阅读说明：本技术 树脂提取物及其制备方法和电子烟液 (Resin extract, preparation method thereof and electronic cigarette liquid ) 是由 李锐 姜兴涛 许静 熊赞华 于 2021-08-13 设计创作，主要内容包括：本申请涉及树脂提取物和其制备方法以及包含其的电子烟液。本申请一些实施例的树脂提取物包含20wt.％-95wt.％的苯甲酸、0.1wt.％-5wt.％的香兰素和0.1wt.％-3wt.％的苯乙醇或苯甲醇并且任选地包含以下物质中的至少一种：0.05wt.％-20wt.％的肉桂酸、0.05-0.5％的肉桂酸苄酯、0.03wt.％-0.1wt.％的苯甲酸苄酯、0.05％-2.1％的橙花叔醇和0.05wt.％-0.1wt.％的苯甲酸松柏脂。本申请的树脂提取物可以用于电子烟液中作为苯甲酸的替代物,有效提升使用者体验。(The application relates to a resin extract, a preparation method thereof and electronic cigarette liquid containing the resin extract. The resin extract of some embodiments of the present application comprises 20-95 wt.% benzoic acid, 0.1-5 wt.% vanillin, and 0.1-3 wt.% phenethyl alcohol or benzyl alcohol and optionally comprises at least one of the following: 0.05-20 wt.% cinnamic acid, 0.05-0.5% benzyl cinnamate, 0.03-0.1 wt.% benzyl benzoate, 0.05-2.1% nerolidol, and 0.05-0.1 wt.% coniferyl benzoate. The resin extract can be used as a substitute for benzoic acid in the electronic cigarette liquid, and user experience is effectively improved.)

1. A resin extract comprising: 20-95 wt.% benzoic acid, 0.1-5.0 wt.% vanillin, and 0.1-3.0 wt.% phenethyl alcohol or benzyl alcohol and optionally comprising at least one of the following: 0.05-20 wt.% cinnamic acid, 0.05-0.5% benzyl cinnamate, 0.03-0.1 wt.% benzyl benzoate, 0.05-2.1% nerolidol, and 0.05-0.1 wt.% coniferyl benzoate.

2. A method of preparing a resin extract, comprising the steps of:

(1) mixing resin and alkali liquor according to the proportion of 1g: 3ml to 1g: heating and refluxing 20ml of feed liquid for 2-5 hours, and removing insoluble substances to obtain filtrate A;

(2) standing the filtrate A to cool to room temperature, dropwise adding an acid solution until the pH value is adjusted to 7-8, and removing filter residues to obtain a filtrate B;

(3) dropwise adding an acid solution to the filtrate B until the pH value is adjusted to 5-6, and recovering filter residues to obtain a filtrate C;

(4) dropwise adding an acid solution to the filtrate C until the pH value is adjusted to 2.0-3.0 to obtain a crude resin extract product 1; and

(5) the crude resin extract 1, toluene and water were mixed as follows (0.5-1 g): (5-15 ml): (5-15ml) the stock solution ratio was stirred at room temperature, followed by dropwise addition of an alkali solution, and after separation, the aqueous layer was acidified with an acid solution to adjust the pH to 2.0 to 3.0, to obtain a crude resin extract 2.

3. The method of claim 2, further comprising:

(6) mixing the crude resin extract 2 obtained in the step (5) with water according to the weight ratio of 1g: 10ml to 1g: heating and refluxing 50ml of feed liquid ratio for 1 to 2 hours;

(7) cooling the system to 85-90 ℃, adding 0.5-3 wt.% of decolorizing agent based on the mass of the crude product obtained in the step (6), continuously heating and refluxing for 10-30 minutes, and filtering while hot to obtain a filtrate D;

(8) and (3) stirring the filtrate D to crystallize, continuously stirring for 2-4 hours, and then crystallizing at the temperature of 3-8 ℃ to obtain the solid resin extract.

4. The method according to claim 2, wherein the alkali solution in steps (1) and (5) is independently selected from sodium carbonate solution, sodium bicarbonate solution, sodium hydroxide solution or potassium hydroxide solution, and the concentration of the alkali solution is 0.1mol/L to 5 mol/L.

5. The method according to claim 2, wherein the acid solutions in steps (2) - (5) are each independently selected from hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, or acetic acid, and the concentration of the acid solution is 1mol/L to 9 mol/L.

6. The method of claim 2, wherein after the addition of the alkali liquor in the step (5) is completed, the mass ratio of the crude resin extract 1 to the solute of the alkali liquor is 1:0.7 to 1: 0.4.

