JP2012158768A - Fragrance composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a modulation method for changing the impression of the smell of isovaleric acid to favorable smell.SOLUTION: There is provided a modulation method of isovaleric acid in which 0.4-7 mg/mof perfume composition containing one or more kinds of fragrances selected from hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, geraniol and ethyl 2-tert-butylcyclohexyl carbonate is applied to the surface of clothes or the inner surface of rooms.

Description

  The present invention relates to a fragrance composition for modulating odor of fatty acids having 2 to 6 carbon atoms, particularly isovaleric acid, and a deodorant composition using the same.

  Deodorization methods are broadly divided into sensory methods, chemical methods, biological methods, and physical methods. For sensory deodorization, (1) a method using a masking action, (2) a neutralization action is used. And (3) a method using a modulation action. The masking action is an action that masks the bad odor with a scent stronger than the bad odor, the neutralization action is an action that reduces the odor intensity by using a small amount of the fragrance than the masking, and the modulation action is the use of the scent to reduce the bad odor. This is an action that changes the impression of quality (Non-patent Document 1).

  In recent years, consumers have a keen sense of odor, and consumer demand for odor that adheres to the room and clothing has changed from the conventional one. Fatty acids with 2 to 6 carbon atoms such as acetic acid, butyric acid, isobutyric acid, normal valeric acid, isovaleric acid, hexanoic acid derived from sweat and sebum generated from human bodies and pets as a bad odor often seen in living spaces and clothing Odor may be mentioned, but the level of fatty acid odor adhering to the room and clothes is decreasing as the frequency of washing increases and awareness of cleanliness increases. Therefore, as a new demand for the effects of deodorants used in the deodorization of fatty acid odors present in the home, if a weak fatty acid odor is completely deodorized or cannot be completely deodorized, use a deodorant. There is a need to improve the overall odor of the odor to be equal to or less than that of the odor before use.

  Conventionally, as a technique for masking a fatty acid odor by a fragrance, there are mainly (1) a method of using a fragrance in excess of bad odor, and (2) a method of using a strong fragrance having characteristics different from the bad odor, which are used directly on the human body. A masking agent for body odor is disclosed in Patent Document 1. However, when this masking technology is applied to the low odor level described above, the fragrance of the fragrance is too strong, or even if the fragrance is very slight, the characteristic fragrance and the bad odor can be felt separately, resulting in a sense of incongruity. There was a problem.

  Among fatty acids having 2 to 6 carbon atoms such as butyric acid, isovaleric acid and hexanoic acid derived from sweat, sebum, protein, etc. generated from the human body or pet, carbon number 4 to 5, particularly isovaleric acid (carbon number 5 ) Is considered the most important measure from the viewpoint of low threshold (0.078ppb).

  Therefore, in order to meet the consumer's demand for the above-mentioned fatty acid odor having 2 to 6 carbon atoms, especially the odor-eliminating agent of isovaleric acid, deodorization using techniques other than masking, particularly utilizing a modulating action. Technology development is desired.

Co-authored by Michiaki Kawasaki and Tetsuro Horiuchi, "Smell and odorous substances", Odor Control Research Association, p.80-81, p.85-86, 1998

JP 2003-113392 A

  An object of the present invention is to provide a fragrance composition for modulation that modifies the impression of a fatty acid odor having 2 to 6 carbon atoms (hereinafter referred to as “fatty acid odor”) to a preferable odor, and a deodorant composition using the same. It is in.

  The present inventors have found that a specific perfume has a modulating effect on a fatty acid odor.

  The present invention relates to a fatty acid odor containing one or more fragrances selected from hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, geraniol, and ethyl 2-tert-butylcyclohexyl carbonate (Kao Corporation trade name: Flora mat). A fragrance composition for modulation is provided.

  Moreover, this invention provides the modulation | alteration method of the fatty-acid odor which applies the said fragrance | flavor composition for a modulation | alteration to a fatty-acid odor.

  Moreover, this invention provides the deodorant composition containing the said fragrance | flavor composition for modulation | alteration and a deodorizing base.

  Furthermore, this invention provides the deodorizing method of the fatty-acid odor which applies the said deodorizer composition to clothing surface, indoor space, or indoor surface.

