JPH10259121A - Surfactant composition for hair or skin - Google Patents

Abstract

(57) Abstract: It has an aromatic ring and a carbonyl group, an ether bond, a carboxyl group or a non-aromatic unsaturated bond,
A hair or skin surfactant composition containing 0.25 to 1% by weight of a fragrance substance having a CLogP value of 1.5 or less. [Effect] High lingering scent.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair or skin surfactant composition having a high lingering scent.

[0002]

2. Description of the Related Art In a surfactant composition for hair or skin, for example, a composition such as a cleaning agent, a rinsing agent, a hair dye, etc., in order to enhance the residual fragrance of a fragrance on hair or skin to be treated. It is necessary that the fragrance remains on the object to be treated, that the fragrance remaining is released, and that the fragrance is impressive and strong.

Generally, it has been empirically known that a fragrance substance having a large molecular weight and a low volatility tends to remain on an object to be treated. For example, WO 96/12786 discloses a method for obtaining a fragrance composition having a high residual scent property.
Select a low volatile fragrance substance of ℃ or more, and from among them,
A method is described in which a hydrophobic perfume substance having a CLogP value of 3 or more is selected, and such a perfume substance is contained in a perfume composition at 70% or more. However, the objects used for the fragrance are various, and the universality of the empirical rule described above is considered to be necessary to be reviewed, and the present inventors consider the relationship between the use object of the fragrance and the fragrance characteristics. As a result of intensive studies without being bound by conventional ideas, the clue of the present invention was grasped. That is, from the above viewpoint, the behavior of the object to be treated and the fragrance substance was examined in detail, and surprisingly, when the hair and skin composed of keratin, which is an in-vivo component, were targeted, the empirical rules described above were completely I found that there were cases where it could go wrong. In other words, the cleaning system used for hair and skin, such as shampoos, usually has a water-based composition, but in this case, it is thought that perfume substances with a low CLogP value flow out with a large amount of water after use. Was. However, they found that some of them remained strongly, and tried to elucidate the cause, and arrived at a new finding that those having a specific chemical structure remained particularly strongly, and completed the present invention. It is.

[0004]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a hair or skin surfactant composition having a high lingering scent.

[0005]

Under such circumstances, the present inventors have conducted intensive studies and as a result, have a specific structure,
The present inventors have found that a fragrance substance having a CLogP value of 1.5 or less has high persistence on hair and skin, and that a surfactant composition for hair or skin with high residual fragrance can be obtained by using this substance. did.

That is, the present invention relates to a fragrance material having an aromatic ring, a carbonyl group, an ether bond, a carboxyl group or a non-aromatic unsaturated bond and having a CLogP value of 1.5 or less. An object of the present invention is to provide a hair or skin surfactant composition containing the same by weight.

[0007]

DETAILED DESCRIPTION OF THE INVENTION The fragrance substance used in the present invention is as follows.
First, the structure must have an aromatic ring and at least one selected from a carbonyl group, an ether bond, a carboxyl group, and a non-aromatic unsaturated bond. Here, the fragrance substance refers to an odor substance that is used as a fragrance to impart a fragrance.

Further, the fragrance substance must have a CLogP value of 1.5 or less, preferably -1.5 to 1.5. When the CLogP value exceeds 1.5, the residual scent cannot be reliably increased. Here, the CLogP value is a 1-octanol / water partition coefficient (Log Pow) of a chemical substance, and is a value calculated by an f-value method (hydrophobic fragment constant method). Therefore, the CLogP value can be easily obtained by calculation from the chemical structure of the fragrance substance. Specifically, the fragrance substance is decomposed into its constituent elements, and the hydrophobic fragment constant (f value) of each fragment is integrated. Can be obtained by

Specific examples of the fragrance substance used in the present invention include vanillin, cinamic alcohol, heliotropin, coumarin, 2-methyl-3- (3,4-methylenedioxy-phenyl) -propanal, and 4-methyl-3- (3,4-methylenedioxy-phenyl) -propanal. (4-Hydroxyphenyl) -2-butanone, benzaldehyde, anis alcohol, 3,4-dimethoxybenzaldehyde, heliotropyl acetate, phenylacetoaldehyde dimethyl acetal, phenylacetoaldehyde glyceryl acetal, phenylacetic acid, phenoxyethyl alcohol and the like. .

