JP3262596B2 - Detergent 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 detergent composition which gives a dry feeling to a dry skin with little slimy feeling when rinsed, and a low protein modification.

[0002]

BACKGROUND OF THE INVENTION Fatty acid soaps have been used for many years as personal cleansing agents. Such fatty acid soaps
Although leaving a clean feeling on the washed skin, the skin itself is alkaline and may cause alkaline damage to the skin, making it unsuitable for people with weak skin and infants. As a typical surfactant which does not cause alkali damage, a higher alcohol sulfate ester salt is known, but since it does not have a refreshing feeling after washing and has skin irritation, it is used as a body cleaner. Not quite satisfactory.

[0003] Therefore, recently, amino acid-type anionic surfactants and amphoteric surfactants have been used as surfactants without alkali damage and without skin irritation. These surfactants are less irritating to the skin, but have a slimy feeling upon rinsing and a less refreshing feeling on the skin after drying, and are therefore not always satisfactory as a personal cleansing agent.

[0004]

The object of the present invention is to provide a detergent composition which causes less skin irritation, less slimy feeling of the skin upon rinsing, and which leaves a dry feel on the dried skin. is there.

[0005]

Means for Solving the Problems The present inventors have studied diligently to obtain a detergent composition which causes less skin irritation, less slimy feeling of the skin upon rinsing, and which leaves a clean feeling on the washed skin. As a result, it has been found that the above object can be achieved by using a polyoxyethylene fatty acid amide ether sulfate compound having a specific chemical formula in combination with an alkyl N-carboxyethyl-N-hydroxyethyl imidazolinium betaine compound. The present invention has been completed.

That is, the cleaning composition of the present invention comprises a polyoxyethylene fatty acid amide ether sulfate compound represented by the following general formula (I):

Embedded image [In the formula (I), R ¹ represents an alkyl group or an alkenyl group having 7 to 17 carbon atoms, and M ¹ represents a cationic residue of an ammonium group, an alkali metal atom, an alkaline earth metal atom, or an alkanolamine. Represents a group or a cationic residue of a basic amino acid, m represents an integer equal to the valency of the atom or group represented by M ¹ , and n represents
Represents an integer of 2 to 20. And the following general formula (I
Alkyl N-carboxyethyl-N-hydroxyethyl imidazolinium betaine compound represented by I):

Embedded image [In the formula (II), R ² represents an alkyl group or an alkenyl group having 7 to 17 carbon atoms, and M ² represents an ammonium group, an alkali metal atom, a cationic residue of an alkanolamine, or a basic amino acid. Represents a cationic residue. ] Are contained.

[0007]

The polyoxyethylene fatty acid amide ether sulfate compound of the general formula (I) used in the present invention comprises:
A fatty acid having 8 to 22 carbon atoms is used as a starting material, which is esterified with a lower alcohol, then amidated with monoethanolamine, oxyethylenated by addition of ethylene oxide, and further subjected to a sulfation reaction. And finally neutralizing the reaction product with a basic compound. The fatty acid used to constitute the acyl group (R'-CO-) of the compound of the formula (I) is a linear or branched fatty acid having 8 to 22 carbon atoms, for example, caprylic acid, capric acid, It is selected from lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid and the like. The ethylene oxide addition mole number represented by n is 2 to 20,
If it is less than 2, the foamability and solubility of the resulting composition are insufficient, and if it exceeds 20, a composition having a mild degreasing power cannot be obtained. Preferred values of n are 3-6. M ¹ is an atom of an alkali metal such as sodium or potassium, an alkaline earth metal such as calcium or magnesium, a cationic residue of an alkanolamine such as triethanolamine, an ammonium group, or a base such as lysine or arginine. Represents a cationic residue of a neutral amino acid.

[0008] The alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine compound of the general formula (II) used in the present invention uses a fatty acid having 8 to 22 carbon atoms as a starting material, An imidazoline compound can be synthesized by reacting an amine, and an imidazoline compound can be produced by reacting the imidazoline compound with an acrylate or acrylic acid. Formula (I
Representative of the compounds of I) are coconut oil alkyl-
N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium, palm kernel oil alkyl-N
Sodium carboxyethyl-N-hydroxyethylimidazolinium betaine, sodium lauroyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine, sodium myristoyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine, palmitoyl- N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium,
Stearoyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium, oleoyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine sodium, coconut oil alkyl-N
-Carboxyethyl-N-hydroxyethylimidazolinium betainetriethanolamine; and the like.

