JPH09111287A - Detergent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a detergent composition, hardly causing irritation to the skin, etc., having good foaming properties and capable of imparting a refreshing feeling of use to the skin after washing by blending an N-acylaspartate with an amidoethercarboxylate. SOLUTION: This detergent composition comprises (A) an N-acylaspartate of formula I [R<1> is a 7-21C alkyl or alkenyl; M<1> and M<2> are each H, an alkali(ne earth)metallic ion, ammonium or an alkanolammonium] and (B) an amidoethercarboxylate of formula II (R<2> is same as R<1> ; M<3> is same as M<1> and M<2> except H; (n) is 1-15] [e.g. sodium polyoxyethylene (1.E.O.) lauramidoethercarboxylate]. Furthermore, the total amount of the components (A) and (B) is 3-40wt.% and the weight ratio of the components (A) to (B) is preferably (9/1) to (2/8) of the components (A)/(B).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a detergent composition which has less irritation to the skin and the like, has a good foaming property, and imparts a refreshing feeling to the skin after washing.

[0002]

2. Description of the Related Art Conventionally, fatty acid salts, alkyl sulfate ester salts, polyoxyethylene alkyl ether sulfate ester salts, and α have been used as surfactants for skin and hair cleaners.
-Anionic surfactants such as olefin sulfonates are widely used. However, none of these anionic surfactants are sufficient in terms of skin irritation, although they are different in degree.

On the other hand, sulfosuccinates, N-acylglutamates, N-acylaspartates, amide ether carboxylates, etc. are known as mild detergent surfactants. However, these mild surfactants for detergents alone do not have sufficient foamability,
Function improvement by combination with other surfactants (JP-A-2-
No. 218797) has been proposed. Also, N-
Acyl glutamate has the drawback that the skin becomes slimy after washing. On the other hand, a shampoo composition in which N-acyl aspartate and a fatty acid diethanol amide are used in combination has been proposed (Japanese Patent Publication No. 40-40125). Although this was less irritating to the skin, it had poor detergency and foamability as compared with the above-mentioned anionic surfactant, and remained slick on the skin after washing. Further, a detergent composition in which an amide ether carboxylic acid salt and a phosphoric acid ester-based surfactant are used in combination has been proposed (JP-A-7-138592). This had less irritation to the skin and had a good foaming property, but had a feeling of sliminess on the skin after washing.

[0004]

Therefore, as a result of diligent research, the present inventor has found that a detergent composition containing N-acyl aspartate in combination with an amide ether carboxylate has less irritation to the skin and a good starting property. The present invention was found to be a detergent composition that is foamy and imparts a refreshing feeling to the skin after washing, and has reached the present invention.

That is, an object of the present invention is to provide a detergent composition which is less irritating to the skin and the like, has a good foaming property, and imparts a refreshing feeling to the skin after washing.

[0006]

Means for Solving the Problems The present invention which achieves the above object is represented by the general formula (A):

[0007]

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(In the formula, R ¹ represents an alkyl group or an alkenyl group having 7 to 21 carbon atoms, M ¹ and M ² represent hydrogen, an alkali metal ion, an alkaline earth metal ion or ammonium, and an alkanol ammonium.
M ¹ and M ² are not hydrogen at the same time. ) N-acyl aspartate represented by the general formula (B)

[0009]

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(In the formula, R ² is an alkyl or alkenyl group having 7 to 17 carbon atoms, M ³ is an alkali metal ion,
Indicates an alkaline earth metal ion, ammonium or alkanolammonium. n is a number from 1 to 15. )
A detergent composition comprising an amide ether carboxylate represented by:

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION Embodiments of the present invention will be described in detail.
The N-acyl aspartate represented by the general formula (A) used in the present invention may be either the D-form or the L-form or a mixture of the two, and the acyl group (R ¹
As a constituent fatty acid of —CO—), for example, lauric acid,
Examples thereof include myristic acid, palmitic acid, stearic acid, oleic acid, coconut oil fatty acid, and palm kernel oil fatty acid. Examples of M ¹ and M ² include alkali metal ions such as sodium and potassium, ammonium, and triethanolammonium. However, M ¹ and M ² are not hydrogen at the same time. Further, instead of using N-acyl aspartate, N-acyl aspartic acid may be used together with caustic soda, triethanolamine or the like to form a salt in the composition.

