CN104126866B - The application of a kind of carboxylic acid in cigarette - Google Patents
The application of a kind of carboxylic acid in cigarette Download PDFInfo
- Publication number
- CN104126866B CN104126866B CN201410326961.1A CN201410326961A CN104126866B CN 104126866 B CN104126866 B CN 104126866B CN 201410326961 A CN201410326961 A CN 201410326961A CN 104126866 B CN104126866 B CN 104126866B
- Authority
- CN
- China
- Prior art keywords
- cigarette
- carboxylic acid
- solution
- fumet
- dihydroactinidiolide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- YPXHRFQHVJVQOH-FPLPWBNLSA-N CC(C)(CCCC1(C)O)/C1=C/C(O)=O Chemical compound CC(C)(CCCC1(C)O)/C1=C/C(O)=O YPXHRFQHVJVQOH-FPLPWBNLSA-N 0.000 description 1
- MIHCGTGXFQDFEV-UHFFFAOYSA-N CC(C)(CCCC1O2)C1=CC2=O Chemical compound CC(C)(CCCC1O2)C1=CC2=O MIHCGTGXFQDFEV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Manufacture Of Tobacco Products (AREA)
- Fats And Perfumes (AREA)
Abstract
The invention discloses the application of a kind of carboxylic acid in cigarette.By dihydroactinidiolide back flow reaction in strong base solution, be cooled to less than 4 DEG C maintenances constant after reacting completely, more slowly add acid solution, the pH value making solution final maintains 6 ~ 6.5, by obtaining carboxylic acid after separatory, washing, drying; Described carboxylic acid is added in cigarette as fumet.This fumet is added after in cigarette, fragrance release uniformity in cigarette smoking process, and this cigarette also has the effect of humectation while resistance to baking.
Description
Technical field
The invention belongs to the flavouring humectation field of cigarette, be specifically related to a kind of carboxylic acid as the application of fumet in cigarette.
Background technology
In existing cigarette, addible fumet comprises the ester classes such as dihydroactinidiolide, octahydrocoumarin, dihydrocoumarin, it has unique odor characteristic, be applied in the prior art as tobacco aromatics in cigarette, be particularly widely used in flue-cured tobacco.But due to octahydrocoumarin, dihydrocoumarin fragrance unreasonableness, and dihydroactinidiolide, octahydrocoumarin, dihydrocoumarin etc. all also exist the problems such as volatile, fragrance rate of release is fast, make suction uneven, and there is the problem of suction dried, be unfavorable for that it is used in the effective use as fumet in tobacco always.Those skilled in the art in the urgent need to searching out a kind of fumet, thus overcomes the above problems effectively.
Summary of the invention
For the problems referred to above, inventor is used to the thinking had according to those skilled in the art, attempted other being had self the ester class being suitable for fragrance in cigarette to be applied in cigarette, but found still there is the problem that above-mentioned fragrance release is fast, discharge uneven, not resistance to baking, suction dried.Inventor also just I had never expected at all and will use carboxylic acid at the beginning of research, because those skilled in the art can not go to expect or consider add that carboxylic acid is this itself does not have dulcet or its smell should be the composition be not suitable in cigarette, do not apply this kind of material at Field of Tobacco yet.But when the present inventor finds carboxylic acid to be applied in cigarette by once accidental trial, the problems referred to above can be overcome well.
Therefore, the object of the present invention is to provide one not volatile, during suction, fragrance release is comparatively slow, fragrance discharges uniformly, hinge structure has a kind of carboxylic acid of humectation and resistance to baking effect as the application of fumet in cigarette.
Technical scheme of the present invention
By dihydroactinidiolide back flow reaction in strong base solution, be cooled to less than 4 DEG C maintenances constant after reacting completely, more slowly add acid solution, the pH value making solution final maintains 6 ~ 6.5, by obtaining carboxylic acid after separatory, washing, drying; Described carboxylic acid is added in cigarette as fumet.
The temperature of back flow reaction is 45 ~ 90 DEG C.
Described strong base solution is mass percent is 10 ~ 30% sodium hydrate aqueous solutions.
Described acid solution is mass percent is 10 ~ 20% aqueous sulfuric acids.
Preferably described carboxylic acid is added in cigarette shreds or reconstituted tobacoo.
In cigarette shreds or reconstituted tobacoo, the addition of described carboxylic acid in cigarette is 5 ~ 20ppm.
In cigarette shreds or reconstituted tobacoo, the addition of described carboxylic acid in cigarette is preferably 5 ~ 10ppm.
In preparation process, use saturated sodium-chloride water solution washing.Preferred use anhydrous sodium sulfate drying.
The yield 95% of the carboxylic acid obtained by preparation method of the present invention, purity 98%.
The preparation method of above-mentioned carboxylic acid is preferably: by dihydroactinidiolide and sodium hydrate aqueous solution mixing, at not higher than 90 DEG C after back flow reaction 3-8 hour, be cooled to less than 4 DEG C maintenances constant, more slowly add the sulfuric acid solution of equivalent, continue stirring 1 ~ 3 hour, solution acidity is made to maintain pH=6 ~ 6.5, separatory, washing, to anhydrate phase, obtain yellow solution, steam solvent under decompression, two steps synthesize corresponding carboxylic acid.
Reaction equation is as follows:
Carboxylic acid of the present invention also can mix with other fumet of the prior art and is applied in cigarette, as long as it does not affect the flavouring effect of carboxylic acid of the present invention.
Carboxylic acid of the present invention can be applied in arbitrary cigarette or other tobacco product and use as fumet.
Described fumet can be added in cigarette shreds or reconstituted tobacoo by the present invention, also can add in stem etc.
And both carboxylic acid can have been added separately and use as fumet, also the mixture of carboxylic acid and dihydroactinidiolide can be added jointly using as fumet.
Effect of the present invention
The present invention by using self not the aromatic carboxylic acid of tool add in cigarette as fumet, not only obtain good flavouring effect, experiment shows that it also has good humectation effect, improve mellow and full property and the comfortableness of fragrance, and in aspiration procedure fragrance release evenly, solve very well in prior art use dihydroactinidiolide, dihydrocoumarin or other fumet to exist fragrance release soon, discharge uneven, suction dried and the not problem such as resistance to baking.Carboxylic acid of the present invention is low compared to the volatility of the composition such as dihydroactinidiolide, dihydrocoumarin, deposits in process and fragrance will be caused to discharge fast due to volatile problem; And in described carboxylic acid, oh group is more conducive on its pipe tobacco being adsorbed on cigarette securely or thin slice, thus be more conducive to long-term storage.Meanwhile, the discovery that inventor is also pleasantly surprised, can slow releasing fragrance in aspiration procedure by application of the present invention, and fragrance of its release is even, humectation and resistance to baking.The present invention is attempted unexpectedly by one, obtain the carboxylic acid being suitable as very much fumet in cigarette, solve prior art Problems existing well, by adding this fumet, can obtain that fragrance rate of release is moderate, fragrance release evenly, humectation and the cigarette of resistance to baking, improve the suction quality of cigarette.In addition, the present invention is by preferably controlling the addition of carboxylic acid, the acquisition of the suction quality that can further ensure.
Specific embodiment
The preferred preparation method of carboxylic acid of the present invention is as shown in embodiment 1 ~ 5.
Embodiment 1
By 18.0g dihydroactinidiolide, 40g mass percent is that 15% sodium hydrate aqueous solution adds in there-necked flask, and controls oil bath temperature about 50 DEG C back flow reaction, reacts 4 hours.Then be cooled to by solution less than 4 DEG C maintenances constant, then add the sulfuric acid solution that 100g mass percent is 14.7% wherein, continue stirring 1.0 hours, separatory, by washing removing salting liquid, and obtain target product 18.6g with after anhydrous sodium sulfate drying.
Embodiment 2
By 18.0g dihydroactinidiolide, 40g mass percent be 15% sodium hydrate aqueous solution add in there-necked flask, and control oil bath temperature about 70 DEG C back flow reaction, react 4 hours.Then be cooled to by solution less than 4 DEG C maintenances constant, then add the sulfuric acid solution that 100g mass percent is 14.7% wherein, continue stirring 1.0 hours, separatory, by washing removing salting liquid, and obtain target product 18.2g with after anhydrous sodium sulfate drying.
Embodiment 3
By 18.0g dihydroactinidiolide, 40g mass percent be 15% sodium hydrate aqueous solution add in there-necked flask, and control oil bath temperature about 90 DEG C back flow reaction, react 4 hours.Then be cooled to by solution less than 4 DEG C maintenances constant, then add the sulfuric acid solution that 100g mass percent is 14.7% wherein, continue stirring 1.0 hours, separatory, by washing removing salting liquid, and obtain target product 17.5g with after anhydrous sodium sulfate drying.
Embodiment 4
By 18.0g dihydroactinidiolide, 40g mass percent be 20% sodium hydrate aqueous solution add in there-necked flask, and control oil bath temperature about 70 DEG C back flow reaction, react 4 hours.Then be cooled to by solution less than 4 DEG C maintenances constant, then add the sulfuric acid solution that 100g mass percent is 19.2% wherein, continue stirring 1.0 hours, separatory, by washing removing salting liquid, and obtain target product 17.6g with after anhydrous sodium sulfate drying.
Embodiment 5
By 18.0g dihydroactinidiolide, 40g mass percent be 20% sodium hydrate aqueous solution add in there-necked flask, and control oil bath temperature about 70 DEG C back flow reaction, react 4 hours.Then be cooled to by solution less than 4 DEG C maintenances constant, then add the sulfuric acid solution that 100g mass percent is 19.2% wherein, continue stirring 1.0 hours, separatory, by washing removing salting liquid, and obtain target product 17.2g with after anhydrous sodium sulfate drying.
Aspirated by expert group, following perfuming experimental result is evaluated.
Embodiment 6
Perfuming experiment and effect 1
The carboxylic acid that Example 1 prepares, with absolute ethyl alcohol be diluted to concentration be respectively 0.5,1.0,1.5,3.0g/L solution, spices injection instrument is adopted to be injected into equably in cigarette shreds by the reaction mixture of 4 kinds of concentration respectively with the dosage often propping up 5 μ L, after injection, 48h is balanced under 22 DEG C with the condition of relative humidity 60%, baking, takes out and makes cigarette;
Meanwhile, get the dihydroactinidiolide of above-mentioned same amount, with absolute ethyl alcohol be diluted to concentration be respectively 0.5,1.0,1.5, the solution of 3.0g/L, make cigarette according to above-mentioned same mode, smoke panel test.
Smoking result shows, with absolute ethyl alcohol be diluted to concentration be respectively 0.5,1.0,1.5, the flavouring effect of the hydroxy acid of 3.0g/L be all better than with absolute ethyl alcohol be diluted to 0.5,1.0,1.5, the dihydroactinidiolide solution of 3.0g/L, when use carboxylic acid of the present invention is described, the flavouring effect under low concentration or high concentration is all better than dihydroactinidiolide.
Embodiment 7
Perfuming experiment and effect 2
The carboxylic acid that Example 1 prepares, being diluted to concentration with absolute ethyl alcohol is 2.0g/L solution, get above-mentioned solution, adopt spray pattern perfuming, make above-mentioned dissolution homogeneity be sprayed on 1000g pipe tobacco, under 22 DEG C with the condition of relative humidity 60%, balance 48h, baking, cigarette is made in taking-up, contrasts, smoke panel test with comparative example.
Embodiment 8
Perfuming experiment 3
The carboxylic acid that Example 1 prepares, being diluted to concentration with absolute ethyl alcohol is 2.0g/L solution, get above-mentioned solution, adopt spray pattern perfuming, make above-mentioned dissolution homogeneity be sprayed on 1000g thin slice, baking, 48h is balanced under 22 DEG C with the condition of relative humidity 60%, cigarette is made in taking-up, contrasts, smoke panel test with comparative example.
Comparative example 1
Perfuming experiment 4
Get dihydroactinidiolide, being diluted to concentration with absolute ethyl alcohol is 2.0g/L solution, gets above-mentioned solution, adopt spray pattern perfuming, make above-mentioned dissolution homogeneity be sprayed on 1000g pipe tobacco, under 22 DEG C with the condition of relative humidity 60%, balance 48h, baking, takes out and makes cigarette, smoke panel test.
Comparative example 2
Perfuming experiment 5
Get dihydroactinidiolide, being diluted to concentration with absolute ethyl alcohol is 2.0g/L solution, gets above-mentioned solution, adopt spray pattern perfuming, make above-mentioned dissolution homogeneity be sprayed on 1000g thin slice, under 22 DEG C with the condition of relative humidity 60%, balance 48h, baking, takes out and makes cigarette, smoke panel test.
The evaluation and analysis result of embodiment 7,8 and comparative example 1,2 is as shown in table 1 below.
Table 1
As can be seen from the evaluation and analysis result of table 1, relative to comparative example 1 and comparative example 2, not only fragrance release is even for embodiment 7 and embodiment 8, and fragrance rate of release is moderate, and has good humectation and resistance to baking.
And evaluation and analysis result shows, no matter be sprayed on pipe tobacco by carboxylic acid of the present invention or be sprayed on thin slice, its cigarette made all can obtain uniform fragrance, good humectation and resistance to baking.
Embodiment 9
Perfuming experiment 6
After the cigarette that embodiment 2 prepares is placed one week, then evaluate and analyse.
Embodiment 10
Perfuming experiment 7
After the cigarette that embodiment 3 prepares is placed one week, then evaluate and analyse.
Comparative example 3
Perfuming experiment 8
After the cigarette that comparative example 1 prepares is placed one week, then evaluate and analyse.
Comparative example 4
Perfuming experiment 9
After the cigarette that comparative example 2 prepares is placed one week, then evaluate and analyse.
The evaluation and analysis comparing result of embodiment 9,10 and comparative example 3,4 is as shown in table 2 below.
Table 2
As can be seen from the evaluation and analysis result of table 2, relative to comparative example 3 and comparative example 4, not only fragrance release is even for the cigarette of embodiment 9 and embodiment 10, and fragrance rate of release is moderate, has good humectation and resistance to baking; And in placement after one week, due to the high volatility of dihydroactinidiolide, its content in cigarette reduces in a large number, causes the fragrance of cigarette too light, but add carboxylic acid of the present invention and still keep enough fragrance as the cigarette of fumet.
Claims (4)
1. the application of carboxylic acid in cigarette, it is characterized in that, by dihydroactinidiolide back flow reaction in strong base solution, be cooled to less than 4 DEG C maintenances constant after reacting completely, slowly add acid solution again, the pH value making solution final maintains 6 ~ 6.5, by obtaining carboxylic acid after separatory, washing, drying; Described carboxylic acid is added in cigarette as fumet; The temperature of back flow reaction is 45 ~ 90 DEG C;
Described carboxylic acid is added in cigarette shreds or reconstituted tobacoo;
In cigarette shreds or reconstituted tobacoo, the addition of described carboxylic acid in cigarette is 5 ~ 20ppm.
2. application according to claim 1, is characterized in that, described strong base solution is mass percent is 10 ~ 30% sodium hydrate aqueous solutions.
3. application according to claim 1, is characterized in that, described acid solution is mass percent is 10 ~ 20% aqueous sulfuric acids.
4. application according to claim 1, is characterized in that, in cigarette shreds or reconstituted tobacoo, the addition of described carboxylic acid in cigarette is 5 ~ 10ppm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410326961.1A CN104126866B (en) | 2014-07-10 | 2014-07-10 | The application of a kind of carboxylic acid in cigarette |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410326961.1A CN104126866B (en) | 2014-07-10 | 2014-07-10 | The application of a kind of carboxylic acid in cigarette |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104126866A CN104126866A (en) | 2014-11-05 |
| CN104126866B true CN104126866B (en) | 2016-03-16 |
Family
ID=51799917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410326961.1A Active CN104126866B (en) | 2014-07-10 | 2014-07-10 | The application of a kind of carboxylic acid in cigarette |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104126866B (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101250100A (en) * | 2008-01-31 | 2008-08-27 | 上海英华香精香料有限公司 | Preparation of novel flavoring agents capable of remarkably intensifying tobacco fragrance and smoking smell |
| CN102161935A (en) * | 2010-12-31 | 2011-08-24 | 广东中烟工业有限责任公司 | Endogenous perfume from tobacco as well as preparation method and application thereof |
| CN102423114A (en) * | 2011-07-25 | 2012-04-25 | 红塔烟草(集团)有限责任公司 | Low-tar cigarette aroma compensation method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0541151B1 (en) * | 1991-11-04 | 1998-06-17 | Quest International B.V. | Diterpenoid alcohols for flavouring purposes |
-
2014
- 2014-07-10 CN CN201410326961.1A patent/CN104126866B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101250100A (en) * | 2008-01-31 | 2008-08-27 | 上海英华香精香料有限公司 | Preparation of novel flavoring agents capable of remarkably intensifying tobacco fragrance and smoking smell |
| CN102161935A (en) * | 2010-12-31 | 2011-08-24 | 广东中烟工业有限责任公司 | Endogenous perfume from tobacco as well as preparation method and application thereof |
| CN102423114A (en) * | 2011-07-25 | 2012-04-25 | 红塔烟草(集团)有限责任公司 | Low-tar cigarette aroma compensation method |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104126866A (en) | 2014-11-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2010130197A1 (en) | Nicotine-reducing agent for tobacco leaf used in field cultivation of tobacco | |
| CN109589883A (en) | A kind of preparation method of plants essential oil powder microcapsules | |
| CN112705131B (en) | Preparation method of eutectic solvent/hydroxypropyl-beta-cyclodextrin menthol microcapsule | |
| CN102273733A (en) | Sustained-release pellet capsule of sweet cooling agent for cigarette with filter plug | |
| CN108208915A (en) | A kind of preparation method of tobacco tar drop thorn softener and the tobacco tar drop thorn softener prepared with this method | |
| CN109984372A (en) | Mango extract solution, mango electronics tobacco tar and preparation method thereof | |
| CN104126866B (en) | The application of a kind of carboxylic acid in cigarette | |
| CN106072750A (en) | A kind of compound flavouring essence for tobacco, Preparation Method And The Use | |
| CN110541324A (en) | Preparation method of monomenthyl ester, mint type cigarette paper and preparation method thereof | |
| CN108239573A (en) | Grease and preparation method thereof | |
| CN100594876C (en) | Long-acting perfume | |
| CN111303995B (en) | Clathrate compound of anion ring-opening cucurbituril and nicotine substances as well as preparation method and application thereof | |
| CN111227291A (en) | Flower fragrance type cigarette | |
| CN105925375B (en) | Composite tobacco essence, preparation method and application thereof | |
| CN104082854A (en) | Application of 3-(2-hydroxyphenyl) propionic acid in cigarettes | |
| CN105254547A (en) | Method for preparing high-quality mercaptoacetic acid from tail solution from O-alkyl-N-alkyl thinocarbamate production | |
| CN108184821A (en) | A kind of pretreatment liquid that can retain camellia Fresh Cutting flower natural primary color and its application | |
| CN113481056B (en) | Composite porous heat-release perfume for cigarettes and preparation method thereof | |
| CN102150942B (en) | Preparation method of gel state water-soluble essence for tobacco | |
| US2905576A (en) | Tobacco | |
| CN104082845A (en) | Application of 3-(2-hydroxycyclohexane) propionic acid in cigarettes | |
| CN103865649B (en) | A kind of perfuming agent for dried flower and preparation method thereof | |
| CN105054272B (en) | The baking agent of flue-cured tobacco upgrading flavouring and using method thereof under a kind of rainy high humidity environment | |
| CN117814514A (en) | Composition and method for reducing tobacco leaf ash hanging and application thereof | |
| CN105567421A (en) | Degumming technology of fragrant oil-tea camellia seed oil |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |