CN107660817B - Electronic cigarette liquid capable of uniformly releasing cigarette fragrance - Google Patents
Electronic cigarette liquid capable of uniformly releasing cigarette fragrance Download PDFInfo
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- CN107660817B CN107660817B CN201610600661.7A CN201610600661A CN107660817B CN 107660817 B CN107660817 B CN 107660817B CN 201610600661 A CN201610600661 A CN 201610600661A CN 107660817 B CN107660817 B CN 107660817B
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- activated carbon
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
Abstract
The invention provides electronic cigarette liquid capable of uniformly releasing cigarette fragrance, which comprises nicotine, a fragrance component, an atomization component and modified activated carbon; the preparation method of the modified activated carbon comprises the following steps: mixing activated carbon and potassium permanganate under an acidic condition, reacting, removing excessive potassium permanganate after the reaction is finished, washing the obtained solid product to be neutral, and then carrying out esterification reaction with p-toluenesulfonic acid and polyethylene glycol to obtain the modified activated carbon. The modified activated carbon material is added into the electronic cigarette liquid to be combined with nicotine, so that various components in the electronic cigarette liquid are adsorbed, the slow release purpose is achieved, and the nicotine can be stably and uniformly released.
Description
Technical Field
The invention relates to electronic cigarette liquid capable of uniformly releasing cigarette fragrance, and belongs to the technical field of electronic cigarettes.
Background
In recent years, new tobacco products such as low-temperature cigarettes and electronic cigarettes have been rapidly emerging. The electronic cigarette has a shape similar to that of a common cigarette, is a device capable of vaporizing electronic cigarette liquid (also called electronic cigarette oil, which is an essence solution) into mist, and brings a feeling similar to smoking to smokers.
The electronic cigarette greatly reduces the harm to human bodies while meeting the smoking habit of people. In summary, an electronic cigarette has some of the following main features: firstly, combustion is not needed, tar and harmful ingredients generated by combustion are greatly reduced, and the harmfulness is smaller compared with that of the traditional cigarette; secondly, second-hand smoke is not generated, the public environment is not influenced, and the contradiction between smoking and smoking ban in public places is relieved to a certain extent; thirdly, the physiological needs of consumers can be adapted and met to a certain extent. The electronic cigarette is developed for several generations, the appearance of the electronic cigarette is basically consistent with that of the traditional cigarette at present, the taste can be diversified, and meanwhile, the electronic cigarette does not contain cigarette tar and has small harm to human bodies. Therefore, electronic cigarettes are being accepted by more and more people in the market.
Electronic cigarettes also gradually exhibit some disadvantages. According to research and study, the electronic cigarette has the same shape, hand feeling, smoke and other feelings as a common cigarette, but the smoke generated by the electronic cigarette liquid has a larger difference from the real cigarette in the aspects of aroma and taste, and the quality of the electronic cigarette is greatly influenced by the defects. Especially, in electronic cigarettes containing nicotine, most of the nicotine exists in the form of free nicotine. Free nicotine has 2 deficiencies during smoking: 1. volatile, inconsistent nicotine content before and after smoking, and insufficient stability. 2. Nicotine stimulates the throat strongly during smoking, and the throat is irritated. Such as: chinese patent CN104983063A (an improved method for preparing electronic cigarette liquid), the electronic cigarette oil mainly comprises 10-90% of electronic cigarette base liquid, 1-2% of free nicotine, 1-10% of electronic cigarette essence, 0-5% of deionized water, and the balance of glycerol, and the finished product of the electronic cigarette liquid is obtained after uniform mixing. The throat-piercing sensation of free nicotine during smoking and the phenomenon of front-to-back inconsistency are common problems. Chinese patent CN103284319A (using sparteine to replace nicotine oral cavity atomized liquid) uses sparteine to replace nicotine, natural aroma components in the oral cavity atomized liquid have longer aroma retention time, and aroma of the electronic cigarette liquid is enhanced. However, only nicotine can be enjoyed by people, and when people smoke tobacco leaves and products thereof, the primary purpose is to meet the physiological strength of people and obtain the charm of tobacco fragrance, so that the research on salifying and adsorbing of free nicotine is carried out by the patent, and the problems of unstable front and back, throat feeling and the like of the free nicotine are solved. Free nicotine and different organic acids and inorganic acids are subjected to salt forming reaction, and the nicotine in the electronic cigarette tobacco tar is a mixture of nicotine and different nicotine salts.
