CN105921136B - A kind of preparation and application of polycaprolactone glycol capillary gas chromatographic column - Google Patents
A kind of preparation and application of polycaprolactone glycol capillary gas chromatographic column Download PDFInfo
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- CN105921136B CN105921136B CN201610543131.3A CN201610543131A CN105921136B CN 105921136 B CN105921136 B CN 105921136B CN 201610543131 A CN201610543131 A CN 201610543131A CN 105921136 B CN105921136 B CN 105921136B
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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
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
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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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- 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
- B01D15/206—Packing or coating
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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
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/265—Adsorption chromatography
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- 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
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
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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
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3214—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating
- B01J20/3225—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating involving a post-treatment of the coated or impregnated product
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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
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/80—Aspects related to sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J2220/84—Capillaries
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/80—Aspects related to sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J2220/86—Sorbents applied to inner surfaces of columns or capillaries
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Abstract
A kind of polycaprolactone glycol polymer is used as GC stationary phase, by static method that polymer is coated in advance with sodium chloride methanol suspension on roughened elastic molten quartz capillary tube inner wall.The capillary column column that the present invention obtains is imitated high, inertia is good and thermal stability is good, it can be used for aliphatic and aromatic hydrocarbon, alcohols, ketone, aldehydes, amine, the component of the opposed polarities such as phenols and its separation of position isomer, are particularly suitable for dimethylbenzene, efficiently separating for the difficult separation isomers such as toluidines and cresols, has good application prospect.
Description
Technical field
The invention belongs to GC stationary phase technical fields, more particularly to a kind of polycaprolactone glycol capillary gas phase
The preparation and application of chromatographic column.
Background technique
Gas chromatography is one of the important means of modern separation detection, is widely used in petrochemical industry, environmental analysis neck
Domain.The selection of chromatographic column is one of important technology of the analysis means.Different types of component separation and detection generally require to select
The chromatographic column of opposed polarity stationary phase is selected, thus the developmental research of chromatographic stationary phases is always the important research of gas chromatography
Direction.
The main polysiloxane class of GC stationary phase of current existing commercialization, polyethylene glycols and cyclodextrin
Class.The polysiloxane stationary phase of opposed polarity is primarily adapted for use in nonpolarity, low pole and moderately polar component separation detection；
Polyethylene glycols stationary phase is suitable for polar compound separation detection；Cyclized polyisoprene is mainly used in difficult disengaged position isomery
Body, the separation detection of chiral sample.The stationary phase of this three categories is able to satisfy the separation detection in science and actual production field substantially
Demand, and have his own strong points.
However, with the continuous synthesis and discovery of compound, the separation detection of the opposed polarity component of exposure in the environment
The chromatographic column for often requiring to use opposed polarity could be completed.In the chromatographic stationary phases of existing commercialization, there are no which
Class stationary phase can realize the separating effect of polyethylene glycols and polysiloxane stationary phase simultaneously, especially connect very much in physicochemical property
In terms of close isomer separation and the complex system of the component containing opposed polarity separates aspect.Thus, exploitation was both suitble to separation not
The complex system of same polarity component, and the chromatographic stationary phases of separation challenge position isomer is suitble to have very big application valence
Value.
Summary of the invention
For at present have commercialization chromatographic stationary phases be difficult to simultaneously be suitable for opposed polarity component (low pole, polarity are weak
Acid and weakly alkaline compound) efficiently separate, the present invention using polycaprolactone glycol as capillary gas chromatographic column
Stationary phase, it is by static method that the stationary phase is coated in advance through on the roughened capillary tube inner wall of sodium chloride methanol suspension,
Chromatographic column is made, and with the chromatographic column paraxylene, toluidines, the industrial application values such as cresols are huge, but are difficult to isolated position
It sets isomers and carries out gas-chromatography separation.
Present invention technical solution used for the above purpose is: polycaprolactone glycol is dissolved in methylene chloride,
And by the solution using static method it is coated in the capillary column column recrystallized through sodium chloride, then make capillary column one end connect
Vacuum system, other end sealing end, after solvent is drained, removing capillary column, to be placed in aging under nitrogen protection for a period of time, complete
At the coated process of GC stationary phase static method.The polycaprolactone glycol capillary chromatographic column of preparation is used for gas-chromatography point
From system, under suitable separation condition, the separation of position isomer and complex sample is realized.
Using BETX (benzene, toluene, the ethylbenzene, to diformazan of polycaprolactone glycol capillary gas chromatographic column separation low pole
Benzene, meta-xylene and ortho-xylene), polar aniline, toluene amine isomer, dimethylaniline isomers, Cresol Isomeric Compound and two
Cresol Isomeric Compound, dichloro-benzenes and dibromobenzene isomers are obtained and are efficiently separated.
Detailed description of the invention
Fig. 1 be stationary phase according to the present invention molecular structural formula, be by 6 hydroxycaproic acid under the conditions of appropriate reaction
Polycondensation forms, and molecular weight ranges are differed from thousands of to up to ten thousand.
Fig. 2 is the effect picture that polycaprolactone glycol capillary gas chromatographic column separates BTEX under certain chromatographic condition,
The chromatographic peak 1-6 identified in figure respectively represents benzene, toluene, ethylbenzene, paraxylene, meta-xylene and ortho-xylene, and solvent peak is
Methylene chloride.
Fig. 3 is the effect of polycaprolactone glycol capillary gas chromatographic column separating phenols mixture under certain chromatographic condition
Fruit figure, the chromatographic peak 1-9 identified in figure respectively represent 2,6- dimethlbenzene, phenol, adjacent phenol, Pyrogentisinic Acid, phenol, and 2,5-
Dimethlbenzene, 2,3- dimethlbenzenes, 3,5- dimethlbenzenes, 3,4-Xylenol.
Fig. 4 is that polycaprolactone glycol capillary gas chromatographic column separates phenyl amines mixture under certain chromatographic condition
Effect picture, the chromatographic peak 1-10 identified in figure respectively represent aniline, adjacent aniline, to aniline, aniline, and 2,6- dimethylanilines, 2,
4- dimethylaniline, 2,5- dimethylanilines, 3,5- dimethylanilines, 2,3- dimethylanilines, 3,4- dimethylanilines.
Fig. 5 is that polycaprolactone glycol capillary gas chromatographic column separates dichlorobenzene isomer under certain chromatographic condition
Effect picture, the chromatographic peak 1-3 identified in figure respectively represent m-dichlorobenzene, paracide and o-dichlorohenzene.
Fig. 6 is that polycaprolactone glycol capillary gas chromatographic column separates dibromobenzene isomers under certain chromatographic condition
Effect picture, the chromatographic peak 1-3 identified in figure respectively represent m-dibromobenzene, paradibromobenzene and o-dibromobenzene.
Fig. 7 is the effect that polycaprolactone glycol capillary gas chromatographic column separates Grob mixture under certain chromatographic condition
Fruit figure, the chromatographic peak 1-12 identified in figure respectively represent decane, hendecane, aldehyde C-9,2,3-butanediol, n-octyl alcohol, methyl caprate,
Dicyclohexyl amine, methyl undecylate, 2,6- dimethylanilines, 2,6- dimethlbenzenes, methyl dodecanoate, 2 ethyl hexanoic acid.
Specific embodiment
It realizes and efficiently separates on a kind of GC stationary phase the invention enables the different isomery physical efficiency of polarity.It ties below
Closing attached drawing, the present invention is further described.Attached drawing 2 is the polycaprolactone glycol capillary gas chromatographic column prepared using static method,
BTEX is separated on Agilent 7890A chromatograph, obtained separating effect is able to satisfy the separation detection of ethylbenzene and dimethylbenzene.Color
It is as follows to compose parameter: with high-purity N2For carrier gas, flow rate of carrier gas 0.6mL/min, split ratio 50:1, temperature programming (50 DEG C, 0 minute, 5
80 DEG C DEG C/minute are risen to, is kept for 0 minute), injection port and detector temperature are respectively 250 DEG C and 300 DEG C.
