WO2021190645A1 - 槟榔碱盐及其制备方法、制品 - Google Patents

槟榔碱盐及其制备方法、制品 Download PDF

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Publication number
WO2021190645A1
WO2021190645A1 PCT/CN2021/083407 CN2021083407W WO2021190645A1 WO 2021190645 A1 WO2021190645 A1 WO 2021190645A1 CN 2021083407 W CN2021083407 W CN 2021083407W WO 2021190645 A1 WO2021190645 A1 WO 2021190645A1
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Prior art keywords
arecoline
salt
preparation
structural formula
aerosol
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PCT/CN2021/083407
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English (en)
French (fr)
Inventor
卢禁
傅国锋
楚明
周星
黄雯雯
徐中立
李永海
Original Assignee
深圳市水槟榔生物科技有限公司
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Priority claimed from CN202010588490.7A external-priority patent/CN113951546A/zh
Application filed by 深圳市水槟榔生物科技有限公司 filed Critical 深圳市水槟榔生物科技有限公司
Priority to EP21776482.8A priority Critical patent/EP4129981A4/en
Priority to US17/914,842 priority patent/US20230148653A1/en
Priority to JP2022558564A priority patent/JP2023519008A/ja
Publication of WO2021190645A1 publication Critical patent/WO2021190645A1/zh

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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/125Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • A24B15/167Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/12Chewing gum characterised by the composition containing organic or inorganic compounds containing microorganisms or enzymes; containing paramedical or dietetical agents, e.g. vitamins
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/12Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco
    • A24B15/14Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco made of tobacco and a binding agent not derived from tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/281Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
    • A24B15/282Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by indirect addition of the chemical substances, e.g. in the wrapper, in the case
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/281Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
    • A24B15/283Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by encapsulation of the chemical substances
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/302Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/302Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
    • A24B15/303Plant extracts other than tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/38Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06Use of materials for tobacco smoke filters
    • A24D3/061Use of materials for tobacco smoke filters containing additives entrapped within capsules, sponge-like material or the like, for further release upon smoking
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41Preparation of salts of carboxylic acids
    • C07C51/412Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/04Monocyclic monocarboxylic acids
    • C07C63/06Benzoic acid
    • C07C63/08Salts thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Definitions

  • the application belongs to the technical field of chemical synthesis, and relates to an arecoline salt and a preparation method and products thereof.
  • Arecoline (Arecoline), chemical name "1,2,5,6-tetrahydro-1-methyl-3-picolinic acid methyl ester", an oily liquid, has a choline-like effect.
  • Arecoline is a compound with great application value, and its preparation method and application have always attracted people's attention.
  • the first aspect of the application provides an arecoline salt, which is a benzoate of arecoline, and its structural formula is as follows:
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • the structural formula of the arecoline salt is:
  • the structural formula of the arecoline salt is:
  • the structural formula of the arecoline salt is:
  • the structural formula of the arecoline salt is:
  • the second aspect of the present application provides a method for preparing arecoline salt, the method comprising: placing arecoline in a reaction vessel, adding benzoic acid under stirring and heating conditions to dissolve the reaction to obtain arecoline salt;
  • 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, further preferably 50°C ⁇ 70°C.
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the third aspect of the present application provides a method for preparing arecoline salt, which includes the steps:
  • the arecoline hydrobromide is added to water for dissolution to obtain an aqueous solution of arecoline hydrobromide;
  • the method further includes: taking the organic solvent layer, adding water for back extraction, and adjusting the aqueous phase to be alkaline to obtain a secondary organic solvent layer and an aqueous layer;
  • the alkalinity means that the pH of the adjusted aqueous phase is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, still more preferably For 8-9.
  • benzoic acid is added to dissolve the reaction to obtain the arecoline salt.
  • 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; preferably, anhydrous sulfuric acid is used sodium.
  • the obtained arecoline salt is concentrated and dried to improve the purity of the arecoline salt.
  • the adjusted pH of the arecoline hydrobromide aqueous solution is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, and still more preferably 8-9.
  • the organic solvent is selected from at least one of the following:
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the structural formula of the prepared arecoline salt is:
  • the fourth aspect of the present application provides a product, which includes the arecoline salt.
  • the product is an aerosol-forming substrate for being atomized to generate an aerosol for smoking; or the product is popcorn, chewing gum or a beverage.
  • the aerosol-forming substrate is a liquid phase, which is used for atomization using any one of a heating atomization device, an ultrasonic atomization device, an air compression atomization device, and a pressing atomization device to generate Aerosol.
  • the aerosol generating substrate is a solid phase, and is configured to generate an aerosol for inhalation when heated below the ignition point.
  • Figure 1 is a schematic diagram of the 3D molecular structural formula of arecoline salt provided by the embodiment of the present application;
  • Fig. 2 is a schematic diagram of an infrared spectrum of arecoline salt provided by an embodiment of the present application
  • Fig. 3 is a schematic diagram of an infrared spectrum of benzoic acid provided by an embodiment of the present application.
  • Fig. 4 is a schematic diagram of an infrared spectrum of arecoline provided by an embodiment of the present application.
  • Fig. 5 is a schematic diagram of the proton nuclear magnetic resonance spectrum of the arecoline salt provided by the embodiment of the present application.
  • Fig. 6 is a schematic diagram of a carbon nuclear magnetic resonance spectrum of an arecoline salt provided by an embodiment of the present application.
  • the first embodiment of the application provides an arecoline salt.
  • the arecoline salt is a benzoate of arecoline, and its structural formula is as follows:
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • the structural formula of the arecoline salt is:
  • the molar ratio of arecoline to benzoic acid is 0.5.
  • the structural formula of the arecoline salt is:
  • the molar ratio of arecoline to benzoic acid is 1.
  • the structural formula of the arecoline salt is:
  • the molar ratio of arecoline to benzoic acid is 1.5.
  • the structural formula of the arecoline salt is:
  • the molar ratio of arecoline to benzoic acid is 2.
  • the second embodiment of the present application provides a method for preparing arecoline salt, the method comprising: placing arecoline in a reaction vessel, adding benzoic acid under stirring and heating conditions to dissolve the reaction to obtain arecoline salt;
  • 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, further preferably 50°C ⁇ 70°C.
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • arecoline is placed in a reaction vessel, benzoic acid is added in a ratio of arecoline to benzoic acid at a molar ratio of 0.5, heated to 50°C, stirred and dissolved to obtain the arecoline salt.
  • arecoline is placed in a reaction vessel, benzoic acid is added in a ratio of arecoline to benzoic acid in a molar ratio of 1, heated to 60° C., stirred and dissolved to obtain the arecoline salt.
  • arecoline is placed in a reaction vessel, benzoic acid is added in a ratio of arecoline to benzoic acid at a molar ratio of 1.5, heated to 65° C., stirred and dissolved to obtain the arecoline salt.
  • arecoline is placed in a reaction vessel, benzoic acid is added in a ratio of arecoline to benzoic acid in a molar ratio of 2, heated to 70° C., stirred and dissolved to obtain the arecoline salt.
  • the third embodiment of the present application provides a method for preparing arecoline salt, which includes the steps:
  • the arecoline hydrobromide is added to water for dissolution to obtain an aqueous solution of arecoline hydrobromide;
  • the method further includes: taking the organic solvent layer, adding water for back extraction, and adjusting the aqueous phase to be alkaline to obtain a secondary organic solvent layer and an aqueous layer;
  • the alkalinity means that the pH of the adjusted aqueous phase is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, still more preferably For 8-9.
  • benzoic acid is added to dissolve the reaction to obtain the arecoline salt.
  • 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; preferably, anhydrous sulfuric acid is used sodium.
  • ethyl acetate since ethyl acetate can dissolve a small amount of water and the water contains impurities such as Na+, Br-, OH-, it is necessary to remove the water in the organic solvent. Choosing anhydrous sodium sulfate as the dewatering agent can combine with water to form crystal water.
  • the obtained arecoline salt is concentrated and dried to improve the purity of the arecoline salt.
  • the yield of the arecoline salt obtained by the foregoing preparation process is about 90%, the loss rate is small, and the scale-up loss rate increases.
  • the purity of arecoline salt is about 95%, and the main impurities are residual organic solvents, such as ethyl acetate. After the concentration and drying process, the purity can reach more than 99%.
  • the adjusted pH of the arecoline hydrobromide aqueous solution is 7-10, preferably 7-9.5, more preferably 7-9, still more preferably 7.5-9, and still more preferably 8-9.
  • the principle of the preparation process is to adjust the pH of the solution to make the dissociated alkaloids become free, and then achieve the separation effect according to the different partition coefficients of the free alkaloids in water and organic solvents.
  • the pH value of the arecoline hydrobromide aqueous solution is neutral. If the pH value is not adjusted, the free alkaloids will be less and the extraction rate will be lower. When the pH value is adjusted to above 10, the extraction rate is not significantly improved, and the alkalinity is too strong, which increases the risk of NaOH residue, so it is appropriate to adjust the pH value to 8-9.
  • the pH value needs to be adjusted during stripping, otherwise, the yield will be low.
  • the organic solvent is selected from at least one of the following:
  • the value range of X is 0 ⁇ X ⁇ 10, preferably 0 ⁇ X ⁇ 8, more preferably 0 ⁇ X ⁇ 6, further preferably 0 ⁇ X ⁇ 5, and further Preferably it is 0 ⁇ X ⁇ 3, and more preferably it is 0 ⁇ X ⁇ 2.
  • arecoline hydrobromide is added to water for dissolution to obtain arecoline hydrobromide aqueous solution; sodium hydroxide is added to adjust the pH value of the arecoline hydrobromide aqueous solution to 8-9, and then it is extracted with ethyl acetate , Get the ethyl acetate layer and the water layer; take the ethyl acetate layer and add water for back extraction, and add sodium hydroxide to adjust the pH value of the water phase to 8-9, to obtain the ethyl acetate layer and the water layer; After the ethyl acetate layer is dried over anhydrous sodium sulfate, benzoic acid is added in a ratio of arecoline to benzoic acid in a ratio of 1 to dissolve, to obtain arecoline salt.
