JP2938067B1 - Method for fixing fragrance and cigarette for improving tobacco sidestream smoke odor - Google Patents

Abstract

Kind Code: A1 The present invention relates to a perfume for stabilizing a perfume on a cigarette wrapper during storage, and for improving a tobacco sidestream smoke odor so as to release a scent for improving a sidestream smoke odor during smoking. Provide an immobilization method. An emulsion of an ethylene-vinyl acetate copolymer having an ethylene content of 30% by weight or less and containing a fragrance for improving the sidestream smoke odor of tobacco is applied to a cigarette wrapping paper, and then dried and dried. Is fixed on the wrapping paper by the ethylene-vinyl acetate.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for immobilizing a fragrance and a cigarette for improving a sidestream smoke odor of tobacco, and more particularly to a cigarette wrapping paper effectively without modifying the fragrance to be fixed. The present invention relates to a method for immobilizing a cigarette and a cigarette.

[0002]

2. Description of the Related Art Tobacco products such as cigarettes are added with a large number of fragrances in order to secure various smoke tastes and aromas. Generally, in tobacco products, a variety of volatile flavors are formulated and added to create an image of each tobacco product. Recently, it has been proposed to add a fragrance to cigarette wrapping paper to mask the unpleasant tobacco odor in order to improve the odor of sidestream smoke released to the surroundings during smoking.

[0003] The fragrance added to cigarette wrapping paper in order to improve the odor of the sidestream smoke is such that undesirable odors are not introduced into the manufacturing place as much as possible; Characteristics such as the ability to selectively release a fragrance into the smoke to improve sidestream smoke are required. In order to realize such an odor improvement technique, the fragrance should be made less volatile, and it should be stable and non-volatile under the conditions of production and storage. A fragrance releasing agent to be released is required.

As such a method, for example, Japanese Patent Application Laid-Open
No. 501075 (U.S. Pat. No. 4,804,002)
Discloses a technique for converting a fragrance into a glycoside, and is disclosed in JP-A-5-146285 (US Pat. No. 5,144,96).
No. 4) and Japanese Patent Publication No. 7-504080 (U.S. Pat. No. 5,479,949) disclose a technique for encapsulating a fragrance with cyclodextrin.

[0005] By the way, masking fragrances for improving the sidestream smoke odor are, like the above-mentioned general fragrances, various types of tobacco products in order to ensure the unique smell of smoke. There is a strong desire to formulate and use volatile masking fragrances. However, the masking fragrance which can be solved by the above-mentioned technology is limited by the synthesis method in the glycoside conversion technology and by the physical condition of the inclusion space in the inclusion technology with cyclodextrin. Furthermore, these techniques cannot address compounded fragrances.

[0006] On the other hand, the taste and aroma of cigarettes are produced by smoking, and the mechanism of the taste and aroma is made up of a rather complicated process.
For example, generation of a smoke component by a chemical reaction such as a combustion reaction or an oxidation reaction, evaporation or a distillation process, and delivery of a smoke component by a transfer process such as dilution, diffusion, or filtration are intertwined. Therefore, the fragrance holder (immobilization medium)
As, when using a novel compound or additive that has not existed before,
These complex processes create unexpected by-products,
Negative effects on cigarette taste and aroma may appear. As a result, considerable effort is required to eliminate negative effects in order to produce a satisfactory taste or aroma.

[0007] That is, as a fragrance holding / fixing technique which is versatile to tobacco manufacturing techniques, there is a technique which does not affect the generation and delivery of smoke components, that is, a fragrance fixing technique which does not use a novel compound or additive. Is the preferred technology.

[0008]

SUMMARY OF THE INVENTION Accordingly, first, the present invention is intended to stably retain perfume on a cigarette wrapper during storage and to release a scent that improves sidestream smoke odor during smoking. It is an object of the present invention to provide a method for immobilizing a fragrance for improving sidestream smoke odor of tobacco.

Secondly, the present invention provides a method for immobilizing an existing sidestream smoke odor improving fragrance on a cigarette wrapper effectively without specially modifying the fragrance. Make it an issue.

[0010]

Means for Solving the Problems The present inventors have conducted intensive studies in order to solve the above-mentioned problems, and as a result, an ethylene-vinyl acetate copolymer (hereinafter referred to as "EVA") emulsion has been converted to a specific ethylene. Perfume that improves tobacco sidestream smoke odor if it has a content (hereinafter, "masking fragrance")
That. ) Is extremely effective as a medium for immobilizing tobacco wrapping paper, and in that case, it has been found that it is not necessary to apply special modifications (reaction with other compounds, inclusion, etc.) to the fragrance.

That is, according to the present invention, the ethylene content is 30 which contains a fragrance which improves the tobacco sidestream smoke odor.
A tobacco side stream characterized in that an emulsion of ethylene-vinyl acetate copolymer is applied to a cigarette wrapper in an amount of not more than 10% by weight, and this is dried to fix the fragrance on the wrapper with the ethylene-vinyl acetate. A method of immobilizing a fragrance for improving smoke odor is provided.

According to the present invention, there is also provided a cigarette having a tobacco rod wound by a tobacco wrapper having a masking fragrance immobilized by the method of the present invention. In this case, the EVA emulsion is most preferably applied in the form of a seam paste at the seam portion of the cigarette paper.

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, an EVA emulsion used as a fixing medium for a masking fragrance is
It has an ethylene content of 30% by weight or less. If the ethylene content exceeds 30% by weight, a sufficient fixing effect cannot be exhibited. The EVA emulsion used in the present invention can be used as a so-called seam paste used in a high-speed cigarette winder.

In the present invention, the masking fragrance immobilized by the EVA emulsion is not particularly limited as long as it is a fragrance usually used as a masking fragrance.
This can be used without modification.
Examples of such masking flavors include terpenes, esters, linalool, alcohols such as nerol and geraniol, phenols such as anethole, aldehydes such as vanillin and ethyl vanillin, lactones,
Plant and fruit extracts and the like. These can be used alone or, if desired, in the form of a mixture (mixed flavor).

In the present invention, the cigarette wrapping paper serving as a base material for immobilizing the masking fragrance is a cigarette (cigarette).
And any commonly used one can be used.

According to the present invention, in order to immobilize the masking fragrance on the wrapper, one must first add the EVA emulsion.
Seed or more masking flavors are added. If the masking fragrance is liquid at ambient temperature,
It can be added as a solution in ethanol or polyhydric alcohol. When the masking fragrance is solid at ambient temperature like ethyl vanillin, it can be added by dissolving it in a solvent such as ethanol and a polyhydric alcohol or a mixed solvent of water / alcohol. The amount of the masking fragrance added is 0.00
Preferably it is 1 to 10% by weight. After adding the masking fragrance, the EVA emulsion is thoroughly mixed and homogenized.

The EV thus added with the masking fragrance
A emulsion is applied to cigarette wrapping paper. The EVA emulsion can be applied to the wrapping paper in one or more lines in the vertical or horizontal direction of the wrapping paper, not on the entire surface. However, since the EVA emulsion of the present invention can be used as a seam paste as described above, an EVA emulsion containing a masking fragrance is put in a paste tank of a cigarette winder, and the paste is directly used as a seam paste. Most preferably, it is used. In this way, it is possible to fix the masking fragrance on the wrapping paper and to wind up the cigarette by using the equipment as it is without modifying the existing equipment or adding an additional device, The rise in cost can be suppressed.

After applying the EVA emulsion to the wrapping paper,
dry. Drying can be usually performed at a temperature of normal temperature to 300 ° C. for 0.001 second to several minutes. When an EVA emulsion is used as the seam paste, ordinary drying conditions for the seam paste can be used.

The masking fragrance thus immobilized on the wrapping paper by the EVA emulsion does not generate an odor under the conditions of the small amount of addition and under the normal production and storage conditions of tobacco products, and does not produce tobacco by smoking. Effectively dissipates odors to improve the odor of smoke. In this respect, it is clearly distinguished from a fragrance sustained-release agent in which a fragrance is mixed with EVA in the form of particles or pellets. Further, in the present invention, no interaction occurs between the EVA used and the fragrance.

According to the method of the present invention, a tobacco rod can be rolled up using a wrapping paper on which a masking fragrance is immobilized, and a cigarette having this tobacco rod can suppress unpleasant sidestream odor during smoking.

The EVA emulsion to which the masking fragrance is added may be applied in the paper making process.

[0022]

The present invention will be described below with reference to examples. In each of the following examples, an EVA emulsion having an ethylene content of 15 to 20% by weight was used.

Example 1 At room temperature, linalool was added to an EVA emulsion at a rate of 1 mg / mL and stirred, and the linalool aroma was reduced. This suggests that linalool has been incorporated into the EVA emulsion.

With respect to the odor of the fragrance fixing agent, the linalool clathrate and the linalool glycoside of the branched cyclodextrin, which are the conventional techniques, cannot completely remove the linalool liberated as an impurity and cannot suppress the linalool odor. Was.

That is, according to the present invention, it has been found that fragrance can be prevented from entering other manufacturing sites.

Example 2 0.5 mL of linalool-compounded EVA emulsion prepared in Example 1 was applied to 0.0136 m ² of wrapping paper and heated at 100 ° C.
For 2 hours. 1mg / mL as control
0.5 mL of linalool aqueous solution, 0.0136 m of wrapping paper
² was applied. The amount of linalool in wrapping paper is 3
After heating in vacuum at 00 ° C. for 1 hour, linalool vapor was trapped with liquid nitrogen and quantified by gas chromatography. As a result, the linalool amount in the wrapping paper was 0.36 mg when the EVA emulsion was used and 0.005 mg for the control. Thus, it was found that linalool was easily immobilized by using the EVA emulsion.

Further, the following accelerated test was carried out as a storage test in order to examine the change over time in the amount of linalool in the wrapping paper.

That is, the above-described wrapping paper is placed in an adsorption container having an inlet and an outlet, and the wrapping paper is heated at a temperature of 30 ° C. and a relative humidity of 60 ° C.
% Nitrogen gas was fed in until equilibrium with the wrapper (over 48 hours). The amount of linalool of the wrapping paper which reached the equilibrium state was similarly quantified. As a result, the amount of linalool in the wrapping paper after the accelerated test showed almost no change with time, and was 0.36 mg, which was the same as the initial carrying amount.

That is, according to the present invention, it was found that the movement of the fragrance can be suppressed during storage.

Example 3 The effect of improving the sidestream smoke odor of a cigarette using an EVA emulsion containing various fragrances as a paper roll adhesive was evaluated by a sensory test method. The evaluation method was EVA without added fragrance.
A side-by-side comparison method in which sidestream smoke generated from a cigarette using an emulsion as an adhesive (control sample) and a cigarette using an EVA emulsion containing a fragrance as an adhesive are side-by-side, and the degree of difference between the samples is evaluated. Performed according to Sheffe's method of filling out the scale table.

Incidentally, in order to eliminate the order effect caused by the sniffing order of the samples, repeated evaluation was performed for each combination with the sniffing order reversed. The effect was determined based on whether or not the scale difference between samples obtained for each evaluation item was statistically significant. Sidestream smoke as the odor samples generated using the sidestream smoke generator of two adjacent, the smoke density in the snuff mouth, trail purple smoke is assumed condition according to the nose, about 2 / m ³ approximately Conditions. The odor evaluation panel is composed of healthy men and women in their 20s and 30s who have excellent odor sensation selected by the olfactometer method.
There were 15 people. The specifications of the cigarette were the same except for the presence or absence of flavoring. As fragrances, linalool, ethyl vanillin, four kinds of compounded fragrances (prune type, honey type,
Tea system, fruity system). For linalool and ethyl vanillin, the concentration of flavor added to the EVA emulsion was 0.1% by weight, and for other flavors, the concentration of flavor added was 1% by weight. Furthermore, since ethyl vanillin is a solid substance at normal temperature, it was dissolved in ethanol and then added in a predetermined amount. Table 1 below shows the evaluation results.

The sidestream smoke was imparted with a unique scent possessed by the fragrance, and the tobacco odor represented by the burning odor and the odor of the tar was reduced. It can be seen that according to the present invention, the sidestream smoke odor was improved by the masking effect of the fragrance regardless of the state of the fragrance (individually, the presence or absence of the prepared fragrance and the solvent). In addition, when the method of the present invention was applied to cigarettes, even when coated on the surface of the wrapping paper, not as a paste, the fragrance was similarly imparted and the tobacco odor was reduced. That is, the sidestream smoke odor was clearly improved by applying the EVA emulsion to which the masking fragrance was added to the outer peripheral portion of a cigarette such as wrapping paper.

[0033]

[Table 1]

Example 4 In the method for immobilizing a fragrance of the present invention using an EVA emulsion, analysis was conducted by infrared spectroscopy to confirm the presence or absence of interaction between EVA and the fragrance. EVA is 1020cm
C- constituting an acetoxyl group at ^-1 and 1230 cm ^-1
Antisymmetric stretching vibration of O single bond, CH bending vibration of methyl group at 1370 cm ^-1 , C-CH vibration of methylene group at 1470 cm ^-1
A spectrum having H bending vibration and C = O stretching vibration of a carbonyl group at 1730 cm ^-1 is shown.

