JP5478006B2 - Hair cosmetics - Google Patents

Description

  The present invention relates to a hair cosmetic that has good elongation at the time of application of the cosmetic to the hair, imparts flexibility and slipperiness to the entire hair, and can impart good slipperiness and a coating feeling when finished.

The hair is damaged by the environment (ultraviolet rays and heat from sunlight, drying), daily hair care behavior (hair washing and brushing, the heat of a dryer), and chemical treatment (coloring, permanent, etc.). Therefore, various ideas have been made to return the surface of hair with increased friction to a smooth feel.
Silicone is added to the conditioning agent used after shampooing, but if the amount is increased to increase the effect, or if highly adsorbent silicone is used, slipping and softness will improve at the finish, but stickiness will be felt. There was a problem in becoming a heavy touch.
Therefore, it has been proposed that a hair cosmetic containing a cationic surfactant and 2-naphthalenesulfonic acid suppresses oily stickiness and improves the cohesiveness of the hairstyle with a moist and smooth feel (patent) Reference 1). However, this hair cosmetic is very excellent in finish feeling, but is insufficient in terms of imparting flexibility and slipperiness to the whole hair and elongation at the time of application to the hair.
It is also disclosed that the liquid crystal forming agent improves the emulsification stability of cosmetics with a high water content, has good elongation when applied to skin and hair, and improves the feel after towel drying and after drying. (Patent Documents 2, 3, and 4). However, these cosmetics are insufficient in terms of imparting slip after drying, softness, and a coating feeling.
JP-A-11-228358 Japanese Patent Laid-Open No. 5-984 Japanese Patent Laid-Open No. 5-124921 JP-A-6-48916

  The present invention provides hair that has good elongation when coated with cosmetics on the hair, imparts flexibility and slipperiness to the entire hair, and does not have oily stickiness when finished, and can impart good slipperiness and coat feeling The purpose is to provide cosmetics.

  The present inventors have made various studies in order to give the hair cosmetic composition using a combination of a cationic surfactant and sulfonic acid, etc., elongation at the time of hair application and to impart flexibility and slipperiness to the entire hair. It has been found that if an agent is blended, not only the elongation at the time of application to hair is improved, but also the flexibility and slipperiness can be imparted to the entire hair.

That is, this invention provides the hair cosmetics containing the following component (A), (B), (C) and (D).
(A) Sulfonic acid having 6 to 18 carbon atoms or a salt thereof
(B) Quaternary ammonium salt
(C) C8-C30 aliphatic alcohol
(D) Liquid crystal forming agent

  The hair cosmetic composition of the present invention has good elongation at the time of application of the cosmetic composition to the hair, imparts flexibility and slipperiness to the entire hair, and does not have oily stickiness when finished, and has good slipperiness and coat feeling Can be granted.

Hereinafter, the present invention will be described in more detail.
Examples of the hydrocarbon group of the sulfonic acid having a hydrocarbon group having 6 to 18 carbon atoms of the component (A) used in the present invention include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a heterocyclic ring. And a formula group. A hydrocarbon group having 6 to 18 carbon atoms when the hydrocarbon group includes an aromatic ring and a hydrocarbon group having 6 to 11 carbon atoms when the aromatic group does not include an aromatic ring is preferable. Examples of the sulfonic acid having these hydrocarbon groups include the following (A1) to (A3).

(A1) C6-C18 aromatic sulfonic acid containing one aromatic ring

(A2) C10-18 aromatic sulfonic acid containing two or more aromatic rings

(A3) Aliphatic sulfonic acid having an aliphatic hydrocarbon group having 6 to 11 carbon atoms

(A1) is more preferably an aromatic sulfonic acid having 6 to 12 carbon atoms containing one aromatic ring. Specifically, benzenesulfonic acid, o-toluenesulfonic acid, p-toluenesulfonic acid, xylenesulfonic acid, Examples thereof include cumene sulfonic acid, ethylbenzene sulfonic acid, 2,4,6-trimethylbenzene sulfonic acid, tetralin sulfonic acid, indane sulfonic acid, and phenol sulfonic acid. Of these, p-toluenesulfonic acid, xylenesulfonic acid, and cumenesulfonic acid are more preferable.