The fatty acid used for synthesizing the compound of the formula (II) can be selected from the fatty acids used for synthesizing the compound of the formula (I). Ethyl acrylate or the like can be used as the acrylate. In the compound of the formula (II), M ² , like M ¹ , represents an alkali or alkaline earth metal atom, an ammonium group, or an alkanolamine, or a cationic residue of a basic amino acid.

A component (A) comprising a compound of the formula (I),
The mixing ratio with the component (B) comprising the compound of the formula (II) is as follows:
The ratio is preferably from 9: 1 to 1: 9, and the total content of the components (A) and (B) in the detergent composition is preferably 3% or more. If the mixing ratio of the components (A) and (B) is out of the above range, a slimy feeling or an unsatisfactory refreshing feeling is not obtained, and the total content of the components (A) and (B) is 3%.
%, The effect is not sufficient.

Further, the cleaning composition of the present invention comprises
In addition to the essential components (A) and (B), if necessary, alkyl benzene sulfonate, α-olefin sulfonate, sodium lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, lauryl ether sulfate Higher alcohol sulfates such as sodium ester, higher alcohol phosphates, cocoyl methyl taurine sodium,
Acylmethyltaurine salts such as sodium lauroylmethyltaurine, disodium lauryl sulfosuccinate, P
OE (1-4) lauryl disodium sulfosuccinate,
POE (5) sulfosuccinate disodium lauroylethanolamide, disodium amide amide sulfosuccinic acid type surfactant such as disodium sulfosuccinate, alkyl ether carboxylate, alkyl betaine type amphoteric surfactant such as lauryl betaine, lauroylamidopropyl betaine Amide betaine-type amphoteric surfactants such as iodine, imidazoline type amphoteric surfactants such as 2-alkyl-N-carboxymethylimidazolinium betaine, fatty acid diethanolamide, fatty acid monoethanolamide, POE fatty acid monoethanolamide, amine oxide, POE Nonionic surfactants such as higher alcohol ethers and POE alkyl phenyl ethers, lauryl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, distearyl dichloride At least one member selected from and cationic surfactants such as chill ammonium can be used.

The detergent composition of the present invention may further contain, if necessary, glycols such as glycerin and 1,3-butylene glycol; emollients such as ester oil; humectants such as hyaluronic acid, chitin and chitosan; One or more kinds of cell stimulants such as aloe extract and placenta extract, anti-inflammatory agents such as allantoin and glycyrrhizinate, anti-dandruff agents such as zinc pyrithione and pyrocton olamine, fragrances and pigments can be added.

The dosage form of the cleaning composition of the present invention is arbitrary, and may be any dosage form such as liquid, paste, gel, powder, and solid.

Further, the cleaning composition of the present invention can be used for appropriate applications, for example, kitchen detergents, hard surface cleaners, facial cleansers, cleansing foams, shampoos, body shampoos and the like. .

[0015]

The present invention will be described in more detail with reference to the following Examples and Comparative Examples. Each test method in the examples was performed as follows. Test Method Using a sample of 5 ml of sample taken in a bath sponge for 10 panelists 20 to 40 years old, wash hands and forearm three times with warm water of about 40 ° C, and calculate the average value of the evaluated values Was. There is no feeling of slimming ......... 4 points There is almost no feeling of slimming ......... 3 points There is a feeling of slimming ............... 2 points There is a clear feeling of slimming ... 1 point

Refreshing feeling After the above-mentioned evaluation at the time of rinsing, it was evaluated after air drying. There is no slimy feeling and it is refreshing ... 4 points There is almost no slimy feeling and it is refreshing ... 3 points There is a slight slimy feeling and the feeling of refreshing is thin ... 2 points The slimy feeling is clearly remaining and not refreshing ……… 1 point

Protein denaturation rate test method The denaturation rate of ovalbumin when a sample was added to an ovalbumin pH 7 buffer solution to a sample concentration of 1% using aqueous high performance liquid chromatography was determined using the absorption peak at 220 nm. Measured. Denaturation rate (%) = (H ₀ −H _S ) / H ₀ × 100 H ₀ : The height of the absorption peak at 220 nm of ovalbumin H _S : 22 when the sample is added to the ovalbumin buffer solution
The criteria for the evaluation of the height of the 0 nm absorption peak were set as follows. ◎: Ovalbumin denaturation rate of less than 30% O: Ovalbumin denaturation rate 30% to 59% △: Ovalbumin denaturation rate 60% to 79% ×: Ovalbumin denaturation rate 80% or more

Examples 1 to 3 and Comparative Examples 1 to 4 Body shampoo compositions having the compositions shown in Table 1 were prepared and subjected to the above tests. Table 1 shows the test results.