  The fragrance composition and the deodorant composition of the present invention exhibit a very excellent modulation effect on fatty acid odor, particularly fatty acid odor with high discomfort of 4 to 5 carbon atoms, especially isovaleric acid odor, and feel the fragrance strongly. It exhibits a natural deodorizing effect without any problems.

  In the present invention, the fragrance composition means that a fragrance is used, but the deodorant base is not combined and does not contain a diluent such as water or a solvent. Means a substance containing a fragrance and a deodorant base, and further containing water or a solvent.

  In the present invention, the “perfume composition for modulation of fatty acid odor” means that when the following sensory evaluation is performed, it cannot smell the sock-like odor of isovaleric acid, and the perfume itself. A fragrance composition evaluated as a different odor.

〔sensory evaluation〕
Prepare a 0.01 mol / L aqueous solution of isovaleric acid and a 1 mol / L ethanol solution of fragrance. At the tip of odor paper (6 × 150 mm), 0.2 μL of isovaleric acid solution and fragrance solution are added so that the fragrance / isovaleric acid molar ratio is 0, 0.1, 0.3, 0.6, 1, 2, 3. Add 3 mm apart so that isovaleric acid and flavor do not come into contact.

  Smell two liquids (isovaleric acid and fragrance) on each odor paper sample as one odor. The distance between the odor paper and the nose should be about 10 mm. When there is no amount of fragrance, or when the amount is small, only the valeric odor can be felt or sniffed, but when a certain amount of fragrance is added, the odor is different from that of isovaleric acid. . If the amount of the fragrance is further increased as it is, and the fragrance becomes excessively large, it will be in a masking state where only the odor of the fragrance is felt. All samples are lined up and the following checks are made for odors that differ from the isovaleric acid odor. In the case of an odor that is different from the isovaleric acid odor and different from the fragrance itself, the fragrance is said to have a modulating effect on the fatty acid odor. Usually, three or more specialist panelists will perform the evaluation.

[Perfume having modulation effect on fatty acid odor]
In the fragrance composition of the present invention, one or more selected from the above-mentioned six kinds of fragrances are used as a fragrance having a modulation effect on the fatty acid odor. Among these, hexanol and cis-3 are used from the viewpoint of the modulation effect. -Hexenol, linalool, tetrahydrolinalool and ethyl 2-tert-butylcyclohexyl carbonate are preferred. These fragrances may be used alone or in combination of two or more.

[Perfumes other than perfumes having modulation effect on fatty acid odor]
For the fragrance composition of the present invention, any of synthetic fragrances, natural fragrances, and blended fragrances can be used in addition to the six compounds having a modulating effect on the above-mentioned fatty acid odor. In order to maximize the effect of the action, fragrances with weak odors such as benzyl alcohol, methyl dihydrojasmonate, limonene, etc. are desirable.

[Fragrance composition for modulation of fatty acid odor]
The fragrance | flavor which has a modulation effect with respect to a fatty acid odor is contained in the fragrance | flavor composition for modulation | alteration of the fatty acid odor of this invention in the density | concentration which exhibits a modulation effect with respect to a fatty acid odor. That is, the content of one or more fragrances selected from hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, geraniol and ethyl 2-tert-butylcyclohexyl carbonate is the total amount in the fragrance composition for modulating fatty acid odor. 0.1 to 100% by mass, particularly 1 to 50% by mass is preferable.

  In the fragrance composition for modulating fatty acid odor of the present invention, diluents such as water and solvents, cationic, anionic, nonionic, amphoteric surfactants, LPG (liquefied petroleum gas), pentane, dimethyl ether, diethyl ether, etc. Can be added. Examples of the solvent include ethanol, butanol, isopropyl alcohol, triethyl citrate, diethyl phthalate, dioctyl phthalate, acetone, ethylene glycol, propylene glycol, and liquid paraffin. Water, ethyl alcohol, isopropyl alcohol, propylene glycol, dimethyl ether, diethyl ether, LPG and the like are preferable from the viewpoint that they volatilize quickly after spraying, and these may be used alone or in combination of two or more.

  Also impregnated with inorganic powders such as silica, silica gel and ceramic, organic powders such as paper, polypropylene, polyethylene, ethylene-vinyl acetate copolymer, activated carbon and wood powder, or molded into powder and granules. Can also be used.

