CN103604677A - Separation method of acid flavor components in cigarette mainstream smoke gas - Google Patents
Separation method of acid flavor components in cigarette mainstream smoke gas Download PDFInfo
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Abstract
A separation method of acid flavor components in cigarette mainstream smoke comprises the following specific steps: (1) extracting a Cambridge filter slice mainstream smoke gas condensate by an organic solvent phase; (2) carrying out aqueous phase leaching of the smoke gas extract to obtain water-soluble components; (3) carrying out gel permeation chromatographic fractional separation of the water-soluble components; and (4) carrying out liquid chromatography separation of the acid flavor components. An aroma evaluation method (GB/T14454.2-2008) in the essence and spice fields is introduced in study of the cigarette aroma components, guides the gel permeation chromatographic fractional separation and the liquid chromatographic separation of the mainstream smoke gas water-soluble components, screens eluted flow parts, and finds out a series of components with acid flavor. According to the separation method, no acidic and alkaline reagents are added, pH has no significant change, the separation and extraction efficiency is high, and the number of required cigarettes is small. The separation method can be used as a convenient method for screening and checking the cigarette acid flavor components.
Description
Technical field
The invention belongs to separated authenticate technology field, be specifically related to the separation method of sour fragrant composition in a kind of cigarette mainstream flue gas, from smoke condensate, extract, separated and identify the method for sour fragrant composition.
Background technology
Flavor component in tobacco is the core index of evaluating tobacco and cigarette quality, and in tobacco and flue gas, the analysis and research of fragrance matter have great significance to improving the quality of tobacco and goods thereof.Acid perfume (or spice) is one of fragrant most basic composition of flue-cured tobacco, and cigarette organoleptic quality is had to vital impact.It is generally acknowledged that in main flume, sour perfume (or spice) derives from organic acid, wherein VFA directly enters flue gas in cigarette smoking process, and fragrance is had a significant effect.Non-volatile organic acids does not have obvious direct effect, potential of hydrogen that mainly can conditioning tobacco, make to inhale taste alcohol and, increase flue gas concentration, the fragrance of remote effect flue gas, (Shi Hongzhi ，Liu state is suitable in flue gas, to play equilibrium activity, Yang Huijuan etc. tobacco flavor is learned. Beijing: Chinese agriculture publishing house, 2011. 21-22).
Although organic acid in tobacco has been carried out to large quantity research both at home and abroad, but (Shen Jinchao at present in organic acid pre-treatment and analytical technology focuses mostly in tobacco and flue gas, Xian Kefa. advance on Analysis of Organic Acids in Tobacco. tobacco science and technology. 2003, (8): 29-32.), for forming shorter mention of the fragrant key component of acid and concrete organoleptic effect thereof in tobacco and flue gas.The employing statistical analysis methods such as Zhang Yan have carried out correlation analysis (Zhang Yan to Determination of Organic Acids in cigarette shreds and note, perfume quantity and fragrance matter, Malin, Liu Ting etc. the correlation analysis of cigarette shreds organic acid and odor characteristic. Kunming University's journal. 2012,34 (3): 16-19), but do not relate to the research of cigarette smoke.Shanghai Tobacco group extracts, obtains cigarette smoke acid ingredient after the separating step such as pickling, alkali cleaning and several times of liquid liquid extraction Smoke Particulate, in process, the standby liquid phase of compacting is carried out further separation again, finally by sensory evaluating smoking, has determined 3 acid flavor components (Chinese Patent Application No. 201210246271.6) of key that cigarette odor-absorbing and quality had to castering action.But pH value constantly changes loss and subsidiary reaction that can aggravation smoke components in the method detachment process, separation component is returned simultaneously add method that cigarette carries out sensory evaluating smoking cannot clear and definite each chemical composition for the fragrant direct contribution of acid.From this angle, adopt the isolating environment of modern analysis separation means and milder, direct sensory evaluation in conjunction with separation component, composition in flue gas is screened, directly orient the fragrant contributive crucial chemical composition of flue gas acid, for the control of cigarette product quality and the raising of sucking quality, there is vital role.
