Arecholine salts, their preparation methods, and products

Abstract

The present application provides arecoline salt and its preparation method and product, and the arecoline salt is a benzoate salt of arecoline, and its structural formula is: JPEG2023519008000062.jpg2788, where X is the molar ratio of arecoline to benzoic acid. The arecoline salt has good physical and chemical stability, is easy to use, and has a wide range of applications.

Description

Technical Field

[0001] [Cross - reference to Related Applications] This application claims the priority of Chinese Patent Application No. 202010227895.8, entitled "Aerosol - forming Matrix", filed with the Chinese Patent Office on March 27, 2020, and Chinese Patent Application No. 202010588490.7, entitled "Arecoline Salt and Its Preparation Method and Product", filed with the Chinese Patent Office on June 24, 2020, the entire contents of which are incorporated herein by reference.

[0002] This application belongs to the technical field of chemical synthesis and relates to arecoline salt and its preparation method and product.

Background Art

[0003] Arecoline has the chemical name "ethyl 1,2,5,6 - tetrahydro - 1 - methyl - 3 - pyridinecarboxylate" and is an oily liquid with choline - like effects. Arecoline is a compound with high application value, and its preparation method and its applications have always been attracting attention.

Summary of the Invention

[0004] JPEG0007702112000001.jpg36164

[0005] JPEG0007702112000002.jpg26164

[0006] JPEG0007702112000003.jpg3095

[0007] JPEG0007702112000004.jpg2595

[0008] JPEG0007702112000005.jpg3095

[0009] JPEG0007702112000006.jpg3095

[0010] The second aspect of the present application provides a method for preparing arecoline salt, the method including the steps of putting arecoline into a reaction vessel, adding benzoic acid under the conditions of heating with stirring to dissolve and react to obtain arecoline salt. The structural formula of the prepared arecoline salt is JPEG0007702112000007.jpg25162

[0011] In some embodiments, the heating temperature is 20°C to 100°C, preferably 20°C to 80°C, more preferably 40°C to 80°C, still more preferably 50°C to 80°C, and still more preferably 50°C to 70°C.

[0012] JPEG0007702112000008.jpg26163

[0013] JPEG0007702112000009.jpg30106

[0014] JPEG0007702112000010.jpg25106

[0015] JPEG0007702112000011.jpg30106

[0016] JPEG0007702112000012.jpg30106

[0017] The third aspect of the present application provides a method for preparing arecoline salt, the method including the step of adding arecoline hydrobromide to water to dissolve to obtain an aqueous solution of arecoline hydrobromide, the step of adjusting the aqueous solution of arecoline hydrobromide to be alkaline and then extracting with an organic solvent to obtain an organic solvent layer and an aqueous layer, the step of taking the organic solvent layer, adding benzoic acid to dissolve and react to obtain arecoline salt. JPEG0007702112000013.jpg31162

[0018] In some embodiments, taking the organic solvent layer, adding water for reverse extraction to adjust the aqueous phase to be alkaline, and obtaining a secondary organic solvent layer and an aqueous layer; further comprising taking the secondary organic solvent layer, adding benzoic acid to dissolve and react to obtain an arecoline salt.

[0019] In some embodiments, the pH value of the adjusted alkaline aqueous phase is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, and even more preferably 8-9.

[0020] In some embodiments, after drying the secondary organic solvent layer, benzoic acid is added to dissolve and react to obtain an arecoline salt.

[0021] In some embodiments, the desiccant is selected from at least one of phosphorus pentoxide, silica gel, caustic soda, lime, soda lime, anhydrous calcium chloride, anhydrous sodium sulfate, and anhydrous magnesium sulfate, and preferably anhydrous sodium sulfate is used.

[0022] In some embodiments, the obtained arecoline salt is concentrated and dried to improve the purity of the arecoline salt.

[0023] In some embodiments, the pH value of the adjusted aqueous solution of arecoline hydrobromide is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, and even more preferably 8-9.

[0024] In some embodiments, the organic solvent is selected from at least one of ethyl acetate, benzene, toluene, xylene, petroleum ether, methyl ether, ethyl ether, methyl tert-butyl ether, dichloromethane, chloroform, tetrahydrofuran, and n-butanol, and preferably ethyl acetate.

[0025] JPEG0007702112000014.jpg26164

[0026] JPEG0007702112000015.jpg30106

[0027] JPEG0007702112000016.jpg25106

[0028] JPEG0007702112000017.jpg30106

[0029] JPEG0007702112000018.jpg30106

[0030] The fourth aspect of the present application provides a product containing the arecoline salt.

[0031] In some embodiments, the product is an aerosol-forming substrate for generating an aerosol for inhalation by atomization, or the product is a filter capsule, chewing gum or beverage.

[0032] In some embodiments, the aerosol-forming substrate is in a liquid phase and is used to generate an aerosol by atomization using any one of a heating atomization device, an ultrasonic atomization device, a pneumatic atomization device, and a pressing spray device.

[0033] In some embodiments, the aerosol generation substrate is in a solid phase and is configured to generate an aerosol for inhalation when heated below the ignition point.

Brief Description of the Drawings

[0034] One or more embodiments are illustratively described by the corresponding drawings, and these illustrative descriptions do not limit the embodiments.

[0035]

Figure 1

Figure 2

Figure 3

Figure 4

Figure 5

Figure 6

Mode for Carrying Out the Invention

[0036] The present application will be further described in conjunction with the following examples.

[0037] Embodiment 1 Embodiment 1 of the present application provides an arecoline salt, and the arecoline salt is a benzoate of arecoline, and its structural formula is JPEG0007702112000019.jpg25162

[0038] JPEG0007702112000020.jpg26164

[0039] JPEG0007702112000021.jpg36164

[0040] JPEG0007702112000022.jpg31162

[0041] JPEG0007702112000023.jpg36164

[0042] JPEG0007702112000024.jpg36163

[0043] Embodiment 2 Embodiment 2 of the present application provides a method for preparing arecholine salt, which includes putting arecholine into a reaction vessel, adding benzoic acid and dissolving it under the condition of heating with stirring to react to obtain arecholine salt. The structural formula of the prepared arecholine salt is JPEG0007702112000025.jpg25162

[0044] In some embodiments, the heating temperature is 20°C to 100°C, preferably 20°C to 80°C, more preferably 40°C to 80°C, still more preferably 50°C to 80°C, and still more preferably 50°C to 70°C.

[0045] JPEG0007702112000026.jpg26164

[0046] In one example, arecholine is put into a reaction vessel, benzoic acid is added at a ratio such that the molar ratio of arecholine to benzoic acid is 0.5, heated to 50°C, stirred and dissolved to obtain arecholine salt.

[0047] JPEG0007702112000027.jpg3072

[0048] In one example, arecholine is put into a reaction vessel, benzoic acid is added at a ratio such that the molar ratio of arecholine to benzoic acid is 1, heated to 60°C, stirred and dissolved to obtain arecholine salt.

[0049] JPEG0007702112000028.jpg2569

[0050] In one example, arecholine is put into a reaction vessel, benzoic acid is added at a ratio such that the molar ratio of arecholine to benzoic acid is 1.5, heated to 65°C, stirred and dissolved to obtain arecholine salt.

[0051] JPEG0007702112000029.jpg3080

[0052] In one example, arecoline is placed in a reaction vessel, benzoic acid is added at a ratio such that the molar ratio of arecoline to benzoic acid is 2, heated to 70 °C, stirred, and dissolved to obtain an arecoline salt.

