CN104194933A - Method for enhancing quality of beta-damascone - Google Patents
Method for enhancing quality of beta-damascone Download PDFInfo
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- CN104194933A CN104194933A CN201410418344.4A CN201410418344A CN104194933A CN 104194933 A CN104194933 A CN 104194933A CN 201410418344 A CN201410418344 A CN 201410418344A CN 104194933 A CN104194933 A CN 104194933A
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Abstract
The invention discloses a method for enhancing the quality of beta-damascone. According to the method, beta-damascone is subjected to ultraviolet irradiation or microwave irradiation treatment, and because the molecular internal energy of an E isomer of beta-damascone is lower and the molecular internal energy of a Z isomer of beta-damascone is higher, the Z isomer with higher molecular internal energy is gradually transformed into the E isomer with low molecular internal energy under ultraviolet irradiation or microwave irradiation; the perfuming effect of a cigarette with beta-damascone is outstandingly enhanced through the increase of an E isomer proportion, and the sense organ feeling on the cigarette is obviously improved. The method disclosed by the invention has the advantages of high operability and easiness for industrialized application and fills the blank of the technical field.
Description
Technical field
The invention belongs to essence spice for cigarette technical field, be specifically related to a kind of method that improves tobacco aromatics using β-damascone perfuming quality.
Background technology
β-damascone is the important flavor matter in tobacco, has the strong fragrance of approximate rose, and with fruity notes.β-damascone is applied more extensive in flue-cured tobacco, and it is fragrant that research shows to add β-damascone can increase fresh and sweet cigarette in flue-cured tobacco, covers the assorted gas of soil, adds and can increase cigarette perfume (or spice), flue gas concentration in blended type cigarette, reduces assorted gas.Its threshold value is very low, has good diffusion, and therefore, β-damascone is widely used at aspects such as superior cosmetics, food, beverage, tobaccos.
The structural formula of β-damascone is shown in Fig. 1, because the two keys of C2=C3 in 1 ＇ position butylene ketone group have E/Z isomery, can produce E isomer and Z isomer.
Current, about the research of β-damascone mainly concentrate on that it is synthetic, content detection, perfuming effect, the aspect such as composite, for β-damascone E isomer and Z isomer and perfuming quality, be not related to the research of aspect.
Summary of the invention
The object of the invention is to for the deficiencies in the prior art, a kind of method that can significantly improve β-damascone perfuming quality is provided.
Object of the present invention is achieved through the following technical solutions.
Except as otherwise noted, percentage ratio of the present invention is mass percent.
A method that improves β-damascone quality, is characterized in that: β-damascone is carried out to uviolizing or microwave irradiation processing, the E isomer ratio in β-damascone is improved.
Because the internal energy of molecular of E isomer in β-damascone is lower, the internal energy of molecular of Z isomer is higher, under ultraviolet ray or microwave irradiation, the Z isomer that internal energy of molecular is higher changes the E isomer that internal energy of molecular is lower gradually into, so that E isomer ratio in β-damascone improve.
Wherein, the preferred 200nm～400nm of the wavelength of described uviolizing; Calibration 0.3GHz～the 300GHz of described microwave irradiation.
Compared with prior art, the present invention has the following advantages:
1, the present invention is pioneering carries out uviolizing or microwave treatment to β-damascone, because the E isomer ratio in the β-damascone after processing improves, Z isomer ratio reduces, and β-damascone perfuming cigarette effect is significantly improved, and the impression of cigarette sense organ has clear improvement.
2, the method is workable, is easy to industrial applications, has filled up the blank of this technical field.
Accompanying drawing explanation
Fig. 1 is the structural formula of β-damascone.
Embodiment
The present invention is described in further detail by the following examples.Should be appreciated that specific embodiment described herein, only in order to explain the present invention, does not limit protection scope of the present invention.
Embodiment 1
Take propylene glycol as solvent, β-damascone solution that preparation mass concentration is 20%, shake up, pipette 10.0mL in 20mL quartz test tube, the disc rotation speed of placing quartz test tube is 10 revs/min, keeps quartz test tube apart from light source 2.0cm, and ultraviolet light source parameter is 400W, wavelength 320nm～400nm, irradiation time 24h, it is 20-30 ℃ that temperature is controlled in sample chamber water-bath.
