JPH0774135B2 - Hair cosmetics - Google Patents

Description

TECHNICAL FIELD The present invention relates to improvement of hair cosmetics.

[Prior Art and Problems] Usually, hair is covered with sebum or the like secreted from the earthquake, but if the hair is washed with soap or synthetic detergent, the sebum is removed more than necessary. As a result, the hair after washing has lost its smoothness, has a dry and hard feel, and has poor combability and tends to have split ends. Therefore, for the purpose of solving the inconvenience associated with the removal of such sebum, typical examples of various hair cosmetics as a hair treatment material after washing hair are dialkyldimethylammonium chloride and
The main active ingredient is a quaternary ammonium salt such as alkyltrimethylammonium chloride.

In this case, the above ammonium salt must be adsorbed or attached to the hair in order to prevent creases or tangles of the hair after washing and to improve the dry finish. However, the conventional hair cosmetics have problems in the releasability and adsorptivity of the above-mentioned ammonium salts regardless of the form of use, and have not been sufficiently satisfactory. Especially, in recent years, hair has been damaged due to the spread of permanent wave, hair color, hot color, hair dryer, etc.
The youthful luster is apt to be lost, and therefore a hair cosmetic which can impart a natural luster is desired. But,
The hair cosmetic composition containing the quaternary ammonium salt and an oil represented by a higher alcohol has a drawback that the gloss imparting effect is hardly exhibited.

Conventionally, various studies have been conducted to impart gloss to hair, and a typical example thereof is one containing a silicone oil (French Patent No. 1504102, Japanese Patent Laid-Open No. 52104/1982).
-66638, JP-A-55-124711, JP-A-56-86113,
JP-A-56-92808, etc.), those for forming a film on hair (US Pat. No. 3,820,550, German Patent No. 2003487), and those containing a protein derivative (JP-A-56-104809). And JP-A-56-34613). However, none of these compositions has a sufficient gloss imparting effect. On the other hand, the present inventors can already impart gloss to hair by combining a specific mono-long-chain type quaternary ammonium salt with an alkyl ether type phosphoric acid ester to which a specific number of moles of alkylene oxide has been added. (Japanese Patent Application No. 60-291078 (Japanese Patent Laid-Open No. 62-148419)), but it has been found that there is a drawback that the tips of the hairs are dry.

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a hair cosmetic composition having an excellent effect of giving gloss without dulling the hair tips.

[Means and Actions for Solving Problems] The present invention provides (A) the following general formula (I). (In the formula, R ₁ is a linear or branched alkyl group having 8 to 20 carbon atoms, an alkenyl group or a hydroxyalkyl group, R ₂ , R ₃ and R ₄ are a methyl group, an ethyl group, a benzyl group or the general formula C ₂
H ₄ O _n H or C ₃ H ₆ O _m H (where n and m are 1 to
A group represented by an index of 5) is shown, but they may be the same as or different from each other. X'represents an anion. ) One or more quaternary ammonium salts represented by: (B) the following general formula (II) (In the formula, R ₅ is a linear alkyl group having 10 to 22 carbon atoms, a hydroxyalkyl group or an alkenyl group, and Y is Or Z, R ₆ represents a hydrogen atom or a methyl group, Z represents a hydrogen atom, an alkali metal, an alkyl-substituted ammonium or a hydroxyalkyl-substituted ammonium, and l is 1
Indicates an integer of ˜8. 1) or 2 or more types of the phosphoric acid ester represented by the following, and (C) a branched chain primary alcohol having 8 to 24 carbon atoms, a branched chain fatty acid having 8 to 24 carbon atoms, and 6 to 24 carbon atoms. One or more branched oil components selected from C2-24 fatty acid esters of branched primary alcohols or C2-24 alcohol esters of branched C6-24 fatty acids The gist is to include the three parties.

According to the present invention, by using the above three components (A), (B), and (C) together, a sufficient gloss effect can be obtained without making the hair tips dry.

Hereinafter, the hair cosmetic composition according to the present invention will be described in detail.

(A) The quaternary ammonium salt (A), which is the first essential component of the hair cosmetic composition, is selected from those represented by the general formula (1). In this case, in the general formula (1), R ₁ is an alkyl group, an alkenyl group or a hydroxyalkyl group having 8 to 20 carbon atoms, and the alkyl group, the alkenyl group or the hydroxyalkyl group may be a linear or monomethyl group. Branched chains are preferred. Also, the anion in the above formula
As preferable examples of X ⁻ , halogen ion, acetate, sulfate alkyl ester such as methyl sulfate or ethyl sulfate, phosphate, nitrate and the like can be mentioned.

