JP3487691B2 - Hair cleaning composition - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cleansing composition which prevents flaking during brushing and imparts excellent conditioning properties and good feeling to the hair.

[0002]

2. Description of the Related Art In recent years, the performance required for shampoos has changed significantly in accordance with changes in lifestyles and changes in consumer awareness of shampoos. That is, as its performance, a shampoo that not only removes dirt on the hair and scalp but also imparts a moist, supple feel and luster to the hair after washing and drying, and gives a good combing finish. Is desired. Therefore, shampoos such as conditioning shampoos or rinse-in shampoos have been developed, and water-soluble polymers and saccharide derivatives typified by quaternary nitrogen-containing water-soluble polymers have been widely used to improve the conditioning properties and the feeling of finishing. There is. However, when a large amount of these conditioning agents are adsorbed to the hair, there is a problem that white powder appears during brushing after drying, so-called flaking.

To this problem, various improvements have been proposed for cationic polymers or amphoteric polymers, but no proposals have been made for anionic saccharide derivatives. Cationic polymers and amphoteric polymers make use of the fact that they form a complex salt with anionic surfactant, which is a detergent component, and cause hydrophobic adsorption on the hair surface, whereas anionic saccharide derivatives are used for the hair itself. It is necessary to develop anti-flaking measures for saccharide derivatives as well, because the adsorption states of the two are different due to the use of the affinity with.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to provide a hair cleansing composition capable of imparting an excellent conditioning effect and a good feeling of use to hair while preventing flaking after use. is there.

[0005]

Means for Solving the Problems As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that flaking can be achieved by blending a specific ester derivative and a specific anionic saccharide derivative. The inventors have found that excellent conditioning properties can be imparted to hair without causing it, and have completed the present invention. That is, the present invention provides formula (1):

[0006]

[Chemical 6] Or equation (2):

[0007]

[Chemical 7]

[In the formula, A and B are hydrogen or -OC.
Z, but at least one is -OCZ. Z is hydrogen or an alkyl or alkenyl group having 1 to 18 carbon atoms, Y is hydrogen or a methyl group, and m is an integer of 1 to 7. ] One or more of the ester derivatives represented by any of 0.01 to 10% by weight, and the formula (3):

[0009]

[Chemical 8]

[In the formula, _one of R ₁ and R ₂ has 6 to 6 carbon atoms.
18 represents an alkyl group, an alkenyl group or an aryl group, and the other represents hydrogen. G represents a saccharide, n is 0 to 40
Indicates an integer. Q represents an alkylene group having 2 to 4 carbon atoms or a hydroxyalkylene group. M ₁ is an alkali metal,
It represents an alkaline earth metal, ammonia or a lower alkanolamine having a hydroxyalkyl group having 2 or 3 carbon atoms. ] The anionic saccharide derivative represented by
The present invention provides a hair cleansing composition characterized by being blended in an amount of 01 to 5% by weight. ADVANTAGE OF THE INVENTION According to this invention, the cleaning composition for hairs which provides the outstanding conditioning effect and the good feeling of use to hair can be provided, without causing flaking also at the time of brushing after drying.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION The ester derivative used in the present invention has the formula (1):

[0012]

[Chemical 9] Or equation (2):

[0013]

[Chemical 10]

[In the formula, A and B are hydrogen or -OC.
Z, but at least one is -OCZ. Z is hydrogen or an alkyl or alkenyl group having 1 to 18 carbon atoms, Y is hydrogen or a methyl group, and m is an integer of 1 to 7. ] Is displayed.

These ester derivatives can be synthesized by a known method, for example, by applying an ester reaction between 1,3-butanediol and a fatty acid such as nonanoic acid. Examples of the fatty acid include formic acid, acetic acid and propione. acid,
Carboxylic acids such as butyric acid, isobutyric acid, valeric acid, hexanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid In particular, formic acid or a carboxylic acid residue having 1 to 12 carbon atoms is preferable. Further, m in the formula (2) is 1 to
It is an integer of 7, particularly preferably 1 or 2 for m, and most preferably m is 1.

