitable for detaching the micropore organic network quartz capillary column of hexane isomer.
【Background technology】
Hexane isomer, including n-hexane, 2- methylpentanes, 3- methylpentanes, 2,3- dimethylbutanes and 2,2- diformazans
Five kinds of isomers of base butane, have a wide range of applications in fields such as oil, chemical industry, due to physics and chemistry between hexane isomer
The similitude of matter results in its separation and detection is very difficult.Gas chromatography has many advantages, such as selectivity and high sensitivity, non-
Often it is suitable for the separation and detection of hexane isomer.Gas chromatographic column is the core of gas chromatography, although having currently on the market
The gas chromatographic column being much commercialized, but the chromatographic column of energy Selective Separation hexane isomer is few.Therefore, developmental research is new
, the highly selective gas chromatographic column that can be used for hexane isomer separation is of great significance.
Micropore organic network material (microporous organic networks, MONs) is the one kind occurred in recent years
Novel multifunction porous material, it is formed by Sonogashira coupling reactions with aromatic alkyne and halogeno-benzene or halogenated biphenyl
Perforated web.MONs has many advantages, such as that large specific surface area, stability are good, hydrophobicity is strong, size selectivity is good, has conduct
GC stationary phase detaches the potentiality of hexane isomer.
【Invention content】
The purpose of the present invention solves the problems, such as that existing gas chromatographic column can not carry out Selective Separation hexane isomer, provides
A kind of micropore organic network quartz capillary column preparation method being suitable for detaching hexane isomer.The quartz capillary column can select
Selecting property detach hexane isomer, separation hexane isomer performance be substantially better than existing commercial InertCap-1 and
InertCap-5 quartz capillary columns.
Technical scheme of the present invention：
A kind of micropore organic network quartz capillary column preparation method for detaching hexane isomer, steps are as follows：
1) quartz capillary pre-processes：It is the quartz capillary column of 0.32mm to take 30m long, internal diameter, and implantation concentration is
The sodium hydroxide solution of 1.0mol/L simultaneously keeps 2h, reinjects pure water and rinses to eluate and is in neutrality, and then reinjects
The hydrochloric acid solution of 0.1mol/L simultaneously keeps 2h, then is rinsed to eluate and be in neutrality with pure water, and it is dry that nitrogen is led under the conditions of 120 DEG C
It is spare after dry 2h.
2) MONs reaction solutions are prepared：Will be bis- (triphenylphosphine) palladium chloride and iodate Asia ketone solid powder be added to toluene and
In the mixed solution of triethylamine, ultrasound to solid is completely dissolved under ultrasound condition, finally obtains colourless catalyst solution.Again
Four (4- acetylenylbenzenes) methane and halogeno-benzene are added into above-mentioned colourless catalyst solution, are stirred at ambient temperature to solid
Body all dissolves, and obtains MONs reaction solutions.
3) MONs quartz capillary columns are prepared in situ：By the MONs reaction solutions injection step 1 of step 2)) quartz capillary
Interior, both ends are sealed with rubber, are put into react in 80 DEG C of water-bath and be taken out afterwards for 24 hours, and injection methanol solution cleans quartz capillary column,
MONs quartz capillary columns are can be prepared by after leading to nitrogen drying 2h under the conditions of 120 DEG C.
A concentration of 12-24 μm of ol/L of bis- (triphenylphosphine) palladium chlorides, a concentration of 12-24 μ of iodate Asia ketone
The molar ratio of mol/L, bis- (triphenylphosphine) palladium chlorides and iodate Asia ketone is 1：1.
The total volume of the mixed solution of the toluene and triethylamine is 30mL, volume ratio 1：1.
A concentration of 0.12-0.24mmol/L, a concentration of 0.24- of halogeno-benzene of described four (4- acetylenylbenzenes) methane
The molar ratio of 0.48mmol/L, four (4- acetylenylbenzenes) methane and halogeno-benzene is 1：2.Four (4- acetylenylbenzenes) methane, halogeno-benzene,
The molar ratio of bis- (triphenylphosphine) palladium chlorides and iodate Asia ketone is 10：20：1：1.
The halogeno-benzene is paradiiodobenzene, paradibromobenzene or paracide.