  • the arecoline salt prepared by the preparation method of this example is a viscous yellow oily substance. It is placed at room temperature and the color gradually darkens.
  • Figure 1 is a schematic diagram of the 3D molecular structure of the arecoline salt prepared by the preparation method of this example;
  • Figure 2 is a schematic diagram of an infrared spectrum of the arecoline salt prepared by the preparation method of this example
  • Figure 3 is a schematic diagram of the infrared spectrum of benzoic acid
  • Figure 4 is a schematic diagram of the infrared spectrum of arecoline
  • Fig. 5 is a schematic diagram of the hydrogen nuclear magnetic resonance spectrum of the arecoline salt prepared by the preparation method of this example;
  • Figure 6 is a schematic diagram of the carbon nuclear magnetic resonance spectrum of the arecoline salt prepared by the preparation method of this example.
  • arecoline hydrobromide is added to water for dissolution to obtain an aqueous arecoline hydrobromide solution; sodium hydroxide is added to adjust the pH value of the arecoline hydrobromide aqueous solution to 8-9, and then dichloromethane is used for extraction , Obtain the dichloromethane layer and the water layer; take the dichloromethane layer and add water for back extraction, and add sodium hydroxide to adjust the pH of the water phase to 8-9, and then obtain the dichloromethane layer and the water layer; After the dichloromethane layer is dried by anhydrous magnesium sulfate, benzoic acid is added in a ratio of 0.5 molar ratio of arecoline to benzoic acid for dissolution to obtain arecoline salt.
  • arecoline hydrobromide is added to water for dissolution to obtain an aqueous arecoline hydrobromide solution; sodium hydroxide is added to adjust the pH of the arecoline hydrobromide aqueous solution to 7-9, and then it is extracted with ethyl acetate , Get the ethyl acetate layer and the water layer; take the ethyl acetate layer and add water for back extraction, and add sodium hydroxide to adjust the pH of the water phase to 7-9, and then obtain the ethyl acetate layer and the water layer; After the ethyl acetate layer is dried over anhydrous sodium sulfate, benzoic acid is added in a ratio of 1.5 molar ratio of arecoline to benzoic acid to dissolve to obtain the arecoline salt.
  • arecoline hydrobromide is added to water for dissolution to obtain arecoline hydrobromide aqueous solution; sodium hydroxide is added to adjust the pH value of the arecoline hydrobromide aqueous solution to 7-10, and then it is extracted with ethyl acetate , Get the ethyl acetate layer and the water layer; take the ethyl acetate layer and add water for back extraction, and add sodium hydroxide to adjust the pH of the water phase to 7-10, to obtain the ethyl acetate layer and the water layer; After the ethyl acetate layer is dried over anhydrous sodium sulfate, benzoic acid is added in a ratio of 2 arecoline to benzoic acid for dissolution to obtain the arecoline salt.
  • the fourth embodiment of the present application provides a use of arecoline salt in preparing an aerosol-forming substrate.
  • the structural formula of the arecoline salt and the preparation method thereof can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2%-15%, preferably 1%-15% It is more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, still more preferably 2% to 4%.
  • the object added to the arecoline salt includes a solvent.
  • the solvent is selected from at least one of the following:
  • the solvent includes glycerin, and the mass percentage of the glycerin is 0-90%.
  • the solvent includes propylene glycol, and the mass percentage of the propylene glycol is 9%-99.8%.
  • the object added to the arecoline salt further includes a fragrance.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the subject added to the arecoline salt does not contain nicotine and/or nicotine salt.
  • the fifth embodiment of the present application provides an aerosol-forming substrate.
  • the aerosol-forming substrate includes arecoline salt and a solvent.
  • the structural formula of the arecoline salt and the preparation method thereof can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, further preferably 2% to 15%, further It is preferably 2% to 10%, more preferably 2% to 5%, and still more preferably 2% to 4%.
  • the aerosol-forming substrate when the aerosol-forming substrate is atomized into an aerosol, at least about 80% of the arecoline salt is in the aerosol.
  • the mass percentage of the arecoline salt is 0.1%-12%, preferably 0.8%-12%. %, more preferably 1.5% to 12%, still more preferably 1.5% to 8%, still more preferably 1.5% to 4.5%, still more preferably 1.5% to 3.5%.
  • the solvent is selected from at least one of the following:
  • the solvent includes glycerin, and the mass percentage of glycerin in the aerosol-forming matrix is 0-90%.
  • the solvent includes propylene glycol, and the mass percentage of propylene glycol in the aerosol-forming matrix is 9%-99.8%.
  • the aerosol-forming substrate further includes a fragrance.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the aerosol-forming matrix does not contain nicotine and/or nicotine salts.
  • Arecoline salt (the benzoate of arecoline)
  • the solvent is a mixture of glycerin and propylene glycol with a mass ratio of 1:1.
  • the comparative example uses arecoline hydrobromide (the hydrobromide of arecoline), and the solvent is a mixture of glycerin and propylene glycol with a mass ratio of 1:1.
  • Puff Duration 3.0s ⁇ 0.1s Puff Volume 55mL ⁇ 0.3mL
  • Puff Frequency 30s ⁇ 0.5s Puff of Each Group (Puff of Each Group) 20 Group Interval Time (Group Interval Time) 300s ⁇ 120s Maximum Flow 18.5mL/s ⁇ 0.1mL/s Pressure Drop ⁇ 50hPa Group 5 Total number of puffs (Total Number of Puff) 100 Total Duration of Vaporization (Total Duration of Vaporization) 300s
  • the sixth embodiment of the present application provides an aerosol generating system, including an atomizing device and the aerosol forming substrate described in the fifth embodiment;
  • the atomizing device is configured to atomize the aerosol-forming substrate to form an aerosol.
  • the atomization device is a heating atomization device.
  • the atomization device is an ultrasonic atomization device.
  • the aerosol-forming substrate includes arecoline salt, glycerin, and propylene glycol.
  • the oscillation frequency of the ultrasonic atomization device is greater than 1 MHz.
  • the atomization device is an air-compressed atomization device or a push-type spray device.
  • the aerosol-forming substrate includes arecoline salt, ethanol, and water.
  • the seventh embodiment of the present application provides a use of arecoline salt in the manufacture of aerosol-generating products.
  • the aerosol-generating product is used to be heated to generate aerosol for smoking
  • the structural formula and preparation method of the arecoline salt can refer to the content described in the foregoing embodiment, which will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2%-15%, preferably 1%- 15%, more preferably 2% to 15%, still more preferably 2% to 10%, still more preferably 2% to 5%, still more preferably 2% to 4%, more preferably 3% to 4%.
  • the objects added to the arecoline salt include atomizers, adhesives, and plant fibers.
  • the mass percentage of the atomizing agent is 5%-30%, preferably 10%- 30%, more preferably 10% to 25%, still more preferably 15% to 25%.
  • the atomizing agent is selected from at least one of the following:
  • the mass percentage of the binder is 1%-20%, preferably 1%- 15%, more preferably 1% to 10%, still more preferably 3% to 10%, still more preferably 5% to 10%.
  • the adhesive is selected from at least one of the following:
  • the mass percentage of the plant fiber is 40% to 80%, preferably 40% to 70%. %, more preferably 50% to 70%, still more preferably 50% to 65%, still more preferably 50% to 60%.
  • the plant fiber is selected from at least one of the following:
  • Betel nut fiber wood pulp fiber, hemp pulp fiber, cotton pulp fiber, bagasse pulp fiber, bamboo pulp fiber, coconut pulp fiber.
  • the object added to the arecoline salt further includes a fragrance.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the subject added to the arecoline salt does not contain tobacco ingredients.
  • the method for manufacturing the aerosol-generating product includes one of a papermaking method, a dry papermaking method, a thick slurry method, and a rolling method.
  • the eighth embodiment of the present application provides an aerosol-generating product, the raw materials of which include arecoline salt, atomizing agent, adhesive and plant fiber.
  • the aerosol-generating product is used to be heated to generate aerosol for smoking
  • the structural formula and preparation method of the arecoline salt can refer to the content described in the foregoing embodiment, which will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, and even more preferably 2. % To 10%, more preferably 2% to 5%, still more preferably 2% to 4%, more preferably 3% to 4%.
  • the mass percentage of the atomizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, and even more preferably 15%. % ⁇ 25%.
  • the atomizing agent is selected from at least one of the following:
  • the mass percentage of the binder is 1% to 20%, preferably 1% to 15%, more preferably 1% to 10%, and even more preferably 3. %-10%, more preferably 5%-10%.
  • the adhesive is selected from at least one of the following:
  • the mass percentage of the plant fiber is 40% to 80%, preferably 40% to 70%, more preferably 50% to 70%, and even more preferably 50% ⁇ 65%, more preferably 50% to 60%.
  • the plant fiber is selected from at least one of the following:
  • Betel nut fiber wood pulp fiber, hemp pulp fiber, cotton pulp fiber, bagasse pulp fiber, bamboo pulp fiber, coconut pulp fiber.
  • the raw material further includes a flavoring agent.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the raw material does not contain tobacco ingredients.
  • Step 1 Prepare a thin substrate. Select the solid residue of betel nut extract and soak it in water at a water temperature of 60-80°C and a soaking time of 0.5-2h. Filter, and then beat the filtered solid to obtain a slurry. Weigh 50-70 parts by weight of the slurry , 3-10 parts of solid binder, uniformly mix, send the mixed slurry to the paper machine for forming, and dry to a moisture content of about 10-15% to obtain a sheet base;
  • the solid binder can be carboxymethyl cellulose, hydroxypropyl methyl cellulose, polyvinyl alcohol, rosin, xanthan gum, acacia, guar gum, chitosan, pectin, locust bean gum, One or more of starch, sodium alginate and shellac.
  • Step 2 Prepare the coating liquid. Weigh 1-50 parts of arecoline salt, 2-20 parts of spices, and 40-80 parts of atomizing agent by weight, and mix them evenly to obtain a coating liquid;
  • the atomizing agent is a mixture of glycerin and propylene glycol, and the mixing ratio is 3 to 5:1.
  • Step 3 Coating the sheet substrate. Weigh 25%-40% of the weight of the flake substrate obtained in step 1 and weigh the coating liquid obtained in step 2 and spray the coating liquid on the flake substrate, and let it stand for 40-60 hours under constant temperature and humidity conditions to obtain arecoline-containing Salt plant flakes;
  • Step 4 Prepare heat-not-burn cigarettes.
  • the plant flakes obtained in step 3 are made into cigarette sticks according to the size, and the cigarette sticks are connected with the filter to obtain heat-not-burn cigarettes containing arecoline salt.
  • the heating non-burning cigarettes prepared by the above preparation method are heated by an aerosol generating device (heating method adopts resistance heating), and the temperature of the surface of the heating element in the working state is measured by an infrared thermal imager.
  • heating method adopts resistance heating
  • infrared thermal imager The test results are shown in the following table
  • Smoking and sensory quality evaluation are carried out with ordinary heat-not-burn cigarettes: the heat-not-burn cigarettes prepared by the above preparation method can ingest arecoline and produce similar effects of chewing betel nut, with low irritation.
  • the ninth embodiment of the present application provides a use of arecoline salt in a liquid composition for preparing quick-fried beads; wherein, the quick-fried beads include a fragile shell and the liquid composition, and the liquid composition is set in the Fragile inside the shell.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, more preferably 2% to 15%, and more preferably It is 2% to 10%, more preferably 2% to 5%, still more preferably 2% to 4%, more preferably 3% to 4%.
  • the object added to the arecoline salt includes an atomizer.
  • the mass percentage of the atomizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, and more preferably It is 15% to 25%.
  • the atomizing agent is selected from at least one of the following:
  • the object added to the arecoline salt further includes a fragrance.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the subject added to the arecoline salt does not contain nicotine and/or nicotine salt.
  • the explosive beads are implanted in an aerosol-generating article.
  • the raw material of the aerosol-generating article does not contain tobacco ingredients.
  • the tenth embodiment of the present application provides a pop-bead, which includes a fragile shell and a liquid composition, and the liquid composition is arranged in the fragile shell;
  • liquid composition includes arecoline salt and an atomizing agent.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.2% to 15%, preferably 1% to 15%, further preferably 2% to 15%, further It is preferably 2% to 10%, more preferably 2% to 5%, still more preferably 2% to 4%, and more preferably 3% to 4%.
  • the mass percentage of the atomizing agent is 5% to 30%, preferably 10% to 30%, more preferably 10% to 25%, and more preferably It is 15% to 25%.
  • the atomizing agent is selected from at least one of the following:
  • the liquid composition further includes a fragrance.
  • the fragrance is selected from at least one of the following:
  • fragrance is not limited to the substances listed above, and all fragrances complying with FEMA codes and CAS codes can be applied.
  • the liquid composition does not contain nicotine and/or nicotine salt.
  • the eleventh embodiment of the present application provides an aerosol-generating product, including the explosive beads described in the tenth embodiment.
  • the raw material of the aerosol-generating article does not contain tobacco ingredients.
  • a papermaking method a dry papermaking method, a thick slurry method, and a rolling method can be used to prepare aerosol-generating products.
  • a papermaking method a dry papermaking method, a thick slurry method, and a rolling method can be used to prepare aerosol-generating products.
  • the raw materials of the aerosol-generating product and the preparation steps thereof reference may be made to the content described in the foregoing embodiment.
  • Explosive beads can be implanted into the filter tip section (not limited to this position) of heating non-combustion cigarettes through the filter rod embedding technology (not limited to this technology).
  • the smoker can squeeze the blasted beads to ingest betel nuts Alkali and other substances.
  • Preparation method Weigh the arecoline salt of the above formula weight, add glyceryl caprylate and menthol under stirring, and mix well to prepare.
  • the fire-fighting beads containing Example 1 were implanted into heat-not-burn cigarettes, and the heat-not-burn cigarettes that did not contain fire-fighting beads were used for smoking and sensory quality evaluation: the heat-not-burn cigarettes containing the fire-fighting beads of Example 1 could Ingested arecoline, and produces similar effects of chewing betel nut, with less irritation.
  • the twelfth embodiment of the present application provides a use of arecoline salt in the manufacture of chewing gum.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.02% to 2%, preferably 0.02% to 1.6%, and more preferably 0.02% to 1.2%, more preferably 0.02% to 1%, still more preferably 0.1% to 1%, still more preferably 0.2% to 1%, still more preferably 0.4% to 1%.
  • the object added to the arecoline salt includes a gum base.
  • the mass percentage of the gum base is 20% to 75%, preferably 20% to 70%, and more preferably 20%. % To 60%, more preferably 20% to 50%, still more preferably 25% to 50%, still more preferably 30% to 50%, still more preferably 35% to 50%, still more preferably 35% to 45%.
  • the object added to the arecoline salt further includes a sweetener.
  • the sweetener is selected from at least one of the following:
  • the mass percentage of the sweetener is 20% to 75%, preferably 20% to 70%, and more preferably 20% to 60%, more preferably 20% to 50%, still more preferably 25% to 50%, still more preferably 25% to 40%, still more preferably 25% to 35%, still more preferably 30% to 35% .
  • the object added to the arecoline salt further includes a filler material.
  • the filler material is selected from at least one of the following:
  • the mass percentage of the filler material when manufacturing the chewing gum, based on the total mass of the raw materials of the chewing gum, is 0.03% to 23%, preferably 0.03% to 20%, and more preferably 0.03%. % To 15%, more preferably 0.03% to 10%, still more preferably 0.5% to 10%, still more preferably 1% to 10%, still more preferably 1.5% to 10%, still more preferably 2% to 8%, More preferably, it is 2% to 6%.
  • the objects added to the arecoline salt further include flavoring agents.
  • the flavoring agent is selected from at least one of the following:
  • Mint spearmint, cinnamon, borneol, flavor.
  • the thirteenth embodiment of the present application provides a chewing gum whose raw materials include arecoline salt and gum base.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.02% to 2%, preferably 0.02% to 1.6%, more preferably 0.02% to 1.2%, and still more preferably 0.02 % To 1%, more preferably 0.1% to 1%, still more preferably 0.2% to 1%, still more preferably 0.4% to 1%.
  • the mass percentage of the gum base is 20% to 75%, preferably 20% to 70%, more preferably 20% to 60%, and even more preferably 20% ⁇ 50%, more preferably 25% to 50%, still more preferably 30% to 50%, still more preferably 35% to 50%, still more preferably 35% to 45%.
  • the raw material further includes a sweetener.
  • the sweetener is selected from at least one of the following:
  • the mass percentage of the sweetener is 20% to 75%, preferably 20% to 70%, more preferably 20% to 60%, and even more preferably 20%. % To 50%, more preferably 25% to 50%, still more preferably 25% to 40%, still more preferably 25% to 35%, still more preferably 30% to 35%.
  • the raw material further includes filler materials.
  • the filler material is selected from at least one of the following:
  • the mass percentage of the filler material is 0.03% to 23%, preferably 0.03% to 20%, more preferably 0.03% to 15%, further preferably 0.03% ⁇ 10%, more preferably 0.5% to 10%, still more preferably 1% to 10%, still more preferably 1.5% to 10%, still more preferably 2% to 8%, still more preferably 2% to 6%.
  • the raw materials also include flavoring agents.
  • the flavoring agent is selected from at least one of the following:
  • Mint spearmint, cinnamon, borneol, flavor.
  • Preparation method heat the gum base to 70 ⁇ 105°C, stir in a mixer, add powdered sugar, and let the temperature drop to 60 ⁇ 80°C, then add buffer pair, additives, glucose syrup, arecoline salt, and finally roll into pieces , Forming into finished products.
  • Preparation method heat the gum base to 70 ⁇ 105°C, stir in a mixer, add xylitol and non-sucrose, and let the temperature drop to 60 ⁇ 80°C, then add buffer pair, additives, arecoline salt, and finally roll into pieces , Forming into finished products.
  • the chewing gum prepared by the above preparation method is edible and the sensory quality evaluation is carried out with ordinary chewing gum: the chewing gum prepared by the above preparation method can produce the similar effect of chewing betel nut, has low irritation and good taste. Since the chewing gum does not contain lime powder and cellulose, it avoids the problems of abrasion and irritation of the oral mucosa when chewing betel nuts, and oral diseases.
  • the fourteenth embodiment of the present application provides a use of arecoline salt in the preparation of beverages.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.01% to 0.5%, preferably 0.01% to 0.4%, and more preferably 0.01% ⁇ 0.3%, more preferably 0.01% to 0.2%, still more preferably 0.05% to 0.2%.
  • the object added to the arecoline salt includes water.
  • the mass percentage of the water is 75% to 90%.
  • the object added to the arecoline salt further includes functional ingredients.
  • the functional ingredient is selected from at least one of the following:
  • Luo Han Guo juice concentrate natural menthol, licorice juice concentrate, honeysuckle juice concentrate, chrysanthemum extract, kudzu root extract, loquat puree.
  • the mass percentage of the functional ingredient is 0.5% to 2%.
  • the object added to the arecoline salt further includes an acidity regulator.
  • the acidity regulator is selected from at least one of the following:
  • the mass percentage of the acidity regulator is 0.1% to 5%.
  • the object added to the arecoline salt further includes a sweetener.
  • the sweetener is selected from at least one of the following:
  • the mass percentage of the sweetener is 0.5% to 5%.
  • the object added to the arecoline salt further includes an antioxidant.
  • the antioxidant is selected from at least one of the following:
  • Ascorbic acid sodium erythorbate, vitamin C, vitamin E.
  • the mass percentage of the antioxidant when preparing the beverage, based on the total mass of the beverage, is 0.05% to 0.15%.
  • the object added to the arecoline salt when preparing the beverage, further includes a preservative.
  • the preservative is selected from at least one of the following:
  • the mass percentage of the preservative when preparing the beverage, based on the total mass of the beverage, is 0.01% to 0.05%.
  • the objects added to the arecoline salt further include edible flavors.
  • the mass percentage of the edible flavor is 0.5% to 5%.
  • the fifteenth embodiment of the present application provides a beverage whose raw materials include arecoline salt and water.
  • the structural formula and preparation method of arecoline salt can refer to the content described in the foregoing embodiment, and will not be repeated here.
  • the mass percentage of the arecoline salt is 0.01% to 0.5%, preferably 0.01% to 0.4%, more preferably 0.01% to 0.3%, and more preferably It is 0.01% to 0.2%, more preferably 0.05% to 0.2%.
  • the mass percentage of the water is 75% to 90%.
  • the raw material further includes functional ingredients.
  • the functional ingredient is selected from at least one of the following:
  • Luo Han Guo juice concentrate natural menthol, licorice juice concentrate, honeysuckle juice concentrate, chrysanthemum extract, kudzu root extract, loquat puree.
  • the mass percentage of the functional ingredient is 0.5% to 2%.
  • the raw material further includes an acidity regulator.
  • the acidity regulator is selected from at least one of the following:
  • the mass percentage of the acidity regulator is 0.1% to 5%.
  • the raw material further includes a sweetener.
  • the sweetener is selected from at least one of the following:
  • the mass percentage of the sweetener is 0.5% to 5%.
  • the raw material further includes an antioxidant.
  • the antioxidant is selected from at least one of the following:
  • Ascorbic acid sodium erythorbate, vitamin C, vitamin E.
  • the mass percentage of the antioxidant is 0.05% to 0.15%.
  • the raw material also includes a preservative.
  • the preservative is selected from at least one of the following:
  • the mass percentage of the preservative is 0.01% to 0.05%.
  • the raw materials also include food flavors.
  • the mass percentage of the edible flavor is 0.5% to 5%.
  • Preparation method fully mixing arecoline salt with water, honeysuckle concentrated juice, licorice concentrated juice, citric acid, sodium citrate, stevioside, vitamin C, sodium sorbate, and edible essence to prepare a beverage.
  • the beverage prepared by the above preparation method retains various nutrients beneficial to the human body in honeysuckle and licorice.
  • the beverage is rich in arecoline, betel nut polyphenols and other ingredients. Phlegm to relieve cough, relieve emergency and relieve pain and other functions.

Abstract

一种槟榔碱盐及其制备方法、制品,槟榔碱盐是槟榔碱的苯甲酸盐,其结构式如(I)所示,其中X为槟榔碱与苯甲酸的摩尔比。该槟榔碱盐的理化稳定性好,使用方便且使用范围广。

Description

槟榔碱盐及其制备方法、制品
相关申请的交叉参考
本申请要求于2020年03月27日提交中国专利局,申请号为202010227895.8,名称为“气溶胶形成基质”的中国专利申请,以及2020年06月24日提交中国专利局,申请号为202010588490.7,名称为“槟榔碱盐及其制备方法、制品”的中国专利申请的优先权,其全部内容通过引用结合在本申请中。
技术领域
本申请属于化学合成技术领域,涉及一种槟榔碱盐及其制备方法、制品。
背景技术
槟榔碱(Arecoline),化学名“1,2,5,6-四氢-1-甲基-3-吡啶甲酸甲酯”,油状液体,具有拟胆碱作用。槟榔碱是一种有着很大应用价值的化合物,其制备方法及其应用历来为人们所关注。
发明内容
本申请第一方面提供一种槟榔碱盐,所述槟榔碱盐是槟榔碱的苯甲酸盐,其结构式如下所示:
Figure PCTCN2021083407-appb-000001
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000002
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000003
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000004
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000005
本申请第二方面提供一种槟榔碱盐的制备方法,该方法包括:将槟榔碱置于反应容器中,搅拌加热条件下加入苯甲酸溶解反应,得到槟榔碱盐;
制备得到的槟榔碱盐的结构式如下所示:
Figure PCTCN2021083407-appb-000006
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,加热温度为20℃~100℃,优选的为20℃~80℃,进一步优选的为40℃~80℃,进一步优选的为50℃~80℃,进一步优选的为50℃~70℃。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为 0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000007
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000008
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000009
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000010
本申请第三方面提供一种槟榔碱盐的制备方法,该方法包括步骤:
氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;
调节氢溴酸槟榔碱水溶液为碱性后,用有机溶剂进行萃取,得到有机溶剂层和水层;
取有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐;
所述槟榔碱盐的结构式如下所示:
Figure PCTCN2021083407-appb-000011
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,进一步包括:取所述有机溶剂层,加入水进行反萃取并调节水相为碱性,得到二次有机溶剂层和水层;
取二次有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐。
在一些实施方案中,所述碱性是调节后的水相的pH值为7~10,优选的为7~9.5,进一步优选的为7~9,进一步优选的为7.5~9,进一步优选的为8~9。
在一些实施方案中,取二次有机溶剂层进行干燥之后,加入苯甲酸溶解反应,得到槟榔碱盐。
在一些实施方案中,干燥剂选自五氧化二磷、硅胶、烧碱、石灰、碱石灰、无水氯化钙、无水硫酸钠、无水硫酸镁中的至少一个;优选的采用无水硫酸钠。
在一些实施方案中,对得到的槟榔碱盐进行浓缩干燥处理,以提升槟榔碱盐的纯度。
在一些实施方案中,调节后的氢溴酸槟榔碱水溶液的pH值为7~10,优选的为7~9.5,进一步优选的为7~9,进一步优选的为7.5~9,进一步优选的为8~9。
在一些实施方案中,所述有机溶剂选自以下至少之一:
乙酸乙酯、苯、甲苯、二甲苯、石油醚、甲醚、乙醚、甲基叔丁基醚、二氯甲烷、三氯甲烷、乙酸乙酯、四氢呋喃、正丁醇;优选的为乙酸乙酯。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000012
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000013
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000014
在一些实施方案中,制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000015
本申请第四方面提供一种制品,所述制品包括所述槟榔碱盐。
在一些实施方案中,所述制品为气溶胶形成基质,用于被雾化以生成供吸食的气溶胶;或者所述制品为爆珠、口香糖或饮料。
在一些实施方案中,所述气溶胶形成基质为液相,用于采用加热雾化装置、超声波雾化装置、空气压缩式雾化装置、按压式喷雾装置中的任意一种进行雾化以生成气溶胶。
在一些实施方案中,所述气溶胶生成基质为固相,设置为加热到燃点以下时,生成供吸食的气溶胶。
附图说明
一个或多个实施例通过与之对应的附图中的图片进行示例性说明, 这些示例性说明并不构成对实施例的限定。
图1是本申请实施方式提供的槟榔碱盐的3D分子结构式示意图;
图2是本申请实施方式提供的槟榔碱盐的红外图谱示意图;
图3是本申请实施方式提供的苯甲酸的红外图谱示意图;
图4是本申请实施方式提供的槟榔碱的红外图谱示意图;
图5是本申请实施方式提供的槟榔碱盐的核磁共振氢谱示意图;
图6是本申请实施方式提供的槟榔碱盐的核磁共振碳谱示意图。
具体实施方式
本申请将结合以下实施例作进一步描述。
实施方式一:
本申请实施方式一提供一种槟榔碱盐,所述槟榔碱盐是槟榔碱的苯甲酸盐,其结构式如下所示:
Figure PCTCN2021083407-appb-000016
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000017
即槟榔碱与苯甲酸的摩尔比为0.5。