Examples of these ester derivatives include 1,
Examples thereof include mono- and diesters of 3-butanediol, 3-methyl-1,3-butanediol, 1,2-propanediol, (2-hydroxypropyl) ether and the like with the above-mentioned carboxylic acids, and examples thereof include 1,3 -Butanediol monoformate, 3-methyl-1,3-butanediol monoformate, 3-methyl-1,3-butanediol diformate, propylene glycol monoformate, propylene glycol diformate, dipropylene glycol Monoformate, dipropylene glycol diformate, 1,3-butanediol monoacetate,
3-methyl-1,3-butanediol monoacetate,
1,3-butanediol diacetate, propylene glycol monoacetate, propylene glycol diacetate, dipropylene glycol monoacetate, dipropylene glycol diacetate, 1,3-butanediol monoisobutanoate, propylene glycol monoisobutanoate 1,3-butanediol monononate, propylene glycol monononate, dipropylene glycol monononate, 1,3-butanediol dinonate, propylene glycol dinonate, dipropylene glycol dinonate, 1,3-butanediol monooctaate , Propylene glycol monooctaate, dipropylene glycol monooctaate, 1,3
-Butanediol dioctaate, propylene glycol dioctaate, propylene glycol monolaurate, propylene glycol monostearate, propylene glycol monoisostearate, propylene glycol monooleate, propylene glycol monolinoleate and the like. Among them, 1,3-butanediol monoacetate, 3-methyl-1,3-butanediol monoacetate, 1,3-butanediol diacetate, propylene glycol monoacetate, propylene glycol diacetate, dipropylene glycol monoacetate, dipropylene Glycol diacetate, propylene glycol monoisobutanoate, 1,3-butanediol monononate, propylene glycol monononate, dipropylene glycol monononate, propylene glycol dinonate, dipropylene glycol dinonate, 1,3-butanediol mono Octaate, Propylene glycol monooctaate, Dipropylene glycol monooctaate, Propylene glycol dioctaate, Propylene glycol monolaurate DOO, propylene glycol monoisostearate, propylene glycol monooleate is preferred.

These ester derivatives can be used alone or in any combination of two or more, and the compounding amount thereof is 0.01 to 10% by weight based on the total amount of the composition,
It is preferably 0.01 to 1% by weight, more preferably 0.1.
~ 1% by weight. If the amount is less than 0.01% by weight, flaking during brushing cannot be prevented and 10% by weight
If the amount exceeds the above range, the foamability of the cleaning composition is impaired.

The anionic saccharide derivative used in the present invention has the formula (3):

[0019]

[Chemical 11]

[In the formula, _one of R ₁ and R ₂ has 6 to 6 carbon atoms.
18 represents an alkyl group, an alkenyl group or an aryl group, and the other represents hydrogen. G represents a saccharide, n is 0 to 40
Indicates an integer. Q represents an alkylene group having 2 to 4 carbon atoms or a hydroxyalkylene group. M ₁ is an alkali metal,
It represents an alkaline earth metal, ammonia or a lower alkanolamine having a hydroxyalkyl group having 2 or 3 carbon atoms. ], And a saccharide is reacted with alkyl group-substituted, alkenyl group-substituted, and aryl group-substituted succinic anhydride.

The starting sugars of the anionic sugar derivative are glucose, mannose, allose, altrose, talose, galactose, idose, gulose, fructose, tagatose, ribose, arabinose, xylose, lyxose, sorbose, ribulose, xylulose, Hydrolysis of monosaccharides such as aldohexose, ketohexose, bucose and rhamnose, sucrose, maltodextrins, cyclodextrins, isomaltodextrins, cellooligosaccharides, galactooligosaccharides, oligosaccharides such as mannooligosaccharides and enzyme-modified dextrins. Amino sugars such as starch, glucosamine, galactosamine, chondrosamine, mannosamine, grossamine, and canosamine, glucuronic acid, guluronic acid, galacturonic acid, manni Acidic sugars such as rhoic acid, ribbit, arabite, mannitol, sorbitol, glucid, dulcid, sugar alcohols such as boremid, reduced starch saccharified products (reduced starch syrup), reduced malt syrup, and the like can be exemplified, among which dextrin, sorbit, glucose, Sucrose is preferably used.

The alkyl group-substituted, alkenyl group-substituted or aryl group-substituted succinic anhydride is preferably an alkyl group, an alkenyl group or an aryl group having 6 to 18 carbon atoms, and particularly preferably an alkenyl-substituted succinic anhydride. . Examples of these substituted succinic anhydrides include octyl succinic anhydride, octenyl succinic anhydride, decyl succinic anhydride, decenyl succinic anhydride, tetradecyl succinic anhydride, tetradecenyl succinic anhydride, octadecyl succinic anhydride, and octadecenyl succinic anhydride. To be

