JPH0885800A - Lowly irritative detergent composition - Google Patents

Abstract

PURPOSE: To obtain a detergent composition which is lowly irritative, highly foamable, excellent in detergency, and good in touch. CONSTITUTION: This detergent composition comprises an alkylene oxide addition product to a partial glycerol ester (A) having a composition of an alkylene oxide addition product of monoester body/di-and tri-ester bodies/glycerol = (25-65)/(5-40)/(10-55) (wt.%) and a surfactant (B) selected from a monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N-acylaminoalkyl sulfonic acid, polyoxyethylene alkyl sulfosuccinic acid, N-acylaminoalkyl carboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkylpolyglycoside and salts thereof, in a weight ratio of (A)/(B)=(5-80)/(95-20) and a total concentration of 5-60wt.%.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention relates to a shampoo which is hypoallergenic to skin and hair, highly foaming and excellent in cleansing property, and which prevents the skin and hair after cleaning from excessively drying and smoothes them. The present invention relates to a detergent composition which is preferably used as a body detergent such as body shampoo and face wash.

[0002]

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

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, etc. (2) To retain moisture after cleaning and improve the feeling of slipping. (3) It is cheap. And so on.

In general, anionic surfactants having a high detergency give a mild to moderate irritation to the skin, or even if the irritation is low, they are sebum components that protect the skin and hair due to their high detergency. It also removes natural moisturizing ingredients, leaving a dry feel on the skin or a dry feel on the hair. In recent years, many techniques have been proposed to reduce irritation to the skin and improve the feel after washing without impairing the high foaming properties of anionic surfactants. For example, reduction of irritation by the combined use of a mild surfactant such as alkyl polyglycoside (Japanese Patent Publication No. 3-7718), addition of a cationic surfactant, a water-soluble polymer, an oil component such as lanolin, and an amino acid. There have been proposed techniques such as improving the feel after washing with JP-A No. 1-128914 and improving the moisturizing effect by adding glycerin, glycols and the like. Further, a technique of incorporating 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.
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. Has been done.
However, although these are effective in reducing irritation, they are not always satisfactory in terms of foamability, detergency and feel after washing.

[0007]

Therefore, it has been desired to develop a detergent composition having a low irritation, a high foaming property, an excellent detergency and a good feel.

[0008]

Under the circumstances, as a result of intensive studies by the present inventors, the alkylene of a partial glycerol ester consisting of an alkylene oxide adduct of a specific ratio of monoester / di- and triester / glycerin has been found. It was 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 provides the following components (A) and (B) (A) monoester / di- and triester / alkylene oxide adduct of glycerin = (25-65) / (5-40) /
(10 to 55) (wt%) alkylene oxide adduct of partial glycerol ester (B) monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N -Acylaminoalkylsulfonic acid, polyoxyethylenealkylsulfosuccinic acid, N-acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and one or more selected from salts thereof. (A) / (B) =
(5-80) / (95-20) weight ratio and total concentration of 5-60
The present invention relates to a detergent composition containing wt%.

The acyl group contained in the partial glycerol ester in the component (A) used in the present invention is preferably a saturated or unsaturated group having 8 to 18 carbon atoms, which prevents coloration due to oxidation, detergency and foamability. From the viewpoint of the above, a saturated acyl group having 8 to 18 carbon atoms is more preferable, and from the viewpoint of cost, an acyl group derived from coconut oil fatty acid is particularly preferable.

In the present invention, the alkylene oxide adduct of a partial glycerol ester means a mixture of a monoester form of a glycerin alkylene oxide adduct, a diester form thereof, a triester form thereof and an alkylene oxide adduct of glycerin, which is sufficient. Alkylene oxide adduct of monoester / di and triester / glycerin from the viewpoint of ensuring a good foaming property and detergency =
It is necessary that (25 to 65) / (5 to 40) / (10 to 55) (% by weight), but the ratio is (35 to 55) / (10 to 30) / (2
5 to 45) (wt%) is preferable. When the monoester content is less than 25% by weight, and the di- and triester content or the glycerin alkylene oxide adduct content exceeds the above range, the foaming amount is lowered, which is not preferable. If the alkylene oxide adduct content of glycerin is less than the above range, detergency is deteriorated, which is not preferable.

The composition of the alkylene oxide adduct of the partial glycerol ester can be determined by fractionation / quantification by reverse phase liquid chromatography by a solvent gradient method using a methanol / water 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 alkylene oxide is added to a mixture of monoglyceride, diglyceride, triglyceride and glycerin in a specific ratio. Method, triglyceride and glycerin, after glycerolysis in the presence of an alkali catalyst, or at the same time a method of adding a predetermined amount of alkylene oxide, after the esterification reaction of a fatty acid and glycerin, a method of adding a predetermined amount of alkylene oxide Etc. Also,
You may mix the alkylene oxide adduct of glycerin with the alkylene oxide adduct of the partial glycerol ester which does not substantially contain the alkylene oxide adduct of glycerin in the above ratio. Of these methods,
From the viewpoint of cost, a method using triglyceride and glycerin or fatty acid and glycerin as starting materials is preferable.

Examples of the alkylene oxide added to the partial glycerol ester include alkylene oxides having 2 to 4 carbon atoms, and ethylene oxide is preferable from the viewpoint of water solubility, foaming property, handling property and the like. The average addition mole number of alkylene oxide per 1 mole of the glycerin skeleton is preferably 1.7 to 17.0 moles, and particularly preferably 2.5 to 13.0 moles. If the average number of added moles is less than 1.7 moles, the water solubility is poor, and if the average number of added moles exceeds 17.0, the detergency and foaming ability are reduced.

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-acyl aminoalkyl sulfonic acid, polyoxyethylene. Alkylsulfosuccinic acid, N-
As the acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and salts thereof, any of those conventionally used in the field of cosmetics and cosmetics may be used. 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, 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, a polyoxyethylene alkylsulfosuccinic acid or The salt thereof is represented by the following general formula (6), and the N-acylaminoalkylcarboxylic acid or salt thereof is represented by the following general formula (6) 7), the following general formula as polyoxyethylene fatty acid alkanolamide ether acetic acid or its salt (8), the following general formula as fatty acid or its salt (9), the following general formula as alkyl polyglycoside (10)
The compound represented by Examples of the salt include alkali metal salts, ammonium salts, alkanolamine salts and the like, among which sodium salts, potassium salts and triethanolamine salts are preferable.

[0016]

Embedded image

(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 is an alkylene group having 2 to ⁴ carbon atoms, m is a number of 0 to 20,
Is a number from 1 to 10, p is a number from 0 to 10, q is a number from 1 to 10, r is a number from 0 to 5, s is a number from 1 to 10, G is a carbon number 5 or 6 shows a reducing sugar of 6. )

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

The components (A) and (B) are added to the body wash of the present invention in a weight ratio of (A) / (B) = (5-80) / (95-20) and in a total concentration. 5 to 60% by weight is added, but further (A) / (B) = (2
A weight ratio of 0-60) / (80-40) is preferred. When the ratio of the component (A) is smaller than the above 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 decreased, It is inferior in foamability and detergency and is insufficient as a personal cleansing agent.

The personal cleansing composition of the present invention may further contain a so-called booster as the component (C) for increasing the foaming power. Examples of the booster include amphoteric surfactants, fatty acid alkanolamides and alkylamine oxides, and more specifically, amphoteric surfactants include alkyl dimethylaminoacetic acid betaines such as lauryldimethylaminoacetic acid betaine and stearyldimethylaminoacetic acid betaine. Alkyl imidazolinium betaines such as lauryl carboxymethyl hydroxyethyl imidazolinium betaine; fatty acid amide propyl betaines such as lauric acid amide propyl dimethyl amino betaine; and fatty acid alkanol amides; And ethylene oxide adducts of lauric acid monoethanolamide, and the like. As alkylamine oxide, lauryldimethylamine oxide And the like. Of these, the fatty acid alkanolamides cause turbidity, and therefore amphoteric surfactants and fatty acid amine oxides are preferable. Further, the alkylamine oxides increase the foaming power but generate byproducts such as nitrosamines. Alkylamidopropyl betaine (a) and alkyl imidazolinium betaine (b) represented by the following general formula, which have no drawbacks, are excellent in foaming increasing effect, skin irritation reducing effect, and have low viscosity increase, are particularly preferably used. . The above boosters can be used alone or in combination of two or more.

