JP3024865B2 - Fragrance composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fragrance composition, and more particularly to a fragrance composition capable of masking sweat odor and body odor without deteriorating the fragrance even in the presence of sweat and body odor-related microorganisms. About.

[0002]

2. Description of the Related Art The causes of body odor or sweat odor have not yet been sufficiently elucidated, but sebaceous glands, apocrine glands,
It is thought that secretions from sweat glands such as eccrine glands are oxidized or causative substances are produced by the action of microorganisms.
There are many products that are intended to prevent or reduce body odor and the like, and many of them usually contain an antiperspirant, a bactericide, a masking agent for odorous components, and the like. Antiperspirants are those that suppress the amount of perspiration, and most of such antiperspirants are mainly composed of an astringent aluminum compound,
Usually, aluminum chloride is used. Further, the above-mentioned disinfectant suppresses the growth of microorganisms that cause body odor and the like, and hexachlorophene and various quaternary ammonium compounds are used as such a disinfectant. Further, as the masking agent for the odorous component, a substance having a pleasant scent such as eugenol is mainly used.

[0003] In addition, many terpenes or essential oils existing in nature have antimicrobial activity against microorganisms. For example, Japanese Patent Publication Nos. 60-42765 and 2-40043 disclose farnesol and / or its derivatives. The use of geometric isomers as bacteriostatic agents and cosmetics containing them are disclosed. As chemical substances other than the fragrance substance, a pyrithione compound and a fragrance component (Japanese Unexamined Patent Publication No.
No. 23309), 1-hydroxy-2-pyridone or a salt thereof and a fragrance component (JP-A-60-2331).
No. 0), glycyrrhetinic acid (JP-A-3-193).
727) is known.

[0004]

However, although the above antiperspirant has an effect of reducing sweat, which is a source of a sweat odor component, it is difficult to completely suppress perspiration from a physiological point of view. There is a drawback that it is impossible, and has no effect on strong body odor or the like, even in view of its action mechanism.

[0005] Furthermore, the above-mentioned bactericides have been pointed out to have a problem of safety, and have a drawback that they cannot be blended at a concentration at which the effect is sufficiently exhibited. In addition, the fungicides destroy all skin parasites, accompanied by a disruption of the natural state on the skin surface. Further, the masking agent may be mixed with body odor or the like and generate an unpleasant odor instead.

Accordingly, an object of the present invention is not to suppress perspiration or microorganisms themselves, but also to provide a perfume composition which is stable without change in perfume even in the presence thereof and has an effect of masking body odor and sweat odor. Is to provide.

[0007]

Means for Solving the Problems The inventors of the present invention screened an extremely large number of individual fragrances to achieve the above object, and as a result, certain selected fragrances have antibacterial properties against body odor-related microorganisms, It was also found that it was stable even in the presence of sweat and body odor-related microorganisms. The present invention has been made on the basis of the above findings, and provides a fragrance composition comprising these stable fragrances. The fragrance composition of the present invention can be prepared by appropriately mixing the compounds described in the claims in an arbitrary ratio according to the purpose, and can be widely used for various compounded fragrances. it can.

That is, the present invention relates to: A) the following groups which are stable to sweat and human skin microflora: A-1) at least one group selected from citronellol, geraniol, tetrohydrogeraniol and phenylethyldimethylcarbinol; seed alcohols a-2) citronellyl acetate, acetic acid trichloromethyl phenyl mosquito le vinyl, brassylic acid ethylene, salicylic acid cis-3-hexenyl salicylate, cyclohexyl salicylate, at least one ester selected from coumarin and γ- decalactone and A-3) At least one ketone or aldehyde selected from cis-jasmon, heliotropin, musk ketone and methylnonylacetaldehyde and their ketals and / or acetals A-4) 4- ( 4-hydroxy-4-methylpe Chill)
-3- cyclohexene carbaldehyde, methyl dihydrojasmate, at least one compound having at least one compound having a plurality of functional groups, and at least one fragrance mixture selected from the group consisting of:

