6-methylnicotinium glycolate, methods of making the same, aerosolizing substrates, chewing articles, and electronic aerosol-generating devices

By preparing 6-methylnicotine glycolate, the problems of high toxicity and strong spiciness of nicotine derivatives have been solved, and the safety and aroma have been improved, while simplifying the preparation process.

CN119371406BActive Publication Date: 2026-03-17HG INNOVATION LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-09-19
Publication Date
2026-03-17

AI Technical Summary

Technical Problem

Existing nicotine derivatives, such as nicotine benzoate salts, are highly toxic and have a strong pungent taste, and traditional improvement methods have shortcomings.

Method used

A method for preparing 6-methylnicotine glycolate involves reacting 6-methylnicotine with glycolic acid under a metal catalyst and then subjecting it to physical adsorption treatment. This method produces 6-methylnicotine glycolate with low heavy metal residue, which can be used in atomizing matrices and oral products.

Benefits of technology

It effectively reduces the toxicity and spiciness of nicotine products, enhances safety and aroma, reduces heavy metal residues, and simplifies the preparation process.

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Abstract

The application relates to 6-methyl-nicotine glycolate and a preparation method thereof, an atomization substrate, a mouthpiece product and an electronic atomization device. The preparation method of the 6-methyl-nicotine glycolate comprises the following steps: mixing and reacting 6-methyl-nicotine, glycolic acid and a metal catalyst to obtain a reaction liquid containing 6-methyl-nicotine glycolate; and performing physical adsorption treatment on the reaction liquid to prepare the 6-methyl-nicotine glycolate. By reacting the 6-methyl-nicotine and the glycolic acid under the action of the metal catalyst, the conversion rate of the reaction substrate can be effectively promoted, so that the residual reaction substrate is effectively reduced; and the obtained reaction liquid is further subjected to physical adsorption treatment, so that the residual catalyst in the reaction liquid can be effectively removed, and the prepared 6-methyl-nicotine glycolate has less heavy metal residue.
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Description

Technical Field

[0001] This application relates to the field of synthesis, and in particular to a 6-methylnicotinic acid glycolate and its preparation method, atomizing matrix, oral products and electronic atomizing devices. Background Technology

[0002] Long-term smoking and nicotine exposure can increase heart rate, raise blood pressure, and reduce appetite. High doses of nicotine can cause adverse reactions such as headaches and nausea. Currently, by modifying the structure of nicotine to increase its biological potency or reduce its toxicity, a series of nicotine derivatives have been developed. Among these, benzoic acid nicotine salts are widely used, but benzoic acid has high toxicity; 6-methylnicotine has lower toxicity and higher activity, but it has a strong pungent taste.

[0003] Therefore, it is necessary to improve traditional technologies. Summary of the Invention

[0004] Based on this, this application provides a 6-methylnicotinic acid glycolate with low toxicity and low spiciness, its preparation method, atomizing matrix, oral product, and electronic atomizing device.

[0005] The technical solution to the above-mentioned technical problems in this application is as follows.

[0006] The first aspect of this application provides a method for preparing 6-methylnicotine glycolate, comprising the following steps: mixing and reacting 6-methylnicotine, glycolic acid and a metal catalyst to obtain a reaction solution containing 6-methylnicotine glycolate; subjecting the reaction solution to physical adsorption treatment to prepare 6-methylnicotine glycolate.

[0007] In some embodiments, the metal catalyst in the preparation method of 6-methylnicotinic acid glycolate includes nickel, and the physical adsorption treatment includes magnetic adsorption treatment.

[0008] In some embodiments, the metal catalyst in the preparation method of 6-methylnicotinic acid glycolate includes palladium, and the physical adsorption treatment includes activated carbon adsorption treatment.

[0009] In some embodiments, in the preparation method of 6-methylnicotine glycolate, the molar ratio of glycolic acid to 6-methylnicotine is 1~1.5:1.

[0010] In some embodiments, in the preparation method of 6-methylnicotinic acid glycolate, the molar ratio of the metal catalyst to the 6-methylnicotinic acid is 0.8~1.5:100.

[0011] In some embodiments, in the method for preparing 6-methylnicotinic acid glycolate, the reaction temperature of the mixed reaction is 20°C to 30°C, and the reaction time is 0.5 h to 2 h.