[Deodorant composition]
The deodorant composition of the present invention contains a modulated fragrance composition having a fatty acid odor and a deodorant base. The fatty acid odor modulation fragrance composition is contained in the deodorant composition of the present invention at a concentration that exhibits a modulation effect on the fatty acid odor. That is, the total content of one or more of hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, ethyl 2-tert-butylcyclohexyl carbonate and geraniol is preferably 0.0001 to 5% by mass, particularly preferably 0.001 to 0.1% by mass.

  Further, the deodorant composition of the present invention includes the aforementioned diluents such as water and solvent, cationic, anionic, nonionic, amphoteric surfactants, LPG (liquefied petroleum gas), pentane, dimethyl ether, diethyl A propellant such as ether can be contained. Examples of the solvent include ethanol, butanol, isopropyl alcohol, triethyl citrate, diethyl phthalate, dioctyl phthalate, acetone, ethylene glycol, propylene glycol, and liquid paraffin. Water, ethyl alcohol, isopropyl alcohol, propylene glycol, dimethyl ether, diethyl ether, LPG and the like are preferable from the viewpoint that they volatilize quickly after spraying, and these may be used alone or in combination of two or more.

  The deodorant base contained in the deodorant composition of the present invention may be a general chemical deodorant base or a physical deodorant (for example, the deodorant base described on page 85 of Non-Patent Document 1). Although not particularly limited, from the viewpoint of the effect on fatty acid odor, (a) a compound having one or more cationic groups and one alkyl group or alkenyl group having 8 to 22 carbon atoms in the molecule (hereinafter referred to as “a”) , (A) component), (b) camellia plant extract (hereinafter referred to as component (b)), (c) cyclodextrin (hereinafter referred to as component (c)), and (d) mono- or poly One or more selected from alkylene glycol (hereinafter referred to as component (d)) is preferred.

<(A) component>
The component (a) that can be used in the deodorant composition of the present invention is selected from a quaternary ammonium salt represented by the general formula (I) and an amine oxide represented by the general formula (II) or (III). It is preferable that it is 1 or more types.

[Wherein, R ¹ represents an alkyl group or alkenyl group having 8 to 22 carbon atoms, R ² , R ³ and R ⁴ each independently represents an alkyl group or hydroxyalkyl group having 1 to 3 carbon atoms; ⁵ represents a methylene group or an alkylene group having 2 to 5 carbon atoms, Y represents —CONR ⁶ —, —NR ⁶ CO—, —COO— or —OCO— (wherein R ⁶ represents a hydrogen atom or 1 to 3 represents an alkyl group), and X ⁻ represents an anion. ]

In the general formulas (I) to (III), R ¹ is preferably an alkyl group or alkenyl group having 8 to 18 carbon atoms. R ² , R ³ and R ⁴ are preferably a methyl group and an ethyl group. R ⁵ is preferably a methylene group or an alkylene group having 2 to 3 carbon atoms. Y is preferably -CONH- or -COO-. X ⁻ is preferably a halide ion, a fatty acid ion having 1 to 14 carbon atoms, or an alkyl sulfate ion having 1 to 3 carbon atoms.

  (a) A component can be used individually or in combination of 2 or more types. The content of the component (a) in the deodorant composition of the present invention is preferably 0.1 to 2% by mass, and more preferably 0.2 to 1.5% by mass, from the viewpoint of deodorant sustainability.

<(B) component>
The component (b) that can be used in the deodorant composition of the present invention is an extract of a camellia plant, and examples of the camellia plant include tea, wild tea flowers, persimmon, sakaki, hisakaki, mokkok and the like. In the extraction, these raw leaves, dried products thereof, heat-treated products thereof and the like can be used. Among these, fresh tea leaves or dried products thereof, or those heat-treated by steam, roasting, etc. are preferred, and particularly fresh tea leaves or dried products thereof are preferred from the viewpoint of easy availability and safety.

  Examples of the solvent used for the extraction of camellia plants include alcohol organic solvents such as methanol, ethanol, propanol, 2-propanol and glycerin, ketone organic solvents such as acetone and methyl ethyl ketone, water, and mixed solvents thereof. Ethanol, isopropanol, or a mixed solvent of these with water is preferable because the extraction rate of the active ingredient is high and the deodorizing effect of the active ingredient is strong.