7. The method of claim 2, wherein the resin is a benzoin resin or a peru resin.

8. An electronic cigarette liquid comprising the resin extract of claim 1 or prepared according to the method of any one of claims 2-7.

9. The e-liquid of claim 8, wherein the weight percentage of the resin extract in the e-liquid is 0.01% to 5% based on the total weight of the e-liquid.

10. The e-liquid of claim 8, further comprising propylene glycol and glycerol; nicotine or a nicotine salt; and optionally a perfume.

Technical Field

The application relates to a resin extract and a preparation method thereof, and also relates to electronic cigarette liquid containing the resin extract.

Background

Due to the pursuit of personal health, environmental protection, and convenience in use, electronic cigarettes are becoming more and more popular with consumers as a substitute for conventional tobacco. The electronic cigarette or the electronic atomizer replaces the smoke generated by the traditional high-temperature combustion mode of tobacco by atomizing the smoking material at low temperature to form aerosol for the user to inhale. The electronic cigarette liquid has certain influence on the experience and the taste of a user.

Therefore, there is a need for further improvement and research on the composition of electronic cigarette liquid.

Disclosure of Invention

The application provides a resin extract, in particular a benzoin resin extract and a Peru resin extract, which can be used in electronic cigarette liquid to replace the traditionally used benzoic acid. The resin extract provided by the application can effectively reduce the stimulation of nicotine to the oral cavity and the throat, has the function of aromatic resuscitation, can adjust the permeability of a blood brain barrier, can improve the bioavailability of the increased nicotine, and can generate greater physiological satisfaction, so that the user experience is improved.

According to one aspect of the present application, there is provided a resin extract comprising: about 30-95 wt.% benzoic acid, about 0.1-5.0 wt.% vanillin, and about 0.1-3 wt.% phenethyl alcohol and optionally comprising at least one of: about 0.05 wt.% to about 20 wt.% cinnamic acid, about 0.05 wt.% to about 0.1 wt.% benzyl benzoate, and about 0.05 wt.% to about 0.1 wt.% cedryl benzoate.

According to another aspect of the present application, there is provided a method of preparing an extract, comprising the steps of:

(1) mixing resin and alkali liquor according to the proportion of 1g: 3ml to 1g: heating and refluxing 20ml of feed liquid for 2-5 hours, and removing insoluble substances to obtain filtrate A;

(2) standing the filtrate A to cool to room temperature, dropwise adding an acid solution until the pH value is adjusted to 7-8, and removing filter residues to obtain a filtrate B;

(3) dropwise adding an acid solution to the filtrate B until the pH value is adjusted to 5-6, and recovering filter residues to obtain a filtrate C;

(4) dropwise adding an acid solution to the filtrate C until the pH value is adjusted to 2.0-3.0 to obtain a crude resin extract product 1; and

(5) the crude resin extract 1, toluene and water were mixed as follows (0.5-1 g): (5-15 ml): (5-15ml) of the stock solution ratio at room temperature under high-speed stirring, then slowly adding dropwise an alkali solution (preferably sodium bicarbonate solution), after layering, acidifying the aqueous layer with an acid solution to adjust the pH to 2.0 to 3.0 to obtain crude resin extract 2.

In some embodiments, the above extraction method further comprises the steps of:

(6) mixing the crude resin extract 2 obtained in the step (5) with water according to the weight ratio of 1g: 10ml to 1g: heating and refluxing 50ml of feed liquid ratio for 1 to 2 hours;

(7) cooling the system to about 85-90 ℃, adding 0.5-3 wt.% of decolorizing agent based on the mass of the crude product obtained in the step (6), continuously heating and refluxing for 10-30 minutes, and filtering while hot to obtain a filtrate D;

(8) and (3) stirring the filtrate D at room temperature to crystallize, continuously stirring for 2-4 hours, and then putting into a refrigerator at 3-8 ℃ to crystallize to obtain the solid resin extract.

According to another aspect of the present application, there is provided an electronic cigarette liquid comprising the above resin extract or the resin extract prepared by the above method.

According to yet another aspect of the present application, there is provided an aerosolization device comprising the above-described e-liquid.

Additional aspects and advantages of embodiments of the present application will be set forth in part in the description which follows, and in part will be obvious from the description, or may be learned by practice of embodiments of the present application.

Brief description of the drawings

Figure 1 shows the heart rate variation after smoking tobacco smoke according to the invention and prior art.