Specifically, as the quaternary ammonium salt, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium chloride, stearyl trimethyl ammonium methyl sulfate, eicosyl trimethyl ammonium chloride, N-stearyl-N, N, N-tri (polyoxyethylene) Ammonium bromide (addition of 3 mol in total), 16-methylheptadecyl ammonium chloride,
Stearyl dimethylbenzyl ammonium methylsulfate and the like can be mentioned, and one of these can be used alone or in combination of two or more.

(A) The preferable amount of the quaternary ammonium salt represented by the above general formula (1) is 0.05 to 10% by weight, particularly 0.3 to 5%.
% By weight. If the amount is less than 0.05% by weight or more than 10% by weight, the effect of imparting gloss to hair tends to be poor.

(C) The phosphoric acid ester (B), which is the second essential component of the hair cosmetic composition, is selected from those represented by the general formula (II). In this case, in the general formula (II), R ₅ is a linear alkyl group having 10 to 22 carbon atoms, a hydroxyalkyl group, or an alkenyl group, and particularly, a linear alkyl group having 14 to 18 carbon atoms or a hydroxy group. An alkyl group or an alkenyl group is preferable.

In the phosphoric acid ester represented by the general formula (II), When the compound represented by is used, R ₅ and R ₆ may be the same or different from each other.

Here, specific examples of the phosphoric acid ester include, for example, oxyethylene decyl phosphoric acid, oxyethylene lauryl phosphoric acid, oxyethylene myristyl phosphoric acid, oxyethylene cetyl phosphoric acid, oxyethylene stearyl phosphoric acid, oxyethylene oleyl phosphoric acid. , Oxyethylene eicosyl phosphate, oxyethylene docosyl phosphate, oxyethylene docosenyl phosphate, oxyethylene 12-hydroxystearyl phosphate, polyoxyethylene (2) cetyl phosphate, polyoxyethylene (4) stearyl phosphate, Polyoxyethylene (8) myristyl phosphate, polyoxypropylene (5) cetyl phosphate, polyoxyethylene (3) polyoxypropylene (5) stearyl phosphate, and their sodium salts, potassium salts, trimethylamine salts, and trie Triethanolamine salts, monoethanolamine salts, diethanolamine salts, there may be mentioned triethanolamine salts, these one or more may be used. The phosphoric acid ester used in the present invention also includes partially or completely neutralized products. Further, in the case of a cosmetic composition containing such a partially or completely neutralized product, the partially or completely neutralized product may be blended as it is, or it may be partially or completely neutralized with a neutralizing agent after dissolution, dispersion or emulsification. May be.

(D) The phosphate ester (B) has a molar ratio (B / A) of 0.5 to 1.5 with respect to the quaternary ammonium salt (A).
It is preferable to mix them in such a manner that the molar ratio (B /
When A) is out of the range of 0.5 to 1.5, the gloss imparting effect tends to be slightly inferior.

(E) The branched oil component (C), which is the third essential component, is a branched chain primary alcohol having 8 to 24 carbon atoms, a branched chain fatty acid having 8 to 24 carbon atoms, and 6 to 24 carbon atoms. C2-C24 fatty acid ester of branched chain primary alcohol, or C6-C
It is selected from among C2 to C24 alcohol esters of 24 branched chain fatty acids. Here, when an ester is used, those having a total carbon number of 14 to 38 are particularly preferable.

Specific examples of the branched oil component include 2-hexyldecanol, 2-pentylnonanol, 2-nonylrunanol, 2-
Octyldecanol, 2-ethylhexanol, 2-decyltetradecanol, 2-pentylnonanoic acid, 2-hexyldecanoic acid, 2-nonylnonanoic acid, 2-ethylhexanoic acid, isotridecyl myristate, octyldodecyl myristate, oleic acid Examples thereof include octyldodecyl, octyldodecyl ricinoleate, octyldodecyl erucate, cetyl 2-ethylhexanoate, and stearyl 2-hexyldecanoate, and one or more of these may be used.

The amount of the branched oil component blended is not particularly limited, but is preferably 0.05 to 10% by weight, particularly preferably 0.1 to 5% by weight.

(E) In the hair cosmetic composition of the present invention, in addition to the above-mentioned essential components, a solvent, another oil component, an emulsifier, a wetting agent, an antidandruff agent, an antioxidant, a chelating agent, an ultraviolet absorber, a light amount or a colorant, etc. Other components conventionally used can be optionally blended.

In this case, the solvent is not particularly limited, but generally, for example, ethanol, isopropyl alcohol, 1,3-butylene glycol, ethylene glycol, propylene glycol, glycerin and the like can be mentioned.

