JPH09143494A - Detergent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a detergent composition excellent in foaming and cleaning powers, low in skin stimulation, having a suitable viscosity, also excellent in stability in its preservation for a long period, and useful for cleaning of a human skin and hair by blending both specific anionic surfactant and amphoteric surfactant. SOLUTION: This detergent composition is obtained by blending (A) a long chain acylglutamic acid salt-type anionic surfactant of formula I [R<1> is an (un)saturated hydrocarbon group having a 7-19 mean carbon number; R<2> is H or an alkyl having a 1-3 mean carbon number; M<1> , M<2> are each H, an alkali (alkaline earth) metal, ammonium or an organic amine] with (B) an alkylamino acid-type amphoteric surfactant of the formula II R<3> is an (un)saturated hydrocarbon group having an 8-20 mean carbon number; R<4> is H, a (hydroxy) alkyl having a 1-4 mean carbon number or a group of the formula: (CH2 )m COOM<4> [M<4> is M<1> , (m) is 1-4]; M<3> is M<1> ; (1) is (m)}.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a detergent composition, and more specifically, it has excellent foaming power and detergency, has extremely low skin irritation, has an appropriate viscosity, and has long-term storage stability. The present invention relates to a detergent composition having excellent properties for washing human skin, hair and the like.

[0002]

2. Description of the Related Art Conventionally, for example, as surfactants to be mixed in detergent compositions such as shampoos, alkyl sulfate ester salts, polyoxyethylene benzene sulfonates, alkyl benzene sulfonates, α-olefin sulfonates, etc. Most of the anionic surfactants have been used.
However, although these anionic surfactants have excellent detergency, it has been recognized that they are highly irritating to the skin to some extent to some extent.

To address this, a relatively mild anionic surfactant such as an acylalkyl taurine salt, an acylated neutral amino acid salt or an acylated acidic amino acid salt is added, or alkyl betaine is added. It has been attempted to reduce skin irritation by blending zwitterionic surfactants such as, or synergistically reducing skin irritation by combining these surfactants. . Furthermore, in order to ensure a suitable viscosity as a product, it is also possible to add multi-components such as fatty acid alkylolamide (nonionic surfactant), for example, alkyloylalkyl taurine salt type. Examples of the combination of anionic surfactants and fatty acid alkylolamides with other surfactants to ensure low irritation and appropriate viscosity include JP-B-59-4238 and JP-B-2-26673. Japanese Examined Patent Publication (Kokoku) No. 2-26677 and the like, and as an example of combining an alkyloylalkyl taurine salt type anionic surfactant with a specific nonionic surfactant, JP-A-61-61
-272295 etc. are mentioned.

However, in the above-mentioned conventional example, when a hypoallergenic surfactant is used alone, the anionic surfactant has excellent foaming performance and cleaning performance, but has no irritation to the skin. Even relatively small ones are not at a satisfactory level, and rough skin is observed on the surface of the hands after long-term use. When an amphoteric surfactant is used, it has relatively low irritation, but its foaming performance and cleaning performance are insufficient. In addition, in the case of a combination of multiple components, it is possible to achieve low irritation, viscosity improvement, etc. due to the synergistic effect of the combination of multiple components, but the pH of the product will change as a long time after being manufactured. There is a problem that the product value is deteriorated, such as a change, a change in appearance color, a change in odor, or the like, which is not satisfactory in terms of long-term storage stability.

[0005]

That is, the problem to be solved by the present invention is that it has excellent foaming performance and cleaning performance, is extremely hypoallergenic to human skin, and has a viscosity satisfying its value as a product. Moreover, it is an object of the present invention to provide a detergent composition having little change in appearance color and change in odor even after a long period of time and having good long-term storage stability.

[0006]

Means for Solving the Problems As a result of intensive studies in view of the above circumstances, the present inventors have achieved the above object by combining a specific anionic surfactant and amphoteric surfactant. The present invention was completed based on this finding.

