JP2023017695A - Liquid for electronic cigarettes, method for manufacturing liquid for electronic cigarettes, cartlidge for electronic cigarettes, and electronic cigarette - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a liquid for electronic cigarettes capable of giving a nicotine-like smoking flavor required for electronic cigarettes, and a method for manufacturing the same.

SOLUTION: The liquid for electronic cigarettes has a piperine concentration of 0.3-5.0 g/L. The method for manufacturing the liquid for electronic cigarettes comprises: a first mixing step for mixing piperine, ethanol and an acid to prepare a stock solution for the liquid; and a second mixing step for mixing the stock solution for the liquid with a solvent for the liquid to prepare the liquid for electronic cigarettes.

SELECTED DRAWING: None

COPYRIGHT: (C)2023,JPO&INPIT

Description

The present invention relates to an electronic cigarette liquid. Moreover, it is related with the manufacturing method of the liquid for electronic cigarettes. It also relates to electronic cigarette cartridges and electronic cigarettes.

The tobacco market is on the decline due to the increasing health consciousness, but it is still loved as one of the luxury goods. In addition, the market for electronic cigarettes such as heat-not-burn cigarettes for the purpose of smoking reduction, smoking cessation, and health, and liquid cigarettes called VAPE is expanding.

E-cigarette products, also known as VAPE, which inhale scented vapor like cigarettes, do not contain nicotine or tar, are less harmful to health, and do not generate sidestream smoke. For this reason, aggressive advertising is being carried out, and the tide of infectious disease control is a tailwind, and it is booming. Regarding electronic cigarettes, the following documents are disclosed.

WO 2005/010000 is a method of producing an inhalable aerosol containing nicotine for delivery to a user, the method using a low temperature electronic volatilization device, i.e. an electronic cigarette, containing a nicotine liquid formulation and a heater. wherein the nicotine liquid formulation comprises nicotine, an acid and a biologically acceptable liquid carrier, and using the electronic cigarette comprises supplying an amount of said nicotine liquid formulation to said heater; heating a quantity of said liquid nicotine formulation to form an aerosol, wherein at least about 50% of said acid in said quantity is in said aerosol and at least about 90% of said nicotine in said quantity is in said aerosol A method is disclosed comprising:

US Pat. No. 5,300,001 discloses an aerosolizable product comprising an aerosol-forming material, wherein the aerosol-forming material is infused with tobacco-derived smoke.

Patent Document 3 discloses a liquid for electronic cigarettes, which is mainly composed of plant-derived glycerin and contains at least a fragrance and purified water, and is characterized in that the liquid is blended with a required amount of green tea extract. disclosed.

Patent Document 4 discloses a liquid composition for electronic cigarettes that releases an active ingredient contained in the liquid composition by heating the liquid composition, wherein the cannabinoids and caffeine contained in hemp stems or seeds are disclosed. and a solvent.

Japanese Patent Application Publication No. 2016-539645 Japanese Patent Publication No. 2020-530987 JP 2018-078805 A Japanese Patent Application Laid-Open No. 2020-110045

As in Patent Documents 1 to 4, various liquid compositions related to electronic cigarettes have been proposed. While the demand for electronic cigarettes is increasing, for example, in Japan, the handling of nicotine-added electronic cigarettes is regulated by law. For this reason, even if the act of smoking a cigarette can be reproduced as if inhaling and exhaling, the stimulus of nicotine similar to that of a real cigarette cannot be felt. Therefore, it is only a product that distracts the desire to smoke. Therefore, there is a need to further increase design options for electronic cigarettes.

Under such circumstances, it is an object of the present invention to provide a liquid for electronic cigarettes that can provide a nicotine-like chewiness required for electronic cigarettes, and a method for producing the same. Another object of the present invention is to provide an electronic cigarette cartridge and an electronic cigarette.

As a result of earnest research to solve the above problems, the inventors of the present invention have found that the following inventions meet the above objects, and have completed the present invention. That is, the present invention relates to the following inventions.

<1> A liquid for electronic cigarettes having a piperine concentration of 0.3 g/L to 5.0 g/L.
<2> The electronic cigarette liquid according to <1>, containing ethanol and an acid.
<3> The electronic cigarette liquid according to <1> or <2>, containing glycerin, propylene glycol, and flavor.
<4> An electronic cigarette cartridge containing the electronic cigarette liquid according to any one of <1> to <3>.
<5> An electronic cigarette having the electronic cigarette cartridge according to <4>.
<6> A first mixing step of mixing piperine, ethanol, and an acid to prepare a liquid stock solution, and mixing the liquid stock solution with a liquid solvent to prepare a liquid for electronic cigarettes, a second A method for producing a liquid for electronic cigarettes, comprising a mixing step of
<7> The liquid stock solution has a piperine concentration of 10 g/L to 200 g/L, and the electronic cigarette liquid has a piperine concentration of 0.3 g/L to 5.0 g/L. > The method for producing the electronic cigarette liquid described in .

According to the electronic cigarette liquid of the present invention, it is possible to feel the nicotine-like chewiness required for electronic cigarettes. Moreover, the production method of the present invention provides an efficient production method for such electronic cigarette liquid.

Embodiments of the present invention will be described in detail below. is not limited to the contents of In this specification, when the expression "~" is used, it is used as an expression including the numerical values before and after it.

[Liquid for electronic cigarette of the present invention]
The electronic cigarette liquid of the present invention has a piperine concentration of 0.3 g/L to 5.0 g/L. In this application, the electronic cigarette liquid of the present invention may be simply referred to as "the liquid of the present invention".

[Method for producing liquid for electronic cigarette of the present invention]
The method for producing a liquid for electronic cigarettes of the present invention includes a first mixing step of mixing piperine, ethanol, and an acid to prepare a liquid stock solution, and mixing the liquid stock solution with a liquid solvent to and a second mixing step to prepare the tobacco liquid. In this application, the manufacturing method of the electronic cigarette liquid of the present invention may be simply referred to as "the manufacturing method of the present invention".

According to the electronic cigarette liquid of the present invention, it is possible to feel the nicotine-like chewiness required for electronic cigarettes. Moreover, the production method of the present invention is a typical example of a suitable production method for such electronic cigarette liquid. In the present application, the liquid of the present invention can also be obtained by the manufacturing method of the present invention, and the corresponding configurations in the present application can be used mutually.

As a result of various studies on liquids for electronic cigarettes, the present inventors have found that by effectively utilizing piperine, it is possible to feel a nicotine-like sucking sensation, a so-called nicotine kick, and various types of liquids added to electronic cigarettes. It has been found that the aroma, which is also called flavor, can be maintained. The present invention is based on such findings.

[Piperine]
The liquid of the present invention contains piperine. Piperine is an organic compound classified as an alkaloid mainly extracted from climbing woody plants belonging to the family Pepperaceae, Pepper genus, such as black pepper or hihatsu. Piperine has a structure represented by the following formula (1) (CAS number: 94-62-2, molecular formula: C ₁₇ H ₁₉ NO ₃ ). Piperine is also called 1-[5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, 1-Piperoylpiperidine, and 1-Piperylpiperidine.

Piperine is believed to be involved in the activation of transient receptor potential (TRP) channels and the like. For example, piperine is known to have a pungent taste by activating TRPV1, which is an ion channel that is activated by stimulation with heat or acid. The solid density of piperine is 1.193 g/cm ³ . The solubility of piperine is 1 g/15 mg alcohol, 1 g/1.7 mL chloroform, 1 g/36 mL ether, and 40 mg/L water (18° C.), and dissolves in ethanol and acetone, but hardly dissolves in water.

As piperine, those extracted and purified from naturally occurring substances including piperine can be used. Piperine is considered to be the source of the pungent taste of black pepper, and is contained in pepper fruits, hihatsu, and hihatsumodoki. The piperine used in the liquid of the present invention is preferably purified such that the piperine content (HPLC method) is 60% or more, 80% or more, 90% or more, or 95% or more. In particular, it is preferable to use one refined to 90% or more, or 95% or more.

[Piperine concentration]
The piperine concentration in the liquid of the present invention is between 0.3 g/L and 5.0 g/L. By including piperine in such a numerical range, when used in an electronic cigarette, a nicotine-like chewiness can be felt. This lower limit is more preferably 0.5 g/L or more, more preferably 0.7 g/L or more. Also, the upper limit is preferably 4.5 g/L or less, more preferably 4.0 g/L or less.

If the piperine concentration is too low, it will be difficult to feel the stickiness of piperine. If the piperine concentration is too high, the stimulation may become too strong, making it difficult to absorb, or the fragrance derived from raw materials such as pepper may become strong.

The liquid of the invention preferably contains ethanol and acid. These are the components used as the liquid stock solution in the first mixing step of the manufacturing method of the present invention, which will be described later in detail. By including these, piperine, which is solid such as powder at room temperature, can be dispersed in the liquid.

[ethanol]
The liquid of the present invention preferably contains ethanol. Since piperine is easily dissolved in ethanol, piperine can be dispersed in the liquid by using ethanol. In addition, ethanol has low toxicity, etc., and there is little harm even if humans ingest it through electronic cigarettes. The ethanol concentration in the liquid of the present invention is appropriately adjusted depending on the piperine concentration and the like, but it can be about 0.5% to 10.0% by volume or about 1.0% to 3.0% by volume. .

