JP7325997B2 - Hair cleanser composition - Google Patents

Description

The present invention relates to hair cleansing compositions.

Hair cleansing compositions containing an azole antifungal agent such as miconazole as an antidandruff agent are commercially available.
However, there is a problem that coexisting components such as a surfactant in the hair cleansing composition may deteriorate the stability of the azole antifungal agent over time.

In response to this problem, some means have been reported for stabilizing the azole antifungal agent in the hair cleansing composition (see, for example, Patent Document 1).
However, in conventional hair cleansing compositions containing azole antifungal agents, the active ingredient (azole antifungal agent) is washed away during rinsing, and the expected effects on the skin and hair cannot be obtained. There was a problem of difficulty.

To solve this problem, as one method for retaining the active ingredient, a method using a technique for retaining the active ingredient by hydrophobic interaction of coacervation between a surfactant and a cationic polymer is conceivable.
However, in many cases, the coacervate of the surfactant and the cationic polymer is also washed away during rinsing, and the problem is that it is not possible to obtain a retention property to the extent that the effect of the active ingredient can be sufficiently obtained. There was (see patent document 2). In addition, the hair cleansing composition using this coacervation technology has a low foam volume and a low viscosity, so there is also the problem that the liquid tends to drip from the hands.

In order to solve this problem, when general polymers or polyoxyethylene-type nonionic surfactants are added in order to improve the viscosity of the hair cleansing composition, there is a tendency for the staying property to decrease.

Therefore, the retention of the azole antifungal agent is excellent, the effect and sustainability thereof can be sufficiently obtained, the stability of the azole antifungal agent can be maintained, the foam volume is excellent, and the liquid A hair cleansing composition that does not easily drip has not yet been provided, and the current situation is that there is a strong demand for its rapid development.

JP 2014-47165 A JP 2013-136565 A

An object of the present invention is to solve the above-mentioned conventional problems and to achieve the following objects. That is, the present invention provides a hair cleansing composition that is excellent in retention of an azole antifungal agent, can sufficiently obtain its effect and persistence, is excellent in low-temperature storage stability and foam volume, and is resistant to dripping. The purpose is to provide goods.

The present inventors have made intensive studies to achieve the above object, and found that (A) at least one anionic surfactant selected from polyoxyethylene alkyl ether carboxylates and acylamino acid salts; B) amphoteric surfactant, (C) at least one cationic polymer selected from dimethyldiallylammonium chloride polymer and dimethyldiallylammonium chloride-acrylic acid copolymer, and (D) azole antifungal agent and (E) a compound represented by the following general formula (1), and moles of structural units derived from dimethyldiallylammonium chloride in the dimethyldiallylammonium chloride-acrylic acid copolymer of component (C) a ratio of 65 mol% or more, and a mass ratio [(A)/(B)] of the content of component (A) to the content of component (B) of 0.8 to 16. The composition should have excellent retention of the component (D), sufficiently exhibit the effects and persistence of the component (D), have excellent low-temperature storage stability and foam volume, and be resistant to dripping. and completed the present invention.

The present invention is based on the findings of the present inventors, and means for solving the above problems are as follows. Namely
<1> (A) at least one anionic surfactant selected from polyoxyethylene alkyl ether carboxylates and acylamino acid salts;
(B) an amphoteric surfactant;
(C) at least one cationic polymer selected from dimethyldiallylammonium chloride polymers and dimethyldiallylammonium chloride-acrylic acid copolymers;
(D) an azole antifungal agent;
(E) a compound represented by the following general formula (1);
(In general formula (1) above, R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 18 carbon atoms, and R ² and R ³ each independently have 1 to 1 carbon atoms.) 3 represents a linear or branched alkyl group or hydroxyalkyl group.)
contains
The molar ratio of structural units derived from dimethyldiallylammonium chloride in the dimethyldiallylammonium chloride-acrylic acid copolymer of component (C) is 65 mol% or more,
A hair cleansing composition characterized in that the mass ratio [(A)/(B)] of the content of component (A) to the content of component (B) is 0.8 to 16. .
<2> The hair cleansing composition according to <1>, which has a pH of 6 to 7.
<3> The above <1> to <2>, wherein the mass ratio [(E)/(B)] of the content of component (E) to the content of component (B) is 0.2 to 0.65 Any one of the hair cleansing compositions.

ADVANTAGE OF THE INVENTION According to this invention, the above-mentioned problems in the past can be solved and the above-mentioned objects can be achieved. It is possible to provide a hair cleansing composition which is excellent in storage stability and foam volume, and hardly drips.