Examples of the anionic saccharide derivative include hexyl succinic acid dextrin ester sodium, octyl succinic acid dextrin ester sodium, octenyl succinic acid dextrin ester triethanolamine, decyl succinic acid dextrin ester potassium, decenyl succinic acid dextrin ester triethanol amine, and tetradecyl. Succinic acid dextrin ester magnesium, tetradecenyl succinic acid dextrin ester triethanolamine, hexadecenyl succinic acid dextrin ester sodium, hexadecenyl succinic acid dextrin ester triethanolamine, octadecyl succinic acid dextrin ester sodium, octadece Nylsuccinic acid dextrin ester triethanolamine, octenyl Succinyl succinate triethanolamine, octyl succinic acid sorbitate sodium, octadecenyl succinic acid sorbitate triethanolamine, tetradecenyl succinic acid sucrose ester triethanolamine, octenyl succinic acid sodium ester, decenyl succinic acid succinate ester Examples thereof include sugar ester potassium, sodium octyl succinate glucose ester, tetradecenyl succinate glucose ester triethanolamine, octadecyl succinate glucose ester triethanolamine, and octenyl succinate glucose ester triethanolamine. In particular, alkenyl-substituted anhydrous succinic acid such as octadecenyl succinic acid sorbit ester triethanolamine, tetradecenyl succinic acid sucrose ester sodium, tetradecenyl succinic acid glucose ester triethanolamine, octenyl succinic acid glucose ester sodium, etc. Acid and dextrin, sorbit,
Anionic saccharide derivatives produced from glucose or sucrose are preferred.

These anionic saccharide derivatives may be used alone or in any combination of two or more, and are used in an amount of 0.01 to 5% by weight, preferably 0.01, based on the total amount of the composition.
It can be blended up to 1% by weight. If the content is less than 0.01% by weight, sufficient conditioning properties cannot be imparted to the hair, and if it exceeds 5% by weight, the hair becomes stiff after washing and drying, and the desired effect cannot be obtained.

The hair cleansing composition of the present invention also comprises
Known cosmetic ingredients can be appropriately blended within a range that does not impair the effects of the present invention. As the component, alkyl sulfate, polyoxyethylene alkyl ether sulfate,
Alkyl sulfonate, N-acyl sarcosine salt, N-
Acyl-N-methyl taurine salt, α-olefin sulfonate, higher fatty acid ester sulfonate, alkyl ether acetate, polyoxyethylene alkyl ether acetate, fatty acid soap, alkyl phosphate, polyoxyethylene alkyl ether phosphate, Alkylsulfosuccinate, anionic surfactant represented by polyoxyethylene alkylsulfosuccinate, imidazolinium betaine surfactant, alkyl betaine surfactant, amidobetaine surfactant, amidoamine surfactant Representative amphoteric surfactants, monoalkyl dimethyl ammonium salts, cationic surfactants typified by dialkyl dimethyl ammonium salts, fatty acid amides, polyoxyethylene alkyl ethers, sugar ester surfactants,
Surfactants such as sugar ether-based surfactants and nonionic surfactants represented by sorbitan ester; humectants represented by propylene glycol, 1,3-butylene glycol, sorbitol, glycerin and trimethylglycine; methyl cellulose, hydroxypropyl Representative of methyl cellulose, hydroxyethyl cellulose, poly (dimethylmethylene piperidium chloride), hydroxyethyl cellulose dimethyldiallylammonium chloride polymer, dimethyldiallylammonium chloride / acrylic acid copolymer, guar gum hydroxypropyltrimethylammonium chloride ether, hydroxyethylcellulose hydroxypropyltrimethylammonium chloride ether Water-soluble polymer; LPG, Freon, DME
Propellants typified by liquefied gas such as liquefied gas and compressed gas such as carbon dioxide and nitrogen; pearling agent; moisturizing agent; binding agent; pH adjusting agent; hydrotrope agent; preservative; coloring agent; antidandruff agent, etc. Representative active ingredients; UV absorbers; Antioxidants;
There are fragrances.

[0026]

EXAMPLES Next, the present invention will be described in more detail by way of examples, but it goes without saying that the present invention is not limited to the examples. Unless otherwise specified, "%" indicates% by weight. Examples 1 to 9 and Comparative Examples 1 to 8 Samples of the hair cleaning composition of Examples 1 to 9 and Comparative Examples 1 to 8 shown in Tables 1 and 2 were produced by a conventional method, and evaluated by the following evaluation methods. did.

[0027]

[Table 1]

[0028]

[Table 2]

In Tables 1 and 2, the saccharide derivative * 1 is

[Chemical 12] Indicates

The saccharide derivative * 2 is

[Chemical 13] Indicates

The saccharide derivative * 3 is

[Chemical 14] Indicates

The saccharide derivative * 4 is

[Chemical 15] Indicates.

