CN104126866A - Application of hydroxy acid in cigarette - Google Patents
Application of hydroxy acid in cigarette Download PDFInfo
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- CN104126866A CN104126866A CN201410326961.1A CN201410326961A CN104126866A CN 104126866 A CN104126866 A CN 104126866A CN 201410326961 A CN201410326961 A CN 201410326961A CN 104126866 A CN104126866 A CN 104126866A
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- cigarette
- carboxylic acid
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- dihydroactinidiolide
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Abstract
The invention discloses the application of hydroxy acid in a cigarette. Dihydroactinidiolide is subjected to backflow reaction in a strong base solution. After complete reaction, the dihydroactinidiolide is cooled to the temperature below 4 DEG C, the temperature is kept constant, an acid solution is added slowly, the final pH value of the solution is kept between 6 and 6.5, and after liquid separating, washing and drying, the hydroxy acid is obtained. The hydroxy acid is used as flavouring substances to be added to the cigarette. After the flavouring substances are added into the cigarette, fragrance releasing is even and uniform during a cigarette smoking process, and the cigarette has a moisture preservation effect and baking resistance at the same time.
Description
Technical field
The invention belongs to the flavouring humectation field of cigarette, be specifically related to the application in cigarette as fumet of a kind of carboxylic acid.
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 in cigarette, as tobacco aromatics using, particularly in flue-cured tobacco, to be widely used.But due to octahydrocoumarin, dihydrocoumarin fragrance unreasonableness, and the problem such as that dihydroactinidiolide, octahydrocoumarin, dihydrocoumarin etc. all exist is volatile, fragrance rate of release is fast, make to aspirate inhomogeneous, and there is the problem of suction dried, be unfavorable for that it is used in tobacco the effective use as fumet always.Those skilled in the art is in the urgent need to searching out a kind of fumet, thereby effectively overcomes the above problems.
Summary of the invention
For the problems referred to above, the thinking that inventor is used to have according to those skilled in the art, attempted that other self was had to the ester class that is suitable for fragrance in cigarette and be applied in cigarette, but find still to exist above-mentioned fragrance to discharge fast, to discharge inhomogeneous, not ovenable roasting, suction dried problem.Inventor also just I had never expected and will use carboxylic acid at all at the beginning of research, because those skilled in the art can not go to expect or consider to add carboxylic acid this itself not have dulcet or its smell should be the composition not being suitable in cigarette, at Field of Tobacco, do not apply this class material yet.But when the present inventor finds carboxylic acid to be applied in cigarette by once accidental trial, can overcome well the problems referred to above.
Therefore, the object of the present invention is to provide a kind of not volatile, during suction fragrance discharge slow, fragrance discharges uniformly, prior art has a kind of carboxylic acid application in cigarette as fumet of humectation and ovenable roasting effect relatively.
Technical scheme of the present invention
By dihydroactinidiolide back flow reaction in strong base solution, after reacting completely, be cooled to 4 ℃ of following maintenances constant, more slowly add acid solution, make the final pH value of solution maintain 6～6.5, by separatory, washing, the dry rear carboxylic acid that obtains; Described carboxylic acid is added in cigarette as fumet.
The temperature of back flow reaction is 45～90 ℃.
Described strong base solution is that mass percent is 10～30% sodium hydrate aqueous solutions.
Described acid solution is that 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.Preferably use anhydrous sodium sulfate drying.
The yield 95% of the carboxylic acid obtaining by preparation method of the present invention, purity 98%.
The preparation method of above-mentioned carboxylic acid is preferably: dihydroactinidiolide and sodium hydrate aqueous solution are mixed, at not higher than 90 ℃ after back flow reaction 3-8 hour, be cooled to 4 ℃ to keep constant below, more slowly add the sulfuric acid solution of equivalent, continue to stir 1～3 hour, make solution acidity maintain pH=6～6.5, separatory, washing, the phase of anhydrating, obtain yellow solution, under decompression, steam solvent, two steps are synthesized corresponding carboxylic acid.
Reaction equation is as follows:
Carboxylic acid of the present invention also can mix and be applied in cigarette with other fumet of the prior art, 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 to arbitrarily as fumet, to use in cigarette or other tobacco product.
The present invention can be added into described fumet in cigarette shreds or reconstituted tobacoo, also can add in stem etc.
And both carboxylic acid can be added as fumet and used separately, also common interpolation of the mixture of carboxylic acid and dihydroactinidiolide can be used as fumet.
Effect of the present invention
The present invention by using self not the aromatic carboxylic acid of tool as fumet, add in cigarette, not only obtained good flavouring effect, experiment shows that it also has good humectation effect, mellow and full property and the comfortableness of fragrance have been improved, and fragrance discharges evenly in aspiration procedure, fine solved in prior art, use fragrance that dihydroactinidiolide, dihydrocoumarin or other fumet exist discharge fast, discharge inhomogeneous, suction dried and the not ovenable problem such as roasting.Carboxylic acid of the present invention is low compared to the volatility of the compositions such as dihydroactinidiolide, dihydrocoumarin, deposits in process and can not discharge fast because volatile problem causes fragrance; And in described carboxylic acid, oh group is more conducive on its pipe tobacco or thin slice that is adsorbed on securely cigarette, thereby is more conducive to long-term storage.Meanwhile, also pleasantly surprised discovery of inventor, can in aspiration procedure, can slowly discharge fragrance, and the fragrance of its release is even by application of the present invention, humectation and ovenable roasting.The present invention is by unexpected a trial, obtained the carboxylic acid that is suitable as very much fumet in cigarette, solved well the problem that prior art exists, by adding this fumet, can obtain that fragrance rate of release is moderate, fragrance discharges evenly, humectation and ovenable roasting cigarette, has promoted 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 50 ℃ of left and right back flow reaction, reacts 4 hours.Then solution is cooled to 4 ℃ following to keep constant, then to add wherein 100g mass percent be 14.7% sulfuric acid solution, continue to stir 1.0 hours, separatory, removes salting liquid by washing, and with obtaining target product 18.6g after anhydrous sodium sulfate drying.
Embodiment 2
By 18.0g dihydroactinidiolide, the sodium hydrate aqueous solution that 40g mass percent is 15% adds in there-necked flask, and controls oil bath temperature 70 ℃ of left and right back flow reaction, reacts 4 hours.Then solution is cooled to 4 ℃ following to keep constant, then to add wherein 100g mass percent be 14.7% sulfuric acid solution, continue to stir 1.0 hours, separatory, removes salting liquid by washing, and with obtaining target product 18.2g after anhydrous sodium sulfate drying.
Embodiment 3
By 18.0g dihydroactinidiolide, the sodium hydrate aqueous solution that 40g mass percent is 15% adds in there-necked flask, and controls oil bath temperature 90 ℃ of left and right back flow reaction, reacts 4 hours.Then solution is cooled to 4 ℃ following to keep constant, then to add wherein 100g mass percent be 14.7% sulfuric acid solution, continue to stir 1.0 hours, separatory, removes salting liquid by washing, and with obtaining target product 17.5g after anhydrous sodium sulfate drying.
Embodiment 4
By 18.0g dihydroactinidiolide, the sodium hydrate aqueous solution that 40g mass percent is 20% adds in there-necked flask, and controls oil bath temperature 70 ℃ of left and right back flow reaction, reacts 4 hours.Then solution is cooled to 4 ℃ following to keep constant, then to add wherein 100g mass percent be 19.2% sulfuric acid solution, continue to stir 1.0 hours, separatory, removes salting liquid by washing, and with obtaining target product 17.6g after anhydrous sodium sulfate drying.
Embodiment 5
By 18.0g dihydroactinidiolide, the sodium hydrate aqueous solution that 40g mass percent is 20% adds in there-necked flask, and controls oil bath temperature 70 ℃ of left and right back flow reaction, reacts 4 hours.Then solution is cooled to 4 ℃ following to keep constant, then to add wherein 100g mass percent be 19.2% sulfuric acid solution, continue to stir 1.0 hours, separatory, removes salting liquid by washing, and with obtaining target product 17.2g after anhydrous sodium sulfate drying.
By expert group, aspirate, following perfuming experimental result is evaluated.
Embodiment 6
Perfuming experiment and effect 1
Get the carboxylic acid that embodiment 1 prepares, with absolute ethyl alcohol, be diluted to that concentration is respectively 0.5,1.0,1.5,3.0g/L solution, adopt spices injection instrument respectively the product solution of 4 kinds of concentration to be injected in cigarette shreds equably with the dosage of every 5 μ L, after injection, balance 48h under the condition of 22 ℃ and 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 that concentration is respectively 0.5,1.0,1.5, the solution of 3.0g/L, according to above-mentioned same mode, make cigarette, smoke panel test.
Smoking result shows, with absolute ethyl alcohol be diluted to that concentration is respectively 0.5,1.0,1.5, the flavouring effect of the carboxylic acid solution 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, illustrate that while using carboxylic acid of the present invention, flavouring effect under low concentration or high concentration is all better than dihydroactinidiolide.
Embodiment 7
Perfuming experiment and effect 2
Get the carboxylic acid that embodiment 1 prepares, with absolute ethyl alcohol, being diluted to concentration is 2.0g/L solution, get above-mentioned solution, adopt spray pattern perfuming, above-mentioned solution is evenly sprayed on 1000g pipe tobacco, balance 48h under the condition of 22 ℃ and relative humidity 60%, baking, cigarette is made in taking-up, with comparative example contrast, smokes panel test.
Embodiment 8
Perfuming experiment 3
Get the carboxylic acid that embodiment 1 prepares, with absolute ethyl alcohol, being diluted to concentration is 2.0g/L solution, get above-mentioned solution, adopt spray pattern perfuming, above-mentioned solution is evenly sprayed on 1000g thin slice, baking, balance 48h under the condition of 22 ℃ and relative humidity 60%, cigarette is made in taking-up, with comparative example contrast, smokes panel test.
Comparative example 1
Perfuming experiment 4
Get dihydroactinidiolide, with absolute ethyl alcohol, being diluted to concentration is 2.0g/L solution, gets above-mentioned solution, adopt spray pattern perfuming, above-mentioned solution is evenly sprayed on 1000g pipe tobacco, balance 48h under the condition of 22 ℃ and relative humidity 60%, baking, takes out and makes cigarette, smokes panel test.
Comparative example 2
Perfuming experiment 5
Get dihydroactinidiolide, with absolute ethyl alcohol, being diluted to concentration is 2.0g/L solution, gets above-mentioned solution, adopt spray pattern perfuming, above-mentioned solution is evenly sprayed on 1000g thin slice, balance 48h under the condition of 22 ℃ and relative humidity 60%, baking, takes out and makes cigarette, smokes 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
From the evaluation and analysis result of table 1, can find out, with respect to comparative example 1 and comparative example 2, embodiment 7 and embodiment 8 not only fragrance discharge evenly, and fragrance rate of release is moderate, and has good humectation and ovenable roasting property.
And evaluate and analyse result and show, no matter be carboxylic acid of the present invention is sprayed on pipe tobacco or is sprayed on thin slice, its cigarette of making all can obtain uniform fragrance, good humectation and ovenable roasting property.
Embodiment 9
Perfuming experiment 6
The cigarette that embodiment 2 is prepared was placed after one week, then evaluated and analysed.
Embodiment 10
Perfuming experiment 7
The cigarette that embodiment 3 is prepared was placed after one week, then evaluated and analysed.
Comparative example 3
Perfuming experiment 8
The cigarette that comparative example 1 is prepared was placed after one week, then evaluated and analysed.
Comparative example 4
Perfuming experiment 9
The cigarette that comparative example 2 is prepared was placed after one week, then evaluated and analysed.
The evaluation and analysis comparing result of embodiment 9,10 and comparative example 3,4 is as shown in table 2 below.
Table 2
From the evaluation and analysis result of table 2, can find out, with respect to comparative example 3 and comparative example 4, the cigarette of embodiment 9 and embodiment 10 not only fragrance discharges evenly, and fragrance rate of release is moderate, has good humectation and ovenable roasting property; And after placing 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 adds carboxylic acid of the present invention still to keep enough fragrance as the cigarette of fumet.
Claims (7)
1. the carboxylic acid application in cigarette, it is characterized in that, by dihydroactinidiolide back flow reaction in strong base solution, after reacting completely, be cooled to 4 ℃ of following maintenances constant, slowly add again acid solution, make the final pH value of solution maintain 6～6.5, by separatory, washing, the dry rear carboxylic acid that obtains; Described carboxylic acid is added in cigarette as fumet.
2. application according to claim 1, is characterized in that, the temperature of back flow reaction is 45～90 ℃.
3. application according to claim 1, is characterized in that, described strong base solution is that mass percent is 10～30% sodium hydrate aqueous solutions.
4. application according to claim 1, is characterized in that, described acid solution is that mass percent is 10～20% aqueous sulfuric acids.
5. application according to claim 1, is characterized in that, described carboxylic acid is added in cigarette shreds or reconstituted tobacoo.
6. application according to claim 5, is characterized in that, in cigarette shreds or reconstituted tobacoo, the addition of described carboxylic acid in cigarette is 5～20ppm.
7. application according to claim 5, 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 |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410326961.1A CN104126866B (en) | 2014-07-10 | 2014-07-10 | The application of a kind of carboxylic acid in cigarette |
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| CN104126866A true CN104126866A (en) | 2014-11-05 |
| CN104126866B CN104126866B (en) | 2016-03-16 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0670736A (en) * | 1991-11-04 | 1994-03-15 | Quest Internatl Bv | Diterpenoid alcohol for perfuming purpose |
| 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 |
-
2014
- 2014-07-10 CN CN201410326961.1A patent/CN104126866B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0670736A (en) * | 1991-11-04 | 1994-03-15 | Quest Internatl Bv | Diterpenoid alcohol for perfuming purpose |
| 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 |
Non-Patent Citations (1)
| Title |
|---|
| 曾晓鹰等: "《卷烟调香体系构建-以云烟品牌为例》", 28 February 2013 * |
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