Detailed Description

Embodiments of the present application will be described in detail below. The examples of the present application should not be construed as limiting the present application.

Additionally, amounts, ratios, and other numerical values are sometimes presented herein in a range format. It is to be understood that such range format is used for convenience and brevity, and should be interpreted flexibly to include not only the numerical values explicitly recited as the limits of the range, but also to include all the individual numerical values or sub-ranges encompassed within that range as if each numerical value and sub-range is explicitly recited.

As used herein, the terms "substantially," "generally," "substantially," "essentially," and "about" are used to describe and illustrate small variations. When used in conjunction with an event or circumstance, the terms can refer to instances where the event or circumstance occurs precisely as well as instances where the event or circumstance occurs in close proximity. For example, when used in conjunction with numerical values, the term can refer to a range of variation that is less than or equal to ± 10% of the stated numerical value, such as less than or equal to ± 5%, less than or equal to ± 4%, less than or equal to ± 3%, less than or equal to ± 2%, less than or equal to ± 1%, less than or equal to ± 0.5%, less than or equal to ± 0.1%, or less than or equal to ± 0.05%. For example, two numerical values are considered to be "substantially" identical if the difference between the two numerical values is less than or equal to ± 10% (e.g., less than or equal to ± 5%, less than or equal to ± 4%, less than or equal to ± 3%, less than or equal to ± 2%, less than or equal to ± 1%, less than or equal to ± 0.5%, less than or equal to ± 0.1%, or less than or equal to ± 0.05%) of the mean of the values.

In the detailed description and claims, a list of items linked by the term "at least one of," "at least one of," or other similar terms may mean any combination of the listed items. For example, if items a and B are listed, the phrase "at least one of a and B" means a only; only B; or A and B. In another example, if items A, B and C are listed, the phrase "at least one of A, B and C" means a only; or only B; only C; a and B (excluding C); a and C (excluding B); b and C (excluding A); or A, B and C. Item a may comprise a single element or multiple elements. Item B may comprise a single element or multiple elements. Item C may comprise a single element or multiple elements.

As used herein, the term "aerosol for inhalation by a user" can include, but is not limited to, aerosols, suspended liquids, cryogenic vapors, and volatile gases.

According to one aspect of the present application, there is provided an electronic cigarette liquid comprising a resin extract, wherein the resin extract comprises or consists of benzoic acid, vanillin, and phenylethyl alcohol. In some embodiments, the resin extract further optionally comprises at least one of cinnamic acid, benzyl benzoate, and coniferyl benzoate. In some embodiments, the resin extract of the present application may be composed of benzoic acid, vanillin, phenylethyl alcohol, cinnamic acid, benzyl benzoate, and coniferyl benzoate. In some embodiments, the resin extract of the present application may comprise or consist of benzoic acid, vanillin, benzyl alcohol, benzyl cinnamate, benzyl benzoate, and nerolidol.

In the resin extract of some embodiments, the amount of benzoic acid is about 20 wt.% to 95 wt.%, e.g., about 20 wt.%, 25 wt.%, 30 wt.%, 35 wt.%, 40 wt.%, 45 wt.%, 50 wt.%, 60 wt.%, 70 wt.%, 80 wt.%, 85 wt.%, 90 wt.%, 95 wt.%, or a range consisting of any two of these weight percents.

In the resin extract of some embodiments, the amount of vanillin is about 0.1 wt.% to 5.0 wt.%, e.g., about 0.1 wt.%, 0.3 wt.%, 0.5 wt.%, 0.7 wt.%, 1.0 wt.%, 2.0 wt.%, 3.0 wt.%, 4.0 wt.%, 5.0 wt.%, or a range consisting of any two of these weight percents.

In the resin extract of some embodiments, the content of the phenethyl alcohol or benzyl alcohol is about 0.1 wt.% to 3.0 wt.%, e.g., about 0.1 wt.%, 0.3 wt.%, 0.5 wt.%, 0.7 wt.%, 1.0 wt.%, 2.0 wt.%, 3.0 wt.%, or a range consisting of any two of these weight percentages.

In the resin extract of some embodiments, the cinnamic acid is present in an amount of about 0.05 wt.% to about 20 wt.%, e.g., in an amount of about 0.05 wt.%, 0.1 wt.%, 1.0 wt.%, 5.0 wt.%, 10 wt.%, 12 wt.%, 15 wt.%, 18 wt.%, 20 wt.%, or a range consisting of any two of these weight percentages.