(Hair cleansing composition)
The hair cleansing composition of the present invention comprises (A) an anionic surfactant, (B) an amphoteric surfactant, (C) a cationic polymer, (D) an azole antifungal agent, and (E) and a compound represented by the general formula (1), and if necessary, further contain other components.

<(A) anionic surfactant>
The anionic surfactant of the component (A) can be contained in order to improve the durability of the dandruff and itch improvement effect, improve the foam volume, and prevent dripping.

The component (A) is at least one anionic surfactant selected from polyoxyethylene alkyl ether carboxylates and acylamino acid salts. These may be used individually by 1 type, and may use 2 or more types together. Among these, polyoxyethylene alkyl ether carboxylates are preferred.

<<Polyoxyethylene alkyl ether carboxylate>>
The polyoxyethylene alkyl ether carboxylate is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include compounds represented by the following general formula (A1). The said polyoxyethylene alkyl ether carboxylate may be used individually by 1 type, and may use 2 or more types together.

In general formula (A1), R ⁴ represents a linear or branched alkyl or alkenyl group, or a phenyl group substituted with a linear or branched alkyl or alkenyl group. The number of carbon atoms in ^R4 is not particularly limited and can be appropriately selected according to the purpose. 10 to 14 are preferred, and 11 to 13 are more preferred.

In general formula (A1), R ⁵ represents an alkylene group. The number of carbon atoms in ^R5 is 2.

In the general formula (A1), o represents the average added mole number of ethylene oxide (EO). The average number of added moles of the ethylene oxide (EO) is not particularly limited and can be appropriately selected according to the purpose. 1 to 10 are preferable, and 3 to 6 are more preferable, from the viewpoint of darkness.

In general formula (A1), ^M1 represents a hydrogen atom, an alkali metal, an alkaline earth metal, an alkanolamine, ammonium, or a basic amino acid. Among these, alkali metals are preferred, and sodium is more preferred.

Specific examples of the polyoxyethylene alkyl ether carboxylate represented by the general formula (A1) include polyoxyethylene alkyl ether acetates such as sodium polyoxyethylene lauryl ether acetate and potassium polyoxyethylene lauryl ether acetate. mentioned.

The polyoxyethylene alkyl ether carboxylate of component (A) may be appropriately synthesized or a commercially available product.
Commercially available products of the polyoxyethylene alkyl ether carboxylate include, for example, Enagicol EC-30 (sodium polyoxyethylene lauryl ether acetate, manufactured by Lion Corporation) and Beaulite LCA-25F (sodium polyoxyethylene lauryl ether acetate). , Beaulight LCA (polyoxyethylene lauryl ether sodium acetate), Beaulight LCA-30D (polyoxyethylene lauryl ether sodium acetate), Beaulight LCA-H (polyoxyethylene lauryl ether acetic acid), Beaulight LCA-25NH (Laureth -4 carboxylic acid), Beaurite SHAA (sodium lauryl glycol carboxylate) (manufactured by Sanyo Chemical Industries, Ltd.), Kao Akipo RLM-45NV (polyoxyethylene (4.5) sodium lauryl ether acetate (ethylene oxide (EO) Average number of added moles: 4.5)), Kao Akipo RLM-100NV (polyoxyethylene (10) sodium lauryl ether acetate (average number of added moles of ethylene oxide (EO): 10)) (manufactured by Kao Corporation) etc.

<<Acyl amino acid salt>>
The acylamino acid salt is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include compounds represented by the following general formula (A2). The acylamino acid salts may be used singly or in combination of two or more.

In general formula (A2), R ⁶ represents a linear or branched alkyl or alkenyl group, or a phenyl group substituted with a linear or branched alkyl or alkenyl group. The number of carbon atoms in R ⁶ is not particularly limited and can be appropriately selected depending on the intended purpose.

In general formula (A2), ^R7 represents a hydrogen atom or an alkyl group. When R ⁷ is an alkyl group, the number of carbon atoms is not particularly limited and can be appropriately selected depending on the purpose, but is preferably 1 to 3.

In general formula (A2), R ⁸ and R ⁹ each represent a hydrogen atom or -(CH ₂ ) _m -COOM ³ . The R ⁸ and the R ⁹ may be the same or different.

In the general formula (A2), n and m each represent a number of 0-20. Said n and said m may be the same or different.

In the general formula (A2), ^M2 and ^M3 represent a hydrogen atom, alkali metal, alkaline earth metal, alkanolamine, ammonium or basic amino acid. The ^M2 and the ^M3 may be the same or different.

The amino acid structure of the hydrophilic portion of the acylamino acid salt is not particularly limited and can be appropriately selected depending on the intended purpose. from the point of view, glycine, glutamic acid, and methylalanine are preferred.