As the oil component, those usually used in cosmetics can be used. Examples of typical oils include microcrystalline wax, paraffin wax, gay wax,
Waxes such as bees wax, Japan wax, sucrose wax or mixtures thereof, liquid paraffin,
Hydrocarbon oil such as α-olefin oligomer, squalane, squalene or a mixture thereof, linear or branched saturated or unsaturated hydrocarbon such as cetanol, stearyl alcohol, hydrogenated castor oil derived alcohol, hevenyl alcohol, lanolin alcohol, etc. Substituted or hydroxy-substituted higher alcohols or mixtures thereof, palmitic acid, myristic acid, oleic acid, stearic acid, hydroxystearic acid, hevenic acid, castor oil and fat fatty acid, coconut oil and fatty acid, beef tallow fatty acid, etc. Or hydroxy-substituted higher fatty acid or a mixture thereof, olive oil, coconut oil, rapeseed oil, palm oil, palm kernel oil, castor oil, hydrogenated castor oil, peanut oil, beef tallow, hydrogenated beef tallow, jojoba oil, hydrogenated jojoba oil, monostearic acid Glyceride, monoole Acid glycerides, dipalmitic acid glycerides, trimyristic acid glycerides, oleyl oleate, palmityl behate, insopropyl palmitate, stearyl acetate, esters such as dihydroxystearic acid ester or mixtures thereof, dimethylpolysiloxane, methylphenylpolysiloxane Silicone oils such as

Examples of emulsifiers that have been conventionally used include glycerin monostearate, sorbitan monopalmitate, polyoxyethylene cetyl ether, polyoxyethylene stearic acid ester, and polyoxyethylene sorbitan monolaurate. .

Examples of the wetting agent include hexylene glycol, polyethylene glycol 600, sodium pyroglutamate, and glycerin.

Antidandruff agents include sulfur, selenium sulfide, zinc pyridinium-1-thiol-N-oxide, salicylic acid,
2,4,4'-trichloro-2'-hydroxydiphenyl ether, 1-hydroxy-2-pyridone compound and the like can be mentioned.

Examples of the antioxidant include BHA, BHT, Υ-oryzanol and the like.

Examples of the chelating agent include ethylenediaminetetraacetic acid, citric acid, ethane-1-hydroxy-1,1-diphosphonic acid and salts thereof.

As the ultraviolet absorber, a benzophenone derivative represented by 2-hydroxy-4-methoxybenzophenone, 2
Examples thereof include benzotriazole derivatives typified by-(2'-hydroxy-5'-methylphenyl) -benzotriazole and cinnamic acid esters.

[Examples] Examples of the present invention will be described below.

First, the test method will be described prior to the description of the examples.

(Gloss) 0.5g of the sample is directly applied to shampoo-treated hair bundle (5g, 20cm), spread evenly by hand and rinsed under running water, then at 25 ℃, 6
After being dried in an atmosphere of 5% RH and left standing for 24 hours, the "gloss" of the hair bundle was sensory-evaluated by 20 panelists. The evaluation was based on the evaluation obtained by a sample (Comparative Example 1) obtained by adding 1.0% by weight of stearyltomethylammonium chloride, 3.0% by weight of cetyl alcohol, 10% by weight of propylene glycol and water to 100.0% by weight, The evaluation was performed according to the following 5 grades.

◎: Very good ○: Good Δ: Almost equal ×: Inferior XX: Very inferior (no dryness on the tips of hair) 1g of the sample was directly applied to the shampoo-treated hair bundle (10g, 20cm), and by hand Spread evenly over the whole hair bundle, lightly rinse with hot water of about 40 ° C, then dry for 2 hours at 80 ° C in a hot air circulation type constant temperature bath. Sensitivity to dryness of hair tips by 20 testers evaluate.

The dryness of the tips of the hair was evaluated by using a sample consisting of 1.0% by weight of stearyltrimethylammonium chloride, 2.0% by weight of cetyl alcohol, 10.0% by weight of propylene glycol and water (the balance) as a standard. Judgment is made by comparison with the following five-stage evaluation.

⊚: Good as compared to the standard ○: Good as compared with the standard Δ: Equivalent to the standard ×: Slightly inferior to the standard XX: Inferior to the standard (Examples 1 to 4) In Example 1, the following As shown in Table 1, 1.0% by weight of stearyltrimethylammonium chloride as a quaternary ammonium salt, 1.0% by weight of oxyethylene myristyl phosphate as a phosphoric acid ester, and 2 as a branched oil component.
A hair cosmetic composition was prepared comprising 1.0% by weight of hexyldecanol, 2.0% by weight of cetyl alcohol as an oil component, 10.0% by weight of propylene glycol as a solvent, and water.
In addition, hair cosmetics having the compositions shown in Table 1 were similarly prepared for Examples 2 to 4 and Comparative Examples 1 to 9.

From Table 1, when the phosphoric acid ester is not contained (Comparative Example 1,
3 to 6,8) and the case where the quaternary ammonium salt is not included (Comparative Examples 2 to 6 and 9), the effect of imparting gloss to the hair is inferior. In addition, even if the quaternary ammonium salt and the phosphoric acid ester are used in combination, the effect of preventing dryness of the tips of hair is not obtained if the branched oil is not contained (Comparative Example 7). It is recognized that when the quaternary ammonium salt and the branched oil component are used in combination, a sufficient gloss-imparting effect can be obtained without causing the dryness of the tips of hair.