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Summary of the invention
The object of this invention is to provide a kind ofly from a small amount of main flume condensation product, extract, the method for the fragrant composition of separated a series of acid.
Separation method of the present invention has comprised following steps:
(1) organic solvent extracts cambridge filter main flume condensation product mutually.Smoking cigarette on smoking machine, traps smoke condensate with cambridge filter; Then, with organic solvent, fully extract cambridge filter, remove organic solvent and obtain flue gas extract.Wherein, organic solvent comprises normal hexane, cyclohexane, benzene, toluene, methylene chloride, chloroform, phenixin, ether, tetrahydrofuran, ethyl acetate, ethanol, propyl alcohol, isopropyl alcohol, ethylene glycol etc.Wherein preferentially use ethyl acetate and ethanol.
(2) water extraction flue gas extract obtains water-soluble component.In flue gas extract, add a certain amount of water, after leaching, be dried and obtain bronzing solid, be smoke condensate water-soluble component.Wherein, water comprises pure water, mineral water, deionized water and distilled water, wherein preferentially uses distilled water.Water is 1:1-50:1 with the ratio of main flume extract consumption.Drying mode comprises: spontaneous evaporation is dry, and vacuum evaporation is dried and vacuum freeze drying, preferentially uses vacuum freeze drying.
(3) gel permeation chromatography classification separating water-soluble component.A certain amount of smoke condensate water-soluble component is separated through gel permeation chromatography, by the time, collect stream part.Wherein, the filler of gel chromatography can be SephadexG-10, Sephadex G-15, Sepharose 6B, Sepharose ConA, Sephadex G-25, Sephadex LH-20 etc., wherein preferentially uses SephadexG-10, Sephadex G-15, Sephadex LH-20.Mobile phase can be ethanol, propyl alcohol, isopropyl alcohol, propylene glycol, water and mixed system thereof.Odor characteristic to each stream part evaluate (can by artificial evaluation, be the evaluation of odors method (GB/T 14454.2-2008) in essence and flavoring agent field, also can by instrumental method for example GC-MS find whether each stream part contains fragrance chemical composition.But, the limitation of instrument evaluation is that it provides is the information of all chemical compositions in stream part, and lower with chemical composition content in stream part of obvious fragrance, their peak, often by large not the flooding with the chemical composition of fragrance of content, seriously hinders the compartment analysis of fragrance component.The artificial advantage of evaluating is only to find out the stream part with obvious fragrance, without research, not with fragrance or the weak stream part of fragrance, greatly improves the separation efficiency of aroma component).During each evaluation, comment fragrant member to be no less than 5 people.Be associated with the fragrant stream part of obvious acid.Drying mode comprises: spontaneous evaporation is dry, and vacuum evaporation is dried and vacuum freeze drying, preferentially uses vacuum freeze drying.
(4) the fragrant characteristic component of liquid chromatography separating acid.Use the fragrant characteristic component of liquid chromatography separating acid, according to detector response collection stream part, evaluate the feature of stream part, find out each sour fragrant feature stream part, except after desolventizing, each component of gained just contains the fragrant composition of a series of acid, can use GC-MS qualitative.Wherein, chromatographic column is preferentially used normal phase column, and detecting device can use ultraviolet or diode array detector
The present invention be take smoke condensate water-soluble component as object, the evaluation of odors method in essence and flavoring agent field (GB/T 14454.2-2008) is introduced in the research of cigarette flavor composition, instruct the gel permeation chromatography classification of main flume water-soluble component separated separated with liquid chromatography, stream part of screening wash-out, finds out isovaleric acid, 3-methyl-2-butenoic acid etc. with the fragrant composition of acid.In separation method of the present invention, no acidic, alkaline reagent adds, and pH, without significant change, can avoid smoke chemistry composition to change.Another advantage of the present invention is, required Cigarette quantity is few, can be low to moderate 20.The present invention is significant to improving cigarette organoleptic quality, and can be used as the convenient method of the fragrant composition of a kind of examination cigarette acid.