B) The following groups other than the above-mentioned fragrance mixture of the above-mentioned Group A, whose aromas are matched in the presence of sweat and human skin microflora B-1) Dihydromyrcenol, dihydrolinalool,
Terpineol, nerol, eugenol, isobornylcyclohexanol, 2,6-dimethyl-2-heptanol, 5- (2,2,3-trimethylcyclopentene)
3-yl) -2-buten-1-ol, 2-ethyl-4
-(2,2,3-trimethyl-3-cyclopentene)-
At least one alcohol selected from 2-butenol; B-2) geranyl acetate, isobornyl acetate, ceryl acetate, benzyl acetate, styaryl acetate, dimethylbenzylcarbinyl acetate, benzyl propionate, isoamyl salicylate, γ-nonalactone; At least one ester and / or lactone selected from acetylated cedrene and phenylethyl acetate B-3) yonone, γ-methylyonone, citral, vanillin, α-n-amylcinnamic aldehyde, α-methyl-3 , 4-methylenedioxyhydrocinnamic aldehyde, galact solid, pt-butyl-α-methylhydrocinnamic aldehyde, 2-acetyl-2,
At least one ketone or aldehyde selected from 3,8,8-tetramethyloctaline (iso-E super) and their ketanols, acetanols and / or ethers B-4) 4- (p -Hydroxyphenyl) -2-butanone, indole, isobutylquinoline, skatole, methyl hydroxydimethylresorcinate, rose oil, jasmine oil, ylang ylang oil, galvanam oil, clove bud oil, estragon oil, almois oil, gardamon oil, vetiver oil , Sandalwood oil, clary sage oil, spearmint oil, geranium oil, petiglen oil,
At least one essential oil selected from oak moss and vanilla and / or one or more fragrance mixtures selected from compounds having a plurality of functional groups;

C) The following groups, which are unstable in the presence of sweat and human skin microflora and whose fragrance is deteriorated: C-1) d-limonene, β-pinene, p-cymene, bergamot oil, lime oil, lemon At least one hydrocarbon selected from oil, orange oil, grapefruit oil, mandarin oil, vergil oil, pine needle oil, angelica root oil, angelica seed oil, schniperberry oil, rosemary oil, and castorium absolute And / or essential oils C-2) at least one alcohol selected from menthol, linalool and phenylethyl alcohol C-3) at least one selected from linalyl acetate, cis-3-hexenyl acetate and methyl anthranilate C-4) Hydroxycitronellal diethyl acetate Fragrances of Group A and Group B comprising at least one aldehyde selected from aldehyde, decanal and undecylenic aldehyde, a ketone and a mixture of at least one fragrance selected from these ketals and acetals The total of the mixture is 75% by weight or more, and the total of the group C is 25% by weight.
A perfume composition characterized by the following is provided.

The fragrance composition of the present invention is characterized in that the fragrance does not change in the presence of sweat and the human skin flora. As described above, the fragrance composition of the present invention has a total of at least 75% by weight of a mixture of one or more fragrances selected from each group of A) and B).
Preferably 75 to 95% by weight, the sum of the perfume mixtures of group C) being not more than 25% by weight, preferably 25 to 5% by weight
It is necessary to be. Here, when the total of the fragrance mixture of the groups A) and B) is 75% by weight or less, the composition becomes unstable, and when the total of the group C) is 25% by weight or more, the fragrance also changes.

1) The stability to sweat was determined by treating sweat collected from adult males and females in Japan with a membrane filter (manufactured by Millipore) 0.22 μm, adding dibenzyl as an internal standard sample, and mixing a perfume mixed solution and polystyrene. A surfactant (1: 1) solubilized solution of oxyethylene nonyl phenyl ether RM-1060 was further added to Staphylococcus aureus, Staphylococcus epidermidis, Corynebacterium minitisimimum, and a microorganism of the genus Arthrobacter. , And cultured with shaking at 37 ° C. for 24 to 48 hours, and the culture was filtered with a membrane filter (Millipore) 0.22.
After treating with μm, the mixture is extracted with diethyl ether, dehydrated, concentrated and subjected to gas chromatography analysis, and the stability is measured from the change in the composition% to select the stable fragrance A group.

2) The change of the incense tone and the evaluation of the matching degree are as follows.
Perfume solubilizing solution + sweat and perfume solubilizing solution + sweat + mixed bacterial solution 37
The cells cultured with shaking at 24 ° C. for 24 hours were evaluated by the following evaluation criteria by four expert panelists, using a perfume-solubilizing solution added to sweat or a mixed bacterial solution with sweat immediately before the control.
As for the acid odor and the sweat odor, only items that should be particularly noted are described.