[0021]

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When the component (C) is added, it is preferably added in an amount of 0.05 to 50% by weight based on the total amount of the components (A) and (B). If it is less than 0.05% by weight, the effect of increasing foamability is not expressed,
Further, if it exceeds 50% by weight, separation and turbidity occur in the 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. Such components include higher alcohols, silicone oils, lanolin derivatives, protein derivatives, oily components such as polyethylene glycol fatty acid esters; water-soluble polymers such as hydroxypropylmethyl cellulose and hydroxy cellulose; polymer JR (manufactured by Union Carbide Co.), Polycoat NH (made by Henkel), Marcoat 550
(Merck), Gaffcut 755N (GAF) and other cationic polymers; sorbitol and other polyhydric alcohols; ethylenediaminetetraacetic acid (EDTA) and other chelating agents; vitamins and other agents; lecithin, gelatin and other animal and plant extractions Substances or derivatives thereof; polymer fine powders such as nylon and polyethylene; other preservatives, bactericides, pH adjusters, ultraviolet absorbers,
Examples include dyes and fragrances.

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

[0025]

The present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.
The composition of the alkylene oxide adduct of fatty acid partial glycerol ester in the following production examples was analyzed as follows. <Composition analysis method> Using high performance liquid chromatography (L-6200 manufactured by Hitachi Ltd.), separation was performed with a Wakosil-II 5C18 column in a methanol / water mixed mobile phase, and detection was performed using a differential refractive index detector (Showa Denko KK). SE-51 type). After the ethylene oxide adduct of glycerin and the monoester were separated 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 diester form and triester form were defined as the remaining amount.

Production Example 1 Production of alkylene oxide adduct of partial glycerol ester (1) Compound (A-1) Coconut oil fatty acid 481.1 g (2.28 mol), glycerin 384.5 g
(4.18 mol) and 1.2% 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, it was heated to 110 ° C under vacuum with stirring, and subsequently heated to 140 ° C, and after confirming that the dehydration was completed, the pressure in the reaction vessel was adjusted to 2-3 kg / 736.5 g (16.7 mol) of ethylene oxide were added while maintaining cm ² . After all ethylene oxide was added, the reaction was carried out for 30 minutes, cooled, and the reaction product was taken out of the reaction vessel.
-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) Coconut oil fatty acid triglyceride 500 g (0.76 mol), glycerin 174.8 g (1.90 mol) and 85% potassium hydroxide 1.0 g as a catalyst were placed in a 3-liter pressure vessel. After replacing the inside of the reaction vessel with nitrogen three times, under stirring and 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 all ethylene oxide was added, the reaction was carried out for 30 minutes, cooled, and the reaction product was taken out of the reaction vessel.
-2) got. 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 1 and a body shampoo composition shown in Table 2 were prepared. The pH was adjusted to 6.5-7.0 with sodium hydroxide or citric acid. Regarding the obtained shampoo composition and body shampoo composition,
Sensory evaluation was conducted by 10 panelists. Evaluation is "5:
Good, 4: Fair, 3: Normal, 2: Poor, 1: Poor ”, and the average of 10 people was used to judge based on the following criteria. 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 A cleaning composition aqueous solution having the composition shown in Table 3 was prepared, and the amount of foaming, the cleaning rate, the skin irritation and the feel of the hand skin were evaluated by the following methods. The results are shown in Table 3. <Method of measuring foaming amount> Each composition and lanolin were dissolved in water having a hardness of 4 °, and the total surfactant concentration was 1% by weight and the lanolin concentration was
100 ml of 0.5 wt% aqueous solution was prepared, adjusted to pH 7, and heated to 40 ° C. This was stirred for 5 minutes by the inversion stirring method, and after 30 seconds, the amount of bubbles was measured. <Cleaning rate measuring method> 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 was used as a stain component. A 10 × 10 cm wool muslin cloth was treated with a chloroform solution containing 5% by weight of the soil component and dried to prepare a soiled cloth. This contaminated cloth was washed with 100 ml of a 1% by weight detergent solution at 40 ° C. with stirring for 10 minutes, rinsed well in tap water, and then dried.
The reflectance was measured and the cleaning rate was calculated according to the following formula.