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000018
即槟榔碱与苯甲酸的摩尔比为1。
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000019
即槟榔碱与苯甲酸的摩尔比为1.5。
在一些实施方案中,所述槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000020
即槟榔碱与苯甲酸的摩尔比为2。
实施方式二:
本申请实施方式二提供一种槟榔碱盐的制备方法,该方法包括:将槟榔碱置于反应容器中,搅拌加热条件下加入苯甲酸溶解反应,得到槟榔碱盐;
制备得到的槟榔碱盐的结构式如下所示:
Figure PCTCN2021083407-appb-000021
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,加热温度为20℃~100℃,优选的为20℃~80℃,进一步优选的为40℃~80℃,进一步优选的为50℃~80℃,进一步优选的为50℃~70℃。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一示例中,将槟榔碱置于反应容器中,按照槟榔碱与苯甲酸的摩尔比为0.5的比例加入苯甲酸,加热至50℃,搅拌、溶解后即得到槟榔 碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000022
在一示例中,将槟榔碱置于反应容器中,按照槟榔碱与苯甲酸的摩尔比为1的比例加入苯甲酸,加热至60℃,搅拌、溶解后即得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000023
在一示例中,将槟榔碱置于反应容器中,按照槟榔碱与苯甲酸的摩尔比为1.5的比例加入苯甲酸,加热至65℃,搅拌、溶解后即得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000024
在一示例中,将槟榔碱置于反应容器中,按照槟榔碱与苯甲酸的摩尔比为2的比例加入苯甲酸,加热至70℃,搅拌、溶解后即得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000025
实施方式三:
本申请实施方式三提供一种槟榔碱盐的制备方法,该方法包括步骤:
氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;
调节氢溴酸槟榔碱水溶液为碱性后,用有机溶剂进行萃取,得到有机溶剂层和水层;
取有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐;
所述槟榔碱盐的结构式如下所示:
Figure PCTCN2021083407-appb-000026
其中X为槟榔碱与苯甲酸的摩尔比。
在一些实施方案中,进一步包括:取所述有机溶剂层,加入水进行反萃取并调节水相为碱性,得到二次有机溶剂层和水层;
取二次有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐。
在一些实施方案中,所述碱性是调节后的水相的pH值为7~10,优选的为7~9.5,进一步优选的为7~9,进一步优选的为7.5~9,进一步优选的为8~9。
在一些实施方案中,取二次有机溶剂层进行干燥之后,加入苯甲酸溶解反应,得到槟榔碱盐。
在一些实施方案中,干燥剂选自五氧化二磷、硅胶、烧碱、石灰、碱石灰、无水氯化钙、无水硫酸钠、无水硫酸镁中的至少一个;优选的采用无水硫酸钠。
具体地,以乙酸乙酯为例,由于乙酸乙酯可以溶解少量水,水中含有Na+、Br-、OH-等杂质,因此需要除掉有机溶剂中的水。选择无水硫酸钠作为除水剂,可以与水结合形成结晶水。
下表为加无水硫酸钠前后溴元素残留对比。
Figure PCTCN2021083407-appb-000027
在一些实施方案中,对得到的槟榔碱盐进行浓缩干燥处理,以提升槟榔碱盐的纯度。
具体地,采取前述制备工艺得到的槟榔碱盐的得率约为90%,损失率较小,放大规模损失率增大。槟榔碱盐的纯度约为95%,主要杂质为残留的有机溶剂,例如:乙酸乙酯,待浓缩干燥工艺后,纯度可以达到99%以上。
在一些实施方案中,调节后的氢溴酸槟榔碱水溶液的pH值为7~10,优选的为7~9.5,进一步优选的为7~9,进一步优选的为7.5~9,进一步优选的为8~9。
具体地,本制备工艺的原理是通过调节溶液的pH值,使解离型生物碱变成游离型,然后根据游离型生物碱在水和有机溶剂中分配系数不同而达到分离效果。通过实验预试,氢溴酸槟榔碱水溶液的pH值为中性,不调pH值则游离型生物碱较少,萃取率较低。当pH值调节至10以上时,萃取率未见明显提高,且碱性太强,增加NaOH残留风险,因此pH值调至8~9即为合适。且在反萃取时,也需要调节pH值,否则,得率较低。
在一些实施方案中,所述有机溶剂选自以下至少之一:
乙酸乙酯、苯、甲苯、二甲苯、石油醚、甲醚、乙醚、甲基叔丁基醚、二氯甲烷、三氯甲烷、乙酸乙酯、四氢呋喃、正丁醇;优选的为乙酸乙酯。
在一些实施方案中,所述X的取值范围为0<X≤10,优选的为 0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
在一示例中,将氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;加入氢氧化钠调节氢溴酸槟榔碱水溶液的pH值为8~9,然后用乙酸乙酯进行萃取,得到乙酸乙酯层和水层;取乙酸乙酯层加入水进行反萃取、并加入氢氧化钠调节水相的pH值为8~9,重新得到乙酸乙酯层和水层;取重新得到的乙酸乙酯层通过无水硫酸钠进行干燥之后,按照槟榔碱与苯甲酸的摩尔比为1的比例加入苯甲酸进行溶解,得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000028
理化分析:
该示例的制备方法制备得到的槟榔碱盐为粘稠状黄色油状物,室温放置,颜色缓慢加深。
图1为该示例的制备方法制备得到的槟榔碱盐的3D分子结构式示意图;
图2为该示例的制备方法制备得到的槟榔碱盐的红外图谱示意图;
图3为苯甲酸的红外图谱示意图;
图4为槟榔碱的红外图谱示意图;
图5为该示例的制备方法制备得到的槟榔碱盐的核磁共振氢谱示意图;
图6为该示例的制备方法制备得到的槟榔碱盐的核磁共振碳谱示意图。
在一示例中,将氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱 水溶液;加入氢氧化钠调节氢溴酸槟榔碱水溶液的pH值为8~9,然后用二氯甲烷进行萃取,得到二氯甲烷层和水层;取二氯甲烷层加入水进行反萃取、并加入氢氧化钠调节水相的pH值为8~9,重新得到二氯甲烷层和水层;取重新得到的二氯甲烷层通过无水硫酸镁进行干燥之后,按照槟榔碱与苯甲酸的摩尔比为0.5的比例加入苯甲酸进行溶解,得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000029
该示例的制备方法制备得到的槟榔碱盐的3D分子结构式示意图、红外图谱示意图、核磁共振氢谱示意图以及核磁共振碳谱示意图与图1-图6所示较为类似,因此可参考图1-图6进行理解。
在一示例中,将氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;加入氢氧化钠调节氢溴酸槟榔碱水溶液的pH值为7~9,然后用乙酸乙酯进行萃取,得到乙酸乙酯层和水层;取乙酸乙酯层加入水进行反萃取、并加入氢氧化钠调节水相的pH值为7~9,重新得到乙酸乙酯层和水层;取重新得到的乙酸乙酯层通过无水硫酸钠进行干燥之后,按照槟榔碱与苯甲酸的摩尔比为1.5的比例加入苯甲酸进行溶解,得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000030
该示例的制备方法制备得到的槟榔碱盐的3D分子结构式示意图、 红外图谱示意图、核磁共振氢谱示意图以及核磁共振碳谱示意图与图1-图6所示较为类似,因此可参考图1-图6进行理解。
在一示例中,将氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;加入氢氧化钠调节氢溴酸槟榔碱水溶液的pH值为7~10,然后用乙酸乙酯进行萃取,得到乙酸乙酯层和水层;取乙酸乙酯层加入水进行反萃取、并加入氢氧化钠调节水相的pH值为7~10,重新得到乙酸乙酯层和水层;取重新得到的乙酸乙酯层通过无水硫酸钠进行干燥之后,按照槟榔碱与苯甲酸的摩尔比为2的比例加入苯甲酸进行溶解,得到槟榔碱盐。
制备得到的槟榔碱盐的结构式为:
Figure PCTCN2021083407-appb-000031
该示例的制备方法制备得到的槟榔碱盐的3D分子结构式示意图、红外图谱示意图、核磁共振氢谱示意图以及核磁共振碳谱示意图与图1-图6所示较为类似,因此可参考图1-图6进行理解。
实施方式四:
本申请实施方式四提供一种槟榔碱盐在制备气溶胶形成基质中的用途。
其中,槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,制备所述气溶胶形成基质时,以所述气溶胶形成基质的总质量计,所述槟榔碱盐的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%。
在一些实施方案中,制备所述气溶胶形成基质时,添加到所述槟榔碱盐中的对象包括溶剂。
在一些实施方案中,所述溶剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,所述溶剂包括甘油,且所述甘油的质量百分比为0~90%。
在一些实施方案中,所述溶剂包括丙二醇,且所述丙二醇的质量百分比为9%~99.8%。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚 烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,添加到所述槟榔碱盐中的对象不含有尼古丁和/或尼古丁盐。
实施方式五:
本申请实施方式五提供一种气溶胶形成基质,所述气溶胶形成基质包括槟榔碱盐、溶剂。
其中,槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以气溶胶形成基质的总质量计,所述槟榔碱盐的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%。
在一些实施方案中,在所述气溶胶形成基质被雾化成气溶胶时,所述槟榔碱盐的至少约80%处于所述气溶胶中。
在一些实施方案中,在所述气溶胶形成基质被雾化成气溶胶时,以气溶胶的总质量计,所述槟榔碱盐的质量百分比为0.1%~12%,优选的为0.8%~12%,进一步优选为1.5%~12%,进一步优选为1.5%~8%,进 一步优选为1.5%~4.5%,进一步优选为1.5%~3.5%。
在一些实施方案中,所述溶剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,所述溶剂包括甘油,且所述气溶胶形成基质中甘油的质量百分比为0~90%。
在一些实施方案中,所述溶剂包括丙二醇,且所述气溶胶形成基质中丙二醇的质量百分比为9%~99.8%。
在一些实施方案中,所述气溶胶形成基质还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基 柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,所述气溶胶形成基质不含有尼古丁和/或尼古丁盐。
一、雾化对比测试
实验测试方法:
槟榔碱盐(槟榔碱的苯甲酸盐),溶剂选择质量比1:1的甘油和丙二醇的混合物。对比例选用氢溴酸槟榔碱(槟榔碱的氢溴酸盐),溶剂选择质量比1:1的甘油和丙二醇的混合物。
用抽烟机按照国际标准进行抽吸,并用剑桥滤片收集气溶胶形成基质雾化出来的气溶胶,测试气溶胶中的槟榔碱盐的质量为m1。再测试剩余气溶胶形成基质中的槟榔碱盐的质量为m2,气溶胶形成基质中的总槟榔碱盐的质量为m0,计算转化率k=m1/(m0-m2)。
其中,涉及到的国际标准可参考:
CORESTA RECOMMENDED METHOD N°81,Afnor standardization XP D90-300-3,International Standard ISO 20768:2018 and PD CEN/TR 17236:2018。
抽吸电子烟的参数如下所示:
抽吸持续时间(Puff Duration) 3.0s±0.1s
抽吸容量(Puff Volume) 55mL±0.3mL
抽吸频率(Puff Frequency) 30s±0.5s
每组抽吸次数(Puff of Each Group) 20
组间隔时间(Group Interval Time) 300s±120s
最大流量(Maximum Flow) 18.5mL/s±0.1mL/s
压力降(Pressure Drop) <50hPa
组(Group) 5
抽吸总次数(Total Number of Puff) 100
雾化总持续时间(Total Duration of Vaporization) 300s
槟榔碱盐实验测试结果:
实施例 槟榔碱盐含量(%) k 气溶胶中槟榔碱盐含量(%)
1 1% 88% 0.88%
2 3% 85% 2.55%
3 5% 90% 4.50%
4 10% 80% 8.00%
5 15% 81% 12.15%
对比例实验测试结果:
Figure PCTCN2021083407-appb-000032
从上述实验测试结果可以看出,相对氢溴酸槟榔碱,槟榔碱盐转化率明显较高,在不同浓度内(1%~15%)的转化率较稳定,槟榔碱盐可完全正常雾化出来。
二、抽吸体验对比测试:
选取同样含量(3%)的槟榔碱盐、氢溴酸槟榔碱进行抽吸体验测试,通过多人抽吸评价,在愉悦感、心率加快感、面部红润、身体发热、稍微出汗等方面按0-5分进行评分。
抽吸体验实验测试结果:
Figure PCTCN2021083407-appb-000033
从上述实验测试结果可以看出,同样含量(3%)的槟榔碱盐,在愉悦感、心率加快感、面部红润、身体发热、稍微出汗等方面的抽吸体验要明显优于氢溴酸槟榔碱。
实施方式六:
本申请实施方式六提供一种气溶胶生成系统,包括雾化装置以及实施方式五所述的气溶胶形成基质;
所述雾化装置被配置为对所述气溶胶形成基质进行雾化以形成气溶胶。
在一些实施方案中,所述雾化装置为加热雾化装置。
在一些实施方案中,所述雾化装置为超声波雾化装置。
在一些实施方案中,所述气溶胶形成基质包括槟榔碱盐、甘油以及丙二醇。
在一些实施方案中,所述超声波雾化装置的振荡频率大于1MHz。
在一些实施方案中,所述雾化装置为空气压缩式雾化装置或者按压式喷雾装置。
在一些实施方案中,所述气溶胶形成基质包括槟榔碱盐、乙醇以及水。
实施方式七:
本申请实施方式七提供一种槟榔碱盐在制造气溶胶生成制品中的用途。
其中,气溶胶生成制品用于被加热以生成供吸食的气溶胶,槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,制造所述气溶胶生成制品时,以所述气溶胶生成制品的原料的总质量计,所述槟榔碱盐的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%,更优选的为3%~4%。
在一些实施方案中,制造所述气溶胶生成制品时,添加到所述槟榔碱盐中的对象包括:雾化剂、粘合剂以及植物纤维。
在一些实施方案中,制造所述气溶胶生成制品时,以所述气溶胶生成制品的原料的总质量计,所述雾化剂的质量百分比为5%~30%,优选的为10%~30%,进一步优选为10%~25%,进一步优选为15%~25%。
在一些实施方案中,所述雾化剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,制造所述气溶胶生成制品时,以所述气溶胶生成制品的原料的总质量计,所述粘合剂的质量百分比为1%~20%,优选的为1%~15%,进一步优选为1%~10%,进一步优选为3%~10%,进一 步优选为5%~10%。
在一些实施方案中,所述粘合剂选自以下至少之一:
羧甲基纤维素、羟丙基甲基纤维素、聚乙烯醇、松香、黄原胶、阿拉伯胶、瓜尔胶、壳聚糖、果胶、刺槐豆胶、淀粉、海藻酸钠、虫胶。
在一些实施方案中,制造所述气溶胶生成制品时,以所述气溶胶生成制品的原料的总质量计,所述植物纤维的质量百分比为40%~80%,优选的为40%~70%,进一步优选为50%~70%,进一步优选为50%~65%,进一步优选为50%~60%。
在一些实施方案中,所述植物纤维选自以下至少之一:
槟榔纤维、木浆纤维、麻浆纤维、棉浆纤维、蔗渣浆纤维、竹浆纤维、椰子浆纤维。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗 兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,添加到所述槟榔碱盐中的对象不含有烟草成分。
在一些实施方案中,制造所述气溶胶生成制品的方法包括造纸法、干法造纸法、稠浆法、辊压法中的一种。
实施方式八:
本申请实施方式八提供一种气溶胶生成制品,其原料包括槟榔碱盐、雾化剂、粘合剂以及植物纤维。
其中,气溶胶生成制品用于被加热以生成供吸食的气溶胶,槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以原料的总质量计,所述槟榔碱盐的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%,更优选的为3%~4%。
在一些实施方案中,以原料的总质量计,所述雾化剂的质量百分比为5%~30%,优选的为10%~30%,进一步优选为10%~25%,进一步优 选为15%~25%。
在一些实施方案中,所述雾化剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,以原料的总质量计,所述粘合剂的质量百分比为1%~20%,优选的为1%~15%,进一步优选为1%~10%,进一步优选为3%~10%,进一步优选为5%~10%。
在一些实施方案中,所述的粘合剂选自以下至少之一:
羧甲基纤维素、羟丙基甲基纤维素、聚乙烯醇、松香、黄原胶、阿拉伯胶、瓜尔胶、壳聚糖、果胶、刺槐豆胶、淀粉、海藻酸钠、虫胶。
在一些实施方案中,以原料的总质量计,所述植物纤维的质量百分比为40%~80%,优选的为40%~70%,进一步优选为50%~70%,进一步优选为50%~65%,进一步优选为50%~60%。
在一些实施方案中,所述植物纤维选自以下至少之一:
槟榔纤维、木浆纤维、麻浆纤维、棉浆纤维、蔗渣浆纤维、竹浆纤维、椰子浆纤维。
在一些实施方案中,所述原料还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、 丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,所述原料不含有烟草成分。
实施例1:
按照如下步骤制备加热不燃烧烟支:
步骤1:制备薄片基底。选取槟榔提取物固体残渣,将其浸泡在水中,水温为60~80℃,浸泡时间为0.5~2h,过滤,然后将滤后的固体打浆得到浆液,以重量份计称取浆液50~70份,固体粘合剂3~10份,均匀混合,将混合后的浆料送至抄纸机抄造成型,干燥至含水率约为10~15%,得到薄片基底;
其中,固体粘合剂可以为羧甲基纤维素、羟丙基甲基纤维素、聚乙烯醇、松香、黄原胶、阿拉伯胶、瓜尔胶、壳聚糖、果胶、刺槐豆胶、淀粉、海藻酸钠、虫胶中的一种或者多种。
步骤2:制备涂布液。以重量计称取槟榔碱盐1~50份,香料2~20份,雾化剂40~80份,混合均匀,得到涂布液;
其中,雾化剂为甘油和丙二醇混合物,混合比例为3~5:1。
步骤3:涂布薄片基底。按照步骤1得到的薄片基底重量的25%~40%称取步骤2得到的涂布液,将涂布液喷涂到薄片基底上,在恒温恒湿条件下静置40~60h,得到含槟榔碱盐的植物薄片;
步骤4:制备加热不燃烧烟支。将步骤3得到的植物薄片按尺寸制成烟支棒,将烟支棒与滤嘴连接得到含槟榔碱盐的加热不燃烧烟支。
将上述制备方法制备得到的加热不燃烧烟支,采用气溶胶生成装置(加热方式采用电阻加热)进行加热,采用红外热成像仪测试处于工作状态的发热体表面的温度,测试结果如下表格所示
Figure PCTCN2021083407-appb-000034
从该测试结果可以看出,烟支中的槟榔碱盐在150℃~250℃之间能够雾化并生成可吸食的气溶胶。
与普通的加热不燃烧烟支进行抽吸和感官质量评价:上述制备方法制备得到的加热不燃烧烟支,能够摄取到槟榔碱,并且产生咀嚼槟榔的类似效果,刺激性较低。
实施方式九:
本申请实施方式九提供一种槟榔碱盐在制备爆珠的液体组合物中的用途;其中,所述爆珠包括易碎壳体和所述液体组合物,所述液体组 合物设置在所述易碎壳体内。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以液体组合物的总质量计,所述槟榔碱盐的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%,更优选的为3%~4%。
在一些实施方案中,制备所述液体组合物时,添加到所述槟榔碱盐中的对象包括雾化剂。
在一些实施方案中,以液体组合物的总质量计,所述雾化剂的质量百分比为5%~30%,优选的为10%~30%,进一步优选为10%~25%,进一步优选为15%~25%。
在一些实施方案中,所述雾化剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然 3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,添加到所述槟榔碱盐中的对象不含有尼古丁和/或尼古丁盐。
在一些实施方案中,所述爆珠植入在气溶胶生成制品中。
在一些实施方案中,所述气溶胶生成制品的原料不含有烟草成分。
实施方式十:
本申请实施方式十提供一种爆珠,包括易碎壳体和液体组合物,所述液体组合物设置在所述易碎壳体内;
其中,所述液体组合物包括槟榔碱盐以及雾化剂。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以液体组合物的总质量计,其中所述槟榔碱盐 的质量百分比为0.2%~15%,优选的为1%~15%,进一步优选为2%~15%,进一步优选为2%~10%,进一步优选为2%~5%,进一步优选为2%~4%,更优选的为3%~4%。
在一些实施方案中,以液体组合物的总质量计,所述雾化剂的质量百分比为5%~30%,优选的为10%~30%,进一步优选为10%~25%,进一步优选为15%~25%。
在一些实施方案中,所述雾化剂选自以下至少之一:
1,2-丙二醇,1,3-丙二醇,甘油,聚乙二醇200,聚乙二醇400,二丙二醇缩醚,乙醇,水,柠檬酸三乙酯,三醋酸甘油酯,辛癸酸甘油酯,异丙醇,甜橙油,柠檬油,薄荷油,棕榈油,花生油,玉米油,色拉油。
在一些实施方案中,所述液体组合物还包括香味剂。
在一些实施方案中,所述香味剂选自以下至少之一:
橙花醇、反2-己烯醇、芳樟醇、苯甲醇、1-己醇、叶醇、alpha-松油醇、香茅醇、beta-苯乙醇、氧化芳樟醇、香叶醇、异戊醇、辛醇、己醇、癸醇、肉桂醇、庚醇、丁香酚、麦芽酚、乙基麦芽酚、百里香酚、异丁香酚、2-甲基丁酸、苹果酸、正戊酸、正己酸、食用乙酸、正辛酸、草莓酸、丁酸、柠檬酸、丙酸、3-甲基戊酸、异戊酸、乙酸异戊酯、甲酸戊酯、甲酸香叶酯、甲酸丁酯、甲酸苄酯、甲酸叶醇酯、丙位癸内酯、丁位壬内酯、丙位辛内酯、丙位庚内酯、丙位十一内酯、丁位十二内酯、苯甲醛、草莓醛、肉桂醛、糠醛、柠檬醛、乙醛、3-甲硫基丙醛、天然3-巯基-2-甲基戊醛、异丁醛、反-2-辛烯醛、反-2-壬烯醛、反-2-癸烯醛、反,反-2,4-庚二烯醛、2,5-二甲基吡嗪、2-乙酰基呋喃、2-乙基-3(5或6)-二甲基吡嗪、2,3,5,6-四甲基吡嗪、2,3,5-三甲基吡嗪、2-乙酰基吡嗪、苯乙酮、beta-紫罗兰酮、突厥烯酮2号(芬美意)、丁二酮、甲位紫罗兰酮、乙偶姻(乙酰基甲基原醇)、乙偶姻(乙酰基甲基原醇)、甲基庚 烯酮、香兰素、乙基香兰素、二氢香豆素、覆盆子酮、大茴香醚、甲基柏木醚、甲基-2-甲基-3-呋喃基二硫醚、冬青油、丁香花蕾油、十倍甜橙油、玫瑰木油、香叶油、苦杏仁油、丁香罗勒油、乙基香兰素、二氢香豆素、覆盆子酮、浓馥香兰素、吐鲁浸膏、秘鲁浸膏、橡木提取物、浓咖啡超临界萃取提取物(水溶)、可可提取物、咖啡酊、独活酊、香兰提取物、香草提取物、赖百当浸膏、鸢尾油或浸膏、茉莉浸膏、树苔浸膏(琥珀香)、罗望子提取物、津巴布韦烟提取物、烟草精油、白肋烟提取物、烤烟净油A、烤烟头香提取物、晒烟头香提取物。
需要说明的是,香味剂并不限于以上所列出的物质,符合FEMA编码、CAS编码的香味剂都可以适用。
在一些实施方案中,所述液体组合物不含有尼古丁和/或尼古丁盐。
实施方式十一:
本申请实施方式十一提供一种气溶胶生成制品,包括实施方式十所述的爆珠。
在一些实施方案中,所述气溶胶生成制品的原料不含有烟草成分。
在该实施方式中,可以采用造纸法、干法造纸法、稠浆法、辊压法制备气溶胶生成制品。具体地,所述气溶胶生成制品的原料及其制备步骤,可参考前述实施方式所述内容。
爆珠可通过滤棒嵌珠技术(并不限于此技术)植入加热不燃烧烟支的滤嘴段(并不限于此位置),在使用时,抽吸者可挤破爆珠来摄取槟榔碱等物质。
需要说明的是,在该实施方式中,对易碎壳体的成分及其制备工艺、以及爆珠的制备工艺没有特殊的限制,可采用本领域技术人员熟知的技术即可。
实施例1:
按照如下配方制备爆珠中的液体组合物:
槟榔碱盐10wt%、辛癸酸甘油酯80wt%、薄荷脑10wt%。
制备方法:称取如上配方重量的槟榔碱盐,在搅拌下加入辛癸酸甘油酯、薄荷脑,混匀后制成。
将含有实施例1的爆珠植入加热不燃烧烟支,与未含有爆珠的加热不燃烧烟支进行抽吸和感官质量评价:含有实施例1的爆珠的加热不燃烧烟支,能够摄取到槟榔碱,并且产生咀嚼槟榔的类似效果,刺激性较低。
实施方式十二:
本申请实施方式十二提供一种槟榔碱盐在制造口香糖中的用途。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,制造所述口香糖时,以所述口香糖的原料的总质量计,所述槟榔碱盐的质量百分比为0.02%~2%,优选的为0.02%~1.6%,进一步优选为0.02%~1.2%,进一步优选为0.02%~1%,进一步优选为0.1%~1%,进一步优选为0.2%~1%,进一步优选为0.4%~1%。
在一些实施方案中,制造所述口香糖时,添加到所述槟榔碱盐中的对象包括胶基。
在一些实施方案中,制造所述口香糖时,以所述口香糖的原料的总质量计,所述胶基的质量百分比为20%~75%,优选的为20%~70%,进一步优选为20%~60%,进一步优选为20%~50%,进一步优选为25%~50%,进一步优选为30%~50%,进一步优选为35%~50%,进一步优选为35%~45%。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括甜味剂。
在一些实施方案中,所述甜味剂选自以下至少之一:
白砂糖、冰糖、蔗糖、麦芽糖、玉米糖浆、葡糖糖浆、果糖、麦芽糊精、聚葡萄糖、木糖醇、山梨醇、麦芽糖醇、赤藻糖醇、阿斯巴甜、安赛蜜、三氯蔗糖、甜菊苷、纽甜。
在一些实施方案中,制造所述口香糖时,以所述口香糖的原料的总质量计,所述甜味剂的质量百分比为20%~75%,优选的为20%~70%,进一步优选为20%~60%,进一步优选为20%~50%,进一步优选为25%~50%,进一步优选为25%~40%,进一步优选为25%~35%,进一步优选为30%~35%。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括填料材料。
在一些实施方案中,所述填料材料选自以下至少之一:
碳酸钠,碳酸氢钠,碳酸钾,碳酸钙、磷酸二钙、磷酸二氢钠。
在一些实施方案中,制造所述口香糖时,以所述口香糖的原料的总质量计,所述填料材料的质量百分比为0.03%~23%,优选的为0.03%~20%,进一步优选为0.03%~15%,进一步优选为0.03%~10%,进一步优选为0.5%~10%,进一步优选为1%~10%,进一步优选为1.5%~10%,进一步优选为2%~8%,进一步优选为2%~6%。
在一些实施方案中,添加到所述槟榔碱盐中的对象还包括调味剂。
在一些实施方案中,所述调味剂选自以下至少之一:
薄荷、留兰香、肉桂、冰片、香精。
实施方式十三:
本申请实施方式十三提供一种口香糖,其原料包括槟榔碱盐以及胶基。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以原料的总质量计,所述槟榔碱盐的质量百分比为0.02%~2%,优选的为0.02%~1.6%,进一步优选为0.02%~1.2%, 进一步优选为0.02%~1%,进一步优选为0.1%~1%,进一步优选为0.2%~1%,进一步优选为0.4%~1%。
在一些实施方案中,以原料的总质量计,所述胶基的质量百分比为20%~75%,优选的为20%~70%,进一步优选为20%~60%,进一步优选为20%~50%,进一步优选为25%~50%,进一步优选为30%~50%,进一步优选为35%~50%,进一步优选为35%~45%。
在一些实施方案中,所述原料还包括甜味剂。
在一些实施方案中,所述甜味剂选自以下至少之一:
白砂糖、冰糖、蔗糖、麦芽糖、玉米糖浆、葡糖糖浆、果糖、麦芽糊精、聚葡萄糖、木糖醇、山梨醇、麦芽糖醇、赤藻糖醇、阿斯巴甜、安赛蜜、三氯蔗糖、甜菊苷、纽甜。
在一些实施方案中,以原料的总质量计,所述甜味剂的质量百分比为20%~75%,优选的为20%~70%,进一步优选为20%~60%,进一步优选为20%~50%,进一步优选为25%~50%,进一步优选为25%~40%,进一步优选为25%~35%,进一步优选为30%~35%。
在一些实施方案中,所述原料还包括填料材料。
在一些实施方案中,所述填料材料选自以下至少之一:
碳酸钠,碳酸氢钠,碳酸钾,碳酸钙、磷酸二钙、磷酸二氢钠。
在一些实施方案中,以原料的总质量计,所述填料材料的质量百分比为0.03%~23%,优选的为0.03%~20%,进一步优选为0.03%~15%,进一步优选为0.03%~10%,进一步优选为0.5%~10%,进一步优选为1%~10%,进一步优选为1.5%~10%,进一步优选为2%~8%,进一步优选为2%~6%。
在一些实施方案中,所述原料还包括调味剂。
在一些实施方案中,所述调味剂选自以下至少之一:
薄荷、留兰香、肉桂、冰片、香精。
实施例1:
按照如下配方制备口香糖:
胶基54wt%,糖粉23wt%,葡萄糖浆14wt%,碳酸钾4wt%,薄荷调味剂3wt%,薄荷醇1wt%,槟榔碱盐1wt%。
制备方法:将胶基加热至70~105℃,放入搅拌机中搅拌,加入糖粉,并让温度降至60~80℃,再加入缓冲对,添加剂,葡萄糖浆,槟榔碱盐,最后轧片,成型制成成品。
实施例2:
按照如下配方制备木糖醇口香糖:
胶基54wt%,木糖醇23wt%,非蔗糖14wt%,碳酸钾4wt%,薄荷调味剂3wt%,薄荷醇1wt%,槟榔碱盐1wt%。
制备方法:将胶基加热至70~105℃,放入搅拌机中搅拌,加入木糖醇和非蔗糖,并让温度降至60~80℃,再加入缓冲对,添加剂,槟榔碱盐,最后轧片,成型制成成品。
将上述制备方法制备得到的口香糖,与普通的口香糖进行食用和感官质量评价:上述制备方法制备得到的口香糖,能够产生咀嚼槟榔的类似效果,刺激性低,口感较好。由于该口香糖不含有石灰粉和纤维素,避免了咀嚼槟榔时存在的口腔黏膜的磨损和刺激、诱发口腔疾病的问题。
实施方式十四:
本申请实施方式十四提供一种槟榔碱盐在制备饮料中的用途。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述槟榔碱盐的质量百分比为0.01%~0.5%,优选的为0.01%~0.4%,进一 步优选为0.01%~0.3%,进一步优选为0.01%~0.2%,进一步优选为0.05%~0.2%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象包括水。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述水的质量百分比为75%~90%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括功能性成分。
在一些实施方案中,所述功能性成分选自以下至少之一:
罗汉果浓缩汁、天然薄荷脑、甘草浓缩汁、金银花浓缩汁、菊花提取液、葛根提取液、枇杷原浆。
在一些实施方案中,以所述饮料的总质量计,所述功能性成分的质量百分比为0.5%~2%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括酸度调节剂。
在一些实施方案中,所述酸度调节剂选自以下至少之一:
酒石酸、苹果酸、柠檬酸、柠檬酸钠。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述酸度调节剂的质量百分比为0.1%~5%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括甜味剂。
在一些实施方案中,所述甜味剂选自以下至少之一:
白砂糖、冰糖、蔗糖、麦芽糖、玉米糖浆、葡糖糖浆、果糖、麦芽糊精、聚葡萄糖、木糖醇、山梨醇、麦芽糖醇、赤藻糖醇、阿斯巴甜、安赛蜜、三氯蔗糖、甜菊苷、纽甜。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述甜味剂的质量百分比为0.5%~5%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括抗氧化剂。
在一些实施方案中,所述抗氧化剂选自以下至少之一:
抗坏血酸、异抗坏血酸钠、维生素C、维生素E。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述抗氧化剂的质量百分比为0.05%~0.15%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括防腐剂。
在一些实施方案中,所述防腐剂选自以下至少之一:
苯甲酸钠、山梨酸钠、山梨酸钾。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述防腐剂的质量百分比为0.01%~0.05%。
在一些实施方案中,制备所述饮料时,添加到所述槟榔碱盐中的对象还包括食用香精。
在一些实施方案中,制备所述饮料时,以所述饮料的总质量计,所述食用香精的质量百分比为0.5%~5%。