Advantages of the present invention and effect：
MONs quartz capillary columns obtained by the present invention show hexane isomer outstanding separating property.MONs stones
English capillary column is substantially better than existing commodity InerCap-1 and InerCap-5 quartz wools to the separating effect of hexane isomer
Capillary column.The MONs quartz chromatographic columns of the present invention are prepared using in-situ method, with favorable reproducibility, can Reusability, stability it is good
The advantages that.
【Description of the drawings】
The gas chromatogram of Fig. 1 MONs quartz capillary post separation hexane isomers.
The scanning electron microscope (SEM) photograph of Fig. 2 MONs quartz capillary columns.
Fig. 3 MONs quartz capillary columns (30m × 0.32mm i.d.) and commodity InertCap-1 (30m × 0.32mm
I.d. × 0.25 μm, Shimadzu, Japan) and InertCap-5 (i.d. × 0.25 μm 30m × 0.32mm, Shimadzu are Japanese) quartz wool
Capillary column, to the separating effect comparison diagram of hexane isomer.
【Specific implementation mode】
Embodiment 1：
A kind of preparation method for detaching the micropore organic network quartz capillary column of hexane isomer, preparation process is such as
Under：
1) quartz capillary pre-processes：It is the quartz capillary column of 0.32mm to take 30m long, internal diameter, and implantation concentration is
The sodium hydroxide solution of 1.0mol/L simultaneously keeps 2h, reinjects pure water and rinses to eluate and is in neutrality, and then reinjects
The hydrochloric acid solution of 0.1mol/L simultaneously keeps 2h, then is rinsed to eluate and be in neutrality with pure water, and it is dry that nitrogen is led under the conditions of 120 DEG C
It is spare after dry 2h.
2) MONs reaction solutions are prepared：Bis- (triphenylphosphine) palladium chlorides of 8.4mg and 2.2mg iodate Asia ketone solid powder are added
It is 1 to enter to 30mL volume ratios：In 1 toluene and the mixed solution of triethylamine, ultrasound to solid is completely dissolved under ultrasound condition,
Finally obtain colourless catalyst solution.(4- acetylenylbenzenes) methane of 50mg tetra- and 80mg paradiiodobenzenes are added to above-mentioned nothing again
In the catalyst solution of color, is stirred at ambient temperature to solid and all dissolved, obtain MONs reaction solutions.
3) MONs quartz capillary columns are prepared in situ：By the MONs reaction solutions injection step 1 of step 2)) quartz capillary
Interior, both ends are sealed with rubber, are put into react in 80 DEG C of water-bath and be taken out afterwards for 24 hours, and injection methanol solution cleans quartz capillary column,
MONs quartz capillary columns are can be prepared by after leading to nitrogen drying 2h under the conditions of 120 DEG C.
Fig. 1 is the gas chromatogram of MONs quartz capillary post separation hexane isomers.It is shown in figure：MONs quartz capillarys
Tubing string can be completely separable by 5 hexane isomers, peak point and it is narrow, illustrate MONs quartz capillary columns have very high selectivity and
Column is imitated.
Fig. 2 is the scanning electron microscope (SEM) photograph of MONs quartz capillary columns.It is shown in figure：MONs is distributed evenly in quartz capillary
Inner wall.
Fig. 3 is MONs quartz capillary columns (30m × 0.32mm i.d.) and commodity InertCap-1 (30m × 0.32mm
I.d. × 0.25 μm, Shimadzu, Japan) and InertCap-5 (i.d. × 0.25 μm 30m × 0.32mm, Shimadzu are Japanese) quartz wool
Capillary column, to the separating effect comparison diagram of hexane isomer.It is shown in figure：MONs quartz capillary columns can realize that 5 hexanes are different
The baseline separation of structure body, and commodity InertCap-1 and InertCap-5 quartz capillary column can only detach wherein 4 isomers,
Illustrate MONs quartz capillary columns to the separating effect of hexane isomer be substantially better than existing commodity InerCap-1 and
InerCap-5 quartz capillary columns.
Embodiment 2：
A kind of preparation method for detaching the micropore organic network quartz capillary column of hexane isomer, step and method
It is substantially the same manner as Example 1, the difference is that halogeno-benzene is paradibromobenzene.
Separating effect and scanning electron microscope result and embodiment 1 phase of the prepared MONs quartz chromatographic column to hexane isomer
Closely.
Embodiment 3:
A kind of room temperature quickly prepares the preparation method of the method for spherical micropore organic network material, is prepared using room temperature method,
Step and method are substantially the same manner as Example 1, the difference is that halogeno-benzene is paracide.