The amide ether carboxylate represented by the general formula (B) used in the present invention has an acyl group (R ²
Examples of the fatty acid that constitutes —CO—) include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, coconut oil fatty acid, and palm kernel oil fatty acid. n is preferably 1 to 15, and particularly preferably 1 to 5. M
Examples of ³ include alkali metal ions such as sodium ion and potassium, alkaline earth metal ions such as calcium and magnesium, ammonium, triethanolammonium and the like.

Preferred specific examples of the amide ether carboxylate represented by the general formula (B) include, for example, sodium polyoxyethylene (1.EO.) lauric acid amide ether carboxylate and polyoxyethylene (2. E.
O. ) Coconut oil fatty acid amide ether carboxylic acid triethanolamine, polyoxyethylene (8.EO) myristic acid amide ether carboxylate ammonium and the like can be mentioned.

The general formula (A) in the detergent composition of the present invention
The total amount of components (B) and (B) is 3 to 40% by weight. 3
If it is less than wt%, the foaming property is not sufficient, and if it exceeds 40 wt%, the feel of the skin after washing is not good. The weight ratio of the general formulas (A) and (B) is (A) / (B) = 9/1.
It is preferable to use it so as to be ˜2 / 8.

In addition to the above-mentioned essential components, the detergent composition of the present invention may contain components and additives commonly used in detergents. For example, fatty acid salts, alkyl sulfates, polyoxyethylene alkyl ether sulfate ester salts, anionic surfactants such as α-olefin sulfonates, sulfosuccinates, alkylaminoacetic acid bedaine, acylamidopropylbedaine, 2-alkyl- N
-Ampholytic surfactants such as carboxymethyl imidazolinium bedaine, cationic surfactants such as stearyl trimethyl ammonium chloride, lanolin fatty acid aminopropylethyl dimethyl ammonium lanolinate sulfate, fatty acid alkanol amides, polyoxyethylene alkyl ethers, alkyl amine oxides etc. Nonionic surfactant, Polymer JR-400 (Amerch
ol), Merquat100, Merquat55
0 (Calgon), Jaguar C-13S (Rh
one-Poulenc), a cationic polymer,
Oily components such as higher fatty acids, higher alcohols, silicones, silicone derivatives, lanolin derivatives, lecithin and triglycerides, anti-dandruff agents such as zinc pyrithione and piroctone olamine, bactericides, UV absorbers, chelating agents, pigments and fragrances. To be

The detergent composition of the present invention is applied to shampoos, body cleaners, face cleansers, dish detergents and the like.

[0017]

Next, the present invention will be described in more detail by way of examples. The effect was measured according to the following evaluation method.

Foamability Foaming power was measured according to the Loss Miles test method. However,
The sample is a 2% aqueous solution (using CaCO ₃ 50 ppm artificial hard water) at a temperature of 40 ° C. Evaluation ⊙: Very good foaming, foaming power of 250 mm or more ◯: Good foaming, foaming power of 210 mm or more, 250 mm
Less than Δ: Foaming is normal, foaming power is 170 mm or more, 210 mm
Less than ×: poor foaming, foaming power less than 170 mm

Detergency: A 5 cm × 5 cm wool muslin cloth is uniformly coated with 0.4 ml of a chloroform solution containing 7% lanolin and 0.005% Sudan III, and dried. This contaminated cloth was placed in a glass cylinder of about 100 ml capacity containing 40 ml of a 3% detergent solution, shaken in a constant temperature bath at 40 ° C. for 15 minutes, and the contaminated cloth was rinsed well in running water. After drying, the reflectance was examined and the cleaning rate was calculated by the following formula.

[0020]

(Equation 1)

Evaluation ⊚: excellent detergency, cleaning rate of 85% or more ○: good detergency, cleaning rate of 70% or more, cleaning rate of less than 85% △: detergency normal, cleaning rate of 55% or more, cleaning rate of less than 70% × ... Poor cleanability, cleaning rate less than 55%

Cleanliness of the skin after washing Using 10 panelists, each composition was taken on a bath sponge and thoroughly foamed to wash the body. Then, the body was rinsed with warm water, and the feeling of the body after rinsing was evaluated. Evaluation ◎ ... 10 or more panelists feel refreshed. ○: 10 or more panelists felt almost no slimy feeling. Δ: 10 or more panelists feel a slimy feel. ×: 10 or more panelists felt a slimy feeling.

Skin Irritation (Protein Denaturation Rate Test) The ovalbumin denaturation rate when the sample was added to ovalbumin pH7 buffer solution to a sample concentration of 1% using aqueous high performance liquid chromatography was 220 nm. It measured using the absorption peak.

[0024]

(Equation 2)

Ho: height of absorption peak at 220 nm of ovalbumin Hs: 22 when sample was added to ovalbumin buffer
Height of the absorption peak at 0 nm

Evaluation: ovalbumin denaturation rate, less than 30% o: ovalbumin denaturation rate, 30% or more, less than 60% delta: ovalbumin denaturation rate, 60% or more, less than 80% x: ovalbumin denaturation rate, 80 %that's all

Examples 1 to 5 and Comparative Examples 1 to 5 Cleaning agent compositions having the compositions shown in Table 1 were prepared by a usual method,
Each effect was investigated by the above method, and the results are shown in Table 1.
The results are shown in Table 2.

[0028]

[Table 1]

[0029]

[Table 2]

From these results, the detergent compositions of Examples 1 to 5 have less irritation to the skin and the like than those of Comparative Examples 1 to 5 and have a good foaming property, and are refreshed on the skin after washing. It can be seen that it gives a feeling of use.

Example 6 A shampoo having the following composition was prepared. (Wt%) N-lauroyl aspartic acid triethanolamine 10 polyoxyethylene (1.EO.) sodium lauric acid amide ether carboxylate 6 lauric acid amide propylbedine 2 Polymer JR-400 (Amerchol) 0.3 pH adjuster, preservative, perfume Suitable amount Purified water Residual

Example 7 A shampoo having the following composition was prepared. (% By weight) Sodium N-myristoyl aspartate 14 Polyoxyethylene (2EO) lauric acid amide ether carboxylic acid triethanolamine 2 Palm oil fatty acid diethanolamide 2 Ethylene glycol distearate 2 Aminoethylaminopropyl methylpolysiloxane Copolymer 1 Jaguar C-13S (Rhone-Poulenc) 0.3 pH adjuster, preservative, perfume Proper amount Purified water Residue

Example 8 A body shampoo having the following composition was prepared. (Wt%) sodium N-myristoyl aspartate 10 polyoxyethylene (2EO) lauric acid amide ether carboxylic acid triethanolamine 6 myristic acid 5 triethanolamine 3.5 stearic acid monoethanolamine 2 propylene glycol 2 preservative Aroma, proper amount Purified water Residual

Examples 6, 7 and 8 were evaluated by the method described below,
All items were rated excellent.

[0035]

Industrial Applicability As described above, the present invention provides a detergent composition which is less irritating to the skin and the like, has a good foaming property, and imparts a refreshing feeling to the skin after washing. Is clear. Page (1/3) Written statement describing chemical formula

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[Chemical Formula 3] (All chemical formulas have the same contents.)

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[Chemical Formula 4] (All have the same chemical formula.) R ² CONH (CH ₂ CH ₂ O) n CH ₂ COOM ³

(Equation 1)

[Equation 2] Denaturation rate (%) = (Ho-Hs) / Ho × 100 page (2/3) Document describing chemical formula, etc.

[Table 1] Page (3/3) Document with chemical formula

[Table 2]

Claims (1)

[Claims] 1. A compound of the general formula (A) (In the formula, R ¹ represents an alkyl group or alkenyl group of 7 to 21 carbon atoms, M ¹ and M ² represents a hydrogen, an alkali metal ion, an alkaline earth metal ion or an ammonium, an alkanolammonium. However, M ^1, M ² is not hydrogen at the same time) and an N-acyl aspartate represented by the general formula (B) (In the formula, R ² represents an alkyl group or an alkenyl group having 7 to 17 carbon atoms, M ³ represents an alkali metal ion, an alkaline earth metal ion, ammonium or alkanol ammonium. N is a number of 1 to 15.) A detergent composition comprising an amide ether carboxylate represented by: