KR102599099B1 - Fragrance composition for masking body odor and cosmetic composition containing the same - Google Patents

Abstract

The present invention provides (A) a fragrance ingredient with an olfactory threshold of more than 0 and 350 ppb or less (in water, 20°C) and a vapor pressure of 0.0004 mmHg or more and 7.85 mmHg or less at 25°C; and (B) a fragrance ingredient having a structure in which at least one carbonyl group and a carbon double bond are connected to each other. The present invention can provide a fragrance composition that is effective in masking human body odor and a cosmetic composition containing the same.

Description

Fragrance composition for masking body odor and cosmetic composition containing the same

The present invention relates to a fragrance composition for masking body odor and a cosmetic composition containing the same. More specifically, it relates to a fragrance composition capable of masking the unique body odor occurring in the human body and a cosmetic composition containing the same.

In a social culture that values the image shown to others, the number of people who are conscious of and sensitive to unpleasant odors in their bodies is increasing. Unpleasant odors of the human body can be divided into human body odors resulting from physiological flow and lifestyle odors related to eating habits, and a person's body odor appears as a combination of human body odors and lifestyle odors. Although the sweat and sebum components of humans are the same, body odor is implemented differently depending on the person's eating habits or genetics (microorganism distribution).

The characteristic odor of the human body is a combination of general human odor (hormonal changes with age, adolescent odor, elderly odor) and lifestyle odor related to dietary culture, resulting in a unique odor.

The existing malodor masking effect using fragrance is mainly based on vapor pressure reduction technology. This is a technology that allows the scent to volatilize and be recognized before the odor. In general, fragrances with a lower odor threshold and higher volatility than odors are limited to citrus and herbal fragrances, and there are limits to the development of various fragrances based on palatability.

Recently, consumer interest in deodorants has increased and products are being introduced to the market, but most products are made by multinational companies and use anti-perspirant ingredients, fresh scents (citrus, mint), and baby powder-like scents (powdery). . There is no masking or sensual harmonizing of the characteristic odor of the human body mentioned above due to fragrance ingredients.

Conventional malodor masking technology uses highly volatile fragrance ingredients to volatilize faster than bad odors and develops a fragrance that masks malodors so that they are not easily recognized (JP-2804993). It has a sensuous harmonizing effect on specific malodors. There is an excellent fragrance combination technology (US 2010-816717) and a masking method using a fragrance with a certain diffusion coefficient or higher to reduce the perception of ammonia odor in hair dyes or bleaching products (US 6403075). To remove bad odors, there is a technology (US-6376741) that removes bad odors by physically adsorbing them using porous materials such as zeolite and silica.

Therefore, the present invention is intended to solve the above problems and provide a perfume composition with excellent masking effect and a cosmetic composition containing the same.

In particular, the aim is to provide a cosmetic fragrance composition that effectively masks characteristic human malodors and takes preferences into account.

The present invention seeks to provide a fragrance composition that has a wide fragrance spectrum and has an excellent body odor masking effect. In order to solve the above problems, the present invention provides a cosmetic composition that can effectively mask body malodor.

The inventors of the present invention were studying the masking effect with reference to the characteristics of the existing Malodor Counteractant (hereinafter referred to as MOC), and discovered 1) a fragrance with specific physical properties; and 2) when used together with a fragrance having a specific structure expected to have a certain low reactivity with human malodor, a combination fragrance having a variety of fragrances with high fragrance preference as well as an excellent masking effect on body-specific odors was discovered, and the present invention was completed.

In the case of masking using existing volatility, there was a disadvantage in that the fragrance used simply volatilized faster than the odor and that only fragrances limited to herbs could be developed. In addition, fragrances that play a role in sensuous harmonization of specific odors also have the disadvantage of not having a wide odor spectrum.

Accordingly, as a result of repeated research, the inventors of the present invention have provided a fragrance composition that can achieve an excellent body odor masking effect and a cosmetic composition using the same. The inventors of the present invention discovered that fragrances with a low olfactory threshold; A MOC fragrance that is more effective against human malodor was developed by using as an active ingredient a fragrance that has at least one carbonyl group and a carbon double bond bonded together. Through this, a cosmetic composition with excellent scent preference is provided based on the possibility of developing various scents.

