CN114343229B - Preparation method of novel nicotine salt - Google Patents
Preparation method of novel nicotine salt Download PDFInfo
- Publication number
- CN114343229B CN114343229B CN202210081109.7A CN202210081109A CN114343229B CN 114343229 B CN114343229 B CN 114343229B CN 202210081109 A CN202210081109 A CN 202210081109A CN 114343229 B CN114343229 B CN 114343229B
- Authority
- CN
- China
- Prior art keywords
- acid
- nicotine
- nicotine salt
- preparation
- heating
- 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
Images
Classifications
-
- 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
-
- 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
- A24B15/18—Treatment of tobacco products or tobacco substitutes
-
- 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
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
Abstract
The invention relates to the technical field of nicotine salt, in particular to a preparation method of novel nicotine salt. The preparation method comprises the following steps: s1, adding organic acid into a solvent, and heating to dissolve; s2, adding nicotine, heating and stirring to obtain nicotine salt; the organic acid used in the invention is one of benzoic acid, dihydroxybenzoic acid, vanillic acid, cinnamic acid, nicotinic acid, salicylic acid, sorbic acid, levulinic acid and lactic acid. The invention also takes the mixed acid as the raw material, adopts the mode of charging materials step by step, so that the prepared nicotine salt has unique flavor, the electronic atomized liquid is more similar to the taste of the traditional cigarette, and the addition of the auxiliary acid can lead the nicotine salt to form a gel structure, thereby increasing the stability and being convenient for storage; the preparation method is simple in preparation process, strong in operability and suitable for industrial production.
Description
Technical Field
The invention relates to the technical field of nicotine salt, in particular to a preparation method of novel nicotine salt.
Background
Nicotine, also known as nicotine, is a pyridine derivative alkaloid present in solanaceae plants and is also an important component of tobacco. In the first generation of electronic nicotine delivery devices, free nicotine was commonly used, i.e. nicotine was present in "free base" form; the traditional free nicotine is not ideal in improving the effect of the electronic transmission device on inputting the nicotine into blood, because the excessive nicotine concentration only brings excessive throat-hitting feeling, but is difficult to enable a user to obtain the same physiological satisfaction as that of a traditional cigarette, and the smoking experience of the user is reduced to a great extent.
Nicotine reacts with acid to form amine salts, and natural nicotine salts are also found and extracted from tobacco leaves. In the second generation electronic nicotine delivery device, nicotine salt is used for replacing nicotine to prepare electronic atomized liquid, so that irritation to oral cavity or throat mucous membrane can be reduced, and using experience is improved. In addition to the nicotine complex found in nature, nicotine salts can also be synthesized by reacting nicotine with organic acids. The organic acid can regulate pH of nicotine, and relieve frontal impact and discomfort caused by high concentration of nicotine. In the process of preparing nicotine salt, the selection of organic acid not only affects the synthesis rate, but also greatly affects the taste of the atomized liquid prepared by taking the synthesized nicotine salt as raw material. For example, patent application CN111961032A of the applicant discloses a preparation method of synthetic nicotine salt with high yield, but the method has longer reaction time and lower production efficiency in practical application.
The electronic nicotine delivery device atomizes the liquid nicotine salt solution into steam in modes of heating and the like, so that the nicotine salt rapidly enters a human body through a respiratory system and is absorbed by blood. Compared with the traditional cigarette, the electronic nicotine transmission device can quickly relieve addiction and simultaneously generate less smoke, so that the influence on other people can be reduced; compared with the traditional nicotine extracted from tobacco, the electronic atomization liquid prepared from the synthetic nicotine salt can ensure that the nicotine salt is absorbed by the blood of a human body more easily, can meet the physiological requirements of nicotine-dependent people, and has more comfortable inhalation feeling.