That is, the present invention provides a compound represented by the general formula (I)

[0008]

Embedded image (In the formula, R ¹ represents a saturated or unsaturated hydrocarbon group having an average of 7 to 19 carbon atoms; R ² represents a hydrogen atom or an alkyl group having an average of 1 to 3 carbon atoms; M ¹ , M ² Each independently represent a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium or an organic amine), and a long-chain acylglutamate-type anionic surfactant represented by the general formula (II)

[0009]

Embedded image [In the formula, R ³ represents a saturated or unsaturated hydrocarbon group having an average of 8 to 20 carbon atoms; R ⁴ is hydrogen, an alkyl group or an hydroxyalkyl group having an average of 1 to 4 carbon atoms, or (CH ₂ ) _m COOM ⁴ (wherein, M ⁴ represents an alkali metal, an alkaline earth metal, ammonium or organic amine; m represents represents) the number of 1 to 4; M ³
Represents an alkali metal, an alkaline earth metal, ammonium or an organic amine; l represents a number of 1 to 4], and a cleaning composition comprising the alkylamino acid type amphoteric surfactant Is provided.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.

The long-chain acylglutamate type anionic surfactant used in the present invention has the above general formula (I) (wherein R ¹ , R ² , M ¹ and M ² are as defined above). ). In the above formula, R ¹ CO is
For example, C ₁₁ H ₂₃ CO, C ₁₃ H ₂₇ CO, C ₁₅ H ₃₁ CO, C
₁₇ H ₃₅ CO, C ₁₃ H ₂₅ CO, C ₁₅ H ₂₉ CO, coconut fatty acid residue, palm coconut fatty acid residue and the like can be mentioned. R ²
Are, for example, H, CH ₃ , C ₂ H ₅ or C ₃ H ₇
And the like. Further, as M ¹ and M ² , a hydrogen atom,
Examples thereof include lithium, potassium, sodium, calcium, magnesium, ammonium, monoethanolamine, diethanolamine and triethanolamine.

The alkylamino acid type amphoteric surfactant used in the present invention is represented by the above general formula (II) (in the formula, R
³ , R ⁴ , M ³ and l are represented by the above-defined). In the above formula, R ³ is, for example, C ₁₁ H ₂₃ , C ₁₂ H
₂₅ , C ₁₃ H ₂₇ , C ₁₄ H ₂₉ , C ₁₅ H _31, C ₁₆ H ₃₃ , C ₁₇ H
₃₅ , C ₁₈ H ₃₇ , coconut fatty acid reducing alcohol residue, palm coconut fatty acid reducing alcohol residue and the like. R
Examples of ⁴ include H, CH ₃ , CH ₂ CH ₃ , CH ₂
CH ₂ OH, CH ₂ CH ₂ CH ₂ OH, CH ₂ COOM ⁴
, CH ₂ CH ₂ COOM ^{4, and the} like. M ³ , M ⁴
As, each independently, lithium, potassium, sodium, calcium, magnesium, ammonium,
Examples include monoethanolamine, diethanolamine, triethanolamine and the like.

In the present invention, among these, as the long-chain acylglutamate-type anionic surfactant of the general formula (I), sodium N-cocoyl glutamate,
N-cocoyl-N-methylglutamate sodium, N
-Sodium lauroyl-N-methylglutamate, N
-Palm oil fatty acid-N-ethyl glutamate triethanolamine, N-cocoyl magnesium glutamate,
N-cocoyl-N-methyl magnesium glutamate,
Preferred are magnesium N-lauroylglutamate, magnesium N-lauroyl-N-methylglutamate and the like, and as the alkylamino acid type amphoteric surfactant of the general formula (II), sodium N-lauryl-β-alanine,
Sodium N-lauryliminodiacetic acid, Sodium N-laurylaminopropionate, Potassium N-laurylaminopropionate, Sodium N-decyl-β-alanine, Sodium N-lauryl-3-aminobutanoate, N
-Myristyl-β-alanine ammonium, sodium N-myristyl-β-aminopropionate, potassium N-myristyl-β-aminopropionate and the like are preferable, and a combination thereof is preferably used.

In the present invention, the long-chain acylglutamate type anionic surfactant represented by the general formula (I) and the alkylamino acid type amphoteric surfactant represented by the general formula (II) are used. By using them in combination, it is possible to obtain sufficient skin hypoallergenicity while maintaining the basic surfactant action such as foaming property and detergency. Further, it is possible to secure an appropriate viscosity without adding other components such as fatty acid alkylolamide. Also,
It is possible to solve the problem of poor long-term storage stability that has occurred in the past when multi-components were blended, and it has excellent stability over time.

In the detergent composition of the present invention, the long-chain acylglutamate-type anionic surfactant represented by the general formula (I) and the alkylamino acid-type amphoteric interface represented by the general formula (II) are used. The compounding ratio (weight ratio) of the active agent is not particularly limited, but in order to more effectively exhibit the above effect, a long-chain acylglutamate-type anionic surfactant: alkylamino acid-type amphoteric surfactant is used. Agent = 10:
It is preferably 1 to 1:10, more preferably 5: 1 to 1: 1.
5 The total amount of these long-chain acylglutamate-type anionic surfactants and alkylamino acid-type amphoteric surfactants is 100% by weight of the detergent composition.
0.1-20% by weight is preferred, and more preferably 1-1-1% by weight.
0% by weight.

In addition to the above-mentioned components, the detergent composition of the present invention has a polyhydric alcohol, a polysaccharide, a protein derivative, a polyhydric alcohol, a polysaccharide, a protein derivative, etc., in a quantitative and qualitative range that does not impair the effects of the present invention depending on the purpose.
Ingredients generally added to detergent compositions, such as drugs, inorganic acids or salts thereof, organic acids or salts thereof, antioxidants, ultraviolet absorbers, dyes and fragrances may be added.

Here, the polyhydric alcohol includes 1,2-
Propanediol, 1,3-propanediol, 1,2
-Butanediol, 1,3-butanediol, 1,4-
Examples thereof include butanediol, dipropylene glycol, glycerin, diglycerin, sorbitan, sorbitol, maltitol, glucose and sucrose.

Examples of the polysaccharides include hyaluronic acid, chondroitin sulfate, dermatan sulfate, keratan sulfate, heparan sulfate and salts thereof.

As drugs, vitamin Cs and vitamin E
It is possible to add drugs commonly used in cosmetics, such as compounds, amino acids, crude drugs, anti-inflammatory agents, and bactericides.

Examples of the inorganic acid or salts thereof include hydrochloric acid, sulfuric acid, sodium chloride, potassium chloride and the like.

The organic acids or salts thereof include citric acid, lactic acid, tartaric acid, phthalic acid, trisodium citrate,
Examples include sodium lactate.

[0022]

EXAMPLES Next, the present invention will be described in more detail by way of examples, which should not be construed as limiting the invention thereto. The blending amounts are all weight%.

Prior to the examples, the test method and evaluation method adopted in each example will be described.

[Foaming Test] CaCO ₃ 70 ppm artificial hard water was used to prepare 400 ml of a 1% sample concentration solution, and the temperature was adjusted to 4
The amount of foaming was measured using a cylindrical cylinder with a stirrer under the condition of 0 ° C. (Evaluation) O: Good foaming (foam amount 2000 ml or more) B: Normal foaming (foam amount 1500 ml or more 2000 ml)
X): Poor foaming (foam amount less than 1500 ml) [Cleanability test] CaCl ₂ / MgCl ₂ = 3/1, 5.
A solution having a sample concentration of 1% was prepared with DH artificial hard water, and an artificial sebum stain contaminated cloth using a wool surge was washed with a tergotometer (JIS K-3371) under the condition of 40 ° C., and the reflectance before and after washing was used. The cleaning rate was calculated by.

[0025]

(Equation 1) (Evaluation) ○: Good detergency (washing rate of 80% or more) △: Normal detergency (washing rate of 60% or more and less than 80%) ×: Poor detergency (washing rate of less than 60%) [Safety (low irritation) : Protein denaturation rate] Using a multi-plate reader, hemoglobin (Hb) pH6.
The protein denaturation rate (HDR) (%) was measured from changes in the absorbance of Hb at 418 nm before and after mixing when a sample was added to 86 buffer at a sample concentration of 1% and evaluated as follows.

[0026]

(Equation 2) (Evaluation) ◎: HDR less than 5% ○: HDR 5% or more and less than 15% △: HDR 15% or more and less than 50% ×: HDR 50% or more [Safety (hypoallergenicity): Hand rough test] Panel 10 persons (male and female) 5 persons each), one of the left and right hands is immersed in a constant temperature water bath in which a 5% aqueous solution of each sample is kept at 35 ° C for 10 minutes, and the other hand is immersed in purified water at the same temperature in the same manner. The operation of dipping was performed once a day for 2 days, and on the 3rd day, the condition of rough hands was visually determined with a magnifying glass. (Evaluation) ◎: Hand roughness is extremely weak (0 to 1 out of 10 people have sample roughness on the sample side) ○: Roughness is slightly weak (2 to 4 out of 10 people have sample roughness on the sample side) Δ: Roughness of the hand was slightly strong (5 to 7 out of 10 people were found to have rough hands on the sample side) ×: Roughness was extremely strong (8 to 10 out of 10 people were found to have rough hands) [Safety (low irritation): water content of skin keratin] A sample was applied to a specific site once a day, left for 3 minutes, washed with purified water, and wiped with absorbent cotton. This operation was repeated for 2 weeks, the skin conductance at the application site was measured, and the change in the amount of water in the stratum corneum of the skin was measured and evaluated as follows.

[0027]

(Equation 3) (Evaluation) ○: Rc is 1 or more ×: Rc is less than 1 [Long-term storage stability] The prepared sample is -5 ° C, 0 ° C, 25
After storing at each temperature of ℃, 40 ℃ for 1 month, observe the state of the system (change of appearance, change of odor) at the same temperature and in the state of returning to 25 ℃, and total the temperature. The cosmetics were judged to be unsuitable as cosmetics, and those not suitable were evaluated as ○.

[Viscosity] panel (5 men and 5 women)
Put 200 ml of each sample in a polyethylene bottle with a resin cap (diameter 8 mm) and take it out from the bottle mouth at 40 ° C, 25 ° C and 5 ° C. Was judged. (Evaluation) ○: Appropriate viscosity (two or less respondents answered unsuitable) ×: Inadequate viscosity (three or more respondents answered unsuitable) (Examples 1-8, Comparative Examples 1-6) ) A shampoo having the composition (% by weight) described in Tables 1 and 2 below is prepared,
Its foamability, detergency and safety (Hb protein denaturation rate,
The hand roughness test, skin keratin water content), long-term storage stability, and viscosity were examined.

[0029]

[Table 1]

[0030]

[Table 2] As is clear from the results of Tables 1 and 2, the shampoo of the present invention showed excellent performances in all of foaming property, cleaning property, safety (low irritation), long-term storage stability and viscosity.

[0031]

As described in detail above, according to the present invention, it has excellent foaming performance and cleaning performance, is extremely hypoallergenic to human skin, and has a viscosity satisfying the value as a product. Moreover, there is an effect that there is little change in appearance color and change in odor even after a long period of time, and a cleaning composition having good long-term storage stability is provided.

Claims (1)

[Claims] 1. A compound of the general formula (I) (In the formula, R ¹ represents a saturated or unsaturated hydrocarbon group having an average of 7 to 19 carbon atoms; R ² represents a hydrogen atom or an alkyl group having an average of 1 to 3 carbon atoms; M ¹ , M ² Each independently represent a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium or an organic amine), and a long-chain acylglutamate type anionic surfactant represented by the general formula (II) 2] [In the formula, R ³ represents a saturated or unsaturated hydrocarbon group having an average of 8 to 20 carbon atoms; R ⁴ is hydrogen, an alkyl group or an hydroxyalkyl group having an average of 1 to 4 carbon atoms, or (CH ₂ ) _m COOM ⁴ (wherein, M ⁴ represents an alkali metal, an alkaline earth metal, ammonium or organic amine; m represents represents) the number of 1 to 4; M ³
Represents an alkali metal, an alkaline earth metal, ammonium or an organic amine; l represents a number of 1 to 4], and is mixed with an alkylamino acid type amphoteric surfactant. A cleaning composition.