Specific examples of the acylamino acid salt represented by the general formula (A2) include N-acyl-glycine such as N-cocoyl-glycine potassium (N-coconut fatty acid acylglycine potassium) or a salt thereof; N-myristoyl- N-acyl-N-carboxyethyl-glycine or salts thereof such as sodium N-carboxyethyl-glycinate; sodium N-myristoyl-L-glutamate, potassium N-myristoyl-L-glutamate, sodium N-lauroyl-L-glutamate, N-acylglutamic acids such as potassium N-cocoate acyl-L-glutamate, sodium N-cocoate acyl-L-glutamate, sodium N-palm acyl-L-glutamate, sodium N-stearoyl-L-glutamate, or Salts thereof; N-acylaspartic acids such as N-lauroylaspartic acid, N-myristoylaspartic acid, N-palmitoylaspartic acid, or salts thereof; N-lauroyl-N-methyl-β-alanine potassium, N-lauroyl-N- N-, such as methyl-β-alaninetriethanolamine, lauroylmethyl-β-alanine sodium, myristoylmethyl-β-alanine sodium, coconut oil fatty acid sodium methylalanine, N-coconut fatty acid acyl-DL-alanine triethanolamine, etc. Acyl-N-methyl-β-alanine or its salts; N-acyl-β-alanine or its salts such as sodium cocoylalanine, N-cocoyl-β-alanine triethanolamine; coconut oil fatty acid sarcosine triethanolamine, myristoylmethyl Examples include N-acylsarcosine such as sodium aminoacetate and salts thereof.
Among these, the acyl amino acid salts are N-acyl sarcosine salts, N-acylalanine salts, N-acyl glutamic acid salts, and N-acyl glutamic acid salts, from the viewpoints of durability of dandruff and itch-improving effects, foam volume, and resistance to dripping. Salts, N-acylaspartates and the like are preferred.

As the acylamino acid salt of the component (A), an appropriately synthesized one may be used, or a commercially available product may be used.
Examples of commercially available acyl amino acid salts include Amisoft (registered trademark) CS-11 (sodium N-myristoyl-L-glutamate), Amisoft (registered trademark) CS-22 (N-coconut fatty acid acyl-L-glutamic acid sodium), Amisoft (registered trademark) LS-11 (sodium N-lauroyl-L-glutamate), Amisoft (registered trademark) MS-11 (sodium N-myristoyl-L-glutamate), Amisoft (registered trademark) HS-11P ( sodium N-stearoyl-L-glutamate), Amisoft® HS-11P (F) (sodium N-stearoyl-L-glutamate), Amisoft® HS21 (disodium N-stearoyl-L-glutamate), Amilite (registered trademark) ACS-12 (sodium cocoyl alanine) (manufactured by Ajinomoto Healthy Supply Co., Ltd.), Amino Surfact (registered trademark) AMMS-P1 (N-myristoyl-L-sodium glutamate) (manufactured by Asahi Kasei Chemicals Co., Ltd.) ), NIKKOL sarcosinate MN (sodium myristoylmethylaminoacetate), NIKKOL alaninate LN-30 (sodium lauroylmethyl-β-alanine) (manufactured by Nikko Chemicals Co., Ltd.), Alanone ACE (coconut fatty acid methylalanine sodium), Alanone AME (Myristoylmethyl-β-alanine sodium), Alanone ALE (lauroylmethyl-β-alanine sodium) (manufactured by Kawaken Fine Chemicals Co., Ltd.), Enagicol L-30AN (lauroylmethyl-β-alanine sodium) (manufactured by Lion Corporation) ), Softilt AT-L (lauroylmethyl-β-alanine sodium) (manufactured by NOF Corporation), and the like.

The content of component (A) is not particularly limited and can be appropriately selected according to the purpose. Therefore, 4% by mass to 20% by mass is preferable, and 5% by mass to 11% by mass is more preferable. When the content of the component (A) is 4% by mass to 20% by mass, the durability of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good.

<(B) Amphoteric Surfactant>
The amphoteric surfactant of the component (B) can be contained in order to improve the durability of the dandruff and itch improvement effect and the foam volume, and to prevent dripping.

The amphoteric surfactant of component (B) is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include betaine amphoteric surfactants and amino acid amphoteric surfactants. These may be used individually by 1 type, and may use 2 or more types together. Among these, the component (B) is preferably a betaine-type amphoteric surfactant from the viewpoints of durability of dandruff and itch-improving effects, foam volume, and resistance to dripping.

The betaine-type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. agents, phosphobetaine-type amphoteric surfactants, imidazolinium betaine-type amphoteric surfactants, and the like. These may be used individually by 1 type, and may use 2 or more types together.