Therefore, the development of the nicotine salt atomized liquid which is easy to prepare and has excellent taste is the key for ensuring the product quality of the electronic nicotine conveying device, and the existing nicotine salt preparation process has the problems of unstable proportion, unreasonable raw material selection and the like, so that the taste and the flavor of the electronic atomized liquid are finally influenced. How to improve the nicotine salt yield and the use comfort is still a technical problem which needs to be actively explored.
Disclosure of Invention
Aiming at the technical problems, the invention provides a simple and efficient preparation method of a novel nicotine salt, which can simultaneously ensure low nicotine content and better taste and improve smoking quality.
The above object of the present invention is achieved by the following technical solutions:
a preparation method of a novel nicotine salt comprises the following steps:
s1, adding organic acid into a solvent, and heating to dissolve;
s2, adding nicotine, heating and stirring to obtain the nicotine salt.
Further, in the preparation method of the present invention, the organic acid S1 is one or more of benzoic acid, dihydroxybenzoic acid, vanillic acid, cinnamic acid, nicotinic acid, salicylic acid, sorbic acid, levulinic acid, and lactic acid.
The synthesis of the nicotine salt usually takes benzoic acid, citric acid, malic acid and other organic acids as raw materials, the invention adopts dihydroxybenzoic acid, vanillic acid, cinnamic acid and nicotine to react under the heating condition for the first time, and the generated nicotine salt has the unique flavor of the acid per se, thereby enriching the fragrance of the electronic atomized liquid and bringing better smoking experience.
The method can use a single organic acid as a synthetic raw material, also can use two or more mixed organic acids with specific proportion to synthesize the nicotine salt, and the nicotine salt prepared by mixing different acids can also obtain composite unique fragrance which is pleasant and comfortable.
Still further, the dihydroxybenzoic acid provided by the invention comprises 2,3-dihydroxybenzoic acid, 2,4-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid (gentisic acid), 2,6-dihydroxybenzoic acid or 3,4-dihydroxybenzoic acid (protocatechuic acid).
Furthermore, the mass ratio of the organic acid to the nicotine in the preparation method is 1.0 (0.8-3.0).
Further, in the preparation method of the present invention, the heating temperature of the steps S1 and S2 is 60 to 70 ℃.
Furthermore, in the preparation method of the invention, the heating time of the step S1 is 15-30 min, and the heating time of the step S2 is 15-60 min.
The present invention ensures sufficient reaction of acid and nicotine by controlling the heating temperature and mixing time. In the S1, if the heating temperature is too low, the organic acid cannot be completely dissolved; if the heating temperature is too high, part of the organic acid nicotine salt can be decomposed or 'pseudo-dissolved' (i.e. not combined with nicotine, and separated out by cooling). Therefore, the synthesis of the nicotine salt is influenced by over-high or under-low heating temperature, and the yield of the nicotine salt is highest when the heating temperature is controlled to be 60-70 ℃.
The second aspect of the invention provides a preparation method of another novel nicotine salt, which specifically comprises the following steps:
s1, adding an organic acid A into a solvent, and heating to dissolve;
s2, adding nicotine, heating and stirring to obtain a mixed solution;
and S3, adding the organic acid B into the mixed solution, heating and stirring to obtain the nicotine salt.
Further, in the preparation method of the nicotine salt mixed with organic acid, the mass ratio of the organic acid A to the organic acid B is 1.0 (0.1-2).
Furthermore, when the mixed organic acid nicotine salt is synthesized by using a plurality of organic acids as main acids and one acid as auxiliary acids, the organic acid A is the main acid and the organic acid B is the auxiliary acid. In the method, the organic acid A is at least two of benzoic acid, dihydroxybenzoic acid, vanillic acid, cinnamic acid, nicotinic acid, salicylic acid, sorbic acid, levulinic acid and lactic acid, and the organic acid B is one of malic acid, citric acid and tartaric acid.