Incense tone 0: no change, 1: slight change,
2: Changed, 3: Changed considerably, 4: Changed significantly Matching degree ×: Not at all, Δ: Slightly, Δ: Yes, ◎: Very much Acid odor / sweat odor +: Stronger than control, − : Lower than control

These are collectively evaluated comprehensively to select a matching perfume B group. By comprehensively evaluating the above 1) and 2), a group C which is unstable and changes in flavor was selected.

[0016]

EXAMPLES The present invention will be described in detail below with reference to examples and test examples, but the present invention is not limited by these examples. Test Example 1 Preparation of Test Bacterial Solution The operation was performed as shown in FIG.

Preparation of solubilized liquid for test perfume for gas chromatography analysis A combination of commercially available perfume, each having a large difference in elution time suitable for gas chromatography analysis, (1 g) was placed in a test tube in equal amounts, and dibenzyl was used as an internal standard. (1
g) and the surfactant polyethylene nonyl phenyl ether RM-1 in an amount corresponding to the total amount of the fragrance and the internal standard.
060 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) to give a test flavor solubilized solution.

Stability test Sweat was collected from Japanese adult women and men (199 each).
(February 1st, collected in May 1991)
Filter to 10 ml with a membrane filter. Next, a test was performed by the operation as shown in FIG.

The results are shown in Table 1.

[0020]

[Table 1]

Stability study test in alkaline condition (Operation method) 10 ml of Japanese adult female sweat (pH: 7.76) treated with a membrane filter (manufactured by Millipore, 0.22 μm) and pH of 7.76
The above four points of the perfume solubilization solution (perfume: activator / 1: 1) containing an internal standard in 10 ml of a 0.1 M phosphate buffer solution adjusted to 20
0 μl each, and further, one of the test tubes using 0.1 M phosphate buffer used a conventional silicon stopper, the other was sealed with a silicon stopper, and further sealed with a lab film, and then at 37 ° C. for 24 hours. Or shake for 48 hours (160sp
m), the above treatments were carried out, and the results of gas chromatography analysis are shown in Table 2. As is clear from the table, the effect of sweat seems to be largely affected by pH.

[0022]

[Table 2]

Test Example 2 5 μl of a perfume solubilized solution (a mixed solution of the same amount of surfactant as polyoxyethylene nonylphenyl ether RM-1060) +5 ml of sweat or 5 ml of sweat + 50 μl of mixed bacterial solution
Shaking culture was carried out at 7 ° C for 24 hours at 140 spm. on the other hand,
For the control, the fragrance solubilizing solution was added to the sweat or the mixture of the sweat and the mixed bacterial solution immediately before the evaluation. The evaluation was performed by four expert panelists according to the evaluation criteria described above. The change in incense tone and the degree of matching were evaluated using Sample 1 as a control, Sample 2 as a control, and Sample 3 as a control, in Sample 4, as a change in incense and the degree of masking. As for the acid odor and sweat odor, only the noteworthy items were described.

The overall evaluation was made as follows, with particular attention paid to the incense tone score of Sample 4, and referring to the degree of matching, acid odor and sweat odor. 〇: 0.00 to 1.00 Δ: 0.75 to 2.00 ×: 1.25 to 3.33 The results are shown in Table 3. There is a slight difference between men's sweat and women's sweat, and men's sweat has a wider range of applicable fragrances.

Example 1 The following rose-like formulation was prepared with reference to the above-mentioned test results, and the results of comparison and examination with the conventional one were shown in Table 3 below.
The results are shown in Table 4 .

[0026]

[Table 3]

[0027]

[Table 4]

[0028]

[Table 5]

[0029]

[Table 6]

Comparative Example 1 A fragrance similar to the above with a conventional formulation was prepared and used as a comparative example.
From the results of the comparative examples, it can be seen that there was a change in the fragrance since no stable fragrance was conventionally selected. When sweating, it is understood that the fragrance composition of the present invention is excellent.

[0031]

According to the present invention, there is provided a fragrance composition which is stable even in the presence of sweat and body odor-related microorganisms, does not deteriorate in odor, and can effectively mask sweat odor and body odor. You.

[Brief description of the drawings]

FIG. 1 shows an operation for preparing a test bacterial solution.

FIG. 2 shows an operation for preparing a sample for gas chromatography analysis.