In addition, the adsorption method has the characteristics of safety, strong fragrance-holding capacity and fragrance release controllability in the aspect of perfuming, and the technical key is the selection of a porous material. Among various novel materials, activated carbon is the first choice material of cigarette adsorbents due to its excellent adsorption performance and relatively low cost price, and has been widely applied in cigarette markets at home and abroad. Currently, many researches on the use of activated carbon as a harm reduction adsorbent are carried out, but researches on the use of activated carbon as a carrier for adsorbing nicotine are relatively few, and the activated carbon is modified and can be uniformly dispersed in an atomizing agent. In the research, an activated carbon adsorption material with good dispersion performance is designed and prepared, and nicotine is stably released by utilizing an adsorption material slow release technology.
Disclosure of Invention
The invention aims to solve the technical problems that nicotine in the tobacco tar of the existing electronic cigarette is volatile, unstable in front and back and strong in throat feeling in the smoking process, and provides an effective method capable of stably releasing nicotine and tobacco fragrance and improving the taste of the nicotine during smoking.
The technical scheme of the invention is that the electronic cigarette liquid capable of uniformly releasing cigarette fragrance is provided, and the electronic cigarette liquid comprises nicotine, a fragrance component, an atomization component and modified activated carbon;
the preparation method of the modified activated carbon comprises the following steps: mixing the activated carbon and potassium permanganate under an acidic condition, carrying out oxidation reaction, removing excessive potassium permanganate after the oxidation reaction is finished, washing the obtained solid product to be neutral, and carrying out esterification reaction with p-toluenesulfonic acid and polyethylene glycol to obtain the modified activated carbon.
Further, the modified activated carbon comprises the following steps:
(1) adding 500 parts by mass of 100-2000 parts of activated carbon and 2000 parts by mass of potassium permanganate into a reaction bottle, dropwise adding acid liquor into the reaction bottle, uniformly stirring, and reacting at 40-60 ℃ for 8-48 hours;
(2) after the reaction is finished, cooling, adding hydrogen peroxide until the mauve of the potassium permanganate disappears, centrifuging the reaction mixture, and washing with deionized water until the pH of the obtained solid is neutral;
(3) and (3) mixing the solid obtained in the step (2) with 50-200 parts of p-toluenesulfonic acid and 30-60 parts of polyethylene glycol, carrying out reflux reaction for 15-30 hours by taking toluene as a reaction solvent, carrying out reduced pressure distillation to remove toluene after the reaction is finished, pouring the obtained residue into deionized water, carrying out ultrasonic dispersion and centrifugation until the pH value of the solution is neutral, collecting the solution, and carrying out freeze drying to obtain the modified activated carbon.
Further, the acid liquor is a mixed acid liquor of concentrated sulfuric acid and concentrated phosphoric acid in a volume ratio of 1-9: 1.
Further, the molecular weight of the polyethylene glycol is 200-600.
Furthermore, each gram of the electronic cigarette liquid contains 0.1-10mg of modified activated carbon.
Further, the electronic cigarette liquid also contains nicotine salt. The nicotine salt is one or more of nicotine malate, nicotine citrate and nicotine tartrate.
Further, the nicotine is prepared by the following method: putting tobacco powder or tobacco shreds as a raw material into an organic acid solution, extracting for 2-6 h at 70-90 ℃, cooling and filtering, and adjusting the pH value of filtrate to 10-12 by using an alkali solution with the mass fraction of 40-60%; extracting the solution with n-hexane or/and ethyl acetate, and concentrating the organic phase at low temperature to obtain nicotine.
Further, the organic acid is one or a mixture of more of malic acid, citric acid, tartaric acid and lactic acid.
Further, the composition comprises the following components in parts by weight: 70-90 parts of atomizing agent, 0.01-0.2 part of nicotine, 1-10 parts of aroma component and 0.01-0.1 part of modified activated carbon.
The activated carbon as a porous adsorption material has the advantages of excellent adsorption performance, controllable pore structure, good biocompatibility, no toxic or side effect and the like, but the research on adsorbing nicotine as a carrier is relatively less, and the activated carbon powder is difficult to be directly used in electronic cigarette liquid. Therefore, the activated carbon can be uniformly dispersed/dissolved in the atomizing agent after being modified, so that the active carbon can adsorb components such as nicotine, nicotine salt and the like, and finally, the slow release effect is achieved.
Because the nicotine has a pyridine ring and an pyrrole ring, the N atom of the pyrrole ring and the N atom of the pyridine ring are easy to protonate, wherein the N atom of the pyrrole ring is easier to protonate, and the nicotine is easy to combine with H ions, most of the nicotine and citric acid or malic acid in the tobacco are combined into salts which exist in a protonic form, while the content of the unprotonated free nicotine is less, and the content of the unprotonated free nicotine increases with the increase of the alkalinity of the tobacco. Malic acid, citric acid, tartaric acid and nicotine can be selected to carry out salt-forming reaction, and the salt-forming reaction exists in the form of nicotine and nicotine salt, and the obtained nicotine salt and nicotine are blended according to a certain proportion, so that electronic cigarette liquids with different styles can be obtained.
The modified activated carbon material is added into the electronic cigarette liquid to be combined with nicotine, so that the nicotine and other components in the electronic cigarette liquid are adsorbed, the aim of slow release is fulfilled, and the nicotine can be stably and uniformly released.
Drawings
Figure 1 study of the release of four nicotine forms in e-cigarette smoke.
Detailed Description
The present invention will be further described with reference to the following examples.
Example 1: preparation method of modified activated carbon
1. And (3) activation:
reagent: activated carbon; potassium permanganate; concentrated sulfuric acid; concentrated phosphoric acid; hydrogen peroxide; deionized water
(1) At room temperature, mixing 100-500mg of activated carbon and potassium permanganate (500-2000mg), adding the mixture into a 100-250mL round-bottom flask, uniformly stirring, dropwise adding 20-100mL of concentrated sulfuric acid-concentrated phosphoric acid mixed acid solution (the volume ratio is 1:1-9:1) into a reaction bottle, and controlling the dropwise adding speed to be proper so that the temperature of the reaction solution is controlled within 30 ℃ in a cold water bath.
(2) And after the acid liquor is dropwise added, transferring the mixture into a constant temperature device to react for 8 to 48 hours at the temperature of 50 ℃.
(3) After the reaction is finished, the reactant is naturally cooled to room temperature, then poured into ice water (200-2000mL), hydrogen peroxide and potassium permanganate are added under stirring until the mauve disappears, and the solid is centrifuged and washed repeatedly by deionized water until the pH value is close to neutral.
2. Polyethylene glycol modification
Reagent: polyethylene glycol (MW 200-; toluene; p-toluenesulfonic acid; deionized water
Transferring the solid obtained in the last step into a 100mL round-bottom flask, and adding 50-200mg of p-toluenesulfonic acid, 10mL of toluene and 30mL of polyethylene glycol; and (3) building a reflux reaction device with an oil-water separator, and carrying out reflux reaction for 24 hours. And after the reaction is finished, removing the toluene by reduced pressure distillation, pouring the obtained residue into 500mL of deionized water, ultrasonically dispersing and centrifuging, and then continuously washing the residual solid by the deionized water and centrifuging until the pH value of the solution is close to neutral. Collecting the solution, and freeze-drying to obtain the final modified product.
Example 2
Adding 80g of burley tobacco powder into 600 ml of 15% tartaric acid solution, heating at 70 ℃ for 2h, cooling, filtering filter residues, adjusting the pH of the filtrate to be more than 11 by using 40% KOH solution, extracting for 2 times by using 700 ml of n-hexane and ethyl acetate (5:1), and carrying out organic phase combination, concentration and evaporation to dryness to obtain the free nicotine. The nicotine content in the free nicotine is more than 80%, even up to 95%, and it also contains the aroma components of the gas in tobacco. The free nicotine component can, of course, also be obtained by compounding.