In the resin extract of some embodiments, the content of benzyl cinnamate is about 0.05 wt.% to 0.5 wt.%, e.g., about 0.05 wt.%, 0.1 wt.%, 0.2 wt.%, 0.3 wt.%, 0.4 wt.%, 0.5 wt.%, or a range consisting of any two of these weight percentages.

In some embodiments, the amount of benzyl benzoate in the resin extract is from about 0.03 wt.% to about 0.1 wt.%, e.g., about 0.03 wt.%, 0.05 wt.%, 0.08 wt.%, 0.1 wt.%, or a range consisting of any two of these weight percents.

In the resin extract of some embodiments, the nerolidol is present in an amount of about 0.05 wt.% to 2.1 wt.%, e.g., in a range of about 0.05 wt.%, 0.08 wt.%, 0.1 wt.%, 0.5 wt.%, 1.0 wt.%, 2.0 wt.%, or any two of these weight percentages.

In the resin extract of some embodiments, the amount of cedar benzoate resin is about 0.05 wt.% to 0.1 wt.%, e.g., about 0.05 wt.%, 0.08 wt.%, 0.1 wt.%, or a range consisting of any two of these weight percents.

According to one aspect of the present application, there is provided a method of preparing a resin extract, comprising the steps of:

(1) mixing resin and alkali liquor according to the proportion of 1g: 3ml to 1g: heating and refluxing 20ml of material-liquid ratio for 2-5 hours, and removing insoluble substances after suction filtration to obtain filtrate A;

(2) standing the filtrate A to reduce the temperature to room temperature, dropwise adding an acid solution until the pH value is adjusted to 7-8, and filtering to remove filter residues to obtain a filtrate B;

(3) dropwise adding an acid solution into the filtrate B until the pH value is adjusted to 5-6, and after suction filtration, recovering filter residues to obtain a filtrate C;

(4) dropwise adding an acid solution into the filtrate C until the pH value is adjusted to 2.0-3.0, and performing suction filtration to obtain a crude product 1 of the resin extract; and

(5) the crude resin extract 1, toluene and water were mixed as follows (0.5-1 g): (5-15 ml): (5-15ml) of the stock solution ratio was stirred at a high speed at normal temperature, followed by slowly dropping an alkali solution (e.g., 1% sodium bicarbonate solution) and, after delamination, the aqueous layer was acidified with an acid solution to adjust the pH to 2.0 to 3.0 to obtain a crude resin extract 2. In the above feed-liquid ratio, the crude product 1 may have a value of 0.5g, 0.7g, 0.8g, 0.9g or 1g, toluene may have a value of 5ml, 7ml, 8ml, 10ml, 12ml or 15ml, water may have a value of 5ml, 7ml, 8ml, 10ml, 12ml or 15ml, and the feed-liquid ratio may be any combination of the above three values.

In some embodiments, the above preparation method further comprises the steps of:

(6) mixing the crude resin extract 2 obtained in the step (5) with water according to the weight ratio of 1g: 10ml to 1g: a feed-to-liquid ratio of 50ml (e.g., 1g: 15ml, 1g: 20ml, 1g: 30ml, 1g:40ml, etc.) is heated under reflux for 1 to 2 hours;

(7) cooling the system to about 85-90 ℃, adding a decolorizing agent (such as activated carbon), continuously heating and refluxing for 10-30 minutes, and filtering while hot to obtain a filtrate D;

(8) stirring the filtrate D at room temperature to crystallize, continuously stirring for 2-4 hr, crystallizing at 3-8 deg.C (such as in refrigerator), and vacuum filtering to obtain solid resin extract.

In some embodiments, in steps (2) to (4) above, the system is stirred for 0.5 to 2 hours, e.g., for 0.5 hour, 1 hour, 1.5 hours, 2 hours, or a range consisting of any two of the foregoing before performing suction filtration.

In some embodiments, in step (2) above, the pH is adjusted to a range consisting of 7, 7.5, 8, or any two thereof.

In some embodiments, in step (3) above, the pH is adjusted to a range of 5, 5.5, 6, or any two thereof.

In some embodiments, in step (4) above, the pH is adjusted to a range of 2.0, 2.5, 3.0, or any two thereof.

In some embodiments, in step (7) above, the decolorizing agent (e.g., activated carbon) is added in an amount ranging from 0.5 wt% to 3 wt% based on the crude product obtained in step (6), such as in a range consisting of any two of these weight percentages of 0.5 wt%, 1.0 wt%, 1.5 wt%, 2.0 wt%, 2.5 wt%, 3 wt%. Wherein the temperature is reduced to about 85 ℃ to 90 ℃ to prevent the bumping of the decolorizing agent (the ejection of the material to be decolorized) in the decolorizing process.