[acid]
The liquid of the present invention preferably contains an acid. It is preferable to use an edible acid as this acid. Acids are, for example, vinegar, acetic acid, pyruvic acid, formic acid, oxalic acid, glycolic acid, acetic acid, isovaleric acid, valeric acid, propionic acid, octanoic acid, lactic acid, sorbic acid, malic acid, tartaric acid, succinic acid, citric acid , benzoic acid, oleic acid, aconitic acid, butyric acid, cinnamic acid, decanoic acid, 3,7-dimethyl-6-octenoic acid, 1-glutamic acid, heptanoic acid, hexanoic acid, 3-hexanoic acid, trans-2-hexane from acid, isobutyric acid, lauric acid, 2-methylbutyric acid, 2-methylvaleric acid, myristic acid, nonanoic acid, palmitic acid, 4-pentenoic acid, phenylacetic acid, 3-phenylpropionic acid, hydrochloric acid, phosphoric acid, and sulfuric acid Any one selected from the group consisting of these can be appropriately mixed and used.

Among these, organic acids such as citric acid, acetic acid, and malic acid are preferably used from the viewpoint of ease of handling and availability. In particular, citric acid is preferably used. In addition, those derived from foods and beverages containing citric acid, such as lemons, oranges, grapefruits and tomatoes, may also be used. Citric acid is suitable for improving the solubility of piperine, has high stability during storage, has little odor and aroma, and does not interfere with other flavors. In particular, when piperine is used alone in ethanol, it recrystallizes at low temperatures and may cause unevenness and reduced irritation, but by containing an acid, recrystallization can be prevented.

The content of the acid can be adjusted as appropriate in consideration of the solubility of piperine. /L or more is preferable. The upper limit is appropriately selected in consideration of the dissolution state and the like, and the upper limit may be 2.0 mol/L or less or 1.0 mol/L or less.

For example, in the case of citric acid, it is preferably 50 g/L or more, 70 g/L or more, or 80 g/L or more. In the case of acetic acid, 20 g/L or more, 30 g/L or more, or 35 g/L or more is preferable. The upper limit may be set as appropriate in consideration of the molar concentration, solubility, and ease of handling, but may be 200 g/L or less, 150 g/L or less, or 120 g/L or less.

Further, the acid concentration in the liquid of the present invention is preferably 0.005 mol/L or more, 0.006 mol/L or more, or 0.008 mol/L or more. The upper limit is appropriately selected in consideration of the dissolution state, and the upper limit may be 0.08 mol/L or less or 0.05 mol/L or less.

For example, in the case of citric acid, it is preferably 0.5 g/L or more, 1.0 g/L or more, or 1.5 g/L or more. In the case of acetic acid, it is preferably 0.02 g/L or more, 0.5 g/L or more, or 0.7 g/L or more. The upper limit may be set as appropriate in consideration of the molar concentration, solubility, and ease of handling, but may be 10 g/L or less, 5 g/L or less, or 3 g/L or less.

Precipitation of piperine can be prevented in undiluted liquids and liquids. In particular, it is effective when stored at low temperatures. In addition, if precipitation occurs, it may cause unevenness in aroma and taste, or may cause a sudden intake of a large amount of piperine, which may cause pungent taste. By including the acid in the concentrations described above, such precipitation problems can be better prevented.

Piperine is an organic base belonging to alkaloids and contains an amide bond in its chemical structure. Amide bonds usually show little basicity. For example, an amine, which has a similar chemical structure to an amide bond, reacts with an acid and becomes positively charged. This is because the lone pair of electrons originally possessed by the nitrogen atom of the amine can form a bond with a hydrogen ion. On the other hand, in the case of an amide bond, the oxygen atom of the carbonyl group has the property of attracting electrons from the nitrogen atom. Amide bonds are very weakly basic due to their weak ability to accept charged hydrogen ions.

In the case of piperine, it has a "conjugated structure" in which the carbon-carbon double bond extends to the benzene ring next to the carbonyl group of the amide bond. In this case, the carbonyl group is stabilized by donating electrons from the benzene ring, which is rich in electron density, and the electron density at the nitrogen atom of the amide bond of piperine does not decrease so much. It has the property of being more basic than amide compounds. Therefore, by dissolving in a hydrophilic solvent together with an acid such as citric acid, piperine receives hydrogen ions from the acid and becomes cationized, making it easier to dissolve in water or a mixed solvent with a hydrophilic solvent such as alcohol. Conceivable.

[water]
The liquid of the present invention may contain water. This water can be mixed with a mixture of piperine and ethanol. Containing water can improve uniformity when mixed with other dispersion media such as propylene glycol used in e-cigarette liquids. Also, when mixing the acid, it may be easier to handle if water is used as a medium for dissolving the acid. By improving the uniformity, it is possible to reduce unevenness and make it easier to feel the chewiness when using the electronic cigarette.

Piperine does not dissolve in water, and precipitation occurs when mixed with piperine. However, if acid is mixed with a mixture of piperine and ethanol, even if water is contained, precipitation or the like is unlikely to occur, and a mixture in which piperine is uniformly dispersed can be obtained. By using piperine in a liquid for electronic cigarettes in such a state, it is possible to stably and strongly feel the stickiness of piperine. The acid concentration in the liquid of the present invention is appropriately adjusted depending on the piperine concentration and the like. It can be about 2.0% by volume.

[Solvent for liquid]
The e-liquid of the present invention may contain a solvent for the e-liquid. The liquid solvent is a component that is mixed with the liquid undiluted solution and used in the second step of the manufacturing method of the present invention, which will be described later in detail. By using a solvent for liquids, the concentration of piperine, etc. in liquids for cigarettes is adjusted, and the taste and aroma are adjusted by mixing with flavors, etc. as appropriate, and the penetration, vaporization, and storage stability of electronic cigarettes are adjusted. Gender can be adjusted.

Solvents for liquids can be selected from the group consisting of, for example, glycerin, propylene glycol, triethylene glycol, triethyl citrate, triacetin, glycol, sorbitol, lactic acid, glycerol, and mixtures thereof. As the liquid solvent, it is preferable to employ glycerin or propylene glycol in view of the stability, dispersibility of the undiluted liquid containing piperine, volatilization when used as an electronic cigarette, health effects, and the like. These may be used either singly or in combination.

When a mixture of glycerin and propylene glycol is used as a liquid solvent, for example, the volume ratio of glycerin and propylene glycol (glycerin:propylene glycol) is 0.1:1 to 1:0.1, or 0.1:1 to 1:0.1. It can be from 5:1 to 1:0.5. Further, the mixing ratio of the liquid solvent in the electronic cigarette liquid can be such that the liquid solvent and the flavor are the remainder of the mixed amount of the undiluted liquid. Specifically, the volume ratio of the liquid solvent in the electronic cigarette liquid can be about 80 to 99.9% by volume. This lower limit can be 90% by volume or more, or 95% by volume or more. This upper limit can be 99.5% by volume or less, or 99.0% by volume or less.

[flavor]
The liquid of the present invention may contain flavors. Various flavors of electronic cigarettes can be used as the flavor. For example, menthol-based, drink-based, fruit-based, sweet-based, and tobacco-based flavors can be used. Flavors may be in the form of liquids obtained by dissolving or dispersing fragrances of each flavor, or may be mixed by dissolving them in a liquid solvent or the like as appropriate. When using a flavor, the content of the flavor can be appropriately adjusted depending on the concentration and strength of the flavor. For example, the volume ratio of the flavor in the electronic cigarette liquid can be about 0.1 to 20% by volume, 0.2 to 15% by volume, or 0.3 to 10% by volume.

[nicotine]
The e-liquids of the present invention may be nicotine-free. Nicotine may be substantially free, but considering the possibility of nicotine being contained from raw materials and manufacturing processes, for example, the content of nicotine is 10 g / L or less, 5 g / L or less, 3 g /L or less, 1 g/L or less, 0.1 g/L or less, or 0.01 g/L or less may be provided. Even without nicotine, the e-liquids of the present invention can produce a nicotine-like stimulus, the so-called nicotine kick, by using piperine. Therefore, as a nicotine-free electronic cigarette, it is possible to provide a nicotine-free electronic cigarette that avoids health damage and dependence caused by nicotine.

[Electronic Cigarette]
Electronic cigarettes generate steam by heating liquids, plant leaves, etc., by electrical means. The electronic cigarette may be one that uses a liquid, and includes an electronic cigarette called VAPE and a heat-not-burn cigarette. These may be simply called smoking tools, pseudo-smoking tools, or the like. VAPE is a device or a replaceable cartridge in which a liquid contained in a device or a replaceable cartridge is heated and vaporized by an electrical means to form an inhalable vapor (vape). Heat-not-burn cigarettes are made by heating and steaming leaves of plants such as tobacco leaves and tea leaves that have been moistened with a heating plate to suck in the steam generated. In the case of VAPE, the liquid of the present invention is used as it is. In the case of heated tobacco, the liquid of the present invention is used as the liquid for moistening the leaves. In this way, the liquid of the present invention can be used as an electronic cigarette liquid for electronic cigarette devices and cartridges that are commercially available.

That is, the liquid of the present invention can be used to form a cartridge containing the liquid of the present invention. Further, it is also possible to make an electronic cigarette device in which such a cartridge is attached or the liquid of the present invention is stored in a dedicated tank in advance. It can also be handled as a liquid for proper injection into the cartridge.