The method adopts a step-by-step feeding mode to synthesize the organic acid, and when the auxiliary acid is added in the reaction process, the generated mixed organic acid nicotine salt can further form a network structure and tends to a gel state integrally, so that the stability of the nicotine salt is improved, the nicotine salt is convenient to store for a long time, the retention time of the atomized nicotine salt can be prolonged, and the aromatic smell is more durable.
Further, malic acid comprises racemic malic acid, D-malic acid and L-malic acid, and tartaric acid comprises racemic tartaric acid, D-tartaric acid and L-tartaric acid.
Further, the heating temperature in steps S1-S3 is 60-70 ℃.
Further, the heating time of step S1 is 15-30 min, and the heating time of steps S2 and S3 is 15-60 min.
Further, the solvent is one or more of purified water, food-grade ethanol and propylene glycol.
Compared with the prior art, the invention has the following beneficial effects:
(1) The invention adopts dihydroxybenzoic acid, vanillic acid and cinnamic acid as organic acid raw materials for the first time, so that the prepared nicotine salt has the unique flavor of the acid itself, the electronic atomized liquid is closer to the taste of the traditional cigarette, the smoking quality is improved, and the requirements of long-term smokers are better met;
(2) The method takes mixed acid as raw material, synthesizes nicotine salt by adopting a stepwise feeding mode, and improves the output rate of the nicotine salt by controlling conditions such as heating temperature and the like;
(3) The synthesis of the nicotine salt takes the mixed organic acid as the main acid, and the auxiliary acid is added on the basis to promote the nicotine salt to form a gel structure, thereby improving the stability, being beneficial to prolonging the storage time and increasing the fragrance durability;
(4) The preparation method is simple in preparation process, strong in operability and suitable for industrial production.
Drawings
Figure 1 is a nicotine salt prepared in example 1;
figure 2 is a nicotine salt prepared in example 2;
figure 3 is a nicotine salt prepared in example 3;
figure 4 is a nicotine salt made in example 5.
Detailed Description
The technical solution of the present invention is further described and illustrated by the following specific examples. The raw materials used in the examples of the present invention are those commonly used in the art, and the methods used in the examples are those conventional in the art, unless otherwise specified. It should be understood that the specific embodiments described herein are merely to aid in the understanding of the invention and are not intended to limit the invention specifically.
EXAMPLE 1 preparation of Nicotine salt of protocatechuic acid
Adding 10g protocatechuic acid (3,4-dihydroxybenzoic acid, hereinafter protocatechuic acid is the compound) into 160mL edible alcohol, and heating in 70 deg.C oil bath for 30min; 12g of nicotine was added and stirring was continued at 70 ℃ for 60min to give a nicotine salt as a homogeneous pale pink oil as shown in FIG. 1.
EXAMPLE 2 preparation of Nicotine Vanilate salt
Adding 20g vanillic acid into 160mL edible alcohol, and heating at 70 deg.C in oil bath for 30min; 18g of nicotine was added and stirring was continued at 70 ℃ for 30min to give a homogeneous, tan oily nicotine salt as shown in figure 2.
EXAMPLE 3 preparation of Nicotine cinnamate salt
Adding 9g of cinnamic acid into 180mL of edible alcohol, and heating for 30min under oil bath at 65 ℃; further 10g of nicotine was added and stirring was continued at 65 ℃ for 30min to obtain a homogeneous, tan oily nicotine salt as shown in figure 3.
Example 4 preparation of Nicotine salt with protocatechuic acid/lactic acid/levulinic acid as organic acid
Adding 11g protocatechuic acid, 7g lactic acid and 9g levulinic acid into 160mL edible alcohol, and heating for 30min under 70 ℃ oil bath; 12g of nicotine was added and stirring was continued at 70 ℃ for 30min to obtain a homogeneous, brown-yellow oily nicotine salt.
EXAMPLE 5 preparation of Mixed acid Nicotine salt with protocatechuic acid/lactic acid/levulinic acid as the principal acid
Adding 11g protocatechuic acid, 7g lactic acid and 9g levulinic acid into 160mL edible alcohol, and heating for 30min under 70 ℃ oil bath; adding 12g nicotine, and stirring at 70 deg.C for 30min; subsequently, 10g malic acid was added and stirring was continued at 70 ℃ for 60min to obtain a homogeneous pale pink gelatinous nicotine salt as shown in FIG. 4.
Example 6 preparation of Nicotine salt of Mixed acid with gentisic acid/lactic acid/levulinic acid as the main acid
Adding 11g gentisic acid (2,5-dihydroxybenzoic acid), 7g lactic acid, and 9g levulinic acid into 160mL edible alcohol, and heating in 70 deg.C oil bath for 30min; adding 20g nicotine, and stirring at 70 deg.C for 50min; subsequently, 10g malic acid was added and stirring was continued at 70 ℃ for 60min to obtain a homogeneous, pale pink gelatinous nicotine salt.
EXAMPLE 7 preparation of Nicotine salt of Mixed acids with lactic acid/Vanillic acid as the principal acid
Adding 8g of lactic acid and 9g of vanillic acid into 160mL of edible alcohol, and heating in an oil bath at 65 ℃ for 30min; adding 10g nicotine, and stirring at 65 deg.C for 30min; then adding 10g malic acid, and continuously stirring at 65 deg.C for 30min to obtain homogeneous yellow gel nicotine salt.
Comparative example 1
Adding 10g protocatechuic acid into 160mL edible alcohol, and heating for 15min at 80 deg.C in oil bath; then 10g nicotine was added and the mixture was stirred at 80 ℃ for 30min to obtain a nicotine salt as a brown-yellow oil.
2g of the nicotine salt prepared in examples 1 to 7 and comparative example 1 were added to a mixed solvent of 100g of ethanol and glycerol (1:4 in volume ratio) and 0.1g of sucralose were added at the same time, and mixed to prepare an electronic atomized liquid, which was charged into the same bomb equipment and subjected to sensory analysis by a plurality of professional evaluators. The evaluation indexes comprise throat-hitting feeling, irritation, aroma and taste, and the evaluation results are shown in table 1.
TABLE 1 sensory evaluation results of the electrospray liquids of examples 1-7 and comparative example 1
| Examples | Feeling of hitting throat | Irritation property | Fragrance | Taste of the product |
| Example 1 | Strong feeling of hitting throat | Is basically non-irritant | Full and fine, unique fragrance | Has soft and delicate taste |
| Example 2 | Strong feeling of hitting throat | Is basically non-irritant | Has unique cocoa aroma | Has soft and delicate taste |
| Example 3 | Strong feeling of hitting throat | Is basically non-irritant | Unique smoking fragrance | Has soft and delicate taste |
| Example 4 | Strong feeling of hitting throat | Is basically non-irritant | Plump and fine | Has soft and delicate taste |
| Example 5 | Strong feeling of hitting throat | Is basically non-irritant | Plump, fine and long-lasting | Has soft and delicate taste |
| Example 6 | Strong feeling of hitting throat | Is basically non-irritant | Plump, fine and long-lasting | Has soft and delicate taste |
| Example 7 | Strong feeling of hitting throat | Is basically non-irritant | Plump, fine and long-lasting | Has soft and delicate taste |
| Comparative example 1 | Slightly weak feeling of hitting throat | Slight stimulation | Short duration, insufficient fragrance | Obvious astringent taste |
Sensory evaluation results show that the nicotine salts in the examples 1 to 7 have unique flavor and generate pleasant feeling and physiological satisfaction, while the nicotine salt in the comparative example 1 is slightly separated out at normal temperature, the content in the electronic atomized liquid is reduced, the fragrance is insufficient, the mouthfeel is poor, and the fact that the nicotine salt is pseudo-dissolved at higher temperature is proved to be incomplete actually.