[0053] JPEG0007702112000030.jpg3074

[0054] Embodiment 3 Embodiment 3 of the present application provides a method for preparing an arecoline salt, and the method includes: Adding arecoline hydrobromide to water and dissolving it to obtain an aqueous solution of arecoline hydrobromide; After adjusting the aqueous solution of arecoline hydrobromide to be alkaline, extracting it with an organic solvent to obtain an organic solvent layer and an aqueous layer; Taking the organic solvent layer, adding benzoic acid, dissolving and reacting it to obtain an arecoline salt. The structural formula of the arecoline salt is JPEG0007702112000031.jpg25162

[0055] In some embodiments, taking the organic solvent layer, adding water for back extraction to adjust the aqueous phase to be alkaline, and obtaining a secondary organic solvent layer and an aqueous layer; Taking the secondary organic solvent layer, adding benzoic acid, dissolving and reacting it to obtain an arecoline salt.

[0056] In some embodiments, the pH value of the alkaline-adjusted aqueous phase is 7 to 10, preferably 7 to 9.5, more preferably 7 to 9, still more preferably 7.5 to 9, and even more preferably 8 to 9.

[0057] In some embodiments, after drying the secondary organic solvent layer, benzoic acid is added, dissolved and reacted to obtain an arecoline salt.

[0058] In some embodiments, the desiccant is selected from at least one of phosphorus pentoxide, silica gel, caustic soda, lime, soda lime, anhydrous calcium chloride, anhydrous sodium sulfate, and anhydrous magnesium sulfate, and preferably anhydrous sodium sulfate is used.

[0059] Specifically, taking ethyl acetate as an example, a small amount of water can be dissolved in ethyl acetate, but since water contains impurities such as Na+, Br−, and OH−, it is necessary to remove the water in the organic solvent. If anhydrous sodium sulfate is selected as the water removing agent, it can combine with water to form crystal water.

[0060] JPEG0007702112000032.jpg36164

[0061] In some embodiments, the obtained arecoline salt is concentrated and dried to improve the purity of the arecoline salt.

[0062] Specifically, the yield of the arecoline salt obtained by the above preparation process is about 90%, the loss rate is small, and the scale-up loss rate is large. The purity of the arecoline salt is about 95%, and the main impurities are residual organic solvents such as ethyl acetate. After the concentration and drying process is carried out, the purity can reach 99% or more.

[0063] In some embodiments, the pH value of the adjusted aqueous solution of arecoline hydrobromide is 7 to 10, preferably 7 to 9.5, more preferably 7 to 9, even more preferably 7.5 to 9, and even more preferably 8 to 9.

[0064] Specifically, the principle of this preparation process is to adjust the pH value of the solution to convert the dissociated alkaloid into the free alkaloid, and then achieve the separation effect by taking advantage of the difference in the partition coefficient of the free alkaloid between water and the organic solvent. Through preliminary tests, it is found that the pH value of the aqueous solution of arecoline hydrobromide is neutral. Without adjusting the pH value, there is a small amount of free alkaloid and a low extraction rate. When the pH value is adjusted to 10 or higher, the extraction rate does not increase significantly, and the alkalinity is too strong, resulting in a high risk of NaOH residue. Therefore, it is appropriate to adjust the pH value to 8 - 9. Also, when performing back extraction, it is necessary to adjust the pH value; otherwise, the yield will be low.

[0065] In some embodiments, the organic solvent is selected from at least one of ethyl acetate, benzene, toluene, xylene, petroleum ether, methyl ether, ethyl ether, methyl tert-butyl ether, dichloromethane, chloroform, tetrahydrofuran, and n-butanol, and preferably ethyl acetate.

[0066] JPEG0007702112000033.jpg26164

[0067] In one example, arecoline hydrobromide is added to water and dissolved to obtain an aqueous solution of arecoline hydrobromide. Sodium hydroxide is added to adjust the pH value of the aqueous solution of arecoline hydrobromide to 8 - 9. Then, it is extracted with ethyl acetate to obtain an ethyl acetate layer and an aqueous layer. The ethyl acetate layer is taken, water is added for back extraction, and sodium hydroxide is added to adjust the pH value of the aqueous phase to 8 - 9 to obtain an ethyl acetate layer and an aqueous layer again. Then, the ethyl acetate layer obtained again is dried with anhydrous sodium sulfate, and benzoic acid is added and dissolved at a ratio such that the molar ratio of arecoline to benzoic acid is 1 to obtain arecoline salt.

[0068] JPEG0007702112000034.jpg2569

[0069] Physical and chemical analysis: The arecoline salt prepared by the preparation method of this example is a viscous yellow oil, and when left at room temperature, its color gradually becomes darker.

[0070] Figure 1 is a schematic diagram showing the 3D molecular structural formula of the arecoline salt prepared by the preparation method of this example.

[0071] Figure 2 is a schematic diagram of the infrared spectrum of the arecoline salt prepared by the preparation method of this example.

[0072] Figure 3 is a schematic diagram of the infrared spectrum of benzoic acid.

[0073] Figure 4 is a schematic diagram of the infrared spectrum of arecoline.

[0074] Figure 5 is a schematic diagram of the proton nuclear magnetic resonance spectrum of the arecoline salt prepared by the preparation method of this example.

[0075] Figure 6 is a schematic diagram of the carbon-13 nuclear magnetic resonance spectrum of the arecoline salt prepared by the preparation method of this example.

[0076] In one example, arecoline hydrobromide is added to water and dissolved to obtain an aqueous solution of arecoline hydrobromide. Sodium hydroxide is added to adjust the pH value of the aqueous solution of arecoline hydrobromide to 8 - 9. Then, it is extracted with dichloromethane to obtain a dichloromethane layer and an aqueous layer. The dichloromethane layer is taken, water is added for back extraction, and sodium hydroxide is added to adjust the pH value of the aqueous phase to 8 - 9 to obtain a dichloromethane layer and an aqueous layer again. The dichloromethane layer obtained again is dried over anhydrous magnesium sulfate, and then benzoic acid is added and dissolved at a ratio such that the molar ratio of arecoline to benzoic acid is 0.5 to obtain the arecoline salt.

[0077] JPEG0007702112000035.jpg3072

[0078] The schematic diagrams of the 3D molecular structural formula, infrared spectrum, proton nuclear magnetic resonance spectrum, and carbon-13 nuclear magnetic resonance spectrum of the arecholine salt prepared by the preparation method of this example are the same as those shown in FIGS. 1-6. Therefore, you may refer to FIGS. 1-6 for understanding.

[0079] In one example, arecholine hydrobromide is added to water and dissolved to obtain an aqueous solution of arecholine hydrobromide. Sodium hydroxide is added to adjust the pH value of the aqueous solution of arecholine hydrobromide to 7-9. Then, it is extracted with ethyl acetate to obtain an ethyl acetate layer and an aqueous layer. The ethyl acetate layer is taken, water is added for back extraction, and sodium hydroxide is added to adjust the pH value of the aqueous phase to 7-9 to obtain an ethyl acetate layer and an aqueous layer again. The ethyl acetate layer obtained again is dried with anhydrous sodium sulfate, and then benzoic acid is added and dissolved at a ratio such that the molar ratio of arecholine to benzoic acid is 1.5 to obtain the arecholine salt.

[0080] JPEG0007702112000036.jpg3080

[0081] The schematic diagrams of the 3D molecular structural formula, infrared spectrum, proton nuclear magnetic resonance spectrum, and carbon-13 nuclear magnetic resonance spectrum of the arecholine salt prepared by the preparation method of this example are the same as those shown in FIGS. 1-6. Therefore, you may refer to FIGS. 1-6 for understanding.

[0082] In one example, arecholine hydrobromide is added to water and dissolved to obtain an aqueous solution of arecholine hydrobromide. Sodium hydroxide is added to adjust the pH value of the aqueous solution of arecholine hydrobromide to 7-10. Then, it is extracted with ethyl acetate to obtain an ethyl acetate layer and an aqueous layer. The ethyl acetate layer is taken, water is added for back extraction, and sodium hydroxide is added to adjust the pH value of the aqueous phase to 7-10 to obtain an ethyl acetate layer and an aqueous layer again. The ethyl acetate layer obtained again is dried with anhydrous sodium sulfate, and then benzoic acid is added and dissolved at a ratio such that the molar ratio of arecholine to benzoic acid is 2 to obtain the arecholine salt.

[0083] JPEG0007702112000037.jpg3074

[0084] The schematic diagrams of the 3D molecular structural formula, infrared spectrum, proton nuclear magnetic resonance spectrum, and carbon-13 nuclear magnetic resonance spectrum of arecoline salt prepared by the preparation method of this example are the same as those shown in FIGS. 1-6, so FIGS. 1-6 may be referred to for understanding.

[0085] Embodiment 4 Embodiment 4 of this application provides the use of arecoline salt in the preparation of an aerosol-forming substrate.

[0086] Here, the structural formula of arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0087] In some embodiments, when preparing the aerosol-forming substrate, the mass percentage of the arecoline salt relative to the total mass of the aerosol-forming substrate is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, and still more preferably 2% to 4%.

[0088] In some embodiments, when preparing the aerosol-forming substrate, the object added to the arecoline salt contains a solvent.

[0089] In some embodiments, the solvent is selected from at least one of 1,2-propanediol, 1,3-propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensation ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, and salad oil.

[0090] In some embodiments, the solvent contains glycerin, and the mass percentage of the glycerin is 0 to 90%.

[0091] In some embodiments, the solvent contains propanediol, and the mass percentage of the propanediol is 9% to 99.8%.

[0092] In some embodiments, the object added to the arecoline salt further contains a fragrance.

[0093] In some embodiments, the fragrance is cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy-dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, acetic acid for food, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5-trimethylpyrazine, 2-acetylpyrazine, acetophenone, β-ionone, damascon 2 (Firmenich), butanedione, α-ionone, acetoin (acetylmethyl carbinol), sulcatone, vanillin, ethyl vanillin, dihydrocoumarin, raspberry ketone, anisole, cedrol methyl ether, methyl-2-methyl-3-furyl disulfide, wintergreen oil, clove bud oil, 10-fold orange oil, rosewood oil, geranium oil, bitter almond oil, clove basil oil, ethyl vanillin, dihydrocoumarin, raspberry ketone, concentrated vanillin, tolurecinoid, Peru extract, oak extract, espresso supercritical extract (water-soluble), cocoa extract, coffee tincture, angelica polycladatin tincture, pandan extract, vanilla extract, labdanum concrete, orris oil / orris root absolute, jasmine concrete, cypress moss concrete (amber-scented), tamarind extract, Zimbabwe tobacco extract, tobacco essential oil, Burley tobacco extract, tobacco leaf absolute A, roasted tobacco leaf top note extract, sun-dried tobacco leaf top note extract, or at least one selected from these.,

[0094] Note that the fragrance is not limited to the above, and any fragrance conforming to the FEMA number and CAS number is applicable.,

[0095] In some embodiments, the object added to the arecoline salt does not contain nicotine and / or nicotine salts.,

[0096] Embodiment 5 Embodiment 5 of the present application provides an aerosol-forming substrate, and the aerosol-forming substrate contains an arecoline salt and a solvent.,

[0097] Here, the structural formula of the arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.,

[0098] In some embodiments, based on the total mass of the aerosol-forming substrate, the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, and still more preferably 2% to 4%.

[0099] In some embodiments, when the aerosol-forming substrate is atomized into an aerosol, at least about 80% of the arecoline salt is in the aerosol.

[0100] In some embodiments, when the aerosol-forming substrate is atomized into an aerosol, based on the total mass of the aerosol, the mass percentage of the arecoline salt is 0.1% to 12%, preferably 0.8% to 12%, more preferably 1.5% to 12%, still more preferably 1.5% to 8%, still more preferably 1.5% to 4.5%, and still more preferably 1.5% to 3.5%.

[0101] In some embodiments, the solvent is selected from at least one of 1,2-propanediol, 1,3-propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensed ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, and salad oil.

[0102] In some embodiments, the solvent contains glycerin, and the mass percentage of glycerin contained in the aerosol-forming substrate is 0 to 90%.

[0103] In some embodiments, the solvent contains propanediol, and the mass percentage of propanediol contained in the aerosol-forming substrate is 9% to 99.8%.

[0104] In some embodiments, the aerosol-forming substrate further contains a fragrance.

[0105] In some embodiments, the fragrance is cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, edible acetic acid, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5-trimethylpyrazine, 2-acetylpyrazine, acetophenone, β-ionone, damascon No. 2 (Firmenich), butanedione, α-ionone, acetoin (acetylmethylcarbinol), sulcatone, vanillin, ethyl vanillin, dihydrocoumarin, raspberry ketone, anisole, cedrol methyl ether, methyl-2-methyl-3-furyl disulfide, wintergreen oil, clove bud oil, 10-fold orange oil, rosewood oil, geranium oil, bitter almond oil, clove basil oil, ethyl vanillin, dihydrocoumarin, raspberry ketone, concentrated vanillin, tolurezinoide, Peru extract, oak extract, espresso supercritical extract (water-soluble), cocoa extract, coffee tincture, angelica polycladatin tincture, pandan extract, vanilla extract, labdanum concrete, orris oil / orris root absolute, jasmine concrete, cypress moss concrete (amber-scented), tamarind extract, Zimbabwe tobacco extract, tobacco essential oil, Burley tobacco extract, tobacco leaf absolute A, roasted tobacco leaf top note extract, sun-dried tobacco leaf top note extract, at least one selected from these.,

[0106] Note that the fragrance is not limited to the above, and any fragrance conforming to the FEMA number and CAS number is applicable.,

[0107] In some embodiments, the aerosol-forming substrate does not contain nicotine and / or nicotine salts.,

[0108] I. Atomization comparison test Test method: Using arecoline salt (benzoate of arecoline), the solvent is a mixture of glycerin and propanediol with a mass ratio of 1:1. In the comparative example, using arecoline hydrobromide (hydrobromide of arecoline), the solvent is a mixture of glycerin and propanediol with a mass ratio of 1:1.,

[0109] When smoking with a smoking machine in accordance with international standards, collecting the aerosol atomized from the aerosol-forming substrate with a Cambridge filter and testing it, it was confirmed that the mass of arecoline salt in the aerosol was m1. Next, it was confirmed that the mass of arecoline salt in the remaining aerosol-forming substrate was m2, and the total mass of arecoline salt in the aerosol-forming substrate was m0, and the conversion rate k = m1 / (m0 - m2) was calculated.

[0110] Here, the relevant international standards are CORESTA RECOMMENDED METHOD N o 81, Afnor standardization XP D90-300-3, International Standard ISO 20768:2018 and PD CEN / TR 17236:2018 may be referred to.