Embodiment
The present invention is described further below in conjunction with embodiment, but the scope not limiting the present invention in any way.
embodiment 1
The separation method of sour fragrant composition in Brazil's Luzhou-flavor single-tobacco-typed cigarette main flume
According to the method for ISO3308 and GB/T 19609-2004 regulation, on smoking machine, aspirate 40 Brazilian Luzhou-flavor single-tobacco-typed cigarettes, with removing desolventizing after 60 milliliters of dichloromethane extraction cambridge filters, then add 10 ml waters, fully, after vibration, freeze drying obtains main flume water-soluble component.Take 0.5 gram of above-mentioned water-soluble component, utilize gel permeation chromatography separated, filler is Sephadex G-10, take distilled water as mobile phase, flow velocity 3 mL/min, and collection process is monitored by UV-detector, detects wavelength 365 nm.
Automatically stream part gatherer is collected a stream part for every 3 minutes, collects altogether 40 streams part, is labeled as respectively F1, F2, F3, F4, F5, F6 ... F40.According to evaluation of odors method (GB/T 14454.2-2008), by six, comment fragrant member to flow part to above-mentioned 40 and carry out olfactory characteristic evaluation, find to have the fragrant stream part of acid and occur continuously from F7 to F12.Merge these stream part, moisture is removed in freeze drying, obtains having the fragrant characteristic component of strong acid.Use the fragrant characteristic component of the further separating acid of liquid chromatography, chromatographic condition is: ZobaxNH
2chromatographic column (250 mm * 4.6mm, 5 μ m, Agilent company); Sample size 100 μ L; 30 ± 0.5 ℃ of column temperatures; Flow velocity 0.5 mL/min; Diode array detector, detects wavelength 365 nm.Mobile phase is water-acetonitrile system, and condition of gradient elution is as shown in table 1.
table 1liquid chromatography condition of gradient elution
| Time (min) | 0 | 11 | 11.5 | 24 | 24.5 | 35 | 36 |
| Water (%) | 0 | 0 | 15 | 15 | 20 | 20 | 50 |
| Acetonitrile (%) | 100 | 100 | 85 | 85 | 80 | 80 | 50 |
According to detector response, collect altogether 4 streams part.Remove after solvent of each stream part, evaluate respectively their olfactory characteristic, result shows: stream part 1 and stream parts 2 does not have the fragrant olfactory characteristic of acid, and stream parts 3 and stream part 4 acid are fragrant fairly obvious.Stream part 3 and stream part 4 are sour fragrant feature stream part.
Utilize GC-MS to analyze respectively the fragrant feature stream part of above-mentioned acid.
The GC-MS of two fragrant feature stream parts of acid is analyzed and qualitatively altogether goes out 22 kinds of compositions, by Literature Consult and analysis, buy standard specimen simultaneously and carry out olfactory characteristic evaluation, obtaining 9 kinds can be to the fragrant directly composition of contribution that produces of cigarette acid, and its title and olfactory characteristic are as shown in table 2.These compounds be take saturated lower fatty acid as main, have the fragrant feature of obvious acid, and the method the present invention relates to as seen can be simplified the complicated ingredient of main flume and locate the material in main flume with sour fragrant feature.
table 29 kinds of compositions that sour perfume (or spice) had to direct contribution qualitatively
embodiment 2
The separation method of sour fragrant composition in the main flume of great Jin circle cigarette
According to the method for ISO3308 and GB/T 19609-2004 regulation, on smoking machine, aspirate 20 great Jin circle cigarette, environment temperature is 22 ± 2 ℃, humidity is 60 ± 5%.With 40 milliliters of ethyl acetate extraction cambridge filters and except desolventizing, add 10 ml waters, fully, after vibration, with the membrane filtration of 0.22 micron pore size, moisture is removed in freeze drying, obtains total particulate matter in mainstream smoke water-soluble component.Take 0.5 gram of above-mentioned water-soluble component, utilize gel permeation chromatography separated, chromatographic column filler is Sephadex G-20, take distilled water as mobile phase, flow velocity 3mL/min, and collection process is monitored by UV-detector, detects wavelength 365 nm.