[0032]

[Equation 1]

The higher the cleaning rate is, the higher the cleaning property is. <Skin irritation measurement method> A sample prepared to 6% by weight was stuck on the skin of 5 persons for 48 hours, and judged 24 hours after the sticking was removed. The criterion is 0: no change, 1:
Redness, 2: redness + edema, 3: redness + edema + vesicles, 4: tumor formation, and the average of 5 persons was the result. <Sensory Evaluation Method for Hand-Skin Feeling> Ten professional panelists washed the hands with tap water, and 30 minutes later, sensory evaluation was performed on the hand-skin feel. The evaluation was made into 5 grades of "5: smooth and slippery, 4: slightly moist, 3: normal, 2: slightly bulky, 1: very bulky", and the average of 10 persons was used to judge according to the following criteria.

[0034]

[Table 3]

* 1: Triethanolamine lauryl phosphate * 2: Sodium lauryl ether phosphate (2EO) * 3: Sodium lauroyl isethionate * 4: Polyoxyethylene (5) sodium lauryl ether acetate * 5: Polyoxyethylene (4) Lauric acid alkanolamide ether sodium acetate * 6: Sodium N-lauroyl-N-methylaminoethyl sulfonate * 7: N-lauroylaminoethylcarboxylic acid triethanolamine * 8: Polyoxyethylene (3) lauryl sulfosuccinic acid Sodium * 9: Lauryl polyglucoside (Average degree of polymerization: 1.5) * 10: Triethanolamine myristic acid

[0036]

Industrial Applicability The detergent composition of the present invention has a low irritation to the skin, a high foaming property, an excellent detergency and a good feel, and is useful as a shampoo, a body shampoo, a face wash, etc. Is.

 ─────────────────────────────────────────────────── ─── Continued Front Page (72) Inventor Francisco Pujadas Spain, 08021 Barcelona, 327-329, Muntaner

Claims (8)

[Claims] 1. The following components (A) and (B) (A) monoester / di and triester / alkylene oxide adduct of glycerin = (25 to 65) / (5 to 40) /
(10 to 55) (wt%) alkylene oxide adduct of partial glycerol ester (B) monoalkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, polyoxyethylene alkyl ether acetic acid, acylated isethionic acid, N -Acylaminoalkylsulfonic acid, polyoxyethylenealkylsulfosuccinic acid, N-acylaminoalkylcarboxylic acid, polyoxyethylene fatty acid alkanolamide ether acetic acid, fatty acid, alkyl polyglycoside, and one or more selected from salts thereof. (A) / (B) =
(5-80) / (95-20) weight ratio and total concentration of 5-60
A cleaning composition containing 100% by weight. 2. The composition of the alkylene oxide adduct of the partial glycerol ester of the component (A) is a monoester /
The cleaning composition according to claim 1, wherein the alkylene oxide adduct of di- and triesters / glycerin = (35-55) / (10-30) / (25-45) (% by weight). 3. The cleaning composition according to claim 1, wherein the acyl group having 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 detergent composition according to any one of claims 1 to 3, 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 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 glycerin skeleton on average. Stuff. 6. The cleaning agent according to claim 1, wherein the alkyl group or acyl group contained in the surfactant as the component (B) is a linear or branched chain 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 the component (C),
The cleaning according to any one of claims 1 to 7, which contains one or more selected from fatty acid alkanolamides and alkylamine oxides in an amount of 0.05 to 50% by weight based on the total amount of the components (A) and (B). Agent composition.