[0012] Another aspect of this application provides a 6-methylnicotinic acid glycolate, which is prepared by the above-described method for preparing 6-methylnicotinic acid glycolate.

[0013] Another aspect of this application provides a 6-methylnicotinic acid glycolate, the structural formula of which is shown in formula (I):

[0014] .

[0015] Another aspect of this application provides an atomizing matrix comprising the aforementioned methylnicotinic acid glycolate.

[0016] Another aspect of this application provides a mouth-sucking article comprising the above-mentioned methylnicotinic acid glycolate.

[0017] Another aspect of this application provides an electronic atomizing device, including the aforementioned atomizing matrix.

[0018] Compared with the prior art, the preparation method of 6-methylnicotinic acid glycolate of this application has the following advantages:

[0019] The method for preparing 6-methylnicotine glycolate provided in this application involves reacting 6-methylnicotine and glycolic acid under the action of a metal catalyst, which can effectively promote the conversion rate of the reaction substrate and thus effectively reduce the residue of the reaction substrate. Furthermore, the obtained reaction solution is subjected to physical adsorption treatment, which can effectively remove the residual catalyst in the reaction solution without affecting the reaction product, so that the prepared 6-methylnicotine glycolate has less heavy metal residue.

[0020] Using 6-methylnicotinic acid glycolate in the preparation of atomizing matrix or oral products can effectively improve the safety of atomizing matrix or oral products and effectively reduce the spiciness of atomizing matrix or oral products. Attached Figure Description

[0021] To more clearly illustrate the technical solutions in the specific embodiments of this application or the prior art, the drawings used in the description of the specific embodiments or the prior art will be briefly introduced below. Obviously, the drawings described below are some embodiments of this application. For those skilled in the art, other drawings can be obtained from these drawings without creative effort.

[0022] Figure 1 The IC50 curve of the atomizing matrix prepared in Example 1;

[0023] Figure 2 The IC50 curve of the atomizing matrix prepared in Comparative Example 4 is shown. Detailed Implementation

[0024] Reference will now be made to detailed embodiments of the present invention, one or more of which are described below. Each example is provided for explanation and not for limitation of the invention. In fact, it will be apparent to those skilled in the art that various modifications and variations can be made to the invention without departing from its scope or spirit. For example, features described or illustrated as part of one embodiment may be used in another embodiment to produce further embodiments.

[0025] Therefore, this invention is intended to cover such modifications and variations falling within the scope of the appended claims and their equivalents. Other objects, features, and aspects of the invention are disclosed in or will be apparent from the following detailed description. It will be understood by those skilled in the art that this discussion is merely a description of exemplary embodiments and is not intended to limit the broader aspects of the invention.

[0026] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. The terminology used herein in the description of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.

[0027] The terms “comprising,” “including,” or any other variations thereof are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements includes not only those elements but also other elements not expressly listed, or elements inherent to such a process, method, article, or apparatus. Without further limitation, an element preceded by the phrase “comprising one…” does not exclude the presence of other identical elements in the process, method, article, or apparatus that includes said element. The indefinite articles “a” and “an” preceding an element or component of the invention are not restrictive in terms of the number of elements or components (i.e., the number of times they appear). Therefore, “an” or “an” should be interpreted as including one or at least one, and singular elements or components also include plural forms, unless the quantity clearly refers only to the singular. “A plurality” means at least two, such as two, three, etc., unless otherwise expressly specified.

[0028] The weights of the relevant components mentioned in the embodiments of this invention can refer not only to the specific content of each component, but also to the proportional relationship between the weights of the components. Therefore, any scaling up or down of the content of the relevant components according to the embodiments of this invention is within the scope disclosed in the embodiments of this invention. Specifically, the weights mentioned in the embodiments of this invention can be well-known units of mass in the chemical industry, such as μg, mg, g, and kg.

[0029] Unless otherwise shown or indicated in the operational embodiments, all figures used to represent the amounts, physicochemical properties, etc., of ingredients in the specification and claims are to be understood to be adjusted by the term "about" in all cases. For example, therefore, unless stated to the contrary, the numerical parameters listed in the foregoing specification and appended claims are approximations, and those skilled in the art can appropriately modify these approximations to obtain the desired characteristics by utilizing the teachings disclosed herein. The use of numerical ranges indicated by endpoints includes all numbers within that range and any range within that range; for example, 1 to 5 includes 1, 1.1, 1.3, 1.5, 2, 2.75, 3, 3.80, 4, and 5, etc.