  The content of the component (b) in the deodorant composition of the present invention is preferably 0.01 to 2% by mass and more preferably 0.05 to 1% by mass from the viewpoint of deodorizing performance.

<(C) component>
The component (c) that can be used in the deodorant composition of the present invention is cyclodextrin, and specifically, α-, β-, γ-cyclodextrin, methyl-β-cyclodextrin, hydroxypropyl- β-cyclodextrin, glucosyl-β-cyclodextrin, maltosyl-β-cyclodextrin and the like can be mentioned. Of these, methyl-β-cyclodextrin, hydroxypropyl-β-cyclodextrin, glucosyl-β-cyclodextrin, and maltosyl-β-cyclodextrin are preferably used.

  The content of the component (c) in the deodorant composition of the present invention is preferably 0.1 to 1% by mass, more preferably 0.2 to 0.5% by mass, from the viewpoint of deodorant sustainability.

<(D) component>
The component (d) that can be used in the deodorant composition of the present invention is a mono- or polyalkylene glycol, and examples thereof include ethylene glycol, diethylene glycol, dipropylene glycol, polyethylene glycol, and polypropylene glycol. Of these, polyalkylene glycols having an average molecular weight of 100 to 500, particularly dipropylene glycol, are preferred.

  The content of the component (d) in the deodorant composition of the present invention is preferably 0.01 to 2% by mass and more preferably 0.05 to 1% by mass from the viewpoint of deodorizing performance.

  The deodorant composition of the present invention may further contain an antioxidant, a preservative, a pigment and the like.

  The deodorant composition of the present invention is produced into dosage forms such as an aqueous solution, an oil agent, an emulsion, a dispersion, an aerosol agent, a transpiration (volatilization) agent, a fumigant, and a powder. As the container, a trigger spray container, a pump spray container, a squeeze bottle container, an aerosol container, a mechanical sprayer, or the like can be used.

  The deodorant composition of the present invention is effectively used for deodorizing places where odors of fatty acids derived from sweat and sebum generated from human bodies and pets are problematic, such as clothing surfaces, indoor spaces, indoor surfaces, etc. be able to. Specifically, it is used for deodorizing hard surfaces (wood furniture, tiles, etc.), textile surfaces (clothing, bedding, carpets, sofas, curtains, etc.), leather surfaces (leather clothing, leather furniture, etc.), etc. .

The deodorant composition garment surface of the present invention, when applied to interior surfaces or the like, the amount is 0.05 - 20 mg / m ² as a perfume composition, even 0.1 to 10 mg / m ^2, in particular 0.4～7Mg / m ² is preferred.

Test example 1
Sensory evaluation was performed by the method described in the above section [Sensory Evaluation]. Three expert panelists were evaluated by consultation based on the following criteria.
In addition, citral was also evaluated as a comparative fragrance. Citral is a fragrance having a lemon-like odor and is widely used as a masking fragrance.
The results are shown in Table 1.

<Standard>
×: Feels only fatty acid odor (smelling socks) △: Smells the same as fragrance (masking effect)
○: Smell different from the scent of the fragrance (modulation effect)

Examples 1 to 7, Comparative Examples 1 and 2
[Modulation effect of the fragrance composition on the odor of fatty acids attached to the cloth]

<Preparation of a fragrance composition solution (deodorant)>
The fragrance composition shown in Table 2 was dissolved in a mixed solution of 15% by mass of ethanol and 85% by mass of water so as to be 0.005% by mass to prepare a deodorant solution.

<Preparation of fatty acid odor test cloth and evaluation of deodorization by modulation>
As a fatty acid odor substance, 0.001 mass% ethanol solution containing isovaleric acid is uniformly sprayed on the entire surface of a 30 x 30 cm cotton cloth 18 times using a commercially available manual spray container (Marem spray vial no.6) (1.1 g) and dried for 10 minutes to obtain a test cloth.
20 mL of a commercially available manual spray container (Marum spray vial no. 6) was filled with the deodorant liquids of Examples 1 to 7 and Comparative Examples 1 and 2, and sprayed on the test cloth the following number of times (0.08 g / time). It was. Thereafter, the deodorization performance by the modulation of fatty acid odor was evaluated in accordance with the following criteria by the consultation of three expert panelists. The results are shown in Table 2.

