CN104950064B - A kind of method that uses UPLC-IE method to measure main carbonyl compounds in smoke-free tobacco product - Google Patents
A kind of method that uses UPLC-IE method to measure main carbonyl compounds in smoke-free tobacco product Download PDFInfo
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Abstract
The invention belongs to the physical and chemical inspection technical field of smoke-free tobacco product, the assay method of main carbonyl compounds in a kind of smoke-free tobacco product (formaldehyde, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde) specifically, the method is utilize the main carbonyl compounds in acetic acid aqueous solution extraction smoke-free tobacco product and pass through after derivatization treatment, and recycling Ultra Performance Liquid Chromatography isocratic elution method (UPLC-IE) is analyzed the main carbonyl compounds in smoke-free tobacco product. Adopt the inventive method to detect the content of main carbonyl compounds in smoke-free tobacco product, effective fast, pre-treatment is simple, and average relative standard deviation is less than 7%, and the average recovery rate of each index is between 92% ~ 101%. Have advantages of quick and precisely, highly sensitive and reproducible.
Description
Technical field
The invention belongs to the physical and chemical inspection technical field of smoke-free tobacco product, relate to specifically a kind of UPLC-of useIE method is measured the method for main carbonyl compounds in smoke-free tobacco product.
Background technology
Along with the enforcement of all the more strict smoking-control, smoke-free tobacco product is becoming a kind of important tobacco consumptionProduct. But also less to the research of the harmful components that wherein contain. Carbonyls is thought by international cancer research institution (IARC)Be human carcinogen's material (l class) or for the carcinogenic composition of questionable person's body (2B class), be therefore necessary smoke-free tobacco productIn carbonyls analyze and research. At present, the existing simple hand work of commercially available smoke-free tobacco product, have again throughCross the goods of complicated technology processing, also have the product that adds therein the additive such as sweetener and essence and flavoring agent. These factor meetingsCause various smokeless tobacco products to have larger difference aspect chemical index. The vertical university of North Carolina, USA tobacco is dividedAnalyse the object of service laboratory (TobaccoAnalyticalServicesLaboratory, TASL) for scientific researchA series of new standardized STRP-CORESTA reference preparation (CORESTAReferenceProducts-are providedCRPs), comprise CRP1 (snuff), CRP2 (wet snuff), CRP3 (dry snuff) and CRP4 (loose-leaf quid). TheseSTRP is widely used in the checking of smokeless Tobacco Analysis method, but current ununified methods analyst smokeless tobacco system alsoCarbonyls in product.
Efficiently CORTECSUPLC chromatographic column adopting advanced solid core particle and filling technique, can be at high flow rateThe good separating property of lower maintenance, and then shorten running time and improve flux, and without sacrificial separation quality. SimultaneouslyCORTECSUPLC chromatographic column adopting aqueous formic acid and formic acid acetonitrile solution, as mobile phase, have been avoided in separate complex matrixTime use poisonous oxolane, more meet the requirement of Green Chemistry.
Therefore, use CORTECSUPLC chromatographic column adopting Ultra Performance Liquid Chromatography-isocratic elution method (UPLC-IE) to set upCan be fast, the method for carbonyls in the mensuration smoke-free tobacco product of efficient, environmental protection, be conducive to improve to smokelesslyThe efficiency that in gas tobacco product, carbonyls detects, reduces the loss of organic solvent simultaneously greatly, reduces the pollution to environment.
Summary of the invention:
Object of the present invention provides a kind of UPLC-IE of use method to measure smoke-free tobacco product just based on above-mentioned conditionThe method of middle carbonyls. Utilize assay method provided by the invention, can fast, efficiently, environmental protection detect smokeless tobaccoThe content of carbonyls in goods.