[0030] One embodiment of this application provides a method for preparing 6-methylnicotinic acid glycolate, comprising the following steps:

[0031] 6-methylnicotine, glycolic acid and a metal catalyst are mixed and reacted to obtain a reaction solution containing 6-methylnicotine glycolate.

[0032] The reaction solution was subjected to physical adsorption treatment to prepare 6-methylnicotinic acid glycolate.

[0033] The method for preparing 6-methylnicotine glycolate provided in this application involves reacting 6-methylnicotine and glycolic acid under the action of a metal catalyst, which can effectively promote the conversion rate of the reaction substrate and thus effectively reduce the residue of the reaction substrate. Furthermore, the obtained reaction solution is subjected to physical adsorption treatment, which can effectively remove the residual catalyst in the reaction solution without affecting the reaction product, so that the prepared 6-methylnicotine glycolate has less heavy metal residue.

[0034] The method for preparing 6-methylnicotinic acid glycolate provided in this application does not require the use of solvents, which can effectively save reagents and simplify post-processing.

[0035] In some of these examples, the metal catalyst used in the preparation of 6-methylnicotinic acid glycolate includes at least one of nickel and palladium.

[0036] In some of these examples, the metal catalyst used in the preparation of 6-methylnicotinic acid glycolate includes nickel, and the physical adsorption treatment includes magnetic adsorption treatment.

[0037] In some of these examples, the metal catalyst used in the preparation of 6-methylnicotinic acid glycolate includes palladium, and the physical adsorption treatment includes activated carbon adsorption treatment.

[0038] In some of these examples, the molar ratio of glycolic acid to 6-methylnicotine glycolate is 1 to 1.5:1.

[0039] It is understood that the molar ratio of glycolic acid to 6-methylnicotine includes, but is not limited to, 1:1, 1.1:1, 1.2:1, 1.3:1, and 1.4:1; in some examples, it can be any two of these point values ​​as the end values, and the same applies below.

[0040] In some of these examples, the molar ratio of glycolic acid to 6-methylnicotine glycolate is 1 to 1.2:1.

[0041] In some of these examples, the molar ratio of glycolic acid to 6-methylnicotine glycolate is 1:1 in the preparation method of 6-methylnicotine glycolate.

[0042] In some of these examples, the molar ratio of the metal catalyst to 6-methylnicotine glycolate is 0.8 to 1.5:100.

[0043] It is understood that the molar ratio of the metal catalyst to 6-methylnicotine includes, but is not limited to, 0.8:100, 1:100, 1.2:100, and 1.5:100.

[0044] In some of these examples, the preparation of 6-methylnicotinic acid glycolate involves a mixing reaction at a temperature of 20°C to 30°C for a time of 0.5 h to 2 h.

[0045] It is understood that the reaction temperature of the mixed reaction includes, but is not limited to, 20℃, 21℃, 22℃, 23℃, 24℃, 25℃, 26℃, 27℃, 28℃, 29℃, and 30℃, and the reaction time includes, but is not limited to, 0.5 h, 0.6 h, 0.7 h, 0.8 h, 0.9 h, 1 h, 1.1 h, 1.2 h, 1.3 h, 1.4 h, 1.5 h, 1.6 h, 1.7 h, 1.8 h, 1.9 h, and 2 h.

[0046] In some of these examples, the reaction temperature for the mixed reaction is 22°C to 28°C, and the reaction time is 0.8 h to 1.5 h.

[0047] In some of these examples, the preparation method of 6-methylnicotinic acid glycolate involves a reaction temperature of 25°C and a reaction time of 1 h.

[0048] One embodiment of this application provides a 6-methylnicotinic acid glycolate, which is prepared by the above-described method for preparing 6-methylnicotinic acid glycolate.

[0049] The 6-methylnicotinic acid glycolate provided in this application has low heavy metal residue.

[0050] Another embodiment of this application provides a 6-methylnicotinic acid glycolate, the structural formula of which is shown in formula (I):

[0051] .

[0052] Using 6-methylnicotinic acid glycolate in the preparation of nicotine products results in lower toxicity and can effectively improve the safety of nicotine products.

[0053] One embodiment of this application provides a nicotine product comprising the above-mentioned 6-methylnicotinic acid.

[0054] Nicotine products containing 6-methylnicotinic acid glycolate prepared by the above-mentioned method can effectively improve the safety of nicotine products and effectively reduce the spiciness of nicotine products; it also has better aroma, less off-odor, and stronger satisfaction.

[0055] Compared to traditional benzoic acid nicotine salts, 6-methylnicotine glycolate prepared using the above-mentioned method in nicotine products has lower toxicity and can effectively improve the safety of nicotine products; compared to traditional 6-methylnicotine or other types of 6-methylnicotine salts, it has a weaker spiciness.

[0056] Studies have found that 6-methylnicotine salts prepared by reacting 6-methylnicotine with citric acid, tartaric acid, or malic acid have a strong off-flavor and are heavily scented; 6-methylnicotine salts prepared by reacting 6-methylnicotine with levulinic acid have poor stability; and 6-methylnicotine salts prepared by reacting 6-methylnicotine with lactic acid are highly corrosive and not good for heating wires.

[0057] In some examples, nicotine products include, but are not limited to, at least one of an atomizing matrix and a sublingual product. The atomizing matrix is ​​atomized into an aerosol through heating or high-pressure jet injection for inhalation by a user. The sublingual product is placed in the user's mouth and ingested by dissolving or melting.

[0058] One embodiment of this application provides a mouth-sucking article comprising the above-mentioned 6-methylnicotinic acid glycolate.

[0059] It is understood that oral products include, but are not limited to, oral cigarettes; furthermore, the specific forms of oral cigarettes include, but are not limited to, at least one of: nicotine pouches, oral dissolving films, oral tablets, and chewing gum.

[0060] Another embodiment of this application provides an atomizing matrix comprising the above-mentioned 6-methylnicotinic acid.

[0061] In some of these examples, the atomizing matrix comprises the following components by mass:

[0062] 3-10 parts of 6-methylnicotinic acid, 30-50 parts of additives, and 40-60 parts of organic solvent.

[0063] It is understood that, by mass percentage, the atomizing matrix contains, but is not limited to, 3, 4, 5, 6, 7, 8, 9, and 10 parts of 6-methylnicotinic acid; additives, but not limited to, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, and 50 parts of organic solvents; and organic solvents, but not limited to, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, and 60 parts of 6-methylnicotinic acid.

[0064] In some of these examples, the atomizing matrix comprises the following components by mass:

[0065] 3-8 parts of 6-methylnicotinic acid, 35-45 parts of additives, and 50-60 parts of organic solvent.

[0066] In some of these examples, the atomizing matrix comprises the following components by mass:

[0067] 4-6 parts of 6-methylnicotinic acid, 36-42 parts of additives, and 52-58 parts of organic solvent.

[0068] In some of these examples, the organic solvent in the atomizing matrix is ​​selected from at least one of propylene glycol and glycerol (glycerol).

[0069] In some of these examples, the organic solvents in the atomizing matrix include propylene glycol and glycerol.

[0070] In some of these examples, the mass ratio of propylene glycol to glycerol in the atomizing matrix is ​​0.3 to 0.8:1.

[0071] It is understood that the mass ratio of propylene glycol to glycerol includes, but is not limited to, 0.3:1, 0.4:1, 0.5:1, 0.6:1, 0.7:1, and 0.8:1.

[0072] In some of these examples, the mass ratio of propylene glycol to glycerol in the atomizing matrix is ​​0.3 to 0.5:1.

[0073] In some of these examples, the additives in the atomizing matrix include at least one of flavoring, sweetener, and cooling agent.

[0074] It is understood that this application does not limit the types of flavorings, sweeteners, and cooling agents; furthermore, the atomizing matrix of this application may also include other commonly used additives.

[0075] In some of these examples, the flavoring in the atomizing matrix includes, but is not limited to, at least one of various edible flavorings such as fruit flavoring, tobacco flavoring, and cooking flavoring.

[0076] In some of these examples, the atomizing matrix comprises the following components by mass:

[0077] 3-10 parts of 6-methylnicotinic acid, 15-25 parts of strawberry flavoring, 5-15 parts of green strawberry flavoring, 2-5 parts of sweetener, 4-8 parts of cooling agent, 30-50 parts of glycerol and 10-20 parts of propylene glycol.