Dissolving free nicotine in atomizing agent (propylene glycol) to obtain the electronic cigarette liquid, wherein each gram of the electronic cigarette liquid contains about 8mg of nicotine.
Example 3
Dissolving the free nicotine and the tartaric acid in an atomizing agent (propylene glycol) to prepare the electronic cigarette liquid, wherein each gram of the electronic cigarette liquid contains about 8mg of nicotine and 2mg of tartaric acid. Tartaric acid can form nicotine tartrate with nicotine.
Example 4
Dissolving the free nicotine and the modified activated carbon in an atomizing agent (propylene glycol) to prepare the electronic cigarette liquid, wherein each gram of the electronic cigarette liquid contains about 8mg of nicotine and 2mg of the modified activated carbon.
Example 5
Dissolving the free nicotine, the tartaric acid and the modified activated carbon in an atomizing agent (propylene glycol) to prepare the electronic cigarette liquid, wherein each gram of the electronic cigarette liquid contains about 8mg of nicotine, 1mg of tartaric acid and 1mg of the modified activated carbon.
1mL of the e-liquid of examples 2-5 was added to the e-cigarette atomizer and reviewed by a professional reviewer with the following results:
example 6
And (3) adding the four electronic cigarette liquids of the embodiments 2-5 into an electronic cigarette atomizer for suction, wherein the suction capacity is 55 milliliters, the suction time is 3 seconds, the square wave and the suction frequency are 30 seconds, sucking 200 mouths is performed in total, every 40 mouths of smoke are adsorbed onto one filter sheet, extracting with an organic solvent, and analyzing the nicotine content and the change condition in every 40 mouths. The experimental results are shown in FIG. 1, wherein each group of data sequentially comprises a first port 40 (ports 1-40), a second port 40 (ports 41-80), a third port 40 (ports 81-120), and a fourth port 80 (port 121-200) from left to right. According to the actual condition of a consumer, the number of the electronic cigarette mouths is not more than 200 (one time), and the nicotine content of the electronic cigarette liquid is obviously reduced due to the limitation of the total amount of the electronic cigarette liquid, so that the last 80 mouths are counted for the fourth time.
The release of four nicotine forms in the smoke was studied, (A, B, C, D are the E-liquid of examples 2, 4, C, 3, and D, 5 respectively) the E-cigarettes smoked 200 puffs, and as can be seen in FIG. 1, the second 40 puffs were 13.95% lower than the first 40 puffs and the third 40 puffs were 9.20% lower than the second 40 puffs in the group A sample; group B samples: the second 40 ports are 4.58 percent lower than the first 40 ports, and the third 40 ports are 5.20 percent lower than the second 40 ports; group C samples: the second 40 mouths are 8.26 percent lower than the first 40 mouths, the third 40 mouths are 8.82 percent lower than the second 40 mouths, and finally the nicotine release of 80 mouths is less; group D samples: the second 40 ports are 5.76 percent lower than the first 40 ports, and the third 40 ports are 5.87 percent lower than the second 40 ports. The content of the nicotine in B, D groups in the 4 samples is most stable, and the nicotine in the smoke absorbed by the nicotine through the modified activated carbon is relatively stable in the front 120 mouths, which shows that the samples with the absorption material added in the nicotine can be released relatively stably in the front 120 mouths and even the front 200 mouths. While group A samples showed a rapid decrease in nicotine levels in the smoke between 80-120 mouthpieces.
The tests show that the modified activated carbon or the modified activated carbon and the organic acid can be added into the electronic cigarette liquid to improve the stability of the nicotine, so that the nicotine can be slowly and stably released. The organic acid can be combined with nicotine and can be pyrolyzed to produce fragrance, and when the organic acid is matched with modified activated carbon for use, the release variation of nicotine is relatively stable, so that the organic acid can be partially used for replacing the modified activated carbon to be used in electronic cigarette liquid.
Claims (7)
1. An electronic cigarette liquid capable of uniformly releasing cigarette fragrance is characterized by comprising nicotine, a fragrance component, an atomization component and modified activated carbon;
the preparation method of the modified activated carbon comprises the following steps: mixing activated carbon and potassium permanganate under an acidic condition, carrying out oxidation reaction, removing excessive potassium permanganate after the oxidation reaction is finished, washing the obtained solid product, and carrying out esterification reaction on the washed solid product, p-toluenesulfonic acid and polyethylene glycol to obtain modified activated carbon;
the preparation method of the modified activated carbon comprises the following steps: (1) adding 100-500mg of activated carbon and 500-2000mg of potassium permanganate into a reaction bottle, dropwise adding acid liquor into the reaction bottle, uniformly stirring, and reacting at 40-60 ℃ for 8-48 hours;
(2) after the reaction is finished, cooling, adding hydrogen peroxide until the mauve of the potassium permanganate disappears, centrifuging the reaction mixture, and repeatedly washing with deionized water until the pH value of the washed aqueous solution is neutral;
(3) and (3) mixing the solid obtained in the step (2) with 50-200mg of p-toluenesulfonic acid and 30-60mL of polyethylene glycol, carrying out reflux reaction for 15-30 hours by taking toluene as a reaction solvent, carrying out reduced pressure distillation to remove toluene after the reaction is finished, pouring the obtained residue into deionized water, carrying out ultrasonic dispersion and centrifugation, continuously washing the residual solid with the deionized water, carrying out centrifugation until the pH value of the solution is neutral, collecting the solution, and carrying out freeze drying to obtain the modified activated carbon.
2. The electronic cigarette liquid of claim 1, wherein the acid liquid is a mixed acid liquid of concentrated sulfuric acid and concentrated phosphoric acid in a volume ratio of 1-9: 1.
3. The e-liquid of claim 1, wherein the nicotine is prepared by the following method: putting tobacco powder or tobacco shreds as a raw material into an organic acid solution, extracting for 2-6 h at 70-90 ℃, cooling and filtering, and adjusting the pH value of filtrate to 10-12 by using an alkali solution with the mass fraction of 40-60%; and extracting the filtrate with adjusted pH value with n-hexane or/and ethyl acetate, and concentrating the organic phase at low temperature to obtain nicotine.
4. The electronic cigarette liquid of claim 3, wherein the organic acid is one or a mixture of malic acid, citric acid, tartaric acid and lactic acid.
5. The electronic cigarette liquid of claim 1, wherein the molecular weight of the polyethylene glycol is 200-600.
6. The electronic cigarette liquid of claim 1, wherein each gram of electronic cigarette liquid contains 0.1-10mg of modified activated carbon.
7. The electronic cigarette liquid of claim 1, comprising the following components in parts by weight: 70-90 parts of atomizing agent, 0.01-0.2 part of nicotine, 1-10 parts of aroma component and 0.01-0.1 part of modified activated carbon.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202010907354.XA CN111920078B (en) | 2016-07-27 | 2016-07-27 | Modified activated carbon |
| CN201610600661.7A CN107660817B (en) | 2016-07-27 | 2016-07-27 | Electronic cigarette liquid capable of uniformly releasing cigarette fragrance |
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| CN201610600661.7A CN107660817B (en) | 2016-07-27 | 2016-07-27 | Electronic cigarette liquid capable of uniformly releasing cigarette fragrance |
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| RU2770830C1 (en) * | 2018-10-09 | 2022-04-22 | Джапан Тобакко Инк. | Method of producing tobacco flavoring liquid, tobacco flavoring liquid, method of producing an ester compound and a smoking article |
| CN110638082A (en) * | 2019-10-28 | 2020-01-03 | 武汉红金叶新材料科技有限公司 | Formulation suitable for heating non-combustion tobacco and preparation process thereof |
| CN113229521A (en) * | 2021-06-23 | 2021-08-10 | 张家港外星人新材料科技有限公司 | Electronic atomized liquid composition and packaging container thereof |
| CN113615862B (en) * | 2021-08-02 | 2023-03-17 | 深圳市真味生物科技有限公司 | Aromatic plant electronic atomized liquid and preparation method thereof |
| CN113854620A (en) * | 2021-09-02 | 2021-12-31 | 深圳市艾普生物科技有限公司 | Electronic cigarette liquid additive and preparation method and application thereof |
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| CN107660817A (en) | 2018-02-06 |
| CN111920078B (en) | 2022-04-29 |
| CN111920078A (en) | 2020-11-13 |
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