──────────────────────────────────────────────────続 き Continuing from the front page (72) Inventor Renzo Hattori 5-36-31 Kamata, Ota-ku, Tokyo Takasago Incense Industry Co., Ltd. (72) Inventor Shoji Nakamura 1050 Niiwacho, Kohoku-ku, Yokohama-shi, Kanagawa Address: Shiseido Research Laboratories Co., Ltd. (72) Inventor Akihiko Komata 1050, Nippa-cho, Kohoku-ku, Yokohama City, Kanagawa Prefecture Shiseido Research Laboratories Co., Ltd. (56) References JP-A-5-148126 (JP, A) JP-A-5- 51594 (JP, A) JP-A-3-197418 (JP, A) JP-B 8-16049 (JP, B2) JP-B 62-40328 (JP, B2) (58) Fields investigated (Int. ⁷ , DB name) A61K 7/32 C11B 9/00

Claims (1)

(57) [Claims] 1. A) The following groups which are stable to sweat and human skin microflora: A-1) At least one alcohol selected from citronellol, geraniol, tetrohydrogeraniol and phenylethyldimethylcarbinol s a-2) citronellyl acetate, acetic acid trichloromethyl phenyl mosquito le vinyl, brassylic acid ethylene, salicylic acid cis-3-hexenyl salicylate, cyclohexyl salicylate, at least one ester selected from coumarin and γ- decalactone and / or a lactone A-3) At least one ketone or aldehyde selected from cis-jasmon, heliotropin, musk ketone, and methylnonylacetaldehyde and their ketals and / or acetals A-4) 4- (4-hydroxy -4-methylpentyl)
-3- a mixture of one or more fragrances selected from compounds having at least one kind of a plurality of functional groups selected from cyclohexenecarbaldehyde and methyl dihydrojasmate; B) odor in the presence of sweat and human skin microflora B-1) Dihydromyrcenol, dihydrolinalool,
Terpineol, nerol, eugenol, isobornylcyclohexanol, 2,6-dimethyl-2-heptanol, 5- (2,2,3-trimethylcyclopentene)
3-yl) -2-buten-1-ol, 2-ethyl-4
-(2,2,3-trimethyl-3-cyclopentene)-
At least one alcohol selected from 2-butenol; B-2) geranyl acetate, isobornyl acetate, ceryl acetate, benzyl acetate, styaryl acetate, dimethylbenzylcarbinyl acetate, benzyl propionate, isoamyl salicylate, γ-nonalactone; At least one ester and / or lactone selected from acetylated cedrene and phenylethyl acetate B-3) yonone, γ-methylyonone, citral, vanillin, α-n-amylcinnamic aldehyde, α-methyl-3 , 4-methylenedioxyhydrocinnamic aldehyde, galact solid, pt-butyl-α-methylhydrocinnamic aldehyde, 2-acetyl-2,
At least one kind of ketones, aldehydes and their ketals, acetals and / or ethers selected from 3,8,8-tetramethyloctalin (iso-E super) B-4) 4- (p- (Hydroxyphenyl) -2-butanone, indole, isobutylquinoline, skatole, methyl hydroxydimethylresorcinate, rose oil, jasmine oil, ylang ylang oil, galvanam oil, clove bud oil, estragon oil, almois oil, gardamon oil, vetiver oil, Sandalwood oil, Clary sage oil, Spare mint oil, Geranium oil, Petiglen oil,
C) at least one essential oil selected from oakmoss and vanilla and / or a mixture of one or more fragrances selected from compounds having a plurality of functional groups; and C) unstable and odorous in the presence of sweat and human skin microflora C-1) d-limonene, β-pinene, p-cymen, bergamot oil, lime oil, lemon oil, orange oil, grapefruit oil, mandarin oil, vergil oil, pine needle oil, At least one hydrocarbon and / or essential oil selected from angelica root oil, angelica seed oil, sniperberry oil, rosemary oil and castorium absolute C-2) selected from menthol, linalool and phenylethyl alcohol At least one alcohol C-3) linalyl acetate, cis-3-hexyl acetate C-4) at least one aldehyde, ketone and ketals selected from hydroxycitronellal diethyl acetal, decanal and undecylenic aldehyde , Acetals, at least 75% by weight of the fragrance mixture of Group A and Group B, and 25% by weight or less of the fragrance mixture of Group C. A fragrance composition comprising: