JP3331064B2 - Hypoallergenic 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 shampoo, which has low irritation to skin and hair, has high foaming properties, is excellent in detergency, and prevents excessive drying of skin and hair after washing, and which is smooth. The present invention relates to a detergent composition suitably used as a body wash such as a body shampoo and a face wash.

[0002]

2. Description of the Related Art Detergents used for shampoos, body shampoos, facial cleansers and the like are mainly composed of an anionic surfactant represented by lauryl ether sulfate and a foaming accelerator (booster).

[0003] Today, such detergents are required to have various properties in addition to excellent detergency.

For example, (1) There is little irritation to the body, skin, eyes and the like. (2) To maintain moisture after washing and to improve the feeling of slipping and the like. (3) Inexpensive. And so on.

[0005] Generally, anionic surfactants having high detergency provide mild to moderate irritation to the skin, or, even if they have low irritation, sebum components that protect the skin and hair because of their high detergency. The natural moisturizing component is removed, leaving a crisp feel on the skin or a crisp feel on the hair. In recent years, a number of techniques have been proposed to reduce irritation to the skin without impairing the high foaming properties of anionic surfactants and improve the feel after washing. For example, reduction of irritation by combined use of a low-irritant surfactant such as alkyl polyglycoside (Japanese Patent Publication No. 3-7718), addition of cationic surfactant, water-soluble polymer, oily components such as lanolin, amino acids, etc. There have been proposed techniques for improving the feel after washing (for example, JP-A-1-128914) and improving the moisturizing effect by adding glycerin, glycols and the like. Further, a technique of blending a cationic polymer for the purpose of improving the feel of the alkyl polyglycoside has been proposed.

Further, Japanese Patent Publication No. 58-57475 and Japanese Unexamined Patent Publication No.
No. 122799 discloses that a combination of an inexpensive alkylene oxide adduct of a partial glycerol ester of a fatty acid having 10 to 18 carbon atoms and a higher alkyl ether sulfate significantly reduces eye irritation and skin irritation. Have been.
However, although these are effective in lowering irritation, they are not always satisfactory in terms of foaming properties, detergency, and feel after washing.

[0007]

Accordingly, there is a need for the development of a detergent composition having a low irritation, a high foaming property, an excellent detergency, and a good feel.

[0008]

Under these circumstances, the inventors of the present invention have conducted intensive studies, and as a result, have found that the alkylene oxide of a partial glycerol ester comprising a specific ratio of an alkylene oxide adduct of monoester / di and triester / glycerin. It has been found that a detergent composition satisfying the above requirements can be obtained by blending an oxide adduct and a specific anionic surfactant in a specific ratio, and completed the present invention.

That is, the present invention relates to the following components (A) and (B) (A) monoester / di and triester / alkylene oxide adduct of glycerin = (25-65) / (5-40) /
(B) Monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N-alkylene oxide adduct of partial glycerol ester having a composition of (10 to 55) (% by weight) One or more selected from acylaminoalkylsulfonic acid, polyoxyethylenealkylsulfosuccinic acid, N-acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and salts thereof (A) / (B) =
(5 to 80) / (95 to 20) weight ratio and 5 to 60 in total concentration
The present invention relates to a cleaning composition containing 1% by weight.

The acyl group of the partial glycerol ester in the component (A) used in the present invention is preferably a saturated or unsaturated acyl group having 8 to 18 carbon atoms. In view of the above, a saturated acyl group having 8 to 18 carbon atoms is more preferable, and an acyl group derived from coconut oil fatty acid is particularly preferable in terms of price.

In the present invention, the term "alkylene oxide adduct of partial glycerol ester" refers to a mixture of a monoester, a diester, a triester thereof, and an alkylene oxide adduct of glycerin. From the viewpoint of ensuring good foaming and cleaning properties, monoester / di- and triester / alkylene oxide adducts of glycerin =
(25-65) / (5-40) / (10-55) (% by weight), and the ratio is (35-55) / (10-30) / (2
5 to 45) (% by weight). If the monoester content is less than 25% by weight and the di- and triester content or the alkylene oxide adduct content of glycerin exceeds the above range, the foaming amount is undesirably reduced. When the content of the alkylene oxide adduct of glycerin is less than the above range, the washing property is undesirably reduced.