The alkylbetaine type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include betaine lauryldimethylaminoacetate, coconut oil alkylbetaine, and betaine stearyldimethylaminoacetate. These may be used individually by 1 type, and may use 2 or more types together.

The amidobetaine-type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. are mentioned. These may be used individually by 1 type, and may use 2 or more types together.

The sulfobetaine-type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. lauryldimethylaminohydroxysulfobetaine, and the like. These may be used individually by 1 type, and may use 2 or more types together.

The phosphobetaine-type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include alkylhydroxyphosphobetaines. Examples of the alkylhydroxyphosphobetaine include laurylhydroxyphosphobetaine, myristylhydroxyphosphobetaine, stearylhydroxyphosphobetaine, and the like. These may be used individually by 1 type, and may use 2 or more types together.

The imidazoline type amphoteric surfactant is not particularly limited and can be appropriately selected depending on the intended purpose. fatty acid acyl-N'-carboxymethyl-N'-hydroxyethylethylenediamine sodium, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine and the like. These may be used individually by 1 type, and may use 2 or more types together.

Among these, the component (B) is an alkylbetaine type amphoteric surfactant and an amidobetaine type amphoteric surfactant, from the viewpoints of durability of dandruff and itching improvement effect, foam volume, and resistance to dripping. , imidazoline-type amphoteric surfactants are preferred, and lauramidopropyl betaine, coconut oil fatty acid amidopropyl betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, and lauryldimethylaminoacetic acid betaine are more preferred.

The amphoteric surfactant of component (B) may be appropriately synthesized or may be a commercially available product.
Examples of commercially available amphoteric surfactants of component (B) include Enagicol L-30B (lauramidopropyl betaine) (manufactured by Lion Corporation), Amphithol 20AB (lauramidopropyl betaine), Amphithol 55AB (coca amidopropyl betaine), amphithol 20YB (2-alkyl-N-carboxymethyl-N-hydroxyetherimidazolinium betaine), amphitol 20BS (lauryl betaine) (manufactured by Kao Corporation), Levon 2000L (lauramidopropyl betaine) ), Levon 2000 (coconut fatty acid amidopropyl betaine), Levon CIB (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), Levon 105 (2-alkyl-N-carboxymethyl-N-hydroxy ethylimidazolinium betaine) (manufactured by Sanyo Chemical Industries, Ltd.), softazoline LPB (lauramidopropyl betaine), softazoline CPB (coconut fatty acid amidopropyl betaine), softazoline CPB-R (coconut fatty acid amidopropyl betaine) , Softazoline CH (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), Softazoline CH-R (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine) (above, river Ken Fine Chemical Co., Ltd.), ANHOLEX 30S (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), ANHOLEX 35N (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), Amphorex 50 (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), Amphorex K-80 (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine) (manufactured by Miyoshi Oil Co., Ltd.), NIKKOL AM-101 (2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), NIKKOL AM-301 (lauryldimethylaminoacetic acid betaine) (above, Nikko Chemicals Co., Ltd.) made), etc.

The content of the component (B) is not particularly limited and can be appropriately selected depending on the intended purpose. Therefore, it is preferably 1% by mass to 20% by mass, more preferably 2.5% by mass to 10% by mass. When the content of the component (B) is 1% by mass to 20% by mass, the durability of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good.

<Mass ratio [(A)/(B)]>
The mass ratio [(A)/(B)] of the content of the component (A) to the content of the component (B) determines the durability of the dandruff and itchiness improvement effect, the amount of foam, and the prevention of dripping. From the point of difficulty, it is 0.8 to 16, preferably 1 to 8. When the mass ratio [(A)/(B)] is 0.8 to 16, the persistence of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good. On the other hand, when the mass ratio [(A)/(B)] is less than 0.8 or more than 16, the durability of the effect of improving dandruff and itching, the amount of foam, and the resistance to dripping are reduced.

<(C) cationic polymer>
The cationic polymer of the component (C) is at least one selected from dimethyldiallylammonium chloride polymer and dimethyldiallylammonium chloride-acrylic acid copolymer, and has a long-lasting effect of improving dandruff and itching and foam. It can be included to improve the amount and make it less likely to drip.

The dimethyldiallylammonium chloride-acrylic acid copolymer of the component (C) has a molar ratio of structural units derived from dimethyldiallylammonium chloride of 65 mol% or more, and is represented by the following general formula (C1). be.
However, in said general formula (C1), n and m represent the molar ratio (mol%) of each structural unit, n+m=100, and said m is 65 mol% or more.

