CN106124679A - One assay method growing tobacco middle group compounds of aldehydes and ketones - Google Patents
One assay method growing tobacco middle group compounds of aldehydes and ketones Download PDFInfo
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- CN106124679A CN106124679A CN201610523577.XA CN201610523577A CN106124679A CN 106124679 A CN106124679 A CN 106124679A CN 201610523577 A CN201610523577 A CN 201610523577A CN 106124679 A CN106124679 A CN 106124679A
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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
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
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- G—PHYSICS
- G01—MEASURING; TESTING
- 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
- G01N30/06—Preparation
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- G—PHYSICS
- G01—MEASURING; TESTING
- 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
- G01N2030/022—Column chromatography characterised by the kind of separation mechanism
- G01N2030/025—Gas chromatography
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- G—PHYSICS
- G01—MEASURING; TESTING
- 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
- G01N30/06—Preparation
- G01N2030/062—Preparation extracting sample from raw material
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- G—PHYSICS
- G01—MEASURING; TESTING
- 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
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
- G01N2030/8809—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample
- G01N2030/884—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample organic compounds
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Abstract
The invention discloses an assay method growing tobacco middle group compounds of aldehydes and ketones.This method is to use group compounds of aldehydes and ketones in supercritical fluid extraction Nicotiana tabacum L., and the extract supercritical fluid chromatography section of drawing is to be divided into multistage fraction, and every section of fraction uses gaschromatographic mass spectrometric analysis respectively.It is the most overlapping that the present invention can realize compound between each section after separating, and solves the problem that the peak capacity of GC MS is limited.Result is satisfactory, and isolated group compounds of aldehydes and ketones quantity, far more than direct injection analysis, provides new method for the mensuration of group compounds of aldehydes and ketones in Nicotiana tabacum L..
Description
Technical field
The invention belongs to technical field of analytical chemistry, be specifically related to a kind of supercritical fluid chromatography (SFC)-gas chromatogram
(GC)-mass spectrum (MS) combination measures the method for group compounds of aldehydes and ketones in Nicotiana tabacum L..
Background technology
Along with people's common concern to smoking Yu health problem, Tar has become the necessarily choosing of tobacco business
Selecting, the research and development of low-coke tar cigarette also become an important topic of tobacco productive corporation.Yet with opening of reducing tar and reducing harm technology
Exhibition makes the flavor and taste of tobacco product be substantially reduced, and therefore, benefit perfume, flavouring, minimizing cigarette smoke fragrance loss have become industry
Pay close attention to and the important directions of research.Mend the composition of fragrance component, property in a fragrant important prerequisite raw tobacco material to be fully understood by
Matter etc..Therefore, analyze and study in Nicotiana tabacum L. fragrance component tool be of great significance.
Aldoketones carbonyl compound is the important perfume material of class in perfuming cigarette, and current Nicotiana tabacum L. scientific worker is to aldehyde ketone
The analysis of class carbonyl compound has been also carried out a lot of research.Conventional analysis method includes Headspace-Gas Chromatography Analysis, gas phase color
Spectrum-mass spectrometry (GC/MS) method, gas chromatogram/nitrogen-phosphorus detector method, PLC/ diode array detector method, 2,4-dinitro
Phenylhydrazine (DNPH) derives-high performance liquid chromatography/mass spectrography, Liquid chromatography-tandem mass spectrometry combination method etc..But these methods are surveyed
Determine group compounds of aldehydes and ketones all little, extremely complex mainly due to chemical composition in Nicotiana tabacum L., of a great variety, beyond single column chromatographic
Separating power, chemical compound lot cannot be kept completely separate, have impact on retrieval result reliability.Aldehyde in Nicotiana tabacum L. to be realized
Ketone compounds is accurately analyzed, it is necessary to look for another way.
Summary of the invention
The invention provides an assay method growing tobacco middle group compounds of aldehydes and ketones, treatment temperature is low, in separation process
Volatile ingredient will not lose；Each section of fraction GC-MS after SFC separates analyzes, and between each section, compound is the most overlapping,
Solve the problem that the peak capacity of GC-MS is limited simultaneously.Result is satisfactory, and isolated group compounds of aldehydes and ketones quantity is the most
In direct injection analysis, provide new method for the mensuration of group compounds of aldehydes and ketones in Nicotiana tabacum L., to evaluate bitting midges,
Promote that the research and development of Less harmful cigarette are significant.