Evaluation method 1. Conditioning property (1) Combing hair bundle (10 g, length 10 cm) at 10% (wt / w)
After dipping in the sample (or comparative example) sample aqueous solution of t) for 2 minutes, 450 ml of water at 40 ° C. is added to homogenize, left for 10 minutes, taken out, and rinsed with running water. 20 ° C, humidity 6
After drying overnight at 5% RH, the force applied to the flat comb during combing is measured using a measuring device with the flat comb fixed to a strain gauge under the same conditions, and combability is evaluated according to the following evaluation criteria. To do. A hair bundle treated with the sample aqueous solution of Comparative Example 1 is used as a blank. Evaluation Criteria ○: 10% or more reduction in combing resistance than blank ×: Less than 10% reduction in combing resistance

2. Anti-flaking property A hair bundle having a length of 20 cm and a length of about 100 g is fixed at the root end to form a band-like bundle. After dipping for 10 minutes in 1 liter of an example (or comparative example) sample aqueous solution at 40 ° C. and 10% (wt / wt), rinse with running water for 5 minutes. Air dry at 60 ° C. for 30 minutes. After repeating this treatment 10 times, the surface of the hair bundle that has been slowly brushed 10 times with a flat comb is visually evaluated according to the following evaluation criteria. Evaluation Criteria ○: Peeling pieces are not recognized ×: Peeling pieces are recognized

3. Foaming power Example (or comparative example) Sample 1% aqueous solution 200 m
Take 1 in a cylinder, add 4 g of oleic acid to it,
After the temperature was raised to 40 ° C., the number of revolutions was 1500 rpm, and the mixture was stirred for 5 minutes with a blade impeller. The amount of foam is measured 30 seconds after the stirring is stopped and evaluated according to the following evaluation criteria. Evaluation Criteria ◯: Bubble amount of 500 ml or more ×: Bubble amount of less than 500 ml

4. Comprehensive evaluation The items above are evaluated collectively according to the following evaluation criteria. ◯: When all items are ◯ ×: When there is at least one item with × These results are shown together in Tables 1 and 2.

As is clear from Table 1 and Table 2, the Examples which are the hair cleansing compositions of the present invention have excellent conditioning properties on hair without flaking, as compared with Comparative Examples. It was confirmed that a finish feeling was imparted.

Next, the following hair cleaning composition was prepared by a conventional method. Example 10 Component amount (%) Polyoxyethylene (3) Sodium lauryl ether sulfate 20.0 Palm oil fatty acid amidopropyldimethyl amino betaine acetate 5.0 Palm oil fatty acid diethanolamine 5.0 Ethylene glycol distearate 2.0 Chloride Sodium 2.0 Propylene glycol monostearate 1.0 Methyl paraoxybenzoate 0.3 Octenyl succinate dextrin ester Triethanolamine 0.3 Cetyl alcohol 0.2 Disodium edetate 0.1 Dibutylhydroxytoluene 0.05 Perfume 0.0 5 Total Purified Water Remaining 100.0 Even when the hair cosmetic composition of Example 10 was used, an excellent conditioning effect and a good feeling of finish were imparted to the hair.

[0039]

EFFECTS OF THE INVENTION According to the present invention, it is possible to provide a hair cleansing composition which imparts to hair excellent conditioning properties and a good finished feeling without causing flaking.

─────────────────────────────────────────────────── ─── Continuation of the front page (58) Fields surveyed (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (5)

(57) [Claims] 1. Formula (1): Or formula (2): [In the Formula, A and B are hydrogen or -OCZ, but at least one is -OCZ. Z is hydrogen or has 1 carbon atom
To 18 are alkyl or alkenyl groups, Y is hydrogen or a methyl group, and m is an integer of 1 to 7. ] One or two or more of the ester derivative represented by any of the above (excluding propylene glycol monostearate), and 0.01 to 10% by weight, and a compound represented by the formula (3): [In the formula, _one of R ₁ and R ₂ represents an alkyl group, an alkenyl group or an aryl group having 6 to 18 carbon atoms, and the other represents hydrogen. G shows sugar and n shows the integer of 0-40. Q represents an alkylene group having 2 to 4 carbon atoms or a hydroxyalkylene group. M ₁ represents an alkali metal, an alkaline earth metal, ammonia or a lower alkanolamine having a hydroxyalkyl group having 2 or 3 carbon atoms. ] The anionic saccharide derivative represented by
A cleansing composition for hair, characterized in that it is blended in a weight percentage. 2. The ester derivative has the formula (2): [In the Formula, A and B are hydrogen or -OCZ, but at least one is -OCZ. Z is hydrogen or has 1 carbon atom
Is an alkyl group of 11 and m represents an integer of 1 or 2. ] The cleaning composition for hairs of Claim 1 characterized by these. 3. The ester derivative has the formula (2): [In the Formula, A and B are hydrogen or -OCZ, but at least one is -OCZ. Z is an alkyl group having 1 to 11 carbon atoms, and m is 1. ] The cleansing composition for hair according to claim 1 or 2, wherein 4. The hair cleansing composition according to claim 1, wherein the anionic saccharide derivative is an alkenyl succinic acid sugar ester salt. 5. The cleansing composition for hair according to claim 4, wherein the sugar constituting the alkenyl succinic acid sugar ester salt is any one of dextrin, sorbitol, glucose and sucrose.