[0078] In some of these examples, the e-liquid, by mass parts, comprises the following components:

[0079] 3-8 parts of 6-methylnicotinic acid, 18-22 parts of strawberry flavoring, 8-12 parts of green strawberry flavoring, 2-4 parts of sweetener, 5-7 parts of cooling agent, 35-45 parts of glycerol and 12-18 parts of propylene glycol.

[0080] In some of these examples, the atomizing matrix comprises, by mass parts, the following components:

[0081] 5 parts 6-methylnicotinic acid, 20 parts strawberry flavoring, 10 parts green strawberry flavoring, 3 parts sweetener, 6 parts cooling agent, 40 parts glycerol and 16 parts propylene glycol.

[0082] One embodiment of this application provides the application of the above-described atomizing matrix in the preparation of an electronic atomizing device. Another embodiment of this application provides an electronic atomizing device including the above-described atomizing matrix.

[0083] It is understood that electronic atomization devices include, but are not limited to, e-cigarettes. Furthermore, it can be understood that the atomizing matrix is ​​the e-liquid in e-cigarettes.

[0084] The present application will be described in further detail below with reference to specific embodiments, but the embodiments of the present application are not limited thereto.

[0085] Preparation of 6-methylnicotine salt:

[0086] 6-Methylnicotine azelaate: Wash a 500 mL three-necked flask, add 176 g (1 mol) of 6-methylnicotine, and while stirring, add 188.22 g (1 mol) of azelaic acid. Stir at 25℃ for 1 h to prepare 6-methylnicotine azelaate.

[0087] 6-Methylnicotin glycolate No. 1: Wash a 500 mL three-necked flask, add 176 g (1 mol) of 6-methylnicotin, and add 75.05 g (1 mol) of glycolic acid while stirring. Stir at 25℃ for 1 h to prepare 6-methylnicotin glycolate No. 1.

[0088] 6-Methylnicotin glycolate No. 2: Wash a 500 mL three-necked flask, add 176 g (1 mol) of 6-methylnicotin, and add 112.58 g (1.5 mol) of glycolic acid while stirring. Stir at 25 °C for 1 h to prepare 6-methylnicotin glycolate No. 2.

[0089] 6-Methylnicotin glycolate No. 3: Wash a 500 mL three-necked flask, add 176 g (1 mol) of 6-methylnicotin, add 75.05 g (1 mol) of glycolic acid while stirring, add 1.06 g (0.01 mol) of palladium catalyst, and stir at 25 °C for 1 h; remove palladium from the reaction solution by adsorption with activated carbon to prepare 6-methylnicotin glycolate No. 3.

[0090] 6-Methylnicotin glycolate No. 4: Wash a 500 mL three-necked flask, add 176 g (1 mol) of 6-methylnicotin, add 75.05 g (1 mol) of glycolic acid while stirring, add 0.58 g (0.01 mol) of nickel catalyst, and stir at 25 °C for 1 h; remove the nickel from the reaction solution by magnetic adsorption to prepare 6-methylnicotin glycolate No. 4.

[0091] Example 1

[0092] By weight, 5 parts of 6-methylnicotinic acid No. 4, 20 parts of strawberry flavoring, 10 parts of green strawberry flavoring, 3 parts of sweetener, 6 parts of cooling agent, 40 parts of glycerol and 16 parts of propylene glycol are mixed to prepare the atomizing matrix - e-liquid.

[0093] The e-liquid prepared in Example 1 contained 20 mg / g of 6-methylnicotine, had a density of 1.2 g / cm³, and a pH of 7.4.

[0094] Example 2

[0095] The method is basically the same as in Example 1, except that 6-methylnicotinic acid No. 4 in Example 1 is replaced with an equal mass of 6-methylnicotinic acid glycolate No. 3, as follows:

[0096] The atomizing matrix-e-liquid is prepared by mixing No. 3 6-methylnicotinic acid glycolate, 20 parts strawberry flavoring, 10 parts green strawberry flavoring, 3 parts sweetener, 6 parts cooling agent, 40 parts glycerol and 16 parts propylene glycol according to the mass ratio.

[0097] Comparative Example 1

[0098] The example is basically the same as Example 1, except that the 6-methylnicotinic glycolic acid No. 4 in Example 1 is replaced with an equal mass of 6-methylnicotinic azelaate, as follows:

[0099] By weight, 5 parts of nicotine azelate, 20 parts of strawberry flavoring, 10 parts of green strawberry flavoring, 3 parts of sweetener, 6 parts of cooling agent, 40 parts of glycerol and 16 parts of propylene glycol are mixed to prepare the atomizing matrix - e-liquid.