To achieve these goals, the technical solution used in the present invention is as follows:
One assay method growing tobacco middle group compounds of aldehydes and ketones, must be for analyzing sample with supercritical fluid extraction Nicotiana tabacum L.；With
Supercritical fluid chromatography first carries out drawing a section to for analysis sample, and each section of fraction after separation is again with gas chromatography-mass spectrometry analysis, tool
Body is as follows:
(A) supercritical fluid extraction: tobacco leaf is placed in supercritical fluid extraction equipment, through supercritical fluid extraction
After, extract is concentrated, filters for analyzing sample；
(B) the supercritical fluid chromatography section of drawing: step A obtained enters into supercritical fluid chromatography (letter for analysis sample
It is referred to as SFC), transport pump flowing separate through supercritical fluid chromatography, cut continuously by retention time and be divided into 3-5 section fraction,
Every section of fraction is collected in gas chromatogram bottle automatically；
(C) gas chromatography-mass spectrometry analysis (referred to as GC-MS): each section of fraction step B obtained has respectively entered gas phase
Chromatographic system, Mass Spectrometer Method.
Wherein said term " draw section " and " segmentation " are synonyms, each mean evaporating in the range of the specific retention time of collection
Point, and respectively enter subsequent analysis device with the fraction in the range of other retention time.
In technical solution of the present invention, the supercritical fluid extraction condition described in step A is as follows:
The extraction kettle temperature of supercritical fluid extraction is 30～65 DEG C, and extracting pressure is 200～400bar, static extracting 20
～40min, dynamic extraction 30～60min, entrainer is dehydrated alcohol, flow velocity 0.01～0.2mL/min.
In technical solution of the present invention, the SFC condition described in step B is as follows:
Supercritical fluid chromatography uses 10mm × 150mm, the Silica 2-EP chromatographic column of 5 μm, and flowing for mass ratio is mutually
50～the carbon dioxide/methanol of 90/10～50, flow rate of mobile phase is 20～30mL/min, each sample introduction 200～500 μ L.
In technical solution of the present invention, the GC-MS condition described in step C is as follows:
Capillary column DB-5MS (30m × 0.25mm × 0.25 μm)；Injector temperature is 250 DEG C；Carrier gas: high-pure helium is (pure
Degree >=99.999%), flow velocity 1.0mL/min；Input mode: split sampling, sample size is 2 μ L, split ratio 30:1；Temperature programming
Condition: initial temperature 50 DEG C, keeps 5min, and then 2 DEG C/min rises to 80 DEG C, then 3 DEG C/min rises to 230 DEG C, keeps 16min,
Last 12 DEG C/min rises to 250 DEG C, keeps 20min.
Mass Spectrometry Conditions: ionization mode: EI+；Ionizing voltage: 70ev；Sweep limits: 35-450amu；Ion source temperature:
230℃；Transmission line temperature: 260 DEG C.
Signals assigned: WILEY, NIST08 compose storehouse and retrieve.
Compared with prior art, it has the beneficial effect that the present invention
1, CO it is mainly mutually due to the flowing of SFC2, comprise only a small amount of organic solvent (generally less than 10%) and divide through SFC
From sample after purification, CO2Discharging from outlet, each section of fraction is not required to concentrate, and can be directly entered GC-MS and analyze.
2, for the sample of low content, each section of fraction separated through SFC can be allowed repeatedly to add up, after running up to preferable amount of analysis
Enter back into gas chromatographic analysis, while realizing sample high-efficient purification, substantially increase sensitivity for analysis
3, treatment temperature is low, and in separation process, volatile ingredient will not lose；Each section of fraction after SFC separates is used
GC-MS analyzes, and between each section, compound is the most overlapping, solves the problem that the peak capacity of GC-MS is limited simultaneously, it is possible to identify
Go out a greater variety of group compounds of aldehydes and ketones.
Accompanying drawing explanation
Fig. 1 be the present invention one grow tobacco middle group compounds of aldehydes and ketones assay method in tobacco sample SFC figure.
Fig. 2 be the present invention one grow tobacco middle group compounds of aldehydes and ketones assay method in tobacco sample without shooting flow body colour
Spectrum segmentation directly analyzes gas chromatogram with GC-MS.
Fig. 3 be the present invention one grow tobacco middle group compounds of aldehydes and ketones assay method in tobacco sample through supercritical fluid chromatography
After segmentation, first paragraph fraction (a), second segment fraction (b), the 3rd section of fraction (c), the 4th section of fraction (d) GC-MS analyze gas phase
Chromatogram.
Detailed description of the invention
The present invention is further illustrated below in conjunction with the accompanying drawings, but is any limitation as the present invention never in any form, base
Any conversion made in application claims or replacement, belong to protection scope of the present invention.