(A2) is more preferably an aromatic sulfonic acid having 10 to 12 carbon atoms containing two or more aromatic rings, and specific examples include azulene sulfonic acid and naphthalene sulfonic acid. Of these, naphthalenesulfonic acid is more preferred.

(A3) is more preferably an aliphatic sulfonic acid having an aliphatic hydrocarbon group having 7 to 10 carbon atoms, specifically, 1-heptanesulfonic acid, 1-octanesulfonic acid, 1-decanesulfonic acid, 2-ethylhexyl sulfonic acid etc. can be mentioned. Of these, 2-ethylhexylsulfonic acid is more preferable.

  Moreover, as a salt of the sulfonic acid having a hydrocarbon group, a sodium salt, a potassium salt, or an ammonium salt is preferable.

  The sulfonic acid having a hydrocarbon group of component (A) or a salt thereof may be used in combination of two or more thereof, and the content thereof is contained in the hair cosmetic composition of the present invention from the viewpoint of finishing feeling and feeling of hairstyle unity. Is preferably 0.01 to 5% by weight, more preferably 0.1 to 3% by weight, and still more preferably 0.3 to 1.5% by weight.

  As the quaternary ammonium salt of the component (B), for example, the following general formula (1)

(In the formula, at least one of R ¹ , R ² , R ³ and R ⁴ may be substituted with an alkoxy group having 8 to 35 carbon atoms, an alkenyloxy group, an alkanoylamino group or an alkenoylamino group. A good alkyl group or alkenyl group or aliphatic acyloxy (polyethoxy) ethyl, hydroxyalkyl group, hydroxyalkenyl group, the remainder being a benzyl group, an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group, or a total number of added moles of 10 or less; And a quaternary ammonium salt represented by Z- represents a halogen ion or an organic anion.

  Among these quaternary ammonium salts, preferred examples include distearyldimethylammonium chloride, stearyltrimethylammonium chloride, capryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, lauryltrimethylammonium. Chloride, N-stearyl-N, N, N-tri (polyoxyethylene) ammonium chloride, cetylbenzyldimethylammonium chloride, cetyltriethylammonium bromide, distearyldimethylammonium chloride, stearoxypropyltrimethylammonium chloride, stearoxyhydroxypropyltrimethyl A Trimonium chloride addition to such ride, branched quaternary ammonium salts represented by the following general formula (2) to (3), the general formula (4) include quaternary ammonium salts represented by - (5).

[Wherein R ⁵ is

(R ¹¹ represents a methyl group or an ethyl group, and a represents an integer having a total carbon number of 8 to 16 in the alkyl group) and (F) CH ₃ — (CH ₂ ) _b -(B represents an integer of 7 to 15) is a mixture of straight chain alkyl groups, the branching ratio (E) / (E) + (F) represents a group having 10 to 100 mol%, R ⁶ and R ⁷ represent a benzyl group, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, R ⁸ and R ⁹ represent an alkyl group having 2 to 12 carbon atoms, and R ¹⁰ represents a group

Or an alkyl group having 1 to 3 carbon atoms, and Z ⁻ represents a halogen ion or an organic anion.

(Wherein R ¹² and R ¹³ represent an alkyl group or alkenyl group having 8 to 22 carbon atoms which may be substituted with a hydroxyl group, and R ¹⁴ and R ¹⁵ represent an alkyl group having 1 to 3 carbon atoms or — ( CH ₂ CH ₂ O) _e H (e represents a number from 1 to 6), c and d represent a number from 0 to 5, and Z ⁻ represents a halogen ion or an organic anion)

[Wherein R ²¹ and R ²⁴ represent an alkyl group having 16 to 30 carbon atoms or an alkoxy group having 16 to 30 carbon atoms, and R ²² and R ²³ represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. , X ^k− are chlorine ion, bromine ion, iodine ion, fluorine ion, sulfate ion, methyl sulfate ion, ethyl sulfate ion, methanebenzyl sulfonate ion, phosphate ion, nitrite ion, nitrate ion, and carboxylate ion One or more anions selected from are shown. k is the ionic charge of X. ]

Specific examples of Z ⁻ which is a counter ion of these quaternary ammonium salts include halogen ions such as chlorine, iodine and bromine; organic anions such as methosulfate, ethosulfate, methophosphate and ethophosphate. It is done.

