JP4914595B2 - Fragrance composition - Google Patents

Description

  The present invention relates to a fragrance composition for modulating 2,4-decadienal odor or cooking oil odor, 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 become more sensitive to odors, and consumer demand for odors in the room has changed. Conventionally, odors that are worrisome in the room have been drainage outlets, garbage, and sweat odors from undressing. However, the level of each odor has been lowered due to the increased awareness of cleanliness and the increase in the frequency of washing. On the other hand, the odor of the oil attached to the wall after cooking is weak odor and has not been much of concern in the past. However, even if ventilation is performed, odor will be generated little by little from the oil attached for a few days. Therefore, it has been close-up as an odor to be worried about indoors. In addition, there is a growing demand for deodorization of cooking oil odors due to psychological factors that make it difficult for others to know the menu of the home. Therefore, if the weak cooking oil odor is completely deodorized or cannot be completely deodorized against the effects of the deodorant used to deodorize the cooking oil odor present in the home, 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.

  As the masking technology using the above-mentioned fragrances, there are mainly (1) a method of using fragrances in excess of bad odors, and (2) a method of using strong fragrances having characteristics different from bad odors. Masking technology is not known. However, thyme and rosemary herbs are used empirically as a spice in foods containing oil for the purpose of antioxidant, antiseptic, and flavoring (Non-patent Document 2). However, when thymol and cineole, which are the main aroma components of thyme and rosemary, are applied to the above-mentioned low odor levels, the fragrance of the fragrance is too strong, even if the fragrance is very slight, There was a problem of feeling different and creating a sense of incongruity.

  Therefore, in order to meet the consumer demand for the deodorization of the cooking oil odor as described above, it has been desired to develop a technique other than masking, particularly a deodorization technique using a modulation action.

Co-authored by Michiaki Kawasaki and Tetsuro Horiuchi, "Smell and odorous substances", Odor Control Research Association, p.80-81, p.85-86, 1998 “Encyclopedia of seasonings and spices” by Hirofuku Fukuba and Akio Kobayashi Asakura Shoten p.418-430

  The objective of this invention is providing the fragrance | flavor composition for a modulation | alteration which modifies the impression of cooking oily odor to preferable odor, and a deodorant composition using the same.

  Here, the cooking oil odor refers to odor generated from cooking oil such as rapeseed oil, cottonseed oil, soybean oil, corn oil, etc. Since the odor peculiar to cooking oil is gradually generated at room temperature from the cooking oil particles adhering to the kitchen or the wall, the odor generated from the oil after cooking is also included.

  The cooking oil odor is composed of various odors, but the inventor of the present invention has the following: In particular, we thought that 2,4-decadienal is important in terms of low threshold (0.07ppb) and odor quality (unpleasant fried food-like odor). The present inventor has found that a specific perfume has a modulating effect on cooking oil odor, particularly 2,4-decadienal odor (hereinafter referred to as “decadienal odor”).

  The present invention contains one or more fragrances selected from hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, ethyl linalool, tripral, limonene, and ethyl 2-tert-butylcyclohexyl carbonate (Kao Corporation trade name: Flora mat). The present invention provides a fragrance composition for modulating decadienal odor or cooking oil odor.

  Moreover, this invention provides the modulation | alteration method of the cooking oil odor which applies the said fragrance composition for a modulation | alteration to a cooking oil 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 heating cooking oil odor which applies the said deodorizer composition to clothing surface, indoor space, or indoor surface.

  The fragrance composition and deodorant composition of the present invention exhibit a very excellent modulation effect on cooking oil odor, particularly decadienal odor, and exhibit a natural deodorizing effect without causing a strong scent.

  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, “a fragrance composition for modulation of decadienal odor or cooking oil odor” means that, when performing the following sensory evaluation, it cannot smell the fried food-like odor of decadienal odor, and the fragrance It refers to a fragrance composition evaluated as odor different from itself.

〔sensory evaluation〕
Prepare a 0.1 mol / L ethanol solution of 2,4-decadienal and a 1 mol / L ethanol solution of fragrance. On the tip of odor paper (6 x 150 mm), 0.2 μL of 2,4-decadienal solution and fragrance solution are added, and the molar ratio of fragrance / 2,4-decadienal is 0, 5, 15, 30, 50, 100, 150 ( The fragrance solution is added in a series of 3 mm apart so that the fragrance solution does not come into contact with each other so that the amount of the fragrance solution is 0, 0.1, 0.3, 0.6, 1, 2, 3 μL).