[0100] Upon tasting, 6-methylnicotinate azelaate has a distinct odor.

[0101] Comparative Example 2

[0102] The method is basically the same as in Example 1, except that 6-methylnicotinic acid No. 4 in Example 1 is replaced with an equal mass of 6-methylnicotinic acid glycolate No. 1, as follows:

[0103] By weight, 5 parts of No. 1 6-methylnicotinic acid glycolate, 20 parts of strawberry flavoring, 10 parts of green strawberry flavoring, 3 parts of sweetener, 6 parts of cooling agent, 40 parts of glycerol and 16 parts of propylene glycol are mixed to prepare the atomizing matrix - e-liquid.

[0104] Comparative Example 3

[0105] The method is basically the same as in Example 1, except that 6-methylnicotinic acid No. 4 in Example 1 is replaced with an equal mass of 6-methylnicotinic acid glycolate No. 2, as follows:

[0106] By weight, 5 parts of No. 2 6-methylnicotinic acid glycolate, 20 parts of strawberry flavoring, 10 parts of green strawberry flavoring, 3 parts of sweetener, 6 parts of cooling agent, 40 parts of glycerol and 16 parts of propylene glycol are mixed to prepare the atomizing matrix - e-liquid.

[0107] Comparative Example 4

[0108] The example is basically the same as Example 1, except that the 6-methylnicotinic glycolic acid No. 4 in Example 1 is replaced with an equal mass of 6-methylnicotinic benzoate, as follows:

[0109] The atomizing matrix-e-liquid is prepared by mixing 20 parts of 6-methylnicotine benzoate, 20 parts of strawberry flavoring, 10 parts of green strawberry flavoring, 3 parts of sweetener, 6 parts of cooling agent, 40 parts of glycerol and 16 parts of propylene glycol by weight.

[0110] Taste test:

[0111] The taste evaluation was conducted by 6 people, and the average score of the 6 scores was taken. The evaluation dimensions included: throat hit (1-10 points, higher scores indicate stronger throat impact); satisfaction (1-10 points, higher scores indicate better satisfaction); off-flavor (1-10 points, lower scores indicate less off-flavor); spiciness (1-10 points, higher scores indicate less spiciness); and overall aroma (1-10 points, higher scores indicate better aroma). The evaluation results are shown in Table 1.

[0112] Table 1

[0113]

[0114] Comparing the evaluation results in Table 1, it can be seen that, in terms of throat hit, spiciness reduction, and satisfaction, the e-liquids prepared in Examples 1 and 2 are better than those prepared in Comparative Examples 2 and 3. Among them, Comparative Example 2 has a stronger spiciness, while Comparative Example 3 has an overall sour taste, which is not conducive to commercialization. In terms of overall aroma, the e-liquid prepared in Example 1 is better than that prepared in Example 2. The possible reason is that the activated carbon adsorbed more small molecule esters, resulting in a weaker aroma in the e-liquid prepared in Example 2.

[0115] Stability test:

[0116] Based on the taste evaluation results, the e-liquid prepared in Example 1 and the e-liquid prepared in Comparative Example 4 were compared for stability:

[0117] By comparing the results of 6 months of room temperature storage, the content (mg / g) of 6-methylnicotine salt in the e-liquid was detected by gas chromatography-mass spectrometry every 2 weeks. The results are shown in Table 2.

[0118] Table 2

[0119]

[0120] As shown in Table 2, the degradation rate of 6-methylnicotine salt No. 4 is slower than that of 6-methylnicotine benzoate, and its stability is better.

[0121] Toxicity testing:

[0122] Beas-2B cells were used for in vitro cytotoxicity testing. Beas-2B cells are a normal human lung epithelial cell line; their survival rate directly affects lung physiological function and they are commonly used for the toxicity detection and analysis of e-cigarette components. The IC50 curves of the atomizing matrix-e-liquid prepared in Example 1 and Comparative Example 4 are shown below. Figure 1 and Figure 2 As shown.

[0123] IC50 (half maximal inhibitory concentration) refers to the concentration at which a substance, under experimental conditions, can reduce the activity of a biological process by 50%. IC50 is a unit of measurement used to measure the efficacy of drugs, compounds, or other biologically active molecules in inhibiting specific biological processes. The smaller the IC50 value, the greater the efficacy of the substance in inhibiting a particular biological process.