Automatically stream part gatherer is collected a stream part for every 3 minutes, collects altogether 36 streams part, is labeled as respectively F1, F2, F3, F4, F5, F6 ... F36.Press evaluation of odors method (GB/T 14454.2-2008), by six, comment perfume to flow part to above-mentioned 36 and evaluate, find that sour perfume flows part and occurs continuously from F5 to F11.Merge these stream part, moisture is removed in freeze drying, obtains having the fragrant characteristic component of strong acid.
Use the fragrant characteristic component of the further separating acid of liquid chromatography, chromatographic condition is: ZobaxNH
2chromatographic column (250 mm * 4.6mm, 5 μ m, Agilent company); Sample size 100 μ L; 30 ± 0.5 ℃ of column temperatures; Flow velocity 0.5 mL/min; Diode array detector, detects wavelength 254 nm.Mobile phase is water-acetonitrile system, and condition of gradient elution is as shown in table 3.
table 3hPLC eluent gradient elution requirement
| Time (min) | 0 | 11 | 11.5 | 24 | 24.5 | 35 | 36 |
| Water (%) | 0 | 0 | 15 | 15 | 20 | 20 | 50 |
| Acetonitrile (%) | 100 | 100 | 85 | 85 | 80 | 80 | 50 |
According to detector response, collect altogether 5 streams part.Except after desolventizing, evaluate respectively the respectively olfactory characteristic of stream part, result shows: stream part 3 and 4 has the fragrant feature of strong acid, stream part 1,2 and 5 does not show and the fragrant relevant olfactory characteristic of acid.Stream part 3 and stream part 4 are sour fragrant feature stream part.
Utilize GC-MS to analyze respectively above-mentioned stream part 3 and stream part 4.
The GC-MS of two fragrant feature stream parts of acid is analyzed and qualitatively altogether goes out 20 kinds of compositions.By Literature Consult and analysis, buy standard specimen simultaneously and carry out olfactory characteristic evaluation, obtaining 8 kinds can be to the fragrant directly composition of contribution that produces of cigarette acid, and its title and odor characteristic are as shown in table 4.
table 48 kinds of compositions that sour perfume (or spice) had to direct contribution qualitatively
Claims (6)
1. a separation method for sour fragrant composition in cigarette mainstream flue gas, is characterized in that: comprise the following steps:
(1) organic solvent extracts cambridge filter main flume condensation product mutually: smoking cigarette on smoking machine, traps smoke condensate with cambridge filter; Then, with organic solvent, fully extract cambridge filter, remove organic solvent and obtain flue gas extract;
(2) water leaching flue gas extract obtains water-soluble component: in flue gas extract, add a certain amount of water, after leaching, be dried and obtain bronzing solid, be smoke condensate water-soluble component;
(3) gel permeation chromatography classification separating water-soluble component: a certain amount of smoke condensate water-soluble component is separated through gel permeation chromatography, by the time, collect stream part, initial gross separation goes out to have sour fragrant feature stream part;
(4) the fragrant composition of liquid chromatography separating acid: use the fragrant characteristic component of the above-mentioned acid of the further out of focus of liquid chromatography, according to detector response, collect stream part, find out each sour fragrant feature stream part, except after desolventizing, each component of gained just contains the fragrant composition of a series of acid, uses GC-MS qualitative.