Embodiment 1
One assay method growing tobacco middle group compounds of aldehydes and ketones, comprises the following steps:
(A) supercritical fluid extraction: tobacco leaf is placed in supercritical fluid extraction equipment, supercritical fluid extraction
Extraction kettle temperature is 55 DEG C, and extracting pressure is 300bar, static extracting 20min, dynamic extraction 40min, and entrainer is anhydrous second
Alcohol, flow velocity 0.01mL/min, after supercritical fluid extraction, obtain sample；
(B) SFC segmentation: extract step A obtained enters into SFC piece-rate system, supercritical fluid chromatography uses
10mm × 150mm, the Silica 2-EP chromatographic column of 5 μm, flowing is the carbon dioxide/methanol of 90/10 for mass ratio mutually, flows
Phase flow velocity is 30mL/min, each sample introduction 500 μ L.Cutting continuously by retention time and be divided into 4 sections of fractions, every section of fraction is collected automatically
In gas chromatogram bottle；
(C) GC-MS analyzes: each section of fraction step C obtained has respectively entered gas chromatography system, Mass Spectrometer Method.Hair
Capillary column DB-5MS (30m × 0.25mm × 0.25 μm)；Injector temperature is 250 DEG C；Carrier gas: high-pure helium (purity >=
99.999%), flow velocity 1.0mL/min；Input mode: split sampling, sample size is 2 μ L, split ratio 30:1；Temperature programming bar
Part: initial temperature 50 DEG C, keeps 5min, and then 2 DEG C/min rises to 80 DEG C, then 3 DEG C/min rises to 230 DEG C, keeps 16min,
Rear 12 DEG C/min rises to 250 DEG C, keeps 20min.
Mass Spectrometry Conditions: ionization mode: EI+；Ionizing voltage: 70ev；Sweep limits: 35-450amu；Ion source temperature:
230℃；Transmission line temperature: 260 DEG C；Signals assigned: WILEY, NIST08 compose storehouse and retrieve.
For certain cured tobacco leaf, sample direct injected GC-MS is analyzed and has been identified 26 kinds of group compounds of aldehydes and ketones altogether, including
7 kinds of aldehydes and 19 kinds of ketone compounds；And sample is analyzed with GC-MS after SFC segmentation again and has been identified 38 kinds of aldoketoneses altogether
Compound, including 13 kinds of aldehydes and 25 kinds of ketone compounds.
Embodiment 2
One assay method growing tobacco middle group compounds of aldehydes and ketones, comprises the following steps:
(A) supercritical fluid extraction: tobacco leaf is placed in supercritical fluid extraction equipment, supercritical fluid extraction
Extraction kettle temperature is 55 DEG C, and extracting pressure is 300bar, static extracting 30min, dynamic extraction 45min, and entrainer is anhydrous second
Alcohol, flow velocity 0.01mL/min, after supercritical fluid extraction, obtain sample；
(B) SFC segmentation: extract step A obtained enters into SFC piece-rate system, supercritical fluid chromatography uses
10mm × 150mm, the Silica 2-EP chromatographic column of 5 μm, flowing is the carbon dioxide/methanol of 90/10 for mass ratio mutually, flows
Phase flow velocity is 30mL/min, each sample introduction 300 μ L.Cutting continuously by retention time and be divided into 4 sections of fractions, every section of fraction is collected automatically
In gas chromatogram bottle；
(C) GC-MS analyzes: each section of fraction step C obtained has respectively entered gas chromatography system, Mass Spectrometer Method.Hair
Capillary column DB-5MS (30m × 0.25mm × 0.25 μm)；Injector temperature is 250 DEG C；Carrier gas: high-pure helium (purity >=
99.999%), flow velocity 1.0mL/min；Input mode: split sampling, sample size is 2 μ L, split ratio 30:1；Temperature programming bar
Part: initial temperature 50 DEG C, keeps 5min, and then 2 DEG C/min rises to 80 DEG C, then 3 DEG C/min rises to 230 DEG C, keeps 16min,
Rear 12 DEG C/min rises to 250 DEG C, keeps 20min.
Mass Spectrometry Conditions: ionization mode: EI+；Ionizing voltage: 70ev；Sweep limits: 35-450amu；Ion source temperature:
230℃；Transmission line temperature: 260 DEG C；Signals assigned: WILEY, NIST08 compose storehouse and retrieve.
For another cured tobacco leaf, the sample after supercritical fluid extraction processes without the SFC section of drawing, and direct injected is used
GC-MS analyzes, and has identified 28 kinds of group compounds of aldehydes and ketones altogether, including 13 kinds of aldehydes and 15 kinds of ketone compounds；And sample is through SFC
Analyze with GC-MS again after segmentation, identified 42 kinds of group compounds of aldehydes and ketones altogether, including 18 kinds of aldehydes and 24 kinds of ketone compounds.
Embodiment 3
Same as in Example 1, parallel assay 7 times (same to batch processed) under the same conditions, main investigate retention time and
Total peak area value, result of the test shows that RSD is respectively less than 5%.Have chosen wherein 3 kinds of compounds simultaneously and carry out recovery of standard addition in fact
Test, the response rate of traditional method between 85-110%, the response rate of this method between 91-103%, the response rate of this method
The highest.
Claims (4)
1. an assay method growing tobacco middle group compounds of aldehydes and ketones, it is characterised in that comprise the following steps: extract with supercritical fluid
Taking Nicotiana tabacum L. must be for analyzing sample；First carrying out drawing a section to for analysis sample with supercritical fluid chromatography, each section of fraction after separation is again
With gas chromatography-mass spectrometry analysis, specific as follows:
(A) supercritical fluid extraction: tobacco leaf is placed in supercritical fluid extraction equipment, after supercritical fluid extraction,
Extract is concentrated, filters for analyzing sample；
(B) the supercritical fluid chromatography section of drawing: step A obtained enters into supercritical fluid chromatography for analysis sample, defeated by pump
Sending flowing to separate through supercritical fluid chromatography, cut continuously by retention time and be divided into 3-5 section fraction, every section of fraction is collected automatically
In gas chromatogram bottle；
(C) gas chromatography-mass spectrometry analysis: each section of fraction step B obtained has respectively entered gas chromatography system, mass spectrum is examined
Survey.
Method the most according to claim 1, it is characterised in that the supercritical fluid extraction condition described in step A is as follows:
The extraction kettle temperature of supercritical fluid extraction is 30～65 DEG C, and extracting pressure is 200～400bar, static extracting 20～
40min, dynamic extraction 30～60min, entrainer is dehydrated alcohol, flow velocity 0.01～0.2mL/min.
Method the most according to claim 1, it is characterised in that the supercritical fluid chromatography condition in step B is as follows:
Supercritical fluid chromatography use 10mm × 150mm, the Silica 2-EP chromatographic column of 5 μm, flowing mutually for mass ratio be 50～
The carbon dioxide/methanol of 90/10～50, flow rate of mobile phase is 20～30mL/min, each sample introduction 200～500 μ L.
Method the most according to claim 1, it is characterised in that the gas chromatography-mass spectrum condition in step C is as follows:
Capillary column DB-5MS (30m × 0.25mm × 0.25 μm)；Injector temperature is 250 DEG C；Carrier gas: high-pure helium (purity >=
99.999%), flow velocity 1.0mL/min；Input mode: split sampling, sample size is 2 μ L, split ratio 30:1；Temperature programming bar
Part: initial temperature 50 DEG C, keeps 5min, and then 2 DEG C/min rises to 80 DEG C, then 3 DEG C/min rises to 230 DEG C, keeps 16min,
Rear 12 DEG C/min rises to 250 DEG C, keeps 20min；
Mass Spectrometry Conditions: ionization mode: EI+；Ionizing voltage: 70ev；Sweep limits: 35-450amu；Ion source temperature: 230
℃；Transmission line temperature: 260 DEG C.
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Citations (9)
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|---|---|---|---|---|
| US4727889A (en) * | 1986-12-22 | 1988-03-01 | R. J. Reynolds Tobacco Company | Tobacco processing |
| US5435325A (en) * | 1988-04-21 | 1995-07-25 | R. J. Reynolds Tobacco Company | Process for providing tobacco extracts using a solvent in a supercritical state |
| RU2250051C2 (en) * | 2003-05-16 | 2005-04-20 | Квасенков Олег Иванович | Method for producing of non-smoking tobacco product |
| JP2008224563A (en) * | 2007-03-15 | 2008-09-25 | Mitsubishi Electric Corp | Method for analyzing carbonyl compound in oil |
| CN101991186A (en) * | 2010-11-29 | 2011-03-30 | 上海烟草（集团）公司 | Supercritical extraction method of characteristic flavor substance contained in different flavor tobacco leaves |
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-
2016
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|---|---|---|---|---|
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| JP2008224563A (en) * | 2007-03-15 | 2008-09-25 | Mitsubishi Electric Corp | Method for analyzing carbonyl compound in oil |
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| CN103468403A (en) * | 2013-09-18 | 2013-12-25 | 浙江中烟工业有限责任公司 | Method for extracting tobacco aroma substance from tobacco raw materials in directional and combined manner by using water extraction method and supercritical CO2 extraction method |
| CN103675153A (en) * | 2013-12-26 | 2014-03-26 | 国家烟草质量监督检验中心 | Method for measuring main carbonyl compounds in cigarette filter through ultra-performance convergence chromatography |
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