The molar ratio of the structural units derived from dimethyldiallylammonium chloride in the dimethyldiallylammonium chloride-acrylic acid copolymer of the component (C) is the following: From the viewpoint of resistance to sagging, the content is 65 mol% or more, preferably 95 mol% or more. If the molar ratio is less than 65 mol %, the durability of the dandruff and itch improvement effect, the amount of foam, and the resistance to dripping may decrease.
The dimethyldiallylammonium chloride-acrylic acid copolymer may be used alone or in combination of two or more.

The molar ratio of each structural unit in the dimethyldiallylammonium chloride-acrylic acid copolymer of the component (C) can be determined by nuclear magnetic resonance (NMR) measurement under the following measurement conditions.
[Measurement condition]
Solvent: heavy water ( _D2O )
Measuring instrument: JNM-LA300 (300 MHz, manufactured by JEOL Ltd.)

The weight-average molecular weight of the cationic polymer of component (C) is not particularly limited and can be appropriately selected according to the purpose. 10,000 to 1,000,000 is preferable, and 15,000 to 450,000 is more preferable, from the point of difficulty of breaking.
The weight-average molecular weight of the cationic polymer of component (C) is determined, for example, by the SEC-MALLS-RI system (measurement conditions: column: TSKgelα series α-M column 30 cm manufactured by Tosoh Corporation, solvent: sodium nitrate 0.3 M aqueous solution). can be measured in

The viscosity at 25° C. of the solution of the cationic polymer (C) having a solid content of 30% by mass to 44% by mass is not particularly limited and can be appropriately selected depending on the purpose. 10 mPa·s to 15,000 mPa·s, and more preferably 20 mPa·s to 12,000 mPa·s, from the viewpoints of durability of the effect of improving , foam volume, and resistance to dripping.
The viscosity can be measured, for example, using a Brookfield viscometer LVF (manufactured by Brookfield).

The cationic polymer of component (C) may be appropriately synthesized, or may be a commercially available product. Examples of the commercially available products include the following.

MERQUAT 100 (dimethyl diallyl ammonium chloride polymer, Lubrizol Co., Ltd., viscosity at 25 ° C. with a solid content of 39% to 44% by mass: 8,000 mPa s to 12,000 mPa s, weight average molecular weight: 150,000). The viscosity was measured using a Brookfield viscometer LVF (manufactured by Brookfield) at 25° C. with spindle No. 3 rotors can be used and measurements can be made under the conditions of 6 revolutions/minute.

Marquat 295 (dimethyldiallylammonium chloride-acrylic acid copolymer, manufactured by Lubrizol, viscosity at 25 ° C. with a solid content of 35% to 40% by mass: 3,500 mPa s to 9,000 mPa s, weight average molecular weight : 190,000, n:m = 5:95 (molar ratio) in the general formula (C1), and the molar ratio of structural units derived from dimethyldiallylammonium chloride is 95 mol%). The viscosity was measured using a Brookfield viscometer LVF (manufactured by Brookfield) at 25° C. with spindle No. 4 rotors can be used and measured at 30 revolutions/minute.

Marquat 280 (dimethyldiallylammonium chloride-acrylic acid copolymer, manufactured by Lubrizol, viscosity at 25 ° C. with a solid content of 39% to 43% by mass: 3,000 mPa s to 6,000 mPa s, weight average molecular weight : 450,000, n:m = 35:65 (molar ratio) in the general formula (C1), and the molar ratio of structural units derived from dimethyldiallylammonium chloride is 65 mol%). The viscosity was measured using a Brookfield viscometer LVF (manufactured by Brookfield) at 25° C. with spindle No. 4 rotors can be used and measured at 60 revolutions/minute.

The content of the component (C) is not particularly limited and can be appropriately selected according to the purpose, but is preferably 0.1% by mass to 5% by mass, and 0.3% by mass to 2% by mass. More preferably, 0.5% by mass to 1% by mass is particularly preferable. When the content of the component (C) is 0.1% by mass to 5% by mass, the durability of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good.

<(D) Azole antifungal agent>
The azole antifungal agent of component (D) can be contained in order to improve the effect of improving dandruff and itching.

Component (D) is not particularly limited as long as it is an azole antifungal agent, and can be appropriately selected depending on the intended purpose. , lanoconazole, luliconazole, isoconazole, ketoconazole, fluconazole, itraconazole, neticonazole, sulconazole, fosfluconazole, voriconazole, croconazole, or salts thereof. These may be used individually by 1 type, and may use 2 or more types together.
The salt is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include nitrates and hydrochlorides.
Among these, the component (D) is preferably miconazole and/or a salt thereof, more preferably miconazole nitrate, from the viewpoint of improving dandruff and itching.

The (D) component may be appropriately synthesized or may be a commercially available product.
Examples of the commercially available products include miconazole nitrate (manufactured by Nagase & Co., Ltd.).