In some embodiments, in step (8) above, stirring is continued for 2 hours, 2.5 hours, 3 hours, 3.5 hours, 4 hours, or a range consisting of any two of these time values; the refrigerator temperature is 3 deg.C, 5 deg.C, 6 deg.C, 7 deg.C, 8 deg.C or the range formed by any two of these temperature values; the time for crystallization in the refrigerator is 3 to 6 hours, for example, 3 hours, 4 hours, 5 hours, 6 hours or a range consisting of any two of these time values.

In some embodiments, each of the lyes used in the above process is independently selected from sodium carbonate solution, sodium bicarbonate solution, sodium hydroxide solution, or potassium hydroxide solution, and the concentration of the lyes is 0.1mol/L to 5 mol/L.

In some embodiments, in step (1), the concentration of the lye may be in the range of 0.5mol/L, 0.75mol/L, 1mol/L, 2mol/L, 3mol/L, 4mol/L, 5mol/L or any two of these concentration values.

In some embodiments, in step (5), the concentration of the lye may be 0.1mol/L, 0.12mol/L, 0.15mol/L, 0.2mol/L, 0.25mol/L, 0.3mol/L, 0.4mol/L or a range consisting of any two of these concentration values.

In some embodiments, each acid solution used in the above methods includes, without limitation, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, or acetic acid, wherein the concentration of the acid solution is 1mol/L to 9mol/L, for example, 1mol/L, 2mol/L, 3mol/L, 4mol/L, 5mol/L, 6mol/L, 7mol/L, 8mol/L, 9mol/L, or a range consisting of any two of these concentration values.

In some embodiments, after the addition of the alkali liquor in the step (5) is completed, the mass ratio of the crude resin extract 1 to the solute of the alkali liquor is 1:0.7 to 1: 0.4; e.g., 1:0.7, 1:0.6, 1:0.62, 1:0.65, 1:0.5, etc.

In some embodiments, the resin used in the above-described manner of the present application is a benzoin resin or a peru resin.

The resin extract can be used as a substitute for benzoic acid in electronic cigarette liquid, and has refreshing effect when added into electronic cigarette liquid.

In some embodiments, the weight percentage of the resin extract in the e-liquid is approximately 0.01% to 5%, for example, approximately 0.01%, 0.05%, 0.1%, 0.5%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid. In some embodiments, the resin extract is present in the e-liquid in an amount of about 1% to about 3% by weight, such that the e-liquid is effective in refreshing the mind and optimizing the user experience.

The electronic cigarette liquid also comprises a base solvent, wherein the base solvent comprises propylene glycol and glycerol (glycerin). In some embodiments, the weight percentage of propylene glycol in the e-liquid is approximately 15% to 60%, for example approximately 15%, 20%, 25%, 30%, 35%, 40%, 50%, 60%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid; and glycerin may be present in the electronic cigarette liquid in an amount of about 30% to about 70% by weight, for example, about 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70% by weight, or any two of these percentages by weight. In some embodiments, the weight percentage of the propylene glycol in the e-liquid is about 20% to about 60%, and the weight percentage of the glycerin in the e-liquid is about 40% to about 70%, so as to achieve the best atomization effect of the e-liquid and improve the user experience.

It will be understood by those skilled in the art that the base solvent may be selected from any solvent known in the art according to specific needs, for example, deionized water, propylene glycol, glycerol, without limitation.

In some embodiments, the e-liquid further comprises a cooling agent.

Cooling agents are additives, which are chemicals that can produce a cooling effect sensation to the user when the product is used and are not irritating. In some embodiments, the cooling agent comprises a cooling agent selected from the group consisting of menthol, menthone, isomenthone, l-menthyl lactate, WS-23(N,2, 3-trimethyl-2-isopropylbutanamide), WS-3 (N-ethyl-p-menthyl-3-carboxamide), WS-5(N- (ethoxycarbonylmethyl) -p-alkane-3-carboxamide), WS-12(N- (4-methoxyphenyl) -p-menthyl-3-carboxamide), and combinations thereof.

In some embodiments, the weight percentage of the cooling agent in the e-liquid is approximately about 0.1% to about 10%, for example approximately 0.1%, 0.2%, 0.3%, 0.5%, 1.0%, 1.5%, 2.0%, 2.5%, 5%, 7.5%, 10%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid. In some embodiments, the cooling agent is present in the e-liquid in an amount of about 1.0% to about 10% by weight of the e-liquid, based on the total weight of the e-liquid, to enhance the mouth feel of the aerosol generated by the e-liquid for inhalation by a user.