<Standard>
×: Feels only fatty acid odor (smelling socks) △: The same odor as the odor of the deodorant (masking effect)
○: Smell different from the odor of the deodorant (modulation effect)

(Note 1) Blended fragrance A
Cis-3-hexenol 5 (mass%)
Geraniol 10
Linalool 25
Ethyl 2-tert-butylcyclohexyl carbonate 60
100

Examples 8-13, Comparative Example 3
[Modification effect by a fragrance composition or deodorant composition on fatty acid odor adhering to the cloth]

<Preparation of fragrance composition solution or deodorant composition (deodorant liquid)>
A deodorant liquid was prepared with the formulation shown in Table 3.

<Preparation of fatty acid odor test cloth and evaluation of deodorization by modulation>
A commercially available manual spray container containing a 0.005 mass% fatty acid mixture (isovaleric acid / hexanoic acid molar ratio = 1/9) ethanol solution as a fatty acid odor substance uniformly on the entire surface of a 30 × 30 cm cotton cloth ( After spraying 18 times (1.1 g) using a Marum spray vial no. 6), it was dried for 10 minutes to obtain a test cloth.
20 mL of a commercially available manual spray container (Marem spray vial no. 6) was filled with the deodorizing liquid shown in Table 3, and sprayed on the test cloth the following number of times (0.08 g / time). Thereafter, the deodorization performance by the modulation of fatty acid odor was evaluated in accordance with the following criteria by the consultation of three expert panelists. The results are shown in Table 3.

<Standard>
×: Feels only fatty acid odor (smelling socks) △: The same odor as the odor of the deodorant (masking effect)
○: Smell different from the odor of the deodorant (modulation effect)

<Result>
The evaluation results are shown in Table 4. In Examples 8 to 13, the odor of the test cloth was changed to a scent different from that of the deodorant solution, and the scent of a natural impression with a reduced fatty acid odor was obtained. In particular, the application amount of the fragrance composition in the range of 0.4 to 6.4 mg / m ² was particularly effective.
On the other hand, in Comparative Example 3, the same scent as the deodorant liquid was emitted from the cloth, resulting in an unpleasant scent.

Examples 14-18, Comparative Example 4
[Modification effect by a fragrance composition or deodorant composition on fatty acid odor in space]

<Preparation of an aerosol type deodorant using a fragrance composition solution or a deodorant composition (deodorant liquid)>
A deodorizing liquid is prepared according to the formulation shown in Table 5 and components other than liquefied petroleum gas are mixed and stirred to make it uniform. After a predetermined amount is placed in an aerosol container and a valve is attached, liquefied petroleum gas is injected and aerosol is injected. A mold deodorant was obtained.

<Fatty acid odor space>
20 μL of 1% by weight ethanol solution of isovaleric acid was placed on a circular filter paper and left for 5 minutes to prepare a space full of fatty acid odor (1.2 × 1.2 × 2.4 m in height).

<Deodorization evaluation by modulation>
12 g of deodorant was sprayed uniformly in the above-mentioned space. Three expert panelists sniffed the odor of the space, and the following criteria were evaluated through discussion.

<Standard>
×: Feels only fatty acid odor (smelling socks) △: The same odor as the odor of the deodorant (masking effect)
○: Smell different from deodorant (modulation effect)

<Result>
As a result, in each of Examples 14 to 18, the fatty acid odor in the space was modulated into a scent different from that of the deodorant solution, and the scent of a natural impression was reduced in the fatty acid odor. On the other hand, in Comparative Example 4, the same scent as the deodorant liquid was filled in the room, and the scent was uncomfortable.

Claims (4)

A fragrance composition containing one or more fragrances selected from hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, geraniol and ethyl 2-tert-butylcyclohexyl carbonate is applied to the clothing surface or indoor surface at 0.4 to 7 mg / m 2. ² Applying method of modulating isovaleric acid odor.   The modulation method according to claim 1, wherein the isovaleric acid odor is derived from a human body and / or a pet.   The modulation method according to claim 1 or 2, wherein the fragrance composition contains cis-3-hexenol, geraniol, linalool and ethyl 2-tert-butylcyclohexyl carbonate.   The modulation according to any one of claims 1 to 3, wherein the mass ratio of cis-3-hexenol, geraniol, linalool and ethyl 2-tert-butylcyclohexyl carbonate contained in the fragrance composition is 1: 2: 5: 12. Method.