The content of component (D) is not particularly limited and can be appropriately selected according to the purpose. ~1% by mass is preferable, and 0.5% by mass to 1% by mass is more preferable. When the content of the component (D) is 0.1% by mass or more, the effect of improving dandruff and itching is good, and when it is 1% by mass or less, the low-temperature storage stability is good.

<(E) a compound represented by the following general formula (1)>
The compound (E) represented by the following general formula (1) can be contained in order to improve the durability of the effect of improving dandruff and itching, improve the amount of foam, and prevent dripping.
(In general formula (1) above, R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 18 carbon atoms, and R ² and R ³ each independently have 1 to 1 carbon atoms.) 3 represents a linear or branched alkyl group or hydroxyalkyl group.)

In the general formula (1), R ¹ represents a linear or branched alkyl group or alkenyl group, preferably a linear or branched alkyl group, more preferably a linear alkyl group. preferable.
In general formula (1), R ¹ has 8 to 18 carbon atoms. is preferred.

In the general formula (1), R ² and R ³ each independently represent a linear or branched alkyl group or a hydroxyalkyl group, preferably a linear or branched alkyl group. A chain alkyl group is more preferred, and a methyl group is particularly preferred.
In general formula (1), R ² and R ³ may be the same or different.

Among these, the component (E) is preferably an alkyldimethylamine oxide having an alkyl chain length of 8 to 18 for R ¹ in general formula (1), and an alkyl chain for R ¹ in general formula (1). Alkyldimethylamine oxides of length 11-13 are more preferred.

The (E) component may be appropriately synthesized or may be a commercially available product.
Examples of the commercially available products include Unisafe A-LM (lauryldimethylamine oxide), Unisafe A-LMR (lauryldimethylamine oxide), Unisafe A-LE (dihydroxyethyllaurylamine oxide), Unisafe A-SM (stearyldimethylamine oxide) (manufactured by NOF Corporation), Amphithol 20N (lauryl dimethylamine oxide, manufactured by Kao Corporation), Softamine L (lauryl dimethylamine oxide, manufactured by Toho Chemical Industry Co., Ltd.), Genaminox K-12 (lauryl dimethyl amine oxide), Genaminox KC (cocoamine oxide) (manufactured by Clariant Japan Co., Ltd.), Adecamine LDM (lauryl dimethylamine oxide, manufactured by ADEKA Co., Ltd.), AX agent CS (lauryl dimethylamine oxide), Cadenax DM12D-W (lauryl dimethylamine oxide) (manufactured by Lion Specialty Chemicals Co., Ltd.), Standamox C1214 (lauryl dimethylamine oxide, manufactured by Cognis (BASF)), and the like.

The content of the component (E) is not particularly limited and can be appropriately selected according to the purpose. Therefore, it is preferably 0.1% by mass to 4% by mass, more preferably 0.4% by mass to 4% by mass. When the content of the component (E) is 0.1% by mass to 4% by mass, the durability of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good.

<Mass ratio [(E)/(B)]>
The mass ratio [(E)/(B)] of the content of the component (E) to the content of the component (B) is not particularly limited and can be appropriately selected according to the purpose. It is preferably 0.03 to 0.65, more preferably 0.2 to 0.65, from the viewpoints of durability of dandruff and itching improvement effect, foam volume, and resistance to dripping. When the mass ratio [(E)/(B)] is 0.03 to 0.65, the persistence of the dandruff and itch improvement effect, the foam volume, and the resistance to dripping are good.

<Other ingredients>
The other components in the hair cleansing composition are not particularly limited as long as they do not impair the effects of the present invention, and can be appropriately selected from components commonly used in hair cleansing compositions. , solvent (purified water, etc.), nonionic surfactant, oil, thickener such as carboxymethylcellulose, hydroxyethylcellulose, citric acid, chelating agent (ethylenediaminetetraacetic acid (EDTA), etc.), opacifying agent (ethylene diisostearate glycol, fish scales, mica flakes, etc.), fungicides other than the component (D), pH adjusters, pigments, preservatives, antifungal agents, cooling agents, perfumes, perfume compositions, and the like. Among these, the hair cleansing composition preferably contains a solvent.

The content of the other components is not particularly limited as long as it does not impair the effects of the present invention, and can be appropriately selected according to the purpose.

<pH>
The pH of the hair cleansing composition is not particularly limited and can be appropriately selected according to the intended purpose. Therefore, 5 to 7 are preferred, and 6 to 7 are more preferred. When the pH of the hair cleansing composition is 5 to 7, the persistence of the dandruff and itchiness improving effect, the amount of foam, and the resistance to dripping are good.