2. according to the separation method of sour fragrant composition in cigarette mainstream flue gas, it is characterized in that: the separation method of sour fragrant composition in cigarette mainstream flue gas, it is characterized in that: the separation method of sour fragrant composition in cigarette mainstream flue gas claimed in claim 1, it is characterized in that: step (1) organic solvent comprise normal hexane, cyclohexane, benzene, toluene, methylene chloride, chloroform, phenixin, ether, tetrahydrofuran, ethyl acetate, ethanol, propyl alcohol, isopropyl alcohol, ethylene glycol, wherein preferentially use ethyl acetate and ethanol.
3. the separation method of sour fragrant composition in cigarette mainstream flue gas according to claim 1, it is characterized in that: the water in step (2) comprises pure water, mineral water, deionized water and distilled water, wherein preferentially use distilled water, water is 1:1-50:1 with the ratio of flue gas extract consumption.
4. the separation method of sour fragrant composition in cigarette mainstream flue gas according to claim 1, is characterized in that: in step (2), drying mode used comprises: spontaneous evaporation is dry, and vacuum evaporation is dried and vacuum freeze drying, preferentially uses vacuum freeze drying.
5. the separation method of sour fragrant composition in cigarette mainstream flue gas according to claim 1, it is characterized in that: the filler of the gel chromatography in step (3) can be SephadexG-10, Sephadex G-15, Sepharose 6B, Sepharose ConA, Sephadex G-25, Sephadex LH-20 etc., wherein preferentially use SephadexG-10, Sephadex G-15, Sephadex LH-20, mobile phase can be ethanol, propyl alcohol, isopropyl alcohol, propylene glycol, water and mixed system thereof.
6. the separation method of sour fragrant composition in cigarette mainstream flue gas according to claim 1, is characterized in that: in step (4), chromatographic column used is used normal phase column, and detecting device uses ultraviolet or diode array detector.
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| CN111220740A (en) * | 2020-03-18 | 2020-06-02 | 福建中烟工业有限责任公司 | Separated Tieguanyin tea green aroma component and detection method thereof |
| CN114711455A (en) * | 2022-03-10 | 2022-07-08 | 浙江中烟工业有限责任公司 | Preparation method and application of alkaline flavor component characteristic of Canadian tobacco smoke |
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| CN105929070A (en) * | 2016-04-27 | 2016-09-07 | 中国烟草总公司郑州烟草研究院 | Gas chromatography-quadrupole time-of-flight mass spectrometry/flame ionization detection method of flavor components in cigarette mainstream smoke |
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| CN106645537A (en) * | 2017-01-23 | 2017-05-10 | 中国烟草总公司郑州烟草研究院 | Method for simultaneously measuring 19 smoke incense ingredients in main stream smoke of cigarette |
| CN106802331A (en) * | 2017-01-23 | 2017-06-06 | 中国烟草总公司郑州烟草研究院 | 19 kinds of methods of sootiness perfume composition in heating non-burning cigarette smoke are determined simultaneously |
| CN106645537B (en) * | 2017-01-23 | 2018-06-15 | 中国烟草总公司郑州烟草研究院 | The method for measuring 19 kinds of sootiness perfume (or spice) ingredients in cigarette mainstream flue gas simultaneously |
| CN106802331B (en) * | 2017-01-23 | 2018-10-19 | 中国烟草总公司郑州烟草研究院 | The method for heating 19 kinds of sootiness perfume (or spice) ingredients in non-burning cigarette smoke is measured simultaneously |
| CN111220740A (en) * | 2020-03-18 | 2020-06-02 | 福建中烟工业有限责任公司 | Separated Tieguanyin tea green aroma component and detection method thereof |
| CN111220740B (en) * | 2020-03-18 | 2022-08-16 | 福建中烟工业有限责任公司 | Separated Tieguanyin tea green aroma component and detection method thereof |
| CN114711455A (en) * | 2022-03-10 | 2022-07-08 | 浙江中烟工业有限责任公司 | Preparation method and application of alkaline flavor component characteristic of Canadian tobacco smoke |
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