[0111] JPEG0007702112000038.jpg103164

[0112] JPEG0007702112000039.jpg63164

[0113] JPEG0007702112000040.jpg45164

[0114] As can be seen from the above test results, arecoline salt has a significantly higher conversion rate compared to arecoline hydrobromide, and the conversion rates at different concentrations (1% - 15%) are relatively stable and can be atomized completely and normally.

[0115] II. Comparative test of puff experience: Select arecoline salt and arecoline hydrobromide with the same content (3%) to conduct a puff experience test. After several puff evaluations, evaluate them on a scale of 0 - 5 points in terms of feelings of pleasure, increase in heart rate, flushing of the face, body heat, and slight sweating.

[0116] JPEG0007702112000041.jpg27164

[0117] As can be seen from the above test results, arecoline salts having the same content (3%) are significantly superior to arecoline hydrobromide in terms of the pleasure experience, such as an increase in heart rate, flushing of the face, body heat, and slight sweating.

[0118] Embodiment 6 Embodiment 6 of the present application provides an aerosol generating system comprising an atomizing device and an aerosol-forming substrate according to Embodiment 5, wherein the atomizing device is configured to atomize the aerosol-forming substrate to form an aerosol.

[0119] In some embodiments, the atomizing device is a heating atomizing device.

[0120] In some embodiments, the atomizing device is an ultrasonic atomizing device.

[0121] In some embodiments, the aerosol-forming substrate comprises arecoline salt, glycerin, and propanediol.

[0122] In some embodiments, the ultrasonic atomizing device has an oscillation frequency greater than 1 MHz.

[0123] In some embodiments, the atomizing device is a pneumatic atomizing device or a pressing spray device.

[0124] In some embodiments, the aerosol-forming substrate comprises arecoline salt, ethanol, and water.

[0125] Embodiment 7 Embodiment 7 of the present application provides the use of arecoline salts in the manufacture of aerosol generating products.

[0126] Here, the aerosol generating product is heated and used to generate an aerosol for inhalation. The structural formula of arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0127] In some embodiments, when manufacturing the aerosol-generating product, the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, even more preferably 2% to 10%, even more preferably 2% to 5%, even more preferably 2% to 4%, and even more preferably 3% to 4% based on the total mass of the raw materials of the aerosol-generating product.

[0128] In some embodiments, when manufacturing the aerosol-generating product, the objects added to the arecoline salt include an aerosolizing agent, a binder, and plant fibers.

[0129] In some embodiments, when manufacturing the aerosol-generating product, the mass percentage of the aerosolizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, and even more preferably 15% to 25% based on the total mass of the raw materials of the aerosol-generating product.

[0130] In some embodiments, the aerosolizing agent is selected from at least one of 1,2-propanediol, 1,3-propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensation ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, and salad oil.

[0131] In some embodiments, when manufacturing the aerosol-generating product, the mass percentage of the binder is 1% to 20%, preferably 1% to 15%, more preferably 1% to 10%, even more preferably 3% to 10%, and even more preferably 5% to 10% based on the total mass of the raw materials of the aerosol-generating product.

[0132] In some embodiments, the binder is It is selected from at least one of carboxymethyl cellulose, hydroxypropyl methyl cellulose, polyvinyl alcohol, rosin, xanthan gum, gum arabic, guar gum, chitosan, pectin, locust bean gum, starch, sodium alginate, and shellac.

[0133] In some embodiments, when manufacturing the aerosol generating product, the mass percentage of the plant fiber relative to the total mass of the raw materials of the aerosol generating product is 40% to 80%, preferably 40% to 70%, more preferably 50% to 70%, still more preferably 50% to 65%, and still more preferably 50% to 60%.

[0134] In some embodiments, the plant fiber is selected from at least one of areca nut fiber, wood pulp fiber, hemp pulp fiber, cotton pulp fiber, bagasse pulp fiber, bamboo pulp fiber, and coconut pulp fiber.

[0135] In some embodiments, the object added to the arecoline salt further contains a fragrance.

[0136] In some embodiments, the fragrance is cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, edible acetic acid, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5 - Trimethylpyrazine, 2 - Acetylpyrazine, Acetophenone, β - Ionone, Damascon No. 2 (Firmenich), Butanedione, α - Ionone, Acetoin (Acetylmethylcarbinol), Sulcatone, Vanillin, Ethylvanillin, Dihydrocoumarin, Raspberry Ketone, Anisole, Cedrol Methyl Ether, Methyl - 2 - Methyl - 3 - Furyl Disulfide, Wintergreen Oil, Clove Bud Oil, 10 - fold Orange Oil, Rosemary Oil, Geranium Oil, Bitter Almond Oil, Clove Basil Oil, Ethylvanillin, Dihydrocoumarin, Raspberry Ketone, Concentrated Vanillin, Tolurecinoid, Peru Extract, Oak Extract, Espresso Supercritical Extract (Water - soluble), Cocoa Extract, Coffee Tincture, Angelica Polycladatin Tincture, Pandan Extract, Vanilla Extract, Labdanum Concrete, Orris Oil / Orris Root Absolute, Jasmine Concrete, Cade Concrete (Amber - like Scent), Tamarind Extract, Zimbabwe Tobacco Extract, Tobacco Essential Oil, Burley Tobacco Extract, Tobacco Leaf Absolute A, Roasted Tobacco Leaf Top Note Extract, Sun - dried Tobacco Leaf Top Note Extract, at least one selected from these.,

[0137] Note that the fragrance is not limited to the above, and any fragrance conforming to the FEMA number and CAS number is applicable.,

[0138] In some embodiments, the object added to the arecoline salt does not contain tobacco leaf components.,

[0139] In some embodiments, the method for manufacturing the aerosol - generating product includes any one of a papermaking method, a dry papermaking method, a thick pulp method, and a roll - press method.,

[0140] Embodiment 8 Embodiment 8 of the present application provides an aerosol - generating product, the raw materials of which include arecoline salt, an aerosolizing agent, a binder, and plant fibers.,

[0141] Here, the aerosol generating product is used to generate an aerosol for inhalation by heating. The structural formula of arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0142] In some embodiments, based on the total mass of the raw materials, the mass percentage of the arecoline salt is 0.2% - 15%, preferably 1% - 15%, more preferably 2% - 15%, still more preferably 2% - 10%, still more preferably 2% - 5%, still more preferably 2% - 4%, still more preferably 3% - 4%.

[0143] In some embodiments, based on the total mass of the raw materials, the mass percentage of the atomizing agent is 5% - 30%, preferably 10% - 30%, more preferably 10% - 25%, still more preferably 15% - 25%.

[0144] In some embodiments, the atomizing agent is selected from at least one of 1,2 - propanediol, 1,3 - propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensed ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, salad oil.

[0145] In some embodiments, based on the total mass of the raw materials, the mass percentage of the binder is 1% - 20%, preferably 1% - 15%, more preferably 1% - 10%, still more preferably 3% - 10%, still more preferably 5% - 10%.

[0146] In some embodiments, the binder is It is selected from at least one of carboxymethyl cellulose, hydroxypropyl methyl cellulose, polyvinyl alcohol, rosin, xanthan gum, gum arabic, guar gum, chitosan, pectin, locust bean gum, starch, sodium alginate, and shellac.

[0147] In some embodiments, based on the total mass of the raw materials, the mass percentage of the plant fiber is 40% - 80%, preferably 40% - 70%, more preferably 50% - 70%, still more preferably 50% - 65%, and even more preferably 50% - 60%.

[0148] In some embodiments, the plant fiber is selected from at least one of areca nut fiber, wood pulp fiber, hemp pulp fiber, cotton pulp fiber, bagasse pulp fiber, bamboo pulp fiber, and coconut pulp fiber.

[0149] In some embodiments, the raw material further contains a fragrance.

[0150] In some embodiments, the fragrance is cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, edible acetic acid, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5-trimethylpyrazine, 2-acetylpyrazine, acetophenone, β-ionone, damascon No. 2 (Firmenich), butanedione, α-ionone, acetoin (acetylmethylcarbinol), sulcatone, vanillin, ethylvanillin, dihydrocoumarin, raspberry ketone, anisole, cedrol methyl ether, methyl-2-methyl-3-furyl disulfide, wintergreen oil, clove bud oil, 10-fold orange oil, rosewood oil, geranium oil, bitter almond oil, clove basil oil, ethylvanillin, dihydrocoumarin, raspberry ketone, concentrated vanillin, tolureinoid, Peru extract, oak extract, espresso supercritical extract (water-soluble), cocoa extract, coffee tincture, Angelica polycladatin tincture, pandan extract, vanilla extract, labdanum concrete, orris oil / orris root absolute, jasmine concrete, cypress moss concrete (amber-like fragrance), tamarind extract, Zimbabwe tobacco extract, tobacco essential oil, Burley tobacco extract, tobacco leaf absolute A, roasted tobacco leaf top note extract, sun-dried tobacco leaf top note extract, at least one selected from these.,

[0151] Note that the fragrance is not limited to the above, and any fragrance conforming to the FEMA number and CAS number is applicable.,

[0152] In some embodiments, the raw material does not contain a tobacco leaf component.,

[0153] Example 1 Manufacture heated tobacco according to the following steps.,

[0154] Step 1: Manufacture a sheet base material. Immerse the areca nut extract solid residue in water, set the water temperature at 60 - 80°C, set the immersion time at 0.5 - 2 h, filter, pulp the solid after filtration to obtain pulp, weigh 50 - 70 parts of pulp and 3 - 10 parts of a solid binder by weight, mix them uniformly, send the mixed pulp to a paper machine for forming, and dry it to a water content of about 10 - 15% to obtain a sheet base material.,

[0155] Here, the solid binder can be one or more of carboxymethyl cellulose, hydroxypropyl methylcellulose, polyvinyl alcohol, rosin, xanthan gum, gum arabic, guar gum, chitosan, pectin, locust bean gum, starch, sodium alginate, and shellac.

[0156] Step 2: Prepare the coating solution. Weigh 1 to 50 parts by weight of arecoline salt, 2 to 20 parts by weight of flavor, and 40 to 80 parts by weight of atomizing agent, mix them uniformly to obtain the coating solution.

[0157] Here, the atomizing agent is a mixture of glycerin and propanediol in a mixing ratio of 3 to 5:1.

[0158] Step 3: Coat the sheet substrate. According to 25% to 40% of the weight of the sheet substrate obtained in Step 1, weigh the coating solution obtained in Step 2, spray the coating solution onto the sheet substrate, and leave it standing at a constant temperature and humidity for 40 to 60 h to obtain a plant sheet containing arecoline salt.

[0159] Step 4: Manufacture the heated tobacco. Manufacture the plant sheet obtained in Step 3 into a tobacco rod according to the size, connect the tobacco rod to a filter to obtain a heated tobacco containing arecoline salt.

[0160] Heat the heated tobacco manufactured by the above manufacturing method with an aerosol generating device (using resistance heating as the heating method), measure the surface temperature of the heating element in the operating state with an infrared thermograph, and the measurement results are as follows in the table. JPEG0007702112000042.jpg12164

[0161] As can be seen from this measurement result, the arecoline salt contained in the tobacco can be atomized at 150°C to 250°C to generate an aerosol for inhalation.

[0162] When the evaluation of the inhalation and sensory quality was carried out on the ordinary heated tobacco and the heated tobacco manufactured by the above manufacturing method, the heated tobacco manufactured by the above manufacturing method can produce the same effect as inhaling arecoline and chewing areca nuts, and has less irritation.

[0163] Embodiment 9 Embodiment 9 of the present application provides the use of arecoline salts in the preparation of the liquid composition of the filter capsule, wherein the filter capsule includes a brittle housing and the liquid composition, and the liquid composition is disposed within the brittle housing. The structural formula of the arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0164] In some embodiments, based on the total mass of the liquid composition, the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, still more preferably 2% to 4%, still more preferably 3% to 4%.

[0165] In some embodiments, when preparing the liquid composition, the object added to the arecoline salt includes an atomizing agent.

[0166] In some embodiments, based on the total mass of the liquid composition, the mass percentage of the atomizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, still more preferably 15% to 25%.

[0167] In some embodiments, the atomizing agent is selected from at least one of 1,2-propanediol, 1,3-propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensed ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, salad oil.

[0168] In some embodiments, the object added to the choline salt further includes a fragrance.

[0169] In some embodiments, the fragrance cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy-dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, acetic acid for food, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5-trimethylpyrazine, 2-acetylpyrazine, acetophenone, β-ionone, damascon No. 2 (Firmenich), butanedione, α-ionone, acetoin (acetylmethylcarbinol), sulcatone, vanillin, ethylvanillin, dihydrocoumarin, raspberry ketone, anisole, cedrol methyl ether, methyl-2-methyl-3-furyl disulfide, wintergreen oil, clove bud oil, 10-fold orange oil, rosewood oil, geranium oil, bitter almond oil, clove basil oil, ethylvanillin, dihydrocoumarin, raspberry ketone, concentrated vanillin, tolureinoid, Peru extract, oak extract, espresso supercritical extract (water-soluble), cocoa extract, coffee tincture, angelica polycladatin tincture, pandan extract, vanilla extract, labdanum concrete, orris oil / orris root absolute, jasmine concrete, cypress moss concrete (amber-scented), tamarind extract, Zimbabwe tobacco extract, tobacco essential oil, Burley tobacco extract, tobacco leaf absolute A, roasted tobacco leaf top note extract, sun-dried tobacco leaf top note extract, at least one selected from the group consisting of.,

[0170] Note that the fragrance is not limited to the above, and any fragrance that conforms to the FEMA number and CAS number is applicable.,

[0171] In some embodiments, the object added to the arecoline salt does not contain nicotine and / or nicotine salts.,

[0172] In some embodiments, the filter capsule is embedded in an aerosol generating product.,

[0173] In some embodiments, the raw material of the aerosol generating product does not contain tobacco leaf components.,

[0174] Embodiment 10 Embodiment 10 of the present application provides a filter capsule including a brittle housing and a liquid composition, the liquid composition being disposed within the brittle housing, Here, the liquid composition contains arecholine salt and an atomizing agent. The structural formula of the arecholine salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0175] In some embodiments, based on the total mass of the liquid composition, the mass percentage of the arecholine salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, still more preferably 2% to 4%, still more preferably 3% to 4%.

[0176] In some embodiments, based on the total mass of the liquid composition, the mass percentage of the atomizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, still more preferably 15% to 25%.

[0177] In some embodiments, the atomizing agent is selected from at least one of 1,2-propanediol, 1,3-propanediol, glycerin, polyethylene glycol 200, polyethylene glycol 400, dipropylene glycol condensed ether, ethanol, water, triethyl citrate, triacetin, caprylic acid / capric acid triglyceride, isopropanol, orange oil, lemon oil, peppermint oil, palm oil, peanut oil, corn oil, salad oil.

[0178] In some embodiments, the liquid composition further contains a fragrance.

[0179] In some embodiments, the fragrance is cis-3,7-Dimethyl-2,6-octadienol, trans-2-hexenol, linalool, benzyl alcohol, 1-hexanol, leaf alcohol, α-terpineol, citronellol, phenethyl alcohol, epoxy-dihydrolinalool, geraniol, isoamyl alcohol, octanol, hexanol, decanol, cinnamyl alcohol, heptanol, eugenol, maltol, ethyl maltol, thymol, isoeugenol, 2-methyl butyrate, malic acid, n-valeric acid, hexanoic acid, acetic acid, n-octanoic acid, strawberry acid, butyric acid, citric acid, propionic acid, 3-methyl valeric acid, isovaleric acid, isoamyl acetate, pentyl formate, geranyl formate, butyl formate, benzyl formate, cis-3-hexenyl formate, γ-decalactone, δ-nonalactone, γ-octalactone, γ-heptalactone, γ-undecalactone, δ-dodecalactone, benzaldehyde, strawberry aldehyde, cinnamaldehyde, furfural, citral, acetaldehyde, 3-methylthiopropanal, natural 3-mercapto-2-methylpentanal, isobutyl aldehyde, trans-2-octenal, trans-2-nonenal, trans-2-decenal, trans,trans-2,4-heptadienal, 2,5-dimethylpyrazine, 2-acetylfuran, 2-ethyl-3(5 or 6)-dimethylpyrazine, 2,3,5,6-tetramethylpyrazine, 2,3,5-trimethylpyrazine, 2-acetylpyrazine, acetophenone, β-ionone, damascon No. 2 (Firmenich), butanedione, α-ionone, acetoin (acetylmethylcarbinol), sulcatone, vanillin, ethylvanillin, dihydrocoumarin, raspberry ketone, anisole, cedrol methyl ether, methyl-2-methyl-3-furyl disulfide, wintergreen oil, clove bud oil, 10-fold orange oil, rosewood oil, geranium oil, bitter almond oil, clove basil oil, ethylvanillin, dihydrocoumarin, raspberry ketone, concentrated vanillin, tolureinoid, Peru extract, oak extract, espresso supercritical extract (water-soluble), cocoa extract, coffee tincture, angelica polycladatin tincture, pandan extract, vanilla extract, labdanum concrete, orris oil / orris root absolute, jasmine concrete, cypress moss concrete (amber-like fragrance), tamarind extract, Zimbabwe tobacco extract, tobacco essential oil, burley tobacco extract, tobacco leaf absolute A, roasted tobacco leaf top note extract, sun-dried tobacco leaf top note extract, and is selected from at least one of them.,

[0180] Note that the fragrance is not limited to the above, and any fragrance conforming to the FEMA number and CAS number is applicable.,

[0181] In some embodiments, the liquid composition does not contain nicotine and / or nicotine salts.,

[0182] Embodiment 11 Embodiment 11 of the present application provides an aerosol generating product containing the filter capsule described in Embodiment 10.,

[0183] In some embodiments, the raw material of the aerosol generating product does not contain tobacco leaf components.,

[0184] In this embodiment, aerosol generating products can be manufactured using the papermaking method, dry papermaking method, thick pulp method, and roll press method. Specifically, the raw materials of the aerosol generating products and their manufacturing steps may refer to the content described in the above embodiments.

[0185] The filter capsule is embedded in the filter part of the heated tobacco (not limited to this position) by the filter rod embedding technology (not limited to this technology). During use, the smoker can compress the filter capsule to break it and inhale substances such as arecoline.

[0186] In addition, in this embodiment, there are no particular restrictions on the components of the brittle housing and its manufacturing process, and the manufacturing process of the filter capsule. Those skilled in the art can use known technologies.

[0187] Example 1 According to the following formulation, a liquid composition contained in the filter capsule is prepared.

[0188] Arecoline salt 10 wt%, caprylic / capric triglyceride 80 wt%, menthol 10 wt%.

[0189] Preparation method: Weigh arecoline salt in the above formulation amount, and add caprylic / capric triglyceride and menthol while stirring, and mix uniformly.

[0190] When evaluations of inhalation and sensory quality were performed on heated tobacco containing the filter capsule of Example 1 and heated tobacco not containing the filter capsule, the heated tobacco containing the filter capsule of Example 1 can inhale arecoline and produce an effect similar to chewing betel nuts, with less irritation.

[0191] Embodiment 12 Embodiment 12 of the present application provides the use of arecoline salts in the manufacture of chewing gum. The structural formula of the arecoline salt and its preparation method may refer to the content described in the above embodiments and will not be repeated here.

[0192] In some embodiments, when manufacturing the chewing gum, the mass percentage of the arecoline salt relative to the total mass of the raw materials of the chewing gum is 0.02% to 2%, preferably 0.02% to 1.6%, more preferably 0.02% to 1.2%, even more preferably 0.02% to 1%, even more preferably 0.1% to 1%, even more preferably 0.2% to 1%, even more preferably 0.4% to 1%.

[0193] In some embodiments, when manufacturing the chewing gum, the object added to the arecoline salt includes a gum base.

[0194] In some embodiments, when manufacturing the chewing gum, the mass percentage of the gum base relative to the total mass of the raw materials of the chewing gum is 20% to 75%, preferably 20% to 70%, more preferably 20% to 60%, even more preferably 20% to 50%, even more preferably 25% to 50%, even more preferably 30% to 50%, even more preferably 35% to 50%, even more preferably 35% to 45%.

[0195] In some embodiments, the object added to the arecoline salt further includes a sweetener.

[0196] In some embodiments, the sweetener is selected from at least one of white granulated sugar, rock sugar, sucrose, maltose, corn syrup, glucose syrup, fructose, maltodextrin, polydextrose, xylitol, sorbitol, maltitol, erythritol, aspartame, acesulfame, sucralose, stevioside, neotame.

[0197] In some embodiments, when manufacturing the chewing gum, the mass percentage of the sweetener is 20% - 75%, preferably 20% - 70%, more preferably 20% - 60%, still more preferably 20% - 50%, still more preferably 25% - 50%, still more preferably 25% - 40%, still more preferably 25% - 35%, still more preferably 30% - 35% based on the total mass of the raw materials of the chewing gum.

[0198] In some embodiments, the object added to the arecoline salt further includes a filler.

[0199] In some embodiments, the filler is selected from at least one of sodium carbonate, sodium bicarbonate, potassium carbonate, calcium carbonate, dicalcium phosphate, and sodium dihydrogen phosphate.

[0200] In some embodiments, when manufacturing the chewing gum, the mass percentage of the filler is 0.03% - 23%, preferably 0.03% - 20%, more preferably 0.03% - 15%, still more preferably 0.03% - 10%, still more preferably 0.5% - 10%, still more preferably 1% - 10%, still more preferably 1.5% - 10%, still more preferably 2% - 8%, still more preferably 2% - 6% based on the total mass of the raw materials of the chewing gum.

[0201] In some embodiments, the object added to the arecoline salt further includes a seasoning.

[0202] In some embodiments, the seasoning is selected from at least one of mint, spearmint, cinnamon, ice chip, and essence.

[0203] Embodiment 13 Embodiment 13 of the present application provides chewing gum, the raw materials of which include arecoline salt and a gum base. The structural formula of the arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0204] In some embodiments, based on the total mass of the raw materials, the mass percentage of the arecoline salt is 0.02% - 2%, preferably 0.02% - 1.6%, more preferably 0.02% - 1.2%, still more preferably 0.02% - 1%, still more preferably 0.1% - 1%, still more preferably 0.2% - 1%, still more preferably 0.4% - 1%.

[0205] In some embodiments, based on the total mass of the raw materials, the mass percentage of the gum base is 20% - 75%, preferably 20% - 70%, more preferably 20% - 60%, still more preferably 20% - 50%, still more preferably 25% - 50%, still more preferably 30% - 50%, still more preferably 35% - 50%, still more preferably 35% - 45%.

[0206] In some embodiments, the raw materials further include a sweetener.

[0207] In some embodiments, the sweetener is selected from at least one of white granulated sugar, rock sugar, sucrose, maltose, corn syrup, glucose syrup, fructose, maltodextrin, polydextrose, xylitol, sorbitol, maltitol, erythritol, aspartame, acesulfame, sucralose, stevioside, neotame.

[0208] In some embodiments, based on the total mass of the raw materials, the mass percentage of the sweetener is 20% - 75%, preferably 20% - 70%, more preferably 20% - 60%, still more preferably 20% - 50%, still more preferably 25% - 50%, still more preferably 25% - 40%, still more preferably 25% - 35%, still more preferably 30% - 35%.

[0209] In some embodiments, the raw material further includes a filler.

[0210] In some embodiments, the filler is selected from at least one of sodium carbonate, sodium bicarbonate, potassium carbonate, calcium carbonate, dicalcium phosphate, and sodium dihydrogen phosphate.

[0211] In some embodiments, based on the total mass of the raw material, the mass percentage of the filler is 0.03% - 23%, preferably 0.03% - 20%, more preferably 0.03% - 15%, more preferably 0.03% - 10%, more preferably 0.5% - 10%, more preferably 1% - 10%, more preferably 1.5% - 10%, more preferably 2% - 8%, and more preferably 2% - 6%.

[0212] In some embodiments, the raw material further includes a seasoning.

[0213] In some embodiments, the seasoning is selected from at least one of mint, spearmint, cinnamon, ice chips, and essence.

[0214] Example 1 Manufacture chewing gum according to the following formulation.

[0215] Gum base 54 wt%, powdered sugar 23 wt%, glucose syrup 14 wt%, potassium carbonate 4 wt%, mint seasoning 3 wt%, menthol 1 wt%, arecoline salt 1 wt%.

[0216] Manufacturing method: Heat the gum base to 70 - 105°C, put it into a mixer and stir, add powdered sugar and lower the temperature to 60 - 80°C, then add buffer pair, additives, glucose syrup, and arecoline salt, and finally make it into tablets and shape it to obtain the finished product.

[0217] Example 2 Manufacture xylitol chewing gum according to the following formulation.

[0218] Gum base 54 wt%, xylitol 23 wt%, non-sucrose 14 wt%, potassium carbonate 4 wt%, mint flavor 3 wt%, menthol 1 wt%, arecoline salt 1 wt%.

[0219] Manufacturing method: Heat the gum base to 70 - 105°C, put it into a mixer and stir, add xylitol and non-sucrose, and lower the temperature to 60 - 80°C. Then add buffer pairs, additives, and arecoline salt. Finally, make it into tablets, shape it, and obtain the finished product.

[0220] When evaluating the chewing gum manufactured by the above manufacturing method and ordinary chewing gum in terms of edible and sensory qualities, the chewing gum manufactured by the above manufacturing method can produce an effect similar to chewing areca nuts, has less irritation, and has a good texture. Since the chewing gum does not contain lime powder or cellulose, it can avoid problems such as abrasion and irritation of the oral mucosa and induction of oral diseases that occur when chewing areca nuts.

[0221] Embodiment 14 Embodiment 14 of the present application provides the use of arecoline salt in the preparation of beverages. The structural formula of arecoline salt and its preparation method may refer to the content described in the above embodiments, and will not be repeated here.

[0222] In some embodiments, when preparing the beverage, based on the total mass of the beverage, the mass percentage of the arecoline salt is 0.01% - 0.5%, preferably 0.01% - 0.4%, more preferably 0.01% - 0.3%, still more preferably 0.01% - 0.2%, and even more preferably 0.05% - 0.2%.

[0223] In some embodiments, when preparing the beverage, the object added to the arecoline salt contains water.

[0224] In some embodiments, when preparing the beverage, the mass percentage of the water is 75% to 90% based on the total mass of the beverage.

[0225] In some embodiments, when preparing the beverage, the object added to the arecholine salt further includes a functional ingredient.

[0226] In some embodiments, the functional ingredient is selected from at least one of monk fruit concentrate, natural menthol, licorice concentrate, honeysuckle concentrate, chrysanthemum extract, kudzu root extract, and loquat puree.

[0227] In some embodiments, the mass percentage of the functional ingredient is 0.5% to 2% based on the total mass of the beverage.

[0228] In some embodiments, when preparing the beverage, the object added to the arecholine salt further includes an acidity regulator.

[0229] In some embodiments, the acidity regulator is selected from at least one of tartaric acid, malic acid, citric acid, and sodium citrate.

[0230] In some embodiments, when preparing the beverage, the mass percentage of the acidity regulator is 0.1% to 5% based on the total mass of the beverage.

[0231] In some embodiments, when preparing the beverage, the object added to the arecholine salt further includes a sweetener.

[0232] In some embodiments, the sweetener is selected from at least one of granulated sugar, rock sugar, sucrose, maltose, corn syrup, glucose syrup, fructose, maltodextrin, polydextrose, xylitol, sorbitol, maltitol, erythritol, aspartame, acesulfame, sucralose, stevioside, and neotame.

[0233] In some embodiments, when preparing the beverage, the mass percentage of the sweetener is 0.5% to 5% based on the total mass of the beverage.

[0234] In some embodiments, when preparing the beverage, the object added to the arecholine salt further contains an antioxidant.

[0235] In some embodiments, the antioxidant is selected from at least one of ascorbic acid, sodium erythorbate, vitamin C, and vitamin E.

[0236] In some embodiments, when preparing the beverage, the mass percentage of the antioxidant is 0.05% to 0.15% based on the total mass of the beverage.

[0237] In some embodiments, when preparing the beverage, the object added to the arecholine salt further contains a preservative.

[0238] In some embodiments, the preservative is selected from at least one of sodium benzoate, sodium sorbate, and potassium sorbate.

[0239] In some embodiments, when preparing the beverage, the mass percentage of the preservative is 0.01% to 0.05% based on the total mass of the beverage.

[0240] In some embodiments, when preparing the beverage, the object added to the arecholine salt further contains a food essence.

[0241] In some embodiments, when preparing the beverage, the mass percentage of the food essence is 0.5% to 5% based on the total mass of the beverage.

[0242] Embodiment 15 Embodiment 15 of the present application provides a beverage, the raw materials of which include arecholine salt and water. The structural formula of arecholine salt and its preparation method may refer to the content described in the above embodiments, and will not be repeatedly described here.

[0243] In some embodiments, based on the total mass of the beverage, the mass percentage of the arecholine salt is 0.01% to 0.5%, preferably 0.01% to 0.4%, more preferably 0.01% to 0.3%, still more preferably 0.01% to 0.2%, and even more preferably 0.05% to 0.2%.

[0244] In some embodiments, based on the total mass of the beverage, the mass percentage of the water is 75% to 90%.