<Viscosity>
The viscosity of the hair cleansing composition is not particularly limited and can be appropriately selected according to the intended purpose. Above is more preferable, and 1,600 mPa·s or more is particularly preferable. When the viscosity of the hair cleansing composition is 800 mPa·s or more, the liquid does not easily drip.
The viscosity of the hair cleansing composition was measured using a Brookfield viscometer (manufactured by Tokimec Co., Ltd.) at 25° C. with spindle No. No. 3 rotors can be used and measured at 30 revolutions/minute for 20 seconds. In addition, the upper limit of the viscosity of the hair cleansing composition is not particularly limited from the viewpoint of resistance to dripping, and can be appropriately selected according to the purpose.

-Production method-
The method for producing the hair cleansing composition of the present invention is not particularly limited and can be appropriately selected according to the intended purpose. , the above component (D), the above component (E), and, if necessary, the above other components are mixed and dissolved.
The hair cleansing composition may be produced using an apparatus. The device is not particularly limited and can be appropriately selected depending on the intended purpose.
The stirring blade is not particularly limited and can be appropriately selected depending on the purpose. Examples thereof include propellers, turbines, and dispersers.

-Applications-
The hair cleansing composition of the present invention is excellent in the persistence of dandruff and itchiness-improving effects, is excellent in low-temperature storage stability and foam volume, and is resistant to dripping. It can be widely used as an in-shampoo.

The present invention will be described more specifically based on examples and comparative examples below, but the present invention is not limited to the following examples.

The content of each component described in Examples and Comparative Examples is shown in "% by mass", and all values are converted to pure content. The mass ratio [(A)/(B)] of the content of the component (A) to the content of the component (B) is rounded off to the first decimal place and stated. did. The mass ratio of the content of the component (E) to the content of the component (B) [(A)/(E)] is rounded to the third decimal place and obtained and described to the second decimal place. did.

(Examples 1 to 36 and Comparative Examples 1 to 11)
Hair cleansing compositions having compositions and contents shown in Tables 1 to 7 below were prepared by the following method.
Specifically, component (A) or comparative component of component (A), component (B), component (C) or comparative component of component (C), component (D), component (E) or component (E) and purified water as a common component were mixed and dissolved to prepare each hair cleansing composition of Examples and Comparative Examples.

The prepared hair cleansing compositions of Examples 1 to 36 and Comparative Examples 1 to 11 were evaluated for "sustainability of dandruff and itchiness improvement effect", "foam volume", and "no dripping effect" in the following manner. "Darkness" and "Low-temperature storage stability" were evaluated. The results are shown in Tables 1 to 7 below.

<Evaluation of sustainability of improvement effect on dandruff and itching>
Twenty 20- to 30-year-old male panelists who experienced dry scalp and dandruff and itchiness used each of the hair cleansing compositions of Examples and Comparative Examples in the usual amount (3 g), once a day. I washed my hair once for 7 days. Expert panelists evaluated each day every day whether or not the improvement effect on dandruff and itchiness persisted for 24 hours from the previous use of each hair cleansing composition. ” was evaluated according to the following evaluation criteria.
-Evaluation Criteria for “Effect of Improving Dandruff and Itching”-
5 points: 17 or more out of 20 people answered that "the effect of improving dandruff and itching is sustainable" 4 points: 20 people answered that "the effect of improving dandruff and itching is sustainable" Medium 13 to 16 people 3 points: 9 to 12 people out of 20 answered that "the improvement effect of dandruff and itching is sustainable" 2 points: "Durability of the improvement effect of dandruff and itching is sustained" 5 or more and 8 or less out of 20 people answered that "There is a persistence of the improvement effect of dandruff and itching" 1 point: 4 or less out of 20 people answered , 3 points or more was defined as a passing level.

<Evaluation of Foam Volume>
In order to evaluate the foam volume of each hair cleansing composition of Examples and Comparative Examples, the foam height was measured using an Epton tube. Specifically, 400-fold diluted hair cleansing compositions of Examples and Comparative Examples were added to an Epton tube and shaken 10 times at 1 time/1 second. One minute after the end of the tenth shaking, the volume of the liquid phase was measured by reading the scale of the interface between the foam and the liquid phase in the Epton tube (hereinafter referred to as "X"), and the volume of the foam in the Epton tube was measured. The total volume of the foam and liquid phase was measured by reading the scale (hereafter denoted as "Y") at the interface between the foam and the gas phase. The volume (mL) calculated by the following formula (I) based on the volumes of X and Y was defined as the "foam height", and the "foam volume" of each hair cleansing composition was evaluated according to the following evaluation criteria.
Foam height (mL) = Y (mL) - X (mL) Calculation formula (I)
-Evaluation Criteria for “Foam Volume”-
5 points: "Foam height" is 10 mL or more 4 points: "Foam height" is 8 mL or more and less than 10 mL 3 points: "Foam height" is 6 mL or more and less than 8 mL 2 points: "Foam height" is 4 mL or more and less than 6 mL 1 point: "Foam height" is less than 4 mL In the above evaluation criteria, a score of 3 or more was taken as a pass level.

<Evaluation of difficulty of dripping>
In order to evaluate the resistance to dripping of each hair cleansing composition of Examples and Comparative Examples, the viscosity was measured. Specifically, using a B-type viscometer (manufactured by Tokimec Co., Ltd.), spindle No. No. 3 rotor was used, and the viscosity of each hair cleansing composition was measured under the condition of 30 revolutions/minute for 20 seconds. For each hair cleansing composition, this viscosity measurement was performed three times, and based on the average value of the viscosities measured three times, the "difficulty in dripping" of each hair cleansing composition was evaluated according to the following evaluation criteria.
－Evaluation Criteria for “Difficulty in Dripping”－
5 points: viscosity of 1,600 mPa s or more 4 points: viscosity of 1,200 mPa s or more and less than 1,600 mPa s 3 points: viscosity of 800 mPa s or more and less than 1,200 mPa s 2 points: viscosity of 400 mPa s s or more and less than 800 mPa·s 1 point: Viscosity is less than 400 mPa·s In the above evaluation criteria, 3 points or more was taken as a pass level.

<Evaluation of low-temperature storage stability>
In order to evaluate the low-temperature storage stability of each hair cleansing composition of Examples and Comparative Examples, the appearance of each hair cleansing composition filled in a screw tube bottle was observed. Specifically, a 50 mL screw tube bottle (manufactured by Nichiden Rika Glass Co., Ltd.) was filled with 50 g of each hair cleansing agent composition, stored in an environment of −5° C. for 1 week, and then visually observed for the presence or absence of precipitates. was confirmed, and the "low-temperature storage stability" of each hair cleansing composition was evaluated according to the following evaluation criteria.
－Evaluation Criteria for “Low Temperature Storage Stability”－
○: Precipitated ×: No precipitate

Details of each component used in the above Examples and Comparative Examples are shown in Table 8 below.

The hair cleansing composition of the present invention is excellent in the persistence of dandruff and itchiness-improving effects, is excellent in low-temperature storage stability and foam volume, and is resistant to dripping. It can be suitably used as an in-shampoo.

Claims (5)

(A) a polyoxyethylene alkyl ether carboxylate ;
(B) at least one amphoteric surfactant selected from betaine amphoteric surfactants and amino acid amphoteric surfactants;
(C) at least one cationic polymer selected from dimethyldiallylammonium chloride polymers and dimethyldiallylammonium chloride-acrylic acid copolymers;
(D) an azole antifungal agent;
(E) a compound represented by the following general formula (1);
(In general formula (1) above, R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 18 carbon atoms, and R ² and R ³ each independently have 1 to 1 carbon atoms.) 3 represents a linear or branched alkyl group or hydroxyalkyl group.)
contains
The molar ratio of structural units derived from dimethyldiallylammonium chloride in the dimethyldiallylammonium chloride-acrylic acid copolymer of component (C) is 65 mol% or more,
The mass ratio [(A)/(B)] of the content of the component (A) to the content of the component (B) is 0.8 to 16,
A hair cleansing composition characterized in that the mass ratio [(E)/(B)] of the content of component (E) to the content of component (B) is 0.03 to 0.65. . The hair cleansing composition according to claim 1, which has a pH of 6-7. 3. Any one of claims 1 to 2, wherein the mass ratio [(E)/(B)] of the content of the component (E) to the content of the component (B) is 0.2 to 0.65. A hair cleansing composition as described. The content of the component (A) is 5% by mass to 11% by mass, the content of the component (B) is 2.5% by mass to 10% by mass, and the content of the component (C) is 0% by mass. .5% by mass to 1% by mass, the content of component (D) is 0.5% by mass to 1% by mass, and the content of component (E) is 0.4% by mass to 4% by mass. The hair cleansing composition according to any one of claims 1 to 3, which is an alkyl glycol polyhydric alcohol ether compound represented by the following general formula (I);
(In general formula (I), X represents an n-valent aliphatic group having 2 to 6 carbon atoms, and n represents an integer of 2 to 6 not exceeding the number of carbon atoms in the X group. )
an alkyl glycol polyhydric alcohol ether compound represented by the following general formula (II);
(In general formula (II), Y represents an m-valent aliphatic group having 2 to 6 carbon atoms, and m represents an integer of 2 to 6 not exceeding the number of carbon atoms in the Y group. )
5. The hair cleansing composition according to any one of claims 1 to 4, excluding those containing