As used herein, “odor threshold” refers to the minimum concentration of a vapor in the air that can be smelled. In general, compounds with a low olfactory threshold can be said to be more potent than compounds with a high olfactory threshold, and therefore only very low concentrations can be used in perfume compositions to achieve an olfactory effect.

The olfactory threshold used in this specification refers to the value of Leffingwell & Associates, and represents the value measured by dissolving the fragrance ingredient in water at 20°C. The olfactory threshold measurement method was introduced in Odor Threshold Determinations of 53 Odorant Chemicals.

The fragrance ingredient used herein may mean a single compound that has an olfactory threshold value that can itself stimulate the human sense of smell. As used herein, the fragrance composition includes one or more of the above-described fragrance ingredients and may mean a mixture of two or more ingredients as a whole.

The present invention provides (A) a fragrance ingredient with an olfactory threshold of more than 0 and 350 ppb or less in water at 20 ℃ and a vapor pressure of 0.0004 mmHg or more and 7.85 mmHg or less at 25 ℃, and (B) at least one carbonyl group and a carbon double bond connected to each other. Provided is a fragrance composition for masking body odor including a fragrance ingredient having a structure.

The inventors of the present invention completed the present invention after confirming that a fragrance composition obtained by mixing the components (A) and (B) has an excellent body odor masking effect.

(A) The fragrance ingredient with an olfactory threshold of more than 0 and less than 350ppb (in water, 20°C) and a vapor pressure of more than 0.0004mmHg and less than 7.85mmHg at 25°C is Iso E super, Lilial, and Lee. Linalool, Stemon, Benzaldehyde, Cinnamic aldehyde, L-carvone, Cyclopidene, Damascone α, Hedione (Hedione), Linalyl acetate, Ethyl acetate, Methyl pamplemousse, Ethyl methyl-2-butyrate, Manzanate, Ethyl It may contain one or more fragrance ingredients selected from the group consisting of acetate (ethyl acetate), ionone beta (Ionone β), raspberry ketone, Javanol, and mayol. Preferably, it may include one or more selected from the group consisting of Linalyl acetate, L-carvone, Lilial, Linalool, and Mayol, , more preferably L-carvone, Linalool, and myol.

The fragrance ingredient (B) having a structure in which at least one carbonyl group and a carbon double bond are connected is cuminic aldehyde, ethyl vanillin, vanillin, and cinnamic aldehyde. ), alpha-amyl cinnamic aldehyde, alpha-hexyl cinamaldehyde, Heliotropin, Anisic aldehyde, Damascone, Methyl β-naphthyl ketone, α-Ionone, Irone, Citrylal, Sandranol, R-Ocean propanal ) and Dynascone 10 (dynascone 10). Preferably ethyl vanillin, Citrylal, Damascone, alpha-hexyl cinamaldehyde, Anisic aldehyde, and dynascone 10. and sandranol, and more preferably alpha-hexyl cinamaldehyde, anisic aldehyde, and Dynascone 10 ( It may include dynascone 10) and sandranol.

According to an embodiment of the present invention, the fragrance composition of the present invention contains (A) Iso E super, Lilial, Linalool, Stemon, Benzaldehyde, Cinnamic aldehyde, L-carvone, Cyclopidene, Mayol, Hexyl cinnamic aldehyde, Aldehyde C14, and Mayol (Mayol) Any one or more fragrance ingredients selected from the group consisting of Heliotropin, Dynascone 10, Sandranol, Methyl beta-naphthyl ketone, and sheet It may contain one or more fragrance ingredients selected from the group consisting of citrylal.

The fragrance composition of the present invention may have a weight ratio of the (A) fragrance component:(B) fragrance component of 1:1 to 5, preferably 1:1 to 3.

When having the above weight ratio, not only can an excellent masking effect be obtained, but also excellent scent preference can be achieved.