(Examples 5-10) In Examples 5-10, hair cosmetics were prepared with the compositions shown in Tables 2 and 3 below together with Comparative Examples 10-13. As a result, as also shown in the table, when the quaternary ammonium salt is out of the range of the present invention (Comparative Example 10), when the number of moles of alkylene oxide added to the phosphate ester is out of the range of the present invention ( It is clear that Comparative Examples 11 to 13) also do not have a sufficient gloss-imparting effect, or that the tips of the hairs become dull. On the other hand, it was confirmed that each of the compositions of the present invention had a satisfactory gloss-imparting performance and an effect of preventing dullness of the tips of hair.

(Examples 14 to 20) In Examples 14 to 20, hair cosmetics were prepared with the compositions shown in Table 4 together with Comparative Examples 14 to 17. The results are shown in the table when the oil does not have a branched structure (Comparative Examples 14 to 16).
When the number of carbon atoms or the number of carbon atoms is outside the range of the present invention (Comparative Example 17), the effect of preventing dryness of the tips of the hair is not obtained or the gloss imparting effect is deteriorated. It is recognized that each of them has a good effect of preventing dullness on the tips of hair and a sufficient effect of imparting gloss.

(Example 21) In this example, the hair treatment compositions shown in Table 5 below were prepared, and the performance thereof was evaluated practically. However, this composition had the effect of imparting excellent luster to the hair, which is not found in conventional hair treatments, when finished, without making the tips dry.

(Example 22) In this example, the blowing agents shown in Table 6 below were prepared and their performance was evaluated by practical use. However, the blowing agent composition of the present invention is not sticky at the time of use, does not develop dryness on the hair tips at the time of finishing, and has an effect of imparting excellent gloss to hair as compared with conventional blowing agents. Had.

[Effects of the Invention] As described in detail above, according to the present invention, in any state such as a solution state, a uniformly dispersed state, a non-uniformly dispersed state, and an emulsified state, and in a type that requires rinsing at the time of application, It has a high luster imparting effect without dulling the tips of hair, and thus has a hair rinse agent, a spray-type or dispenser-type hair conditioner, a glossing spray,
It is possible to provide a hair cosmetic composition that can be used for various purposes such as hair lotion.

Claims (5)

[Claims] 1. The following general formula (I): (In the formula, R ₁ is a linear or branched alkyl group having 8 to 22 carbon atoms, an alkenyl group or a hydroxyalkyl group, R ₂ , R ₃ and R ₄ are a methyl group, an ethyl group, a benzyl group or the general formula C ₂
H ₄ O _n H or C ₃ H ₆ O _m H (where n and m are 1 to
The group represented by (integer of 5) is the same or different from each other. X ^- represents an anion. ) One or more quaternary ammonium salts represented by the following general formula (II) (In the formula, R ₅ is a linear alkyl group having 10 to 22 carbon atoms, a hydroxyalkyl group or an alkenyl group, and Y is Or Z, R ₆ represents a hydrogen atom or a methyl group, Z represents a hydrogen atom, an alkali metal, an alkyl-substituted ammonium or a hydroxyalkyl-substituted ammonium, and 1 represents 1
Indicates an integer of ˜8. ) One or more kinds of phosphoric acid ester represented by: and a branched chain primary alcohol having 8 to 24 carbon atoms, 8 to 24 carbon atoms
Branched-chain fatty acids, C6-C24 branched-chain primary alcohol C2-C24 fatty acid esters, or C6-C6
A hair cosmetic composition comprising one or more branched oil components selected from alcohol esters of 2 to 24 branched chain fatty acids having 2 to 24 carbon atoms. 2. The hair cosmetic composition according to claim 1, wherein the phosphoric acid ester is contained in a molar ratio of 0.5 to 1.5 with respect to the quaternary ammonium salt. 3. The hair cosmetic composition according to claim 1, which contains 0.05 to 10% by weight of the quaternary ammonium salt. 4. The hair makeup according to claim 1, wherein R _{5 in the} general formula (II) is a linear alkyl group having 14 to 18 carbon atoms, a hydroxyalkyl group or an alkenyl group. Fee. 5. The branched oil component is a branched chain primary alcohol having 8 to 24 carbon atoms, a branched fatty acid having 8 to 24 carbon atoms or a branched chain primary alcohol having 6 to 24 carbon atoms. Patents characterized in that the fatty acid ester having 2 to 24 carbon atoms or the alcohol ester having 2 to 24 carbon atoms of a branched chain fatty acid having 6 to 24 carbon atoms has a total carbon number of 14 to 38 The hair cosmetic composition according to claim 1.