The composition of the alkylene oxide adduct of the partial glycerol ester can be determined, for example, by fractionation and quantification by reversed-phase liquid chromatography using a solvent gradient method using a methanol / water-based solvent.

The method for producing an alkylene oxide adduct of a partial glycerol ester having such a composition is not particularly limited. For example, a predetermined amount of an alkylene oxide is added to a mixture of monoglyceride, diglyceride, triglyceride and glycerin in a specific ratio. A method of adding a predetermined amount of alkylene oxide after glycerolysis of triglyceride and glycerin in the presence of an alkali catalyst or simultaneously with adding a predetermined amount of alkylene oxide, and a method of subjecting fatty acid and glycerin to an esterification reaction and then adding a predetermined amount of alkylene oxide. And the like. Also,
The alkylene oxide adduct of glycerin may be mixed with the alkylene oxide adduct of partial glycerol ester substantially free of the alkylene oxide adduct of glycerin in the above-described ratio. Of these methods,
From the viewpoint of price, a method using triglyceride and glycerin or fatty acid and glycerin as starting materials is preferable.

Examples of the alkylene oxide to be added to the partial glycerol ester include alkylene oxides having 2 to 4 carbon atoms, and ethylene oxide is preferred from the viewpoints of water solubility, foaming properties, handling properties and the like. The average number of moles of alkylene oxide added per mole of glycerin skeleton is 1.7 to 17.0 moles, and particularly preferably 2.5 to 13.0 moles. When the average number of added moles is less than 1.7 mol, the water solubility is poor, and when the average number of added moles exceeds 17.0, the detergency and the foaming power decrease.

The component (B) used in the present invention is monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N-acylaminoalkylsulfonic acid, polyoxyethylene. Alkyl sulfosuccinic acid, N-
Acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and salts thereof may be any of those conventionally used in the field of cosmetics and cosmetics. Specifically, for example, the following general formula (1) as a monoalkyl phosphoric acid or a salt thereof, the following general formula (2) as a polyoxyethylene alkyl ether phosphoric acid or a salt thereof, as a polyoxyethylene alkyl ether acetic acid or a salt thereof The following general formula (3), the following general formula (4) as an acylated isethionic acid or a salt thereof, the following general formula (5) as an N-acylaminoalkylsulfonic acid or a salt thereof, polyoxyethylene alkyl sulfosuccinic acid or The following general formula (6) as a salt thereof, the following general formula (N-acylaminoalkylcarboxylic acid or a salt thereof) 7), the following general formula (8) as a polyoxyethylene fatty acid alkanolamide ether acetic acid or a salt thereof, the following general formula (9) as a fatty acid or a salt thereof, and the following general formula (10) as an alkyl polyglycoside
The compound represented by these is mentioned. Examples of the salt include an alkali metal salt, an ammonium salt, an alkanolamine salt and the like, and among them, a sodium salt, a potassium salt and a triethanolamine salt are preferable.

[0016]

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Wherein R ¹ is an alkyl group having 8 to 18 carbon atoms, M is a cation, R ² is a hydrogen atom, a methyl group or an ethyl group, and R ³ is an alkylene group having 1 to ³ carbon atoms. R ⁴ represents an alkylene group having 2 to ⁴ carbon atoms; m represents a number of 0 to 20;
Is a number of 1 to 10, p is a number of 0 to 10, q is a number of 1 to 10, r is a number of 0 to 5, s is a number of 1 to 10, G is 5 carbon atoms or 6 shows the reducing sugar of 6. )

Of these, monoalkyl phosphoric acid, polyoxyethylene alkyl ether acetic acid, N-acylaminoalkyl sulfonic acid, polyoxyethylene alkyl sulfosuccinic acid, alkyl polyglycoside, and salts thereof are preferred.

The components (A) and (B) are contained in the personal cleansing composition of the present invention in a weight ratio of (A) / (B) = (5-80) / (95-20) and at a total concentration. 5 to 60% by weight, but (A) / (B) = (2
The weight ratio is preferably 0-60) / (80-40). When the ratio of the component (A) is smaller than the range, the foaming property is sufficient but the skin irritation is high, and when the ratio of the component (A) is larger than the range, the skin irritation is reduced, Poor foaming and detergency, making it inadequate as a body cleanser.

The personal cleansing composition of the present invention may further comprise a so-called booster as a component (C) for increasing the foaming power. Examples of the booster include amphoteric surfactants, fatty acid alkanolamides, and alkylamine oxides. More specifically, as the amphoteric surfactant, betaine lauryldimethylaminoacetate, betaine alkyldimethylaminoacetate such as betaine stearyldimethylaminoacetate, and the like. Alkyl imidazolinium betaines such as lauryl carboxymethyl hydroxyethyl imidazolinium betaine; fatty acid amide propyl betaines such as amide propyl dimethylamino betaine laurate; and the like. And ethylene oxide adducts of lauric acid monoethanolamide, and the alkylamine oxide is lauryldimethylamine oxide. And the like. Among these, fatty acid alkanolamides are turbid, and therefore, amphoteric surfactants and fatty acid amine oxides are preferred.Alkylamine oxides have a higher foaming power but generate by-products such as nitrosamines. Alkylamidopropyl betaine (a) and alkylimidazolinium betaine (b) represented by the following general formula, which have no disadvantages, are excellent in foaming effect and skin irritation reducing effect, and have low viscosity, are particularly preferably used. . These boosters can be used alone or in combination of two or more.

[0021]

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When component (C) is blended, it is preferable to blend 0.05 to 50% by weight based on the total amount of components (A) and (B). If the content is less than 0.05% by weight, the foaming property increasing effect is not exhibited,
If it exceeds 50% by weight, separation or turbidity is caused in a mixed system.

The cleaning composition of the present invention may further contain other components as long as the effects of the present invention are not impaired. Examples of such components include oily components such as higher alcohols, silicone oils, lanolin derivatives, protein derivatives, and fatty acid esters of polyethylene glycol; water-soluble polymers such as hydroxypropylmethylcellulose and hydroxycellulose; polymer JR (manufactured by Union Carbide); Polycoat NH (Henkel), Marcoat 550
(Merck), cationic polymers such as Guffcut 755N (GAF); polyhydric alcohols such as sorbitol; chelating agents such as ethylenediaminetetraacetic acid (EDTA); drugs such as vitamins; extraction of animals and plants such as lecithin and gelatin. Products or derivatives thereof; polymer fine powder such as nylon and polyethylene; other preservatives, bactericides, pH adjusters, ultraviolet absorbers,
Dyes, fragrances and the like can be mentioned.

The cleaning composition of the present invention comprises the above-mentioned ratio (A)
Component and (B) component, or (A) component, (B) component and (C) component,
In addition, it is prepared by dissolving or dispersing the above optional components in water according to a conventional method. The form of the cleaning composition of the present invention is preferably liquid.

[0025]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto.
The composition of the alkylene oxide adduct of the fatty acid partial glycerol ester in the following Production Examples was analyzed as follows. <Composition analysis method> Separation was carried out using a Wakosil-II 5C18 column with a methanol / water mixed mobile phase using high performance liquid chromatography (Hitachi L-6200), and a differential refractive index detector (Showa Denko KK) SE-51). After the ethylene oxide adduct and monoester of glycerin were fractionated and the solvent was evaporated, the weight was measured to calculate the weight ratio of the fatty acid partial glycerol ester in the alkylene oxide adduct. The remaining amount of the diester and triester was used.