The above embodiments are not exhaustive of the range of parameters of the claimed technical solutions of the present invention and the new technical solutions formed by equivalent replacement of single or multiple technical features in the technical solutions of the embodiments are also within the scope of the claimed technical solutions of the present invention, and if no specific description is given for all the parameters involved in the technical solutions of the present invention, there is no unique combination of the parameters with each other that is not replaceable.
The specific embodiments described herein are merely illustrative of the spirit of the invention and do not limit the scope of the invention. The technical solutions similar or similar to the present invention can be obtained by those skilled in the art through equivalent substitution or equivalent transformation, and all fall within the protection scope of the present invention.
Claims (3)
1. A preparation method of a novel nicotine salt is characterized by comprising the following steps:
s1, adding an organic acid A into a solvent, and dissolving under the heating condition of 65-70 ℃;
s2, adding nicotine, and stirring under the heating condition of 65-70 ℃ to obtain a mixed solution;
s3, adding the organic acid B into the mixed solution, and stirring under the heating condition of 65-70 ℃ to obtain gelatinous nicotine salt;
in S1, the organic acid A is at least two of benzoic acid, dihydroxybenzoic acid, vanillic acid, cinnamic acid, nicotinic acid, salicylic acid, sorbic acid, levulinic acid and lactic acid, and in S3, the organic acid B is one of malic acid, citric acid and tartaric acid; the solvent in S1 is ethanol.
2. A process for preparing a novel nicotine salt according to claim 1, wherein the mass ratio of the organic acid A to the organic acid B is 1.0 (0.1-2).
3. The method of claim 1, wherein the heating time in step S1 is 15-30 min, and the heating time in steps S2 and S3 is 15-60 min.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210081109.7A CN114343229B (en) | 2022-01-24 | 2022-01-24 | Preparation method of novel nicotine salt |
| PCT/CN2022/079380 WO2023137837A1 (en) | 2022-01-24 | 2022-03-04 | Electronic atomized liquid, novel nicotine salt and preparation method therefor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210081109.7A CN114343229B (en) | 2022-01-24 | 2022-01-24 | Preparation method of novel nicotine salt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114343229A CN114343229A (en) | 2022-04-15 |
| CN114343229B true CN114343229B (en) | 2023-03-10 |
Family
ID=81093953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210081109.7A Active CN114343229B (en) | 2022-01-24 | 2022-01-24 | Preparation method of novel nicotine salt |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN114343229B (en) |
| WO (1) | WO2023137837A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115413809B (en) * | 2022-09-30 | 2023-10-27 | 深圳梵活生命科学股份有限公司 | Preparation method and application of nicotine salt with strong throat feeling |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA201692191A1 (en) * | 2014-04-30 | 2017-03-31 | Олтриа Клайент Сервисиз Ллк | LIQUID AIROSOL ELECTRONIC SMOKER RECIPE RECIPE |
| EP3871515A1 (en) * | 2014-05-27 | 2021-09-01 | R. J. Reynolds Tobacco Company | Nicotine salts, co-crystals, and salt co-crystal complexes |
| US20200345058A1 (en) * | 2016-08-08 | 2020-11-05 | Juul Labs, Inc. | Nicotine Oxalic Acid Formulations |
| CN107536099A (en) * | 2017-09-14 | 2018-01-05 | 昌宁德康生物科技（深圳）有限公司 | A kind of nicotine salt and preparation method thereof |
| CN108887731A (en) * | 2018-08-21 | 2018-11-27 | 深圳瀚星翔科技有限公司 | Nicotine salt, electronics tobacco tar and preparation method thereof |
| CN109007981A (en) * | 2018-09-10 | 2018-12-18 | 深圳市新宜康科技股份有限公司 | A kind of liquid nicotine salt and preparation method thereof |