  Smell two liquids (2,4-decadienal 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 the amount of the fragrance is not present or when the amount is small, only the decadienal odor can be felt or sniffed, but when a certain amount of the fragrance is added, an odor different from the bad odor of decadienal is obtained. 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 checked for odors that differ from the decadienal odor. In the case of an odor different from the decadienal odor and different from the fragrance itself, the fragrance is said to have a modulating effect on the decadienal odor or the cooking oil odor. Usually, three or more specialist panelists will perform the evaluation.

[Perfume with modulation effect on cooking oil odor]
In the fragrance composition of the present invention, one or more selected from the above-mentioned eight kinds of fragrances are used as a fragrance having a modulation effect on decadienal odor or cooking oil odor. Hexanol, cis-3-hexenol, linalool, tetrahydrolinalool, ethyllinalool, limonene 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 cooking oil odor]
In addition to the eight compounds having a modulating effect on the decadienal odor or cooking oil odor, any of other synthetic fragrances, natural fragrances, and blended fragrances can be used for the fragrance composition of the present invention. However, in order to maximize the effect of the modulation action of the present invention, a fragrance having a weak odor, such as benzyl alcohol or methyl dihydrojasmonate, is desirable.

[Perfume composition for modulation of cooking oil odor]
The fragrance | flavor chosen from said 8 types is contained in the density | concentration fragrance composition of this invention in the density | concentration which exhibits a modulation effect with respect to a decadienal odor or a heating cooking oil odor. From this viewpoint, the content of these fragrances is preferably 0.1 to 100% by mass, particularly 30 to 80% by mass in the total amount in the modulation fragrance composition of the present invention.

  The fragrance composition for modulation of the present invention is a propellant such as a diluent such as water or a solvent, a cationic, anionic, nonionic or amphoteric surfactant, LPG (liquefied petroleum gas), pentane, dimethyl ether or diethyl ether. Etc. can also be used. 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. Addition of nonionic surfactant, anionic surfactant, cationic surfactant, amphoteric surfactant, alkaline agent, etc., and detergent for kitchen, range around, floor surface, wall surface with modulation effect on cooking oil odor It can also be.

  Further, the modulation fragrance composition of the present invention may be impregnated with inorganic powder such as silica, silica gel, ceramic and the like, organic powder such as paper, polypropylene, polyethylene, ethylene-vinyl acetate copolymer, activated carbon and wood powder. It can also be used after being molded into powder or granular form.

[Deodorant composition]
The deodorant composition of the present invention contains the decadienal odor or cooking oil odor modulated fragrance composition described above and a deodorant base. By containing the deodorant base, the modulation effect can be exhibited with less fragrance composition, and the deodorization effect after using the deodorant which is the object of the invention can be further enhanced. The content of the modulation fragrance composition in the deodorant composition of the present invention is the total amount of the fragrance selected from the above eight types from the viewpoint of exerting a sufficient modulation effect on the cooking oil odor. 0.0001 to 5 mass%, particularly 0.001 to 0.1 mass% is preferable.

  As the deodorizing base to be contained in the deodorant composition of the present invention, a general chemical deodorizing base or a physical deodorizing base (for example, the deodorizing base described on page 85 of Non-Patent Document 1) is used. Although it will not specifically limit if it exists, from the point of the effect with respect to cooking oil odor, (a) It has one or more cationic groups and one C8-C22 alkyl group or alkenyl group in a molecule | numerator. Compound (hereinafter referred to as component (a)), (b) camellia plant extract (hereinafter referred to as component (b)), (c) cyclodextrin (hereinafter referred to as component (c)), and (d) mono One or more selected from-or polyalkylene 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 sustainability of the deodorizing effect.

<(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.

  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 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 can be effectively used for deodorization of places where odor generated from cooking oil is a problem, such as clothing surfaces, indoor spaces, and indoor surfaces. 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, thymol was also evaluated as a comparative fragrance. Thymol is a fragrance with an artificial herb-like odor and is the main aroma component of thyme used as an additive in oil-containing foods.
The results are shown in Table 1.