[0245] In some embodiments, the raw materials further include functional components.

[0246] In some embodiments, the functional components are selected from at least one of monk fruit concentrate, natural menthol, licorice concentrate, honeysuckle concentrate, chrysanthemum extract, kudzu root extract, and loquat puree.

[0247] In some embodiments, the mass percentage of the functional components is 0.5% to 2%.

[0248] In some embodiments, the raw materials further include an acidity regulator.

[0249] In some embodiments, the acidity regulator is selected from at least one of tartaric acid, malic acid, citric acid, and sodium citrate.

[0250] In some embodiments, the mass percentage of the acidity regulator is 0.1% to 5%.

[0251] In some embodiments, the raw materials further include a sweetener.

[0252] In some embodiments, the sweetener is selected from at least one of granulated sugar, rock sugar, sucrose, maltose, corn syrup, glucose syrup, fructose, maltodextrin, polydextrose, xylitol, sorbitol, maltitol, erythritol, aspartame, acesulfame, sucralose, stevioside, and neotame.

[0253] In some embodiments, the mass percentage of the sweetener is 0.5% to 5%.

[0254] In some embodiments, the raw material further comprises an antioxidant.

[0255] In some embodiments, the antioxidant is selected from at least one of ascorbic acid, sodium erythorbate, vitamin C, and vitamin E.

[0256] In some embodiments, the mass percentage of the antioxidant is 0.05% to 0.15%.

[0257] In some embodiments, the raw material further comprises a preservative.

[0258] In some embodiments, the preservative is selected from at least one of sodium benzoate, sodium sorbate, and potassium sorbate.

[0259] In some embodiments, the mass percentage of the preservative is 0.01% to 0.05%.

[0260] In some embodiments, the raw material further comprises a food essence.

[0261] In some embodiments, the mass percentage of the food essence is 0.5% to 5%.

[0262] Example 1 Prepare a beverage according to the following formulation.

[0263] 0.1 wt% of arecoline salt, 88 wt% of water, 1 wt% of passionflower concentrated juice, 1 wt% of licorice concentrated juice, 2 wt% of citric acid, 2 wt% of sodium citrate, 3 wt% of steviol glycoside, 0.05 wt% of vitamin C, 0.05 wt% of sodium sorbate, 2.8 wt% of edible essence.

[0264] Preparation method: Sufficiently mix arecoline salt, water, passionflower concentrated juice, licorice concentrated juice, citric acid, sodium citrate, steviol glycoside, vitamin C, sodium sorbate, and edible essence, and prepare as a beverage.

[0265] The beverage prepared by the above preparation method retains various nutrients beneficial to the human body in passionflower and licorice, is rich in components such as arecoline and loquat polyphenols, has a good texture, activates the spleen to nourish qi, has antipyretic and detoxifying effects, relieves phlegm and cough, and alleviates acute pain.

[0266] This document discloses this application using examples including optimal forms, and those skilled in the art can manufacture and use this application. The scope of the patentable subject matter of this application is limited by the claims and may include other embodiments conceivable by those skilled in the art. Such other embodiments shall be included in the claims if they have structural elements that do not differ from the literal language of the claims or include equivalent structural elements that do not substantially differ from the literal language of the claims. Unless there is a contradiction, all content cited in the text is incorporated herein by reference.

Claims

1. A product with the flavor of betel nuts containing arecoline salt, wherein the arecoline salt is the benzoate of arecoline, and its structural formula is , where X is the molar ratio of arecoline to benzoic acid, and the value range of X is 0.5 ≤ X ≤ 2, a product with the flavor of betel nuts, characterized in that.

2. The structural formula of the arecoline salt is , a product according to claim 1, characterized in that.

3. The structural formula of the arecoline salt is , a product according to claim 1, characterized in that.

4. The structural formula of the arecoline salt is , a product according to claim 1, characterized in that.

5. The structural formula of the arecoline salt is , a product according to claim 1, characterized in that.

6. The product is an aerosol-forming substrate for generating an aerosol for inhalation by atomization, a product according to any one of claims 1 to 5.

7. The product is a filter capsule, a product according to any one of claims 1 to 5.

8. The product is chewing gum, a product according to any one of claims 1 to 5.

9. The product is a beverage, a product according to any one of claims 1 to 5.

10. Put arecoline into a reaction vessel, add benzoic acid under the condition of heating with stirring and dissolve to react to obtain arecoline salt, The structural formula of the prepared arecoline salt is , where X is the molar ratio of arecoline to benzoic acid, and the value range of X is 0.5 ≤ X ≤ 2, a method for preparing a product with the flavor of betel nuts, characterized in that.

11. The temperature of the heating is 20°C to 100°C, a preparation method according to claim 10.

12. The structural formula of the prepared arecoline salt is , a preparation method according to claim 10 or claim 11, characterized in that.

13. The structural formula of the prepared arecoline salt is , a preparation method according to claim 10 or claim 11, characterized in that.

14. The structural formula of the prepared arecoline salt is , a preparation method according to claim 10 or claim 11, characterized in that.

15. The structural formula of the prepared arecoline salt is , a preparation method according to claim 10 or claim 11, characterized in that.

16. Add arecoline hydrobromide to water and dissolve it to obtain an aqueous solution of arecoline hydrobromide, After adjusting the aqueous solution of arecoline hydrobromide to be alkaline, extract it with an organic solvent to obtain an organic solvent layer and an aqueous layer, Take the organic solvent layer, add benzoic acid, dissolve and react it to obtain an arecoline salt, and The structural formula of the arecoline salt is, where X is the molar ratio of arecoline to benzoic acid, and the value range of X is 0.5 ≤ X ≤ 2. A method for preparing a product with the flavor of betel nuts is characterized in that.

17. Take the organic solvent layer, add water for back extraction and adjust the aqueous phase to be alkaline to obtain a secondary organic solvent layer and an aqueous layer, The method for preparation according to claim 16, further comprising taking the secondary organic solvent layer, adding benzoic acid, dissolving and reacting it to obtain an arecoline salt.

18. The method for preparation according to claim 17, wherein the pH value of the aqueous phase adjusted to be alkaline is 7 to 10.

19. The method for preparation according to claim 17 or claim 18, characterized in that after drying the secondary organic solvent layer, benzoic acid is added, dissolved and reacted to obtain an arecoline salt.

20. The method for preparation according to claim 19, wherein the desiccant is at least one of phosphorus pentoxide, silica gel, caustic soda, lime, soda lime, anhydrous calcium chloride, anhydrous sodium sulfate, and anhydrous magnesium sulfate.

21. The method for preparation according to any one of claims 16 to 20, characterized in that the obtained arecoline salt is concentrated and dried to improve the purity of the arecoline salt.

22. The organic solvent is, The method for preparation according to any one of claims 16 to 21, characterized in that it is at least one of ethyl acetate, benzene, toluene, xylene, petroleum ether, methyl ether, ethyl ether, methyl tert-butyl ether, dichloromethane, chloroform, tetrahydrofuran, and n-butanol.

23. The structural formula of the prepared arecoline salt is, The method for preparation according to any one of claims 16 to 22, characterized in that it is as follows.

24. The structural formula of the prepared arecoline salt is, The method for preparation according to any one of claims 16 to 22, characterized in that it is as follows.

25. The structural formula of the prepared arecoline salt is, The preparation method according to any one of claims 16 to 22, characterized in that it is as described above.

26. The structural formula of the prepared arecholine salt is The preparation method according to any one of claims 16 to 22, characterized in that it is as described above.

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