In some embodiments, the e-liquid further comprises nicotine. In some embodiments, the weight percentage of nicotine in the e-liquid is approximately 0% to 5%, for example approximately 0%, 0.1%, 0.5%, 1.0%, 1.5%, 2.0%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid. In some embodiments, the weight percentage of nicotine in the e-liquid is about 0.9% to about 3.0% based on the total weight of the e-liquid.

In some embodiments, the e-liquid further comprises a nicotine salt. In some embodiments, the nicotine salt is the product of the reaction of nicotine and benzoic acid. In some embodiments, the weight percentage of the nicotine salt in the e-liquid is less than about 10.0%, such as about 0.1%, 0.2%, 0.5%, 1.0%, 1.5%, 2.0%, 2.5%, 5%, 7.5%, 10%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid. In some embodiments, the weight percentage of nicotine salt in the electronic smoking solution is about 1.0% to about 6.0% based on the total weight of the electronic smoking solution.

In some embodiments, the e-liquid further comprises flavors, wherein the flavors include, but are not limited to, grape flavor, apple flavor, peach flavor, green tea flavor, mint flavor, and like flavorants.

In some embodiments, the weight percentage of the flavoring in the e-liquid is about 0.01% to about 5.0%, for example, approximately 0.05%, 0.2%, 0.3%, 0.5%, 1.0%, 1.5%, 2.0%, 2.5%, 3%, 4%, or a range consisting of any two of these weight percentages, based on the total weight of the e-liquid, to add flavor to the e-liquid and optimize the mouthfeel of the aerosol generated therefrom. In some embodiments, the weight percentage of the flavoring in the e-liquid is about 0.5% to about 2.5% based on the total weight of the e-liquid.

According to some embodiments of the present application, there is provided a method of preparing an electronic cigarette liquid, comprising the steps of: dissolving the resin extract in propylene glycol, and then uniformly mixing with other components to obtain the electronic cigarette liquid.

According to another aspect of the present application, there is provided an atomization device including the electronic cigarette liquid according to any one of the above embodiments. The electronic cigarette liquid can be atomized by the atomization device to generate aerosol for a user to inhale.

In some embodiments, the nebulizing device comprises an electronic cigarette, an ultrasonic nebulizer, or a mesh nebulizer.

Examples

In order to facilitate a better understanding of the present application, the following examples are set forth. These examples belong to the scope of protection of the present application, but do not limit the scope of protection of the present application. The substances used in the present application are commercially available unless otherwise specified.

Example 1

Preparation of resin extract

1.1 extraction of Styrax tonkinense-derived Styrax benzoin resin

Mixing 60g of benzoin resin derived from white flower trees of the benzoin genus with 800ml of sodium hydroxide solution (0.75mol/L), heating and refluxing for 2 hours, then carrying out suction filtration while the benzoin resin is hot, filtering out insoluble substances, standing the filtrate, cooling to room temperature, dropwise adding 6M hydrochloric acid solution under stirring to reduce the pH value of the system to 7.5, continuously stirring for 1 hour, carrying out suction filtration, discarding filter residues, continuously adjusting the pH value of the filtrate to 5.5 with 6M hydrochloric acid solution, carrying out suction filtration after stirring for one hour, recovering the filter residues, continuously treating the filter residues, continuously acidifying the filtrate with 6M hydrochloric acid solution until the pH value is 2.5, carrying out suction filtration to obtain 10g of yellow-brown solid crude product, and recycling the filtrate.

The crude yellow-brown solid, toluene and water were mixed according to a 1g: 10 ml: 10ml of the feed-to-liquid ratio was stirred at room temperature, followed by dropwise addition of a 1% sodium bicarbonate solution (i.e., 0.12mol/L) so that the mass ratio of crude extract 1 to sodium bicarbonate solid was 1: 0.62. after the separation, the aqueous layer was acidified with a hydrochloric acid solution to adjust the pH to 2.0 to 3.0 to obtain a crude resin extract.

And (2) adding 100ml of water into 5g of the crude resin extract obtained in the step, heating and refluxing for 2 hours, then cooling the system to 85-90 ℃, decoloring by using 0.5% of activated carbon based on the mass of the crude product, carrying out suction filtration while the system is hot, stirring the filtrate at room temperature, slowly crystallizing for 3 hours, then putting the filtrate into a refrigerator at 4 ℃, cooling and crystallizing for 5 hours, and carrying out suction filtration to obtain a light yellow benzoin resin extract. And detecting by GC-MS to obtain the following product: the benzoic acid content is 95 percent; ② the content of vanillin is 0.1 percent; ③ 0.5 percent of phenethyl alcohol; the content of benzyl benzoate is 0.05 percent.

1.2 extraction of Styrax benzoin resin from Styrax benzoin Tree

In addition, the benzoin resins from different sources are extracted by the method, and the obtained extract contains (i) benzoic acid with the content of 30-95 wt.%; vanillin content is 0.1-5.0 wt.%; ③ 0.1 to 3.0 percent of phenethyl alcohol; at least one of the following substances: 0.05-20 wt.% cinnamic acid, 0.03-0.1 wt.% benzyl benzoate, and 0.05-0.1 wt.% cedryl benzoate.

2. Extraction of Peru resin from Peru balsam (Myroxlon pereirae) of Sophora

Peru resin and 0.75mol/L sodium hydroxide are mixed according to the proportion of 1g: 3ml to 1g: 20ml of the feed solution was heated under reflux for 2 to 5 hours, and then filtered under suction while hot to remove insoluble matter.

② standing the filtrate to cool to room temperature, dropping 6mol/L hydrochloric acid solution under stirring to reduce the pH value of the system to about 7.5, stirring for 1 hour, then filtering, discarding filter residue, and carrying out next operation on the filtrate 1.

Thirdly, continuously dropwise adding 6mol/L hydrochloric acid solution into the filtrate 1 obtained in the second step under stirring to reduce the pH value of the system to about 5.5, performing suction filtration after stirring for 1 hour, recovering filter residues, continuously treating the next batch of materials, and performing next operation on the filtrate 2.

Fourthly, continuously dropwise adding 6mol/L hydrochloric acid solution into the filtrate 2 obtained in the third step under stirring to reduce the pH value of the system to about 2.5, stirring for one hour at room temperature, and then carrying out suction filtration to obtain a Peru resin extract crude product 1, wherein the filtrate is returned to the first step for use to reduce three wastes.

Fifthly, mixing the crude product of the resin extract 1, toluene and water according to the proportion of 1g: 10 ml: stirring 10ml of the feed liquid at high speed at normal temperature, and then slowly dropwise adding a 1% sodium bicarbonate solution so that the mass ratio of the crude extract 1 to the sodium bicarbonate solid is 1:0.62, after the dropwise addition, a toluene removal layer is separated by a separating funnel, a water layer is acidified by hydrochloric acid to reduce the pH value to 2.0-3.0, and a crude resin extract product 2 is obtained by suction filtration.

Sixthly, mixing the crude resin extract product 2 obtained in the fifth step with water according to the weight ratio of 1g: 10ml to 1g: heating and refluxing 50ml of feed liquid for 2 hours, then cooling to 85-90 ℃, adding an active carbon decolorant accounting for 0.5 wt% of the mass of the crude product, continuously heating and refluxing for 15 minutes, filtering while the solution is hot, stirring the filtrate at room temperature for crystallization, continuously stirring for 3 hours, then putting the filtrate into a refrigerator at 4 ℃ for crystallization for 5 hours, and then carrying out suction filtration to obtain the Peru resin extract.

The sodium hydroxide in the above step (i) may be replaced by other alkaline solutions, such as sodium carbonate or potassium hydroxide.

Example 2

Preparing electronic cigarette liquid:

the benzoin resin extract products of different sources prepared in the above example 1 were dissolved in propylene glycol, and then other ingredients were added in sequence according to the formulation shown in the following table 1, and stirred uniformly to obtain the electronic cigarette liquid.

Table 1.

Comparative example 1

The benzoin resin extract of example 2-1 was replaced with benzoic acid in the same ratio and the other ingredients were the same as in example 1.

After the electronic cigarette liquid of the above example 2 and comparative example 1 was prepared, a taste scoring test was subsequently performed.

Taste scoring test method 1

Please note that 20 evaluators scored the experience of the electronic cigarette liquid of the above examples and comparative examples according to each evaluation index in table 2. The evaluation results are shown in table 3 below.

Table 2.

Table 3.