Separating effect and scanning electron microscope result and embodiment 1 phase of the prepared MONs quartz chromatographic column to hexane isomer
Closely.
Claims (3)
1. a kind of preparation method for the micropore organic network quartz capillary column being suitable for detaching hexane isomer, feature exist
In：It is prepared using in-situ method, steps are as follows：
1) quartz capillary pre-processes：It is the quartz capillary column of 0.32mm, implantation concentration 1.0mol/L to take 30m long, internal diameter
Sodium hydroxide solution and keep 2h, reinject pure water and rinse to eluate and be in neutrality, then reinject the salt of 0.1mol/L
Acid solution simultaneously keeps 2h, then is rinsed to eluate and be in neutrality with pure water, spare after logical nitrogen drying 2h under the conditions of 120 DEG C；
2) MONs reaction solutions are prepared：Will be bis- (triphenylphosphine) palladium chloride and iodate Asia ketone solid powder be added to toluene and three second
In the mixed solution of amine, ultrasound to solid is completely dissolved under ultrasound condition, finally obtains colourless catalyst solution；Again by four
(4- acetylenylbenzenes) methane and halogeno-benzene are added into above-mentioned colourless catalyst solution, stir at ambient temperature complete to solid
Portion is dissolved, and obtains MONs reaction solutions；
3) MONs quartz capillary columns are prepared in situ：By the MONs reaction solutions injection step 1 of step 2)) quartz capillary in,
Both ends are sealed with rubber, are put into react in 80 DEG C of water-bath and be taken out afterwards for 24 hours, and injection methanol solution cleans quartz capillary column,
MONs quartz capillary columns are can be prepared by after leading to nitrogen drying 2h under the conditions of 120 DEG C；
A concentration of 12-24 μm of ol/L of bis- (triphenylphosphine) palladium chlorides, a concentration of 12-24 μm of ol/L of iodate Asia ketone,
The molar ratio of bis- (triphenylphosphine) palladium chlorides and iodate Asia ketone is 1：1；
The total volume of the mixed solution of the toluene and triethylamine is 30mL, volume ratio 1：1；
A concentration of 0.12-0.24mmol/L, a concentration of 0.24- of halogeno-benzene of described four (4- acetylenylbenzenes) methane
The molar ratio of 0.48mmol/L, four (4- acetylenylbenzenes) methane and halogeno-benzene is 1：2；Four (4- acetylenylbenzenes) methane, halogeno-benzene,
The molar ratio of bis- (triphenylphosphine) palladium chlorides and iodate Asia ketone is 10：20：1：1.
2. the micropore organic network quartz capillary column preparation side according to claim 1 for detaching hexane isomer
Method, which is characterized in that the halogeno-benzene is paradiiodobenzene, paradibromobenzene or paracide.
3. the micropore organic network quartz capillary column for detaching hexane isomer prepared by claims 1 or 2 the method.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113209943A (en) * | 2021-04-16 | 2021-08-06 | 武汉大学 | Cyclodextrin microporous organic net material and preparation method and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104557718A (en) * | 2014-10-30 | 2015-04-29 | 中山大学 | Preparation method and application of RHO zeolite type 2-ethylimidazole zinc porous material |
| CN107158748A (en) * | 2017-05-08 | 2017-09-15 | 武汉大学 | A kind of open tubular capillary column and its application based on braiding aromatic ring polymer |
-
2018
- 2018-05-31 CN CN201810543451.8A patent/CN108744596A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104557718A (en) * | 2014-10-30 | 2015-04-29 | 中山大学 | Preparation method and application of RHO zeolite type 2-ethylimidazole zinc porous material |
| CN107158748A (en) * | 2017-05-08 | 2017-09-15 | 武汉大学 | A kind of open tubular capillary column and its application based on braiding aromatic ring polymer |
Non-Patent Citations (1)
| Title |
|---|
| YOULONG ZHU，ET AL: "Porous Poly(aryleneethynylene) Networks through Alkyne Metathesis", 《CHEMISTRY OF MATERIALS》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113209943A (en) * | 2021-04-16 | 2021-08-06 | 武汉大学 | Cyclodextrin microporous organic net material and preparation method and application thereof |
| CN113209943B (en) * | 2021-04-16 | 2022-02-01 | 武汉大学 | Cyclodextrin microporous organic net material and preparation method and application thereof |
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