Irradiation samples respectively β-damascone starting raw material and postradiation sample after having tested, and with HP5-MS chromatographic column, carries out GC-MS analysis, and analytical results shows: in β-damascone starting raw material, E:Z isomer proportion is 78:22; After uviolizing, in β-damascone sample, E:Z isomer proportion becomes 97:3.
β-damascone starting raw material and postradiation sample are sampled respectively, with alcohol, diluting is respectively that mass concentration is β-damascone solution of 0.5%, through 9 professional cigarette sensory evaluating smoking personnel, to smear fragrant mode, smoke panel test, unanimously think that the β-damascone after uviolizing can increase lucid and lively sense and the fragrance of a flower of cigarette flavor, sense organ impression is obviously better than the initial control sample of β-damascone.
Embodiment 2
Take propylene glycol as solvent; β-damascone solution that preparation mass concentration is 20%; shake up; pipette 10.0mL in 20mL quartz test tube, with high-purity argon gas displacement protection whole microwave cavity space, the disc rotation speed of placing quartz test tube is 10 revs/min; keep quartz test tube apart from light source 2.0cm; ultraviolet light source parameter is 2000W, wavelength 210～320nm, irradiation time 6h, and it is 20～30 ℃ that temperature is controlled in sample chamber water-bath.
Irradiation samples respectively β-damascone starting raw material and postradiation sample after having tested, and with HP5-MS chromatographic column, carries out GC-MS analysis, and analytical results shows: in β-damascone starting raw material, E:Z isomer proportion is 78:22; After uviolizing, in β-damascone sample, E:Z isomer proportion becomes 96:4.
β-damascone starting raw material and postradiation sample are sampled respectively, and with alcohol, diluting is respectively that mass concentration is β-damascone solution of 1%, adds in cigarette flavors and adds on pipe tobacco respectively with 1.2% consumption, rolls into cigarette.Through 9 professional cigarette sensory evaluating smoking personnel, smoke panel test, unanimously think that the β-damascone after uviolizing can increase lucid and lively sense and the fine and smooth sense of cigarette flavor, sense organ impression is obviously better than the initial control sample cigarette of β-damascone.
Embodiment 3
Take propylene glycol as solvent, and β-damascone solution that preparation mass concentration is 30%, shakes up, pipette 30mL in 200mL beaker, be positioned in 10KW microwave device, microwave frequency 0.3GHz – 100GHz, sample disc rotating speed is 10 revs/min, microwave irradiating time 10min.
Microwave irradiation samples respectively β-damascone starting raw material and postradiation sample after processing and having tested, and with HP5-MS chromatographic column, carries out GC-MS analysis, and analytical results shows: in β-damascone starting raw material, E:Z isomer proportion is 78:22; After microwave treatment, in β-damascone sample, E:Z isomer proportion becomes 90:10.
Sample after β-damascone starting raw material and uv irradiating processing is sampled respectively, with alcohol, diluting is respectively that mass concentration is β-damascone solution of 1%, with 1.2% consumption, add in cigarette flavors and add on pipe tobacco respectively, rolling into cigarette.Through 9 professional cigarette sensory evaluating smoking personnel, smoke panel test, unanimously think that the β-damascone after microwave irradiation processing can increase the lucid and lively sense of cigarette flavor, sense organ impression is obviously better than the initial control sample cigarette of β-damascone.
Embodiment 4
With propylene glycol: polyvalent alcohol (2:1; V/V) be solvent; β-damascone solution that preparation mass concentration is 40%; shake up, pipette 30mL in 200mL beaker, be positioned in 15KW microwave device; with high pure nitrogen displacement protection whole microwave cavity space; microwave frequency 100GHz – 300GHz, sample disc rotating speed is 10 revs/min, microwave irradiating time 20min.
Microwave irradiation samples respectively β-damascone starting raw material and postradiation sample after processing and having tested, and with HP5-MS chromatographic column, carries out GC-MS analysis, and analytical results shows: in β-damascone starting raw material, E:Z isomer proportion is 78:22; After microwave treatment, in β-damascone sample, E:Z isomer proportion becomes 95:5.
Sample after β-damascone starting raw material and uv irradiating processing is sampled respectively, with alcohol, diluting is respectively that mass concentration is β-damascone solution of 1%, with 1.5% consumption, add in cigarette flavors and add on pipe tobacco respectively, rolling into cigarette.Through 9 professional cigarette sensory evaluating smoking personnel, smoke panel test, unanimously think that the β-damascone after microwave irradiation processing can increase the lucid and lively sense of cigarette flavor, sense organ impression is obviously better than the initial control sample cigarette of β-damascone.
Embodiment 5
With propylene glycol: ethanol (2:1, V/V) be solvent, β-damascone solution that preparation mass concentration is 50%, shake up, pipette 50mL in 200mL beaker, be positioned in 20KW microwave device, microwave frequency 1GHz – 200GHz, sample disc rotating speed is 10 revs/min, microwave irradiating time 20min.
Microwave irradiation samples respectively β-damascone starting raw material and postradiation sample after processing and having tested, and with HP5-MS chromatographic column, carries out GC-MS analysis, and analytical results shows: in β-damascone starting raw material, E:Z isomer proportion is 75:25; After microwave treatment, in β-damascone sample, E:Z isomer proportion becomes 96:4.
Sample after β-damascone starting raw material and uv irradiating processing is sampled respectively, with alcohol, diluting is respectively that mass concentration is β-damascone solution of 1%, with 1.3% consumption, add in cigarette flavors and add on pipe tobacco respectively, rolling into cigarette.Through 9 professional cigarette sensory evaluating smoking personnel, smoke panel test, unanimously think that the β-damascone after microwave irradiation processing can increase the lucid and lively sense of cigarette flavor, sense organ impression is obviously better than the initial control sample cigarette of β-damascone.
It may be noted that and the foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, all any modifications of doing within the spirit and principles in the present invention, be equal to and replace and improvement etc., within all should being included in protection scope of the present invention.
Claims (3)
1. a method that improves β-damascone quality, is characterized in that: β-damascone is carried out to uviolizing or microwave irradiation processing, the E isomer ratio in β-damascone is improved.
2. the method for raising β-damascone quality according to claim 1, is characterized in that: the preferred 200nm～400nm of wavelength of described uviolizing.
3. the method for raising β-damascone quality according to claim 1, is characterized in that: the calibration 0.3GHz～300GHz of described microwave irradiation.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410418344.4A CN104194933A (en) | 2014-08-22 | 2014-08-22 | Method for enhancing quality of beta-damascone |
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| CN201410418344.4A CN104194933A (en) | 2014-08-22 | 2014-08-22 | Method for enhancing quality of beta-damascone |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4914220A (en) * | 1988-05-23 | 1990-04-03 | Merck & Co., Inc. | Process for synthesis of E-2-methyl-α,β-unsaturated aldehydes |
| CN101613277A (en) * | 2009-07-30 | 2009-12-30 | 淮阴师范学院 | Improve the method for content of cis-methyl-dihydrojasmonate |
| CN102883599A (en) * | 2010-04-15 | 2013-01-16 | 巴斯夫欧洲公司 | UV absorber for reducing the E/Z isomerization of pesticides |
-
2014
- 2014-08-22 CN CN201410418344.4A patent/CN104194933A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4914220A (en) * | 1988-05-23 | 1990-04-03 | Merck & Co., Inc. | Process for synthesis of E-2-methyl-α,β-unsaturated aldehydes |
| CN101613277A (en) * | 2009-07-30 | 2009-12-30 | 淮阴师范学院 | Improve the method for content of cis-methyl-dihydrojasmonate |
| CN102883599A (en) * | 2010-04-15 | 2013-01-16 | 巴斯夫欧洲公司 | UV absorber for reducing the E/Z isomerization of pesticides |
Non-Patent Citations (2)
| Title |
|---|
| ERIC V. ANSLYN等: "《现代物理有机化学》", 30 September 2009, 高等教育出版社 * |
| 董艳红等: "顺反异构体药物的分析测定方法", 《药学进展》 * |
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