Evaluation index	Comparative example 1	Example 2-1	Examples 2 to 2
				Fineness of flue gas	3.4	4.5	4.6
Consistent fragrance, no segmentation or fault	3.8	4.6	4.4
				Smoke and aroma concentration	4.2	4.4	4.3
Rich fragrance and long smoke	4.3	4.6	4.4
				Sweet taste and body fluid production feeling	3.6	4.3	4.2
Irritation and burning sensation	2.6	4.4	4.1
				Degree of oral cavity cleanliness after smoking	2.8	4.6	4.3
Presence or absence of bad breath	3.6	4.5	4.2
				Feeling of hitting throat	4.9	3.1	3.0
Degree of reduction and discrimination of fragrance	4.1	4.3	4.3

It can be seen from table 3 above that, in the consumer experience process of the tobacco tar added with the benzoin extract, 4 dimensions such as the fineness of the smoke, the consistency of the fragrance, the sweetness of the taste, the removal of bad smell and the like are improved, the improvement of the irritation and burning sensation and the improvement of the cleanness of the oral cavity after smoking by 2 dimensions are more remarkable, and meanwhile, the throat-hitting sensation is reduced to a medium acceptable degree. Compared with the comparative example 1, the extract prepared by benzoin resins from different sources has obvious advantages in improving the taste score and reducing the stimulation of nicotine to the oral cavity and the throat.

Taste scoring test mode 2

The statistical method comprises the following steps: the electronic cigarette liquid of the embodiment and the comparative example is randomly selected 1000 users to carry out use test on the electronic cigarette liquid through the electronic cigarette, and the taste and the mouthfeel of the electronic cigarette liquid are evaluated after the use test, wherein the evaluation standard is 10 points in total, and the better the taste or the better the mouthfeel, the higher the score.

The results of the sensory evaluation tests on the e-liquid of the examples and comparative examples are shown in table 4 below.

TABLE 4

As can be seen from the data in tables 2 to 4, the electronic cigarette liquid of embodiment 2 to 1 of the present application can provide a good taste to the user after being atomized, and can effectively improve the satisfaction of the user.

Example 3

2g of each of the E-liquid prepared in example 2-1 and comparative example 1 was added to an aerosol apparatus, which was a honeycomb ceramic atomizer, with a cell power of 6.5W. The smoke was taken by 10 panelists (no nicotine from any source was ingested 12 hours prior to the smoke). When a person ingests nicotine, the heart rate increases. Therefore, the heart rate variation can be used to reflect the absorption amount and absorption rate of nicotine by human body.

All panelists smoked the tobacco tar separately at the same frequency (1 mouth every 15 seconds for 3 minutes for 12 mouths). Meanwhile, the heart rate change of the evaluators is observed in real time by using the electrocardiogram monitor from 1 minute before the suction, and the observation time is 11 minutes in total. The heart rate per person was recorded every 15 seconds and finally averaged over time and the heart rate variability after smoking the tobacco products of example 2 and comparative example 1 was compared and the results are shown in figure 1. As can be seen from the change in heart rate after smoking in fig. 1, in the case of smoking the tobacco tar of example 2 of the present application, the absorption efficiency of nicotine into the human body is better and the absorption rate is also faster.

Therefore, when the tobacco tar contains the resin extract of natural source provided by the invention, the stimulation of nicotine to the oral cavity and the throat can be effectively reduced, the extract also has the function of aromatic resuscitation, the blood brain barrier permeability can be adjusted, the bioavailability of nicotine can be improved, and the user experience can be improved.

Compared with the comparative example 1, the extracts prepared from benzoin resins from different sources have obvious advantages in the aspects of providing the function of inducing resuscitation by aromatics, regulating the permeability of a blood brain barrier and improving the bioavailability of the increased nicotine.

Compared with the comparative example 1, the extract prepared from Peru resin with different sources has obvious advantages in improving the taste fraction, reducing the stimulation of nicotine to the oral cavity and the throat, having the function of inducing resuscitation by aromatics, regulating the permeability of blood brain barrier and improving the bioavailability of the nicotine.

While the present application has been described and illustrated with reference to particular embodiments thereof, such description and illustration are not intended to limit the present application. It will be clearly understood by those skilled in the art that various changes may be made (e.g., in the addition of suitable amounts of ingredients to, or in the reduction of, the resin extract of the present application) without departing from the true spirit and scope of the present application as defined by the appended claims, to adapt a particular situation, material, composition of matter, substance, method or process to the objective, spirit and scope of the present application. All such modifications are intended to be within the scope of the claims appended hereto. Although the methods disclosed herein have been described with reference to particular operations performed in a particular order, it should be understood that these operations may be combined, sub-divided, or reordered to form equivalent methods without departing from the teachings of the present application. Accordingly, unless specifically indicated herein, the order and grouping of the operations is not a limitation of the present application.