Among these, the branched quaternary ammonium salt represented by the general formula (2) is usually synthesized using, for example, an oxo alcohol having 8 to 16 carbon atoms as an example. Examples thereof include dialkyldimethylammonium salts having a derived alkyl group, dialkylmethylhydroxyethylammonium salts, and dialkylmethylbenzylammonium salts. In the present invention, the branched chain ratio of R ^{5 in} the formula (2) is usually 10 to 100% by mole, and more preferably 10 to 50% by mole. Also, those having a total carbon number of R ⁵ of 8 to 16 are used, but those having a certain distribution are preferred, and those having the following distribution are preferred.

C ₈ ~C _11: 5% mol or less C _12: 10 to 35 mol%
C _13: 15~40 mol%
C _14: 20~45 mol%
C _15: 5~30 mol%
C ₁₆ : 5 mol% or less

  Specific examples of such a branched quaternary ammonium salt include dialkyldimethylammonium chloride having an alkyl group having 8 to 16 carbon atoms and a branched chain ratio of 10 to 50 mol%.

  In addition, the branched quaternary ammonium salt represented by the general formula (3) is usually a Gerber alcohol having 8 to 28 carbon atoms.

  Of these branched quaternary ammonium salts, preferred are, for example, alkyltrimethylammonium salts having an alkyl group derived from Gerve alcohol having 8 to 28 carbon atoms, alkyldimethylbenzylammonium salts, dialkyldimethylammonium salts, dialkylmethyls. Examples thereof include hydroxyethylammonium salt and dialkylmethylbenzylammonium salt. Among these, more preferable examples include 2-decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride, di-2-hexyldecyldimethylammonium chloride, di-2-octyldodecyldimethylammonium chloride, and the like. Can be mentioned.

Examples of the quaternary ammonium salt represented by the general formula (4) include those described in WO93 / 10748, WO92 / 06899, WO94 / 16677, and the like. In the formula (4), R ¹² and R ¹³ are oleyl groups or alkyl groups having 12 to 18 carbon atoms, R ¹⁴ is a methyl group, R ¹⁵ is —CH ₂ CH ₂ OH, and c and d are 0. Is preferred.

  Further, the quaternary ammonium salt represented by the general formula (5) is classified as an imidazoline type cationic surfactant.

  One or more quaternary ammonium salts of the component (B) can be used, and 0.1 to 20% by weight, further 0.3 to 12% by weight, and further 0.5% in the total composition of the hair cosmetic. Addition of ˜5% by weight is preferable because flexibility at the time of application, flexibility at the time of finishing and good slipperiness can be obtained, and the usability is also good.

  The C8 to C30 aliphatic alcohol of component (C) may be a saturated alcohol or an unsaturated alcohol. Such aliphatic alcohols include octyl alcohol, capryl alcohol, nonyl alcohol, decyl alcohol, undecyl alcohol, dodecyl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, heptadecyl alcohol, stearyl alcohol, oleyl Examples include alcohol, nonadecyl alcohol, eicosyl alcohol, behenyl alcohol, ceryl alcohol, myricyl alcohol, caranavir alcohol, arachin alcohol, octyldodecanol and the like.

  One or more aliphatic alcohols having 8 to 30 carbon atoms as the component (C) can be used, and are 0.1 to 20% by weight, further 0.3 to 12% by weight, and more preferably in the total composition of hair cosmetics. When it is blended in an amount of 0.5 to 5% by weight, it is preferable that the slipping property upon application and the good stability of the preparation can be obtained, and the feeling in use is also good.

Examples of the liquid crystal forming agent of component (D) include at least one long-chain branched alkyl or alkenyl group and at least three hydroxyl groups in one molecule, and lamellar liquid crystals at temperatures exceeding 25 ° C. and 50 ° C. Nonionic amphiphilic compounds that retain the structure may be mentioned.
The nonionic amphiphilic compound has a lamellar liquid crystal structure at a temperature of at least 25 ° C. and 50 ° C., and further needs to have a lamellar liquid crystal structure at a temperature exceeding 50 ° C. Here, the confirmation of the lamellar liquid crystal structure is, for example, The Journal of Cell Biology, Vol. 12, pages 207 to 209 and the surface, Vol. 11, Vol. 10, The method described on pages 579 to 590 can be performed using X-ray diffraction and a differential scanning calorimeter (DSC). Examples of the compound having such properties include (D-1), (D-2), and (D-3).

(D-1) Glycerylated polyols represented by the following general formula (6).
A _x (G) (6)
[In the formula, G represents a residue obtained by removing x hydroxyl groups from a polyol selected from pentaerythritol, sorbitol, maltitol, glucose, fructose and alkylglycoside;

And / or

（式中、Ｒ¹⁷は最も炭素数の多い直鎖部分を主鎖とし、メチル基、エチル基、プロピル基及びブチル基から選ばれる１〜４個の基で分岐した総炭素数16〜24のアルキル基を示し、Ａ’は-CH₂CH(OH)CH₂-又は-CH(CH₂OH)CH₂-を示す） Wherein R ¹⁶ represents a branched alkyl group or alkenyl group having 10 to 36 carbon atoms, and x represents a number of 1 or more and not exceeding the total number of the polyol hydroxyl groups.
Of these, preferred are pentaerythritol branched alkyl ethers represented by the following general formula (7).

(In the formula, R ¹⁷ has a total of 16 to 24 carbon atoms branched from 1 to 4 groups selected from a methyl group, an ethyl group, a propyl group and a butyl group, with the straight chain portion having the largest number of carbons as the main chain. Represents an alkyl group, and A ′ represents —CH ₂ CH (OH) CH ₂ — or —CH (CH ₂ OH) CH ₂ —).

(D-2) Methyl branched fatty acid ester represented by the following general formula (8).

[Wherein, m and n each represent an integer of 0 to 20, and the sum of m and n is 1 to 20]

(D-3) Branched fatty acid glyceroglycolipid represented by the following general formula (9)

  Details of the production method of the component (D) are described in JP-A-5-984, JP-A-5-124921, and JP-A-6-48916.

  Of the liquid crystal forming agents, the glycerylated polyols of (D-1) are preferable, and the pentaerythritol branched alkyl ether represented by the general formula (7) is added to the hair cosmetics in addition to elongation at the time of application to the whole hair. It is more preferable in terms of imparting flexibility and slipperiness.

  The reason why these liquid crystal forming agents have the above-mentioned effects is not clear, but (A) a sulfonic acid (salt) having a hydrocarbon group, (B) a quaternary ammonium salt, and (D) a liquid crystal forming agent. It is considered that these three components are stabilized in the composition by the action.

  Component (D) can be used singly or in combination of two or more, and is 0.1 to 10% by weight in the hair cosmetics of the present invention, and further 0 It is preferably 5 to 8% by weight, and more preferably 1 to 4% by weight.

Silicone can be further blended in the hair cosmetic composition of the present invention. Examples of the silicone include those usually used in hair cosmetics such as dimethylpolysiloxane, methylphenylpolysiloxane, amino-modified silicone, fatty acid-modified silicone, alcohol-modified silicone, aliphatic alcohol-modified polysiloxane, polyether-modified silicone, Examples include epoxy-modified silicones, fluorine-modified silicones, cyclic silicones, alkyl-modified silicones, and more specifically, silicones (B-1) to (B-11) described in JP-A-6-48916 and special ones. Examples include silicones described in Kaihei 4-108795, JP-A-5-112423, and JP-A-2004-339244.
The total amount of silicone is 0.05 to 15% by weight, further 0.1 to 12% by weight, and further 0.3 to 10% by weight in the hair cosmetic composition of the present invention from the viewpoint of further improving the feel given to the hair. Is preferred.

  Examples of the hair cosmetic composition of the present invention include other surfactants such as anionic surfactants, amphoteric surfactants, and nonionic surfactants, anionic polymers, nonionic polymers, cationic polymers, and alcohols. , Powder, functional beads and capsules, metal chelating agents, antioxidants, viscosity modifiers, antiseptics, animal and plant extracts, anti-inflammatory agents, fungicides, anti-dandruff agents, antioxidants, pearlizing agents, UV rays Absorbers, pH adjusters, pigments, fragrances and the like can be appropriately blended.

  The hair cosmetic composition of the present invention is applied as a hair cosmetic composition such as hair rinse, treatment, conditioner, hair cream, blow lotion, hair pack, shampoo, conditioning gel, and conditioning foam.

  The hair cosmetic composition of the present invention preferably has a pH of 2 to 10, more preferably a pH of 3 to 8.

Examples 1-5, Comparative Examples 1-6
Hair cosmetics having the composition shown in Table 1 were prepared by a conventional method, and feel when applied to hair (elongation / familiarity, slip, softness), finished feel after rinsing and drying (slip, softness, Non-stickiness, coat feeling) were evaluated.
The evaluation results are also shown in Table 1.

Evaluation methods and evaluation criteria are shown below.
Evaluator and hair bundle:
Each of the three panelists used the hair bundles (25 cm, about 16 g) derived from Japanese to perform sensory evaluation on the feel of the above items according to the criteria shown below.

operation:
The hair bundle is sufficiently moistened with warm water of 35 to 40 ° C. and then washed with a plain shampoo having the following composition. After sufficiently rinsing with warm water, lightly squeeze the hair bundle to remove excess moisture and apply 3 g of hair cosmetic. After evaluating each item at the time of application, rinse with warm water, remove moisture with a towel, and prepare a hair bundle with a comb. Then, it is dried with warm air from a dryer, the hair bundle is arranged with a comb for finishing, and each item at the time of finishing is evaluated.

Evaluation criteria:
5; Good 4; Slightly good 3; Normal 2; Not very good 1; The evaluation results of three poor panelists were averaged to obtain a score.

<Plain shampoo>
(weight%)
Polyoxyethylene lauryl ether sulfate Na (Emar E-27C) 42
Coconut oil fatty acid N-methylethanolamide (Aminone C-11S) 3
Citric acid 0.2
Methylparaben 0.3
Purified water residue
Total 100

  From Table 1, the hair cosmetic composition of the present invention has good elongation at the time of application, imparts flexibility and slipperiness to the entire hair, and further, gives no slippery oily finish and imparts good slipperiness and coat feeling. I know I can do it.

Claims (4)

A hair cosmetic comprising the following components (A), (B), (C), (D) and (X), wherein the content of the component (D) is 1 to 4% by weight.
(A) Naphthalenesulfonic acid or a salt thereof
(B) Quaternary ammonium salt
(C) C8-C30 aliphatic alcohol
(D) The following general formula (7)

(In the formula, R ¹⁷ represents an alkyl group having 16 to 24 carbon atoms branched by 1 to 4 groups selected from a methyl group, an ethyl group, a propyl group and a butyl group, and A ′ represents —CH ₂ CH ( OH) CH ₂ — or —CH (CH ₂ OH) CH ₂ —)
A liquid crystal forming agent which is a pentaerythritol branched alkyl ether represented by the formula:
(X) Silicone   The hair cosmetic according to claim 1, wherein the content of component (A) is 0.3 to 1.5% by weight.   The hair cosmetic composition according to claim 1 or 2, wherein the content of the component (B) is 0.1 to 20% by weight.   The hair cosmetic composition according to any one of claims 1 to 3, wherein the content of the component (C) is 0.1 to 20% by weight.