[Manufacturing method of the present invention]
The manufacturing method of the present invention, which is suitable for manufacturing the liquid of the present invention, will be described in more detail below.

[First mixing step]
The production method of the present invention has a first mixing step. The first mixing step involves mixing piperine, ethanol, and acid to prepare a liquid stock solution. In the first mixing step, a piperine mixture composition is prepared by mixing piperine and ethanol, and an acid can be mixed with this.

The mixing volume ratio of piperine and ethanol (piperine:ethanol) in the liquid undiluted solution is preferably 1:5 to 1:30. More preferably, it is 1:8 to 1:20. Piperine dissolves in ethanol. In view of the mixability and the final concentration when making the liquid of the present invention, it is preferable to mix piperine at the concentration as described above with respect to ethanol. The first mixing step may be performed at room temperature or under heating as appropriate. Moreover, it can be dissolved by stirring and mixing with a stirrer or the like. The temperature for heating can be, for example, about 80° C. or lower or about 60° C. or lower.

Also, the liquid stock solution may contain an acid. The acid may be a solid acidic substance or an aqueous acid solution (acidic aqueous solution). This acid can also be used by mixing with ethanol. In addition, although it depends on the method of mixing the acid, the mixing volume ratio of the piperine mixed composition and the acid solution (piperine mixed composition: acid solution) in the liquid undiluted solution is preferably 1:1 to 10:1. . More preferably, it is 1.5:1 to 5:1.

If piperine is directly mixed with water, it will not dissolve, but if ethanol is used as the sole solvent for the undiluted liquid, the miscibility with the solvent for the liquid may decrease. Here, when mixed with an acid solution containing an acid, piperine can be dissolved without precipitation, and crystallization of piperine can be prevented even when stored at room temperature.

[Second mixing step]
The manufacturing method of the present invention has a second mixing step. The second mixing step is to mix the undiluted liquid with the liquid solvent to prepare the e-cigarette liquid. Incidentally, in the second mixing step, a flavor or the like may be added and mixed as appropriate. Solvents for liquids are glycerin, propylene glycol, etc., as described above.

The amount of the undiluted liquid containing piperine, ethanol, and acid mixed in the liquid for electronic cigarettes can be appropriately adjusted depending on the piperine concentration and the like. For example, the piperine concentration (piperine/electronic cigarette liquid) in the electronic cigarette liquid is adjusted to 0.3 g/L to 5.0 g/L. At this time, depending on the piperine concentration in the liquid stock solution, the concentration of the liquid stock solution in the electronic cigarette liquid (liquid stock solution / electronic cigarette liquid) is 0.1 to 10% by volume, or 0.3 to 8.0% by volume. %, 1.0 to 5.0% by volume, considering the piperine concentration in the liquid undiluted solution, the mixing ratio with the liquid solvent is appropriately adjusted.

By using such a liquid of the present invention, it is possible to provide an electronic cigarette with a smoke-like feel due to pseudo-nicotine. As a result, it can also be used as a smoking cessation aid for promoting switching from tobacco. This can also contribute to the reduction of passive smoking and sidestream smoke.

In conventional electronic cigarettes, also known as VAPE, the only thing that gives a sense of chewiness other than nicotine is the strong menthol-containing flavor. However, while menthol is a useful flavor option, many people dislike it. Also, the addition of menthol has the drawback of weakening the aroma of other flavors. However, according to the present invention, only stimulation is added as a component other than menthol, and the aroma of the flavor is less affected. Also, the liquid of the present invention can be characterized by not using nicotine. On the other hand, an electronic cigarette using the liquid of the present invention has a stimulus equivalent to a nicotine kick (sucking response, stimulus in the throat).

EXAMPLES The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples unless the gist thereof is changed.

[Example 1]
[reagent]
- Piperine: World Way Biotech Inc. "Piperine" standard content: 98.0 +% (HPLC)
・ Ethanol: "Anhydrous Ethanol P 500ml" manufactured by Kenei Pharmaceutical Co., Ltd.
・ Water: distilled water ・ Citric acid: “Anhydrous citric acid 950 g edible purity 99.5% or more” manufactured by Kotobuki Bussan Co., Ltd.
・Propylene glycol: “Commercial PG (4000 ml)” manufactured by Fantasy Co., Ltd.
・Vegetable glycerin: “Commercial VG (4000 ml)” manufactured by Fantasy Co., Ltd.
・ Flavor: “Muscat Flavor SE” manufactured by Mikoyaka Co., Ltd.
・ Menthol liquid: “MENTHOL” manufactured by Avanti Co., Ltd.