<Standard>
×: Only cooked oily odor (fried food-like odor) is felt. △: The same odor as the fragrance is given (masking effect).
○: Smell different from the scent of the fragrance (modulation effect)

Examples 1-9, Comparative Example 1
[Modulation effect of perfume composition on decadienal odor adhering to fabric]

<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 decadienal odor test cloth and evaluation of deodorization by modulation>
Spray 0.004 mass% ethanol solution containing 2,4-decadienal uniformly over the entire surface of a 30 x 30 cm cotton cloth 18 times (1.1 g) using a commercially available manual spray container (Marem spray vial no. 6) Then, it was 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 deodorizing liquids of Examples 1 to 9 and Comparative Example 1, and sprayed on the test cloth the following number of times (0.08 g / time). After that, the deodorization performance by modulation of decadienal odor was evaluated according to the following criteria by the consultation of three expert panelists. The results are shown in Table 2.

<Standard>
×: Only the decadienal odor (fried food-like odor) is felt. △: The odor is the same 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 4 (mass%)
Linalool 25
Triplar 1
Limonene 10
Ethyl 2-tert-butylcyclohexyl carbonate 40
Benzyl alcohol 20
100

Examples 10 to 15 and Comparative Example 2
[Modulation effect by a fragrance composition or deodorant composition on cooking oil odor adhering to 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 cooking oil odor test cloth and evaluation of deodorization by modulation>
An ethanol solution containing 0.5% by weight of denatured rapeseed oil (190 ° C x 12 hours) as a cooking oil odor substance is uniformly applied to the entire surface of a 30 x 30 cm cotton cloth. A commercially available manual spray container (Marem spray vial no.6 ) Was sprayed 18 times (1.1 g) and then 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). Subsequently, the deodorization performance by modulation of the oxidative cooking oil odor was evaluated according to the following criteria by the consultation of three professional panelists. The results are shown in Table 3.

<Standard>
X: Only cooking oil odor (fried food-like odor) is felt. △: The odor is the same 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 10 to 15, the odor of the test cloth was changed to a scent different from that of the deodorant solution, and the scent of the natural impression was reduced with reduced cooking oil odor. In addition, 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 2, the same scent as the deodorant liquid was emitted from the cloth, and the scent was uncomfortable.
Further, for Examples 13 to 15, deodorant liquids were prepared in which the amount of the fragrance composition was reduced from 0.005% by mass to 0.004% by mass, and experiments were conducted with the same application amount as in Table 4. As a result, as in Table 4, it was confirmed that an excellent modulation effect was obtained for the cooking oil odor.

Examples 16-20, Comparative Example 3
[Modification effect of perfume composition or deodorant composition on decadienal 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.

<Decadienal odor space>
20 μL of 1,4-decadienal 1 mass% ethanol solution was placed on a circular filter paper and allowed to stand for 5 minutes to prepare a space (1.2 × 1.2 × 2.4 m in height) filled with odor of cooking oil.

<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>
×: Only the decadienal odor (fried food-like odor) is felt. △: The odor is the same as the odor of the deodorant (masking effect).
○: Smell different from deodorant (modulation effect)

<Result>
As a result, in each of Examples 16 to 20, the decadienal odor in the space was modulated into a scent different from that of the deodorant solution, and a natural impression scent with reduced decadienal odor was obtained. On the other hand, in Comparative Example 3, the room was filled with the same scent as the deodorant solution, and the scent was uncomfortable.
Further, for Example 20, a deodorant liquid in which the amount of the fragrance composition was reduced from 0.005% by mass to 0.004% by mass was prepared, and the experiment was performed with the same application amount as in Table 5. As a result, as in Table 5, it was confirmed that an excellent modulation effect was obtained with respect to decadienal odor.

Claims (5)

Hexanol, cis-3-hexenol, linalool, tetra hydro linalool, ethyl linalool, Toripuraru, modulating perfume composition of limonene and ethyl 2-tert-butyl-pressurized heat cooking oil odor you contain one or more flavoring agents selected from cyclohexyl carbonate object.   A method for modulating a cooking oil odor by applying the fragrance composition for modulation according to claim 1 to a cooking oil odor. A cooking oil odor deodorant composition comprising the modulation fragrance composition according to claim 1 and a deodorant base.   The deodorant base is (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, (b) an extract of camelliaceae, (c 4. The cooking oil odor deodorant composition according to claim 3, wherein the composition is one or more selected from: d) cyclodextrin and (d) mono- or polyalkylene glycol.   The deodorizing method of the heating cooking oil odor which applies the deodorizer composition of Claim 3 or 4 to clothing surface, indoor space, or indoor surface.