An EVA emulsion mixed with ethyl vanillin was thinly applied on a glass plate and dried sufficiently. Then, a sample on which the perfume was immobilized on the glass plate was sampled, and the infrared spectrum was measured. Ethyl vanillin is EV
The solution was dissolved in ethanol so as to be 5% by weight with respect to 1 g of the emulsion A and thoroughly mixed.

786 cm ^{-1 for} ethyl vanillin alone
Out ^- of-plane bending vibration of CH at 840 cm ^-1 and 1040 cm
^-1 , the symmetric stretching vibration of C—O—C of the ethyl ether group,
Antisymmetric stretching vibration of ethyl ether group at 280 cm ^-1 , 1
Ring stretching vibration of C ... C of the benzene ring to 515 cm ^-1 and 1580cm ^-1, C = O stretching vibration of the aldehyde group in 1670 cm ^-1, C aldehyde groups 2695～2900Cm ^-1
-H stretching vibration is observed around 3350 cm ^-1 OH stretching vibration of a wide range of hydroxyl groups.

On the other hand, the infrared spectrum of the ethyl vanillin-immobilized sample using the EVA emulsion is almost the same as that of the EVA emulsion.
Shows a spectrum similar to that of 2900 cm
Absorption from weak aldehyde group in ^-1 part and 1500-1
Absorption near 600 cm ^{-1 due} to aromatics, further 169
A weak absorption derived from a carbonyl group different from EVA was observed at 0 cm ^-1 . All of these confirmed absorptions were due to ethyl vanillin, and no other new absorption was observed, indicating that there was no interaction between the added fragrance and EVA. That is, in EVA,
The added flavor is stably fixed as it is.

Example 5 In order to confirm the fragrance development due to heat of a sample in which a fragrance was immobilized by an EVA emulsion, the release behavior was examined using a pyrolysis gas chromatography mass spectrometer (Py-GC / MS).

That is, an EVA emulsion to which ethyl vanillin was added at a ratio of 5% by weight was thinly applied on a glass plate, and analyzed using a sample dried at 105 ° C. for 30 minutes. The perfume-immobilized sample on the sufficiently dried glass plate was scraped off with a microspatula, and about 300 micrograms of the sample were placed in a sample tube of a pyrolyzer, and the sample was collected at 20 minutes per minute.
It was heated from 100 ° C. to 600 ° C. under the temperature rising condition of ° C.
The product from the heating was passed through a deactivated column and analyzed by a mass spectrometer. As a result, the thermal decomposition product due to the rise in temperature had three peaks, and first, ethyl vanillin, then acetic acid, and further acetone.

As described above, according to the present invention, it was found that the fragrance was released by heating without decomposition.

[0041]

As described above, according to the present invention, firstly, during storage, the fragrance is stably retained on the cigarette wrapper, and the scent which improves the sidestream smoke odor during smoking is released. There is provided a method for immobilizing a fragrance to improve the tobacco sidestream smoke odor to obtain. Further, according to the present invention, the existing perfume for improving sidestream smoke odor can be effectively fixed to a cigarette wrapper without special modification.

──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Hiroshi Tanabe 6-2 Umedaoka, Aoba-ku, Yokohama-shi, Kanagawa Japan Inside Tobacco Central Research Institute, Tobacco Inc. (72) Inventor Hiroaki Nakano 2-2-2 Toranomon, Minato-ku, Tokyo No. 1 Japan Tobacco Inc. (56) References Special Table Hei 1-500639 (JP, A) (58) Field surveyed (Int. Cl. ⁶ , DB name) D21H 27/00 A24D 1/02

Claims (3)

(57) [Claims] 1. An emulsion of an ethylene-vinyl acetate copolymer having an ethylene content of 30% by weight or less and containing a fragrance for improving tobacco sidestream smoke odor is applied to a cigarette wrapping paper, which is dried and dried. A method for fixing a fragrance for improving sidestream smoke of tobacco, characterized by fixing the fragrance on the wrapping paper with the ethylene-vinyl acetate. 2. A cigarette having a tobacco rod wound by a cigarette wrapper having a perfume fixed thereon to improve the tobacco sidestream smoke odor according to the method of claim 1. 3. The tobacco wrapping paper according to claim 2, wherein said emulsion is applied in the form of a seam paste at a seam portion of the cigarette paper.
The cigarette described.