According to one embodiment of the present invention, the fragrance composition contains 1-20% by weight of Isoi Super, 1-10% by weight of Lilial, 5-10% by weight of linalool, 1-5% by weight of Stemon, and ben, based on the total weight of the composition. Zaldehyde 1-5% by weight, cinnamic aldehyde 1-10% by weight, L-carbon 1-5% by weight, cyclopidene 1-5% by weight, myol 0.5-2% by weight, hexyl cinnamic aldehyde 5-25% by weight %, 5-25% by weight of aldehyde C14, and 1-5% by weight of myol; and in the group consisting of 1-10% by weight of heliotropin, 0.1-1% by weight of Dynascone 10, 1-10% by weight of sandranol, 1-5% by weight of methyl beta naphthyl ketone, and 1-10% by weight of citrilal. It may contain one or more selected fragrance ingredients.

The fragrance composition includes dibutylhydroxytoluene, heptanoic acid, octanoic acid, nonenal, octenal, 3-hydroxy-3-methyl-hexanoic acid, methional, 2-isopropyl-4-methyl thiazole, and triethyl citrate, preferably methional, 2-isopropyl-4-methyl thiazole. ), and 3-hydroxy-3-methyl-hexanoic acid (3-methyl-hexanoic acid).

The term masking used in this specification refers to using fragrance ingredients to prevent odors, unpleasant odors, etc. from being recognized. Unlike removing odors through deodorization through chemical reactions, the causative substances are removed using other fragrances. It refers to a technology that prevents sensual perception.

In one embodiment of the present invention, a cosmetic composition containing the body odor masking fragrance composition may be provided. The cosmetic composition is not particularly limited as long as it is a formulation applied to the skin, hair, or scalp, but is preferably any one selected from the group consisting of deodorant body pact, body powder, body wash, shampoo, hair conditioner, body lotion, and body mist. It can have a dosage form. The cosmetic composition may be a wash-off product or a leave-on product.

The cosmetic composition can use ingredients and manufacturing methods commonly used in the cosmetics industry.

The body odor masking fragrance composition may be included in an amount of 0.01 to 10% by weight, preferably 0.1 to 5% by weight, based on the total weight of the cosmetic composition. If the content is less than 0.01% by weight, the scent may not be felt and may not be effective, and if it exceeds 10% by weight, the scent may be too strong, affecting preference and having a negative effect on the stability of the product.

The present invention, unlike the existing ones limited to citrus and herbs, provides a fragrance composition that expands the selection range of fragrances in various fragrance directions by combining ingredients with differentiated characteristics.

The present invention can provide a fragrance composition that is effective in masking human body odor and a cosmetic composition containing the same.

Hereinafter, in order to explain the present invention in more detail, the following examples will be given. However, the embodiments according to the present invention may be modified into various other forms and the scope of the present invention should not be construed as being limited to the embodiments described in detail below. Embodiments of the present invention are provided as examples to aid detailed understanding of the present invention.

[Test Example 1] Korean body odor collection and analysis method and results

An experiment was conducted by collecting body odor from Koreans.

To collect body odor, test subjects, 20 men and women in their 20s to 60s, are provided with cotton T-shirts washed with an unscented product and unscented body wash.

After showering using the provided unscented body wash, wear one cotton t-shirt per person during sleeping hours per day to relieve body odor. The sealed and recovered T-shirts are opened, the back part is cut out (25

Instrumental analysis was performed using the SPME method using GC-MS, and the analysis conditions were as follows.

== Next ==

- Equipment used: Agilent 6890N/5973 inert

- Column: BC-WAX (GL Science, 50m

- Analysis conditions: Head pressure: 120Kpa, Splitness, oven temperature 70-220 (4C/min), Detector: MSD, Carrier gas: He

Based on the above analysis results, a new human malodor combination fragrance with the composition shown in Table 1 was created, and through sensory evaluation by a group of professional perfumers, it was confirmed that it was similar to the actual human malodor of Koreans.

Malodor composition of Korean human body

substance name Content (% by weight) Dibutylhydroxytoluene 1.0 heptanoic acid 10.0 octanoic acid 10.0 no day Contains 1% triethyl citrate 15.0 octenal Contains 1% triethyl citrate 2.5 3-Hydroxy-3-methyl-hexanoic acid Contains 1% triethyl citrate 25.0 Methional Contains 3% triethyl citrate 10.0 2-Isopropyl-4-methyl thiazole Contains 3% triethyl citrate 15.0 Triethyl citrate 11.5

Human malodors have characteristic odors of fatty, acidic, aldehydic, and watery. It was confirmed that a combination of several ingredients, including methional, 2-isopropyl-4-methyl thiazole, and 3-hydroxy-3-methyl-hexanoic acid, is the main ingredient that creates the unique scent of human malodor.

[Test Example 2] Method for evaluating masking effect for wash-off products

Apply 0.2g of the sample containing the flavor combination for evaluation evenly on a blotter (3X3cm), and rinse with 100mL of water after 1 minute. Apply 0.1 mL of the 4% diluted human Malodor solution shown in Table 1 to the three designated points of the blotter and perform a sensory evaluation using Questionnaire 1 in Table 2 2 hours later.

[Test Example 3] Method for evaluating masking effect for leave-on products

Apply 0.2g of the sample containing the combination fragrance for evaluation evenly on the blotter (3 Perform sensory evaluation.

[Test Example 4] Method for evaluating scent preference for wash-off products

Apply 0.2g of the sample containing the flavor combination for evaluation evenly on a blotter (3X3cm), and rinse with 100mL of water after 1 minute. Apply 0.1 mL of the 4% diluted human Malodor solution in Table 1 to the three designated points of the blotter, and perform a sensory evaluation 2 hours later using questionnaire 2 in Table 3.

[Test Example 5] Method for evaluating scent preference for leave-on products

Apply 0.2g of the sample containing the combination fragrance for evaluation evenly on the blotter (3 Perform sensory evaluation.

Questionnaire 1 (malodor intensity evaluation)

division Malodor intensity* One No smell 2 feeling very weak 3 feeling weak 4 medium intensity 5 strong 6 very strong

*Malodor intensity is an evaluation item that considers the malodor masking effect of MOC developed fragrances on the human body.

Questionnaire 2 (fragrance preference for samples)

division scent preference One not good at all 2 not very good 3 commonly 4 slightly good 5 very good

[Combined fragrance production: Comparative Examples 1 to 3 and Examples 1 to 6]

Add in the ingredients in order and stir and dissolve evenly to produce the combined fragrance.

Fragrance name Comparative example (weight%) Example (% by weight) One 2 One 2 3 4 5 6 Hedion 20 20 20 20 30 20 20 20 Methylpamplemos 10 10 10 10 10 10 10 5 Linalyl Acetate 5 5 One One One 6 One One galaxolide 5 5 One One One 6 One One Isoi Super 10 - 10 10 10 5 5 5 Lilial 5 - 6.5 3 6.5 - - - linalool 20 - 5 5 5 5 5 5 stemon 2 - - 5 5 - - - anisic aldehyde 5 - 20 - 10 10 10 10 Benzaldehyde 5 - - - 5 5 5 5 Cinnamic aldehyde 5 - 10 - 10 5 5 5 l-carbon 3 - - One - One One One cyclofidene 3 - 4 - - - - myall 2 - One One - One One One alpha hexyl cinnamic aldehyde - 10 5 12 - 10 20 25 Aldehyde C14 - 25 - - - 10 10 10 Heliotropin - 8 5 10 5 - - - Dinascon 10 - One One One One One One One sandranol - 5 - 10 - 5 5 5 Methyl-beta naphthyl ketone - 5 0.3 5 0.3 - - - Citrilal - 6 0.2 5 0.2 - - -

The masking effect of body wash (Formulation Example 1, Table 10), a wash-off product, for the combined fragrances manufactured with the contents shown in Table 4 was tested using questionnaire 1 in Table 2 for 12 professional perfumers. Sensory evaluation was performed, and the evaluation results are shown in Table 5.

Fragrance name Comparative example Example One 2 One 2 3 4 5 6 Malodor intensity 4.5 4.2 2.5 2.5 2.8 2.6 2.3 2.3

The masking effect on body lotion (Formulation Example 2, Table 11), which is a leave-in product, for the combined fragrances manufactured with the contents shown in Table 4 was tested using questionnaire 1 in Table 2 for 12 professional perfumers. Sensory evaluation was performed, and the evaluation results are shown in Table 6.

Fragrance name Comparative example Example One 2 One 2 3 4 5 6 Malodor intensity 4.2 4.4 2.5 2.3 2.8 2.6 2.3 2.1

The scent preference for body wash (Formulation Example 1, Table 10), a wash-off product, for the combined fragrances manufactured with the contents shown in Table 4 was tested on 30 healthy general men and women aged 25 to 40. The evaluation was conducted using Questionnaire 2 in Table 3. At this time, a 5-minute break was provided between samples to prevent olfactory paralysis. The results are shown in Table 7.

Fragrance name Comparative example Example One 2 One 2 3 4 5 6 scent preference 2.8 3.3 3.9 4 4 4.2 4.4 4.1

Fragrance preference for body lotion (formulation example 2, Table 11), a leave-on product, for the combined fragrances manufactured with the contents shown in Table 4 was tested on 30 healthy general men and women aged 25 to 40. The evaluation was conducted using questionnaire 2 in Table 3. At this time, a 5-minute break was provided between samples to prevent olfactory paralysis. The results are shown in Table 8.

Fragrance name Comparative example Example One 2 One 2 3 4 5 6 scent preference 2.8 3.0 3.9 3.8 4 4.0 4.2 4.1

Citrus herbal, which is somewhat more volatile than human Malodor, had the opposite effect of feeling the same scent as human Malodor after a certain period of time, and the Ambery musky scent had the opposite effect of smelling more like the scent you enjoyed. A strong floral orris scent had the opposite effect of creating a more curvaceous male scent, while a sparkling acidic scent had the opposite effect of not being harmonious. A slight chypre accent, aromatic fougere and floral fruity were evaluated as harmonizing the scent.

From Test Example 1, it was confirmed that the main component of the characteristic odor of human Malodor is a combination of methional and 3-hydroxy-3-methyl-hexanoic acid, which generates a human-specific odor.

The present inventor has developed a perfume material that has an excellent masking effect against human malodor components according to the present invention, and is characterized by having at least one carbonyl group and a carbon double bond conjugated, which is suitable for combination perfumes with various scent series and good scent preference. It is indicated in Table 9.

flavoring substances dreadlocks flavoring substances dreadlocks Anisic aldehyde Anisic Dartanol (=sandranol) Woody Benzaldehyde Fruity R-ocean propanal Floral Cuminic aldehyde Spicy Mayol® Floral Cinnamic aldehyde Spicy Vanillin vanilla α-amyl cinnamic ald. Floral (ethyl)crotonate Fermented α-hexyl cinnamic ald. Floral Methyl β-naphthyl ketone Floral Ethyl vanillin vanilla Aldehyde C14 Fruity Heliotropin Floral L-carvone Minty Dynascone® 10 Green Cyclopidene Floral Citrylal Citrus

By using this, you can create new scents with a variety of scents such as Floral, Fruity, Woody, Green, and Vanilla, compared to the existing ones limited to Citrus and Herbal. The development of combination fragrances became possible.

[Formulation Example 1]

The body wash shown in Table 10 was prepared by mixing the perfume composition of the present invention as described above.

Body wash containing the combined fragrance composition of the present invention (content:% by weight) Experimental Example 1 Experimental Example 2 Experimental Example 3 Combination fragrance of the present invention (Example 1) Polyoxyethylene sodium lauryl sulfate (30%) Polyquaternium -10 (polymer JR-400) Phenoxyethanol Citric acid EDTA 4Na water 0.01200.50.5 Appropriate amountTo 100 0.8200.50.5 Appropriate amountTo 100 15200.50.5 Appropriate amountTo 100

As a result of evaluating the masking effect according to Experimental Example 2, Experimental Example 1 had almost no effect, and Experimental Example 2 had a too strong fragrance, causing resistance and problems with formulation stability.

[Formulation Example 2]

The body lotion shown in Table 11 was prepared by mixing the combined fragrance composition of the present invention as described above.

Body lotion containing the combined fragrance composition of the present invention (content:% by weight) Experimental Example 1 Experimental Example 2 Experimental Example 3 Combination fragrance of the present invention (Example 3) Water Glycerin PEG 40 hydrogenated castor oil Mineral oil Carbomer (Carbopol 940) Methyl parabenTriethanolamine 0.01To 10051100.10.20.1 0.5To 10051100.10.20.1 15To 10051100.10.20.1

As a result of evaluating the masking effect according to Experimental Example 2, Experimental Example 1 had almost no effect, and Experimental Example 2 had a too strong fragrance, causing resistance and problems with formulation stability.