Attached drawing 3 is using the polycaprolactone glycol capillary gas chromatographic column of static method preparation, in Agilent 7890A color
Separating phenols mixture on spectrometer, obtained separating effect are able to satisfy point of Cresol Isomeric Compound and xylenol isomer mixture
From detection.Chromatographic parameter is as follows: with high-purity N2For carrier gas, flow rate of carrier gas 1.0mL/min, split ratio 50:1, temperature programming (90
DEG C, 1 minute, 5 DEG C/minute rose to 150 DEG C, were kept for 2 minutes), injection port and detector temperature are respectively 250 DEG C and 300 DEG C.
Attached drawing 4 is using the polycaprolactone glycol capillary gas chromatographic column of static method preparation, in Agilent 7890A color
Phenyl amines mixture is separated on spectrometer, obtained separating effect is able to satisfy the separation of toluene amine isomer and dimethylaniline isomers
Detection.Chromatographic parameter is as follows: with high-purity N2For carrier gas, flow rate of carrier gas 1.0mL/min, split ratio 50:1, temperature programming (70 DEG C, 1
Minute, 5 DEG C/minute rise to 140 DEG C, are kept for 0 minute), injection port and detector temperature are respectively 250 DEG C and 300 DEG C.
The present invention is not limited to the separation uses for the polycaprolactone glycol capillary chromatographic column that static method is prepared, and use
The different chromatographic columns that polycaprolactone glycol is obtained through other preparation chromatography column methods are separated for gas-chromatography of the invention
In protection scope.
Claims (1)
1. a kind of application of polycaprolactone glycol capillary gas chromatographic column, it is characterised in that: polycaprolactone glycol is used as gas
Phase chromatographic stationary phases, for separating BETX, toluene amine isomer, dimethylaniline isomers, Cresol Isomeric Compound, xylenol isomery
Body, dichlorobenzene isomer or dibromobenzene isomers；Specifically the preparation method comprises the following steps: polycaprolactone glycol is dissolved in methylene chloride, use
Static method is coated in advance through the roughened capillary of sodium chloride methanol suspension by the dichloromethane solution of polycaprolactone glycol
It is prepared on inner wall, wherein have caprolactone cycling element in polycaprolactone glycol molecular structure, the caprolactone units of circulation are logical
Polyalcohol connection is crossed, end is the chain polymer of hydroxyl, structural formula are as follows:
Circulation caprolactone units number difference can form average molecular weight MavFrom 500 to 20000 chain polymer；
BETX is benzene, toluene, ethylbenzene, paraxylene, meta-xylene and ortho-xylene.
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| US11906503B2 (en) * | 2020-07-02 | 2024-02-20 | ExxonMobil Technology and Engineering Company | Isotopocule analysis of hydrocarbon contamination |
| CN112138638B (en) * | 2020-09-18 | 2021-08-13 | 北京理工大学 | Application of aliphatic polycarbonate |
| CN114479046B (en) * | 2021-12-27 | 2022-11-25 | 北京理工大学 | Adamantane functionalized polyether carbonate material, preparation method and application thereof |
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Non-Patent Citations (2)
| Title |
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| "Gibbs energy of solution and molecular structural coefficients of 85 solutes on 20 gas chromatographic stationary phases";José Antonio García-Domfnguez等;《Journal of chromatography a》;19971231;第787卷;第173-180页 * |
| "Thermodynamic characterization of poly(caprolactonediol) by inverse gas chromatography";T.V.M. Sreekanth et al;《Polym. bull.》;20090521;第63卷;第547-563页 * |
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