[0010] Such a fragrance substance has been used so far, but there is no known compounding method for drastically increasing the residual scent, and its use is limited to an extremely general substance. I was Its general use is described in "Perfume Chemistry" (edited by The Chemical Society of Japan, published by Ryoichi Akahoshi, published by Dainippon Tosho), a guidebook on perfumery, The Practice of Mod
ern Perfumery (Translation revised edition AJ KRAJKEMAN Dipl. In)
g Chem., ARIC published by INTERSCIENCE PUB
LISHER., INC. NEW YORK), Flower oils and Floral Com
pounds in Perfumery (publi by Danute Pajaujis Anonis)
shed by Perfumer & Flavorist Allured Publishing Co
rp. Carol Stream, Illinois), Perfume and Flavor C
hemicals (by Steffen Arctander) Poucher's Perfumes,
Cosmetics and Soap (Ninth edition WA Poucher p
ublished by Chapman & Hall), Perfumery technology
(Wells & Billot published by Artscience Industry)
And so on. However, there is nowhere in these documents any examples in which the fragrance substance used in the present invention is blended for the purpose of enhancing the residual scent. That is, in the present invention, for the first time, a method for increasing the residual fragrance of a surfactant composition intended for hair or skin using these fragrance substances has been found.

[0011] Specifically, such a fragrance substance can be used alone or in combination of two or more kinds, and 0.25 to 1% by weight, preferably 0.5 to 1% by weight in the whole composition. %
Be blended. If it is less than 0.25% by weight, the residual scent cannot be sufficiently enhanced, and if it exceeds 1% by weight, the storage stability of the surfactant composition is impaired.

In the present invention, a fragrance other than such a fragrance substance can be used as long as the effects of the present invention are not impaired, and any of a synthetic fragrance and a natural fragrance may be used. Can be used as a compounded flavor.

The surfactant composition for hair or skin of the present invention can be produced according to a usual method except that the above-mentioned perfume substance is blended. The hair or skin surfactant composition of the present invention contains one or more surfactants depending on the purpose. In the case of a detergent composition, a surfactant is blended as a cleaning active ingredient. Examples of such a surfactant include an anionic surfactant, a nonionic surfactant, and an amphoteric surfactant.

Here, the anionic surfactant is not particularly limited, and examples thereof include a sulfuric acid type surfactant and a sulfonic acid type surfactant.

Examples of the sulfonic acid type or sulfate type anionic surfactant include sulfosuccinic acid type, isethionate type, taurate type, alkylbenzenesulfonic acid type and the like.
Surfactants such as olefin sulfonic acid type, alkane sulfonic acid type and alkyl or alkenyl sulfate type are exemplified.

Here, the sulfosuccinic surfactants include sulfosuccinates of higher alcohols or ethoxylates thereof represented by the following general formula (1) or (2), sulfosuccinates derived from higher fatty acid amides, and sulfosuccinates thereof. Salts.

[0017]

Embedded image

Wherein R ¹ is R ² —O— or R ³ —CO—
NH- (R ² represents a linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms, and R ³ represents a 7 to 22 carbon atoms)
21 represents a linear or branched alkyl or alkenyl group), M ¹ and M ^{2 each} represent a hydrogen atom or a cation forming a water-soluble salt selected from alkali metals, alkaline earth metals, ammonium and organic ammonium. , P is 0
Indicate the number of 20]