| CN109619655A (en) * | 2019-01-18 | 2019-04-16 | 深圳市同信兴投资有限公司 | A kind of compound nicotine salt and its solution, preparation method and application |
| CN111202260A (en) * | 2020-02-25 | 2020-05-29 | 深圳市德森生物科技有限公司 | Formula and preparation method of nicotine salt |
| CN112956729A (en) * | 2021-03-10 | 2021-06-15 | 深圳市华加生物科技有限公司 | Nicotine salt and preparation method thereof |
| CN113087698B (en) * | 2021-04-13 | 2023-02-24 | 西北大学 | Preparation method and antifungal application of nicotine benzoate solid |
| CN113208156B (en) * | 2021-05-07 | 2022-08-12 | 云南中烟工业有限责任公司 | Fragrance-carrying supramolecular gel based on citric acid nicotine salt gelling agent |
| CN113180282B (en) * | 2021-05-07 | 2022-08-19 | 云南中烟工业有限责任公司 | Fragrance-carrying supramolecular gel based on racemic nicotine tartrate gelling agent |
| CN113197324B (en) * | 2021-05-12 | 2022-11-04 | 云南中烟工业有限责任公司 | A gel capable of stabilizing fragrant substances |
-
2022
- 2022-01-24 CN CN202210081109.7A patent/CN114343229B/en active Active
- 2022-03-04 WO PCT/CN2022/079380 patent/WO2023137837A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN114343229A (en) | 2022-04-15 |
| WO2023137837A1 (en) | 2023-07-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US11744277B2 (en) | Nicotine liquid formulations for aerosol devices and methods thereof | |
| AU2021204112B2 (en) | Nicotine salt formulations for aerosol devices and methods thereof | |
| US20200345058A1 (en) | Nicotine Oxalic Acid Formulations | |
| CN112956729A (en) | Nicotine salt and preparation method thereof | |
| CN111961032A (en) | Preparation method of synthetic nicotine salt and composition thereof | |
| CN114343229B (en) | Preparation method of novel nicotine salt | |
| CN111607461B (en) | Perfume containing secondary metabolite of solanaceae plant, preparation method thereof and perfume product | |
| CN113912585B (en) | Composite nicotine salt, preparation method and application thereof, electronic cigarette oil and electronic cigarette | |
| CN112851636A (en) | Preparation method and application of synthetic nicotine salt | |
| CN101856144B (en) | Method for improving quality of tobacco shreds of cigarettes | |
| CN112841709A (en) | Preparation method and application of nicotine salt | |
| CN102499450A (en) | Functional raw material added in smokeless tobacco products and method for preparing smokeless tobacco products | |
| CN103385538B (en) | Corn-chocolate cigarette and preparation method thereof | |
| CN113397204A (en) | Feed liquid formula for traditional cigarette during heating and non-combustion smoking and application | |
| CN116019249A (en) | Buccal preparation for relieving fatigue and preparation method thereof | |
| CN114732151A (en) | Electronic cigarette tobacco tar beneficial to relieving fatigue and processing method thereof | |
| CN115813011A (en) | Preparation method and application of atomized liquid containing theanine | |
| CN111616405B (en) | Biogenic fragrances and fragrance products | |
| JP7102590B1 (en) | Liquids for e-cigarettes and liquids for e-cigarettes, as well as cartridges for e-cigarettes, e-cigarettes | |
| CN115894341A (en) | Arecoline compound acid salt, preparation method thereof, electronic atomized liquid and electronic cigarette | |
| CN110373264A (en) | A kind of composition containing industrial hemp essential oil for tobacco product | |
| CN116965583A (en) | Homogeneous oily nicotine salt, preparation method and atomized liquid applied by same | |
| CN101731741B (en) | Processing material for improving smoking quality of white hairy tobacco | |
| CN115886310A (en) | Liquid formulation, aerosol-generating system and cartridge for an aerosol-generating system | |
| CN115868662A (en) | Novel nicotine salt, preparation method thereof and atomized liquid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |