CN110596286A - Method for rapidly detecting carbonyl-containing product in atmospheric reaction and application thereof - Google Patents
Method for rapidly detecting carbonyl-containing product in atmospheric reaction and application thereof Download PDFInfo
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- CN110596286A CN110596286A CN201910833061.9A CN201910833061A CN110596286A CN 110596286 A CN110596286 A CN 110596286A CN 201910833061 A CN201910833061 A CN 201910833061A CN 110596286 A CN110596286 A CN 110596286A
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
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- G01N2030/067—Preparation by reaction, e.g. derivatising the sample
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Abstract
The invention belongs to the field of atmospheric pollution analysis methods, and discloses a method for rapidly detecting carbonyl-containing products in atmospheric reaction and application thereof. The method comprises the steps of reacting volatile organic compounds with active oxygen species to form carbonyl-containing products; collecting a carbonyl-containing product by using solid-phase microextraction fibers adsorbing a derivatization reagent, and reacting the carbonyl-containing product with the derivatization reagent on the fibers to obtain a derivatization product; and finally, detecting the obtained derivative product by mass spectrometry to realize the rapid detection of the carbonyl-containing compound. The invention combines solid phase micro-extraction, derivatization and mass spectrum technology to realize the purposes of in-situ and rapid sampling and detection of carbonyl-containing products. The method has the advantages of few pretreatment steps, quick analysis, good accuracy, high sensitivity, no organic solvent loss, no pollution, environmental protection and capability of being applied to quick detection of carbonyl-containing products in the atmospheric reaction of volatile organic compounds.
Description
Technical Field
The invention relates to the field of atmospheric pollution analysis methods, in particular to a method for rapidly detecting carbonyl-containing products in atmospheric reaction and application thereof.
Background
Carbonyl compounds are organic compounds containing carbonyl (C ═ O), and are referred to as aldehydes and ketones, and have important research significance in the field of atmospheric chemistry. Such organics are often detected as products during chemical reactions of incomplete combustion and are almost essential intermediates in atmospheric oxidation of the organics. The successful detection of carbonyl compounds is a fundamental step in understanding and elucidating the reaction pathways of organic species in the atmosphere. The traditional analysis method for detecting carbonyl compounds is to firstly use 2, 4-dinitrophenylhydrazine for derivatization, and then use high performance liquid chromatography for separation and detection of carbonyl derivatives. However, conventional derivatization techniques do not effectively distinguish between hydroxycarbonyl compounds and the corresponding dicarbonyl compounds, such as glycolaldehyde and glyoxal, hydroxyacetone and methylglyoxal, and the like. In addition, the conventional method is easy to produce co-effluent for carbonyl compounds with similar structures, such as acrolein, acetone and propionaldehyde, methyl ethyl ketone and butyraldehyde, and the like. Furthermore, even in combination with mass spectrometry, it is difficult to identify unknown carbonyl compounds by traditional derivatization methods. In order to avoid the difficulties encountered by the traditional derivatization method, the derivatization method is combined with the solid phase microextraction technology, so that the effects of simple and quick operation, accurate result and environmental protection can be achieved. The solid phase micro-extraction fiber can be circularly used by adsorption/desorption, and the solid phase micro-extraction desorption can be directly carried out at a mass spectrum sample inlet, and can be conveniently combined with mass spectrum for use. The solid phase microextraction-derivatization-mass spectrometry method can be used as a method for quickly detecting carbonyl compounds, and is used for meeting the requirement of quickly and accurately detecting the carbonyl compounds in research work.
Disclosure of Invention
In order to overcome the disadvantages and shortcomings of the prior art, the present invention aims to provide a method for rapidly detecting carbonyl-containing products in atmospheric reaction.
The invention also aims to provide application of the method for rapidly detecting the carbonyl-containing products in the atmospheric reaction.
The above purpose of the invention is realized by the following technical scheme:
a method for rapidly detecting carbonyl-containing products in atmospheric reaction specifically comprises the following steps:
s1, reacting volatile organic compounds with active oxygen species to form a carbonyl-containing product;
s2, collecting the carbonyl-containing product in the step S1 by utilizing solid-phase microextraction fibers for adsorbing a derivatization reagent, and reacting the carbonyl-containing product with the derivatization reagent on the fibers to obtain a derivatization product;
and S3, detecting the derivative product obtained in the step S2 through mass spectrometry to realize the rapid detection of the carbonyl-containing compound.
Preferably, in step S1, the volatile organic compound is one or more of aromatic hydrocarbon, oxygen-containing volatile organic compound, or aliphatic hydrocarbon; the active oxygen species is OH free radical, O3Or singlet oxygen.
Preferably, the reaction time in the step S1 is 5-120 min.
Preferably, the derivatizing agent in step S2 is O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride, pentafluorohydrazine or 2, 4-dinitrophenylhydrazine.
Preferably, the solid phase micro-extraction fiber described in step S2 is one of 65 μm PDMS/DVB, 85 μm PA, or 75 μm CAR/PDMS.
Preferably, the solid phase micro-extraction fiber adsorbing the derivatization reagent in step S2 is prepared as follows:
s21, mixing a derivatization reagent with a solvent to obtain a derivatization reagent solution;
s22, transferring a derivatization reagent solution into a headspace bottle;
s23, adsorbing the solid-phase micro-extraction fibers in a headspace 1-3cm above the liquid level of the derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
Preferably, the solvent in step S21 is ultrapure water or methanol, and the volume ratio of the mass of the derivatization reagent to the solvent is (0.1-1) mg:1 mL; the adsorption time in the step S23 is 0.5-5 min.
Preferably, the reaction time in step S2 is 5-30 min.
Preferably, the mass spectrum in step S3 is gas chromatography-mass spectrum, liquid chromatography-mass spectrum or chemical ionization mass spectrum.
Compared with the prior art, the invention has the following beneficial effects:
1. the invention forms carbonyl-containing products through the reaction of volatile organic compounds and free radicals, then collects the carbonyl-containing products by utilizing solid-phase micro-extraction fibers absorbing derivatization reagents, and then realizes the rapid detection of carbonyl-containing compounds after derivatization in the fibers on mass spectrometry. The solid phase microextraction, derivatization and mass spectrometry are combined, so that the purposes of in-situ and rapid sampling and detection of the carbonyl-containing product are achieved.
2. The method has the advantages of few pretreatment steps, quick analysis, good accuracy, high sensitivity, no organic solvent loss, no pollution and environmental protection.
3. The method disclosed by the invention is applied to the rapid detection of the carbonyl-containing product in the volatile organic compound atmospheric reaction, and the technical defect of the rapid detection of the carbonyl-containing product in the prior art is overcome.
Drawings
FIG. 1 is a total ion flow diagram of the method of the present invention for detecting carbonyl-containing products after the reaction of xylene and OH in example 1.
Detailed Description
The following examples are presented to further illustrate the present invention and should not be construed as limiting the invention.
Example 1
S1, formation of carbonyl-containing products: reacting dimethylbenzene with OH for 5min to form a carbonyl-containing product;
s2, collecting and derivatizing carbonyl-containing products: collecting the carbonyl-containing product in the step S1 by using 65-micron PDMS/DVB solid-phase micro-extraction fiber adsorbing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride, and reacting for 5min to obtain a derivative product;
wherein, the preparation process of the 65 μm PDMS/DVB solid phase micro-extraction fiber adsorbing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride comprises the following steps:
s21, mixing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride with methanol to obtain a 65-micron PDMS/DVB solution of O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride;
s22, transferring a 65-micron PDMS/DVB solution of O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride into a headspace bottle, and adsorbing the solid-phase micro-extraction fibers in a headspace 1-3cm away from the liquid level of a derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
S3, detection of a carbonyl-containing product: and detecting the derivative product of the step S2 by gas chromatography-mass spectrometry.
FIG. 1 is a total ion flow diagram of the method of the present invention for detecting carbonyl-containing products after the reaction of xylene and OH in example 1. Wherein A is formaldehyde, B is a derivatizing agent, C is acetaldehyde, and D is acetaldehyde. As can be seen from fig. 1, after the reaction of xylene with OH radicals, small-molecule carbonyl products such as formaldehyde and acetaldehyde are produced.
Example 2
S1, formation of carbonyl-containing products: mixing allyl alcohol with O3Reacting for 120min to form carbonyl-containing product;
s2, collecting and derivatizing carbonyl-containing products: collecting the carbonyl-containing product in the step S1 by using 85-micron PA solid-phase microextraction fiber for adsorbing pentafluorophenylhydrazine, and reacting for 30min to obtain a derivative product;
wherein, the preparation process of the 85 μm PA solid phase micro-extraction fiber for adsorbing the pentafluorophenylhydrazine comprises the following steps:
s21, mixing pentafluoro-phenylhydrazine and methanol to obtain 85-micron PA solution of the pentafluoro-phenylhydrazine;
s22, transferring an 85-micron PA solution of pentafluorophenylhydrazine to a headspace bottle, and adsorbing the solid-phase micro-extraction fibers in a headspace 1-3cm away from the liquid level of the derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
S3, detection of a carbonyl-containing product: detecting the derivative product of step S2 by chemical ionization mass spectrometry.
Example 3
S1, formation of carbonyl-containing products: mixing allyl alcohol with singlet oxygen1O2) Reacting for 30min to form a carbonyl-containing product;
s2, collecting and derivatizing carbonyl-containing products: collecting the carbonyl-containing product in the step S1 by using 75-micrometer CAR/PDMS solid-phase microextraction fiber adsorbing 2, 4-dinitrophenylhydrazine, and reacting for 15min to obtain a derivative product;
wherein, the preparation process of the 75 mu m CAR/PDMS solid phase micro-extraction fiber adsorbing the 2, 4-dinitrophenylhydrazine comprises the following steps:
s21, mixing 2, 4-dinitrophenylhydrazine and methanol to obtain a 75-micron CAR/PDMS solution of the 2, 4-dinitrophenylhydrazine;
s22, transferring a 75-micrometer CAR/PDMS solution of 2, 4-dinitrophenylhydrazine into a headspace bottle, and adsorbing the solid-phase micro-extraction fibers at a headspace 1-3cm above the liquid level of a derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
S3, detection of a carbonyl-containing product: and detecting the derivative product of the step S2 by liquid chromatography-mass spectrometry.
Example 4
S1, formation of carbonyl-containing products: reacting xylene with O3 for 20min to form a carbonyl-containing product;
s2, collecting and derivatizing carbonyl-containing products: collecting the carbonyl-containing product in the step S1 by using 85-micron PA solid-phase micro-extraction fiber adsorbing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride, and reacting for 10min to obtain a derivative product;
wherein, the preparation process of the solid-phase micro-extraction fiber of 85 μm PA adsorbing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride comprises the following steps:
s21, mixing O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride with methanol to obtain 85-micron PA solution of O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride;
s22, transferring an 85-micrometer PA solution of O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride into a headspace bottle, and adsorbing the solid-phase micro-extraction fibers in a headspace 1-3cm away from the liquid level of the derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
S3, detection of a carbonyl-containing product: and detecting the derivative product of the step S2 by gas chromatography-mass spectrometry.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (10)
1. A method for rapidly detecting carbonyl-containing products in atmospheric reaction is characterized by comprising the following steps:
s1, reacting volatile organic compounds with active oxygen species to form a carbonyl-containing product;
s2, collecting the carbonyl-containing product in the step S1 by utilizing solid-phase microextraction fibers for adsorbing a derivatization reagent, and reacting the carbonyl-containing product with the derivatization reagent on the fibers to obtain a derivatization product;
and S3, detecting the derivative product obtained in the step S2 through mass spectrometry to realize the rapid detection of the carbonyl-containing compound.
2. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 1, wherein in step S1, the volatile organic compound is one or more of aromatic hydrocarbon, oxygen-containing volatile organic compound, or aliphatic hydrocarbon; the active oxygen species is OH free radical, O3Or singlet oxygen.
3. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 1, wherein the reaction time in step S1 is 5-120 min.
4. The method for rapidly detecting carbonyl-containing products in atmospheric reactions as claimed in claim 1, wherein in step S2, the derivatization reagent is O- (2,3,4,5, 6-pentafluorobenzyl) hydroxylamine hydrochloride, pentafluorophenylhydrazine or 2, 4-dinitrophenylhydrazine.
5. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 1, wherein the solid phase microextraction fiber in step S2 is 65 μ ι η PDMS/DVB, 85 μ ι η PA, or 75 μ ι η CAR/PDMS.
6. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 1, wherein the solid phase micro-extraction fiber adsorbing the derivatization reagent in step S2 is prepared by the following steps:
s21, mixing a derivatization reagent with a solvent to obtain a derivatization reagent solution;
s22, transferring a derivatization reagent solution into a headspace bottle;
s23, adsorbing the solid-phase micro-extraction fibers in a headspace 1-3cm above the liquid level of the derivatization reagent solution to obtain the solid-phase micro-extraction fibers adsorbing the derivatization reagent.
7. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 6, wherein the solvent in step S21 is ultrapure water or methanol, and the ratio of the mass of the derivatization reagent to the volume of the solvent is (0.1-1) mg:1 mL; the adsorption time in the step S23 is 0.5-5 min.
8. The method for rapidly detecting carbonyl-containing products in atmospheric reaction according to claim 1, wherein the reaction time in step S2 is 5-30 min.
9. The method for rapidly detecting carbonyl-containing products in atmospheric reactions as claimed in claim 1, wherein the mass spectrum in step S3 is gas chromatography-mass spectrum, liquid chromatography-mass spectrum or chemical ionization mass spectrum.
10. The use of the method for rapidly detecting carbonyl-containing products in atmospheric reactions according to any of claims 1 to 9 in the rapid detection of carbonyl-containing products in atmospheric reactions of volatile organic compounds.
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