实施方式十五:
本申请实施方式十五提供一种饮料,其原料包括槟榔碱盐以及水。槟榔碱盐的结构式及其制备方法可参考前述实施方式所述内容,在此不作赘述。
在一些实施方案中,以所述饮料的总质量计,所述槟榔碱盐的质量百分比为0.01%~0.5%,优选的为0.01%~0.4%,进一步优选为0.01%~0.3%,进一步优选为0.01%~0.2%,进一步优选为0.05%~0.2%。
在一些实施方案中,以所述饮料的总质量计,所述水的质量百分比为75%~90%。
在一些实施方案中,所述原料还包括功能性成分。
在一些实施方案中,所述功能性成分选自以下至少之一:
罗汉果浓缩汁、天然薄荷脑、甘草浓缩汁、金银花浓缩汁、菊花提取液、葛根提取液、枇杷原浆。
在一些实施方案中,所述功能性成分的质量百分比为0.5%~2%。
在一些实施方案中,所述原料还包括酸度调节剂。
在一些实施方案中,所述酸度调节剂选自以下至少之一:
酒石酸、苹果酸、柠檬酸、柠檬酸钠。
在一些实施方案中,所述酸度调节剂的质量百分比为0.1%~5%。
在一些实施方案中,所述原料还包括甜味剂。
在一些实施方案中,所述甜味剂选自以下至少之一:
白砂糖、冰糖、蔗糖、麦芽糖、玉米糖浆、葡糖糖浆、果糖、麦芽糊精、聚葡萄糖、木糖醇、山梨醇、麦芽糖醇、赤藻糖醇、阿斯巴甜、安赛蜜、三氯蔗糖、甜菊苷、纽甜。
在一些实施方案中,所述甜味剂的质量百分比为0.5%~5%。
在一些实施方案中,所述原料还包括抗氧化剂。
在一些实施方案中,所述抗氧化剂选自以下至少之一:
抗坏血酸、异抗坏血酸钠、维生素C、维生素E。
在一些实施方案中,所述抗氧化剂的质量百分比为0.05%~0.15%。
在一些实施方案中,所述原料还包括防腐剂。
在一些实施方案中,所述防腐剂选自以下至少之一:
苯甲酸钠、山梨酸钠、山梨酸钾。
在一些实施方案中,所述防腐剂的质量百分比为0.01%~0.05%。
在一些实施方案中,所述原料还包括食用香精。
在一些实施方案中,所述食用香精的质量百分比为0.5%~5%。
实施例1:
按照如下配方制备饮料:
槟榔碱盐0.1wt%,水88wt%,金银花浓缩汁1wt%,甘草浓缩汁1wt%,柠檬酸2wt%,柠檬酸钠2wt%,甜菊糖苷3wt%,维生素C0.05wt%,山梨酸钠0.05wt%,食用香精2.8wt%。
制备方法:将槟榔碱盐与水、金银花浓缩汁、甘草浓缩汁、柠檬酸、柠檬酸钠、甜菊糖苷、维生素C、山梨酸钠、食用香精充分混合,调制成饮料。
上述制备方法制备得到的饮料,保留了金银花、甘草中有利于人体的多种营养物质,饮料中富含槟榔碱、槟榔多酚等成分,饮料口感好,具有补脾益气、清热解毒、祛痰止咳、缓急止痛等多种功效。
本书面描述使用实例来公开本申请,包括最佳模式,且还使本领域技术人员能够制造和使用本申请。本申请的可授予专利的范围由权利要求书限定,且可以包括本领域技术人员想到的其它实例。如果这种其它实例具有不异于权利要求书的字面语言的结构元素,或者如果这种其它实例包括与权利要求书的字面语言无实质性差异的等效结构元素,则这种其它实例旨在处于权利要求书的范围之内。在不会造成不一致的程度下,通过参考将本文中参考的所有引用之处并入本文中。

Claims (29)

  1. 一种槟榔碱盐,其特征在于,所述槟榔碱盐是槟榔碱的苯甲酸盐,其结构式如下所示:
    Figure PCTCN2021083407-appb-100001
    其中X为槟榔碱与苯甲酸的摩尔比。
  2. 根据权利要求1所述的槟榔碱盐,其特征在于,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
  3. 根据权利要求2所述的槟榔碱盐,其特征在于,所述槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100002
  4. 根据权利要求2所述的槟榔碱盐,其特征在于,所述槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100003
  5. 根据权利要求2所述的槟榔碱盐,其特征在于,所述槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100004
  6. 根据权利要求2所述的槟榔碱盐,其特征在于,所述槟榔碱盐 的结构式为:
    Figure PCTCN2021083407-appb-100005
  7. 一种槟榔碱盐的制备方法,该方法包括:将槟榔碱置于反应容器中,搅拌加热条件下加入苯甲酸溶解反应,得到槟榔碱盐;
    制备得到的槟榔碱盐的结构式如下所示:
    Figure PCTCN2021083407-appb-100006
    其中X为槟榔碱与苯甲酸的摩尔比。
  8. 根据权利要求7所述的制备方法,其特征在于,所述加热的温度为20℃~100℃,优选的为20℃~80℃,进一步优选的为40℃~80℃,进一步优选的为50℃~80℃,进一步优选的为50℃~70℃。
  9. 根据权利要求7或8所述的制备方法,其特征在于,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
  10. 根据权利要求9所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100007
  11. 根据权利要求9所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100008
  12. 根据权利要求9所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100009
  13. 根据权利要求9所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100010
  14. 一种槟榔碱盐的制备方法,该方法包括:
    氢溴酸槟榔碱加入水进行溶解,得到氢溴酸槟榔碱水溶液;
    调节氢溴酸槟榔碱水溶液为碱性后,用有机溶剂进行萃取,得到有机溶剂层和水层;
    取有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐;
    所述槟榔碱盐的结构式如下所示:
    Figure PCTCN2021083407-appb-100011
    其中X为槟榔碱与苯甲酸的摩尔比。
  15. 根据权利要求14所述的制备方法,其特征在于,进一步包括:取所述有机溶剂层,加入水进行反萃取并调节水相为碱性,得到二次有机溶剂层和水层;
    取二次有机溶剂层,加入苯甲酸溶解反应,得到槟榔碱盐。
  16. 根据权利要求15所述的制备方法,其特征在于,所述碱性是调节后的水相的pH值为7~10,优选的为7~9.5,进一步优选的为7~9,进一步优选的为7.5~9,进一步优选的为8~9。
  17. 根据权利要求15或16所述的制备方法,其特征在于,取二次有机溶剂层进行干燥之后,加入苯甲酸溶解反应,得到槟榔碱盐。
  18. 根据权利要求17所述的制备方法,其特征在于,干燥剂选自五氧化二磷、硅胶、烧碱、石灰、碱石灰、无水氯化钙、无水硫酸钠、无水硫酸镁中的至少一个;优选的采用无水硫酸钠。
  19. 根据权利要求14-18任一所述的制备方法,其特征在于,对得到的槟榔碱盐进行浓缩干燥处理,以提升槟榔碱盐的纯度。
  20. 根据权利要求14-19任一所述的制备方法,其特征在于,所述有机溶剂选自以下至少之一:
    乙酸乙酯、苯、甲苯、二甲苯、石油醚、甲醚、乙醚、甲基叔丁基醚、二氯甲烷、三氯甲烷、乙酸乙酯、四氢呋喃、正丁醇;优选的为乙酸乙酯。
  21. 根据权利要求14-20任一所述的制备方法,其特征在于,所述X的取值范围为0<X≤10,优选的为0<X≤8,进一步优选的为0<X≤6,进一步优选的为0<X≤5,进一步优选的为0<X≤3,进一步优选的为0<X≤2。
  22. 根据权利要求21所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100012
  23. 根据权利要求21所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100013
  24. 根据权利要求21所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100014
  25. 根据权利要求21所述的制备方法,其特征在于,制备得到的槟榔碱盐的结构式为:
    Figure PCTCN2021083407-appb-100015
  26. 一种槟榔风味的制品,其特征在于,所述制品包括权利要求1-6任一所述的槟榔碱盐。
  27. 根据权利要求27所述的制品,其特征在于,所述制品为气溶胶形成基质,用于被雾化以生成供吸食的气溶胶;或者所述制品为爆珠、口香糖或饮料。
  28. 根据权利要求28所述的制品,其特征在于,所述气溶胶形成基质为液相,用于采用加热雾化装置、超声波雾化装置、空气压缩式雾化装置、按压式喷雾装置中的任意一种进行雾化以生成气溶胶。
  29. 根据权利要求28所述的制品,其特征在于,所述气溶胶生成基质为固相,设置为加热到燃点以下时,生成供吸食的气溶胶。
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114213317A (zh) * 2021-12-22 2022-03-22 深圳市吉迩科技有限公司 有机酸槟榔碱及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1651432A (zh) * 2004-02-02 2005-08-10 郭曙平 从黄藤总生物碱中精制巴马汀的方法及其应用
CN101624368A (zh) * 2009-08-10 2010-01-13 卢克强 氢溴酸槟榔碱生产工艺
CN101912496A (zh) * 2010-07-29 2010-12-15 江苏大学 一种槟榔总生物碱的制备方法
CN110771946A (zh) * 2018-07-11 2020-02-11 普瑞斯生物科技(湖南)有限公司 一种电子烟雾化液

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2557353A (en) * 1950-02-20 1951-06-19 Jensen Salsbery Lab Inc Phenylstibonic acid salts of arecoline

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1651432A (zh) * 2004-02-02 2005-08-10 郭曙平 从黄藤总生物碱中精制巴马汀的方法及其应用
CN101624368A (zh) * 2009-08-10 2010-01-13 卢克强 氢溴酸槟榔碱生产工艺
CN101912496A (zh) * 2010-07-29 2010-12-15 江苏大学 一种槟榔总生物碱的制备方法
CN110771946A (zh) * 2018-07-11 2020-02-11 普瑞斯生物科技(湖南)有限公司 一种电子烟雾化液

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114213317A (zh) * 2021-12-22 2022-03-22 深圳市吉迩科技有限公司 有机酸槟榔碱及其制备方法

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