Among the compounds represented by the above general formulas (1) and (2), the sulfosuccinates of higher alcohols or ethoxylates thereof include, for example, sulfosuccinates of secondary alcohol ethoxylates having 11 to 13 carbon atoms. Disodium salt [manufactured by Nippon Shokubai Chemical Co., Ltd., sophthanol MES 3, 5, 7, 9, 12, etc. (each figure is the average addition mole number of ethylene oxide (E
O))), lauryl alcohol or lauryl alcohol ethoxylate (EO = 3, 4, 6, 9, 12)
Disodium sulfosuccinate (Chocool L-400, manufactured by Toho Chemical Industry Co., Ltd.), having 12 to 1 carbon atoms
No. 5 synthetic primary alcohol or its ethoxylate (EO)
= 2 to 12), disodium salt of sulfosuccinic acid ester having 8 to 22 carbon atoms, Guerbet alcohol having 8 to 22 carbon atoms or disodium salt of sulfosuccinic acid having ethoxylate (EO = 2 to 12), and higher fatty acid amide. Examples of the sulfosuccinic acid ester derived from polyethylene glycol laurate (EO = 1, 2) amide disodium salt of sulfosuccinic acid, polyethylene glycol oleate (EO = 1, 2) disodium salt of sulfosuccinic acid ester, Examples thereof include disodium salts of sulfosuccinates of coconut oil fatty acid polyethylene glycol (EO = 4). Among them, straight-chain higher alcohols having 11 to 13 carbon atoms or the like in view of good feel and foaming property. Ethoxylate sulfosuccinates or salts thereof are preferred. M ¹ and M ² are sodium,
Potassium, ammonium, alkanolamine, basic amino acids and the like can be mentioned. As the sulfosuccinic acid-based surfactant used in the present invention, one or more different R ¹ parts, M ¹ parts, and M ² parts are arbitrarily selected.

The isethionate-based surfactant is represented by the following general formula (3): R ⁴ COOCH ₂ CH ₂ SO ₃ M ³ (3) (wherein R ⁴ is alkyl, alkenyl or hydroxy having an average of 7 to 19 carbon atoms) An alkyl group, and M ³ represents an alkali metal or an organic amine).

In the above formula (3), for example, the fatty acid residue R ⁴ COO— includes C ₁₁ H ₂₃ COO—, C ₁₃ H ₂₇ COO—, and C ₁₅ H ₃₁
COO-, C ₁₇ H ₃₅ COO-, coconut oil fatty acid residue and the like, the counter ion M
Examples of ³ include lithium, potassium, sodium, monoethanolamine, diethanolamine, triethanolamine and the like.

As the taurate-based surfactant, the following general formula (4)

[0023]

Embedded image

(Wherein R ⁵ represents an alkyl, alkenyl or hydroxyalkyl group having an average of 7 to 19 carbon atoms;
⁶ represents a lower alkyl or hydroxyalkyl group having an average of 1 to 3 carbon atoms, and M ⁴ represents an alkali metal or an organic amine)

In the above general formula (4), for example, as the alkyloyl group R ⁵ CO—, a cocoyl group from lauroyl, palmitoyl, stearoyl, oleoyl or coconut oil fatty acid (R ^{5 has} a carbon number of 7 to 19) to alkyloyl group) or the like may be mentioned lithium, potassium, sodium, triethanolamine, diethanolamine, monoethanolamine or the like is methyl, ethyl, and propyl groups, and as the counter ion M ⁴ as an alkyl group R ⁶ .

The olefin sulfonic acid surfactants include olefin sulfonic acid salts having an average of 10 to 20 carbon atoms in one molecule; the alkane sulfonic acid surfactants have an average of 10 to 20 carbon atoms. An alkyl or alkenyl sulfate-based surfactant having an average carbon number of 1
It has a linear or branched alkyl or alkenyl group of 0 to 20 and has an average of 0.5 to 8 mol of ethylene oxide, propylene oxide, butylene oxide, ethylene oxide and propylene oxide in one molecule.
In a ratio of 1 / 9.9 to 9.9 / 0.1, or 0.1 / 9.9 to 0.1 / 9.9 of ethylene oxide and butylene oxide.
Examples thereof include an alkyl or alkenyl ether sulfate added at a ratio of 9.9 / 0.1 and an alkyl or alkenyl sulfate having an alkyl or alkenyl group having an average of 10 to 20 carbon atoms.