・ Electronic cigarette liquid (reference liquid): “M Juice Grape” manufactured by Bi-SO Co., Ltd.

[Preparation of Liquid Undiluted Solution]
・Liquid undiluted solution (1)
1) Piperine mixed composition (1) was prepared by mixing piperine and ethanol.
2) Next, a citric acid solution was prepared by mixing citric acid and ethanol.
3) A liquid stock solution (1) was prepared by mixing the piperine mixture composition (1) and a citric acid solution. These mixtures were mixed while being heated to 40° C. and stirred with a stirrer. The liquid stock solution (1) was a clear liquid without forming crystals or the like even during storage.
The piperine concentration in liquid stock solution (1) is 52.6 g/L and the citric acid concentration is 0.425 mol/L (65.8 g/L).

・Liquid undiluted solution (2)
1) A liquid stock solution (2) was prepared by mixing piperine and ethanol. These mixtures were mixed while being heated to 40° C. and stirred with a stirrer. The liquid stock solution (2) became a slurry in which piperine gradually crystallized during storage, but was used as it was while being stirred and shaken when used. The piperine concentration in liquid stock solution (2) is 76.9 g/L.

Liquid solvent A liquid solvent was prepared by mixing 6 parts by volume of vegetable glycerin and 4 parts by volume of propylene glycol.

[liquid for the electronic cigarette]
・ Preparation of liquid A (no flavor)
A liquid stock solution (1) was mixed with a liquid solvent to prepare a liquid A. The concentration of the liquid undiluted solution in the liquid A was 2% by volume, and the remainder was the liquid solvent. Here, the piperine concentration in liquid undiluted solution (1) is 52.6 g/L. Therefore, the piperine concentration in Liquid A is 1.05 g/L. Also, the citric acid concentration is 0.0068 mol/L (1.32 g/L).

・ Preparation of Liquid B (with flavor)
A liquid stock solution (1), a liquid solvent, and a flavor were mixed to prepare a liquid B. The concentration of the undiluted liquid in liquid A was 2% by volume, the concentration of flavor was 10% by volume, and the remainder (88% by volume) was used as the liquid solvent. The piperine concentration in Liquid B is, like Liquid A, 1.05 g/L.

Liquids for the following tests were prepared according to liquids A and B. An unflavored liquid was prepared according to Liquid A, and a flavored liquid was prepared according to Liquid B. Liquid F was prepared in the same manner as liquid B, except that liquid stock solution (2) was used in place of liquid stock solution (1). For comparison, a commercially available electronic cigarette liquid was used as the liquid G. In addition, liquids H and I were prepared in the same manner as liquids A and B using menthol solutions. A summary of each liquid is provided below and in Table 1.

Liquid A: Liquid stock solution (1) 2% by volume Liquid B: Liquid stock solution (1) 2% by volume Flavor 10% by volume
Liquid C: Liquid stock solution (1) 0.5% by volume Liquid D: Liquid stock solution (1) 8% by volume No flavor Liquid E: Liquid stock solution (1) 8% by volume Flavor 10% by volume
Liquid F: Liquid stock solution (2) 2% by volume Flavor 10% by volume
Liquid G: Electronic cigarette liquid (no stimulants: 10% by volume of flavor)
Liquid H: No menthol flavor Liquid I: Menthol flavor 10% by volume

[Test method]
A test setup was set up based on the Joytech™ eGoAIO, and the respective e-liquids were housed and tested.

[Evaluation test]
A smoking test using Liquid A to Liquid I was conducted by four subjects.
All subjects are habitual smokers, smokers with a smoking history of 5-20 years. All subjects were regular cigarette smokers. In addition, the age range is from 30's to 50's. In addition, there are 3 males and 1 female. Each subject is as follows.
Subject A: 38 years old, male, smoking history of 15 years Subject B: 40 years old, male, smoking history of 20 years Subject C: 32 years old, female, smoking history of 10 years Subject D: 40 years old, male, smoking history of 10 years

Evaluation was performed from the following viewpoints.
Evaluation 1: When inhaling the electronic cigarette liquids of Liquid A to Liquid I, how did you feel the stimulation to the throat like nicotine compared to cigarettes?
Evaluation 2: When sucking the four types of liquids B, E, F, and I, did you feel a taste or smell different from the original muscat flavor?
Evaluation 3: For those who answered “Yes” to the above question (Evaluation 2), what kind of taste and smell did they perceive?
Evaluation 4: Do you think that the taste and smell make it difficult to perceive (interfere with) the aroma of the original muscat flavor?

The results of the evaluation tests are summarized in the table below.
Table 2 summarizes the results of Evaluation 1. Table 3 summarizes the results of Evaluation 2. A summary of the results of evaluation 3 will be described later. Table 4 summarizes the results of evaluation 4.