[0019]

[Table 1]

Example 4 A shampoo composition having the following composition was prepared. Ingredient wt% cocoalkyl -N- carboxyethyl -N- hydroxyethyl 20.0 betaine sodium (30% solution) Polyoxyethylene (6) lauric acid amide ether sulfate 10.0 Sodium (26% solution) Polyoxyethylene (3) sodium lauryl sulfate 10.0 (25% solution) POE sulfosuccinate (5) lauroylethanol 4.0 disodium amide (27% solution) lauric acid diethanolamide 1.0 Stearyl trimethylammonium chloride 0.5 Carboxymethyl chitin 0.1 hyaluronic acid 0.1 sodium edetate 0.1 preservative 0.1 purified water balance

Example 5 A conditioning shampoo having the following composition was prepared. Ingredient% by weight Polyoxyethylene (3) coconut oil fatty acid amide 10.0 ethers triethanolamine salt (25% solution) lauroyl -N- carboxyethyl -N- hydroxyethyl 20.0 betaine sodium sulfate (30% Solution) lauric acid diethanolamide 2.0 glycerin 3.0 carboxymethyl chitin 0.2 EDTA 0.1 citric acid Amount to make pH = 6.5 water balance

Example 6 A pearl shampoo having the following composition was prepared. Component weight% palm kernel oil alkyl-N-carboxyethyl-N-hydroxy 15.0 ethyl imidazolinium betaine sodium (30% solution) polyoxyethylene (6) myristic acid amide 10.0 ether triethanolamine sulfate ( 25% solution) N-coconut fatty acid acyl-L-glutamic acid 5.0 monotriethanolamine (30% solution) sodium lauroylmethyltaurine (30% solution) 5.0 lauric acid diethanolamide 2.0 coconut fatty acid monoethanol Amide 1.5 Sodium hyaluronate 0.5 Amount of caustic soda pH = 6 Methyl paraben 0.1 Perfume Appropriate amount Water Remainder

Example 7 A face wash having the following composition was prepared. Ingredient wt% cocoalkyl -N- carboxyethyl -N- hydroxyethyl 60.0 betaine sodium (30% solution) Polyoxyethylene (3.5) lauric acid amide 20.0 ether sulfate (26% Solution) Lauric acid diethanolamide 7.0 Distearic acid ethylene glycol ester 2.0 Monoammonium glycyrrhizinate 0.2 Collagen 0.1 Methyl paraben 0.1 Citric acid Amount to make pH = 6.5 Water Remainder

The cleaning compositions of Examples 4 to 7 were subjected to the same test as in Example 1. Table 2 shows the results.

[Table 2]

[0025]

Industrial Applicability According to the present invention, it is possible to produce a detergent composition having a low slimy feeling upon rinsing, an excellent dry skin feeling and a low protein denaturation.

──────────────────────────────────────────────────続 き Continuation of the front page (51) Int.Cl. ⁷ Identification symbol FI C11D 1:29 C11D 1:29 1:90) 1:90) (56) References JP-A-3-215410 (JP, A) JP-A-56-25108 (JP, A) JP-A-62-185798 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C11D 1/00-1/94 A61K 7/02 A61K 7/075 A61K 7/50

Claims (1)

(57) [Claims] 1. A polyoxyethylene fatty acid amide ether sulfate compound represented by the following general formula (I): [In the formula (I), R ¹ represents an alkyl group or an alkenyl group having 7 to 17 carbon atoms, and M ¹ represents a cationic residue of an ammonium group, an alkali metal atom, an alkaline earth metal atom, or an alkanolamine. Or a cationic residue of a basic amino acid, m represents an integer equal to the valency of the atom or group represented by M ¹ , and n represents 2
Represents an integer of ２０20. And an alkyl N-carboxyethyl-N-hydroxyethylimidazolinium betaine compound represented by the following general formula (II): [In the formula (II), R ² represents an alkyl group or an alkenyl group having 7 to 17 carbon atoms, and M ² represents an ammonium group, an alkali metal atom, a cationic residue of an alkanolamine, or a basic amino acid. Represents a cationic residue. ] The cleaning composition characterized by containing.