Examples of the nonionic surfactant include surfactants such as fatty acid amide, polyoxyethylene alkyl ether, sugar ester, sugar ether and sugar amide. Examples of the amphoteric surfactant include imidazoline-based and betaine-based surfactants.

Although the amount of these surfactants is not particularly limited, it is 5 to 50% by weight, especially 5 to 5% by weight in the detergent composition.
30% by weight is preferred.

In the case of a rinse composition, a cationic surfactant is blended as a rinse component. Examples of such a cationic surfactant include those represented by the following general formulas (5), (6) or (7).

[0030]

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(Wherein, R ⁷ represents a linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms; R ⁸ represents a hydrogen atom, a methyl group, an ethyl group or a linear chain having 8 to 22 carbon atoms) Or a branched alkyl or alkenyl group; R ⁹ and R ¹⁰ each represent a hydrogen atom, a methyl group or an ethyl group; R ¹¹ represents an alkylene group having 2 to 3 carbon atoms; Represents an anionic group, and n represents a number of 1 to 10)

[0032]

Embedded image

(Wherein R ¹² is a straight-chain or branched-chain C 7
Indicates 35 alkyl or alkenyl group, R ^13, R
¹⁴ and R ¹⁵ are the same or different and each represent an alkyl group or a hydroxyalkyl group having 1 to 4 carbon atoms or a hydrogen atom, and Z is -CONJ- (J is a hydrogen atom or an alkyl group or a hydroxyalkyl group having 1 to 3 carbon atoms). Y represents a hydrogen atom, a hydroxyl group, a linear or branched alkyl group having 1 to 36 carbon atoms, an alkenyl group or a hydroxyalkyl group, or a group represented by the formula:

[0034]

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Wherein X is a hydrogen atom or a hydroxyl group, m is a number of 2 or 3, and 1 is 0 or an integer of 1-5. However, when 1 = 1, X
Represents a hydrogen atom or a hydroxyl group, and 1 = 0, 2,
In the case of 3, 4, and 5, X represents a hydrogen atom, and A is the same as described above.

Of these cationic surfactants, lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride and distearyldimethylammonium chloride are particularly preferred.

The amount of these cationic surfactants is not particularly limited, but is preferably 0.5 to 25% by weight, particularly preferably 2 to 10% by weight in the rinse agent composition.

When a hair dye composition is used, the same anionic surfactant, nonionic surfactant, amphoteric surfactant, etc. as described above are blended in order to dissolve the hair dye. The amount of these surfactants is not particularly limited, but is preferably 5 to 50% by weight, particularly preferably 5 to 30% by weight in the hair dye composition.

The surfactant composition of the present invention may further contain, as other additives, components commonly used in detergents, rinsing agents, hair dyes and the like, for example, humectants such as propylene glycol, sorbitol and glycerin; Viscosity modifiers such as carboxyvinyl polymer, methylcellulose, ethanol and polyoxyethylene glycol distearate; pearlizing agents, pigments, ultraviolet absorbers, antioxidants, bactericides, anti-inflammatory agents, preservatives, etc. It can be appropriately blended as long as the effect is not impaired.

The surfactant composition for hair or skin of the present invention can be produced according to a usual method, and may be in the form of, for example, a liquid, a paste, a gel, or a solid.

The surfactant composition for hair or skin of the present invention is not particularly limited as long as it requires residual scent on hair and skin, and can be applied to any of them. Shampoo, rinse-in shampoo It is suitable as a skin cleansing agent such as a body shampoo and a face wash; a rinse agent composition such as a hair rinse agent and a hair conditioner; and a product used after washing away a hair dye composition and the like.

[0042]

EFFECTS OF THE INVENTION The surfactant composition for hair or skin of the present invention has an increased residual fragrance, that is, an increased residual fragrance immediately after washing, rinsing, hair dyeing and the like. .

[0043]

EXAMPLES Next, the present invention will be further described with reference to examples, but the present invention is not limited to these examples.

Example 1 Using a hair cleanser having the composition shown in Table 1, the amount of each of the fragrance substances shown in Table 2 was changed according to the run number, and the residual scent was evaluated. Table 2 shows the results.

[0045]

[Table 1] Hair cleanser (Component) (% by weight) Polyoxyethylene (EO3) sodium lauryl ether sulfate solution 16 Dilauric acid diethanolamide 2 Sodium benzoate 0.55 Dibutylhydroxytoluene 0.1 Water Balance

(Evaluation Method) A uniform bundle of human hair (20 g) was immersed in warm water at 36 ° C. to sufficiently adjust the hair to water, and then washed with 3 g of a detergent for 3 minutes. Then, it was rinsed with warm water at 36 ° C. and dried. The residual fragrance of the human hair bundle after the treatment was evaluated by a specialized panelist according to the following criteria. ：: Strength is well recognized in the residual fragrance immediately after the treatment. ：: Strength is recognized in the residual fragrance immediately after the treatment. ×: No strength is observed in the residual fragrance immediately after the treatment.

[0047]

[Table 2]

From the results shown in Table 2, the specific fragrance substance was 0.2%.
The hair cleansing composition of the present invention containing 5 to 1% by weight had remarkably enhanced residual fragrance immediately after the treatment.

Example 2 Using a rinsing agent having the composition shown in Table 3, the amount of the fragrance substance shown in Table 4 was changed in accordance with the execution number, and the residual fragrance was evaluated. Table 4 shows the results.

[0050]

[Table 3] Rinse agent (Component) (% by weight) Stearyltrimethylammonium chloride 3.6 Cetanol 3.5 Paraoxybenzoate 0.1 Water Balance

(Evaluation Method) A uniform bundle of human hair (20 g) was immersed in warm water at 36 ° C., and the hair was sufficiently adjusted to water and washed, and then rinsed with 3 g of a rinsing agent. Then, it was rinsed with warm water at 36 ° C. and dried. The residual fragrance of the human hair bundle after the treatment was evaluated by a specialized panelist according to the same criteria as in Example 1.

[0052]

[Table 4]

From the results shown in Table 4, the specific fragrance substance was 0.2%.
The rinsing agent of the present invention containing 5 to 1% by weight had remarkably enhanced residual fragrance immediately after the treatment.

A skin cleanser and a rinsing agent composition were produced and evaluated in the same manner as in Example 1 or 2, and the composition of the present invention was found to have a high residual odor to the skin. Was.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yoshiaki Fujikura 2606 Akabane, Kaiga-cho, Haga-gun, Tochigi Pref.

Claims (3)

[Claims] 1. It has an aromatic ring and a carbonyl group, an ether bond, a carboxyl group or a non-aromatic unsaturated bond,
A hair or skin surfactant composition containing 0.25 to 1% by weight of a fragrance substance having a CLogP value of 1.5 or less. 2. It has an aromatic ring and a carbonyl group, an ether bond, a carboxyl group or a non-aromatic unsaturated bond,
A hair or skin surfactant composition containing 0.5 to 1% by weight of a fragrance substance having a CLogP value of 1.5 or less. 3. The fragrance substance is vanillin, cinnamic alcohol, heliotropin, coumarin, 2-methyl-3.
-(3,4-methylenedioxy-phenyl) -propanal, 4- (4-hydroxyphenyl) -2-butanone, benzaldehyde, anis alcohol, 3,4-
Dimethoxybenzaldehyde, heliotropyl acetate,
The hair or skin surfactant composition according to claim 1 or 2, which is selected from phenylacetoaldehyde dimethyl acetal, phenylacetoaldehyde glyceryl acetal, phenylacetic acid and phenoxyethyl alcohol.