[0124] according to Figure 1 and Figure 2 It can be seen that the IC50 of Example 1 is 1.128 mg / mL, and the IC50 of Comparative Example 4 is 0.8219 mg / mL. This indicates that the toxicity of 6-methylnicotinic acid glycolate No. 4 used in Example 1 is less than that of 6-methylnicotinic benzoate in Comparative Example 4; using 6-methylnicotinic acid glycolate No. 4 instead of 6-methylnicotinic benzoate can achieve the purpose of reducing toxicity and harm.

[0125] Flue gas heavy metal testing:

[0126] The e-liquids prepared in Example 1 and Comparative Example 4 were tested for heavy metals using ICP-MS, and the results are shown in Table 3.

[0127] Table 3

[0128]

[0129] As shown in Table 3, the heavy metal content in the flue gas of both Example 1 and Comparative Example 4 is within the TPD reference limit. Specifically, the chromium, iron, nickel, and antimony content in the flue gas of Example 1 is lower than that of Comparative Example 4.

[0130] Flue gas aldehyde and ketone test:

[0131] The aldehyde and ketone content of the e-liquids prepared in Example 1 and Comparative Example 4 was tested by HPLC, and the results are shown in Table 4.

[0132] Table 4

[0133]

[0134] As shown in Table 4, the content of formaldehyde, acetaldehyde, acrolein, and butenal in the flue gas of Example 1 and Comparative Example 4 is not significantly different, and all are within the TPD reference limits.

[0135] The technical features of the above embodiments can be combined in any way. For the sake of brevity, not all possible combinations of the technical features in the above embodiments are described. However, as long as there is no contradiction in the combination of these technical features, they should be considered to be within the scope of this specification.

[0136] The embodiments described above are merely illustrative of several implementation methods of this application, intended to facilitate a detailed understanding of the technical solutions of this application, but should not be construed as limiting the scope of protection of the invention patent. It should be noted that those skilled in the art can make various modifications and improvements without departing from the concept of this application, and these all fall within the scope of protection of this application. It should be understood that technical solutions obtained by those skilled in the art based on the technical solutions provided in this application through logical analysis, reasoning, or limited experimentation are all within the scope of protection of the appended claims. Therefore, the scope of protection of this patent application should be determined by the content of the appended claims, and the specification and drawings can be used to interpret the content of the claims.

Claims

1. A process for the preparation of 6-methylnicotinic acid glycolate, characterized in that, The method comprises the following steps: mixing 6-methylnicotine, glycolic acid and a metal catalyst to obtain a reaction solution containing 6-methylnicotine glycolate; performing physical adsorption treatment on the reaction solution to obtain 6-methylnicotine glycolate; wherein the metal catalyst comprises nickel, and the physical adsorption treatment comprises magnetic adsorption treatment; or, the metal catalyst comprises palladium, and the physical adsorption treatment comprises activated carbon adsorption treatment.

2. The method of preparing 6-methylnicotyrine glycolate salt according to claim 1, wherein, The molar ratio of the glycolic acid to the 6-methylnicotine is 1-1.5:

1.

3. The method of preparing 6-methylnicotyrine glycolate salt according to claim 2, wherein, The molar ratio of the glycolic acid to the 6-methylnicotine is 1-1.2:

1.

4. The method of preparing 6-methylnicotyrine glycolate salt according to claim 1, wherein, The molar ratio of the metal catalyst to the 6-methylnicotine is 0.8-1.5:

100.

5. The method of producing 6-methylnicotyrine glycolate according to any one of claims 1 to 4, wherein The reaction temperature of the mixing reaction is 20-30°C, and the reaction time is 0.5-2 hours.

6. 6-methylnicotyrine glycolate characterized in that, The 6-methylnicotine glycolate is prepared by the method according to any one of claims 1-5.

7. 6-methylnicotyrine glycolate characterized in that, The structural formula of the 6-methylnicotine glycolate is shown in formula (I): (I)。 8. An atomized substrate characterized by, The method comprises the 6-methylnicotine glycolate according to claim 6 or 7.

9. A mouthpiece, characterized in that The method comprises the 6-methylnicotine glycolate according to claim 6 or 7.

10. An electronic atomizing device, characterized by, The method comprises the atomization substrate according to claim 8.

Citation Information

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