The object of the invention is to be achieved through the following technical solutions:
Use UPLC-IE method to measure a method for main carbonyl compounds in smoke-free tobacco product, described main carbonylBased compound is formaldehyde, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, and the method is to utilize acetic acid water-solubleMain carbonyl compounds in liquid extraction smoke-free tobacco product also passes through after derivatization treatment, recycling Ultra Performance Liquid ChromatographyIsocratic elution method (UPLC-IE) is analyzed the main carbonyl compounds in smoke-free tobacco product, and concrete determination step is as follows:
The preparation of a, derivatization reagent: take DNPH (DNPH) solid of 1.0g in the brown capacity of 50mLIn bottle, use acetonitrile constant volume after adding 25mL phosphoric acid;
The preparation of b, extraction solution: accurately pipette the acetic acid solution of 8mL in the volumetric flask of 200mL, add ultra-pure water fixedHold to scale;
The preparation of c, sample: take 1g smoke-free tobacco product and put into 100mL conical flask, then add 50mL4% acetic acid aqueous solution, the 2h that vibrates in 80 DEG C of water-baths, then uses 0.22 μ m polyethersulfone millipore filter to filter; 2mL filtersAfter solution add in 5mL volumetric flask, add 3mLDNPH solution to carry out derivatization simultaneously, after mixing, wait for 15 pointsClock is to reacting completely; Get appropriate extract with after 0.22 μ m organic phase membrane filtration, be transferred in 2mL chromatogram bottle, carry out UPLCAnalyze;
D, standard operation solution preparation: 8 grades of containing eight kinds of carbonyls of configuration have the standard of finite concentration gradientWorking solution, concrete preparation method is as follows: accurately take respectively 30mg acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone,2 of butyraldehyde, 4-dinitro benzene hydazone derivative standard items, 2 of 40mg formaldehyde and 50mg acetaldehyde, 4-dinitro benzene hydazone derivative markAccurate product, to the volumetric flask of different 25mL, are accurate to 0.1mg, use respectively acetonitrile constant volume as one-level storing solution, and this solution is closeBe encapsulated in 4 DEG C and deposit, the term of validity is 1 year; Then the acetaldehyde DNPH solution that pipettes respectively 1.0mL, the acetone DNPH of 0.75mL is moltenLiquid, the DNPH solution of 0.5mL formaldehyde, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde is in the volumetric flask of same 25mL,Be settled to scale with acetonitrile, this is secondary reserves liquid, is sealed in 4 DEG C and deposits, and the term of validity is 20 days; Then pipette 0.05mL,The secondary reserves liquid of 0.2mL, 0.4mL, 0.8mL, 2.0mL, 4.0mL, 7.0mL and 10.0mL is to the volumetric flask of same 10mLIn, thering are the standard operation solution of finite concentration gradient with 8 grades of acetonitrile constant volume configurations, the term of validity is 20 days;
E, Ultra Performance Liquid Chromatography isocratic elution method (UPLC-IE) (IE represents isocratic elution) are measured: utilize ultra high efficiency liquidChromatography is joined UV-detector standard operation solution and sample treatment liquid is detected, and actual conditions is as follows:
Chromatographic column: AcquityUPLCCORTECSC18 chromatographic column (1.6 μ m, 2.1cm × 100mm);
Column temperature: 30 DEG C;
Mobile phase A: 0.1% aqueous formic acid;
Mobile phase B: 0.1% formic acid acetonitrile solution;
Mobile phase ratio: A:B=50:50(v/v);
Post flow: 0.4mL/min;
Sampling volume: 3 μ L;
Detector: UV-detector;
Select excellent, detector detect wavelength be 365nm.
Compared with prior art the present invention has overcome the deficiency of prior art sample treatment, has optimized instrument detector barPart, the present invention has following effect:
(1) detection time is short: adopting the present invention to measure the main carbonyl compounds cycle in smoke-free tobacco product only needsAbout 10 minutes;
(2) the present invention has advantages of that operation is accurate, highly sensitive and reproducible.
1. the calibration curve of the inventive method and detectability:
Taking formaldehyde, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde as detecting index, prepare 8 kinds of carbonylsThe working stamndard solution of based compound, through high liquid chromatography analysis, returns its respective concentration with object chromatographic peak areaReturn analysis, obtain calibration curve and regression equation thereof, coefficient correlation, while utilizing least concentration mark liquid signal to noise ratio for S/N=3, calculateGo out detectability (LOD) (table 1). As shown in Table 1, the chromatographic condition adopting all separates better 8 kinds of carbonyls chromatographic peaks,And all have good correlation (R > 0.9999), detection limit is between 0.14 ~ 0.25mg/kg.
Calibration curve and the detectability of table 1 smoke-free tobacco product carbonyls
Note: 1. detection limit calculates with 3 times of signal to noise ratios (S/N=3).
2. the repeatability of the inventive method and recovery of standard addition:
The rate of recovery of table 2 method and repeatability (n=5)
Sample is carried out to the standard liquid recovery of standard addition test of high, medium and low variable concentrations level, each sample is surveyed respectivelyFixed 5 times, calculate main carbonyl compounds in the various smoke-free tobacco products of this method the rate of recovery and mark-on after measured valueRelative standard deviation, the results are shown in Table 2. As can be seen from Table 2, in 3 mark-on levels, utilize the method to detect smokeless tobaccoIn goods, the average recovery rate of main carbonyl compounds is between 92% ~ 101%. The mean relative deviation of sample test result is less than7%; The rate of recovery that this law is described is higher, and repeatability better.
Brief description of the drawings
Fig. 1 assay method flow chart of the present invention;
The mixed mark of Fig. 2 solution chromatogram;
Fig. 3 sample chromatogram figure;
In figure: 1. formaldehyde, 2. acetaldehyde, 3. acetone, 4. propionic aldehyde, 5. methacrylaldehyde, 6. crotonaldehyde, 7.2-butanone, 8.Butyraldehyde.
Detailed description of the invention
The present invention is described further in conjunction with example.
Example 1:
1. reagent and instrument:
Standard items: 2 of formaldehyde, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, 4-dinitro benzeneHydazone derivative standard items (Dr.Ehrenstorfer company, Germany);
Reagent: acetonitrile (chromatographically pure, Duksanpurechemicals company of Korea S), formic acid (chromatographically pure, the U.S.Fisher company). Experimental water is the made deionized water of Milli-Q pure water system; DNPH (DNPH) (AR, dayRui Jin, Jinshi City special chemicals Co., Ltd) (recrystallization before using); Phosphoric acid (AR, Sigma-Aldrich company of the U.S.).
Instrument: water generation ACQUITYUPLC system, join ACQUITYUPLCPDA detector (U.S. Waters public affairsDepartment); UPLCCORTECSC18 chromatographic column (1.6 μ m, 2.1cm × 100mm); SHA-BA water-bath constant temperature oscillator (JintanZhong great instrument plant of city); AE163 electronic balance, sensibility reciprocal: 0.0001g, (Mettler company of Switzerland). Organic phase pin type filter, 13Mm × 0.22 μ m(Shanghai ANPEL Scientific Instrument Co., Ltd.).
2. sample treatment:
Take 1g smoke-free tobacco product and put into 100mL conical flask, then add 50mL4% acetic acid aqueous solution,The 2h that vibrates in 80 DEG C of water-baths, then uses 0.22 μ m polyethersulfone millipore filter to filter. Solution after 2mL filters adds 5In mL volumetric flask, add 3mLDNPH solution to carry out derivatization simultaneously, after mixing, wait for 15 minutes to reacting completely.Get appropriate extract with after 0.22 μ m organic phase membrane filtration, be transferred in 2mL chromatogram bottle, carry out UPLC analysis.
3. standard operation solution preparation:
Standard operation solution preparation: the acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, the fourth that accurately take respectively 30mg2 of aldehyde, 4-dinitro benzene hydazone derivative standard items, 2 of 40mg formaldehyde and 50mg acetaldehyde, 4-dinitro benzene hydazone derivative standardProduct, to the volumetric flask of different 25mL, are accurate to 0.1mg, use respectively acetonitrile constant volume as one-level storing solution, this solution sealingDeposit in 4 DEG C, the term of validity is 1 year; Then pipette respectively the acetaldehyde DNPH solution of 1.0mL, the acetone DNPH solution of 0.75mL,The DNPH solution of 0.5mL formaldehyde, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, to 25mL volumetric flask, is used acetonitrile constant volumeTo scale, this is secondary reserves liquid, is sealed in 4 DEG C and deposits, and the term of validity is 20 days; Then pipette 0.05mL, 0.2mL, 0.4mL,The secondary reserves liquid of 0.8mL, 2.0mL, 4.0mL, 7.0mL and 10.0mL is to the volumetric flask of 10mL, with 8 grades of acetonitrile constant volume configurationsHave the standard operation solution of finite concentration gradient, the term of validity is 20 days. Standard liquid is placed in Refrigerator store, is placed in normal while takingUnder temperature, can use after reaching normal temperature. Each index concentration is as shown in table 3.
Table 3 concentration of standard solution
| Title | 1#μg/mL | 2#μg/mL | 3#μg/mL | 4#μg/mL | 5#μg/mL | 6#μg/mL | 7#μg/mL | 8#μg/mL |
| Formaldehyde | 0.0226 | 0.0904 | 0.1807 | 0.3614 | 0.9035 | 1.8070 | 3.1623 | 4.5176 |
| Acetaldehyde | 0.0844 | 0.3375 | 0.6749 | 1.3499 | 3.3747 | 6.7494 | 11.8114 | 16.8734 |
| Acetone | 0.0455 | 0.1818 | 0.3637 | 0.7274 | 1.8184 | 3.6368 | 6.3643 | 9.0919 |
| Methacrylaldehyde | 0.0305 | 0.1221 | 0.2441 | 0.4882 | 1.2205 | 2.4411 | 4.2719 | 6.1027 |
| Propionic aldehyde | 0.0303 | 0.1211 | 0.2423 | 0.4846 | 1.2115 | 2.4230 | 4.2402 | 6.0574 |
| Crotonaldehyde | 0.0305 | 0.1222 | 0.2444 | 0.4888 | 1.2220 | 2.4440 | 4.2769 | 6.1099 |
| 2-butanone | 0.0312 | 0.1250 | 0.2500 | 0.5000 | 1.2499 | 2.4998 | 4.3747 | 6.2495 |
| Butyraldehyde | 0.0265 | 0.1061 | 0.2122 | 0.4243 | 1.0608 | 2.1216 | 3.7128 | 5.3040 |
4. assay method:
Chromatographic peak area with target carbonyls carries out regression analysis to its respective concentration, obtains calibration curve. RightThe sample preparing is measured, and records the chromatographic peak area that detects target carbonyls, and substitution calibration curve, obtains respectivelyThe content of formaldehyde in sample, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, the results are shown in Table 4.
Main carbonyl compounds testing result in table 4 smoke-free tobacco product
| Compound | Content (μ g/g) |
| Formaldehyde | 16.1 |
| Acetaldehyde | 31.1 |
| Acetone | 18.4 |
| Methacrylaldehyde | 0.0 |
| Propionic aldehyde | 0.0 |
| Crotonaldehyde | 0.0 |
| 2-butanone | 0.0 |
| Butyraldehyde | 0.0 |
The method for separating and detecting of high performance liquid chromatography:
Chromatographic column: AcquityUPLCCORTECSC18 chromatographic column (1.6 μ m, 2.1cm × 100mm) column temperature: 30℃；
Mobile phase A: 0.1% aqueous formic acid;
Mobile phase B: 0.1% formic acid acetonitrile solution;
Mobile phase ratio: A:B=1:1
Post flow: 0.4mL/min;
Sampling volume: 3 μ L;
Detector: UV-detector;
Select excellent, detector detect wavelength be 365nm.
Example 2:
Concrete steps as described in Example 1, are selected another sample B, record main carbonyl compound in smoke-free tobacco productThe content of thing is in table 5.
Main carbonyl compounds testing result in table 5 smoke-free tobacco product
| Compound | Content (μ g/g) |
| Formaldehyde | 18.5 |
| Acetaldehyde | 37.3 |
| Acetone | 22.1 |
| Methacrylaldehyde | 1.3 |
| Propionic aldehyde | 0.0 |
| Crotonaldehyde | 0.0 |
| 2-butanone | 0.0 |
| Butyraldehyde | 0.0 |
Example 3:
Concrete steps as described in Example 1, are selected another sample C, record main carbonyl compound in smoke-free tobacco productThe content of thing is in table 6.
Main carbonyl compounds testing result in table 6 smoke-free tobacco product
| Compound | Content (μ g/g) |
| Formaldehyde | 17.3 |
| Acetaldehyde | 42.8 |
| Acetone | 23.8 |
| Methacrylaldehyde | 3.2 |
| Propionic aldehyde | 0.0 |
| Crotonaldehyde | 0.0 |
| 2-butanone | 0.0 |
| Butyraldehyde | 0.0 |
Example 4:
Concrete steps as described in Example 1, are selected another sample D, record main carbonyl compound in smoke-free tobacco productThe content of thing is in table 7.
Main carbonyl compounds testing result in table 7 smoke-free tobacco product
| Compound | Content (μ g/g) |
| Formaldehyde | 7.9 |
| Acetaldehyde | 39.9 |
| Acetone | 21.7 |
| Methacrylaldehyde | 3.7 |
| Propionic aldehyde | 109.0 |
| Crotonaldehyde | 2.5 |
| 2-butanone | 72.1 |
| Butyraldehyde | 90.3 |
Claims (2)
1. use UPLC-IE method to measure a method for main carbonyl compounds in smoke-free tobacco product, described main carbonylCompound is formaldehyde, acetaldehyde, acetone, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, it is characterized in that: the method is profitWith the main carbonyl compounds in acetic acid aqueous solution extraction smoke-free tobacco product and by after derivatization treatment, recycling superelevationEffect liquid phase chromatogram isocratic elution method is analyzed the main carbonyl compounds in smoke-free tobacco product, and concrete determination step is as follows:
The preparation of a, derivatization reagent: take the DNPH solid of 1.0g in the brown volumetric flask of 50mL, addAfter 25mL phosphoric acid, use acetonitrile constant volume;
The preparation of b, extraction solution: accurately pipette the acetic acid solution of 8mL in the volumetric flask of 200mL, add ultra-pure water to be settled toScale;
The preparation of c, sample: take 1g smoke-free tobacco product and put into 100mL conical flask, then add 50mL4% secondAqueous acid, the 2h that vibrates in 80 DEG C of water-baths, then uses 0.22 μ m polyethersulfone millipore filter to filter; 2mL filter after moltenLiquid adds in 5mL volumetric flask, adds the DNPH solution of 3mL to carry out derivatization simultaneously, after mixing,Wait for 15 minutes to reacting completely; Get appropriate extract with after 0.22 μ m organic phase membrane filtration, be transferred in 2mL chromatogram bottle,Carry out UPLC analysis;
D, standard operation solution preparation: 8 grades of containing eight kinds of carbonyls of configuration have the standard operation of finite concentration gradientSolution;
E, Ultra Performance Liquid Chromatography isocratic elution method are measured: utilize Ultra Performance Liquid Chromatography instrument to join UV-detector to standard operationSolution and sample treatment liquid detect, and actual conditions is as follows:
Chromatographic column: AcquityUPLCCORTECSC18 chromatographic column, specification 1.6 μ m, 2.1cm × 100mm;
Column temperature: 30 DEG C;
Mobile phase A: 0.1% aqueous formic acid;
Mobile phase B: 0.1% formic acid acetonitrile solution;
Mobile phase ratio v/v:A:B=50:50;
Post flow: 0.4mL/min;
Sampling volume: 3 μ L;
Detector: UV-detector;
It is 365nm that detector detects wavelength.
2. use UPLC-IE method according to claim 1 is measured the side of main carbonyl compounds in smoke-free tobacco productMethod, is characterized in that: the concrete preparation method of standard operation solution is as follows: the acetone, the methacrylaldehyde, third that accurately take respectively 30mg2 of aldehyde, crotonaldehyde, 2-butanone, butyraldehyde, 4-dinitro benzene hydazone derivative standard items, 2 of 40mg formaldehyde and 50mg acetaldehyde, 4-Dinitro benzene hydazone derivative standard items, to the volumetric flask of different 25mL, are accurate to 0.1mg, use respectively acetonitrile constant volume as oneLevel storing solution; Then pipette respectively the DNPH solution of the acetaldehyde of 1.0mL, 2 of the acetone of 0.75mL, 4-bis-Nitrophenyl hydrazine solution, the DNPH solution of 0.5mL formaldehyde, methacrylaldehyde, propionic aldehyde, crotonaldehyde, 2-butanone, butyraldehyde extremelyIn the volumetric flask of same 25mL, be settled to scale with acetonitrile, this is secondary reserves liquid; Then pipette 0.05mL, 0.2mL,The secondary reserves liquid of 0.4mL, 0.8mL, 2.0mL, 4.0mL, 7.0mL and 10.0mL, to the volumetric flask of same 10mL, is used secondNitrile constant volume configures 8 grades of standard operation solution with finite concentration gradient, and the term of validity is 20 days, and standard liquid is placed in refrigerator and protectsDeposit, while taking, be placed under normal temperature, can use after reaching normal temperature.
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| CN107966518B (en) * | 2017-12-07 | 2020-08-11 | 中国烟草总公司郑州烟草研究院 | Treatment method of smokeless tobacco product and determination method of small molecular aldehyde in smokeless tobacco product |
| CN108508127A (en) * | 2018-02-02 | 2018-09-07 | 厦门鉴科检测技术有限公司 | The high performance liquid chromatography of Carbonyl compounds in a kind of measurement air |
| KR102695238B1 (en) * | 2023-06-25 | 2024-08-14 | 차이나 타바코 윈난 인더스트리얼 컴퍼니 리미티드 | Identification method of tobacco carbonyl components by non-targeted mass spectrometry |
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| CN101876651B (en) * | 2010-07-02 | 2012-11-07 | 中国烟草总公司郑州烟草研究院 | Method for measuring main carbonyl compounds in main stream cigarette smoke |
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