In Evaluation 1, Liquid G was used as a standard product that does not (do not feel) stimulation equivalent to nicotine kick. Cigarettes are also used as a reference that provides a stimulus equivalent to a "cigarette-like" nicotine kick. Liquid G is the standard for evaluations 2 to 4 when there is a flavor. At this time, no flavor was based on a liquid such as liquid A that did not contain any flavor.

The results of evaluation 3 were summarized as follows.
Liquid B: No special notes Liquid E: Pepper scent, strong spiciness, spice scent Liquid F: No special notes Liquid I: Mint, coldness of menthol, mint

[Discussion]
All of the liquids A to F using piperine gave a response that compared with the liquid G, they felt irritation to the throat like cigarettes, that is, so-called sucking resistance. However, Liquid C has a low piperine concentration, and many responded that they did not feel any irritation. In addition, Liquid F uses an undiluted solution in which piperine crystallizes, and some respondents said that they did not feel any irritation. In addition, many of the respondents answered that liquids H and I using menthol could not distinguish nicotine-like stimuli due to the influence of other stimuli.

As described above, it was confirmed that a nicotine-like stimulus can be obtained by using piperine. In particular, liquids A, B, D, and E were confirmed to have a remarkable sucking response.

Next, as a result of evaluating liquids B, E, F, and I containing flavor, liquids B and F were evaluated as having no scent other than muscat flavor and not interfering with the flavor. On the other hand, Liquid E had a pepper scent, a strong pungent taste, a spice scent, and the like. Also, when menthol was used as in Liquid I, mint, the coldness of menthol, and the taste and smell of mint were felt. These were evaluated that the taste, smell, etc. interfered with the aroma of the flavor.

As described above, it was confirmed that if the liquid B had a composition similar to that of the liquid B, the taste and smell could also be excellent.

The evaluation results of each of subjects A to D are described below.

・Subject A
Table 5 shows the results of evaluation 1. Table 6 shows the results of evaluation 2, evaluation 3, and evaluation 4.

・Subject B
Table 7 shows the results of evaluation 1. Table 8 shows the results of evaluation 2, evaluation 3, and evaluation 4.

・Subject C
Table 9 shows the results of evaluation 1. Table 10 shows the results of evaluation 2, evaluation 3, and evaluation 4.

・Subject D
Table 11 shows the results of evaluation 1. Table 12 shows the results of evaluation 2, evaluation 3, and evaluation 4.

[Example 2]
Tobacco leaves and heat-not-burn electronic cigarettes using tea leaves were impregnated with the liquid of the present invention, and the sucking response was evaluated.

[Tea leaf stick used for testing]
・ AMOOUR (trademark) tea leaf stick (non-menthol/non-nicotine) manufactured by Maruman H&B Co., Ltd.
[Models used for testing]
・ iQOS (trademark) 3 DUO manufactured by Philip Morris

[Preparation of electronic cigarette liquid]
・ Preparation of liquid (II) (without flavor)
Liquid stock solution (1) and liquid solvent were mixed to prepare liquid (II) in the same manner as liquid A in Example 1. Liquid stock solution concentration in liquid (II) is 2.5% by volume, and the balance is solvent for liquid. Here, the piperine concentration in liquid undiluted solution (1) is 52.6 g/L. Therefore, the piperine concentration in liquid (II) is 1.58 g/L.

- Smoking test 0.1 mL of this liquid (II) was added per tea leaf stick using a dropper for cosmetics. A tea leaf stick containing liquid (II) was attached to iQOS™ 3 DUO, heated and smoked.

・Evaluation results Tea leaf sticks (non-menthol/non-nicotine) alone did not give any stimulus to the throat like nicotine.
On the other hand, the tea leaf stick containing liquid (II) gave a nicotine-like irritation to the throat.
Therefore, it was found that even non-nicotine tea leaf sticks can provide nicotine-like stimulation to the throat by adding pseudo-nicotine-containing e-cigarette liquid. Moreover, even when the liquid containing pseudo-nicotine was added to the tea leaf stick, the original flavor of the tea leaf stick was not spoiled like the liquid for electronic cigarettes.

[Example 3]
Instead of citric acid, acetic acid was used to prepare liquid undiluted solutions and liquids, and precipitation of piperine and flavor were evaluated.

[Preparation of electronic cigarette liquid]
・ Preparation of liquid (III) (without flavor)
Liquid Stock Solution A liquid stock solution was prepared according to the preparation of the liquid stock solution (1) in Example 1, using acetic acid instead of citric acid.
(Reagent) Acetic acid: Kosakai Pharmaceutical Co., Ltd. Glacial acetic acid (99.0% or more of acetic acid)
1) A piperine mixed composition was prepared by mixing piperine and ethanol.
2) Next, acetic acid was mixed with the piperine mixture composition to prepare a liquid stock solution. These mixtures were mixed while being heated to 40° C. and stirred with a stirrer. This liquid undiluted solution did not form crystals or the like even during storage, and was a clear liquid.
After dissolution, the liquid stock solution has a piperine concentration of 52.6 g/L and an acetic acid concentration of 0.62 mol/L (37.1 g/L).

-Preparation of Liquid This liquid undiluted solution and a liquid solvent were mixed to prepare liquid (III) in the same manner as liquid A in Example 1. The concentration of liquid stock solution in liquid (III) is 3% by volume, and the remainder is the solvent for the liquid. Therefore, the acetic acid concentration in liquid (III) is 0.0186 mol/L (1.11 g/L). This liquid (III) did not cause precipitation of piperine.

-Evaluation result Using this liquid (III), the same test as in Example 1 was conducted with one subject. As a result, I could feel the stimulation (nicotine kick) to the throat like cigarettes. In addition, although highly pure acetic acid was used, there was no flavor unevenness during smoking, and there was no vinegar-like flavor.

[Reference example]
Instead of piperine, other TRPA1-activating components were tested for nicotine kick-like stimulation. Instead of the liquid stock solution of liquid (II) in Example 2, the following components were mixed to prepare a liquid stock solution, which was tested as a liquid for electronic cigarettes in the same manner as in Example 2.

・Allyl isothiocyanate (a component of wasabi)
Since the allyl isothiocyanate powder dissolves well in ethanol, 10 types of test solutions were prepared by adding 1 to 10% of the solution to the liquid.
In all experiments, no nicotine-like irritation was felt in the throat or chest, and the strong pungent taste stimulated the nose. Moreover, when it was added to the liquid, the flavor of the liquid was remarkably inhibited due to the strong scent of wasabi.

・Cinnamaldehyde (component of cinnamon)
Since cinnamaldehyde powder dissolves well in ethanol, 10 kinds of test liquids were prepared by adding 1 to 10% of the dissolved liquid to each liquid.
In all experiments, no nicotine-like irritation was felt in the throat or chest, and the strong cinnamon odor remarkably inhibited the flavor of the e-liquid.

・Gingerol, shogaol, gingerone (ingredients of ginger)
Gingerol, shogaol, and gingerone, which are the pungent components of ginger, were prepared from ginger extract, and 10 types of test solutions were prepared by adding 1 to 10% of each to the liquid.
It has a strong ginger odor and inhibits the flavor of the liquid, and no nicotine-like irritation to the throat or chest was felt in any of the experiments.

・Allicin (a component of garlic)
Allicin was substituted with garlic powder. The powder does not dissolve easily in either ethanol or water, and 10 types of test liquids were prepared by adding 1 to 10% of the powder to the liquid.
In all experiments, no nicotine-like irritation was felt in the throat or chest, and the strong garlic odor remarkably inhibited the flavor of the liquid.

・Capsaicin (a component of red pepper)
A capsaicin extract was used as the capsaicin, and 10 kinds of test liquids were prepared by adding 1 to 10% to each liquid.
In all experiments, I felt pain in my throat due to the strong pungent taste, but it was completely different from the stimulus of nicotine kick. Moreover, the capsaicin extract markedly inhibited the flavor of the liquid even when added at 1%.

From these results, it is not simply expected that activating components to channels such as TRPV1 and TRPA1 can easily exert a nicotine kick in e-cigarettes, but piperine is particularly suitable for e-cigarettes. I know there is. The usefulness of piperine was also found by using extracted and purified piperine at a concentration that is difficult to reach from the content in pepper (approximately 3 to 5%).

The liquid of the present invention and the production method of the present invention can be used for electronic cigarettes and are industrially useful.

Claims (7)

A liquid for electronic cigarettes having a piperine concentration of 0.3 g/L to 5.0 g/L. 10. The e-liquid of claim 1, comprising ethanol and acid. 3. Electronic cigarette liquid according to claim 1 or 2, comprising glycerin, propylene glycol and flavor. An electronic cigarette cartridge containing the electronic cigarette liquid according to any one of claims 1 to 3. An electronic cigarette comprising the electronic cigarette cartridge according to claim 4. a first mixing step of mixing piperine, ethanol, and acid to prepare a liquid stock solution;
and a second mixing step of mixing the undiluted liquid with a liquid solvent to prepare an electronic cigarette liquid. The liquid stock solution has a piperine concentration of 10 g / L to 200 g / L,
7. The method for producing a liquid for electronic cigarettes according to claim 6, wherein the liquid for electronic cigarettes has a piperine concentration of 0.3 g/L to 5.0 g/L.