Production Example 1 Production of alkylene oxide adduct of partial glycerol ester (1) Compound (A-1) 481.1 g (2.28 mol) of coconut oil fatty acid, 384.5 g of glycerin
(4.18 mol) and 1.2 g of 85% potassium hydroxide as a catalyst
Was placed in a 3 liter pressure vessel. After the inside of the reaction vessel was replaced with nitrogen three times, the mixture was heated to 110 ° C. under vacuum with stirring, then heated to 140 ° C., and after confirming that dehydration was completed, the pressure in the reaction vessel was increased to 2 to 3 kg / kg. 736.5 g (16.7 mol) of ethylene oxide were added while maintaining cm ² . After the total amount of ethylene oxide was added, the reaction was carried out for 30 minutes, cooled and the reaction product was taken out of the reaction vessel, and the compound (A
-1) was obtained. When the composition of this product was analyzed by high performance liquid chromatography, the monoester form was 44% by weight, the total of the diester form and the triester form was 17% by weight,
The ethylene oxide adduct of glycerin was 39% by weight.

(2) Compound (A-2) 500 g (0.76 mol) of coconut oil fatty acid triglyceride, 174.8 g (1.90 mol) of glycerin, and 1.0 g of 85% potassium hydroxide as a catalyst were placed in a 3 liter pressure vessel. After the inside of the reaction vessel was replaced with nitrogen three times, the mixture was stirred under vacuum.
The mixture was heated to 110 ° C. and reacted for 1 hour. Subsequently, the mixture was heated to 140 ° C., and 836.9 g (19.0 mol) of ethylene oxide was added while maintaining the pressure in the reaction vessel at 2 to 3 kg / cm 2. After the total amount of ethylene oxide was added, the reaction was carried out for 30 minutes, cooled and the reaction product was taken out of the reaction vessel, and the compound (A
-2). When the composition of this product was analyzed by high performance liquid chromatography, the monoester form was 43% by weight, the total of the diester form and the triester form was 18% by weight,
The ethylene oxide adduct of glycerin was 39% by weight.

Example 1 Using the compounds (A-1) and (A-2) produced in Production Example 1, Table 1
A shampoo composition having the composition shown in Table 2 and a body shampoo composition shown in Table 2 were prepared. The pH was adjusted to 6.5 to 7.0 using sodium hydroxide or citric acid. About the obtained shampoo composition and body shampoo composition,
Sensory evaluation was conducted by 10 panelists. Evaluation is "5:
Good, 4: Slightly good, 3: Normal, 2: Slightly bad, 1: Poor "were determined based on the following criteria based on an average of 10 persons. The results are shown in Tables 1 and 2. ◎: Average score of 4.0 or more ○: Average score of 3.0 to 3.9 △: Average score of 2.0 to 2.9 ×: Average score of 1.0 to 1.9

[0029]

[Table 1]

[0030]

[Table 2]

Example 2 An aqueous solution of the detergent composition having the composition shown in Table 3 was prepared and evaluated for the foaming amount, the washing rate, the skin irritation and the feel of the hand skin by the following methods. Table 3 shows the results. <Method of measuring foaming amount> Each composition and lanolin were dissolved in water having a hardness of 4 °, the total surfactant concentration was 1% by weight, and the lanolin concentration.
100 ml of a 0.5% by weight aqueous solution was prepared, adjusted to pH 7, and heated to 40 ° C. This was stirred for 5 minutes by the inverted stirring method, and the amount of foam after 30 seconds was measured. <Measuring method of cleaning rate> A mixture of rapeseed oil 50% by weight, lauric acid 20% by weight, oleic acid 10% by weight, lanolin 10% by weight, cholesterol 5% by weight, paraffin 3% by weight and carbon black 2% by weight is used as a soil component. A 10 × 10 cm wool muslin cloth was treated with a chloroform solution containing 5% by weight of the stain component, and dried to prepare a stained cloth. This contaminated cloth was washed with stirring at 40 ° C. for 10 minutes using 100 ml of a 1% by weight aqueous solution of a detergent, and then rinsed well in tap water and dried.
The reflectance was measured, and the cleaning rate was determined according to the following equation.

[0032]

(Equation 1)

The higher the cleaning rate, the higher the cleaning performance. <Skin irritation measurement method> A sample prepared at 6% by weight was closed and adhered to the skin of five persons for 48 hours, and the evaluation was made 24 hours after the removal of the adhesive. The criterion is 0: no change, 1:
Redness, 2: redness + edema, 3: redness + edema + bleb, 4: tumorigenicity, the average of five subjects was determined. <Sensory evaluation method of hand skin feeling> Hands were washed with tap water by 10 specialized panelists, and after 30 minutes, sensory evaluation was performed on the hand skin feeling. The evaluation was made on a five-point scale of "5: Smooth, 4: Slightly moist, 3: Normal, 2: Slightly bulky, 1: Very bulky".

[0034]

[Table 3]

* 1: Triethanolamine lauryl phosphate * 2: Sodium lauryl ether phosphate (2EO) * 3: Sodium lauroylisethionate * 4: Polyoxyethylene (5) sodium lauryl ether acetate * 5: Polyoxyethylene (4) Sodium laurate alkanolamide ether acetate * 6: Sodium N-lauroyl-N-methylaminoethylsulfonate * 7: Triethanolamine N-lauroylaminoethylcarboxylate * 8: Polyoxyethylene (3) lauryl sulfosuccinic acid Sodium * 9: Lauryl polyglucoside (average degree of polymerization 1.5) * 10: Triethanolamine myristate

[0036]

EFFECT OF THE INVENTION The detergent composition of the present invention has low irritation, high foaming properties, excellent detergency and a good feel to the skin, and is useful as a shampoo, body shampoo, face wash and the like. It is.

──────────────────────────────────────────────────続 き Continuation of the front page (72) Inventor Francisco Pujadas Spain, 08021 Barcelona, 327-329, Muntaner Examiner Noriyuki Inoue (56) References JP-A-57-78497 (JP, A) JP-A-4-122799 (JP, A) JP-A-59-210999 (JP, A) JP-A-2-164819 (JP, A) JP-A-5-201853 (JP, A) JP-A-5-156291 (JP, A) JP-A-55-79313 (JP, A) JP-A-6-256164 (JP, A) Patent 3266421 (JP, B2) JP-A-7-500130 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C11D 1/00-19/00 A61K ^7/ 00-7/50

Claims (8)

(57) [Claims] 1. The following components (A) and (B): (A) monoester / di and triester / alkylene oxide adduct of glycerin = (25-65) / (5-40) /
(B) Monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N-alkylene oxide adduct of partial glycerol ester having a composition of (10 to 55) (% by weight) One or more selected from acylaminoalkylsulfonic acid, polyoxyethylenealkylsulfosuccinic acid, N-acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and salts thereof (A) / (B) =
(5 to 80) / (95 to 20) weight ratio and 5 to 60 in total concentration
Detergent composition containing by weight. 2. The composition of the alkylene oxide adduct of the partial glycerol ester of the component (A) has a monoester /
The cleaning composition according to claim 1, wherein the di- and triester / alkylene oxide adduct of glycerin = (35-55) / (10-30) / (25-45) (% by weight). 3. The cleaning composition according to claim 1, wherein the acyl group of the alkylene oxide adduct of the partial glycerol ester of the component (A) is a saturated or unsaturated one having 8 to 18 carbon atoms. 4. The cleaning composition according to claim 1, wherein the alkylene oxide in the alkylene oxide adduct of the partial glycerol ester of the component (A) is ethylene oxide. 5. The detergent composition according to claim 1, wherein the number of moles of the alkylene oxide added to the alkylene oxide adduct of the partial glycerol ester of the component (A) is 1.7 to 17 moles per 1 mole of the glycerin skeleton on average. object. 6. The cleaning agent according to claim 1, wherein the alkyl group or the acyl group of the surfactant (B) is a linear or branched one having 8 to 18 carbon atoms. Composition. 7. The cleaning composition according to claim 1, wherein the salt in the component (B) is an alkali metal salt, an ammonium salt or an alkanolamine salt. 8. An amphoteric surfactant as component (C),
The washing according to any one of claims 1 to 7, wherein one or more kinds selected from fatty acid alkanolamides and alkylamine oxides are contained in an amount of 0.05 to 50% by weight based on the total amount of the components (A) and (B). Composition.