[Formulation Example 3]

As described above, the combined perfume composition of the present invention was mixed to prepare the deofact shown in Table 12.

Deofact containing the combined fragrance composition of the present invention (content:% by weight) Experimental Example 1 Experimental Example 2 Experimental Example 3 Combination fragrance of the present invention (Example 5) Titanium oxide Mycatalc Iron oxide Methyl parabenSilicone oil (6cSt) Isopropyl palmitate 0.0110.020.0To 1005.00.25.05.0 0.510.020.0To 1005.00.25.05.0 1510.020.0To 1005.00.25.05.0

As a result of evaluating the masking effect according to Experimental Example 2, Experimental Example 1 had almost no effect, and Experimental Example 2 had a too strong fragrance, causing resistance and problems with formulation stability.

The present invention can provide a fragrance composition that is effective in masking human body odor and a cosmetic composition containing the same.

The present invention can be used in various fields such as fragrances, body cleansers, and cosmetics.

Claims (10)

(A) A fragrance ingredient with an olfactory threshold of more than 0 and 350 ppb or less (in water, 20°C) and a vapor pressure of 0.0004 mmHg or more and 7.85 mmHg or less at 25°C; and
(B) A fragrance composition for masking body odor of Koreans, comprising a fragrance ingredient having a structure in which at least one carbonyl group and a carbon double bond are connected,
(A) The fragrance ingredients with an olfactory threshold of more than 0 and 350 ppb (in water, 20°C) and a vapor pressure of 0.0004 mmHg and 7.85 mmHg at 25° C. include benzaldehyde, L-carbon, cyclofidene, myol, and aldehyde C14. , and at least one selected from the group consisting of cinnamic aldehyde,
The fragrance ingredient (B) having a structure in which at least one carbonyl group and a carbon double bond are connected is cinnamic aldehyde, alpha-hexyl cinamaldehyde, and heliotropin. ), Anisic aldehyde, methyl beta-naphthyl ketone, citrylal, sandranol, and dynascone 10. At least one perfume composition for masking body odor of Koreans. delete delete delete The perfume composition according to claim 1, wherein the perfume composition for masking body odor of Koreans has a weight ratio of (A) perfume component:(B) perfume component of 1:1 to 3. The method of claim 1, wherein the fragrance composition for masking body odor of Koreans is
Based on the total weight of the fragrance composition, isoi super 1-20% by weight, Lilial 1-10% by weight, linalool 5-10% by weight, stemone 1-5% by weight, benzaldehyde 1-5% by weight, cinnamic aldehyde 1-10% by weight, L-carbon 1-5% by weight, cyclopidene 1-5% by weight, myol 0.1-2% by weight, hexyl cinnamic aldehyde 5-25% by weight, aldehyde C14 1-25% by weight, and One or more fragrance ingredients selected from the group consisting of 1-5% by weight of myol; and
Heliotropin 1-10% by weight, Dynascone 10 0.1-1% by weight, Sandranol 1-10% by weight, methyl beta naphthyl ketone 1-5% by weight, anisic aldehyde 5-10% by weight and citrilal 1- A fragrance composition for masking body odor of Koreans, comprising at least one fragrance ingredient selected from the group consisting of 10% by weight. The method of claim 1, wherein the fragrance composition is methional, 2-isopropyl-4-methyl thiazole, and 3-hydroxy-3-methyl-hexanoic liquid. A fragrance composition for masking body odor of Koreans, characterized in that it masks one or more selected from the group consisting of seeds (3-methyl-hexanoic acid). A cosmetic composition comprising the fragrance composition for masking body odor of Koreans according to any one of claims 1, 5, 6, and 7. The cosmetic composition of claim 8, wherein the cosmetic composition has any one formulation selected from the group consisting of deodorant body pact, body powder, body wash, shampoo, hair conditioner, body lotion, and body mist. The cosmetic composition of claim 8, wherein the cosmetic composition is a wash-off or leave-on product.